19,346

Dukes County, MA Homes

Section Image
  • 51 Chase Rd, Edgartown, MA 02539
    51 Chase Rd, Edgartown, MA 02539
    51 Chase Rd, Edgartown, MA 02539
    /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
  • 105 Stoney Hill Rd, Vineyard Haven, MA 02568
    105 Stoney Hill Rd, Vineyard Haven, MA 02568
    105 Stoney Hill Rd, Vineyard Haven, MA 02568
    /44

    $1,525,000

    Sold Feb 03, 2026

    105 Stoney Hill Rd, Vineyard Haven, MA 02568

    • 4 Beds
    • 2.5 Baths
    • 1,815 Sq Ft
    • Built 1986

    Last Sold Summary

    • 8% Below List Price
    • $840/SF
    • 60 Days On Market

    Current Estimated Value $1,737,716

    Last Listing Agent Lisa Da Silva Signal House Group at Compass

    105 Stoney Hill Rd, Vineyard Haven, MA 02568
    • 5 Rock Pond Rd, Vineyard Haven, MA 02568
      5 Rock Pond Rd, Vineyard Haven, MA 02568
      5 Rock Pond Rd, Vineyard Haven, MA 02568
      /45

      Est $1,165,622

      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

      • 145 Days On Market

      Last Listing Agent Kerry Quinlan-Potter Breakwater MV

  • 4 Quail Run Unit 21, Oak Bluffs, MA 02557
    4 Quail Run Unit 21, Oak Bluffs, MA 02557
    4 Quail Run Unit 21, Oak Bluffs, MA 02557
    /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
  • 32 MacHipscat Trail, Vineyard Haven, MA 02568
    32 MacHipscat Trail, Vineyard Haven, MA 02568
    32 MacHipscat Trail, Vineyard Haven, MA 02568
    /19

    $1,330,000

    Sold Oct 17, 2025

    32 MacHipscat Trail, Vineyard Haven, MA 02568

    • 3 Beds
    • 1.5 Baths
    • 1,404 Sq Ft
    • Built 1983

    Last Sold Summary

    • 11% Below List Price
    • $947/SF
    • 112 Days On Market

    Current Estimated Value $1,417,863

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

    32 MacHipscat Trail, Vineyard Haven, MA 02568
    • 41 Old County Rd, Vineyard Haven, MA 02568
      41 Old County Rd, Vineyard Haven, MA 02568
      41 Old County Rd, Vineyard Haven, MA 02568
      /22

      Est $1,219,176

      Not Listed For Sale

      41 Old County Rd, Vineyard Haven, MA 02568

      • 3 Beds
      • 1.5 Baths
      • 1,264 Sq Ft
      • Built 1983
      41 Old County Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 216 Days On Market

      Last Listing Agent Jared Bicknell Compass LLC

  • 11 Stanley St, Oak Bluffs, MA 02557
    11 Stanley St, Oak Bluffs, MA 02557
    11 Stanley St, Oak Bluffs, MA 02557
    /17

    $1,255,000

    • 3 Beds
    • 1.5 Baths
    • 912 Sq Ft

    11 Stanley St, Oak Bluffs, MA 02557

    Nestled on a cul-de-sac is this sweet 3 bedroom ranch. Located on a .34 acre lot with plenty of room to expand this solid home and still have enough space for an ADU on this spacious lot. Well maintained over the years with recent upgrades including, roof, siding, new insulation, flooring and paint. Natural light floods the house from the bank of windows in the living room to the sliding glass

    Lisa Lucier Anchor Realty of Martha's Vineyard

    11 Stanley St, Oak Bluffs, MA 02557
  • 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

    Current Estimated Value $2,631,408

    Last Listing Agent Kristin Buck Donnelly + Co

    8 Old Dunhams Corner Way, Edgartown, MA 02539
    • 22 Briarwood Ln, Vineyard Haven, MA 02568
      22 Briarwood Ln, Vineyard Haven, MA 02568
      22 Briarwood Ln, Vineyard Haven, MA 02568
      /17

      Est $1,263,773

      Not Listed For Sale

      22 Briarwood Ln, Vineyard Haven, MA 02568

      • 2 Beds
      • 2 Baths
      • 1,241 Sq Ft
      • Built 2018
      22 Briarwood Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Carol Shore Donnelly + Co

  • 65 Carl's Way, West Tisbury, MA 02568
    65 Carl's Way, West Tisbury, MA 02568
    65 Carl's Way, West Tisbury, MA 02568
    /25

    $6,950,000

    $350K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 3,539 Sq Ft

    65 Carl's Way, West Tisbury, MA 02568

    Stylized Private Waterfront Retreat close to townperched along the tranquil shores of the beloved Tisbury Great Pond, this stunning Hutker-designed waterfront home is a seamless blend of coastal elegance and timeless island charm. Designed to capture the essence of Vineyard living, the home features intimate water views, sun-drenched interiors, and carefully curated finishes

    Jill Napior Tea Lane Associates

    65 Carl's Way, West Tisbury, MA 02568
  • 211 Edgartown Vineyard Haven Rd, Tisbury, MA 02568
    211 Edgartown Vineyard Haven Rd, Tisbury, MA 02568
    211 Edgartown Vineyard Haven Rd, Tisbury, MA 02568
    /17

    $1,200,000

    Sold Oct 28, 2025

    211 Edgartown Vineyard Haven Rd, Tisbury, MA 02568

    • 4 Beds
    • 2 Baths
    • 1,680 Sq Ft
    • Built 1987

    Last Sold Summary

    • 25% Below List Price
    • $714/SF
    • 209 Days On Market

    Last Listing Agent Jim Feiner Feiner Real Estate

    211 Edgartown Vineyard Haven Rd, Tisbury, MA 02568
    • 140 Merry Farm Rd, Vineyard Haven, MA 02568
      140 Merry Farm Rd, Vineyard Haven, MA 02568
      140 Merry Farm Rd, Vineyard Haven, MA 02568
      /32

      Not Listed For Sale

      140 Merry Farm Rd, Vineyard Haven, MA 02568

      • 6 Beds
      • 7 Baths
      • 5,603 Sq Ft
      • Built 1995
      140 Merry Farm Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 238 Days On Market

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

  • 33 Alyssa Ln, Vineyard Haven, MA 02568
    33 Alyssa Ln, Vineyard Haven, MA 02568
    33 Alyssa Ln, Vineyard Haven, MA 02568
    /13

    $1,395,000

    Open Sat 12PM - 3PM $100K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,304 Sq Ft

    33 Alyssa Ln, Vineyard Haven, MA 02568

    Country Living so close to Town! Lovely 4 Bedroom 2,304sq ft. Colonial Cape perched on a rise on Alyssa Lane off West Spring Street. Open Kitchen with handcrafted side cabinets and Island with stool seating. Dining, sitting, entertainment area with sliders open to a generous front to back side deck. Living room with propane fired wood stove and half bath also on the first floor. Interior stairs

    Stephanie Burke Portfolio Properties

    33 Alyssa Ln, Vineyard Haven, MA 02568
  • 25 Plum Bush Point Rd Unit 6, West Tisbury, MA 02568
    25 Plum Bush Point Rd Unit 6, West Tisbury, MA 02568
    25 Plum Bush Point Rd Unit 6, West Tisbury, MA 02568
    /12

    $1,250,000

    Sold Oct 23, 2025

    25 Plum Bush Point Rd Unit 6, West Tisbury, MA 02568

    • Land
    • 4.12 Acres
    • $303,398 per Acre

    Last Sold Summary

    • 6% Below List Price
    • 127 Days On Market

    Last Listing Agent Abby Rabinovitz Tea Lane Associates

    25 Plum Bush Point Rd Unit 6, West Tisbury, MA 02568
    • 26 Manaquayak Rd, Vineyard Haven, MA 02568
      26 Manaquayak Rd, Vineyard Haven, MA 02568
      26 Manaquayak Rd, Vineyard Haven, MA 02568
      /44

      Est $1,707,246

      Not Listed For Sale

      26 Manaquayak Rd, Vineyard Haven, MA 02568

      • 4 Beds
      • 2 Baths
      • 2,320 Sq Ft
      • Built 1960
      26 Manaquayak Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Candy DaRosa Feiner Real Estate

  • 0 Pocha Rd, Edgartown, MA 02539
    0 Pocha Rd, Edgartown, MA 02539
    0 Pocha 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
  • 30 Sengekontacket Rd, Oak Bluffs, MA 02557
    30 Sengekontacket Rd, Oak Bluffs, MA 02557
    30 Sengekontacket Rd, Oak Bluffs, MA 02557
    /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
    • 135 Capawock Rd, Vineyard Haven, MA 02568
      135 Capawock Rd, Vineyard Haven, MA 02568
      135 Capawock Rd, Vineyard Haven, MA 02568
      /25

      Est $5,818,641

      Not Listed For Sale

      135 Capawock Rd, Vineyard Haven, MA 02568

      • 4 Beds
      • 3.5 Baths
      • 2,921 Sq Ft
      • Built 2001
      135 Capawock Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Jill Napior Tea Lane Associates

  • 0 State Rd Unit 29.3, Vineyard Haven, MA 02568
    0 State Rd Unit 29.3, Vineyard Haven, MA 02568
    0 State Rd Unit 29.3, Vineyard Haven, MA 02568
    /7

    $2,000,000

    • Land
    • 21,801 Sq Ft
    • $3,996,004 per Acre

    0 State Rd Unit 29.3, Vineyard Haven, MA 02568

    1/2 acre of commercial land in the State Road B-2 district. Possibilities are endless for the right business. Also available, next door, is a commercial building that currently has 10 rental units. $6,000,000.

    Peter Cronig Cronigs Real Estate

    0 State Rd Unit 29.3, Vineyard Haven, MA 02568
  • 7 Clay Pit Ln, Aquinnah, MA 02535
    7 Clay Pit Ln, Aquinnah, MA 02535
    7 Clay Pit Ln, Aquinnah, MA 02535
    /28

    $6,650,000

    Sold Mar 17, 2026

    7 Clay Pit Ln, Aquinnah, MA 02535

    • 5 Beds
    • 4.5 Baths
    • 5,000 Sq Ft
    • Built 1999

    Last Sold Summary

    • 11% Below List Price
    • $1,330/SF
    • 98 Days On Market

    Current Estimated Value $7,033,496

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

    7 Clay Pit Ln, Aquinnah, MA 02535
    • 84 Cuttyhunk Ave, Vineyard Haven, MA 02568
      84 Cuttyhunk Ave, Vineyard Haven, MA 02568
      /2

      Est $2,406,852

      Not Listed For Sale

      84 Cuttyhunk Ave, Vineyard Haven, MA 02568

      • 3 Beds
      • 4 Baths
      • 2,396 Sq Ft
      • Built 2001
      84 Cuttyhunk Ave, Vineyard Haven, MA 02568

  • 26 Union St Unit 7, Tisbury, MA 02568
    26 Union St Unit 7, Tisbury, MA 02568
    26 Union St Unit 7, Tisbury, MA 02568
    /32

    $1,625,000

    • 2 Beds
    • 2.5 Baths
    • 1,532 Sq Ft

    26 Union St Unit 7, Tisbury, MA 02568

    Waterview Condo in the Heart of Downtown Vineyard Haven. Experience the best of in-town living with this newly built, thoughtfully designed 2-bedroom condo offering beautiful harbor views and luxurious modern finishes. The first level welcomes you with a primary suite featuring a full bath with a tub/shower combination and direct access to a private deck complete with an outdoor shower, perfect

    Alyssa Halisky Wallace & Co. Sotheby's

    26 Union St Unit 7, Tisbury, MA 02568
  • 60 Beach Rd Unit 105, Vineyard Haven, MA 02568
    60 Beach Rd Unit 105, Vineyard Haven, MA 02568
    60 Beach Rd Unit 105, Vineyard Haven, MA 02568
    /9

    $160,000

    Sold Nov 14, 2025

    60 Beach Rd Unit 105, Vineyard Haven, MA 02568

    • 1 Bed
    • 1 Bath
    • 381 Sq Ft
    • Built 1958

    Last Sold Summary

    • $420/SF
    • 0 Days On Market

    Current Estimated Value $165,210

    Last Listing Agent Nantucket CompLINK LINK

    60 Beach Rd Unit 105, Vineyard Haven, MA 02568
    • 19 Speed Andrews Way, Vineyard Haven, MA 02568
      19 Speed Andrews Way, Vineyard Haven, MA 02568
      19 Speed Andrews Way, Vineyard Haven, MA 02568
      /24

      Est $956,999

      Not Listed For Sale

      19 Speed Andrews Way, Vineyard Haven, MA 02568

      • 3 Beds
      • 1 Bath
      • 1,016 Sq Ft
      • Built 1972
      19 Speed Andrews Way, Vineyard Haven, MA 02568

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Grace Bishop Compass

  • 25 Coffins Field Rd, Edgartown, MA 02539
    25 Coffins Field Rd, Edgartown, MA 02539
    25 Coffins Field Rd, Edgartown, MA 02539
    /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
  • 52 Old Coach Rd, Vineyard Haven, MA 02568
    52 Old Coach Rd, Vineyard Haven, MA 02568
    52 Old Coach Rd, Vineyard Haven, MA 02568
    /29

    $1,150,000

    Sold Dec 16, 2025

    52 Old Coach Rd, Vineyard Haven, MA 02568

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • Built 1988

    Last Sold Summary

    • 8% Below List Price
    • $887/SF
    • 18 Days On Market

    Current Estimated Value $1,285,685

    Last Listing Agent Kathleen Kendrick Kathleen Kendrick

    52 Old Coach Rd, Vineyard Haven, MA 02568
    • 14 E Sound Ln, Vineyard Haven, MA 02568
      14 E Sound Ln, Vineyard Haven, MA 02568
      14 E Sound Ln, Vineyard Haven, MA 02568
      /54

      Est $5,171,503

      Not Listed For Sale

      14 E Sound Ln, Vineyard Haven, MA 02568

      • 4 Beds
      • 4 Baths
      • 2,470 Sq Ft
      • Built 1978
      14 E Sound Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • 635 Days On Market

      Last Listing Agent Candy DaRosa Feiner Real Estate

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

    $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 $1,574,920

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

    19 S Vine Ln, Vineyard Haven, MA 02568
    • 83 William Norton Rd, Vineyard Haven, MA 02568
      83 William Norton Rd, Vineyard Haven, MA 02568
      83 William Norton Rd, Vineyard Haven, MA 02568
      /35

      Est $2,026,722

      Not Listed For Sale

      83 William Norton Rd, Vineyard Haven, MA 02568

      • 3 Beds
      • 3.5 Baths
      • 1,907 Sq Ft
      • Built 1999
      83 William Norton Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 62 Days On Market

      Last Listing Agent Alexis Holden Tea Lane Associates

  • 76 Washque Ave, Edgartown, MA 02539
    76 Washque Ave, Edgartown, MA 02539
    76 Washque Ave, Edgartown, MA 02539
    /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
  • 60 Meetinghouse Rd, Chilmark, MA 02535
    60 Meetinghouse Rd, Chilmark, MA 02535
    60 Meetinghouse Rd, Chilmark, MA 02535
    /49

    $6,100,000

    Sold Mar 24, 2026

    60 Meetinghouse Rd, Chilmark, MA 02535

    • 6 Beds
    • 8 Baths
    • 5,660 Sq Ft
    • Built 2021

    Last Sold Summary

    • 6% Below List Price
    • $1,078/SF
    • 111 Days On Market

    Last Listing Agent Jim Feiner Feiner Real Estate

    60 Meetinghouse Rd, Chilmark, MA 02535
    • 97 Snake Hollow, Vineyard Haven, MA 02568
      97 Snake Hollow, Vineyard Haven, MA 02568
      97 Snake Hollow, Vineyard Haven, MA 02568
      /31

      Est $1,764,363

      Not Listed For Sale

      97 Snake Hollow, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 1,822 Sq Ft
      • Built 1981
      97 Snake Hollow, Vineyard Haven, MA 02568

      Last Sold Summary

      • 6 Days On Market

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

  • 32 Edgartown - West Tisbury Rd Unit 81, West Tisbury, MA 02575
    32 Edgartown - West Tisbury Rd Unit 81, West Tisbury, MA 02575
    32 Edgartown - West Tisbury Rd Unit 81, West Tisbury, MA 02575
    /17

    $2,695,000

    $505K PRICE DROP
    • Land
    • 19.3 Acres
    • $139,637 per Acre

    32 Edgartown - West Tisbury Rd Unit 81, West Tisbury, MA 02575

    A Rare Offering in West Tisbury — Over 19 Acres of Opportunity with approvals in place for a six lot subdivision.An exceptional opportunity to own just over 19 acres in the heart of rural West Tisbury. This expansive parcel offers tremendous flexibility, with potential for multiple dwellings or subdivision into a thoughtfully designed niche development. Ideally situated near all island

    Jill Napior Tea Lane Associates

    32 Edgartown - West Tisbury Rd Unit 81, West Tisbury, MA 02575
  • 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
    • 93 Hvoslef Way, Vineyard Haven, MA 02568
      93 Hvoslef Way, Vineyard Haven, MA 02568
      93 Hvoslef Way, Vineyard Haven, MA 02568
      /41

      Est $1,906,649

      Not Listed For Sale

      93 Hvoslef Way, Vineyard Haven, MA 02568

      • 4 Beds
      • 2.5 Baths
      • 2,044 Sq Ft
      • Built 2007
      93 Hvoslef Way, Vineyard Haven, MA 02568

      Last Sold Summary

      • 51 Days On Market

      Last Listing Agent Jennifer O'hanlon Compass

  • 345 North Rd, Chilmark, MA 02535
    345 North Rd, Chilmark, MA 02535
    345 North Rd, Chilmark, MA 02535
    /25

    $1,450,000

    $100K PRICE DROP
    • 5 Beds
    • 5 Baths
    • 2,266 Sq Ft

    345 North Rd, Chilmark, MA 02535

    This versatile Chilmark property offers a rare combination of privacy, flexibility, and investment potential. The main residence features 4 bedrooms and 4 bathrooms, complemented by a detached 1-bedroom, 1-bath suite with an attached garage—ideal for guests, extended family, or rental income. Two separate parking areas provide ample space and convenience. Abutting over 200 acres of protected

    Jessica Campbell Flanders Real Estate

    345 North Rd, Chilmark, MA 02535
  • 15 Old Farm Rd, Chilmark, MA 02535
    15 Old Farm Rd, Chilmark, MA 02535
    15 Old Farm Rd, Chilmark, MA 02535
    /42

    $3,710,000

    Sold Mar 12, 2026

    15 Old Farm Rd, Chilmark, MA 02535

    • 3 Beds
    • 6 Baths
    • 3,171 Sq Ft
    • Built 2002

    Last Sold Summary

    • 13% Below List Price
    • $1,170/SF
    • 136 Days On Market

    Current Estimated Value $4,107,387

    Last Listing Agent Tina Miller Donnelly + Co.

    15 Old Farm Rd, Chilmark, MA 02535
    • 585 Herring Creek Rd, Vineyard Haven, MA 02568
      585 Herring Creek Rd, Vineyard Haven, MA 02568
      585 Herring Creek Rd, Vineyard Haven, MA 02568
      /16

      Est $1,792,713

      Not Listed For Sale

      585 Herring Creek Rd, Vineyard Haven, MA 02568

      • 2 Beds
      • 1 Bath
      • 704 Sq Ft
      • Built 1950
      585 Herring Creek Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 10 Days On Market

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

  • 35 S Bowl Rd, Chilmark, MA 02535
    35 S Bowl Rd, Chilmark, MA 02535
    35 S Bowl Rd, Chilmark, MA 02535
    /42

    $4,995,000

    $405K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,710 Sq Ft

    35 S Bowl Rd, Chilmark, MA 02535

    Rare opportunity in the Seven Gates Farm community of Chilmark. Designed by architects Jane and Christian Langmuir, this exceptional three-bedroom home is set on 5.3 acres of beautifully landscaped grounds. Thoughtfully designed to embrace natural light and its surroundings, the residence blends natural materials with contemporary architectural details.The dramatic great room features a striking

    Tina Miller Donnelly + Co.

    35 S Bowl Rd, Chilmark, MA 02535

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