280

Recently Sold Madison, CT Homes

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  • 7 Derenthal Dr, Madison, CT 06443

    $640,000

    Sold Nov 04, 2025

    7 Derenthal Dr, Madison, CT 06443

    • 4 Beds
    • 2 Baths
    • 1,896 Sq Ft
    • Built 1966

    Last Sold Summary

    • 8% Below List Price
    • $338/SF
    • 126 Days On Market

    Current Estimated Value $643,394

    Last Listing Agent Susan Warner-Lambert Carbutti & Co., Realtors

    7 Derenthal Dr, Madison, CT 06443
  • 23 Horsebarn Ln, Madison, CT 06443

    $855,000

    Sold Feb 02, 2026

    23 Horsebarn Ln, Madison, CT 06443

    • 4 Beds
    • 4 Baths
    • 3,972 Sq Ft
    • Built 1996

    Last Sold Summary

    • 2% Below List Price
    • $215/SF
    • 105 Days On Market

    Current Estimated Value $890,144

    Last Listing Agent Dylan Walter William Raveis Real Estate

    23 Horsebarn Ln, Madison, CT 06443
  • 1 Wilshire Rd Unit B, Madison, CT 06443

    $520,000

    Sold May 15, 2026

    1 Wilshire Rd Unit B, Madison, CT 06443

    • 2 Beds
    • 2.5 Baths
    • 1,296 Sq Ft
    • Built 1974

    Last Sold Summary

    • $401/SF
    • 2 Days On Market

    Current Estimated Value $520,995

    Last Listing Agent Suzanne McConville William Raveis Real Estate

    1 Wilshire Rd Unit B, Madison, CT 06443
  • 26 North St, Madison, CT 06443

    $220,000

    Sold Jul 01, 2026

    26 North St, Madison, CT 06443

    • 2 Beds
    • 1 Bath
    • 647 Sq Ft
    • Built 1960

    Last Sold Summary

    • 12% Below List Price
    • $340/SF
    • 84 Days On Market

    Last Listing Agent Karen Floriano William Raveis Real Estate

    26 North St, Madison, CT 06443
  • 11 Middle Beach Rd, Madison, CT 06443

    $1,825,000

    Sold Jun 01, 2026

    11 Middle Beach Rd, Madison, CT 06443

    • 3 Beds
    • 3 Baths
    • 1,976 Sq Ft
    • Built 1900

    Last Sold Summary

    • 3% Above List Price
    • $924/SF
    • 2 Days On Market

    Current Estimated Value $1,727,994

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

    11 Middle Beach Rd, Madison, CT 06443
  • 43 Fort Path Rd, Madison, CT 06443

    $503,000

    Sold Jan 30, 2026

    43 Fort Path Rd, Madison, CT 06443

    • 3 Beds
    • 1.5 Baths
    • 1,346 Sq Ft
    • Built 1960

    Last Sold Summary

    • 7% Below List Price
    • $374/SF
    • 40 Days On Market

    Current Estimated Value $525,662

    Last Listing Agent Lisa Rollins Team Compass Connecticut, LLC

    43 Fort Path Rd, Madison, CT 06443
  • 129 Acorn Rd, Madison, CT 06443

    $725,000

    Sold Dec 01, 2025

    129 Acorn Rd, Madison, CT 06443

    • 4 Beds
    • 2.5 Baths
    • 2,698 Sq Ft
    • Built 1986

    Last Sold Summary

    • 7% Below List Price
    • $269/SF
    • 103 Days On Market

    Current Estimated Value $759,470

    Last Listing Agent Ann Stewart William Pitt Sotheby's Int'l

    129 Acorn Rd, Madison, CT 06443
  • 45 Milano Pond Dr, Madison, CT 06443

    $795,000

    Sold Jul 15, 2026

    45 Milano Pond Dr, Madison, CT 06443

    • 3 Beds
    • 2.5 Baths
    • 1,908 Sq Ft
    • Built 1991

    Last Sold Summary

    • 10% Above List Price
    • $417/SF
    • 37 Days On Market

    Current Estimated Value $720,499

    Last Listing Agent Rob McConville RE/MAX Heritage

    45 Milano Pond Dr, Madison, CT 06443
  • 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 $817,396

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

    40 Hull Rd, Madison, CT 06443
  • 181 Ridge Rd, Madison, CT 06443

    $625,000

    Sold Sep 17, 2025

    181 Ridge Rd, Madison, CT 06443

    • 3 Beds
    • 2.5 Baths
    • 1,921 Sq Ft
    • Built 1973

    Last Sold Summary

    • 9% Above List Price
    • $325/SF
    • 32 Days On Market

    Current Estimated Value $639,379

    Last Listing Agent Renee Autorino Coldwell Banker Realty

    181 Ridge 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 $1,461,500

    Last Listing Agent Rebecca Ellsley Higgins Group Bedford Square

    34 Wildcat Springs Dr, 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 $511,070

    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 $1,205,726

    Last Listing Agent Lisa Daniele William Raveis Real Estate

    110 E Wharf Rd, Madison, CT 06443
  • 310 Opening Hill Rd, Madison, CT 06443

    $705,000

    Sold Aug 22, 2025

    310 Opening Hill Rd, Madison, CT 06443

    • 4 Beds
    • 2.5 Baths
    • 2,424 Sq Ft
    • Built 1968

    Last Sold Summary

    • 1% Above List Price
    • $291/SF
    • 5 Days On Market

    Current Estimated Value $739,088

    Last Listing Agent Barbara Goetsch William Pitt Sotheby's Int'l

    310 Opening Hill 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 $193,115

    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 $1,180,267

    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
  • 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 $1,393,464

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

    48 Allison Dr, 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 $592,829

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

    12 Rustic Ln, 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 $674,966

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

    18 Kelsey Place, 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 $737,109

    Last Listing Agent Lauren Freedman Coldwell Banker Realty

    40 Harkness Dr, 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 $1,329,650

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

    11 Silo Hill, 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 $1,420,778

    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 $172,747

    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 $521,238

    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 $731,889

    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 $3,064,705

    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 $752,206

    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 $590,086

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

    60 Robin Ridge 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 $700,466

    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 $1,007,772

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

    71 Madison Springs Dr, Madison, CT 06443
  • 37 Sheffield Ln, Madison, CT 06443

    $761,000

    Sold Aug 14, 2025

    37 Sheffield Ln, Madison, CT 06443

    • 4 Beds
    • 2.5 Baths
    • 2,989 Sq Ft
    • Built 1984

    Last Sold Summary

    • 1% Below List Price
    • $255/SF
    • 46 Days On Market

    Current Estimated Value $790,385

    Last Listing Agent Jane Cardarelli William Raveis Real Estate

    37 Sheffield Ln, Madison, CT 06443
  • 29 Flintlock Rd, Madison, CT 06443

    $711,000

    Sold Aug 21, 2025

    29 Flintlock Rd, Madison, CT 06443

    • 4 Beds
    • 1.5 Baths
    • 2,458 Sq Ft
    • Built 1966

    Last Sold Summary

    • 5% Above List Price
    • $289/SF
    • 40 Days On Market

    Current Estimated Value $726,026

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

    29 Flintlock Rd, Madison, CT 06443
  • 20 Robin Ridge Dr, Madison, CT 06443

    $456,500

    Sold Aug 20, 2025

    20 Robin Ridge Dr, Madison, CT 06443

    • 3 Beds
    • 1.5 Baths
    • 1,468 Sq Ft
    • Built 1958

    Last Sold Summary

    • 2% Below List Price
    • $311/SF
    • 39 Days On Market

    Current Estimated Value $494,947

    Last Listing Agent Anne Marie Straka Compass Connecticut, LLC

    20 Robin Ridge Dr, 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 $628,237

    Last Listing Agent Elise Palacios eXp Realty

    26 Farm View Dr, Madison, CT 06443
  • 273 Legend Hill Rd, Madison, CT 06443

    $540,000

    Sold Aug 28, 2025

    273 Legend Hill Rd, Madison, CT 06443

    • 2 Beds
    • 2 Baths
    • 1,598 Sq Ft
    • Built 1985

    Last Sold Summary

    • 1% Below List Price
    • $338/SF
    • 28 Days On Market

    Current Estimated Value $562,723

    Last Listing Agent Judy Libby Berkshire Hathaway NE Prop.

    273 Legend Hill Rd, 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 $511,055

    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 $642,134

    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 $615,633

    Last Listing Agent Cathy Lynch Coldwell Banker Realty

    286 Opening Hill Rd, Madison, CT 06443

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