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The buying timeline

Afford it

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How much can I afford?
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Closing costs, itemized
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3 beds New construction With a pool

2 Bedroom Homes in Middleton, WI

40 listings

2 Bedroom Homes in Middleton, WI

2 Bedroom Homes in Middleton, WI

17 of 40 Listings

2 Bedroom Homes in Middleton, WI

17 of 40 Listings

49

Your local team in Middleton

TO

Thomas O'Leary

Realty.com

Lic. #58131-90

WK

Wes Kane

Thompson Kane & Company INC

NMLS #280777

Active

$424,900

2 bd · — ba · 2,126 sqft

5953 Woodcreek Lane 5953, Middleton, WI

Kelsey Bakken · First Weber, Inc

$190,000

2 bd · — ba · 870 sqft

7106 Fortune Drive 3, Middleton, WI

Brad Chapman · Real Broker LLC

$320,000

2 bd · — ba · 1,518 sqft

3112 Northbrook Drive, Middleton, WI

Spencer Schumacher · Spencer Real Estate Group

$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

$275,000

2 bd · — ba · 1,008 sqft

1702 Park Street, Middleton, WI

Liz Leonard · Bunbury & Assoc, REALTORS

$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

$159,000

2 bd · — ba · 820 sqft

2162 Allen Boulevard 1, Middleton, WI

Mary Whitcomb · Compass Real Estate Wisconsin

$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

$435,000

2 bd · — ba · 1,298 sqft

6622 Franklin Avenue, Middleton, WI

Dan Chin Homes Team · Real Broker LLC

1 2

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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 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 34 sales · as of Aug 28, 2026

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

Median sale price: $630,000$454,925–$715,000 typical range
Sales: 16
Paid in cash: 25.0%

Homes on the market · MLS, as of Aug 28, 2026–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: -4.3%

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.