9,185

Edgartown, MA Homes

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  • 8 Old Purchase Way, Edgartown, MA 02539
    8 Old Purchase Way, Edgartown, MA 02539
    8 Old Purchase Way, Edgartown, MA 02539
    /24

    $2,150,000

    • 4 Beds
    • 2.5 Baths
    • 2,547 Sq Ft

    8 Old Purchase Way, Edgartown, MA 02539

    Private, yet close to town. Located at the end of a paved road on a cul-de-sac that abuts 25 acres of conservation land. Enjoy miles of walking/bike trails and ancient roads just out the door. The first floor has an open floor plan with comfortable living / dining area / kitchen areas. There is also a first-floor bedroom/office, new sun room and 1/2 bathroom. Upstairs, there is a large primary

    Tjark Aldeborgh eXp Realty, LLC

    8 Old Purchase Way, Edgartown, MA 02539
  • 2 Upper Douglas Ln, Oak Bluffs, MA 02557
    2 Upper Douglas Ln, Oak Bluffs, MA 02557
    2 Upper Douglas Ln, Oak Bluffs, MA 02557
    /20

    $1,295,000 Sold Sep 05, 2025

    2 Upper Douglas Ln, Oak Bluffs, MA 02557

    • 4 Beds
    • 2 Baths
    • 1,584 Sq Ft
    • Built 1988

    Last Sold Summary

    • 3% Below List Price
    • $818/SF
    • 5 Days On Market

    Current Estimated Value $1,257,177

    Last Listing Agent Lynn Buder Sandpiper Realty

    2 Upper Douglas Ln, Oak Bluffs, MA 02557
    • 134 Katama Rd, Edgartown, MA 02539
      134 Katama Rd, Edgartown, MA 02539
      134 Katama Rd, Edgartown, MA 02539
      /19

      Est $2,193,234 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 1,695 Sq Ft

      134 Katama Rd, Edgartown, MA 02539

      134 Katama Rd, Edgartown, MA 02539
  • 25 Coffins Field Rd Unit 18, Edgartown, MA 02539
    25 Coffins Field Rd Unit 18, Edgartown, MA 02539
    25 Coffins Field Rd Unit 18, Edgartown, MA 02539
    /13

    $1,100,000

    • Land
    • 1 Acre
    • $1,100,000 per Acre

    25 Coffins Field Rd Unit 18, Edgartown, MA 02539

    One-Acre Lot in a Peaceful Edgartown Neighborhood. Build your island dream home on this spacious one acre lot, nestled in a quiet, centrally located Edgartown neighborhood. Enjoy the best of both worlds-a tranquil setting that's just minutes from town, beaches, and all the Vineyard's favorite spots.This 3-bedroom lot offers excellent potential. Per the Board of Health, an enhanced septic

    Casandra Hyland Landmarks at TODAY Real Estate

    25 Coffins Field Rd Unit 18, Edgartown, MA 02539
  • 15 Bold Meadow Ln, Edgartown, MA 02539
    15 Bold Meadow Ln, Edgartown, MA 02539
    15 Bold Meadow Ln, Edgartown, MA 02539
    /35

    $1,786,000 Sold Dec 27, 2024

    15 Bold Meadow Ln, Edgartown, MA 02539

    • 3 Beds
    • 3.5 Baths
    • 1,715 Sq Ft
    • Built 1991

    Last Sold Summary

    • 2% Below List Price
    • $1,041/SF
    • 8 Days On Market

    Current Estimated Value $1,816,387

    Last Listing Agent Wendy Harman Compass

    15 Bold Meadow Ln, Edgartown, MA 02539
    • 79 Peases Point Way S, Edgartown, MA 02539
      79 Peases Point Way S, Edgartown, MA 02539
      79 Peases Point Way S, Edgartown, MA 02539
      /29

      Est $3,345,863 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,048 Sq Ft

      79 Peases Point Way S, Edgartown, MA 02539

      79 Peases Point Way S, Edgartown, MA 02539
  • 11 Boylston Dr Unit 1.314, Edgartown, MA 02539
    11 Boylston Dr Unit 1.314, Edgartown, MA 02539
    11 Boylston Dr Unit 1.314, Edgartown, MA 02539
    /4

    $474,000

    • Land
    • 0.55 Acre
    • $861,818 per Acre

    11 Boylston Dr Unit 1.314, Edgartown, MA 02539

    A picturesque half-acre lot in the desirable Edgartown neighborhood, perfect for building your Martha's Vineyard home. Bordered by more than 175 acres of pristine conservation land, this property offers peaceful surroundings with easy access to the island’s top attractions, including stunning beaches, scenic trails, vast state forests, and public transportation. In accordance with recent

    Alyssa Halisky Wallace & Co. Sotheby's

    11 Boylston Dr Unit 1.314, Edgartown, MA 02539
  • 57 S Summer St, Edgartown, MA 02539
    57 S Summer St, Edgartown, MA 02539
    /2

    $3,900,000 Sold Mar 06, 2025

    57 S Summer St, Edgartown, MA 02539

    • 4 Beds
    • 3 Baths
    • 2,181 Sq Ft
    • Built 1880

    Last Sold Summary

    • $1,788/SF
    • 0 Days On Market

    Current Estimated Value $4,001,090

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

    57 S Summer St, Edgartown, MA 02539
    • 95 School St, Edgartown, MA 02539
      95 School St, Edgartown, MA 02539
      95 School St, Edgartown, MA 02539
      /58

      Est $4,207,294 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,161 Sq Ft

      95 School St, Edgartown, MA 02539

      95 School St, Edgartown, MA 02539
  • 25 Boylston Dr, Edgartown, MA 02539
    25 Boylston Dr, Edgartown, MA 02539
    25 Boylston Dr, Edgartown, MA 02539
    /37

    $1,499,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,232 Sq Ft

    25 Boylston Dr, Edgartown, MA 02539

    CUSTOM BUILT EXPANDED CAPE IN A QUIET EDGARTOWN NEIGHBORHOOD. Set on 1⁄2 acre, this pristine and meticulously maintained home has quality features throughout, including beautiful wide pine floors and top-quality appliances. Enter into this charming home to the first-floor open living space that includes a living room, dining area both with custom built-ins and a large kitchen with premium quartz

    Patricia Lyman Compass

    25 Boylston Dr, Edgartown, MA 02539
  • 38 N Water St Unit R-2, Edgartown, MA 02539
    38 N Water St Unit R-2, Edgartown, MA 02539
    /2

    $250,500 Sold Mar 04, 2025

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

    • 2 Beds
    • 2 Baths
    • 797 Sq Ft
    • Built 1890

    Last Sold Summary

    • 9% Below List Price
    • $314/SF
    • 73 Days On Market

    Last Listing Agent Dawn Bellante Sandpiper Realty Inc

    38 N Water St Unit R-2, Edgartown, MA 02539
    • 44 S Summer St, Edgartown, MA 02539
      44 S Summer St, Edgartown, MA 02539
      44 S Summer St, Edgartown, MA 02539
      /25

      Est $3,106,417 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,226 Sq Ft

      44 S Summer St, Edgartown, MA 02539

      44 S Summer St, Edgartown, MA 02539
  • 400 Barnes Rd, Vineyard Haven, MA 02568
    400 Barnes Rd, Vineyard Haven, MA 02568
    400 Barnes Rd, Vineyard Haven, MA 02568
    /45

    $6,395,000

    • 6 Beds
    • 5.5 Baths
    • 7,000 Sq Ft

    400 Barnes Rd, Vineyard Haven, MA 02568

    Experience the quiet elegance of this rare Asian-inspired contemporary estate set on 2.42 acres in a prime Oak Bluffs location. Tucked behind a long private drive and surrounded by 234 acres of Southern Woodlands conservation land offering biking and hiking, this expansive property offers unparalleled privacy just minutes from Featherstone Center for the Arts, Farm Neck Golf Club and the island’s

    Jennifer DaSilva Compass | Point B

    400 Barnes Rd, Vineyard Haven, MA 02568
  • 2 Green Ave, Edgartown, MA 02539
    2 Green Ave, Edgartown, MA 02539
    2 Green Ave, Edgartown, MA 02539
    /52

    $2,470,000 Sold Feb 28, 2025

    2 Green Ave, Edgartown, MA 02539

    • 4 Beds
    • 3.5 Baths
    • 2,351 Sq Ft
    • Built 1760

    Last Sold Summary

    • 23% Below List Price
    • $1,051/SF
    • 180 Days On Market

    Current Estimated Value $2,613,424

    Last Listing Agent Wendy Harman Compass | Point B

    2 Green Ave, Edgartown, MA 02539
    • 37 Cooke St, Edgartown, MA 02539
      37 Cooke St, Edgartown, MA 02539
      37 Cooke St, Edgartown, MA 02539
      /15

      Not Listed For Sale

      • 4 Beds
      • 5.5 Baths
      • 3,231 Sq Ft

      37 Cooke St, Edgartown, MA 02539

      37 Cooke St, Edgartown, MA 02539
  • 10 Duende Ln, Edgartown, MA 02539
    10 Duende Ln, Edgartown, MA 02539
    10 Duende Ln, Edgartown, MA 02539
    /21

    $1,950,000

    • 3 Beds
    • 2 Baths
    • 2,237 Sq Ft

    10 Duende Ln, Edgartown, MA 02539

    Experience the quintessential Martha's Vineyard lifestyle at this charming residence perfectly nestled in a private yet convenient Katama location. This inviting 3-bedroom plus loft, 2-bathroom home is situated on a .52-acre lot, providing ample privacy and outdoor enjoyment. Step inside the light-filled interior featuring multiple windows and skylights that invite the sunshine in. Convenience is

    Idalyn Macchia Gilstad Wallace & Co. Sotheby's

    10 Duende Ln, Edgartown, MA 02539
  • 8 Old Dunhams Corner Way, Edgartown, MA 02539
    8 Old Dunhams Corner Way, Edgartown, MA 02539
    8 Old Dunhams Corner Way, Edgartown, MA 02539
    /37

    $2,340,000 Sold Dec 19, 2025

    8 Old Dunhams Corner Way, Edgartown, MA 02539

    • 4 Beds
    • 4.5 Baths
    • 2,912 Sq Ft
    • Built 1998

    Last Sold Summary

    • 10% Below List Price
    • $804/SF
    • 47 Days On Market

    Last Listing Agent Kristin Buck Donnelly + Co

    8 Old Dunhams Corner Way, Edgartown, MA 02539
    • 67 Simpsons Ln, Edgartown, MA 02539
      67 Simpsons Ln, Edgartown, MA 02539
      67 Simpsons Ln, Edgartown, MA 02539
      /19

      Est $1,628,986 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 893 Sq Ft

      67 Simpsons Ln, Edgartown, MA 02539

      67 Simpsons Ln, Edgartown, MA 02539
  • 24 Katama Bay View Rd, Edgartown, MA 02539
    24 Katama Bay View Rd, Edgartown, MA 02539
    24 Katama Bay View Rd, Edgartown, MA 02539
    /26

    $8,500,000

    • 4 Beds
    • 6 Baths
    • 3,497 Sq Ft

    24 Katama Bay View Rd, Edgartown, MA 02539

    This classic New England waterview home is a true masterpiece of modern living. Nestled on a spacious and meticulously landscaped lot in Katama, this property offers the perfect blend of elegance, comfort, and convenience. The main house features three spacious and beautifully appointed bedrooms, each designed for relaxation and comfort. From the primary suite to the guest bedrooms, every room

    Tom Wallace Wallace & Co. Sotheby's International Realty

    24 Katama Bay View Rd, Edgartown, MA 02539
  • 93 Oyster Pond Rd Unit 10, Edgartown, MA 02539
    93 Oyster Pond Rd Unit 10, Edgartown, MA 02539
    /2

    $5,000,000 Sold Jun 30, 2025

    93 Oyster Pond Rd Unit 10, Edgartown, MA 02539

    • Land
    • 4.1 Acres
    • $1,219,512 per Acre

    Last Sold Summary

    • 0 Days On Market

    Last Listing Agent LINK Email Cache LINK

    93 Oyster Pond Rd Unit 10, Edgartown, MA 02539
    • 61 Simpsons Ln, Edgartown, MA 02539
      61 Simpsons Ln, Edgartown, MA 02539
      61 Simpsons Ln, Edgartown, MA 02539
      /25

      Est $2,100,010 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,195 Sq Ft

      61 Simpsons Ln, Edgartown, MA 02539

      61 Simpsons Ln, Edgartown, MA 02539
  • 8 High St, Edgartown, MA 02539
    8 High St, Edgartown, MA 02539
    8 High St, Edgartown, MA 02539
    /37

    $3,850,000 Pending

    • 5 Beds
    • 4 Baths
    • 3,840 Sq Ft

    8 High St, Edgartown, MA 02539

    A Coveted Village OpportunitySet on one of Edgartown’s most cherished streets, this in-town property offers an exceptional blend of charm, location, and potential. Just moments from Main Street, the harbor, and the Island’s finest dining and shops, 8 High Street features both a main residence and a guest cottage quietly nestled on a well-positioned lot. Inside, the home is filled with warmth

    Valene Pires The Agency

    8 High St, Edgartown, MA 02539
  • 80 N Summer St, Edgartown, MA 02539
    80 N Summer St, Edgartown, MA 02539
    /2

    $2,450,000 Sold Apr 01, 2025

    80 N Summer St, Edgartown, MA 02539

    • 4 Beds
    • 3 Baths
    • 2,012 Sq Ft
    • Built 1925

    Last Sold Summary

    • $1,218/SF
    • 0 Days On Market

    Last Listing Agent LINK Email Cache LINK

    80 N Summer St, Edgartown, MA 02539
    • 18 Pent Ln, Edgartown, MA 02539
      18 Pent Ln, Edgartown, MA 02539
      18 Pent Ln, Edgartown, MA 02539
      /25

      Est $3,836,756 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,672 Sq Ft

      18 Pent Ln, Edgartown, MA 02539

      18 Pent Ln, Edgartown, MA 02539
  • 99 Old Purchase Rd, Edgartown, MA 02539
    99 Old Purchase Rd, Edgartown, MA 02539
    99 Old Purchase Rd, Edgartown, MA 02539
    /25

    $1,895,000

    • 4 Beds
    • 2.5 Baths
    • 2,064 Sq Ft

    99 Old Purchase Rd, Edgartown, MA 02539

    Welcome to this charming post and beam-style home, privately located at the end of a cul-de-sac on .71 acres with proximity to over 50 acres of Land Bank and Sheriff's Meadow land with multiple trails and paths. Conveniently located to the bike path, Morning Glory Farm, the heart of Edgartown, and Meetinghouse Way, with direct access to South Beach, the location is ideal. The floor plan was

    Stephanie Roache Donnelly + Co

    99 Old Purchase Rd, Edgartown, MA 02539
  • 79 E Cape Poge Ave, Edgartown, MA 02539
    79 E Cape Poge Ave, Edgartown, MA 02539
    /2

    $975,000 Sold Oct 24, 2025

    79 E Cape Poge Ave, Edgartown, MA 02539

    • 2 Beds
    • 1 Bath
    • 1,644 Sq Ft
    • Built 1999

    Last Sold Summary

    • $593/SF
    • 0 Days On Market

    Last Listing Agent Leslie Floyd Portfolio Properties

    79 E Cape Poge Ave, Edgartown, MA 02539
    • 60 Davis Ln, Edgartown, MA 02539
      60 Davis Ln, Edgartown, MA 02539
      60 Davis Ln, Edgartown, MA 02539
      /15

      Est $4,835,151 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 3,515 Sq Ft

      60 Davis Ln, Edgartown, MA 02539

      60 Davis Ln, Edgartown, MA 02539
  • 52 S Summer St, Edgartown, MA 02539
    52 S Summer St, Edgartown, MA 02539
    52 S Summer St, Edgartown, MA 02539
    /51

    $9,795,000

    • 6 Beds
    • 7 Baths
    • 6,135 Sq Ft

    52 S Summer St, Edgartown, MA 02539

    The historic Captain Ellsworth West House is a landmark property in the very heart of downtown Edgartown, offering an extraordinary combination of history, charm, and modern luxury. Just steps from Edgartown’s celebrated restaurants, galleries, shops, and harbor, this rare estate provides both the convenience of in-town living and the privacy of a graciously designed compound. The main residence

    Alyssa Halisky Wallace & Co. Sotheby's

    52 S Summer St, Edgartown, MA 02539
  • 128 Manchester Ave, Oak Bluffs, MA 02568
    128 Manchester Ave, Oak Bluffs, MA 02568
    128 Manchester Ave, Oak Bluffs, MA 02568
    /22

    $975,000 Sold Jul 07, 2025

    128 Manchester Ave, Oak Bluffs, MA 02568

    • 1 Bed
    • 2 Baths
    • 940 Sq Ft
    • Built 2025

    Last Sold Summary

    • $1,037/SF
    • 61 Days On Market

    Last Listing Agent Michele Moore Island Real Estate

    128 Manchester Ave, Oak Bluffs, MA 02568
    • 3 Bernard Way, Edgartown, MA 02539
      3 Bernard Way, Edgartown, MA 02539
      3 Bernard Way, Edgartown, MA 02539
      /11

      Est $1,389,598 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 589 Sq Ft

      3 Bernard Way, Edgartown, MA 02539

      3 Bernard Way, Edgartown, MA 02539
  • 23 Pinehurst Rd, Edgartown, MA 02539
    23 Pinehurst Rd, Edgartown, MA 02539
    23 Pinehurst Rd, Edgartown, MA 02539
    /52

    $4,900,000

    • 5 Beds
    • 5.5 Baths
    • 5,394 Sq Ft

    23 Pinehurst Rd, Edgartown, MA 02539

    New Construction with POOL, GUEST HOUSE and PRIMARY HOME, all within close proximity to Main Street, Edgartown. This gorgeous four bedroom gambrel home offers comfort and ease of coastal luxurious living. The primary home welcomes you with a two story foyer which opens to a large great room with a gourmet kitchen, with a bar area and a central island offering seating for at least four. The

    Michele Casavant Vineyard Village Realty

    23 Pinehurst Rd, Edgartown, MA 02539
  • 1 Marchants Path, Edgartown, MA 02539
    1 Marchants Path, Edgartown, MA 02539
    1 Marchants Path, Edgartown, MA 02539
    /39

    $2,803,000 Sold Apr 04, 2025

    1 Marchants Path, Edgartown, MA 02539

    • 3 Beds
    • 2.5 Baths
    • 2,254 Sq Ft
    • Built 1986

    Last Sold Summary

    • 13% Below List Price
    • $1,244/SF
    • 360 Days On Market

    Last Listing Agent Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

    1 Marchants Path, Edgartown, MA 02539
    • 37 W Tisbury Rd, Edgartown, MA 02539
      37 W Tisbury Rd, Edgartown, MA 02539
      37 W Tisbury Rd, Edgartown, MA 02539
      /43

      Est $2,504,399 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,803 Sq Ft

      37 W Tisbury Rd, Edgartown, MA 02539

      37 W Tisbury Rd, Edgartown, MA 02539
  • 2 Jacob's Neck Rd Unit 2, Edgartown, MA 02539
    2 Jacob's Neck Rd Unit 2, Edgartown, MA 02539
    2 Jacob's Neck Rd Unit 2, Edgartown, MA 02539
    /15

    $2,490,000

    • Land
    • 7.08 Acres
    • $351,695 per Acre

    2 Jacob's Neck Rd Unit 2, Edgartown, MA 02539

    Build your dream home or homes on the special 7.1 acre private wooded property surrounding a beautiful 4.5 acre meadow in the grand Boldwater Association (BWA) on the glorious Edgartown Great Pond with approx. 3,000 ft of private barrier beach. BWA is 40 homesites on 450 acres with 150 acres of conservation abutting another 1,500 acres of conservation and a few large estates - all convenient to

    Robert Kenney Tea Lane Associates

    2 Jacob's Neck Rd Unit 2, Edgartown, MA 02539
  • 5 12th St S, Edgartown, MA 02539
    5 12th St S, Edgartown, MA 02539
    5 12th St S, Edgartown, MA 02539
    /22

    $1,025,000 Sold Jan 22, 2025

    5 12th St S, Edgartown, MA 02539

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • Built 1993

    Last Sold Summary

    • 11% Below List Price
    • $791/SF
    • 11 Days On Market

    Current Estimated Value $1,110,987

    Last Listing Agent Jared Bicknell Compass

    5 12th St S, Edgartown, MA 02539
    • 183 Upper Main St, Edgartown, MA 02539
      183 Upper Main St, Edgartown, MA 02539
      183 Upper Main St, Edgartown, MA 02539
      /33

      Est $5,615,198 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 4,610 Sq Ft

      183 Upper Main St, Edgartown, MA 02539

      183 Upper Main St, Edgartown, MA 02539
  • 108 Bay View Ave, Edgartown, MA 02539
    108 Bay View Ave, Edgartown, MA 02539
    108 Bay View Ave, Edgartown, MA 02539
    /26

    $1,700,000

    • 2 Beds
    • 0.5 Baths
    • 601 Sq Ft

    108 Bay View Ave, Edgartown, MA 02539

    Enchanting 2-bed waterfront cottage in Edgartown's coveted Chappaquiddick neighborhood, Martha's Vineyard. Exuding coastal charm, it features old boat masts as columns, decor from washed-up treasures, and a historic silo from Sweetened Water Farm, rebuilt as a unique bedroom wing. The silo hosts a cozy bedroom on the first level and a second bedroom on the upper level, offering breathtaking

    Derick Freitas Amaral & Associates Real Estate

    108 Bay View Ave, Edgartown, MA 02539
  • 17 Sutton's Way, Edgartown, MA 02539
    17 Sutton's Way, Edgartown, MA 02539
    17 Sutton's Way, Edgartown, MA 02539
    /34

    $2,001,001 Sold Sep 19, 2025

    17 Sutton's Way, Edgartown, MA 02539

    • 2 Beds
    • 1.5 Baths
    • 1,746 Sq Ft
    • Built 1985

    Last Sold Summary

    • 9% Below List Price
    • $1,146/SF
    • 116 Days On Market

    Last Listing Agent Carson Crissman Compass | Point B

    17 Sutton's Way, Edgartown, MA 02539
    • 111 Peases Point Way N, Edgartown, MA 02539
      111 Peases Point Way N, Edgartown, MA 02539
      111 Peases Point Way N, Edgartown, MA 02539
      /29

      Est $5,666,209 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,324 Sq Ft

      111 Peases Point Way N, Edgartown, MA 02539

      111 Peases Point Way N, Edgartown, MA 02539
  • 28 Marthas Rd, Edgartown, MA 02539
    28 Marthas Rd, Edgartown, MA 02539
    28 Marthas Rd, Edgartown, MA 02539
    /32

    $2,750,000

    • 4 Beds
    • 3.5 Baths
    • 2,566 Sq Ft

    28 Marthas Rd, Edgartown, MA 02539

    Nestled on a generous corner lot in one of Edgartown’s sought-after neighborhoods, this beautifully maintained 4BD, 3.5BA home offers the perfect blend of comfort, convenience, and classic Vineyard charm. The home features a spacious and versatile floor plan, ideal for both year-round living and summer getaways. The light-filled living areas, anchored by a floor to ceiling wood burning fireplace,

    Stacy Ickes Donnelly + Co.

    28 Marthas Rd, Edgartown, MA 02539

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