Dukes County, MA homes for sale & real estate

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FLOOR PLAN

ABOUT THIS HOME
Dukes County, MA Homes for Sale
Nestled within the idyllic and highly coveted setting of Farm Neck Golf Club, 15 Tamarack Lane offers a rare opportunity to own a stunning 3.7 acres in one of Martha’s Vineyard’s most exclusive communities. The property enjoys picturesque views over the 7th fairway and 8th tee box, across to Sengekontacket Pond, creating a peaceful backdrop of lush greens and distant water. The historic five-bedroom main residence, along with a separate one-bedroom carriage house, are rich in character and await a thoughtful renovation or reimagining. Ideally located near the clubhouse, restaurant, tennis courts, and pro shop, the property offers easy access to the Farm Neck lifestyle while rema

$4,600,000

6 beds5.5 baths3,998 sq ft

15 Tamarack Ln, Oak Bluffs, MA 02557

3.7 acre lot • Garage • Built 1780

ABOUT THIS HOME
Dukes County, MA Homes for Sale
Opportunity Knocks - Located within close proximity to Edgartown Village shops, restaurants, parks, and everyday conveniences, this fixer upper offers the rare chance to renovate in a location that truly shines. This property is full of potential for buyers, investors, or renovators looking to create something special. Bring your vision and transform this property into your signature retreat, while building value in a sought-after location. A fantastic opportunity to customize, restore, and make it your own. NOTE: Being sold as-is; estate rules apply. Sale is subject to probate approval and court confirmation.

$1,395,000

3 beds1 bath1,066 sq ft

17 Chapman Ln, Edgartown, MA 02539

0.25 acre lot • 2 parking spots • Built 1973

FLOOR PLAN

ABOUT THIS HOME
Dukes County, MA Homes for Sale
Introducing a refined contemporary Chilmark beach house with water views and deeded access to Stonewall Beach on the Atlantic Ocean. The property is set within the storied Stonewall Road and Beach Association - where homes are held for generations and lifelong friendships take root - and offers a true sense of place and continuity. Built by South Mountain Company and thoughtfully renovated and significantly expanded in 2023, the home blends craftsmanship with modern comfort. Enjoy sweeping views of the Atlantic Ocean, Squibnocket Point, and Nomans Land island from both interior living spaces and outdoor vantage points. Designed for multigenerational living, the home offers multiple private

$5,100,000

5 beds4 baths3,513 sq ft

61 Stonewall Rd, Chilmark, MA 02535

Water views • Dedicated media room • Deeded access

ABOUT THIS HOME
Dukes County, MA Homes for Sale
LUXURIOUS LIVING AWAITS at the iconic Harbor View Hotel Captain Collins Cottage. Unit 62 at 131 N. Water Street is a beautifully appointed 865± sq. ft. , second-floor condominium featuring 2 bedrooms and 2 baths in the heart of Edgartown. This fully managed, turnkey residence offers effortless Vineyard ownership with access to the Harbor View Hotel’s renowned amenities and services. Coastal-inspired interiors feature high ceilings, abundant natural light, a propane fireplace, and an inviting open living area. The well-equipped kitchenette includes a cook-top stove, microwave, and refrigerator/freezer. An outdoor shower adds to everyday convenience. Owners enjoy concierge servic

$2,425,000

2 beds2 baths895 sq ft

131 North Water St -rowley Cottage #62, Edgartown, MA 02539

Fitness center • Concierge services • Outdoor shower

ABOUT THIS HOME
Dukes County, MA Homes for Sale
Edgartown Village Compound with Harbor Views: Positioned in the heart of Edgartown’s historic district, 114 North Water Street is a newly complete, move-in-ready property offering views of Edgartown Harbor. The offering includes eight bedrooms and seven-and-a-half baths across three thoughtfully designed structures: a six-bedroom, five-and-a-half bath main residence, a one-bedroom guest house with full kitchen, and a two-car carriage house with additional living quarters. The property features a private backyard oasis with a 16' x 32' saltwater pool, spa, and pool cabana—an exceptional outdoor setting in Edgartown Village. With furnishings and window treatments included, the hom

$16,900,000

8 beds7.5 baths6,041 sq ft

114 North Water St, Edgartown, MA 02539

Pool cabana • Saltwater pool • Turnkey estate

Property at 18 Wood Duck Way, Edgartown, MA 02539, 4 beds, 3 baths

$1,800,000

4 beds3 baths2,864 sq ft

18 Wood Duck Way, Edgartown, MA 02539

Property at 5 Pinetree Ln, Vineyard Haven, MA 02568, 4 beds, 3 baths

$1,999,000

4 beds3 baths2,730 sq ft

5 Pinetree Ln, Vineyard Haven, MA 02568

Property at 299 Daggett Ave Unit A, Vineyard Haven, MA 02568, 3 beds, 1 bath

$1,175,000

3 beds1 bath998 sq ft

299 Daggett Ave Unit A, Vineyard Haven, MA 02568

Property at 96 Hammett Ln, Chilmark, MA 02535, 3 beds, 3 baths

$3,795,000

3 beds3 baths3,426 sq ft

96 Hammett Ln, Chilmark, MA 02535

Property at 29 & 33 Lagoon Pond Rd, Vineyard Haven, MA 02568, 5 beds, 4 baths

$3,295,000

5 beds4 baths2,330 sq ft

29 & 33 Lagoon Pond Rd, Vineyard Haven, MA 02568

Property at 31 Lambert's Cove Rd, Vineyard Haven, MA 02568, 6 beds, 7.5 baths

$5,800,000

6 beds7.5 baths5,732 sq ft

31 Lambert's Cove Rd, Vineyard Haven, MA 02568

Property at 19 Locust Ln, Aquinnah, MA 02535, 7 beds, 4.5 baths

$6,950,000

7 beds4.5 baths6,921 sq ft

19 Locust Ln, Aquinnah, MA 02535

Property at 58 Road To The Plns, Edgartown, MA 02539, 4 beds, 2 baths

$1,625,000

4 beds2 baths1,342 sq ft

58 Road To The Plns, Edgartown, MA 02539

Property at 64 Christiantown, West Tisbury, MA 02575, 4 beds, 4 baths

$3,495,000

4 beds4 baths3,200 sq ft

64 Christiantown, West Tisbury, MA 02575

Property at 261 Sandpiper Ln #12, Tisbury, MA 02539, 3 beds, 3 baths

$1,250,000

3 beds3 baths1,682 sq ft

261 Sandpiper Ln #12, Tisbury, MA 02539

Property at 159 Lake St, Vineyard Haven, MA 02568, 5 beds, 4 baths

$2,195,000

5 beds4 baths3,328 sq ft

159 Lake St, Vineyard Haven, MA 02568

Property at 99 Old Purchase Rd, Edgartown, MA 02539, 4 beds, 2.5 baths

$1,850,000

4 beds2.5 baths2,064 sq ft

99 Old Purchase Rd, Edgartown, MA 02539

Property at 20 James Pond Way, West Tisbury, MA 02575, 5 beds, 3 baths

$3,600,000

5 beds3 baths2,701 sq ft

20 James Pond Way, West Tisbury, MA 02575

Property at 15 Twenty First St N, Edgartown, MA 02539, 4 beds, 6.5 baths

$2,675,000

4 beds6.5 baths4,530 sq ft

15 Twenty First St N, Edgartown, MA 02539

Property at 50 Canonicus Ave, Oak Bluffs, MA 02557, 2 beds, 0.5 baths

$849,000

2 beds0.5 baths953 sq ft

50 Canonicus Ave, Oak Bluffs, MA 02557

Property at 37 Circuit Ave Unit 5, Oak Bluffs, MA 02557, 1 bed, 1 bath

$869,000

1 bed1 bath797 sq ft

37 Circuit Ave Unit 5, Oak Bluffs, MA 02557

Property at 94 Weaver Ln, Vineyard Haven, MA 02568, 4 beds, 3 baths

$3,999,999

4 beds3 baths2,715 sq ft

94 Weaver Ln, Vineyard Haven, MA 02568

Property at 49 Gosnolds Way, Chilmark, MA 02535, 5 beds, 3.5 baths

$5,200,000

5 beds3.5 baths4,044 sq ft

49 Gosnolds Way, Chilmark, MA 02535

Property at 111 Charles Neck Way, West Tisbury, MA 02575, 3 beds, 2 baths

$1,499,000

3 beds2 baths1,562 sq ft

111 Charles Neck Way, West Tisbury, MA 02575

Property at 9 Suttons Way, Edgartown, MA 02539, 7 beds, 6.5 baths

$7,999,000

7 beds6.5 baths7,133 sq ft

9 Suttons Way, Edgartown, MA 02539

Property at 53 Stoney Hill Rd, West Tisbury, MA 02575, 3 beds, 3.5 baths

$2,999,000

3 beds3.5 baths3,082 sq ft

53 Stoney Hill Rd, West Tisbury, MA 02575

Property at 23 Beetle Swamp Rd, Edgartown, MA 02539, 8 beds, 5 baths

$3,995,000

8 beds5 baths4,651 sq ft

23 Beetle Swamp Rd, Edgartown, MA 02539

Property at 33 Goethals Way, Vineyard Haven, MA 02568, 5 beds, 2.5 baths

$7,950,000

5 beds2.5 baths2,794 sq ft

33 Goethals Way, Vineyard Haven, MA 02568

Property at 85 North Reservoir Rd, West Tisbury, MA 02575, 5 beds, 6 baths

$7,500,000

5 beds6 baths4,531 sq ft

85 North Reservoir Rd, West Tisbury, MA 02575

Property at 9 Marthas Way, Edgartown, MA 02539, 4 beds, 3.5 baths

$4,600,000

4 beds3.5 baths3,715 sq ft

9 Marthas Way, Edgartown, MA 02539

Property at 205 South Rd, Chilmark, MA 02575, 4 beds, 4.5 baths

$4,995,000

4 beds4.5 baths5,402 sq ft

205 South Rd, Chilmark, MA 02575

Property at 188 Vineyard Meadow Farms Rd, Vineyard Haven, MA 02568, 4 beds, 3 baths

$1,800,000

4 beds3 baths3,158 sq ft

188 Vineyard Meadow Farms Rd, Vineyard Haven, MA 02568

Property at 76 Washque Ave, Edgartown, MA 02539, 4 beds, 2.5 baths

$2,399,000

4 beds2.5 baths1,910 sq ft

76 Washque Ave, Edgartown, MA 02539

Property at 26 Union Ct #7, Vineyard Haven, MA 02568, 2 beds, 2.5 baths

$1,625,000

2 beds2.5 baths1,532 sq ft

26 Union Ct #7, Vineyard Haven, MA 02568

Property at 188 Vineyard Meadow Farms Rd, West Tisbury, MA 02575, 4 beds, 3 baths

$1,800,000

4 beds3 baths3,158 sq ft

188 Vineyard Meadow Farms Rd, West Tisbury, MA 02575

Property at 22 Old Lighthouse Rd, Vineyard Haven, MA 02568, 5 beds, 3 baths

$1,595,000

5 beds3 baths1,810 sq ft

22 Old Lighthouse Rd, Vineyard Haven, MA 02568

Property at 4 Noman's Watch Rd, Aquinnah, MA 02535, 3 beds, 2.5 baths

$3,050,000

3 beds2.5 baths2,686 sq ft

4 Noman's Watch Rd, Aquinnah, MA 02535

Property at 60 Crocker Dr, Edgartown, MA 02539, 3 beds, 2.5 baths

$2,300,000

3 beds2.5 baths1,344 sq ft

60 Crocker Dr, Edgartown, MA 02539

Property at 22 Oklahoma Ave, Vineyard Haven, MA 02568, 4 beds, 2.5 baths

$1,300,000

4 beds2.5 baths1,738 sq ft

22 Oklahoma Ave, Vineyard Haven, MA 02568

Property at 13 Young St, Edgartown, MA 02539, 4 beds, 3 baths

$2,950,000

4 beds3 baths2,208 sq ft

13 Young St, Edgartown, MA 02539

Property at 24 Beetle Swamp Rd, Edgartown, MA 02539, 3 beds, 2 baths

$2,895,000

3 beds2 baths2,400 sq ft

24 Beetle Swamp Rd, Edgartown, MA 02539

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The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. (CCIMLS). Real estate listings provided by CCIMLS and held by brokerage firms other than Redfin are marked with the CCIMLS BR Logo and detailed information includes, at minimum, the name of the listing agent and broker attribution assigned by the listing broker. This site was last updated Thu Aug 27 2026. Neither the listing broker nor Redfin shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless. The Broker providing this data believes it to be correct but advises interested parties to confirm any item before relying on it in a purchase decision. All properties are subject to prior sale, changes, or withdrawal. © 2026 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

Average home prices near Dukes County, MA

Cities

Chilmark homes for sale
$3,795,000
Oak Bluffs homes for sale
$1,255,000
Woods Hole homes for sale
$2,150,000
West Tisbury homes for sale
$1,800,000
Vineyard Haven homes for sale
$1,895,000
Edgartown homes for sale
$2,875,000
Tisbury homes for sale
$1,975,000
Aquinnah homes for sale
$5,000,000
Oak Bluffs homes for sale
$1,800,000
Falmouth homes for sale
$972,450

Counties

Plymouth County homes for sale
$735,000
Barnstable County homes for sale
$899,000
Bristol County homes for sale
$589,000

Dukes County, MA real estate trends

$1.89M

Sale price

-22.3%
since last year

$1.04K

Sale $/sq ft

-0.096%
since last year

Under list price

3.8%

Days on market

Down payment

—

Total homes sold

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