Homes with a View for Sale in Dukes County, MA

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ABOUT THIS HOME
Home with View for sale in Dukes County, MA:
WATERFRONT WITH DOCK - Nestled along the sparkling shores of Vineyard Haven Harbor, this waterfront cottage presents a rare opportunity to own a piece of Martha's Vineyard history. Originally part of the iconic Mary Guerin Inn, the home blends timeless Vineyard charm with an exceptional setting featuring a private sandy beach, deep-water dock, and sweeping views of the harbor, the Cape, and Nantucket Sound. The home offers five bedrooms, one full bathroom, and one half bathroom, with an open concept living and dining area where walls of windows capture the harbor views and abundant natural light. The kitchen is ideally positioned for effortless indoor and outdoor entertaining. Rich in chara

$2,995,000

4 beds1.5 baths3,462 sq ft

27 Beach Rd, Oak Bluffs, MA 02557

Dock • Harbor views • Waterfront

NEW CONSTRUCTIONFLOOR PLAN

ABOUT THIS HOME
Home with View for sale in Dukes County, MA:
Due to ongoing construction, the property may pose safety risks. Entry is at your own risk, and access is permitted only when accompanied by a licensed real estate agent. The agent of the buyer must be present at all buyer-client showings, inspections, and walkthroughs unless otherwise agreed to in advance by the listing agent.

$2,678,000

4 beds3.5 baths2,363 sq ft

31 Temahigan Ave, Oak Bluffs, MA 02557

0.27 acre lot • Built 2026 • Listed 7 days

ABOUT THIS HOME
Home with View for sale in Dukes County, MA:
Charming four bedroom property set on 0.88 acres along Codman Spring Road, offering a convenient location with easy access to Edgartown Village, Morning Glory, South Beach and all other island towns. Surrounded by beautiful gardens, the home features an expansive wraparound deck ideal for outdoor living and entertaining, as well as a garden shed for additional storage. Inside, two wood-burning fireplaces and a wood stove add warmth and character, while abundant natural light and a highly functional floor plan create a welcoming and comfortable home well suited to a variety of lifestyles. Connected to town sewer, the property offers the potential for up to seven bedrooms with town approval,

$2,500,000

4 beds2.5 baths1,786 sq ft

9 Codman Spring Rd, Edgartown, MA 02539

Wood stove • Codman spring road • 0.88 acres

ABOUT THIS HOME
Home with View for sale in Dukes County, MA:
Rarely does such a unique, waterfront location become available. With amazing, 180+ degree views of the lagoon from one side of the property, and the Vineyard Haven Harbor on the north side of the property. Wake up to glorious sunrises. Be entertained by a variety of waterfowl throughout the seasons. Have your vessel at the ready right off the shore. The moment you walk onto the property, the tranquil feel and the cooling shade trees will make you forget that you are still so close to town and ferry. The property is hugged by the Lagoon on one side and Vineyard Haven Harbor across the street on the other. Elevated above Beach Road and the lagoon, there are 2 structures on the property. The

$1,895,000

3 beds2 baths1,864 sq ft

Undisclosed address, Vineyard Haven, MA 02568

Waterside patio • Private water access • Perennial gardens

ABOUT THIS HOME
Home with View for sale in Dukes County, MA:
Tucked away on a quiet street in coveted West Chop, this pristine property offers exceptional privacy, stunning scenery, and easy access to downtown Vineyard Haven. Designed for effortless indoor-outdoor living, this sophisticated compound combines timeless charm with every modern amenity. The first floor features an inviting open-concept layout ideal for both relaxed family living and entertaining. The kitchen overlooks the dining area, an intimate sitting area, and a versatile game and reading area beyond. The spacious TV and family room features custom built-in bookcases and French doors that open onto a bluestone patio and the pool area beyond. A generous screened porch provides additio

$6,150,000

6 beds6 baths5,034 sq ft

59 Hagerty Dr, Vineyard Haven, MA 02568

Bluestone patio • Screened porch • Exceptional privacy

Property at 139 Chappaquiddick Rd, Edgartown, MA 02539, 7 beds, 4 baths

$12,250,000

7 beds4 baths4,855 sq ft

139 Chappaquiddick Rd, Edgartown, MA 02539

Property at 36 Hines Point Rd, Vineyard Haven, MA 02568, 3 beds, 1 bath

$3,100,000

3 beds1 bath973 sq ft

36 Hines Point Rd, Vineyard Haven, MA 02568

Property at 49 The Blvd, Edgartown, MA 02539, 6 beds, 1 bath

$2,850,000

6 beds1 bath1,957 sq ft

49 The Blvd, Edgartown, MA 02539

Property at 25 Brickyard Rd, Chilmark, MA 02535, 6 beds, 7 baths

$16,250,000

6 beds7 baths8,648 sq ft

25 Brickyard Rd, Chilmark, MA 02535

Property at 43 Sengekontacket Rd, Oak Bluffs, MA 02557, 3 beds, 3 baths

$5,495,000

3 beds3 baths2,234 sq ft

43 Sengekontacket Rd, Oak Bluffs, MA 02557

Property at 18 Point Inner Way, Chilmark, MA 02535, 7 beds, 12 baths

$45,000,000

7 beds12 baths11,200 sq ft

18 Point Inner Way, Chilmark, MA 02535

Property at 28 Beach Rd, Oak Bluffs, MA 02557, 4 beds, 2.5 baths

$3,675,000

4 beds2.5 baths1,800 sq ft

28 Beach Rd, Oak Bluffs, MA 02557

Property at 29 Slough Cove Rd, Edgartown, MA 02539, 4 beds, 5 baths

$9,495,000

4 beds5 baths4,605 sq ft

29 Slough Cove Rd, Edgartown, MA 02539

Property at 40 Hidden Cove Road Unit 2 #2, Oak Bluffs, MA 02557, 3 beds, 3.5 baths

$1,595,000

3 beds3.5 baths2,739 sq ft

40 Hidden Cove Road Unit 2 #2, Oak Bluffs, MA 02557

Property at 312 E Chop Dr, Vineyard Haven, MA 02568, 3 beds, 2 baths

$2,195,000

3 beds2 baths1,425 sq ft

312 E Chop Dr, Vineyard Haven, MA 02568

Property at 11 Beach Rd, Oak Bluffs, MA 02557, 2 beds, 1 bath

$1,745,000

2 beds1 bath561 sq ft

11 Beach Rd, Oak Bluffs, MA 02557

Property at 33 Alyssa Ln, Vineyard Haven, MA 02568, 4 beds, 3 baths

$1,395,000

4 beds3 baths2,304 sq ft

33 Alyssa Ln, Vineyard Haven, MA 02568

Property at 37 Circuit Ave Unit 4, Oak Bluffs, MA 02557, 2 beds, 1 bath

$899,000

2 beds1 bath990 sq ft

37 Circuit Ave Unit 4, Oak Bluffs, MA 02557

Property at 8 Snail Rd, Chilmark, MA 02535, 6 beds, 8 baths

$15,400,000

6 beds8 baths6,967 sq ft

8 Snail Rd, Chilmark, MA 02535

Property at 0 Bayberry Hill Rd, Cuttyhunk, MA 02713, 3 beds, 2 baths

$1,195,000

3 beds2 baths1,472 sq ft

0 Bayberry Hill Rd, Cuttyhunk, MA 02713

Property at 22 Old Harbor Ln, Oak Bluffs, MA 02557, 4 beds, 2 baths

$1,850,000

4 beds2 baths1,833 sq ft

22 Old Harbor Ln, Oak Bluffs, MA 02557

Property at 24 Katama Bay View Rd, Edgartown, MA 02539, 4 beds, 5 baths

$7,850,000

4 beds5 baths5,884 sq ft

24 Katama Bay View Rd, Edgartown, MA 02539

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

$4,600,000

6 beds5.5 baths3,998 sq ft

15 Tamarack Ln, Oak Bluffs, MA 02557

Property at 103 Edgartown Bay Rd, Edgartown, MA 02539, 4 beds, 3 baths

$6,995,000

4 beds3 baths2,624 sq ft

103 Edgartown Bay Rd, Edgartown, MA 02539

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 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 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 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 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 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 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 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 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 16 Frog Holw, Vineyard Haven, MA 02568, 3 beds, 2 baths

$4,695,000

3 beds2 baths1,716 sq ft

16 Frog Holw, Vineyard Haven, MA 02568

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

Property at 16 Frog Holw, Tisbury, MA 02557, 3 beds, 2 baths

$4,695,000

3 beds2 baths1,716 sq ft

16 Frog Holw, Tisbury, MA 02557

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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 Aug 26 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.

Homes with a View for Sale in Dukes County

There are currently 42 homes with a view 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 74 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 12 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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Homes with a View for Sale in Dukes County, MA

Homes with a View for Sale in Dukes County

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