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Luxury Homes in Middleton, WI

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3 beds New construction With a pool

Luxury Homes in Middleton, WI

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14 of 35 Listings

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14 of 35 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

58Active
$1,699,000
5 bd · — ba · 3,643 sqft
4043 Serenbe Street, Middleton, WI
Estella Moschkau · Sprinkman Real Estate
76Active
$1,615,000
5 bd · — ba · 4,223 sqft
5009 Cranberry Blossom Court, Middleton, WI
Erin Flesch · MHB Real Estate
89Active
$3,300,000
7 bd · — ba · 12,178 sqft
4908 Winners Circle, Middleton, WI
Denise Holmes · Collective Real Estate Group

77Active
$1,100,000
5 bd · — ba · 4,167 sqft
6715 S Chickahauk Trail, Middleton, WI
Susan Detering · Solidarity Realty, LLC
77Active
$1,450,000
6 bd · — ba · 5,035 sqft
4830 Breakers Rock Road, Middleton, WI
Rachel Kvasnica · Pinnacle Real Estate Group LLC
90Active
$3,895,000
5 bd · — ba · 7,515 sqft
7876 Autumn Pond Trail, Middleton, WI
Todd Johnson · Bunbury & Assoc, REALTORS
90Active
$2,875,000
6 bd · — ba · 6,626 sqft
4937 Championship Circle, Middleton, WI
Rachel Kvasnica · Pinnacle Real Estate Group LLC
57Active
$1,249,000
4 bd · — ba · 2,516 sqft
4057 Morning Poem Place, Middleton, WI
Estella Moschkau · Sprinkman Real Estate
47Active
$1,950,000
4 bd · — ba · 2,648 sqft
2800 Tomahawk Court, Middleton, WI
Tommy Van Ess · First Weber Inc
88Active
$1,450,000
5 bd · — ba · 6,129 sqft
9715 Red Sky Drive, Middleton, WI
Ali Khan · Bunbury & Assoc, REALTORS
64Active
$1,120,000
4 bd · — ba · 3,625 sqft
3324 Glacier Ridge Road, Middleton, WI
Kelly Longseth · Accord Realty
11Active
$1,949,000
4 bd · — ba · 3,625 sqft
7536 California Love Trail, Middleton, WI
Beth Davis · Compass Real Estate Wisconsin
51Active
$1,500,000
3 bd · — ba · 2,427 sqft
3702 Pheasant Branch Road, Middleton, WI
Husky Homes Team · Compass Real Estate Wisconsin
56Active
$2,750,000
5 bd · — ba · 6,531 sqft
5090 Aspen Valley Court, Middleton, WI
Melissa LeGrand · @properties-elleven Christie's International

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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

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.

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
With a pool

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

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.