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The buying timeline

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3 beds New construction With a pool

2 Bedroom Homes in Middleton, WI

26 listings

2 Bedroom Homes in Middleton, WI

2 Bedroom Homes in Middleton, WI

18 of 26 Listings

2 Bedroom Homes in Middleton, WI

18 of 26 Listings

26

Your local team in Middleton

TO

Thomas O'Leary

Realty.com

Lic. #58131-90

WK

Wes Kane

Thompson Kane & Company INC

NMLS #280777

Active

$250,000

2 bd · — ba · 998 sqft

2814 Pleasant View Road 202, Middleton, WI

Marine Yoo · Real Broker LLC

$250,000

2 bd · — ba · 998 sqft

2814 Pleasant View Road 202, Middleton, WI

Marine Yoo · Real Broker LLC

$190,000

2 bd · — ba · 870 sqft

7106 Fortune Drive 3, Middleton, WI

Brad Chapman · Real Broker LLC

$315,000

2 bd · — ba · 1,250 sqft

2805 Century Harbor Road 4, Middleton, WI

Chris Barreau · MHB Real Estate

$315,000

2 bd · — ba · 1,250 sqft

2805 Century Harbor Road 4, Middleton, WI

Chris Barreau · MHB Real Estate

$387,000

2 bd · — ba · 1,548 sqft

7305 Donna Drive, Middleton, WI

Lena Oberwetter · Real Broker LLC

$295,000

2 bd · — ba · 1,061 sqft

8530 Greenway Boulevard 307, Middleton, WI

Chas Martin · Sprinkman Real Estate

$325,000

2 bd · — ba · 1,529 sqft

707 Cricket Lane 5, Middleton, WI

Erin Flesch · MHB 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

$185,000

2 bd · — ba · 820 sqft

2134 Allen Boulevard 2, Middleton, WI

David Pausch · Weichert, Realtors- Lakepoint

$185,000

2 bd · — ba · 820 sqft

2134 Allen Boulevard 2, Middleton, WI

David Pausch · Weichert, Realtors- Lakepoint

$290,000

2 bd · — ba · 1,414 sqft

3108 Creek View Drive 5, Middleton, WI

Joe Armentrout · Pinnacle Real Estate Group LLC

$290,000

2 bd · — ba · 1,414 sqft

3108 Creek View Drive 5, Middleton, WI

Joe Armentrout · Pinnacle Real Estate Group LLC

$215,000

2 bd · — ba · 906 sqft

6239 Charing Cross Lane B-2, Middleton, WI

Deborah Winkler · First Weber Inc

$215,000

2 bd · — ba · 1,080 sqft

5548 Century Avenue 4, Middleton, WI

Joe Shipley · MHB Real Estate

$195,000

2 bd · — ba · 860 sqft

2140 Allen Boulevard 3, Middleton, WI

Austin Fleer · Pinnacle Real Estate Group LLC

$215,000

2 bd · — ba · 1,107 sqft

5522 Century Avenue 3, Middleton, WI

Kelly Bakken · Restaino & Associates

1 2

Explore Middleton homes

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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 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 · 40 sales · as of Aug 31, 2026

Homes that sold · County records, as of Aug 27, 2026

Median sale price: $630,000$423,000–$755,850 typical range
Sales: 31
Paid in cash: 22.6%

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

Median list price: $540,000
Homes for sale: 149
Median days on market: 18 days

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

Year-over-year: -8.9%

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.