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Start here

Homes for sale by state
Home buying tips
Before you start looking
The buying timeline

Afford it

Today's mortgage rates
Mortgage calculator
How much can I afford?
Get pre-approved

Make the deal

Writing a winning offer
Inspections & appraisals
Closing costs, itemized
Find a buyer's agent

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Selling Options

What's my home worth?
Compare selling options
Get an instant cash offer
Buy before you sell

Resources

How selling works
When should I sell?
Home selling tips
Pricing your home
What's worth fixing first
Find a seller's agent

37 listings

Homes for Sale in Madison, CT

Homes for Sale in Madison, CT

24 of 37 Listings

Homes for Sale in Madison, CT

24 of 37 Listings

29

Active

$499,000

3 bd · 2 ba · — sqft

270 Scotland Road, Madison, CT

Kira Coon · William Raveis Real Estate

$669,000

3 bd · 3 ba · — sqft

32 Wellsweep Drive, Madison, CT

Heather Clinton · Berkshire Hathaway NE Prop.

$1,600,000

4 bd · 4 ba · — sqft

87 Wildcat Springs Drive, Madison, CT

Emily Lovejoy · William Raveis Real Estate

$600,000

5 bd · 2 ba · — sqft

273 Horse Pond Road, Madison, CT

Tom Clancy · William Pitt Sotheby's Int'l

$425,000

3 bd · 2 ba · — sqft

371 Race Hill Road, Madison, CT

Nick Richetelli · Colonial Properties Inc

$849,000

4 bd · 3 ba · 2,792 sqft

150 Race Hill Road, Madison, CT

Phoebe Finch · William Pitt Sotheby's Int'l

$675,000

3 bd · 3 ba · 2,138 sqft

343 Horse Pond Road, Madison, CT

Melanie Scull · William Pitt Sotheby's Int'l

Price Reduced40Active

$799,900

4 bd · 3 ba · 3,170 sqft

42 Concord Drive, Madison, CT

Amy Kirst · William Pitt Sotheby's Int'l

$625,000

5 bd · 2 ba · 2,688 sqft

39 Mill Road, Madison, CT

Tom Clancy · William Pitt Sotheby's Int'l

$489,000

2 bd · 3 ba · 1,606 sqft

23 Esterly Farms Road 23, Madison, CT

Joe Scarpellino · Coldwell Banker Realty

Price Reduced40Active

$1,149,000

4 bd · 4 ba · 2,354 sqft

148 Mungertown Road, Madison, CT

Allison Ciarcia · William Raveis Real Estate

$579,900

3 bd · 1 ba · 1,077 sqft

6 Bower Road, Madison, CT

Calla Lord · Tier 1 Real Estate

$3,200,000

5 bd · 4 ba · 4,937 sqft

22 Stone Road, Madison, CT

Rob McConville · RE/MAX Heritage

$700,000

3 bd · 3 ba · 2,124 sqft

67 Blakeman Road, Madison, CT

Todd Gould · William Pitt Sotheby's Int'l

$5,000,000

3 bd · 3 ba · 3,109 sqft

118 River Road, Madison, CT

Judy Dannemann · William Raveis Real Estate

Price Reduced36Active

$499,900

3 bd · 2 ba · 1,288 sqft

35 Aileen Drive, Madison, CT

Leslie McLennan Richo · 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 Reduced28Active

$210,000

1 bd · 1 ba · 732 sqft

40 East Street, Madison, CT

Marissa McCue · William Pitt Sotheby's Int'l

Price Reduced35Active

$545,000

3 bd · 3 ba · 1,944 sqft

25 Samantha Lane, Madison, CT

Dee Hasuly · KW Legacy Partners

Price Reduced40Active

$749,900

4 bd · 4 ba · 3,056 sqft

2125 Durham Road, Madison, CT

Jane Cardarelli · William Raveis Real Estate

$1,750,000

4 bd · 4 ba · 2,913 sqft

262 Mungertown Road, Madison, CT

Lisa Rollins · Compass Connecticut, LLC

$2,190,000

5 bd · 3 ba · 3,172 sqft

15 Highland Terrace, Madison, CT

John Cronin · Century 21 AllPoints Realty

Price Reduced39Active

$915,000

3 bd · 4 ba · 3,734 sqft

3 Longview Terrace 3, Madison, CT

Betsy Anderson · William Pitt Sotheby's Int'l

1 2

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.

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Thomas O'Leary

Realty.com

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Thomas O'Leary

Realty.com

Lic. #REB.0790925

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 | Realty.com