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The buying timeline

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How much can I afford?
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3 beds New construction With a pool

Homes Under $300K in Madison, WI

195 listings

Homes Under $300K in Madison, WI

Homes Under $300K in Madison, WI

15 of 195 Listings

Homes Under $300K in Madison, WI

15 of 195 Listings

25Active

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #58131-90

$249,900

2 bd · — ba · 1,422 sqft

902 N Thompson Drive 2, Madison, WI

Steven Schuster · RE/MAX Preferred

$190,000

1 bd · — ba · 735 sqft

7207 Flagship Drive 4, Madison, WI

Keith Nyman · Nyman Real Est & Appraisal Mad

$200,000

2 bd · — ba · 852 sqft

36 Sherman Terrace 3, Madison, WI

Melissa Bjerke · Stark Company, REALTORS

$285,000

2 bd · — ba · 1,652 sqft

4034 Felland Road, Madison, WI

Carolyn Bostick · Keller Williams Realty

$244,900

2 bd · — ba · 1,046 sqft

18 N Bartelt Court 4, Madison, WI

Jonathan Poletti · Haven Real Estate Partners

$289,900

2 bd · — ba · 1,652 sqft

4002 Felland Road, Madison, WI

Katie Martin · EXP Realty, LLC

$199,900

2 bd · — ba · 1,069 sqft

837 N Gammon Road F, Madison, WI

Jason Holtman · RE/MAX Preferred

$239,900

2 bd · — ba · 1,148 sqft

1623 McKenna Boulevard, Madison, WI

Heather Taylor · MHB Real Estate

$290,000

2 bd · — ba · 1,288 sqft

8206 Starr Grass Drive 303, Madison, WI

Paul Haviland · Stark Company, REALTORS

$250,000

2 bd · — ba · 1,070 sqft

1339 Carpenter Street, Madison, WI

Tony Hedberg · Real Broker

$240,000

2 bd · — ba · 1,144 sqft

18 Kings Mill Circle 304, Madison, WI

Michael Weiss · MHB Real Estate

$260,000

2 bd · — ba · 1,300 sqft

1 Golf Course Road C, Madison, WI

Jenny Wedvick · Stark Company, REALTORS

$240,000

2 bd · — ba · 1,144 sqft

18 Kings Mill Circle 304, Madison, WI

Michael Weiss · MHB Real Estate

$260,000

2 bd · — ba · 1,300 sqft

1 Golf Course Road C, Madison, WI

Jenny Wedvick · Stark Company, REALTORS

$124,900

— bd · — ba · 496 sqft

539 D'Onofrio Drive 1, Madison, WI

Keith Schulz · Great Rock Realty LLC

1 2…9

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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.