Dukes County MA Homes for Sale

/31
$7,250,000
- 5 Beds
- 6.5 Baths
- 5,454 Sq Ft
54 Fuller St, Edgartown, MA 02539

This stately Greek Revival home lies on beautiful Fuller Street and a short walk to the beach. This 5-bedroom / 5.5-bath home features a beautiful foyer with arches and paneling leading past a grand staircase to a beautiful family room, kitchen and screened porch overlooking the backyard. There is an ensuite ground first floor bedroom and office off the hall as well as a side mudroom entry and

Gerrett Conover Landvest MV

54 Fuller St, Edgartown, MA 02539
/37
$2,650,000
- 5 Beds
- 4.5 Baths
- 4,115 Sq Ft
357 W Tisbury Rd, Edgartown, MA 02539

Here is the Edgartown compound you've been waiting for - a 5-bedroom main house, 2-bedroom guest house, and elevated swimming pool area located on 1.5 acres. Next door there is 25 acres of conservation land. The property is barely 2/10s of a mile to Morning Glory Farm, and just a mile and a half to the village on the bike path. The house combines island country charm with modern amenities - honey

Bonnie Pierce Wallace & Co. Sotheby's International Realty

357 W Tisbury Rd, Edgartown, MA 02539
/17
$1,495,000
- 1 Bed
- 1 Bath
- 650 Sq Ft
47 E Chop Dr Unit 5, Oak Bluffs, MA 02568

East Chop/Oak Bluffs waterfront -- The ultimate in waterfront living experiences, this 1-bedroom, waterfront condominium unit, the "Captain's Quarters", features outstanding water views of the harbor and sound beyond, private entrance, cathedral ceilings and is just steps from the tennis club, beaches, restaurants, ferries to the mainland and downtown. In pristine condition, the unit includes new

Perry Patterson MV Luxury Homes

47 E Chop Dr Unit 5, Oak Bluffs, MA 02568
/29
$10,950,000
- 4 Beds
- 3.5 Baths
- 2,050 Sq Ft
16 Shotnaigher Ln, Chilmark, MA 02535

New to market this completely renovated water view home is located in a private enclave of upscale homes fronting on Squibnocket Pond in Chilmark. There are 360 degree views from this 3.6 acre hilltop site offering views of the pond, Atlantic Ocean and north to Menemsha Pond and the Vineyard Sound. Sunrise and Sunset! This home, completely renovated in 2022 features a state of the art gourmet

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

16 Shotnaigher Ln, Chilmark, MA 02535
/35
$1,150,000
- 3 Beds
- 2 Baths
- 1,328 Sq Ft
96 Dunham Ave, Vineyard Haven, MA 02568

This attractive colonial style home is located in a terrific neighborhood. Just a short distance to the center of town with nearly 1/2 acre of rolling treed land. The features include a cathedral ceiling over the kitchen and dining room. A large fireplace highlights the living room. From upstairs you can look over the balcony to the dining area and kitchen below. The first floor bedroom with has

Peter Cronig Cronigs Real Estate

96 Dunham Ave, Vineyard Haven, MA 02568
/59
$2,995,000
- 5 Beds
- 4 Baths
- 2,300 Sq Ft
27 Spring St, Vineyard Haven, MA 02568

Located in the William Street Historic District, this elegant Greek Revival home, built in 1842, has stood the test of time and has been thoughtfully expanded and renovated in recent years. This five-bedroom, four-bath residence combines historic character with modern comforts. The home features five fireplaces, (one currently hidden behind a plastered wall), a gracious living room, dining

Alexis Holden Tea Lane Associates

27 Spring St, Vineyard Haven, MA 02568
/30
$2,395,000
- 4 Beds
- 3 Baths
- 1,918 Sq Ft
25 Fulling Mill Rd, Chilmark, MA 02535

Perched atop Fulling Mill Hill this distinctive contemporary main house plus guest house offers mid-century charm and a serene retreat set on 3.3 acres of mature oak and beech forest and bordered by an ancient stone wall. Designed by renowned Yale School of Architecture Dean Paul Mitarachi, the main house features a striking circular entryway framed by mature Asiatic gardens. Step inside to

Tom Wallace Wallace & Co. Sotheby's International Realty

25 Fulling Mill Rd, Chilmark, MA 02535
/11
$619,000
- Land
- 0.61 Acre
- $1,018,930 per Acre
147 Red Buoy Ln Unit 2.1, Tisbury, MA 02568

Vacant lot - NO LIMIT on bedroom count! You just have to meet setbacks. Once you build your dream home, you will able to explore nature just steps away. Nearby there are two Lagoon access points for kayaking and swimming, as well as walking trails within the Martha's Vineyard Land Bank and Sheriff's Meadow properties. Enjoy the peace of a rural setting, yet remain conveniently close to the ferry

Idalyn Macchia Gilstad Wallace & Co. Sotheby's

147 Red Buoy Ln Unit 2.1, Tisbury, MA 02568
/37
$1,250,000
- 3 Beds
- 3 Baths
- 1,628 Sq Ft
261 Sandpiper Ln Unit 12, Vineyard Haven, MA 02568

Welcome to this meticulously maintained 2+ bedroom, 3 bathroom end unit condo in Tashmoo Woods, built in 1998. The updated kitchen with granite countertops and high-end appliances opens to a dining room with a private deck overlooking lush woods. The first floor includes a den and a renovated bathroom. Upstairs, both bedrooms have ensuite bathrooms. Upgrades include propane heat, central air, a

Jennifer O'hanlon Compass

261 Sandpiper Ln Unit 12, Vineyard Haven, MA 02568
/68
$4,395,000
- 3 Beds
- 5.5 Baths
- 4,046 Sq Ft
267 Barnes Rd, Oak Bluffs, MA 02557

Live the Dream on Martha’s Vineyard! Whether you're seeking a year-round residence or a seasonal escape, this is a once-in-a-lifetime opportunity to own a piece of paradise. Step into a world of coastal luxury with 163 feet of pristine Lagoon frontage, complete with your own private sandy beach. Nestled on 1.25 acres of lush, landscaped paradise, this rare gem offers sweeping lawns, panoramic

Stephanie Roache Donnelly + Co

267 Barnes Rd, Oak Bluffs, MA 02557
/12
$2,349,000
- 3 Beds
- 2 Baths
- 1,320 Sq Ft
11 Norton St, Edgartown, MA 02539

EDGARTOWN HISTORIC DISTRICT - Terrific opportunity for an INVESTOR, and HOMEOWNER alike, to have an in town House and Guest house in a wonderful part of Edgartown. Norton Street is such a lovely Street! Two cottages - One at the front and one at the rear of lot. Yard and parking for each cottage. Presently a three (3) bedroom lot but Town Sewer is available on Norton Street and once connected

Alisan Lohan-Conway Alisan Lohan-Conway Properties

11 Norton St, Edgartown, MA 02539
/41
$5,750,000
- 4 Beds
- 4.5 Baths
- 3,643 Sq Ft
4 Somerset Ln, Edgartown, MA 02539

EXPERIENCE BAREFOOT ELEGANCE AT SOMERSET. Welcome to 4 Somerset Lane, a newly completed luxury residence in Edgartown’s exclusive Somerset enclave—perfectly positioned between the charm of Edgartown Village and the surf and sand of South Beach. Developed by Stanmar, owners of the renowned Winnetu Oceanside Resort, this exceptional home embodies the essence of modern coastal living—combining

Wendy Harman

Compass

(508) 715-9594

4 Somerset Ln, Edgartown, MA 02539
/2
$674,000
- Land
- 0.49 Acre
- $1,375,510 per Acre
56 Holmes Hole Rd Unit 10, Oak Bluffs, MA 02568

Presenting a unique opportunity to acquire a wooded level lot located on Holmes Hole Road in Oak Bluffs, encompassing a .49-acre parcel situated within a Residential Urban (RU) zoning district. This property offers a serene environment ideal for constructing a home while remaining conveniently close to the town's amenities. There is potential for developing a 3-bedroom residence utilizing either

Marilyn Moses Ocean Park Realty Inc

56 Holmes Hole Rd Unit 10, Oak Bluffs, MA 02568
/67
$3,125,000
- 4 Beds
- 5 Baths
- 5,165 Sq Ft
63 Bayes Hill Rd, Oak Bluffs, MA 02557

Tucked away in a serene setting, this beautifully designed custom home offers the ultimate in privacy, comfort, and luxury living. The first floor features a spacious open-concept design, seamlessly blending the dining room, kitchen, wet bar, and living area-perfect for entertaining or relaxing with the family. Home chefs will fall in love with the gourmet kitchen complete with custom cabinetry,

Casandra Hyland Landmarks at TODAY Real Estate

63 Bayes Hill Rd, Oak Bluffs, MA 02557
/33
$2,260,000
- 4 Beds
- 3.5 Baths
- 2,810 Sq Ft
4 High Meadow Ln, Oak Bluffs, MA 02557

Classic Post & Beam set in Meadow View Farms - This stunning and solidly built four-bedroom home sits on almost an acre of land with endless possibilities and impressive touches throughout. A farmer’s porch stretches the full length of the home offering a warm welcome and a shady spot to relax overlooking the expansive front lawn. The light-filled, open first floor boasts cathedral ceilings, and

Kate Burnside Portfolio Real Estate, Inc.

4 High Meadow Ln, Oak Bluffs, MA 02557
/4
$487,000
- Land
- 0.23 Acre
- $2,122,004 per Acre
0 California Ave Unit 76 42933, Oak Bluffs, MA 02568

Nice level building lot ready for your ideas on how best to create your near town home on a quiet street. This is an established neighborhood and one of the last lots left to build on. Perc test has been done. This is in Zone 2 which allows for buildings of any size. Water and electric are nearby.

Jim Joyce Carroll & Vincent R.E.

0 California Ave Unit 76 42933, Oak Bluffs, MA 02568
/37
$1,750,000
- 4 Beds
- 3 Baths
- 3,058 Sq Ft
2 Farm Path, Oak Bluffs, MA 02557

"Turn-key" offering! This custom cape design with a delightful farmer's porch provides ample opportunities to entertain. Set upon nearly an acre of level and landscaped land with irrigation, it abuts the State Forrest, has an open floor plan with cathedral ceilings and skylights. The three bedroom main, has A/C, a finished basement rec room, a large rear deck that spills forth onto a large yard

Sean Federowicz Landmarks at TODAY Real Estate

2 Farm Path, Oak Bluffs, MA 02557
/32
$2,999,000
- 8 Beds
- 7.5 Baths
- 3,770 Sq Ft
72 Chappaquiddick Ave, Edgartown, MA 02539

WELCOME to this turn-key CHAPPY COMPOUND! This property offers it ALL, with its Six (6) Bedroom, Five (5) bath Primary Home, Two (2) bedroom, Two (2) bath GUEST HOUSE, expansive POOL HOUSE with a bath, kitchenette, large lounge area topped with a cathedral ceiling, a WORKOUT & GAME BARN, a POOL, a VOLLEY BALL COURT and a TENNIS COURT that doubles into TWO PICKLE BALL COURTS, and a BASKETBALL

Michele Casavant Vineyard Village Realty

72 Chappaquiddick Ave, Edgartown, MA 02539
/42
$7,950,000
- 5 Beds
- 7 Baths
- 4,531 Sq Ft
85 Reservoir Rd, Vineyard Haven, MA 02568

Nestled within Seven Gates Farm, one of Martha's Vineyard's most storied and scenic communities, this 26.5-acre estate offers a beautifully renovated farmhouse that seamlessly blends modern comforts with historic charm. Surrounded by ancient stone walls, mature trees, and lush gardens, the property includes a charming guest house, scenic walking paths, and a peaceful hilltop retreat with a stone

Alyssa Halisky Wallace & Co. Sotheby's

85 Reservoir Rd, Vineyard Haven, MA 02568
/4
$1,875,000
- Land
- 0.56 Acre
- $3,348,214 per Acre
11A Duarte Cir, Edgartown, MA 02539

Nestled in the HEART OF KATAMA, this ready-to-build unique deep lot offers the opportunity to create your DREAM COMPOUND just minutes to Edgartown Center & South Beach. Set back on a pristine cul-de-sac this property provides unparalleled privacy for a home in Katama with a country vibe. The SIX BEDROOM COMPOUND allows a MAIN HOUSE, GUEST HOUSE, GARAGE and has amble space for outdoor entertaining

David White OwnerEntry.com

11A Duarte Cir, Edgartown, MA 02539
/11
$495,000
- Land
- 0.23 Acre
- $2,152,174 per Acre
0 Barnes Rd Unit 32400334, Oak Bluffs, MA 02557

Located in the heart of Oak Bluffs, this land offering abuts a protected Town park and is within close proximity to the various public access points to the sandy shoreline of Lagoon Pond. With engineering in place for a 1 bedroom home, embrace the unique opportunity to build your own custom residence. Whether you envision a cozy cottage, a modern retreat, or a traditional island dwelling, the

Alyssa Halisky Wallace & Co. Sotheby's International Realty

0 Barnes Rd Unit 32400334, Oak Bluffs, MA 02557
/59
$2,250,000
- 4 Beds
- 2.5 Baths
- 2,983 Sq Ft
157 Ben Chase Rd, West Tisbury, MA 02575

You will find this outstanding property at the end of a quiet country lane in West Tisbury nestled alongside hundreds of acres of conservation land and walking trails that extend all the way to Lamberts Cove Road. The setting is magical - 4 acres of rolling lawns with specimen trees and ponds. There are multiple structures to allow you to customize this compound to your personal needs. The main

Madelyn Silvia Wallace & Co. Sotheby's

157 Ben Chase Rd, West Tisbury, MA 02575
/11
$495,000
- Land
- 0.23 Acre
- $2,152,174 per Acre
0 Barnes Rd Unit 59 42701, Oak Bluffs, MA 02557

Located in the heart of Oak Bluffs, this land offering abuts a protected Town park and is within close proximity to the various public access points to the sandy shoreline of Lagoon Pond. With engineering in place for a 1 bedroom home, embrace the unique opportunity to build your own custom residence. Whether you envision a cozy cottage, a modern retreat, or a traditional island dwelling, the

Alyssa Halisky Wallace & Co. Sotheby's

0 Barnes Rd Unit 59 42701, Oak Bluffs, MA 02557
/27
$1,200,000
- 2 Beds
- 2.5 Baths
- 1,500 Sq Ft
70 Carol Ln, Oak Bluffs, MA 02557

Charming Renovated Ranch in the Heart of Oak Bluffs Discover the perfect blend of comfort, convenience, and coastal charm in this beautifully renovated ranch home, ideally located in a central Oak Bluffs neighborhood close to everything down-Island. Set on a spacious 1/3-acre lot, this property offers both privacy and proximity — just minutes from the Oak Bluffs School, town center, and all the

Lisa Lucier

Anchor Realty of Martha's Vineyard

(508) 456-5742

70 Carol Ln, Oak Bluffs, MA 02557
/12
$2,950,000
- 3 Beds
- 1 Bath
- 936 Sq Ft
9 N Neck Rd, Edgartown, MA 02539

COMMANDING WATER VIEWS ON CHAPPAQUIDDICK - This beloved fishing cottage rests high above one of the premier fishing areas on the island of Chappaquiddick. Set apart from the hustle and bustle of downtown, but within easy reach of all Edgartown offers, the pristine views over the wilds of Cape Pogue and the outer harbor bring peace and serenity for all who visit. Fishing, clamming, swimming,

Leslie C. Floyd Portfolio Real Estate, Inc.

9 N Neck Rd, Edgartown, MA 02539
/16
$6,700,000
- 8 Beds
- 9.5 Baths
- 6,229 Sq Ft
26 Curtis Ln, Edgartown, MA 02539

Exceptional 8 bedroom home with attached artist/fitness barn studios. Each bedroom includes a en-suite bathroom.The kitchen/dining area includes: 3 refrigerators and 6 freezer drawers, a 5-burner gas stove and oven, dishwasher and microwave. Finished basement (1,000 square feet). Basement includes: 3 washer/dryer units. Outdoor deck with table, chairs and an outdoor grill.

Thomas Melone Thomas Melone

26 Curtis Ln, Edgartown, MA 02539
/60
$3,200,000
- 4 Beds
- 3.5 Baths
- 3,274 Sq Ft
70 Spring St, Vineyard Haven, MA 02568

NOW INCLUDING RARE 12,527 S.F. TOWN APPROVED BUILDING LOT ON WILLIAM STREET! Storybook setting in the quaint seaside village of Vineyard Haven, the commanding Captain Gilbert L. Smith House*, c. 1854, affords an enchanting opportunity for space and privacy within the highly sought after William Street Historic District, just two blocks to all the shops, restaurants, galleries, town beach, tennis,

June Flake Viewpoints

70 Spring St, Vineyard Haven, MA 02568
/38
$6,275,000
- 4 Beds
- 5.5 Baths
- 4,136 Sq Ft
10 Tilton Way, Edgartown, MA 02539

This newly built traditionally styled Greek Revival home offers a wonderful open floor plan with refreshing interior design, all presented in excellent condition. The first-floor front foyer, leads to the well-appointed kitchen with high-end appliances and large island. A dining area and living room with fireplace, all with an abundance of natural light. There are French doors leading to a

Gerrett Conover Landvest MV

10 Tilton Way, Edgartown, MA 02539
/7
$2,500,000
- Land
- 1.4 Acres
- $1,785,714 per Acre
2 Other House Rd Unit 173, Chilmark, MA 02535

Rare opportunity to build on Chilmark's south shore. This 1.4 acre parcel should allow for new construction of 3,100 square feet and 24 feet in height, by right, with building department approval. Views to the Atlantic Ocean and Chilmark Pond can be seen from the second floor. This parcel comes with a dock on the pond which provides access to a beautiful barrier beach on the Atlantic. Well in

Russell Maloney Russell Maloney Real Estate

2 Other House Rd Unit 173, Chilmark, MA 02535
/27
$15,500,000
- 6 Beds
- 9 Baths
- 4,820 Sq Ft
68 N Water St, Edgartown, MA 02539

This expansive historic compound in the heart of Edgartown village offers the perfect blend of old-world charm and modern luxury. Just steps away from Edgartown’s finest restaurants and shops, this stunning property has been completely renovated by Stern McCafferty Architecture + Interiors, showcasing a harmonious balance of contemporary design and traditional architectural details. Upon

Thomas Wallace Wallace & Co. Sotheby's

68 N Water St, Edgartown, MA 02539
/27
$9,250,000
- 5 Beds
- 7 Baths
- 4,078 Sq Ft
1 Field Club Dr, Edgartown, MA 02539

Nestled in the prestigious Field Club, this extraordinary five-bedroom compound epitomizes luxurious island living. This residence exudes timeless elegance and modern sophistication. Upon entering, the foyer sets the tone with a warm and inviting glow. The main level boasts an open-concept layout, featuring a gourmet chef's kitchen adorned with top-of-the-line appliances, granite countertops, and

Thomas Wallace Wallace & Co. Sotheby's

1 Field Club Dr, Edgartown, MA 02539
/43
$14,500,000
- 4 Beds
- 4.5 Baths
- 3,705 Sq Ft
64 Squibnocket Farm Rd, Chilmark, MA 02535

Welcome to an extraordinary waterfront retreat, where luxury meets nature perfectly. This exclusive property offers unparalleled access to breathtaking views, serene landscapes, and the soothing sounds of water lapping against the shore. Squibnocket Farm Road is renowned for its unspoiled beauty and tranquility. This sophisticated gated community offers a sense of seclusion while remaining within

Thomas Wallace Wallace & Co. Sotheby's

64 Squibnocket Farm Rd, Chilmark, MA 02535
/103
$2,300,000
- 4 Beds
- 3.5 Baths
- 3,274 Sq Ft
70 Spring St, Vineyard Haven, MA 02568

Storybook setting in the quaint seaside village of Vineyard Haven, the commanding Captain Gilbert L. Smith House, c. 1854, affords an enchanting opportunity for space and privacy within the highly sought after William Street Historic District and just two blocks to all the shops, restaurants, galleries, town beach, tennis, and ferry. The property also has potential for an additional buildable

June Flake Viewpoints

70 Spring St, Vineyard Haven, MA 02568
/14
$389,000
- Land
- 0.17 Acre
- $2,288,235 per Acre
00 Moshup Trail, Aquinnah, MA 02535

Private Atlantic Ocean beach lot located on the serene coastline of Aquinnah on Martha's Vineyard. This exceptional beach lot offers a rare opportunity to own a piece of prime oceanfront. Located just off of Moshup Trail is private gated access to your own designated parking area. From there, a picturesque boardwalk meanders through native flora and opens onto a sandy path leading directly to the

Alyssa Halisky Wallace & Co. Sotheby's International Realty

00 Moshup Trail, Aquinnah, MA 02535
/49
$849,000
- 1 Bed
- 1 Bath
- 803 Sq Ft
26 Winthrop Ave, Oak Bluffs, MA 02557

Hidden behind a wall of vegetation on Winthrop Avenue this is a little 'oasis' of a piece of land. One bedroom house situated on a 1/3 Acre, 14,810 sq.ft. level lot. One side of the property is lush with vegetation and the opposite side is clear. It is one lot in total and may not be subdivided. The existing house has been lived in year round. Only .6 of a mile to Oak Bluffs Harbor and .5 mile

Alisan Lohan-Conway Alisan Lohan-Conway Properties

26 Winthrop Ave, Oak Bluffs, MA 02557
/6
$1,795,000
- Land
- 1.87 Acres
- $961,435 per Acre
22 Paddock Rd Unit 85, Oak Bluffs, MA 02568

THE PRESERVE at THE WOODLANDS ~ OAK BLUFFS COVETED COMMUNITY of architecturally designed residences. Live in ONE of the most sought-after locations in Oak Bluffs that is conveniently located to town, beaches, harbor, ferry ports, and Farm Neck Golf & Tennis Club. This is a RARE OFFERING to purchase one of the last remaining building lots and develop a family compound. There are underground

Marilyn Moses Ocean Park Realty Inc

22 Paddock Rd Unit 85, Oak Bluffs, MA 02568
/16
$389,000
- Land
- 0.17 Acre
- $2,316,855 per Acre
00 Moshup Trail Unit 6, Aquinnah, MA 02535

Private Atlantic Ocean beach lot located on the serene coastline of Aquinnah on Martha's Vineyard. This exceptional beach lot offers a rare opportunity to own a piece of prime oceanfront. Located just off of Moshup Trail is private gated access to your own designated parking area. From there, a picturesque boardwalk meanders through native flora and opens onto a sandy path leading directly to

Alyssa Halisky Wallace & Co. Sotheby's

00 Moshup Trail Unit 6, Aquinnah, MA 02535
/45
$5,750,000
- 4 Beds
- 4.5 Baths
- 3,643 Sq Ft
4 Somerset Ln, Edgartown, MA 02539

EXPERIENCE BAREFOOT ELEGANCE AT SOMERSET. Welcome to 4 Somerset Lane, a newly completed luxury residence in Edgartown’s exclusive Somerset enclave—perfectly positioned between the charm of Edgartown Village and the surf and sand of South Beach. Developed by Stanmar, owners of the renowned Winnetu Oceanside Resort, this exceptional home embodies the essence of modern coastal living—combining

Wendy Harman Compass | Point B

4 Somerset Ln, Edgartown, MA 02539
/9
$1,395,000
- 0.5 Baths
- 1,283 Sq Ft
4 Lagoon Pond Rd, Vineyard Haven, MA 02568

Located at the five corners, this rare commercial property presents an opportunity to set your future business venture up for success. This prime location captures the attention of every single vehicle disembarking the Vineyard Haven Ferry! There are 2.5 parking spots included. Please note that the bike shop business is not for sale. This offering is solely for the real estate. The sellers

Jarrett Hurwitz Keller Williams Realty

4 Lagoon Pond Rd, Vineyard Haven, MA 02568
/42
$5,905,000
- 4 Beds
- 4.5 Baths
- 3,809 Sq Ft
62 N Summer St, Edgartown, MA 02539

Village dreams come true... STUNNINGLY CRAFTED, **this four-bedroom five bath property in Edgartown Village with Garage is truly a rare find! Situated on a corner lot just two blocks north of Main Street and two blocks from the Harbor, it features walking convenience and luxury in one package. Main and second floors combine over 3,400 square feet of spacious, elegant living. The partially

Lisa Gilberto C McManus Realty Group

62 N Summer St, Edgartown, MA 02539

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