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Madison, CT Homes for Sale | Realty.com

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Homes for Sale in Madison, CT

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24 of 31 Listings

Map

24 of 31 Listings

Homes for Sale in Madison, CT

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24 of 31 Listings

Map

Homes for Sale in Madison, CT

24 of 31 Listings

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

Active

$499,900

3 bd · 2 ba · — sqft

8 Stephanie Court, Madison, CT

Sean Doran · Salzillo Realty Company

36Active

$499,900

3 bd · 3 ba · — sqft

25 Samantha Lane, Madison, CT

Cathy Lynch · Coldwell Banker Realty

25Active

$275,000

2 bd · 1 ba · — sqft

59 East Street, Madison, CT

Tom Clancy · William Pitt Sotheby's Int'l

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas

27Active

$550,000

2 bd · 2 ba · — sqft

23 Wilshire Road Unit a, Madison, CT

Cathy Lynch · Coldwell Banker Realty

34Active

$665,000

3 bd · 3 ba · — sqft

3 Poole Road, Madison, CT

Rob McConville · RE/MAX Heritage

38Active

$549,900

4 bd · 2 ba · — sqft

252 Boston Post Road, Madison, CT

Mick Marsden · Compass Connecticut, LLC

Price Reduced40Active

$585,000

2 bd · 3 ba · — sqft

182 Green Hill Road, Madison, CT

Melanie Scull · William Pitt Sotheby's Int'l

40Active

$695,000

4 bd · 2 ba · — sqft

67 Nortontown Road, Madison, CT

Gregory Hanner · Garden Realty

38Active

$265,000

1 bd · 1 ba · — sqft

28 North Street, Madison, CT

Jessica Anderson · Coldwell Banker Realty

Price Reduced39Active

$799,900

7 bd · 4 ba · — sqft

69 Bradley Corners Road, Madison, CT

Heather Zito · Carbutti & Co., Realtors

39Active

$2,495,000

3 bd · 3 ba · — sqft

31 Neptune Avenue, Madison, CT

Marianne Naberhaus · William Raveis Real Estate

Price Reduced40Active

$649,000

3 bd · 3 ba · 2,138 sqft

343 Horse Pond Road, Madison, CT

Melanie Scull · William Pitt Sotheby's Int'l

Price Reduced39Active

$748,500

4 bd · 3 ba · 2,572 sqft

3 Little Hollow Road, Madison, CT

Susan Woods · William Pitt Sotheby's Int'l

Price Reduced22Active

$550,000

5 bd · 2 ba · 2,688 sqft

39 Mill Road, Madison, CT

Tom Clancy · William Pitt Sotheby's Int'l

Price Reduced28Active

$559,900

3 bd · 1 ba · 1,077 sqft

6 Bower Road, Madison, CT

Calla Lord · Tier 1 Real Estate

34Active

$3,200,000

5 bd · 4 ba · 4,937 sqft

22 Stone Road, Madison, CT

Rob McConville · RE/MAX Heritage

Price Reduced23Active

$650,000

3 bd · 3 ba · 2,124 sqft

67 Blakeman Road, Madison, CT

Todd Gould · William Pitt Sotheby's Int'l

40Active

$5,000,000

3 bd · 3 ba · 3,109 sqft

118 River Road, Madison, CT

Judy Dannemann · William Raveis Real Estate

Price 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

Price Reduced38Active

$2,700,000

4 bd · 6 ba · 4,833 sqft

17 Barberry Lane, Madison, CT

Todd Gould · William Pitt Sotheby's Int'l

Price Reduced40Active

$749,900

4 bd · 4 ba · 3,056 sqft

2125 Durham Road, Madison, CT

Jane Cardarelli · William Raveis Real Estate

23Active

$1,750,000

4 bd · 4 ba · 2,913 sqft

262 Mungertown Road, Madison, CT

Lisa Rollins · Compass Connecticut, LLC

39Active

$2,190,000

5 bd · 3 ba · 3,172 sqft

15 Highland Terrace, Madison, CT

John Cronin · Century 21 AllPoints Realty

Price Reduced40Active

$999,000

5 bd · 6 ba · 3,832 sqft

1209 Durham Road, Madison, CT

Heather Clinton · Berkshire Hathaway NE Prop.

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

October 2026 · This period is still settling

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 15, 2026

Median sale price: $449,500$346,000–$1,068,750 typical range
Price per sq. ft.: $317
Sales: 12
Paid in cash: 41.7%

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

Price trend · Assessor repeat sales, as of Oct 31, 2026

Year-over-year: -39.7%

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.

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

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

October 2026 · This period is still settling

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 15, 2026

Median sale price: $449,500$346,000–$1,068,750 typical range
Price per sq. ft.: $317
Sales: 12
Paid in cash: 41.7%

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

Price trend · Assessor repeat sales, as of Oct 31, 2026

Year-over-year: -39.7%

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.