William Pitt Sotheby's International Realty
  • Home
  • Search Listings
  • Fairfield County
    1. Fairfield County Towns
    2. Greenwich Overview
    3. Darien Overview
    4. New Canaan Overview
    5. Stamford Overview
    6. Bethel Overview
    7. Bridgeport Overview
    8. Brookfield Overview
    9. Danbury Overview
    10. Easton Overview
    11. Fairfield Overview
    12. Monroe Overview
    13. New Fairfield Overview
    14. Newtown Overview
    15. Norwalk Overview
    16. Redding Overview
    17. Ridgefield Overview
    18. Shelton Overview
    19. Sherman Overview
    20. Stratford Overview
    21. Trumbull Overview
    22. Weston Overview
    23. Westport Overview
    24. Wilton Overview
  • Westchester County
    1. Armonk Overview
    2. Bedford Overview
    3. Harrison Overview
    4. Larchmont Overview
    5. Mamaroneck Overview
    6. Port Chester Overview
    7. Pound Ridge Overview
    8. Purchase Overview
    9. Rye Overview
    10. Rye Brook Overview
    11. Scarsdale Overview
    12. White Plains Overview
  • About Us
  • Contact Us
    1. Contact Us
    2. Looking to Buy?
    3. Looking to Sell?
  • Register
  • /
  • Sign In
Filters Reset
Save Search (1)
Save your search to get Alerts
169 Properties

169 Properties Available

  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
  • 14 Horseshoe Lane, Madison, CT 06443
    1/7 7
    Coming Soon

    $ 725,000

    3 Beds3 Baths2,283 SqFt

    14 Horseshoe Lane, Madison, CT 06443

    Single Family Home

    Listed by Peter O'donnell of Sunset Creek Realty, LLC

  • 15 Highland Terrace, Madison, CT 06443
    1/40 40
    Open Sat 4PM-7PM

    $ 2,290,000

    5 Beds3 Baths3,172 SqFt

    15 Highland Terrace, Madison, CT 06443

    Single Family Home

    Listed by John Cronin of Century 21 AllPoints Realty

  • 81 Bartlett Drive, Madison, CT 06443
    1/37 37
    Open Sun 1PM-3PM

    $ 640,000

    4 Beds3 Baths2,088 SqFt

    81 Bartlett Drive, Madison, CT 06443

    Single Family Home

    Listed by Lauren Freedman of Coldwell Banker Realty

  • 72 Kelsey Springs Drive, Madison, CT 06443
    1/20 20
    Open Sun 12PM-3PM

    $ 797,900

    4 Beds3 Baths3,039 SqFt

    72 Kelsey Springs Drive, Madison, CT 06443

    Single Family Home

    Listed by Nick Prevost of William Raveis Real Estate

  • 16 Yankee Peddler Path, Madison, CT 06443
    1/38 38
    Open Sat 12PM-2PM

    $ 849,900

    4 Beds5 Baths3,986 SqFt

    16 Yankee Peddler Path, Madison, CT 06443

    Single Family Home

    Listed by Linda Toscano of Coldwell Banker Realty

  • 129 Acorn Road, Madison, CT 06443
    1/33 33
    Open Sun 12PM-2PM

    $ 758,000

    4 Beds3 Baths2,698 SqFt

    129 Acorn Road, Madison, CT 06443

    Single Family Home

    Listed by Ann Stewart of William Pitt Sotheby's Int'l

  • 67 Boston Post Road #8, Madison, CT 06443
    1/34 34
    Open Sun 12PM-2PM

    $ 585,000

    2 Beds3 Baths1,816 SqFt

    67 Boston Post Road #8, Madison, CT 06443

    Condo

    Listed by Dana Weinstein of Coldwell Banker Realty

  • 110 Randi Drive, Madison, CT 06443
    1/40 40
    New

    $ 1,485,000

    5 Beds5 Baths5,779 SqFt

    110 Randi Drive, Madison, CT 06443

    Single Family Home

    Listed by Amy Kirst of William Pitt Sotheby's Int'l

  • 29 Flintlock Road, Madison, CT 06443
    1/22 22
    New

    $ 4,000

    4 Beds2 Baths2,458 SqFt

    29 Flintlock Road, Madison, CT 06443

    Single Family Home

    Listed by Emily Lovejoy of William Raveis Real Estate

  • 21 Copse Road, Madison, CT 06443
    1/19 19
    New

    $ 1,800

    1 Bed1 Bath1,340 SqFt

    21 Copse Road, Madison, CT 06443

    Multi-Family

    Listed by Brenda Davenport of Pearce Real Estate

  • 7 Downing Way #7, Madison, CT 06443
    1/21 21
    Under Contract

    $ 600,000

    2 Beds3 Baths1,853 SqFt

    7 Downing Way #7, Madison, CT 06443

    Condo

    Listed by Margaret Muir of William Pitt Sotheby's Int'l

  • 65 Old Route 79 #13, Madison, CT 06443
    1/24 24
    New

    $ 1,975

    1 Bed1 Bath792 SqFt

    65 Old Route 79 #13, Madison, CT 06443

    Condo

    Listed by Sheila Tinn Murphy of Berkshire Hathaway NE Prop.

  • 40 Green Acres Drive, Madison, CT 06443
    1/40 40
    Under Contract

    $ 490,000

    3 Beds2 Baths1,864 SqFt

    40 Green Acres Drive, Madison, CT 06443

    Single Family Home

    Listed by Andrea Viscuso of Compass Connecticut, LLC

  • 831 Boston Post Road, Madison, CT 06443
    1/13 13
    Coming Soon

    $ 2,000

    1 Bed1 Bath800 SqFt

    831 Boston Post Road, Madison, CT 06443

    Multi-Family

    Listed by Erin Connelly of Coldwell Banker Realty

  • 30 Renees Way, Madison, CT 06443
    1/40 40
    Active

    $ 898,000

    4 Beds4 Baths4,944 SqFt

    30 Renees Way, Madison, CT 06443

    Single Family Home

    Listed by Robin Keegan of William Raveis Real Estate

  • 36 Tuxis Road, Madison, CT 06443
    1/16 16
    Active

    $ 2,350

    1 Bed1 Bath756 SqFt

    36 Tuxis Road, Madison, CT 06443

    Single Family Home

    Listed by Phoebe Finch of William Pitt Sotheby's Int'l

  • 454 Horse Pond Road #D, Madison, CT 06443
    1/9 9
    Active

    $ 1,425,000

    4 Beds4 Baths4,085 SqFt

    454 Horse Pond Road #D, Madison, CT 06443

    Single Family Home

    Listed by Karen Rosenthal of William Raveis Real Estate

  • 18 Kelsey Springs Drive, Madison, CT 06443
    1/23 23
    Active

    $ 789,900

    4 Beds3 Baths2,805 SqFt

    18 Kelsey Springs Drive, Madison, CT 06443

    Single Family Home

    Listed by Joanne Fowler of Bishop, Edward & Roberts, LLC

  • 338 Opening Hill Road, Madison, CT 06443
    1/36 36
    Under Contract

    $ 589,000

    4 Beds3 Baths1,792 SqFt

    338 Opening Hill Road, Madison, CT 06443

    Single Family Home

    Listed by Barbara Goetsch of William Pitt Sotheby's Int'l

  • 101 Legend Hill Road #101, Madison, CT 06443
    1/27 27
    Active

    $ 3,500

    2 Beds2 Baths1,374 SqFt

    101 Legend Hill Road #101, Madison, CT 06443

    Condo

    Listed by Dana Garitta of William Pitt Sotheby's Int'l

  • 64 Webster Point Road, Madison, CT 06443
    1/39 39
    Active

    $ 2,395,000

    4 Beds4 Baths4,010 SqFt

    64 Webster Point Road, Madison, CT 06443

    Single Family Home

    Listed by Margaret Muir of William Pitt Sotheby's Int'l

  • 39 Madison Avenue, Madison, CT 06443
    1/33 33
    Under Contract

    $ 949,000

    4 Beds3 Baths1,891 SqFt

    39 Madison Avenue, Madison, CT 06443

    Single Family Home

    Listed by Phoebe Finch of William Pitt Sotheby's Int'l

  • 87 Legend Hill Road #87, Madison, CT 06443
    1/38 38
    Under Contract

    $ 569,000

    2 Beds3 Baths1,593 SqFt

    87 Legend Hill Road #87, Madison, CT 06443

    Condo

    Listed by E. Tyler Della Valle of Dow Della Valle

  • 60 Bassett Lane, Madison, CT 06443
    1/22 22
    Active

    $ 3,300

    3 Beds2 Baths1,322 SqFt

    60 Bassett Lane, Madison, CT 06443

    Single Family Home

    Listed by Jennifer Albanesi of Berkshire Hathaway NE Prop.

  • 1
  • 2
  • 3
  • 4
  • 5
  • ...
  • 8

explore listings

  • Open House
  • Price Reduced
  • Virtual Tour
  • 3D Tour