Martha's Vineyard, MA Homes

/13
Est $3,703,605 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,300 Sq Ft
144 Pond View Farm Rd, Vineyard Haven, MA 02568

144 Pond View Farm Rd, Vineyard Haven, MA 02568

/26
$1,700,000
- Land
- 0.96 Acre
- $1,770,833 per Acre
108 Bay View, Edgartown, MA 02539

Enchanting 2-bed waterfront cottage in Edgartown's coveted Chappaquiddick neighborhood, Martha's Vineyard. Exuding coastal charm, it features old boat masts as columns, decor from washed-up treasures, and a historic silo from Sweetened Water Farm, rebuilt as a unique bedroom wing. The silo hosts a cozy bedroom on the first level and a second bedroom on the upper level, offering breathtaking

Derick Freitas Amaral & Associates RE

108 Bay View, Edgartown, MA 02539
/37
$2,100,000 Sold Aug 27, 2025
- 3,310 Sq Ft
- $634/SF
- 60 Days On Market
- 3 Beds
- 3.5 Baths
- Built 2009
42 Daggett Ave, Vineyard Haven, MA 02568

This elegant farmhouse awaits your arrival! Nestled in the heart of Vineyard Haven, the desirable location is within close proximity to the Vineyard Haven Yacht Club and harbor, public beach access, ferry, downtown shops & restaurants, MV Playhouse, Owen Park Beach, new public tennis courts. Open the door to be greeted by a lovely entry way that leads into a light filled living area with

Rene Jackson Island Real Estate

42 Daggett Ave, Vineyard Haven, MA 02568

/42
Est $1,904,690 Not Listed For Sale
- 4 Beds
- 5 Baths
- 2,172 Sq Ft
44 Music St, Vineyard Haven, MA 02568

44 Music St, Vineyard Haven, MA 02568

/26
$1,700,000
- 2 Beds
- 0.5 Baths
- 601 Sq Ft
108 Bay View Ave, Edgartown, MA 02539

Enchanting 2-bed waterfront cottage in Edgartown's coveted Chappaquiddick neighborhood, Martha's Vineyard. Exuding coastal charm, it features old boat masts as columns, decor from washed-up treasures, and a historic silo from Sweetened Water Farm, rebuilt as a unique bedroom wing. The silo hosts a cozy bedroom on the first level and a second bedroom on the upper level, offering breathtaking

Derick Freitas Amaral & Associates Real Estate

108 Bay View Ave, Edgartown, MA 02539
/27
$1,875,000 Sold Aug 27, 2025
- 1,728 Sq Ft
- $1,085/SF
- 71 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1984
212 Charles Neck Way, Vineyard Haven, MA 02568

This beautifully renovated South Shore retreat, located in a tranquil setting, features 3 bedrooms, 2 1/2 bathrooms, central air, all new Bosch appliances, in ground pool and mature perennial gardens galore! Sitting on 1.5 acres, this location provides easy access to Long Point Beach and the Red Pony Farm equestrian center and, includes access to the coveted Lamberts Cove Beach. The first floor

Perry Patterson MV Luxury Homes LLC

212 Charles Neck Way, Vineyard Haven, MA 02568

/23
Est $1,974,665 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,370 Sq Ft
50 Campbell Rd, Vineyard Haven, MA 02568

50 Campbell Rd, Vineyard Haven, MA 02568

/13
$1,150,000
- Land
- 2.02 Acres
- $569,307 per Acre
00 Old Field Rd, Aquinnah, MA 02535

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 over a bubbling stream, leads directly to the entrance of cherished Philbin Beach. A thoughtfully

Katherine Donahue Sandpiper Realty Inc

00 Old Field Rd, Aquinnah, MA 02535
/50
$4,295,000 Sold Aug 27, 2025
- 2,792 Sq Ft
- $1,538/SF
- 64 Days On Market
- 4 Beds
- 4.5 Baths
- Built 1880
118 William St, Vineyard Haven, MA 02568

The Captain George Harding Home sits gracefully on the westerly side of iconic William Street overlooking Vineyard Haven village with distant views of the harbor. This immaculate and re-imagined Gothic Revival offers both timeless elegance and modern luxury. Completed in 2024, the comprehensive down-to-the-studs renovation includes all new systems like central air and dehumidification. Every

Alexis Holden Tea Lane Associates

118 William St, Vineyard Haven, MA 02568

/6
Est $2,608,077 Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,935 Sq Ft
71 Runner Rd, Vineyard Haven, MA 02568

71 Runner Rd, Vineyard Haven, MA 02568

/43
$1,599,000
- 3 Beds
- 2 Baths
- 1,562 Sq Ft
111 Charles Neck Way, Vineyard Haven, MA 02568

Tucked away on 1.6 wooded acres in West Tisbury, this classic Cape-style home offers both privacy and convenience, with easy access to the charm of Up-Island and the amenities of Down-Island. Located on a paved road near Long Point Beach, it also includes coveted access to Lambert’s Cove Beach.The bright, open interior features a living and dining area with a wood-burning fireplace, a kitchen

Emma Kennedy Sandpiper Realty

111 Charles Neck Way, Vineyard Haven, MA 02568
/22
$435,000 Sold Aug 26, 2025
- Land
- 0.1 Acre
- $4,350,000 per Acre
- 18 Days On Market
0 Quansoo Beach Lot Unit 53 43599, Chilmark, MA 02535

Stunning Quansoo Beach Lot available NOW. With this ownership you will gain access to gated parking and endless beach days along the Islands expansive South Shore and Tisbury Great Pond! Skip the lines and parking worries and enjoy the freedom to come and go as you please. If you have been dreaming of endless beach days, long walks on private shores... here is your chance. ***Note: This is not a

Emma Kiley Bryant Landmarks at TODAY Real Estate

0 Quansoo Beach Lot Unit 53 43599, Chilmark, MA 02535

/31
Est $1,353,687 Not Listed For Sale
- 1 Bed
- 1.5 Baths
- 855 Sq Ft
16 Elias Ln, Vineyard Haven, MA 02568

16 Elias Ln, Vineyard Haven, MA 02568

/43
$4,999,000
- 6 Beds
- 5.5 Baths
- 3,214 Sq Ft
15 Tamarack Ln, Oak Bluffs, MA 02557

FARM NECK: The original 1780 Farm House was tastefully restored in 1985 to honor the land and legacy of Farm Neck. This serene 3.7 acre oasis of rolling greenery with a variety of mature trees and lots of natural privacy has an up Island feel with the down Island convenience to fine dining, shopping, ferry, airport, bike paths and includes Stockholder Membership in the popular Farm Neck Golf

Michael Schweikert Ocean Park Realty, Inc.

15 Tamarack Ln, Oak Bluffs, MA 02557
/23
$1,800,000 Sold Aug 26, 2025
- 1,351 Sq Ft
- $1,332/SF
- 0 Days On Market
- 4 Beds
- 1.5 Baths
- Built 1910
12 Martha's Park Rd, Oak Bluffs, MA 02557

Harthaven Cottage - This magical cottage, tucked away just 2/10's of a mile from the private association beach, is waiting for you to call it your own. A covered porch welcomes you. Once inside, you begin to take in the charming details of this classic 3-season home. There are cathedral ceilings with exposes painted beams. Home features 4 bedrooms, 1 1/2 baths and outdoor shower. Both bathrooms

Michele Moore Island Real Estate

12 Martha's Park Rd, Oak Bluffs, MA 02557

/26
Est $989,262 Not Listed For Sale
- 1 Bed
- 1 Bath
- 1,182 Sq Ft
4 Elias Ln, Vineyard Haven, MA 02568

4 Elias Ln, Vineyard Haven, MA 02568

/40
$1,895,000
- 4 Beds
- 3.5 Baths
- 2,061 Sq Ft
174 Middle Rd, Chilmark, MA 02535

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, and extensive custom cherry wood built-ins that combine beauty and practicality. The welcoming

Sheila Morse Island Real Estate

174 Middle Rd, Chilmark, MA 02535
/21
$435,000 Sold Aug 26, 2025
- Land
- 0.1 Acre
- $4,350,000 per Acre
- 20 Days On Market
0 Beach Lot Quansoo Unit 22503743, Chilmark, MA 02535

Stunning Quansoo Beach Lot available NOW. With this ownership you will gain access to gated parking and endless beach days along the Islands expansive South Shore and Tisbury Great Pond! Skip the lines and parking worries and enjoy the freedom to come and go as you please. If you have been dreaming of endless beach days, long walks on private shores... here is your chance. ***Note: This is not a

Emma Bryant Landmarks at TODAY Real Estate

0 Beach Lot Quansoo Unit 22503743, Chilmark, MA 02535

/28
Est $1,269,552 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,536 Sq Ft
175 Oak Ln, Vineyard Haven, MA 02568

175 Oak Ln, Vineyard Haven, MA 02568

/8
$725,000
- 3 Beds
- 2 Baths
- 1,356 Sq Ft
124 Skiff Ave Unit D-10, Vineyard Haven, MA 02568

Enjoy effortless year-round living with easy access to Vineyard Haven's downtown shops, restaurants, the harbor, ferry, and nearby beaches. Bright and inviting first-floor three-bedroom, two-bath condo in the sought-after Causeway Harborview association. The association offers practical amenities--including a shared pool, ample storage, and on-site laundry--that support a comfortable lifestyle in

Emma Kennedy Sandpiper Realty Inc

124 Skiff Ave Unit D-10, Vineyard Haven, MA 02568
/17
$1,450,000 Sold Aug 26, 2025
- 2,311 Sq Ft
- $627/SF
- 78 Days On Market
- 3 Beds
- 2 Baths
- Built 1987
61 Dodgers Hole Rd, Edgartown, MA 02539

Located in the sought-after Dodgers Hole neighborhood, this beautifully renovated home blends modern style with coastal ease. Sunlight fills the main living area, where cathedral ceilings and hardwood floors create a bright and welcoming space.The kitchen has been completely redone with fresh finishes and thoughtful design, and the brand-new baths add to the turnkey appeal. The finished lower

Ellen Valentgas Sotheby's International Realty

61 Dodgers Hole Rd, Edgartown, MA 02539

/23
Est $1,905,437 Not Listed For Sale
- 5 Beds
- 2.5 Baths
- 3,026 Sq Ft
171 Otis Bassett Rd, Vineyard Haven, MA 02568

171 Otis Bassett Rd, Vineyard Haven, MA 02568

/77
$2,995,000
- 4 Beds
- 3.5 Baths
- 2,515 Sq Ft
300 North Rd, Chilmark, MA 02535

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 bath, large living area with fireplace, bright sunroom or second living room, custom kitchen and two

Rebecca V Conroy Conroy & Company R.E., Inc.

300 North Rd, Chilmark, MA 02535
/18
$1,450,000 Sold Aug 26, 2025
- 2,311 Sq Ft
- $627/SF
- 85 Days On Market
- 3 Beds
- 2 Baths
- Built 1987
61 Dodgers Hill Rd, Edgartown, MA 02539

Located in the sought-after Dodgers Hole neighborhood, this beautifully renovated home blends modern style with coastal ease. Sunlight fills the main living area, where cathedral ceilings and hardwood floors create a bright and welcoming space. The kitchen has been completely redone with fresh finishes and thoughtful design, and the brand-new baths add to the turnkey appeal. The finished lower

Ellen Valentgas Sotheby's International Realty

61 Dodgers Hill Rd, Edgartown, MA 02539

/16
Est $1,211,244 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,408 Sq Ft
35 Skiffs Ln, Vineyard Haven, MA 02568

35 Skiffs Ln, Vineyard Haven, MA 02568

/29
$4,500,000
- 5 Beds
- 6 Baths
- 5,598 Sq Ft
71 Stoney Hill Rd, Vineyard Haven, MA 02568

A combination of luxury, comfort, and natural beauty, this expansive custom, 6,000+ square foot, five bedroom, post and beam home is sited on more than seven acres of land, surrounded by more than 200 acres of Land Bank property. From the moment you step inside, you'll be captivated by the attention to detail and the high-end finishes throughout. The open concept layout allows for seamless flow

Sheila Morse Island Real Estate

71 Stoney Hill Rd, Vineyard Haven, MA 02568
/40
$2,300,000 Sold Aug 21, 2025
- 3,213 Sq Ft
- $716/SF
- 75 Days On Market
- 5 Beds
- 4.5 Baths
- Built 2011
174 Tashmoo Ave, Vineyard Haven, MA 02568

Welcome to your dream home! The perfect blend of comfort and luxury awaits you in this custom-designed 5-bedroom, 4.5-bathroom residence. Over 3200 square feet of spacious living, upscale furnishings, finished basement with entertainment bar, and all the right touches to make every day feel like a retreat. Conveniently located under a half mile from downtown Vineyard Haven, where you will find

Lisa Lucier Anchor Realty of Martha's Vineyard

174 Tashmoo Ave, Vineyard Haven, MA 02568

/37
Est $1,172,287 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,316 Sq Ft
43 Skiffs Ln, Vineyard Haven, MA 02568

43 Skiffs Ln, Vineyard Haven, MA 02568

/39
$3,299,000
- 3 Beds
- 3.5 Baths
- 3,082 Sq Ft
53 Stoney Hill Rd, Vineyard Haven, MA 02568

This custom-built residence is nestled in one of Martha’s Vineyard’s most coveted up-island towns. At the heart of the home lies a professionally designed chef’s kitchen, featuring bespoke cabinetry, honed Carrara marble countertops, Wolf stove and wall oven, Sub-Zero refrigerator, Miele dishwasher, Kohler farmhouse sink, and Rohl satin nickel gooseneck faucet. A custom bar is appointed with

Jennifer B. DaSilva Compass

53 Stoney Hill Rd, Vineyard Haven, MA 02568
/19
$1,449,000 Sold Aug 19, 2025
- 2,284 Sq Ft
- $634/SF
- 263 Days On Market
- 3 Beds
- 3 Baths
- Built 1987
14 High Meadow Ln, Oak Bluffs, MA 02557

MEADOW VIEW FARM/OAK BLUFFS - Owned by the same family for over 30 years, this sun-drenched, contemporary reverse-style home is located in Meadow View Farms. Well-maintained over those years, this 3 bedroom, 2 full and 2 half baths multi-level home has so much to offer and boundless potential. The second-level features a bright, open floor plan with cathedral ceilings and 3 sliding doors that

Michele Moore Island Real Estate

14 High Meadow Ln, Oak Bluffs, MA 02557

/26
Est $5,313,502 Not Listed For Sale
- 8 Beds
- 4 Baths
- 4,800 Sq Ft
48 Forest Rd, Vineyard Haven, MA 02568

48 Forest Rd, Vineyard Haven, MA 02568

/27
$1,900,000
- 4 Beds
- 4 Baths
- 2,202 Sq Ft
2 Farmers Rd, Edgartown, MA 02539

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 three bedroom main house and a one bedroom guesthouse. A separate toolshed has an additional finished

Neal Stiller Cronigs Real Estate

2 Farmers Rd, Edgartown, MA 02539
/17
$929,000 Sold Aug 18, 2025
- 1,286 Sq Ft
- $722/SF
- 6 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1950
299 Franklin St, Vineyard Haven, MA 02568

Walkable to downtown Vineyard Haven, offering shops, dining, and waterfront access. Close to everything, yet tucked away on a peaceful corner lot is this classic 3-bedroom, 1.5-bathroom ranch home. The possibilities abound on a spacious .27-acre level yard where you can add more bedrooms and an ADU. The extra long detached 2-car garage with high ceilings is a great spot to store your vehicles or

Lisa Lucier Anchor Realty of MV

299 Franklin St, Vineyard Haven, MA 02568

/26
Est $1,484,787 Not Listed For Sale
- 5 Beds
- 2.5 Baths
- 1,968 Sq Ft
33 Hidden Village Rd, Vineyard Haven, MA 02568

33 Hidden Village Rd, Vineyard Haven, MA 02568

/73
$6,495,000
- 7 Beds
- 5.5 Baths
- 4,730 Sq Ft
180 Pilot Hill Farm Rd, Vineyard Haven, MA 02568

A storybook sanctuary in Pilot Hill. For the first time in 37 years, one of the rarest and most beautiful properties within Pilot Hill Farm is being offered for sale.Set on nearly eight acres, this unique estate includes a thoughtfully renovated antique farmhouse and several distinctive outbuildings: a pool, guest house, an art studio, and a carriage house with room for three cars, plus a

Alexis Holden Tea Lane Associates

180 Pilot Hill Farm Rd, Vineyard Haven, MA 02568
/39
$3,515,000 Sold Aug 18, 2025
- 4,218 Sq Ft
- $833/SF
- 60 Days On Market
- 5 Beds
- 4.5 Baths
- Built 2010
7 Whistling Swan Cir, Edgartown, MA 02539

Located in the exclusive Island Grove neighborhood, this Edgartown retreat is conveniently located near Morning Glory Farm, Downtown Edgartown, and South Beach. The home was designed with entertaining in mind. The first floor offers a den, custom kitchen, a large dining room, living room, half bathroom, and screened porch, all while flowing seamlessly to the outdoor living areas and pool. In

Jarrett Hurwitz Keller Williams Realty

7 Whistling Swan Cir, Edgartown, MA 02539

/30
Est $2,417,153 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,540 Sq Ft
41 Hidden Village Rd, Vineyard Haven, MA 02568

41 Hidden Village Rd, Vineyard Haven, MA 02568

/4
$625,000
- Land
- 0.34 Acre
- $1,815,277 per Acre
0-A California Ave Unit Part lot 79, Oak Bluffs, MA 02568

Oak Bluffs Buildable Lot – Prime Location. This flat 2-bedroom building lot is ideally located just moments from the Hudson Avenue access to scenic Lagoon Pond, with easy access to both Farm Neck Golf Club and downtown Oak Bluffs. Situated in a neighborhood of newly constructed homes, this lot presents an excellent opportunity to become part of a growing community in Oak Bluffs. According to the

Andrew McElhinney Compass LLC

0-A California Ave Unit Part lot 79, Oak Bluffs, MA 02568
/41
$1,310,000 Sold Aug 18, 2025
- 1,964 Sq Ft
- $667/SF
- 0 Days On Market
- 3 Beds
- 2 Baths
- Built 1965
35 E Side Rd, Oak Bluffs, MA 02557

Close to the Lagoon - This three-bedroom, two-bath home sits on an oversized corner lot and has been lovingly maintained over the years. Recent upgrades include the addition of mini splits, interior painting, and lighting. The sunroom provides additional year-round living space and the wraparound deck is ideal for summer use. Bring your vision to the partially finished lower level where

Kristin Buck Donnelly + Co

35 E Side Rd, Oak Bluffs, MA 02557

/30
Est $1,541,820 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,560 Sq Ft
12 Lily Farm Rd, Vineyard Haven, MA 02568

12 Lily Farm Rd, Vineyard Haven, MA 02568

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