Homes with Basements for Sale in Dukes County, MA

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OPEN WED, 10AM TO 12PMFLOOR PLAN

ABOUT THIS HOME
Home with Basement for sale in Dukes County, MA:
Katama at its best! Set in one of Martha’s Vineyard’s most coveted locations, 21 Vickers Street is a classic beach home with an effortless connection to everything that makes Katama so special. Just one mile from South Beach, with the bike path, Katama General Store, and Edgartown Village close by, this updated, move-in-ready home puts the best of the Island within easy reach. A newly installed pool and expansive yard create a private setting for summer days and long afternoons outdoors. Inside, the kitchen features an inviting banquet dining area and opens to a spacious cathedral-ceilinged family room with sliders to the back deck, outdoor shower, pool, and yard. A separate liv

$3,075,000

3 beds2 baths1,962 sq ft

21 Vickers St, Edgartown, MA 02539

First-floor bedroom • Newly installed pool • Expansive yard

ABOUT THIS HOME
Home with Basement for sale in Dukes County, MA:
Tucked away in a private, beautifully landscaped setting, this charming Vineyard farmhouse offers a wonderful blend of privacy, space, and in-town convenience. Just moments from town, the ferry, and shopping, the four-bedroom, three-bath home sits on a spacious 30,000-square-foot lot with a five-bedroom septic system. Inside, sun-filled spaces, warm wood floors, built-ins, and a welcoming layout create an easy, comfortable feel. The first floor includes a private bedroom with en suite bath, while upstairs offers three additional bedrooms, two full baths, and laundry. The spacious living room opens to an enormous screened porch and back deck overlooking the beautifully landscaped yard--perfe

$2,250,000

4 beds3 baths1,938 sq ft

88 Franklin St, Vineyard Haven, MA 02568

Spacious back deck • Built in shelving • Charming window seat

FLOOR PLAN

ABOUT THIS HOME
Home with Basement for sale in Dukes County, MA:
Set on over a half an acre in Edgartown’s desirable Island Grove neighborhood, this three-bedroom, two-bath classic Cape offers an exceptional expansion opportunity in a convenient Katama location. The existing 1,560-square-foot home can be enjoyed as-is while plans are developed for a renovation, expansion, or new construction. With a connection to town sewer, the property can support up to seven bedrooms, creating potential for a substantial residence, pool, and accessory dwelling unit. Association tennis courts are located nearby, with Edgartown Village, South Beach, shops, restaurants, and the harbor all within easy reach. A rare opportunity to create a custom Vineyard retreat in

$1,595,000

3 beds2 baths1,560 sq ft

9 Martha's Rd, Edgartown, MA 02539

0.59 acre lot • 4 parking spots • Built 1978

NEW CONSTRUCTIONFLOOR PLAN

ABOUT THIS HOME
Home with Basement 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 6 days

ABOUT THIS HOME
Home with Basement 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 41 Cook Rd, Vineyard Haven, MA 02568, 3 beds, 2.5 baths

$1,285,000

3 beds2.5 baths2,347 sq ft

41 Cook Rd, Vineyard Haven, MA 02568

Property at 2 Winemack St, Oak Bluffs, MA 02557, 3 beds, 2 baths

$1,095,000

3 beds2 baths2,173 sq ft

2 Winemack St, Oak Bluffs, MA 02557

Property at 99 Oak Ln, West Tisbury, MA 02575, 4 beds, 3 baths

$2,200,000

4 beds3 baths3,771 sq ft

99 Oak Ln, West Tisbury, MA 02575

Property at 9 Codman Spring Rd, Edgartown, MA 02539, 4 beds, 2.5 baths

$2,500,000

4 beds2.5 baths1,786 sq ft

9 Codman Spring Rd, Edgartown, MA 02539

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 174 Middle Rd, Chilmark, MA 02535, 3 beds, 3 baths

$1,695,000

3 beds3 baths3,702 sq ft

174 Middle Rd, Chilmark, MA 02535

Property at 8 Woodhaven Dr, Edgartown, MA 02539, 3 beds, 4.5 baths

$3,225,000

3 beds4.5 baths3,219 sq ft

8 Woodhaven Dr, Edgartown, MA 02539

Property at 149 Litchfield Rd, Edgartown, MA 02539, 3 beds, 4 baths

$4,725,000

3 beds4 baths2,969 sq ft

149 Litchfield Rd, 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 8 Pip'n Cir, Edgartown, MA 02539, 3 beds, 2 baths

$1,500,000

3 beds2 baths1,717 sq ft

8 Pip'n Cir, Edgartown, MA 02539

Property at 59 Tuckernuck Ave, Oak Bluffs, MA 02557, 4 beds, 2.5 baths

$2,650,000

4 beds2.5 baths1,858 sq ft

59 Tuckernuck Ave, Oak Bluffs, MA 02557

Property at 2 Lexington Ave, Edgartown, MA 02539, 4 beds, 4.5 baths

$7,950,000

4 beds4.5 baths7,766 sq ft

2 Lexington Ave, Edgartown, MA 02539

Property at 323 County Rd, Oak Bluffs, MA 02557, 1 bed, 2 baths

$1,225,000

1 bed2 baths1,428 sq ft

323 County Rd, Oak Bluffs, MA 02557

Property at 124 Main St, Vineyard Haven, MA 02568, 5 beds, 4 baths

$2,695,000

5 beds4 baths2,374 sq ft

124 Main St, Vineyard Haven, MA 02568

Property at 29 Scotchmans Ln, West Tisbury, MA 02575, 2 beds, 2 baths

$1,350,000

2 beds2 baths1,996 sq ft

29 Scotchmans Ln, West Tisbury, MA 02575

Property at 10 & 12 Boldwater Rd, Edgartown, MA 02539, 11 beds, 12 baths

$14,500,000

11 beds12 baths9,500 sq ft

10 & 12 Boldwater Rd, Edgartown, MA 02539

Property at 150 Field View Ln, West Tisbury, MA 02575, 4 beds, 2.5 baths

$1,600,000

4 beds2.5 baths2,334 sq ft

150 Field View Ln, West Tisbury, MA 02575

Property at 135 Mayflower Ln, Vineyard Haven, MA 02568, 5 beds, 3 baths

$1,995,000

5 beds3 baths3,480 sq ft

135 Mayflower Ln, Vineyard Haven, MA 02568

Property at 26 Winthrop Ave, Oak Bluffs, MA 02557, 1 bed, 1 bath

$839,000

1 bed1 bath804 sq ft

26 Winthrop Ave, Oak Bluffs, MA 02557

Property at 205 Meetinghouse Way, Edgartown, MA 02539, 3 beds, 3 baths

$2,700,000

3 beds3 baths2,844 sq ft

205 Meetinghouse Way, Edgartown, MA 02539

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 4 Rock Pond Rd, West Tisbury, MA 02575, 4 beds, 2 baths

$1,140,000

4 beds2 baths2,059 sq ft

4 Rock Pond Rd, West Tisbury, MA 02575

Property at 52 Oak Knl, West Tisbury, MA 02575, 3 beds, 2 baths

$1,225,000

3 beds2 baths1,800 sq ft

52 Oak Knl, West Tisbury, MA 02575

Property at 56 North Summer St, Edgartown, MA 02539, 10 beds, 12.5 baths

$21,500,000

10 beds12.5 baths7,598 sq ft

56 North Summer St, Edgartown, MA 02539

Property at 33 Vineyard Ave, Oak Bluffs, MA 02557, 3 beds, 2.5 baths

$1,875,000

3 beds2.5 baths1,431 sq ft

33 Vineyard Ave, Oak Bluffs, MA 02557

Property at 7 Ploughshare Ln, Oak Bluffs, MA 02557, 3 beds, 2.5 baths

$1,499,000

3 beds2.5 baths1,645 sq ft

7 Ploughshare Ln, Oak Bluffs, MA 02557

Property at 28 Grovedale Rd, Oak Bluffs, MA 02568, 3 beds, 3.5 baths

$1,750,000

3 beds3.5 baths2,376 sq ft

28 Grovedale Rd, Oak Bluffs, MA 02568

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 68 Front St, Oak Bluffs, MA 02557, 3 beds, 3 baths

$1,755,000

3 beds3 baths2,695 sq ft

68 Front St, Oak Bluffs, MA 02557

Property at 21 W Spring St, Vineyard Haven, MA 02568, 4 beds, 3 baths

$1,450,000

4 beds3 baths1,270 sq ft

21 W Spring St, Vineyard Haven, MA 02568

Property at 3 Troy St, Oak Bluffs, MA 02557, 3 beds, 2 baths

$1,295,000

3 beds2 baths1,863 sq ft

3 Troy St, Oak Bluffs, MA 02557

Property at 27 Double Ox Rd, Oak Bluffs, MA 02557, 3 beds, 4.5 baths

$3,400,000

3 beds4.5 baths3,260 sq ft

27 Double Ox Rd, Oak Bluffs, MA 02557

Property at 131 North Water St-huxford Cottage #96, Edgartown, MA 02539, 3 beds, 3 baths

$2,875,000

3 beds3 baths1,061 sq ft

131 North Water St-huxford Cottage #96, Edgartown, MA 02539

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 28 Black Point Rd, Chilmark, MA 02535, 3 beds, 3 baths

$2,950,000

3 beds3 baths1,469 sq ft

28 Black Point Rd, Chilmark, MA 02535

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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 Tue Aug 25 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 Basements for Sale in Dukes County

There are currently 96 homes with basements 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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