8,815

Edgartown, MA Homes

Section Image
    • /27

      Not Listed For Sale

      37 Cooke St, Edgartown, MA 02539

      • 4 Beds
      • 3 Baths
      • 2,016 Sq Ft
      • Built 1700
      37 Cooke St, Edgartown, MA 02539

      Last Sold Summary

      • 259 Days On Market

      Last Listing Agent Lesley Heidt Sandpiper Realty

  • /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 Sandpiper Realty, Inc.

    Lot 4B Browns Farm Ln, 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

    Current Estimated Value $2,631,408

    Last Listing Agent Kristin Buck Donnelly + Co

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

      Est $1,531,972

      Not Listed For Sale

      67 Simpsons Ln, Edgartown, MA 02539

      • 2 Beds
      • 1 Bath
      • 893 Sq Ft
      • Built 1930
      67 Simpsons Ln, Edgartown, MA 02539

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Martha Smith C McManus Realty Group

  • /30

    $3,200,000

    • 4 Beds
    • 6 Baths
    • 3,428 Sq Ft

    19 Llewellyn Way, Edgartown, MA 02539

    Perfectly situated just moments from the bike path, Edgartown Village, and South Beach, this exceptional Edgartown compound offers the best of Vineyard living. The main house is filled with warmth and character, featuring soaring ceilings, exposed beams, and an inviting open living area centered around a custom stone fireplace. Thoughtfully designed and perfectly sited for privacy, the Casita

    Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

    19 Llewellyn Way, Edgartown, MA 02539
  • /24

    $2,125,000

    Sold Oct 30, 2025

    30 Sengekontacket Rd, Oak Bluffs, MA 02557

    • 4 Beds
    • 3 Baths
    • 2,262 Sq Ft
    • Built 1978

    Last Sold Summary

    • 11% Below List Price
    • $939/SF
    • 265 Days On Market

    Current Estimated Value $2,314,985

    Last Listing Agent Cassie Courtney Wallace & Co. Sotheby's

    30 Sengekontacket Rd, Oak Bluffs, MA 02557
    • /25

      Est $1,999,478

      Not Listed For Sale

      61 Simpsons Ln, Edgartown, MA 02539

      • 3 Beds
      • 1.5 Baths
      • 1,195 Sq Ft
      • Built 1935
      61 Simpsons Ln, Edgartown, MA 02539

      Last Sold Summary

      • 269 Days On Market

      Last Listing Agent Martha Smith C McManus Realty Group

  • /43

    $2,475,000

    • 4 Beds
    • 4 Baths
    • 3,039 Sq Ft

    99 The Blvd, Edgartown, MA 02539

    Welcome to a beautifully renovated custom contemporary colonial located just 1/3 mile from the Sengekontacket Pond boat landing. Perfect for kayaking, paddleboarding, and coastal living, this builder-owned home seamlessly blends classic Vineyard charm with modern luxury. The bright, open-concept main floor features a wood-burning fireplace, custom kitchen, and direct access to a private backyard

    Jennifer DaSilva Compass | Point B

    99 The Blvd, 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
    • /25

      Est $3,479,181

      Not Listed For Sale

      18 Pent Ln, Edgartown, MA 02539

      • 4 Beds
      • 3 Baths
      • 1,672 Sq Ft
      • Built 1820
      18 Pent Ln, Edgartown, MA 02539

      Last Sold Summary

      • 27 Days On Market

      Last Listing Agent Gerrett Conover Landvest MV

  • /20

    $899,000

    • 2 Beds
    • 1 Bath
    • 990 Sq Ft

    37 Circuit Ave Unit 4, Oak Bluffs, MA 02557

    In the heart of Downtown Oak Bluffs this Restless Winds Penthouse condominium Unit #4 on 2nd floor comes with an amazing roof top deck that is only shared with one other condo (#5). This spacious unit just under 1,000 sq. ft. has a nautical feel with custom wood features and a ships ladder leading to the roof top deck. This condo packs a lot in with a full kitchen, living and dining area, a guest

    Lisa Lucier Anchor Realty of MV

    37 Circuit Ave Unit 4, Oak Bluffs, MA 02557
  • /65

    $2,275,000

    Sold May 14, 2026

    69 Whalers Walk, Edgartown, MA 02539

    • 4 Beds
    • 2.5 Baths
    • 2,760 Sq Ft
    • Built 1997

    Last Sold Summary

    • 5% Below List Price
    • $824/SF
    • 46 Days On Market

    Current Estimated Value $2,256,035

    Last Listing Agent Alisan Lohan-Conway Alisan Lohan-Conway Properties

    69 Whalers Walk, Edgartown, MA 02539
    • /46

      Est $3,643,168

      Not Listed For Sale

      34 School St, Edgartown, MA 02539

      • 4 Beds
      • 3 Baths
      • 2,548 Sq Ft
      • Built 1820
      34 School St, Edgartown, MA 02539

      Last Sold Summary

      • 48 Days On Market

      Last Listing Agent Trish Lyman Compass | Point B

  • /4

    $890,000

    $105K PRICE DROP Pending
    • 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
  • /37

    $2,495,000

    Sold Nov 20, 2025

    16 Mockingbird Dr, Edgartown, MA 02539

    • 4 Beds
    • 6 Baths
    • 2,694 Sq Ft
    • Built 2016

    Last Sold Summary

    • 6% Below List Price
    • $926/SF
    • 146 Days On Market

    Current Estimated Value $2,635,198

    Last Listing Agent Emma Kennedy Sandpiper Realty

    16 Mockingbird Dr, Edgartown, MA 02539
    • /15

      Est $4,963,764

      Not Listed For Sale

      60 Davis Ln, Edgartown, MA 02539

      • 5 Beds
      • 5 Baths
      • 3,515 Sq Ft
      • Built 1870
      60 Davis Ln, Edgartown, MA 02539

      Last Sold Summary

      • 336 Days On Market

      Last Listing Agent Gerrett Conover Landvest MV

  • /26

    $925,000

    • 2 Beds
    • 1.5 Baths
    • 1,208 Sq Ft

    4 Quail Run Unit 21, Oak Bluffs, MA 02557

    Welcome to this FULLY FURNISHED, private, 2-bedroom, end-unit townhouse offering 1,208 sq ft of effortless coastal living. With seasonal rentals already in place this opportunity is the defenition of TURN KEY. Thoughtfully designed with both comfort and style in mind, this coastal retreat blends relaxed island charm with modern convenience—perfect for year-round living or as an established rental

    Emma Bryant Studio Realty

    4 Quail Run Unit 21, Oak Bluffs, MA 02557
  • /35

    $2,210,000

    Sold Jul 23, 2026

    17 Oakdale Dr, Edgartown, MA 02539

    • 3 Beds
    • 3 Baths
    • 2,126 Sq Ft
    • Built 1955

    Last Sold Summary

    • 3% Above List Price
    • $1,040/SF
    • 0 Days On Market

    Current Estimated Value $2,207,428

    Last Listing Agent Wendy Harman Compass

    17 Oakdale Dr, Edgartown, MA 02539
    • /2

      Est $2,371,324

      Not Listed For Sale

      37 W Tisbury Rd, Edgartown, MA 02539

      • 3 Beds
      • 3 Baths
      • 1,803 Sq Ft
      • Built 1930
      37 W Tisbury Rd, Edgartown, MA 02539

  • /11

    $3,495,000

    • Land
    • 11.39 Acres
    • $306,848 per Acre

    0 Pocha Rd, Edgartown, MA 02539

    CHAPPAQUIDDICK -Dynamic views of Poucha Pond, barrier dunes, and the waters of the Atlantic are enjoyed from this 11+ acre building lot. The close to 1⁄2 mile of private pond frontage provides easy access for swimming, kayaking, paddle boarding and everything in between. Sheltered amongst 200 acres of conservation land, enjoy and explore the wonders of the natural habitat right in your backyard.

    Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

    0 Pocha Rd, Edgartown, MA 02539
  • /27

    $2,600,000

    Sold Jun 26, 2026

    2 Cosmos Way, Edgartown, MA 02539

    • 4 Beds
    • 2.5 Baths
    • 2,428 Sq Ft
    • Built 1993

    Last Sold Summary

    • 7% Below List Price
    • $1,071/SF
    • 19 Days On Market

    Current Estimated Value $2,773,968

    Last Listing Agent Jennifer O'hanlon Compass

    2 Cosmos Way, Edgartown, MA 02539
    • /33

      Est $5,647,840

      Not Listed For Sale

      183 Upper Main St, Edgartown, MA 02539

      • 4 Beds
      • 4.5 Baths
      • 4,610 Sq Ft
      • Built 2023
      183 Upper Main St, Edgartown, MA 02539

      Last Sold Summary

      • 367 Days On Market

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

  • /4

    $995,000

    $105K PRICE DROP
    • Land
    • 1 Acre
    • $995,000 per Acre

    25 Coffins Field Rd, Edgartown, MA 02539

    This 1.0-acre parcel is approved by the West Tisbury Board of Health for the construction of a six-bedroom dwelling. Seller is offering a $40,000 credit at closing to assist with costs associated with the design, permitting, and installation of the septic system.The property is located in a centrally situated neighborhood and abuts conservation land, providing a private setting. Conveniently

    Casandra Hyland Sandpiper Realty, Inc.

    25 Coffins Field Rd, Edgartown, MA 02539
  • /16

    $800,000

    Sold Sep 04, 2025

    21 Norris Ave, Vineyard Haven, MA 02568

    • 2 Beds
    • 1 Bath
    • 1,086 Sq Ft
    • Built 1948

    Last Sold Summary

    • $737/SF
    • 16 Days On Market

    Current Estimated Value $841,205

    Last Listing Agent Rene Ben David Ocean Park Realty Inc

    21 Norris Ave, Vineyard Haven, MA 02568
    • /29

      Est $5,072,787

      Not Listed For Sale

      111 Peases Point Way N, Edgartown, MA 02539

      • 4 Beds
      • 4 Baths
      • 2,324 Sq Ft
      • Built 1910
      111 Peases Point Way N, Edgartown, MA 02539

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Gerrett Conover Landvest MV

  • /2

    $12,500,000

    • Land
    • 38 Acres
    • $328,947 per Acre

    2 Old Farms Trail Unit 1, Edgartown, MA 02539

    Thirty-eight (38 acres) of available land in Edgartown! This is a truly extraordinary and increasingly rare opportunity to own thirty-eight (38) acres of contiguous land in Edgartown. Come create a landmark estate or private compound in one of Edgartown’s most sought-after locations. Perfectly positioned between the charm of Edgartown Historic Village and the sweeping sands of South Beach and

    Michele Casavant Vineyard Village Realty

    2 Old Farms Trail Unit 1, Edgartown, MA 02539
  • /31

    $941,000

    Sold Oct 03, 2025

    4 Quail Run Unit 7, Oak Bluffs, MA 02557

    • 2 Beds
    • 1.5 Baths
    • 1,323 Sq Ft
    • Built 1972

    Last Sold Summary

    • $711/SF
    • 52 Days On Market

    Current Estimated Value $940,668

    Last Listing Agent Janna O'Loughlin Portfolio Properties

    4 Quail Run Unit 7, Oak Bluffs, MA 02557
    • /48

      Est $9,027,047

      Not Listed For Sale

      8 Tuthill Ln, Edgartown, MA 02539

      • 9 Beds
      • 11 Baths
      • 10,398 Sq Ft
      • Built 1987
      8 Tuthill Ln, Edgartown, MA 02539

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent Alyssa Halisky Wallace & Co. Sotheby's

  • /42

    $2,399,000

    $176K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,910 Sq Ft

    76 Washque Ave, Edgartown, MA 02539

    This stunning reverse-contemporary four-bedroom custom home is perfectly situated in one of Chappaquiddick's most sought-after locations. Designed with an expansive open-concept floor plan, the airy and inviting living area flows seamlessly onto a generous wraparound deck, where sweeping, bird's-eye views capture the natural beauty that surrounds you. Thoughtfully renovated, the home blends

    Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

    76 Washque Ave, Edgartown, MA 02539
  • /7

    $2,083,500

    Sold Dec 19, 2025

    209 Chappaquiddick Rd, Edgartown, MA 02539

    • 5 Beds
    • 3 Baths
    • 3,475 Sq Ft
    • Built 1996

    Last Sold Summary

    • 1% Below List Price
    • $600/SF

    Current Estimated Value $2,395,392

    Last Listing Agent Alyssa Halisky Wallace & Co. Sotheby's

    209 Chappaquiddick Rd, Edgartown, MA 02539
    • /2

      Est $1,061,239

      Not Listed For Sale

      30 Pine St, Edgartown, MA 02539

      • 1 Bed
      • 1 Bath
      • 675 Sq Ft
      • Built 1960
      30 Pine St, Edgartown, MA 02539

  • /26

    $3,850,000

    Open Sun 1PM - 3PM
    • Land
    • 1.14 Acres
    • $3,377,193 per Acre

    10 Pease Point Rd Unit 57, Edgartown, MA 02539

    PRIME 1.14 ACRE PROPERTY IN EDGARTOWN This conforming R-20 lot offers an exceptional canvas for your estate planning vision. Positioned at the end of a private drive, 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. Possibility of a fourth-bedroom with proper

    Emma Bryant Studio Realty

    10 Pease Point Rd Unit 57, Edgartown, MA 02539
  • /48

    $4,750,000

    Sold Nov 21, 2025

    36 Crocker Dr, Edgartown, MA 02539

    • 3 Beds
    • 3.5 Baths
    • 4,131 Sq Ft
    • Built 2024

    Last Sold Summary

    • 14% Below List Price
    • $1,150/SF
    • 61 Days On Market

    Current Estimated Value $5,013,862

    Last Listing Agent Stephanie Roache Donnelly + Co

    36 Crocker Dr, Edgartown, MA 02539
    • /14

      Est $1,651,944

      Not Listed For Sale

      45 Curtis Ln, Edgartown, MA 02539

      • 3 Beds
      • Built 1945
      45 Curtis Ln, Edgartown, MA 02539

      Last Sold Summary

      • 25 Days On Market

      Last Listing Agent Alisan Lohan - Conway Alisan Lohan - Conway Properties

  • /26

    $1,850,000

    • 4 Beds
    • 2 Baths
    • 1,833 Sq Ft

    22 Old Harbor Ln, Oak Bluffs, MA 02557

    Quintessential Waterview Farm! Built as a year-round home with the charm of the original cottages, this well-loved retreat awaits its next chapter. The sunny, open floor plan offers two bedrooms and a full bath on each level, with generous gathering spaces throughout. A skylit kitchen is tucked into a corner of the main living area, where a curved wall of glass opens to a deck and private yard.

    Lisa Stewart Sandpiper Realty, Inc.

    22 Old Harbor Ln, Oak Bluffs, MA 02557
  • /49

    $1,650,000

    Sold Apr 28, 2026

    39 Iron Hill Rd, Oak Bluffs, MA 02557

    • 5 Beds
    • 5.5 Baths
    • 4,334 Sq Ft
    • Built 1987

    Last Sold Summary

    • 6% Below List Price
    • $381/SF
    • 2 Days On Market

    Current Estimated Value $1,915,651

    Last Listing Agent Wendy Harman Compass | Point B

    39 Iron Hill Rd, Oak Bluffs, MA 02557
    • /2

      Est $1,273,543

      Not Listed For Sale

      4 Fowler Ave, Edgartown, MA 02539

      • 1 Bed
      • 1 Bath
      • 1,184 Sq Ft
      • Built 2002
      4 Fowler Ave, Edgartown, MA 02539

  • /70

    $5,295,000

    $200K PRICE DROP
    • 3 Beds
    • 7 Baths
    • 3,608 Sq Ft

    385 Barnes Rd, Vineyard Haven, MA 02568

    SPECTACULAR WATERFRONT ESCAPE WITH POOL AND UNFORGETTABLE SUNSETS. Set along a coveted stretch of Lagoon frontage, this beautifully designed waterfront home captures the essence of relaxed luxury on Martha’s Vineyard. With 125 feet of private sandy beachfront and over 5,400 square feet of living space across three levels, the property is thoughtfully oriented to maximize light, views, and

    Stephanie Roache Donnelly + Co

    385 Barnes Rd, Vineyard Haven, MA 02568
  • /39

    $3,515,000

    Sold Aug 18, 2025

    7 Whistling Swan Cir, Edgartown, MA 02539

    • 5 Beds
    • 4.5 Baths
    • 4,218 Sq Ft
    • Built 2010

    Last Sold Summary

    • 4% Below List Price
    • $833/SF
    • 60 Days On Market

    Current Estimated Value $3,597,699

    Last Listing Agent Jarrett Hurwitz Keller Williams Realty

    7 Whistling Swan Cir, Edgartown, MA 02539
    • /22

      Est $1,170,498

      Not Listed For Sale

      5 12th St S, Edgartown, MA 02539

      • 3 Beds
      • 2 Baths
      • 1,296 Sq Ft
      • Built 1993
      5 12th St S, Edgartown, MA 02539

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Jared Bicknell Compass

Showing Results 241 - 280, Page 7 of 18

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