02539, MA homes for sale & real estate

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ABOUT THIS HOME
02539, MA Homes for Sale
Edgartown Village Opportunity – Main House & New Guest Cottage Tucked just off Upper Main Street, this unique Edgartown property offers exceptional flexibility with two dwellings—perfect for personal use, rental income, or a combination of both. The main house has been thoughtfully updated with numerous improvements, including a new kitchen, renovated bath, upgraded electrical, and HVAC system for year-round comfort. The guest house, newly built in 2025, provides a fresh, turnkey space ideal for guests or rental potential. With a total of four bedrooms between both structures—and the ability to expand to six bedrooms thanks to town water and sewer connection—th

$1,600,000

4 beds3 baths1,738 sq ft

10 Dory Cir, Edgartown, MA 02539

New kitchen • Turnkey space • Upgraded electrical

ABOUT THIS HOME
02539, MA Homes for Sale
Move-in ready 3-bedroom, 1.5-bathroom house with a warm and welcoming interior. The main level includes an efficient kitchen, living room, dining room with sliders to the mahogany deck and outdoor shower, 1 bedroom, laundry, and convenient half-bath. A one car garage is attached to the main level. The 2 large bedrooms and a full bath are located upstairs. Enjoy the private backyard with its well established perennial gardens, complete with a ''she shed''--perfect for relaxing or entertaining. Great location on a paved road with easy access to kayaking, the bike path, Felix Neck, and Town.

$1,200,000

3 beds1.5 baths1 sq ft

14 Twenty First St N, Edgartown, MA 02539

Mahogany deck • Private backyard • Perennial gardens

ABOUT THIS HOME
02539, MA Homes for Sale
27 SEVENTH STREET NORTH, EDGARTOWN offers NEW CONSTRUCTION, with an anticipated completion date in MARCH of 2026; just in time to bring in the 2026 SPRING/SUMMER SEASON! The first floor entry offers an inviting two story foyer which opens to the living room which has a gas fireplace and wall of glass slider doors. Flowing from the living room is the open kitchen area which offers an island with seating for four. The kitchen sports Bosch appliances, an island with a built in drawer microwave, quartz countertops and an easy layout for cooking and entertaining. The kitchen then opens to a separate dining room. A half bath off the living room and a first floor primary bedroom with a luxurious p

$2,400,000

3 beds3.5 baths1,883 sq ft

27 7th St, Edgartown, MA 02539

New construction • Bosch appliances • Gas fireplace

ABOUT THIS HOME
02539, MA Homes for Sale
Just over a mile from South Beach, this inviting Katama retreat is a perfect getaway. This sunlit home offers three bedrooms, one and half baths. Set on a landscaped 3/4-acre lot with pastoral views and peeks of the Ocean from the upper-level deck, the property features a wraparound deck for barbecues and a spacious backyard for games or stargazing. Conveniently close to Edgartown Village, the bike path, and the Field Club, it's a wonderful spot to create lasting Vineyard memories. A fourth bedroom is possible with a new enhanced system per the BOH.

$1,950,000

3 beds1.5 baths1,984 sq ft

19 Katama Dr, Edgartown, MA 02539

Spacious backyard • Peeks of the ocean • Landscaped lot

ABOUT THIS HOME
02539, MA Homes for Sale
Nestled on a lush and private parcel close to The Boulevard, this contemporary three-bedroom, two-bath residence offers the perfect blend of style and comfortable living. Highlights include a gas fireplace, wood floors, an expansive deck to relax on, and established gardens. There’s even a shed to store all your summer gear. Enjoy this oasis as is or use as a foundation for future expansion. Explore the nearby walking trails of Felix Neck Wildlife Sanctuary. For those that love the water, the town landing is less than a mile away. Kayaking, paddleboarding and shell fishing await. Perfect as a year-round residence, summer retreat, or rental (with established history) this versatile hom

$1,275,000

3 beds2 baths1,196 sq ft

112 Third Street North, Edgartown, MA 02539

Wood floors • Gas fireplace • Established gardens

Property at 1 Saddle Club Rd, Edgartown, MA 02539, 3 beds, 2.5 baths

$1,475,000

3 beds2.5 baths1,822 sq ft

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

$995,000

3 beds1 bath960 sq ft

67 12th St S, Edgartown, MA 02539

Property at 58 Road to The Plns, Edgartown, MA 02539, 4 beds, 2 baths

$1,750,000

4 beds2 baths1,342 sq ft

58 Road to The Plns, Edgartown, MA 02539

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

$8,500,000

4 beds5 baths3,497 sq ft

24 Katama Bay View Rd, Edgartown, MA 02539

Property at 48 West Tisbry Rd, Edgartown, MA 02539, 3 beds, 3 baths

$1,350,000

3 beds3 baths1,959 sq ft

48 West Tisbry Rd, Edgartown, MA 02539

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

Property at 8 Old Purchase Way, Edgartown, MA 02539, 4 beds, 2.5 baths

$2,150,000

4 beds2.5 baths2,547 sq ft

8 Old Purchase Way, Edgartown, MA 02539

Property at 10 Duende Ln, Edgartown, MA 02539, 3 beds, 2 baths

$1,950,000

3 beds2 baths2,238 sq ft

10 Duende Ln, Edgartown, MA 02539

Property at 76 Washque Ave, Edgartown, MA 02539, 4 beds, 2.5 baths

$2,575,000

4 beds2.5 baths1,910 sq ft

76 Washque Ave, Edgartown, MA 02539

Property at 1/3/5 Louis Field Rd, Edgartown, MA 02539, 11 beds, 8.5 baths

$8,995,000

11 beds8.5 baths6,289 sq ft

1/3/5 Louis Field Rd, Edgartown, MA 02539

Property at 108 Bay View Ave, Edgartown, MA 02539, 2 beds, 0.5 baths

$1,700,000

2 beds0.5 baths601 sq ft

108 Bay View Ave, Edgartown, MA 02539

Property at 8 Court St, Edgartown, MA 02539, 3 beds, 2 baths

$1,500,000

3 beds2 baths1,188 sq ft

8 Court St, Edgartown, MA 02539

Property at 14 Trapps Pond Rd, Edgartown, MA 02539, 7 beds, 7 baths

$10,850,000

7 beds7 baths12,051 sq ft

14 Trapps Pond Rd, Edgartown, MA 02539

Property at 25 Lelands Path, Edgartown, MA 02539, 6 beds, 7.5 baths

$9,995,000

6 beds7.5 baths7,205 sq ft

25 Lelands Path, Edgartown, MA 02539

Property at 36 Smith Hollow Dr, Edgartown, MA 02539, 6 beds, 2.5 baths

$1,985,000

6 beds2.5 baths2,836 sq ft

36 Smith Hollow Dr, Edgartown, MA 02539

Property at 108 Bay Vw, Edgartown, MA 02539, 2 beds, 0.5 baths

$1,700,000

2 beds0.5 baths601 sq ft

108 Bay Vw, Edgartown, MA 02539

Property at 32 Norton Orchard Rd, Edgartown, MA 02539, 4 beds, 5 baths

$1,955,000

4 beds5 baths2,518 sq ft

32 Norton Orchard Rd, Edgartown, MA 02539

Property at 23 Pinehurst Rd, Edgartown, MA 02539, 6 beds, 5.5 baths

$4,900,000

6 beds5.5 baths5,394 sq ft

23 Pinehurst Rd, Edgartown, MA 02539

Property at 9 Sampson Ave, Edgartown, MA 02539, 3 beds, 2 baths

$1,095,000

3 beds2 baths2,046 sq ft

9 Sampson Ave, Edgartown, MA 02539

Property at 43 Peases Point Way S, Edgartown, MA 02539, 4 beds, 6 baths

$9,499,000

4 beds6 baths5,458 sq ft

43 Peases Point Way S, Edgartown, MA 02539

Property at 68 N Water St, Edgartown, MA 02539, 6 beds, 7.5 baths

$15,500,000

6 beds7.5 baths1,320 sq ft

68 N Water St, Edgartown, MA 02539

Property at 71 Sixth St N, Edgartown, MA 02539, 3 beds, 2.5 baths

$1,695,000

3 beds2.5 baths2,236 sq ft

71 Sixth St N, Edgartown, MA 02539

Property at 357 W Tisbury Rd, Edgartown, MA 02539, 5 beds, 4.5 baths

$2,650,000

5 beds4.5 baths4,115 sq ft

357 W Tisbury Rd, Edgartown, MA 02539

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 28 Martha's Rd, Edgartown, MA 02539, 4 beds, 3.5 baths

$2,750,000

4 beds3.5 baths2,566 sq ft

28 Martha's Rd, Edgartown, MA 02539

Property at 5 Pip'n Rd, Edgartown, MA 02539, 3 beds, 2 baths

$1,395,000

3 beds2 baths1,800 sq ft

5 Pip'n Rd, Edgartown, MA 02539

Property at 4 Hye Ln, Edgartown, MA 02539, 4 beds, 3 baths

$1,850,000

4 beds3 baths2,068 sq ft

4 Hye Ln, Edgartown, MA 02539

Property at 11 Bernard Way, Edgartown, MA 02539, 5 beds, 5.5 baths

$4,250,000

5 beds5.5 baths2,205 sq ft

11 Bernard Way, Edgartown, MA 02539

Property at 7 Clark Dr, Edgartown, MA 02539, 4 beds, 5 baths

$4,800,000

4 beds5 baths4,280 sq ft

7 Clark Dr, Edgartown, MA 02539

Property at 4 Somerset Ln, Edgartown, MA 02539, 4 beds, 4.5 baths

$5,750,000

4 beds4.5 baths3,643 sq ft

4 Somerset Ln, Edgartown, MA 02539

Property at 135 The Boulevard &110 Pilgrim Rd, Edgartown, MA 02539, 4 beds, 3.5 baths

$5,999,000

4 beds3.5 baths2,995 sq ft

135 The Boulevard &110 Pilgrim Rd, Edgartown, MA 02539

Property at 72 Chappaquiddick Ave, Edgartown, MA 02539, 8 beds, 7.5 baths

$2,999,000

8 beds7.5 baths3,770 sq ft

72 Chappaquiddick Ave, 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 10 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 02539, MA

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02539, MA real estate trends

All Home Types trends in 02539, MA

Median Sale Price
# of Homes Sold
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All Home Types

Median Sale Price (All Home Types)

$1,775,000

-10.1% YoY | Sep 2025

1 year
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5 year

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

Location

Data

Sep 2025

Growth

% YoY

02539, MA

$1,775,000

-10.1%

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