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Homes Under $500K in Middleton, WI
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3 bedsNew constructionWith a pool

Homes Under $500K in Middleton, WI

Homes Under $500K in Middleton, WI

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19 of 118 Listings
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Homes Under $500K in Middleton, WI

19 of 118 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. 3120 Creek View Drive 1 — photo28Active

    $260,000

    1 bd · — ba · 1,260 sqft

    3120 Creek View Drive 1, Middleton, WI

    Tabitha Grahn-Galloway · First Weber Inc

  2. 3120 Creek View Drive 1 — photo28Active

    $260,000

    1 bd · — ba · 1,260 sqft

    3120 Creek View Drive 1, Middleton, WI

    Tabitha Grahn-Galloway · First Weber Inc

  3. 5953 Woodcreek Lane 5953 — photo49Active

    $424,900

    2 bd · — ba · 2,126 sqft

    5953 Woodcreek Lane 5953, Middleton, WI

    Kelsey Bakken · First Weber, Inc

  4. 7204 University Avenue — photo36Active

    $497,500

    3 bd · — ba · 2,152 sqft

    7204 University Avenue, Middleton, WI

    Jason Berning · Realty Executives Cooper Spransy

  5. 5713 Highland Way — photo37Active

    $480,000

    3 bd · — ba · 1,371 sqft

    5713 Highland Way, Middleton, WI

    Jennifer Lutzke · Realty Executives Capital City

  6. 7401 Century Place 9 — photo24Active

    $160,000

    1 bd · — ba · 890 sqft

    7401 Century Place 9, Middleton, WI

    Thomas Colloton · EXP Realty, LLC

  7. 7106 Fortune Drive 3 — photo26Active

    $190,000

    2 bd · — ba · 870 sqft

    7106 Fortune Drive 3, Middleton, WI

    Brad Chapman · Real Broker LLC

  8. 3112 Northbrook Drive — photo42Active

    $320,000

    2 bd · — ba · 1,518 sqft

    3112 Northbrook Drive, Middleton, WI

    Spencer Schumacher · Spencer Real Estate Group

  9. 3412 Valley Ridge Road 4 — photo41Active

    $299,900

    3 bd · — ba · 1,442 sqft

    3412 Valley Ridge Road 4, Middleton, WI

    Dana Nowland · First Weber Inc

  10. 3412 Valley Ridge Road 4 — photo41Active

    $299,900

    3 bd · — ba · 1,442 sqft

    3412 Valley Ridge Road 4, Middleton, WI

    Dana Nowland · First Weber Inc

  11. 8510 Greenway Boulevard 104 — photo60Active

    $274,900

    1 bd · — ba · 1,073 sqft

    8510 Greenway Boulevard 104, Middleton, WI

    Matt Kornstedt · Stark Company, REALTORS

  12. 7124 Schneider Road — photo82Active

    $410,000

    3 bd · — ba · 2,308 sqft

    7124 Schneider Road, Middleton, WI

    Jenny Bunbury-Johnson · Bunbury & Assoc, REALTORS

  13. 2805 Century Harbor Road 4 — photo36Active

    $315,000

    2 bd · — ba · 1,250 sqft

    2805 Century Harbor Road 4, Middleton, WI

    Chris Barreau · MHB Real Estate

  14. 2805 Century Harbor Road 4 — photo36Active

    $315,000

    2 bd · — ba · 1,250 sqft

    2805 Century Harbor Road 4, Middleton, WI

    Chris Barreau · MHB Real Estate

  15. 2865 Old Creek Road — photo48Active

    $465,000

    3 bd · — ba · 1,600 sqft

    2865 Old Creek Road, Middleton, WI

    Living In Madison Real Estate Group · Keller Williams Realty

  16. 7419 Riles Road — photo65Active

    $500,000

    4 bd · — ba · 2,094 sqft

    7419 Riles Road, Middleton, WI

    Spencer Schumacher · Spencer Real Estate Group

  17. 6404 Maywood Avenue — photo48Active

    $324,500

    3 bd · — ba · 1,440 sqft

    6404 Maywood Avenue, Middleton, WI

    Mary Duff · Stark Company, REALTORS

  18. 5410 Sandhill Drive — photo1Active

    $449,900

    3 bd · — ba · 1,644 sqft

    5410 Sandhill Drive, Middleton, WI

    Charlie Wills · The Wills Agency

  19. 8530 Greenway Boulevard 307 — photo57Active

    $295,000

    2 bd · — ba · 1,061 sqft

    8530 Greenway Boulevard 307, Middleton, WI

    Chas Martin · Sprinkman Real Estate

12…5

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.
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  • 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.