490 houses for sale in Edgartown

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is walk in ready to enjoy while you let your imagination go to work for this ideal property. Located a short walk along the bike path to Post Office square you will find this quiet location is perfect. You feel the old Vineyard charm along this peaceful lane. This represents the best entry way into Edgartown Real Estate today so do not let this opportunity pass you by. A 3rd bedroom maybe an option here and seller will work with you to help with the process

Dodgers Hole - Delightful contemporary cape style home, centrally located, suitable for seasonal or year-round use. The privately sited half acre lot features a first floor primary bedroom with en-suite bath, a light filled eat-in kitchen, central A/C, full unfinished basement, a detached 18'x24' shed/garage, with a large rear deck and generous outdoor shower compliment the property. A four bedroom septic design affords expansion potential. Offered 'turn-key' with a solid repeat rental history!

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

Ideally situated between South Beach and Edgartown Village, this newly renovated Katama compound offers exceptional flexibility for personal use and rental income.The four-bedroom contemporary main house features a newly constructed, expansive great room with a cathedral ceiling and an abundance of windows that fill the space with natural light. The open floor plan flows from the updated kitchen into a living room centered around a classic brick fireplace. Skylights bring in additional sunlight, while sliding doors open to expansive new south-facing decks-perfect for outdoor dining, entertaining, and relaxing after a day at the beach. The third floor provides a second living area, bedroom, and private half bath. A full basement offers ample storage and potential for additional finished living space. The detached two-car garage includes a private one-bedroom apartment above with its own wraparound deck. A bonus room with a half bath on the garage's main level is ideal for an office. A c

27 SEVENTH STREET NORTH, EDGARTOWN offers NEW CONSTRUCTION, with an anticipated completion date in MARCH of 2026; just in time to bring in the 2026 SPRING/SUMMER SEASON! The first floor entry offers an inviting two story foyer which opens to the living room which has a gas fireplace and wall of glass slider doors. Flowing from the living room is the open kitchen area which offers an island with seating for four. The kitchen sports Bosch appliances, an island with a built in drawer microwave, quartz countertops and an easy layout for cooking and entertaining. The kitchen then opens to a separate dining room. A half bath off the living room and a first floor primary bedroom with a luxurious private bath completes the first floor. The second floor offers a second living room and two guest bedrooms, each with their own bath. The plot is large enough to support a future pool, and a detached garage. Come and enjoy! The pictures are of a similar home that was built

This truly remarkable Chappaquiddick property offers a rare opportunity to step back in time and experience the quintessential character of Martha's Vineyard. The original historic home, built in 1892, is distinguished by its signature four-story tower with 270-degree water views and gracious wraparound porch. The main house features a spacious open living room with fireplace, dining room, kitchen with pantry, and comfortable TV room. A ground-floor bedroom and bath provide convenient access to a generous outdoor shower and jacuzzi. The 2nd, 3rd, and 4th floors feature six additional bedrooms, 2.5 baths, and office. The feeling throughout the home is wonderfully timeless, combining historic charm and architectural character with fresh surfaces and updated mechanical systems. Two charming guest cottages provide 3 additional bedrooms and a shared bath. A newly built, traditionally styled barn adds further versatility, while a private clay (Har-Tru) tennis court and storage shed create an

Tucked at the end of a quiet cul-de-sac in the desirable Island Grove neighborhood of Edgartown, this charming three-bedroom, (plus bonus space and 6 bedroom sewer capacity), two-bathroom residence offers a private setting, association amenities and excellent proximity to Edgartown Village and Katama Beach. Located on arguably one of the most desirable lots in Island Grove and surrounded by conservation land, this half acre lot benefits from peaceful woodland views and has a direct pathway to the association tennis and pickle ball courts. The property has been recently connected to town sewer, with the potential for expansion to SIX BEDROOMS subject to Board of Health confirmation and approval. In addition to the sewer connection, the home benefits from having several significant upgrades including new roof, new windows, and mini-split air conditioning. The main level features a double-height living room with south-facing windows and French doors opening to a generous sun deck and lawn

A rare mixed-use property on Katama Road, set right between downtown Edgartown and South Beach! Two residential apartments above - a 2BR and a 3BR, each with their own walk-up deck, in-unit laundry and dedicated parking. Both are occupied month-tomonth under self-extending leases, giving a new owner flexibility. The first floor was home to an HVAC company for nearly a decade and is now vacant and ready for its next owner: roughly 1,253 sq.ft. of office with high efficiency heat pump and A/C, plus 1,148 sq.ft. of garage and storage. Ample on-site parking with 25 designated spaces and a loading dock for your business needs. The current owners have put significant capital improvements into the building since 2017 - solar, electrical, roof,windows, integrated fire and security systems, mechanical and irrigation systems, and apt. renovations. This property has a long history of permitted commercial use well before these owners. The Edgartown Zoning Board of Appeals granted a special permit

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 may be subject to probate approval and court confirmation. Please see comments below

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

Here is your opportunity to own a charming Cape close to beaches, the bike path and plenty of dining and shopping options. This home features wide plank wood floors on the first level and a full unfinished basement for storage and potential additional living space. Second level has two spacious bedrooms with cathedral ceilings and ample natural light. Rooftop widow's walk provides panoramic views. 3 bedroom septic has passed Title 5 inspection. This home is being offered as-is

An exceptional offering in the heart of Edgartown Village, 14 Thayer Street presents the rare combination of estate-scale grounds, privacy, and an in-town location. Set across an extraordinary 0.62-acre double lot, the property unfolds as a private retreat just moments from the harbor, shops, galleries, and restaurants of downtown Edgartown. Expansive lawns, mature landscaping, and a substantial swimming pool create a setting more often associated with properties well beyond the Village center, offering remarkable space for outdoor living, entertaining, and generations of summer gatherings. At the heart of the property is a distinguished five-bedroom, five-bath residence encompassing more than 3,100 square feet. Rich in authentic Vineyard character, the home is attributed to Frederick Baylies Jr builder of Edgartown's iconic Old Whaling Church, lending architectural significance to an already exceptional property. Yet it is the combination of land, location, and lifestyle that truly di

Located in the heart of Edgartown Village, this exceptional turnkey home offers timeless New England architecture, modern luxury, and an unbeatable in-town lifestyle. Built by a renowned Island builder, the thoughtfully designed residence features beautifully finished living spaces, four bedrooms, four full baths, and a powder room. The chef's kitchen opens to inviting living and dining areas that flow seamlessly to a private backyard oasis with a heated in-ground pool, bluestone patio, and professionally landscaped grounds-perfect for entertaining and relaxing. The finished lower level provides valuable bonus living space with a family/media room with a full bath and work out room adding an addtional 1,628 square feet of living space to the generous floor plan. Just moments from Main Street, the harbor, beaches, shops, and restaurants, this impeccably maintained property offers the ideal combination of luxury, comfort, and convenience in one of Edgartown's most sought-after locations

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

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

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

Contemporary Island Retreat - A smart opportunity for buyers seeking a low-maintenance Vineyard home near Edgartown Village, this contemporary retreat offers convenient access to shopping, services and the bike path connecting the three down-Island towns. Ideal as a year-round residence, seasonal getaway or potential vacation rental, the home features an open living and dining area, efficient kitchen and welcoming living room with wood-burning fireplace. Outdoor living includes a sunny south-facing front deck, newer rear deck for grilling and dining, and a second-floor balcony perfect for morning coffee. Natural landscaping keeps upkeep simple, while a detached Party/Game Shed with French doors opens to the backyard and firepit area, offering flexible bonus space for entertaining, remote work or relaxing after a day at the beach or in town

CHAPPAQUIDDICK - Opportunity awaits on this conforming 3-acre parcel, featuring a year-round home with a 5-bedroom septic system, offering exceptional potential for future expansion, including a guest house. Privately tucked away off the main road, yet conveniently located just minutes from the Chappaquiddick Community Center, the Ferry, Wasque Beach, and Quammox Preserve with its public access to Katama Bay, this property is perfectly positioned to enjoy the best of Chappy. Abutting conservation land, with the Cross Chappy Trail and Pocha Pond Reservation just outside your door, it offers direct access to some of the island's most treasured natural landscapes. The home's efficient floor plan features a first-floor bedroom, open living spaces, and a cozy sunroom, creating the perfect retreat to enjoy all that Chappaquiddick has to offer today, while providing outstanding opportunities for future expansion

Welcome to a beautifully renovated custom contemporary colonial located just 1/3 mile from the Sengekontacket Pond boat landing. Perfect for kayaking, paddle boarding, and coastal living, this builder-owned home seamlessly blends classic Vineyard charm with modern luxury. The bright, open-concept main floor features a wood-burning fireplace, custom kitchen, and direct access to a private backyard oasis with a stone patio, built-in grill, and fire pit. Spanning three finished levels, the home offers and unmatched layout versatility. The second floor features a loft that connects via a balcony to a private studio/office suite above the garage. The third-floor retreat boasts its own full bath and a private balcony with elevated views. Key upgrades include brand-new HVAC, Andersen windows, refinished hardwood floors and a MicroFAST septic system. An exceptional year-round residence or high-yield investment property with a strong rental history!

Set on a quiet cud-de-sac by the State Forest, in Dodger's Hole, amidst lovely landscaped grounds with stonework defining a circular driveway and parking, with lovely mature plantings. This spacious, well maintained home offers very comfortable living with significant upgrades. A welcoming Great Room features soaring ceilings, abundant natural light from multiple windows and skylights and a wood burning fireplace, creating a wonderful gathering space. The thoughtfully designed floor plan includes three bedrooms, two with ensuite bathrooms, one up and one down, along with a third bedroom and a third full bathroom and laundry area. The kitchen has been very thoughtfully updated white cabinets, quartz counters, an island, generous counter space, stainless steel appliances, pantry, with convenient access to the dining area and also to outdoor living spaces. Central air with hard wood floors through out. Upstairs there's a very bright, an expansive loft overlooking the living area which pro

PRIME 1.14 ACRE PROPERTY IN EDGARTOWN This conforming R-20 lot can afford up to 4 bedrooms and has the potential to subdivide with proper permitting (see proposed plan in documents), offering versetility and an exceptional canvas for your estate planning vision. Positioned at the end of a private drive, 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. Possibility of a fourth-bedroom with proper permitting and approvals. 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 Point Road and Mill Hill enhances the property's versatility. We have this listing presented as both a Land Listing and a Single Family depending on what your longer term goals may be

Two side by side cottages built in 1945 Directly Pondfront on Sengekontacket with 180 degree views over the pond out to the Causeway, State Beach, Nantucket Sound and beyond. A rare opportunity to own this classic waterfront property on Sengekontacket Pond, offering sweeping 180 degree views across the pond and salt marsh toward the Causeway, the iconic Jaws bridge, State Beach, Nantucket Sound and beyond. Set along the Boulevard, behind a traditional white picket fence, this.66 acre property features two side-by-side cottages dating back to the 1940s and captures the relaxed character of an earlier Vineyard. The larger cottage is a quintessential Vineyard retreat with beautiful direct waterviews from the Main living areas, dining area and porch. Upstairs, a sitting area and small upper deck provide exceptional views across Sengekontacket Pond to State Beach extending out towards Cape Cod. The porch and the spacious lush side yard with lawn and lovely plantings, offer an inviting setti

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 offer

OPPORTUNITY KNOCKS: Located within close proximity to Edgartown Village shops, restaurants, parks, and everyday conveniences, this fixer upper offers the rare chance to renovate in a location that truly shines. This property is full of potential for buyers, investors, or renovators looking to create something special. Bring your vision and transform this property into your signature retreat, while building value in a sought-after location. A fantastic opportunity to customize, restore, and make it your own. NOTE: Being sold as-is; estate rules apply. Sale is subject to probate approval and court confirmation

Incredible opportunity just a mile from downtown Edgartown. There are multiple options. This 3-bedroom/3.5-bath home is a garden oasis but also offers owners the option of running a significant business from the property with existing professional offices (reception, two offices, conference room, half bath, kitchenette). The property currently operates as a home business for an established law firm with dual entrances and separate parking courts. It is tied into town sewer and at least 2 more bedrooms may be added. One option would be to convert the entire existing office area into bedrooms. Or if such a large office is not needed, part of the office area could be converted into residential space. Plans for a garage with additional upstairs living space have been drawn by renowned Island architect Chuck Sullivan. The outside space is a true sanctuary with beautiful gardens and landscaping, as well as a large bluestone patio with seating area. There is a separate mahogany deck with seat

Katama - Ideally situated in the heart of Katama, this 3-bedroom home presents the opportunity to enjoy one of Edgartown's most sought-after locations. Set on a lovely, level parcel, the property is an easy walk or short bike ride to the sands and surf of South Beach, with the shops and restaurants of downtown Edgartown just a short distance away. Ready for its next chapter, the home features an efficient single-level layout with the potential to renovate and make it your own or start fresh with a new vision

Offering exceptional flexibility and potential, this 7-bedroom property is situated on a generous 0.71-acre conforming lot in a charmng and convenient Edgartown neighborhood. Originally built in 1988, the home presents an opportunity to update or reconfigure the space while taking advantage of its substantial bedroom count and expansive grounds. 3 of the bedrooms are on the main floor, along with 2 full baths, and 4 bedrooms are in the finished lower level, also with 2 full baths. An attached two-car garage is always valuable for car storage or converted into living space. Once outside, a large, private, fully fenced yard provides ample space for expansion, an outbuilding or simple entertaining, and the oversized driveway offers plenty of parking. Connected to both town water and town sewer, the property has benefited from the addition of bedrooms by the current owner. With its generous lot size, existing infrastructure, and substantial accommodations, the property offers an appealing

Perfectly situated just moments from the bike path, Edgartown Village, and South Beach, this exceptional Edgartown compound offers the best of Vineyard living. The main house is filled with warmth and character, featuring soaring ceilings, exposed beams, and an inviting open living area centered around a custom stone fireplace. Thoughtfully designed and perfectly sited for privacy, the Casita offers a comfortable and welcoming retreat for family and guests. Beautifully manicured grounds and gardens overlook the picturesque fields of Morning Glory Farm, creating a serene backdrop and a true sense of tranquility. With town sewer available, the property offers the potential for additional bedrooms, providing even greater flexibility for future expansion. A rare opportunity to own a distinctive island compound in one of Edgartown's most convenient and desirable locations!Built in 2018, the guest house features exposed beams and cathedral ceilings in the open-concept kitchen and living area

This extraordinary waterfront compound is nearing completion and offers an abundance of luxurious living spaces designed for today's active family. Set on nearly 2 acres of beautifully landscaped grounds, this remarkable property combines elegant architecture, exceptional craftsmanship, and breathtaking water views in a private and peaceful setting. The impressive main residence encompasses approximately 10,000 sq. ft. of living space, featuring multiple living rooms with fireplaces and an open-concept floor plan. At its heart is a spectacular chef's kitchen with two islands, dining area and family room. Additional amenities include a private den, office, wine cellar, and expansive decks extending from nearly every room. The home offers five generously proportioned bedroom suites, most featuring private decks and some with fireplaces, all enjoying magnificent water views. Throughout there is extensive custom paneling, coffered ceilings, and an upgraded trim package. An oversized two-ca