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

105 homes

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ABOUT THIS HOME
Waterfront Home for sale in Dukes County, MA:
Perfectly positioned along the serene shores of Katama Bay, this property offers a front-row seat to nature’s grandeur. Residents will revel in sweeping, 180-degree vistas where the tranquil waters of the bay meet the dramatic horizon of South Beach and the Atlantic Ocean. As you enter the property from Edgartown Bay Road, the home’s timeless architecture and expansive front lawn make an unforgettable first impression. Inside, the home features a bright and airy open-concept layout that seamlessly blends the living, dining, and kitchen areas, all enhanced by the dramatic “big sky, big water” setting. Spanning three levels, the residence offers 4 bedrooms, 3 full bath

$6,995,000

4 beds3 baths2,624 sq ft

Expansive front lawn • Private sandy beach • Wooden boardwalk

103 Edgartown Bay Rd, Edgartown, MA 02539

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ABOUT THIS HOME
Waterfront Home for sale in Dukes County, MA:
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

3.7 acre lot • Garage • Built 1780

15 Tamarack Ln, Oak Bluffs, MA 02557

ABOUT THIS HOME
Waterfront Home for sale in Dukes County, MA:
Overlooking Nantucket Sound and just steps from the vibrant heart of downtown Oak Bluffs, this distinctive compound blends laid-back West Coast style with classic island charm. The light-filled four-bedroom main house has been thoughtfully updated with modern, year-round comforts. Privately set at the rear, the guest house known as The Nest offers a peaceful retreat with a private deck, outdoor shower, parking, and mini-split climate control; its upstairs bedroom enjoys views from Farm Pond to Nantucket Sound. Completing the property is the charming Lilac House, a fun open-concept bunk house with a full bath, water-view deck, and private outdoor shower. A wraparound porch captures sweeping

$5,225,000

6 beds4 baths2,890 sq ft

Private deck • Water-view deck • Outdoor shower

4 Canonicus Ave, Oak Bluffs, MA 02557

ABOUT THIS HOME
Waterfront Home for sale in Dukes County, MA:
In the heart of Downtown Oak Bluffs walk to everything from this Circuit Avenue location Unit #5 comes with an amazing roof top deck that is only shared with one other condo (#4). This well appointed sleeps 4 with custom wood features and a staircase to the roof top deck. This condo packs a lot in with a full kitchen, living and dining area, , large bedroom with alcove, a sleep nook, a tiled bathroom with tub shower enclosed shower. You're in the middle of it all with this great location, steps away from restaurants, shops, beaches and transportation, yet you have easy access to a peaceful deck where you'll have panoramic views overlooking the town of Oak Bluffs and the surrounding waters.

$849,000

1 bed1 bath797 sq ft

Full kitchen • Roof top deck • Tiled bathroom

37 Circuit Ave Unit 5, Oak Bluffs, MA 02557

ABOUT THIS HOME
Waterfront Home for sale in Dukes County, MA:
This classic New England home in Katama offers a refined blend of timeless architecture and modern comfort, set on a spacious, beautifully landscaped lot. The main house features three well-appointed bedrooms, including a light-filled primary suite and inviting guest rooms designed for comfort and privacy. The open-concept living area is ideal for entertaining, highlighted by a cozy fireplace and large windows overlooking the manicured grounds. French doors lead to a deck perfect for outdoor dining and relaxation. A state-of-the-art media room with plush seating and a large screen provides the ultimate space for movie nights or game days, with a wine cellar just steps away. The carriage hou

$7,850,000

4 beds5 baths5,884 sq ft

Large windows • Cozy fireplace • Manicured grounds

24 Katama Bay View Rd, Edgartown, MA 02539

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

$5,900,000

7 beds4.5 baths6,921 sq ft

19 Locust Ln, Aquinnah, MA 02535

Property at 17 Chapman Ln, Edgartown, MA 02539, 3 beds, 1 bath

$1,395,000

3 beds1 bath1,066 sq ft

17 Chapman Ln, Edgartown, MA 02539

Property at 114 North Water St, Edgartown, MA 02539, 8 beds, 7.5 baths

$16,900,000

8 beds7.5 baths6,041 sq ft

114 North Water St, Edgartown, MA 02539

Property at 7 Pip'n Cir, Edgartown, MA 02539, 5 beds, 3.5 baths

$2,195,000

5 beds3.5 baths2,628 sq ft

7 Pip'n Cir, Edgartown, 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 81 Whalers Walk, Edgartown, MA 02539, 3 beds, 2.5 baths

$2,225,000

3 beds2.5 baths2,630 sq ft

81 Whalers Walk, Edgartown, MA 02539

Property at 61 Stonewall Rd, Chilmark, MA 02535, 5 beds, 4 baths

$5,100,000

5 beds4 baths3,513 sq ft

61 Stonewall Rd, Chilmark, MA 02535

Property at 131 North Water St-collins Cottage #22, Edgartown, MA 02539, 2 beds, 2 baths

$2,595,000

2 beds2 baths960 sq ft

131 North Water St-collins Cottage #22, 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 131 North Water St -rowley Cottage #62, Edgartown, MA 02539, 2 beds, 2 baths

$2,425,000

2 beds2 baths895 sq ft

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

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

$1,760,000

4 beds3 baths3,158 sq ft

188 Vineyard Meadow Farms Rd, Vineyard Haven, MA 02568

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 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 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 and 33 Lagoon Pond Rd, Vineyard Haven, MA 02568, 5 beds, 4 baths

$3,295,000

5 beds4 baths2,330 sq ft

29 and 33 Lagoon Pond Rd, 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 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 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 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 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 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 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 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 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 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 116 Franklin Ter, Vineyard Haven, MA 02568, 4 beds, 3 baths

$1,350,000

4 beds3 baths1,714 sq ft

116 Franklin Ter, Vineyard Haven, MA 02568

Property at 47 Quenames Rd, Chilmark, MA 02535, 2 beds, 1 bath

$1,225,000

2 beds1 bath924 sq ft

47 Quenames Rd, Chilmark, MA 02535

Property at 2 Bold Meadow Rd, Edgartown, MA 02539, 4 beds, 3 baths

$2,950,000

4 beds3 baths2,927 sq ft

2 Bold Meadow Rd, 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

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

$2,695,000

5 beds2 baths2,386 sq ft

187 Lagoon Pond Rd, Tisbury, MA 02575

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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 Mon Sep 07 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.

Waterfront Homes for Sale in Dukes County

There are currently 105 waterfront homes for sale in Dukes County at a median listing price of $2.4M. 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 83 days. This map is refreshed with the newest listings in Dukes County every 15 minutes.

In the past month, 9 homes have been sold in Dukes County. In addition to houses in Dukes County, there were also 15 condos, 1 townhouse, and 3 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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