9,045

Edgartown, MA Homes

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  • 36 Boylston Dr Unit 1.329, Edgartown, MA 02539
    36 Boylston Dr Unit 1.329, Edgartown, MA 02539
    36 Boylston Dr Unit 1.329, Edgartown, MA 02539
    /8

    $435,000 Sold Apr 16, 2026

    36 Boylston Dr Unit 1.329, Edgartown, MA 02539

    • Land
    • 22,651 Sq Ft
    • $836,538 per Acre

    Last Sold Summary

    • 8% Below List Price
    • 131 Days On Market

    Last Listing Agent Mark Jenkins Wallace & Co. Sotheby's

    36 Boylston Dr Unit 1.329, Edgartown, MA 02539
    • 9 Dunes Rd, Edgartown, MA 02539
      9 Dunes Rd, Edgartown, MA 02539
      9 Dunes Rd, Edgartown, MA 02539
      /12

      Not Listed For Sale

      9 Dunes Rd, Edgartown, MA 02539

      • 6 Beds
      • 4.5 Baths
      • 2,892 Sq Ft
      • Built 1981
      9 Dunes Rd, Edgartown, MA 02539

      Last Sold Summary

      • $1,335/SF
      • 0 Days On Market
      • Last Sold Price $3,860,000
      • May 24, 2023

      Last Listing Agent Jarrett Hurwitz Keller Williams Realty

  • 19 Kitts Field Cir, Edgartown, MA 02539
    19 Kitts Field Cir, Edgartown, MA 02539
    19 Kitts Field Cir, Edgartown, MA 02539
    /69

    $4,175,000

    • 6 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
  • 38 Cow Bay Rd, Edgartown, MA 02539
    38 Cow Bay Rd, Edgartown, MA 02539
    /2

    $15,000,000 Sold Apr 02, 2026

    38 Cow Bay Rd, Edgartown, MA 02539

    • 6 Beds
    • 8 Baths
    • 5,586 Sq Ft
    • Built 1999

    Last Sold Summary

    • 10% Below List Price
    • $2,685/SF
    • 0 Days On Market

    Last Listing Agent Gerrett Conover Landvest MV

    38 Cow Bay Rd, Edgartown, MA 02539
    • 87 Schoolhouse Rd, Edgartown, MA 02539
      87 Schoolhouse Rd, Edgartown, MA 02539
      87 Schoolhouse Rd, Edgartown, MA 02539
      /29

      Est $1,466,494 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

      • 9% Above List Price
      • $1,206/SF
      • 123 Days On Market
      • Last Sold Price $1,350,000
      • Apr 18, 2025

      Last Listing Agent Stephanie Roache Donnelly + Co

  • 1 Field Club Dr, Edgartown, MA 02539
    1 Field Club Dr, Edgartown, MA 02539
    1 Field Club Dr, Edgartown, MA 02539
    /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
  • 2 Boylston Dr, Edgartown, MA 02539
    2 Boylston Dr, Edgartown, MA 02539
    2 Boylston Dr, Edgartown, MA 02539
    /22

    $1,299,000 Sold Jun 25, 2025

    2 Boylston Dr, Edgartown, MA 02539

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft
    • Built 1984

    Last Sold Summary

    • 13% Below List Price
    • $859/SF
    • 77 Days On Market

    Current Estimated Value $1,310,252

    Last Listing Agent Martha Smith C McManus Realty Group

    2 Boylston Dr, Edgartown, MA 02539
    • 5 Hillman Dr, Edgartown, MA 02539
      5 Hillman Dr, Edgartown, MA 02539
      5 Hillman Dr, Edgartown, MA 02539
      /35

      Est $3,352,324 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

      • 3% Above List Price
      • $1,350/SF
      • 35 Days On Market
      • Last Sold Price $3,250,000
      • Oct 10, 2023

      Last Listing Agent Kathryn Tate Kathryn Tate Gothard

  • 4 Jacobs Neck Rd, Edgartown, MA 02539
    4 Jacobs Neck Rd, Edgartown, MA 02539
    4 Jacobs Neck Rd, Edgartown, MA 02539
    /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
  • 10 Eagles Nest, Edgartown, MA 02539
    10 Eagles Nest, Edgartown, MA 02539
    10 Eagles Nest, Edgartown, MA 02539
    /28

    $1,320,000 Sold Aug 29, 2025

    10 Eagles Nest, Edgartown, MA 02539

    • 3 Beds
    • 2 Baths
    • 1,450 Sq Ft
    • Built 1987

    Last Sold Summary

    • 5% Below List Price
    • $910/SF
    • 6 Days On Market

    Current Estimated Value $1,269,620

    Last Listing Agent Jennifer B. DaSilva Compass

    10 Eagles Nest, Edgartown, MA 02539
    • 55 Old Purchase Rd, Edgartown, MA 02539
      55 Old Purchase Rd, Edgartown, MA 02539
      55 Old Purchase Rd, Edgartown, MA 02539
      /30

      Est $2,090,080 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

      • 4% Below List Price
      • $783/SF
      • 0 Days On Market
      • Last Sold Price $2,175,000
      • Apr 18, 2025

      Last Listing Agent Stephanie Roache Donnelly + Co

  • Lot 4B Browns Farm Ln, Edgartown, MA 02539
    Lot 4B Browns Farm Ln, Edgartown, MA 02539
    Lot 4B Browns Farm Ln, Edgartown, MA 02539
    /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
  • 60 Windsor Dr, Edgartown, MA 02539
    60 Windsor Dr, Edgartown, MA 02539
    60 Windsor Dr, Edgartown, MA 02539
    /22

    $1,575,000 Sold Nov 24, 2025

    60 Windsor Dr, Edgartown, MA 02539

    • 4 Beds
    • 2 Baths
    • 1,666 Sq Ft
    • Built 1996

    Last Sold Summary

    • 5% Below List Price
    • $945/SF
    • 204 Days On Market

    Current Estimated Value $1,526,634

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

    60 Windsor Dr, Edgartown, MA 02539
    • 10 Saddle Club Rd, Edgartown, MA 02539
      10 Saddle Club Rd, Edgartown, MA 02539
      10 Saddle Club Rd, Edgartown, MA 02539
      /22

      Est $1,072,777 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

      • 18% Above List Price
      • $888/SF
      • 102 Days On Market
      • Last Sold Price $910,000
      • Dec 15, 2023

      Last Listing Agent Jennifer B. DaSilva Compass

  • 25 Pennacook Ave, Oak Bluffs, MA 02557
    25 Pennacook Ave, Oak Bluffs, MA 02557
    25 Pennacook Ave, Oak Bluffs, MA 02557
    /55

    $2,180,000

    • 4 Beds
    • 5 Baths
    • 2,516 Sq Ft

    25 Pennacook Ave, Oak Bluffs, MA 02557

    A unique offering in the heart of the historic Copeland District of downtown Oak Bluffs. This cherished main residence and guest house, embody the timeless charm that defines this beloved community. Just minutes from Circuit Ave, the ferries and harbor, and a block from Inkwell Beach. This home invites you to experience the essence of Oak Bluffs! The main house, dating back to the 1850s, has been

    Nya Clarke Martha's Vineyard Island-Wide Realty

    25 Pennacook Ave, Oak Bluffs, MA 02557
  • 48 W Tisbury Rd, Edgartown, MA 02539
    48 W Tisbury Rd, Edgartown, MA 02539
    48 W Tisbury Rd, Edgartown, MA 02539
    /8

    $1,000,000 Sold Jan 13, 2026

    48 W Tisbury Rd, Edgartown, MA 02539

    • 3 Beds
    • 3 Baths
    • 1,959 Sq Ft
    • Built 1950

    Last Sold Summary

    • 29% Below List Price
    • $510/SF
    • 86 Days On Market

    Current Estimated Value $1,053,449

    Last Listing Agent Mavis Francis eXp Realty

    48 W Tisbury Rd, Edgartown, MA 02539
    • 16 Fishermans Knot Rd, Edgartown, MA 02539
      16 Fishermans Knot Rd, Edgartown, MA 02539
      16 Fishermans Knot Rd, Edgartown, MA 02539
      /47

      Est $1,995,309 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

      • $827/SF
      • 24 Days On Market
      • Last Sold Price $2,000,000
      • Dec 16, 2024

      Last Listing Agent Jennifer DaSilva Compass | Point B

  • 54 Fuller St, Edgartown, MA 02539
    54 Fuller St, Edgartown, MA 02539
    54 Fuller St, Edgartown, MA 02539
    /31

    $7,250,000

    • 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
  • 9 Sampson Ave, Edgartown, MA 02539
    9 Sampson Ave, Edgartown, MA 02539
    9 Sampson Ave, 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 $1,029,789

    Last Listing Agent Lynn Buder Sandpiper Realty

    9 Sampson Ave, Edgartown, MA 02539
    • 30 Deacon Vincent Way, Edgartown, MA 02539
      30 Deacon Vincent Way, Edgartown, MA 02539
      30 Deacon Vincent Way, Edgartown, MA 02539
      /19

      Est $2,273,549 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

      • 8% Above List Price
      • $754/SF
      • 208 Days On Market
      • Last Sold Price $2,100,000
      • Mar 14, 2025

      Last Listing Agent Tara Ledden Ledden Properties LLC

  • 0 Pocha Rd, Edgartown, MA 02539
    0 Pocha Rd, Edgartown, MA 02539
    0 Pocha Rd, Edgartown, MA 02539
    /8

    $3,495,000

    • Land
    • 11.49 Acres
    • $304,178 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
  • 78 Whalers Walk, Edgartown, MA 02539
    78 Whalers Walk, Edgartown, MA 02539
    78 Whalers Walk, 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 $1,682,487

    Last Listing Agent Dawn Bellante-Holand Sandpiper Realty

    78 Whalers Walk, Edgartown, MA 02539
    • 44 Jeremiah Rd, Edgartown, MA 02539
      44 Jeremiah Rd, Edgartown, MA 02539
      44 Jeremiah Rd, Edgartown, MA 02539
      /16

      Est $1,410,188 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

      • 6% Above List Price
      • $960/SF
      • 0 Days On Market
      • Last Sold Price $1,325,000
      • Apr 17, 2024

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

  • 25 Coffins Field Rd, Edgartown, MA 02539
    25 Coffins Field Rd, Edgartown, MA 02539
    25 Coffins Field Rd, Edgartown, MA 02539
    /4

    $1,025,000

    • Land
    • 1 Acre
    • $1,025,000 per Acre

    25 Coffins Field Rd, Edgartown, MA 02539

    Per Board of Health approval, this one-acre parcel can support a six-bedroom home. Ideally situated in a centrally located neighborhood, the property offers a rare combination of privacy and convenience. Abutting conservation land, it features a peaceful, natural setting perfect for your future home. Enjoy close proximity to town, beautiful beaches, scenic bike paths, a public gym, veterinary

    Casandra Hyland Sandpiper Realty, Inc.

    25 Coffins Field Rd, Edgartown, MA 02539
  • 160 Katama Rd, Edgartown, MA 02539
    160 Katama Rd, Edgartown, MA 02539
    160 Katama Rd, 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
    • 7 Curtis Ln, Edgartown, MA 02539
      7 Curtis Ln, Edgartown, MA 02539
      7 Curtis Ln, Edgartown, MA 02539
      /25

      Not Listed For Sale

      7 Curtis Ln, Edgartown, MA 02539

      • 4 Beds
      • 2 Baths
      • 1,826 Sq Ft
      • Built 1940
      7 Curtis Ln, Edgartown, MA 02539

      Last Sold Summary

      • $964/SF
      • 44 Days On Market
      • Last Sold Price $1,760,000
      • Nov 21, 2023

      Last Listing Agent Jim Joyce Carroll & Vincent R.E.

  • 28 Barling Ave, Vineyard Haven, MA 02568
    28 Barling Ave, Vineyard Haven, MA 02568
    28 Barling Ave, Vineyard Haven, MA 02568
    /30

    $999,000 Under Contract

    • 2 Beds
    • 1 Bath
    • 1,232 Sq Ft

    28 Barling Ave, Vineyard Haven, MA 02568

    Oak Bluffs: Home Sweet HomeSituated on over a quarter acre of beautifully landscaped, level grounds with colorful perennial plantings and mature trees, this sun-filled ranch offers a perfect blend of comfort and charm. The open kitchen, dining, and living areas feature cathedral ceilings, classic vertical knotty pine walls, and a cozy brick fireplace. Enjoy a convenient first-floor bedroom

    Michael Schweikert Ocean Park Realty Inc

    28 Barling Ave, Vineyard Haven, MA 02568
  • 9 Turkeyland Cove Rd, Edgartown, MA 02539
    9 Turkeyland Cove Rd, Edgartown, MA 02539
    9 Turkeyland Cove Rd, 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 $2,980,228

    Last Listing Agent Wendy Harman Compass

    9 Turkeyland Cove Rd, Edgartown, MA 02539
    • 29 Llewellyn Way, Edgartown, MA 02539
      29 Llewellyn Way, Edgartown, MA 02539
      29 Llewellyn Way, Edgartown, MA 02539
      /50

      Not Listed For Sale

      29 Llewellyn Way, Edgartown, MA 02539

      • 5 Beds
      • 6 Baths
      • 5,195 Sq Ft
      • Built 2001
      29 Llewellyn Way, Edgartown, MA 02539

      Last Sold Summary

      • $877/SF
      • 81 Days On Market
      • Last Sold Price $4,555,000
      • Oct 09, 2024

      Last Listing Agent Stephanie Roache Donnelly + Co

  • 2 Old Farms Trail Unit 1, Edgartown, MA 02539
    2 Old Farms Trail Unit 1, Edgartown, MA 02539
    /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
  • 1 Jessie Leigh Mitchell Way, Oak Bluffs, MA 02557
    1 Jessie Leigh Mitchell Way, Oak Bluffs, MA 02557
    1 Jessie Leigh Mitchell Way, Oak Bluffs, MA 02557
    /20

    $1,000,000 Sold Dec 12, 2025

    1 Jessie Leigh Mitchell Way, Oak Bluffs, MA 02557

    • 2 Beds
    • 2.5 Baths
    • 2,128 Sq Ft
    • Built 2001

    Last Sold Summary

    • 9% Below List Price
    • $470/SF
    • 13 Days On Market

    Current Estimated Value $1,166,674

    Last Listing Agent Lisa Lucier Anchor Realty of Martha's Vineyard

    1 Jessie Leigh Mitchell Way, Oak Bluffs, MA 02557
    • 93 Edgartown Bay Rd, Edgartown, MA 02539
      93 Edgartown Bay Rd, Edgartown, MA 02539
      93 Edgartown Bay Rd, Edgartown, MA 02539
      /34

      Est $8,085,459 Not Listed For Sale

      93 Edgartown Bay Rd, Edgartown, MA 02539

      • 4 Beds
      • 4.5 Baths
      • 3,596 Sq Ft
      • Built 1978
      93 Edgartown Bay Rd, Edgartown, MA 02539

      Last Sold Summary

      • 2% Below List Price
      • $2,294/SF
      • 95 Days On Market
      • Last Sold Price $8,250,000
      • Feb 21, 2025

      Last Listing Agent Jarrett Hurwitz Keller Williams Realty

  • 76 Washque Ave, Edgartown, MA 02539
    76 Washque Ave, Edgartown, MA 02539
    76 Washque Ave, Edgartown, MA 02539
    /42

    $2,575,000

    • 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
  • 9 Turkeyland Cove Rd Unit 10.31430, Edgartown, MA 02539
    9 Turkeyland Cove Rd Unit 10.31430, Edgartown, MA 02539
    9 Turkeyland Cove Rd Unit 10.31430, 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
    • 21 Brushy Ln, Edgartown, MA 02539
      21 Brushy Ln, Edgartown, MA 02539
      21 Brushy Ln, Edgartown, MA 02539
      /43

      Est $2,032,239 Not Listed For Sale

      21 Brushy Ln, Edgartown, MA 02539

      • 4 Beds
      • 2.5 Baths
      • 1,668 Sq Ft
      • Built 1984
      21 Brushy Ln, Edgartown, MA 02539

      Last Sold Summary

      • 4% Above List Price
      • $1,169/SF
      • 12 Days On Market
      • Last Sold Price $1,950,000
      • Nov 08, 2023

      Last Listing Agent Jayne Isford Ocean Park Realty Inc

  • 22 Old Harbor Ln, Oak Bluffs, MA 02557
    22 Old Harbor Ln, Oak Bluffs, MA 02557
    22 Old Harbor Ln, Oak Bluffs, MA 02557
    /27

    $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
  • 18 Windsor Dr, Edgartown, MA 02539
    18 Windsor Dr, Edgartown, MA 02539
    18 Windsor 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 $1,064,756

    Last Listing Agent Stephanie Roache Donnelly + Co.

    18 Windsor Dr, Edgartown, MA 02539
    • 5 Marsh Hawk Cir, Edgartown, MA 02539
      5 Marsh Hawk Cir, Edgartown, MA 02539
      /2

      Est $2,271,175 Not Listed For Sale

      5 Marsh Hawk Cir, Edgartown, MA 02539

      • 3 Beds
      • 3 Baths
      • 2,139 Sq Ft
      • Built 1983
      5 Marsh Hawk Cir, Edgartown, MA 02539

      Last Sold Summary

      • 14% Below List Price
      • $935/SF
      • Last Sold Price $2,000,000

      Last Listing Agent Lynn Buder Sandpiper Realty

  • 103 Meadow View Rd, Oak Bluffs, MA 02557
    103 Meadow View Rd, Oak Bluffs, MA 02557
    103 Meadow View Rd, Oak Bluffs, MA 02557
    /26

    $1,750,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,862 Sq Ft

    103 Meadow View Rd, Oak Bluffs, MA 02557

    Nestled on a rare, oversized 1.5-acre lot, this spacious 3-bed/2 1/2 bath contemporary home offers a perfect blend of privacy and coastal convenience. Perched elegantly upon a gentle rise, the residence is bathed in natural light and framed by a beautifully landscaped lawn with mature plantings. The interior is designed for both comfort and scale. An expansive front living room has soaring

    Alyson Parker Karen M. Overtoom R.E.

    103 Meadow View Rd, Oak Bluffs, MA 02557
  • 32 Flamingo Dr, Edgartown, MA 02539
    32 Flamingo Dr, Edgartown, MA 02539
    32 Flamingo Dr, 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 $1,972,750

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

    32 Flamingo Dr, Edgartown, MA 02539

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