Edgartown MA Real Estate & Homes for Sale

Waterfront Charmer on Sengekontacket Pond - Perched on the shoreline, this contemporary cottage is enveloped by stone walls, lush gardens, and stunning water views. Inside, a bright, airy living space features an open dining area and a well-appointed kitchen. The all-white interior is complemented by hardwood floors, vaulted ceilings, skylights, air conditioning, and ceiling fans. Three sliding glass doors open to a spacious mahogany deck, perfect for soaking in the views. The first floor offers two bedrooms and a stylish bathroom with laundry. An open staircase ascends to the second-floor primary suite, showcasing French doors, vaulted ceilings, a luxurious bath, and mesmerizing views. Designed for seamless indoor-outdoor living, this home provides magnificent vistas across Sengekontacket Pond to State Beach. Stone steps lead into the pond for boating and kayaking. Fully furnished with a strong rental history, this property is a unique investment opportunity.

Welcome to this 4 bedroom home, with a pool, perched on the neighborhood hilltop. This tri-level cape offers an eat in kitchen featuring granite countertops, a Viking gas range, a double basin sink, a built in banquette and views of the front covered porch and hardscaped rear yard. The primary level presents with a living room, a separate bar area offering a wine refrigerator/dishwasher, a full bathroom and primary bedroom with private access to the outdoor pool area. The second floor offers two bedrooms and a full bath. The lower, entry level, offers a large lounge area with t.v., sitting area, a bedroom, a full bath and a laundry area. There is an attached storage area that currently operates as a home gym. A 8 x 19 foot salt water heated pool is surrounded by professionally designed hardscape and landscape, including evening accent lighting. The home includes an electric car charging station and a rooftop solar array. This home has a strong rental history and comes turn key.

Nestled in the prestigious Majors Cove community, this lovingly maintained home offers the perfect blend of comfort, style, and Vineyard charm. Enjoy access to exceptional amenities, including tennis courts, a boat launch ideal for kayaking to State Beach, and proximity to the bike path for easy access to Edgartown, Oak Bluffs, and Vineyard Haven. Set on a pleasantly landscaped lot, this inviting home is filled with natural light. The heart of the home is the cathedral-ceiling living room. The open kitchen and dining area seamlessly connect to a spacious new deck, offering an ideal setting for outdoor entertaining. A mudroom with laundry is off the dining area, with access to the garage. Two comfortable bedrooms and a full bathroom complete the main level. The upper level is devoted entirely to the private primary suite with a generous bedroom, a dressing area, a walk-in closet, and a full bath with a soaking tub and separate shower. Offered furnished.

Enjoy the convenience of Dark Woods, a quiet neighborhood in an ideal location close to the Village, bike path, beaches, and 27 acres of Sheriff s Meadow conservation land. Tucked in the woods of the pleasant Dark Woods community, this property has been meticulously maintained and is ready for your enjoyment. The first floor features a fabulous living room with a gas fireplace and a formal dining room. Overlooking a private backyard is the open eat-in kitchen with direct access to a 2-tiered deck. A bar/pantry is conveniently located between the dining room and kitchen, and bonus space above the 2-car garage. The primary ensuite with a renovated bathroom is on the right and 2 large guest bedrooms and a renovated bathroom complete this floor. The lower level enjoys a large walk-out bedroom with direct access to the backyard and a living area with a wet bar and full bath. The home is connected to town sewer for 7 bedrooms. Being sold furnished.

Welcome to this charming post and beam-style home, privately located at the end of a cul-de-sac on .71 acres with proximity to over 50 acres of Land Bank and Sheriff's Meadow land with multiple trails and paths. The location is ideal, close to the bike path, the heart of Edgartown, and Morning Glory Farm. The first floor features a fabulous kitchen for the accomplished chef with a large island and a walk-in pantry. The dining room enjoys a gorgeous enamel pellet stove and sliders to the expansive deck for outdoor entertaining. The sunken cathedral-ceiling living room boasts a floor-to-ceiling brick fireplace and sliders to the deck. The first-floor bedroom is at the back of the house, adjacent to the full bath. The large primary suite with a half bath is on the second floor, and two additional bedrooms and a full bath complete this floor. The basement offers room for storage and overflow. Outside, enjoy the pleasant front yard, spacious deck, gardens, and outdoor shower.

This beautifully renovated Katama retreat blends refined design, luxury amenities, and flexible living. The main house offers three bedrooms, including a peaceful primary suite with private deck, a second en suite, and a cozy bunkroom. The octagonal living room, skylit dining room with gas fireplace, and chef s kitchen with quartz counters and high-end appliances are perfect for entertaining. Upstairs, a state-of-the-art theater features a 4K projector, 110" screen, and surround sound also ideal as a family room or game space. A home office nook and powder room complete the level.The detached guest retreat includes a bedroom, sitting area, en suite bath, and its own projector and screen under soaring cathedral ceilings. A newly built exercise studio offers a 14-ft Endless Pool, gym space, and half bath. Outside, enjoy the bluestone patio, hot tub, and landscaped yard. With heated storage, a separate shed, and close proximity to South Beach, this is effortless Katama living.

This chic contemporary 4-bedroom home with a pool and 2-car garage enjoys the ever-changing water views of Sengekontacket Pond and Nantucket Sound on three levels. Fully renovated, this delightful home, being sold turnkey, marries a timeless Vineyard vibe with modern luxury. The mudroom entryway opens to the kitchen with a breakfast island, dining room, and living room with a gas fireplace and sliders to the heated pool. The fabulous family room is off the dining room, and beyond the kitchen is an office with sliders to the deck. A pantry, half bath, and laundry complete the first floor. There are 4 bedrooms on the second floor, including 2 primary suites with views, all with vaulted shiplap ceilings, a den, and a shared bath. The den and one of the suites both have private decks that capture the essence of the views. An outstanding spiral staircase provides access to the fabulous Lookout Lounge, with views inside and outside on 2 decks designed to capture the exceptional views.

NEWER CONSTRUCTION, with POOL, 1/2 mile from the heart of EDGARTOWN VILLAGE! LOCATION, LOCATION! Approx. 3,500 square feet of open living space. The Great Room has a dramatic Two Story wall of windows which surround a gas fireplace and overlooks a 14 x 30 foot in ground, heated, saltwater pool which is surrounded by bluestone hardscape. In addition to the dramatic Great Room there is a first floor study, a first floor primary-en-suite, a mud room and separate laundry area. The Gourmet Kitchen, with it s central island, opens to the dining room which flows into the Great Room. The second floor offers a second primary-en-suite, as well as two additional guest bedrooms which share a full bath. The plot can have up to SIX BEDROOMS, a future guest house and/or a future detached bedroom. The home comes partially furnished. Stellar location, only a 1/2 mile to the heart of Edgartown Village. The property is also close to the Library, Girls/Boys Club, public tennis courts, public playscape and

Uncover unparalleled Martha s Vineyard opulence within a sprawling 9.8-acre estate. Immerse yourself in the timeless elegance and meticulous craftsmanship of the 7-bedroom | 10-bathroom main home, designed by the renowned architect, Robert A.M. Stern. From the grand foyer to the post & beam living room, each detail exudes sophistication. Revel in the warmth of multiple fireplaces and experience culinary delights in the superbly designed gourmet kitchen. This residence is a luminous haven, where natural light steals the spotlight. Step outside and discover a remarkable pool and pool house with a fully-equipped gym, sauna, and massage room. Located in the exclusive Boldwater Association, residents enjoy, tennis, pickleball, a boat landing, and a private Atlantic Ocean beach. An additional 11.97 acres is available separately.

Coastal Retreat In Katama - Located in the heart of Katama, with the iconic Katama Airfield and the sandy shores of South Beach nearby, this contemporary coastal retreat is ideal for enjoying all the best of Katama. The reverse-style contemporary features a sunny, open-designed floor plan with vaulted ceilings that seamlessly combine an inviting Living Room with gas fireplace, a Game Room with custom built-ins, a spacious Dining Room -- plus an attractive kitchen with stainless appliances, granite counters and counter seating. The living space opens onto two decks that are ideal for entertaining or relaxation, which enjoy sounds of the ocean and gentle summer breezes. The property is being offered furnished with $60,000+ in gross rental income for Summer 2025. Make this coastal gem your own and enjoy the unique Katama lifestyle that it offers.

TURN KEY ready for personal use or renting. 37 Knoll Drive in the heart of Katama 3-bdrm, 2 full bth home offers 1,232 SF of living space on a16,552 SF lot. An open living/dining area, complete with wood-burning fireplace & a bow window that fills the space w/ natural light. Oak floors throughout. The kitchen boasts stainless steel appliances & stone counters & opens onto a deck that leads to your private backyard for summer bbq's or a quiet morning coffee. The primary bedroom features a en-suite bath, while two additional bdrms share a separate full bath. Wood paneling throughout the home, central A/C, freshly painted interior in 2025, new roof in 2022, updated baths in 2015 & a partially finished bsmt ( 520 s.f.) in 2017. Water filtration system. Katama is a very popular rental area where listings can be hard to find. Bike to So. Beach or Edgartown Harbor. Bike path is minutes away as are the Airport Diner and Katama store. Annual fees ( road grading) $250. Expansion possible

WELCOME to this turn-key CHAPPY COMPOUND! This property offers it ALL, with its Six (6) Bedroom, Five (5) bath Primary Home, Two (2) bedroom, Two (2) bath GUEST HOUSE, expansive POOL HOUSE with a bath, kitchenette, large lounge area topped with a cathedral ceiling, a WORKOUT & GAME BARN, a POOL, a VOLLEY BALL COURT and a TENNIS COURT that doubles into TWO PICKLE BALL COURTS, and a BASKETBALL COURT, all set upon three acres of private, expansive land with distant WATER VIEWS! The estate is spectacularly located on Sampson Hill, being the highest elevation on Chappaquiddick. The location is convenient to the Chappy ferry, the Chappy Community Center, Slip Away Farm, the hiking trails on Land Bank properties and the beaches. A true gem of a location!

Move-In Ready - CONSTRUCTION COMPLETE - This stunning 8-bedroom, 7.5-bath generational home, completed in 2025, is fully furnished and move-in ready. The property features a 6-bedroom, 5.5-bath main residence, a 1-bedroom, 1-bath guest house with its own kitchen, and a 2-car carriage house with 1-bedroom living quarters.Designed for relaxation and entertainment, the private backyard oasis includes a 16' x 32' saltwater pool, spa, and cabana. Offered fully furnished with Ethan Allen selections, this property ensures effortless enjoyment.Window treatments for the main house are included but not pictured. Days on market reflect the construction period, and certificates of occupancy have been issued. With 8,607 SF of total living space, this is a rare opportunity to own an extraordinary home in one of Edgartown's most sought-after locations.

Welcome to a stunning blend of contemporary elegance and charm nestled in the heart of Edgartown. This exquisite water view residence offers 3 spacious bedrooms and 4 luxurious bathrooms, encompassing a generous amount of meticulously designed living space. The luxurious and versatile interior boasts a modern, move-in ready design, with a gourmet kitchen and recently renovated spaces. Whether you're seeking a private retreat, a space to entertain or an investment property, this home caters to all your needs. Additional amenities include a spacious garage with studio above that is perfect for extra guests; and a charming outdoor living space with a stone patio. Property is a short walk over to the public boat launch!

Nestled in the heart of Edgartown, is this historic residence known as The Lightkeeper s Inn. This property has five bedrooms, five baths and a separate one bedroom, one bath cottage, on .20 acre. Beautifully decorated in ole Vineyard style, the residence has the island feel of old time Martha s Vineyard. This 5BD/5BA home sits in the heart of Edgartown close to the waterfront. Known as The Lightkeeper s Inn, this historic Inn was said to be home to Henry Lyman Thomas, one of the last lightkeepers of the Edgartown Lighthouse. The property is unique in that it offers onsite parking, which is a rarity on Martha s Vineyard.Currently operated as an Inn, this property may be converted to a single family residence with the required proper permitting and approvals.Located close to Edgartown Ferry, Edgartown Lighthouse, and minutes from N. Water Street, which offers shopping and restaurants.

In the heart of Katama, close to south beach and all that the area has to offer, is this traditional 3 bedroom cape with updates. The bright kitchen and dining area offer a modern space, perfect for entertaining. A vaulted ceiling makes the living room light and bright. Three bedrooms, one downstairs and two upstairs, share bathrooms on each level. An outdoor shower, screened porch and outdoor decks make the indoor / outdoor transition comfortable. This property has an excellent rental history, or make it your island getaway or year round home. Sold turnkey and as is.

Seize the chance to possess a truly extraordinary, highly esteemed, and unparalleled property on the East Coast! Edgartown, known for its rich history, nautical charm, and scenic beauty is home to this remarkable property being offered for the first time in over 30 years! Sited at the center of the harbor sits this rare offering featuring a beautifully appointed three-story residence with fabulous views, a two-story clubhouse on the harbor and more than 500 feet of deep-water dockage, capable of accommodating up to ten vessels, including superyachts. The waterfront clubhouse is ideal for entertaining guests at the harbor s edge. Utilize the docks for your own private fleet of boats, provide dockage for visiting friends and extended family, lease the slips, or embark on a charter business. The possibilities are endless! This property, currently known by boaters around the world as Mad Max Marina, has just celebrated their 30th season.