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VIEW ALL 350 MARTHA'S VINEYARD LISTINGS ↓
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LINK ID: 44671
Town: OAK BLUFFS
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Click here for all Oak Bluffs listings
Address:
40 Hidden Cove Road Unit 2, Oak Bluffs MA 02557
Type: Single Family Residence
$1,495,000.00
Enjoy timeless summers at this Hidden Cove condo, where days begin with a paddle on Sengekontacket Pond, afternoons are spent between the pool and tennis courts, and evenings end on the deck after a day spent exploring the island. This three-bedroom unit has distant water views and offers an easy, m...
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PRICE CHANGE
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LINK ID: 44398
Town: VINEYARD HAVEN
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Click here for all Vineyard Haven listings
Address:
39 Ferro Way, Vineyard Haven MA 02568
Type: Single Family Residence
$1,488,000.00
Tucked away on a quiet cul-de-sac, this beautifully maintained multi-family property offers the perfect blend of privacy, flexibility, and convenience. Built in 2020, the home encompasses 2,884 square feet of thoughtfully designed living space, featuring a total of 5 bedrooms and 4 full bathrooms. T...
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LINK ID: 44920
Town: EDGARTOWN
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Click here for all Edgartown listings
Address:
7 Boylston Drive, Edgartown MA 02539
Type: Single Family Residence
$1,475,000.00
Well-maintained three-bedroom, two-bath home set on a quiet road in a convenient Edgartown location. The property is bordered by more than 100 acres of conservation land, offering a peaceful setting and added privacy while remaining close to Edgartown Village, beaches, bike paths, and everyday ameni...
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LINK ID: 44737
Town: VINEYARD HAVEN
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Click here for all Vineyard Haven listings
Address:
21 West Spring Street, Vineyard Haven MA 02568
Type: Single Family Residence
$1,450,000.00
Charming Property in the Heart of Vineyard Haven. A rare opportunity to own a beautifully maintained main house and guest house nestled on a generous 25,100 square foot lot in Tisbury. This special offering combines charm, privacy and versatility, surrounded by a stunningly landscaped yard with irri...
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LINK ID: 43835
Town: OAK BLUFFS
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Click here for all Oak Bluffs listings
Address:
4 Lagrange Avenue, Oak Bluffs MA 02557
Type: Single Family Residence
$1,450,000.00
New listing tucked away on a dead end road in Oak Bluffs ~Enjoy the best of Vineyard living from this beautifully renovated Oak Bluffs home, ideally located just a short walk from a private Lagoon beach—perfect for swimming, kayaking, paddleboarding and all your favorite water activities. The invi...
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LINK ID: 44839
Town: VINEYARD HAVEN
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Click here for all Vineyard Haven listings
Address:
70 Edgartown Vineyard Haven Road, Vineyard Haven MA 02568
Type: Single Family Residence
$1,429,900.00
Classic Vineyard Charm Meets Effortless Island Living! Brimming w/original character and timeless appeal, this delightful 3-bedroom, 3-bath home w/1BR, 1BA ADU offers a perfect blend of historic charm + thoughtful updates in one of Martha’s Vineyard’s most sought-after communities. Original hard...
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LINK ID: 44590
Town: VINEYARD HAVEN
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Click here for all Vineyard Haven listings
Address:
5 Paula Avenue, Vineyard Haven MA 02568
Type: Single Family Residence
$1,400,000.00
Discover the opportunity to make this spacious Vineyard Haven home your own, ideally located on the desirable lower end of Lambert's Cove Road. Just across from Pilot Hill Road and approximately one mile from the pristine shores of Lambert's Cove Beach, this well-positioned property offers the perfe...
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LINK ID: 42148
Town: VINEYARD HAVEN
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Click here for all Vineyard Haven listings
Address:
4 Lagoon Pond Road, Vineyard Haven MA 02568
Type: Single Family Residence
$1,395,000.00
Located at the five corners, this rare commercial property presents an opportunity to set your future business venture up for success. This prime location captures the attention of every single vehicle disembarking the Vineyard Haven Ferry! There are 2.5 parking spots included. Please note that the ...
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LINK ID: 44202
Town: EDGARTOWN
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Click here for all Edgartown listings
Address:
17 Chapman Lane, Edgartown MA 02539
Type: Single Family Residence
$1,395,000.00
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...
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LINK ID: 44466
Town: EDGARTOWN
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Click here for all Edgartown listings
Address:
44 Prices Way, Edgartown MA 02539
Type: Single Family Residence
$1,395,000.00
CONTEMPORARY ISLAND RETREAT. As a smart opportunity for Vineyard buyers seeking a low-maintenance Island home close to Edgartown Village, this contemporary home offers easy access to shopping, services, and the bicycle path connecting the three down-Island towns. Whether used as a year-round residen...
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LINK ID: 44126
Town: CHILMARK
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Click here for all Chilmark listings
Address:
345 North Road, Chilmark MA 02535
Type: Single Family Residence
$1,375,000.00
This versatile Chilmark property offers a rare combination of privacy, flexibility, and investment potential. The main residence features 4 bedrooms and 4 bathrooms, complemented by a detached 1-bedroom, 1-bath suite with an attached garage—ideal for guests, extended family, or rental income. Two ...
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LINK ID: 44299
Town: WEST TISBURY
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Click here for all West Tisbury listings
Address:
38 Fire Tower Road, West Tisbury MA 02575
Type: Unimproved Land
$1,350,000.00
The Tower Hill land, once known as the Dancing Hills, is considered by many a sacred Island space. Standing on the ridge top, you're at one of the highest points on Martha's Vineyard. This 3.01 acre parcel looks out over the trees of Red Farm and the dramatic blue expanse of Vineyard Sound. It's eas...
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PRICE CHANGE
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LINK ID: 44374
Town: OAK BLUFFS
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Click here for all Oak Bluffs listings
Address:
46 Kennebec Avenue, Oak Bluffs MA 02557
Type: Single Family Residence
$1,350,000.00
This exquisite Victorian home, lovingly preserved by the same family for over a generation, stands in outstanding condition and is perfectly situated in the vibrant heart of Oak Bluffs Center. Enjoy the convenience of being just steps away from the Public Beach, Steamship Authority, Oak Bluffs Harbo...
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LINK ID: 44576
Town: WEST TISBURY
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Click here for all West Tisbury listings
Address:
145 Vineyard Meadow Farms Road, West Tisbury MA 02575
Type: Single Family Residence
$1,349,000.00
This coastal contemporary residence is located on a private 1.60-acre lot in West Tisbury, with convenient access to Long Point Wildlife Refuge and access to "Coveted" Lambert's Cove Beach. The home features four bedrooms and two full bathrooms. On the first floor, you'll find two bright bedrooms, a...
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CONTINGENT OFFER
STILL SHOWING
Contingent
7th September 2026
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LINK ID: 44136
Town: VINEYARD HAVEN
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Click here for all Vineyard Haven listings
Address:
116 Franklin Terrace, Vineyard Haven MA 02568
Type: Single Family Residence
$1,325,000.00
Nestled on a quiet street just moments from the heart of Vineyard Haven, this well-maintained 4 BR, 3 BA home offers a winning blend of comfort, privacy, and classic island appeal. The sun-filled main level features an open-concept living area flowing seamlessly into a bright, updated kitchen with c...
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LINK ID: 44325
Town: CHILMARK
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Click here for all Chilmark listings
Address:
0 North Road/15 Belhaven Way, Chilmark MA 02535
Type: Unimproved Land
$1,325,000.00
Set just off North Road, this exceptional parcel offers a rare opportunity to build in a setting rich with natural beauty. Recently subdivided, this land combines privacy, character and thoughtful positioning.
The lot is perfectly sited capturing serene woodland views and the natural contours of Mi...
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LINK ID: 43968
Town: WEST TISBURY
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Click here for all West Tisbury listings
Address:
20 Brook Hollow Road, West Tisbury MA 02575
Type: Single Family Residence
$1,325,000.00
Fantastic opportunity for a great locationb and a spacious custom designed home! This house is well sited to offer maximum privacy in the lush area of Long View, a short bike ride to Lambert's Cove beach. It's also about a 20-minute walk down a quiet private road. The home lays out well for family...
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CONTINGENT OFFER
STILL SHOWING
Contingent
2nd September 2026
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LINK ID: 43928
Town: VINEYARD HAVEN
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Click here for all Vineyard Haven listings
Address:
33 Alyssa Lane, Vineyard Haven MA 02568
Type: Single Family Residence
$1,325,000.00
Country Living so close to Town! Lovely 4 Bedroom 2,304sq ft. Colonial Cape perched on a rise on Alyssa Lane off West Spring Street. Open Kitchen with handcrafted side cabinets and Island with stool seating. Dining, sitting, entertainment area with sliders open to a generous front to back side deck....
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LINK ID: 44681
Town: CHILMARK
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Click here for all Chilmark listings
Address:
132 South Road, Chilmark MA 02535
Type: Single Family Residence
$1,300,000.00
Nestled on a private, 1.9-acre lot along historic South Road in Chilmark, this charming New England retreat offers an exceptional sense of tranquility and classic Martha's Vineyard living. Built in 1950, Vineyard Home offers 2 bedrooms and 2 full bathrooms great light, cozy additional living spaces ...
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LINK ID: 44736
Town: VINEYARD HAVEN
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Click here for all Vineyard Haven listings
Address:
41 Edgartown Vineyard Haven Road, Vineyard Haven MA 02568
Type: Multi Family
$1,299,000.00
Located on the edge of downtown Vineyard Haven, just steps from the ferry, harbor, shops, restaurants, and beaches, this two-family property presents a rare opportunity. With full-floor residences offering a combined five bedrooms, the home provides exceptional flexibility for owner occupancy with r...
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LINK ID: 44759
Town: OAK BLUFFS
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Click here for all Oak Bluffs listings
Address:
66 Hudson Avenue, Oak Bluffs MA 02557
Type: Single Family Residence
$1,296,000.00
This warm and welcoming home with exceptional outdoor living space is sited on a beautifully landscaped lot just 1.5 miles from downtown Oak Bluffs. The private backyard, designed and cultivated by Donaroma’s, features a fenced lawn with irrigation, fire pit, outdoor dining area, and built-in gril...
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CONTINGENT OFFER
STILL SHOWING
Contingent
16th August 2026
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LINK ID: 44213
Town: OAK BLUFFS
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Click here for all Oak Bluffs listings
Address:
3 Troy Street, Oak Bluffs MA 02557
Type: Single Family Residence
$1,295,000.00
Set on a generous 0.3-acre lot in desirable Oak Bluffs, this property offers exceptional potential just moments from Vineyard Sound. A newly installed 6-bedroom septic system opens the door to a variety of expansion opportunities. The home is thoughtfully designed with two separate living areas, ide...
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CONTINGENT OFFER
STILL SHOWING
Contingent
24th August 2026
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LINK ID: 44907
Town: OAK BLUFFS
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Click here for all Oak Bluffs listings
Address:
4 Periwinkle Lane, Oak Bluffs MA 02557
Type: Single Family Residence
$1,295,000.00
Stylish, thoughtfully designed ranch style home built in 2014 is bright and sunny. Tucked away in a private tranquil setting just a stroll to downtown, harbor, beaches, ferries, library, restaurants and shops, the home features solar panels, large living room with separate dining area, kitchen with ...
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LINK ID: 44549
Town: WEST TISBURY
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Click here for all West Tisbury listings
Address:
29 Scotchmans Lane, West Tisbury MA 02575
Type: Single Family Residence
$1,289,000.00
Discover the charm of West Tisbury with the perfect blend of country living and village convenience. Ideally located just a short stroll from the heart of town, you'll enjoy easy access to all the West Tisbury Village has to offer. Set on a lovely lot, the home features a spacious southeast-facing d...
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LINK ID: 44746
Town: VINEYARD HAVEN
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Click here for all Vineyard Haven listings
Address:
41 Cook Road, Vineyard Haven MA 02568
Type: Single Family Residence
$1,285,000.00
Just moments from downtown Vineyard Haven, the ferry terminal, shops, restaurants, and harbor, this beautifully maintained three-bedroom home combines distinctive character with thoughtfully updated spaces, modern comforts, and a peaceful residential setting.
The home offers over 2,300 square feet ...
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LINK ID: 44829
Town: CHILMARK
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Click here for all Chilmark listings
Address:
0 Cencelle, Chilmark MA 02535
Type: Unimproved Land
$1,275,000.00
Set amid the rolling farmlands of Chilmark, this beautiful parcel offers an exceptional opportunity to create your own island retreat. Framed by stone walls, wooded surroundings, and open meadow views, the property combines privacy and natural beauty in a serene rural setting with glacial erratics a...
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LINK ID: 44832
Town: OAK BLUFFS
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Click here for all Oak Bluffs listings
Address:
11 Stanley Street, Oak Bluffs MA 02557
Type: Single Family Residence
$1,255,000.00
Charming Oak Bluffs Ranch on a Peaceful Cul-de-Sac
Welcome to this inviting 3-bedroom, 1.5-bath ranch-style home nestled on a generous .35-acre lot at the end of a peaceful cul-de-sac in Oak Bluffs, Massachusetts. Ideally located near the beach and town center, this property offers a wonderful blend...
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LINK ID: 43914
Town: OAK BLUFFS
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Click here for all Oak Bluffs listings
Address:
0 Pennsylvania Avenue, Oak Bluffs MA 02557
Type: Single Family Residence
$1,250,000.00
Unique new construction opportunity on Pennsylvania Ave in Oak Bluffs! Offered preconstruction so there is the ability to customize, this modern carriage house includes a spacious 1-bedroom apartment (855 sq ft with full kitchen, living room and bathroom) above a 2-car garage. Ideal for year round o...
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LINK ID: 44007
Town: VINEYARD HAVEN
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Click here for all Vineyard Haven listings
Address:
22 Oklahoma Avenue, Vineyard Haven MA 02568
Type: Single Family Residence
$1,250,000.00
HOUSE + APARTMENT NEAR LAGOON! Discover a rare opportunity in a convenient Vineyard Haven neighborhood. This clean and bright, move-in ready property features a 3 BR, 1 BA main house plus a legal 1 BR, 1 BA accessory apartment, offering the perfect setup for multi-generational living or a high-deman...
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LINK ID: 44504
Town: CHILMARK
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Click here for all Chilmark listings
Address:
15 Menemsha Inn Road, Chilmark MA 02535
Type: Unimproved Land
$1,250,000.00
Nestled in a bucolic setting moments from the iconic Menemsha fishing village, this beautiful and fully engineered parcel is approved for a 6BR home. One of the few remaining Menemsha buildable lots makes this a rare opportunity. With room for a pool with a special permit!
Surrounded by ancient sto...
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LINK ID: 43069
Town: CHILMARK
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Click here for all Chilmark listings
Address:
37 Bijahs Way, Chilmark MA 02535
Type: Unimproved Land
$1,245,000.00
FRESHLY BRUSH CUT and EASY to WALK! This quiet and lovely four-and-a-half-acre lot in Chilmark is READY-TO-BUILD. The land has a gentle rise, bounded on one side by an old stone wall. The land features graceful trees and a distant water view is possible from a second floor. The lot has been staked, ...
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PRICE CHANGE
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LINK ID: 44357
Town: EDGARTOWN
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Click here for all Edgartown listings
Address:
37 Dodgers Hole Road, Edgartown MA 02539
Type: Single Family Residence
$1,225,000.00
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 designe...
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LINK ID: 44799
Town: OAK BLUFFS
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Click here for all Oak Bluffs listings
Address:
323 County Road, Oak Bluffs MA 02557
Type: Single Family Residence
$1,225,000.00
This charming Cape-style home is set on a beautifully landscaped lot filled with colorful blooming perennials, offering a peaceful setting just off the bike path. Ideally located, it's only a short ride to the town center and ferry, making it an excellent year-round residence, vacation getaway, or p...
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LINK ID: 44574
Town: WEST TISBURY
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Click here for all West Tisbury listings
Address:
23 Onkokemmy Road, West Tisbury MA 02575
Type: Unimproved Land
$1,200,000.00
Just beyond the Great White Oak and down scenic Rogers Path, this pastoral West Tisbury parcel offers nearly 3.5 acres of privacy and natural beauty. Moments from the village center yet tucked into a peaceful landscape, the property presents an opportunity to create a custom Vineyard compound. As yo...
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LINK ID: 44499
Town: AQUINNAH
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Click here for all Aquinnah listings
Address:
14 Ridge Road, Aquinnah MA 02535
Type: Unimproved Land
$1,195,000.00
Nearly 6 acres of land bordered by stonewalls on two sides. The property has been cleared, so you are able to see the level topography and mature trees. The location lends itself to a short walk to Lobsterville Beach or Red Beach on Menemsha Pond, where you can hop on your paddleboard or kayak or ge...
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LINK ID: 44775
Town: OAK BLUFFS
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Click here for all Oak Bluffs listings
Address:
170 Barnes Road, Oak Bluffs MA 02557
Type: Single Family Residence
$1,195,000.00
Solid Cape-style home located one block from Sailing Camp Park and Medeiros Cove offering water access to the Lagoon and one mile to all the excitement that downtown Oak Bluffs has to offer. The first floor offers a spacious eat in kitchen that is open to the dining room. A full bathroom with laundr...
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LINK ID: 44889
Town: WEST TISBURY
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Click here for all West Tisbury listings
Address:
129 Charles Neck Way, West Tisbury MA 02575
Type: Single Family Residence
$1,195,000.00
Wonderful Vineyard retreat located close to coveted long point beach and wildlife reserve, only a short bike ride away. This contemporary is adorned with 4 spacious bedrooms and an open living area with cathedral ceilings. Roomy yet cozy, this home has been the gathering place for 3 generations of ...
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CONTINGENT OFFER
STILL SHOWING
Contingent
17th September 2026
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LINK ID: 44900
Town: EDGARTOWN
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Click here for all Edgartown listings
Address:
23 Hamblen Way, Edgartown MA 02539
Type: Single Family Residence
$1,175,000.00
Walk or Bike to Edgartown — Renovated & Move-In Ready. Fully furnished 3-bedroom home for year-round or vacation living, new roof & hot water heater, extensively renovated in 2014 (walls, windows, doors, insulation, gutters, siding). Open floor plan with cathedral ceilings and a wall of windows hi...
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LINK ID: 44304
Town: VINEYARD HAVEN
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Click here for all Vineyard Haven listings
Address:
261 Sandpiper Lane # 12, Vineyard Haven MA 02568
Type: Condominium
$1,175,000.00
END UNIT WITH PRIVATE DRIVEWAY IN TASHMOO WOODS.
This well-maintained 3-bedroom, 3-bath end-unit condo offers a rare combination of privacy, space, and access to one of Vineyard Haven’s most sought-after communities.
As an end unit with its own private driveway, this home offers added separation...
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LINK ID: 44649
Town: OAK BLUFFS
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Click here for all Oak Bluffs listings
Address:
30 Double Ox Road, Oak Bluffs MA 02557
Type: Unimproved Land
$1,150,000.00
Create an extraordinary Martha's Vineyard estate in the exclusive Lagoon Ridge community of Oak Bluffs. This mostly wooded estate parcel of over one acre features gently rolling topography, providing an exceptional canvas for a custom-designed luxury residence. Privately situated within an intimate ...
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LINK ID: 44713
Town: VINEYARD HAVEN
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Click here for all Vineyard Haven listings
Address:
41 Renear Street, Vineyard Haven MA 02568
Type: Single Family Residence
$1,150,000.00
Some properties you visit, and some properties you experience. Tucked behind mature gardens and a lush natural landscape, 41 Renear Street is a hidden Vineyard treasure — a classic 1927 cottage where timeless character, village convenience, and the beauty of the outdoors come together.
Set on a g...
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LINK ID: 43508
Town: AQUINNAH
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Click here for all Aquinnah listings
Address:
00 Old Field Road, Aquinnah MA 02535
Type: Unimproved Land
$1,150,000.00
The nearby roar of the Atlantic can be heard from this pristine two-acre building opportunity in Aquinnah, ideally located at the end of Old Field Road with easy access from Moshup Trail. A storybook walking path through woods and fields over an easement bordering a majestic beetlebung grove and ove...
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LINK ID: 43984
Town: CHILMARK
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Click here for all Chilmark listings
Address:
47 Quenames Road, Chilmark MA 02535
Type: Single Family Residence
$1,150,000.00
On a beautiful 3.02-acre parcel in Chilmark, 47 Quenames Road offers privacy, outstanding value, and excellent potential. The year-round 2-bedroom home features first-floor living, an open floorplan with living and dining space, a kitchen remodeled in 2023, two bedrooms, and a full bath with tub. A ...
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PRICE CHANGE
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LINK ID: 44923
Town: VINEYARD HAVEN
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Click here for all Vineyard Haven listings
Address:
7 Fawndale Road, Vineyard Haven MA 02568
Type: Single Family Residence
$1,150,000.00
Welcome to 7 Fawndale Road in Vineyard Haven. Located just one mile from Main Street, this delightful property offers comfortable living and flexible spaces.
The main level features offers single-story living featuring an open living and dining area with wood beams, a bay window, partial cathedral c...
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NEW LISTING
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LINK ID: 44206
Town: EDGARTOWN
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Click here for all Edgartown listings
Address:
15 Chapman Lane, Edgartown MA 02539
Type: Unimproved Land
$1,125,000.00
OPPORTUNITY ABOUNDS: This conforming parcel offers a great opportunity to build with close proximity to Edgartown Village! This adjoining lot offers ability to connect to Town Water and Sewer (see notes below) creating the perfect setting for your custom dream home or next investment. Located just m...
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LINK ID: 43983
Town: CHILMARK
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Click here for all Chilmark listings
Address:
45 Quenames Road, Chilmark MA 02535
Type: Single Family Residence
$1,125,000.00
Set on a serene 3.02-acre parcel in Chilmark, 45 Quenames Road offers privacy, charm, and excellent potential. In a sunny clearing among mature trees, the maintained 2-bedroom house features first-floor living, an open kitchen and living area, two bedrooms, a full bath with shower, an enormous three...
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PRICE CHANGE
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LINK ID: 44490
Town: OAK BLUFFS
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Click here for all Oak Bluffs listings
Address:
47 Winemack Avenue, Oak Bluffs MA 02557
Type: Single Family Residence
$1,100,000.00
Oak Bluffs -East Chop-Close to the beach. Two Year-round cottages on one lot. Stay in one and rent the other, the possibilities are great with this amazing opportunity to own close to the beach and just a mile to Oak Bluffs center. The front house is two bedrooms 1 bath: freshly painted with new fl...
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LINK ID: 44510
Town: VINEYARD HAVEN
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Click here for all Vineyard Haven listings
Address:
61 Wood Chips Circle, Vineyard Haven MA 02575
Type: Single Family Residence
$1,095,000.00
Set on a private, wooded lot in Vineyard Haven, this recently built home offers a rare combination of immediate enjoyment and exceptional future potential. Built in 2021, the thoughtfully designed 1-bedroom residence features a bright, modern interior, energy-efficient solar panels, and a peaceful s...
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LINK ID: 44805
Town: OAK BLUFFS
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Click here for all Oak Bluffs listings
Address:
2 Winemack Street, Oak Bluffs MA 02557
Type: Single Family Residence
$1,095,000.00
Located at the southern end of Winemack Street, this inviting 3-bedroom, 2-bath Oak Bluffs home offers a quiet residential setting in a neighborhood of both year-round and seasonal homes, while remaining remarkably close to everything Oak Bluffs has to offer. Just approximately 1.2 miles from downto...
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LINK ID: 44426
Town: VINEYARD HAVEN
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Click here for all Vineyard Haven listings
Address:
299 Daggett Avenue Unit A, Vineyard Haven MA 02568
Type: Single Family Residence
$1,095,000.00
This cheerful sun drenched three-bed & one bath home with cathedral ceilings sits on just over an acre of gently rolling land surrounded by mature pines, oaks and ornamental plantings. Inspired by Norwegian architecture, the current owner designed and built this home in 1999 with his wife who was a...
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PRICE CHANGE
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Not responsible for misinformation or typographical errors.
Prices are subject to change without notice. |
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