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    Madison, CT
    Map
    154 Properties Available

    154 Properties Available

    The average price in the selected areas has remained stable. Learn more
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    • Price-High To Low
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    • Newest Listings
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    104 Scotland Road, Madison, CT 06443
    1/30
    Under Contract

    $769,000

    5 Beds2 Baths2,108 SqFt

    104 Scotland Road, Madison, CT 06443

    Listed by Susan Santoro of William Pitt Sotheby's Int'l

    592 Horse Pond Road, Madison, CT 06443
    1/33
    Coming Soon

    $1,600

    1 Bed1 Bath500 SqFt

    592 Horse Pond Road, Madison, CT 06443

    Listed by Steve Keegan of RE/MAX Alliance

    64 Webster Point Road, Madison, CT 06443
    1/37
    New

    $2,349,000

    4 Beds4 Baths4,010 SqFt

    64 Webster Point Road, Madison, CT 06443

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

    101 Garnet Park Road, Madison, CT 06443
    1/40
    New

    $2,300,000

    4 Beds4 Baths3,822 SqFt

    101 Garnet Park Road, Madison, CT 06443

    Listed by Nicole White of William Raveis Real Estate

    323 Green Hill Road, Madison, CT 06443
    1/18
    New

    $12,000

    3 Beds3 Baths2,112 SqFt

    323 Green Hill Road, Madison, CT 06443

    Listed by Kirsten Adams of William Pitt Sotheby's Int'l

    14 Bower Road, Madison, CT 06443
    1/32
    Coming Soon

    $3,850

    4 Beds2 Baths1,884 SqFt

    14 Bower Road, Madison, CT 06443

    Listed by Jessica Kimball of William Raveis Real Estate

    6 Yankee Peddler Path, Madison, CT 06443
    1/40
    New

    $624,900

    4 Beds2 Baths2,642 SqFt

    6 Yankee Peddler Path, Madison, CT 06443

    Listed by Willard Finkle of Coldwell Banker Realty

    50 Overbrook Road, Madison, CT 06443
    1/39
    New

    $825,000

    3 Beds4 Baths3,766 SqFt

    50 Overbrook Road, Madison, CT 06443

    Listed by Kate Esposito of William Pitt Sotheby's Int'l

    92 Fourth Avenue, Madison, CT 06443
    1/19
    New

    $149,900

    2 Beds1 Bath396 SqFt

    92 Fourth Avenue, Madison, CT 06443

    Listed by Mel Abbott of William Pitt Sotheby's Int'l

    33 Ridgewood Avenue, Madison, CT 06443
    1/37
    New

    $4,200

    5 Beds4 Baths2,692 SqFt

    33 Ridgewood Avenue, Madison, CT 06443

    Listed by Sue Knapp of William Pitt Sotheby's Int'l

    258 Opening Hill Road, Madison, CT 06443
    1/40
    Under Contract

    $699,000

    4 Beds3 Baths2,627 SqFt

    258 Opening Hill Road, Madison, CT 06443

    Listed by Gillian Conlin of Seabury Hill REALTORS

    23 Hampshire Road #23, Madison, CT 06443
    1/39
    Active

    $545,000

    2 Beds3 Baths1,728 SqFt

    23 Hampshire Road #23, Madison, CT 06443

    Listed by Laurie Mazzeo of William Pitt Sotheby's Int'l

    15 Highland Terrace, Madison, CT 06443
    1/40
    Active

    $2,195,000

    5 Beds3 Baths3,172 SqFt

    15 Highland Terrace, Madison, CT 06443

    Listed by John Cronin of Century 21 AllPoints Realty

    11 Silo Hill, Madison, CT 06443
    1/40
    Under Contract

    $1,350,000

    4 Beds5 Baths5,147 SqFt

    11 Silo Hill, Madison, CT 06443

    Listed by Kirsten Adams of William Pitt Sotheby's Int'l

    69 Squires Road, Madison, CT 06443
    1/40
    Active

    $699,000

    3 Beds3 Baths2,025 SqFt

    69 Squires Road, Madison, CT 06443

    Listed by Susan Woods of William Pitt Sotheby's Int'l

    71 Beach Avenue, Madison, CT 06443
    1/25
    Active

    $12,000

    4 Beds4 Baths2,886 SqFt

    71 Beach Avenue, Madison, CT 06443

    Listed by Carol Farmer of William Raveis Real Estate

    34 Beekman Place, Madison, CT 06443
    1/40
    Active

    $1,395,000

    4 Beds4 Baths4,806 SqFt

    34 Beekman Place, Madison, CT 06443

    Listed by Cathy Lynch of Coldwell Banker Realty

    21 Evarts Lane #21, Madison, CT 06443
    1/39
    Under Contract

    $1,195,000

    2 Beds3 Baths2,587 SqFt

    21 Evarts Lane #21, Madison, CT 06443

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

    7 3rd Street #7, Madison, CT 06443
    1/40
    Active

    $164,900

    1 Bed1 Bath441 SqFt

    7 3rd Street #7, Madison, CT 06443

    Listed by Karen Bruno Roos of Williams Real Estate

    187 Wildcat Road, Madison, CT 06443
    1/36
    Active

    $8,000

    4 Beds3 Baths3,280 SqFt

    187 Wildcat Road, Madison, CT 06443

    Listed by Kirsten Adams of William Pitt Sotheby's Int'l

    187 Wildcat Road, Madison, CT 06443
    1/36
    Active

    $6,000

    4 Beds3 Baths3,280 SqFt

    187 Wildcat Road, Madison, CT 06443

    Listed by Kirsten Adams of William Pitt Sotheby's Int'l

    71 Beach Avenue, Madison, CT 06443
    1/25
    Active

    $3,000

    4 Beds4 Baths2,886 SqFt

    71 Beach Avenue, Madison, CT 06443

    Listed by Carol Farmer of William Raveis Real Estate

    509 Boston Post Road, Madison, CT 06443
    1/34
    Active

    $12,000

    3 Beds3 Baths2,382 SqFt

    509 Boston Post Road, Madison, CT 06443

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

    45 Island Avenue, Madison, CT 06443
    1/38
    Active

    $4,000,000

    5 Beds6 Baths5,657 SqFt

    45 Island Avenue, Madison, CT 06443

    Listed by Meig Walz of Coldwell Banker Realty

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    IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

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    image0 (1)Fusion

    William Pitt Sotheby's International Realty

    Jay Contessa Lic# RES.0816734

    +1(203) 461-3880 jcontessa@wpsir.com

    470 Main Street, Ridgefield, CT, 06877

    Get My App

    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

    Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

    IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

    SITE MAP

        Home
        My Listings
        1. Featured Listings
        2. Sold Listings
        Communities
        1. Ridgefield
        2. Redding
        3. Fairfield
        Sell My Home
        Services
        Resources
        1. iBuyer Guide
        2. Affordability Calculator
        3. Mortgage Calculator
        4. Market Snapshot
        About
        1. My Story
        2. My Resume
        3. Client Survey
        4. Testimonials
        5. Contact Me
    image0 (1)Fusion

    William Pitt Sotheby's International Realty

    Jay Contessa Lic# RES.0816734

    +1(203) 461-3880 jcontessa@wpsir.com

    470 Main Street, Ridgefield, CT, 06877

    Get My App

    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

    Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility