Homes with Parking for Sale in Dukes County, MA

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ABOUT THIS HOME
Home with Parking for sale in Dukes County, MA:
Renovated Edgartown Retreat With Pool, Terrace + Outdoor Entertaining Pavilions - Designed for relaxed indoor-outdoor living, this recently renovated four-bedroom, three-bath Edgartown home is set on just under an acre and centered around an exceptional new backyard retreat. From quiet mornings by the pool to leisurely dinners beneath the pergolas, the property offers a welcoming setting for enjoying the Vineyard lifestyle. The pool features a sun shelf and built-in seating and is surrounded by an expansive stone terrace with generous room for lounging and entertaining. Two pergola pavilions create a stylish open-air living area with dedicated lounge and dining spaces, while an outdoor show

$2,395,000

4 beds3 baths1,968 sq ft

105 Whalers Walk, Edgartown, MA 02539

Sun shelf • Built-in seating • Outdoor shower

FLOOR PLAN

ABOUT THIS HOME
Home with Parking for sale in Dukes County, MA:
This enchanting artist-designed property is tucked away on 2.9 private acres in West Tisbury, a thoughtfully composed retreat with pastoral meadows, mature landscaping, and an unmistakable sense of intention and sophisticated taste. The two-bedroom, two-bathroom Main House is complemented by a spacious two-bedroom, one-bathroom Guest Studio with a fireplace, offering a combined 3,771 square feet of living space. A gunite swimming pool, gardens, expansive lawn areas, outdoor shower, and one-car garage complete the setting. Renovated in 2013 and equipped with central air conditioning, the property feels wonderfully secluded while remaining centrally located for convenient access to both up an

$2,200,000

4 beds3 baths3,771 sq ft

99 Oak Ln, West Tisbury, MA 02575

Private acres • Gunite swimming pool • Future expansion

ABOUT THIS HOME
Home with Parking 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 Parking 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

ABOUT THIS HOME
Home with Parking for sale in Dukes County, MA:
You truly can have it all—just over a mile from the Chappaquiddick Ferry and the shops and restaurants of Edgartown Village, yet set along one of the most spectacular stretches of beach, with a 190’ private dock with mooring and sweeping views across Edgartown Outer Harbor to the iconic Edgartown Lighthouse. A gentle slope leads to the sandy shore, where days unfold along the pristine waters of the harbor. Inside, casual elegance defines the home, with a seamless blend of gracious formal spaces and inviting areas for relaxed gatherings. An enclosed porch opens onto a spacious deck overlooking the harbor, creating the perfect setting to take in picture-worthy sunsets, the beloved

$12,250,000

7 beds4 baths4,855 sq ft

139 Chappaquiddick Rd, Edgartown, MA 02539

Clay tennis court • Private dock • Sweeping views

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 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 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 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 528 Main St, Vineyard Haven, MA 02568, 4 beds, 4 baths

$1,800,000

4 beds4 baths2,670 sq ft

528 Main St, Vineyard Haven, MA 02568

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 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 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 30 Water Gate Rd, Vineyard Haven, MA 02568, 5 beds, 4.5 baths

$3,995,000

5 beds4.5 baths4,816 sq ft

30 Water Gate Rd, Vineyard Haven, MA 02568

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 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 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 312 East Chop Dr, Oak Bluffs, MA 02557, 3 beds, 3 baths

$2,195,000

3 beds3 baths1,425 sq ft

312 East Chop Dr, 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 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 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 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 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 19 Llewellyn Way, Edgartown, MA 02539, 4 beds, 5 baths

$3,200,000

4 beds5 baths3,428 sq ft

19 Llewellyn Way, 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

Property at 132 South Rd, Chilmark, MA 02535, 3 beds, 3 baths

$1,600,000

3 beds3 baths2,155 sq ft

132 South Rd, Chilmark, MA 02535

Property at 7 Katama Dr, Edgartown, MA 02539, 3 beds, 3.5 baths

$5,795,000

3 beds3.5 baths3,116 sq ft

7 Katama Dr, Edgartown, MA 02539

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 9 Thaxter Ln, Edgartown, MA 02539, 3 beds, 3.5 baths

$3,695,000

3 beds3.5 baths3,056 sq ft

9 Thaxter Ln, Edgartown, MA 02539

Property at 35 South Bowl Rd, Chilmark, MA 02535, 3 beds, 2 baths

$4,995,000

3 beds2 baths2,710 sq ft

35 South Bowl 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 44 Tiffany Dr, Oak Bluffs, MA 02557, 4 beds, 4.5 baths

$2,800,000

4 beds4.5 baths3,927 sq ft

44 Tiffany Dr, Oak Bluffs, MA 02557

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 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 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 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

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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 Parking for Sale in Dukes County

There are currently 62 homes with parking 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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