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Homes Under $500K in Waukesha, WI
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3 bedsNew construction

Homes Under $500K in Waukesha, WI

Homes Under $500K in Waukesha, WI

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24 of 141 Listings
Map

Homes Under $500K in Waukesha, WI

24 of 141 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #58131-90

Call Thomas
  1. 1462 Cleveland Ave — photoNew15Active

    $269,900

    2 bd · 1 ba · 1,113 sqft

    1462 Cleveland Ave, Waukesha, WI

    Blake Retzer · Premier Point Realty LLC

  2. 1903 Sunkist Ave — photoNew25Active

    $369,000

    3 bd · 2 ba · 1,584 sqft

    1903 Sunkist Ave, Waukesha, WI

    Danielle Dieringer · Realty Executives - Integrity

  3. S55W23639 Hickory Ridge Dr — photoNew38Active

    $489,900

    3 bd · 1 ba · 2,066 sqft

    S55W23639 Hickory Ridge Dr, Waukesha, WI

    Corey Paszkiewicz · EXP Realty, LLC~MKE

  4. 1616 Haymarket Rd — photo33Active

    $385,000

    3 bd · 2 ba · 1,375 sqft

    1616 Haymarket Rd, Waukesha, WI

    Melissa Engroff · Coldwell Banker Realty

  5. 2116 Harris Highland Dr — photo27Active

    $449,900

    3 bd · 2 ba · 1,679 sqft

    2116 Harris Highland Dr, Waukesha, WI

    Rose Garcia · Shorewest Realtors, Inc.

  6. 739 N Moreland Blvd — photo33Active

    $389,900

    4 bd · 1 ba · 2,166 sqft

    739 N Moreland Blvd, Waukesha, WI

    Jim Geracie · Realty Executives Integrity~Brookfield

  7. 1006 Wisteria Ln — photo56Active

    $399,000

    3 bd · 2 ba · 2,375 sqft

    1006 Wisteria Ln, Waukesha, WI

    Tina Ferlindes · Realty Executives - Integrity

  8. 115 N West Ave — photo36Active

    $275,000

    5 bd · 1 ba · 1,829 sqft

    115 N West Ave, Waukesha, WI

    The Vinz Real Estate Collectiv Group* · RE/MAX Preferred-Delafield

  9. 2615 Faringdon Ct — photo32Active

    $479,900

    5 bd · 3 ba · 3,257 sqft

    2615 Faringdon Ct, Waukesha, WI

    Carson Gallamore · The Real Estate Studio

  10. 606 Lee Ct — photoPrice Reduced21Active

    $350,000

    4 bd · 1 ba · 1,801 sqft

    606 Lee Ct, Waukesha, WI

    Mikel Kollmansberger · Shorewest Realtors, Inc.

  11. 634 E North St — photo26Active

    $215,000

    3 bd · 1 ba · 1,534 sqft

    634 E North St, Waukesha, WI

    Sandra Maylen · Lannon Stone Realty LLC

  12. 213 Richard St — photo43Active

    $389,900

    3 bd · 1 ba · 1,175 sqft

    213 Richard St, Waukesha, WI

    JJ Hausmann Team* · Compass RE WI-Lake Country

  13. 2104 Garland Ave — photo32Active

    $374,900

    3 bd · 1 ba · 1,648 sqft

    2104 Garland Ave, Waukesha, WI

    Matthew Losiniecki · Keller Williams Realty-Lake Country

  14. 1229 Ed-Mar Cir — photo25Active

    $310,000

    3 bd · 1 ba · 1,376 sqft

    1229 Ed-Mar Cir, Waukesha, WI

    Katherine Rowland · Shorewest Realtors, Inc.

  15. 2416 Brentwood Dr — photo46Active

    $425,000

    3 bd · 2 ba · 1,441 sqft

    2416 Brentwood Dr, Waukesha, WI

    Tom Sellhausen · Coldwell Banker Elite

  16. W262S3250 Ridge Rd — photo20Active

    $399,900

    3 bd · 2 ba · 1,308 sqft

    W262S3250 Ridge Rd, Waukesha, WI

    Gregory Chadwell · RE/MAX Lakeside-North

  17. 1147 Dresser Ave — photoPrice Reduced41Active

    $439,500

    3 bd · 2 ba · 1,456 sqft

    1147 Dresser Ave, Waukesha, WI

    Lien Team Real Estate Group* · First Weber Inc - Brookfield

  18. 1309 Pewaukee Rd — photo23Active

    $229,900

    4 bd · 2 ba · 1,648 sqft

    1309 Pewaukee Rd, Waukesha, WI

    James Olsen · Century 21 Affiliated-Wauwatosa

  19. 2844 Apache Pass — photo33Active

    $414,900

    3 bd · 2 ba · 2,598 sqft

    2844 Apache Pass, Waukesha, WI

    Robert Krieghoff · Coldwell Banker Realty

  20. 414 Prospect Ave — photo15Active

    $225,000

    1 bd · 1 ba · 1,100 sqft

    414 Prospect Ave, Waukesha, WI

    Mikel Kollmansberger · Shorewest Realtors, Inc.

  21. 1927 Michigan Ave — photo25Active

    $300,000

    3 bd · 1 ba · 1,290 sqft

    1927 Michigan Ave, Waukesha, WI

    Katherine Rumohr · Keller Williams Realty-Lake Country

  22. 1376 Aldoro Dr — photo36Active

    $395,000

    3 bd · 1 ba · 2,079 sqft

    1376 Aldoro Dr, Waukesha, WI

    Caitlin Dennis · Shorewest Realtors, Inc.

  23. 1917 Rustic Way — photo48Active

    $459,900

    3 bd · — ba · 2,198 sqft

    1917 Rustic Way, Waukesha, WI

    Newton Chang · EXP Realty, LLC MKE

  24. 2724 Oakcrest Drive — photo23Active

    $399,900

    3 bd · — ba · 1,608 sqft

    2724 Oakcrest Drive, Waukesha, WI

    Paul Liebe · Lake Country Flat Fee

12…6

About Homes Under $500K in Waukesha, WI

Homes Under $500K in Waukesha, WI: 141 active listings as of October 6, 2026, 00:35 UTC.

Property types among these 141 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 Residence11984.4%
Condominium2215.6%

Explore Waukesha 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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    Thomas O'Leary

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    Lic. #58131-90

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    Waukesha, WI community profile

    Population
    73,241
    Median income
    $81,838
    Housing units
    32,258
    People per sq. mi.
    854.6
    Area
    85.7 sq. mi.

    Source: HJN community data

    Waukesha housing market

    September 2026 · This period is still settling

    Waukesha 12-month median sale price trend

    Selling at 100.1% of asking price

    Sales here are closing essentially at asking. MLS · 102 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 21, 2026

    Median sale price
    $480,950$393,750–$652,500 typical range
    Price per sq. ft.
    $241
    Sales
    76
    Paid in cash
    21.1%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

    Median list price
    $499,900
    Homes for sale
    249
    Median days on market
    4 days

    Price trend · Assessor repeat sales, as of Sep 30, 2026

    Year-over-year
    18.0%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 2, 2026

    Median home size
    1,725 sq. ft.