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Homes Under $500K in Jackson, WI
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61 listings
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Homes Under $500K in Jackson, WI

Homes Under $500K in Jackson, WI

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22 of 61 Listings
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Homes Under $500K in Jackson, WI

22 of 61 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #58131-90

Call Thomas
  1. 28735 Three Mile Road — photoNew57Active

    $450,000

    3 bd · 2 ba · 1,142 sqft

    28735 Three Mile Road, Jackson, WI

    Lakeside Realty Group

  2. 28933 Treasure Island Road — photo75Active

    $310,000

    4 bd · 2 ba · 1,760 sqft

    28933 Treasure Island Road, Jackson, WI

    Edina Realty, Inc.

  3. 2684 Country Aire Dr — photo24Active

    $420,000

    4 bd · 1 ba · 1,648 sqft

    2684 Country Aire Dr, Jackson, WI

    Wendy Wendorf · Homestead Realty, Inc

  4. 28933 Treasure Island Road — photo60Active

    $310,000

    4 bd · 2 ba · 1,760 sqft

    28933 Treasure Island Road, Jackson, WI

    Edina Realty, Corp. - Siren

  5. N171W19840 Cherry Hill Ct — photo33Active

    $399,900

    3 bd · 3 ba · 1,886 sqft

    N171W19840 Cherry Hill Ct, Jackson, WI

    MK & Partners Team* · The Wisconsin Real Estate Group

  6. N162W21867 Poppy Rd — photo16Active

    $383,793

    3 bd · 2 ba · 1,317 sqft

    N162W21867 Poppy Rd, Jackson, WI

    Patrick Pountney · Grapevine Realty

  7. 2840 Church Rd — photo24Active

    $429,000

    3 bd · 2 ba · 1,460 sqft

    2840 Church Rd, Jackson, WI

    Tyler Vandermolen · Real Broker Milwaukee

  8. 1760 Western Ave — photo21Active

    $439,900

    3 bd · 2 ba · 1,200 sqft

    1760 Western Ave, Jackson, WI

    Brian Feucht · Boss Realty, LLC

  9. 3568 Deer Lodge Lane — photo54Active

    $296,999

    3 bd · 2 ba · 1,920 sqft

    3568 Deer Lodge Lane, Jackson, WI

    Lakeside Realty Group

  10. 28755 Spotted Fawn Drive — photo10Active

    $225,000

    2 bd · 2 ba · 1,976 sqft

    28755 Spotted Fawn Drive, Jackson, WI

    Dane Arthur Real Estate Agency/Siren

  11. 27901 Point Lake Road — photo51Active

    $489,000

    3 bd · 2 ba · 1,552 sqft

    27901 Point Lake Road, Jackson, WI

    CENTURY 21 Property Professionals

  12. N162W21919 Poppy Rd — photoPrice Reduced5Active

    $372,900

    3 bd · 2 ba · 1,405 sqft

    N162W21919 Poppy Rd, Jackson, WI

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

  13. N162W21939 Poppy Rd — photoPrice Reduced6Active

    $374,900

    3 bd · 2 ba · 1,405 sqft

    N162W21939 Poppy Rd, Jackson, WI

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

  14. 3147 2nd Court — photo40Active

    $350,000

    2 bd · 2 ba · 1,778 sqft

    3147 2nd Court, Jackson, WI

    John Mevis · First Weber Inc

  15. 4120 Mallard Lake Road — photo49Active

    $424,900

    2 bd · 1 ba · 660 sqft

    4120 Mallard Lake Road, Jackson, WI

    Joe Kvidera · CENTURY 21 Property Professionals

  16. W197N17128 Stonewall Drive — photo23Active

    $275,900

    2 bd · — ba · 1,271 sqft

    W197N17128 Stonewall Drive, Jackson, WI

    Jaclynn Lighthizer · Homestead Advisors

  17. 373 Fish Court — photo41Active

    $325,000

    3 bd · 1 ba · 1,840 sqft

    373 Fish Court, Jackson, WI

    Kirk Kettleson · Century 21 Affiliated

  18. N162W21883 Poppy Road — photo4Active

    $399,900

    2 bd · — ba · 1,169 sqft

    N162W21883 Poppy Road, Jackson, WI

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

  19. N162W21883 Poppy Rd — photoPrice Reduced10Active

    $389,900

    2 bd · 2 ba · 1,169 sqft

    N162W21883 Poppy Rd, Jackson, WI

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

  20. N167W19761 Spruce Street 31 — photo1Active

    $325,000

    3 bd · — ba · 1,430 sqft

    N167W19761 Spruce Street 31, Jackson, WI

    Roy Ramos · Hillcrest Realty

  21. N167W19771 Spruce Street 32 — photo1Active

    $325,000

    3 bd · — ba · 1,430 sqft

    N167W19771 Spruce Street 32, Jackson, WI

    Roy Ramos · Hillcrest Realty

  22. N167W19791 Spruce Street 42 — photo1Active

    $325,000

    3 bd · — ba · 1,430 sqft

    N167W19791 Spruce Street 42, Jackson, WI

    Roy Ramos · Hillcrest Realty

123

About Homes Under $500K in Jackson, WI

Homes Under $500K in Jackson, WI: 61 active listings as of October 24, 2026, 06:58 UTC.

Property types among these 61 listings, by the property type each listing’s MLS reports, spelled as the MLS spells it. Types with fewer than 5 listings, and listings whose MLS reports no type, are not shown, so the shares can total less than 100%.
Property typeListingsShare
Single Family Residence5285.2%
Condominium914.8%
Realty.com

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.

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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.
  • 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

    September 2026 · This period is still settling

    Selling at 100.4% of asking price

    Sales here are closing essentially at asking. MLS · 14 sales · as of Sep 29, 2026

    Homes on the market · MLS, as of Sep 27, 2026

    Median list price
    $424,999
    Homes for sale
    47

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 26, 2026

    Median home size
    2,060 sq. ft.