Courtesy: Donnelly + Co.
508-627-1022
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. Sited on a pleasant .77-acre lot, the property offers expansive space with a floor plan that is perfect for entertaining. 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 with a hot tub and outdoor shower, where you will spend much of your time entertaining. A bar/pantry is conveniently located between the dining room and kitchen, and a laundry room off the kitchen. If you are looking to retreat, enjoy the bonus space above the 2-car garage. The primary ensuite with a newly renovated bathroom is cleverly located on the right side of the second floor for privacy and 2 large guest bedrooms and another newly renovated bathroom complete this floor. The lower level enjoys a large walk-out bedroom with direct access to the backyard and a
Courtesy: Donnelly + Co.
508-627-1022
Welcome to this charming post and beam-style home, privately located at the end of a cul-de-sac on .71 acres with proximity to over 50 acres of Land Bank and Sheriff's Meadow land with multiple trails and paths. Conveniently located to the bike path, Morning Glory Farm, the heart of Edgartown, and Meetinghouse Way, with direct access to South Beach, the location is ideal. The floor plan was designed to bathe in natural light, creating a relaxing and inviting atmosphere. The first floor features a fabulous kitchen for the accomplished chef with a large island, desk space, and a walk-in pantry with direct access to the kitchen garden. The dining room enjoys a gorgeous enamel pellet stove and sliders to the expansive deck for outdoor entertaining. The sunken cathedral-ceiling living boasts a stunning floor-to-ceiling brick fireplace with remarkable sunlight and sliders to the deck. The first-floor bedroom is at the back of the house, adjacent to the full bath. The large primary suite with den/office space and a half bath is on the second floor, and two additional bedrooms and a full bath with a skylight complete this floor. The basement offers room for storage and overflow. Outside, enjoy the pleasant front yard, spacious deck, gardens, and outdoor shower in the back. Town sewer connection permits expansion of up to 7 bedrooms. Come and experience this Vineyard retreat with unparalleled privacy, ready for immediate enjoyment. First Floor: The entrance to this delightful home is a welcoming mudroom, where you can leave your shoes and hang your coats! A first-floor bedroom is at the back of the house, adjacent to a full bath. The kitchen is designed for the consummate chef with a large island, plenty of cabinets for storage, a walk-in pantry that leads to the garden, and a cleverly placed desk area. The dining area enjoys a fabulous pellet stove and sliders to the spacious deck. Step down into the dramatic cathedral-ceiling living room with a wood-burning fireplace, skylights to capture great natural light, and another set of sliders to the deck. Second Floor: The primary bedroom occupies the entire left side of this floor, with a half bath and den/office space. There are two additional bedrooms on this floor and a full bath with a walk-in shower and skylight. If you are looking for more storage space, there is plenty of room in the large pull-down attic. Basement: The basement is accessed through the inside of the home and the exterior bulkhead. With 1200 square feet, there is room for storage and extended living space.
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.
Courtesy: Sandpiper Realty Inc
508-627-3737
Tucked just off the paved road on picturesque Chappaquiddick, this inviting three-bedroom Cape is the ultimate island retreat. Designed for laid-back living, the home offers a cheerful and versatile floor plan with generous indoor and outdoor spaces. The star of the show? A sprawling screened-in porch with a cozy wood-burning fireplace--perfect for summer nights or crisp fall evenings.The backyard is a private oasis, backing up to conservation land for lasting serenity. Direct access to the nearby walking trails means adventure is right outside your door. Less than a mile away, the calm, swimmable waters of Katama Bay beckon, ideal for paddling, picnicking, and memory-making.Whether you're seeking a peaceful escape or a fun-filled summer basecamp, this lovingly maintained home is move-in ready and waiting to welcome you.
Courtesy: LandVest MV
508-627-3757
Mattakesett units continue to be in high demand and #B2 is the only unit currently on the market! Take advantage of all the Winnetu Resort amenities and a robust rental program which covers your fees and provides great revenue! This unit offers abundant views of the farm fields out front, open common space next to and behind, and is a short walk or bike to South Beach! There are 3 bedrooms, 2.5 baths and the bonus of a finished loft. With over 1,400 sq ft of living space this is one of the larger units. The outdoor rear deck offers additional space for dining or relaxing after a day at the beach. These units are seasonal, closed down in mid-November and re-opened starting in mid-April. This unit is being offered fully furnished. Available to be shown now, but will be limited to Thursdays, rental turnover day, starting in late May.
Courtesy: Martha's Vineyard Seacoast Properties
508-627-9201
Coming Soon April 1st! New Construction! This newly built clean three-bedroom three-and-a-half-bathroom home in Edgartown offers a modern open concept design ideal for entertaining. The updated fresh kitchen features stainless steel appliances functional island with new induction oven ideal for the cooks in the family. Beautiful flawless hardwood flooring throughout the home. Upstairs are two spacious bedrooms each with their own private ensuite bathroom with a convenient laundry area in the hallway. The finished basement adds additional 960SF of living area with high ceilings multiple egress windows giving bountiful natural light with another large modern full bath. Lower level has interior and exterior access with a separate entrance to the backyard. The home includes an updated nitrogen septic system and owned solar panels. Situated on a large lot with access from both 13th and 14th Street there is potential for an additional structure or pool with Town approval. This newly built house is ready for you to enjoy!
Courtesy: Martha's Vineyard Seacoast Properties
508-627-9201
Welcome to 24 Dark Woods Road, a beautifully maintained 3-bedroom, 3.5-bath Contemporary Colonial nestled in an upscale, tranquil neighborhood. This spacious residence abuts acres of Sheriffs Meadow conservation land, offering miles of trails, serene pond views and peaceful privacy at the end of a quiet road, yet is just a mile from the beach and closer to Edgartown Village. This association prides itself in complementing and maintaining the natural surroundings. Step into the entryway to a sunlit, front-facing kitchen featuring granite countertops, custom cabinetry and coordinated built-in desk. The open-concept living room boasts soaring ceilings, a commodious dining area and a wall of sliders leading out to a backyard deck perfect for outdoor living and future expansion. The first-floor primary bedroom with ensuite bath, second bedroom, full bath and study, provide convenience and comfort. An open stairway leads to the second floor with a balcony overlooking the living room, where you'll discover a cozy versatile den, a large third bedroom, full bath and a bright office space. This property has town sewer available at the start of the driveway. Up to 6 bedrooms allowed with a connection to town sewer. There is interior unfinished space on the second level of the home for interior expansion possibilities. Large unfinished basement with interior access and bulkhead. Mudroom/Laundry room with half bath and large closet. Outdoor shower off the deck. Many energy updates. Solar panels. Hear pump system for heat and a/c. Back up oil heating system in place.
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
Courtesy: LandVest MV
508-627-3757
This incredibly charming Katama Cape Cod-style home that has been completely refreshed top to bottom! An updated kitchen with high-end appliances, including a wine fridge, two brand new bathrooms, central AC and a new second floor deck are just some of the improvements. There are two bedrooms, one on each floor. The second floor has a comfortable lounge area, and a cozy loft is accessed with a ladder and provides a bonus sleeping area for teenagers or storage space. The primary bedroom has sliding doors leading to a large sundeck and the full bath is complete with a Victoria & Albert deep soaking tub. A finished lower level adds to the living space whether using as a kid's playroom, exercise, or office. The grounds are landscaped, and the pale blue window boxes are picture perfect. A small private yard, shed, and outdoor shower complete the offering. Located in the heart of Katama near the Field Club, it is a quick ride to South Beach or downtown.
Courtesy: Wallace & Co. Sotheby's International Realty
508-627-3313
Welcome to your ideal Edgartown retreat! This stunning classic cape-style home features four bedrooms and two baths. Built and cared for by a contractor, this residence exudes quality and attention to detail at every turn. Nestled on a picturesque half-acre lot in the Westminster Acres neighborhood, privacy abounds in this tranquil setting. Situated on a quiet paved dead-end street, enjoy easy access to all island amenities, including beaches, bike paths, state forests, and public transportation. Step inside to discover a bright and airy first floor, adorned with hardwood floors and a cozy fireplace. The spacious eat-in kitchen boasts stainless steel appliances and granite countertops, complemented by a slider leading to a sprawling deck overlooking manicured landscaping and gardens. On the first floor, you'll find a convenient bathroom and one bedroom, while the second floor hosts a generously sized primary bedroom with abundant natural light and a skylight. Two additional bedrooms and another full bathroom complete the second level, offering ample space for family and guests. Don't miss out on the opportunity to make this exceptional Edgartown property your own.
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.
Courtesy: Martha's Vineyard Real Estate
508-627-7890
Located in the Dodger's Hole subdivision is this inviting four bedrooms plus office, two-bathroom cape style home. The property has been well cared for and is a delight to view. Sited on .5 acres of land with a pea stone driveway, wraparound deck, and outdoor shower with new enclosure. The antique garage is a great storage space for lawn equipment, garden supplies or small vehicle. The living room is open to the tiled eat-in kitchen area and the hallway leads to a pantry, full bathroom and two first floor bedrooms. The second floor offers a full bathroom and two generously sized bedrooms. The interior has been completely painted and sparkles brand new with new paint on ceilings, walls, windows, doors, baseboard heaters, and all trim. Brand new carpeting in the first-floor hallway and bedrooms. Do not miss the opportunity to purchase this great investment!
Courtesy: Martha's Vineyard Real Estate
508-627-7890
This well-maintained country farmhouse is centrally located and is situated on just over one acre of land. A circular driveway welcomes you to the home with plenty of parking. There is a garden storage shed, irrigation system, playground, fire pit with outdoor seating, and wraparound covered porch. The rear entry door from the kitchen leads to the outdoor shower and spacious sunny deck. The first floor has hardwood flooring throughout, and the living room is open to the kitchen area. A separate formal dining area is adjacent to the kitchen with a full bathroom located in between. The primary bedroom has a vaulted ceiling, tiled bathroom with an air bubble jet tub, double sinks, and large walk-in closet. The second floor has four generous size carpeted bedrooms and a full bathroom. The lower level is partially finished creating additional living space to enjoy and can easily become a home theater room. The laundry room is in the basement area with a sink and storage cabinets. House is equipped with a central vacuum system. Many recent updates include a new furnace in 2023, AZEK exterior trim and deck railings. Currently a five-bedroom dwelling with a septic design for six bedrooms. A great investment property for year-round living or rental income.
Courtesy: Wallace & Co. Sotheby's International Realty
508-627-3313
Nestled among the trees near the Sengekontacket Pond, this distinctive contemporary home offers privacy while being conveniently close to Downtown Edgartown and the picturesque trails at Felix Neck Sanctuary. Designed by architect Robert Orr, this multi-level residence showcases unique architectural details and striking angled ceilings. The main living area is bathed in natural light, surrounded by expansive windows, and features a charming brick fireplace. The eat-in kitchen boasts stainless steel appliances, an exposed brick backdrop, and opens to a spacious deck--perfect for outdoor dining and entertaining. The primary bedroom suite is a bright and inviting retreat, complete with a private bath. A comfortable guest bedroom and a convenient powder room complete the main level. Upstairs, you'll find a sun-filled office with a distinctive curved wall of windows and access to another lovely deck. This move-in-ready home has seen recent updates, including improved insulation, new siding, and roof, ensuring comfort and peace of mind for years to come.
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
Courtesy: Sandpiper Realty Inc
508-627-3737
Simply enchanting! The setting is picturesque with a pond, towering trees and flowering shrubbery, privately tucked away yet less than 11/4 mile to the Edgartown Village. The existing home is set at the edge of the pond and is awaiting reimagination and renovation. Parcel will support 5 bedrooms once connected to municipal sewer. Structures are being sold 'as is'.
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!
Courtesy: Wallace & Co. Sotheby's International Realty
508-627-3313
Located at the end of a quiet cul de sac, just half a mile to the top of Main Street, is this 4-bedroom home with a separate studio guest apartment, office, and heated 2-car garage with 10-ft doors. There is also an unfinished full basement. The living space is in excellent condition with a combination of hardwood, carpet, and tile floors. This light and bright home could be a reliable income producer or might be appropriate for the buyer who needs space for guests or employee housing. There is a 10.14 kilowatt rooftop solar array installed by South Mountain Company.
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.
Edgartown is located in Massachusetts. Edgartown, Massachusetts has a population of 5,084. Edgartown 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 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 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.
