5 Bedroom Homes in Middleton, WI

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3 beds New construction With a pool

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13 Listings

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5 Bedroom Homes in Middleton, WI

13 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

76Active
$745,000
5 bd · — ba · 3,959 sqft
4862 Hickory Trail, Middleton, WI
Ryan Parkos · Coldwell Banker Real Estate Group
77Active
$1,100,000
5 bd · — ba · 4,167 sqft
6715 S Chickahauk Trail, Middleton, WI
Susan Detering · Solidarity Realty, LLC
45Active
$800,000
5 bd · — ba · 3,729 sqft
5502 Upland Trail, Middleton, WI
Stephanie Wedan · First Weber Inc

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

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.

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

Explore Middleton homes

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

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

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.

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Your local team in Middleton

Listing data & MLS disclosures

Middleton housing market

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

Homes on the market · MLS, as of Aug 28, 2026–Aug 31, 2026

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

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

Middleton, WI community profile

Explore Middleton homes

Listing data & MLS disclosures

Your local team in Middleton

By feature

Your local team in Middleton

Middleton, WI community profile

Middleton housing market

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

Homes on the market · MLS, as of Aug 28, 2026–Aug 31, 2026

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

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