28

Recently Sold Chilmark Homes

Section Image
  • 25 Osprey Ln, Chilmark, MA 02535
    25 Osprey Ln, Chilmark, MA 02535
    25 Osprey Ln, Chilmark, MA 02535
    /9

    $7,289,000

    Sold Oct 15, 2025

    25 Osprey Ln, Chilmark, MA 02535

    • 4 Beds
    • 5 Baths
    • 3,777 Sq Ft
    • Built 1988

    Last Sold Summary

    • 9% Below List Price
    • $1,930/SF
    • 77 Days On Market

    Last Listing Agent Deb Hancock Hancock Real Estate

    25 Osprey Ln, Chilmark, MA 02535
  • 9 Ridge Hill Rd, Chilmark, MA 02535
    9 Ridge Hill Rd, Chilmark, MA 02535
    9 Ridge Hill Rd, Chilmark, MA 02535
    /48

    $5,800,000

    Sold Aug 27, 2026

    9 Ridge Hill Rd, Chilmark, MA 02535

    • 6 Beds
    • 6.5 Baths
    • 3,608 Sq Ft
    • Built 2014

    Last Sold Summary

    • 1% Below List Price
    • $1,608/SF
    • 44 Days On Market

    Last Listing Agent Alexis Holden Tea Lane Associates

    9 Ridge Hill Rd, Chilmark, MA 02535
  • 6 Tabor Hills, Chilmark, MA 02535
    6 Tabor Hills, Chilmark, MA 02535
    6 Tabor Hills, Chilmark, MA 02535
    /45

    $2,100,000

    Sold Nov 25, 2025

    6 Tabor Hills, Chilmark, MA 02535

    • 4 Beds
    • 3 Baths
    • 2,544 Sq Ft
    • Built 1993

    Last Sold Summary

    • 11% Below List Price
    • $825/SF
    • 48 Days On Market

    Last Listing Agent Dawn Bellante-Holand Sandpiper Realty

    6 Tabor Hills, Chilmark, MA 02535
  • 21 Eliot Ave, Chilmark, MA 02535
    21 Eliot Ave, Chilmark, MA 02535
    21 Eliot Ave, Chilmark, MA 02535
    /40

    $5,250,000

    Sold Sep 03, 2026

    21 Eliot Ave, Chilmark, MA 02535

    • 4 Beds
    • 3 Baths
    • 1,714 Sq Ft
    • Built 1955

    Last Sold Summary

    • $3,063/SF
    • 22 Days On Market

    Current Estimated Value $6,106,568

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

    21 Eliot Ave, Chilmark, MA 02535
  • 99 Cygnet Way Unit 103, Chilmark, MA 02535
    99 Cygnet Way Unit 103, Chilmark, MA 02535
    99 Cygnet Way Unit 103, Chilmark, MA 02535
    /7

    $375,000

    Sold Apr 06, 2026

    99 Cygnet Way Unit 103, Chilmark, MA 02535

    • Land
    • 8,712 Sq Ft
    • $1,875,000 per Acre

    Last Sold Summary

    • 6% Below List Price
    • 120 Days On Market

    Last Listing Agent Russell Maloney Russell Maloney Real Estate

    99 Cygnet Way Unit 103, Chilmark, MA 02535
  • 00 Quenames Rd Unit 30-02, Chilmark, MA 02535
    00 Quenames Rd Unit 30-02, Chilmark, MA 02535
    /2

    $900,000

    Sold Sep 17, 2025

    00 Quenames Rd Unit 30-02, Chilmark, MA 02535

    • Land
    • 3.05 Acres
    • $295,082 per Acre

    Last Sold Summary

    • 10% Below List Price
    • 83 Days On Market

    Last Listing Agent Candy DaRosa Feiner Real Estate

    00 Quenames Rd Unit 30-02, Chilmark, MA 02535
  • 49 Cobbs Hill Rd Unit 24.3, Chilmark, MA 02535
    49 Cobbs Hill Rd Unit 24.3, Chilmark, MA 02535
    49 Cobbs Hill Rd Unit 24.3, Chilmark, MA 02535
    /9

    $1,500,000

    Sold Oct 20, 2025

    49 Cobbs Hill Rd Unit 24.3, Chilmark, MA 02535

    • Land
    • 3.9 Acres
    • $384,615 per Acre

    Last Sold Summary

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

    49 Cobbs Hill Rd Unit 24.3, Chilmark, MA 02535
  • 31 North Rd, Chilmark, MA 02535
    31 North Rd, Chilmark, MA 02535
    31 North Rd, Chilmark, MA 02535
    /22

    $1,000,000

    Sold Jun 03, 2026

    31 North Rd, Chilmark, MA 02535

    • 2 Beds
    • 1 Bath
    • 576 Sq Ft
    • Built 1970

    Last Sold Summary

    • 17% Below List Price
    • $1,736/SF
    • 9 Days On Market

    Current Estimated Value $1,019,470

    Last Listing Agent Russell Maloney Russell Maloney Real Estate

    31 North Rd, Chilmark, MA 02535
  • 300 N Rd 18 Belhaven Way, Chilmark, MA 02535
    300 N Rd 18 Belhaven Way, Chilmark, MA 02535
    300 N Rd 18 Belhaven Way, Chilmark, MA 02535
    /30

    $2,800,000

    Sold Aug 27, 2026

    300 N Rd 18 Belhaven Way, Chilmark, MA 02535

    • 4 Beds
    • 3.5 Baths
    • 2,515 Sq Ft
    • Built 1995

    Last Sold Summary

    • 7% Below List Price
    • $1,113/SF
    • 43 Days On Market

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

    300 N Rd 18 Belhaven Way, Chilmark, MA 02535
  • 94 Menemsha Inn Rd, Chilmark, MA 02535
    94 Menemsha Inn Rd, Chilmark, MA 02535
    94 Menemsha Inn Rd, Chilmark, MA 02535
    /44

    $8,178,500

    Sold Oct 27, 2025

    94 Menemsha Inn Rd, Chilmark, MA 02535

    • 6 Beds
    • 4.5 Baths
    • 4,104 Sq Ft
    • Built 2001

    Last Sold Summary

    • 3% Below List Price
    • $1,993/SF
    • 38 Days On Market

    Last Listing Agent Julianna Flanders Flanders Real Estate

    94 Menemsha Inn Rd, Chilmark, MA 02535
  • 51 Squibnocket Farm Rd, Chilmark, MA 02535
    51 Squibnocket Farm Rd, Chilmark, MA 02535
    51 Squibnocket Farm Rd, Chilmark, MA 02535
    /10

    $10,500,000

    Sold Mar 12, 2026

    51 Squibnocket Farm Rd, Chilmark, MA 02535

    • 4 Beds
    • 2.5 Baths
    • 3,200 Sq Ft
    • Built 1981

    Last Sold Summary

    • 9% Below List Price
    • $3,281/SF

    Current Estimated Value $8,227,387

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

    51 Squibnocket Farm Rd, Chilmark, MA 02535
  • 49 Gosnold's Way, Chilmark, MA 02535
    49 Gosnold's Way, Chilmark, MA 02535
    49 Gosnold's Way, Chilmark, MA 02535
    /51

    $4,850,000

    Sold Dec 05, 2025

    49 Gosnold's Way, Chilmark, MA 02535

    • 5 Beds
    • 3.5 Baths
    • 4,044 Sq Ft
    • Built 2003

    Last Sold Summary

    • 8% Below List Price
    • $1,199/SF
    • 115 Days On Market

    Last Listing Agent Meg Bodnar Tea Lane Associates

    49 Gosnold's Way, Chilmark, MA 02535
  • 122 Old Farm Rd, Chilmark, MA 02535
    122 Old Farm Rd, Chilmark, MA 02535
    122 Old Farm Rd, Chilmark, MA 02535
    /36

    $3,700,000

    Sold May 28, 2026

    122 Old Farm Rd, Chilmark, MA 02535

    • 5 Beds
    • 4 Baths
    • 3,413 Sq Ft
    • Built 1790

    Last Sold Summary

    • 38% Below List Price
    • $1,084/SF
    • 261 Days On Market

    Current Estimated Value $2,693,000

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

    122 Old Farm Rd, Chilmark, MA 02535
  • 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
  • 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
  • 300 N Road 18 Belhaven Way, Chilmark, MA 02535
    300 N Road 18 Belhaven Way, Chilmark, MA 02535
    300 N Road 18 Belhaven Way, Chilmark, MA 02535
    /32

    $2,800,000

    Sold Aug 27, 2026

    300 N Road 18 Belhaven Way, Chilmark, MA 02535

    • 4 Beds
    • 3.5 Baths
    • 2,515 Sq Ft
    • Built 1995

    Last Sold Summary

    • 7% Below List Price
    • $1,113/SF
    • 47 Days On Market

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

    300 N Road 18 Belhaven Way, Chilmark, MA 02535
  • 23 Chockers Ln, Chilmark, MA 02535
    23 Chockers Ln, Chilmark, MA 02535
    23 Chockers Ln, Chilmark, MA 02535
    /3

    $5,750,000

    Sold Apr 10, 2026

    23 Chockers Ln, Chilmark, MA 02535

    • 2 Beds
    • 1.5 Baths
    • 1,446 Sq Ft
    • Built 1993

    Last Sold Summary

    • $3,976/SF
    • 0 Days On Market

    Current Estimated Value $5,418,415

    Last Listing Agent Julianna Flanders Flanders Real Estate

    23 Chockers Ln, Chilmark, MA 02535
  • 3 Fulling Mill Rd, Chilmark, MA 02535
    3 Fulling Mill Rd, Chilmark, MA 02535
    3 Fulling Mill Rd, Chilmark, MA 02535
    /48

    $1,775,000

    Sold Nov 07, 2025

    3 Fulling Mill Rd, Chilmark, MA 02535

    • 3 Beds
    • 2 Baths
    • 1,728 Sq Ft
    • Built 1976

    Last Sold Summary

    • 5% Below List Price
    • $1,027/SF
    • 170 Days On Market

    Current Estimated Value $2,046,848

    Last Listing Agent Jill Napior Tea Lane Associates

    3 Fulling Mill Rd, Chilmark, MA 02535
  • 18 Homeward Way, Chilmark, MA 02535
    18 Homeward Way, Chilmark, MA 02535
    18 Homeward Way, Chilmark, MA 02535
    /24

    $4,325,000

    Sold Dec 05, 2025

    18 Homeward Way, Chilmark, MA 02535

    • 5 Beds
    • 2.5 Baths
    • 3,885 Sq Ft
    • Built 1986

    Last Sold Summary

    • 8% Below List Price
    • $1,113/SF
    • 8 Days On Market

    Current Estimated Value $4,722,902

    Last Listing Agent Bill Rossi Studio Realty

    18 Homeward Way, Chilmark, MA 02535
  • 146 Quansoo Rd, Chilmark, MA 02535
    146 Quansoo Rd, Chilmark, MA 02535
    146 Quansoo Rd, Chilmark, MA 02535
    /37

    $4,350,000

    Sold Jan 07, 2026

    146 Quansoo Rd, Chilmark, MA 02535

    • 5 Beds
    • 3 Baths
    • 3,440 Sq Ft
    • Built 1988

    Last Sold Summary

    • 21% Below List Price
    • $1,265/SF
    • 155 Days On Market

    Current Estimated Value $4,659,512

    Last Listing Agent Meg Bodnar Tea Lane Associates

    146 Quansoo Rd, Chilmark, MA 02535
  • 32 Stonewall Rd Unit 2.1, Chilmark, MA 02535
    32 Stonewall Rd Unit 2.1, Chilmark, MA 02535
    32 Stonewall Rd Unit 2.1, Chilmark, MA 02535
    /17

    $1,790,000

    Sold Sep 23, 2025

    32 Stonewall Rd Unit 2.1, Chilmark, MA 02535

    • Land
    • 3.3 Acres
    • $542,424 per Acre

    Last Sold Summary

    • 15% Below List Price
    • 77 Days On Market

    Last Listing Agent Jill Napior Tea Lane Associates

    32 Stonewall Rd Unit 2.1, Chilmark, MA 02535
  • 10 Mollys Way, Chilmark, MA 02535
    10 Mollys Way, Chilmark, MA 02535
    10 Mollys Way, Chilmark, MA 02535
    /28

    $2,550,000

    Sold Oct 02, 2025

    10 Mollys Way, Chilmark, MA 02535

    • 3 Beds
    • 2 Baths
    • 1,524 Sq Ft
    • Built 1926

    Last Sold Summary

    • 14% Below List Price
    • $1,673/SF
    • 130 Days On Market

    Current Estimated Value $2,591,106

    Last Listing Agent Peyton Wallace Studio Realty

    10 Mollys Way, Chilmark, MA 02535
  • 12 Squibnocket Rd, Chilmark, MA 02535
    12 Squibnocket Rd, Chilmark, MA 02535
    /2

    $5,900,000

    Sold Oct 31, 2025

    12 Squibnocket Rd, Chilmark, MA 02535

    • 6 Beds
    • 4.5 Baths
    • 3,143 Sq Ft
    • Built 1849

    Last Sold Summary

    • $1,877/SF
    • 0 Days On Market

    Last Listing Agent LINK Email Cache LINK

    12 Squibnocket Rd, Chilmark, MA 02535
  • 9 Beetlebung Grove Way, Chilmark, MA 02535
    9 Beetlebung Grove Way, Chilmark, MA 02535
    9 Beetlebung Grove Way, Chilmark, MA 02535
    /39

    $2,225,000

    Sold Oct 24, 2025

    9 Beetlebung Grove Way, Chilmark, MA 02535

    • 4 Beds
    • 3 Baths
    • 2,968 Sq Ft
    • Built 1994

    Last Sold Summary

    • 11% Below List Price
    • $750/SF
    • 98 Days On Market

    Current Estimated Value $2,510,212

    Last Listing Agent Stephanie Roache Donnelly + Co.

    9 Beetlebung Grove Way, Chilmark, MA 02535
  • 0 Quansoo Beach Lot Unit 49 43779, Chilmark, MA 02535
    0 Quansoo Beach Lot Unit 49 43779, Chilmark, MA 02535
    /2

    $440,000

    Sold Sep 22, 2025

    0 Quansoo Beach Lot Unit 49 43779, Chilmark, MA 02535

    • Land
    • 0 Sq Ft

    Last Sold Summary

    • 0 Days On Market

    Last Listing Agent LINK Email Cache LINK

    0 Quansoo Beach Lot Unit 49 43779, Chilmark, MA 02535
  • 20 Eliot Ave, Chilmark, MA 02535
    20 Eliot Ave, Chilmark, MA 02535
    20 Eliot Ave, Chilmark, MA 02535
    /37

    $6,550,000

    Sold Nov 14, 2025

    20 Eliot Ave, Chilmark, MA 02535

    • 4 Beds
    • 3.5 Baths
    • 3,355 Sq Ft
    • Built 1993

    Last Sold Summary

    • 1% Below List Price
    • $1,952/SF
    • 46 Days On Market

    Current Estimated Value $7,060,385

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

    20 Eliot Ave, Chilmark, MA 02535
  • 0 Quansoo Beach Lot Unit 50 43710, Chilmark, MA 02535
    0 Quansoo Beach Lot Unit 50 43710, Chilmark, MA 02535
    0 Quansoo Beach Lot Unit 50 43710, Chilmark, MA 02535
    /16

    $475,000

    Sold Oct 20, 2025

    0 Quansoo Beach Lot Unit 50 43710, Chilmark, MA 02535

    • Land
    • 0 Sq Ft

    Last Sold Summary

    • 7% Above List Price
    • 11 Days On Market

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

    0 Quansoo Beach Lot Unit 50 43710, Chilmark, MA 02535
  • 1 Crowberry Ln Unit 19, Chilmark, MA 02535
    1 Crowberry Ln Unit 19, Chilmark, MA 02535
    1 Crowberry Ln Unit 19, Chilmark, MA 02535
    /12

    $1,075,000

    Sold Dec 18, 2025

    1 Crowberry Ln Unit 19, Chilmark, MA 02535

    • Land
    • 4.32 Acres
    • $248,843 per Acre

    Last Sold Summary

    • 14% Below List Price
    • 22 Days On Market

    Last Listing Agent Russell Maloney Russell Maloney Real Estate

    1 Crowberry Ln Unit 19, Chilmark, MA 02535
Massachusetts Dukes County

Recently Sold Real Estate & Homes in Chilmark, Marthas Vineyard

Learn more about living in Chilmark

Frequently Asked Questions

What is the average time to sell a house in Chilmark, MA?
The houses for sale in Chilmark, MA spend an average of 87 days on the market.
What is the number of active homes for sale in Chilmark, MA?
There are 39 active homes for sale in Chilmark, MA.

Home Prices in Chilmark, MA

The median home sale price in Chilmark, Marthas Vineyard is $4,337,500, up 58% year-over-year. Homes in Chilmark sell in 87 days on average, compared to the national average of 55 days.

Home Price Trends

Median Sale Price
$4,337,500
Median Single Family Sale Price
$3,705,000
Median 2 Bedroom Sale Price
$1,225,000
Median 1 Bedroom Sale Price
$2,250,000
Average Price Per Sq Ft
$1,939
Number of Homes for Sale
39
Last 12 months Home Sales
24
Months of Supply
19.50
Median List Price
$4,222,500
Median Change From 1st List Price
8%
Median Home Sale Price YoY Change
58%
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