A picturesque half-acre lot in the desirable Edgartown neighborhood, perfect for building your Martha's Vineyard home. Bordered by more than 175 acres of pristine conservation land, this property offers peaceful surroundings with easy access to the island’s top attractions, including stunning beaches, scenic trails, vast state forests, and public transportation. In accordance with recent amendments to Chapter 40A Section 6 of the Affordable Homes Act, any single-family residential structure constructed on this lot shall not exceed 1,850 square feet of heated living area, shall contain not less than 3 bedrooms, and shall not be used as a seasonal home or short-term rental. This offering includes an approved 3-bedroom septic plan.

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.

Well-maintained three bedroom, 2 bath home on a level .51 acre lot. Primary en-suite and open floor plan offers the best in first-floor living. Large unfinished basement, outdoor shower and recent Title V inspection of the four bedroom septic system. Deck overlooks the spacious backyard with room for a pool. Convenient to shellfishing or kayaking in Sengekontacket, Caroline Tuthill Preserve and bike paths to Edgartown Village, Vineyard Haven or Oak Bluffs.

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. *SELLER FINANCING AVAILABLE*

This custom three-bedroom post-and-beam home captures the rustic charm and natural beauty of Chappaquiddick. Thoughtfully designed with light-filled spaces and a wood-burning fireplace, the home offers a warm and inviting retreat in every season. A spacious workshop, perfect for the avid outdoorsman, ideal for storing boating, fishing, and woodworking gear. Set on nearly four private acres, the lot offers both seclusion and potential for expansion, all while being conveniently close to the Community Center, Slip Away Farm, the Chappy Ferry, and, of course, the stunning ocean beaches and extensive hiking trails.  A wonderful opportunity!

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.

This rare multi-family residence offers a unique investment opportunity or the perfect island retreat. Whether you're looking to generate rental income, host guests, or settle into island life, this 3 bedrooms, 3 bathrooms property checks all the boxes. With lots of bonus spaces, off-street parking, a cozy backyard, and expansion potential (pending town approval) this is a truly exceptional find. Just steps from Edgartown’s shops, restaurants, and harbor, the home sits in one of Martha’s Vineyard’s most desirable locations.

Nestled in Katama, this vacation home offers easy access to South Beach, Edgartown Great Pond/Wilson’s Landing, and Edgartown Village. The property includes three bedrooms, two baths, a cozy living room with a fireplace, a kitchen, and a sunroom/dining area—ready for your personal touch. An excellent opportunity for a relaxed Island lifestyle, second home, or vacation rental.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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!

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.

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 quintessential Martha's Vineyard lifestyle at this charming residence perfectly nestled in a private yet convenient Katama location. This inviting 3-bedroom plus loft, 2-bathroom home is situated on a .52-acre lot, providing ample privacy and outdoor enjoyment. Step inside the light-filled interior featuring multiple windows and skylights that invite the sunshine in. Convenience is key with two well-appointed bathrooms inside, plus the highly coveted outdoor shower – perfect for rinsing off after a day at the beach! Savor the peace and tranquility of a very private spot, yet enjoy the convenience of being just 1.5 miles from the charming center of Edgartown with its picturesque harbor, vibrant shops, and delectable restaurants. Discover the beauty of the island with ease: Just 1 mile on an ancient path to the serene Edgartown Great Pond, perfect for kayaking, paddle-boarding, or simply enjoying nature. Only 2 miles to iconic South Beach, renowned for its expansive sands and crashing waves. Enjoy proximity to popular bike paths, the Katama General Store, and the essential Morning Glory Farm, offering fresh produce and local delights. Edgartown continues to be a highly sought-after real estate market, making this a smart investment for both personal enjoyment and rental income. Don't miss the chance to own your very own piece of Martha's Vineyard!

Tucked away behind association common land, this year-round compound offers the perfect blend of privacy, space, and flexibility. The post-and-beam main house features four bedrooms and combines timeless character with functional design, ideal for everyday living or seasonal enjoyment. A separate two-bedroom guest house with a welcoming farmer’s porch is thoughtfully sited to ensure privacy and independence, complete with its own driveway and parking. The detached garage, with a loft above, adds even more versatility—ideal for storage or future finished space. Situated on one of the largest parcels in the Smith Hollow Association, the property enjoys a tranquil, park-like setting. With direct access to the bike path at the end of the road, you're just minutes from Edgartown and all down-island amenities. More than just a house—this is a place to call home.

Welcome to Dark Woods – A Quiet Retreat with Prime Convenience. Enjoy the ease and comfort of life in Dark Woods, a tranquil neighborhood ideally located just moments from the Village, scenic bike paths, pristine beaches, and 27 acres of Sheriff’s Meadow conservation land. This meticulously maintained property is being offered fully furnished and is ready for your immediate enjoyment. Sited on a generous .77-acre lot, the home offers an expansive layout that blends indoor and outdoor living, perfect for both entertaining and everyday relaxation. Step inside to find a spacious living room with a gas fireplace, a formal dining room, and an open eat-in kitchen overlooking a private backyard. The kitchen flows seamlessly outdoors to a two-tiered deck featuring a hot tub and outdoor shower. A bar/pantry area connects the dining room and kitchen, and a laundry room is conveniently located nearby. Above the two-car garage, a versatile bonus room offers the perfect space for a home office, media room, or private retreat. The right wing of the second floor is dedicated to the primary ensuite, complete with a newly renovated bathroom bathed in natural light. Two generously sized guest bedrooms and another renovated full bathroom complete this level. The finished walk-out lower level includes an ensuite bedroom, a comfortable living and dining area, a wet bar, and a full bath—ideal for guests or extended family stays. Tied to town water and sewer, you can expand up to 7 bedrooms. Don’t miss this rare opportunity to own in the highly coveted Dark Woods neighborhood—a true gem offering comfort, privacy, and unbeatable location. The listing agent is related to the seller.

Private, yet close to town. Located at the end of a paved road on a cul-de-sac that abuts 25 acres of conservation land. Enjoy miles of walking/bike trails and ancient roads just out the door. The first floor has an open floor plan with comfortable living / dining area / kitchen areas. There is also a first-floor bedroom/office, new sun room and 1/2 bathroom. Upstairs, there is a large primary bedroom en suite with relaxing soaking tub. The two additional spacious bedrooms share a bathroom with a walk-in shower. The basement has been remodeled to include a recreation, art and laundry rooms. There is also an owner’s closet. The house is hooked up to town water and sewer so there are expansion opportunities for additional bedrooms with town approval. Substantial updates completed in 2024 - View "Property Updates" in additional documents. House being sold furnished minus items with sentimental value and artwork. A list will be provided to buyer prior to signing Purchase and Sales Agreement. Listing Broker has ownership interest in property.

KATAMA - NEWLY RENOVATED! This Quintessential Martha’s Vineyard saltbox blends timeless island character with wonderful thoughtful updates, having been recently renovated. Set in a quiet location, Island Grove, one of the most popular locations in Edgartown, you're just a short drive to Wilson's Landing, South Beach and downtown Edgartown, an ideal location for summer escapes, year-round living, or rental income. Inside, a feeling of calm and relaxation has been captured with design choices, colors, textures and finishes, achieving a 'soft' and peaceful atmosphere. The open floor plan features a newly updated kitchen with Carrera Marble counters and backsplash, stainless steel appliances, custom cabinetry, a new kitchen island, newly renovated bathrooms, hardwood floors throughout and air-conditioning. Plus, a media room with beverage area on the lower level. There are four comfortable bedrooms, two on each floor, each bedroom with its own privately controlled air-conditioning and heat. The upstairs bedrooms have skylights and are large enough to accommodate sitting areas too. Two stylishly renovated bathrooms, each with bathtubs. The lower level expands your living area with a welcoming media room, complete with a bar cabinet and refrigerator|cooler, ideal for movie nights, game days, or rainy afternoon retreats. Plenty of space for family and guests. Outdoors, large yard with lots of lovely plantings, a blue granite patio, perfect for morning coffee, afternoon barbecues, or evening cocktails under the stars. The large level yard has plenty of room for gardens, lawn games and room for a future POOL (suggested options attached), complete with an existing rock pool and a new shell covered, cobblestone lined, circular driveway. After a day at the beach, rinse off in the new outdoor shower and gather on the blue granite patio for Vineyard evenings that linger long after sunset. Plenty of room for expansion. Property can be connected to Town Sewer for a total of six (6) bedrooms. Short drive|bike to Morning Glory Farm, Vineyard Golf, MV Airport and easy access to all island towns. Contents can be purchased separately. This home can be purchased turn-key and ready to move in right away! (Assessed Value does not reflect upgrades). Room for a Pool and Guest House.

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.

Just over a mile from South Beach, this inviting Katama retreat is a perfect getaway. This sunlit home and detached living space offer three bedrooms and three baths, providing plenty of room for everyone. Set on a landscaped ¾-acre lot with pastoral views and peeks of the Ocean from the upper-level deck, the property features a wraparound deck for barbecues and a spacious backyard for games or stargazing. Conveniently close to Edgartown Village, the bike path, and the Field Club, it’s a wonderful spot to create lasting Vineyard memories. A fourth bedroom is possible with a new enhanced system per the BOH.

This stunning reverse-contemporary four-bedroom custom home is perfectly situated in one of Chappaquiddick’s most sought-after locations. Designed with an expansive open-concept floor plan, the airy and inviting living area flows seamlessly onto a generous wraparound deck, where sweeping, bird’s-eye views capture the natural beauty that surrounds you. Thoughtfully renovated throughout, the home blends modern updates with custom finishes to create a rare balance of style, comfort, and year-round functionality—an uncommon find in this idyllic setting. Enjoy direct access to Katama Bay, just a three-minute stroll down the road. Its calm waters and sandy shoreline are ideal for swimming, boating, and shellfishing. Nearby, the Wasque Preserve offers over 200 acres of pristine conservation land, featuring scenic trails, abundant wildlife, and direct ocean beach access. Whether you’re seeking a serene coastal retreat, a multi-generational family home, or a proven investment property, 76 Washque delivers it all. With an impressive rental history and consistent bookings during both summer and shoulder seasons, it stands out as a premier opportunity in today’s market. This home is more than just an address—it’s the essence of Chappy living.

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.

Nestled in the heart of Katama and tucked away on a generous sized lot sits this four-bedroom, four-and-a-half-bath home offering an exceptional opportunity for year-round living or investment potential. Ideally located, there is easy access to both Edgartown Village and South Beach The main level features an eat-in kitchen and a living room with a wood-burning fireplace. There is separate dining area, a spacious first-floor bedroom suite, powder room, and laundry closet for convenience. The upper floor includes a second primary bedroom suite with an oversized window allowing for lots of natural light, guest bedroom, sitting room, and hall bathroom. Additional potential awaits in the sizable unfinished basement. The grounds are meticulously landscaped. There is a stone patio with firepit and cozy front porch. The private backyard abuts association land, and no Vineyard home is complete without an outdoor shower. Completing this offering is a detached two car garage. Above the garage is a sunny bedroom with high ceilings, sitting area, and full bath. Residents of this quiet subdivision enjoy association tennis courts. With its thoughtful layout and desirable location, this home provides the perfect blend of comfort and privacy for enjoying all that Katama has to offer. Don’t miss this unique offering in a coveted neighborhood. Easy to show. Being sold furnished with a few exclusions.

EDGARTOWN GEM: WALK TO TOWN + RELAX BY THE POOL. Nestled just a short stroll from all the best of Edgartown Village, this beautifully renovated retreat offers the ideal balance of Vineyard charm and modern convenience. Designed across three levels of living spaces, the home provides a flexible layout that works beautifully for entertaining, relaxing, or hosting guests. The main floor welcomes you with an inviting living room and a custom bar area complete with wine fridge and dishwasher—perfect for effortless entertaining. The covered porch offers a perfect spot for enjoying al fresco summer dining and relaxation. A sun-filled eat-in kitchen features a Viking gas range, granite countertops with a hint of sea glass green, and a built-in banquette overlooking both the covered front porch and the landscaped backyard. Also on this level, the primary bedroom offers private access to the pool terrace, creating a true indoor–outdoor retreat. On the second floor, two well-sized bedrooms share a full bath, while the Lower Level offers additional space for gathering or guests, including a large lounge with media area, a bedroom and full bath, and a laundry room. A flexible bonus space currently functions as a home gym or valuable storage space, adding even more versatility. Step outside to your private backyard oasis, where a heated 8x19 saltwater pool is framed by a stone terrace, professionally designed plantings, and evening accent lighting. The setting is equally suited to summer entertaining or quiet relaxation after a day at the beach. Energy-efficient extras, including a rooftop solar array and an EV charging station, add to the home’s appeal. Offered with substantial core furnishings and boasting a strong rental history, this property is move-in ready and ideal as a year-round residence, seasonal getaway, or investment opportunity.

Future-Ready Infrastructure with Endless Possibilities! 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. A large family room with farmers porch was added to the first floor in 2012 and comfortably accommodates overflow family and guests. Set on a generous lot, the property presents a variety of expansion possibilities. The newly installed split-sewer line was thoughtfully designed to accommodate both the main residence and a future guest house or accessory dwelling unit (ADU). Whether you're envisioning a private retreat for guests, a rental opportunity, or a multi-generational living setup, the groundwork is already in place. The potential for multiple structures opens doors to creative living arrangements, income-generating options, or simply more space to grow - 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. 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.

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.

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.

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.

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!

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. Dining room chandelier excluded from listing.

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.

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!

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!

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!

Enjoy dynamic, panoramic views from this charming and thoughtfully updated single-story Chappaquiddick cottage. Designed for effortless living, the home features an expansive deck overlooking the outer harbor and iconic lighthouse, perfect for entertaining or relaxation. A rooftop observation area provides additional seating and even more breathtaking vistas. Deeded beach access is conveniently located just across the way, offering a tranquil spot to enjoy the sandy shore and calm waters of the outer harbor. Ideally situated just off the Chappy Ferry, Manaca Hill offers the best of both worlds: easy access to the shops, dining, and vibrant charm of Downtown Edgartown, while embracing the laid-back, coastal lifestyle that makes Chappaquiddick so special.

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.

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.

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.

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.

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.

Old World Vineyard Charm Meets Modern Katama Living. Welcome to this beautifully crafted Katama family compound, a private, thoughtfully designed estate offering timeless elegance and exceptional amenities. Nestled near Edgartown Village, this stunning property includes a four-bedroom main residence with three levels of living space, a charming two-bedroom guest house, pool house, pool, spa, stone patios, lush gardens, and multiple outdoor entertaining areas. Step into the main residence through a welcoming screened-in porch with dual entries. The main foyer leads to a light-filled great room, the heart of the home, featuring custom built-ins, a fireplace flanked by French doors, and sweeping views of the stone patio, pool, and gardens. The gourmet kitchen is open to the great room and features a central island, access to a mudroom, and a half bath. The formal dining area is complete with a wall of French doors that leads to the outside. Nearby, a first-floor bedroom currently serves as a richly appointed library, with custom built-ins, a compass rose medallion, and a bay window overlooking the back gardens. The first-floor primary suite is a private retreat, accessed through its own hallway with a built-in home office. The bedroom features a bay window, and the ensuite bath includes a soaking tub. Upstairs, a cozy lounge anchors two bedrooms and a full bath. An unfinished bonus room offers potential for expansion or serves as ample storage. The partially finished lower level includes a playroom with custom built-in seating and shelves, a second home office/lounge area, and a walk-in cedar closet. Unfinished areas provide more storage. The Outdoor Living: From the great room and dining room, step onto an expansive stone patio bordered by classic Vineyard stone walls. Multiple seating areas invite entertaining or peaceful relaxation, all with views of the pool, spa, and manicured gardens. The Guest House: The two-bedroom guest house offers complete privacy, with its own driveway, garden entrance, outdoor shower, and patio. The open-concept living space features a cathedral ceiling, French doors, and an eat-in kitchen. One bedroom is on the main level, alongside a full bath and laundry, while the second bedroom is upstairs. This guest house boasts a strong rental history. This unique Vineyard compound offers timeless elegance, privacy, and a stellar location, perfect as a year-round residence, summer retreat, or investment opportunity.

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.

A RARE CHAPPAQUIDDICK LEGACY ESTATE — Privacy & Island Living at its finest. Step into a world where time slows, ocean breezes carry the scent of salt and cedar, and each day begins and ends with the relaxing sounds of the local fauna and the Vineyard Sound. This 18.4-acre multi-residence estate, with 4 conforming parcels, on Martha’s Vineyard’s treasured Chappaquiddick Island is more than a property—it’s a rare opportunity to create a generational legacy in one of New England’s most sought-after coastal enclaves. Tucked beside the historic Royal & Ancient Chappaquiddick Links and surrounded by conservation land, this compound offers unmatched seclusion while placing you moments from sandy beaches, island trails, and the gentle rhythm of Vineyard life. Main Residence | 8,335 sq. ft. Chef’s kitchen with Viking oven, dual Sub-Zero refrigerators, wine fridge, and granite counters. Expansive decks for morning coffee at sunrise and cocktail hours at sunset. Lower level with wet bar opening to pool and patio; private home office for remote work in paradise. Second Residence | 1,351 sq. ft. - 3 bedrooms, 2 bathrooms, full kitchen, screened-in porch, multi-level deck, and outdoor shower. Bunk House Retreat | 1 bedroom, kitchenette, living area, and full bath — perfect for overflow guests or a quiet getaway. Resort-Style Amenities include a Heated Gunite pool with outdoor shower, a Tennis court for friendly matches and a 4-bay garage with room for all the toys. Multiple parcels offering flexibility for expansion, this property invites you to imagine a lifetime of gatherings, celebrations, and quiet escapes. Opportunities of this scale and privacy on Chappaquiddick are exceedingly rare—and once gone, they may never come again. Ready for its next chapter, this property awaits a discerning new steward to restore its former glory and carry it proudly into the future. Call now to arrange a private tour and experience firsthand what it means to live surrounded by natural beauty, boundless privacy, and the authentic Chappy way of life. NOTE: The images and photographs provided are for illustrative purposes only and may not reflect the current state if the state, features, or furnishings of the property. Prospective buyers are encouraged to conduct their own inspections and due diligence to verify all details prior to making any purchase decisions.

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!

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.

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.

Build your dream home or homes on the special 14+ acre private wooded lot surrounding a beautiful 4.5 acre meadow in the grand Boldwater Association (BWA) on the glorious Edgartown Great Pond with approx. 3,000 ft of private barrier beach. BWA is 40 homesites on 450 acres with 150 acres of conservation abutting another 1,500 acres of conservation and a few large estates. BWA amenities also include 2 tennis courts and a boat launch which are both nearby on short paths 250-300 yards from the property. The property will be subdivided into 2 roughly equal 7+ acre lots priced at $2,450,000 for North Lot 1 and $2,550,000 for South lot 2 with each lot enjoying full BWA membership rights and privileges. (see Surveyor Plan in DOCUMENTS and brief description in EASEMENTS) The 2 lots will split ownership evenly of the 4.5 acre meadow

MOVE-IN READY: LUXURY ISLAND LIVING AT SOMERSET Construction is now complete at Four Somerset Lane—a brand-new residence in an exclusive enclave of just five luxury homes, perfectly situated between Edgartown Village and South Beach. Developed by Stanmar, owners of the renowned Winnetu Oceanside Resort, Somerset blends modern coastal design with timeless island charm. Designed by Dudley Cannada of Cannada Design Architechts, and built with exceptional craftsmanship by Adam Moran Construction, this thoughtfully curated home was created for both connection and retreat—offering spacious interiors for entertaining family and friends, quiet corners for working from home, and seamless transitions to the outdoors. The property features a generous private yard with expansive lawns, creating the perfect canvas for an in-ground pool, pool house/cabana, and fire pit. Inside, the beautifully appointed interiors reflect a fresh coastal style that captures the essence of casual island living with barefoot elegance. Property Highlights 3,643 sq. ft. of finished interior living space 887 sq. ft. of outdoor living space, including a covered portico and second-floor screened porch Over 4,530 sq. ft. of total living and entertaining areas Architect-designed floor plan by Dudley Cannada of Cannada Design Built by Adam Moran Construction with uncompromising quality and detail Open-concept layout designed for gatherings and relaxation Private yard with space for pool, cabana, and outdoor entertaining Somerset offers a rare opportunity to own in a premier Katama location with effortless access to Edgartown Village, The Field Club, the bike path, and the sands of South Beach. Move in today and start experiencing the best of Martha’s Vineyard living.

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.

NEW CONSTRUCTION: LUXURY ISLAND LIVING AT SOMERSET. Construction is underway at Three Somerset Lane, the newest residence (and last to be offered) in this exclusive enclave of five luxury homes, perfectly positioned between Edgartown Village and South Beach. Developed by Stanmar, owners of the renowned Winnetu Oceanside Resort, Somerset embodies modern coastal design paired with timeless island charm. Designed by acclaimed architect Dudley Cannada of Cannada Design and being built with the exceptional craftsmanship of Adam Moran Construction, this thoughtfully curated home is designed for both connection and retreat. Custom features include a floating staircase, crown molding, upgraded kitchen and bathroom tile and nickel plumbing fixtures throughout. Expansive interiors will be ideal for entertaining, with quiet spaces for working or unwinding, and effortless flow to the outdoors. The property features a generous private yard with sweeping lawns—perfectly suited for an in-ground pool, pool house/cabana, and fire pit. Inside, the beautifully appointed interiors will showcase a fresh coastal style that captures the essence of casual island living with barefoot elegance. PROPERTY HIGHLIGHTS: * 3,950 sq. ft. of finished interior living space PLUS 575 sq. ft. of outdoor living space, including a covered portico and second-floor porch, equalling over 4,525 in total living/entertaining areas. * Premium appliance package; * Open-concept layout designed for gatherings and relaxation; * Private yard with space for pool, cabana, and outdoor entertaining. With a targeted completion by Thanksgiving 2025, this home presents a rare opportunity to secure your place in Katama’s premier neighborhood. Somerset offers convenient proximity access to Edgartown Village, The Field Club, the bike path, and the pristine sands of South Beach—delivering the ultimate in Vineyard living.

This newly built traditionally styled Greek Revival 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 a bedroom suite, a comfortable sitting room with TV, bonus room and large laundry area. There is a detached barn to the rear of the property that has a full basement and bath plus a spacious deck that could be used for a number of usages. There is also a outdoor shower and parking for 4-cars. All of 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.

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.

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.

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.

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!

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.

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.

The historic Captain Ellsworth West House is a landmark property in the very heart of downtown Edgartown, offering an extraordinary combination of history, charm, and modern luxury. Just steps from Edgartown’s celebrated restaurants, galleries, shops, and harbor, this rare estate provides both the convenience of in-town living and the privacy of a graciously designed compound. The main residence spans more than 5,800 square feet and has been beautifully renovated over the years, blending contemporary updates with the timeless character of its historic architecture. On the first floor, an updated kitchen with a spacious pantry overlooks the pool, and flows into a welcoming living room anchored by a fireplace. The main living areas also include a more formal dining room with its own fireplace, and an elegant living room where French doors open to a covered porch. From here, sweeping views of the lush lawn and rows of hydrangeas create a quintessential Vineyard setting. Two staircases lead to the second floor, where the primary suite serves as a private retreat, complete with walk-in closets, an additional wardrobe closet, and a spa-like bath featuring a soaking tub. Two additional bedroom suites, each with private baths, along with a comfortable office space, complete this level. A third floor provides further accommodations with an additional bedroom and full bath, ideal for guests. The lower level is equally impressive, featuring a wine cellar, media room, guest bedroom, full bath, and laundry room. The property extends well beyond the main residence. A carriage house with a one-car garage provides additional storage and guest quarters and an expansive driveway accommodates ample parking rare for Downtown. The pool and spa form the centerpiece of the outdoor living space, surrounded by newly installed stone hardscape that adds elegance and durability. Adjacent to the pool, a thoughtfully updated cabana offers a kitchenette and half bath. Above the cabana, a recently renovated guest suite features a spacious bedroom and full tile bath, giving visitors a private and comfortable retreat. A remarkable property that embodies the very best of Edgartown living.

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.

An exquisite offering, also known as Sand Castle, in the highly coveted Field Club. Nestled within the luxury Field Club enclave, this sophisticated 5-bedroom, 7.5-bath residence embodies modern luxury with pristine coastal charm. Step into an expansive open living plan where refined millwork, soaring ceilings, and elegant finishes define each space. A gourmet chef’s kitchen features top-tier appliances, a generous center island, and custom cabinetry—ideal for entertaining or culinary inspiration. Outside, discover your private retreat: a heated gunite pool, a beautifully appointed pool cabana complete with amenities, a fire pit area, and lush landscaping designed for both relaxing and hosting. The well-appointed garage, complete with a separate sleeping area above, provides both convenience and privacy. Throughout, every bedroom is a sanctuary, each with its own en-suite bath, offering unmatched comfort. This is the epitome of upscale, Katama living in one of Edgartown’s most exclusive neighborhoods.

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.

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.

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.

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.