Waterfront homes for sale & real estate in Dukes County, MA

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ABOUT THIS HOME
Waterfront Home for sale in Dukes County, MA:
Perched on 2.7 acres in one of Aquinnah’s most stunning settings, this coastal retreat captures sweeping views over the Atlantic and Noman’s Land. The main level offers an open living/dining/kitchen wrapped in windows and opening to a wraparound mahogany deck—ideal for sunrise coffee and sunset dinners. A Viking-equipped kitchen and a spacious ocean-facing primary suite complete this floor. The lower level includes two bedrooms, a large flex room with walkout stone patio, plus a full bath, laundry, and storage. Beautiful grounds feature custom stonework, garden beds, and multiple outdoor seating areas. A two-level workshop/studio with plumbing, electricity, and a wood stov

$3,350,000

3 beds2.5 baths2,686 sq ft

4 Noman's Watch Rd, Aquinnah, MA 02535

2.7 acre lot • Garage • Built 2004

ABOUT THIS HOME
Waterfront Home for sale in Dukes County, MA:
An unbeatable location ~ just a short distance to the harbor, beaches, ferry ports, the public library, and all the vibrant attractions of Oak Bluffs. This 2-bedroom, 1-bathroom ranch-style home is sited on a 10,454 sf level lot with a detached garage/shed. The property offers one-floor living, a convenient location, and great potential. The main living area includes an open living and dining room. The kitchen is at the back of the house with the mudroom and side entrance beyond. Enjoy the beautiful natural light in the spacious sun room at the front of the house with French doors leading to the side yard. The property offers charm and potential in a sought-after location. Several updates w

$875,000

2 beds1 bath861 sq ft

24 School St, Oak Bluffs, MA 02557

Spacious sun room • 0.24 acre lot • Garage

ABOUT THIS HOME
Waterfront Home for sale in Dukes County, MA:
Prime Martha’s Vineyard location! Nestled on 1.4 acres in the desirable Vineyard Meadow Farms neighborhood, this property offers privacy, convenience, and potential. Ideally situated in West Tisbury near Edgartown and Vineyard Haven, residents enjoy easy access to shops, restaurants, and the island’s scenic beaches—including eligibility for Lambert’s Cove Beach through West Tisbury residency. The home exudes warmth and charm with vaulted ceilings, exposed brick, and beautiful natural wood beams. Living and dining areas center around a classic wood-burning stove. Off the living room, a bright three-season room offers an ideal office or flex space; another off the kitc

$1,100,000

2 beds2 baths1,583 sq ft

25 Vineyard Meadow Farms Rd, West Tisbury, MA 02575

Fenced yard • Three-season room • Wood-burning stove

ABOUT THIS HOME
Waterfront Home for sale in Dukes County, MA:
Nestled in the heart of the historic Martha’s Vineyard Camp Meeting Association, this beautifully updated suite cottage offers the rare opportunity for year-round living in Oak Bluffs’ campground community. Fully renovated in 2023, including kitchen, bath, floors and winterization, the home seamlessly blends classic Vineyard charm with modern comfort — featuring upgraded systems and finishes that make it as cozy in winter as it is bright and breezy in summer. Enjoy easy access to Oak Bluffs Harbor, beaches, restaurants, shops, and all the vibrancy the town has to offer, just moments from your front porch. Ownership includes membership in the MVCMA, providing access to this

$640,000

1 bed1 bath354 sq ft

2 Lincoln Ave, Oak Bluffs, MA 02557

Fully renovated • Year round living • Charming cottages

ABOUT THIS HOME
Waterfront Home for sale in Dukes County, MA:
Welcome to an extraordinary ocean view coastal sanctuary set within the exclusive gates of Squibnocket Farm--a 450+ acre private community with access to over 2 miles of oceanfront, 1.5 miles of pond frontage, and 300+ acres of conservation land. Set on a peaceful, pastoral landscape abutting 17 acres of preserved land, this stately home was designed and built by Soikkeli & Company, one of the island's premier luxury builders. Inspired by traditional New England farmhouse architecture, the exterior features cedar shingles, multiple gables, and timeless charm. At the heart of the home is a stunning chef's kitchen with soapstone countertops, a custom farm sink, high-end appliances, and

$12,500,000

5 beds3.5 baths3,700 sq ft

18 Spruce Gate Rd, Chilmark, MA 02535

Ocean view • Private community • Pond frontage

Property at 151 Tashmoo Ave, Tisbury, MA 02468, 4 beds, 3.5 baths

$2,295,000

4 beds3.5 baths2,690 sq ft

151 Tashmoo Ave, Tisbury, MA 02468

Property at 10 Dory Cir, Edgartown, MA 02539, 4 beds, 3 baths

$1,600,000

4 beds3 baths1,738 sq ft

10 Dory Cir, Edgartown, MA 02539

Property at 27 Chapde Ln, Vineyard Haven, MA 02568, 3 beds, 2.5 baths

$1,615,000

3 beds2.5 baths1,740 sq ft

27 Chapde Ln, Vineyard Haven, MA 02568

Property at 825 Main St, Vineyard Haven, MA 02568, 6 beds, 5 baths

$14,500,000

6 beds5 baths5,867 sq ft

825 Main St, Vineyard Haven, MA 02568

Property at 187 Lagoon Pond Rd, Tisbury, MA 02575, 5 beds, 2 baths

$2,825,000

5 beds2 baths2,386 sq ft

187 Lagoon Pond Rd, Tisbury, MA 02575

Property at 61 Butlers Cove Rd, Edgartown, MA 02539, 9 beds, 10 baths

$33,000,000

9 beds10 baths7,190 sq ft

61 Butlers Cove Rd, Edgartown, MA 02539

Property at 46 Tiercel Ln, Chilmark, MA 02535, 2 beds, 1 bath

$1,650,000

2 beds1 bath716 sq ft

46 Tiercel Ln, Chilmark, MA 02535

Property at 7 Clay Pit Ln, Aquinnah, MA 02535, 5 beds, 4.5 baths

$7,450,000

5 beds4.5 baths5,000 sq ft

7 Clay Pit Ln, Aquinnah, MA 02535

Property at 128 Spring St, Vineyard Haven, MA 02568, 5 beds, 3.5 baths

$1,575,000

5 beds3.5 baths2,436 sq ft

128 Spring St, Vineyard Haven, MA 02568

Property at 136 Spring St, Vineyard Haven, MA 02568, 1 bed, 1 bath

$850,000

1 bed1 bath534 sq ft

136 Spring St, Vineyard Haven, MA 02568

Property at 27 7th St, Edgartown, MA 02539, 3 beds, 3.5 baths

$2,400,000

3 beds3.5 baths1,883 sq ft

27 7th St, Edgartown, MA 02539

Property at 42 Deacon Vincent Way, Edgartown, MA 02539, 3 beds, 3 baths

$2,490,000

3 beds3 baths2,830 sq ft

42 Deacon Vincent Way, Edgartown, MA 02539

Property at 56 N Neck Rd, Edgartown, MA 02539, 4 beds, 3 baths

$3,995,000

4 beds3 baths4,920 sq ft

56 N Neck Rd, Edgartown, MA 02539

Property at 9 Brunswick Ave, Oak Bluffs, MA 02557, 3 beds, 1 bath

$1,449,000

3 beds1 bath1,033 sq ft

9 Brunswick Ave, Oak Bluffs, MA 02557

Property at 6 Brewster Ave, Oak Bluffs, MA 02557, 4 beds, 3 baths

$3,250,000

4 beds3 baths1,728 sq ft

6 Brewster Ave, Oak Bluffs, MA 02557

Property at 113 Leonard Cir, Vineyard Haven, MA 02568, 4 beds, 2 baths

$1,099,000

4 beds2 baths1,306 sq ft

113 Leonard Cir, Vineyard Haven, MA 02568

Property at 150 East Chop Dr, Oak Bluffs, MA 02557, 8 beds, 8 baths

$8,900,000

8 beds8 baths8,560 sq ft

150 East Chop Dr, Oak Bluffs, MA 02557

Property at 6 Janes Cove Rd, Edgartown, MA 02539, 6 beds, 6.5 baths

$8,250,000

6 beds6.5 baths6,927 sq ft

6 Janes Cove Rd, Edgartown, MA 02539

Property at 40 Scotchmans Ln, West Tisbury, MA 02575, 4 beds, 2 baths

$1,495,000

4 beds2 baths1,332 sq ft

40 Scotchmans Ln, West Tisbury, MA 02575

Property at 25 Lelands Path, Edgartown, MA 02539, 6 beds, 7.5 baths

$9,995,000

6 beds7.5 baths7,205 sq ft

25 Lelands Path, Edgartown, MA 02539

Property at 139 Main St, Vineyard Haven, MA 02568, 5 beds, 6.5 baths

$3,750,000

5 beds6.5 baths4,372 sq ft

139 Main St, Vineyard Haven, MA 02568

Property at 108 Bay View Ave, Edgartown, MA 02539, 2 beds, 0.5 baths

$1,700,000

2 beds0.5 baths601 sq ft

108 Bay View Ave, Edgartown, MA 02539

Property at 15 Old Farm Rd, Chilmark, MA 02535, 3 beds, 5 baths

$4,250,000

3 beds5 baths3,171 sq ft

15 Old Farm Rd, Chilmark, MA 02535

Property at 1/3/5 Louis Field Rd, Edgartown, MA 02539, 11 beds, 8.5 baths

$8,995,000

11 beds8.5 baths6,289 sq ft

1/3/5 Louis Field Rd, Edgartown, MA 02539

Property at 4 Canonicus Ave, Oak Bluffs, MA 02557, 6 beds, 4 baths

$5,325,000

6 beds4 baths2,890 sq ft

4 Canonicus Ave, Oak Bluffs, MA 02557

Property at 15 Tamarack Ln, Oak Bluffs, MA 02557, 6 beds, 5.5 baths

$4,999,000

6 beds5.5 baths3,214 sq ft

15 Tamarack Ln, Oak Bluffs, MA 02557

Property at 108 Bay Vw, Edgartown, MA 02539, 2 beds, 0.5 baths

$1,700,000

2 beds0.5 baths601 sq ft

108 Bay Vw, Edgartown, MA 02539

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

$1,999,999

4 beds3 baths2,730 sq ft

5 Pinetree Ln, Vineyard Haven, MA 02568

Property at 71 Sixth St N, Edgartown, MA 02539, 3 beds, 2.5 baths

$1,695,000

3 beds2.5 baths2,236 sq ft

71 Sixth St N, Edgartown, MA 02539

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

$12,500,000

5 beds2.5 baths2,794 sq ft

33 Goethals Way, Vineyard Haven, MA 02568

Property at 124 Skiff Ave Unit A-11, Vineyard Haven, MA 02568, 2 beds, 1 bath

$650,000

2 beds1 bath725 sq ft

124 Skiff Ave Unit A-11, Vineyard Haven, MA 02568

Property at 21 Woodlawn Ave, Vineyard Haven, MA 02568, 4 beds, 3 baths

$2,495,000

4 beds3 baths2,562 sq ft

21 Woodlawn Ave, Vineyard Haven, MA 02568

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

$3,995,000

3 beds3 baths3,426 sq ft

96 Hammett Ln, Chilmark, MA 02535

Property at 385 Barnes Rd, Oak Bluffs, MA 02557, 3 beds, 4.5 baths

$5,995,000

3 beds4.5 baths3,608 sq ft

385 Barnes Rd, Oak Bluffs, MA 02557

Property at 135 The Boulevard &110 Pilgrim Rd, Edgartown, MA 02539, 4 beds, 3.5 baths

$5,999,000

4 beds3.5 baths2,995 sq ft

135 The Boulevard &110 Pilgrim Rd, Edgartown, MA 02539

Property at 72 Chappaquiddick Ave, Edgartown, MA 02539, 8 beds, 7.5 baths

$2,999,000

8 beds7.5 baths3,770 sq ft

72 Chappaquiddick Ave, 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 Wed Nov 26 2025. 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. © 2025 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

Waterfront Homes for Sale in Dukes County

There are currently 62 waterfront homes for sale in Dukes County at a median listing price of $2.19M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Dukes County stay on the market for 126 days. This map is refreshed with the newest listings in Dukes County every 15 minutes.

In the past month, 13 homes have been sold in Dukes County. In addition to houses in Dukes County, there were also 10 condos, 2 townhouses, and 6 multi-family units for sale in Dukes County last month. Find your dream home in Dukes County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Dukes County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Dukes County. If you're looking to sell your home in the Dukes County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Dukes County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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