10,865

Vineyard Haven, MA Homes

Section Image
  • /2

    $1,000,000

    Sold Dec 30, 2025

    22 Wing Rd, Oak Bluffs, MA 02557

    • 3 Beds
    • 1.5 Baths
    • 1,136 Sq Ft
    • Built 1900

    Last Sold Summary

    • $880/SF
    • 0 Days On Market

    Current Estimated Value $1,090,567

    Last Listing Agent LINK Email Cache LINK

    22 Wing Rd, Oak Bluffs, MA 02557
    • /27

      Est $1,609,446

      Not Listed For Sale

      37 Weeks Ln, Edgartown, MA 02539

      • 3 Beds
      • 2 Baths
      • 2,066 Sq Ft
      • Built 1954
      37 Weeks Ln, Edgartown, MA 02539

      Last Sold Summary

      • 154 Days On Market

      Last Listing Agent Michele Casavant Vineyard Village Realty

  • /22

    $1,429,900

    • 4 Beds
    • 4 Baths
    • 2,552 Sq Ft

    70 Edgartown Vineyard Haven Rd, Vineyard Haven, MA 02568

    Classic Vineyard Charm Meets Effortless Island Living! Brimming w/original character and timeless appeal, this delightful 3-bedroom, 3-bath home w/1BR, 1BA ADU offers a perfect blend of historic charm + thoughtful updates in one of Martha’s Vineyard’s most sought-after communities. Original hardwood floors flow throughout, setting a warm + inviting tone, while lovingly preserved original details

    Liz Carlson CB Realty

    70 Edgartown Vineyard Haven Rd, Vineyard Haven, MA 02568
  • /16

    $1,135,000

    Sold Oct 31, 2025

    30 Teaberry Ln, Edgartown, MA 02539

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 2002

    Last Sold Summary

    • $844/SF
    • 10 Days On Market

    Current Estimated Value $1,186,046

    Last Listing Agent Dawn Bellante-Holand Sandpiper Realty

    30 Teaberry Ln, Edgartown, MA 02539
    • /35

      Not Listed For Sale

      35 7th St N, Edgartown, MA 02539

      • 3 Beds
      • 2 Baths
      • 1,814 Sq Ft
      • Built 1980
      35 7th St N, Edgartown, MA 02539

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Stephanie Roache Donnelly + Co.

  • /22

    $1,999,500

    $251K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,867 Sq Ft

    237 Lagoon Pond Rd, Vineyard Haven, MA 02568

    Ideally located at the beginning of Hines Point, this light-filled, well-maintained home offers a central setting with easy access to the Lagoon, the MV Museum, and town. Public water access is just a short walk away, making it easy to enjoy all the benefits of this special area.Set on a gentle rise overlooking the Lagoon, the home is filled with natural light and offers beautiful water

    Alison Rich Carroll & Vincent R.E.

    237 Lagoon Pond Rd, Vineyard Haven, MA 02568
  • /9

    $1,500,000

    Sold Mar 03, 2026

    515 Edgartown Rd, Vineyard Haven, MA 02568

    • 6 Beds
    • 3 Baths
    • 5,418 Sq Ft
    • Built 1997

    Last Sold Summary

    • $277/SF
    • 0 Days On Market

    Current Estimated Value $1,981,556

    Last Listing Agent LINK Email Cache LINK

    515 Edgartown Rd, Vineyard Haven, MA 02568
    • /35

      Est $1,826,507

      Not Listed For Sale

      15 Bold Meadow Ln, Edgartown, MA 02539

      • 3 Beds
      • 3.5 Baths
      • 1,715 Sq Ft
      • Built 1991
      15 Bold Meadow Ln, Edgartown, MA 02539

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Wendy Harman Compass

  • /13

    $5,100,000

    • Land
    • 2.34 Acres
    • $2,179,487 per Acre

    7 Overview Ln, Oak Bluffs, MA 02557

    A rare opportunity to own a 2.4-acre buildable lot within the prestigious Farm Neck Association. Perfectly situated overlooking the lush greens of Farm Neck Golf Club, this remarkable property also offers picturesque water views of Sengekontacket Pond and the distant Vineyard Sound. Design and build your dream home in this sought-after location. As a homeowner in Farm Neck, you'll enjoy exclusive

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    7 Overview Ln, Oak Bluffs, MA 02557
  • /28

    $1,235,000

    Sold May 29, 2026

    56 Garvin St, Oak Bluffs, MA 02557

    • 2 Beds
    • 1 Bath
    • 1,300 Sq Ft
    • Built 1970

    Last Sold Summary

    • 9% Below List Price
    • $950/SF
    • 24 Days On Market

    Current Estimated Value $1,224,152

    Last Listing Agent Casandra Hyland Sandpiper Realty, Inc.

    56 Garvin St, Oak Bluffs, MA 02557
    • /30

      Est $1,288,241

      Not Listed For Sale

      23 Edgewood Dr, Edgartown, MA 02539

      • 3 Beds
      • 1.5 Baths
      • 1,439 Sq Ft
      • Built 1986
      23 Edgewood Dr, Edgartown, MA 02539

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Marilyn Moses Ocean Park Realty Inc

  • /34

    $1,295,000

    $100K PRICE DROP Pending
    • 4 Beds
    • 2.5 Baths
    • 1,783 Sq Ft

    51 Summer St, Vineyard Haven, MA 02568

    NEWLY PRICED AT $1,295,000 — CLASSIC VINEYARD CHARACTER, THOUGHTFUL UPDATES AND MOVE-IN-READY CONVENIENCEJust moments from Main Street, the harbor, ferry, shops and restaurants, 51 Summer Street offers the warmth of a classic Vineyard home with the comfort of meaningful modern improvements. Originally built in 1950 and extensively renovated and expanded in 2014, this four-bedroom,

    Janet Scott eXp Realty

    51 Summer St, Vineyard Haven, MA 02568
  • /11

    $235,000

    Sold Jul 21, 2026

    27 Island Inn Rd Unit 7C, Oak Bluffs, MA 02568

    • 1 Bed
    • 1 Bath
    • 303 Sq Ft
    • Built 1979

    Last Sold Summary

    • $776/SF
    • 0 Days On Market

    Last Listing Agent LINK Email Cache LINK

    27 Island Inn Rd Unit 7C, Oak Bluffs, MA 02568
    • /2

      Not Listed For Sale

      10 Farm Way, Edgartown, MA 02539

      • 5 Beds
      • 4 Baths
      • 2,760 Sq Ft
      • Built 1984
      10 Farm Way, Edgartown, MA 02539

  • /47

    $1,975,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,902 Sq Ft

    81 Leland Ave, Vineyard Haven, MA 02568

    Close to town with exceptional indoor / outdoor flow & privacy.Consider this beautifully designed home just minutes from town. The first floor features a bright, open kitchen + dining area flowing into a welcoming living room with a fireplace. From there, step onto a spacious deck—ideal for al fresco dining and lounging—complete with direct access to a hot tub and nearby outdoor

    Jill Napior Tea Lane Associates

    81 Leland Ave, Vineyard Haven, MA 02568
  • /24

    $1,188,000

    Sold Sep 15, 2026

    3 Kims Way, Oak Bluffs, MA 02557

    • 3 Beds
    • 2 Baths
    • 1,164 Sq Ft
    • Built 1974

    Last Sold Summary

    • 1% Below List Price
    • $1,021/SF
    • 173 Days On Market

    Current Estimated Value $1,175,804

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

    3 Kims Way, Oak Bluffs, MA 02557
    • /7

      Not Listed For Sale

      4 Lauras Way, Edgartown, MA 02539

      • 6 Beds
      • 4.5 Baths
      • 2,737 Sq Ft
      • Built 1985
      4 Lauras Way, Edgartown, MA 02539

      Last Sold Summary

      • 386 Days On Market

      Last Listing Agent Bob Sparks American Real Estate LLC

  • /42

    $3,600,000

    • 6 Beds
    • 6 Baths
    • 4,100 Sq Ft

    12 Brook Hollow Rd, Vineyard Haven, MA 02568

    Just 9/10 of a mile from Lambert's Cove Beach, this beautifully renovated tri-level home offers over 4,000 square feet of thoughtfully designed living space with six bedrooms and six bathrooms. Expanded and extensively updated in 2023, the home provides exceptional flexibility for entertaining and accommodating family and guests. A spa-like backyard features an inviting in-ground pool and hot tub

    Rebecca V Conroy Conroy & Company R.E., Inc.

    12 Brook Hollow Rd, Vineyard Haven, MA 02568
  • /55

    $1,100,000

    Sold Oct 31, 2025

    145 Sandpiper Ln Unit 10, Vineyard Haven, MA 02568

    • 3 Beds
    • 2.5 Baths
    • 1,900 Sq Ft
    • Built 1999

    Last Sold Summary

    • 19% Below List Price
    • $579/SF
    • 91 Days On Market

    Current Estimated Value $1,312,974

    Last Listing Agent Emily Flake Viewpoints

    145 Sandpiper Ln Unit 10, Vineyard Haven, MA 02568
    • /44

      Est $2,098,088

      Not Listed For Sale

      1 Thames Ct, Edgartown, MA 02539

      • 4 Beds
      • 3 Baths
      • 3,270 Sq Ft
      • Built 1981
      1 Thames Ct, Edgartown, MA 02539

      Last Sold Summary

      • 38 Days On Market

      Last Listing Agent Jon Hartzband Martha's Vineyard Island-Wide Realty

  • /17

    $899,000

    $96K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,264 Sq Ft

    36 Circuit Ave, Vineyard Haven, MA 02568

    This cared for contemporary is located in a mature neighborhood abutting Sheriff's Meadow. It has a three bedroom, one bath reverse floor-plan design that captures ample natural light from a serene park-like setting. Hardwoods and ceramic tile flooring, A/C mini-split heat-pumps, a rear balcony deck, outdoor shower, and a delightful terraced patio compliment this new opportunity. *Seller is

    Sean Federowicz Landmarks at TODAY Real Estate

    36 Circuit Ave, Vineyard Haven, MA 02568
  • /75

    $3,600,000

    Sold Aug 19, 2026

    139 Main St, Vineyard Haven, MA 02568

    • 5 Beds
    • 6.5 Baths
    • 4,372 Sq Ft
    • Built 1840

    Last Sold Summary

    • 4% Below List Price
    • $823/SF
    • 54 Days On Market

    Last Listing Agent Leslie C. Floyd Portfolio Properties

    139 Main St, Vineyard Haven, MA 02568
    • /26

      Est $1,494,701

      Not Listed For Sale

      73 Dodgers Hole Rd, Edgartown, MA 02539

      • 3 Beds
      • 2.5 Baths
      • 2,019 Sq Ft
      • Built 1996
      73 Dodgers Hole Rd, Edgartown, MA 02539

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Stephanie Roache Donnelly + Co.

  • /53

    $6,900,000

    $650K PRICE DROP
    • 6 Beds
    • 5 Baths
    • 2,522 Sq Ft

    233 E Chop Dr, Oak Bluffs, MA 02557

    Perched high above the East Chop bluffs beside the historic lighthouse, this exceptional waterfront estate offers timeless character, breathtaking views, and an unmatched coastal setting. The main residence has beautifully preserved much of its original charm and features a gracious living room with a fireplace, a sun-filled sunroom, and a wraparound covered porch designed to take in the

    Gerrett Conover Landvest MV

    233 E Chop Dr, Oak Bluffs, MA 02557
  • /25

    $3,925,000

    Sold Sep 24, 2025

    966 Main St, Vineyard Haven, MA 02568

    • 8 Beds
    • 4.5 Baths
    • 3,954 Sq Ft
    • Built 1730

    Last Sold Summary

    • 7% Below List Price
    • $993/SF
    • 4 Days On Market

    Current Estimated Value $4,665,726

    Last Listing Agent Grant Rudolph Viewpoints

    966 Main St, Vineyard Haven, MA 02568
    • /29

      Est $1,586,355

      Not Listed For Sale

      41 Dodgers Hole Rd, Edgartown, MA 02539

      • 3 Beds
      • 2 Baths
      • 1,326 Sq Ft
      • Built 1997
      41 Dodgers Hole Rd, Edgartown, MA 02539

      Last Sold Summary

      • 38 Days On Market

      Last Listing Agent Stephanie Roache Donnelly + Co

  • /31

    $2,045,000

    • 2 Beds
    • 2 Baths
    • 1,048 Sq Ft

    51 St, Oak Bluffs, MA 02557

    East Chop colonial style 2BR/2BA year-round home on East Chop PLUS a separate buildable lot behind the house. The house at 51 Winemack St has a 2-bedroom Title V septic that recently passed inspection, full basement, electric baseboard heat and large yard that allows for expansion potential of the house. Recent improvements include new roof, new shingle siding, and painted trim. The property is

    Perry Patterson MV Luxury Homes

    51 St, Oak Bluffs, MA 02557
  • /37

    $2,100,000

    Sold Nov 07, 2025

    22 Greenleaf Ave, Oak Bluffs, MA 02557

    • 3 Beds
    • 2 Baths
    • 1,608 Sq Ft
    • Built 1987

    Last Sold Summary

    • 12% Below List Price
    • $1,306/SF
    • 201 Days On Market

    Current Estimated Value $2,237,827

    Last Listing Agent Jennifer O'hanlon Compass

    22 Greenleaf Ave, Oak Bluffs, MA 02557
    • /2

      Est $1,222,895

      Not Listed For Sale

      13 Flamingo Dr, Edgartown, MA 02539

      • 3 Beds
      • 2 Baths
      • 1,512 Sq Ft
      • Built 1994
      13 Flamingo Dr, Edgartown, MA 02539

  • /36

    $2,575,000

    Pending
    • 4 Beds
    • 1.5 Baths
    • 1,606 Sq Ft

    12 Samoset Ave, Oak Bluffs, MA 02557

    Classic Oak Bluffs Victorian Steps from Beach, Harbor & Town.. Built in 1875 by famed architect Samuel Pratt, this Classic Oak Bluffs Victorian offers a rare opportunity to own a piece of Vineyard history just one block from the sandy beach. Located moments from the harbor, ferries, shops, restaurants, and all the attractions of downtown Oak Bluffs, this warm and welcoming four-bedroom home

    Marilyn Moses Ocean Park Realty Inc

    12 Samoset Ave, Oak Bluffs, MA 02557
  • /25

    $1,000,000

    Sold Mar 31, 2026

    113 Leonard Cir, Vineyard Haven, MA 02568

    • 4 Beds
    • 2 Baths
    • 1,306 Sq Ft
    • Built 1997

    Last Sold Summary

    • 26% Below List Price
    • $766/SF
    • 244 Days On Market

    Current Estimated Value $1,036,222

    Last Listing Agent Karen Overtoom Karen M. Overtoom R.E.

    113 Leonard Cir, Vineyard Haven, MA 02568
    • /20

      Est $1,167,329

      Not Listed For Sale

      4 Mockingbird Dr, Edgartown, MA 02539

      • 3 Beds
      • 1.5 Baths
      • 1,200 Sq Ft
      • Built 1986
      4 Mockingbird Dr, Edgartown, MA 02539

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Alyson Parker Karen M. Overtoom R.E.

  • /28

    $1,495,000

    $100K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,739 Sq Ft

    40 Hidden Cove Road Unit 2 Unit 2, Oak Bluffs, MA 02557

    Enjoy timeless summers at this Hidden Cove condo, where days begin with a paddle on Sengekontacket Pond, afternoons are spent between the pool and tennis courts, and evenings end on the deck after a day spent exploring the island. This three-bedroom unit has distant water views and offers an easy, multi-level floor plan with open living spaces, a private primary suite, two guest bedrooms, a

    Rose Ryley Wallace & Co. Sotheby's International Realty

    40 Hidden Cove Road Unit 2 Unit 2, Oak Bluffs, MA 02557
  • /7

    $835,000

    Sold Feb 06, 2026

    136 W Spring St, Vineyard Haven, MA 02568

    • 1 Bed
    • 1 Bath
    • 534 Sq Ft
    • Built 2017

    Last Sold Summary

    • 12% Below List Price
    • $1,564/SF
    • 130 Days On Market

    Current Estimated Value $1,349,190

    Last Listing Agent David Dickinson Compass

    136 W Spring St, Vineyard Haven, MA 02568
    • /21

      Est $770,657

      Not Listed For Sale

      21 Rock Ave, Oak Bluffs, MA 02557

      • 1 Bed
      • 1 Bath
      • 604 Sq Ft
      • Built 1870
      21 Rock Ave, Oak Bluffs, MA 02557

      Last Sold Summary

      • 58 Days On Market

      Last Listing Agent Marilyn Moses Ocean Park Realty Inc

  • /48

    $2,200,000

    Pending
    • 2 Beds
    • 2 Baths
    • 3,771 Sq Ft

    99 Oak Ln, Vineyard Haven, MA 02568

    This enchanting artist-designed property is tucked away on 2.9 private acres in West Tisbury, a thoughtfully composed retreat with pastoral meadows, mature landscaping, and an unmistakable sense of intention and sophisticated taste. The two-bedroom, two-bathroom main house is complemented by a spacious two-bedroom, one-bathroom guest studio with a fireplace, offering a combined 3,771 square feet

    Rose Ryley Wallace & Co. Sotheby's International Realty

    99 Oak Ln, Vineyard Haven, MA 02568
  • /2

    $1,100,000

    Sold Dec 29, 2025

    200 Edgartown Vineyard Haven Rd Unit 1, Oak Bluffs, MA 02539

    • Land
    • 1.37 Acres
    • $802,920 per Acre

    Last Sold Summary

    • 0 Days On Market

    Last Listing Agent LINK Email Cache LINK

    200 Edgartown Vineyard Haven Rd Unit 1, Oak Bluffs, MA 02539
    • /14

      Not Listed For Sale

      517 Edgartown Rd Unit 8.11, Tisbury, MA 02568

      517 Edgartown Rd Unit 8.11, Tisbury, MA 02568

      Last Sold Summary

      • 89 Days On Market

      Last Listing Agent Meg Bodnar Tea Lane Associates

  • /75

    $3,200,000

    $600K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,274 Sq Ft

    70 Spring St, Vineyard Haven, MA 02568

    NOW INCLUDING RARE 12,527 S.F. TOWN APPROVED BUILDING LOT ON WILLIAM STREET! Storybook setting in the quaint seaside village of Vineyard Haven, the commanding Captain Gilbert L. Smith House*, c. 1854, affords an enchanting opportunity for space and privacy within the highly sought after William Street Historic District, just two blocks to all the shops, restaurants, galleries, town beach, tennis,

    June Flake Viewpoints

    70 Spring St, Vineyard Haven, MA 02568
  • /2

    $450,000

    Sold Jun 15, 2026

    56 Holmes Hole Rd Unit 10, Oak Bluffs, MA 02568

    • Land
    • 21,344 Sq Ft
    • $918,367 per Acre

    Last Sold Summary

    • 36% Below List Price
    • 406 Days On Market

    Last Listing Agent Marilyn Moses Ocean Park Realty Inc

    56 Holmes Hole Rd Unit 10, Oak Bluffs, MA 02568

Showing Results 401 - 440, Page 11 of 18

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