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Luxury Homes in Madison, CT
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15 listings
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Luxury Homes in Madison, CT

Luxury Homes in Madison, CT

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15 Listings
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Luxury Homes in Madison, CT

15 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas
  1. 16 North Avenue — photo29Active

    $1,779,000

    3 bd · 3 ba · — sqft

    16 North Avenue, Madison, CT

    Margaret Muir · William Pitt Sotheby's Int'l

  2. 31 Neptune Avenue — photo39Active

    $2,495,000

    3 bd · 3 ba · — sqft

    31 Neptune Avenue, Madison, CT

    Marianne Naberhaus · William Raveis Real Estate

  3. 22 Kingsbridge Way Unit 22 — photo39Active

    $1,225,000

    4 bd · 3 ba · — sqft

    22 Kingsbridge Way Unit 22, Madison, CT

    Carol Farmer · William Raveis Real Estate

  4. 22 Kingsbridge Way Unit 22 — photo39Active

    $1,225,000

    4 bd · 3 ba · — sqft

    22 Kingsbridge Way Unit 22, Madison, CT

    Carol Farmer · William Raveis Real Estate

  5. 22 Stone Road — photo34Active

    $3,200,000

    5 bd · 4 ba · 4,937 sqft

    22 Stone Road, Madison, CT

    Rob McConville · RE/MAX Heritage

  6. 118 River Road — photo40Active

    $5,000,000

    3 bd · 3 ba · 3,109 sqft

    118 River Road, Madison, CT

    Judy Dannemann · William Raveis Real Estate

  7. 420 Summer Hill Road — photoPrice Reduced39Active

    $1,295,000

    4 bd · 3 ba · 4,022 sqft

    420 Summer Hill Road, Madison, CT

    Mark McElrath · William Pitt Sotheby's Int'l

  8. 17 Barberry Lane — photoPrice Reduced38Active

    $2,700,000

    4 bd · 6 ba · 4,833 sqft

    17 Barberry Lane, Madison, CT

    Todd Gould · William Pitt Sotheby's Int'l

  9. 262 Mungertown Road — photo23Active

    $1,750,000

    4 bd · 4 ba · 2,913 sqft

    262 Mungertown Road, Madison, CT

    Lisa Rollins · Compass Connecticut, LLC

  10. 15 Highland Terrace — photo39Active

    $2,190,000

    5 bd · 3 ba · 3,172 sqft

    15 Highland Terrace, Madison, CT

    John Cronin · Century 21 AllPoints Realty

  11. 32 Liberty Street — photo30Active

    $1,299,000

    3 bd · 3 ba · 1,188 sqft

    32 Liberty Street, Madison, CT

    Karina Ukhnitska · Real Broker CT, LLC

  12. 30 Meeting House Lane — photo38Active

    $1,695,000

    5 bd · 4 ba · 3,912 sqft

    30 Meeting House Lane, Madison, CT

    Cathy Lynch · Coldwell Banker Realty

  13. 24 Indigo Trail — photoPrice Reduced40Active

    $2,550,000

    4 bd · 5 ba · 6,194 sqft

    24 Indigo Trail, Madison, CT

    Mark McElrath · William Pitt Sotheby's Int'l

  14. 81 Strawberry Hill Road — photoPrice Reduced40Active

    $1,975,000

    4 bd · 4 ba · 2,850 sqft

    81 Strawberry Hill Road, Madison, CT

    Cathy Lynch · Coldwell Banker Realty

  15. 23 Sheep Pasture Road — photoPrice Reduced37Active

    $2,215,000

    4 bd · 6 ba · 4,700 sqft

    23 Sheep Pasture Road, Madison, CT

    Jillian Wollman · Wollman Realty

About Luxury Homes in Madison, CT

Luxury Homes in Madison, CT: 15 active listings as of November 7, 2026, 22:32 UTC.

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L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

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The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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Listing data & MLS disclosures

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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #REB.0790925

    Call Thomas

    Madison, CT community profile

    Area
    38.1 sq. mi.

    Source: HJN community data

    Madison housing market

    October 2026 · This period is still settling

    Madison 12-month median sale price trend

    Selling at 99.1% of asking price

    Buyers here are paying below asking. MLS · 21 sales · as of Oct 30, 2026

    Homes that sold · County records, as of Oct 9, 2026

    Median sale price
    $449,000$344,000–$725,000 typical range
    Price per sq. ft.
    $327
    Sales
    11
    Paid in cash
    36.4%

    Homes on the market · MLS, as of Oct 25, 2026–Oct 30, 2026

    Median list price
    $825,000
    Homes for sale
    44
    Median days on market
    19 days

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

    Median home size
    2,148 sq. ft.