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Luxury Homes in Middleton, WI
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Start here

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  • The buying timeline

Afford it

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34 listings
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3 bedsNew constructionWith a pool

Luxury Homes in Middleton, WI

Luxury Homes in Middleton, WI

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14 of 34 Listings
Map

Luxury Homes in Middleton, WI

14 of 34 Listings

Your local team in Middleton

TO

Thomas O'Leary

Realty.com

Lic. #58131-90

Call Thomas
WK

Wes Kane

Thompson Kane & Company INC

NMLS #280777

Call Wes
  1. 6715 S Chickahauk Trail — photo77Active

    $1,100,000

    5 bd · — ba · 4,167 sqft

    6715 S Chickahauk Trail, Middleton, WI

    Susan Detering · Solidarity Realty, LLC

  2. 4830 Breakers Rock Road — photo77Active

    $1,500,000

    6 bd · — ba · 5,035 sqft

    4830 Breakers Rock Road, Middleton, WI

    Rachel Kvasnica · Pinnacle Real Estate Group LLC

  3. 7876 Autumn Pond Trail — photo90Active

    $3,895,000

    5 bd · — ba · 7,515 sqft

    7876 Autumn Pond Trail, Middleton, WI

    Todd Johnson · Bunbury & Assoc, REALTORS

  4. 4937 Championship Circle — photo87Active

    $2,950,000

    6 bd · — ba · 6,626 sqft

    4937 Championship Circle, Middleton, WI

    Rachel Kvasnica · Pinnacle Real Estate Group LLC

  5. 4498 Nina Lane — photo74Active

    $1,499,900

    5 bd · — ba · 5,354 sqft

    4498 Nina Lane, Middleton, WI

    Aaron Weber · Compass Real Estate Wisconsin

  6. 4057 Morning Poem Place — photo57Active

    $1,299,000

    4 bd · — ba · 2,516 sqft

    4057 Morning Poem Place, Middleton, WI

    Estella Moschkau · Sprinkman Real Estate

  7. 2800 Tomahawk Court — photo47Active

    $1,950,000

    4 bd · — ba · 2,648 sqft

    2800 Tomahawk Court, Middleton, WI

    Tommy Van Ess · First Weber Inc

  8. 9715 Red Sky Drive — photo88Active

    $1,450,000

    5 bd · — ba · 6,129 sqft

    9715 Red Sky Drive, Middleton, WI

    Ali Khan · Bunbury & Assoc, REALTORS

  9. 3324 Glacier Ridge Road — photo64Active

    $1,120,000

    4 bd · — ba · 3,625 sqft

    3324 Glacier Ridge Road, Middleton, WI

    Kelly Longseth · Accord Realty

  10. 7536 California Love Trail — photo11Active

    $1,949,000

    4 bd · — ba · 3,625 sqft

    7536 California Love Trail, Middleton, WI

    Beth Davis · Compass Real Estate Wisconsin

  11. 4516 Nina Lane — photo88Active

    $1,445,000

    5 bd · — ba · 5,188 sqft

    4516 Nina Lane, Middleton, WI

    Shelly Sprinkman · Sprinkman Real Estate

  12. 3702 Pheasant Branch Road — photo51Active

    $1,500,000

    3 bd · — ba · 2,427 sqft

    3702 Pheasant Branch Road, Middleton, WI

    Husky Homes Team · Compass Real Estate Wisconsin

  13. 5090 Aspen Valley Court — photo56Active

    $2,950,000

    5 bd · — ba · 6,531 sqft

    5090 Aspen Valley Court, Middleton, WI

    Melissa LeGrand · @properties-elleven Christie's International

  14. 10013 Shadow Ridge Trail — photo12Active

    $1,400,000

    4 bd · — ba · 3,711 sqft

    10013 Shadow Ridge Trail, Middleton, WI

    Chris Barreau · MHB Real Estate

12

Explore Middleton homes

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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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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.
  • By feature

    • New construction
    • With a pool

    Your local team in Middleton

    TO

    Thomas O'Leary

    Realty.com

    Lic. #58131-90

    Call Thomas
    WK

    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

    Middleton 12-month median sale price trend

    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.