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Homes Under $500K in Jackson, WI
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Start here

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  • The buying timeline

Afford it

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3 beds
35 listings
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New construction
With a pool

Homes Under $500K in Jackson, WI

Homes Under $500K in Jackson, WI

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24 of 35 Listings
Map

Homes Under $500K in Jackson, WI

24 of 35 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #58131-90

Call Thomas
  1. W218N16071 Tiger Lily Drive — photo34Active

    $490,000

    3 bd · — ba · 1,720 sqft

    W218N16071 Tiger Lily Drive, Jackson, WI

    LETS GO! Realty Group* · Keller Williams Realty-Milwaukee Southwest

  2. W218N16071 Tiger Lily Dr — photo31Active

    $490,000

    3 bd · 2 ba · 1,720 sqft

    W218N16071 Tiger Lily Dr, Jackson, WI

    LETS GO! Realty Group* · Keller Williams Realty-Milwaukee Southwest

  3. W205N16469 Cranberry Creek Lane — photo26Active

    $359,000

    3 bd · — ba · 1,924 sqft

    W205N16469 Cranberry Creek Lane, Jackson, WI

    Christopher Michala · Standard Real Estate Services, LLC

  4. 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

  5. N168W21700 Main Street — photo9Active

    $75,000

    3 bd · — ba · 1,120 sqft

    N168W21700 Main Street, Jackson, WI

    Chris Slinker · Berkshire Hathaway HomeServices Water City Realty

  6. W219N16314 Jasmine Court — photo8Active

    $418,900

    3 bd · — ba · 1,404 sqft

    W219N16314 Jasmine Court, Jackson, WI

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

  7. W219N16314 Jasmine Ct — photo8Active

    $418,900

    3 bd · 2 ba · 1,404 sqft

    W219N16314 Jasmine Ct, Jackson, WI

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

  8. N168W20920 Main St — photo18Active

    $249,000

    3 bd · 2 ba · 2,350 sqft

    N168W20920 Main St, Jackson, WI

    Wendy Wendorf · Homestead Realty, Inc

  9. N162W21885 Poppy Rd — photo6Active

    $384,900

    2 bd · 2 ba · 1,169 sqft

    N162W21885 Poppy Rd, Jackson, WI

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

  10. W197N16879 Stonewall Drive — photo13Active

    $319,900

    3 bd · — ba · 1,848 sqft

    W197N16879 Stonewall Drive, Jackson, WI

    Glen Hupfer · RE/MAX United - West Bend

  11. N162W21865 Poppy Rd — photo6Active

    $405,900

    3 bd · 2 ba · 1,405 sqft

    N162W21865 Poppy Rd, Jackson, WI

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

  12. 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

  13. 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

  14. N173W20130 Raymond Road — photo44Active

    $439,900

    4 bd · — ba · 2,203 sqft

    N173W20130 Raymond Road, Jackson, WI

    Aaron George · SUV Properties LLC

  15. N173W20130 Raymond Rd — photo44Active

    $439,900

    4 bd · 2 ba · 2,203 sqft

    N173W20130 Raymond Rd, Jackson, WI

    Aaron George · SUV Properties LLC

  16. 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

  17. N173W20011 Creekside Drive — photo29Active

    $489,900

    3 bd · — ba · 1,980 sqft

    N173W20011 Creekside Drive, Jackson, WI

    Colleen Tarantino · Redefined Realty Advisors LLC

  18. N160W19520 Clover Ln — photo31Active

    $424,999

    3 bd · 2 ba · 2,000 sqft

    N160W19520 Clover Ln, Jackson, WI

    Rebecca Turley · Compass RE WI-Tosa

  19. W206N16753 Blackberry Circle 1727 — photo23Active

    $259,900

    2 bd · — ba · 1,575 sqft

    W206N16753 Blackberry Circle 1727, Jackson, WI

    Kimberly Laufer · Leitner Properties

  20. W201N16255 Ash Dr — photo21Active

    $379,900

    3 bd · 2 ba · 1,676 sqft

    W201N16255 Ash Dr, Jackson, WI

    Sherrie Reuter · Keller Williams Prestige

  21. N170W20010 Hunters Rd — photo51Active

    $394,900

    3 bd · 1 ba · 1,653 sqft

    N170W20010 Hunters Rd, Jackson, WI

    Stephanie Long · RE/MAX United - Cedarburg

  22. W206N16377 Marshland Dr — photo38Active

    $474,900

    4 bd · 2 ba · 2,384 sqft

    W206N16377 Marshland Dr, Jackson, WI

    Rudy Gudgeon · North Shore Realty Group, LLC.

  23. 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

  24. 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

12

Explore Jackson homes

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    • New construction
    • With a pool

    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

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 13 sales · as of Aug 28, 2026

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

    Median list price
    $450,000
    Homes for sale
    43

    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.