Dukes County, MA homes for sale & real estate

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ABOUT THIS HOME
Dukes County, MA Homes for Sale
NEWLY LISTED l PRIME 1.14 ACRE PROPERTY IN EDGARTOWN -This conforming R-20 lot offers an exceptional canvas for your estate planning vision. Positioned on an elevated parcel amid a neighborhood of distinguished new homes, the original three-bedroom, two-bath residence provides a foundation from which to create a truly signature property. Ideally situated just minutes from Edgartown Village, with Katama and South Beach only a short distance away, the location blends convenience with coastal appeal. Dual access from Pease's Point Road and Mill Hill enhances the property's versatility. Please note that the listing agent or a representative must be present for all showings.

$3,250,000

3 beds2 baths1,528 sq ft

10 Peases Point Rd, Edgartown, MA 02539

Elevated parcel • R-20 lot • 1.14 acre property

ABOUT THIS HOME
Dukes County, MA Homes for Sale
Custom-built 3-bedroom, 1.5-bath Oak Bluffs home on a quiet circle, offering a peaceful setting with convenient access to down-island attractions, charming town centers and year-round ferries. Features include a large primary bedroom, a convenient first floor bedroom, and an open kitchen dining area flowing to a spacious wooden deck and outdoor shower--perfect for indoor-outdoor living. Beautifully maintained with wood floors, skylights, and abundant natural light throughout, this move-in-ready home blends comfort and style. Ideal for year-round living or seasonal retreat.

$1,095,000

3 beds1.5 baths1,487 sq ft

12 Wheelhouse Way, Oak Bluffs, MA 02557

8,861 sq ft lot • Built 1999 • Listed 15 days

ABOUT THIS HOME
Dukes County, MA Homes for Sale
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 • 3 parking spots

ABOUT THIS HOME
Dukes County, MA Homes for Sale
Country Living so close to Town! Lovely 3 Bedroom 2,304 sq ft Colonial Cape with Garage and lower level living space. with half bath. Open kitchen, dining & entertainment area. Large side deck. Living Room with additional nook. Half bath. Interior stairs to lower level with private exterior entrance and garage. 2nd floor has large primary bedroom with cathedral ceilings, walk through double closet and generous private bath with jacuzzi, separate shower and laundry facilities. Two additional bedrooms. two full baths. Attic. Grassy areas on front and side of property. Small association off West Spring St. R10 Zoning. Propane FHW Heat Pump A/C Radiant Heat on lower level Town Water , T

$1,495,000

3 beds3 baths2,304 sq ft

33 Alyssa Ln, Vineyard Haven, MA 02568

Large side deck • Cathedral ceilings • Jacuzzi

ABOUT THIS HOME
Dukes County, MA Homes for Sale
Find your sweet spot in this charming starter home, ideally located on a quiet street yet within an effortless walk of everything. Forget the car and get your steps in! You're a short jaunt to essentials like Cronig's Market and Shirley's Hardware, AND local favorites including The Maker, Black Dog Cafe, Island Fresh Pizza, Pie Chicks, and Island Adventures Mini Golf. Also within walking distance is the newly renovated Tisbury School! The interior delivers classic warmth, showcasing mellow wide pine floors in the living areas. Enjoy the convenience of an efficient kitchen with deck access, a cheerful updated bathroom, and cozy carpeted bedrooms. Need more space? The full, dry basement is a

$835,000

2 beds1 bath768 sq ft

51 Lantern Ln, Vineyard Haven, MA 02568

0.29 acre lot • 4 parking spots • Built 1968

Property at 7 South Meadow Ln, Oak Bluffs, MA 02557, 4 beds, 3 baths

$1,825,000

4 beds3 baths3,142 sq ft

7 South Meadow Ln, Oak Bluffs, MA 02557

Property at 22 Old Lighthouse Rd, Vineyard Haven, MA 02568, 5 beds, 3 baths

$1,650,000

5 beds3 baths1,811 sq ft

22 Old Lighthouse Rd, Vineyard Haven, MA 02568

Property at 47 Tiffany Dr, Oak Bluffs, MA 02557, 4 beds, 2.5 baths

$2,499,000

4 beds2.5 baths2,544 sq ft

47 Tiffany Dr, Oak Bluffs, MA 02557

Property at 10 Dan'ls Way, West Tisbury, MA 02575, 5 beds, 3 baths

$1,895,000

5 beds3 baths2,552 sq ft

10 Dan'ls Way, West Tisbury, MA 02575

Property at 25 Vineyard Meadow Farms Rd, West Tisbury, MA 02575, 2 beds, 2 baths

$1,100,000

2 beds2 baths1,583 sq ft

25 Vineyard Meadow Farms Rd, West Tisbury, MA 02575

Property at 2 Lincoln Ave, Oak Bluffs, MA 02557, 1 bed, 1 bath

$640,000

1 bed1 bath354 sq ft

2 Lincoln Ave, Oak Bluffs, MA 02557

Property at 14 Twenty First St N, Edgartown, MA 02539, 3 beds, 1.5 baths

$1,200,000

3 beds1.5 baths1 sq ft

14 Twenty First St N, Edgartown, MA 02539

Property at 18 Spruce Gate Rd, Chilmark, MA 02535, 5 beds, 3.5 baths

$12,500,000

5 beds3.5 baths3,700 sq ft

18 Spruce Gate Rd, Chilmark, MA 02535

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 35 Double Ox Rd, Oak Bluffs, MA 02557, 3 beds, 3.5 baths

$2,250,000

3 beds3.5 baths2,475 sq ft

35 Double Ox Rd, Oak Bluffs, MA 02557

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

$1,650,000

2 beds1 bath716 sq ft

46 Tercel Ln, Chilmark, MA 02535

Property at 400 Barnes Rd, Oak Bluffs, MA 02557, 6 beds, 5.5 baths

$6,395,000

6 beds5.5 baths7,000 sq ft

400 Barnes Rd, Oak Bluffs, MA 02557

Property at 344 Greenwood Ave, Vineyard Haven, MA 02568, 4 beds, 2 baths

$1,300,000

4 beds2 baths1,566 sq ft

344 Greenwood Ave, Vineyard Haven, MA 02568

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 2 Lincoln Ave Ave, Oak Bluffs, MA 02557, 1 bath

$640,000

0 beds1 bath354 sq ft

2 Lincoln Ave Ave, Oak Bluffs, MA 02557

Property at 26 Hampson Ave, Oak Bluffs, MA 02557, 2 beds, 2 baths

$999,999

2 beds2 baths1,078 sq ft

26 Hampson Ave, Oak Bluffs, MA 02557

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 60 -R Carol Ln, Oak Bluffs, MA 02557, 2 beds, 1 bath

$799,000

2 beds1 bath624 sq ft

60 -R Carol Ln, Oak Bluffs, MA 02557

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 67 12th St S, Edgartown, MA 02539, 3 beds, 1 bath

$979,000

3 beds1 bath960 sq ft

67 12th St S, Edgartown, MA 02539

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 50 Canonicus Ave, Oak Bluffs, MA 02557, 2 beds, 0.5 baths

$970,000

2 beds0.5 baths953 sq ft

50 Canonicus Ave, Oak Bluffs, MA 02557

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 52 S Summer Street South, Edgartown, MA 02539, 6 beds, 6 baths

$9,795,000

6 beds6 baths6,135 sq ft

52 S Summer Street South, Edgartown, MA 02539

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 159 Lake St, Vineyard Haven, MA 02568, 5 beds, 4 baths

$2,595,000

5 beds4 baths3,329 sq ft

159 Lake 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 34 Davis St, Vineyard Haven, MA 02568, 3 beds, 3.5 baths

$2,195,000

3 beds3.5 baths2,453 sq ft

34 Davis 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 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 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 8 Paddock Rd, Oak Bluffs, MA 02557, 4 beds, 5.5 baths

$5,450,000

4 beds5.5 baths3,300 sq ft

8 Paddock Rd, 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 124 Skiff Ave Unit D10, Vineyard Haven, MA 02568, 3 beds, 2 baths

$725,000

3 beds2 baths1,356 sq ft

124 Skiff Ave Unit D10, Vineyard Haven, MA 02568

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

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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 Nov 24 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.

Average home prices near Dukes County, MA

Cities

Chilmark homes for sale
$3,195,000
Oak Bluffs homes for sale
$1,495,000
Woods Hole homes for sale
$1,695,000
West Tisbury homes for sale
$1,895,000
Vineyard Haven homes for sale
$1,650,000
Edgartown homes for sale
$9,122,500
Tisbury homes for sale
$1,674,500
Aquinnah homes for sale
$7,450,000
Oak Bluffs homes for sale
$1,995,000
Falmouth homes for sale
$875,000

Counties

Plymouth County homes for sale
$707,450
Barnstable County homes for sale
$859,000
Bristol County homes for sale
$576,950

Dukes County, MA real estate trends

All Home Types trends in Dukes County, MA

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$1,475,000

-2.0% YoY | Oct 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Oct 2025

Growth

% YoY

Dukes County, MA

$1,475,000

-2.0%

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