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3 bedsNew construction
Homes Under $500K in Middleton, WI
82 listings

Homes Under $500K in Middleton, WI

Homes Under $500K in Middleton, WI

Show Map
22 of 82 Listings
Map

Homes Under $500K in Middleton, WI

22 of 82 Listings

  1. 2809 Century Harbor Road — photo30Active

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

$239,900

1 bd · 1 ba · — sqft

2809 Century Harbor Road, Middleton, WI

  • 6627 Franklin Ave — photoPrice Reduced25Active

    $489,900

    3 bd · 1 ba · 2,141 sqft

    6627 Franklin Ave, Middleton, WI

    Hanin Jaber · Coldwell Banker Realty

  • 3414 Valley Ridge Road — photo62Active

    $280,000

    2 bd · 2 ba · — sqft

    3414 Valley Ridge Road, Middleton, WI

  • 6230 Middleton Springs Drive — photo15Active

    $284,000

    2 bd · 2 ba · — sqft

    6230 Middleton Springs Drive, Middleton, WI

  • 6619 Cooper Avenue — photo26Active

    $459,000

    4 bd · 2 ba · 1,728 sqft

    6619 Cooper Avenue, Middleton, WI

    Bailey Breunig · Home In Wisconsin LLC

  • 2051 Allen Boulevard — photo19Active

    $254,900

    2 bd · 1 ba · — sqft

    2051 Allen Boulevard, Middleton, WI

  • 6628 Hubbard Avenue — photo30Active

    $475,000

    3 bd · — ba · 1,764 sqft

    6628 Hubbard Avenue, Middleton, WI

    Erica Thompson Colstad · Stark Company, REALTORS

  • 3550 Valley Ridge Road — photo54Active

    $385,000

    3 bd · 2 ba · 1,900 sqft

    3550 Valley Ridge Road, Middleton, WI

    Jeannie LaMarre · Keller Williams Inspire

  • 4659 Stonewood Drive — photo33Active

    $475,000

    3 bd · 2 ba · — sqft

    4659 Stonewood Drive, Middleton, WI

  • 3120 Creek View Drive — photo33Active

    $250,000

    1 bd · 2 ba · 1,260 sqft

    3120 Creek View Drive, Middleton, WI

    Tabitha Grahn-Galloway · First Weber Inc

  • 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

  • 5713 Highland Way — photo37Active

    $470,000

    3 bd · — ba · 1,371 sqft

    5713 Highland Way, Middleton, WI

    Jennifer Lutzke · Realty Executives Capital City

  • 7401 Century Place 9 — photo24Active

    $160,000

    1 bd · — ba · 890 sqft

    7401 Century Place 9, Middleton, WI

    Thomas Colloton · EXP Realty, LLC

  • 7401 Century Place — photo24Active

    $158,500

    1 bd · 1 ba · 890 sqft

    7401 Century Place, Middleton, WI

    Thomas Colloton · EXP Realty, LLC

  • 7106 Fortune Drive 3 — photo26Active

    $190,000

    2 bd · — ba · 870 sqft

    7106 Fortune Drive 3, Middleton, WI

    Brad Chapman · Real Broker LLC

  • 7106 Fortune Drive — photo26Active

    $190,000

    2 bd · 1 ba · 870 sqft

    7106 Fortune Drive, Middleton, WI

    Brad Chapman · Real Broker LLC

  • 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

  • 3412 Valley Ridge Road — photo41Active

    $299,900

    3 bd · 2 ba · 1,442 sqft

    3412 Valley Ridge Road, Middleton, WI

    Dana Nowland · First Weber Inc

  • 8510 Greenway Boulevard 104 — photo60Active

    $269,900

    1 bd · — ba · 1,073 sqft

    8510 Greenway Boulevard 104, Middleton, WI

    Matt Kornstedt · Stark Company, REALTORS

  • 2805 Century Harbor Road — photo40Active

    $307,500

    2 bd · 2 ba · 1,250 sqft

    2805 Century Harbor Road, Middleton, WI

    Chris Barreau · MHB Real Estate

  • 2805 Century Harbor Road 4 — photo36Active

    $307,500

    2 bd · — ba · 1,250 sqft

    2805 Century Harbor Road 4, Middleton, WI

    Chris Barreau · MHB Real Estate

  • 7419 Riles Road — photo65Active

    $500,000

    4 bd · — ba · 2,094 sqft

    7419 Riles Road, Middleton, WI

    Spencer Schumacher · Spencer Real Estate Group

  • 12…4

    Explore Middleton homes

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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

    Equal Housing OpportunityEqual Housing Lender

    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.

    © 2026 Realty.com. All rights reserved.·Privacy·Terms·California Privacy Rights·Accessibility·Licensing

    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

    Listing data & MLS disclosures

    Metro MLS
    Information is supplied by seller and other third parties and has not been verified. The multiple listing data appearing on this website, or contained in reports produced therefrom, is owned and copyrighted by MetroMLS and is protected by all applicable Copyright © 2026 laws. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. Information being provided is 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. Copyright © 2026 MetroMLS. All Rights Reserved.
    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, 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

    Middleton 12-month median sale price trend

    Selling at 99.8% of asking price

    Sales here are closing essentially at asking. MLS · 31 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 22, 2026

    Median sale price
    $520,000$395,375–$769,325 typical range
    Sales
    28
    Paid in cash
    14.3%

    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
    -20.9%

    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.