6,312

Homes in ZIP Code 02539

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  • /56

    $9,995,000

    • 6 Beds
    • 7.5 Baths
    • 7,205 Sq Ft

    25 Lelands Path, Edgartown, MA 02539

    YOUR OWN PRIVATE WATERFRONT OASIS: CAPTIVATING ESTATE LIVING. This extraordinary Katama Bay waterfront retreat blends timeless coastal architecture, refined interiors, and the natural beauty of Chappaquiddick in unforgettable fashion. Designed by noted architect Patrick Ahearn, this magnificent residence is privately sited at the end of a winding drive on 16.4 acres, offering more than 7,200

    Agent Photo

    Wendy Harman

    Compass | Point B

    25 Lelands Path, Edgartown, MA 02539
  • /12

    $5,500 Per Month

    • 3 Beds
    • 2 Baths
    • 2,200 Sq Ft
    • House for Rent

    2 Fishermans Knot Rd Ed309 Unit 1, Edgartown, MA 02539

    THIS PROPERTY IS A WEEKLY VACATION RENTAL PROPERTY. The home’s timeless interior offers a sitting room with a wood-burning fireplace, a hallway opening to a large, bright, modern kitchen featuring a Viking range and large dining table. Ample counter space and a wall of built-ins are the perfect complement to family and friends that enjoy cooking together. A gas grill and outdoor seating are only

    Karen Overtoom Karen M. Overtoom R.E.

    2 Fishermans Knot Rd Ed309 Unit 1, Edgartown, MA 02539
  • /2

    $10,189,494

    Sold Nov 03, 2025

    55 King Point Way, Edgartown, MA 02539

    • 4 Beds
    • 8 Baths
    • 9,900 Sq Ft
    • Built 2021

    Last Sold Summary

    • $1,029/SF
    • 0 Days On Market

    Last Listing Agent LINK Email Cache LINK

    55 King Point Way, Edgartown, MA 02539
    • /26

      Est $1,090,775

      Not Listed For Sale

      17 Meetinghouse Village Way, Edgartown, MA 02539

      • 2 Beds
      • 2 Baths
      • 1,202 Sq Ft
      • Built 1987
      17 Meetinghouse Village Way, Edgartown, MA 02539

      Last Sold Summary

      • 254 Days On Market

  • /53

    $3,695,900

    • 3 Beds
    • 4.5 Baths
    • 3,056 Sq Ft

    9 Thaxter Ln, Edgartown, MA 02539

    A CONTEMPORARY KATAMA RETREAT, NEWLY REFRESHED AND READY FOR SUMMER. Set in one of Edgartown’s most coveted coastal enclaves, this contemporary retreat captures the effortless rhythm of Katama living: sun-filled interiors, generous gathering spaces, ocean breezes, and a private backyard oasis designed for long summer days by the pool. Moments from South Beach, this tri-level contemporary offers

    Agent Photo

    Wendy Harman

    Compass | Point B

    9 Thaxter Ln, Edgartown, MA 02539
  • /27

    $21,700 Per Month

    • 5 Beds
    • 3 Baths
    • 2,168 Sq Ft
    • House for Rent

    97 3rd St N, Edgartown, MA 02539

    YOUR VINEYARD ESCAPE AWAITS! This sizable vintage rental with water views of Sengekontacket Pond and beyond is ideal for your island getaway. Boasting multiple levels of living and porches that take advantage of views, the main floor is awash in seaside tones. Display a raw bar on the center island and top off beverages in the kitchen before relaxing in the sunroom as you enjoy the painterly sky

    Fine Homes Group Keller Williams Realty Boston-Metro | Back Bay

    97 3rd St N, Edgartown, MA 02539
  • /28

    $1,350,000

    Sold Nov 20, 2025

    16 Majors Cove Ln, Edgartown, MA 02539

    • 3 Beds
    • 2 Baths
    • 1,965 Sq Ft
    • Built 1986

    Last Sold Summary

    • 26% Below List Price
    • $687/SF
    • 156 Days On Market

    Current Estimated Value $1,428,616

    Last Listing Agent Stephanie Roache Donnelly + Co

    16 Majors Cove Ln, Edgartown, MA 02539
    • /41

      Not Listed For Sale

      3A Magnolia Way, Edgartown, MA 02539

      • 4 Beds
      • 5 Baths
      • 2,150 Sq Ft
      • Built 2007
      3A Magnolia Way, Edgartown, MA 02539

      Last Sold Summary

      • 268 Days On Market

  • /6

    $1,125,000

    • Land
    • 10,018 Sq Ft
    • $4,891,304 per Acre

    15 Chapman La, Edgartown, MA 02539

    Opportunity Abounds - This conforming parcel offers a great opportunity to build with close proximity to Edgartown Village! This adjoining lot offers ability to connect to Town Water and Sewer creating the perfect setting for your custom dream home or next investment. Located just moments from shops, restaurants, parks, and everyday conveniences, this is a chance to enjoy all the benefits of

    Agent Photo

    Wendy Harman

    Compass

    15 Chapman La, Edgartown, MA 02539
  • /17

    $48,000 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,675 Sq Ft
    • House for Rent

    9 Thaxter Lane Ed310, Edgartown, MA 02539

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $14,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Enjoy the pool with this Stunning custom designed and professionally decorated Tri Level contemporary home with open floor plan. Once inside you will be captivated by the dramatic open spaces, soaring ceiling and walls of glass. Located in a high end neighborhood within

    Karen Overtoom Karen M. Overtoom R.E.

    9 Thaxter Lane Ed310, Edgartown, MA 02539
  • /29

    $1,970,000

    Sold Jun 26, 2025

    493 Katama Rd Unit E2, Edgartown, MA 02539

    • 3 Beds
    • 2.5 Baths
    • 1,410 Sq Ft
    • Built 1973

    Last Sold Summary

    • 2% Below List Price
    • $1,397/SF
    • 0 Days On Market

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

    493 Katama Rd Unit E2, Edgartown, MA 02539
    • /16

      Not Listed For Sale

      38 N Water St Unit R-2, Edgartown, MA 02539

      • 2 Beds
      • 2 Baths
      • 795 Sq Ft
      • Built 1890
      38 N Water St Unit R-2, Edgartown, MA 02539

      Last Sold Summary

      • 8 Days On Market

  • /26

    $1,395,000

    • 3 Beds
    • 1 Bath
    • 1,066 Sq Ft

    17 Chapman Ln, Edgartown, MA 02539

    OPPORTUNITY KNOCKS: Located within close proximity to Edgartown Village shops, restaurants, parks, and everyday conveniences, this fixer upper offers the rare chance to renovate in a location that truly shines. This property is full of potential for buyers, investors, or renovators looking to create something special. Bring your vision and transform this property into your signature retreat,

    Agent Photo

    Wendy Harman

    Compass | Point B

    17 Chapman Ln, Edgartown, MA 02539
  • /29

    $11,000 Per Month

    • 4 Beds
    • 2 Baths
    • 1,750 Sq Ft
    • House for Rent

    29 Mercier Way, Edgartown, MA 02539

    **SUMMER RATE$ 9,500-$11,000 WEEKLY** Freshly remodeled 4 bed, 2 full bath coastal cape with all new furnishings, flawless finishes, large private yard, close to South Beach, bike path and downtown Edgartown. Large family room with vaulted ceiling and large TV , gorgeous kitchen with all new stainless appliances, vaulted ceilings, sky lights, custom blue stone countertop, island eatery, and wine

    Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

    29 Mercier Way, Edgartown, MA 02539
  • /26

    $1,500,000

    Sold Mar 30, 2026

    68 20th St S, Edgartown, MA 02539

    • 4 Beds
    • 3 Baths
    • 1,975 Sq Ft
    • Built 1997

    Last Sold Summary

    • 6% Below List Price
    • $759/SF
    • 28 Days On Market

    Current Estimated Value $1,536,894

    Last Listing Agent Carol Shore Donnelly + Co

    68 20th St S, Edgartown, MA 02539
    • /2

      Est $2,536,942

      Not Listed For Sale

      28 Woodhaven Dr, Edgartown, MA 02539

      • 3 Beds
      • Built 2013
      28 Woodhaven Dr, Edgartown, MA 02539

      Last Sold Summary

      • 6,292 Days On Market

  • /23

    $1,495,000

    • 3 Beds
    • 2 Baths
    • 1,588 Sq Ft

    44 Prices Way, Edgartown, MA 02539

    CONTEMPORARY ISLAND RETREAT. As a smart opportunity for Vineyard buyers seeking a low-maintenance Island home close to Edgartown Village, this contemporary home offers easy access to shopping, services, and the bicycle path connecting the three down-Island towns. Whether used as a year-round residence, seasonal getaway or potential vacation rental, the setting and layout make it easy to enjoy the

    Agent Photo

    Wendy Harman

    Compass | Point B

    44 Prices Way, Edgartown, MA 02539
  • /29

    $18,000 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,027 Sq Ft
    • House for Rent

    12 Cottle Lane Ed341, Edgartown, MA 02539

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This four bedroom Victorian home is located close to the Edgartown Village for shopping, theater or restaurants. Walk to Fulton Street Beach. All new appliances have been added recently as well as a number of room AC units throughout the house.

    Karen Overtoom Karen M. Overtoom R.E.

    12 Cottle Lane Ed341, Edgartown, MA 02539
  • /2

    $3,300,000

    Sold Dec 09, 2025

    1 Muskoday Way, Edgartown, MA 02539

    • 3 Beds
    • 2 Baths
    • 2,194 Sq Ft
    • Built 1972

    Last Sold Summary

    • $1,504/SF
    • 0 Days On Market

    Current Estimated Value $2,964,363

    Last Listing Agent LINK Email Cache LINK

    1 Muskoday Way, Edgartown, MA 02539
    • /37

      Est $3,704,866

      Not Listed For Sale

      149 Litchfield Rd, Edgartown, MA 02539

      • 3 Beds
      • 5 Baths
      • 4,417 Sq Ft
      • Built 2011
      149 Litchfield Rd, Edgartown, MA 02539

      Last Sold Summary

      • 12 Days On Market

  • /71

    $6,595,000

    • 4 Beds
    • 7 Baths
    • 3,717 Sq Ft

    17 Town Lot Rd, Edgartown, MA 02539

    COASTAL CHIC LIVING WITH POOL AND POOL HOUSE NEAR KATAMA BAY. Perfectly positioned in the highly coveted Edgartown Bay Road area, just moments from the Town Landing on Katama Bay, this custom-built coastal residence offers the very best of the Vineyard lifestyle—effortless, elegant, and ready for immediate enjoyment. Designed and built as a builder’s own home, every detail reflects exceptional

    Agent Photo

    Wendy Harman

    Compass | Point B

    17 Town Lot Rd, Edgartown, MA 02539
  • /40

    $16,400 Per Month

    • 3 Beds
    • 2 Baths
    • 2,200 Sq Ft
    • House for Rent

    20 Katama Bay Rd Ed350, Edgartown, MA 02539

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,100. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Lovely Edgartown Bay Road area. This 3 bedroom newly decorated home is very close to South Beach. Easy access to town. Large grassy yard for the kids to play on.

    Karen Overtoom Karen M. Overtoom R.E.

    20 Katama Bay Rd Ed350, Edgartown, MA 02539
  • /24

    $3,300,000

    Sold Sep 18, 2025

    28 Crocker Dr, Edgartown, MA 02539

    • 4 Beds
    • 6 Baths
    • 3,793 Sq Ft
    • Built 1960

    Last Sold Summary

    • 11% Below List Price
    • $870/SF
    • 139 Days On Market

    Current Estimated Value $3,441,102

    Last Listing Agent Jennifer O'hanlon Compass

    28 Crocker Dr, Edgartown, MA 02539
    • /26

      Est $3,507,205

      Not Listed For Sale

      53 Pinehurst Rd, Edgartown, MA 02539

      • 4 Beds
      • 5.5 Baths
      • 3,916 Sq Ft
      • Built 2018
      53 Pinehurst Rd, Edgartown, MA 02539

      Last Sold Summary

      • 50 Days On Market

  • /58

    $9,495,000

    • 4 Beds
    • 6 Baths
    • 4,605 Sq Ft

    29 Slough Cove Rd, Edgartown, MA 02539

    TIMELESS ARCHITECT-DESIGNED KATAMA RETREAT MADE FOR SUMMER LIVING. At the end of a long private drive, tucked into a quiet 1.5-acre setting near South Beach, this Patrick Ahearn-designed Katama estate feels like a true Vineyard retreat . . . elegant, relaxed, and made for gathering. The home brings Ahearn’s award-winning coastal architecture to life with style, sophistication, and luxury

    Agent Photo

    Wendy Harman

    Compass | Point B

    29 Slough Cove Rd, Edgartown, MA 02539
  • /8

    $13,600 Per Month

    • 2 Beds
    • 2 Baths
    • 1,967 Sq Ft
    • Condo for Rent

    1 Meetinghouse Village Way Unit 1 ED335, Edgartown, MA 02539

    THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Enjoy this well appointed and immaculately clean two bedroom condo located just steps from the association pool and a short drive to South Beach with its gorgeous white sands. An open living room, kitchen and dining room with walk-out access to the deck and back yard offer plenty of gathering spaces to enjoy your company over meals, snacks and games

    Karen Overtoom Karen M. Overtoom R.E.

    1 Meetinghouse Village Way Unit 1 ED335, Edgartown, MA 02539
  • /18

    $4,200,000

    Sold Jan 15, 2026

    1 Wilsons Ln, Edgartown, MA 02539

    • 4 Beds
    • 3.5 Baths
    • 3,715 Sq Ft
    • Built 2025

    Last Sold Summary

    • $1,131/SF
    • 68 Days On Market

    Current Estimated Value $3,711,224

    Last Listing Agent Michele Casavant Vineyard Village Realty

    1 Wilsons Ln, Edgartown, MA 02539
    • /15

      Est $1,148,147

      Not Listed For Sale

      15 14th St N, Edgartown, MA 02539

      • 2 Beds
      • 2 Baths
      • 1,056 Sq Ft
      • Built 2018
      15 14th St N, Edgartown, MA 02539

      Last Sold Summary

      • 55 Days On Market

  • /34

    $2,150,000

    Pending
    • 3 Beds
    • 3 Baths
    • 2,126 Sq Ft

    17 Oakdale Dr, Edgartown, MA 02539

    PRIVATE EDGARTOWN RETREAT WITH TIMELESS COTTAGE CHARM. Tucked away in a quiet and serene setting on the edge of Edgartown Village, this charming Vineyard retreat is ideally positioned halfway between town and State Beach, with the bicycle path nearby for easy access to both. Set along a private lane and bordered by classic Vineyard stonewalls, the property offers a rare sense of privacy with an

    Agent Photo

    Wendy Harman

    Compass | Point B

    17 Oakdale Dr, Edgartown, MA 02539
  • /23

    $36,000 Per Month

    • 3 Beds
    • 3 Baths
    • 2,556 Sq Ft
    • House for Rent

    74 Turkeyland Cove Rd Ed306, Edgartown, MA 02539

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $9,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Less than 5 miles from the center of town, the property is a 3 bedroom uniquely-designed guest house which provides the space needed for a large family or visiting guests. Most of the living/entertaining space is on the second floor. The kitchen has granite countertops,

    Karen Overtoom Karen M. Overtoom R.E.

    74 Turkeyland Cove Rd Ed306, Edgartown, MA 02539
  • /26

    $1,500,000

    Sold Sep 03, 2025

    37 Knoll Dr, Edgartown, MA 02539

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft
    • Built 1972

    Last Sold Summary

    • 15% Below List Price
    • $1,218/SF
    • 158 Days On Market

    Current Estimated Value $1,588,026

    Last Listing Agent Josseph Barkett Compass

    37 Knoll Dr, Edgartown, MA 02539
    • /45

      Est $1,777,078

      Not Listed For Sale

      38 Edgewood Dr, Edgartown, MA 02539

      • 3 Beds
      • 2.5 Baths
      • 2,576 Sq Ft
      • Built 1987
      38 Edgewood Dr, Edgartown, MA 02539

      Last Sold Summary

      • 48 Days On Market

  • /26

    $1,395,000

    • 3 Beds
    • 1 Bath
    • 1,066 Sq Ft

    17 Chapman La, Edgartown, MA 02539

    Opportunity Knocks - Located within close proximity to Edgartown Village shops, restaurants, parks, and everyday conveniences, this fixer upper offers the rare chance to renovate in a location that truly shines. This property is full of potential for buyers, investors, or renovators looking to create something special. Bring your vision and transform this property into your signature retreat,

    Agent Photo

    Wendy Harman

    Compass

    17 Chapman La, Edgartown, MA 02539
  • /28

    $29,300 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,871 Sq Ft
    • House for Rent

    76 Mattakesett Way Ed313, Edgartown, MA 02539

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $7,325. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This upside-down house was built in 2007. Sit out on the upper deck to panoramic ocean views or grill your favorite seafood while taking in the view. Watch the sun set to a new and beautiful aurora each night on either of the decks or while lazing on the porch swing.The

    Karen Overtoom Karen M. Overtoom R.E.

    76 Mattakesett Way Ed313, Edgartown, MA 02539
  • /24

    $2,700,000

    Sold Dec 19, 2025

    43 Cottage St, Edgartown, MA 02539

    • 2 Beds
    • 2 Baths
    • 1,112 Sq Ft
    • Built 1945

    Last Sold Summary

    • 16% Below List Price
    • $2,428/SF
    • 7 Days On Market

    Current Estimated Value $2,965,827

    Last Listing Agent Michele Casavant Vineyard Village Realty

    43 Cottage St, Edgartown, MA 02539
    • /41

      Est $2,540,413

      Not Listed For Sale

      53 Peases Point Way N, Edgartown, MA 02539

      • 4 Beds
      • 2 Baths
      • 1,704 Sq Ft
      • Built 1928
      53 Peases Point Way N, Edgartown, MA 02539

      Last Sold Summary

      • 0 Days On Market

  • /6

    $1,125,000

    • Land
    • 10,097 Sq Ft
    • $4,853,322 per Acre

    15 Chapman Ln Unit 111.1, Edgartown, MA 02539

    OPPORTUNITY ABOUNDS: This conforming parcel offers a great opportunity to build with close proximity to Edgartown Village! This adjoining lot offers ability to connect to Town Water and Sewer (see notes below) creating the perfect setting for your custom dream home or next investment. Located just moments from shops, restaurants, parks, and everyday conveniences, this is a chance to enjoy all the

    Agent Photo

    Wendy Harman

    Compass | Point B

    15 Chapman Ln Unit 111.1, Edgartown, MA 02539
  • /8

    $19,000 Per Month

    • 5 Beds
    • 5 Baths
    • 3,137 Sq Ft
    • House for Rent

    19 Morse St, Edgartown, MA 02539

    THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Newly renovated historical home in the heart of Edgartown Village, close to Fuller Street & Lighthouse Beaches. Beautifully designed interior with open gourmet kitchen and pickled hardwood floors, marble countertops, top of the line appliances and a large center island. Cozy family room with fireplace, formal living room, office/den and a full bath all

    Karen Overtoom Karen M. Overtoom R.E.

    19 Morse St, Edgartown, MA 02539
  • /12

    $37,500,000

    Sold Oct 30, 2025

    48 Witchwood Ln, Edgartown, MA 02539

    • 9 Beds
    • 9.5 Baths
    • 16,209 Sq Ft
    • Built 2000

    Last Sold Summary

    • $2,314/SF
    • 0 Days On Market

    Last Listing Agent Gerrett Conover Landvest MV

    48 Witchwood Ln, Edgartown, MA 02539
    • /38

      Not Listed For Sale

      56 Pinehurst Rd, Edgartown, MA 02539

      • 4 Beds
      • 2.5 Baths
      • 2,328 Sq Ft
      • Built 1973
      56 Pinehurst Rd, Edgartown, MA 02539

      Last Sold Summary

      • 141 Days On Market

Showing Results 1 - 40, Page 1 of 18

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