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Middleton, WI Homes for Sale — Page 2 | Realty.com

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3 beds New construction

Homes for Sale in Middleton, WI

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23 of 56 Listings

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23 of 56 Listings

Your local team in Middleton

Thomas O'Leary

Realty.com

Lic. #58131-90

Call Thomas

Wes Kane

Thompson Kane & Company INC

NMLS #280777

Call Wes

70Active
$724,900
3 bd · 3 ba · 3,020 sqft
5021 Prairie Rose Court, Middleton, WI
Michael Restaino · Restaino & Associates
49Active
$387,000
2 bd · — ba · 1,548 sqft
7305 Donna Drive, Middleton, WI
Lena Oberwetter · Real Broker LLC
26Active
$325,000
2 bd · — ba · 1,529 sqft
707 Cricket Lane 5, Middleton, WI
Erin Flesch · MHB Real Estate

17Active
$249,900
2 bd · — ba · 1,107 sqft
5538 Century Avenue 1, Middleton, WI
Peyton Henry · Berkshire Hathaway HomeServices True Realty
13Active
$249,000
2 bd · — ba · 866 sqft
2051 Allen Boulevard 201, Middleton, WI
Donna LaBarge · Badger Realty Team
17Active
$249,900
2 bd · 2 ba · 1,107 sqft
5538 Century Avenue, Middleton, WI
Peyton Henry · Berkshire Hathaway HomeServices True Realty
13Active
$160,000
1 bd · 1 ba · 980 sqft
7401 Century Place, Middleton, WI
Annabel Torres · First Weber, Inc
13Active
$249,000
2 bd · 1 ba · 866 sqft
2051 Allen Boulevard, Middleton, WI
Donna LaBarge · Badger Realty Team
30Active
$250,000
1 bd · — ba · 850 sqft
2809 Century Harbor Road 3, Middleton, WI
Peggy Acker-Farber · RE/MAX Preferred
71Active
$199,900
1 bd · 1 ba · 760 sqft
6235 Charing Cross Lane, Middleton, WI
Kevin Navarro · LPT Realty
65Active
$199,900
1 bd · — ba · 760 sqft
6235 Charing Cross Lane a1, Middleton, WI
Kevin Navarro · LPT Realty
39Active
$250,000
1 bd · 1 ba · 850 sqft
2809 Century Harbor Road, Middleton, WI
Peggy Acker-Farber · RE/MAX Preferred
27Active
$183,000
2 bd · — ba · 820 sqft
2134 Allen Boulevard 2, Middleton, WI
David Pausch · Weichert, Realtors- Lakepoint
27Active
$183,000
2 bd · 1 ba · 820 sqft
2134 Allen Boulevard, Middleton, WI
David Pausch · Weichert, Realtors- Lakepoint
25Active
$275,000
2 bd · 2 ba · 1,414 sqft
3108 Creek View Drive, Middleton, WI
Joe Armentrout · Pinnacle Real Estate Group LLC
25Active
$290,000
2 bd · — ba · 1,414 sqft
3108 Creek View Drive 5, Middleton, WI
Joe Armentrout · Pinnacle Real Estate Group LLC
39Active
$215,000
2 bd · — ba · 906 sqft
6239 Charing Cross Lane B-2, Middleton, WI
Deborah Winkler · First Weber Inc
52Active
$215,000
2 bd · 2 ba · 906 sqft
6239 Charing Cross Lane, Middleton, WI
Deborah Winkler · First Weber Inc
30Active
$215,000
2 bd · 2 ba · 1,080 sqft
5548 Century Avenue, Middleton, WI
Joe Shipley · MHB Real Estate
30Active
$215,000
2 bd · — ba · 1,080 sqft
5548 Century Avenue 4, Middleton, WI
Joe Shipley · MHB Real Estate
32Active
$195,000
2 bd · — ba · 860 sqft
2140 Allen Boulevard 3, Middleton, WI
Austin Fleer · Pinnacle Real Estate Group LLC
32Active
$189,900
2 bd · 1 ba · 860 sqft
2140 Allen Boulevard, Middleton, WI
Austin Fleer · Pinnacle Real Estate Group LLC
30Active
$179,900
2 bd · 1 ba · 873 sqft
2142 Allen Boulevard, Middleton, WI
Jon Minerick · Homecoin.com

1 2 3

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 housing market

September 2026 · This period is still settling

Selling at 99.3% of asking price

Buyers here are paying below asking. MLS · 30 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 17, 2026

Median sale price: $540,000$397,500–$785,000 typical range
Sales: 25
Paid in cash: 16.0%

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $499,900
Homes for sale: 141
Median days on market: 12 days

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: -17.9%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 2, 2026

Median home size: 2,944 sq. ft.

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

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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.

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.

Your local team in Middleton

Thomas O'Leary

Realty.com

Lic. #58131-90

Call Thomas

Wes Kane

Thompson Kane & Company INC

NMLS #280777

Call Wes

By feature

New Construction Homes

Nearby areas

ZIP codes

53711 (240)
53719 (206)
53562 (205)
53590 (191)
53593 (181)
53704 (156)
53597 (141)
53589 (137)

Cities

Madison (953)
Sun Prairie (178)
Fitchburg (173)
Stoughton (131)
Verona (126)
Waunakee (125)
Oregon (76)
Mount Horeb (74)

Your local team in Middleton

Thomas O'Leary

Realty.com

Lic. #58131-90

Call Thomas

Wes Kane

Thompson Kane & Company INC

NMLS #280777

Call Wes

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

September 2026 · This period is still settling

Selling at 99.3% of asking price

Buyers here are paying below asking. MLS · 30 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 17, 2026

Median sale price: $540,000$397,500–$785,000 typical range
Sales: 25
Paid in cash: 16.0%

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $499,900
Homes for sale: 141
Median days on market: 12 days

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: -17.9%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 2, 2026

Median home size: 2,944 sq. ft.

Nearby areas

ZIP codes

53711 (240)
53719 (206)
53562 (205)
53590 (191)
53593 (181)
53704 (156)
53597 (141)
53589 (137)

Cities

Madison (953)
Sun Prairie (178)
Fitchburg (173)
Stoughton (131)
Verona (126)
Waunakee (125)
Oregon (76)
Mount Horeb (74)