Martha's Vineyard, MA Homes

/42
$2,289,000
- 4 Beds
- 3.5 Baths
- 1,900 Sq Ft
113 Dukes County Ave Unit Multi-Family, Oak Bluffs, MA 02557

UNIQUE IN-TOWN INVESTMENT opportunity in the heart of Oak Bluffs. This COMMERCIALLY ZONED B1 property offers flexibility and a strong existing rental history. Built in 2017, the MULTI-FAMILY building combines modern efficiency with an unbeatable location — just a short stroll to Oak Bluffs harbor, the Inkwell Beach, art galleries, shopping on Circuit Avenue, restaurants, the Historic Flying

Grace Hagerty Grace Hagerty Real Estate Inc

113 Dukes County Ave Unit Multi-Family, Oak Bluffs, MA 02557
/26
$50,000 total monthly price
- 4 Beds
- 3 Baths
- 3,237 Sq Ft
- House for Rent
29 Naushon Rd Wt142, West Tisbury, MA 02575

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $12,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Waterfront home in spectacular location overlooking the Vineyard Sound and the Elizabeth Islands. This casual and comfortable single level 4 BR 3 bath home has central air and heat. Enjoy summer star-studded skies from your patio or through skylights in each bedroom.

Karen Overtoom Karen M. Overtoom R.E.

29 Naushon Rd Wt142, West Tisbury, MA 02575
/30
$1,050,000 Sold Oct 06, 2025
- 1,323 Sq Ft
- $794/SF
- 62 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1972
4 Quail Run Unit 2, Oak Bluffs, MA 02557

FULLY FURNISHED ready to live in or rent year round~ COASTAL CHIC CONDO with OCEAN ACCESS and dock ~LOW HOA Fees- ~Meticulously crafted and exceptionally appointed, this end unit condo/townhouse has been architecturally designed with style. Featuring 2 bedrooms, a flexible third-floor loft flex room, and 1.5 bathrooms, this stylish 1,323 sq. ft. residence blends designer touches with top-tier

Marilyn Moses Ocean Park Realty Inc

4 Quail Run Unit 2, Oak Bluffs, MA 02557

/16
Est $1,178,414 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,150 Sq Ft
31 Music St, Vineyard Haven, MA 02568

31 Music St, Vineyard Haven, MA 02568

/17
$1,650,000
- 2 Beds
- 1 Bath
- 716 Sq Ft
46 Tercel Ln, Chilmark, MA 02535

Nestled on a serene 3.32-acre parcel between North Road and Tabor House in Chilmark, this property blends privacy, charm, and great potential. A sweet 2 bedroom guest house--beautifully maintained and offering excellent rental income--sits amid rolling stone walls and mature trees, creating a peaceful woodland setting. Recent updates include a new roof, siding, and HVAC system, ensuring comfort

Stacy Ickes Donnelly + Co.

46 Tercel Ln, Chilmark, MA 02535
/19
$17,600 total monthly price
- 4 Beds
- 2 Baths
- 1,584 Sq Ft
- House for Rent
50 Carls Way, West Tisbury, MA 02575

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,400. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Looking for that perfect setting with a water view? This is the one!!This cute cape is privately set with a water view and direct water access to Town Pond. You can dock your canoes and kyacks here and access Tisbury Great Pond and then right out to the beach. There are

Karen Overtoom Karen M. Overtoom R.E.

50 Carls Way, West Tisbury, MA 02575
/31
$941,000 Sold Oct 03, 2025
- 1,323 Sq Ft
- $711/SF
- 52 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1972
4 Quail Run Unit 7, Oak Bluffs, MA 02557

Turnkey End Unit with Kayak & EV Charger! Private End Unit being Sold Turnkey including a kayak, paddles and lifejacket!Island living made easy in this private 3-story end-unit townhouse with saltwater access, dock, and mooring potential. Features 2 bedrooms plus a versatile loft, open-concept living area with gas fireplace, modern kitchen with granite countertops, and a large private deck

Janna O'Loughlin Portfolio Real Estate, Inc.

4 Quail Run Unit 7, Oak Bluffs, MA 02557

/29
Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,800 Sq Ft
30 Mill Hill Rd, Edgartown, MA 02539

30 Mill Hill Rd, Edgartown, MA 02539

/20
$1,650,000
- 2 Beds
- 1 Bath
- 716 Sq Ft
46 Tiercel Ln, Chilmark, MA 02535

Nestled on a serene 3.32-acre parcel between North Road and Tabor House in Chilmark, this property blends privacy, charm, and great potential. A sweet 2 bedroom guest house—beautifully maintained and offering excellent rental income—sits amid rolling stone walls and mature trees, creating a peaceful woodland setting.Recent updates include a new roof, siding, and HVAC system, ensuring

Stacy Ickes Donnelly + Co

46 Tiercel Ln, Chilmark, MA 02535
/17
$17,600 total monthly price
- 4 Beds
- 4 Baths
- 2,676 Sq Ft
- House for Rent
40 Summer Cir, West Tisbury, MA 02575

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,400. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This beautiful tasteful modern home has many charming elements. The bright open airy floor plan offers a generous kitchen, welcoming dining room and living room surrounded by windows and decks with an outdoor table and extra seating. An "upside down" house with the living

Karen Overtoom Karen M. Overtoom R.E.

40 Summer Cir, West Tisbury, MA 02575
/32
$941,000 Sold Oct 03, 2025
- 1,323 Sq Ft
- $711/SF
- 64 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1972
4 Quail Run Rd, Oak Bluffs, MA 02568

Amazing Turnkey End Unit with Kayak & EV Charger! Not to be missed!Island living made easy in this private 3-story Year Round end-unit townhouse with carport parking for 3, saltwater access, dock, and mooring potential. Features 2 bedrooms plus a versatile loft, open-concept living area with gas fireplace, modern kitchen with granite countertops, and a large private deck overlooking park-like

Janna O'Loughlin Portfolio Properties

4 Quail Run Rd, Oak Bluffs, MA 02568

/17
Est $1,268,728 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,503 Sq Ft
165 Weaver Ln, Vineyard Haven, MA 02568

165 Weaver Ln, Vineyard Haven, MA 02568

/44
$1,650,000
- 4 Beds
- 2.5 Baths
- 1,815 Sq Ft
105 Stoney Hill Rd, Vineyard Haven, MA 02568

Welcome to 105 Stoney Hill Road, a serene retreat tucked in the heart of West Tisbury. This inviting Vineyard property combines comfort, thoughtful design, and practical amenities across 1,815 square feet of living space. The main level welcomes you with soaring ceilings and a natural flow. The living room features engineered hickory plank hardwood, while pine flooring carries warmth throughout

Lisa Da Silva Compass | Point B

105 Stoney Hill Rd, Vineyard Haven, MA 02568
/21
$8,000 total monthly price
- 1 Bed
- 1 Bath
- 936 Sq Ft
- House for Rent
10 James Pond Way, West Tisbury, MA 02575

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This spacious and well appointed one bedroom guest house has a cozy living area and kitchen which opens up to a large second story deck with outdoor furniture, table and chairs where you can enjoy dining amidst the trees. One A/C unit is in the bedroom along with a

Karen Overtoom Karen M. Overtoom R.E.

10 James Pond Way, West Tisbury, MA 02575
/28
$2,550,000 Sold Oct 02, 2025
- 1,524 Sq Ft
- $1,673/SF
- 130 Days On Market
- 3 Beds
- 2 Baths
- Built 1926
10 Mollys Way, Chilmark, MA 02535

The Salt Shack merges historic preservation with modern updates in Menemsha. Designed by husband-and-wife luxury boutique design firm, Morgan Studio, the renovation of this 100-year-old ocean view cottage preserves its charm and historical integrity while incorporating contemporary design elements to enhance both comfort and aesthetics. Nestled behind Menemsha Pond, the cottage boasts a prime

Peyton Wallace Studio Realty

10 Mollys Way, Chilmark, MA 02535

/21
Est $1,438,643 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,066 Sq Ft
23 Anthiers Way, Edgartown, MA 02539

23 Anthiers Way, Edgartown, MA 02539

/20
$1,450,000
- 3 Beds
- 2 Baths
- 1,428 Sq Ft
5 Seth's Path, Oak Bluffs, MA 02557

Desirable picturesque Deer Run location. Just steps from the bike path, this centrally located home is a perfect island retreat. You can enjoy the multi level deck and patio overlooking a wonderful in ground pool. The large lot provides for plenty of room for gardening or games and backs up to an idyllic open field. This house is perfectly set back off of the small cul de sac. Wonderful

Robin Perschel Feiner Real Estate

5 Seth's Path, Oak Bluffs, MA 02557
/20
$12,000 total monthly price
- 3 Beds
- 1 Bath
- 1,068 Sq Ft
- House for Rent
76 Ben Chase Rd Wt136, West Tisbury, MA 02575

Experience a wonderful glimpse of country living in the peaceful, quiet setting of Serene Pond Cottage! This charming Martha's Vineyard retreat features a cozy interior with ample natural light, a private deck where you can take your breakfast and coffee, and a tree-lined backyard to enjoy on lazy summer days. Comfortable three bedroom single story home with one brand new renovated full bath with

Karen Overtoom Karen M. Overtoom R.E.

76 Ben Chase Rd Wt136, West Tisbury, MA 02575
/6
$1,800,000 Sold Oct 02, 2025
- Land
- 2.06 Acres
- $874,211 per Acre
- 83 Days On Market
34 Paddock Rd Unit 27.11, Oak Bluffs, MA 02568

The Preserve - A terrific opportunity to build in this beautiful and prestigious neighborhood in Oak Bluffs. The Preserve has matured into an enclave of significant residences and offers excellent privacy, with convenience to downtown, harbor and beaches. The orientation of this parcel is prime with southern exposure for backyard pool and patio, and it is abutting dedicated open space on two

Lesley Heidt Sandpiper Realty

34 Paddock Rd Unit 27.11, Oak Bluffs, MA 02568

/17
Est $1,085,887 Not Listed For Sale
- 3 Beds
- 2 Baths
- 934 Sq Ft
10 Briarwood Ln, Vineyard Haven, MA 02568

10 Briarwood Ln, Vineyard Haven, MA 02568

/80
$1,892,500
- 5 Beds
- 3 Baths
- 2,552 Sq Ft
10 Danls Way, West Tisbury, MA 02575

West Tisbury Farmhouse with all of the Historic Charm! 1743/1850, once owned by the renowned sailor & author Joshua Slocum. Located on a lush 1.27 acres, this property has all the makings of a perfect family compound with a 4 bedroom, 2 Bathroom Main House and a 1 Bedroom, 1 Bathroom Guest Cottage. From the patio entry you will arrive into the bright, custom kitchen with new appliances, vaulted

Emma Bryant Landmarks at TODAY Real Estate

10 Danls Way, West Tisbury, MA 02575
/19
$30,000 total monthly price
- 5 Beds
- 4 Baths
- 3,600 Sq Ft
- House for Rent
37 Sachem Cir, West Tisbury, MA 02575

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $7,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Lovely pastoral setting with an elegant farm house and guest house. Abutting Land Bank property on two sides. Quiet privacy, yet just minutes to Lambert’s Cove Beach. The four bedroom house and separate guest house are impeccably decorated and the floor plan lends itself

Karen Overtoom Karen M. Overtoom R.E.

37 Sachem Cir, West Tisbury, MA 02575
/7
$1,800,000 Sold Oct 02, 2025
- Land
- 2.06 Acres
- $873,786 per Acre
- 97 Days On Market
34 Paddock Rd, Oak Bluffs, MA 02568

The Preserve - A terrific opportunity to build in this beautiful and prestigious neighborhood in Oak Bluffs. The Preserve has matured into an enclave of significant residences and offers excellent privacy, with convenience to downtown, harbor and beaches. The orientation of this parcel is prime with southern exposure for backyard pool and patio, and it is abutting dedicated open space on two

Lesley Heidt Sandpiper Realty Inc

34 Paddock Rd, Oak Bluffs, MA 02568

/32
Est $2,265,538 Not Listed For Sale
- 4 Beds
- 4 Baths
- 2,276 Sq Ft
232 Lagoon Pond Rd, Vineyard Haven, MA 02568

232 Lagoon Pond Rd, Vineyard Haven, MA 02568

/20
$640,000
- 1 Bed
- 1 Bath
- 354 Sq Ft
2 Lincoln Ave, Oak Bluffs, MA 02568

Nestled in the heart of the historic Martha’s Vineyard Camp Meeting Association, this beautifully updated suite cottage offers the rare opportunity for year-round living in Oak Bluffs’ campground community. Fully renovated in 2023, including kitchen, bath, floors and winterization, the home seamlessly blends classic Vineyard charm with modern comfort — featuring upgraded systems and finishes that

Stacy Ickes Donnelly + Co

2 Lincoln Ave, Oak Bluffs, MA 02568
/29
$10,900 total monthly price
- 3 Beds
- 1 Bath
- 936 Sq Ft
- House for Rent
58 Forest Rd Wt140, West Tisbury, MA 02575

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,725.. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This charming rustic home is set within Seven Gates Farm in West Tisbury. Walk down your own path to a beautiful private association beach. There are shared tennis courts and miles of walking trails.

Karen Overtoom Karen M. Overtoom R.E.

58 Forest Rd Wt140, West Tisbury, MA 02575
/7
$1,000,000 Sold Oct 02, 2025
- 1,176 Sq Ft
- $850/SF
- 9 Days On Market
- 2 Beds
- 1 Bath
- Built 1948
13 County Rd, Oak Bluffs, MA 02557

Welcome to an inviting single-story ranch nestled in the heart of Oak Bluffs. This cozy and charming home offers a comfortable living space and is set on a generous, water view landscaped lot with mature trees and natural privacy. Inside, the home features a functional layout with a mix of wood and carpet flooring, a cozy wood-burning fireplace, and abundant natural light throughout.The classic

Jennifer B. DaSilva Compass

13 County Rd, Oak Bluffs, MA 02557

/23
Not Listed For Sale
- 6 Beds
- 3.5 Baths
- 2,229 Sq Ft
51 Blueberry Ridge Ln, Chilmark, MA 02535

51 Blueberry Ridge Ln, Chilmark, MA 02535

/45
$1,600,000
- 4 Beds
- 3 Baths
- 1,738 Sq Ft
10 Dory Cir, Edgartown, MA 02539

Edgartown Village Opportunity – Main House & New Guest CottageTucked just off Upper Main Street, this unique Edgartown property offers exceptional flexibility with two dwellings—perfect for personal use, rental income, or a combination of both. The main house has been thoughtfully updated with numerous improvements, including a new kitchen, renovated bath, upgraded electrical, and HVAC

Stacy Ickes Donnelly + Co

10 Dory Cir, Edgartown, MA 02539
/13
$15,000 total monthly price
- 3 Beds
- 2 Baths
- 2,000 Sq Ft
- House for Rent
19 Lighthouse Road Aq605, Aquinnah, MA 02535

This family-friendly, three-bedroom retreat on Lighthouse Road in Aquinnah offers all the comforts of home with stunning water views of the Vineyard Sound and the Elizabeth Islands. It is beautifully decorated and nicely furnished. The home features stylish post-and-beam architecture. The main level features cathedral ceilings, wrap-around picture windows and skylights. The main level opens out

Karen Overtoom Karen M. Overtoom R.E.

19 Lighthouse Road Aq605, Aquinnah, MA 02535
/22
$2,899,000 Sold Oct 01, 2025
- 1,889 Sq Ft
- $1,535/SF
- 0 Days On Market
- 4 Beds
- 2 Baths
- Built 1956
78 Winemack St, Oak Bluffs, MA 02557

STUNNNING EAST CHOP WATERVIEW RETREAT w/a flair of HOLLYWOOD HILLS GLAMOUR! WATCH THE SAILBOATS SAIL BY on the outer harbor from this delightful 3 bedroom + den, well maintained Contemporary home in the exclusive East Chop community. A blend of timeless Martha's Vineyard serenity with a flair of vintage Hollywood Hills design delights all! Clean architectural lines, vaulted ceilings, and

Susan Austin Austin R.E. Properties of MV

78 Winemack St, Oak Bluffs, MA 02557

/36
Est $1,668,978 Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,144 Sq Ft
323 Lamberts Cove Rd, Vineyard Haven, MA 02568

323 Lamberts Cove Rd, Vineyard Haven, MA 02568

/23
$6,500,000
- 6 Beds
- 5.5 Baths
- 4,753 Sq Ft
16 Red Coat Hill Rd, Vineyard Haven, MA 02568

Private West Tisbury Oasis – Modern Luxury on 4.85 AcresBuilt by the highly regarded Novo Builds and designed by acclaimed architect Zander Auerbach, this newly constructed estate in the heart of West Tisbury offers the perfect blend of architectural sophistication, privacy, and resort-style amenities. Set on 4.85 acres, the main residence spans 3,806 square feet with an additional

Joe & Nicole Holland Vineyard Dream Realty LLC

16 Red Coat Hill Rd, Vineyard Haven, MA 02568
/22
$20,000 total monthly price
- 4 Beds
- 2.5 Baths
- 2,400 Sq Ft
- House for Rent
709 Old County Rd Wt134, West Tisbury, MA 02575

THIS IS A WEEKLY SUMMER RENTAL ONLY. The weekly price in August is $5,000. per week. See website for additional weekly pricing. Mill Pond House is a completely restored 1890s farmhouse on the old Mill Pond in historic West Tisbury. Remodeled by the present owner, an interior designer, it is beautifully appointed with antiques and charming accessories. An old pine floor and columns add to the

Karen Overtoom Karen M. Overtoom R.E.

709 Old County Rd Wt134, West Tisbury, MA 02575
/31
$1,595,000 Sold Oct 01, 2025
- 2,020 Sq Ft
- $790/SF
- 26 Days On Market
- 5 Beds
- 3 Baths
- Built 1981
16 Hye Rd, Edgartown, MA 02539

PROPERTY WAS SOLD "AS IS" and was recently connected to the town sewer.Edgartown House and Guest House located close to Morning Glory Farm and less than 2 miles to downtown. The main house was recently freshened up and features an open floor plan with 3 bedrooms/2 baths. Freshly painted throughout. The wood floors on the first floor were refinished. New carpet on the stairs and luxury vinyl

Michele Moore Island Real Estate

16 Hye Rd, Edgartown, MA 02539

/44
Est $1,609,195 Not Listed For Sale
- 3 Beds
- 4 Baths
- 3,114 Sq Ft
30 Hillside Path, Vineyard Haven, MA 02568

30 Hillside Path, Vineyard Haven, MA 02568

/28
$1,650,000
- 3 Beds
- 1.5 Baths
- 2,448 Sq Ft
38 Rogers Way, Oak Bluffs, MA 02557

Tucked away in a private desirable Oak Bluffs neighborhood yet only minutes from the charm of downtown and the incredible OB beaches, this home is a wonderful island retreat. With four levels of finished living space, it offers room to gather, relax, entertain, and create memories in every season. Hardwood floors, open concept kitchen and living areas, crackling fireplace set the tone indoors.

Jon Hartzband Martha's Vineyard Island-Wide Realty

38 Rogers Way, Oak Bluffs, MA 02557
/9
$19,000 total monthly price
- 6 Beds
- 2.5 Baths
- 2,155 Sq Ft
- House for Rent
17 Umbagog Ave Wt109, West Tisbury, MA 02575

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,750. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This three story home is located in a very desirable area off of Lambert's Cove Road, Makonikey, with access to a private association beach and walking trails. There are four plus bedrooms and bright and open living spaces that lead out to a deck and a screened-in porch.

Karen Overtoom Karen M. Overtoom R.E.

17 Umbagog Ave Wt109, West Tisbury, MA 02575
/53
$2,036,000 Sold Oct 01, 2025
- 3,273 Sq Ft
- $622/SF
- 55 Days On Market
- 5 Beds
- 3.5 Baths
- Built 2004
23 Crowell Ln, Vineyard Haven, MA 02568

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 expansive front porch that overlooks a mature landscape that is framed with a stone wall and beautiful

Rene Jackson Island Real Estate

23 Crowell Ln, Vineyard Haven, MA 02568

/33
Est $2,050,548 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,400 Sq Ft
119 Herring Creek Rd, Edgartown, MA 02539

119 Herring Creek Rd, Edgartown, MA 02539

Showing Results 281 - 320, Page 8 of 18

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