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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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3 beds New construction With a pool

5 Bedroom Homes in Madison, WI

30 listings

5 Bedroom Homes in Madison, WI

5 Bedroom Homes in Madison, WI

14 of 30 Listings

5 Bedroom Homes in Madison, WI

14 of 30 Listings

1Active

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #58131-90

$835,000

5 bd · — ba · 1,960 sqft

310 Cheyenne Trail, Madison, WI

Mary Whitcomb · Compass Real Estate Wisconsin

$549,000

5 bd · — ba · 3,052 sqft

914 Eagle Crest Drive, Madison, WI

Michael Weiss · MHB Real Estate

$479,900

5 bd · — ba · 1,480 sqft

1123 Emerald Street, Madison, WI

Michael Weiss · MHB Real Estate

$899,000

5 bd · — ba · 3,774 sqft

3169 Hickory Ridge Road, Madison, WI

Caleb Payne · Madcityhomes.Com

$775,000

5 bd · — ba · 3,034 sqft

5321 Manitowoc Parkway, Madison, WI

Evan Braun · Stark Company, REALTORS

$575,000

5 bd · — ba · 2,341 sqft

3106 Todd Drive, Madison, WI

Chris Barreau · MHB Real Estate

$550,000

5 bd · — ba · 3,228 sqft

66 Oak Creek Trail, Madison, WI

Barrett Karabis · Real Broker LLC

$550,000

5 bd · — ba · 3,228 sqft

66 Oak Creek Trail, Madison, WI

Barrett Karabis · Real Broker LLC

$625,000

5 bd · — ba · 2,748 sqft

3110 Winter Park Place, Madison, WI

Sue Jiang · Tri-River Realty

$825,000

5 bd · — ba · 2,802 sqft

1233 E Johnson Street, Madison, WI

Sarah Deischer · Sprinkman Real Estate

$669,900

5 bd · — ba · 2,203 sqft

6 S Meadow Lane, Madison, WI

Jules Bowes · EXP Realty, LLC

$1,469,000

5 bd · — ba · 2,973 sqft

1210 Sweetbriar Road, Madison, WI

Dominic Colosimo · EXP Realty, LLC

$425,000

5 bd · — ba · 2,882 sqft

4990 Bultman Road, Madison, WI

Hansen Home Team · Real Broker LLC

$550,000

5 bd · — ba · 3,228 sqft

66 Oak Creek Trail, Madison, WI

Barrett Karabis · Real Broker LLC

1 2

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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

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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Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #58131-90

Listing data & MLS disclosures

South Central Wisconsin Multiple Listing Service: The data relating to real estate for sale on this website comes in part from the Internet Data Display program of the South Central Wisconsin MLS. Real estate listings held by brokerage firms other than Realty.com are marked with the 'MLS' icon and/or include the name of the listing broker. This information, provided by seller, listing broker, and other parties, may not have been verified. IDX information is provided exclusively for consumers' 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 deemed reliable but not guaranteed. Copyright © 2026 South Central Wisconsin MLS. All Rights Reserved.
Wisconsin Real Estate Exchange (WIREX): IDX information is provided exclusively for consumers’ personal non-commercial use, may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and is deemed reliable but is not guaranteed by the MLS.

Madison, WI community profile

Population: 283,359
Median income: $74,391
Housing units: 131,120
People per sq. mi.: 2,032.7
Area: 139.4 sq. mi.

Source: HJN community data

Madison housing market

August 2026 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 217 sales · as of Aug 28, 2026

Homes that sold · County records, as of Aug 14, 2026

Median sale price: $450,950$369,500–$653,750 typical range
Price per sq. ft.: $262
Sales: 152
Paid in cash: 29.6%

Homes on the market · MLS, as of Aug 28, 2026–Aug 31, 2026

Median list price: $429,900
Homes for sale: 591
Median days on market: 9 days

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

Year-over-year: 7.4%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

Median home size: 1,786 sq. ft.