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The buying timeline

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Get pre-approved

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38 listings

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38 listings

Homes for Sale in Madison, CT

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14 of 38 Listings

Map

14 of 38 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas

Price Reduced39

Active

$915,000

3 bd · 4 ba · 3,734 sqft

3 Longview Terrace 3, Madison, CT

Betsy Anderson · William Pitt Sotheby's Int'l

Price Reduced40Active

$999,000

5 bd · 6 ba · 3,832 sqft

1209 Durham Road, Madison, CT

Heather Clinton · Berkshire Hathaway NE Prop.

30Active

$1,299,000

3 bd · 3 ba · 1,188 sqft

32 Liberty Street, Madison, CT

Karina Ukhnitska · Real Broker CT, LLC

Price Reduced38Active

$880,000

2 bd · 2 ba · 1,795 sqft

2415 Durham Road, Madison, CT

Debra Thomas · Sette Real Estate LLC

Price Reduced40Active

$1,850,000

3 bd · 4 ba · 2,160 sqft

26 Bassett Lane, Madison, CT

Steven Koleno · Beycome of Connecticut

38Active

$1,695,000

5 bd · 4 ba · 3,912 sqft

30 Meeting House Lane, Madison, CT

Cathy Lynch · Coldwell Banker Realty

Price Reduced20Active

$164,999

2 bd · 1 ba · 592 sqft

32 North Street, Madison, CT

Mel Abbott · William Pitt Sotheby's Int'l

Price Reduced19Active

$142,900

2 bd · 1 ba · 396 sqft

92 Fourth Avenue, Madison, CT

Mel Abbott · William Pitt Sotheby's Int'l

Price Reduced39Active

$3,000,000

5 bd · 6 ba · 5,657 sqft

45 Island Avenue, Madison, CT

Meig Walz · Coldwell Banker Realty

Price Reduced25Active

$125,000

1 bd · 1 ba · 476 sqft

16 North Street, Madison, CT

Tricia Farin · Real Broker CT, LLC

Price Reduced40Active

$2,550,000

4 bd · 5 ba · 6,194 sqft

24 Indigo Trail, Madison, CT

Mark McElrath · William Pitt Sotheby's Int'l

33Active

$595,000

2 bd · 2 ba · 2,560 sqft

10 Runnymede Lane 10, Madison, CT

Laura Cariati · William Raveis Real Estate

Price Reduced40Active

$1,975,000

4 bd · 4 ba · 2,850 sqft

81 Strawberry Hill Road, Madison, CT

Cathy Lynch · Coldwell Banker Realty

Price Reduced39Active

$2,215,000

4 bd · 6 ba · 4,700 sqft

23 Sheep Pasture Road, Madison, CT

Jillian Wollman · Wollman Realty

1 2

Listing data & MLS disclosures

SmartMLS: 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.

Madison housing market

September 2026 · This period is still settling

Selling at 100.0% of asking price

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

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

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.

Madison, CT community profile

Area: 38.1 sq. mi.

Source: HJN community data

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

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.

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas

Listing data & MLS disclosures

SmartMLS: 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.

Madison, CT community profile

Area: 38.1 sq. mi.

Source: HJN community data

Madison housing market

September 2026 · This period is still settling

Selling at 100.0% of asking price

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

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

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.

Madison, CT Homes for Sale — Page 2 | Realty.com