EDGARTOWN COTTAGE ON A COUNTRY LANE - Nestled on a spacious .56-acre lot in the Lily Pond District, this charming 2-bedroom, 1-bath cottage offers a rare opportunity to create your own Island haven. Renovate or build to suit just a short distance from all that Edgartown village has to offer — shops, restaurants, harbor, and beaches — you’ll enjoy both privacy and convenience in one of the island’s most sought-after locations. Inside, the home is cozy and full of character, waiting for your vision and personal touch to bring it to life. Whether you're dreaming of a full renovation or a few thoughtful updates, this is your chance to make it truly your own. The conforming lot size opens up future potential expansion (subject to town approvals) — think gardens, additional space and outdoor living. Bring your ideas and a little imagination — this is the perfect canvas for your Martha’s Vineyard dream home. NOTE: Several photos have been virtually augmented to show a potential renovation.

90 Seventeenth Street North Edgartown, Massachusetts FOR SALE Here is a chance for you to own a water view property in Edgartown. Property is located just off the Boulevard on a quiet dead end lane. This property has been in the same family for decades and is now offered for sale. It is a blank canvas for you to create your dream home. Interior has been gutted and is ready for your renovation. The property has a brand new, never used two-bedroom septic system which complies with all applicable laws and regulations and a new electrical panel. Sengekontacket Pond is a short walk away. Downtown Edgartown amenities and beaches are within a short drive. This property is being sold as is and buyers must use their due diligence before making an offer. This property won’t last long.

Close to downtown Edgartown, yet far enough away to be in a residential location with a nice yard, this home is a must-see! This is a ranch style home with two bedrooms and two bathrooms, plus an office. Open concept for the living, dining and kitchen area with a slider to the back deck. With a few updates and finishing touches, this could transform into your perfect family home. It is being sold “As-Is.” New septic installed September 2023, and a new heating system installed January 2023. This property also has a full basement that is partially finished. Please note that there is a shared driveway entrance from Edgartown/VH road. This home has space for two cars to park.

This ranch style 3 bedroom home centrally located in a quiet neighborhood is close to the bike path with easy access to town and beaches. Sited on a 12,000 square foot parcel with a spacious privately enclosed yard and mature gardens. First floor includes an efficient galley kitchen with a quaint dining area. The living room leads out to a cozy front porch. There is also a spacious side deck that sits off the kitchen for outdoor living. The lower level offers a walk out heated basement with plenty of light, partially finished with a full bathroom. There is a newly installed heat pump system for heat and A/C as well as leased solar panels.

A home for all seasons and multiple purposes. If you choose to have a comfortable, kick-your-shoes-off, not-fussy home on the tranquil, non-commercial island of Chappaquiddick, then this is your destination. It is currently the home of a well-known fine artist with an impressive studio in the home and a boat builder specializing in small wooden boats with an equally impressive heated and air conditioned workshop in an adjacent, oversize, 1,280 square foot, two-car garage with a very large, open, unfinished storage space above. The property fronts two streets, which provides great access directly to the home or garage. If your goal is to establish a firmer, year-round foothold on this idyllic, pastoral island, two ferries removed from the stresses and uncertainty of the modern world, then this can also be your destination. Perhaps you are an employer with the need to house staff and have a garage/workshop with great storage space. Or you may be looking for a beach home with the possibility of renting garage or storage space to cover expenses. Whatever your purpose, this low-maintenance, 3 bedroom, 2 bathroom, 2,046 square foot home, situated on almost a half-acre of easily maintained lawns and colorful, natural gardens, offers a great platform for your exciting future. This property is convenient and centrally located on the island and puts you nearby to some of the finest surf casting on the east coast, a boat landing at the Quammox preserve on Katama Bay and miles of seemingly endless beaches. The year-round Chappaquiddick community embraces its residents with many neighborhood functions and activities that create a tapestry of connections that make life on Chappy very pleasant at all times of the year.

Located in the Dodger's Hole subdivision is this inviting four bedrooms plus office, two-bathroom cape style home. The property has been well cared for and is a delight to view. Sited on .5 acres of land with a pea stone driveway, wraparound deck, and outdoor shower with new enclosure. The antique garage is a great storage space for lawn equipment, garden supplies or small vehicle. The living room is open to the tiled eat-in kitchen area and the hallway leads to a pantry, full bathroom and two first floor bedrooms. The second floor offers a full bathroom and two generously sized bedrooms. The interior has been completely painted and sparkles brand new with new paint on ceilings, walls, windows, doors, baseboard heaters, and all trim. Brand new carpeting in the first-floor hallway and bedrooms. Do not miss the opportunity to purchase this great investment!

Island Grove Building Lot - A highly desirable Edgartown location near Morning Glory Farm, the Village, and South Beach. The 1/2 acre parcel is conforming in nature, allowing for maximum development. With approval for 6 bedrooms with sewer tie-in, the opportunities are endless! A great opportunity to get into this terrific community.

Move-in ready Chappy retreat, just under a mile to swimmable Katama Bay. Tucked beside conservation land in a quiet wooded setting, this private 3 bedroom Cape offers comfort, charm, and relaxed island living— with room to gather, space to breathe, and nature at your doorstep. Designed for easy indoor-outdoor living with an open kitchen, sunny rooftop deck, stone patio, and a screened-in porch with wood-burning fireplace—perfect for summer evenings or crisp fall nights. Includes two full baths, an outdoor shower, and a flexible bonus room ideal for guests or a home office. The flat, private backyard is great for lawn games and surrounded by mature trees. Enjoy direct access to nearby walking trails and quick drives to Wasque and East Beach. Must see! Serenity, adventure, and coastal charm await.

Located in the sought-after Dodgers Hole neighborhood, this beautifully renovated home blends modern style with coastal ease. Sunlight fills the main living area, where cathedral ceilings and hardwood floors create a bright and welcoming space. The kitchen has been completely redone with fresh finishes and thoughtful design, and the brand-new baths add to the turnkey appeal. The finished lower level offers excellent bonus space—ideal for a media room, home gym, or overflow entertaining area. Set on a well-maintained lot just minutes from downtown Edgartown, South Beach, and island bike paths, 61 Dodgers Hole Road is a move-in-ready opportunity for year-round living, vacation enjoyment, or investment. Buyers and agents to verify all information herein.

Nestled in the prestigious Majors Cove community, this lovingly maintained home offers the perfect blend of comfort, style, and Vineyard charm. Enjoy access to exceptional amenities, including tennis courts, a boat launch ideal for kayaking to State Beach, and proximity to the bike path for easy access to Edgartown, Oak Bluffs, and Vineyard Haven. Set on a pleasantly landscaped lot, this inviting home is filled with natural light. The heart of the home is the cathedral-ceiling living room, centered around a classic wood-burning fireplace ~ an inviting space for gatherings year-round. The open kitchen and dining area seamlessly connect to a spacious new deck, offering an ideal setting for outdoor entertaining or quiet relaxation. A convenient mudroom with laundry sits just off the dining area and provides direct access to the attached garage. Two comfortable bedrooms and a full bathroom complete the main level. The upper level is devoted entirely to the private primary suite. This serene retreat features a generous bedroom, a dressing area, a walk-in closet, and a full bath complete with a soaking tub and separate shower. Additional highlights include a full basement and the quintessential Vineyard outdoor shower. Offered furnished, this property is your opportunity to enjoy the very best of Island life.

Welcome to your ideal Edgartown retreat! This stunning classic cape-style home features four bedrooms and two baths. Built and cared for by a contractor, this residence exudes quality and attention to detail at every turn. Nestled on a picturesque half-acre lot in the Westminster Acres neighborhood, privacy abounds in this tranquil setting. Situated on a quiet paved dead-end street, enjoy easy access to all island amenities, including beaches, bike paths, state forests, and public transportation. Step inside to discover a bright and airy first floor, adorned with hardwood floors and a cozy fireplace. The spacious eat-in kitchen boasts stainless steel appliances and granite countertops, complemented by a slider leading to a sprawling deck overlooking manicured landscaping and gardens. On the first floor, you'll find a convenient bathroom and one bedroom, while the second floor hosts a generously sized primary bedroom with abundant natural light and a skylight. Two additional bedrooms and another full bathroom complete the second level, offering ample space for family and guests. Adding to the allure of this home is the expansive basement, spanning 890 sq. ft. and providing endless possibilities for storage, recreation, or future expansion. Don't miss out on the opportunity to make this exceptional Edgartown property your own.

Conveniently located near downtown Edgartown and the Edgartown Golf Course, this well-maintained three-bedroom, two-bathroom home offers endless potential. The first floor includes a comfortable living room, dining area, kitchen, and a full bathroom. Upstairs, you will find three bedrooms and another full bathroom. There is an unfinished basement which has the laundry and utilities. The property also features an attached garage, a detached workspace with electricity and water, and a shed. The property is connected to town sewer allowing up to four bedrooms. Whether you choose to enjoy the home as is, renovate or expand it, or build something entirely new, the possibilities are limited only by your imagination.

Prime 2-acre parcel situated close to the bike path, state forest, Morning Glory Farm and Edgartown village. Per Edgartown BOH, this lot is approved to support a 5-bedroom home with a standard septic system. Additionally, with an advanced treatment system and a variance, the potential exists to expand with one or two extra bedrooms. Enjoy the perfect blend of convenience and tranquility in this location. Don't miss out on creating your dream home in this idyllic setting. **NHESP review has been completed.

LOT #4 - The last lot available in this 5-lot Edgartown subdivision! Division Road is located between Meshacket and Meetinghouse Way, less than 1 mile from the center of town. This concept was thoughtfully and creatively developed in an effort to create a new and upcoming neighborhood. The new residences will be able to accommodate up to 7 bedrooms, and offer the opportunity to create your own family compound including all the popular requests such as a 3-car garage, pool and pool house. The oversized lots are connected to town water and town sewer and all have an established building/development envelope. Substantial new construction homes are up on surrounding lots 1, 2, and 5. Lot 4, which is 1.57-acres, is currently being offered and is ready for your design concept.

Nestled at the end of a quiet drive, 15 Jernegan Pond Road offers the opportunity to create your Vineyard retreat. The existing home and small barn sit on a private and serene lot overlooking a small, picturesque pond — an ideal setting for those seeking privacy, natural beauty, and potential. The current structures require significant renovation or rebuild, and with a sewer tie-in, can be expanded to 5 bedrooms, including a guest house. This hidden gem is the perfect canvas; the possibilities here are exceptional, in a prime Edgartown location, less than 1 ¼ mile to the Village.

Classic three-bedroom farmhouse offers the perfect blend of island charm and laid-back comfort. Located within walking distance to scenic Sengekontacket Pond, it’s an ideal retreat for nature lovers, kayakers, or anyone looking to enjoy the Vineyard lifestyle. The home features a welcoming front porch and back deck—perfect spaces to relax, dine, or entertain outdoors. Inside, you'll find a warm and functional layout with three bedrooms, two and a half baths, and a bright, open living space that flows easily from room to room. A third floor bonus space offers flexible potential—use it as a home office, studio, guest overflow, or playroom. Whether you're looking for a year-round residence, a summer getaway, or a rental investment, this property checks all the boxes. Enjoy quiet privacy while being just minutes from downtown Edgartown, State Beach, and Oak Bluffs.

3 bedroom 2.5 bath main house consisting of 2 separate living spaces. First unit has 1st floor with livingroom, kitchen and bathroom. The second floor has an additional livingroom with two bedrooms. The second unit has 1st floor living area with kitchenette and bathroom, bedroom is in basement with walkout egress. 2 Car Garage has a permitted finished living space above with livingroom, full kitchen, full bathroom and a loft. Year built 2017. interior photos to come. Also 12X10 post and beam shead.

Nestled in a tranquil residential neighborhood, at the top of a curved drive through beautiful trees, this well-maintained home in move-in condition offers an idyllic Martha's Vineyard lifestyle. Custom-built for quality and convenience by a prestigious Island builder, every detail was thoughtfully planned for exclusive use by the family as a cherished year-round vacation home. The open floor plan centers around the bright second-floor great room illuminated by skylights in the cathedral ceiling, and a wall of sliding doors leading to a large deck overlooking lush green treetops with grill and dining areas for al fresco entertaining. A third-floor loft provides overflow for guests or a lounge area with its own balcony for sunbathing or stargazing. The entry level includes a large primary bedroom with en-suite bath, a convenient laundry alcove, and two additional bedrooms with a shared bath and soundproof insulation. New mahogany outdoor shower and shingles, recent rugs, roof and skylights are just a few of the improvements. A generous .92-acre lot offers peace and privacy, and the walk-out basement allows for future expansion within the existing footprint to take full advantage of the 7-bedroom capacity with permitting and available sewer connection. Cycle easily to Edgartown Village or up-island via the bike paths nearby, including convenient access to the Meetinghouse Way bike path leading to South Beach. A detached car barn and a beautiful landscape complete the property.

Turn-Key 5-Bedroom Home with Legal Apartment Near Edgartown Village — Set back from the road and less than a mile from Main Street, this spacious and stylish Edgartown property offers an ideal blend of privacy, comfort, and investment potential. The main home features four well-proportioned bedrooms—including one conveniently located on the first floor—and an open kitchen and dining area designed for easy living and entertaining. Abundant natural light fills the interiors, while the full unfinished basement presents exciting potential for future expansion—think media room, home gym, or bonus hangout space. A separately permitted one-bedroom apartment adds exceptional versatility, whether used for guest overflow, rental income, or a private workspace. The level backyard is framed by mature landscaping and provides ample space for summer games, lounging, or evenings around the grill. The welcoming farmer’s porch is perfect for morning coffee or sunset cocktails. With the bike path just steps away, downtown Edgartown, beaches, and scenic island trails are all within easy reach. Sold fully furnished by Vineyard Decorators and with a strong rental history, this five-bedroom offering is a rare opportunity for both personal enjoyment and income generation—just moments from the heart of Edgartown.

COMING SOON - SHOWINGS START ON AUGUST 28th. Welcome to your perfect island retreat in the heart of Edgartown conveniently located in a quiet neighborhood off of Edgartown West Tisbury Road. This charming 3-bedroom, 2.5 bathroom home offers the ideal blend of comfort, and functionality. Nestled on a quiet street, the property features an oversized two-car garage—perfect for storing vehicles, bikes, and beach gear, or even setting up a workshop or studio space. This structure also has the potential for additional living space with town approvals. Inside, the home boasts a bright and open layout with generous living spaces, a well-appointed kitchen, and a cozy dining area perfect for entertaining. The bedrooms are spacious and filled with natural light, offering plenty of room for family and guests. Look no further for your next year round or seasonal property to call home! Note: Interior and additional exterior photography coming soon.

Pristine and superbly maintained, this two bedroom home with a two bedroom guest house has tremendous upside potential and a substantial rental history. Live in one and rent the other OR rent both! This property was recently connected to town sewer and will allow for up to 7 bedrooms. Two additional bedrooms in the main house are possible within the existing footprint with appropriate town approvals. There is an additional 668 sq. ft.of finished space in the lower level that is not included in the ELA above. The property has been freshly landscaped with extensive plantings and an expanded irrigation system. The list of improvements is long and the result is a stylishly updated property inside and out. The property is conveniently located halfway between Morning Glory Farm and Meetinghouse Road, a primary access road to South Beach, 3.8 miles distant. Located adjacent to the paved bike path and on the bus route, it is just 2 miles to Edgartown Village with its variety of shops and restaurants. For your convenience, the property is being offered fully furnished and "turn key", with the exception of a few personal items. In spite of all its distinct advantages, this desirable property has yet to reach its maximum potential.

Welcoming and Picturesque from outside to inside! Thru the door, into the entryway you immediately sense comfort and well-being in this beautifully cared for 4-bedroom home. Open floor plan stars a chef’s kitchen outfitted with premium luxury appliances, granite counters, and loads of cabinets along with a dining area perfect for family and friend gatherings. Family room, along with a first-floor laundry, oversized pantry and a half bath. The Primary bedroom with spacious walk-in closet and ensuite with a full bathroom, tub and separate shower. The 2nd Floor has 3 more comfortable bedrooms and a full bath. Full Basement, partially finished. Outdoors the large deck is perfect for relaxing or throwing the BBQ of the summer! Custom built planters and plenty of area for grills, alfresco kitchen and yard games. Two-car garage with radiant heat in the floors. Situated on a corner lot, nothing is far from this terrific location. Close proximity to Bike Path, Bus Route, Morning Glory Farm, Edgartown School, Library and the Village. Best of all – it’s move in ready and being sold furnished. Whether you are looking for year round, summer vacation or investment, this home will impress you! Detailed List of Upgrades and improvements provided.

KATAMA BEACH HOUSE - This turnkey Katama retreat blends coastal charm with modern comfort, offering a rare combination of location, amenities, and style. A 19-foot heated swim spa with current, and beautiful wooden deck, lets you swim year-round or unwind in the attached Jacuzzi. The property comes fully furnished, making it an effortless purchase, and boasts a strong rental history for investment potential. Recent upgrades include a new roof in 2024, a beautifully renovated tile bath in 2025, new maple floors upstairs, refreshed interiors, and updated landscaping. Inside, the sun-filled kitchen and dining area with cathedral ceilings create an inviting space for gatherings. Stainless appliances, granite countertops, and modern finishes make cooking and entertaining a pleasure. Additional benefits include central AC and heat, a primary bedroom suite with private balcony, two first-floor bedrooms and a second full bath offering convenient accessibility, and a town sewer connection for easy expansion to six bedrooms. Unique features, such as a rose-covered trellis, grape vines shading the outdoor shower, and a bluestone fire pit patio, add a peaceful, personal touch. Surrounded by decks, a stone picnic area, and wooded privacy, the property is just a ten-minute bike ride to South Beach or a short trip to Edgartown's shops, restaurants, and historic charm. Morning Glory Farm is only minutes away, offering fresh produce and baked goods. Whether as a year-round residence, vacation getaway, or proven rental property, this home is ready to enjoy from day one.

This well-maintained country farmhouse is centrally located and is situated on just over one acre of land. A circular driveway welcomes you to the home with plenty of parking. There is a garden storage shed, irrigation system, playground, fire pit with outdoor seating, and wraparound covered porch. The rear entry door from the kitchen leads to the outdoor shower and spacious sunny deck. The first floor has hardwood flooring throughout, and the living room is open to the kitchen area. A separate formal dining area is adjacent to the kitchen with a full bathroom located in between. The primary bedroom has a vaulted ceiling, tiled bathroom with an air bubble jet tub, double sinks, and large walk-in closet. The second floor has four generous size carpeted bedrooms and a full bathroom. The lower level is partially finished creating additional living space to enjoy and can easily become a home theater room. The laundry room is in the basement area with a sink and storage cabinets. House is equipped with a central vacuum system. Many recent updates include a new roof 2025, new furnace in 2023, AZEK exterior trim and deck railings. Yard area has an installed irrigation system that is maintained annually. Currently a five-bedroom dwelling with a septic design for six bedrooms. A great investment property for year-round living or rental income.

Welcome to this charming post and beam-style home, privately located at the end of a cul-de-sac on .71 acres with proximity to over 50 acres of Land Bank and Sheriff's Meadow land with multiple trails and paths. Conveniently located to the bike path, Morning Glory Farm, the heart of Edgartown, and Meetinghouse Way, with direct access to South Beach, the location is ideal. The floor plan was designed to bathe in natural light, creating a relaxing and inviting atmosphere. The first floor features a fabulous kitchen for the accomplished chef with a large island, desk space, and a walk-in pantry with direct access to the garden. The dining room enjoys a gorgeous enamel pellet stove and sliders to the expansive deck for outdoor entertaining. The sunken cathedral-ceiling living boasts a stunning floor-to-ceiling brick fireplace with remarkable sunlight and sliders to the deck. The first-floor bedroom is at the back of the house, adjacent to the full bath. The large primary suite with den/office space and a half bath is on the second floor, and two additional bedrooms and a full bath complete this floor. The basement offers room for storage and overflow. Outside, enjoy the pleasant front yard, spacious deck, gardens, and outdoor shower in the back. Town sewer connection permits expansion of up to 7 bedrooms. Come and experience this Vineyard retreat with unparalleled privacy, ready for immediate enjoyment.

Vacation Getaway in Edgartown Estates - This sunny and welcoming contemporary could be yours this summer! With an open layout, vaulted ceilings, and lots of windows and glass doors, the home feels bright and airy. Step outside to a spacious wrap-around deck—great for relaxing or entertaining. Inside, the living, dining, and kitchen areas flow nicely and are just the right size for gathering. The first floor has three guest bedrooms, while upstairs you’ll find a loft, the primary bedroom suite, and a private balcony. Other features include hardwood floors, air conditioning, a full basement, and an outdoor shower—perfect after a day at the beach. The half-acre lot offers a nice lawn with mature trees and plantings that give privacy from the road and neighbors. The location is excellent, just off the bike path to South Beach or into Edgartown Village. Come take a look!

This recently constructed home conveniently sits in the center of Edgartown close to Sengekontacket Pond. With 3 bedrooms, 3.5 baths, bright and sunny living areas, and a very spacious and finished lower level, this property is well-designed. Featuring hardwood floors throughout, the open concept on the first floor has modern kitchen with a center island and stainless appliances, a dining area and comfortable living room. There are two spacious bedroom on the second floor, both with ensuite baths. The finished basement has high ceilings, lots of natural light, a full bath, storage space, and a private entrance - a terrific rentable option! The solar panels will be sure to provide low electric bills. The yard has new plantings with irrigation, a MicroFast septic system, and a gravel driveway. This long lot includes additional, undeveloped space to increase the size of the yard, or seek approval to add a rear driveway from 14th Street, a pool or garage.

17 Oakdale Drive is perfectly positioned between Edgartown Village and State Beach, offering refined Vineyard living in one of the island’s most desirable locations. Tucked away on a private cul-de-sac and sited on a beautifully landscaped 0.62-acre lot, this charming 3-bedroom, 3-bathroom residence enjoys a private yard framed by classic Vineyard stonewalls and abuts Edgartown Golf Club property on two sides—creating a rare sense of privacy and open space. The 2,126 sq. ft. home is designed for effortless indoor-outdoor living, featuring a sprawling deck, a serene screened-in porch, and ample room to add a pool. Inside, timeless charm meets modern comfort, with two wood-burning fireplaces, spacious living and dining areas, and a light-filled layout ideal for gathering and entertaining. Just steps from the bike path and bus stop, you’ll have easy access to downtown Edgartown, nearby beaches, and all the island has to offer. With an impressive rental history, this home presents immediate income potential or the perfect private haven for your own family’s escape. This rare offering is an exceptional opportunity to enjoy the very best of Martha’s Vineyard.

Enjoy the convenience of Dark Woods, a quiet neighborhood in an ideal location close to the Village, bike path, beaches, and 27 acres of Sheriff’s Meadow conservation land. This property has been meticulously maintained and is ready for your immediate enjoyment. Sited on a pleasant .77-acre lot, the property offers expansive space with a floor plan that is perfect for entertaining. The first floor features a fabulous living room with a gas fireplace and a formal dining room. Overlooking a private backyard is the open eat-in kitchen with direct access to a 2-tiered deck with a hot tub and outdoor shower, where you will spend much of your time entertaining. The bar/pantry is between the dining room and kitchen, and a laundry room is off the kitchen. If you are looking for a place to retreat, enjoy the bonus space above the 2-car garage. The primary ensuite occupies the right side of the second floor and enjoys a newly renovated bathroom with great natural light. Two large guest bedrooms and another newly renovated bathroom complete this floor. The lower level enjoys an ensuite walk-out bedroom, a living and dining area, a wet bar, and a full bath. The home is connected to town water and sewer, with the ability to expand to 7 bedrooms. Being sold furnished and ready for immediate occupancy, this highly coveted Dark Woods neighborhood offering is a home you don't want to miss! The listing agent is related to the seller.

EDGARTOWN HISTORIC DISTRICT - Terrific opportunity for an INVESTOR, and HOMEOWNER alike, to have an in town House and Guest house in a wonderful part of Edgartown. Norton Street is such a lovely Street! Two cottages - One at the front and one at the rear of lot. Yard and parking for each cottage. Presently a three (3) bedroom lot but Town Sewer is available on Norton Street and once connected FOUR (4) Bedrooms will be allowed. Off Street Parking. Walk to the Harbor, Edgartown Yacht Club, Restaurants, Stores. Many possibilities to enhance!! Tenants in place, but easy to show with reasonable notice. Shared driveway. Being sold in "As Is" condition.

Welcome to 24 Dark Woods Road, a beautifully maintained 3-bedroom, 3.5-bath Contemporary Colonial nestled in an upscale, tranquil neighborhood. This spacious residence abuts acres of Sheriffs Meadow conservation land, offering miles of trails, serene pond views and peaceful privacy at the end of a quiet road, yet is just a mile from the beach and closer to Edgartown Village. This association prides itself in complementing and maintaining the natural surroundings. Step into the entryway to a sunlit, front-facing kitchen featuring granite countertops, custom cabinetry and coordinated built-in desk. The open-concept living room boasts soaring ceilings, a commodious dining area and a wall of sliders leading out to a backyard deck perfect for outdoor living and future expansion. The first-floor primary bedroom with ensuite bath, second bedroom, full bath and study, provide convenience and comfort. An open stairway leads to the second floor with a balcony overlooking the living room, where you'll discover a cozy versatile den, a large third bedroom, full bath and a bright office space. Thoughtful design elements include a central vacuum system, ample storage and energy-efficient features including solar panels and a modern heat pump system, backed by an oil heating option. Additional unfinished space on the second level as well as over the garage. The lush, irrigated yard and welcoming front hydrangea garden complete this idyllic offering. With potential for expansion to 6 bedrooms, a spacious basement, and an EV-ready garage, this home is a rare find. Offered mostly furnished, it’s ready for you to make it your own.

THE PERFECT KATAMA RETREAT. Located just one mile from South Beach and steps from the bike path connecting Edgartown Village and the shoreline, this charming Katama property offers the ultimate Vineyard lifestyle. Beautifully built in 1998 by a respected Island contractor, this well-maintained home sits privately among soaring pines and welcomes you with a classic farmer’s porch. Inside, the traditional yet relaxed floor plan features a sun-filled open kitchen, dining, and living area with high ceilings and a cozy gas fireplace. The first floor includes a bedroom, full bath, and laundry, offering easy single-level living. Upstairs, you'll find two spacious guest bedrooms that share a second full bath. Thoughtful finish details throughout include hardwood floors, beadboard wainscoting, and white-tiled bathrooms. Additional features include central air and heat, a full poured concrete basement with future potential, and glass doors leading to a back deck and private yard—perfect for al fresco dining and entertaining. This home has a solid rental history, making it an excellent investment opportunity or personal getaway.Whether you're looking to relax, rent, or explore, this charming home puts the best of Katama and Edgartown within easy reach.

PRIME 1.5 ACRE BUILDING LOT IN EDGARTOWN - Seize this opportunity to design and build your very own signature estate in Katama including the possibility of a Main House, Guest House, Garage, Pool, and more! This conforming, R-20 prime building parcel will support EIGHT BEDROOMS (8) with a standard Title 5 septic system. Nestled in an area of fine homes and ideally located on the edge of famed Katama, just 4 minutes to Main Street in Edgartown. PLEASE NOTE: Locus shown in first photo is approximate. Refer to attached documents for complete survey.

This house and guesthouse combination are situated in a very special location. Located equidistant between town and South Beach. The neighboring properties are quite impressive. Across the lane is over 28 acres of Edgartown Conservation Commission land. The property currently has two dwellings, a three bedroom main house and a one bedroom guesthouse. A separate toolshed has an additional finished room. Existing well water can be changed over to town water which would be required when a new septic system is installed .A five bedroom septic system has been designed and approved. The main house was built in 1979 and needs refurbishing. The cottage was built in 1991. Leave them as is or go in your own direction and paint an entirely different picture.

Experience the ultimate Vineyard getaway in this custom Colonial that perfectly balances sophistication with Island charm. This thoughtfully designed property features soaring 9-foot ceilings, authentic Heart Pine flooring, and a show-stopping gourmet kitchen complete with professional-grade Viking appliances, handcrafted soapstone countertops, and a statement Carrara marble island. The spacious floor plan offers four bedrooms and four full bathrooms, complemented by two powder rooms and a fully finished lower level for additional entertainment. Separate guest quarters above the garage provide visitors with their own private retreat, featuring a dedicated living room, convenient wet bar, and private deck. Outdoors, a mahogany deck overlooks beautifully landscaped gardens, with an outdoor shower perfect for post-beach rinses before alfresco dining under the stars. Conveniently located just a short distance from downtown Edgartown's acclaimed restaurants, boutiques, and harbor, this property offers a quintessential Vineyard experience and an established rental history.

Welcome to this inviting 4 bedroom home, with a pool, perched on the neighborhood hilltop. This tri-level cape offers an eat in kitchen featuring light green granite countertops, a Viking gas range, a double basin sink, a built in banquette and views of the front covered porch and beautifully hardscaped rear yard. The primary level presents with a living room, a separate bar area offering a wine refrigerator and dishwasher, a full bathroom and primary bedroom, which has private access to the outdoor pool and entertaining area. The second floor sports two sizable bedrooms and a full bath. The lower, entry level, greets you with a large lounge area with t.v. and sitting area, a bedroom, a full bath and a laundry area. An added benefit is the attached storage area on the first level that currently operates as a home gym. A 8 x 19 foot salt water heated pool is surrounded by professionally designed hardscape and landscape, including evening accent lighting. The technical details of the home include an electric car charging station and a rooftop solar array. This home has a strong rental history. It comes turnkey, with most furnishings remaining. A true gem of an offering. A must see in person.

Located on Upper Main Street in Edgartown’s BII zoning district, this versatile property is currently home to Lucky Hank’s restaurant. Set on a desirable lot with a large private parking area, and in a coveted high-visibility location. The building offers a turnkey restaurant space and thriving business complete with a fully equipped commercial kitchen on the first floor. Upstairs, you’ll find one bedroom with an ensuite full bathroom, currently being used as the office. There is also an additional room being used for restaurant storage. With the flexibility to convert the property back to residential use, if desired, this is a rare opportunity in a prime location that should not be overlooked! Showings are on Mondays when the restaurant is closed.

Katama ~ Turnkey Retreat in Edgartown Estates. Located on a quiet, paved road in sought-after Edgartown Estates, this meticulously maintained home offers the perfect blend of privacy, space, and convenience. Ideally positioned equidistant to South Beach and downtown Edgartown, and just moments from the bike path, it’s an ideal Vineyard getaway or year-round residence. Thoughtfully designed for comfort and entertaining, the home features a bright vaulted-ceiling living room with a gas fireplace and an open eat-in kitchen that leads seamlessly to a spacious back deck - great for al fresco dining or lounging after a day at the beach. Don’t miss the fabulous outdoor shower, a true Vineyard essential. The first-floor primary suite offers privacy and ease with cathedral ceilings, a walk-in closet, and an en-suite bath. Upstairs, two large bedrooms with generous closets share a full bath, providing ample space. A major highlight is the bonus living space above the two-car garage, complete with a half bath—ideal for a home office, overflow space, or a quiet getaway. Additional features include a mudroom/laundry area with direct garage access, central location, and a flexible floor plan that’s perfect for year-round living or seasonal escapes. This offering is being sold fully furnished and is ready for immediate occupancy. Whether you're seeking a summer retreat or a year-round residence, this Katama gem delivers comfort, convenience, and classic Vineyard charm.

COASTAL RETREAT IN KATAMA. Located in the heart of Katama, with the iconic Katama Airfield and the sandy shores of South Beach nearby, this contemporary coastal retreat is ideal for enjoying all the best of Katama. The reverse-style contemporary features a sunny, open-designed floor plan with vaulted ceilings that seamlessly combine an inviting Living Room with gas fireplace, a Game Room with custom built-ins, a spacious Dining Room with seating for eight -- plus an attractive cook's Kitchen with stainless appliances, granite counters and counter seating. The living space opens onto two second-story decks that are ideal for entertaining or relaxation, which enjoy sounds of the ocean and gentle summer breezes. The property is being offered furnished, providing a turnkey opportunity and seamless move-in experience. This property not only offers an exceptional living experience but also includes a solid rental history and $60,000+ in current gross rentals for Summer 2025 -- plus available peak weeks for a buyer to rent OR use themselves. Make this coastal gem your own and enjoy the unique Katama lifestyle that it offers.

Tastefully renovated, stylishly decorated, superbly maintained and thoughtfully expanded - all these attributes and more apply. This lovely home is immaculate and move-in ready. It has the advantage of being connected to town sewer and is allowed up to 6 bedrooms. South Beach is easily accessible without dealing with town traffic and Edgartown Main Street is only 1.2 miles away, but summer days may well center on the 15 X 30 heated, in-ground pool, nestled in the privacy of the rear yard lawns and gardens. Whether your purchase is for personal enjoyment, investment or rental purposes this delightful home checks all the boxes. Call for a showing today. Properties of this caliber don't last long!

Nestled on a generous corner lot in one of Edgartown’s sought-after neighborhoods, this beautifully maintained four-bedroom, three-and-a-half-bath home offers the perfect blend of comfort, convenience, and classic Vineyard charm. Located just a short distance from the heart of town, you’ll enjoy easy access to shops, restaurants, and the harbor while still enjoying the peace of this private setting. The home features a spacious and versatile floor plan, ideal for both year-round living and summer getaways. The light-filled living areas, anchored by a floor to ceiling wood burning fireplace, flow seamlessly into a well-appointed kitchen and dining area, perfect for entertaining. Step into the inviting screen porch-an ideal spot to enjoy your morning coffee or unwind with evening breezes. A partially finished basement and two-car garage provides ample storage, while the association tennis courts offer recreational opportunities just steps from your door. Outside, the expansive yard provides plenty of room for outdoor gatherings, or future expansion for a pool or ADU as the lot will support 6-bedrooms. With its prime location, community amenities, and room to grow, this Edgartown property presents a rare opportunity to enjoy the best of Vineyard living.

COMMANDING WATER VIEWS ON CHAPPAQUIDDICK - This beloved fishing cottage rests high above one of the premier fishing areas on the island of Chappaquiddick. Set apart from the hustle and bustle of downtown, but within easy reach of all Edgartown offers, the pristine views over the wilds of Cape Pogue and the outer harbor bring peace and serenity for all who visit. Fishing, clamming, swimming, sailing, and relaxing with friends or family are just a few of the daily dalliances of time spent on Chappy. There is simply no better place to relax and unwind.

COMING SOON - SHOWINGS START AUGUST 25th. Nestled in the coveted Katama neighborhood of Edgartown, this stylish 3-bedroom, 2-bathroom contemporary home offers a perfect blend of comfort, location, and opportunity. Designed with an open and airy layout, the home features vaulted ceilings, abundant natural light, and a seamless connection to the outdoor living spaces. Set on a generous lot, the property presents a variety of expansion possibilities—whether you're dreaming of a guest house, pool, garage, or expanded main residence. The existing footprint provides a solid foundation for personalization or can be enjoyed as-is. Offered fully furnished and turn-key. A large family room with farmers porch was added to the first floor in 2012 and comfortably accommodates overflow family and guests. Recently upgraded to town sewer, this lot could support expansion up to 7 bedrooms with appropriate town approvals/permits. Just minutes from the sandy shores of South Beach and the charm of downtown Edgartown, this home is perfectly positioned for those seeking a serene island escape or a savvy investment in Martha’s Vineyard’s thriving rental market.

WELCOME to this turn-key CHAPPY COMPOUND! This property offers it ALL, with its Six (6) Bedroom, Five (5) bath Primary Home, Two (2) bedroom, Two (2) bath GUEST HOUSE, expansive POOL HOUSE with a bath, kitchenette, large lounge area topped with a cathedral ceiling, a WORKOUT & GAME BARN, a POOL, a VOLLEY BALL COURT and a TENNIS and PICKLEBALL COURT that has recently been resurfaced with the traditional US Open colors. The court is lined for tennis as well as two full pickleball courts with portable nets. Game on! All of this is set upon three acres of private, expansive land with distant WATER VIEWS! The estate is spectacularly located on Sampson Hill, being the highest elevation on Chappaquiddick. The location is convenient to the Chappy ferry, the Chappy Community Center, Slip Away Farm, the hiking trails on Land Bank properties and the beaches. A true gem of a location! This Chappy Compound has been meticulously grown and maintained over the years through architectural design, professional decorating and professional landscaping. The Workout & Game Barn was recently constructed in 2022. It has a light airy feeling with its cathedral ceiling, light colored wood and abundance of natural light streaming into its interior space. An interior barn door separates the space into two work out areas. The architecturally designed Guest House was constructed in 2018 with year round living as an option. It was designed with an open floor plan and an abundance of outdoor living spaces to make this Guest House live large. The fun Pool House sports a wooden beamed cathedral ceiling with a large open lounge area, kitchenette and bath, overlooking the Pool and Workout & Game Barn. The interplay between the Workout & Game Barn, Pool House, Pool and abutting Tennis and Pickleball Courts makes this Chappy Compound fun and playful! Strong Rental History.

PRIME 5-ACRE LOT - R20 ZONE EDGARTOWN Introducing a rare opportunity to own a piece of the island (currently two parcels) close to all Edgartown has to offer. This spectacular level lot is situated along Edgartown Road and provides the perfect setting to create a private retreat or a potential subdivision. The property borders the Triangle area of Edgartown, with ease of access to public transportation routes. Ideally located just minutes from beautiful beaches, boutique shops, and world-class dining. Please note, that perc tests and utilities are the buyer's responsibility. Don't let this extraordinary opportunity to build slip away!

Chappaquiddick charm meets Edgartown elegance at this meticulously maintained property. No detail has been overlooked in this spacious custom home. The foyer entry greets you with a sizable dining room to your right which flows into an open eat in kitchen with a built in banquet, a granite kitchen island overlooking the masonry fireplace and wall of glass sliders in the living room. A wet bar joins the kitchen to an inviting screened in room. The 1st floor also offers a half bath, and a 1st floor bedroom en-suite, two separate stairways to the second floor and an attached garage with custom built-ins. The screened in porch off the wet bar/kitchen area offers views of the three acres of attractive professionally landscaped yard. Two separate stairways lead you to the second floor. The stairway off the front entry foyer leads you to a lounge area with built in bookshelves and a large closet. There is a separate, oversized laundry room with a sink, built in cupboards and an expansive countertop. A large primary en-suite with soaking tub offers views of the back yard. The second stairway, off the kitchen, leads you to a foyer landing that features outdoor access to a second floor deck/lounge area, and a bedroom suite with a sitting area and a well designed bathroom. Several accessory structures are featured on the property, an attractive barn with water and power, a post and beam garden shed, a fenced in garden area, a free standing outdoor shower and a hot tub. A second driveway entrance by the barn provides good separation from the primary home.

Discover this private Katama retreat, perfectly situated on over 3 acres of forested and landscaped grounds. Located just a mile from Edgartown Great Pond and a little over 2 miles from both South Beach and Edgartown Village, this contemporary guesthouse offers the ultimate island escape. Built in 2018, it boasts a proven rental history and is outfitted with every modern amenity. With a 6-bedroom septic system already in place, there’s ample opportunity to expand by adding a main house or additional structures, pending necessary town approvals. Enjoy now while envisioning its full potential!

OPEN AND AIRY COASTAL RETREAT WITH EASY ACCESS TO SOUTH BEACH and EDGARTOWN VILLAGE. Welcome to this tri-level contemporary home in the heart of KATAMA. This home offers the perfect blend of spacious indoor-outdoor living with three levels of outdoor decking nestled amongst mature vegetation and a quick stroll to South Beach. The home features vaulted ceilings, two first floor bedroom en-suites, each with it’s own private bath and a central lounge area to enjoy. The second, primary floor, opens to a bright, light filled living space where the kitchen, dining and living room area flow into each other with ease. From the living and dining area outdoor decking offers al fresco dining and lounging. Ascend to the top floor where you are met with a full floor primary suite with a private lounge leading to a private exterior deck, a bedroom with an inviting window seat and a luxurious bathroom with vaulted ceiling and soaking tub. This home comes fully furnished, a true turn-key experience. Come and enjoy!

Here is the Edgartown compound you've been waiting for - a 5-bedroom main house, 2-bedroom guest house, and elevated swimming pool area located on 1.5 acres. Next door there is 25 acres of conservation land. The property is barely 2/10s of a mile to Morning Glory Farm, and just a mile and a half to the village on the bike path. The house combines island country charm with modern amenities - honey pine floors, Douglas fir beams, and shiplap pine ceilings are among the custom details. The spacious kitchen has just undergone a renovation that includes new appliances and countertops. The guest house is in classic beach cottage style with open floor plan and cathedral ceilings. Get ready to make memories here. Sitting out and enjoying dinner beneath the stars on a balmy summer evening will be a highlight. The backyard is its own oasis with its centerpiece being an elevated pool with mahogany decking. With an acre and a half of land there is plenty of space to install other amenities your family might desire - Bocce court, firepit, the list is long. This property could be your family's Martha's Vineyard escape, and it can also be a healthy source of rental income to offset your expenses. Right now the property generates over $100,000 in rental income annually - close soon and the money is yours!

MODERN COASTAL RETREAT IN KATAMA. Freshly reimagined and impeccably styled, this modern coastal residence in the heart of Katama offers a rare opportunity to own an updated, move-in ready home just one mile from South Beach—and minutes from the bike path, The Field Club, and Edgartown Village. Recently renovated, this home has been elevated with curated finishes, high-end systems, and a designer-selected furnishing package that perfectly embodies the relaxed luxury of Vineyard living. Step inside to a light-filled, open-concept floor plan where the kitchen, dining, and living areas flow seamlessly—ideal for both entertaining and everyday comfort. A first-floor den/office offers a tucked-away space for remote work, while the adjacent laundry and mudroom add function and convenience. The spacious first-floor primary suite has been transformed with a luxurious bath, and opens to a private outdoor shower and wraparound deck—perfect for post-beach living. Upstairs, two generous guest bedrooms each feature fully renovated en suite baths, providing a boutique hospitality experience for family and visitors. The newly added deck creates inviting outdoor living space, and the partially finished lower level offers flexibility for a media room, gym, or play space. This turnkey property represents an exceptional investment in this highly-coveted area of Katama. Designer furnishings are available separately for a seamless move-in experience. Note: Showings begin Friday June 27th. Established rental history. Town assessment does not yet reflect the recent renovations and upgrades.

Water views with a pool! This chic contemporary 4-bedroom home with a pool and 2-car garage enjoys the ever-changing water views of Sengekontacket Pond and Nantucket Sound on three levels. Fully renovated, this delightful home, being sold turnkey, is flooded with light, open to breezes, and marries a timeless Vineyard vibe with modern luxury. The mudroom entryway opens to the kitchen with an expansive breakfast island, dining room, and living room with a gas fireplace. Sliders from the living room open to the heated pool and hot tub surrounded by granite pavers. The kitchen shares a view of the pond and Nantucket Sound through the wall of windows and sliders in the dining room out to the deck, a perfect spot for outdoor dining. A wine cooler in the dining room has a pass-through space above it to the adjacent family room. The open floor plan lets the cook connect with family and guests. Beyond the kitchen, accessed through a sliding barn door, is a cleverly placed office with built-in bookshelves and sliders to the deck. A pantry, half bath, laundry, and another mudroom adjacent to the outdoor shower complete the first floor. The views of Sengekontacket and Nantucket Sound become more dramatic on the second and third floors. There are 4 bedrooms on the second floor, including 2 primary suites, all with vaulted shiplap ceilings, as well as a den and a shared bath. The den and one of the suites have private decks that capture the essence of the views. A second sliding barn door opens to the den, creating a private primary wing at the front of the house. An outstanding spiral staircase provides access to the fabulous “Lookout Lounge,” where you will enjoy exceptional views inside and outside on 2 decks. The professionally landscaped yard includes a perennial garden, mature trees and shrubs, and a rolling lawn with a fire pit. It’s only steps away from the hiking trails of Felix Neck Wildlife Sanctuary, a short trip to the town landing, and an easy drive or bike ride to downtown Edgartown. With ample spaces for relaxation, entertainment, and multiple living areas, this home is the perfect Vineyard experience.

CHAPPAQUIDDICK - Dynamic views of Poucha Pond, barrier dunes, and the waters of the Atlantic are enjoyed from this 11+ acre building lot. The close to ½ mile of private pond frontage provides easy access for swimming, kayaking, paddle boarding, and everything in between. Sheltered amongst 200 acres of conservation land, enjoy and explore the wonders of the natural habitat right in your backyard. An exceptional opportunity to create more than just a home, but cherished memories for generations to come.

This beautifully renovated Katama retreat combines refined design, luxurious amenities, and thoughtfully crafted spaces. The main house features three bedrooms, including a peaceful primary suite with private deck access, a second en-suite bedroom, and a cozy bunkroom. The octagonal living room, skylit dining room with a gas fireplace, and a chef’s kitchen with quartz counters and high-end appliances create inviting spaces for relaxation and entertaining. The second floor is home to a state-of-the-art theater room, designed for an unparalleled viewing experience. A 4K projector and 110-inch acoustically transparent screen deliver vivid visuals, while eight theater-quality speakers—costing over $20,000—are hidden behind the screen wall and built into the coffered ceiling to surround you with dynamic audio. This versatile space can also serve as a family room for games and gatherings. With additional room for a home office, plus the convenience of a powder room, it’s an ideal multipurpose area that adapts to your needs. The detached guest retreat offers a private bedroom, a comfortable sitting area, and a full en-suite bath. Guests can enjoy movie nights with their own theater projector and automated screen, all set under soaring cathedral ceilings. A standout feature is the newly constructed exercise studio, complete with a 14-foot Endless Performance Pool (used by major universities and colleges to train their swimmers and also enjoyed by children and nonswimmers), a fully equipped gym area, and a convenient half bath. Outside, the expansive bluestone patio is perfect for al fresco dining or relaxing in the hot tub. The professionally landscaped grounds, mature gardens, and spacious lawn provide privacy and tranquility. There’s also an attached heated storage room plus a separate shed, ideal for housing beach gear, bikes, and recreational equipment. With its versatile layout, premium finishes, and proximity to South Beach, this Katama property is a sophisticated retreat, designed for effortless, year-round living. As an added bonus, sellers will cover 50% of the Martha’s Vineyard Land Bank fee at closing.

CONTEMPORARY COASTAL RETREAT WITH POOL AND EASY ACCESS TO SOUTH BEACH. Set just moments from the crashing waves of South Beach, this stunning tri-level contemporary home on desirable Thaxter Lane offers the perfect blend of modern design, coastal comfort, and indoor-outdoor living. Hear the soothing sounds of the ocean from your deck and enjoy all the best of Edgartown living—whether as a private escape or a strong income-generating rental. Inside, the light-filled living room welcomes you with vaulted ceilings, a wood-burning fireplace, and multiple sliding glass doors that open onto expansive wraparound decks—perfect for al fresco dining, lounging, and soaking in views of the beautifully landscaped yard and 18x40-foot saltwater pool below. The open-concept main level is anchored by an updated kitchen featuring quartz countertops, stainless steel appliances, and a breakfast bar with counter seating, creating an ideal space for entertaining family and guests. With three finished levels, the home offers excellent separation of space and flexible living options. There are three spacious bedrooms, plus a versatile third-floor bonus space—perfect for a media room, home office, or overflow guest space. Step outside to your private backyard oasis. The saltwater pool is framed by a generous bluestone terrace and surrounded by lush plantings, providing a resort-like atmosphere that invites relaxation and summer fun. An attached two-car garage includes finished living space above with ample room to comfortably host family and friends. Whether you’re looking for a year-round residence, seasonal getaway, or investment property, 9 Thaxter Lane delivers with its prime location, modern updates, and exceptional outdoor amenities. With a strong rental history, proximity to the beach, and room for everyone to spread out, this is a rare opportunity in the heart of Katama. NOTE: Third-floor living space is not included in the assessed value.

AN EXCEPTIONAL OPPORTUNITY TO CREATE YOUR SIGNATURE VINEYARD COMPOUND. Set behind a charming white picket fence lined with blooming hydrangeas, this beautifully reimagined Edgartown property blends classic island character with all the benefits of new construction. Renovated from top to bottom in 2024 by a top-tier island builder and pursuant to custom plans, the home is essentially brand new — offering immediate comfort and timeless style, with the rare opportunity to expand into a fully customized luxury compound. Privately sited on a double-sized one-acre lot, the property can support up to seven (7) bedrooms*, including a future 2-bedroom guest house, a detached garage/carriage house, and still leaving room for a pool, hot tub, stone terrace/patio and expansive yard perfect for entertaining or relaxing under the stars. The residence offers fresh and inviting living spaces featuring Rubio® finished hardwood floors, custom shiplap and paneling details, custom built-ins, designer light fixtures and more! Every detail has been thoughtfully curated to balance understated elegance with coastal comfort. At the heart of the home, the chef’s kitchen impresses with premium appliances, gorgeous stone countertops, and a center island with counter seating . . all seamlessly integrated behind custom cabinetry. Open shelving, a full tile backsplash, and a custom vent hood create a space that's both functional and full of character. Seamless indoor-outdoor living is a hallmark of the home, with a covered porch perfect for morning coffee, a 16'x14' screened porch for afternoon lounging, an expansive deck for al fresco dining/entertaining -- plus an oversized outdoor shower, and mature landscaping that enhances the sense of privacy and peace. Whether you choose to enjoy this home as-is or realize its full compound potential, this is a truly special property in one of Edgartown’s most desirable areas. This coastal chic property features custom finishes and fixtures -- with an eye toward unmistakable quality. NOTE: Assessed value does not reflect/include final renovation upgrades. Agent has owner interest. Tenants in residence through early September.

Exceptional Opportunity in Down Harbor. Here’s a rare chance to own a property in Edgartown’s exclusive Down Harbor community. Known for its serene setting and prime access to Katama Bay, this neighborhood offers more than just scenic beauty— Ownership includes deeded rights to a pristine, sandy association beach, along with coveted mooring and dock privileges on Katama Bay — a benefit typically reserved only for direct waterfront estates. Down Harbor is renowned for its tranquility and timeless appeal, attracting discerning homeowners who value understated luxury and proximity to the water. The neighborhood is experiencing a renaissance of elegant new construction and high-end renovations, further elevating its status among Martha’s Vineyard’s premier destinations. The existing residence features four bedrooms and three bathrooms, complemented by a two-car garage with an artist’s studio above. With town approval, a new six-bedroom septic system may be installed, allowing the home to be expanded accordingly—offering exceptional flexibility for customization and future enhancements. Set on a full acre of mature, thoughtfully landscaped grounds, the property provides a tranquil and private setting. Whether you choose to enjoy the home in its current form or customize it to suit your personal vision, the possibilities are as inspiring as the surroundings.

Gorgeous post-and-beam home built by a respected contractor. This spacious house plus detached guest quarters is on the outskirts of the village conveniently located on the way to South Beach. The property is at the end of a long driveway off Katama Road and is private and quiet. Upon arrival, you are greeted by beautiful landscaping with large beds of hydrangeas. There are 3 bedrooms in the main house, including on the first floor a large Great Room and a spacious primary bedroom suite. The living area spills out naturally onto a large fir deck. Upstairs is a secondary sitting area plus two bedrooms and a bath. There is a 2-bay garage with guest quarters upstairs. There is plenty of room for a swimming pool should the future owner want one. This is a comfortable home in the Katama Country style with lots of space for your family to make their own memories...... No showings when rentals are in place August 6-17

This historic commercial property, built in 1790, is ideally situated in the vibrant heart of Downtown Edgartown. Currently functioning as a blend of retail and residential units, it presents remarkable opportunities for diverse ventures. The property combines exceptional Main Street frontage with a large open lot that abuts Edgartown’s primary downtown commons, the Village Green. Whether you aspire to establish your own business or take advantage of the rental market, this property offers an exceptional chance for both ownership and investment that should not be overlooked.

A private Edgartown home in the distinguished Boldwater neighborhood on Martha's Vineyard. This property is spread over 8.5 acres of pristine land and fruit trees and includes a 4 bedroom/3.5 bathroom main house and a 1 car garage. A winding drive leads from the road to the main residence which features a generous first floor plan with an open living room with a brick fireplace, dining room, and a kitchen with doors leading out to a welcoming screened porch. This home features a primary bedroom suite and a guest bedroom suite on the first level. Two additional guest bedrooms complete second floor. The exclusive Boldwater Association offers tennis courts, a boat landing on the Edgartown Great Pond, and a private South Shore sandy Atlantic Ocean beach. The Edgartown Great Pond is great for kayaking, paddling and boating.

To be built by a luxury home builder! Located at the end of a quiet cul de sac, just half a mile to the top of Main Street, this Coastal Contemporary-styled home can be completed by July of 2026. Please review the digital renderings which show the vision for this high-end 5-bedroom home, swimming pool and guest house/pool house. High-end details include all ensuite bedrooms in the main house, radiant heat in the primary bedroom suite, white oak hardwood floors, custom tile bathrooms, custom showers, 1st and 2nd floor laundry, professional grade appliances, walk-in pantry, etc. There is a dedicated office space on second floor with an outdoor deck. The den space on the first floor could be converted into an office. The open kitchen living space looks out onto the beautifully landscaped pool area. There is a separate luxury pool house/guest house that has a 350 SF covered patio with fireplace leading to the pool deck. More detailed specs are available upon request. Note: At present there is a 4-bedroom house, studio apartment, and large garage that could be purchased in its current excellent condition for $2.55m. There is a 10.14 kilowatt rooftop solar array installed by South Mountain Company.

Coveted Down Harbor! This 3-bedroom 2-bath home sits in the Down Harbor association in a prime Katama location. This charming home is an entertainer's delight with a spacious yard, a large deck, an outdoor kitchen, pool, and recently built pool house with 2 outdoor showers, 1/2 bath and a storage shed. This home features vaulted ceilings, exposed beams, and a bright kitchen with a breakfast bar open to the dining area. The living room is bathed in natural light with 2 oversized sliding doors to the deck overlooking the pool and outdoor kitchen. A bonus loft offers additional living space. The current homeowners have gone through the approval process for an attached garage with room above, for a maximum bedroom count of 4 on the property. Enjoy exclusive homeowner rights to the association's private beach, dock and mooring field, all rare and desirable amenities. Located between downtown Edgartown and South Beach, this property is perfect for beach lovers and outdoor enthusiasts looking for a retreat with easy access to biking and walking paths. Don't miss out on this prime coastal living opportunity! *Offered fully furnished, less a few owner exclusions*

Contemporary Farmhouse, NEW CONSTRUCTION in EDGARTOWN, a short distance from the VILLAGE, with a heated POOL. This home features an open floor plan with casual coastal living in mind.The outdoor pool/entertaining area flows with ease into the home's interior space. A thoughtful mudroom offers quick bathroom and pantry access to and from the pool area. The sliding glass doors in the great room and dining area open to the outdoor living space; a smart design. The kitchen/dining and great room combine together as one large gathering area with the fireplace acting as a focal point to gather around. Four bedroom en-suites offer privacy for its guests. A 1st floor bedroom en-suite is offered along with three bedrooms en-suites on the 2nd floor. All bedrooms have their own private bathroom. The plot can support a 5th bedroom. The location is stellar, so close to the Village center and all the Village has to offer. Ready for 2026.

Welcome to this coastal chic farmhouse set in the heart of Katama, a few blocks from the Field Club, close to SOUTH BEACH and close to Edgartown Village. To be built is a four bedroom en-suite home with a heated saltwater POOL. This home sits upon a flat, beautiful parcel of land with mature trees. The facade of the home offers an inviting covered porch with free standing columns, a granite entry step, mahogany decking and shiplapped ceiling. The expansive entry foyer presents with a spectacular great room ahead. The great room offers a large lounge area with a gas fireplace and a wall of sliding glass doors leading to the outdoor entertaining and pool area. The great room opens to the dining room which features a wall of windows. The dining room flows into the gourmet kitchen which features a kitchen island that can seat at least four. From the kitchen area there is easy access to the smartly designed mudroom which offers a walk in pantry with an additional refrigerator, a half bath, laundry and closet area. Off the mudroom area is a large outdoor shower with quick access to the heated saltwater pool. The first floor hosts the primary bedroom with a luxurious bathroom featuring a soaking tub, oversized tile and glass shower, a two sink vanity. Two custom built closets are found in this primary bedroom en-suite offering plenty of storage. The second floor offers three guest rooms, each with their own private bathroom. Central to the three guests suites is a large lounge area. The exterior of the home, with its mature trees, cobblestone and pea stone driveway show off the homes architecture and is framed by its landscape. In the rear yard you experience privacy in the salt water heated pool which is surrounded by bluestone and professional landscaping. A true gem of an offering!

The Katama General Store, fondly known as the "Heartbeat of Katama," has been a beloved community landmark on Martha’s Vineyard since 1995. Reestablished with a new building in 2017, this store is ideally located just a half-mile from historic downtown Edgartown and close to South Beach, making it a vital stop for locals and tourists alike. Offering a fully equipped commercial kitchen and modern retail space with over 2,000 square feet on the ground level featuring a vaulted ceiling and abundant natural light. The upper and main levels offer bright, spacious prep, office and storage space. The property also offers extensive outdoor amenities, including a covered 1,800 square-foot wraparound porch and 4,300 square-foot landscaped picnic event area with 25 dedicated parking spaces. This property combines historic charm with robust operational capability. This property is a true community hub, offering local produce, gourmet foods, and specialty items, and serving as a gathering place for the Edgartown area. The opportunity also includes a seasonal wine and beer license that is transferable to the new owner upon approval from the Town of Edgartown, adding further value for expanding the business's offerings. This sale includes all commercial equipment, fixtures, and furnishings, creating a seamless path for the next owner to continue building on the Katama General Store's 22-year legacy. Own a piece of Martha’s Vineyard history with a property poised for continued growth, community engagement, and connection.

The Katama General Store, fondly known as the "Heartbeat of Katama," has been a beloved community landmark on Martha’s Vineyard since 1995. Reestablished with a new building in 2017, this store is ideally located just a half-mile from historic downtown Edgartown and close to South Beach, making it a vital stop for locals and tourists alike. Offering a fully equipped commercial kitchen and modern retail space with over 2,000 square feet on the ground level featuring a vaulted ceiling and abundant natural light. The upper and main levels offer bright, spacious prep, office and storage space. The property also offers extensive outdoor amenities, including a covered 1,800 square-foot wraparound porch and 4,300 square-foot landscaped picnic event area with 25 dedicated parking spaces. This property combines historic charm with robust operational capability. This property is a true community hub, offering local produce, gourmet foods, and specialty items, and serving as a gathering place for the Edgartown area. The opportunity also includes a seasonal wine and beer license that is transferable to the new owner upon approval from the Town of Edgartown, adding further value for expanding the business's offerings. This sale includes all commercial equipment, fixtures, and furnishings, creating a seamless path for the next owner to continue building on the Katama General Store's 22-year legacy. Own a piece of Martha’s Vineyard history with a property poised for continued growth, community engagement, and connection.

New Construction with POOL, GUEST HOUSE and PRIMARY HOME, all within close proximity to Main Street, Edgartown. This gorgeous four bedroom gambrel home offers comfort and ease of coastal luxurious living. The primary home welcomes you with a two story foyer which opens to a large great room with a gourmet kitchen, with a bar area and a central island offering seating for at least four. The kitchen flows into the open dining and living room with a gas fireplace. The great room overlooks the outdoor pool and entertaining area. Off the kitchen is a large walk in laundry/pantry room. The 1st floor primary suite has easy access to the abutting private study/home office. The second floor offers an open lounge area, central to the three guest en-suites. All bedrooms have their own private bathroom. Completing the 2nd floor is a 2 laundry room. Off the 2nd floor lounge area is a set of stairs leading to the oversized 3rd floor finished space that can be used as a game room/yoga room, or additional lounge. Complimenting the primary home is the guest house which offers a 1st floor bedroom, a full bath, a kitchen, dining area and lounge area which opens to an attached deck overlooking the pool. The outdoor entertaining area offers a 15 x 30 heated, saltwater pool surrounded by bluestone hardscape and professional landscaping. Landscape and hardscape link the primary home and pool to the inviting guest house. A true compound, all within a short distance to Edgartown Village.

Stunning Katama Retreat ~ Welcome to this newly constructed architectural gem, nestled on half an acre in the heart of Katama. Perfectly positioned just blocks from the Field Club, close to South Beach, the bike path, and Edgartown Village, this home offers the ultimate indoor-outdoor Martha’s Vineyard lifestyle. The elegant entryway sets the tone, leading into a spectacular vaulted living room anchored by a floor-to-ceiling stone fireplace. Oversized doors open seamlessly to a professionally landscaped backyard—offering privacy and ample space for a future pool. Designed for effortless entertaining, the open-concept living and dining areas flow into a gourmet kitchen outfitted with top-of-the-line appliances and an oversized island perfect for casual gatherings. The adjacent covered patio, complete with a gas fireplace, is a true outdoor haven for relaxing or hosting guests. Thoughtfully designed for everyday ease, the home features a smartly tucked-away mudroom, laundry area, a stylish half bath, and a quiet den off the front entrance. The first-floor primary suite offers a peaceful retreat, with dual walk-in closets, a spa-like bath with soaking tub and glass shower, and direct access to an outstanding three-season room. Upstairs, discover a charming lounge loft with built-in beds and a desk—ideal for lounging and overflow. Two additional bedrooms each offer unique character: one features a private deck and en-suite bath, and the other boasts its own den/seating area, as well as access to a luxurious full bath with a double-sink vanity. The home's exterior is equally striking, from the pea stone driveway to the covered front and rear porch with fireplace—destined to be your favorite gathering spot. With its exceptional design, premium finishes, and ideal location, this is a rare opportunity to own a true Katama treasure.

NEW CONSTRUCTION: REIMAGINED ISLAND LIVING AT SOMERSET. Construction for 4 Somerset Lane is now complete and the property is move-in ready for summer! Somerset is an exclusive five-home luxury enclave perfectly located between Edgartown Village and South Beach -- and developed by Stanmar, owners of the Winnetu Oceanside Resort. This curated home has been perfectly designed for entertaining, peaceful relaxation, working from home -- and features spacious living spaces conducive to hosting and entertaining family and friends. The home sites have been designed to maximize outdoor living and entertaining around a spacious and private yard with expansive lawns and room for an in-ground pool, pool house/cabana and outdoor fire pit. The beautifully designed interiors will feature a fresh coastal style and will evoke a sense of casual island living and barefoot elegance. **ABOUT THIS HOME***: This smartly-designed luxury residence will include 3,643-square feet of finished interior living space -- with an additional 887 square feet of outdoor living spaces, including a spacious covered portico and second-floor screened porch -- for a combined total of over 4,530 square feet. Somerset offers a one-of-a-kind opportunity to own in premiere Katama location, with easy access to Edgartown Village, The Field Club -- as well as the bicycle path and South Beach.

Village dreams come true… STUNNINGLY CRAFTED, **this four-bedroom five bath property in Edgartown Village with Garage is truly a rare find! Situated on a corner lot just two blocks north of Main Street and two blocks from the Harbor, it features walking convenience and luxury in one package. Main and second floors combine over 3,400 square feet of spacious, elegant living. The partially finished lower level abounds with an additional 1891 sf, opening even more possibilities for unique customization to suit any lifestyle. Three of the four bedrooms are en suite with all four quarters well separated, adding wonderful privacy from the next. The show-stopping central staircase with its grandeur and contour adds a touch of elegance to the home, complemented perfectly by the warmth and sophistication of the maple inlay flooring, which is comfortably radiant heated throughout all three floors. Despite its proximity to the bustling village life, the thoughtful sound-proof design allows for quiet relaxation when desired. The abundance of French doors not only brings in natural light but also seamlessly connects indoor and outdoor living spaces, enhancing the overall inviting atmosphere of the home. Overall, this superb Edgartown Village property offers exceptional location with a unique blend of charm and elegance, making it a wonderful investment for those seeking a truly special home in the highly desirable Village of Edgartown.

Exceptional Waterfront Living ~ Stunning, active views of Sengekontacket Pond and Nantucket Sound set the tone for this spectacular coastal retreat. Thoughtfully designed to showcase its breathtaking surroundings, the main house captures sweeping vistas from nearly every room. With over 300 feet of frontage, you'll enjoy immediate access to the water for swimming, paddleboarding, kayaking, and a short ride to your mooring. The main level welcomes you into a light-filled living room where commanding water views instantly draw you in. The open layout creates a comfortable and connected space for gathering, with the kitchen thoughtfully positioned at the back of the home. The dining and living areas, anchored by a beautiful stone fireplace, are perfectly oriented to take in the magnificent scenery. Both rooms open to a generous wrap-around deck, ideal for effortless indoor-outdoor entertaining. A stylish half bath completes this level. The fully renovated lower level is dedicated to three inviting bedrooms. The primary suite enjoys a premier location with a private full bath, direct access to the lower deck, and stunning views—even from its private outdoor shower and hot tub. A guest bedroom also enjoys deck access and water views through sliding glass doors, while a third bedroom is located down the hall. A shared full bath and a separate laundry area complete this floor. Set apart for privacy yet with easy access to the main patio, the charming guest house offers a one-bedroom suite with a full bath, a bonus room, and a second-floor loft—perfect for guests, a home office, or creative space. A second outdoor shower is located off the adjoining patio, enhancing the island-living experience. A two-bay garage provides ample room for vehicle storage and all your Vineyard essentials. With its unbeatable location, thoughtful layout, and premium amenities, including a classic boat house, this offering is the ultimate expression of Vineyard living—where comfort, nature, and coastal beauty come together in perfect harmony.

This newly built traditionally styled Greek Reival home offers a wonderful open floor plan with refreshing interior design, all presented in excellent condition. The first floor front foyer, leads to the well-appointed kitchen with high-end appliances and large island. A dining area and living room with fireplace, all with an abundance of natural light. There are French doors leading to a covered porch with stone fireplace, all of which overlooks the exquisitely landscaped rear yard and patios. The second floor offers a spacious primary suite with sundeck and two additional ensuite bedrooms. The finished lower level offers two additional bedrooms with shared bath, a comfortable sitting room with TV and large laundry area. There is a detached barn to the rear of the property with a spacious deck that could be used for a number of usages, an outdoor shower and parking for 4-cars. All of the these mentioned on a quiet street just blocks to the downtown Historic District.

Exceptional 8 bedroom home with attached artist/fitness barn studios. Each bedroom includes a en-suite bathroom. The kitchen/dining area includes: 3 refrigerators and 6 freezer drawers, a 5-burner gas stove and oven, dishwasher and microwave. Finished basement (1,000 square feet). Basement includes: 3 washer/dryer units. Outdoor deck with table, chairs and an outdoor grill.

Located in one of Katama’s most coveted neighborhoods, this 2.11-acre parcel offers stunning ocean views and a direct path to South Beach. Surrounded by high-end homes and just minutes from Edgartown Village, it’s an ideal setting for a custom-built retreat with room for a four bedroom residence with pool and views over the dunes. A rare opportunity to own in this prestigious coastal enclave.

NEW CONSTRUCTION: Coastal inspired Katama Gambrel with swimming pool and pool house conveniently located to both downtown and beaches. Exquisite design and finish with generous proportions throughout the home. Designed as a hub for all Martha's Vineyard activities in summer or year-round, this is an exceptional retreat to be cherished by multiple generations. The layout centers on an expansive great room, approx 48’ by 22’, with an open kitchen, dining and living room overlooking the pool and private yard. One of two featured spaces with double height ceilings, the 1st floor primary bedroom includes two walk-in closets, a private office or den, and a luxurious five-fixture bathroom with beautiful marble flooring and high end finishes throughout. The 1st level also includes a second living room with soaring ceilings, a gorgeous half bathroom, a full butler’s pantry/prep kitchen, laundry room with two washers and dryers, and mudroom with built-ins for shoes, towels, coats, and beach gear. Four additional bedrooms and bathrooms are located on the 2nd level. In the heart of the 2nd level is an open living room that flows out to a beautiful wood balcony overlooking the pool and yard. A 6th ensuite bedroom and bath is included with this offering in the lower level, which also has more potential. The basement includes 10’ ceilings, allowing for a range of options such as a media room, golf simulator, gym and spa. An attached two-car garage can be built by the sellers for an additional price (plans and renderings available upon request). The 16’ by 36’ eco-finished gunite swimming pool with integrated hot tub/spa is fully equipped with retractable cover and bluestone patio for seating. All pool equipment is contained in the basement of the pool cabana, which will be fully finished with living room, kitchenette, changing room, half bathroom and an outdoor shower.

This stately Greek Revival home lies on beautiful Fuller Street and a short walk to the beach. This 5-bedroom / 5.5-bath home features a beautiful foyer with arches and paneling leading past a grand staircase to a beautiful family room, kitchen and screened porch overlooking the backyard. There is an ensuite ground first floor bedroom and office off the hall as well as a side mudroom entry and interior access to the one-car garage. The second-floor features three bedrooms, two of which share a bath, laundry room in addition to a large primary bedroom with fireplace, luxurious bath and walk in closet. The 3rd floor offers a large room with water views that could be used for a number of purposes, with a full bath. The lower level offers a TV sitting room, large gym with wet bar, a second laundry room and door to exterior pool area. The rear yard offers a built in grill, swimming pool and pool house complimenting the nicely landscaped grounds, 2-car brick parking area and all located just a short walk to Fuller Street beach, the harbor and downtown.

This classic New England home is a true masterpiece of modern living. Nestled on a spacious and meticulously landscaped lot in Katama, this property offers the perfect blend of elegance, comfort, and convenience. The main house features three spacious and beautifully appointed bedrooms, each designed for relaxation and comfort. From the primary suite to the guest bedrooms, every room offers a serene retreat with ample natural light. The main living area is thoughtfully designed with an open concept layout, creating an ideal space for entertaining. A cozy fireplace and large windows enhance the ambiance, providing both warmth and captivating views of the lush surroundings. The french doors open to a deck overlooking the manicured lawn. A state-of-the-art media room, complete with comfortable seating, a large screen, and high-quality audio visual equipment. It's the perfect spot for movie nights, game days, or simply relaxing with friends and family along with a wine cellar just steps away. The carriage house features a three-car garage, providing ample space for your vehicles and storage needs including a large one bedroom and bath upstairs. Katama Bay View Road is located adjacent to Sheriffs Meadow Conservation land and public access to Katama Bay. Conveniently located near South Beach, one of Martha's Vineyard's most beautiful and sought-after beaches.

This one of a kind property is extremely private, yet only 12 minutes to the airport or Edgartown Village. The 10+ acre parcel is bordered on two sides by Sheriff's Meadow Conservation land and miles of walking trails nearby. The dwellings and other structures are meticulously crafted and offer a range of possibilities. The "guest house" is 2300 sq ft with finished basement and loft space. The "barn" encompasses an 1,832 sq ft two bedroom, three and one-half bath apartment with fireplace, a 1,730 sq ft loft space with full bath, a multiple car garage with Tesla charger, and equipment room with counter and sink. The garage, loft and equipment room have red pine wall paneling. There is an exceptional 800 sq ft greenhouse and many other amenities are too numerous to list. This unique property is part of the Boldwater Association a sought after private enclave with use of the association tennis courts and deeded pond and Atlantic Ocean beach access across Edgartown Great Pond. The "barn" was built in such a way that it could be converted to an expansive single family home with a pool. This is a very special property with loads of potential. Call for a private showing of this one of a kind opportunity! FYI: First photo shows deeded pond access close-by to access the barrier beach on the south shore.

SWEETENED WATER FARM ESTATE. Located just one mile from the heart of historic Edgartown Village, this compound in Sweetened Water Farm presents a rare opportunity to become the next steward of an extraordinary Martha’s Vineyard estate. Privately sited on 4.6 acres of exquisitely cultivated gardens, this remarkable property has been featured in several publications celebrating the island’s most exceptional garden landscapes. Spanning three contiguous parcels — including a 6-bedroom Main House, a 5-bedroom Guest House, and a vacant 1.28-acre lot — the compound offers remarkable potential for restoration, transformation, or expansion for a visionary buyer. This offering is more than real estate — it’s an invitation to reimagine, restore, and elevate a legacy property with timeless appeal. Whether you are looking to craft a multigenerational retreat, a private enclave, or a distinctive Vineyard estate, this treasured Sweetened Water Farm property is ready for its next chapter. Become the next custodian of this unique island treasure — and craft your forever place on Martha’s Vineyard.

LUXE COASTAL RETREAT IN KATAMA. Sited at the end of a long private drive, amid a bucolic 1.5-acre meadow setting and lush perennial gardens, this elegant coastal retreat, designed by noted architect Patrick Ahearn, offers the epitome of luxurious living in Katama. The home’s timeless and charming character is highlighted by thoughtful, top-notch architectural details and styling throughout. There are vaulted ceilings in every room of the house with custom millwork and paneling, antique rough hewn beams adding charm and character. In addition, the well-designed floor plan features multiple living areas that open out to a central courtyard with bluestone terrace, an outdoor wood-burning fireplace and an 18'x36' gunite swimming pool with built-in whirlpool spa. The property is ideally located near South Beach, with the sounds of the ocean nearby. Furnishings, artwork and accessories are available separately for a turnkey and move-in ready purchase opportunity.

Waterfront on Edgartown Great Pond, this newly-renovated Coastal Colonial is set on a very private 9.2 acre lot on Janes Cove. You know you are somewhere very special the moment you enter through the gates. As you travel along the cobblestone lined driveway flanked by lush lawns, the gorgeous home rises before you. Stunning the day it was originally completed, it has now been completely renovated and has to be seen to be appreciated. The property is part of the desirable Boldwater community, with its large lots and access to a private association beach on the Atlantic Ocean. The property itself boasts almost 7,000 sq ft of interior living space spread out over a 6-bedroom home with detached Carriage House. There are currently peeks of the water with the certainty that these water views will be able to be expanded significantly once the lapsed Conservation Commission permits are reinstated. A secluded path leads from the property the short distance to the water's front where you may keep a kayak, paddle-board, or motor boat. 8-bedroom septic in place.

Nestled in the prestigious Field Club, this extraordinary five-bedroom compound epitomizes luxurious island living. This residence exudes timeless elegance and modern sophistication. Upon entering, the foyer sets the tone with a warm and inviting glow. The main level boasts an open-concept layout, featuring a gourmet chef's kitchen adorned with top-of-the-line appliances, granite countertops, and custom cabinetry. The five spacious bedrooms are thoughtfully positioned throughout the home, providing unparalleled privacy and comfort. The main house features four private bedrooms with three full bathrooms and private balconies. The fifth bedroom is housed over the detached two-car garage. The detached two-car garage not only provides ample storage for vehicles but also features a private one-bedroom suite above, perfect for accommodating guests or serving as a tranquil home office space. The meticulously landscaped grounds are a true masterpiece, featuring a sparkling pool surrounded by a flagstone patio complete with an outdoor dining area and fire pit, making indoor and outdoor living seamless. This property offers both tranquility and convenience. Just moments away from the charming shops and restaurants of downtown Edgartown, and a short distance from the island's pristine beaches. A well rounded offering that should not be overlooked!

Refined, timeless, and unparalleled, 43 Peases Point Way South effortlessly blends warmth, elegance, and sophistication to create a truly distinctive living experience in one of Edgartown’s most coveted locations. Designed by celebrated architect Patrick Ahearn, this exceptional residence is just a short stroll from historic Main Street. From the gated arbor entry and tranquil courtyard to the thoughtfully curated interiors and unique floor plan, every detail reflects impeccable craftsmanship and intentional design. The outdoor living space is equally remarkable, featuring a heated saltwater pool, a sunken fire pit, and a show stopping custom glass wall feature. With a strong, proven rental history, this luxurious retreat offers both investment potential and flexibility for today’s discerning buyer. A rare and refreshing opportunity in the heart of Edgartown Village.

CASUAL ELEGANCE ON KATAMA BAY. Welcome to 25 Lelands Path on Katama Bay, a stunning property that embodies the perfect blend of casual elegance and serene waterfront living on Chappaquiddick. This magnificent home, designed by noted architect Patrick Ahearn, is nestled at the end of a private winding drive on 16.4 private acres, offers over 7,200 square feet of living space, designed for the ultimate luxury of spending treasured time with family and friends. As you step inside, you'll be greeted by the warmth of four wood-burning fireplaces, handsome hardwood and painted floors, custom millwork and built-ins, a spacious screened porch and more! The rooftop widow's walk provides breathtaking 360-degree views, while the sparkling blue waters of Katama Bay can be seen and enjoyed from most every room in the house This welcoming retreat features six bedrooms, all with en suite baths, including an exquisite three-room Owner's Suite with en suite bath, adjoining den/office, sweeping water views, and a private second-floor deck. Additionally, there is a three-room Family Suite on the second floor, complete with its own private living area and kitchenette. The combined screened and covered porch, which extends nearly the full length of the home and overlooks Katama Bay, is a defining feature of the property, providing ample space for al fresco summer meals, reading, playing games, or simply soaking in the brilliant evening sunsets. With over 320 feet of frontage on Katama Bay, this home offers ample opportunities for sailing, boating, paddleboarding, fishing, and clamming. Embrace the tranquility of life on Chappy, surrounded by sand dunes, tidal ponds and grassland habitats, with access to miles of unspoiled beaches and nature trails. There is an attached 3-bay garage for storing all your recreational gear including your island car, watercraft, bicycles, beach equipment and fishing gear! The home is being offered turnkey, including hand-selected furnishings and accessories by interior designer Jon Hattaway of MJ Berries Design in Boston, adding objects and vibrant colors that delight the eye in every room. Enjoy this beautiful property as-is or bring your personal style and create your signature coastal haven. Discover the perfect blend of casual elegance and serene waterfront living at this stunning Chappy waterfront retreat on Katama Bay.

Located on nearly 2-acres in the exclusive and newly created Trapps Pond Preserve, is this grand luxuriously appointed home. This is one of four homes being built and will be the first to be completed. Every room in the house is on a scale not often afforded in a Vineyard home, with 10 ft coffered ceilings and open/flowing floor plan. There is an abundance of light streaming in from the oversized windows, wonderful craftsmanship throughout and the home that offers 7 bedrooms, all with private baths. The 2-story living room features a massive stone fireplace, balconies that look down from the second floor and a grand 20 ft. diameter circular staircase. There is a huge gourmet kitchen, dining room, lower-level gym, media room and recreation area, are nicely arranged on the over 8,000 sq. ft. of living space. There is a large parking courtyard, a 3-car garage and swimming pool, all amidst a lush backdrop of manicured landscaping and mature perimeter vegetation. This incredible newly offered neighborhood is located less than a mile to town in one direction and same distance to the white sandy beach at the bend-in-the-road in the other. A very special property due for completion this fall and ready to enjoy.

NEW CONSTRUCTION - COMPLETED. POND FRONT on WINTUCKET COVE. The epitome of Luxury Living, yet understated. 6,343 sq.ft., 7 Bed, 9 Bath home, w/16ft x 42ft saltwater heated pool, 2 car garage & a dramatic over sized screened porch w/11ft high ceilings. Discover a beautiful Vineyard oasis on 9.2 acres of land on the South Shore w/376ft of frontage on Wintucket Cove. An expansive property, merging traditional & contemporary design, creating a warm, streamlined, elegant home. Huge living room w/fireplace flanked by two inviting alcoves for lounging/reading. Wall of glass doors leads to patio, yard, pool & down to a boardwalk on the Cove. Gourmet Kitchen w/large island, Quartz Counters, Thermador stainless appliances w/professional stove. Scullery w/additional fridge, dishwasher & sink. Quartz island w/contrasting cabinets which seats 6 comfortably. Adjacent dining room, with views towards the water, complete w/custom serving hutch. Hallway to oversized screened porch w/wood burning fireplace, or to a very bright Bonus Room w/multiple windows & doors leading to mahogany deck that directs you to the Gunite POOL & SPA. At the opposite end of the house, Ground Floor Primary Bedroom w/ensuite including soaking tub, shower, private outdoor shower enclosure & private deck. Upstairs you'll find another large suite w/private deck facing the water, WIC, writing area & huge bathroom w/double vanities. Two more guest suites nearby each w/private bathroom. Wonderful media room w/sumptuous seating & views over Wintucket Cove. Special reading nook on the way to super mahogany deck overlooking the pool, yard & Wintucket Cove. A 5th Private Suite finishes off this wing w/its own WIC & full private bathroom. Heading towards the 'East Wing', two guest bedrooms w/shared bathroom & a second laundry. A second staircase brings you down to a wonderful built-in mudroom, storage area & powder room. Mudroom leads to a huge very bright two car garage w/Tesla Charger & numerous windows. Expansion Possibilities included adding a Guest House, an accessory dwelling unit. Enjoy Swimming, Boating, Kayaking, Paddle boarding on Edgartown Great Pond, continue to Land Bank Beach, Atlantic Ocean & South Beach. Drive to Morning Glory Farm, Airport, Vineyard Golf & Downtown Edgartown. Potential Family Compound! Beautifully Furnished, contents may be purchased separately. Additional photos will be added!

This dramatic contemporary styled house lies on 6.5-acres of beautiful pond front land in the exclusive Herring Creek Farm. The home features cathedral ceilings throughout and an open floor plan with large living room, dining room and kitchen, all with clear story light, fireplaces and 20 ft. breakaway Nana walls. The spiral staircase leads from the living room to a large roof deck with expansive views of the South Shore. There are 5 suites all with luxurious bathrooms, closets, and private garden terraces. Additionally, there is an attached carriage house with 3 additional bedrooms, a billiards room and exercise room. The grounds offer a large, stunning pool, a 12 person Jacuzzi, outdoor kitchen, and parking courtyard. There is a high level of finish throughout, a whole house Lutron control system and advanced audio/video. Herring Creek Farm offers direct access to private South Shore beach and over 150 acres of conserved land.

This expansive historic compound in the heart of Edgartown village offers the perfect blend of old-world charm and modern luxury. Just steps away from Edgartown’s finest restaurants and shops, this stunning property has been completely renovated by Stern McCafferty Architecture + Interiors, showcasing a harmonious balance of contemporary design and traditional architectural details. Upon entering, you'll be greeted by a sophisticated interior with open-plan living spaces designed for easy entertaining. The main level features sleek modern furnishings, flowing from the kitchen and dining area through French doors to a beautifully landscaped outdoor patio, ideal for al fresco dining and relaxation. Beyond the patio, a lush lawn and manicured gardens surround an impressive 42' x 18' swimming pool, creating a true outdoor oasis. The second level houses four spacious bedrooms, including a luxurious primary suite with an office, ensuite bath, and a private deck overlooking the pool. The third floor offers a large sleeping area with six twin beds, a full bath, a game area, and French doors leading to a sun-drenched deck. Perfect for family living or hosting guests, this home combines historic character with the finest modern conveniences. Located on North Water Street, this light-filled property is an exceptional opportunity to own a one-of-a-kind retreat in one of Edgartown’s most desirable locations.

Unique opportunity to purchase two adjoining lots at 211 Upper Main Street and 26 Curtis Lane in Downtown Edgartown. 211 Upper Main St., Edgartown is a 15 bedrooms, 18 full baths, 2 half baths building with two large artist/fitness studios attached. It is in the B1 Commercial zoning district. Each bedroom includes an en-suite bathroom. Spacious kitchen and dining area. The kitchen/dining area includes: 2 refrigerators and 4 freezer drawers, A 5-burner gas stove and oven, 2 dishwashers, 1 microwave. Spacious living room: including 2 sofas and 1 coffee table, finished basement (2,000 square feet), Basement includes: 10 washer/dryers, 1 television and DVD player, 2 small rehearsal rooms, Complimentary Wi-Fi, Outdoor deck with picnic tables. 26 Curtis Lane is an exceptional 8 bedroom home with attached artist/fitness barn studios. Each bedroom includes a en-suite bathroom. The kitchen/dining area includes: 3 refrigerators and 6 freezer drawers, a 5-burner gas stove and oven, dishwasher and microwave. Finished basement (1,000 square feet). Basement includes: 3 washer/dryer units. Outdoor deck with table, chairs and an outdoor grill. Two more adjacent lots with parking and a yard are also available for purchase upon request.

Exquisite Waterfront Retreat - A rare opportunity to purchase a meticulously crafted 5,600 square-foot stone main house and 900 square-foot stone guesthouse with pool in a naturalized wooded setting. This extraordinary compound redefines the conventions of traditional Vineyard architecture in the most charming and sophisticated of ways. The house was sited to offer views of Edgartown Great Pond and distant ocean views from almost every room and possesses a delightful mix of contemporary and modern features, such as geothermal and solar panels. The houses sit on nine acres of beautiful waterfront with 800 feet of sandy pond beach frontage. A 16’ Duxbury Dory with trailer in excellent condition included with the house, allowing you to explore the great pond and easily access Atlantic Ocean beach rights only 15 minutes away. In a private though convenient location only 12 minutes to the airport or Edgartown Village. This property may be purchased with 4 Jacobs Neck, if you need more space close-by for family and friends! Please call listing broker for details.

The property is currently rented; showings require a minimum of 48 hours’ notice. Move-In Ready – CONSTRUCTION COMPLETE - This 8-bedroom, 7.5-bath generational home, completed in 2025, is now fully furnished and move-in ready. The property includes a 6-bedroom, 5.5-bath main residence, seamlessly blending timeless elegance with modern comfort, along with a 1-bedroom, 1-bath guest house featuring its own kitchen, and a 2-car carriage house with a 1-bedroom, 1-bath living quarters. The private backyard oasis is designed for relaxation and entertainment, boasting a 16' x 32' saltwater pool and spa complemented with a pool cabana. This thoughtfully curated property is being offered fully furnished, ensuring effortless enjoyment from day one. While the window treatments for the main house are not pictured, they are included. Please note that the reported days on market reflect the construction and finishing period, and the certificates of occupancy have been issued. The property features a total gross square footage of 8,607 SF. This is a once-in-a-lifetime opportunity to own a truly extraordinary property in one of Edgartown's most desirable locations.

Beach Farm is a breathtaking 18.6 acre waterfront estate on Martha’s Vineyard featuring unrivaled privacy, serenity, awe-inspiring views, private beaches, water sports and a rare walking path to the pristine beaches of the south shore. This truly one-of-a-kind estate borders Edgartown Great Pond, the famed South Shore, and is part of the storied Herring Creek Farm, an exclusive 200+ acre enclave of limited residences and a beautiful farm with barns, horses, sheep, cattle and meadows. All a short bike ride to Edgartown and just a 12 minute drive to Edgartown airport. The luxurious six bedroom home, completed in 2023, is designed with walls of glass that frame jaw-dropping views of the pond and ocean. Built by master craftsmen to the highest standards possible, and bespoke interiors, no expense was spared. There is a spectacular three bedroom surf house with outdoor sauna and cold plunge, a workout barn, beautiful walking paths and private beach.