20,060

Dukes County, MA Homes

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  • /42

    $2,900,000 Sold Jul 03, 2025

    67 Hidden Village Rd, Vineyard Haven, MA 02568

    • 7 Beds
    • 5.5 Baths
    • 4,476 Sq Ft
    • Built 1997

    Last Sold Summary

    • 24% Below List Price
    • $648/SF
    • 347 Days On Market

    Last Listing Agent Stephanie Roache Donnelly + Co.

    67 Hidden Village Rd, Vineyard Haven, MA 02568
    • /6

      Est $2,763,692 Not Listed For Sale

      71 Runner Rd, Vineyard Haven, MA 02568

      • 4 Beds
      • 3 Baths
      • 1,935 Sq Ft
      • Built 1982
      71 Runner Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 16% Below List Price
      • $1,703/SF
      • 0 Days On Market

      Last Sold Price $3,295,000

      Last Listing Agent Dawn Bellante-Holand Sandpiper Realty

  • /20

    $1,650,000

    • 2 Beds
    • 1 Bath
    • 716 Sq Ft

    46 Tiercel Ln, Chilmark, MA 02535

    Nestled on a serene 3.32-acre parcel between North Road and Tabor House in Chilmark, this property blends privacy, charm, and great potential. A sweet 2 bedroom guest house—beautifully maintained and offering excellent rental income—sits amid rolling stone walls and mature trees, creating a peaceful woodland setting.Recent updates include a new roof, siding, and HVAC system, ensuring

    Stacy Ickes Donnelly + Co

    46 Tiercel Ln, Chilmark, MA 02535
  • /2

    $1,500,000 Sold Feb 11, 2026

    34 Massasoit Ave, Oak Bluffs, MA 02557

    • 6 Beds
    • 3.5 Baths
    • 1,617 Sq Ft
    • Built 1900

    Last Sold Summary

    • 9% Below List Price
    • $928/SF
    • 31 Days On Market

    Current Estimated Value $1,628,630

    Last Listing Agent Lisa Lucier Anchor Realty of MV

    34 Massasoit Ave, Oak Bluffs, MA 02557
    • /11

      Est $1,629,920 Not Listed For Sale

      111 Charles Neck Way, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 1,562 Sq Ft
      • Built 1999
      111 Charles Neck Way, Vineyard Haven, MA 02568

      Last Sold Summary

      • 12% Above List Price
      • $928/SF
      • 11 Days On Market

      Last Sold Price $1,450,000

      Last Listing Agent Lynn Buder Sandpiper Realty Inc

  • /44

    $1,650,000

    • 4 Beds
    • 3 Baths
    • 2,760 Sq Ft

    52 Carrolls Way, Vineyard Haven, MA 02568

    SHOWINGS START TUESDAY FEBRUARY 3. It's a home but also used as a business! R-20 zoning with historical home business uses next to Carrolls Trucking and other mixed uses. Currently its used as a 3-bedroom home with a 1-bedroom apartment, a business is being run out of the huge 576 sq. ft office. There are multiple storage and garage options to lend to a variety of needs. Being in the R-20 zoning

    Jim Feiner Feiner Real Estate

    52 Carrolls Way, Vineyard Haven, MA 02568
  • /28

    $1,400,000 Sold Nov 26, 2025

    5 Scottys Ln, Vineyard Haven, MA 02568

    • 4 Beds
    • 1.5 Baths
    • 1,592 Sq Ft
    • Built 1968

    Last Sold Summary

    • 22% Below List Price
    • $879/SF
    • 126 Days On Market

    Current Estimated Value $1,448,099

    Last Listing Agent Idalyn Macchia Gilstad Wallace & Co. Sotheby's

    5 Scottys Ln, Vineyard Haven, MA 02568
    • /31

      Est $1,258,361 Not Listed For Sale

      16 Elias Ln, Vineyard Haven, MA 02568

      • 1 Bed
      • 1.5 Baths
      • 855 Sq Ft
      • Built 1993
      16 Elias Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • 17% Above List Price
      • $1,254/SF
      • 0 Days On Market

      Last Sold Price $1,072,500

      Last Listing Agent Russell Maloney Russel Maloney Real Estate

  • /37

    $7,950,000

    • 5 Beds
    • 7 Baths
    • 4,531 Sq Ft

    85 Reservoir Rd, Vineyard Haven, MA 02568

    Nestled within Seven Gates Farm, one of Martha’s Vineyard’s most storied and scenic communities, this 26.5-acre estate features a beautifully renovated farmhouse blending modern comforts with historic charm. Surrounded by ancient stone walls, mature trees, and lush gardens, the property also includes a charming guest house, scenic walking paths, and a peaceful hilltop retreat with a stone bench

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    85 Reservoir Rd, Vineyard Haven, MA 02568
  • /15

    $975,000 Sold May 02, 2025

    15 14th St N, Edgartown, MA 02539

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • Built 2018

    Last Sold Summary

    • 19% Below List Price
    • $923/SF
    • 55 Days On Market

    Current Estimated Value $1,164,148

    Last Listing Agent Mike Sawyer Sawyer Realty Group

    15 14th St N, Edgartown, MA 02539
    • /26

      Est $1,052,436 Not Listed For Sale

      4 Elias Ln, Vineyard Haven, MA 02568

      • 1 Bed
      • 1 Bath
      • 1,182 Sq Ft
      • Built 1977
      4 Elias Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • 11% Above List Price
      • $804/SF
      • 10 Days On Market

      Last Sold Price $950,000

      Last Listing Agent Stephanie Roache Donnelly + Co

  • /38

    $1,350,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 3 Baths
    • 1,714 Sq Ft

    116 Franklin Terrace, Vineyard Haven, MA 02568

    Nestled on a quiet street just moments from the heart of Vineyard Haven, this well-maintained 4 BR, 3 BA home offers a winning blend of comfort, privacy, and classic island appeal. The sun-filled main level features an open-concept living area flowing seamlessly into a bright, updated kitchen with center island, ideal for everyday living and casual entertaining. Two 1st floor bedrooms and a full

    Pricila Ray Keller Williams Realty

    116 Franklin Terrace, Vineyard Haven, MA 02568
  • /34

    $3,746,925 Sold Nov 14, 2025

    39 Sengekontacket Rd, Edgartown, MA 02539

    • 4 Beds
    • 3.5 Baths
    • 2,861 Sq Ft
    • Built 1974

    Last Sold Summary

    • 8% Below List Price
    • $1,310/SF
    • 114 Days On Market

    Current Estimated Value $3,585,064

    Last Listing Agent Jayne Isford Ocean Park Realty Inc

    39 Sengekontacket Rd, Edgartown, MA 02539
    • /28

      Est $1,253,051 Not Listed For Sale

      175 Oak Ln, Vineyard Haven, MA 02568

      • 4 Beds
      • 2 Baths
      • 1,536 Sq Ft
      • Built 1986
      175 Oak Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • 11% Above List Price
      • $732/SF
      • 19 Days On Market

      Last Sold Price $1,125,000

      Last Listing Agent Joanna Fairchild eXp Realty

  • /49

    $1,750,000 Under Contract

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

    39 Iron Hill Rd, Oak Bluffs, MA 02557

    Welcome to 39 Iron Hill Rd, Oak Bluffs (Martha’s Vineyard)—a private multifamily colonial within Iron Hill Farm, near Island Alpaca, Island Grown Initiative, miles of trails, and access to Duarte’s Pond, with convenient proximity to Vineyard Haven and Oak Bluffs beaches and amenities. The 4,334± sq. ft. property offers 5 BR / 5.5 BA in total. Main residence (4BR/4.5BA) features two ensuite

    Wendy Harman Compass | Point B

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

    $24,000,000 Sold Jan 28, 2026

    177 Katama Rd, Edgartown, MA 02539

    • 5 Beds
    • 4 Baths
    • 3,728 Sq Ft
    • Built 1900

    Last Sold Summary

    • $6,438/SF
    • 0 Days On Market

    Current Estimated Value $29,580,778

    Last Listing Agent Thomas Leclair Landvest MV

    177 Katama Rd, Edgartown, MA 02539
    • /23

      Est $1,850,032 Not Listed For Sale

      171 Otis Bassett Rd, Vineyard Haven, MA 02568

      • 5 Beds
      • 2.5 Baths
      • 3,026 Sq Ft
      • Built 1999
      171 Otis Bassett Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 3% Above List Price
      • $593/SF
      • 11 Days On Market

      Last Sold Price $1,795,000

      Last Listing Agent Rebecca V Conroy Conroy & Company R.E., Inc.

  • /17

    $3,750,000

    • 4 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    28 Beach Rd, Oak Bluffs, MA 02557

    Location, Location, location....This is rare opportunity to own a water front property with 240 degree views of the Harbor and Sound. The property is 5 minutes from either Ferry terminal and walking distance to East beach . The house is suitable for year round living , seasonal income and comfort through and through

    Scott Lewis Lewis Real Estate Services, LLC

    28 Beach Rd, Oak Bluffs, MA 02557
  • /11

    $749,000 Sold Apr 14, 2025

    488 Lighthouse Rd, Aquinnah, MA 02535

    • 1 Bed
    • 0.5 Baths
    • 240 Sq Ft
    • Built 1980

    Last Sold Summary

    • $3,121/SF
    • 0 Days On Market

    Current Estimated Value $1,149,635

    Last Listing Agent Meg Bodnar Tea Lane Associates

    488 Lighthouse Rd, Aquinnah, MA 02535
    • /37

      Est $1,190,298 Not Listed For Sale

      43 Skiffs Ln, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 1,316 Sq Ft
      • Built 1991
      43 Skiffs Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • 7% Above List Price
      • $847/SF
      • 32 Days On Market

      Last Sold Price $1,115,000

      Last Listing Agent Chelsea Brennan Lamacchia Realty, Inc.

  • /2

    $3,000,000 Pending

    • Land
    • 5 Acres
    • $600,000 per Acre

    15 & 27 Pennywise Path Unit 33, Edgartown, MA 02539

    PRIME 5-ACRE LOT - R20 ZONE EDGARTOWN Introducing a rare opportunity to own a piece of the island (currently two parcels) close to all Edgartown has to offer. This spectacular level lot is situated along Edgartown Road and provides the perfect setting to create a private retreat or a potential subdivision. The property borders the Triangle area of Edgartown, with ease of access to public

    John O'Connell Portfolio Properties

    15 & 27 Pennywise Path Unit 33, Edgartown, MA 02539
  • /17

    $700,000 Sold Jun 20, 2025

    2 Fisk Ave, Oak Bluffs, MA 02557

    • 3 Beds
    • 1 Bath
    • 725 Sq Ft
    • Built 1870

    Last Sold Summary

    • 7% Below List Price
    • $966/SF
    • 111 Days On Market

    Current Estimated Value $705,493

    Last Listing Agent Julie Walker Century 21 North East

    2 Fisk Ave, Oak Bluffs, MA 02557
    • /49

      Est $1,814,308 Not Listed For Sale

      75 Skiffs Ln, Vineyard Haven, MA 02568

      • 4 Beds
      • 2.5 Baths
      • 2,548 Sq Ft
      • Built 1984
      75 Skiffs Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • 4% Above List Price
      • $687/SF
      • 186 Days On Market

      Last Sold Price $1,750,000

      Last Listing Agent Kelly Mercier The Agency

  • /51

    $9,403,000

    • 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
  • /21

    $1,325,000 Sold Aug 29, 2025

    19 S Vine Ln, Vineyard Haven, MA 02568

    • 3 Beds
    • 2 Baths
    • 1,982 Sq Ft
    • Built 1992

    Last Sold Summary

    • 17% Below List Price
    • $669/SF
    • 89 Days On Market

    Current Estimated Value $1,418,176

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

    19 S Vine Ln, Vineyard Haven, MA 02568
    • /22

      Est $1,120,286 Not Listed For Sale

      496 Lamberts Cove Rd, Vineyard Haven, MA 02568

      • 2 Beds
      • 1 Bath
      • 1,286 Sq Ft
      • Built 1955
      496 Lamberts Cove Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • $867/SF
      • 212 Days On Market

      Last Sold Price $1,115,000

      Last Listing Agent Stephanie Roache Donnelly + Co

  • /46

    $1,975,000

    • 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
  • /37

    $1,750,000 Pending

    • 4 Beds
    • 3 Baths
    • 3,058 Sq Ft

    2 Farm Path, Oak Bluffs, MA 02557

    "Turn-key" offering! This custom cape design with a delightful farmer's porch provides ample opportunities to entertain. Set upon nearly an acre of level and landscaped land with irrigation, it abuts the State Forrest, has an open floor plan with cathedral ceilings and skylights. The three bedroom main, has A/C, a finished basement rec room, a large rear deck that spills forth onto a large yard

    Sean Federowicz Landmarks at TODAY Real Estate

    2 Farm Path, Oak Bluffs, MA 02557
    • /26

      Est $1,510,285 Not Listed For Sale

      33 Hidden Village Rd, Vineyard Haven, MA 02568

      • 5 Beds
      • 2.5 Baths
      • 1,968 Sq Ft
      • Built 1980
      33 Hidden Village Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 14% Above List Price
      • $673/SF
      • 73 Days On Market

      Last Sold Price $1,325,000

      Last Listing Agent Elissa Lash Tea Lane Associates

  • /41

    $8,900,000

    • 8 Beds
    • 9 Baths
    • 8,560 Sq Ft

    150 E Chop Dr, Oak Bluffs, MA 02557

    Big Bluff. The crown jewel of East Chop. Timeless elegance and unmatched craftsmanship on the shores of Martha’s Vineyard. Renowned architect M. Hutker and preeminent builder J.G.Early teamed up to create this magnificent waterfront estate. 8,500 Sq. ft. of pure luxury. Open-concept living with large picture windows, a chef’s kitchen with island, high-end appliances, wet bar, and sunlit breakfast

    Melissa Dailey Coldwell Banker Realty - Wellesley

    150 E Chop Dr, Oak Bluffs, MA 02557
  • /55

    $15,000,000 Sold Apr 09, 2025

    8 Snail Rd, Chilmark, MA 02535

    • 6 Beds
    • 7 Baths
    • 6,967 Sq Ft
    • Built 2006

    Last Sold Summary

    • 7% Above List Price
    • $2,153/SF
    • 25 Days On Market

    Current Estimated Value $11,651,302

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

    8 Snail Rd, Chilmark, MA 02535
    • /30

      Est $2,318,801 Not Listed For Sale

      41 Hidden Village Rd, Vineyard Haven, MA 02568

      • 3 Beds
      • 3 Baths
      • 2,540 Sq Ft
      • Built 1981
      41 Hidden Village Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 3% Below List Price
      • $945/SF
      • 335 Days On Market

      Last Sold Price $2,400,000

      Last Listing Agent Rebecca V Conroy Conroy & Company R.E., Inc.

  • /26

    $3,895,000

    • 4 Beds
    • 4 Baths
    • 1,590 Sq Ft

    99 Cooke St, Edgartown, MA 02539

    LUXURY COTTAGE-STYLE LIVING IN THE VILLAGE – WITH A POOL! This updated classic cottage is located in the heart of Edgartown Village, less than a quarter mile to Main Street. Upon arrival, you are greeted by a spacious porch and elegant French door entry that lead you into the dramatic foyer. The open living plan with kitchen, dining, and living area is light and bright. The first floor opens out

    Bonnie Pierce Wallace & Co. Sotheby's

    99 Cooke St, Edgartown, MA 02539
  • /23

    $1,500,000 Sold Sep 25, 2025

    190 Longview Rd, Vineyard Haven, MA 02568

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 1995

    Last Sold Summary

    • 15% Below List Price
    • $1,071/SF
    • 43 Days On Market

    Current Estimated Value $1,465,157

    Last Listing Agent Kathleen Kendrick Kendrick Real Estate

    190 Longview Rd, Vineyard Haven, MA 02568
    • /45

      Est $1,050,130 Not Listed For Sale

      5 Rock Pond Rd, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 1,618 Sq Ft
      • Built 1999
      5 Rock Pond Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 6% Above List Price
      • $612/SF
      • 145 Days On Market

      Last Sold Price $990,000

      Last Listing Agent Kerry Quinlan-Potter Breakwater MV

  • /31

    $4,695,000

    • 3 Beds
    • 2 Baths
    • 1,716 Sq Ft

    16 Frog Hollow, Vineyard Haven, MA 02568

    Downtown Vineyard Haven with Harbor Views. Positioned between the energy of Main Street and the quiet prestige of West Chop, this location delivers a rare balance of downtown access, privacy, and harbor frontage.Built in 2015, the three-bedroom, two-bath modern ranch is designed for easy first-floor living with expansive water views. Wide, harbor-facing windows showcase the meadow and water

    Rose Ryley Wallace & Co. Sotheby's

    16 Frog Hollow, Vineyard Haven, MA 02568
  • /4

    $1,800,000 Sold Dec 02, 2025

    16 Schoolhouse Rd, Edgartown, MA 02539

    • 4 Beds
    • 2 Baths
    • 1,750 Sq Ft
    • Built 1999

    Last Sold Summary

    • 8% Below List Price
    • $1,029/SF
    • 144 Days On Market

    Current Estimated Value $1,882,410

    Last Listing Agent Lesley Heidt Sandpiper Realty Inc

    16 Schoolhouse Rd, Edgartown, MA 02539
    • /30

      Est $1,482,290 Not Listed For Sale

      12 Lily Farm Rd, Vineyard Haven, MA 02568

      • 3 Beds
      • 1 Bath
      • 1,560 Sq Ft
      • Built 1991
      12 Lily Farm Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 9% Below List Price
      • $1,042/SF
      • 198 Days On Market

      Last Sold Price $1,625,000

      Last Listing Agent Richard Rooney Rooney & Company

  • /40

    $1,295,000 Open Sat 11AM - 2PM

    • 3 Beds
    • 1 Bath
    • 1,033 Sq Ft

    9 Brunswick Ave, Oak Bluffs, MA 02557

    PRIME LOCATION! Beautifully Renovated in Oak Bluffs! This move-in ready home at 9 Brunswick Ave has been thoughtfully and extensively UPDATED inside and out. Enjoy peace of mind with a NEW septic system, siding, windows, water line from the street, and upgraded electrical and plumbing. The interior boasts NEW flooring, insulation, fresh paint, a stylishly renovated kitchen, and efficient new

    Alice Pierce Coldwell Banker Realty - Martha's Vineyard

    9 Brunswick Ave, Oak Bluffs, MA 02557
  • /2

    $1,125,000 Sold Jan 23, 2026

    96 Manchester Ave, Oak Bluffs, MA 02557

    • 3 Beds
    • 2 Baths
    • 3,192 Sq Ft
    • Built 1999

    Last Sold Summary

    • 2% Below List Price
    • $352/SF
    • 7 Days On Market

    Current Estimated Value $1,166,903

    Last Listing Agent Michele Moore Island Real Estate

    96 Manchester Ave, Oak Bluffs, MA 02557

Showing Results 481 - 520, Page 13 of 18

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