Martha's Vineyard, MA Homes for Sale

/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 Open Sat 10AM - 12PM
- 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
/51
$9,499,000
- 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

Katherine Donahue Sandpiper Realty Inc

43 Peases Point Way S, Edgartown, MA 02539
/26
$2,000,000
- 3 Beds
- 2.5 Baths
- 1,784 Sq Ft
12 Lobsterville Rd, Aquinnah, MA 02535

12 Lobsterville Rd in Aquinnah is a uniquely designed contemporary home set on 2.6 acres of lush grounds with large tracts of conservation land nearby. Open concept living, dining, kitchen on the second floor with unobstructed ocean views of Vineyard Sound. Spacious deck for sunset viewing and grassy lawn for sundown games. Walking distance to Lobsterville Beach and a short bike ride to the

Tina Palmer Conroy & Company R.E., Inc.

12 Lobsterville Rd, Aquinnah, 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
/39
$3,745,000
- 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
$3,975,000
- 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
$895,000
- Land
- 3.8 Acres
- $235,526 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
/15
$1,149,000
- 3 Beds
- 2 Baths
- 1,596 Sq Ft
96 Manchester Ave, Oak Bluffs, MA 02557

Nestled in a quiet neighborhood less than two miles from the heart of Circuit Avenue, this contemporary cape-style home is ready to welcome you. A charming farmer's porch invites you into a spacious living area with cathedral ceilings and an open-concept design that seamlessly connects the kitchen, dining, and living spaces--perfect for gathering with family and friends. The main level features a

Michele Moore Island Real Estate

96 Manchester Ave, Oak Bluffs, MA 02557
/30
$1,875,000
- 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
/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
- 6.19 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
/44
$3,713,000
- 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
/3
$925,000
- 2 Beds
90 17th St N, Edgartown, MA 02539

90 Seventeenth Street NorthEdgartown, MassachusettsFOR SALEHere is a chance for you to own a water view property in Edgartown. Property is located just off the Boulevard on a quiet dead end lane. This property has been in the same family for decades and is now offered for sale. It is a blank canvas for you to create your dream home. Interior has been gutted and is ready for your renovation. The

Theodore Saulnier TAS Real Estate, LLC

90 17th St N, Edgartown, MA 02539
/46
$1,750,000
- 4 Beds
- 2.5 Baths
- 2,127 Sq Ft
5 Bayes Hill Cir, Vineyard Haven, MA 02568

Beautiful Bayes Hill Association! This nicely maintained 4 bedroom colonial-style home, located on a quiet cul-de-sac, is the perfect blend of comfort and charm. A new Red Cedar Shingle Roof, a newer high-efficiency furnace, newer state-of-the-art 75-gallon hot water heater, central air conditioning, 2 car garage and a freshly painted exterior this residence combines modern conveniences with

Michele Moore Island Real Estate

5 Bayes Hill Cir, Vineyard Haven, MA 02568
/8
$3,495,000
- Land
- 11.39 Acres
- $306,848 per Acre
0 Pocha Road Extension Unit 1.1,1.2 43325, Edgartown, MA 02539

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 mile of private pond frontage provides easy access for swimming, kayaking, paddle boarding, and everything in between. Sheltered amongst 200 acres of conservation land, enjoy and explore the wonders of the natural habitat right in your backyard.

Katie Donahue Sandpiper Realty

0 Pocha Road Extension Unit 1.1,1.2 43325, Edgartown, MA 02539
/34
$1,599,000
- 5 Beds
- 2 Baths
- 1,440 Sq Ft
393 Lighthouse Rd, Aquinnah, MA 02535

Ranch style home & Guest camp situated on 1+/- acre lot. The Main House offers distant views of Lobersterville beach and the Vineyard Sound beyond. Located in the desirable Lighthouse Road area, which offers walkable/close-by beach access and quiet roads. The view can be enjoyed from the Kitchen/Living/Dining as well as the wrap-around deck. Enjoy the open concept main living area, two bedrooms,

Julianna Flanders Flanders Real Estate

393 Lighthouse Rd, Aquinnah, MA 02535
/27
$1,795,000
- 3 Beds
- 2.5 Baths
- 2,236 Sq Ft
71 6th St N, Edgartown, MA 02539

Classic three-bedroom farmhouse offers the perfect blend of island charm and laid-back comfort. Located within walking distance to scenic Sengekontacket Pond, it’s an ideal retreat for nature lovers, kayakers, or anyone looking to enjoy the Vineyard lifestyle. The home features a welcoming front porch and back deck—perfect spaces to relax, dine, or entertain outdoors. Inside, you'll find a warm

Erin Leighton Compass

71 6th St N, Edgartown, MA 02539
/58
$5,250,000 Open Tue 2PM - 3PM
- 5 Beds
- 5 Baths
- 4,185 Sq Ft
41 Crowell Ln, Tisbury, MA 02568

The wait is over, move right into your West Chop dream home! Located in the picturesque landscape of West Chop, this luxurious new development by Novo Builds offers an exquisite blend of modern design and coastal charm. Known for their innovative designs and high-quality craftsmanship, Novo Builds is transforming this iconic island with their latest project, providing an ideal sanctuary for

Joe & Nicole Holland Vineyard Dream Realty LLC

41 Crowell Ln, Tisbury, MA 02568
/26
$2,150,000
- 2 Beds
- 2.5 Baths
- 2,137 Sq Ft
30 Franklin Ave, Oak Bluffs, MA 02568

Welcome to your dream home! This stunning new construction boasts a coastal feel throughout and is situated on a spacious corner lot. Inside, you'll find luxurious finishes, including Thermador appliances and quartz countertops in the gourmet kitchen including a large pantry with beverage refrigerator. The elegance continues with white oak floors throughout the home. With 2 bedrooms and 2.5

Stacy Ickes Donnelly + Co

30 Franklin Ave, Oak Bluffs, MA 02568
/16
$995,000
- 3 Beds
- 2 Baths
- 1,469 Sq Ft
12 Park Ave, Vineyard Haven, MA 02568

Welcome to this delightful Cape-style home offering easy access to Vineyard Haven shopping and the Island’s bike paths. Nestled on just under an acre of land, this inviting residence features three spacious bedrooms and two full bathrooms, providing ample space for year-round living or weekend getaways.Inside, you’ll find a warm and welcoming open concept, perfect for both relaxing and

Sheila Morse Island Real Estate

12 Park Ave, Vineyard Haven, MA 02568
/17
$1,250,000
- Land
- 5.7 Acres
- $219,298 per Acre
14 Ridge Rd Unit 94, Aquinnah, MA 02535

Idyllic gently rolling parcel of mixed hardwoods, meadow and stone walls awaits your vision. A large level building envelope has been cleared. A house and an ADU are permitted by right and a barn(subject to town approval) will fit nicely on this secluded parcel with room for a horse to graze and access nearby Land Bank and Sheriffs Meadow conservation land .It is walking distance to Menemsha

Jim Wallen Feiner Real Estate

14 Ridge Rd Unit 94, Aquinnah, MA 02535
/40
$6,395,000
- 8 Beds
- 6.5 Baths
- 6,921 Sq Ft
19BC Locust Ln, Aquinnah, MA 02535

This beautifully designed and built home is privately sited on 4.02 acres overlooking a pastoral setting with amazing ocean views and bordered by stone walls. There is also an additional 2.02 acre parcel included with purchase. The spacious entry hall steps into a formal living and dining room with oversized windows that take in the amazing North Shore ocean views, tall ceilings, a field stone

Brenda Galligan Karen M. Overtoom R.E.

19BC Locust Ln, Aquinnah, MA 02535
/35
$2,850,000
- 4 Beds
- 3 Baths
- 2,967 Sq Ft
11 By the Woods, Chilmark, MA 02535

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 plantings surround the home.A must-see to appreciate all the special touches throughout the Main House,

Julianna Flanders Flanders Real Estate

11 By the Woods, Chilmark, MA 02535
/108
$4,800,000
- 6 Beds
- 4.5 Baths
- 2,960 Sq Ft
104 Pond View Farm Rd, Vineyard Haven, MA 02568

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 barrier beach, fishing, kayaking, and enjoying the peaceful beauty of the pond.Both the main house and

Alexis Holden Tea Lane Associates

104 Pond View Farm Rd, Vineyard Haven, MA 02568
/42
$1,590,000
- 3 Beds
- 2 Baths
- 2,015 Sq Ft
48 Vineyard Avenue Extension, Oak Bluffs, MA 02568

Bright, Open Living, Steps from the Lagoon!Spacious and sun-filled, this charming 3-bedroom, 2-bath home offers effortless single-level living. As you enter the home, you're welcomed by a spacious sitting area that seamlessly flows into an open-concept living room, dining area, and modern kitchen—perfect for entertaining and everyday living. A separate home office or den provides

Susan Wallo Compass | The O'Hanlon Group

48 Vineyard Avenue Extension, Oak Bluffs, MA 02568
/8
$749,500
- Land
- 0.26 Acre
- $2,859,596 per Acre
35 Double Ox Rd Unit 42, Oak Bluffs, MA 02557

Welcome to Lagoon Ridge.....Oak Bluffs’ newest and most sought-after neighborhood! Build your 3 bedroom dream home with M Duffany Builders on this lofty setting, 95 feet above Lagoon Pond, featuring sweeping sky views, colorful sunsets, and refreshing salty sea breezes. This exceptional building lot is among the last of the remaining opportunities in this thriving new community. Utilities are

Marilyn Moses Ocean Park Realty Inc

35 Double Ox Rd Unit 42, Oak Bluffs, MA 02557
/21
$1,149,000
- 4 Beds
- 2 Baths
- 1,306 Sq Ft
113 Leonard Cir, Vineyard Haven, MA 02568

Adorable four bedroom cape features an updated open concept living, kitchen and dining area with a cozy screened in porch accessed via French doors. Wood floors, high ceilings and an abundance of windows throughout the home create a unified and pleasing aesthetic as well as a sense of light and spaciousness. Also included on the first floor are a bedroom with lots of natural light and a nicely

Alyson Parker Karen M. Overtoom R.E.

113 Leonard Cir, Vineyard Haven, MA 02568
/4
$1,725,000
- Land
- 2 Acres
- $862,500 per Acre
501 W Tisbury Rd, Edgartown, MA 02539

Prime 2-acre parcel situated close to the bike path, state forest, Morning Glory Farm and Edgartown village. Per Edgartown BOH, this lot is approved to support a 5-bedroom home with a standard septic system. Additionally, with an advanced treatment system and a variance, the potential exists to expand with one or two extra bedrooms. Enjoy the perfect blend of convenience and tranquility in this

Stacy Ickes Donnelly + Co.

501 W Tisbury Rd, Edgartown, MA 02539
/4
$1,595,000
- Land
- 2 Acres
- $797,500 per Acre
501 W Tisbury Rd Unit 2.1, Edgartown, MA 02539

Prime 2-acre parcel situated close to the bike path, state forest, Morning Glory Farm and Edgartown village. Per Edgartown BOH, this lot is approved to support a 5-bedroom home with a standard septic system. Additionally, with an advanced treatment system and a variance, the potential exists to expand with one or two extra bedrooms. Enjoy the perfect blend of convenience and tranquility in this

Stacy Ickes Donnelly + Co

501 W Tisbury Rd Unit 2.1, Edgartown, MA 02539
/23
$1,790,000
- 2 Beds
- 1 Bath
- 600 Sq Ft
11 Beach Rd, Oak Bluffs, MA 02557

Oak Bluffs: Waterfront Property at Vineyard Haven Outer Harbor**This is an exceptional opportunity to acquire a stunning white sandy beach property on Vineyard Haven Harbor. This charming Island cottage boasts breathtaking panoramic views of the harbor and sound, showcasing magnificent sunsets each evening over the West Chop Peninsula. You can enjoy the lively boating scene, with yachts from

Alan Schweikert Ocean Park Realty Inc

11 Beach Rd, Oak Bluffs, MA 02557
/30
$829,000
- 3 Beds
- 1 Bath
- 907 Sq Ft
17 Siloam Ave, Oak Bluffs, MA 02557

PRISTINE YEAR ROUND COTTAGE RENOVATED THROUGHOUT ~Welcome to 17 Siloam Avenue, a delightful cottage nestled in the historic Martha’s Vineyard Camp Meeting Association, offering spectacular sunset views of Sunset Lake and the distant harbor from its inviting porches. The current owners have cherished this home year-round for 13 years, and it’s easy to see why. This spacious residence features an

Marilyn Moses Ocean Park Realty Inc

17 Siloam Ave, Oak Bluffs, MA 02557
/29
$2,275,000
- 2 Beds
- 1.5 Baths
- 1,176 Sq Ft
9 Moshup Trail, Aquinnah, MA 02535

Spectacular property in Aquinnah, featuring a newly installed and town-approved 6-bedroom septic system, ready to support your vision for expansion and renovation.Located on 4.7 acres filled with rolling meadows and stone walls, this property boasts a truly remarkable barn that was transported from Maine, and rebuilt on the Island. The grandfathered-in barn spans approximately 61' by 45' with

Patrick McCarthy Grace Hagerty Real Estate Inc

9 Moshup Trail, Aquinnah, MA 02535
/39
$2,495,000
- 5 Beds
- 2.5 Baths
- 2,577 Sq Ft
16 Atlantic Ave, Oak Bluffs, MA 02557

East Chop - Tucked away on a quiet lane just moments from the iconic East Chop Lighthouse and breathtaking bluff views, this timeless retreat invites you to embrace the slower pace of island life. The main residence is a stately four-bedroom, classic summer home, rich in character and nostalgic charm. At the rear of the property, a one-bedroom guest house provides privacy and, perhaps most

Katherine Donahue Sandpiper Realty Inc

16 Atlantic Ave, Oak Bluffs, MA 02557

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Martha's Vineyard, MA Homes for Sale

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