Madison, CT Homes

• 

  Est $1,412,511 Not Listed For Sale

  141 Bishop Ln, Madison, CT 06443

  • 4 Beds
  • 5 Baths
  • 5,041 Sq Ft
  • Built 1969

  141 Bishop Ln, Madison, CT 06443

  Last Sold Summary

  • 5% Above List Price
  • $268/SF
  • 2 Days On Market

  Last Sold Price $1,350,000

  Last Listing Agent Kirsten Adams William Pitt
• 

  $1,300,000 Sold Jul 18, 2025

  1308 Durham Rd, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 3,500 Sq Ft
  • Built 1840

  Last Sold Summary

  • 13% Above List Price
  • $371/SF
  • 7 Days On Market

  Current Estimated Value $1,247,180

  Last Listing Agent Tammy Tinnerello William Pitt Sotheby's Int'l

  1308 Durham Rd, Madison, CT 06443
• 

  Est $507,635 Not Listed For Sale

  35 Wilshire Rd, Madison, CT 06443

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft
  • Built 1974

  35 Wilshire Rd, Madison, CT 06443

  Last Sold Summary

  • 21% Above List Price
  • $328/SF
  • 42 Days On Market

  Last Sold Price $420,000

  Last Listing Agent Jason Berardino Berardino Co REALTORS
• 

  $440,000 Sold Dec 22, 2025

  18 Deepwood Dr, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 1,975 Sq Ft
  • Built 1962

  Last Sold Summary

  • 5% Below List Price
  • $223/SF
  • 74 Days On Market

  Current Estimated Value $443,593

  Last Listing Agent Alison Shaheen Sand Harbor Real Estate LLC

  18 Deepwood Dr, Madison, CT 06443
• 

  Est $500,155 Not Listed For Sale

  22 Wilshire Rd Unit A, Madison, CT 06443

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft
  • Built 1974

  22 Wilshire Rd Unit A, Madison, CT 06443

  Last Sold Summary

  • 32% Above List Price
  • $297/SF
  • 44 Days On Market

  Last Sold Price $380,000

  Last Listing Agent Rose Ledee William Pitt
• 

  $731,000 Sold Apr 09, 2025

  17 Lyle Dr, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,862 Sq Ft
  • Built 1995

  Last Sold Summary

  • 14% Above List Price
  • $255/SF
  • 53 Days On Market

  Current Estimated Value $757,519

  Last Listing Agent Emily Lovejoy William Raveis Real Estate

  17 Lyle Dr, Madison, CT 06443
• 

  Est $544,709 Not Listed For Sale

  24 Wilshire Rd Unit A, Madison, CT 06443

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft
  • Built 1974

  24 Wilshire Rd Unit A, Madison, CT 06443

  Last Sold Summary

  • 7% Above List Price
  • $398/SF
  • 36 Days On Market

  Last Sold Price $509,000

  Last Listing Agent Meig Walz Newcomb Coldwell Banker Realty
• 

  $700,000 Sold Sep 26, 2025

  57 Circle Beach Rd, Madison, CT 06443

  • 3 Beds
  • 1.5 Baths
  • 1,116 Sq Ft
  • Built 1940

  Last Sold Summary

  • 18% Below List Price
  • $627/SF
  • 102 Days On Market

  Current Estimated Value $733,862

  Last Listing Agent Cheryl Kebalo RE/MAX One

  57 Circle Beach Rd, Madison, CT 06443
• 

  Est $530,631 Not Listed For Sale

  24 Wilshire Rd Unit C, Madison, CT 06443

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft
  • Built 1974

  24 Wilshire Rd Unit C, Madison, CT 06443

  Last Sold Summary

  • 29% Above List Price
  • $322/SF
  • 126 Days On Market

  Last Sold Price $412,000

  Last Listing Agent Fran Manganello Coldwell Banker Realty
• 

  $349,000 Sold Jun 20, 2025

  23A Yankee Glen Rd Unit 23A, Madison, CT 06443

  • 2 Beds
  • 2 Baths
  • 1,261 Sq Ft
  • Built 1979

  Last Sold Summary

  • $277/SF
  • 5 Days On Market

  Current Estimated Value $460,784

  Last Listing Agent Kelsey Oddo Kelsey & Co. Real Estate

  23A Yankee Glen Rd Unit 23A, Madison, CT 06443
• 

  Est $532,280 Not Listed For Sale

  24 Hampshire Rd, Madison, CT 06443

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft
  • Built 1977

  24 Hampshire Rd, Madison, CT 06443

  Last Sold Summary

  • 25% Above List Price
  • $332/SF
  • 3 Days On Market

  Last Sold Price $425,500

  Last Listing Agent Lisa Edgerton William Raveis Real Estate
• 

  $745,000 Sold Oct 20, 2025

  23 Forest Hills Dr, Madison, CT 06443

  • 5 Beds
  • 3.5 Baths
  • 2,564 Sq Ft
  • Built 1975

  Last Sold Summary

  • 9% Below List Price
  • $291/SF
  • 72 Days On Market

  Current Estimated Value $769,486

  Last Listing Agent Cathy Lynch Coldwell Banker Realty

  23 Forest Hills Dr, Madison, CT 06443
• 

  Est $566,072 Not Listed For Sale

  30 Hampshire Rd, Madison, CT 06443

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft
  • Built 1977

  30 Hampshire Rd, Madison, CT 06443

  Last Sold Summary

  • 5% Below List Price
  • $464/SF
  • 247 Days On Market

  Last Sold Price $593,750

  Last Listing Agent Lisa Edgerton William Raveis Real Estate
• 

  $187,000 Sold Sep 12, 2025

  28 1st St, Madison, CT 06443

  • 1 Bed
  • 1 Bath
  • 470 Sq Ft
  • Built 1950

  Last Sold Summary

  • 6% Below List Price
  • $398/SF
  • 110 Days On Market

  Last Listing Agent Karen Bruno Roos Williams Real Estate

  28 1st St, Madison, CT 06443
• 

  Est $535,364 Not Listed For Sale

  20 Hampshire Rd, Madison, CT 06443

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft
  • Built 1977

  20 Hampshire Rd, Madison, CT 06443

  Last Sold Summary

  • 34% Above List Price
  • $312/SF
  • 3 Days On Market

  Last Sold Price $399,000

  Last Listing Agent Cindy Breckheimer Forever Homes Real Estate LLC
• 

  $1,540,000 Sold Jul 02, 2025

  28 Indian Trail, Madison, CT 06443

  • 4 Beds
  • 3.5 Baths
  • 5,412 Sq Ft
  • Built 1998

  Last Sold Summary

  • 1% Below List Price
  • $285/SF
  • 19 Days On Market

  Current Estimated Value $1,534,273

  Last Listing Agent Heidi Hoss Coldwell Banker Realty

  28 Indian Trail, Madison, CT 06443
• 

  Est $697,585 Not Listed For Sale

  31 Scotland Ave, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 1,487 Sq Ft
  • Built 1947

  31 Scotland Ave, Madison, CT 06443

  Last Sold Summary

  • 16% Above List Price
  • $403/SF
  • 3 Days On Market

  Last Sold Price $600,000

  Last Listing Agent Sue Woods William Pitt
• 

  $545,000 Sold Oct 31, 2025

  26 Legend Hill Rd Unit 26, Madison, CT 06443

  • 3 Beds
  • 3 Baths
  • 1,896 Sq Ft
  • Built 1985

  Last Sold Summary

  • 1% Below List Price
  • $287/SF
  • 38 Days On Market

  Current Estimated Value $536,409

  Last Listing Agent Rose Ciardiello William Raveis Real Estate

  26 Legend Hill Rd Unit 26, Madison, CT 06443
• 

  Est $560,468 Not Listed For Sale

  19 Scotland Ave, Madison, CT 06443

  • 3 Beds
  • Built 1915

  19 Scotland Ave, Madison, CT 06443

  Last Sold Summary

  • 16% Above List Price
  • $436/SF
  • 145 Days On Market

  Last Sold Price $485,000

  Last Listing Agent Todd Gould William Pitt
• 

  $950,000 Sold Dec 11, 2025

  66 Beaver Pond Rd, Madison, CT 06443

  • 5 Beds
  • 3.5 Baths
  • 4,168 Sq Ft
  • Built 1963

  Last Sold Summary

  • 5% Below List Price
  • $228/SF
  • 41 Days On Market

  Current Estimated Value $943,745

  Last Listing Agent John Campbell Compass Connecticut, LLC

  66 Beaver Pond Rd, Madison, CT 06443
• 

  Est $1,883,526 Not Listed For Sale

  548 Boston Post Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,704 Sq Ft
  • Built 1750

  548 Boston Post Rd, Madison, CT 06443

  Last Sold Summary

  • 11% Above List Price
  • $629/SF
  • 25 Days On Market

  Last Sold Price $1,700,000

  Last Listing Agent Margaret Muir William Pitt
• 

  $1,200,000 Sold Aug 15, 2025

  479 Opening Hill Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 4,437 Sq Ft
  • Built 1820

  Last Sold Summary

  • 1% Above List Price
  • $270/SF
  • 50 Days On Market

  Current Estimated Value $1,170,429

  Last Listing Agent Erin Connelly Coldwell Banker Realty

  479 Opening Hill Rd, Madison, CT 06443
• 

  Est $1,876,375 Not Listed For Sale

  826 Boston Post Rd, Madison, CT 06443

  • 7 Beds
  • 5.5 Baths
  • 5,023 Sq Ft
  • Built 1785

  826 Boston Post Rd, Madison, CT 06443

  Last Sold Summary

  • 14% Above List Price
  • $328/SF
  • 186 Days On Market

  Last Sold Price $1,650,000

  Last Listing Agent Emily Lovejoy William Raveis Real Estate
• 

  $925,000 Sold Mar 13, 2025

  414 Bartlett Dr, Madison, CT 06443

  • 5 Beds
  • 3.5 Baths
  • 4,398 Sq Ft
  • Built 1993

  Last Sold Summary

  • $210/SF
  • 47 Days On Market

  Current Estimated Value $1,022,837

  Last Listing Agent Cathy Lynch Coldwell Banker Realty

  414 Bartlett Dr, Madison, CT 06443
• 

  Est $1,651,378 Not Listed For Sale

  40 Wall St, Madison, CT 06443

  • 4 Beds
  • 2 Baths
  • 2,504 Sq Ft
  • Built 1870

  40 Wall St, Madison, CT 06443

  Last Sold Summary

  • 27% Above List Price
  • $519/SF
  • 21 Days On Market

  Last Sold Price $1,300,000

  Last Listing Agent Diana Hartman William Pitt
• 

  Est $1,093,381 Not Listed For Sale

  26 Rockledge Dr, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,786 Sq Ft
  • Built 1960

  26 Rockledge Dr, Madison, CT 06443

  Last Sold Summary

  • 13% Above List Price
  • $349/SF
  • 38 Days On Market

  Last Sold Price $971,300

  Last Listing Agent Steve Adkins Berkshire Hathaway Home Services
• 

  Est $914,983 Not Listed For Sale

  27 Sterling Park, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,458 Sq Ft
  • Built 1978

  27 Sterling Park, Madison, CT 06443

  Last Sold Summary

  • 12% Above List Price
  • $332/SF
  • 32 Days On Market

  Last Sold Price $815,000

  Last Listing Agent Kyle Hinding Coldwell Banker Realty
• 

  Est $841,975 Not Listed For Sale

  37 Copse Rd, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,241 Sq Ft
  • Built 1939

  37 Copse Rd, Madison, CT 06443

  Last Sold Summary

  • 9% Above List Price
  • $346/SF
  • 67 Days On Market

  Last Sold Price $775,000

  Last Listing Agent Pam Kadamus William Pitt
• 

  Est $488,498 Not Listed For Sale

  19 Centre Village Dr, Madison, CT 06443

  • 1 Bed
  • 1.5 Baths
  • 1,498 Sq Ft
  • Built 1985

  19 Centre Village Dr, Madison, CT 06443

  Last Sold Summary

  • 24% Above List Price
  • $263/SF
  • 2 Days On Market

  Last Sold Price $393,750

  Last Listing Agent Pam Giordano Pam-Gio Real Estate
• 

  Est $474,090 Not Listed For Sale

  17 Centre Village Dr, Madison, CT 06443

  • 1 Bed
  • 1.5 Baths
  • 1,569 Sq Ft
  • Built 1985

  17 Centre Village Dr, Madison, CT 06443

  Last Sold Summary

  • 12% Above List Price
  • $271/SF
  • 41 Days On Market

  Last Sold Price $425,000

  Last Listing Agent Tom Clancy William Pitt
• 

  Est $1,615,279 Not Listed For Sale

  348 Boston Post Rd, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft
  • Built 1935

  348 Boston Post Rd, Madison, CT 06443

  Last Sold Summary

  • 1% Above List Price
  • $762/SF
  • 94 Days On Market

  Last Sold Price $1,600,000

  Last Listing Agent John Campbell Compass Connecticut, LLC
• 

  Est $1,060,297 Not Listed For Sale

  374 Boston Post Rd, Madison, CT 06443

  • 5 Beds
  • 3.5 Baths
  • 3,060 Sq Ft
  • Built 1961

  374 Boston Post Rd, Madison, CT 06443

  Last Sold Summary

  • 18% Below List Price
  • $423/SF
  • 46 Days On Market

  Last Sold Price $1,295,000

  Last Listing Agent John Campbell Compass Connecticut, LLC
• 

  Est $710,791 Not Listed For Sale

  287 Boston Post Rd, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 2,093 Sq Ft
  • Built 1940

  287 Boston Post Rd, Madison, CT 06443

  Last Sold Summary

  • 40% Above List Price
  • $243/SF
  • 198 Days On Market

  Last Sold Price $509,000

  Last Listing Agent Meig Walz Newcomb Coldwell Banker Realty
• 

  Est $785,788 Not Listed For Sale

  236 Boston Post Rd, Madison, CT 06443

  • 4 Beds
  • 3 Baths
  • 2,998 Sq Ft
  • Built 1999

  236 Boston Post Rd, Madison, CT 06443

  Last Sold Summary

  • 32% Above List Price
  • $198/SF
  • 15 Days On Market

  Last Sold Price $595,000

  Last Listing Agent Aimee Genther William Raveis Real Estate
• 

  Est $1,055,269 Not Listed For Sale

  273 Boston Post Rd, Madison, CT 06443

  • 5 Beds
  • 3.5 Baths
  • 3,318 Sq Ft
  • Built 1747

  273 Boston Post Rd, Madison, CT 06443

  Last Sold Summary

  • 55% Above List Price
  • $205/SF
  • 200 Days On Market

  Last Sold Price $679,000

  Last Listing Agent Lorey Walz Coldwell Banker Realty
• 

  Est $419,991 Not Listed For Sale

  23 Esterly Farms Rd, Madison, CT 06443

  • 2 Beds
  • 2.5 Baths
  • 1,606 Sq Ft
  • Built 1985

  23 Esterly Farms Rd, Madison, CT 06443

  Last Sold Summary

  • 15% Above List Price
  • $227/SF
  • 26 Days On Market

  Last Sold Price $365,000

  Last Listing Agent Rose Ciardiello William Raveis Real Estate
• 

  Est $430,673 Not Listed For Sale

  13 Esterly Farms Rd, Madison, CT 06443

  • 2 Beds
  • 2.5 Baths
  • 1,496 Sq Ft
  • Built 1985

  13 Esterly Farms Rd, Madison, CT 06443

  Last Sold Summary

  • 8% Above List Price
  • $267/SF
  • 29 Days On Market

  Last Sold Price $399,900

  Last Listing Agent Erin Engen William Raveis Real Estate
• 

  Est $611,195 Not Listed For Sale

  26 Nathans Ln, Madison, CT 06443

  • 5 Beds
  • 3 Baths
  • 2,178 Sq Ft
  • Built 1920

  26 Nathans Ln, Madison, CT 06443

  Last Sold Summary

  • 11% Above List Price
  • $254/SF
  • 37 Days On Market

  Last Sold Price $553,000

  Last Listing Agent Heather Clinton Berkshire Hathaway Home Services
• 

  Est $625,711 Not Listed For Sale

  35 Aylesbury Cir, Madison, CT 06443

  • 2 Beds
  • 2.5 Baths
  • 1,853 Sq Ft
  • Built 1979

  35 Aylesbury Cir, Madison, CT 06443

  Last Sold Summary

  • 19% Above List Price
  • $283/SF
  • 181 Days On Market

  Last Sold Price $525,000

  Last Listing Agent Janet Mashia William Pitt
• 

  Est $590,458 Not Listed For Sale

  27 Downing Way, Madison, CT 06443

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft
  • Built 1979

  27 Downing Way, Madison, CT 06443

  Last Sold Summary

  • 18% Above List Price
  • $390/SF
  • 1 Day On Market

  Last Sold Price $499,000

  Last Listing Agent Doris Fallon William Raveis Real Estate

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