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The buying timeline

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3 beds New construction With a pool

Homes Under $300K in Middleton, WI

37 listings

Homes Under $300K in Middleton, WI

Homes Under $300K in Middleton, WI

24 of 37 Listings

Homes Under $300K in Middleton, WI

24 of 37 Listings

15

Your local team in Middleton

TO

Thomas O'Leary

Realty.com

Lic. #58131-90

WK

Wes Kane

Thompson Kane & Company INC

NMLS #280777

Active

$289,000

2 bd · 2 ba · — sqft

6230 Middleton Springs Drive, Middleton, WI

$254,900

2 bd · 1 ba · — sqft

2051 Allen Boulevard, Middleton, WI

$250,000

1 bd · 2 ba · 1,260 sqft

3120 Creek View Drive, Middleton, WI

Tabitha Grahn-Galloway · First Weber Inc

$250,000

2 bd · 1 ba · 998 sqft

2814 Pleasant View Road, Middleton, WI

Marine Yoo · Real Broker LLC

$260,000

1 bd · — ba · 1,260 sqft

3120 Creek View Drive 1, Middleton, WI

Tabitha Grahn-Galloway · First Weber Inc

$160,000

1 bd · — ba · 890 sqft

7401 Century Place 9, Middleton, WI

Thomas Colloton · EXP Realty, LLC

$160,000

1 bd · 1 ba · 890 sqft

7401 Century Place, Middleton, WI

Thomas Colloton · EXP Realty, LLC

$190,000

2 bd · 1 ba · 870 sqft

7106 Fortune Drive, Middleton, WI

Brad Chapman · Real Broker LLC

$190,000

2 bd · — ba · 870 sqft

7106 Fortune Drive 3, Middleton, WI

Brad Chapman · Real Broker LLC

$299,900

3 bd · — ba · 1,442 sqft

3412 Valley Ridge Road 4, Middleton, WI

Dana Nowland · First Weber Inc

$299,900

3 bd · 2 ba · 1,442 sqft

3412 Valley Ridge Road, Middleton, WI

Dana Nowland · First Weber Inc

$269,900

1 bd · — ba · 1,073 sqft

8510 Greenway Boulevard 104, Middleton, WI

Matt Kornstedt · Stark Company, REALTORS

$269,900

1 bd · 1 ba · 1,073 sqft

8510 Greenway Boulevard, Middleton, WI

Matt Kornstedt · Stark Company, REALTORS

$295,000

2 bd · 1 ba · 1,061 sqft

8530 Greenway Boulevard, Middleton, WI

Chas Martin · Sprinkman Real Estate

$249,900

2 bd · — ba · 1,107 sqft

5538 Century Avenue 1, Middleton, WI

Peyton Henry · Berkshire Hathaway HomeServices True Realty

$249,000

2 bd · — ba · 866 sqft

2051 Allen Boulevard 201, Middleton, WI

Donna LaBarge · Badger Realty Team

$160,000

1 bd · 1 ba · 980 sqft

7401 Century Place, Middleton, WI

Annabel Torres · First Weber, Inc

$249,900

2 bd · 2 ba · 1,107 sqft

5538 Century Avenue, Middleton, WI

Peyton Henry · Berkshire Hathaway HomeServices True Realty

$249,000

2 bd · 1 ba · 866 sqft

2051 Allen Boulevard, Middleton, WI

Donna LaBarge · Badger Realty Team

$250,000

1 bd · — ba · 850 sqft

2809 Century Harbor Road 3, Middleton, WI

Peggy Acker-Farber · RE/MAX Preferred

$199,900

1 bd · 1 ba · 760 sqft

6235 Charing Cross Lane, Middleton, WI

Kevin Navarro · LPT Realty

$199,900

1 bd · — ba · 760 sqft

6235 Charing Cross Lane a1, Middleton, WI

Kevin Navarro · LPT Realty

$250,000

1 bd · 1 ba · 850 sqft

2809 Century Harbor Road, Middleton, WI

Peggy Acker-Farber · RE/MAX Preferred

$183,000

2 bd · — ba · 820 sqft

2134 Allen Boulevard 2, Middleton, WI

David Pausch · Weichert, Realtors- Lakepoint

1 2

Explore Middleton homes

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Under $300K
Under $500K
Under $700K
Luxury

By bedrooms

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With a pool

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 team in Middleton

TO

Thomas O'Leary

Realty.com

Lic. #58131-90

WK

Wes Kane

Thompson Kane & Company INC

NMLS #280777

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.

Middleton, WI community profile

Population: 22,934
Median income: $98,077
Housing units: 10,489
People per sq. mi.: 716.7
Area: 32 sq. mi.

Source: HJN community data

Middleton housing market

August 2026

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 41 sales · as of Aug 31, 2026

Homes that sold · County records, as of Aug 31, 2026

Median sale price: $607,500$412,725–$735,025 typical range
Sales: 34
Paid in cash: 23.5%

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

Median list price: $540,000
Homes for sale: 149

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

Year-over-year: -12.5%

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

Median home size: 2,944 sq. ft.