Kendall & Kendall Real Estate of Martha's Vineyard

FINE REAL ESTATE

featured properties for sale

vacation rentals

what we've sold

about us

contact us


Martha's Vineyard

view all properties for sale on martha's vineyard


Martha's Vineyard

view other martha's vineyard rental properties not featured on our web site

properties for sale on martha's vineyard

home  >  search multiple listing service

Town   Waterfront   Min Price   Or LINK ID
     
Property Type   # Bedrooms (min)   Max Price    
     
view all 328 properties for sale on martha's vineyard
150 - 200 of 328 Listings

1  2  3  4  5  6  7  

9 Beetlebung Grove Way, Chilmark MA 02535

LINK ID: 42643
Town: Chilmark
Type: Single Family Residence
$2,495,000.00

View Property Details

ACTIVE UNDER CONTRACT

Beautifully sited on 3.4 acres, this distinctive Chilmark home offers a rare blend of privacy, comfort, and expansive living space, ideal for entertaining, both inside and outside. From the welcoming foyer, step into the dramatic vaulted living room, where wood-paneled ceilings, a gas fireplace, and...
25 Fulling Mill Road, Chilmark MA 02535

LINK ID: 43014
Town: Chilmark
Type: Single Family Residence
$2,450,000.00

View Property Details

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...
4 High Meadow Lane, Oak Bluffs MA 02557

LINK ID: 42967
Town: Oak Bluffs
Type: Single Family Residence
$2,445,000.00

View Property Details

Classic Post & Beam set in Meadow View Farms - This stunning and solidly built four-bedroom home sits on almost an acre of land with endless possibilities and impressive touches throughout. A farmer’s porch stretches the full length of the home offering a warm welcome and a shady spot to relax ove...
50 Hidden Cove Road, Oak Bluffs MA 02557

LINK ID: 43396
Town: Oak Bluffs
Type: Single Family Residence
$2,395,000.00

View Property Details

Sengekontacket–Walk into a “turn-key” opportunity in the desirable Hidden Cove community, just steps (.3 miles) from Sengekontacket Pond with access to State Beach and Nantucket Sound beyond. The lovingly-maintained 4 bedroom, 2.5 bath, 2 car garage main home sits high on the 1.5 acre property...
29 Pradas Way, Edgartown MA 02539

LINK ID: 43617
Town: Edgartown
Type: Single Family Residence
$2,395,000.00

View Property Details

THE PERFECT KATAMA RETREAT. Located just one mile from South Beach and steps from the bike path connecting Edgartown Village and the shoreline, this charming Katama property offers the ultimate Vineyard lifestyle. Beautifully built in 1998 by a respected Island contractor, this well-maintained home...
10 Wood Duck Way, Oak Bluffs MA 02557

LINK ID: 43163
Town: Oak Bluffs
Type: Single Family Residence
$2,395,000.00

View Property Details

PRICE CHANGE

Perched on a hill, this waterfront house encompasses three levels of living. Thoughtfully designed and well cared for, this home provides calming water views and direct access to Wiggy’s freshwater Pond from almost every room. The main level boasts a kitchen fitted with high-end appliances and o...
11 Norton Street, Edgartown MA 02539

LINK ID: 43011
Town: Edgartown
Type: Single Family Residence
$2,349,000.00

View Property Details

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. ...
24 Dark Woods Road, Edgartown MA 02539

LINK ID: 42444
Town: Edgartown
Type: Single Family Residence
$2,349,000.00

View Property Details

ACTIVE UNDER CONTRACT

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 q...
15 Night Heron Road, Edgartown MA 02539

LINK ID: 43684
Town: Edgartown
Type: Single Family Residence
$2,345,000.00

View Property Details

NEW LISTING

KATAMA - NEWLY RENOVATED! This Quintessential Martha’s Vineyard saltbox blends timeless island character with wonderful thoughtful updates, having been recently renovated. Set in a quiet location, Island Grove, one of the most popular locations in Edgartown, you're just a short drive to Wilson's ...
70 Spring Street, Vineyard Haven MA 02568

LINK ID: 42020
Town: Vineyard Haven
Type: Single Family Residence
$2,300,000.00

View Property Details

Storybook setting in the quaint seaside village of Vineyard Haven, the commanding Captain Gilbert L. Smith House, c. 1854, affords an enchanting opportunity for space and privacy within the highly sought after William Street Historic District and just two blocks to all the shops, restaurants, galler...
71 Netock Avenue, Oak Bluffs MA 02557

LINK ID: 43171
Town: Oak Bluffs
Type: Single Family Residence
$2,295,000.00

View Property Details

On the doorstep of vibrant Oak Bluffs, discover this exquisitely renovated four bedroom home with separate office or studio space, all ensconced in professionally landscaped grounds. Blending modern comfort with timeless island charm, the house features wide plank white oak floors, beautiful ceiling...
9 Moshup Trail, Aquinnah MA 02535

LINK ID: 43221
Town: Aquinnah
Type: Single Family Residence
$2,275,000.00

View Property Details

Spectacular property in Aquinnah, featuring a newly installed and town-approved 6-bedroom septic system, ready to support your vision for expansion and renovation. Located on 4.7 acres filled with rolling meadows and stone walls, this property boasts a truly remarkable barn that was transported fro...
29 Old Nursery Lane, Chilmark MA 02535

LINK ID: 43568
Town: Chilmark
Type: Single Family Residence
$2,250,000.00

View Property Details

Modern Cape style home located off Tea Lane could be your special Chilmark retreat. This four bedroom, 2.5 bathroom home needs some updating but is in good condition. Living room with fireplace, dining area and family room provide space for living. Attached two bay garage allows for storage and proj...
22 Greenleaf Avenue, Oak Bluffs MA 02539

LINK ID: 43058
Town: Oak Bluffs
Type: Single Family Residence
$2,240,000.00

View Property Details

PRICE CHANGE

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 ...
6 Church Street, Aquinnah MA 02535

LINK ID: 43166
Town: Aquinnah
Type: Single Family Residence
$2,199,000.00

View Property Details

This beautifully renovated contemporary home is perched on a hillside, offering views of the Atlantic Ocean. Upon entering the home has a light and airy atmosphere with cathedral ceilings and a wall of windows connecting you with the outdoors. The main level consists of an open-concept kitchen, livi...
4 Dempster Park, Oak Bluffs MA 02557

LINK ID: 43106
Town: Oak Bluffs
Type: Single Family Residence
$2,195,000.00

View Property Details

East Chop -- This handsome, meticulously maintained 4-bedroom gambrel roof house, nestled in one of the prime locations of East Chop, has had substantial renovations and upgrades over the years since 2017. The 1st floor includes large living room with dining area and Rumford wood burning fireplace t...
5 Pine Tree Lane, Vineyard Haven MA 02568

LINK ID: 43291
Town: Vineyard Haven
Type: Single Family Residence
$2,195,000.00

View Property Details

Blending 1920s charm with modern luxury, this beautifully renovated home is tucked away in the sought-after West Chop area of Vineyard Haven. Just steps from the neighborhood beach on the pristine shores of Vineyard Sound, this elegant seaside retreat offers the perfect mix of historic character and...
30 Sengekontacket Road, Oak Bluffs MA 02557

LINK ID: 42694
Town: Oak Bluffs
Type: Single Family Residence
$2,195,000.00

View Property Details

Secluded island retreat nestled above the trees! Located in the desirable Sengekontacket Association, this four-bedroom, three-bathroom home offers stunning views of acres of conservation land, Sengekontacket Pond, and Nantucket Sound. Perched on a hillside, the house provides utmost privacy from al...
43C Dark Woods Road, Edgartown MA 02539

LINK ID: 43121
Town: Edgartown
Type: Single Family Residence
$2,195,000.00

View Property Details

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. This property has been meticulously maintained and is ready for your immediate enjoyment. Sited on a pleasant .77-acre lot, t...
30 Franklin Avenue, Oak Bluffs MA 02557

LINK ID: 43327
Town: Oak Bluffs
Type: Single Family Residence
$2,150,000.00

View Property Details

Welcome to your dream home! This stunning new construction boasts a coastal feel throughout and is situated on a spacious corner lot. Inside, you'll find luxurious finishes, including Thermador appliances and quartz countertops in the gourmet kitchen including a large pantry with beverage refrigerat...
33 Lagoon Pond Road, Vineyard Haven MA 02568

LINK ID: 43056
Town: Vineyard Haven
Type: Single Family Residence
$2,150,000.00

View Property Details

Discover this stunning newly contructed single-family home in the heart of downtown Vineyard Haven. This beautifully crafted 3-bedroom, 3-bathroom residence offers high-end finishes and thoughtful design throughout. The modern kitchen and bathrooms feature elegant quartz countertops, while tile sho...
17 Oakdale Drive, Edgartown MA 02539

LINK ID: 43404
Town: Edgartown
Type: Single Family Residence
$2,150,000.00

View Property Details

17 Oakdale Drive is perfectly positioned between Edgartown Village and State Beach, offering refined Vineyard living in one of the island’s most desirable locations. Tucked away on a private cul-de-sac and sited on a beautifully landscaped 0.62-acre lot, this charming 3-bedroom, 3-bathroom residen...
8 Old Purchase Way, Edgartown MA 02539

LINK ID: 43685
Town: Edgartown
Type: Single Family Residence
$2,150,000.00

View Property Details

NEW LISTING

Private, yet close to town. Located at the end of a paved road on a cul-de-sac that abuts 25 acres of conservation land. Enjoy miles of walking/bike trails and ancient roads just out the door. The first floor has an open floor plan with comfortable living / dining area / kitchen areas. There is als...
35 Tower Ridge Road, Oak Bluffs MA 02557

LINK ID: 43273
Town: Oak Bluffs
Type: Single Family Residence
$2,125,000.00

View Property Details

Thoughtfully designed post-and-beam home that blends character with modern comfort and flexible living in Tower Ridge. The open-concept main floor features spacious gathering areas, while the finished basement offers a quiet retreat for work, relaxation, or play. The outdoor living space is just as ...
23 Thirteenth Street North, Edgartown MA 02539

LINK ID: 42924
Town: Edgartown
Type: Single Family Residence
$2,100,000.00

View Property Details

This recently constructed home conveniently sits in the center of Edgartown close to Sengekontacket Pond. With 3 bedrooms, 3.5 baths, bright and sunny living areas, and a very spacious and finished lower level, this property is well-designed. Featuring hardwood floors throughout, the open concept ...
79 Circuit Avenue, Oak Bluffs MA 02557

LINK ID: 42958
Town: Oak Bluffs
Type: Commercial
$2,100,000.00

View Property Details

Historic classic Victorian located at the gateway to the Oak Bluffs Business district with frontage on Circuit Avenue and 5 off street parking spots. The layout offers incredible opportunities for a business and would also be ideal for a live/work situation or seasonal rental. With its large welcomi...
79 Circuit Avenue, Oak Bluffs MA 02557

LINK ID: 42960
Town: Oak Bluffs
Type: Single Family Residence
$2,100,000.00

View Property Details

Wonderful opportunity to reimagine this historic classic Victorian home located at the gateway to the Oak Bluffs Business district with a gorgeous, secluded garden and 5 off street parking spaces the property lends itself to a single-family home or conversion to a multi-family. The home has been bo...
46 Red Buoy Lane, Vineyard Haven MA 02568

LINK ID: 41919
Town: Vineyard Haven
Type: Single Family Residence
$2,095,000.00

View Property Details

Nestled in Vineyard Haven, 46 Red Buoy Lane is an exquisite and sophisticated home completed in 2022. This residence offers 4 bedrooms and 3.5 bathrooms and spans a generous 1,816 square feet. The property's unique offering of a one-bedroom apartment in the basement is noteworthy, providing an addit...
23 Crowell Lane, Vineyard Haven MA 02568

LINK ID: 43454
Town: Vineyard Haven
Type: Single Family Residence
$2,075,000.00

View Property Details

ACTIVE UNDER CONTRACT

WEST CHOP! Farmhouse charm and comfortable elegance define this very spacious 5 Bedroom, 3,200 s/f home that is set on just over an acre on a private wooded lot. Hear the ferry, spot the osprey, and unwind on the back deck. This is your invitation to island living! The home welcomes you with an exp...
12 Lobsterville Road, Aquinnah MA 02535

LINK ID: 43316
Town: Aquinnah
Type: Single Family Residence
$2,000,000.00

View Property Details

PRICE CHANGE

12 Lobsterville Rd in Aquinnah is a uniquely designed contemporary home set on 2.6 acres of lush grounds with large tracts of conservation land nearby. Open concept living, dining, kitchen on the second floor with unobstructed ocean views of Vineyard Sound. Spacious deck for sunset viewing and gras...
47 East Chop Drive Unit 4, Oak Bluffs MA 02557

LINK ID: 43078
Town: Oak Bluffs
Type: Condominium
$1,995,000.00

View Property Details

East Chop Harbor Front Luxury Condominiums -- This 2-bedroom, 2nd floor, waterfront condominium, the "Tivoli", features outstanding water views of the harbor and the sound beyond all the way to Chappaquiddick. Located just steps from the tennis club, beaches, restaurants, ferries to the mainland and...
47 East Chop Drive Unit 3, Oak Bluffs MA 02557

LINK ID: 43096
Town: Oak Bluffs
Type: Condominium
$1,995,000.00

View Property Details

East Chop Water Front Luxury Condominiums -- This 2-bedroom, waterfront condominium, the "Highlands", features outstanding water views of the harbor, the sound and the Cape beyond and is just steps from the tennis club, beaches, restaurants, ferries to the mainland and downtown. In pristine conditio...
56 Bridle Path Road, Vineyard Haven MA 02568

LINK ID: 43648
Town: Vineyard Haven
Type: Single Family Residence
$1,995,000.00

View Property Details

ACTIVE UNDER CONTRACT

POOL AND LUSH GARDENS Situated on three acres and abutting nearly 25 acres of conservation land, this well-crafted home offers the perfect blend of tranquility and convenience. Step inside to discover over 2,500 square feet of thoughtfully designed living space, filled with natural light. The bright...
2 Farm Path, Oak Bluffs MA 02557

LINK ID: 42860
Town: Oak Bluffs
Type: Single Family Residence
$1,995,000.00

View Property Details

"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...
79 Beach Road # B14, Vineyard Haven MA 02568

LINK ID: 42944
Town: Vineyard Haven
Type: Commercial
$1,990,000.00

View Property Details

Rocco's Pizza Restaurant located in the vibrant Tisbury Marketplace. This is an Iconic Island Eatery open year-round! For Sale is this "Turnkey" business along with the 2 commercial retail condominiums totaling 1309 sf, which the business occupies. There is also a water view roof-top deck consisting...
4 Cedar Lane, Chilmark MA 02535

LINK ID: 43390
Town: Chilmark
Type: Unimproved Land
$1,985,000.00

View Property Details

Premier Build-Ready Lot with Private Beach Access Get to know Stonewall Association, one of Chilmark’s most sought-after enclaves on the South Shore. This sunny, build-ready parcel offers a rare opportunity to own land with deeded private access to Stonewall Beach—a beloved destination for swimm...
0 Weaver Lane (Lot 5), Vineyard Haven MA 02568

LINK ID: 43041
Town: Vineyard Haven
Type: Unimproved Land
$1,950,000.00

View Property Details

This 1.1-acre waterfront lot is located at the end of a quiet lane abutting 20+ acres of conservation land. The level and wooded lot sits high on a bluff overlooking the Lagoon. The lot has been engineered, and the bounds have been staked. A buyer would be able to connect to Town water nearby, an...
7 Upper Meadow Lane, Oak Bluffs MA 02557

LINK ID: 43262
Town: Oak Bluffs
Type: Single Family Residence
$1,950,000.00

View Property Details

ACTIVE UNDER CONTRACT

Tucked at the end of a quiet cul-de-sac in the desirable Meadow View Farms neighborhood, this spacious Colonial offers over 3,200 square feet of comfortable and inviting living space. This home is ideal for those who love to host lively gatherings while providing comfortable accommodations for all. ...
2 Farmers Road, Edgartown MA 02539

LINK ID: 43496
Town: Edgartown
Type: Single Family Residence
$1,900,000.00

View Property Details

This house and guesthouse combination are situated in a very special location. Located equidistant between town and South Beach. The neighboring properties are quite impressive. Across the lane is over 28 acres of Edgartown Conservation Commission land. The property currently has two dwellings, a th...
174 Middle Road, Chilmark MA 02539

LINK ID: 43364
Town: Chilmark
Type: Single Family Residence
$1,899,000.00

View Property Details

Nestled in the heart of Chilmark, this four-bedroom home offers a blend of comfort, convenience, and timeless Vineyard charm. Thoughtfully designed with distinct, well-proportioned rooms, the home centers around an expansive, sunlit, eat-in kitchen featuring dual ovens, elegant granite countertops, ...
5 Bayes Hill Circle, Oak Bluffs MA 02557

LINK ID: 43335
Town: Oak Bluffs
Type: Single Family Residence
$1,899,000.00

View Property Details

Beautiful Bayes Hill Association! Located on a quiet cul-de-sac you will find this charming 4 bedroom colonial-style home. Very well maintained with a new Red Cedar Shingle Roof, a newer 75 Gallon Hot Water Heater, a High Efficiency Furnace and a Freshly Painted exterior. Year round home or wonderfu...
99 Old Purchase Road, Edgartown MA 02539

LINK ID: 41446
Town: Edgartown
Type: Single Family Residence
$1,895,000.00

View Property Details

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 M...
11 Beach Pebble Road, West Tisbury MA 02568

LINK ID: 41593
Town: West Tisbury
Type: Unimproved Land
$1,895,000.00

View Property Details

Over 3 acres in the West Tisbury section of Makonikey. This buildable lot is a short distance from the Lower Makonikey Association beach. The prime home site on this property was recently cleared to reveal beautifully contoured land with several ancient white oak trees. The property is situated in a...
129 Beach Road, Vineyard Haven MA 02568

LINK ID: 43405
Town: Vineyard Haven
Type: Single Family Residence
$1,895,000.00

View Property Details

Unique, waterfront property with amazing, 180 degree views of the lagoon from one side of the property, and the Vineyard Haven Harbor on the north side of the property. Zoned both residential and commercial, rarely does such a unique property become available. Elevated above Beach Road and the lag...
12 West Farm Road, West Tisbury MA 02575

LINK ID: 43607
Town: West Tisbury
Type: Single Family Residence
$1,895,000.00

View Property Details

Welcome to your dream home in the picturesque town of West Tisbury, nestled in the coveted Coffins Field neighborhood. This stunning home has undergone a total renovation, resulting in a fresh, modern, and inviting atmosphere. The home boasts an expansive layout with 3 bedrooms and 3 bathrooms and t...
16 Schoolhouse Road, Edgartown MA 02539

LINK ID: 43276
Town: Edgartown
Type: Single Family Residence
$1,875,000.00

View Property Details

PRICE CHANGE

Vacation Getaway in Edgartown Estates - This sunny and welcoming contemporary could be yours this summer! With an open layout, vaulted ceilings, and lots of windows and glass doors, the home feels bright and airy. Step outside to a spacious wrap-around deck—great for relaxing or entertaining. Insi...
32 Flamingo Drive, Edgartown MA 02539

LINK ID: 42931
Town: Edgartown
Type: Single Family Residence
$1,870,000.00

View Property Details

PRICE CHANGE

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. ...
22 Paddock Road, Oak Bluffs MA 02557

LINK ID: 42294
Town: Oak Bluffs
Type: Unimproved Land
$1,850,000.00

View Property Details

THE PRESERVE at THE WOODLANDS ~ OAK BLUFFS COVETED COMMUNITY of architecturally designed residences. Live in ONE of the most sought-after locations in Oak Bluffs that is conveniently located to town, beaches, harbor, ferry ports, and Farm Neck Golf & Tennis Club. This is a RARE OFFERING to purchase ...
4 Hye Lane, Edgartown MA 02539

LINK ID: 43379
Town: Edgartown
Type: Single Family Residence
$1,850,000.00

View Property Details

Pristine and superbly maintained, this two bedroom home with a two bedroom guest house has tremendous upside potential and a substantial rental history. Live in one and rent the other OR rent both! This property was recently connected to town sewer and will allow for up to 7 bedrooms. Two additional...
63 Saddle Club Road, Edgartown MA 02539

LINK ID: 43525
Town: Edgartown
Type: Single Family Residence
$1,850,000.00

View Property Details

Welcoming and Picturesque from outside to inside! Thru the door, into the entryway you immediately sense comfort and well-being in this beautifully cared for 4-bedroom home. Open floor plan stars a chef’s kitchen outfitted with premium luxury appliances, granite counters, and loads of cabinets alo...

 
150 - 200 of 328 Listings

1  2  3  4  5  6  7  

©2025 LINK, All Rights Reserved
Not responsible for misinformation or typographical errors. Prices are subject to change without notice.