Located on a quiet cul-de-sac in a private Edgartown neighborhood, this half-acre parcel offers the perfect setting for your Martha's Vineyard home. Centrally located, the property provides easy access to the bike path and State Forest walking trails. With the recent Massachusetts Affordable Homes Act, this lot is now buildable and will include an approved 3-bedroom septic plan. The site allows for a home of up to 1,850 sq. ft. of heated living space. Use as a seasonal residence or short-term rental is not permitted, ensuring a stable year-round neighborhood setting. Please note, the property may not be used as a seasonal residence or short-term rental. An excellent opportunity to design and build your future home on Martha’s Vineyard.

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.

CHAPPAQUIDDICK — Just over one acre in the desirable Calebs Common neighborhood, ideally located near the ferry, beach, and Community Center. Enjoy easy access to beaches, miles of walking trails, and the surrounding conservation land that makes Chappy so special. A wonderful opportunity to create your own island retreat. Per the Board of Health, the lot may support a three-bedroom home with an enhanced system and proper approvals. Also included in the sale is the owner's share of the Calebs Beach Corporation, giving you access to the sandy beach on the outer harbor.

Perfectly situated in the heart of downtown Edgartown, this recently renovated first-floor 1-bedroom, 1-bathroom retreat offers effortless access to the village’s acclaimed shops, galleries, restaurants, Fuller Street Beach, and Edgartown Harbor. The bright, open-concept living space seamlessly connects the kitchen, dining, and living areas, creating an inviting setting for relaxing or entertaining. The updated kitchen features stainless steel appliances, granite countertops, and a stylish tile backsplash. Recent upgrades throughout include new windows, newly installed flooring, renovated bathroom, and interior painting. Located within the Edgartown Commons, owners enjoy access to a large swimming pool, on-site property management, housekeeping, and maintenance services. Participation in the rental program provides a truly carefree ownership experience, while owners retain the flexibility to opt out and use the property as they choose. Come experience all that Edgartown has to offer.

Two-bedroom, one bath, renovated cottage in Ocean Heights, Edgartown, offering a classic island “camp” charm with a thoroughly modern interior. Over three phases of work (2001, 2021, 2025), the owners have rebuilt key exterior elements, upgraded major systems, and fully refreshed the living space to create a cozy move-in-ready home. The central living area features a cathedral ceiling and large bay window with light-filled views toward Sengenkontacket Pond, with fresh, bright finishes and new Protech laminate flooring throughout. The kitchen has white porcelain tile flooring, butcher block counters, open shelving, subway tile walls, and updated appliances; the bathroom includes a new shower, toilet, and porcelain tile flooring. Additional highlights include two AC mini-splits, a Rennai propane heater, each recently serviced. The partial basement holds the washer/dryer & hot water tank. An outdoor shower, and front deck compliment the living experience. The property is currently on a well and private septic, with town water available at the property line and an anticipated future sewer expansion for the neighborhood. This all in a well canopied setting just minutes to Main Street Edgartown, walking trails, and water access. Currently tenant occupied on a month to month lease.

Edgartown opportunity! Bring your vision to this two-bedroom, one-bath ranch situated close to the heart of downtown Edgartown. This property presents a rare chance to create value in a highly sought-after location. Just minutes to downtown, with off-street parking for three vehicles, the home features functional single-level living, including a living area, kitchen, two bedrooms, and a study/office. A full unfinished basement provides additional space for storage or future use. The property requires renovation; however, it offers an entry point into the Edgartown market sought after by investors, builders, and end users alike. Being offered as-is, this estate sale property is ready for its next chapter. Town sewer is available in the street, and the Seller will provide a $20,000 credit to the Buyer at closing toward the sewer connection. Once connected, the property may offer the potential for expansion to a four-bedroom home, subject to R5 zoning setbacks, Board of Health requirements, and all necessary town approvals and permitting. Please note that estate procedures regarding offers will apply.

Per Board of Health approval, this 1.0-acre parcel is approved for the construction of a six-bedroom dwelling. Seller is offering a $40,000 credit at closing to assist the buyer with costs associated with the design, permitting, and installation of the septic system. The property is located in a centrally situated neighborhood and abuts conservation land, providing a private setting. Conveniently located near town amenities, beaches, bike paths, a public fitness facility, veterinary services, shopping, the airport, restaurants, and other island services. Buyer is responsible for conducting all due diligence regarding intended use, permitting requirements, and development of the property.

An exciting rare find off the Edgartown / Tisbury road directly across from the bike path. The first floor open plan includes a fire place, family room and kitchen with a walk out to the wrap around porch. Two pleasant bedrooms and a full bath are on the first floor. The upper level loft opens to the living room visually expanding the living space. The house has the benefit of a full basement accessible via bulk head. The property is centrally located and provides easy access to Edgartown Village, State Beach and The Boulevard for public boating

OPPORTUNITY ABOUNDS: This conforming parcel offers a great opportunity to build with close proximity to Edgartown Village! This adjoining lot offers ability to connect to Town Water and Sewer (see notes below) creating the perfect setting for your custom dream home or next investment. Located just moments from shops, restaurants, parks, and everyday conveniences, this is a chance to enjoy all the benefits of in-town living while building new in a highly desirable neighborhood. NOTE: Being sold as-is; estate rules apply. Sale is subject to probate approval and court confirmation.

Welcome to easy Edgartown living in this charming 3-bedroom, 2-bath ranch offering comfort, convenience, and classic Vineyard appeal. Designed for effortless single-level living, the home features a spacious living room, an open kitchen and dining area, and a thoughtful layout ideal for both everyday life and entertaining. The private primary suite includes its own bath, while two additional bedrooms share a full bathroom. A full basement provides excellent storage and flexibility. Step outside to enjoy the deck, fenced yard, and quintessential outdoor shower — perfect after a day at the beach. With the bus stop conveniently located at the end of the street, getting around the island is simple and stress-free. Just minutes from downtown Edgartown and some of the island’s most loved beaches, this property is perfectly suited as a primary residence, seasonal escape, or strong investment opportunity. Can be left partially furnished.

This split-level home in the highly desirable Dodger’s Hole neighborhood offers a central location with easy access to VTA bus routes, the bike path, all down-island towns and both South Beach and State Beach. The main level features a bright and open living room, dining area, and kitchen designed for comfortable island living. A hallway leads to the primary bedroom with private bath, along with two additional bedrooms that share a full bath. The lower level includes a spacious family room plus additional unfinished space with potential for expanded living quarters, guest accommodations, or a recreation area. Set on a private half-acre lot, the property offers both privacy and ample outdoor space to relax after a day at the beach. Its convenient location and versatile layout make it appealing for both seasonal and year-round living. Property is being sold as is. Estate rules apply. Sale is subject to probate approval and court confirmation. Please see comments below.

Set on a generous .72-acre parcel just two miles from Edgartown Village and near the bike path, this thoughtfully renovated cottage offers comfortable living today with expansion potential. The property is move-in ready and provides easy access to beaches, boating, dining, and nearby conservation trails. The bright interior features an open floor plan with a spacious kitchen that flows into the dining area, creating an ideal space for everyday living and entertaining. A comfortable living room features a wood-burning fireplace, while two well-positioned bedrooms offer privacy and flexibility. Outside, a large patio, outdoor shower, and expansive lawn provide plenty of space to enjoy the outdoors. A detached outbuilding offers valuable bonus space, while multiple sheds provide convenient storage. With a 5-bedroom septic system already installed and town water nearby, the property offers a clear path for future expansion. Whether enjoyed as it is today or enhanced over time, this property presents a compelling opportunity to own a well-maintained home with room to grow in Edgartown. Sale is contingent on seller finding another home.

CONTEMPORARY ISLAND RETREAT. As a smart opportunity for Vineyard buyers seeking a low-maintenance Island home close to Edgartown Village, this contemporary home offers easy access to shopping, services, and the bicycle path connecting the three down-Island towns. Whether used as a year-round residence, seasonal getaway or potential vacation rental, the setting and layout make it easy to enjoy the best of Island living. The home offers a comfortable open-concept living and dining area, an efficient kitchen, and a welcoming living room with a wood-burning fireplace. Outdoor living is a highlight, with multiple spaces to relax and gather, including a south-facing front deck for dining or lounging, a newer rear deck for grilling and outdoor meals, and a second-floor balcony that is ideal for morning coffee. The natural, low-maintenance landscaping means less upkeep and more time to enjoy the Vineyard. A detached Party/Game Shed with French doors opens to the backyard and firepit area, adding flexible bonus space for entertaining, working remotely, or creating a fun hangout after a day at the beach or in-town!

Build your dream home in Katama just 2 miles to the parking area at South Beach, and the same distance to the heart of vibrant Edgartown village. This wooded parcel of vacant land is almost an acre in size and will support SEVEN bedrooms once tied into town sewer. Swimming pool and Accessory Dwelling Unit are allowed "by right" (certain restrictions apply to ADUs; an unrestricted 900 sq ft guesthouse can be built "by right" after 5 years). The property is shown as Lot 2 in a "Plan of Land in Edgartown Mass" dated November 5, 2013 and revised May 22, 2023 (See "Documents" section).

Experience refined coastal living in this impeccably renovated 2022 modern condominium nestled within the tranquil enclave of Meetinghouse Village. This sophisticated end-unit residence lives with the ease of new construction, offering bright, sun-washed interiors and an elevated design sensibility throughout. Every detail has been meticulously upgraded — from the all-new appliances, lighting, and systems to the custom window treatments, energy-efficient tinting, and enhanced insulation that ensure quiet comfort year-round. The beautifully reimagined bathrooms and fully finished lower level add versatility and style, while three seamlessly integrated 50" smart TVs bring a touch of modern luxury to everyday living. Outdoors, a newly crafted bluestone terrace with curated landscape lighting provides a serene private retreat, framed by the natural privacy of an additional side yard that borders the woods — a rare advantage for a condominium. Residents of Meetinghouse Village enjoy a peaceful setting moments from downtown Edgartown’s fine dining, boutiques, and beaches, as well as access to a community pool and ample guest parking. Elegant, effortless, and move-in ready, this residence is perfectly suited for those seeking a polished year-round home or a sophisticated seasonal escape. 24 hour notice for showings.

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.

Turnkey Katama Retreat – Welcome to this beautifully appointed, fully furnished home, offering the perfect blend of relaxed coastal living and effortless ownership. With a strong rental history and thoughtful upgrades throughout, this property is an exceptional opportunity as a year-round residence, vacation escape, or income-producing investment. At the heart of the outdoor experience is a 19-foot heated swim spa with current and attached Jacuzzi, set into a stunning wood deck. The surrounding outdoor spaces are equally inviting, featuring an outdoor shower, a bluestone fire pit patio, dining area, multiple decks, and wooded privacy that creates a peaceful atmosphere. Inside, the kitchen and dining area with cathedral ceilings provide an airy and welcoming gathering space with an abundance of natural light. Stainless steel appliances, granite countertops, and modern finishes complement refreshed interiors and new maple floors upstairs. Recent improvements include a new roof, renovated bath, updated landscaping, and numerous interior enhancements—ensuring true turnkey convenience. The thoughtfully designed layout includes a primary bedroom with a private balcony and two first-floor bedrooms with a shared full bath for convenient accessibility. Town sewer connection allows for expansion up to six bedrooms, offering added long-term value. Ideally located, a short distance to South Beach, Edgartown Village and Morning Glory Farm, this property captures the very best of Katama living. Move-in ready and ready to enjoy from day one—this is a rare opportunity to own a truly turnkey home in one of Martha’s Vineyard’s most sought-after locations.

Located in the heart of Katama between South beach and Edgartown Village. Biking or walking distance along the the shared use path to beach or town. With 2 first floor bedrooms along with a full bath for one floor living. Second floor has 2 more bedrooms, bath along with a loft area for extra bed space. The full basement could be finished off for additional living areas. Plenty of room to grow on this property if garage, pool or more square footage is wanted, this lot offers the space.

Perched on an elevated half-acre lot, watch horses graze at Sweetened Water Farm from the front porch. This 3-bedroom, 3-bath Edgartown home is situated in a coveted location — less than a mile to Main Street. Easy access to the bike path, close to Morning Glory Farm, Great Pond, and South Beach. Renovate, expand, or reimagine. A connection to town sewer would unlock the potential for SIX BEDROOMS, a rare and valuable advantage in Edgartown. Whether a year-round residence or a summer retreat, this is your chance to create something truly special on Martha's Vineyard.

Enjoying a private setting at the end of a quiet Edgartown cul-de-sac, this post-and-beam home is set on .71 acres with easy access to more than 25 acres of Land Bank conservation land. Conveniently located near Morning Glory Farm, the bike path, downtown Edgartown, and South Beach, the property offers both privacy and accessibility. Filled with natural light, the home features a well-designed floor plan with a spacious kitchen, large center island, walk-in pantry, and garden access. The dining area, with an enamel pellet stove, opens to the expansive deck, while the sunken living room offers cathedral ceilings, a floor-to-ceiling brick fireplace, and views of the surrounding landscape. A first-floor bedroom and full bath provide flexibility for guests. Upstairs are a primary suite with den or office space and half bath, plus two additional bedrooms and a full bath. Outside, enjoy established gardens, a spacious deck, and an outdoor shower. The basement provides storage and overflow space. Town sewer allows expansion up to seven bedrooms, adding significant future potential in this desirable Edgartown location.

A true Chappaquiddick escape — where the outdoors is as much a part of the home as anything inside. Tucked within three acres of park-like grounds, meadows and woodland, this rustic yet comfortable compound of two log houses is built for friends and family who love the land, the water, and everything in between. Gather around the custom firepit under a canopy of stars, soak in the sauna and cold plunge after a day on the water, or simply unwind on the porch as the island quiets down around you. The three-bedroom main house offers warm, open living spaces, while the two-bedroom guest house — with its covered porch, back deck, and outdoor shower — keeps guests close but comfortably their own. Recent renovations include extensive landscaping, new features, exterior paint, select Vineyard Decorators furniture, plus stainless steel appliances. Move-in ready and offered turnkey with few exclusions for immediate enjoyment. Everything here is geared toward living well outdoors. An oversized garage with furnished loft space provides room for the gear and the gang. Chappy's beaches, hiking trails, Slip Away Farm, and the Community Center are all just minutes away — but with a place this special, you may never want to leave. Offered turnkey with no rentals in place - ready for summer fun!

Close to South Beach! Close to Katama Airpark and nestled in the heart of Katama, 60 Crocker Drive offers a discerning buyer a unique opportunity to renovate a house and guest house. Bring your creativity. With 2 pre-existing structures and a total of 3 bedrooms, you can renovate the existing structures or start from scratch to make it your own. The main house is a reverse-style home with a garage underneath. The guest house is an A-frame home. Conveniently located just off the bike path, and only a mile to the desirable South Beach, the location doesn’t get much better than this. Property is being sold “as is”. Buyer is responsible for the research on how to make this pre-existing, non-conforming property conform to today’s building and zoning requirements.

Imagine owning your own beach house on Martha’s Vineyard, ready for summer fun. Perched atop a rise that captures sweeping views over the property, floods interiors with natural light, and opens to a spectacular night sky, this furnished move-in-ready home delivers the Vineyard lifestyle you've been imagining — with room for everyone. Over 2,600 square feet (not including the walk-out basement) unfold across four levels, beginning with a dramatic 30-foot vaulted foyer bathed in sunlight. The fully renovated chef's kitchen features Sub-Zero paneled refrigerator, luxury stainless steel appliances, and stone counters, opening onto a favorite gathering place in the heart of the home - a custom banquette with built-in window seats that easily seats 10. A formal dining room, oak floors, a wood-burning stone fireplace once featured in Architectural Digest, and a view-facing living room with balcony set the tone for effortless entertaining. The primary suite features a walk-in closet and en-suite bath, complete with a sunken tub and double vanity. Two additional bedrooms share a full bath. A sculptural spiral staircase rises to a loft lounge with glass doors to a private balcony — perfect for stargazing or savoring the serene setting — plus two bonus rooms for overflow guests. The walk-out lower level(an additional 900 s/f not included in the s/f), with custom stained concrete floors and new Andersen French doors, adapts easily as a lounge, home office, or gym. Overall, the home is well-maintained, lightly used, with regular renovations and upgrades, including a HydroViv water filter system. The expansion potential is exceptional: a sewer connection option allows growth to seven bedrooms, with room for a guest house, pool, and pool house. Seller is offering $25,000 at closing for the sewer tie-in. There is flex space within the existing floor plan ready for additional bedrooms. Minutes to Vineyard Golf Club, Morning Glory Farm, South Beach, Edgartown Village, and scenic bike paths.

Fresh, stylish, and fun best describe this inviting four-bedroom Edgartown home with a newly completed pool! Thoughtfully renovated from top to bottom, the interior offers warm, functional living spaces where every detail has been carefully considered. The same level of attention carries outdoors to a true backyard oasis, complete with a heated saltwater pool, multiple patios, a pergola, and an expansive lawn perfect for entertaining or relaxing. Connected to town sewer, the property is approved for up to seven bedrooms—offering exceptional flexibility for future expansion and added value. The location affords both privacy and convenience, with all downtown amenities and South Beach within easy reach. Whether for personal enjoyment or as an investment opportunity, this turn-key property checks all the boxes.

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.

Chappaquiddick: Beautiful 5-acre parcel offering private frontage on Katama Bay. The generous-sized lot affords plenty of development flexibility, with the ability to capture the view from nearly any location. Located on Maqua Way, a quiet subdivision just off the paved road, the property is conveniently situated near all the Chappy favorites: beaches, trails, a community center, and Slip Away Farm. Much of the preliminary engineering work has already been completed to help ensure ease of building.

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.

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.

Discover the perfect blend of privacy, convenience, and effortless coastal living with this inviting home in Edgartown Estates. Recently renovated and expanded, this spacious Cape-style home offers a stylish turnkey retreat with relaxed indoor and outdoor living. The interior features oak floors throughout, with recently renovated kitchen and bathrooms. There are four spacious bedrooms spread across the first and second floors, all with generous proportions. The most recent additions to the home are a beautiful mudroom with laundry, an expansive farmers porch on the front of the home, and a pergola providing shade over the back deck and overlooking the yard—all were done in 2022. All new roofing was done at the same time, and the HVAC system is also new within the past 5 years. There is room for a swimming pool on the property if desired. Ideally positioned between downtown Edgartown and Katama, this home offers ready access to everything the island has to offer—from the shops, restaurants, and harbor of Main Street to South Beach, Edgartown Great Pond, Morning Glory Farm, and miles of scenic bike paths. Offered fully furnished, this property is an outstanding option as a year-round residence, or seasonal gathering place.

Coastal Luxury Meets Versatility in Edgartown Welcome to a rare opportunity to own a brand-new, GORGEOUS, custom-built home in Edgartown, set on a sprawling one-acre plot with a stunning detached 900 sq ft accessory dwelling. The main residence opens to an inviting two-story foyer, leading to an expansive, sun-drenched living room featuring a wall of glass sliders that erase the boundary between indoor and outdoor living. The gourmet kitchen is a chef’s dream, boasting premium Bosch appliances, a large quartz-topped island with casual seating for four, and a sleek, hidden microwave drawer, all perfectly arranged for entertaining.  The first floor hosts a serene primary suite with a luxurious private bath. Upstairs, you’ll find a cozy second living room and two spacious guest suites, each with private baths. The property includes a 900 sq ft detached accessory dwelling, complete with full kitchen, bath, and bedroom. With one acre of land, this property is poised for a future pool or private oasis. Ready for your 2026 occupancy!  Note: This property is subject to M.G.L. Chapter 40A Section 6 of the Affordable Homes Act: Single-family residence not to exceed 1,850 sq ft of heated living area, min. 3 bedrooms, no short-term rentals.

Located off Meetinghouse Way, this 3-acre parcel offers something truly special: room to breathe. Open pasture rolls across the heart of the property, while bordering woodland creates a setting that feels private yet open and airy. The location is less than 2.5 miles from Main Street and South Beach, offering convenient access to both town amenities and the sand and surf of the south shore. Neighboring Wilson’s Landing provides water access to the Edgartown Great Pond for kayaking, paddleboarding, and other activities. With 8 bedrooms possible and the potential to build a guest house, the development options here are many. Whether you envision a family compound, a retreat with room for extended family and friends, or a legacy property designed to be enjoyed for generations, this land provides the canvas. This is one of two parcels for sale.

Tucked off Meetinghouse Way, this 3-acre parcel offers an opportunity to create something lasting on the Vineyard. Open pasture sweeps across the property's core, framed by bordering woodland that lends a sense of privacy without sacrificing the light and openness that makes the setting so appealing. Just under 2.5 miles from the Village and South Beach, the location balances seclusion with easy access to town and the beach. Neighboring Wilson's Landing opens the door to the Edgartown Great Pond, where kayaking, paddleboarding, and quiet days on the water await. With 8 bedrooms possible and the option to add a guest house, the potential here is considerable. This is one of two parcels for sale.

SPECTACULAR LOCATION! Build Your Katama Dream. Set in one of Martha’s Vineyard’s most sought-after locations, this newly created 1.5-acre parcel offers a rare opportunity to build your custom island retreat in the heart of Katama. Perfectly sited near the pristine shores of South Beach, the level and conforming R60 lot provides endless potential for a main residence and an outdoor oasis designed to your vision. Enjoy the peace and privacy of this exceptional setting while remaining just minutes from downtown Edgartown’s world-class dining, boutiques, and harbor front charm. Listing agent must be present for all showings as this is private property.

Nestled on a private 1.7-acre parcel in the peaceful Bold Meadow neighborhood, this classic expanded Cape offers a perfect blend of comfort, space, and Vineyard charm. Surrounded by mature woodlands, association land, and State Forest, the property provides a serene retreat just moments from all that Edgartown has to offer. The main level is thoughtfully designed for both relaxation and entertaining, featuring a formal living room with a wood-burning fireplace and a separate TV/family room. The well-appointed kitchen includes stainless steel appliances, quartz countertops, and a breakfast bar for casual dining. An eat-in area opens through sliding glass doors to a spacious mahogany deck, complete with outdoor seating and beautifully landscaped gardens. The first-floor primary suite features vaulted, beamed ceilings and offers a private retreat with an en-suite bath. An additional bedroom/office and a fully renovated hall bath are also located on this level. Upstairs, two guest bedrooms share a full bath, while a loft above the two-car garage provides flexible bonus space, currently used as an artist’s studio. The home is served by a four-bedroom septic system, with the potential to expand to six bedrooms subject to Board of Health approval and installation of an enhanced system. With easy access to nearby bike paths, pristine beaches, and the shops and restaurants of downtown Edgartown, this property offers an exceptional combination of location, privacy, and lifestyle.

Tucked in the heart of Katama, this classic beach house captures the essence of coastal living with the sound of the Atlantic just beyond. Designed with a reverse-style floor plan to maximize light, the home offers a seamless blend of comfort and classic Vineyard charm. The main living level is bright and airy, featuring a sun-filled kitchen that opens to a welcoming sitting area. Sliders lead to a spacious mahogany deck—ideal for outdoor dining and relaxing after a day at the beach. This level also includes an additional family room, a generously sized bedroom with access to a private terrace and a full bath. Upstairs, the entire third floor is dedicated to the primary suite, a peaceful retreat with vaulted, beamed ceilings and walls of glass that flood the space with natural light. The en suite bath features a sleek glass shower, completing the quiet atmosphere. On the first floor, you’ll find a third bedroom, a large bath with laundry, and an additional living area with direct access to a covered porch. Set on a generous 0.7-acre lot, the property includes the must-have outdoor shower. The property also boasts a strong rental history and is an island favorite, making it appealing as both an investment and as a personal getaway.

Located on a quiet street just moments from Edgartown Village, this versatile compound offers a rare combination of privacy, flexibility, and proximity to some of the Island’s most treasured outdoor amenities. Set on over a half-acre, the property features a main residence and a detached guest house, thoughtfully positioned with separate driveways and a natural buffer of mature trees. The main house offers a comfortable and inviting interior, highlighted by a bay window and a spacious open kitchen and dining area with granite countertops, custom cabinetry, and direct access to the deck. A sunken living room offers separation while maintaining an open flow. The main level includes a primary bedroom and an additional bedroom, while the second floor offers a third bedroom, a full bathroom, and flexible living space. The finished lower level offers approximately 790 sq ft of additional finished space, including a recreation area, den, and full bathroom, along with approximately 525 sq ft of unfinished storage. Outdoor living is equally inviting, with a deck off the kitchen leading to the heated pool and patio. The space includes a pool house with half bath, an outdoor shower, and ample room for dining and lounging, surrounded by hydrangeas. There is ample yard space behind both the main house and guest house, ideal for games, outdoor entertaining, or simply enjoying the privacy and natural setting. The guest house, built in 2011, is thoughtfully separated from the main house by its own private driveway and mature landscape screening. It features a spacious living area, a main-level bedroom, and additional finished space upstairs, along with full bathrooms on both levels. There is also a half bath with laundry, a one-car garage, and a full basement. At the end of 21st Street you’ll find direct access to over 150 acres within the Caroline Tuthill Preserve, as well as the Boulevard landing on Sengekontacket Pond — perfect for kayaking, paddle boarding, or boating. Edgartown Village is approximately 1.5 miles away. A unique opportunity with an established rental history — details upon request. Furniture available for separate purchase.

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!

Set on 2.2 private acres in Edgartown, this exceptional five-bedroom home with a heated saltwater pool offers the ideal blend of privacy, comfort, and convenience. Perfectly located just moments from Morning Glory Farm, South Beach, the bike path, and downtown Edgartown Village, the property provides easy access to some of the island’s most sought-after destinations while maintaining a peaceful, secluded setting. The home features three finished levels thoughtfully designed for relaxed coastal living, with generous gathering spaces and seamless indoor-outdoor flow throughout. At the center of the home is a spacious kitchen and dining area that opens onto expansive sun-filled decking overlooking the beautifully landscaped backyard and 16’ x 32’ heated saltwater pool. Multiple living spaces offer flexibility for entertaining and hosting guests of all ages, including a cozy den with a wood-burning fireplace and a spacious lower-level playroom with direct exterior access. The finished lower level also includes an additional bedroom with a full en-suite bath, creating ideal guest or overflow accommodations. The existing six-bedroom septic allows for future expansion possibilities, including potential guest house opportunities, subject to approvals. For owners interested in seasonal income, the property has an established and proven strong rental history. With an established rental history, exceptional outdoor living, and a premier Edgartown location, this property presents an opportunity to enjoy the very best of Vineyard living. Easy to show.

3 Acre Katama Building Lot with Existing Guest House. This parcel is ready to be developed into a true Edgartown Compound. The last of three private, forested lots to be offered in this part of the Browns Farm Lane subdivision, two of which have already been sold and developed into breathtaking, substantial residences. Located one mile from Edgartown Great Pond and 2 miles from both South Beach and Edgartown Village. Featuring a custom guesthouse built in 2018, with solid rental history and is outfitted with modern amenities. With a 6-bedroom septic system in place, there’s ample opportunity to build a main house or additional structures, pending necessary town approvals. Expansion to 8 bedrooms possible with septic upgrade. This unique opportunity allows the developer to enjoy Edgartown now while envisioning the full potential.

3 Acre Katama Building Lot with Existing Guest House. This parcel is ready to be developed into a true Edgartown Compound. The last of three private, forested lots to be offered in this part of the Browns Farm Lane subdivision, two of which have already been sold and developed into breathtaking, substantial residences. Located one mile from Edgartown Great Pond and 2 miles from both South Beach and Edgartown Village. Featuring a custom guesthouse built in 2018, with solid rental history and is outfitted with modern amenities. With a 6-bedroom septic system in place, there’s ample opportunity to build a main house or additional structures, pending necessary town approvals. Expansion to 8 bedrooms possible with septic upgrade. This unique opportunity allows the developer to enjoy Edgartown now while envisioning the full potential.

This charming and historic home is ideally situated at the head of Atwood Circle, a private neighborhood just off Dunham Road, and only a short stroll to town. Recently renovated, the residence blends classic character with modern comfort. The main level features a spacious living room, a cozy den with fireplace, a dining area, and an updated kitchen—perfect for both everyday living and entertaining. The home offers a total of four bedrooms and three and a half baths. Upstairs, one of the bedrooms opens onto a large deck with a lovely glimpse of Edgartown Harbor, providing a serene outdoor retreat. Additional highlights include a two-car garage located at the rear of the property, along with beautifully landscaped front lawn and gardens, all tucked behind mature privacy hedging.

Bucolic Sweetened Water Farm has the agrarian feel of up island yet it's close to the heart and vibe of Edgartown. 24 Beetle Swamp Rd is a custom built home, a Vineyard gem constructed by local craftsmen over time with pastoral views. The current main house has 3 bedrooms and two bathrooms, however the lot can support up to 6 bedrooms according to the Edgartown board of health and building department. From the African mahogany millwork in the library, the massive fieldstone fireplaces and Jotul wood stove with its Tuck and Holland copper panel, this home has stories to tell. Built with equal quality, the barn / garage has a custom wood fired sauna and two room office on the second floor.

A truly rare offering on Oyster Pond Rd. This property offer rights to boating and swimming in the pond plus a rare easement to access “The Barrier Beach", on the south shore. Access to the south beach is by boating down Oyster Pond.This beach access is a spectacular addition to this property. The land is 4.4 acres, very quiet and bordered by exceptional homes. Privacy abounds. This contemporary 1980’s home is in excellent condition. It offers four bedrooms and three bathrooms. Though never rented, it could would serve as an excellent summer rental investment. This property is being sold “turn key” with everything included.

This is an excellent opportunity to own a beautiful crafted custom home set on over half an acre in a peaceful neighborhood just minutes from downtown Edgartown. The property offers striking curb appeal with stone walls, granite steps, professional landscaping, and ample parking, and it borders protected association land that will remain undeveloped. Inside, the home features three spacious bedroom suites, each with it's own private bath. The main living area offers an open-concept layout with a fireplace, multiple gathering spaces, a custom kitchen, and both casual and formal dining options. The kitchen is designed for both style and function, with a large Carrera marble island, soapstone counter-tops, stainless steel appliances, and a breakfast area. French doors open to a mahogany deck with a pergola and a separate bluestone patio, creating inviting outdoor living spaces over looking the back yard. The first floor also includes a guest powder room, laundry area, and a bright primary suite with coffered ceilings, hardwood floors, and a beautifully tiled private bath. Upstairs are two additional en-suite bedrooms, a loft with custom detailing, a separate office, a shared guest bath, and a second laundry area. Additional highlights include hardwood floors throughout, central heating and air conditioning, a large basement with interior and exterior access, egress windows, and outside shower, and an irrigation system. The basement offers potential for future finishing with the option to add a fifth bathroom. There is also room for expansion by adding a garage. There is room for a 16 x 32 pool.

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.

NEWLY LISTED l PRIME 1.14 ACRE PROPERTY IN EDGARTOWN This conforming R-20 lot offers an exceptional canvas for your estate planning vision. Positioned on an elevated parcel amid a neighborhood of distinguished new homes, the original three-bedroom, two-bath residence provides a foundation from which to create a truly signature property. Ideally situated just minutes from Edgartown Village, with Katama and South Beach only a short distance away, the location blends convenience with coastal appeal. Dual access from Pease’s Point Road and Mill Hill enhances the property’s versatility. Please note that the listing agent or a representative must be present for all showings.

Sweetened Water Farm ~ Just off the main road, past an idyllic horse barn and conserved association land, you’ll find this eight-bedroom residence that sits prominently on 2.4 acres. The sprawling main house, an expanded classic Cape featuring separate living areas, both inside and out, and six bedrooms, including two first-floor en-suites, overlooks the rolling pastures with grazing horses. Private guest quarters above the detached oversized garage offer additional comfortable accommodations. Sweetened Water Farm combines the tranquility of an up-island location with the convenience of being just moments from the boutiques, restaurants, and harbor of downtown Edgartown. A home for all generations in a setting like no other.

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.

NEWLY BUILT 4-BEDROOM HOME WITH POOL – 10-Minute WALK TO TOWN, Enjoy modern living in this beautifully furnished, recently built 4-bedroom home featuring a heated saltwater pool and a stylish 20' x 30' entertainment barn—all just a short walk to downtown Edgartown.The home offers two floors of bright, elegant living space with 3.5 beautifully designed bathrooms, an open kitchen and family room, a dining area overlooking the pool, and two laundry areas for added convenience. The sleeping arrangements include an upstairs primary suite with a king bed and an ensuite bathroom with both a tub and a shower. Also upstairs are a front bedroom with two twin beds and a middle bedroom with full-size bunk beds and a trundle. The first-floor guest suite provides added privacy with a queen bed and an ensuite bathroom. The home includes two ensuite bathrooms, a shared upstairs bathroom between the secondary bedrooms, and a convenient main-floor powder room. The open family room, complete with a fireplace, 57" TV, and SONOS sound system, flows seamlessly into the fully equipped kitchen, which features a large island and pantry. The dining area seats eight to ten guests and offers a lovely view of the pool. Outside, a private backyard oasis awaits with a heated saltwater pool, outdoor shower, BBQ area, and a spacious entertainment barn outfitted with a ping pong table, cornhole, and relaxing hanging chairs. Offered fully furnished, excluding artwork, and boasting a strong rental history, this home invites you to experience the best of Edgartown living. Showings can only take place on Saturdays at 2:00 p.m.

Nothing was left untouched with this total renovation, and the downtown location of this home is superb. The Vineyard decorators team turned this home around with all new windows, new flooring, 4 full new timeless tiled bathrooms, all Viking appliances, beverage fridge, 6 burner stove, Miele coffee maker, warming drawer for your parties you will be having in this gourmet kitchen. With Sonos sound system throughout the house and yard music will be everywhere. Installed whole house generator with 1,000 gal. propane tank so the fun will not stop. Donaroma's team took over the landscaping transforming the grounds and adding a 6+ person gas fire pit which is a big hit. All gutters go to a new dry well. The 4th bedroom with en suite bath has it's own separate entrance over the 2 car garage as well as access through the main house. Bring your electric car as charger is installed.

Welcome to this NEWLY CONSTRUCTED gorgeous gambrel home with a POOL that is close to SOUTH BEACH and EDGARTOWN VILLAGE! This home sits upon a flat, beautiful parcel of land with mature trees. The facade of the home presents an inviting covered porch with free standing columns, a granite entry step, mahogany decking and shiplapped ceiling. Attention to architectural detail presents at moment one. The welcoming expansive entry foyer presents your eye with an oversized lounge area to the right and a spectacular great room ahead. The great room offers a soaring cathedral ceiling and a rear wall of two story windows with a gas fireplace that is wrapped with a shiplap surround, very stunning! The great room opens to the dining room which features a wall of sliding glass doors overlooking the outdoor entertaining and pool area. The dining room flows into the large gourmet kitchen which features a kitchen island that can seat four. From the dining and kitchen area there is easy access to the smartly designed mudroom which offers a half bath, large pantry, and laundry area. Off the mudroom area is a large outdoor shower with quick access to the heated saltwater pool. The plot offers five bedrooms, four of which are being built. The first floor hosts the primary bedroom with a luxurious bathroom featuring a soaking tub, oversized tile and glass shower, a two sink vanity and a private toilet area. Three custom built closets are found in this primary bedroom en-suite offering plenty of storage, a closet for linens, a closet for accessories and an oversized walk-in closet. The second floor offers three guest rooms and two large luxurious bathrooms, one with a soaking tub, both with glamorous showers. 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 14 x 30 ft. salt water heated pool that is surrounded by bluestone and professional landscaping. From the dining area, the mudroom and first floor primary bedroom you can access the rear yard onto a custom built deck, all overlooking the private pool area. A very wise and welcoming design!

New Construction in Edgartown with a heated saltwater 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.

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!

This Greek Revival style home blends timeless architecture with a bright, modern open floor plan, all presented in impeccable condition. A welcoming front foyer leads into a beautifully appointed kitchen featuring high-end appliances, a large center island, and seamless flow into the dining and living areas. The living room is anchored by a fireplace and filled with natural light throughout. French doors open to a covered porch with a striking stone fireplace, overlooking a meticulously landscaped backyard with multiple patios—perfect for outdoor entertaining. Upstairs, the second floor offers a spacious primary suite complete with a private sundeck, along with two additional ensuite bedrooms and laundry room. The finished lower level adds exceptional versatility, featuring two additional bedrooms, comfortable sitting area with TV and a generously sized laundry space. A detached barn at the rear of the property includes a full basement and bathroom, as well as a large deck—ideal for a variety of uses. Additional highlights include two outdoor showers and parking for up to four cars. All of this is set on a quiet street just blocks from the vibrant downtown Historic District.

KATAMA RD WITH EXTRAORDINARY POOL + OUTDOOR AREA. Nestled in the heart of Katama, this stunning four-level home is thoughtfully designed for the ultimate indoor-outdoor living experience. As you step into the dramatic Living Room, you'll be greeted by vaulted ceilings, a sleek tiled linear fireplace, and a full wall of 12-foot glass doors that seamlessly open out to an expansive mahogany deck, complete with comfortable lounging and dining furniture. The open-concept Dining Room and gourmet cook's Kitchen are perfect for both intimate family meals and entertaining guests, also with a full wall of glass doors that provide a seamless transition between indoor and outdoor living. An open staircase with cable railing leads to the luxurious Owner's Suite, featuring an outdoor balcony, two walk-in closets, and a spa-like bath complete with vanity, soaking tub, and a walk-in glass shower. Descending to the lower level, you'll find a spacious TV/Family Room that opens directly out to the outdoor pool area. Additionally, two bedrooms, a full bath, and convenient laundry facilities complete this level. The outdoor living spaces are truly extraordinary, boasting a captivating gunite pool with a built-in whirlpool spa and a mesmerizing waterfall with a striking fire feature. An outdoor cabana with bar seating, two beverage refrigerators, and a 76" water-resistant TV wall offers the perfect setting for outdoor entertainment. To top it off, a sunken conversation area with a fire-pit provides the ideal spot for gathering and relaxation. This idyllic beach house has been meticulously maintained,,it is being offered with all furnishings and contents* for a TURNKEY move-in or rental-ready property for Summer 2026!

Newly renovated commercial and residential building in Edgartown. Located on N. Summer St., less than a block off Main Street, this handsome building is finishing a complete renovation. The building includes 2 commercial spaces and 2 apartments each with their separate entrances, parking spaces in the rear, and storage spaces in the basement. No detail has been missed from the new appliances, tiles, and HVAC to the copper lanterns outside and the redesigned first floor deck. This is truly a unique property with endless possibilities. There are some leases in place, those can be available upon request.

Introducing 3 Somerset Lane, one of 4 newly built residences in an exclusive new enclave in the heart of Katama. This beautifully crafted new construction home, built by respected Island builder Adam Moran Construction, showcases nearly 4,000 square feet of thoughtfully designed living space, executed with the highest level of detail, craftsmanship, and timeless Vineyard style. The residence features 4 bedrooms and 5.5 baths, with elevated interiors designed for both comfort and sophisticated entertaining. Light-filled living spaces flow seamlessly throughout the home, complemented by high-end finishes and architectural details that reflect the quality and reputation of both the builder and the developer. Outdoor living will be equally inviting with a heated 16x32 Gunite pool and open-air cabana currently underway with a target completion date of July 1st to enjoy this summer! The property also offers a spacious unfinished basement, providing the opportunity to create additional living spaces such as a recreation room, home theater, fitness studio, etc. An attached two-car garage adds convenience and functionality, completing this exceptional offering. Ideally situated between Edgartown Village and South Beach, Somerset provides easy access to the Field Club, the island’s finest dining, shops, harbor activities, and one of Martha’s Vineyard’s most beloved beaches. A rare opportunity to own new construction in a premier location. *Cover photo has been enhanced to show the property in bloom in the summer season.

COASTAL CHIC LIVING WITH POOL AND POOL HOUSE NEAR KATAMA BAY. Perfectly positioned in the highly coveted Edgartown Bay Road area, just moments from the Town Landing on Katama Bay, this custom-built coastal residence offers the very best of the Vineyard lifestyle—effortless, elegant, and ready for immediate enjoyment. Designed and built as a builder’s own home, every detail reflects exceptional craftsmanship, thoughtful design, and superior materials. From the inviting covered front porch to the expansive rear deck, custom pool, and detached Pool House, the property was created for relaxed indoor-outdoor living and memorable gatherings with family and friends. Inside, the home blends coastal chic style with timeless architectural detail, including shiplap paneling, a custom fieldstone wall with wood-burning fireplace, designer-selected finishes, and a fresh summer-inspired palette throughout. The property is being offered fully furnished with all contents included (valued at $200,000+) and creating a truly turnkey opportunity for immediate use, rental income, or effortless summer living. Begin the day with coffee on the porch before a morning walk or bike ride along one of Edgartown’s most desirable coastal corridors. Launch kayaks or a power boat from the nearby Town Landing, spend the afternoon clamming or fishing on Katama Bay, or head to South Beach for sun, surf, and sand. Later, return home for a grilled dinner on the deck while guests gather by the custom gunite pool, finished with PebbleTec®, or enjoy the beautifully appointed Pool House complete with wet bar, half bath, and outdoor shower. With a rental income history averaging $225,000-$250,000 per year, the property also offers attractive investment potential in one of Edgartown’s most desirable lifestyle locations. Combining refined craftsmanship, resort-style outdoor amenities, access to Katama Bay and South Beach, and exceptional turnkey convenience, this rare offering is designed for the ultimate Martha’s Vineyard experience.

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.

Perfectly positioned along the serene shores of Katama Bay, this property offers a front-row seat to nature’s grandeur. Residents will revel in sweeping, 180-degree vistas where the tranquil waters of the bay meet the dramatic horizon of South Beach and the Atlantic Ocean. As you enter the property from Edgartown Bay Road, the home’s timeless architecture and expansive front lawn make an unforgettable first impression. Inside, the home features a bright and airy open-concept layout that seamlessly blends the living, dining, and kitchen areas, all enhanced by the dramatic “big sky, big water” setting. Spanning three levels, the residence offers 4 bedrooms, 3 full bathrooms, and a spacious family room. Nearly every room captures breathtaking water views, creating a true connection to the surrounding coastal landscape. Step outside to the backyard lawn and follow the wooden boardwalk to your own private sandy beach. Whether launching a kayak or paddleboard for a day exploring Katama Bay, or taking a scenic shortcut to South Beach, this waterfront setting offers the very best of Vineyard living. Completing the property is a generous 2-car garage

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

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

NEW CONSTRUCTION: Experience modern Katama luxury in this thoughtfully designed new construction by Morgan Studio, a husband-and-wife–led boutique design firm. A turn-key offering for elevated indoor-outdoor living, the residence features soaring ceilings, a fluid floor plan with multiple gathering spaces, abundant natural light through oversized windows, and exceptional materials and finishes throughout. Every detail has been carefully considered in this modern interpretation of the Vineyard summer house. The layout centers on a private interior courtyard, envisioned as an edible garden, accessible from multiple points of the lower level. The centerpiece of the living spaces is a cathedral-ceiling great room with a wood-burning fireplace that opens to both the courtyard on one side and a 20’ by 40’ heated gunite swimming pool on the other. The great room also opens naturally into the kitchen, which features a large center island of patagonia tiffany stone, a breakfast nook, and a dedicated butler’s pantry. Bedrooms are strategically situated in separate wings, all with private bathrooms, each one uniquely designed. The primary suite is a true spa-like retreat, complete with a custom circular skylit shower and wall-to-wall travertine. The fully finished basement offers a bright, recreational space with impressive 10’ ceilings. A custom furniture package is available upon request for a truly effortless, fully turn-key purchase. Located on sunny land near Crocker Drive, the property offers convenient access to South Beach, all of Katama, and an easy connection to downtown Edgartown. An exceptional new construction opportunity in the heart of Katama. Please note: Exterior images are shown with seasonal enhancements to reflect how the landscape appears in summer.

Nestled in an enviable Katama setting, this masterfully designed shingle-style farmhouse compound epitomizes the peak of casual Vineyard luxury across a manicured coastal landscape. From the sprawling covered entry porch, the front door opens into an impeccably choreographed layout where a grand entry hall flows seamlessly into an expansive great room, an elegant formal dining space and a dedicated sunroom that bathes the main level in natural light. At the heart of the home is a true culinary haven—a premier chef’s kitchen anchored by a massive center island, supported by a walk-in pantry, and flanked by a quiet, professional study. Offering unparalleled versatility for multi-generational living, the main level also features a completely self-contained guest suite featuring its own private full bath and customized dual walk-in closets. A practical transition through the spacious mudroom reveals access to the attached two-car garage equipped with additional dedicated storage. Ascending to the second level, the sanctuary-like owner’s suite serves as a private retreat, boasting a secluded viewing balcony, an opulent master grand bath, and distinct his-and-hers walk-in closets. This upper story also accommodates two additional family bedrooms with a shared full bath, a central family area, and a large laundry room, all overlooking an airy, double-height stairwell corridor. Bridged elegantly by a spectacular outdoor roof deck is an entirely separate, fully autonomous upper guest wing configured with an independent living space, a private bedroom, a full bath and its own private balcony—perfectly framing views of the resort-style backyard oasis below, which features a premium inground gunite pool, a heated spa and endless outdoor space to entertain and enjoy. Schedule your private tour today!

Extraordinary Privacy in Boldwater, Edgartown. Over 10 acres of pristine acreage abutting extensive conservation land. Dwellings built by master craftsmen with a variety of potential options to combine with your vision of the perfect Vineyard compound for your family and friends to enjoy for generations. Deeded pond and beach access along with association tennis courts and common land are included with this unique opportunity. Located equidistant to Edgartown Village and Martha's Vineyard airport, only 12 minutes in either direction. FYI: First photo shows deeded pond access close-by to access the barrier beach on the south shore.

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!

TIMELESS ARCHITECT-DESIGNED KATAMA RETREAT MADE FOR SUMMER LIVING. At the end of a long private drive, tucked into a quiet 1.5-acre setting near South Beach, this Patrick Ahearn-designed Katama estate feels like a true Vineyard retreat . . . elegant, relaxed, and made for gathering. The home brings Ahearn’s award-winning coastal architecture to life with style, sophistication, and luxury throughout this jewel-box designed property. Vaulted ceilings, custom shiplap paneling, custom millwork, antique rough-hewn beams, Rubio Monocoat floors, plus high-end fixtures, and luxurious finishes create a home that feels both newly built and instantly timeless. The spacious Great Room is anchored by a floor-to-ceiling gas stone fireplace, perfect for cozy nights during the island's shoulder seasons and for holiday gatherings. At the heart of the home is the Gourmet Cook’s Kitchen, designed not just for cooking, but for connection. Open on three sides to the Living Room, Dining Room, and Family Room, it naturally draws everyone together — for morning coffee around the island, long dinners after the beach, or easy summer evenings that move seamlessly from indoors to out. A Butler’s Pantry off the Dining Room adds both function and polish for entertaining. French doors open to the screened porch, offering a quiet, shaded retreat for morning coffee, an afternoon break from the sun, or a breezy lunch between swims. The outdoor living area carries the home’s sense of ease into the evening, with a PebbleTec-finished gunite pool, built-in whirlpool spa, bluestone patio, outdoor shower, and a pergola-covered lounge with a wood-burning fireplace. It is the kind of setting that naturally draws everyone back together after dinner — fireside, relaxed, and lingering under the Vineyard sky. The home offers four en suite bedrooms, including a serene Primary Suite with vaulted ceilings, a walk-in closet, spa-inspired bath, and direct access to the pool area. An attached two-bay garage adds ease, while the full unfinished basement offers exceptional future potential for a Media Room, Game Room, in-house gym, Wine Cellar, or additional lifestyle space. Private, beautifully crafted, and deeply connected to its Katama setting, this is a rare Martha’s Vineyard home designed for true island living: beach days, shared meals, quiet mornings, and effortless summer nights.

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.

YOUR OWN PRIVATE WATERFRONT OASIS: CAPTIVATING ESTATE LIVING. This extraordinary Katama Bay waterfront retreat blends timeless coastal architecture, refined interiors, and the natural beauty of Chappaquiddick in unforgettable fashion. Designed by noted architect Patrick Ahearn, this magnificent residence is privately sited at the end of a winding drive on 16.4 acres, offering more than 7,200 square feet of beautifully appointed living space created for the ultimate luxury: treasured time with family and friends. Inside, the home exudes warmth and sophistication with four wood-burning fireplaces, handsome hardwood and painted floors, custom millwork, built-ins, inviting gathering spaces, and sweeping views of Katama Bay from nearly every room. A rooftop widow’s walk crowns the home, offering breathtaking 360-degree vistas across the bay, dunes, tidal ponds, and surrounding grasslands. One of the home’s most captivating features is the expansive screened and covered porch, extending nearly the full length of the house and overlooking the sparkling waters of Katama Bay. It is an idyllic setting for relaxed summer dinners, quiet afternoons with a book, lively games, or simply taking in the brilliant evening sunsets. With more than 320 feet of Katama Bay frontage, the property invites a true waterfront lifestyle, with exceptional opportunities for sailing, boating, paddleboarding, fishing, and clamming. Beyond the shoreline, Chappaquiddick offers a rare sense of peace and privacy, with miles of unspoiled beaches, nature trails, sand dunes, tidal ponds, and protected habitats to explore. An attached three-bay garage provides ample storage for an island car, watercraft, bicycles, beach gear, fishing equipment, and every essential for life by the water. Offered turnkey, the home includes hand-selected furnishings and accessories by interior designer Jon Hattaway of MJ Berries Design in Boston, whose vibrant colors, curated objects, and artful details bring character and delight to every room. Enjoy the property exactly as it is, or make it your own and create a signature coastal haven. At once elegant, welcoming, and deeply connected to its extraordinary setting, this private Katama Bay retreat is designed for effortless waterfront living.

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.

Thirty-eight (38 acres) of available land in Edgartown! This is a truly extraordinary and increasingly rare opportunity to own thirty-eight (38) acres of contiguous land in Edgartown. Come create a landmark estate or private compound in one of Edgartown’s most sought-after locations. Perfectly positioned between the charm of Edgartown Historic Village and the sweeping sands of South Beach and moments from Edgartown Great Pond. This premier parcel offers an unparalleled setting for a world-class residential retreat. The property’s scale and configuration present exceptional development potential, the creation of a substantial main residence complemented by guest accommodations, recreational amenities, and expansive outdoor living spaces. Whether envisioned as a generational compound or a singular statement estate, the land provides the flexibility to bring a sophisticated vision to life. Surrounded by prestigious homes and natural Vineyard beauty, the setting offers both privacy and proximity, close to harbor access, Edgartown Great Pond, fine dining, boutiques, and some of the island’s most celebrated beaches. Opportunities of this caliber, combining estate-scale potential with such a coveted location, are exceedingly rare and highly prized. An offering of this distinction is seldom available. This is an exceptional canvas for the discerning buyer seeking to establish a lasting presence in Edgartown.

Set within the historic fabric of Edgartown Village, 14 Thayer Street is a property of uncommon scale and quiet distinction. Occupying a 0.62-acre parcel, rare for this in-town setting, the grounds offer a sense of space and privacy just moments from the harbor and village center. The residence is attributed to Frederick Baylies Jr., the builder of the Whaling Church, and reflects the enduring architectural traditions that define Edgartown. With five bedrooms and five baths across more than 3,100 square feet, the home is both comfortable and unpretentious, suited to long summer stays and informal gatherings. Mature landscaping and open lawn frame the house, lending a sense of seclusion that is increasingly difficult to find within the village. Properties of this scale and provenance seldom come to market, offering a measured opportunity to steward a piece of Edgartown’s architectural legacy.

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.

Set within the prestigious Cow Bay Association, one of the island’s most exclusive and sought-after enclaves, this extraordinary 1.5-acre estate embodies the pinnacle of refined coastal living. Accessed via private road through protected land, the property includes access to over 2,000 feet of private shoreline, beach cabanas, Trapps Pond and potential mooring. Despite its remarkable seclusion, the property remains just minutes from the charm and sophistication of downtown Edgartown. The six-bedroom main residence is a masterclass in timeless design and effortless elegance. Grand yet inviting, the home offers beautifully proportioned living and dining spaces, a thoughtfully designed chef’s kitchen and a sweeping screened porch, all oriented to capture wonderful views across the pool and out to Vineyard Sound. Every room is infused with natural light and a sense of understated luxury. The grounds are nothing short of spectacular, a curated landscape of mature plantings, expansive stone terraces, and romantic pergolas draped in cascading wisteria. At the heart of the property, a stunning pool and lounge area create a private resort-like setting, ideal for both intimate relaxation and sophisticated, large-scale entertaining. A separate carriage/guest house with full amenities offers flexible accommodations for guests or staff. This is more than a home; it is a rare and irreplaceable offering, a legacy property in one of the island’s most coveted coastal settings.

Edgartown Village Compound with Harbor Views: Positioned in the heart of Edgartown’s historic district, 114 North Water Street is a newly complete, move-in-ready property offering views of Edgartown Harbor. A rare combination of scale, craftsmanship, and location. The offering includes eight bedrooms and seven-and-a-half baths across three thoughtfully designed structures: a six-bedroom, five-and-a-half bath main residence, a one-bedroom guest house with full kitchen, and a two-car carriage house with additional living quarters. The property features a private backyard oasis with a 16' x 32' saltwater pool, spa, and pool cabana—an exceptional outdoor setting in Edgartown Village. With furnishings and window treatments included, the home is ready for immediate enjoyment. 114 North Water Street represents a turnkey Edgartown Village estate offering the scale, amenities, and setting that are seldom available in this iconic location.

Exceptional Waterfront Retreat on Edgartown Great Pond. A very special offering with lovely sandy pond beach and deeded ocean beach access. Located in a private but convenient area - only 12 minutes to the airport or Edgartown village. This is a rare opportunity to purchase a meticulously crafted stone house and guest house with pool in a naturalized setting that redefines the conventions of Vineyard architecture in the most sophisticated of ways. 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. Timeless architecture with extraordinary ambiance - beautiful pond and beach views - Simply the Best! If you need more space close-by for family and friends please check out 4 Jacobs Neck, owned by the same family and currently available! Please call listing broker for details.

A rare legacy offering in the heart of Edgartown Village, this extraordinary in-town compound is among the largest of its kind on Martha’s Vineyard. Originally built in 1835 and masterfully renovated by renowned architect Patrick Ahearn, the estate seamlessly blends historic character with refined modern luxury. Just moments from Edgartown Harbor and the island’s premier dining and shopping, the property spans two lots and features an exceptional compound with 10 bedrooms and 14 baths. Designed for both elegant entertaining and comfortable everyday living, the main residence showcases refined architectural details and modern technology throughout. Beautiful oak floors run across the home, complemented by sophisticated hardware, premium appliances, and walls finished in classic nickel board. A gracious living room with fireplace opens to a patio with retractable screens, creating effortless indoor-outdoor flow. The chef’s kitchen is impeccably appointed with dual dishwashers, a plumbed Miele coffee bar, refrigerator drawers, and a wine refrigerator. A custom brass and glass bar, complete with an ice maker and refrigerated drawers, can easily convert into a secondary kitchen. Two private bedrooms with en-suite tile baths anchor opposite wings of the main level, offering privacy and balance. The main floor also includes a secondary living room with a gas fireplace, an elegant dining room wrapped in seagrass wallpaper, a generous walk-in pantry, and a spacious mudroom. Upstairs, a spectacular primary suite serves as a retreat with a private balcony and two spa-inspired full baths. Three additional en-suite guest rooms and a spacious laundry room complete the second floor. The third level features a charming nautical-themed bunk room with four built-in beds and a full bath. The finished lower level includes two bedrooms with en-suite baths, a media room, wine cellar, and additional laundry. Beyond the main house is a beautifully finished two-car garage with brick floors and wood-paneled walls. The carriage house above offers a private guest suite with a balcony overlooking the pool. Lush hydrangeas surround a resort-style pool and spa, complemented by a built-in grill, firepit, and a fully equipped cabana with kitchenette, half bath, laundry, and climate control. This Edgartown estate offers rare privacy, scale, and sophistication just steps from Main Street. An iconic Martha’s Vineyard property reimagined for modern coastal living.

Great Point is a remarkable 32-acre coastal estate within the coveted 200-acre Herring Creek Farm, just minutes from Edgartown Village and Harbor. This extraordinary property offers location, scale, privacy, and natural beauty, with architecturally significant residences and the rare opportunity to create three additional homes across 5 parcels of contiguous land. More than 2,500 feet of private shoreline frame pristine waters, sweeping Atlantic Ocean views, and a private walking path to the South Shore's miles of unspoiled sandy beaches. Mature trees, open pastures, organic gardens, and a protected waterfront setting create one of Martha's Vineyard's most remarkable landscapes. Recently completed residences blend natural materials, expansive walls of glass, and exceptional craftsmanship, creating a seamless connection between architecture and nature. Great Point offers a multi-generational coastal compound in a setting that could not be replicated today.