Martha's Vineyard, MA Homes for Sale

/46
$14,500,000
- 8 Beds
- 7.5 Baths
- 8,912 Sq Ft
30 Crackatuxet Cove Rd, Edgartown, MA 02539

This dramatic contemporary styled house lies on 6.5-acres of beautiful pond front land in the exclusive Herring Creek Farm. The home features cathedral ceilings throughout and an open floor plan with large living room, dining room and kitchen, all with clear story light, fireplaces and 20 ft. breakaway Nana walls. The spiral staircase leads from the living room to a large roof deck with expansive

Gerrett Conover Landvest MV

30 Crackatuxet Cove Rd, Edgartown, MA 02539
/26
$1,395,000
- 3 Beds
- 2 Baths
- 1,800 Sq Ft
5 Pip'N Rd, Edgartown, MA 02539

Move-in ready Chappy retreat, just under a mile to swimmable Katama Bay.Tucked beside conservation land in a quiet wooded setting, this private 3 bedroom Cape offers comfort, charm, and relaxed island living-- with room to gather, space to breathe, and nature at your doorstep.Designed for easy indoor-outdoor living with an open kitchen, sunny rooftop deck, stone patio, and a screened-in porch

Katherine Donahue Sandpiper Realty Inc

5 Pip'N Rd, Edgartown, MA 02539
/31
$7,250,000
- 5 Beds
- 6.5 Baths
- 5,454 Sq Ft
54 Fuller St, Edgartown, MA 02539

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

Gerrett Conover Landvest MV

54 Fuller St, Edgartown, MA 02539
/29
$3,000,000
- 4 Beds
- 2.5 Baths
- 1,800 Sq Ft
311 E Chop Dr, Oak Bluffs, MA 02568

This classic East Chop Drive gem lies on a 10,000 sq. ft. lot nestled in the sand dunes, just steps to the waters edge and private dock. The 4-bedroom/2.5-bath cottage went through a substantial renovation years ago with the majority of mechanicals, electrical and plumbing being updated. There is an open floor plan with kitchen, dining and living space with cathedral ceiling and wood burning

Gerrett Conover Landvest MV

311 E Chop Dr, Oak Bluffs, MA 02568
/37
$2,800,000
- 5 Beds
- 4.5 Baths
- 4,115 Sq Ft
357 W Tisbury Rd, Edgartown, MA 02539

Here is the Edgartown compound you've been waiting for - a 5-bedroom main house, 2-bedroom guest house, and elevated swimming pool area located on 1.5 acres. Next door there is 25 acres of conservation land. The property is barely 2/10s of a mile to Morning Glory Farm, and just a mile and a half to the village on the bike path. The house combines island country charm with modern amenities - honey

Bonnie Pierce Wallace & Co. Sotheby's International Realty

357 W Tisbury Rd, Edgartown, MA 02539
/17
$1,495,000
- 1 Bed
- 1 Bath
- 650 Sq Ft
47 E Chop Dr Unit 5, Oak Bluffs, MA 02568

East Chop/Oak Bluffs waterfront -- The ultimate in waterfront living experiences, this 1-bedroom, waterfront condominium unit, the "Captain's Quarters", features outstanding water views of the harbor and sound beyond, private entrance, cathedral ceilings and is just steps from the tennis club, beaches, restaurants, ferries to the mainland and downtown. In pristine condition, the unit includes new

Perry Patterson MV Luxury Homes

47 E Chop Dr Unit 5, Oak Bluffs, MA 02568
/29
$12,750,000
- 4 Beds
- 3.5 Baths
- 2,050 Sq Ft
16 Shotnaigher Ln, Chilmark, MA 02535

New to market this completely renovated water view home is located in a private enclave of upscale homes fronting on Squibnocket Pond in Chilmark. There are 360 degree views from this 3.6 acre hilltop site offering views of the pond, Atlantic Ocean and north to Menemsha Pond and the Vineyard Sound. Sunrise and Sunset! This home, completely renovated in 2022 features a state of the art gourmet

Rebecca V Conroy Conroy & Company R.E., Inc.

16 Shotnaigher Ln, Chilmark, MA 02535
/39
$2,240,000
- 3 Beds
- 2 Baths
- 1,608 Sq Ft
22 Greenleaf Ave, Oak Bluffs, MA 02539

Tucked away on one of the most sought-after streets in Oak Bluffs, Fairview on Greenleaf Avenue offers an extraordinary location steeped in history and charm. With unparalleled views stretching across Sunset Lake, Oak Bluffs Harbor, and Nantucket Sound, this property captures the essence of coastal living on Martha’s Vineyard. From the highest vantage point on Greenleaf, enjoy sunrises that fill

Jen O'Hanlon Compass | The O'Hanlon Group

22 Greenleaf Ave, Oak Bluffs, MA 02539
/35
$1,150,000
- 3 Beds
- 2 Baths
- 1,328 Sq Ft
96 Dunham Ave, Vineyard Haven, MA 02568

This attractive colonial style home is located in a terrific neighborhood. Just a short distance to the center of town with nearly 1/2 acre of rolling treed land. The features include a cathedral ceiling over the kitchen and dining room. A large fireplace highlights the living room. From upstairs you can look over the balcony to the dining area and kitchen below. The first floor bedroom with has

Peter Cronig Cronigs Real Estate

96 Dunham Ave, Vineyard Haven, MA 02568
/104
$3,195,000
- 5 Beds
- 4 Baths
- 2,300 Sq Ft
27 Spring St, Vineyard Haven, MA 02568

Located in the William Street Historic District, this elegant Greek Revival home, built in 1842, has stood the test of time and has been thoughtfully expanded and renovated in recent years. This five-bedroom, four-bath residence combines historic character with modern comforts. The home features five fireplaces, (one currently hidden behind a plastered wall), a gracious living room, dining

Alexis Holden Tea Lane Associates

27 Spring St, Vineyard Haven, MA 02568
/31
$2,395,000
- 4 Beds
- 3 Baths
- 1,918 Sq Ft
25 Fulling Mill Rd, Chilmark, MA 02535

Perched atop Fulling Mill Hill this distinctive contemporary main house plus guest house offers mid-century charm and a serene retreat set on 3.3 acres of mature oak and beech forest and bordered by an ancient stone wall. Designed by renowned Yale School of Architecture Dean Paul Mitarachi, the main house features a striking circular entryway framed by mature Asiatic gardens. Step inside to

Thomas Wallace Wallace & Co. Sotheby's International Realty

25 Fulling Mill Rd, Chilmark, MA 02535
/11
$619,000
- Land
- 0.61 Acre
- $1,018,930 per Acre
147 Red Buoy Ln Unit 2.1, Tisbury, MA 02568

Vacant lot - NO LIMIT on bedroom count! You just have to meet setbacks. Once you build your dream home, you will able to explore nature just steps away. Nearby there are two Lagoon access points for kayaking and swimming, as well as walking trails within the Martha's Vineyard Land Bank and Sheriff's Meadow properties. Enjoy the peace of a rural setting, yet remain conveniently close to the ferry

Idalyn Macchia Gilstad Wallace & Co. Sotheby's

147 Red Buoy Ln Unit 2.1, Tisbury, MA 02568
/37
$1,250,000
- 3 Beds
- 3 Baths
- 1,628 Sq Ft
261 Sandpiper Ln Unit 12, Vineyard Haven, MA 02568

Welcome to this meticulously maintained 2+ bedroom, 3 bathroom end unit condo in Tashmoo Woods, built in 1998. The updated kitchen with granite countertops and high-end appliances opens to a dining room with a private deck overlooking lush woods. The first floor includes a den and a renovated bathroom. Upstairs, both bedrooms have ensuite bathrooms. Upgrades include propane heat, central air, a

Jennifer O'hanlon Compass

261 Sandpiper Ln Unit 12, Vineyard Haven, MA 02568
/68
$4,395,000
- 3 Beds
- 5.5 Baths
- 4,046 Sq Ft
267 Barnes Rd, Oak Bluffs, MA 02557

Live the Dream on Martha's Vineyard! Whether you're seeking a year-round residence or a seasonal escape, this is a once-in-a-lifetime opportunity to own a piece of paradise. Step into a world of coastal luxury with 163 feet of pristine Lagoon frontage, complete with your own private sandy beach. Nestled on 1.25 acres of lush, landscaped paradise, this rare gem offers sweeping lawns, panoramic

Stephanie Roache Donnelly + Co.

267 Barnes Rd, Oak Bluffs, MA 02557
/21
$2,700,000
- 3 Beds
- 1 Bath
- 1 Sq Ft
23 Circuit Avenue Extension, Oak Bluffs, MA 02557

Rare Opportunity with Endless Possibilities - Unmatched Harbor & Vineyard Sound Views. Location, Location, Location! A truly rare offering in the heart of Oak Bluffs, where properties like this seldom become available. Positioned directly across from the iconic Oak Bluffs Harbor, this property boasts unobstructed harbor views and sweeping vistas of Vineyard Sound--a setting that captures the very

Rene Ben David Ocean Park Realty, Inc.

23 Circuit Avenue Extension, Oak Bluffs, MA 02557
/12
$2,349,000
- 3 Beds
- 2 Baths
- 1,320 Sq Ft
11 Norton St, Edgartown, MA 02539

EDGARTOWN HISTORIC DISTRICT - Terrific opportunity for an INVESTOR, and HOMEOWNER alike, to have an in town House and Guest house in a wonderful part of Edgartown. Norton Street is such a lovely Street! Two cottages - One at the front and one at the rear of lot. Yard and parking for each cottage. Presently a three (3) bedroom lot but Town Sewer is available on Norton Street and once connected

Alisan Lohan-Conway Alisan Lohan-Conway Properties

11 Norton St, Edgartown, MA 02539
/23
$1,650,000
- 4 Beds
- 2 Baths
- 1,666 Sq Ft
60 Windsor Dr, Edgartown, MA 02539

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

Alyssa Halisky Wallace & Co. Sotheby's International Realty

60 Windsor Dr, Edgartown, MA 02539
/48
$3,995,000
- 3 Beds
- 4.5 Baths
- 3,314 Sq Ft
20 Edson Forest Rd, Vineyard Haven, MA 02568

Exquisite home befitting its stunning location on four serene acres surrounded by conservation and agricultural lands and overlooking a neighbor's private pond. This special spot is authentic up-island character at its best. This three bedroom home (with six-bedroom septic system) was fully renovated down to the studs and finished in 2022, resulting in a truly beautiful luxury home with a

Meg Bodnar Tea Lane Associates

20 Edson Forest Rd, Vineyard Haven, MA 02568
/2
$699,000
- Land
- 0.49 Acre
- $1,426,531 per Acre
56 Holmes Hole Rd, Oak Bluffs, MA 02568

Presenting a unique opportunity to acquire a wooded level lot located on Holmes Hole Road in Oak Bluffs, encompassing a .49-acre parcel situated within a Residential Urban (RU) zoning district. This property offers a serene environment ideal for constructing a home while remaining conveniently close to the town's amenities. There is potential for developing a 3-bedroom residence utilizing either

Marilyn Moses Ocean Park Realty Inc

56 Holmes Hole Rd, Oak Bluffs, MA 02568
/67
$3,150,000
- 4 Beds
- 5 Baths
- 5,165 Sq Ft
63 Bayes Hill Rd, Oak Bluffs, MA 02557

Tucked away in a serene setting, this beautifully designed custom home offers the ultimate in privacy, comfort, and luxury living. The first floor features a spacious open-concept design, seamlessly blending the dining room, kitchen, wet bar, and living area-perfect for entertaining or relaxing with the family. Home chefs will fall in love with the gourmet kitchen complete with custom cabinetry,

Casandra Hyland Landmarks at TODAY Real Estate

63 Bayes Hill Rd, Oak Bluffs, MA 02557
/28
$1,250,000
- 4 Beds
- 2 Baths
- 1,820 Sq Ft
11 Flamingo Dr, Edgartown, MA 02539

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

Skip Dostal, Jr Martha's Vineyard Real Estate

11 Flamingo Dr, Edgartown, MA 02539
/4
$487,000
- Land
- 0.23 Acre
- $2,122,004 per Acre
0 California Ave Unit 76 42933, Oak Bluffs, MA 02568

Nice level building lot ready for your ideas on how best to create your near town home on a quiet street. This is an established neighborhood and one of the last lots left to build on. Perc test has been done. This is in Zone 2 which allows for buildings of any size. Water and electric are nearby.

Jim Joyce Carroll & Vincent R.E.

0 California Ave Unit 76 42933, Oak Bluffs, MA 02568
/20
$3,750,000
- 4 Beds
- 2.5 Baths
- 1,800 Sq Ft
28 Beach Rd, Oak Bluffs, MA 02557

Location, Location, location....This is rare opportunity to own a water front property with 240 degree views of the Harbor and Sound. The property is 5 minutes from either Ferry terminal and walking distance to East beach . The house is suitable for year round living , seasonal income and comfort through and through

Scott Lewis Lewis Real Estate Services, LLC

28 Beach Rd, Oak Bluffs, MA 02557
/35
$1,870,000
- 5 Beds
- 3 Baths
- 2,432 Sq Ft
32 Flamingo Dr, Edgartown, MA 02539

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

Skip Dostal Martha's Vineyard R.E.

32 Flamingo Dr, Edgartown, MA 02539
/41
$7,950,000
- 5 Beds
- 7 Baths
- 3,762 Sq Ft
85 Reservoir Rd, Vineyard Haven, MA 02568

Nestled within Seven Gates Farm, one of Martha's Vineyard's most storied and scenic communities, this 26.5-acre estate offers a beautifully renovated farmhouse that seamlessly blends modern comforts with historic charm. Surrounded by ancient stone walls, mature trees, and lush gardens, the property includes a charming guest house, scenic walking paths, and a peaceful hilltop retreat with a stone

Alyssa Halisky Wallace & Co. Sotheby's International Realty

85 Reservoir Rd, Vineyard Haven, MA 02568
/17
$970,000
- 2 Beds
- 0.5 Baths
- 952 Sq Ft
50 Canonicus Ave, Oak Bluffs, MA 02557

Rare Opportunity to Be in a Special Location and Neighborhood! Loved by generations, this quintessential Vineyard cottage has been in the same family since its creation in 1900. Step back in time and enjoy easy cottage living of yesteryear with modern updates including newer windows and electrical. Nestled under mature trees and just .3 mile to Inkwell Beach, join this close-knit neighborhood and

Michele Moore Island Real Estate

50 Canonicus Ave, Oak Bluffs, MA 02557
/37
$1,995,000
- 4 Beds
- 3 Baths
- 3,058 Sq Ft
2 Farm Path, Oak Bluffs, MA 02557

"Turn-key" offering! This custom cape design with a delightful farmer's porch provides ample opportunities to entertain. Set upon nearly an acre of level and landscaped land with irrigation, it abuts the State Forrest, has an open floor plan with cathedral ceilings and skylights. The three bedroom main, has A/C, a finished basement rec room, a large rear deck that spills forth onto a large yard

Sean Federowicz Landmarks at TODAY Real Estate

2 Farm Path, Oak Bluffs, MA 02557
/32
$2,999,000
- 8 Beds
- 7.5 Baths
- 3,770 Sq Ft
72 Chappaquiddick Ave, Edgartown, MA 02539

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

Michele Casavant Vineyard Village Realty

72 Chappaquiddick Ave, Edgartown, MA 02539
/73
$13,995,000
- 7 Beds
- 9 Baths
- 6,343 Sq Ft
5 Briggs Rd, Edgartown, MA 02539

NEW CONSTRUCTION - COMPLETED. POND FRONT on WINTUCKET COVE. The epitome of Luxury Living, yet understated. 6,343 sq.ft., 7 Bed, 9 Bath home, w/16ft x 42ft saltwater heated pool, 2 car garage & a dramatic over sized screened porch w/11ft high ceilings. Discover a beautiful Vineyard oasis on 9.2 acres of land on the South Shore w/376ft of frontage on Wintucket Cove. An expansive property, merging

Alisan Lohan-Conway Alisan Lohan-Conway Properties

5 Briggs Rd, Edgartown, MA 02539
/3
$1,750,000
- Land
- 1.57 Acres
- $1,114,650 per Acre
63 Division Rd, Edgartown, MA 02539

LOT #4 - One of the last lots available in this newly created 5-lot Edgartown subdivision! This group of residences will feature over-sized lots with utilities in place. 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

Cheri Mason LandVest MV

63 Division Rd, Edgartown, MA 02539
/4
$1,875,000
- Land
- 0.56 Acre
- $3,348,214 per Acre
11A Duarte Cir, Edgartown, MA 02539

Nestled in the HEART OF KATAMA, this ready-to-build unique deep lot offers the opportunity to create your DREAM COMPOUND just minutes to Edgartown Center & South Beach. Set back on a pristine cul-de-sac this property provides unparalleled privacy for a home in Katama with a country vibe. The SIX BEDROOM COMPOUND allows a MAIN HOUSE, GUEST HOUSE, GARAGE and has amble space for outdoor entertaining

David White OwnerEntry.com

11A Duarte Cir, Edgartown, MA 02539
/29
$2,500,000
- 6 Beds
- 3.5 Baths
- 1,616 Sq Ft
34 Massasoit Ave, Oak Bluffs, MA 02568

Located on the corner of Circuit Ave and Massasoit this B1 property with mixed use capability has an existing Victorian home with 6 bedrooms, and 3.5 bathrooms and plenty of room to build a commercial building facing Circuit Ave. The house spacious home with a large wrap around porch would be a great weekly rental property or for employee housing. Right in the heart of Oak Bluffs, walkable to

Carleen Cordwell Anchor Realty of Martha's Vineyard

34 Massasoit Ave, Oak Bluffs, MA 02568
/27
$3,100,000
- 1 Bed
- 1 Bath
- 1,028 Sq Ft
114 Meeting House Way, Edgartown, MA 02539

Discover this private Katama retreat, perfectly situated on over 3 acres of forested and landscaped grounds. Located just a mile from Edgartown Great Pond and a little over 2 miles from both South Beach and Edgartown Village, this contemporary guesthouse offers the ultimate island escape. Built in 2018, it boasts a proven rental history and is outfitted with every modern amenity. With a 6-bedroom

Rose Ryley Sandpiper Realty

114 Meeting House Way, Edgartown, MA 02539
/28
$3,100,000
- 1 Bed
- 1 Bath
- 1,028 Sq Ft
114 Meeting House Way, Edgartown, MA 02539

Discover this private Katama retreat, perfectly situated on over 3 acres of forested and landscaped grounds. Located just a mile from Edgartown Great Pond and a little over 2 miles from both South Beach and Edgartown Village, this contemporary guesthouse offers the ultimate island escape. Built in 2018, it boasts a proven rental history and is outfitted with every modern amenity. With a 6-bedroom

Rose Ryley Sandpiper Realty Inc

114 Meeting House Way, Edgartown, MA 02539
/59
$2,550,000
- 4 Beds
- 2.5 Baths
- 2,983 Sq Ft
157 Ben Chase Rd, West Tisbury, MA 02575

You will find this outstanding property at the end of a quiet country lane in West Tisbury nestled alongside hundreds of acres of conservation land and walking trails that extend all the way to Lamberts Cove Road. The setting is magical - 4 acres of rolling lawns with specimen trees and ponds. There are multiple structures to allow you to customize this compound to your personal needs. The main

Madelyn Silvia Wallace & Co. Sotheby's

157 Ben Chase Rd, West Tisbury, MA 02575
/33
$2,995,000
- 4 Beds
- 3 Baths
- 2,770 Sq Ft
36 Tashmoo Ave, Vineyard Haven, MA 02568

This beautifully renovated gambrel-style home in Vineyard Haven seamlessly blends classic charm with modern luxury. This pristine residence is nestled within a private, hedge-lined yard in one of Vineyard Haven's most quiet and quaint neighborhoods. With the new heated salt-water pool, lovely plantings, and beautiful gardens, no detail has been overlooked. The property also features a renovated

Alyssa Halisky Wallace & Co. Sotheby's International Realty

36 Tashmoo Ave, Vineyard Haven, MA 02568
/11
$495,000
- Land
- 0.23 Acre
- $2,152,174 per Acre
0 Barnes Rd Unit 32400334, Oak Bluffs, MA 02557

Located in the heart of Oak Bluffs, this land offering abuts a protected Town park and is within close proximity to the various public access points to the sandy shoreline of Lagoon Pond. With engineering in place for a 1 bedroom home, embrace the unique opportunity to build your own custom residence. Whether you envision a cozy cottage, a modern retreat, or a traditional island dwelling, the

Alyssa Halisky Wallace & Co. Sotheby's International Realty

0 Barnes Rd Unit 32400334, Oak Bluffs, MA 02557
/11
$495,000
- Land
- 0.23 Acre
- $2,152,174 per Acre
0 Barnes Rd Unit 59 42701, Oak Bluffs, MA 02557

Located in the heart of Oak Bluffs, this land offering abuts a protected Town park and is within close proximity to the various public access points to the sandy shoreline of Lagoon Pond. With engineering in place for a 1 bedroom home, embrace the unique opportunity to build your own custom residence. Whether you envision a cozy cottage, a modern retreat, or a traditional island dwelling, the

Alyssa Halisky Wallace & Co. Sotheby's

0 Barnes Rd Unit 59 42701, Oak Bluffs, MA 02557
/52
$7,795,000
- 7 Beds
- 4.5 Baths
- 6,921 Sq Ft
19 Locust Ln, Aquinnah, MA 02535

This beautifully designed and built home is privately sited on 12.23 acres overlooking a pastoral setting with amazing ocean views and bordered by stone walls. The spacious entry hall steps into a formal living and dining room with oversized windows that take in the amazing North Shore ocean views, tall ceilings, a field stone fireplace and concrete floors heated by radiant heat. French doors

Brenda Galligan Karen M. Overtoom R.E.

19 Locust Ln, Aquinnah, MA 02535
/36
$3,750,000
- 4 Beds
- 3 Baths
- 2,204 Sq Ft
9 Weston Ave, Oak Bluffs, MA 02557

This 4-bedroom / 3-bath home lies in the middle of East Chop at the highest point on the bluff offering expansive views of Vineyard Sound. The home features a large clear story living room with fireplace, a family room/kitchen also with fireplace, a huge screened porch opening up to a large deck area and a first floor bedroom with private bath. The 2nd floor offers two guest bedrooms and a master

Gerrett Conover Landvest MV

9 Weston Ave, Oak Bluffs, MA 02557

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