02539, MA homes for sale & real estate

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ABOUT THIS HOME
02539, MA Homes for Sale
Fresh, stylish, and fun best describe this inviting four-bedroom Edgartown home with a newly completed pool! Thoughtfully renovated from top to bottom, the interior offers warm, functional living spaces where every detail has been carefully considered. The same level of attention carries outdoors to a true backyard oasis, complete with a heated saltwater pool, multiple patios, a pergola, and an expansive lawn perfect for entertaining or relaxing. Connected to town sewer, the property is approved for up to seven bedrooms--offering exceptional flexibility for future expansion and added value. The location affords both privacy and convenience, with all downtown amenities and South Beach within

$2,495,000

4 beds3 baths1,968 sq ft

105 Whalers Walk, Edgartown, MA 02539

Multiple patios • Expansive lawn • Backyard oasis

ABOUT THIS HOME
02539, MA Homes for Sale
Post-and-beam style Edgartown home in a quiet, established neighborhood just minutes from downtown. This year-round property offers functional living spaces, a thoughtful layout, and generous outdoor areas ideal for relaxing or entertaining. The property is currently configured as a three-bedroom, 1-1/2 bathroom main house with a 1BR/1BA accessory apartment over a one-car, detached garage on a 1/2 acre lot. The garage structure also boasts a finished first floor studio space. The large, level lot also presents an excellent opportunity for those looking to start new and create a custom island retreat or private oasis complete with a pool. This property can be connected to town sewer and supp

$3,895,000

4 beds2.5 baths2,243 sq ft

44 Plantingfield Way, Edgartown, MA 02539

Thoughtful layout • Large level lot • Move in ready

ABOUT THIS HOME
02539, 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
02539, MA Homes for Sale
Welcome to your perfect island retreat in the heart of Edgartown conveniently located in a quiet neighborhood off of Edgartown West Tisbury Road. This charming 3-bedroom, 2.5 bathroom home offers the ideal blend of comfort, and functionality. Nestled on a quiet street, the property features an oversized two-car garage--perfect for storing vehicles, bikes, and beach gear, or even setting up a workshop or studio space. This structure also has the potential for additional living space with town approvals. Inside, the home boasts a bright and open layout with generous living spaces, a well-appointed kitchen, and a cozy dining area perfect for entertaining. The bedrooms are spacious and filled w

$1,250,000

3 beds2.5 baths1,822 sq ft

1 Saddle Club Rd, Edgartown, MA 02539

0.5 acre lot • 2 garage spots • Built 1988

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

Property at 112 Third Street North, Edgartown, MA 02539, 3 beds, 2 baths

$1,250,000

3 beds2 baths1,196 sq ft

112 Third Street North, Edgartown, MA 02539

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

$969,000

3 beds1 bath960 sq ft

67 12th St S, 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 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 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 6 Janes Cove Rd, Edgartown, MA 02539, 6 beds, 6.5 baths

$7,950,000

6 beds6.5 baths6,927 sq ft

6 Janes Cove Rd, 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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

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 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 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 99 Old Purchase Rd, Edgartown, MA 02539, 4 beds, 2.5 baths

$1,895,000

4 beds2.5 baths2,064 sq ft

99 Old Purchase Rd, Edgartown, MA 02539

Property at 7 Martha's Way, Edgartown, MA 02539, 4 beds, 4.5 baths

$4,800,000

4 beds4.5 baths3,816 sq ft

7 Martha's Way, Edgartown, MA 02539

Property at 1 Field Club Dr, Edgartown, MA 02539, 5 beds, 4 baths

$9,250,000

5 beds4 baths3,550 sq ft

1 Field Club Dr, Edgartown, MA 02539

Property at 36 Boylston Dr, Edgartown, MA 02539

$475,000

— beds— baths— sq ft

36 Boylston Dr, Edgartown, MA 02539

Property at 9 Maqua Way, Edgartown, MA 02539

$2,450,000

— beds— baths— sq ft

9 Maqua Way, Edgartown, MA 02539

Property at 5 Louis Fld, Edgartown, MA 02539

$2,000,000

— beds— baths— sq ft

5 Louis Fld, Edgartown, MA 02539

Property at 39 Slough Cove Road part of, Edgartown, MA 02539

$2,850,000

— beds— baths— sq ft

39 Slough Cove Road part of, Edgartown, MA 02539

Property at 25 Coffins Field Rd, Edgartown, MA 02539

$1,100,000

— beds— baths— sq ft

25 Coffins Field 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 Thu Dec 25 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)

$2,075,000

-16.6% YoY | Nov 2025

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5 year

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

Location

Data

Nov 2025

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% YoY

02539, MA

$2,075,000

-16.6%

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