177

Recently Sold Chatham, MA Homes

Section Image
  • /30

    $5,300,000

    Sold Jan 14, 2026

    4 Ministers Ln, North Chatham, MA 02650

    • 5 Beds
    • 6.5 Baths
    • 5,143 Sq Ft
    • Built 2003

    Last Sold Summary

    • 12% Below List Price
    • $1,031/SF
    • 256 Days On Market

    Current Estimated Value $5,895,203

    Last Listing Agent Chris Rhinesmith Compass

    4 Ministers Ln, North Chatham, MA 02650
  • /34

    $2,480,000

    Sold Jul 07, 2026

    104 Seapine Rd, North Chatham, MA 02650

    • 3 Beds
    • 2.5 Baths
    • 2,969 Sq Ft
    • Built 1999

    Last Sold Summary

    • 6% Below List Price
    • $835/SF
    • 43 Days On Market

    Current Estimated Value $2,716,208

    Last Listing Agent Kristin Muller John C Ricotta & Assoc.

    104 Seapine Rd, North Chatham, MA 02650
  • /41

    $730,000

    Sold Jul 22, 2026

    260 Tanglewood Dr, South Chatham, MA 02659

    • 3 Beds
    • 2 Baths
    • 1,442 Sq Ft
    • Built 1976

    Last Sold Summary

    • 3% Below List Price
    • $506/SF
    • 35 Days On Market

    Current Estimated Value $746,676

    Last Listing Agent Amy Harbeck Kinlin Grover Compass

    260 Tanglewood Dr, South Chatham, MA 02659
  • /2

    $4,050,000

    Sold Jul 13, 2026

    85 Cedar St, Chatham, MA 02633

    • 5 Beds
    • 3.5 Baths
    • 3,080 Sq Ft
    • Built 1850

    Last Sold Summary

    • 19% Below List Price
    • $1,315/SF
    • 202 Days On Market

    Last Listing Agent Tim Bailey John C. Ricotta & Associates, Inc.

    85 Cedar St, Chatham, MA 02633
  • /41

    $765,000

    Sold Mar 12, 2026

    23 Shane Dr, Chatham, MA 02633

    • 3 Beds
    • 1.5 Baths
    • 1,056 Sq Ft
    • Built 1965

    Last Sold Summary

    • 2% Above List Price
    • $724/SF
    • 41 Days On Market

    Current Estimated Value $773,930

    Last Listing Agent Samantha Edwards Compass

    23 Shane Dr, Chatham, MA 02633
  • /46

    $2,950,000

    Sold Dec 02, 2025

    314 Cockle Cove Rd, Chatham, MA 02659

    • 4 Beds
    • 4.5 Baths
    • 3,120 Sq Ft
    • Built 2022

    Last Sold Summary

    • 2% Below List Price
    • $946/SF
    • 13 Days On Market

    Last Listing Agent Christa Zevitas Berkshire Hathaway HomeServices Robert Paul Properties

    314 Cockle Cove Rd, Chatham, MA 02659
  • /42

    $1,615,000

    Sold Jun 01, 2026

    393 Training Field Rd, Chatham, MA 02633

    • 3 Beds
    • 4 Baths
    • 3,645 Sq Ft
    • Built 1972

    Last Sold Summary

    • $443/SF
    • 2 Days On Market

    Current Estimated Value $1,561,358

    Last Listing Agent Shane Masaschi Compass

    393 Training Field Rd, Chatham, MA 02633
  • /20

    $1,975,000

    Sold Oct 08, 2025

    20 Hardings Beach Rd, Chatham, MA 02633

    • 4 Beds
    • 3.5 Baths
    • 2,770 Sq Ft
    • Built 1970

    Last Sold Summary

    • 1% Below List Price
    • $713/SF
    • 30 Days On Market

    Current Estimated Value $1,788,993

    Last Listing Agent Chris Rhinesmith Compass

    20 Hardings Beach Rd, Chatham, MA 02633
  • /35

    $835,000

    Sold Oct 17, 2025

    93 Stephen Dr, Chatham, MA 02633

    • 3 Beds
    • 2 Baths
    • 1,144 Sq Ft
    • Built 1983

    Last Sold Summary

    • 5% Above List Price
    • $730/SF
    • 2 Days On Market

    Current Estimated Value $849,326

    Last Listing Agent Richard Robbins Chatham Shores Realty

    93 Stephen Dr, Chatham, MA 02633
  • /42

    $846,000

    Sold Oct 21, 2025

    29 Wilfred Rd, Chatham, MA 02633

    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft
    • Built 1977

    Last Sold Summary

    • 6% Above List Price
    • $551/SF
    • 2 Days On Market

    Current Estimated Value $876,558

    Last Listing Agent The Bohman Hartung Group Gibson Sotheby's International Realty

    29 Wilfred Rd, Chatham, MA 02633
  • /58

    $730,000

    Sold Jul 22, 2026

    260 Tanglewood Dr, Chatham, MA 02633

    • 3 Beds
    • 2 Baths
    • 1,442 Sq Ft
    • Built 1976

    Last Sold Summary

    • 3% Below List Price
    • $506/SF
    • 35 Days On Market

    Last Listing Agent Amy Harbeck Kinlin Grover Compass

    260 Tanglewood Dr, Chatham, MA 02633
  • /31

    $674,000

    Sold Oct 31, 2025

    38 Andover Dr, Chatham, MA 02633

    • 2 Beds
    • 1 Bath
    • 936 Sq Ft
    • Built 1982

    Last Sold Summary

    • 2% Below List Price
    • $720/SF
    • 4 Days On Market

    Current Estimated Value $723,502

    Last Listing Agent Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

    38 Andover Dr, Chatham, MA 02633
  • /36

    $670,000

    Sold Jun 30, 2026

    216 Orleans Rd Unit E, North Chatham, MA 02650

    • 2 Beds
    • 2 Baths
    • 996 Sq Ft
    • Built 1986

    Last Sold Summary

    • 4% Below List Price
    • $673/SF
    • 6 Days On Market

    Current Estimated Value $569,245

    Last Listing Agent Ella Leavitt Compass

    216 Orleans Rd Unit E, North Chatham, MA 02650
  • /47

    $490,000

    Sold Jun 24, 2026

    1340 Main St Unit 9, Chatham, MA 02633

    • 2 Beds
    • 1 Bath
    • 496 Sq Ft
    • Built 1929

    Last Sold Summary

    • $988/SF
    • 1 Day On Market

    Current Estimated Value $454,893

    Last Listing Agent Tom Riley Compass Massachusetts, LLC

    1340 Main St Unit 9, Chatham, MA 02633
  • /42

    $1,350,000

    Sold Jun 05, 2026

    134 Northgate Rd, North Chatham, MA 02650

    • 3 Beds
    • 2.5 Baths
    • 2,329 Sq Ft
    • Built 1982

    Last Sold Summary

    • 3% Below List Price
    • $580/SF
    • 20 Days On Market

    Current Estimated Value $1,362,930

    Last Listing Agent Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    134 Northgate Rd, North Chatham, MA 02650
  • /40

    $2,400,000

    Sold Oct 30, 2025

    290 Old Comers Rd, Chatham, MA 02633

    • 4 Beds
    • 4.5 Baths
    • 3,603 Sq Ft
    • Built 2005

    Last Sold Summary

    • 26% Below List Price
    • $666/SF
    • 246 Days On Market

    Current Estimated Value $2,320,410

    Last Listing Agent Catherine Baran Corcoran Property Advisors

    290 Old Comers Rd, Chatham, MA 02633
  • /36

    $899,000

    Sold Jan 02, 2026

    15 Sylvan Way, South Chatham, MA 02659

    • 2 Beds
    • 2 Baths
    • 1,760 Sq Ft
    • Built 2002

    Last Sold Summary

    • 16% Below List Price
    • $511/SF
    • 70 Days On Market

    Current Estimated Value $942,188

    Last Listing Agent The Bohman Hartung Group Gibson Sotheby's International Realty

    15 Sylvan Way, South Chatham, MA 02659
  • /25

    $1,050,000

    Sold Jan 30, 2026

    144 Barn Hill Rd, Chatham, MA 02633

    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft
    • Built 1978

    Last Sold Summary

    • 16% Below List Price
    • $684/SF
    • 29 Days On Market

    Current Estimated Value $1,175,833

    Last Listing Agent Chris Rhinesmith Compass

    144 Barn Hill Rd, Chatham, MA 02633
  • /83

    $3,250,000

    Sold Aug 06, 2026

    87 Squanto Dr, Chatham, MA 02633

    • 3 Beds
    • 3.5 Baths
    • 3,902 Sq Ft
    • Built 2010

    Last Sold Summary

    • $833/SF
    • 1 Day On Market

    Current Estimated Value $3,275,509

    Last Listing Agent Julie Chapin William Raveis Real Estate & Home Services

    87 Squanto Dr, Chatham, MA 02633
  • /32

    $10,000,000

    Sold Sep 24, 2025

    108 Shore Rd, Chatham, MA 02633

    • 7 Beds
    • 9 Baths
    • 6,276 Sq Ft
    • Built 1920

    Last Sold Summary

    • 16% Below List Price
    • $1,593/SF
    • 67 Days On Market

    Last Listing Agent Frank Denauw Frank G. Denauw, Esq.

    108 Shore Rd, Chatham, MA 02633
  • /31

    $1,700,000

    Sold Nov 17, 2025

    44 Emery Ln, North Chatham, MA 02650

    • 3 Beds
    • 2 Baths
    • 1,743 Sq Ft
    • Built 1983

    Last Sold Summary

    • $975/SF
    • 34 Days On Market

    Current Estimated Value $1,750,536

    Last Listing Agent Kathleen Phelan Compass

    44 Emery Ln, North Chatham, MA 02650
  • /39

    $1,511,258

    Sold Oct 01, 2025

    9 Bettys Path, Chatham, MA 02633

    • 3 Beds
    • 2 Baths
    • 2,008 Sq Ft
    • Built 1954

    Last Sold Summary

    • 11% Below List Price
    • $753/SF
    • 175 Days On Market

    Current Estimated Value $1,394,512

    Last Listing Agent Shane Masaschi Compass

    9 Bettys Path, Chatham, MA 02633
  • /41

    $2,450,000

    Sold Oct 31, 2025

    252 N Skyline Dr, Chatham, MA 02633

    • 3 Beds
    • 3.5 Baths
    • 3,275 Sq Ft
    • Built 2007

    Last Sold Summary

    • 3% Above List Price
    • $748/SF
    • 3 Days On Market

    Current Estimated Value $2,372,761

    Last Listing Agent Phyllis Power Compass

    252 N Skyline Dr, Chatham, MA 02633
  • /33

    $695,000

    Sold Apr 21, 2026

    1 Seastrand Way Unit 1, Chatham, MA 02633

    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • Built 1983

    Last Sold Summary

    • $536/SF
    • 11 Days On Market

    Current Estimated Value $680,296

    Last Listing Agent Phyllis Power Compass

    1 Seastrand Way Unit 1, Chatham, MA 02633
  • /41

    $1,520,000

    Sold Aug 15, 2025

    457 Training Field Rd, Chatham, MA 02633

    • 3 Beds
    • 2.5 Baths
    • 2,917 Sq Ft
    • Built 2003

    Last Sold Summary

    • 2% Below List Price
    • $521/SF
    • 0 Days On Market

    Current Estimated Value $1,581,349

    Last Listing Agent Shane Masaschi Compass

    457 Training Field Rd, Chatham, MA 02633
  • /41

    $825,000

    Sold Oct 08, 2025

    65 Lantern Ln, South Chatham, MA 02659

    • 3 Beds
    • 1 Bath
    • 1,251 Sq Ft
    • Built 1969

    Last Sold Summary

    • $659/SF
    • 7 Days On Market

    Current Estimated Value $848,544

    Last Listing Agent Erin Terkelsen LPT Realty, LLC

    65 Lantern Ln, South Chatham, MA 02659
  • /27

    $349,999

    Sold Feb 02, 2026

    109 Misty Meadow Ln Unit 2, North Chatham, MA 02650

    • 1 Bed
    • 1 Bath
    • 696 Sq Ft
    • Built 1963

    Last Sold Summary

    • 12% Below List Price
    • $503/SF
    • 76 Days On Market

    Current Estimated Value $363,674

    Last Listing Agent Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    109 Misty Meadow Ln Unit 2, North Chatham, MA 02650
  • /29

    $3,400,000

    Sold Dec 30, 2025

    450 Main St, Chatham, MA 02633

    • 5 Beds
    • 5.5 Baths
    • 7,396 Sq Ft
    • Built 1960

    Last Sold Summary

    • 3% Below List Price
    • $460/SF
    • 55 Days On Market

    Current Estimated Value $3,551,666

    Last Listing Agent Ricardo Rodriguez Coldwell Banker Realty - Boston

    450 Main St, Chatham, MA 02633
  • /68

    $2,200,000

    Sold Apr 23, 2026

    9 Wadsworth Rd, South Chatham, MA 02659

    • 4 Beds
    • 2.5 Baths
    • 1,834 Sq Ft
    • Built 2001

    Last Sold Summary

    • $1,200/SF
    • 12 Days On Market

    Current Estimated Value $2,104,331

    Last Listing Agent LUXRECapeCod Gibson Sotheby's International Realty

    9 Wadsworth Rd, South Chatham, MA 02659
  • /42

    $6,230,000

    Sold Jul 17, 2026

    44 Buena Vista Rd, Chatham, MA 02633

    • 7 Beds
    • 6.5 Baths
    • 6,521 Sq Ft
    • Built 1925

    Last Sold Summary

    • 27% Below List Price
    • $955/SF
    • 240 Days On Market

    Last Listing Agent Shane Masaschi Compass

    44 Buena Vista Rd, Chatham, MA 02633
  • /42

    $1,244,000

    Sold Aug 26, 2025

    21 Gramps Way, South Chatham, MA 02659

    • 3 Beds
    • 2 Baths
    • 3,080 Sq Ft
    • Built 1987

    Last Sold Summary

    • $404/SF
    • 2 Days On Market

    Current Estimated Value $1,347,500

    Last Listing Agent Cheryle Young Today Real Estate, Inc.

    21 Gramps Way, South Chatham, MA 02659
  • /4

    $4,400,000

    Sold Sep 26, 2025

    169 Woodland Way, North Chatham, MA 02650

    • 3 Beds
    • 4 Baths
    • 4,994 Sq Ft
    • Built 1960

    Last Sold Summary

    • $881/SF
    • 0 Days On Market

    Current Estimated Value $4,225,982

    Last Listing Agent Kimberly Howard Christie's International Real Estate Atlantic Brokerage

    169 Woodland Way, North Chatham, MA 02650
  • /32

    $775,000

    Sold Jun 05, 2026

    35 Bobbie's Ln, Chatham, MA 02659

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft
    • Built 1973

    Last Sold Summary

    • 11% Above List Price
    • $673/SF
    • 6 Days On Market

    Last Listing Agent Richard Waystack Keller Williams Realty

    35 Bobbie's Ln, Chatham, MA 02659
  • /39

    $1,050,000

    Sold May 15, 2026

    298 Chippingstone Rd, Chatham, MA 02633

    • 4 Beds
    • 2 Baths
    • 2,148 Sq Ft
    • Built 1972

    Last Sold Summary

    • $489/SF
    • 3 Days On Market

    Current Estimated Value $1,048,227

    Last Listing Agent Robert Bantick Keller Williams Realty

    298 Chippingstone Rd, Chatham, MA 02633
  • /25

    $440,000

    Sold Jun 24, 2026

    425 Main St Unit D, Chatham, MA 02633

    • 1 Bed
    • 1 Bath
    • 578 Sq Ft
    • Built 1997

    Last Sold Summary

    • 2% Below List Price
    • $761/SF
    • 26 Days On Market

    Current Estimated Value $443,393

    Last Listing Agent Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    425 Main St Unit D, Chatham, MA 02633
  • /42

    $9,650,000

    Sold Nov 06, 2025

    53 Gristmill Ln, Chatham, MA 02633

    • 5 Beds
    • 8 Baths
    • 4,970 Sq Ft
    • Built 1989

    Last Sold Summary

    • 1% Below List Price
    • $1,942/SF
    • 30 Days On Market

    Current Estimated Value $9,627,416

    Last Listing Agent Sharon Mabile Berkshire Hathaway HomeServices Robert Paul Properties

    53 Gristmill Ln, Chatham, MA 02633
  • /42

    $1,282,500

    Sold Oct 08, 2025

    591 Crowell Rd, North Chatham, MA 02650

    • 4 Beds
    • 3 Baths
    • 1,661 Sq Ft
    • Built 1850

    Last Sold Summary

    • 3% Below List Price
    • $772/SF
    • 6 Days On Market

    Current Estimated Value $1,301,856

    Last Listing Agent Cheryle Young Today Real Estate, Inc.

    591 Crowell Rd, North Chatham, MA 02650
  • /41

    $1,785,000

    Sold Nov 24, 2025

    24 Shattuck Place, Chatham, MA 02633

    • 4 Beds
    • 2.5 Baths
    • 1,514 Sq Ft
    • Built 1920

    Last Sold Summary

    • 1% Below List Price
    • $1,179/SF
    • 7 Days On Market

    Current Estimated Value $1,760,242

    Last Listing Agent Charles King Real Broker MA, LLC

    24 Shattuck Place, Chatham, MA 02633
  • /27

    $5,000,000

    Sold May 15, 2026

    14 Pond View Ln, Chatham, MA 02633

    • 4 Beds
    • 6 Baths
    • 4,989 Sq Ft
    • Built 2025

    Last Sold Summary

    • 6% Below List Price
    • $1,002/SF
    • 59 Days On Market

    Current Estimated Value $4,817,102

    Last Listing Agent The Bohman Hartung Group Gibson Sotheby's International Realty

    14 Pond View Ln, Chatham, MA 02633
  • /37

    $7,312,500

    Sold May 21, 2026

    246 Stage Island Rd, Chatham, MA 02633

    • 4 Beds
    • 6 Baths
    • 4,735 Sq Ft
    • Built 2016

    Last Sold Summary

    • 9% Below List Price
    • $1,544/SF
    • 67 Days On Market

    Current Estimated Value $7,510,763

    Last Listing Agent Chris Rhinesmith Compass

    246 Stage Island Rd, Chatham, MA 02633

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