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Luxury Homes in Madison, CT
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Luxury Homes in Madison, CT

Luxury Homes in Madison, CT

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18 Listings
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Luxury Homes in Madison, CT

18 Listings

Your local brokerage

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Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas
  1. 56 River Edge Farms Road — photoNew34Active

    $1,200,000

    3 bd · 3 ba · — sqft

    56 River Edge Farms Road, Madison, CT

    Judith Libby · Berkshire Hathaway NE Prop.

  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. 148 Mungertown Road — photoPrice Reduced40Active

    $1,149,000

    4 bd · 4 ba · 2,354 sqft

    148 Mungertown Road, Madison, CT

    Allison Ciarcia · William Raveis Real Estate

  6. 22 Stone Road — photo34Active

    $3,200,000

    5 bd · 4 ba · 4,937 sqft

    22 Stone Road, Madison, CT

    Rob McConville · RE/MAX Heritage

  7. 118 River Road — photo38Active

    $5,000,000

    3 bd · 3 ba · 3,109 sqft

    118 River Road, Madison, CT

    Judy Dannemann · William Raveis Real Estate

  8. 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

  9. 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

  10. 262 Mungertown Road — photo23Active

    $1,750,000

    4 bd · 4 ba · 2,913 sqft

    262 Mungertown Road, Madison, CT

    Lisa Rollins · Compass Connecticut, LLC

  11. 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

  12. 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

  13. 26 Bassett Lane — photoPrice Reduced40Active

    $1,850,000

    3 bd · 4 ba · 2,160 sqft

    26 Bassett Lane, Madison, CT

    Steven Koleno · Beycome of Connecticut

  14. 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

  15. 45 Island Avenue — photoPrice Reduced39Active

    $3,000,000

    5 bd · 6 ba · 5,657 sqft

    45 Island Avenue, Madison, CT

    Meig Walz · Coldwell Banker Realty

  16. 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

  17. 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

  18. 23 Sheep Pasture Road — photoPrice Reduced39Active

    $2,215,000

    4 bd · 6 ba · 4,700 sqft

    23 Sheep Pasture Road, Madison, CT

    Jillian Wollman · Wollman Realty

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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

    September 2026 · This period is still settling

    Madison 12-month median sale price trend

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 34 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 18, 2026

    Median sale price
    $859,500$651,250–$1,044,500 typical range
    Price per sq. ft.
    $406
    Sales
    14
    Paid in cash
    42.9%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

    Median list price
    $962,000
    Homes for sale
    40
    Median days on market
    16 days

    Price trend · Assessor repeat sales, as of Sep 30, 2026

    Year-over-year
    45.6%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 1, 2026

    Median home size
    2,148 sq. ft.