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Homes Under $500K in Jackson, WI — Page 2
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68 listings

Homes Under $500K in Jackson, WI

Homes Under $500K in Jackson, WI

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24 of 68 Listings
Map

Homes Under $500K in Jackson, WI

24 of 68 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #58131-90

Call Thomas
  1. 3595 Bent Tree Court — photo17Active

    $289,000

    2 bd · 1 ba · 1,192 sqft

    3595 Bent Tree Court, Jackson, WI

    Wanda Boldon · CENTURY 21 Property Professionals

  2. N168W21700 Main Street 40 — photo9Active

    $75,000

    3 bd · — ba · 1,120 sqft

    N168W21700 Main Street 40, Jackson, WI

    Chris Slinker · Berkshire Hathaway HomeServices Water City Realty

  3. N168W21700 Main Street — photo9Active

    $75,000

    3 bd · 2 ba · 1,120 sqft

    N168W21700 Main Street, Jackson, WI

    Chris Slinker · Berkshire Hathaway HomeServices Water City Realty

  4. W219N16314 Jasmine Court — photo11Active

    $418,900

    3 bd · — ba · 1,404 sqft

    W219N16314 Jasmine Court, Jackson, WI

    Seefeldt - Nigh & Associates Team* · First Weber Inc- West Bend

  5. N162W21885 Poppy Rd — photo10Active

    $384,900

    2 bd · 2 ba · 1,169 sqft

    N162W21885 Poppy Rd, Jackson, WI

    Seefeldt - Nigh & Associates Team* · First Weber Inc- West Bend

  6. W219N16314 Jasmine Ct — photo17Active

    $418,900

    3 bd · 2 ba · 1,404 sqft

    W219N16314 Jasmine Ct, Jackson, WI

    Seefeldt - Nigh & Associates Team* · First Weber Inc- West Bend

  7. W197N16879 Stonewall Drive — photo13Active

    $299,900

    3 bd · — ba · 1,848 sqft

    W197N16879 Stonewall Drive, Jackson, WI

    Glen Hupfer · RE/MAX United - West Bend

  8. N162W21885 Poppy Road — photo6Active

    $384,900

    2 bd · — ba · 1,169 sqft

    N162W21885 Poppy Road, Jackson, WI

    Seefeldt - Nigh & Associates Team* · First Weber Inc- West Bend

  9. N162W21865 Poppy Rd — photo17Active

    $405,900

    3 bd · 2 ba · 1,405 sqft

    N162W21865 Poppy Rd, Jackson, WI

    Seefeldt - Nigh & Associates Team* · First Weber Inc- West Bend

  10. N162W21865 Poppy Road — photo6Active

    $405,900

    3 bd · — ba · 1,405 sqft

    N162W21865 Poppy Road, Jackson, WI

    Seefeldt - Nigh & Associates Team* · First Weber Inc- West Bend

  11. N173W20130 Raymond Rd — photo44Active

    $439,900

    4 bd · 2 ba · 2,203 sqft

    N173W20130 Raymond Rd, Jackson, WI

    Aaron George · SUV Properties LLC

  12. N173W20011 Creekside Dr — photoPrice Reduced29Active

    $489,900

    3 bd · 2 ba · 1,980 sqft

    N173W20011 Creekside Dr, Jackson, WI

    Colleen Tarantino · Redefined Realty Advisors LLC

  13. N160W19520 Clover Ln — photo31Active

    $424,999

    3 bd · 2 ba · 2,000 sqft

    N160W19520 Clover Ln, Jackson, WI

    Rebecca Turley · Compass RE WI-Tosa

  14. 4136 Overland Road — photo41Active

    $239,000

    3 bd · 2 ba · 1,560 sqft

    4136 Overland Road, Jackson, WI

    Jade Green · CB Brenizer/Rice Lake

  15. N164W20980 Glen Brooke Drive — photo26Active

    $475,000

    4 bd · — ba · 2,320 sqft

    N164W20980 Glen Brooke Drive, Jackson, WI

    Laura Scheel · EXP Realty, LLC MKE

  16. N164W20980 Glen Brooke Dr — photoPrice Reduced26Active

    $475,000

    4 bd · 2 ba · 2,320 sqft

    N164W20980 Glen Brooke Dr, Jackson, WI

    Laura Scheel · EXP Realty, LLC~MKE

  17. 4355 Eagle's Nest Road — photo1Active

    $294,500

    3 bd · 2 ba · 1,196 sqft

    4355 Eagle's Nest Road, Jackson, WI

    Kelly Lundquist · eXp Realty LLC

  18. 4355 Eagles Nest Road — photo2Active

    $294,500

    3 bd · 2 ba · 1,196 sqft

    4355 Eagles Nest Road, Jackson, WI

    Kelly Lundquist · EXP Realty, LLC

  19. 29110 Treasure Island Trail Way — photo56Active

    $215,999

    2 bd · 1 ba · 1,148 sqft

    29110 Treasure Island Trail Way, Jackson, WI

    Deb Hitchcock-Gale · Lakeside Realty Group

  20. W206N16182 Stonebrook Drive — photo19Active

    $419,900

    2 bd · — ba · 1,436 sqft

    W206N16182 Stonebrook Drive, Jackson, WI

    Jim Emmer · Emmer Real Estate Group

  21. W206N16178 Stonebrook Drive — photo22Active

    $419,900

    2 bd · — ba · 1,436 sqft

    W206N16178 Stonebrook Drive, Jackson, WI

    Jim Emmer · Emmer Real Estate Group

  22. N172W20516 Hazelwood Ln — photoPrice Reduced22Active

    $450,000

    3 bd · 2 ba · 2,777 sqft

    N172W20516 Hazelwood Ln, Jackson, WI

    Sharon Ellis · RE/MAX United - West Bend

  23. 3670 Deer Lodge Drive — photo28Active

    $219,000

    3 bd · 2 ba · 1,288 sqft

    3670 Deer Lodge Drive, Jackson, WI

    Danielle VanBuskirk · Masterjohn/Spooner

  24. 526 Freedom Lane — photo23Active

    $324,900

    3 bd · 2 ba · 1,456 sqft

    526 Freedom Lane, Jackson, WI

    Alina Gorsuch · Berkshire Hathaway HomeServices Local Realty

123
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Listing data & MLS disclosures

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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.
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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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  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #58131-90

    Call Thomas

    Jackson, WI community profile

    Population
    7,417
    Median income
    $95,644
    Housing units
    3,245
    People per sq. mi.
    306.5
    Area
    24.2 sq. mi.

    Source: HJN community data

    Jackson housing market

    August 2026 · This period is still settling

    Jackson 12-month median sale price trend

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 15 sales · as of Aug 31, 2026

    Homes that sold · County records, as of Aug 31, 2026

    Median sale price
    $410,950$281,250–$487,425 typical range
    Sales
    14
    Paid in cash
    28.6%

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

    Median list price
    $450,000
    Homes for sale
    43

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

    Year-over-year
    -3.4%

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

    Median home size
    2,054 sq. ft.