Madison, CT Homes

• 

  Est $1,721,917 Not Listed For Sale

  51 Buck Hill Rd, Madison, CT 06443

  • 5 Beds
  • 7 Baths
  • 4,994 Sq Ft
  • Built 2006

  51 Buck Hill Rd, Madison, CT 06443

  Last Sold Summary

  • 8% Above List Price
  • $320/SF
  • 263 Days On Market

  Last Sold Price $1,600,000

  Last Listing Agent Margaret Muir William Pitt
• 

  $470,000 Sold Oct 01, 2025

  22 Centre Village Dr, Madison, CT 06443

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

  Last Sold Summary

  • 10% Below List Price
  • $300/SF
  • 126 Days On Market

  Current Estimated Value $469,738

  Last Listing Agent Emily Lovejoy William Raveis Real Estate

  22 Centre Village Dr, Madison, CT 06443
• 

  Est $988,869 Not Listed For Sale

  44 Buck Hill Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 4,448 Sq Ft
  • Built 1994

  44 Buck Hill Rd, Madison, CT 06443

  Last Sold Summary

  • 7% Above List Price
  • $207/SF
  • 76 Days On Market

  Last Sold Price $920,000

  Last Listing Agent Linda Toscano Coldwell Banker Realty
• 

  $630,000 Sold Dec 12, 2025

  81 Bartlett Dr, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,088 Sq Ft
  • Built 1971

  Last Sold Summary

  • 3% Below List Price
  • $302/SF
  • 119 Days On Market

  Current Estimated Value $622,181

  Last Listing Agent Lauren Freedman Coldwell Banker Realty

  81 Bartlett Dr, Madison, CT 06443
• 

  Est $780,037 Not Listed For Sale

  426 Summer Hill Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,830 Sq Ft
  • Built 1989

  426 Summer Hill Rd, Madison, CT 06443

  Last Sold Summary

  • 27% Above List Price
  • $217/SF
  • 131 Days On Market

  Last Sold Price $615,000

  Last Listing Agent Stephanie Jacobs Sunset Creek Realty, LLC
• 

  $680,000 Sold Jul 18, 2025

  76 Horse Pond Rd, Madison, CT 06443

  • 4 Beds
  • 3 Baths
  • 3,037 Sq Ft
  • Built 1998

  Last Sold Summary

  • 11% Below List Price
  • $224/SF
  • 27 Days On Market

  Current Estimated Value $738,431

  Last Listing Agent James Didato Berkshire Hathaway NE Prop.

  76 Horse Pond Rd, Madison, CT 06443
• 

  Est $954,307 Not Listed For Sale

  398 Summer Hill Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 3,470 Sq Ft
  • Built 1988

  398 Summer Hill Rd, Madison, CT 06443

  Last Sold Summary

  • 12% Above List Price
  • $245/SF
  • 3 Days On Market

  Last Sold Price $850,000

  Last Listing Agent Sue Woods William Pitt
• 

  $565,000 Sold Sep 29, 2025

  531 Green Hill Rd, Madison, CT 06443

  • 3 Beds
  • 1.5 Baths
  • 1,905 Sq Ft
  • Built 1964

  Last Sold Summary

  • 3% Above List Price
  • $297/SF
  • 3 Days On Market

  Current Estimated Value $561,970

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

  531 Green Hill Rd, Madison, CT 06443
• 

  Est $1,099,651 Not Listed For Sale

  48 Lenore Dr, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 5,125 Sq Ft
  • Built 2004

  48 Lenore Dr, Madison, CT 06443

  Last Sold Summary

  • 22% Above List Price
  • $176/SF
  • 80 Days On Market

  Last Sold Price $900,000

  Last Listing Agent Toni Iandoli William Pitt
• 

  $850,000 Sold May 16, 2025

  23 Blueberry Hill Dr, Madison, CT 06443

  • 4 Beds
  • 3 Baths
  • 3,692 Sq Ft
  • Built 2001

  Last Sold Summary

  • $230/SF
  • 61 Days On Market

  Current Estimated Value $885,268

  Last Listing Agent Cortney Emshwiller-Swokla Coldwell Banker Realty

  23 Blueberry Hill Dr, Madison, CT 06443
• 

  Est $614,228 Not Listed For Sale

  1197 Durham Rd, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 1,494 Sq Ft
  • Built 1976

  1197 Durham Rd, Madison, CT 06443

  Last Sold Summary

  • 3% Above List Price
  • $398/SF
  • 54 Days On Market

  Last Sold Price $595,000

  Last Listing Agent Debra Pardales William Pitt
• 

  $479,000 Sold Jun 27, 2025

  32 Nutmeg Ln, Madison, CT 06443

  • 4 Beds
  • 1.5 Baths
  • 1,632 Sq Ft
  • Built 1964

  Last Sold Summary

  • $294/SF
  • 24 Days On Market

  Current Estimated Value $502,520

  Last Listing Agent Cathy Lynch Coldwell Banker Realty

  32 Nutmeg Ln, Madison, CT 06443
• 

  Est $1,326,801 Not Listed For Sale

  50 Copperfield Dr, Madison, CT 06443

  • 5 Beds
  • 3.5 Baths
  • 4,374 Sq Ft
  • Built 1988

  50 Copperfield Dr, Madison, CT 06443

  Last Sold Summary

  • 2% Below List Price
  • $309/SF
  • 22 Days On Market

  Last Sold Price $1,350,000

  Last Listing Agent Pam Kadamus William Pitt
• 

  $141,500 Sold Sep 20, 2025

  20 Young's Village, Madison, CT 06443

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

  Last Sold Summary

  • 9% Below List Price
  • $345/SF
  • 54 Days On Market

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

  20 Young's Village, Madison, CT 06443
• 

  Est $1,133,261 Not Listed For Sale

  5 Michele Ln, Madison, CT 06443

  • 4 Beds
  • 6 Baths
  • 5,220 Sq Ft
  • Built 1987

  5 Michele Ln, Madison, CT 06443

  Last Sold Summary

  • 19% Above List Price
  • $182/SF
  • 34 Days On Market

  Last Sold Price $950,000

  Last Listing Agent Barbara Goetsch William Pitt
• 

  $670,000 Sold Aug 21, 2025

  5 Dover Ln, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,096 Sq Ft
  • Built 1984

  Last Sold Summary

  • 3% Above List Price
  • $320/SF
  • 97 Days On Market

  Current Estimated Value $673,027

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

  5 Dover Ln, Madison, CT 06443
• 

  Est $580,628 Not Listed For Sale

  730 Opening Hill Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Built 1966

  730 Opening Hill Rd, Madison, CT 06443

  Last Sold Summary

  • 6% Above List Price
  • $306/SF
  • 3 Days On Market

  Last Sold Price $550,000

  Last Listing Agent David Aurigemma Regency Real Estate, LLC
• 

  $343,000 Sold Jan 16, 2026

  20C Yankee Glen Rd Unit 20C, Madison, CT 06443

  • 2 Beds
  • 2 Baths
  • 1,119 Sq Ft
  • Built 1979

  Last Sold Summary

  • 11% Below List Price
  • $307/SF
  • 95 Days On Market

  Current Estimated Value $441,096

  Last Listing Agent Dallas Davis Dalvis Realty

  20C Yankee Glen Rd Unit 20C, Madison, CT 06443
• 

  Est $1,062,459 Not Listed For Sale

  53 Copperfield Dr, Madison, CT 06443

  • 5 Beds
  • 2.5 Baths
  • 3,595 Sq Ft
  • Built 1990

  53 Copperfield Dr, Madison, CT 06443

  Last Sold Summary

  • 15% Above List Price
  • $256/SF
  • 27 Days On Market

  Last Sold Price $920,000

  Last Listing Agent Nikki Travaglino William Pitt
• 

  $900,000 Sold Nov 14, 2025

  166 Bishop Ln, Madison, CT 06443

  • 3 Beds
  • 3 Baths
  • 2,968 Sq Ft
  • Built 1983

  Last Sold Summary

  • 6% Above List Price
  • $303/SF
  • 27 Days On Market

  Current Estimated Value $904,236

  Last Listing Agent Greg robbins Houlihan Lawrence WD

  166 Bishop Ln, Madison, CT 06443
• 

  Est $595,084 Not Listed For Sale

  114 Squires Rd, Madison, CT 06443

  • 3 Beds
  • 3 Baths
  • 2,325 Sq Ft
  • Built 1972

  114 Squires Rd, Madison, CT 06443

  Last Sold Summary

  • 19% Above List Price
  • $215/SF
  • 8 Days On Market

  Last Sold Price $499,900

  Last Listing Agent Joseph Cominsky Houlihan Lawrence WD
• 

  $565,000 Sold Jan 20, 2026

  3 Essex Ln Unit 3, Madison, CT 06443

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

  Last Sold Summary

  • 1% Below List Price
  • $441/SF
  • 50 Days On Market

  Current Estimated Value $543,310

  Last Listing Agent Jaime Lettieri Coldwell Banker Realty

  3 Essex Ln Unit 3, Madison, CT 06443
• 

  Est $1,333,122 Not Listed For Sale

  88 Hickory Ln, Madison, CT 06443

  • 4 Beds
  • 5 Baths
  • 5,780 Sq Ft
  • Built 2001

  88 Hickory Ln, Madison, CT 06443

  Last Sold Summary

  • 1% Above List Price
  • $228/SF
  • 33 Days On Market

  Last Sold Price $1,318,000

  Last Listing Agent Nicole White William Raveis Real Estate
• 

  $960,000 Sold Aug 29, 2025

  659 Summer Hill Rd, Madison, CT 06443

  • 3 Beds
  • 2.5 Baths
  • 2,558 Sq Ft
  • Built 1779

  Last Sold Summary

  • 3% Below List Price
  • $375/SF
  • 49 Days On Market

  Current Estimated Value $969,741

  Last Listing Agent Leigh Whiteman William Raveis Real Estate

  659 Summer Hill Rd, Madison, CT 06443
• 

  Est $1,292,860 Not Listed For Sale

  126 Hickory Ln, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 4,430 Sq Ft
  • Built 2002

  126 Hickory Ln, Madison, CT 06443

  Last Sold Summary

  • 3% Above List Price
  • $282/SF
  • 73 Days On Market

  Last Sold Price $1,250,000

  Last Listing Agent Judy Libby Berkshire Hathaway Home Services
• 

  $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 $629,186

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

  7 Derenthal Dr, Madison, CT 06443
• 

  Est $566,501 Not Listed For Sale

  31 Hickory Ln, Madison, CT 06443

  • 3 Beds
  • 2 Baths
  • 1,224 Sq Ft
  • Built 1958

  31 Hickory Ln, Madison, CT 06443

  Last Sold Summary

  • 18% Above List Price
  • $393/SF
  • 2 Days On Market

  Last Sold Price $481,500

  Last Listing Agent Stefanie Runlett RE/MAX
• 

  $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 $873,492

  Last Listing Agent Dylan Walter William Raveis Real Estate

  23 Horsebarn Ln, Madison, CT 06443
• 

  Est $611,404 Not Listed For Sale

  119 Squires Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 1,624 Sq Ft
  • Built 1972

  119 Squires Rd, Madison, CT 06443

  Last Sold Summary

  • $376/SF
  • 53 Days On Market

  Last Sold Price $611,100

  Last Listing Agent George Sznaj DB Associates of CT, LLC
• 

  $510,000 Sold Mar 14, 2025

  961 Boston Post Rd, Madison, CT 06443

  • 4 Beds
  • 1.5 Baths
  • 1,245 Sq Ft
  • Built 1915

  Last Sold Summary

  • 9% Below List Price
  • $410/SF
  • 14 Days On Market

  Current Estimated Value $577,116

  Last Listing Agent Ronald Forcier Century 21 AllPoints Realty

  961 Boston Post Rd, Madison, CT 06443
• 

  Est $556,224 Not Listed For Sale

  83 Squires Rd, Madison, CT 06443

  • 3 Beds
  • 1.5 Baths
  • 2,200 Sq Ft
  • Built 1969

  83 Squires Rd, Madison, CT 06443

  Last Sold Summary

  • 11% Above List Price
  • $227/SF
  • 52 Days On Market

  Last Sold Price $500,000

  Last Listing Agent Stacey Wyeth William Pitt
• 

  $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 $536,725

  Last Listing Agent Lisa Rollins Team Compass Connecticut, LLC

  43 Fort Path Rd, Madison, CT 06443
• 

  Est $654,372 Not Listed For Sale

  69 Squires Rd, Madison, CT 06443

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

  69 Squires Rd, Madison, CT 06443

  Last Sold Summary

  • 34% Above List Price
  • $241/SF
  • 60 Days On Market

  Last Sold Price $488,300

  Last Listing Agent Cathy Lynch Coldwell Banker Realty
• 

  $150,000 Sold Mar 31, 2025

  63 South St, Madison, CT 06443

  • 2 Beds
  • 1 Bath
  • 571 Sq Ft
  • Built 1945

  Last Sold Summary

  • 25% Below List Price
  • $263/SF
  • 300 Days On Market

  Last Listing Agent Skylar Leckey William Raveis Real Estate

  63 South St, Madison, CT 06443
• 

  Est $607,082 Not Listed For Sale

  57 Squires Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,324 Sq Ft
  • Built 1970

  57 Squires Rd, Madison, CT 06443

  Last Sold Summary

  • 18% Above List Price
  • $222/SF
  • 54 Days On Market

  Last Sold Price $515,000

  Last Listing Agent Linda Talmadge Berkshire Hathaway Home Services
• 

  $530,000 Sold Apr 07, 2025

  102 Ridge Rd, Madison, CT 06443

  • 4 Beds
  • 1.5 Baths
  • 1,960 Sq Ft
  • Built 1964

  Last Sold Summary

  • 8% Above List Price
  • $270/SF
  • 30 Days On Market

  Current Estimated Value $566,090

  Last Listing Agent Maggie Bartels Coldwell Banker Realty

  102 Ridge Rd, Madison, CT 06443
• 

  Est $730,465 Not Listed For Sale

  37 Squires Rd, Madison, CT 06443

  • 3 Beds
  • 3.5 Baths
  • 2,636 Sq Ft
  • Built 1970

  37 Squires Rd, Madison, CT 06443

  Last Sold Summary

  • 3% Above List Price
  • $269/SF
  • 34 Days On Market

  Last Sold Price $710,000

  Last Listing Agent Patsy Metcalf Compass Connecticut, LLC
• 

  $380,000 Sold Mar 03, 2025

  739 Opening Hill Rd, Madison, CT 06443

  • 2 Beds
  • 3 Baths
  • 1,192 Sq Ft
  • Built 1930

  Last Sold Summary

  • 5% Below List Price
  • $319/SF
  • 114 Days On Market

  Current Estimated Value $401,348

  Last Listing Agent Amanda Popplewell-Sanson Coldwell Banker Realty

  739 Opening Hill Rd, Madison, CT 06443
• 

  Est $824,230 Not Listed For Sale

  68 Old Toll Rd, Madison, CT 06443

  • 4 Beds
  • 2.5 Baths
  • 2,753 Sq Ft
  • Built 1999

  68 Old Toll Rd, Madison, CT 06443

  Last Sold Summary

  • 21% Above List Price
  • $247/SF
  • 47 Days On Market

  Last Sold Price $680,000

  Last Listing Agent David Mayhew Pearce Real Estate
• 

  $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 $727,500

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

  129 Acorn Rd, Madison, CT 06443

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