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 257 properties for sale on martha's vineyard
50 - 100 of 257 Listings

1  2  3  4  5  6  

104 Pond View Farm Road, West Tisbury MA 02575

LINK ID: 43272
Town: West Tisbury
Type: Single Family Residence
$4,800,000.00

View Property Details

An exceptional Waterfront Compound on Tisbury Great Pond. Located across the Tisbury Great Pond from the exclusive Blue Heron Farm, this remarkable waterfront property offers a rare opportunity to own a serene compound with two homes and a private permitted dock—ideal for boating to the Atlantic ...
7 Clark Drive, Edgartown MA 02539

LINK ID: 43315
Town: Edgartown
Type: Single Family Residence
$4,800,000.00

View Property Details

Contemporary Farmhouse, NEW CONSTRUCTION in EDGARTOWN, a short distance from the VILLAGE, with a heated POOL. This home features an open floor plan with casual coastal living in mind.The outdoor pool/entertaining area flows with ease into the home's interior space. A thoughtful mudroom offers quic...
7 Marthas Way, Edgartown MA 02539

LINK ID: 43418
Town: Edgartown
Type: Single Family Residence
$4,800,000.00

View Property Details

Welcome to this coastal chic farmhouse set in the heart of Katama, a few blocks from the Field Club, close to SOUTH BEACH and close to Edgartown Village. To be built is a four bedroom en-suite home with a heated saltwater POOL. This home sits upon a flat, beautiful parcel of land with mature trees...
97 Longview Road, West Tisbury MA 02575

LINK ID: 43588
Town: West Tisbury
Type: Single Family Residence
$4,695,000.00

View Property Details

ACTIVE UNDER CONTRACT

This beautifully designed post-and-beam home features stunning views of the Vineyard Sound, Elizabeth Islands, and unforgettable sunsets. Surrounded by beautiful stone walls and perfectly sited on 2.2 acres, this serene property offers a combination of luxury and comfort, exuding tranquility and tim...
71 Stoney Hill Road, Vineyard Haven MA 02568

LINK ID: 43158
Town: Vineyard Haven
Type: Single Family Residence
$4,500,000.00

View Property Details

A combination of luxury, comfort, and natural beauty, this expansive custom, five bedroom, post and beam home is sited on more than eight acres of land, surrounded by acres of Land Bank property. From the moment you step inside, you'll be captivated by the attention to detail and the high-end finish...
38 Pinehurst Road, Edgartown MA 02539

LINK ID: 43998
Town: Edgartown
Type: Single Family Residence
$4,500,000.00

View Property Details

NEW LISTING

NEWLY BUILT 4-BEDROOM HOME WITH POOL – 10-Minute WALK TO TOWN, Enjoy modern living in this beautifully furnished, recently built 4-bedroom home featuring a heated saltwater pool and a stylish 20' x 30' entertainment barn—all just a short walk to downtown Edgartown.The home offers two floors of b...
0 Eastville Avenue, Oak Bluffs MA 02557

LINK ID: 40762
Town: Oak Bluffs
Type: Unimproved Land
$4,400,000.00

View Property Details

EXISTING FIVE (5) LOT SUBDIVISION IN OAK BLUFFS. THESE LOTS ARE ALREADY SUBDIVIDED. Almost 5 Acres of wooded, level land within half a mile of Eastville Beach, Doug's Cove Preserve (4.6 acres of Land Bank Property) and less than a mile to Oak Bluffs Harbor. NEW Shared Use Path runs along Eastvill...
267 Barnes Road, Oak Bluffs MA 02557

LINK ID: 43025
Town: Oak Bluffs
Type: Single Family Residence
$4,395,000.00

View Property Details

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. N...
69 School Street, Edgartown MA 02539

LINK ID: 43823
Town: Edgartown
Type: Single Family Residence
$4,288,000.00

View Property Details

Located in the heart of Edgartown Village, this circa 1840 Greek Revival residence offers a rare opportunity to own a piece of island history on a coveted block. The property features a total of seven bedrooms across the main house and carriage house, making it a superb destination for family and gu...
19 Kitts Field Circle, Edgartown MA 02539

LINK ID: 42706
Town: Edgartown
Type: Single Family Residence
$4,175,000.00

View Property Details

Old World Vineyard Charm Meets Modern Katama Living. Welcome to this beautifully crafted Katama family compound, a private, thoughtfully designed estate offering timeless elegance and exceptional amenities. Nestled near Edgartown Village, this stunning property includes a four-bedroom main residence...
37 Main Street, Edgartown MA 02539

LINK ID: 42810
Town: Edgartown
Type: Commercial
$4,150,000.00

View Property Details

This historic commercial property, built in 1790, is ideally situated in the vibrant heart of Downtown Edgartown. Currently functioning as a blend of retail and residential units, it presents remarkable opportunities for diverse ventures. The property combines exceptional Main Street frontage with a...
4 Boldwater Road, Edgartown MA 02539

LINK ID: 42435
Town: Edgartown
Type: Single Family Residence
$4,150,000.00

View Property Details

ACTIVE UNDER CONTRACT

A private Edgartown home in the distinguished Boldwater neighborhood on Martha's Vineyard. This property is spread over 8.5 acres of pristine land and fruit trees and includes a 4 bedroom/3.5 bathroom main house and a 1 car garage. A winding drive leads from the road to the main residence which feat...
96 Hammett Lane, Chilmark MA 02535

LINK ID: 43534
Town: Chilmark
Type: Single Family Residence
$3,995,000.00

View Property Details

This beautifully designed and built Post & Beam style home is tastefully thought out and meticulously maintained. The open living, dining and kitchen feature custom built-ins, a wood burning fireplace and a fabulous gourmet kitchen with Wolfe 8 burner professional style stove, Sub Zero refrigerator,...
56 North Neck Road, Edgartown MA 02539

LINK ID: 43647
Town: Edgartown
Type: Single Family Residence
$3,995,000.00

View Property Details

A RARE CHAPPAQUIDDICK LEGACY ESTATE WITH BEACH ACCESS— Privacy & Island Living at its finest. Step into a world where time slows, ocean breezes carry the scent of salt and cedar, and each day begins and ends with the relaxing sounds of the local fauna and the Vineyard Sound. This 18.4-acre multi-r...
15 Old Farm Road, Chilmark MA 02535

LINK ID: 43649
Town: Chilmark
Type: Single Family Residence
$3,990,000.00

View Property Details

CHILMARK BLISS – A Refined Retreat- 15 Old Farm Road, where elegance meets tranquility. Set on over 3 acres of private, manicured grounds, this exceptional Chilmark residence was thoughtfully reimagined in 2020 by architect Peter Breese and expertly built by Doug Best. A beautifully designed hards...
44 Plantingfield Way, Edgartown MA 02539

LINK ID: 41585
Town: Edgartown
Type: Single Family Residence
$3,895,000.00

View Property Details

NEW LISTING

Move-in ready Edgartown home in a quiet, established neighborhood just minutes from downtown. This year-round property offers functional living spaces, a thoughtful layout, and generous outdoor areas ideal for relaxing or entertaining. Currently configured with a 3BR/1.5BA main house and 1BR/1BA gue...
44 Plantingfield Way, Edgartown MA 02539

LINK ID: 43993
Town: Edgartown
Type: Unimproved Land
$3,895,000.00

View Property Details

NEW LISTING

PRIME 0.5-ACRE BUILDING OPPORTUNITY WITH GRANDFATHERED GUEST HOUSE RIGHTS - Exceptional half-acre parcel offering a rare opportunity in a highly desirable location. This level, expansive lot provides an ideal foundation for a custom home, supported by ample frontage, favorable topography, and stro...
139 Main Street, Vineyard Haven MA 02568

LINK ID: 43531
Town: Vineyard Haven
Type: Single Family Residence
$3,750,000.00

View Property Details

Nestled just two blocks from Vineyard Haven’s working harbor, 139 Main Street is a quietly grand in-town property with the feel of a private estate. Once two separate addresses—now gracefully combined into a single half-acre parcel—this home offers rare space, privacy, and timeless character i...
27 Clambelly Road, Chilmark MA 02535

LINK ID: 43567
Town: Chilmark
Type: Single Family Residence
$3,500,000.00

View Property Details

A place of serenity tucked in the woods of Chilmark. Complete renovation 2017/2018, large fenced in back yard with exquisite fish pond with waterfall and lighting. Kitchen has concrete countertops, sub zero refrigerator, Wolf Oven & Speed Oven. Large open formal dining area and open formal sittin...
0 Pocha Road Extension, Edgartown MA 02539

LINK ID: 43325
Town: Edgartown
Type: Unimproved Land
$3,495,000.00

View Property Details

CHAPPAQUIDDICK - Dynamic views of Poucha Pond, barrier dunes, and the waters of the Atlantic are enjoyed from this 11+ acre building lot. The close to ½ mile of private pond frontage provides easy access for swimming, kayaking, paddle boarding, and everything in between. Sheltered amongst 200 acres...
4 Nomans Watch Road, Aquinnah MA 02535

LINK ID: 43963
Town: Aquinnah
Type: Single Family Residence
$3,350,000.00

View Property Details

Perched on 2.7 acres in one of Aquinnah’s most breathtaking settings, this beautifully sited coastal retreat offers sweeping views over the Atlantic and Noman’s Land from its elevated position. Designed to embrace the light and scenery, the main level features an open living/dining/kitchen area ...
53 Stoney Hill Road, West Tisbury MA 02575

LINK ID: 43432
Town: West Tisbury
Type: Single Family Residence
$3,299,000.00

View Property Details

“Nestled in one of Martha’s Vineyard’s most coveted locations, this custom-built residence blends timeless elegance with contemporary luxury. Complete with exclusive access to the serene shores of Lambert’s Cove Beach. At the heart of the home lies a professionally designed chef’s kitche...
6 Brewster Avenue, Oak Bluffs MA 02557

LINK ID: 42895
Town: Oak Bluffs
Type: Single Family Residence
$3,250,000.00

View Property Details

Enjoy sweeping ocean views from this beautifully updated East Chop Victorian, complete with a timeless guest cottage. Thoughtfully renovated in 2010, the main residence seamlessly blends historic character with modern comfort. The kitchen and bathrooms have been stylishly updated while preserving th...
70 Spring Street and William St. Lot, Vineyard Haven MA 02568

LINK ID: 42618
Town: Vineyard Haven
Type: Single Family Residence
$3,200,000.00

View Property Details

NOW INCLUDING RARE 12,527 S.F. TOWN APPROVED BUILDING LOT ON WILLIAM STREET! 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 Str...
32 Edgartown-West Tisbury Road, West Tisbury MA 02575

LINK ID: 43422
Town: West Tisbury
Type: Unimproved Land
$3,200,000.00

View Property Details

A Rare Offering in West Tisbury — Over 19 Acres of Opportunity An exceptional opportunity to own just over 19 acres in the heart of rural West Tisbury. This expansive parcel offers tremendous flexibility, with potential for multiple dwellings or subdivision into a thoughtfully designed niche deve...
6 Trails End, Chilmark MA 02535

LINK ID: 43845
Town: Chilmark
Type: Single Family Residence
$3,200,000.00

View Property Details

Step into timeless mid-century modern style and comfort in this single-level, 4-bedroom, 3-bathroom home located in the heart of Chilmark. This home features an open layout with large glass panel doors that lead to a sun-drenched deck, heated in-ground pool, and grassy lawn. This home is offered com...
63 Bayes Hill Road, Oak Bluffs MA 02557

LINK ID: 42800
Town: Oak Bluffs
Type: Single Family Residence
$3,125,000.00

View Property Details

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...
72 Chappaquiddick Avenue, Edgartown MA 02539

LINK ID: 42786
Town: Edgartown
Type: Single Family Residence
$2,999,000.00

View Property Details

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 ...
27 Spring Street, Vineyard Haven MA 02568

LINK ID: 41418
Town: Vineyard Haven
Type: Single Family Residence
$2,995,000.00

View Property Details

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 fi...
9 Hagerty Drive, Vineyard Haven MA 02568

LINK ID: 42846
Town: Vineyard Haven
Type: Single Family Residence
$2,995,000.00

View Property Details

West Chop Dream Home in the Making! Experience the charm of this brand-new Shingle Style Colonial, currently under construction—where modern luxury meets timeless elegance. Featuring 4 spacious bedrooms, 4 full baths, and a half bath, this inviting home offers ample space for relaxing, entertainin...
300 North Road, Chilmark MA 02535

LINK ID: 42989
Town: Chilmark
Type: Single Family Residence
$2,995,000.00

View Property Details

Winding tree lined driveway off North Rd brings you to this commanding, custom designed residence built by a top tier island builder. This home is set on over 4 private acres of rolling meadows and big sky views. Main living space is all on one level which includes primary bedroom with en-suite b...
9 North Neck Road, Edgartown MA 02539

LINK ID: 42665
Town: Edgartown
Type: Single Family Residence
$2,950,000.00

View Property Details

COMMANDING WATER VIEWS ON CHAPPAQUIDDICK - This beloved fishing cottage rests high above one of the premier fishing areas on the island of Chappaquiddick. Set apart from the hustle and bustle of downtown, but within easy reach of all Edgartown offers, the pristine views over the wilds of Cape Pogue ...
382 Lighthouse Road, Aquinnah MA 02535

LINK ID: 41477
Town: Aquinnah
Type: Single Family Residence
$2,950,000.00

View Property Details

Spacious contemporary set high off Lighthouse Road with unobstructed, amazing water views of the Vineyard Sound and Elizabeth Islands. Open concept design with soaring ceilings and modern architecture. A retreat for all seasons this house is fully insulated, heated and has central air. A center isl...
23 Thaxter Lane, Edgartown MA 02539

LINK ID: 43634
Town: Edgartown
Type: Single Family Residence
$2,950,000.00

View Property Details

OPEN AND AIRY COASTAL RETREAT WITH EASY ACCESS TO SOUTH BEACH and EDGARTOWN VILLAGE. Welcome to this tri-level contemporary home in the heart of KATAMA. This home offers the perfect blend of spacious indoor-outdoor living with three levels of outdoor decking nestled amongst mature vegetation and a...
735 Franklin Street, Vineyard Haven MA 02568

LINK ID: 42999
Town: Vineyard Haven
Type: Single Family Residence
$2,950,000.00

View Property Details

Welcome to this stunning 4-bedroom, 3-bathroom primary residence along with a 1-bedroom studio apartment over the one-car garage, ideally located in West Chop! Together, they include approximately 3,871 square feet of beautifully renovated living space (an additional 510 sqft of living space on the...
39 Slough Cove Road (part of), Edgartown MA 02539

LINK ID: 43888
Town: Edgartown
Type: Unimproved Land
$2,850,000.00

View Property Details

NEWLY LISTED | Build Your Katama Dream. Set in one of Martha’s Vineyard’s most sought-after locations, this newly created 1.5-acre parcel offers a rare opportunity to build your custom island retreat in the heart of Katama. Perfectly sited near the pristine shores of South Beach, the level and...
187 Lagoon Pond Road, Vineyard Haven MA 02568

LINK ID: 43834
Town: Vineyard Haven
Type: Single Family Residence
$2,825,000.00

View Property Details

For the very first time, the historic Ben Luce Homestead (circa 1850) is being offered on the open market. This charming farmhouse blends rich Island history with timeless appeal. Once home to Benjamin Norton Luce (1840–1912) — Civil War veteran, blacksmith, and town constable — the property s...
28 Marthas Road, Edgartown MA 02539

LINK ID: 43407
Town: Edgartown
Type: Single Family Residence
$2,750,000.00

View Property Details

Nestled on a generous corner lot in one of Edgartown’s sought-after neighborhoods, this beautifully maintained four-bedroom, three-and-a-half-bath home offers the perfect blend of comfort, convenience, and classic Vineyard charm. Located just a short distance from the heart of town, you’ll enjoy...
31 Tower Lane and 34 Ebens Lane, Chilmark MA 02535

LINK ID: 43935
Town: Chilmark
Type: Unimproved Land
$2,725,000.00

View Property Details

This rare two-lot offering off Middle Road in Chilmark presents a private sanctuary abutting approximately 50 acres of conservation land. The gently rolling landscape is accented by ancient stone walls and striking glacial boulders, creating a setting of timeless Vineyard character. Ideal for a gene...
34 Windemere Road, Oak Bluffs MA 02557

LINK ID: 40654
Town: Oak Bluffs
Type: Single Family Residence
$2,700,000.00

View Property Details

Perfect opportunity to own a Beautiful Beach Cottage with access to Lagoon. Totally renovated in 2019. It has been designed for relaxed living and memorable entertaining. There are 3 seating areas on the deck, to enjoy dining outside, experiencing incredible waterviews and lovely sky reflections of ...
55 Old House Way, West Tisbury MA 02575

LINK ID: 38878
Town: West Tisbury
Type: Single Family Residence
$2,690,000.00

View Property Details

Lambert’s Cove/West Tisbury- custom-built contemporary farmhouse style. 4 bedrooms & 3 bathrooms in Main & 2 bedrooms & 1 bath Guest Cottage on 3 acres in a private neighborhood. Enter Main house from the covered porch -matching custom arch doors lead you to either the mudroom/laundry room-kitch...
5 Oceanview Farm Road, Chilmark MA 02535

LINK ID: 43540
Town: Chilmark
Type: Single Family Residence
$2,675,000.00

View Property Details

Designed by the famous mid century architect Andrew Geller, this contemporary home is situated at the top of the parcel with ocean views and a glimpse of Chilmark pond. There is ample open space to accommodate family and friends and overlooks the large meadow which follows the stone wall to South Ro...
357 West Tisbury Road, Edgartown MA 02539

LINK ID: 43035
Town: Edgartown
Type: Single Family Residence
$2,650,000.00

View Property Details

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 ...
63 Crowell Lane, Vineyard Haven MA 02568

LINK ID: 43641
Town: Vineyard Haven
Type: Single Family Residence
$2,650,000.00

View Property Details

Extraordinary West Chop Opportunity - Two Homes on 1.80 Acres in Vineyard Haven Nestled next to the desirable West Chop/Mink Meadows neighborhoods, this unique property features two dwellings, making it a perfect opportunity for multi-generational living, guest accommodations, or rental potential. ...
111 Eastville Avenue, Oak Bluffs MA 02557

LINK ID: 36870
Town: Oak Bluffs
Type: Single Family Residence
$2,649,000.00

View Property Details

Motivated Seller! Just steps from the beach and minutes to both downtown Oak Bluffs and Vineyard Haven, this FULLY FURNISHED, turnkey home offers an unbeatable location and an impressive rental history. Set on an oversized lot only two parcels from the beach, this residence features six bedrooms an...
229 Oak Lane, West Tisbury MA 02575

LINK ID: 43697
Town: West Tisbury
Type: Single Family Residence
$2,600,000.00

View Property Details

A hidden gem in West Tisbury! Beautifully manicured, fenced in 2.2 - acre parcel with 100% privacy, and 84 evergreen trees. This modern, contemporary well maintained home is 3-bedroom, 3 bath with two levels of living and a partially finished basement. The first floor is a sunlight filled, open ki...
159 Lake Street, Vineyard Haven MA 02568

LINK ID: 43742
Town: Vineyard Haven
Type: Single Family Residence
$2,595,000.00

View Property Details

Tucked back from the road on scenic Lake Street, this one-of-a-kind home offers privacy and charm on a beautifully landscaped 0.7 acre lot accented by mature trees and a classic stone wall. Inside, rich wood detailing, exposed beams, and high ceilings create a warm and inviting atmosphere. The homeâ...
76 Washque Avenue, Edgartown MA 02539

LINK ID: 43708
Town: Edgartown
Type: Single Family Residence
$2,575,000.00

View Property Details

This stunning reverse-contemporary four-bedroom custom home is perfectly situated in one of Chappaquiddick’s most sought-after locations. Designed with an expansive open-concept floor plan, the airy and inviting living area flows seamlessly onto a generous wraparound deck, where sweeping, bird’s...
151 Beach Road, Vineyard Haven MA 02568

LINK ID: 43676
Town: Vineyard Haven
Type: Commercial
$2,500,000.00

View Property Details

7500 sq ft+ commercial office building in the Waterfront/Commercial District of Vineyard Haven. There are currently 10 rented office spaces with several long-term tenants in place who enjoy the building's excellent condition and waterfront location with stunning views over both the Harbor and Lagoon...
2 Other House Road, Chilmark MA 02535

LINK ID: 42602
Town: Chilmark
Type: Unimproved Land
$2,500,000.00

View Property Details

Rare opportunity to build on Chilmark's south shore. This 1.4 acre parcel should allow for new construction of 3,100 square feet and 24 feet in height, by right, with building department approval. Views to the Atlantic Ocean and Chilmark Pond can be seen from the second floor. This parcel comes with...

 
50 - 100 of 257 Listings

1  2  3  4  5  6  

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