Marthas Vineyard, MA Homes for Sale

/36
$5,450,000
- 5 Beds
- 4 Baths
- 2,913 Sq Ft
122 Old Farm Rd, Chilmark, MA 02535

An incomparable setting in Chilmark, a beautifully renovated 5-bedroom home, stunning landscape and hardscape, all on three separate building lots totaling almost 14 acres - this is Allerton farm. The historic house has been expanded with new additions to create a thoroughly modern residence that nevertheless retains a charm that could not be achieved without technical expertise, attention to

Mark Jenkins Wallace & Co. Sotheby's

122 Old Farm Rd, Chilmark, MA 02535
/34
$5,450,000
- 5 Beds
- 4.5 Baths
- 2,913 Sq Ft
124 Old Farm Rd Unit 122, 116, Chilmark, MA 02535

An incomparable setting in Chilmark, a beautifully renovated 5-bedroom home, stunning landscape and hardscape, all on three separate building lots totaling almost 14 acres - this is Allerton farm. The historic house has been expanded with new additions to create a thoroughly modern residence that nevertheless retains a charm that could not be achieved without technical expertise, attention to

Mark Jenkins Wallace & Co. Sotheby's International Realty

124 Old Farm Rd Unit 122, 116, Chilmark, MA 02535
/18
$899,000
- 1 Bed
- 1 Bath
- 960 Sq Ft
1 Onondaga Ave, Oak Bluffs, MA 02557

Charming Single Story Cottage on a Beautiful Oak Bluffs Lot - Perfect for Your Vineyard Retreat! Discover the timeless appeal of this cozy 1-bedroom, 1-bath home nestled on a spacious 0.31-acre lot in the heart of Oak Bluffs. Built in 2000 and lovingly owned by the same family since its inception, this property offers a fantastic opportunity for both comfortable living and future expansion.

Leslie Floyd Portfolio Real Estate Inc.

1 Onondaga Ave, Oak Bluffs, MA 02557
/11
$4,250,000
- 5 Beds
- 5.5 Baths
- 4,200 Sq Ft
11 Bernard Way, Edgartown, MA 02539

To be built by a luxury home builder! Located at the end of a quiet cul de sac, just half a mile to the top of Main Street, this Coastal Contemporary-styled home can be completed by July of 2026. Please review the digital renderings which show the vision for this high-end 5-bedroom home, swimming pool and guest house/pool house. High-end details include all ensuite bedrooms in the main house,

Mark Jenkins Wallace & Co. Sotheby's

11 Bernard Way, Edgartown, MA 02539
/41
$3,400,000
- 5 Beds
- 4 Baths
- 3,361 Sq Ft
735 Franklin St, Vineyard Haven, MA 02568

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 3rd floor in the main house is not included on the town assessment). Situated on a .99-acre lot,

Emily Flake Viewpoints

735 Franklin St, Vineyard Haven, MA 02568
/24
$2,150,000
- 3 Beds
- 3 Baths
- 2,126 Sq Ft
17 Oakdale Dr, Edgartown, MA 02539

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 residence enjoys a private yard framed by classic Vineyard stonewalls and abuts Edgartown Golf Club property

Andrew McElhinney Compass Massachusetts, LLC

17 Oakdale Dr, Edgartown, MA 02539
/41
$1,850,000
- 3 Beds
- 3.5 Baths
- 2,986 Sq Ft
1 Harpoon Hollow, Aquinnah, MA 02535

Custom built Red Oak Post and Beam country home, in the style of an Old English cottage mansion. The many unique and attractive features are sure to delight the most discerning buyer. A brick walk bordered by a lovely boxwood hedge leads to two separate entrances into the home. Throughout, this intriguing, creatively designed home, you will notice the high quality and attention to detail.

Elaine Vanderhoop Beachcombers of MV

1 Harpoon Hollow, Aquinnah, MA 02535
/36
$1,495,000
- 4 Beds
- 2 Baths
- 1,332 Sq Ft
40 Scotchmans Ln, Vineyard Haven, MA 02568

A home with history, built in the early 1800s this dwelling was originally built on a local farm and moved to its present location in the 1920's. The structure sits nestled amongst mature plantings and out buildings facing the Mill Brook. The studio and covered patio offer opportunities to entertain, relax and reflect. This 3.76 parcel was created from a larger parcel by the owner (see attached

Jim Osmundsen Donnelly + Co.

40 Scotchmans Ln, Vineyard Haven, MA 02568
/4
$5,300,000
- 5 Beds
- 5.5 Baths
- 5,394 Sq Ft
23 Pinehurst Rd, Edgartown, MA 02539

New Construction with POOL, GUEST HOUSE and PRIMARY HOME, all within close proximity to Main Street, Edgartown. This gorgeous four bedroom gambrel home offers comfort and ease of coastal luxurious living. The primary home welcomes you with a two story foyer which opens to a large great room with a gourmet kitchen, with a bar area and a central island offering seating for at least four. The

Michele Casavant Vineyard Village Realty

23 Pinehurst Rd, Edgartown, MA 02539
/46
$2,395,000
- 5 Beds
- 3.5 Baths
- 3,873 Sq Ft
50 Hidden Cove Rd, Edgartown, MA 02539

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 offering an abundance of natural light that flows into the open living and entertaining spaces. The

Sean Federowicz Landmarks at TODAY Real Estate

50 Hidden Cove Rd, Edgartown, MA 02539
/30
$3,900,000
- 4 Beds
- 2 Baths
- 2,813 Sq Ft
179 Tisbury Ln E, West Tisbury, MA 02575

Seven Gates Farm: This warm and convivial home in one of the island’s most desirable communities is less than 1/10th of a mile to the private association beach. The house was designed to accentuate indoor-outdoor living; there is generous decking for morning or afternoon sun, and a screened porch which is the perfect place to enjoy shade and breeze after a day spent at one of the nearby beaches.

Mark Jenkins Wallace & Co. Sotheby's

179 Tisbury Ln E, West Tisbury, MA 02575
/46
$6,750,000
- 3 Beds
- 3 Baths
- 3,432 Sq Ft
44 Cencelle St, Chilmark, MA 02535

This private 21-acre Chilmark estate with ocean views, tucked away in the rolling hills and farmlands of Chilmark, offers sweeping ocean views to the south and a rare sense of seclusion and serenity. At the heart of the property is a striking modern style home, thoughtfully designed to bring the outdoors in. Expansive walls of glass flood the interior with natural light and frame panoramic views

Meg Bodnar Tea Lane Associates

44 Cencelle St, Chilmark, MA 02535
/20
$949,900
- Land
- 0.00 Acre
0 Jeffers Way Unit 73387831, Aquinnah, MA 02535

This lovely parcel in Aquinnah offers a rare opportunity to own a pristine 3.8 acre parcel on Martha's Vineyard. This elevated, hilly lot is bordered by Classic New England stone walls and surrounded by mature trees, providing both privacy and a serene natural setting. The property is prepared for development, featuring an installed well, a 3-bedroom septic, electric and a completed archeological

Brenda Galligan Karen M. Overtoom R.E.

0 Jeffers Way Unit 73387831, Aquinnah, MA 02535
/8
$1,695,000
- Land
- 0.00 Acre
19A Locust Ln, Aquinnah, MA 02535

This private 6.19 acres parcel has been approved for sub-division and not yet recorded. Potential to add acreage. Proposed lot lines and designated building envelope. Lovely rolling topography with mature trees. Septic & Well not installed

Brenda Galligan Karen M. Overtoom R.E.

19A Locust Ln, Aquinnah, MA 02535
/23
$1,090,000
- 3 Beds
- 2 Baths
- 1,232 Sq Ft
54 Towanticut Ave, Oak Bluffs, MA 02568

Living is Easy in this 3-bedroom 2 bath air-conditioned Ranch located 1 mile from the Center of Oak Bluffs. Features include a spacious living room with a wood-burning fireplace and lovely built-ins, an updated kitchen with granite countertops and stainless-steel appliances. The dining area has sliders leading to a spacious deck and outdoor shower overlooking the yard space with plenty of room

JoJo Lambert Island Home Realty Inc.

54 Towanticut Ave, Oak Bluffs, MA 02568
/20
$4,200,000
- 4 Beds
- 3.5 Baths
- 3,716 Sq Ft
1 Wilsons Ln, Edgartown, MA 02539

NEWLY CONSTRUCTED gambrel home with a heated saltwater POOL, close to SOUTH BEACH and EDGARTOWN VILLAGE! The entry foyer presents with an oversized lounge area to the right and a spectacular great room ahead. The great room offers a cathedral ceiling and rear wall of two story windows with a gas fireplace. The great room opens to the dining room which features a wall of sliding glass doors

Michele Casavant Vineyard Village Realty

1 Wilsons Ln, Edgartown, MA 02539
/62
$1,895,000
- 4 Beds
- 2 Baths
- 2,462 Sq Ft
129 Beach Rd, Tisbury, MA 02568

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 lagoon, there are 2 structures on the property. The first, sited on the lagoon with private access,

Michele Moore Island Real Estate

129 Beach Rd, Tisbury, MA 02568
/39
$1,399,000
- 2 Beds
- 3 Baths
- 1,632 Sq Ft
35 Stevens Ave, Oak Bluffs, MA 02557

Nestled in a quiet Oak Bluffs neighborhood, this colonial-style home and its surrounding area gives the feel of being up-Island. The well-kept home was built in 2008 and is move-in ready. Located 1 mile to Circuit Avenue, and less than a mile to both the Oak Bluffs School and the Oak Bluffs Library, the property is also conveniently close to a bus stop and the bike path. Its many features include

Paul Thoutsis Dockside Real Estate

35 Stevens Ave, Oak Bluffs, MA 02557
/41
$9,900,000
- 8 Beds
- 9 Baths
- 8,560 Sq Ft
150 E Chop Dr, Oak Bluffs, MA 02557

Big Bluff. The crown jewel of East Chop. Timeless elegance and unmatched craftsmanship on the shores of Martha’s Vineyard. Renowned architect M. Hutker and preeminent builder J.G.Early teamed up to create this magnificent waterfront estate. 8,500 Sq. ft. of pure luxury. Open-concept living with large picture windows, a chef’s kitchen with island, high-end appliances, wet bar, and sunlit breakfast

Moira Lown Coldwell Banker Realty - Wellesley

150 E Chop Dr, Oak Bluffs, MA 02557
/52
$1,399,200
- 4 Beds
- 3 Baths
- 2,961 Sq Ft
208 Irenes Way, Tisbury, MA 02568

Welcome to this 4 bedroom 3 bathroom 2,961 square foot home! Enjoy the open, first floor layout, finished walk out basement, beautiful hardwood flooring and a quality kitchen with new granite countertops. Just off of the kitchen there is a convenient first floor bedroom, bathroom and laundry room, as well as a lovely bonus space currently enjoyed as a sunroom with a sliding door to the large

Emma Bryant Landmarks at TODAY Real Estate

208 Irenes Way, Tisbury, MA 02568
/52
$9,995,000
- 4 Beds
- 7 Baths
- 5,458 Sq Ft
43 Peases Point Way S, Edgartown, MA 02539

Refined, timeless, and unparalleled, 43 Peases Point Way South effortlessly blends warmth, elegance, and sophistication to create a truly distinctive living experience in one of Edgartown’s most coveted locations. Designed by celebrated architect Patrick Ahearn, this exceptional residence is just a short stroll from historic Main Street. From the gated arbor entry and tranquil courtyard to the

Katie Donahue Sandpiper Realty

43 Peases Point Way S, Edgartown, MA 02539
/49
$6,490,000
- 6 Beds
- 8 Baths
- 5,660 Sq Ft
60 Meetinghouse Rd, Chilmark, MA 02535

This spectacular and bright modern american farmhouse is perfectly sited to capture the varied scenic beauty that surrounds the farm. Built in 2021 with great attention to detail and materials, this home was created around gatherings and community with ample space for the extended family. The land has been lovingly curated into a place which can grow, generate and support those who want to have

Jim Feiner Feiner Real Estate

60 Meetinghouse Rd, Chilmark, MA 02535
/33
$1,985,000
- Land
- 3.58 Acres
- $554,469 per Acre
4 Cedar Ln Unit 2.2, Chilmark, MA 02535

Premier Build-Ready Lot with Private Beach AccessGet 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 swimming, surfing, excellent fishing and summer memories. Set on beautifully contoured land with

Jill Napior Tea Lane Associates

4 Cedar Ln Unit 2.2, Chilmark, MA 02535
/12
$1,325,000
- Land
- 4.12 Acres
- $321,602 per Acre
25 Plum Bush Point Rd Unit 6, West Tisbury, MA 02568

This beautiful wooded 4.12 acre parcel of land is peaceful, serene and ready to build. The well is installed, boundaries staked, perc test approved for a five-bedroom home and a septic plan designed. This is an opportunity to realize your vision and build a home that reflects your lifestyle. The large, flat building envelope offers many siting possibilities and, should you choose, the property

Abby Rabinovitz Tea Lane Associates

25 Plum Bush Point Rd Unit 6, West Tisbury, MA 02568
/76
$3,995,000
- 5 Beds
- 3 Baths
- 2,791 Sq Ft
20 James Pond Way, Vineyard Haven, MA 02568

Nestled on a serene 4.5-acre parcel of land off Lambert's Cove Road, this exquisite property offers unparalleled privacy, views and direct access to James Pond and beyond to the Land Bank's Lambert's Cove Beach property. In addition to the custom heated Gunite pool, the expansive yard provides space for many outdoor activities while relishing the tranquility of the location. The residence

Sheila Morse Island Real Estate

20 James Pond Way, Vineyard Haven, MA 02568
/21
$1,795,000
- 3 Beds
- 3.5 Baths
- 2,312 Sq Ft
7 Candlemaker Cir, Edgartown, MA 02539

3 bedroom 2.5 bath main house consisting of 2 separate living spaces. First unit has 1st floor with livingroom, kitchen and bathroom. The second floor has an additional livingroom with two bedrooms. The second unit has 1st floor living area with kitchenette and bathroom, bedroom is in basement with walkout egress. 2 Car Garage has a permitted finished living space above with livingroom, full

Roy Cutrer Jr Laer Realty Partners

7 Candlemaker Cir, Edgartown, MA 02539
/3
$1,795,000
- 3 Beds
- 3.5 Baths
- 2,311 Sq Ft
7 Candle Maker Cir, Edgartown, MA 02539

3 bedroom 2.5 bath main house consisting of 2 separate living spaces. First unit has 1st floor with livingroom, kitchen and bathroom. The second floor has an additional livingroom with two bedrooms. The second unit has 1st floor living area with kitchenette and bathroom, bedroom is in basement with walkout egress. 2 Car Garage has a permitted finished living space above with livingroom, full

Roy Cutrer LAER Realty Partners

7 Candle Maker Cir, Edgartown, MA 02539
/29
$6,795,000
- 3 Beds
- 2.5 Baths
- 2,589 Sq Ft
57 Hines Point Rd, Vineyard Haven, MA 02568

Lily Hill - a rare Hines Point offering that includes a waterfront home with exquisite views, a deep water mooring and dock, and 130 feet of private fine-sand beach. Poised on a knoll on the western shore of the Lagoon, Lily Hill evokes a more peaceful time with sweeping views of the sky and water. Enjoy a swim at your private beach morning, noon or night. Watch the play of light across the water

Elissa Lash Tea Lane Associates

57 Hines Point Rd, Vineyard Haven, MA 02568
/52
$4,600,000
- 4 Beds
- 3 Baths
- 2,704 Sq Ft
370 Lighthouse Rd, Aquinnah, MA 02535

Stunning waterview living with an active view that will never disappoint. Wake up every morning to breathtaking 180 degree water views in this beautifully appointed 4-bedroom, 3-bath coastal retreat. Perfectly situated to capture sunrise to sunset vistas, this home offers a blend of summer vibes with year-round living amenities. Step inside to find an open-concept living space filled with natural

Jill Napior Tea Lane Associates

370 Lighthouse Rd, Aquinnah, MA 02535
/21
$949,900
- Land
- 3.80 Acres
- $249,974 per Acre
0 Jeffers Way Unit 165 43370, Aquinnah, MA 02535

This lovely parcel in Aquinnah offers a rare opportunity to own a pristine 3.8 acre parcel on Martha's Vineyard. This elevated, hilly lot is bordered by Classic New England stone walls and surrounded by mature trees, providing both privacy and a serene natural setting. The property is prepared for development, featuring an installed well, a 3-bedroom septic, electric and a completed

Brenda Galligan Karen M. Overtoom R.E.

0 Jeffers Way Unit 165 43370, Aquinnah, MA 02535
/30
$1,950,000
- 4 Beds
- 2 Baths
- 1,750 Sq Ft
16 Schoolhouse Rd, Edgartown, MA 02539

Vacation Getaway in Edgartown Estates - This sunny and welcoming contemporary home 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. Inside, the living, dining, and kitchen areas flow nicely and are just the right size for

Lesley Heidt Sandpiper Realty Inc

16 Schoolhouse Rd, Edgartown, MA 02539
/35
$13,000,000
- 5 Beds
- 4.5 Baths
- 3,758 Sq Ft
6 Wakeman Rd, Chilmark, MA 02535

A 1930s-built home that has been remarkably updated to retain its historic charm while incorporating sophisticated and modern amenities. The house overlooks the Chilmark Great Pond and the Atlantic Ocean beyond. The Main House includes 3 bedrooms, 3 beautifully renovated bathrooms, a walk-in closet, a Pantry, a Library/Media room, a full basement, Outdoor showers, and a screened-in porch. The

Julianna Flanders Flanders Real Estate

6 Wakeman Rd, Chilmark, MA 02535
/25
$3,600,000
- 3 Beds
- 3 Baths
- 4,382 Sq Ft
88 & 90 Quenames Rd, Chilmark, MA 02535

Make your own Chilmark dream come true!12.6 +/- acres of prime land allows you to create your own familycompound or Island Farm. Enjoy the peacefulness of the Chilmarkwith room to expand. Two separate buildable lots provides you uniqueoptions. The Main house has three bedrooms, three bathrooms, twostudies, multiple living spaces and a large three-car garage

Julianna Flanders Flanders Real Estate

88 & 90 Quenames Rd, Chilmark, MA 02535
/6
$2,950,000
- Land
- 2.36 Acres
- $1,250,000 per Acre
18 Allen Farm Rd Unit 20-2, Chilmark, MA 02535

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 cottage on the property is offered fully furnished and has everything you need to enjoy your stays

Patty Kendall Kendall & Kendall

18 Allen Farm Rd Unit 20-2, Chilmark, MA 02535
/17
$1,900,000
- Land
- 3.30 Acres
- $575,758 per Acre
32 Stonewall Rd Unit 2.1, Chilmark, MA 02535

South shore beachy living in Stonewall Association with private parking and access to a lovely swim and surf beach in a beloved area of Chilmark. There are second floor water views over Squibnocket Point and the Atlantic Ocean. This lot is fully engineered and ready to be built on! Single-family dwelling, plus a detached bedroom and accessory buildings, permitted according to the Chilmark

Jill Napior Tea Lane Associates

32 Stonewall Rd Unit 2.1, Chilmark, MA 02535
/40
$5,295,000
- 7 Beds
- 4.5 Baths
- 5,320 Sq Ft
8 Fresh Pond Rd, Oak Bluffs, MA 02557

The Ultimate Oak Bluffs Compound: A rare opportunity to own a stunning seven-bedroom estate, thoughtfully designed for both luxurious living and exceptional rental potential. This expansive property features a newly built pool, lush landscaping, and direct access to Fresh Pond—ideal for kayaking, paddleboarding, and swimming. Perfect for entertaining, the home showcases a dramatic great room, an

Jarrett Hurwitz Keller Williams Realty

8 Fresh Pond Rd, Oak Bluffs, MA 02557
/4
$1,695,000
- Land
- 6 Acres
- $273,829 per Acre
19A Locust Ln Unit part of lot 175.1, Aquinnah, MA 02535

This private 6.19 acres parcel has been approved for sub-division and not yet recorded. Potential to add acreage. Proposed lot lines and designated building envelope. Lovely rolling topography with mature trees. Septic & Well not installed

Brenda Galligan Karen M. Overtoom R.E.

19A Locust Ln Unit part of lot 175.1, Aquinnah, MA 02535
/18
$1,550,000
- 3 Beds
- 2 Baths
- 2,311 Sq Ft
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
/18
$1,550,000
- 3 Beds
- 2 Baths
- 2,311 Sq Ft
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
/44
$3,950,000
- 4 Beds
- 3 Baths
- 3,159 Sq Ft
3 Down Harbor Rd, Edgartown, MA 02539

Exceptional Opportunity in Down Harbor.Here’s a rare chance to own a property in Edgartown’s exclusive Down Harbor community. Known for its serene setting and prime access to Katama Bay, this neighborhood offers more than just scenic beauty— Ownership includes deeded rights to a pristine, sandy association beach, along with coveted mooring and dock privileges on Katama Bay — a benefit

Susan Wallo Compass | The O'Hanlon Group

3 Down Harbor Rd, Edgartown, MA 02539

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