8,607

Homes in ZIP Code 06443

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

      Est $594,734

      Not Listed For Sale

      279 Legend Hill Rd, Madison, CT 06443

      • 2 Beds
      • 4 Baths
      • 2,476 Sq Ft
      • Built 1985
      279 Legend Hill Rd, Madison, CT 06443

      Last Sold Summary

      • 81 Days On Market

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

  • 81 Legend Hill Rd Unit 81, Madison, CT 06443
    81 Legend Hill Rd Unit 81, Madison, CT 06443
    81 Legend Hill Rd Unit 81, Madison, CT 06443
    /40

    $635,000

    Open Sat 11AM - 1PM $30K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 2,604 Sq Ft

    81 Legend Hill Rd Unit 81, Madison, CT 06443

    Rarely available, this unit is the largest size Townhouse ("Model D") at Legend Hill. It benefits from a quiet location in the complex away from the main road. This unit has been well maintained with excellent natural light and updated neutral decor. Since purchasing, these owners have installed all new flooring throughout first level, in addition to new carpets on second level. Also recently

    Carol Mancini William Pitt Sotheby's Int'l

    81 Legend Hill Rd Unit 81, 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 $508,140

    Last Listing Agent Lisa Rollins Team Compass Connecticut, LLC

    15D Yankee Glen Rd Unit 15D, Madison, CT 06443
    • 75 Legend Hill Rd, Madison, CT 06443

      Est $581,486

      Not Listed For Sale

      75 Legend Hill Rd, Madison, CT 06443

      • 2 Beds
      • 3 Baths
      • 2,140 Sq Ft
      • Built 1985
      75 Legend Hill Rd, Madison, CT 06443

      Last Sold Summary

      • 3 Days On Market

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

  • 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
    • 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

  • 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
    • 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.

  • 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
    • 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.

  • 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
    • 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

  • 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
    • 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

  • 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
    • 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

  • 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
    • 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

  • 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
    • 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

  • 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
    • 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

  • 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
    • 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

  • 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
    • 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

  • 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
    • 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

  • 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
    • 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

  • 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
    • 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

  • 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
    • 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

  • 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
    • 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

  • 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
    • 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

  • 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
    • 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

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