8,645

Madison, CT Homes

Section Image
    • 19 Saint Francis Woods Rd, Madison, CT 06443

      Est $649,788 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

      • 16% Above List Price
      • $264/SF
      • 49 Days On Market
      • Last Sold Price $560,000
      • May 19, 2023

      Last Listing Agent Cindy Breckheimer Forever Homes Real Estate LLC

  • 146 Chittenden Field Ln, Madison, CT 06443

    $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 $1,820,545

    Last Listing Agent Lori Bartone William Raveis Real Estate

    146 Chittenden Field Ln, Madison, CT 06443
    • 133 Overbrook Rd, Madison, CT 06443

      Est $834,113 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

      • 8% Above List Price
      • $261/SF
      • 72 Days On Market
      • Last Sold Price $775,000
      • Jul 10, 2024

      Last Listing Agent Manuel Mateo Eagle Eye Realty PLLC

  • 91 Legend Hill Rd Unit 91, Madison, CT 06443

    $725,000 Sold May 01, 2026

    91 Legend Hill Rd Unit 91, Madison, CT 06443

    • 3 Beds
    • 3 Baths
    • 1,884 Sq Ft
    • Built 1985

    Last Sold Summary

    • 16% Above List Price
    • $385/SF
    • 5 Days On Market

    Current Estimated Value $520,662

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

    91 Legend Hill Rd Unit 91, Madison, CT 06443
    • 924 Durham Rd, Madison, CT 06443

      Est $612,683 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

      • 2% Above List Price
      • $301/SF
      • 53 Days On Market
      • Last Sold Price $600,000
      • Jul 08, 2024

      Last Listing Agent Leigh Whiteman William Raveis Real Estate

  • 1 Downing Way Unit 1, Madison, CT 06443

    $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 $597,403

    Last Listing Agent Dana Weinstein Coldwell Banker Realty

    1 Downing Way Unit 1, Madison, CT 06443
    • 15 Cedarcroft Dr, Madison, CT 06443

      Est $518,650 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

      • 4% Above List Price
      • $227/SF
      • 44 Days On Market
      • Last Sold Price $500,000
      • Jan 02, 2025

      Last Listing Agent Cathy Lynch Coldwell Banker Realty

  • 26 Flintlock Rd, Madison, CT 06443

    $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 $780,420

    Last Listing Agent George Sznaj DB Associates of CT, LLC

    26 Flintlock Rd, Madison, CT 06443
    • 939 Durham Rd, Madison, CT 06443

      Est $615,151 Not Listed For Sale

      939 Durham Rd, Madison, CT 06443

      • 3 Beds
      • 2 Baths
      • 2,204 Sq Ft
      • Built 1890
      939 Durham Rd, Madison, CT 06443

      Last Sold Summary

      • 1% Above List Price
      • $275/SF
      • 44 Days On Market
      • Last Sold Price $607,000
      • Feb 25, 2025

      Last Listing Agent Kevin Geysen William Pitt

  • 24 Kingsbridge Way Unit 24, Madison, CT 06443

    $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 $747,887

    Last Listing Agent Sarah David Higgins Group Real Estate

    24 Kingsbridge Way Unit 24, Madison, CT 06443
    • 62 Bartlett Dr, Madison, CT 06443

      Est $640,684 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

      • 5% Above List Price
      • $279/SF
      • 18 Days On Market
      • Last Sold Price $610,000
      • Aug 23, 2024

      Last Listing Agent Susan Santoro William Pitt

  • 108 Boston Post Rd, Madison, CT 06443

    $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 $553,646

    Last Listing Agent Cindy Breckheimer Forever Homes Real Estate LLC

    108 Boston Post Rd, Madison, CT 06443
    • 39 Silo Hill, Madison, CT 06443

      Est $1,204,546 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
      • May 27, 2023

      Last Listing Agent Betsy Anderson William Pitt

  • 40 Green Acres Dr, Madison, CT 06443

    $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 $545,386

    Last Listing Agent Andrea Viscuso Compass Connecticut, LLC

    40 Green Acres Dr, Madison, CT 06443
    • 22 Aileen Dr, Madison, CT 06443

      Est $604,894 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

      • 16% Above List Price
      • $292/SF
      • 33 Days On Market
      • Last Sold Price $520,000
      • Mar 05, 2024

      Last Listing Agent Leslie Richo William Raveis Real Estate

  • 501 Durham Rd, Madison, CT 06443

    $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 $446,060

    Last Listing Agent Susan Cassidy Coldwell Banker Realty

    501 Durham Rd, Madison, CT 06443
    • 19 Aileen Dr, Madison, CT 06443

      Est $612,806 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

      • 13% Above List Price
      • $223/SF
      • 1 Day On Market
      • Last Sold Price $543,000
      • Jul 31, 2023

      Last Listing Agent Sheila Tinn-Murphy Berkshire Hathaway Home Services

  • 31 Pine Dr, Madison, CT 06443

    $875,000 Sold Aug 01, 2025

    31 Pine Dr, Madison, CT 06443

    • 4 Beds
    • 2.5 Baths
    • 2,804 Sq Ft
    • Built 1976

    Last Sold Summary

    • 13% Above List Price
    • $312/SF
    • 23 Days On Market

    Current Estimated Value $876,537

    Last Listing Agent Todd Gould William Pitt Sotheby's Int'l

    31 Pine Dr, Madison, CT 06443
    • 62 Granby Dr, Madison, CT 06443

      Est $673,586 Not Listed For Sale

      62 Granby Dr, Madison, CT 06443

      • 3 Beds
      • 2.5 Baths
      • 2,026 Sq Ft
      • Built 1967
      62 Granby Dr, Madison, CT 06443

      Last Sold Summary

      • 14% Above List Price
      • $291/SF
      • 4 Days On Market
      • Last Sold Price $590,000
      • Jun 23, 2023

      Last Listing Agent Phoebe Schreiner William Pitt

  • 98 Bartlett Dr, Madison, CT 06443

    $400,000 Sold May 30, 2025

    98 Bartlett Dr, Madison, CT 06443

    • 3 Beds
    • 2.5 Baths
    • 2,446 Sq Ft
    • Built 1975

    Last Sold Summary

    • 11% Below List Price
    • $164/SF
    • 35 Days On Market

    Current Estimated Value $711,190

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

    98 Bartlett Dr, Madison, CT 06443
    • 65 Granby Dr, Madison, CT 06443

      Est $634,419 Not Listed For Sale

      65 Granby Dr, Madison, CT 06443

      • 4 Beds
      • 2.5 Baths
      • 2,280 Sq Ft
      • Built 1970
      65 Granby Dr, Madison, CT 06443

      Last Sold Summary

      • 23% Above List Price
      • $226/SF
      • 113 Days On Market
      • Last Sold Price $515,000
      • Nov 08, 2024

      Last Listing Agent Cathy Lynch Coldwell Banker Realty

  • 28 Brantwood Dr, Madison, CT 06443

    $225,000 Sold Aug 11, 2025

    28 Brantwood Dr, Madison, CT 06443

    • 1 Bed
    • 1 Bath
    • 863 Sq Ft
    • Built 1986

    Last Sold Summary

    • 10% Below List Price
    • $261/SF
    • 47 Days On Market

    Current Estimated Value $234,531

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

    28 Brantwood Dr, Madison, CT 06443
    • 61 High Hill Cir, Madison, CT 06443

      Est $1,569,777 Not Listed For Sale

      61 High Hill Cir, Madison, CT 06443

      • 7 Beds
      • 7 Baths
      • 6,300 Sq Ft
      • Built 2000
      61 High Hill Cir, Madison, CT 06443

      Last Sold Summary

      • 2% Below List Price
      • $254/SF
      • 166 Days On Market
      • Last Sold Price $1,600,000
      • Mar 26, 2025

      Last Listing Agent Cathy Lynch Coldwell Banker Realty

  • 339 Horse Pond Rd, Madison, CT 06443

    $400,000 Sold Jul 25, 2025

    339 Horse Pond Rd, Madison, CT 06443

    • 3 Beds
    • 2 Baths
    • 1,116 Sq Ft
    • Built 1933

    Last Sold Summary

    • 6% Above List Price
    • $358/SF
    • 32 Days On Market

    Current Estimated Value $431,984

    Last Listing Agent Linda Lang-Bankowski LPT Realty

    339 Horse Pond Rd, Madison, CT 06443
    • 436 Opening Hill Rd, Madison, CT 06443

      Est $364,745 Not Listed For Sale

      436 Opening Hill Rd, Madison, CT 06443

      • 3 Beds
      • 1.5 Baths
      • 1,144 Sq Ft
      • Built 1900
      436 Opening Hill Rd, Madison, CT 06443

      Last Sold Summary

      • 5% Above List Price
      • $304/SF
      • 169 Days On Market
      • Last Sold Price $348,000
      • Mar 19, 2025

      Last Listing Agent Gigi Giordano Taylor Compass Connecticut, LLC

  • 23 Creamery Ln, Madison, CT 06443

    $1,550,000 Sold Jun 27, 2025

    23 Creamery Ln, Madison, CT 06443

    • 5 Beds
    • 4.5 Baths
    • 6,075 Sq Ft
    • Built 2003

    Last Sold Summary

    • 4% Above List Price
    • $255/SF
    • 56 Days On Market

    Current Estimated Value $1,602,941

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

    23 Creamery Ln, Madison, CT 06443
    • 40 Overbrook Rd, Madison, CT 06443

      Est $698,955 Not Listed For Sale

      40 Overbrook Rd, Madison, CT 06443

      • 4 Beds
      • 2.5 Baths
      • 2,532 Sq Ft
      • Built 1993
      40 Overbrook Rd, Madison, CT 06443

      Last Sold Summary

      • 3% Above List Price
      • $269/SF
      • 18 Days On Market
      • Last Sold Price $680,000
      • Jun 28, 2024

      Last Listing Agent Sue Woods William Pitt

  • 162 Yankee Peddler Path, Madison, CT 06443

    $580,000 Sold Apr 30, 2026

    162 Yankee Peddler Path, Madison, CT 06443

    • 3 Beds
    • 2.5 Baths
    • 1,300 Sq Ft
    • Built 1969

    Last Sold Summary

    • 10% Above List Price
    • $446/SF
    • 19 Days On Market

    Current Estimated Value $523,865

    Last Listing Agent Cathy Lynch Coldwell Banker Realty

    162 Yankee Peddler Path, Madison, CT 06443
    • 37 Overbrook Rd, Madison, CT 06443

      Est $635,401 Not Listed For Sale

      37 Overbrook Rd, Madison, CT 06443

      • 3 Beds
      • 2 Baths
      • 2,253 Sq Ft
      • Built 1964
      37 Overbrook Rd, Madison, CT 06443

      Last Sold Summary

      • 24% Above List Price
      • $227/SF
      • 3 Days On Market
      • Last Sold Price $512,000
      • May 19, 2023

      Last Listing Agent Gene Pica RE/MAX

  • 28 Aylesbury Cir Unit 28, Madison, CT 06443

    $675,000 Sold Jan 06, 2026

    28 Aylesbury Cir Unit 28, Madison, CT 06443

    • 2 Beds
    • 2 Baths
    • 1,476 Sq Ft
    • Built 1979

    Last Sold Summary

    • 4% Above List Price
    • $457/SF
    • 0 Days On Market

    Current Estimated Value $596,179

    Last Listing Agent Alison Gould Gould Group LLC

    28 Aylesbury Cir Unit 28, Madison, CT 06443
    • 201 Bartlett Dr, Madison, CT 06443

      Est $967,888 Not Listed For Sale

      201 Bartlett Dr, Madison, CT 06443

      • 4 Beds
      • 3.5 Baths
      • 4,547 Sq Ft
      • Built 1990
      201 Bartlett Dr, Madison, CT 06443

      Last Sold Summary

      • 17% Above List Price
      • $181/SF
      • 21 Days On Market
      • Last Sold Price $825,000
      • Nov 16, 2023

      Last Listing Agent Rose Ciardiello William Raveis Real Estate

  • 30 Renees Way, Madison, CT 06443

    $845,000 Sold Feb 06, 2026

    30 Renees Way, Madison, CT 06443

    • 4 Beds
    • 3.5 Baths
    • 4,944 Sq Ft
    • Built 1999

    Last Sold Summary

    • 6% Below List Price
    • $171/SF
    • 136 Days On Market

    Current Estimated Value $860,794

    Last Listing Agent Shoreline Homes Team William Raveis Real Estate

    30 Renees Way, Madison, CT 06443
    • 69 Quail Run, Madison, CT 06443

      Est $947,345 Not Listed For Sale

      69 Quail Run, Madison, CT 06443

      • 4 Beds
      • 2.5 Baths
      • 3,440 Sq Ft
      • Built 1990
      69 Quail Run, Madison, CT 06443

      Last Sold Summary

      • 18% Above List Price
      • $233/SF
      • 30 Days On Market
      • Last Sold Price $800,000
      • Aug 25, 2023

      Last Listing Agent Brian Mantilia Coldwell Banker Realty

  • 118 Flintlock Rd, Madison, CT 06443

    $705,000 Sold Aug 07, 2025

    118 Flintlock Rd, Madison, CT 06443

    • 3 Beds
    • 2 Baths
    • 1,840 Sq Ft
    • Built 1967

    Last Sold Summary

    • 3% Below List Price
    • $383/SF
    • 17 Days On Market

    Current Estimated Value $706,107

    Last Listing Agent Faith Whitehead William Raveis Real Estate

    118 Flintlock Rd, Madison, CT 06443
    • 61 Quail Run, Madison, CT 06443

      Est $1,109,882 Not Listed For Sale

      61 Quail Run, Madison, CT 06443

      • 4 Beds
      • 2.5 Baths
      • 3,864 Sq Ft
      • Built 1991
      61 Quail Run, Madison, CT 06443

      Last Sold Summary

      • 23% Above List Price
      • $234/SF
      • 7 Days On Market
      • Last Sold Price $905,000
      • Jun 26, 2023

      Last Listing Agent Cathy Lynch Coldwell Banker Realty

  • 14 Martleshamheath Ln, Madison, CT 06443

    $705,000 Sold Jul 30, 2025

    14 Martleshamheath Ln, Madison, CT 06443

    • 3 Beds
    • 2.5 Baths
    • 2,762 Sq Ft
    • Built 1991

    Last Sold Summary

    • 1% Above List Price
    • $255/SF
    • 3 Days On Market

    Current Estimated Value $721,516

    Last Listing Agent Karen Martin Century 21 AllPoints Realty

    14 Martleshamheath Ln, Madison, CT 06443
    • 160 Podunk Rd, Madison, CT 06443

      Est $939,835 Not Listed For Sale

      160 Podunk Rd, Madison, CT 06443

      • 4 Beds
      • 2.5 Baths
      • 3,744 Sq Ft
      • Built 1992
      160 Podunk Rd, Madison, CT 06443

      Last Sold Summary

      • 1% Below List Price
      • $254/SF
      • 8 Days On Market
      • Last Sold Price $950,000
      • Jul 01, 2024

      Last Listing Agent Jocelyn Romano Coldwell Banker Choice Properties

  • 43 Burcam Dr, Madison, CT 06443

    $941,000 Sold Oct 01, 2025

    43 Burcam Dr, Madison, CT 06443

    • 3 Beds
    • 3 Baths
    • 2,393 Sq Ft
    • Built 1995

    Last Sold Summary

    • 8% Above List Price
    • $393/SF
    • 5 Days On Market

    Current Estimated Value $940,914

    Last Listing Agent Kimberly Stasiak Century 21 AllPoints Realty

    43 Burcam Dr, Madison, CT 06443
    • 311 Bartlett Dr, Madison, CT 06443

      Est $1,136,289 Not Listed For Sale

      311 Bartlett Dr, Madison, CT 06443

      • 5 Beds
      • 3.5 Baths
      • 5,373 Sq Ft
      • Built 1996
      311 Bartlett Dr, Madison, CT 06443

      Last Sold Summary

      • 4% Above List Price
      • $204/SF
      • 45 Days On Market
      • Last Sold Price $1,097,000
      • Mar 24, 2025

      Last Listing Agent Phoebe Schreiner William Pitt

  • 90 Robin Ridge Dr, Madison, CT 06443

    $620,000 Sold Mar 27, 2026

    90 Robin Ridge Dr, Madison, CT 06443

    • 3 Beds
    • 2.5 Baths
    • 2,164 Sq Ft
    • Built 1973

    Last Sold Summary

    • 8% Above List Price
    • $287/SF
    • 52 Days On Market

    Current Estimated Value $569,360

    Last Listing Agent Robert Teodosio William Raveis Real Estate

    90 Robin Ridge Dr, Madison, CT 06443

Showing Results 361 - 400, Page 10 of 18

Connecticut New Haven County Madison

Real Estate & Homes

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

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group