Enjoy privacy at the end of a quiet Edgartown cul-de-sac on .71 acres with easy access to 25+ acres of Land Bank conservation land. Ideally located near Morning Glory Farm, the bike path, downtown Edgartown, and South Beach, this light-filled post-and-beam home offers a thoughtful floor plan and inviting indoor-outdoor living. The spacious kitchen features a large center island, walk-in pantry, and garden access. A dining area with an enamel pellet stove opens to the expansive deck, while the sunken living room boasts cathedral ceilings, a floor-to-ceiling brick fireplace, and views of the surrounding landscape. The first floor includes a guest bedroom and full bath. Upstairs are a primary suite with den/office and half bath, plus two additional bedrooms and a full bath. Established gardens, an outdoor shower, basement storage, and town sewer capacity for up to seven bedrooms add exceptional appeal and future potential.
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.
Great Point is a remarkable 32-acre coastal estate within the coveted 200-acre Herring Creek Farm, just minutes from Edgartown Village and Harbor. Offering an extraordinary combination of location, scale, privacy, and natural beauty, the property includes architecturally significant residences and the rare opportunity to create up to three additional homes and complementary structures. 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.
Tucked away on a private 1.5-acre parcel in Katama, this thoughtfully designed 4BR/2.5BA home offers the layout, amenities, and lifestyle buyers seek most in this coveted location. The open main living area features high ceilings, a fireplace, and French doors leading to a spacious deck overlooking the expansive yard with room for a pool. A screened porch adds to the effortless indoor/outdoor Vineyard living experience. The first floor includes a true primary suite, while upstairs offers three additional bedrooms, including a second potential suite with an ensuite bath already rough-plumbed. A full basement provides excellent storage and future expansion potential for media, recreation, or fitness space. Additional highlights include central air, generous storage, and a quiet setting near the bike path with easy access to South Beach and Edgartown Village. Privacy, acreage, convenience, and room to create the ultimate Vineyard retreat.
Set on 2.2 acres in Edgartown, this five-bedroom home with a heated saltwater pool is just moments from Morning Glory Farm, South Beach, the bike path, and Edgartown Village. It features three finished levels designed for coastal living, with gathering spaces and indoor-outdoor flow. At the center of the home is the kitchen and dining area that opens onto an expansive deck overlooking the 16’ x 32’ heated saltwater pool. Multiple living spaces offer flexibility lounging, including a cozy den with a wood-burning fireplace and a spacious lower-level playroom with direct exterior access. The finished lower level includes an additional bedroom with en-suite bath. A six-bedroom septic system allows for future flexibility and expansion potential, including the possibility of adding a guest house or expanding the existing residence. With a strong rental history, and a premier Edgartown location, this property presents an opportunity to enjoy the best of the Vineyard. Easy to show.
Set the tone the moment you arrive with a dramatic first-floor foyer showcasing post-and-beam construction and warm architectural character. The heart of the home is an expansive great room anchored by a gas fireplace, seamlessly flowing through French doors that open to a sun-drenched pool area—perfect for indoor-outdoor living and entertaining. A generous dining area connects effortlessly to a well-appointed kitchen, highlighting double wall ovens, ample storage, built in beverage center and island seating for informal dining. The first floor also offers a versatile office or family room. The spacious primary bedroom is a true retreat with vaulted ceilings, featuring an ensuite bath with oversized shower with ample counter space including a seated vanity. Double closets plus a walk-in closet, and a wall to wall window seat with views overlooking the pool. Step outside to wraparound decks that extend the living space and invite you to unwind in a private, resort-like setting.
Located on a quiet street just minutes from Edgartown Village, this versatile compound offers privacy, flexibility, and close proximity to the Island’s best outdoor amenities. Set on over half an acre, the property includes a main house and detached guest house with separate driveways and mature landscaping.The main home features an open kitchen and dining area, sunken living room, and three bedrooms, plus a finished lower level for added living space. Outdoor highlights include a deck, heated pool, patio, pool house, and outdoor shower.The guest house was built in 2011 and provides additional living space, multiple baths, a garage, and its own private setting. Near conservation land and water access, and just 1.5 miles to town, this property offers strong rental potential and exceptional versatility.
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 blend of comfort and Vineyard charm. The main living level is bright and airy, featuring a sun-filled kitchen that opens to a sitting area. Sliders lead to a spacious mahogany deck. This level also includes an additional family room, a generously sized bedroom with access to a private terrace and a full bath. Upstairs, the 3rd floor is dedicated to the primary suite, with vaulted, beamed ceilings and walls of glass that flood the space with natural light. The bath features a glass shower, completing the quiet atmosphere. On the first floor, you’ll find a third bedroom, 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 an outdoor shower. The property also boasts a strong rental history. Please inquire
Located in the highly sought-after Nora’s Meadow community in Edgartown, this exceptional coastal property offers privacy, acreage, and close proximity to downtown Edgartown, South Beach, and the Katama bike path. Set on 1.7 beautifully landscaped acres, this custom home, built in 2014, features over 4,000 square feet of living space across three levels. The open main living area includes a spacious dining room, gourmet kitchen, and living room with oversized French doors leading to the pool patio. The first-floor primary suite offers a spa-inspired bath and private outdoor sitting area surrounded by lush landscaping. Four additional guest bedrooms provide ample accommodations for family and friends. The finished lower level features a media room, pool table area, and generous storage. Outdoors, enjoy an oversized pool, outdoor kitchen, stone patio, pool cabana with full bath, barn-style storage shed, and rare guest house potential above the two-car garage.
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.
Life on Chappaquiddick has a rhythm all its own — and this exceptional compound is designed to savor every moment of it.Set on three park-like acres of meadows and woodland, two freshly painted log cabin-style homes offer a private world apart. The three-bedroom main house is open and generous, with living spaces that flow seamlessly from inside to out. The two-bedroom guest house is its own considered retreat, complete with covered porch, back deck, and outdoor shower. An oversized garage with loft provides additional space to gather and unwind.A circular drive and pea stone pathways connect the buildings across beautifully layered grounds. Adirondack chairs ring a custom firepit for late nights under the stars; a sauna and cold plunge pool on a bluestone patio create your own personal spa. An enclosed garden, garden shed, and multiple outbuildings complete the setting — your own private park among Martha’s Vineyard most beautiful natural setting.
A rare legacy offering in the heart of Edgartown Village, this extraordinary in-town compound is among the largest on Martha’s Vineyard. Originally built in 1835 and masterfully renovated, it blends historic character with refined modern luxury just moments from Edgartown Harbor, dining, and shopping. Spanning two lots, the property features 10 bedrooms and 14 baths, designed for elegant entertaining and everyday living. The main residence showcases oak floors, nickel board walls, premium appliances, and seamless indoor-outdoor flow with a screened patio. The chef’s kitchen includes dual dishwashers, a Miele coffee bar, and wine storage, while a custom bar can convert to a secondary kitchen. Highlights include multiple living areas, en-suite bedrooms, a luxurious primary suite, bunk room, and a finished lower level with media room and wine cellar. Outdoors, a pool, spa, cabana, and carriage house create a private coastal retreat.
Courtesy: Insight Realty Group, Inc
617-839-8944
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. Title V in hand.
NEWLY CONSTRUCTED gambrel home with a POOL, close to SOUTH BEACH and EDGARTOWN VILLAGE! The facade of the offers a covered porch. The entry foyer presents with an oversized lounge area to the right and a spectacular great room ahead. The great room has a soaring cathedral ceiling and a rear wall of two story windows with a gas fireplace, very stunning! The great room opens to the dining room with a wall of glass doors overlooking the pool area. The dining room flows into the gourmet kitchen with a seating island. Off the dining and kitchen area is access to the mudroom which has a half bath, pantry, and laundry area. Off the mudroom area is an outdoor shower. The plot offers five bedrooms, four of which are being built. The first floor hosts the primary bedroom with a luxurious bathroom. The second floor has three guest rooms and two full bathrooms. The rear yard offers privacy in the 14 x 30 ft. salt water heated pool that is surrounded by bluestone and professional landscape.
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.
Nestled within the prestigious Field Club, this exceptional five-bedroom compound captures the essence of refined island living, blending timeless elegance with modern sophistication. A welcoming foyer introduces a light-filled, open-concept main level designed for both comfort and entertaining. The gourmet kitchen is a standout, featuring high-end appliances, granite countertops, and custom cabinetry that flows seamlessly into the living and dining areas. Four well-appointed bedrooms are located within the main house, offering privacy, three full baths, and select private balconies. A fifth bedroom sits above the detached two-car garage, creating a separate retreat ideal for guests or a home office. Outside, the meticulously landscaped grounds elevate the experience, highlighted by a sparkling pool and inviting outdoor living spaces that complete this luxurious offering.
This expansive historic compound in the heart of Edgartown Village blends timeless charm with modern luxury. Just steps from top restaurants and shops, the home has been fully renovated by Stern McCafferty Architecture + Interiors, pairing contemporary design with classic architectural detail. Inside, open-plan living spaces create an effortless flow for entertaining, with a sleek kitchen and dining area leading through French doors to a beautifully landscaped patio for outdoor dining. Beyond, manicured gardens and a lush lawn frame a striking 42' x 18' pool, offering a private outdoor retreat. The second floor features four spacious bedrooms, including a serene primary suite with office, ensuite bath, and private deck overlooking the pool. The third floor adds a large sleeping area, full bath, and sunlit deck. A rare opportunity on North Water Street.
This classic New England home in Katama offers a refined blend of timeless architecture and modern comfort, set on a spacious, beautifully landscaped lot. The main house features three well-appointed bedrooms, including a light-filled primary suite and inviting guest rooms designed for comfort and privacy. The open-concept living area is ideal for entertaining, highlighted by a cozy fireplace and large windows overlooking the manicured grounds. French doors lead to a deck perfect for outdoor dining and relaxation. A state-of-the-art media room with plush seating and a large screen provides the ultimate space for movie nights or game days, with a wine cellar just steps away. The carriage house includes a three-car garage with a spacious one-bedroom apartment above. Located beside Sheriff’s Meadow Conservation land with public access to Katama Bay, and just minutes to South Beach and downtown Edgartown.
Courtesy: Island Real Estate
508-693-4800
South Beach! Katama Airfield! Look no further if you are hoping to find a great lot within close proximity to all Katama has to offer. 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, a mile from the desirable South Beach, two miles from downtown, and close to Katama Airfield, 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.
END UNIT WITH PRIVATE DRIVEWAY IN TASHMOO WOODS. Well-maintained 3BR/3BA condo offering rare privacy, space, and a single-family feel in one of Vineyard Haven’s most desirable communities. End unit with private driveway, one-car garage, and extra storage. Mature plantings, including 24 added trees, enhance the setting. Open layout with granite kitchen and high-end appliances flows to dining area and private deck overlooking woodlands. Living room with wood-burning fireplace. First-floor bedroom and full bath add flexibility. Upstairs, primary suite with soaking tub and separate shower; second bedroom with nearby full bath. Recent updates include new 30-year roof and gutters (April, 2026). Amenities include tennis, heated pool, playground, basketball, private dock on Lake Tashmoo, and beach access, plus full exterior maintenance and landscaping for easy, turnkey living.
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.
Nestled on a private 1.7-acre parcel in the Bold Meadow neighborhood, this classic Cape offers a perfect blend of comfort and Vineyard charm. Surrounded by mature woodlands, association land, and State Forest, the property provides a serene retreat just moments from Edgartown. The main level is thoughtfully designed for both relaxation and entertaining, featuring a formal living room with a fireplace and a separate TV/family room. The kitchen includes stainless steel appliances, quartz countertops, and a breakfast bar. An eat-in area opens 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, 2 guest bedrooms share a full bath, while a loft above the two-car garage provides a flexible bonus space.
Experience the ease of summer living in your own Martha’s Vineyard beach house. Perched atop a rise with sweeping views, abundant natural light, and star-filled skies, this furnished, move-in-ready home with four levels of lifestyle. A dramatic 30-foot vaulted foyer leads to a fully renovated chef’s kitchen with Sub-Zero refrigeration, premium stainless appliances, stone counters, and a custom banquette seating 10. The home features a formal dining room, oak floors, a wood-burning stone fireplace featured in Architectural Digest, and a view-facing living room with balcony. The primary suite includes a walk-in closet and en-suite bath with soaking tub and double vanity, plus two additional bedrooms. A spiral staircase leads to a loft lounge with private balcony and two bonus rooms. The walk-out lower level adds flexible space for a gym, office, or lounge. Expansion potential allows up to seven bedrooms, plus guest house, pool, and pool house. $25,000 credit at closing for sewer tie-in.
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! This offering is for the real estate and the business. Please inquire with listing agent for additional details and information.
Edgartown is located in Massachusetts. Edgartown, Massachusetts 02539has a population of 5,084. Edgartown 02539 is less family-centric than the surrounding county with 26.19% of the households containing married families with children. The county average for households married with children is 27.66%.
The median household income in Edgartown, Massachusetts 02539 is $73,849. The median household income for the surrounding county is $77,392 compared to the national median of $69,021. The median age of people living in Edgartown 02539 is 50.2 years.
The average high temperature in July is 78.9 degrees, with an average low temperature in January of 22.8 degrees. The average rainfall is approximately 47.3 inches per year, with 24.6 inches of snow per year.
