6,312

Homes in ZIP Code 02539

Section Image
  • /16

    $1,750,000

    Pending
    • 3 Beds
    • 3 Baths
    • 2,296 Sq Ft

    177 W Tisbury Rd, Edgartown, MA 02539

    Perched on an elevated half-acre lot, watch horses graze at Sweetened Water Farm from the front porch. This 3-bedroom, 3-bath Edgartown home is situated in a coveted location — less than a mile to Main Street. Easy access to the bike path, close to Morning Glory Farm, Great Pond, and South Beach. Renovate, expand, or reimagine. A connection to town sewer would unlock the potential for SIX

    Emma Kennedy Sandpiper Realty

    177 W Tisbury Rd, Edgartown, MA 02539
  • /35

    $1,000,000

    Sold Jan 21, 2026

    9 Sampson Ave, Edgartown, MA 02539

    • 3 Beds
    • 2 Baths
    • 2,046 Sq Ft
    • Built 1985

    Last Sold Summary

    • 20% Below List Price
    • $489/SF
    • 215 Days On Market

    Current Estimated Value $1,113,236

    Last Listing Agent Lynn Buder Sandpiper Realty

    9 Sampson Ave, Edgartown, MA 02539
    • /42

      Est $3,372,705

      Not Listed For Sale

      16 Mill St, Edgartown, MA 02539

      • 4 Beds
      • 4 Baths
      • 2,090 Sq Ft
      • Built 1908
      16 Mill St, Edgartown, MA 02539

      Last Sold Summary

      • 120 Days On Market

  • /45

    $4,850,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 4,168 Sq Ft

    27 Knoll Dr, Edgartown, MA 02539

    Set the tone the moment you arrive with a dramatic first-floor foyer showcasing post-and-beam construction and warm architectural character. The heart of the home is an expansive great room anchored by a gas fireplace, seamlessly flowing through French doors that open to a sun-drenched pool area—perfect for indoor-outdoor living and entertaining. A generous dining area connects effortlessly to a

    Stacy Ickes Donnelly + Co

    27 Knoll Dr, Edgartown, MA 02539
  • /34

    $1,675,000

    Sold Dec 08, 2025

    78 Whalers Walk, Edgartown, MA 02539

    • 3 Beds
    • 2.5 Baths
    • 1,914 Sq Ft
    • Built 1999

    Last Sold Summary

    • 7% Below List Price
    • $875/SF
    • 88 Days On Market

    Current Estimated Value $1,700,100

    Last Listing Agent Dawn Bellante-Holand Sandpiper Realty

    78 Whalers Walk, Edgartown, MA 02539
    • /29

      Est $2,203,041

      Not Listed For Sale

      22 Kitts Field Cir, Edgartown, MA 02539

      • 3 Beds
      • 2 Baths
      • 1,552 Sq Ft
      • Built 1986
      22 Kitts Field Cir, Edgartown, MA 02539

      Last Sold Summary

      • 11 Days On Market

  • /52

    $2,195,000

    • 5 Beds
    • 3.5 Baths
    • 2,628 Sq Ft

    7 Pip'N Rd, Edgartown, MA 02539

    A true Chappaquiddick escape — where the outdoors is as much a part of the home as anything inside. Tucked within three acres of park-like grounds, meadows and woodland, this rustic yet comfortable compound of two log houses is built for friends and family who love the land, the water, and everything in between.Gather around the custom firepit under a canopy of stars, soak in the sauna and

    Dawn Bellante-Holand Sandpiper Realty

    7 Pip'N Rd, Edgartown, MA 02539
  • /2

    $970,000

    Sold Jun 12, 2026

    62 Winter St Unit 2, Edgartown, MA 02539

    • 2 Beds
    • 1 Bath
    • 1,294 Sq Ft
    • Built 1988

    Last Sold Summary

    • $750/SF
    • 0 Days On Market

    Last Listing Agent LINK Email Cache LINK

    62 Winter St Unit 2, Edgartown, MA 02539
    • /40

      Est $2,241,965

      Not Listed For Sale

      1 Old Squaw Cir, Edgartown, MA 02539

      • 4 Beds
      • 2.5 Baths
      • 2,008 Sq Ft
      • Built 1996
      1 Old Squaw Cir, Edgartown, MA 02539

      Last Sold Summary

      • 52 Days On Market

  • /13

    $6,750,000

    • Land
    • 2.11 Acres
    • $3,199,052 per Acre

    5 Atlantic Dr Unit 5.2, Edgartown, MA 02539

    Located in one of Katama’s most coveted neighborhoods, this 2.11-acre parcel offers stunning ocean views and a direct path to South Beach. Surrounded by high-end homes and just minutes from Edgartown Village, it’s an ideal setting for a custom-built retreat with room for a four bedroom residence with pool and views over the dunes. A rare opportunity to own in this prestigious coastal enclave.

    Deb Levin Studio Realty

    5 Atlantic Dr Unit 5.2, Edgartown, MA 02539
  • /14

    $3,867,650

    Sold Nov 21, 2025

    160 Katama Rd, Edgartown, MA 02539

    • 4 Beds
    • 3.5 Baths
    • 3,000 Sq Ft
    • Built 2004

    Last Sold Summary

    • 3% Below List Price
    • $1,289/SF
    • 101 Days On Market

    Last Listing Agent Bonnie Pierce Wallace & Co. Sotheby's

    160 Katama Rd, Edgartown, MA 02539
    • /47

      Est $4,938,852

      Not Listed For Sale

      5 Armstrong Ln, Edgartown, MA 02539

      • 3 Beds
      • 3.5 Baths
      • 4,084 Sq Ft
      • Built 2005
      5 Armstrong Ln, Edgartown, MA 02539

      Last Sold Summary

      • 572 Days On Market

  • /70

    $3,950,000

    $225K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,397 Sq Ft

    19 Kitts Field Cir, Edgartown, MA 02539

    Old World Vineyard Charm Meets Modern Katama Living. Welcome to this beautifully crafted Katama family compound, a private, thoughtfully designed estate offering timeless elegance and exceptional amenities. Nestled near Edgartown Village, this stunning property includes a four-bedroom main residence with three levels of living space, a charming two-bedroom guest house, pool house, pool, spa,

    Michele Casavant Vineyard Village Realty

    19 Kitts Field Cir, Edgartown, MA 02539
  • /5

    $2,995,000

    Sold Sep 04, 2025

    9 Turkeyland Cove Rd, Edgartown, MA 02539

    • Land
    • 3.01 Acres
    • $995,017 per Acre

    Last Sold Summary

    • 2 Days On Market

    Current Estimated Value $3,139,069

    Last Listing Agent Wendy Harman Compass

    9 Turkeyland Cove Rd, Edgartown, MA 02539
    • /37

      Est $1,875,943

      Not Listed For Sale

      3 Duncan Close, Edgartown, MA 02539

      • 3 Beds
      • 2 Baths
      • 1,668 Sq Ft
      • Built 1979
      3 Duncan Close, Edgartown, MA 02539

      Last Sold Summary

      • 353 Days On Market

  • /3

    $2,850,000

    • Land
    • 1.52 Acres
    • $1,875,000 per Acre

    39 Slough Cove Rd Unit part of, Edgartown, MA 02539

    SPECTACULAR LOCATION! Build Your Katama Dream. Set in one of Martha's Vineyard's most sought-after locations, this newly created 1.5-acre parcel offers a rare opportunity to build your custom island retreat in the heart of Katama. Perfectly sited near the pristine shores of South Beach, the level and conforming R60 lot provides endless potential for a main residence and an outdoor oasis designed

    Francine Agnoli The Agency Martha's Vineyard

    39 Slough Cove Rd Unit part of, Edgartown, MA 02539
  • /7

    $2,995,000

    Sold Sep 04, 2025

    9 Turkeyland Cove Rd Unit 10.31430, Edgartown, MA 02539

    • Land
    • 3.01 Acres
    • $995,017 per Acre

    Last Sold Summary

    • 9% Below List Price
    • 389 Days On Market

    Last Listing Agent Wendy Harman Compass | Point B

    9 Turkeyland Cove Rd Unit 10.31430, Edgartown, MA 02539
    • /34

      Est $4,044,751

      Not Listed For Sale

      26 Morse St, Edgartown, MA 02539

      • 4 Beds
      • 3.5 Baths
      • 2,446 Sq Ft
      • Built 1840
      26 Morse St, Edgartown, MA 02539

      Last Sold Summary

      • 984 Days On Market

  • /30

    $8,950,000

    • 5 Beds
    • 7 Baths
    • 4,078 Sq Ft

    1 Field Club Dr, Edgartown, MA 02539

    Nestled within the prestigious Field Club, this exceptional five-bedroom compound captures the essence of refined island living, blending timeless elegance with modern sophistication. A welcoming foyer introduces a light-filled, open-concept main level designed for both comfort and entertaining. The gourmet kitchen is a standout, featuring high-end appliances, granite countertops, and custom

    Tom Wallace

    1 Field Club Dr, Edgartown, MA 02539
  • /28

    $1,150,000

    Sold May 08, 2026

    18 Windsor Dr, Edgartown, MA 02539

    • 3 Beds
    • 2 Baths
    • 1,294 Sq Ft
    • Built 1981

    Last Sold Summary

    • 15% Above List Price
    • $889/SF
    • 4 Days On Market

    Current Estimated Value $1,045,643

    Last Listing Agent Stephanie Roache Donnelly + Co.

    18 Windsor Dr, Edgartown, MA 02539
    • /29

      Est $1,442,575

      Not Listed For Sale

      87 Schoolhouse Rd, Edgartown, MA 02539

      • 2 Beds
      • 2.5 Baths
      • 1,119 Sq Ft
      • Built 1983
      87 Schoolhouse Rd, Edgartown, MA 02539

      Last Sold Summary

      • 123 Days On Market

  • /39

    $2,950,000

    Open Sat 10AM - 11:30AM $250K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,268 Sq Ft

    23 Thaxter Ln, Edgartown, MA 02539

    OPEN AND AIRY COASTAL RETREAT WITH EASY ACCESS TO SOUTH BEACH and EDGARTOWN VILLAGE. Welcome to this tri-level contemporary home in the heart of KATAMA. This home offers the perfect blend of spacious indoor-outdoor living with three levels of outdoor decking nestled amongst mature vegetation and a quick stroll to South Beach. The home features vaulted ceilings, two first floor bedroom en-suites,

    Michele Casavant Vineyard Village Realty

    23 Thaxter Ln, Edgartown, MA 02539
  • /35

    $1,817,500

    Sold Feb 27, 2026

    32 Flamingo Dr, Edgartown, MA 02539

    • 5 Beds
    • 3 Baths
    • 2,432 Sq Ft
    • Built 1988

    Last Sold Summary

    • 9% Below List Price
    • $747/SF
    • 251 Days On Market

    Current Estimated Value $1,852,297

    Last Listing Agent Skip Dostal Martha's Vineyard R.E.

    32 Flamingo Dr, Edgartown, MA 02539
    • /35

      Est $3,426,635

      Not Listed For Sale

      5 Hillman Dr, Edgartown, MA 02539

      • 4 Beds
      • 3.5 Baths
      • 2,407 Sq Ft
      • Built 1963
      5 Hillman Dr, Edgartown, MA 02539

      Last Sold Summary

      • 35 Days On Market

  • /12

    $2,495,000

    $755K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 936 Sq Ft

    9 N Neck Rd, Edgartown, MA 02539

    COMMANDING WATER VIEWS ON CHAPPAQUIDDICK - This beloved fishing cottage rests high above one of the premier fishing areas on the island of Chappaquiddick. Set apart from the hustle and bustle of downtown, but within easy reach of all Edgartown offers, the pristine views over the wilds of Cape Pogue and the outer harbor bring peace and serenity for all who visit. Fishing, clamming, swimming,

    Leslie C. Floyd Portfolio Properties

    9 N Neck Rd, Edgartown, MA 02539
  • /41

    $1,900,000

    Sold May 01, 2026

    36 Smith Hollow Dr, Edgartown, MA 02539

    • 5 Beds
    • 2.5 Baths
    • 2,836 Sq Ft
    • Built 1985

    Last Sold Summary

    • 4% Below List Price
    • $670/SF
    • 172 Days On Market

    Current Estimated Value $1,933,060

    Last Listing Agent Katherine Donahue Sandpiper Realty

    36 Smith Hollow Dr, Edgartown, MA 02539
    • /30

      Est $2,108,320

      Not Listed For Sale

      55 Old Purchase Rd, Edgartown, MA 02539

      • 5 Beds
      • 3.5 Baths
      • 2,779 Sq Ft
      • Built 1988
      55 Old Purchase Rd, Edgartown, MA 02539

      Last Sold Summary

      • 0 Days On Market

  • /20

    $8,900,000

    • 4 Beds
    • 8 Baths
    • 7,767 Sq Ft

    4 Jacobs Neck Rd, Edgartown, MA 02539

    Extraordinary Privacy in Boldwater, Edgartown. Over 10 acres of pristine acreage abutting extensive conservation land. Dwellings built by master craftsmen with a variety of potential options to combine with your vision of the perfect Vineyard compound for your family and friends to enjoy for generations. Deeded pond and beach access along with association tennis courts and common land are

    Deb Hancock Hancock Real Estate

    4 Jacobs Neck Rd, Edgartown, MA 02539
  • /34

    $3,746,925

    Sold Nov 14, 2025

    39 Sengekontacket Rd, Edgartown, MA 02539

    • 4 Beds
    • 3.5 Baths
    • 2,861 Sq Ft
    • Built 1974

    Last Sold Summary

    • 8% Below List Price
    • $1,310/SF
    • 114 Days On Market

    Current Estimated Value $3,690,250

    Last Listing Agent Jayne Isford Ocean Park Realty Inc

    39 Sengekontacket Rd, Edgartown, MA 02539
    • /22

      Est $1,045,445

      Not Listed For Sale

      10 Saddle Club Rd, Edgartown, MA 02539

      • 3 Beds
      • 2 Baths
      • 1,025 Sq Ft
      • Built 1985
      10 Saddle Club Rd, Edgartown, MA 02539

      Last Sold Summary

      • 102 Days On Market

  • /6

    $2,795,000

    • Land
    • 0 Sq Ft

    Lot 4B Browns Farm Ln, Edgartown, MA 02539

    Tucked off Meetinghouse Way, this 3-acre parcel offers an opportunity to create something lasting on the Vineyard. Open pasture sweeps across the property's core, framed by bordering woodland that lends a sense of privacy without sacrificing the light and openness that makes the setting so appealing. Just under 2.5 miles from the Village and South Beach, the location balances seclusion with easy

    Courtney Marek

    Lot 4B Browns Farm Ln, Edgartown, MA 02539
  • /2

    $24,000,000

    Sold Jan 28, 2026

    177 Katama Rd, Edgartown, MA 02539

    • 5 Beds
    • 4 Baths
    • 3,728 Sq Ft
    • Built 1900

    Last Sold Summary

    • $6,438/SF
    • 0 Days On Market

    Current Estimated Value $11,812,786

    Last Listing Agent Thomas Leclair Landvest MV

    177 Katama Rd, Edgartown, MA 02539
    • /47

      Est $2,037,186

      Not Listed For Sale

      16 Fishermans Knot Rd, Edgartown, MA 02539

      • 3 Beds
      • 3.5 Baths
      • 2,417 Sq Ft
      • Built 2002
      16 Fishermans Knot Rd, Edgartown, MA 02539

      Last Sold Summary

      • 24 Days On Market

  • /4

    $925,000

    $70K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    51 Chase Rd, Edgartown, MA 02539

    Edgartown opportunity! Bring your vision to this two-bedroom, one-bath ranch situated close to the heart of downtown Edgartown. This property presents a rare chance to create value in a highly sought-after location. Just minutes to downtown, with off-street parking for three vehicles, the home features functional single-level living, including a living area, kitchen, two bedrooms, and a

    Lisa Gilberto C McManus Realty Group

    51 Chase Rd, Edgartown, MA 02539
  • /33

    $915,000

    Sold Apr 17, 2026

    400 Edgartown-Vineyard Haven Rd, Edgartown, MA 02539

    • 2 Beds
    • 2 Baths
    • 1,352 Sq Ft
    • Built 2001

    Last Sold Summary

    • 16% Below List Price
    • $677/SF
    • 286 Days On Market

    Last Listing Agent Kelly Mercier The Agency

    400 Edgartown-Vineyard Haven Rd, Edgartown, MA 02539
    • /19

      Est $2,325,758

      Not Listed For Sale

      30 Deacon Vincent Way, Edgartown, MA 02539

      • 3 Beds
      • 3 Baths
      • 2,784 Sq Ft
      • Built 2003
      30 Deacon Vincent Way, Edgartown, MA 02539

      Last Sold Summary

      • 208 Days On Market

  • /26

    $1,800,000

    $300K PRICE DROP Pending Pre-Foreclosure
    • 4 Beds
    • 2 Baths
    • 2,518 Sq Ft

    32 Norton Orchard Rd, Edgartown, MA 02539

    Being Sold Turnkey/furnished. Prime Edgartown Location close to Downtown Edgartown dining, shopping, Edgartown Golf Club and many popular beaches. This four bedroom home features four private bedrooms all with en suite full baths. Two bedrooms on the first floor and two bedrooms on the second floor all with private full baths. Bright, sunny kitchen with large tall windows and vaulted ceiling. The

    Janna O'Loughlin Portfolio Properties

    32 Norton Orchard Rd, Edgartown, MA 02539
  • /22

    $1,100,000

    Sold Apr 30, 2026

    14 21st St N, Edgartown, MA 02539

    • 3 Beds
    • 1.5 Baths
    • 1,304 Sq Ft
    • Built 1978

    Last Sold Summary

    • 8% Below List Price
    • $844/SF
    • 141 Days On Market

    Current Estimated Value $1,157,876

    Last Listing Agent Fran Agnoli The Agency

    14 21st St N, Edgartown, MA 02539
    • /16

      Est $1,428,296

      Not Listed For Sale

      44 Jeremiah Rd, Edgartown, MA 02539

      • 2 Beds
      • 2 Baths
      • 1,380 Sq Ft
      • Built 1996
      44 Jeremiah Rd, Edgartown, MA 02539

      Last Sold Summary

      • 0 Days On Market

  • /31

    $7,250,000

    Pending
    • 5 Beds
    • 6.5 Baths
    • 5,454 Sq Ft

    54 Fuller St, Edgartown, MA 02539

    This stately Greek Revival home lies on beautiful Fuller Street and a short walk to the beach. This 5-bedroom / 5.5-bath home features a beautiful foyer with arches and paneling leading past a grand staircase to a beautiful family room, kitchen and screened porch overlooking the backyard. There is an ensuite ground first floor bedroom and office off the hall as well as a side mudroom entry and

    Gerrett Conover Landvest MV

    54 Fuller St, Edgartown, MA 02539

Showing Results 121 - 160, Page 4 of 18

How to Buy a Home How to Finance a Home How to Sell a Home