Martha's Vineyard, MA Homes for Sale

/13
$4,950,000
- Land
- 14.4 Acres
- $343,750 per Acre
3 Jacob's Neck Rd Unit 2, Edgartown, MA 02539

Build your dream home or homes on the special 14+ acre private wooded lot surrounding a beautiful 4.5 acre meadow in the grand Boldwater Association (BWA) on the glorious Edgartown Great Pond with approx. 3,000 ft of private barrier beach. BWA is 40 homesites on 450 acres with 150 acres of conservation abutting another 1,500 acres of conservation and a few large estates. BWA amenities also

Robert Kenney Tea Lane Associates

3 Jacob's Neck Rd Unit 2, Edgartown, MA 02539
/44
$4,695,000
- 3 Beds
- 2 Baths
- 1,716 Sq Ft
16 Frog Hollow, Vineyard Haven, MA 02568

Timeless Water View Home on Vineyard Haven Harbor. Nestled between historic Main Street and the exclusivity of West Chop, this property combines private coastal living with access to the best of Vineyard Haven. With access to the calm waters of the Harbor, the residence sits at the edge of a sweeping meadow with uninterrupted water views. Built in 2015 the three-bedroom, two-bathroom home is a

Rose Ryley Sandpiper Realty Inc

16 Frog Hollow, Vineyard Haven, MA 02568
/7
$700,000
- 3 Beds
- 1 Bath
- 1,168 Sq Ft
10 Putnam Way, Vineyard Haven, MA 02568

Raised ranch style house on a corner lot near the lagoon. This could be the ''fixer upper'' buyers always ask about. Location is in the Lagoon Pond watershed and BUYER will have to replace the septic system to bring up to latest environmental requirements.

Kathleen Dawson Donnelly + Co.

10 Putnam Way, Vineyard Haven, MA 02568
/7
$1,750,000
- Land
- 3.08 Acres
- $568,182 per Acre
25 Ice Pond Ln Unit 43, Oak Bluffs, MA 02568

FARM NECK LOT FOR SALE *This land is in CONSERVATION AND UNBUILDABLE. Ownership of this lot grants you Stockholder Membership at Farm Neck Golf Club with Farm Neck approval— a true jewel of Martha’s Vineyard. The current waiting list to join spans 12–15 years. Enjoy the Farm Neck lifestyle and a championship-caliber, semi-private golf club that includes tennis facilities, an association dock on

Tina Miller Donnelly + Co

25 Ice Pond Ln Unit 43, Oak Bluffs, MA 02568
/7
$1,750,000
- Land
- 3.08 Acres
- $568,182 per Acre
25 Ice Pond Ln, Oak Bluffs, MA 02568

FARM NECK LOT FOR SALE *This land is in CONSERVATION AND UNBUILDABLE. Ownership of this lot grants you Stockholder Membership at Farm Neck Golf Club with Farm Neck approval— a true jewel of Martha’s Vineyard. The current waiting list to join spans 12–15 years. Enjoy the Farm Neck lifestyle and a championship-caliber, semi-private golf club that includes tennis facilities, an association dock on

Tina Miller Donnelly + Co.

25 Ice Pond Ln, Oak Bluffs, MA 02568
/42
$4,250,000
- 3 Beds
- 6 Baths
- 3,171 Sq Ft
15 Old Farm Rd, Chilmark, MA 02535

CHILMARK BLISS – Refined Retreat | 15 Old Farm Road. Set on 3+ acres of manicured grounds, this 2020 Peter Breese–redesigned home blends elegance and tranquility. A serene pond, stream, and custom hardscape set the tone. Inside, a dramatic open kitchen/living area boasts high-end appliances, stone countertops, and a striking fireplace, with a pantry leading to a screened porch. The main-level

Tina Miller Donnelly + Co.

15 Old Farm Rd, Chilmark, MA 02535
/42
$1,795,000
- 4 Beds
- 2 Baths
- 1,342 Sq Ft
58 Road To the Plains, Edgartown, MA 02539

KATAMA BEACH HOUSE - This turnkey Katama retreat blends coastal charm with modern comfort, offering a rare combination of location, amenities, and style. A 19-foot heated swim spa with current, and beautiful wooden deck, lets you swim year-round or unwind in the attached Jacuzzi. The property comes fully furnished, making it an effortless purchase, and boasts a strong rental history for

Dawn Bellante Sandpiper Realty Inc

58 Road To the Plains, Edgartown, MA 02539
/24
$1,049,000
- 3 Beds
- 1 Bath
- 960 Sq Ft
67 12th St S, Edgartown, MA 02539

This ranch style 3 bedroom home centrally located in a quiet neighborhood is close to the bike path with easy access to town and beaches. Sited on a 12,000 square foot parcel with a spacious privately enclosed yard and mature gardens. First floor includes an efficient galley kitchen with a quaint dining area. The living room leads out to a cozy front porch. There is also a spacious side deck that

Brenda Galligan Karen M. Overtoom R.E.

67 12th St S, Edgartown, MA 02539
/41
$1,550,000
- 3 Beds
- 2.5 Baths
- 1,822 Sq Ft
1 Saddle Club Rd, Edgartown, MA 02539

Welcome to your perfect island retreat in the heart of Edgartown conveniently located in a quiet neighborhood off of Edgartown West Tisbury Road. This charming 3-bedroom, 2.5 bathroom home offers the ideal blend of comfort, and functionality. Nestled on a quiet street, the property features an oversized two-car garage--perfect for storing vehicles, bikes, and beach gear, or even setting up a

Madelyn Silvia Wallace & Co. Sotheby's International Realty

1 Saddle Club Rd, Edgartown, MA 02539
/47
$5,450,000
- 4 Beds
- 5.5 Baths
- 3,300 Sq Ft
8 Paddock Rd, Oak Bluffs, MA 02557

Refined Vineyard Living in The Preserve - Set gracefully on a knoll with sweeping views of a tranquil pond and surrounding grasslands, this beautiful residence offers a masterful blend of traditional coastal architecture and modern luxury. Located in the prestigious enclave of The Preserve, this sprawling home is designed for effortless elegance, privacy, and indoor-outdoor living.At the heart of

Lesley Heidt Sandpiper Realty Inc

8 Paddock Rd, Oak Bluffs, MA 02557
/78
$8,500,000
- 6 Beds
- 6.5 Baths
- 6,927 Sq Ft
6 Janes Cove Rd, Edgartown, MA 02539

Waterfront on Edgartown Great Pond, this newly-renovated Coastal Colonial is set on a very private 9.2 acre lot on Janes Cove. You know you are somewhere very special the moment you enter through the gates. As you travel along the cobblestone lined driveway flanked by lush lawns, the gorgeous home rises before you. Stunning the day it was originally completed, it has now been completely renovated

Mark Jenkins Wallace & Co. Sotheby's International Realty

6 Janes Cove Rd, Edgartown, MA 02539
/25
$2,595,000
- Land
- 7.75 Acres
- $334,839 per Acre
50 Iron Hill Rd Unit 31, Oak Bluffs, MA 02568

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 those seeking a pastoral lifestyle. The remaining 3.37 acres provide a prime opportunity to build

Trish Lyman Compass | Point B

50 Iron Hill Rd Unit 31, Oak Bluffs, MA 02568
/33
$4,995,000
- 7 Beds
- 4.5 Baths
- 6,921 Sq Ft
19 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. 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 fireplace and concrete floors heated by radiant heat. French doors take

Brenda Galligan Karen M. Overtoom R.E.

19 Locust Ln, Aquinnah, MA 02535
/15
$825,000
- 2 Beds
- 1 Bath
- 624 Sq Ft
60 -R Carol Ln, Oak Bluffs, MA 02557

Charming Ranch-Style Cottage nestled on an 8,438 sq ft lot, this cozy ranch-style cottage offers easy, single-story living, ideal for those seeking the simplicity and charm of island life. The bright and open-concept kitchen and living area features a breakfast bar, creating a warm and welcoming space for everyday living or entertaining. The home includes two comfortable bedrooms and one full

Sheila Morse Island Real Estate

60 -R Carol Ln, Oak Bluffs, MA 02557
/14
$825,000 Open House 10/14
- 2 Beds
- 1 Bath
- 624 Sq Ft
60R Carol Ln, Oak Bluffs, MA 02557

Charming Ranch-Style Cottage nestled on an 8,438 sq ft lot, this cozy ranch-style cottage offers easy, single-story living, ideal for those seeking the simplicity and charm of island life. The bright and open-concept kitchen and living area features a breakfast bar, creating a warm and welcoming space for everyday living or entertaining. The home includes two comfortable bedrooms and one full

Nora Jardin Island Real Estate

60R Carol Ln, Oak Bluffs, MA 02557
/42
$1,845,000 Open Tue 1PM - 2PM
- 3 Beds
- 3 Baths
- 1,389 Sq Ft
12 W Farm Rd, West Tisbury, MA 02575

Welcome to your dream home in the picturesque town of West Tisbury, nestled in the coveted Coffins Field neighborhood.This stunning home has undergone a total renovation, resulting in a fresh, modern, and inviting atmosphere. The home boasts an expansive layout with 3 bedrooms and 3 bathrooms and that includes a completely finished, unaccounted approximate 850 sqft walk-out basement. The

Joe & Nicole Holland Vineyard Dream Realty LLC

12 W Farm Rd, West Tisbury, MA 02575
/4
$600,000
- Land
- 0.23 Acre
- $2,614,379 per Acre
00 Bernard Cir Unit 10, Tisbury, MA 02568

Rare opportunity to build your dream home in a quiet, well-established Vineyard Haven neighborhood. This level parcel offers excellent potential with flexible zoning that allows for as many bedrooms as will fit within the allowable footprint, governed by 20-foot front and rear setbacks and 10-foot sides. Not located in the watershed district, the property does not require an enhanced septic

Patrick McCarthy Grace Hagerty Real Estate Inc

00 Bernard Cir Unit 10, Tisbury, MA 02568
/28
$1,325,000
- 3 Beds
- 2 Baths
- 1,764 Sq Ft
170 Barnes Rd, Oak Bluffs, MA 02557

Calling water and boating enthusiasts. Solid Cape-style home one block from Sailing Camp Park, water access to the Lagoon and one mile to all the excitement that downtown Oak Bluffs has to offer. The first floor offers a spacious eat in kitchen that is open to the dining room. A full bathroom with laundry, a den with French-doors that leads to the living room with a slider opening out to the back

Christine Rose Martha's Vineyard Island-Wide Realty

170 Barnes Rd, Oak Bluffs, MA 02557
/13
$2,595,000
- Land
- 7.75 Acres
- $334,839 per Acre
50 Iron Hill Rd, Oak Bluffs, MA 02568

This rare 7.75-acre parcel offers a unique combination of open space and development potential. Approximately 4.38 acres are protected by a conservation restriction, allowing for limited farming and equestrian use—ideal for those seeking pastoral pursuits. The remaining 3.37 acres offers the potential to build your dream home- while simply enjoying Island Life. The property features two barns

Patricia Lyman Compass

50 Iron Hill Rd, Oak Bluffs, MA 02568
/8
$599,000
- Land
- 0.29 Acre
- $2,065,517 per Acre
37 Double Ox Rd, Oak Bluffs, MA 02557

This is your opportunity to get in on the ground floor of Lagoon Ridge, a stunning, new development. Several homes are already in place. This beautiful, wooded Lot is located down meandering, newly paved roads, just .4 mile from Barnes Road and the Lagoon. For the outdoor enthusiast, walk and ride the numerous hiking and biking trails that traverse the abutting conservation lands. All utility

Lynn Buder Sandpiper Realty Inc

37 Double Ox Rd, Oak Bluffs, MA 02557
/9
$599,000
- Land
- 0.29 Acre
- $2,038,802 per Acre
37 Double Ox Rd Unit 44, Oak Bluffs, MA 02557

This is your opportunity to get in on the ground floor of what will be a stunning, new development --- Lagoon Ridge. Several homes are already in place. This beautiful, wooded parcel is located down meandering, newly paved roads, just .4 mile from Barnes Road and the Lagoon. For the outdoor enthusiast, walk and ride the numerous hiking and biking trails that traverse the abutting conservation

Lynn Buder Sandpiper Realty

37 Double Ox Rd Unit 44, Oak Bluffs, MA 02557
/21
$1,999,999
- 4 Beds
- 3 Baths
- 2,730 Sq Ft
5 Pine Tree Ln, Vineyard Haven, MA 02568

Nestled at 5 Pinetree Lane, Vineyard Haven, MA, this single-family residence in Dukes County presents a unique opportunity to own a piece of classic American architecture. Built in 1927, this home offers a blend of vintage charm and comfortable living. The residence features three full bathrooms, providing convenience and privacy for all occupants. Imagine mornings where everyone can prepare for

Kristin Francoeur Gibson Sotheby's International Realty

5 Pine Tree Ln, Vineyard Haven, MA 02568
/32
$2,250,000
- 4 Beds
- 2.5 Baths
- 2,522 Sq Ft
29 Old Nursery Ln, Chilmark, MA 02535

Modern Cape style home located off Tea Lane could be your special Chilmark retreat. This four bedroom, 2.5 bathroom home needs some updating but is in good condition. Living room with fireplace, dining area and family room provide space for living. Attached two bay garage allows for storage and projects. Wood working area in the basement is a plus. Enjoy the outdoors via the screened porch, large

Julianna Flanders Flanders Real Estate

29 Old Nursery Ln, Chilmark, MA 02535
/6
$900,000
- 1 Bed
- 1 Bath
- 534 Sq Ft
136 W Spring St, Vineyard Haven, MA 02568

136 Spring Street - Sited on 0.32 acres and just moments from the Tisbury School and downtown Vineyard Haven, this one bedroom, one bathroom home is serviced by a 4-bedroom septic system, allowing for immediate expansion.Note: This property is also being marketed as a compound with the abutting 4BR/2.5BA home at 128 Spring Street.

David Dickinson Compass | Point B

136 W Spring St, Vineyard Haven, MA 02568
/32
$1,600,000
- 5 Beds
- 3.5 Baths
- 2,436 Sq Ft
128 W Spring St, Vineyard Haven, MA 02568

128 Spring Street—just moments from the Tisbury School and downtown Vineyard Haven. Built in 2013 and sited on an ample 1/4-acre lot, the house features four bedrooms and two-and-a-half bathrooms, along with a separate first floor one-bedroom in-law apartment complete with a full bath—ideal for extended family, guests, or added rental flexibility. The central location offers convenience to

David Dickinson Compass | Point B

128 W Spring St, Vineyard Haven, MA 02568
/54
$1,830,000
- 4 Beds
- 4 Baths
- 1,600 Sq Ft
12 & 14 Maple Ave, Oak Bluffs, MA 02557

Two Historic Oak Bluffs Cottages - Prime Location - Deeded Separately Perched atop a gentle hill, surrounded by lush, established gardens in one of the island's most storied neighborhoods, these two charming 1909 twin cottages offer a rare opportunity to own a piece of local history--just a short distance to the harbor, downtown, and the beloved Winston's takeout. Built at a time when automobiles

Leslie Floyd Portfolio Properties

12 & 14 Maple Ave, Oak Bluffs, MA 02557
/32
$1,725,000
- 3 Beds
- 2.5 Baths
- 1,914 Sq Ft
78 Whalers Walk, Edgartown, MA 02539

Nestled in a tranquil residential neighborhood, at the top of a curved drive through beautiful trees, this well-maintained home in move-in condition offers an idyllic Martha's Vineyard lifestyle. Custom-built for quality and convenience by a prestigious Island builder, every detail was thoughtfully planned for exclusive use by the family as a cherished year-round vacation home. The open floor

Dawn Bellante Sandpiper Realty Inc

78 Whalers Walk, Edgartown, MA 02539
/42
$3,995,000
- 3 Beds
- 4 Baths
- 3,426 Sq Ft
96 Hammett Ln, Chilmark, MA 02535

Beautifully designed and built Post & Beam style home is tastefully thought out and meticulously maintained. The open living, dining and kitchen feature custom built-ins, a wood burning fireplace and a fabulous gourmet kitchen with Wolfe 8 burner professional style stove, Sub Zero refrigerator, Boshe dishwasher, soapstone counters and a butlers pantry with extra cupboards, shelving and a wine

Brenda Galligan Karen M. Overtoom R.E.

96 Hammett Ln, Chilmark, MA 02535
/89
$6,395,000
- 6 Beds
- 5.5 Baths
- 7,000 Sq Ft
400 Barnes Rd, Vineyard Haven, MA 02568

Experience the quiet elegance of this rare Asian-inspired contemporary estate set on 2.42 acres in a prime Oak Bluffs location. Tucked behind a long private drive and surrounded by 234 acres of Southern Woodlands conservation land offering biking and hiking, this expansive property offers unparalleled privacy just minutes from Featherstone Center for the Arts, Farm Neck Golf Club and the island’s

Jennifer DaSilva Compass | Point B

400 Barnes Rd, Vineyard Haven, MA 02568
/41
$3,500,000
- 3 Beds
- 4 Baths
- 2,500 Sq Ft
27 Clambelly Rd, Chilmark, MA 02535

A place of serenity tucked in the woods of Chilmark. Complete renovation 2017/2018, large fenced in back yard with exquisite fish pond with waterfall and lighting. Kitchen has concrete countertops, sub zero refrigerator, Wolf Oven & Speed Oven. Large open formal dining area and open formal sitting area with fireplace. Beautiful reclaimed wood flooring. LED lighting throughout house, Media

Julianna Flanders Flanders Real Estate

27 Clambelly Rd, Chilmark, MA 02535
/52
$3,750,000
- 5 Beds
- 6.5 Baths
- 4,372 Sq Ft
139 Main St, Vineyard Haven, MA 02568

Nestled just two blocks from Vineyard Haven's working harbor, 139 Main Street is a quietly grand in-town property with the feel of a private estate. Once two separate addresses--now gracefully combined into a single half-acre parcel--this home offers rare space, privacy, and timeless character in one of the island's most approachable villages. From the moment you step through the welcoming

Leslie Floyd Portfolio Properties

139 Main St, Vineyard Haven, MA 02568
/25
$3,200,000
- Land
- 19.3 Acres
- $165,803 per Acre
32 Edgartown - West Tisbury Rd Unit 81, West Tisbury, MA 02575

A Rare Offering in West Tisbury — Over 19 Acres of OpportunityAn 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 development. Ideally situated near all island towns, the property is also just minutes from the

Jill Napior Tea Lane Associates

32 Edgartown - West Tisbury Rd Unit 81, West Tisbury, MA 02575
/13
$6,750,000
- Land
- 2.11 Acres
- $3,199,052 per Acre
5 Atlantic Dr Unit 5.2, Edgartown, MA 02539

Located in one of Katama’s most coveted neighborhoods, this 2.11-acre parcel offers stunning ocean views and a direct path to South Beach. Surrounded by high-end homes and just minutes from Edgartown Village, it’s an ideal setting for a custom-built retreat with room for a four bedroom residence with pool and views over the dunes. A rare opportunity to own in this prestigious coastal enclave.

Deb Levin Studio Realty

5 Atlantic Dr Unit 5.2, Edgartown, MA 02539
/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
/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
/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
/21
$1,675,000
- 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 Inc

111 Charles Neck Way, 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
/34
$1,495,000
- 4 Beds
- 1.5 Baths
- 1,305 Sq Ft
46 Kennebec Ave, Oak Bluffs, MA 02557

Enjoy the convenience of being just steps away from the Public Beach, Steamship Authority, Oak Bluffs Harbor, a supermarket, and a variety of charming restaurants and shops that contribute to Oak Bluffs' allure as a premier summer destination on Martha's Vineyard. This delightful three-season cottage has been carefully modernized over the years, offering a rare investment opportunity. Located

Michael Schweikert Ocean Park Realty, Inc.

46 Kennebec Ave, Oak Bluffs, MA 02557
/8
$799,000
- 3 Beds
- 2 Baths
- 1,356 Sq Ft
124 Skiff Ave Unit D-10, Vineyard Haven, MA 02568

Bright first-floor, three-bedroom, two bath condo in the popular Vineyard Haven Causeway Harborview association. Easy access to downtown shops, restaurants, harbor, ferry, and beaches. Building amenities include a shared pool, convenient storage, and on-site laundry facilities. The perfect blend of convenience and comfort for year-round living or as your ideal summer retreat.

Emma Kennedy Sandpiper Realty Inc

124 Skiff Ave Unit D-10, Vineyard Haven, MA 02568

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