Madison, CT Homes

• 

  Est $740,808 Not Listed For Sale

  24 Lyle Dr, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 1,938 Sq Ft
  • Built 1995

  24 Lyle Dr, Madison, CT 06443

  Last Sold Summary

  • 21% Above List Price
  • $315/SF
  • 14 Days On Market

  Last Sold Price $610,000

  Last Listing Agent Marcy Noiseux Coldwell Banker Realty
• 

  $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 $708,624

  Last Listing Agent Kim Fetera Coldwell Banker Realty

  86 Winterhill Rd, Madison, CT 06443
• 

  Est $706,508 Not Listed For Sale

  524 Opening Hill Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,004 Sq Ft
  • Built 1994

  524 Opening Hill Rd, Madison, CT 06443

  Last Sold Summary

  • 18% Above List Price
  • $299/SF
  • 41 Days On Market

  Last Sold Price $600,000

  Last Listing Agent Phoebe Finch William Pitt
• 

  $595,000 Sold Jul 08, 2025

  93 Race Hill Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,604 Sq Ft
  • Built 1987

  Last Sold Summary

  • $228/SF
  • 73 Days On Market

  Current Estimated Value $624,660

  Last Listing Agent Heather Dacey William Raveis Real Estate

  93 Race Hill Rd, Madison, CT 06443
• 

  Est $754,253 Not Listed For Sale

  579 Opening Hill Rd, Madison, CT 06443

  • 5 Beds
  • 3.5 Baths
  • 2,380 Sq Ft
  • Built 1972

  579 Opening Hill Rd, Madison, CT 06443

  Last Sold Summary

  • 11% Above List Price
  • $286/SF
  • 74 Days On Market

  Last Sold Price $680,000

  Last Listing Agent Shane Khan William Raveis Real Estate
• 

  $210,000 Sold Jul 22, 2025

  45 East St, Madison, CT 06443

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

  Last Sold Summary

  • 7% Below List Price
  • $348/SF
  • 27 Days On Market

  Last Listing Agent Melanie Abbott William Pitt Sotheby's Int'l

  45 East St, Madison, CT 06443
• 

  Est $671,195 Not Listed For Sale

  22 Scenic Rd, Madison, CT 06443

  • 4 Beds
  • 3 Baths
  • 2,628 Sq Ft
  • Built 1969

  22 Scenic Rd, Madison, CT 06443

  Last Sold Summary

  • 12% Above List Price
  • $229/SF
  • 22 Days On Market

  Last Sold Price $601,000

  Last Listing Agent Susan Santoro William Pitt
• 

  $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 $593,411

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

  60 Robin Ridge Dr, Madison, CT 06443
• 

  Est $955,178 Not Listed For Sale

  596 Opening Hill Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,678 Sq Ft
  • Built 1999

  596 Opening Hill Rd, Madison, CT 06443

  Last Sold Summary

  • 6% Above List Price
  • $336/SF
  • 21 Days On Market

  Last Sold Price $900,000

  Last Listing Agent Melanie Gunn Seabury Hill REALTORS
• 

  $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 $1,009,088

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

  71 Madison Springs Dr, Madison, CT 06443
• 

  Est $551,930 Not Listed For Sale

  101 Winding Rd, Madison, CT 06443

  • 4 Beds
  • 2 Baths
  • 1,848 Sq Ft
  • Built 1971

  101 Winding Rd, Madison, CT 06443

  Last Sold Summary

  • 25% Above List Price
  • $238/SF
  • 118 Days On Market

  Last Sold Price $440,000

  Last Listing Agent Emily Lovejoy William Raveis Real Estate
• 

  $1,050,000 Sold Jun 17, 2025

  9 Evarts Ln, Madison, CT 06443

  • 2 Beds
  • 2.5 Baths
  • 2,820 Sq Ft
  • Built 2004

  Last Sold Summary

  • 4% Below List Price
  • $372/SF
  • 27 Days On Market

  Current Estimated Value $1,182,161

  Last Listing Agent Jamie Lombardy William Pitt Sotheby's Int'l

  9 Evarts Ln, Madison, CT 06443
• 

  Est $458,812 Not Listed For Sale

  123 Deepwood Dr, Madison, CT 06443

  • 3 Beds
  • 1.5 Baths
  • 1,884 Sq Ft
  • Built 1964

  123 Deepwood Dr, Madison, CT 06443

  Last Sold Summary

  • 22% Above List Price
  • $199/SF
  • 63 Days On Market

  Last Sold Price $375,000

  Last Listing Agent Nicholas Mastrangelo Coldwell Banker Realty
• 

  $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 $761,665

  Last Listing Agent Jane Cardarelli William Raveis Real Estate

  37 Sheffield Ln, Madison, CT 06443
• 

  Est $491,518 Not Listed For Sale

  105 Deepwood Dr, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 1,832 Sq Ft
  • Built 1964

  105 Deepwood Dr, Madison, CT 06443

  Last Sold Summary

  • 7% Above List Price
  • $251/SF
  • 2 Days On Market

  Last Sold Price $460,000

  Last Listing Agent Steven Elek RE/MAX Heritage
• 

  $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 $466,298

  Last Listing Agent Anne Marie Straka Compass Connecticut, LLC

  20 Robin Ridge Dr, Madison, CT 06443
• 

  Est $502,448 Not Listed For Sale

  99 Deepwood Dr, Madison, CT 06443

  • 3 Beds
  • 1.5 Baths
  • 1,432 Sq Ft
  • Built 1965

  99 Deepwood Dr, Madison, CT 06443

  Last Sold Summary

  • 24% Above List Price
  • $283/SF
  • 72 Days On Market

  Last Sold Price $405,000

  Last Listing Agent Lisa Daniele William Raveis Real Estate
• 

  $565,000 Sold Jul 15, 2025

  97 Mungertown Rd, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 1961

  Last Sold Summary

  • 3% Above List Price
  • $353/SF
  • 39 Days On Market

  Current Estimated Value $561,006

  Last Listing Agent Diandra Shafer mygoodagent

  97 Mungertown Rd, Madison, CT 06443
• 

  Est $739,386 Not Listed For Sale

  29 Milano Pond Dr, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 1,993 Sq Ft
  • Built 1990

  29 Milano Pond Dr, Madison, CT 06443

  Last Sold Summary

  • 80% Above List Price
  • $206/SF
  • 18 Days On Market

  Last Sold Price $410,000

  Last Listing Agent Lori Miko Coldwell Banker Realty
• 

  $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 $590,747

  Last Listing Agent Elise Palacios eXp Realty

  26 Farm View Dr, Madison, CT 06443
• 

  Est $584,355 Not Listed For Sale

  106 Bradley Corners Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,080 Sq Ft
  • Built 1987

  106 Bradley Corners Rd, Madison, CT 06443

  Last Sold Summary

  • 15% Above List Price
  • $245/SF
  • 49 Days On Market

  Last Sold Price $510,000

  Last Listing Agent Mary O'Neill Eagle Eye Realty PLLC
• 

  $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 $547,958

  Last Listing Agent Judy Libby Berkshire Hathaway NE Prop.

  273 Legend Hill Rd, Madison, CT 06443
• 

  Est $702,156 Not Listed For Sale

  19 Saint Francis Woods Rd, Madison, CT 06443

  • 4 Beds
  • 3 Baths
  • 2,121 Sq Ft
  • Built 1969

  19 Saint Francis Woods Rd, Madison, CT 06443

  Last Sold Summary

  • 25% Above List Price
  • $264/SF
  • 49 Days On Market

  Last Sold Price $560,000

  Last Listing Agent Cindy Breckheimer Forever Homes Real Estate LLC
• 

  $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 $508,532

  Last Listing Agent Kayla Chasse Compass Connecticut, LLC

  7 Madrina Ln, Madison, CT 06443
• 

  Est $1,173,454 Not Listed For Sale

  106 Summer Hill Rd, Madison, CT 06443

  • 5 Beds
  • 2.5 Baths
  • 3,835 Sq Ft
  • Built 1740

  106 Summer Hill Rd, Madison, CT 06443

  Last Sold Summary

  • 2% Above List Price
  • $300/SF
  • 225 Days On Market

  Last Sold Price $1,150,000

  Last Listing Agent Margaret Muir William Pitt
• 

  $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 $1,910,783

  Last Listing Agent Lori Bartone William Raveis Real Estate

  146 Chittenden Field Ln, Madison, CT 06443
• 

  Est $904,481 Not Listed For Sale

  133 Overbrook Rd, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,974 Sq Ft
  • Built 2003

  133 Overbrook Rd, Madison, CT 06443

  Last Sold Summary

  • 17% Above List Price
  • $261/SF
  • 72 Days On Market

  Last Sold Price $775,000

  Last Listing Agent Manuel Mateo Eagle Eye Realty PLLC
• 

  $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 $602,557

  Last Listing Agent Dana Weinstein Coldwell Banker Realty

  1 Downing Way Unit 1, Madison, CT 06443
• 

  Est $662,964 Not Listed For Sale

  924 Durham Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 1,992 Sq Ft
  • Built 1998

  924 Durham Rd, Madison, CT 06443

  Last Sold Summary

  • 10% Above List Price
  • $301/SF
  • 53 Days On Market

  Last Sold Price $600,000

  Last Listing Agent Leigh Whiteman William Raveis Real Estate
• 

  $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 $781,318

  Last Listing Agent George Sznaj DB Associates of CT, LLC

  26 Flintlock Rd, Madison, CT 06443
• 

  Est $540,945 Not Listed For Sale

  15 Cedarcroft Dr, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 2,204 Sq Ft
  • Built 1967

  15 Cedarcroft Dr, Madison, CT 06443

  Last Sold Summary

  • 8% Above List Price
  • $227/SF
  • 44 Days On Market

  Last Sold Price $500,000

  Last Listing Agent Cathy Lynch Coldwell Banker Realty
• 

  $655,000 Sold May 16, 2025

  24 Kingsbridge Way Unit 24, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,538 Sq Ft
  • Built 1988

  Last Sold Summary

  • 6% Below List Price
  • $258/SF
  • 36 Days On Market

  Current Estimated Value $761,937

  Last Listing Agent Sarah David Higgins Group Real Estate

  24 Kingsbridge Way Unit 24, Madison, CT 06443
• 

  Est $684,007 Not Listed For Sale

  62 Bartlett Dr, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,186 Sq Ft
  • Built 1975

  62 Bartlett Dr, Madison, CT 06443

  Last Sold Summary

  • 12% Above List Price
  • $279/SF
  • 18 Days On Market

  Last Sold Price $610,000

  Last Listing Agent Susan Santoro William Pitt
• 

  $535,000 Sold Feb 13, 2026

  108 Boston Post Rd, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • Built 1900

  Last Sold Summary

  • 14% Below List Price
  • $315/SF
  • 159 Days On Market

  Current Estimated Value $580,388

  Last Listing Agent Cindy Breckheimer Forever Homes Real Estate LLC

  108 Boston Post Rd, Madison, CT 06443
• 

  Est $1,203,165 Not Listed For Sale

  39 Silo Hill, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 4,966 Sq Ft
  • Built 1998

  39 Silo Hill, Madison, CT 06443

  Last Sold Summary

  • 23% Above List Price
  • $197/SF
  • 54 Days On Market

  Last Sold Price $977,000

  Last Listing Agent Betsy Anderson William Pitt
• 

  $1,500,000 Sold Apr 25, 2025

  4 Neptune Ave, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,103 Sq Ft
  • Built 1948

  Last Sold Summary

  • 3% Below List Price
  • $713/SF
  • 9 Days On Market

  Current Estimated Value $1,571,515

  Last Listing Agent Nikki Travaglino William Pitt Sotheby's Int'l

  4 Neptune Ave, Madison, CT 06443
• 

  Est $615,790 Not Listed For Sale

  22 Aileen Dr, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 1,782 Sq Ft
  • Built 1967

  22 Aileen Dr, Madison, CT 06443

  Last Sold Summary

  • 18% Above List Price
  • $292/SF
  • 33 Days On Market

  Last Sold Price $520,000

  Last Listing Agent Leslie Richo William Raveis Real Estate
• 

  $537,500 Sold Oct 07, 2025

  40 Green Acres Dr, Madison, CT 06443

  • 3 Beds
  • 1.5 Baths
  • 1,864 Sq Ft
  • Built 1967

  Last Sold Summary

  • 10% Above List Price
  • $288/SF
  • 14 Days On Market

  Current Estimated Value $532,360

  Last Listing Agent Andrea Viscuso Compass Connecticut, LLC

  40 Green Acres Dr, Madison, CT 06443
• 

  Est $598,995 Not Listed For Sale

  19 Aileen Dr, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,440 Sq Ft
  • Built 1967

  19 Aileen Dr, Madison, CT 06443

  Last Sold Summary

  • 10% Above List Price
  • $223/SF
  • 1 Day On Market

  Last Sold Price $543,000

  Last Listing Agent Sheila Tinn-Murphy Berkshire Hathaway Home Services
• 

  $415,000 Sold Jul 11, 2025

  501 Durham Rd, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 1,326 Sq Ft
  • Built 1974

  Last Sold Summary

  • 3% Below List Price
  • $313/SF
  • 39 Days On Market

  Current Estimated Value $438,171

  Last Listing Agent Susan Cassidy Coldwell Banker Realty

  501 Durham Rd, Madison, CT 06443

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