287

Recently Sold Madison, CT Homes

Section Image
  • 40 Hull Rd, Madison, CT 06443

    $825,000

    Sold May 14, 2026

    40 Hull Rd, Madison, CT 06443

    • 4 Beds
    • 3 Baths
    • 3,462 Sq Ft
    • Built 1963

    Last Sold Summary

    • $238/SF
    • 62 Days On Market

    Current Estimated Value $829,471

    Last Listing Agent Sue Woods William Pitt Sotheby's Int'l

    40 Hull Rd, Madison, CT 06443
  • 34 Wildcat Springs Dr, Madison, CT 06443

    $1,665,000

    Sold Jul 07, 2026

    34 Wildcat Springs Dr, Madison, CT 06443

    • 5 Beds
    • 5.5 Baths
    • 5,380 Sq Ft
    • Built 1981

    Last Sold Summary

    • 11% Above List Price
    • $309/SF
    • 15 Days On Market

    Current Estimated Value $1,456,710

    Last Listing Agent Rebecca Ellsley Higgins Group Bedford Square

    34 Wildcat Springs Dr, Madison, CT 06443
  • 72 Strawberry Hill Rd, Madison, CT 06443

    $1,100,000

    Sold Sep 01, 2026

    72 Strawberry Hill Rd, Madison, CT 06443

    • 3 Beds
    • 4 Baths
    • 4,092 Sq Ft
    • Built 1993

    Last Sold Summary

    • $269/SF
    • 21 Days On Market

    Current Estimated Value $1,083,300

    Last Listing Agent Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

    72 Strawberry Hill Rd, Madison, CT 06443
  • 15D Yankee Glen Rd Unit 15D, Madison, CT 06443

    $415,000

    Sold Sep 26, 2025

    15D Yankee Glen Rd Unit 15D, Madison, CT 06443

    • 2 Beds
    • 2.5 Baths
    • 1,434 Sq Ft
    • Built 1979

    Last Sold Summary

    • 10% Above List Price
    • $289/SF
    • 16 Days On Market

    Current Estimated Value $508,140

    Last Listing Agent Lisa Rollins Team Compass Connecticut, LLC

    15D Yankee Glen Rd Unit 15D, Madison, CT 06443
  • 0 River Rd, Madison, CT 06443

    $2,500,000

    Sold Apr 24, 2026

    0 River Rd, Madison, CT 06443

    • Land
    • 5.56 Acres
    • $449,640 per Acre

    Last Sold Summary

    • 2 Days On Market

    Last Listing Agent Todd Gould William Pitt Sotheby's Int'l

    0 River Rd, Madison, CT 06443
  • 110 E Wharf Rd, Madison, CT 06443

    $1,200,000

    Sold Oct 09, 2025

    110 E Wharf Rd, Madison, CT 06443

    • 4 Beds
    • 2 Baths
    • 1,580 Sq Ft
    • Built 1930

    Last Sold Summary

    • 7% Below List Price
    • $759/SF
    • 11 Days On Market

    Current Estimated Value $1,231,231

    Last Listing Agent Lisa Daniele William Raveis Real Estate

    110 E Wharf Rd, Madison, CT 06443
  • 983 Boston Post Rd, Madison, CT 06443

    $185,000

    Sold Feb 02, 2026

    983 Boston Post Rd, Madison, CT 06443

    • Land
    • 2.87 Acres
    • $64,460 per Acre

    Last Sold Summary

    • 13% Below List Price
    • 959 Days On Market

    Current Estimated Value $196,867

    Last Listing Agent Jennifer Gurnell William Raveis Real Estate

    983 Boston Post Rd, Madison, CT 06443
  • 190 Wildcat Rd, Madison, CT 06443

    $1,260,444

    Sold Aug 07, 2026

    190 Wildcat Rd, Madison, CT 06443

    • 3 Beds
    • 2.5 Baths
    • 2,451 Sq Ft
    • Built 1993

    Last Sold Summary

    • 5% Above List Price
    • $514/SF
    • 28 Days On Market

    Current Estimated Value $1,176,714

    Last Listing Agent Cathy Lynch Coldwell Banker Realty

    190 Wildcat Rd, Madison, CT 06443
  • 50 East St, Madison, CT 06443

    $190,000

    Sold Jul 08, 2026

    50 East St, Madison, CT 06443

    • 2 Beds
    • 1 Bath
    • 480 Sq Ft
    • Built 1961

    Last Sold Summary

    • 5% Below List Price
    • $396/SF
    • 51 Days On Market

    Last Listing Agent Tom Clancy William Pitt Sotheby's Int'l

    50 East St, Madison, CT 06443
  • 238 Scotland Rd, Madison, CT 06443

    $725,000

    Sold Aug 14, 2026

    238 Scotland Rd, Madison, CT 06443

    • 5 Beds
    • 4 Baths
    • 3,224 Sq Ft
    • Built 1968

    Last Sold Summary

    • 6% Below List Price
    • $225/SF
    • 51 Days On Market

    Current Estimated Value $741,714

    Last Listing Agent Debra Pardales William Pitt Sotheby's Int'l

    238 Scotland Rd, Madison, CT 06443
  • 48 Allison Dr, Madison, CT 06443

    $1,300,000

    Sold Jul 30, 2026

    48 Allison Dr, Madison, CT 06443

    • 4 Beds
    • 3.5 Baths
    • 3,820 Sq Ft
    • Built 2013

    Last Sold Summary

    • $340/SF
    • 122 Days On Market

    Current Estimated Value $1,414,070

    Last Listing Agent Susan Santoro William Pitt Sotheby's Int'l

    48 Allison Dr, Madison, CT 06443
  • 36 Devonshire Ln, Madison, CT 06443

    $845,000

    Sold Aug 21, 2026

    36 Devonshire Ln, Madison, CT 06443

    • 4 Beds
    • 2.5 Baths
    • 3,472 Sq Ft
    • Built 1997

    Last Sold Summary

    • 6% Above List Price
    • $243/SF
    • 3 Days On Market

    Current Estimated Value $801,765

    Last Listing Agent Robert Sacco Coldwell Banker Realty

    36 Devonshire Ln, Madison, CT 06443
  • 12 Rustic Ln, Madison, CT 06443

    $300,000

    Sold Oct 30, 2025

    12 Rustic Ln, Madison, CT 06443

    • 4 Beds
    • 1.5 Baths
    • 1,912 Sq Ft
    • Built 1971

    Last Sold Summary

    • 6% Below List Price
    • $157/SF
    • 4 Days On Market

    Current Estimated Value $600,802

    Last Listing Agent Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

    12 Rustic Ln, Madison, CT 06443
  • 61 Bishop Ln, Madison, CT 06443

    $991,000

    Sold Sep 01, 2026

    61 Bishop Ln, Madison, CT 06443

    • 4 Beds
    • 2.5 Baths
    • 2,253 Sq Ft
    • Built 1967

    Last Sold Summary

    • 10% Above List Price
    • $440/SF
    • 24 Days On Market

    Current Estimated Value $887,721

    Last Listing Agent Dana Weinstein Coldwell Banker Realty

    61 Bishop Ln, Madison, CT 06443
  • 44 Winding Rd, Madison, CT 06443

    $405,000

    Sold Sep 16, 2026

    44 Winding Rd, Madison, CT 06443

    • 4 Beds
    • 2 Baths
    • 1,698 Sq Ft
    • Built 1968

    Last Sold Summary

    • 1% Above List Price
    • $239/SF
    • 10 Days On Market

    Current Estimated Value $417,057

    Last Listing Agent Mark Mermelstein eXp Realty

    44 Winding Rd, Madison, CT 06443
  • 18 Kelsey Place, Madison, CT 06443

    $665,000

    Sold Nov 14, 2025

    18 Kelsey Place, Madison, CT 06443

    • 3 Beds
    • 2 Baths
    • 1,260 Sq Ft
    • Built 1960

    Last Sold Summary

    • $528/SF
    • 44 Days On Market

    Current Estimated Value $684,029

    Last Listing Agent Betsy Anderson William Pitt Sotheby's Int'l

    18 Kelsey Place, Madison, CT 06443
  • 11 Silo Hill, Madison, CT 06443

    $1,475,000

    Sold Jun 26, 2026

    11 Silo Hill, Madison, CT 06443

    • 4 Beds
    • 5 Baths
    • 5,147 Sq Ft
    • Built 1994

    Last Sold Summary

    • 9% Above List Price
    • $287/SF
    • 71 Days On Market

    Current Estimated Value $1,333,713

    Last Listing Agent Kirsten Adams William Pitt Sotheby's Int'l

    11 Silo Hill, Madison, CT 06443
  • 40 Harkness Dr, Madison, CT 06443

    $735,000

    Sold Jul 02, 2026

    40 Harkness Dr, Madison, CT 06443

    • 4 Beds
    • 2.5 Baths
    • 2,657 Sq Ft
    • Built 1970

    Last Sold Summary

    • $277/SF
    • 50 Days On Market

    Current Estimated Value $735,105

    Last Listing Agent Lauren Freedman Coldwell Banker Realty

    40 Harkness Dr, Madison, CT 06443
  • 395 Boston Post Rd, Madison, CT 06443

    $1,400,000

    Sold May 01, 2026

    395 Boston Post Rd, Madison, CT 06443

    • 4 Beds
    • 5 Baths
    • 3,779 Sq Ft
    • Built 1828

    Last Sold Summary

    • 3% Below List Price
    • $370/SF
    • 7 Days On Market

    Current Estimated Value $1,427,580

    Last Listing Agent Laurie Mazzeo William Pitt Sotheby's Int'l

    395 Boston Post Rd, Madison, CT 06443
  • 728 Durham Rd, Madison, CT 06443

    $170,000

    Sold Mar 06, 2026

    728 Durham Rd, Madison, CT 06443

    • Land
    • 1.55 Acres
    • $109,677 per Acre

    Last Sold Summary

    • 2% Below List Price
    • 256 Days On Market

    Current Estimated Value $175,730

    Last Listing Agent Gene Pica RE/MAX Alliance

    728 Durham Rd, Madison, CT 06443
  • 45 Wilshire Rd Unit 45, Madison, CT 06443

    $511,920

    Sold Apr 16, 2026

    45 Wilshire Rd Unit 45, Madison, CT 06443

    • 2 Beds
    • 2.5 Baths
    • 1,879 Sq Ft
    • Built 1974

    Last Sold Summary

    • 3% Above List Price
    • $272/SF
    • 45 Days On Market

    Current Estimated Value $524,917

    Last Listing Agent Cathy Lynch Coldwell Banker Realty

    45 Wilshire Rd Unit 45, Madison, CT 06443
  • 86 Winterhill Rd, Madison, CT 06443

    $703,500

    Sold Sep 30, 2025

    86 Winterhill Rd, Madison, CT 06443

    • 4 Beds
    • 2.5 Baths
    • 2,330 Sq Ft
    • Built 1979

    Last Sold Summary

    • 2% Above List Price
    • $302/SF
    • 50 Days On Market

    Current Estimated Value $750,909

    Last Listing Agent Kim Fetera Coldwell Banker Realty

    86 Winterhill Rd, Madison, CT 06443
  • 144 Middle Beach Rd, Madison, CT 06443

    $3,100,000

    Sold May 07, 2026

    144 Middle Beach Rd, Madison, CT 06443

    • 4 Beds
    • 2.5 Baths
    • 3,127 Sq Ft
    • Built 1910

    Last Sold Summary

    • $991/SF
    • 70 Days On Market

    Current Estimated Value $3,059,890

    Last Listing Agent Margaret Muir William Pitt Sotheby's Int'l

    144 Middle Beach Rd, Madison, CT 06443
  • 173 Wildwood Ave, Madison, CT 06443

    $760,000

    Sold Apr 13, 2026

    173 Wildwood Ave, Madison, CT 06443

    • 4 Beds
    • 2.5 Baths
    • 2,118 Sq Ft
    • Built 1985

    Last Sold Summary

    • 6% Above List Price
    • $359/SF
    • 69 Days On Market

    Current Estimated Value $759,153

    Last Listing Agent Cathy Lynch Coldwell Banker Realty

    173 Wildwood Ave, Madison, CT 06443
  • 60 Robin Ridge Dr, Madison, CT 06443

    $575,000

    Sold Jan 09, 2026

    60 Robin Ridge Dr, Madison, CT 06443

    • 3 Beds
    • 2.5 Baths
    • 1,992 Sq Ft
    • Built 1972

    Last Sold Summary

    • 4% Below List Price
    • $289/SF
    • 73 Days On Market

    Current Estimated Value $601,897

    Last Listing Agent Phoebe Schreiner William Pitt Sotheby's Int'l

    60 Robin Ridge Dr, Madison, CT 06443
  • 20 Forest Hills Dr, Madison, CT 06443

    $713,500

    Sold Aug 25, 2026

    20 Forest Hills Dr, Madison, CT 06443

    • 3 Beds
    • 2 Baths
    • 1,913 Sq Ft
    • Built 1935

    Last Sold Summary

    • 5% Below List Price
    • $373/SF
    • 50 Days On Market

    Current Estimated Value $730,263

    Last Listing Agent Dana Weinstein Coldwell Banker Realty

    20 Forest Hills Dr, Madison, CT 06443
  • 69 Squires Rd, Madison, CT 06443

    $738,000

    Sold Jun 26, 2026

    69 Squires Rd, Madison, CT 06443

    • 3 Beds
    • 3 Baths
    • 2,025 Sq Ft
    • Built 1971

    Last Sold Summary

    • 6% Above List Price
    • $364/SF
    • 63 Days On Market

    Current Estimated Value $726,675

    Last Listing Agent Sue Woods William Pitt Sotheby's Int'l

    69 Squires Rd, Madison, CT 06443
  • 71 Madison Springs Dr, Madison, CT 06443

    $975,000

    Sold Dec 17, 2025

    71 Madison Springs Dr, Madison, CT 06443

    • 3 Beds
    • 2.5 Baths
    • 3,333 Sq Ft
    • Built 1981

    Last Sold Summary

    • 8% Above List Price
    • $293/SF
    • 3 Days On Market

    Current Estimated Value $1,029,268

    Last Listing Agent Jules Gaughran - Etes William Pitt Sotheby's Int'l

    71 Madison Springs Dr, Madison, CT 06443
  • 9 Randi Dr, Madison, CT 06443

    $967,500

    Sold Aug 20, 2026

    9 Randi Dr, Madison, CT 06443

    • 4 Beds
    • 2.5 Baths
    • 2,807 Sq Ft
    • Built 1981

    Last Sold Summary

    • 8% Above List Price
    • $345/SF
    • 62 Days On Market

    Current Estimated Value $901,997

    Last Listing Agent Cathy Lynch Coldwell Banker Realty

    9 Randi Dr, Madison, CT 06443
  • 99 Garnet Park Rd, Madison, CT 06443

    $1,710,000

    Sold Aug 31, 2026

    99 Garnet Park Rd, Madison, CT 06443

    • 4 Beds
    • 2.5 Baths
    • 2,957 Sq Ft
    • Built 2000

    Last Sold Summary

    • 10% Below List Price
    • $578/SF
    • 95 Days On Market

    Current Estimated Value $1,835,203

    Last Listing Agent Heather Smith Our Home Realty Advisors

    99 Garnet Park Rd, Madison, CT 06443
  • 4 Aylesbury Cir, Madison, CT 06443

    $620,000

    Sold Sep 17, 2026

    4 Aylesbury Cir, Madison, CT 06443

    • 2 Beds
    • 2 Baths
    • 1,644 Sq Ft
    • Built 1979

    Last Sold Summary

    • 2% Above List Price
    • $377/SF
    • 11 Days On Market

    Current Estimated Value $585,145

    Last Listing Agent Judy Libby Berkshire Hathaway NE Prop.

    4 Aylesbury Cir, Madison, CT 06443
  • 26 Farm View Dr, Madison, CT 06443

    $630,000

    Sold Feb 19, 2026

    26 Farm View Dr, Madison, CT 06443

    • 4 Beds
    • 2 Baths
    • 1,573 Sq Ft
    • Built 1981

    Last Sold Summary

    • 7% Above List Price
    • $401/SF
    • 5 Days On Market

    Current Estimated Value $638,611

    Last Listing Agent Elise Palacios eXp Realty

    26 Farm View Dr, Madison, CT 06443
  • 7 Madrina Ln, Madison, CT 06443

    $500,000

    Sold Jan 26, 2026

    7 Madrina Ln, Madison, CT 06443

    • 3 Beds
    • 1 Bath
    • 1,144 Sq Ft
    • Built 1978

    Last Sold Summary

    • 5% Below List Price
    • $437/SF
    • 107 Days On Market

    Current Estimated Value $519,892

    Last Listing Agent Kayla Chasse Compass Connecticut, LLC

    7 Madrina Ln, Madison, CT 06443
  • 6 Yankee Peddler Path, Madison, CT 06443

    $660,000

    Sold Jun 12, 2026

    6 Yankee Peddler Path, Madison, CT 06443

    • 4 Beds
    • 2 Baths
    • 2,642 Sq Ft
    • Built 1961

    Last Sold Summary

    • 6% Above List Price
    • $250/SF
    • 47 Days On Market

    Current Estimated Value $647,360

    Last Listing Agent Willard Finkle Coldwell Banker Realty

    6 Yankee Peddler Path, Madison, CT 06443
  • 286 Opening Hill Rd, Madison, CT 06443

    $610,000

    Sold Mar 27, 2026

    286 Opening Hill Rd, Madison, CT 06443

    • 4 Beds
    • 2.5 Baths
    • 1,870 Sq Ft
    • Built 1972

    Last Sold Summary

    • 2% Above List Price
    • $326/SF
    • 50 Days On Market

    Current Estimated Value $626,947

    Last Listing Agent Cathy Lynch Coldwell Banker Realty

    286 Opening Hill Rd, Madison, CT 06443
  • 146 Chittenden Field Ln, Madison, CT 06443

    $1,825,000

    Sold Jan 30, 2026

    146 Chittenden Field Ln, Madison, CT 06443

    • 3 Beds
    • 2 Baths
    • 1,824 Sq Ft
    • Built 1988

    Last Sold Summary

    • 6% Below List Price
    • $1,001/SF
    • 74 Days On Market

    Current Estimated Value $1,797,392

    Last Listing Agent Lori Bartone William Raveis Real Estate

    146 Chittenden Field Ln, Madison, CT 06443
  • 91 Legend Hill Rd Unit 91, Madison, CT 06443

    $725,000

    Sold May 01, 2026

    91 Legend Hill Rd Unit 91, Madison, CT 06443

    • 3 Beds
    • 3 Baths
    • 1,884 Sq Ft
    • Built 1985

    Last Sold Summary

    • 16% Above List Price
    • $385/SF
    • 5 Days On Market

    Current Estimated Value $703,487

    Last Listing Agent Susan Santoro William Pitt Sotheby's Int'l

    91 Legend Hill Rd Unit 91, Madison, CT 06443
  • 64 Webster Point Rd, Madison, CT 06443

    $2,185,000

    Sold Jul 31, 2026

    64 Webster Point Rd, Madison, CT 06443

    • 4 Beds
    • 3.5 Baths
    • 4,010 Sq Ft
    • Built 2005

    Last Sold Summary

    • 7% Below List Price
    • $545/SF
    • 68 Days On Market

    Current Estimated Value $2,365,995

    Last Listing Agent Margaret Muir William Pitt Sotheby's Int'l

    64 Webster Point Rd, Madison, CT 06443
  • 1 Downing Way Unit 1, Madison, CT 06443

    $625,000

    Sold Jan 29, 2026

    1 Downing Way Unit 1, Madison, CT 06443

    • 2 Beds
    • 2 Baths
    • 1,476 Sq Ft
    • Built 1979

    Last Sold Summary

    • 4% Below List Price
    • $423/SF
    • 48 Days On Market

    Current Estimated Value $598,753

    Last Listing Agent Dana Weinstein Coldwell Banker Realty

    1 Downing Way Unit 1, Madison, CT 06443
  • 26 Flintlock Rd, Madison, CT 06443

    $775,000

    Sold Feb 09, 2026

    26 Flintlock Rd, Madison, CT 06443

    • 5 Beds
    • 3 Baths
    • 2,904 Sq Ft
    • Built 1970

    Last Sold Summary

    • 1% Below List Price
    • $267/SF
    • 49 Days On Market

    Current Estimated Value $809,066

    Last Listing Agent George Sznaj DB Associates of CT, LLC

    26 Flintlock Rd, Madison, CT 06443

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