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 333 properties for sale on martha's vineyard
100 - 150 of 333 Listings

1  2  3  4  5  6  7  

11 Greenhouse Lane, Chilmark MA 02535

LINK ID: 41656
Town: Chilmark
Type: Single Family Residence
$3,350,000.00

View Property Details

11 Greenhouse Lane...an incredible opportunity to own in this sought after private enclave with deeded private south shore beach and pond access close by...this charming vintage cape enjoys views over wetlands out to the Atlantic beyond! Three bedrooms, two baths, living room with fireplace, dining ...
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 sought-after locations, this exceptional West Tisbury residence offers refined coastal living with privacy, space, and access to the island’s famed Lambert’s Cove Beach. This thoughtfully designed home features three spacious bedrooms, each with it...
300 North Road, Chilmark MA 02535

LINK ID: 42989
Town: Chilmark
Type: Single Family Residence
$3,250,000.00

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...
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...
23 Thaxter Lane, Edgartown MA 02539

LINK ID: 43634
Town: Edgartown
Type: Single Family Residence
$3,200,000.00

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
$3,200,000.00

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...
27 Spring Street, Vineyard Haven MA 02568

LINK ID: 41418
Town: Vineyard Haven
Type: Single Family Residence
$3,195,000.00

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...
63 Bayes Hill Road, Oak Bluffs MA 02557

LINK ID: 42800
Town: Oak Bluffs
Type: Single Family Residence
$3,150,000.00

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...
36 Tashmoo Avenue, Vineyard Haven MA 02568

LINK ID: 42136
Town: Vineyard Haven
Type: Single Family Residence
$3,145,000.00

View Property Details

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, outdoor sh...
23 Circuit Avenue Extension, Oak Bluffs MA 02557

LINK ID: 43212
Town: Oak Bluffs
Type: Single Family Residence
$3,100,000.00

View Property Details

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 boa...
23 Circuit Avenue Extension, Oak Bluffs MA 02557

LINK ID: 43529
Town: Oak Bluffs
Type: Commercial
$3,100,000.00

View Property Details

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 boa...
114 Meetinghouse Way, Edgartown MA 02539

LINK ID: 42718
Town: Edgartown
Type: Single Family Residence
$3,100,000.00

View Property Details

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 2...
15 & 27 Pennywise Path, Edgartown MA 02539

LINK ID: 42642
Town: Edgartown
Type: Unimproved Land
$3,000,000.00

View Property Details

PRIME 5-ACRE LOT - R20 ZONE EDGARTOWN Introducing a rare opportunity to own a piece of the island (currently two parcels) close to all Edgartown has to offer. This spectacular level lot is situated along Edgartown Road and provides the perfect setting to create a private retreat or a potential subd...
4 Pip'n Circle, Edgartown MA 02539

LINK ID: 43624
Town: Edgartown
Type: Single Family Residence
$3,000,000.00

View Property Details

Chappaquiddick charm meets Edgartown elegance at this meticulously maintained property. No detail has been overlooked in this spacious custom home. The foyer entry greets you with a sizable dining room to your right which flows into an open eat in kitchen with a built in banquet, a granite kitchen i...
311 East Chop Drive, Oak Bluffs MA 02557

LINK ID: 43084
Town: Oak Bluffs
Type: Single Family Residence
$3,000,000.00

View Property Details

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...
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 ...
34 Massasoit Avenue, Oak Bluffs MA 02557

LINK ID: 42756
Town: Oak Bluffs
Type: Commercial
$2,999,000.00

View Property Details

Circuit Ave. Commercial Property Build your own commercial building of your dreams on the last B1 undeveloped commercial property on Circuit Avenue's main strip. The commercial land had previously approved development plans including mixed use with commercial store front and apartments or condos abo...
12 Duarte Circle, Edgartown MA 02539

LINK ID: 43605
Town: Edgartown
Type: Single Family Residence
$2,998,000.00

View Property Details

Nestled in the coveted Katama neighborhood of Edgartown, this stylish 3-bedroom, 2-bathroom contemporary home offers a perfect blend of comfort, location, and opportunity. Designed with an open and airy layout, the home features vaulted ceilings, abundant natural light, and a seamless connection to ...
9 Turkeyland Cove Road, Edgartown MA 02539

LINK ID: 41731
Town: Edgartown
Type: Unimproved Land
$2,995,000.00

View Property Details

ACTIVE UNDER CONTRACT

TURKEYLAND COVE: 3-ACRE ESTATE-SIZED PARCEL IN KATAMA. This beautiful and private building site is one of the last remaining 3-acre parcels in Katama. The property offers a perfect opportunity to create a signature residence, multi-generational retreat, or equestrian dream, with possibilities for a...
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...
357 West Tisbury Road, Edgartown MA 02539

LINK ID: 43035
Town: Edgartown
Type: Single Family Residence
$2,995,000.00

View Property Details

PRICE CHANGE

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 ...
34 Windemere Road, Oak Bluffs MA 02557

LINK ID: 40654
Town: Oak Bluffs
Type: Single Family Residence
$2,950,000.00

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 ...
18 Allen Farm Road, Chilmark MA 02535

LINK ID: 43372
Town: Chilmark
Type: Unimproved Land
$2,950,000.00

View Property Details

This private and serene 2.36 acre property is located one mile from Lucy Vincent Beach. There is a large building envelope located between the eighty and one hundred foot contour with exciting architectural options. The land has open woodlands, a small pasture and a fenced garden area. A charming...
18 Allen Farm Road, Chilmark MA 02535

LINK ID: 42477
Town: Chilmark
Type: Single Family Residence
$2,950,000.00

View Property Details

Located in the agricultural heartland of Chilmark one mile from Lucy Vincent Beach this private 2.36 acre property has a charming 1 + bedroom cottage with screened porch, brick patio and outside shower. There is a large building zone located between the eighty and one hundred foot contour with exci...
28 Marthas Road, Edgartown MA 02539

LINK ID: 43407
Town: Edgartown
Type: Single Family Residence
$2,950,000.00

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...
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...
11 By The Woods, Chilmark MA 02535

LINK ID: 43266
Town: Chilmark
Type: Single Family Residence
$2,850,000.00

View Property Details

Dreamlike Chilmark retreat on 4.5+/- acres overlooking the Chilmark Pond & Atlantic Ocean beyond. Uniquely designed with European and medieval history in mind. The House has 3 bedrooms, 3 bathrooms, an atrium dining area, a two-story library, a kitchen, and a pantry/wet bar. Charming garden and plan...
37 Memphremagog Avenue, Vineyard Haven MA 02568

LINK ID: 43048
Town: Vineyard Haven
Type: Single Family Residence
$2,850,000.00

View Property Details

Beach access, a serene up-island setting and a terrific home make this property a must see! Situated on three acres of land just a half mile from the beach, the spacious, well-laid out and meticulously maintained home is the perfect place to relax and unwind and host family and friends. With over 3,...
109 Herring Creek Road, Edgartown MA 02539

LINK ID: 42951
Town: Edgartown
Type: Single Family Residence
$2,795,000.00

View Property Details

COASTAL RETREAT IN KATAMA. Located in the heart of Katama, with the iconic Katama Airfield and the sandy shores of South Beach nearby, this contemporary coastal retreat is ideal for enjoying all the best of Katama. The reverse-style contemporary features a sunny, open-designed floor plan with vaulte...
21 Kitts Field Circle, Edgartown MA 02539

LINK ID: 43461
Town: Edgartown
Type: Single Family Residence
$2,795,000.00

View Property Details

Tastefully renovated, stylishly decorated, superbly maintained and thoughtfully expanded - all these attributes and more apply. This lovely home is immaculate and move-in ready. It has the advantage of being connected to town sewer and is allowed up to 6 bedrooms. South Beach is easily accessible wi...
5 Oceanview Farm Road, Chilmark MA 02535

LINK ID: 43540
Town: Chilmark
Type: Single Family Residence
$2,770,000.00

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...
218 Upper Main Street, Edgartown MA 02539

LINK ID: 43527
Town: Edgartown
Type: Commercial
$2,750,000.00

View Property Details

Located on Upper Main Street in Edgartown’s BII zoning district, this versatile property is currently home to Lucky Hank’s restaurant. Set on a desirable lot with a large private parking area, and in a coveted high-visibility location. The building offers a turnkey restaurant space and thriving ...
42 Deacon Vincent Way, Edgartown MA 02539

LINK ID: 43519
Town: Edgartown
Type: Single Family Residence
$2,750,000.00

View Property Details

Katama ~ Turnkey Retreat in Edgartown Estates. Located on a quiet, paved road in sought-after Edgartown Estates, this meticulously maintained home offers the perfect blend of privacy, space, and convenience. Ideally positioned equidistant to South Beach and downtown Edgartown, and just moments from ...
79 David Avenue, Vineyard Haven MA 02568

LINK ID: 43652
Town: Vineyard Haven
Type: Single Family Residence
$2,750,000.00

View Property Details

BEAUTIFUL CUSTOM-BUILT RETREAT- LAMBERT'S COVE This impressive property offers the perfect blend of privacy and convenient access to downtown and the picturesque James Pond Reserve at Lambert's Cove Beach. Step inside to discover over 4,900 sq ft of recently renovated living space. The home boasts 5...
2 Orchard Lane, Edgartown MA 02539

LINK ID: 43143
Town: Edgartown
Type: Single Family Residence
$2,700,000.00

View Property Details

Welcome to this inviting 4 bedroom home, with a pool, perched on the neighborhood hilltop. This tri-level cape offers an eat in kitchen featuring light green granite countertops, a Viking gas range, a double basin sink, a built in banquette and views of the front covered porch and beautifully hards...
111 Eastville Avenue, Oak Bluffs MA 02557

LINK ID: 36870
Town: Oak Bluffs
Type: Single Family Residence
$2,699,000.00

View Property Details

Motivated Seller!! Steps to the beach- Minutes to downtown Oak Bluffs and Vineyard Haven. This is a perfect location. FULLY FURNISHED, TURNKEY, with an impressive rental history. Situated on an...
0, 27 & 30 Tower Lane, Chilmark MA 02535

LINK ID: 42752
Town: Chilmark
Type: Single Family Residence
$2,699,000.00

View Property Details

Designed by renowned architect Araldo Cossutta as his personal retreat, the estate is made up of 5 dwellings providing a rare opportunity with pre existing density. One of the most stunning approaches from Middle Road thru your 8 acres of agriculturally conserved land. In need of renovation, the opt...
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 house & 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 roo...
128 & 136 Spring Street, Vineyard Haven MA 02568

LINK ID: 43489
Town: Vineyard Haven
Type: Single Family Residence
$2,675,000.00

View Property Details

A Rare Compound Opportunity in the Heart of Vineyard Haven - 128 & 136 Spring Street—two adjacent properties being sold together to create a unique, flexible compound just moments from the Tisbury School and downtown Vineyard Haven. With a spacious main residence and a separate guest house, this r...
16 Mockingbird Drive, Edgartown MA 02539

LINK ID: 43066
Town: Edgartown
Type: Single Family Residence
$2,650,000.00

View Property Details

Experience the ultimate Vineyard getaway in this custom Colonial that perfectly balances sophistication with Island charm. This thoughtfully designed property features soaring 9-foot ceilings, authentic Heart Pine flooring, and a show-stopping gourmet kitchen complete with professional-grade Viking ...
26 Chappaquiddick Avenue and Passamaquoddy Avenue, West Tisbury MA 02575

LINK ID: 43115
Town: West Tisbury
Type: Single Family Residence
$2,650,000.00

View Property Details

Discover the rare opportunity to build your dream home in one of the island’s most sought-after locations off Lamberts Cove Road. This parcel offers year-round waterfront living with the ultimate blend of privacy, beach access, and design potential, without the usual coastal erosion concerns. Appr...
31 The Boulevard, Edgartown MA 02539

LINK ID: 43004
Town: Edgartown
Type: Single Family Residence
$2,645,000.00

View Property Details

ACTIVE UNDER CONTRACT

WATERFRONT CHARMER ON SENGEKONTACKET POND. Perfectly perched on the shoreline of Sengekontacket Pond and surrounded by stone walls, lush perennial gardens, a cobblestone courtyard and expansive water views, this charming contemporary cottage blends all the best of island and waterfront living. As y...
50 Iron Hill Road, Oak Bluffs MA 02557

LINK ID: 43615
Town: Oak Bluffs
Type: Unimproved Land
$2,595,000.00

View Property Details

Nestled beside the beloved Island Alpaca Farm, this rare 7.75-acre parcel offers an exceptional blend of open space, agricultural use, and development potential. Approximately 4.38 acres are protected by a conservation restriction, allowing for limited farming and equestrian activities—perfect for...
157 Ben Chase Road, West Tisbury MA 02575

LINK ID: 42679
Town: West Tisbury
Type: Single Family Residence
$2,550,000.00

View Property Details

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...
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...
26 Mill Hill Road, Edgartown MA 02539

LINK ID: 42722
Town: Edgartown
Type: Unimproved Land
$2,500,000.00

View Property Details

PRIME 1.5 ACRE BUILDING LOT IN EDGARTOWN - Seize this opportunity to design and build your very own signature estate in Katama including the possibility of a Main House, Guest House, Garage, Pool, and more! This conforming, R-20 prime building parcel will support EIGHT BEDROOMS (8) with a standard T...
10 Wood Duck Way, Oak Bluffs MA 02557

LINK ID: 43163
Town: Oak Bluffs
Type: Single Family Residence
$2,500,000.00

View Property Details

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...
151 Beach Road, Vineyard Haven MA 02568

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

View Property Details

NEW LISTING

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...

 
100 - 150 of 333 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.