8,537

Madison, CT Homes

Section Image
  • 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
    • 73 Legend Hill Rd, Madison, CT 06443

      Est $597,178

      Not Listed For Sale

      73 Legend Hill Rd, Madison, CT 06443

      • 2 Beds
      • 2.5 Baths
      • 2,256 Sq Ft
      • Built 1985
      73 Legend Hill Rd, Madison, CT 06443

      Last Sold Summary

      • 31 Days On Market

      Last Listing Agent Dana Weinstein Coldwell Banker Realty

  • 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
    • 105 Legend Hill Rd, Madison, CT 06443

      Est $534,917

      Not Listed For Sale

      105 Legend Hill Rd, Madison, CT 06443

      • 2 Beds
      • 2.5 Baths
      • 1,676 Sq Ft
      • Built 1985
      105 Legend Hill Rd, Madison, CT 06443

      Last Sold Summary

      • 47 Days On Market

      Last Listing Agent Bonnie Fillion Berkshire Hathaway NE Prop.

  • 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
    • 273 Legend Hill Rd, Madison, CT 06443

      Est $557,741

      Not Listed For Sale

      273 Legend Hill Rd, Madison, CT 06443

      • 2 Beds
      • 2 Baths
      • 1,598 Sq Ft
      • Built 1985
      273 Legend Hill Rd, Madison, CT 06443

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Judy Libby Berkshire Hathaway NE Prop.

  • 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
    • 1086 Durham Rd, Madison, CT 06443

      Est $640,278

      Not Listed For Sale

      1086 Durham Rd, Madison, CT 06443

      • 4 Beds
      • 2 Baths
      • 1,977 Sq Ft
      • Built 1789
      1086 Durham Rd, Madison, CT 06443

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Kimberly O'Donnell William Raveis Real Estate

  • 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
    • 24 Deepwood Dr, Madison, CT 06443

      Est $492,506

      Not Listed For Sale

      24 Deepwood Dr, Madison, CT 06443

      • 3 Beds
      • 1.5 Baths
      • 1,200 Sq Ft
      • Built 1962
      24 Deepwood Dr, Madison, CT 06443

      Last Sold Summary

      • 27 Days On Market

      Last Listing Agent Carol Mancini William Pitt Sotheby's Int'l

  • 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
    • 5 Dover Ln, Madison, CT 06443

      Est $712,948

      Not Listed For Sale

      5 Dover Ln, Madison, CT 06443

      • 4 Beds
      • 2.5 Baths
      • 2,096 Sq Ft
      • Built 1984
      5 Dover Ln, Madison, CT 06443

      Last Sold Summary

      • 97 Days On Market

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

  • 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
    • 4 Sheffield Ln, Madison, CT 06443

      Est $784,375

      Not Listed For Sale

      4 Sheffield Ln, Madison, CT 06443

      • 4 Beds
      • 2.5 Baths
      • 2,312 Sq Ft
      • Built 1983
      4 Sheffield Ln, Madison, CT 06443

      Last Sold Summary

      • 48 Days On Market

      Last Listing Agent Kelly Whiteman William Raveis Real Estate

  • 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
    • 37 Sheffield Ln, Madison, CT 06443

      Est $803,731

      Not Listed For Sale

      37 Sheffield Ln, Madison, CT 06443

      • 4 Beds
      • 2.5 Baths
      • 2,989 Sq Ft
      • Built 1984
      37 Sheffield Ln, Madison, CT 06443

      Last Sold Summary

      • 46 Days On Market

      Last Listing Agent Jane Cardarelli William Raveis Real Estate

  • 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
    • 173 Bradley Corners Rd, Madison, CT 06443

      Est $627,940

      Not Listed For Sale

      173 Bradley Corners Rd, Madison, CT 06443

      • 2 Beds
      • 2 Baths
      • 1,383 Sq Ft
      • Built 1987
      173 Bradley Corners Rd, Madison, CT 06443

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Cathy Lynch Coldwell Banker Realty

  • 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
    • 158 Saint Francis Woods Rd, Madison, CT 06443

      Est $771,537

      Not Listed For Sale

      158 Saint Francis Woods Rd, Madison, CT 06443

      • 4 Beds
      • 2.5 Baths
      • 3,101 Sq Ft
      • Built 1980
      158 Saint Francis Woods Rd, Madison, CT 06443

      Last Sold Summary

      • 47 Days On Market

      Last Listing Agent Jane Cardarelli William Raveis Real Estate

  • 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
    • 141 Saint Francis Woods Rd, Madison, CT 06443

      Est $679,457

      Not Listed For Sale

      141 Saint Francis Woods Rd, Madison, CT 06443

      • 4 Beds
      • 2.5 Baths
      • 1,980 Sq Ft
      • Built 1977
      141 Saint Francis Woods Rd, Madison, CT 06443

      Last Sold Summary

      • 93 Days On Market

      Last Listing Agent Emily Lovejoy William Raveis Real Estate

  • 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
    • 115 Saint Francis Woods Rd, Madison, CT 06443

      Est $777,680

      Not Listed For Sale

      115 Saint Francis Woods Rd, Madison, CT 06443

      • 4 Beds
      • 2 Baths
      • 2,172 Sq Ft
      • Built 1973
      115 Saint Francis Woods Rd, Madison, CT 06443

      Last Sold Summary

      • 73 Days On Market

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

  • 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
    • 23 Williamsburg Cir, Madison, CT 06443

      Est $906,697

      Not Listed For Sale

      23 Williamsburg Cir, Madison, CT 06443

      • 3 Beds
      • 2.5 Baths
      • 3,126 Sq Ft
      • Built 1979
      23 Williamsburg Cir, Madison, CT 06443

      Last Sold Summary

      • 58 Days On Market

      Last Listing Agent Lynne Hubbard Coldwell Banker Realty

  • 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
    • 195 Summer Hill Rd, Madison, CT 06443

      Est $729,326

      Not Listed For Sale

      195 Summer Hill Rd, Madison, CT 06443

      • 4 Beds
      • 2.5 Baths
      • 2,511 Sq Ft
      • Built 1977
      195 Summer Hill Rd, Madison, CT 06443

      Last Sold Summary

      • 74 Days On Market

      Last Listing Agent Kelley Vanacore Century 21 AllPoints Realty

  • 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
    • 24 Lyle Dr, Madison, CT 06443

      Est $748,214

      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

      • 14 Days On Market

      Last Listing Agent Marcy Noiseux William Raveis Real Estate

  • 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
    • 17 Lyle Dr, Madison, CT 06443

      Est $774,337

      Not Listed For Sale

      17 Lyle Dr, Madison, CT 06443

      • 4 Beds
      • 2.5 Baths
      • 2,862 Sq Ft
      • Built 1995
      17 Lyle Dr, Madison, CT 06443

      Last Sold Summary

      • 53 Days On Market

      Last Listing Agent Emily Lovejoy William Raveis Real Estate

  • 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
    • 524 Opening Hill Rd, Madison, CT 06443

      Est $735,198

      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

      • 41 Days On Market

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

  • 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
    • 579 Opening Hill Rd, Madison, CT 06443

      Est $775,500

      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

      • 74 Days On Market

      Last Listing Agent Shane Khan William Raveis Real Estate

  • 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
    • 22 Scenic Rd, Madison, CT 06443

      Est $726,248

      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

      • 22 Days On Market

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

  • 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
    • 596 Opening Hill Rd, Madison, CT 06443

      Est $1,010,565

      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

      • 21 Days On Market

      Last Listing Agent Melanie Gunn Coldwell Banker Realty

Showing Results 281 - 320, Page 8 of 18

How to Buy a Home How to Finance a Home How to Sell a Home