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Homes Under $500K in Oconomowoc, WI
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3 bedsNew constructionWith a pool

Homes Under $500K in Oconomowoc, WI

Homes Under $500K in Oconomowoc, WI

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17 of 38 Listings
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Homes Under $500K in Oconomowoc, WI

17 of 38 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #58131-90

Call Thomas
  1. 642 Summit Ave — photoPrice Reduced17Active

    $299,000

    3 bd · 1 ba · 1,123 sqft

    642 Summit Ave, Oconomowoc, WI

    G. Kirk Bennett, Jr · Byowner.com

  2. 924 N Oakwood Avenue — photo27Active

    $499,900

    4 bd · — ba · 2,166 sqft

    924 N Oakwood Avenue, Oconomowoc, WI

    Sarah Floyd · MKE Realty Group LLC

  3. 1544 Riverdale Dr — photo24Active

    $455,000

    3 bd · 2 ba · 1,793 sqft

    1544 Riverdale Dr, Oconomowoc, WI

    Susan Passer · Best Realty of Edgerton

  4. 1544 Riverdale Drive — photo24Active

    $455,000

    3 bd · — ba · 1,793 sqft

    1544 Riverdale Drive, Oconomowoc, WI

    Susan Passer · Best Realty of Edgerton

  5. 928 Tanglewood Court — photo36Active

    $459,900

    3 bd · — ba · 1,771 sqft

    928 Tanglewood Court, Oconomowoc, WI

    Jacob Schneider Group* · Century 21 Affiliated - Delafield

  6. 229 S Concord Rd — photo24Active

    $354,900

    3 bd · 1 ba · 1,339 sqft

    229 S Concord Rd, Oconomowoc, WI

    Shay Froemming · Froemming Realty LLC

  7. N645 North Avenue — photo48Active

    $489,000

    3 bd · — ba · 1,632 sqft

    N645 North Avenue, Oconomowoc, WI

    Melissa Dooley · Heritage Realty

  8. N70W39060 Foster Drive — photo22Active

    $450,000

    3 bd · — ba · 1,608 sqft

    N70W39060 Foster Drive, Oconomowoc, WI

    Thomas Zernia · Boss Realty, LLC

  9. W389N7644 Pennsylvania St — photo35Active

    $449,900

    3 bd · 2 ba · 1,803 sqft

    W389N7644 Pennsylvania St, Oconomowoc, WI

    Sarah Steelman · Lannon Stone Realty LLC

  10. 317 E Pleasant St — photo31Active

    $375,000

    3 bd · 1 ba · 1,631 sqft

    317 E Pleasant St, Oconomowoc, WI

    Bonnie Lewis-Tschannen · Stapleton Realty

  11. 980 Bartlett Dr — photo25Active

    $479,900

    5 bd · 2 ba · 1,906 sqft

    980 Bartlett Dr, Oconomowoc, WI

    Paul Liebe · Lake Country Flat Fee

  12. 1326 Orchard Terrace — photo24Active

    $479,500

    2 bd · — ba · 1,084 sqft

    1326 Orchard Terrace, Oconomowoc, WI

    Mary Steinke · Shorewest Realtors, Inc.

  13. 136 S Maple St — photo39Active

    $389,500

    3 bd · 2 ba · 1,264 sqft

    136 S Maple St, Oconomowoc, WI

    Christy Weber · Avanti Realty LLC

  14. 686 S Concord Road — photo18Active

    $499,900

    4 bd · — ba · 2,214 sqft

    686 S Concord Road, Oconomowoc, WI

    Michael Conigliaro · Expert Realty

  15. N7928 Green Tree Lane — photo26Active

    $389,900

    3 bd · — ba · 2,591 sqft

    N7928 Green Tree Lane, Oconomowoc, WI

    Keith Prudlow · Homeowners Concept Save More Realty

  16. 416 E Jefferson St — photo28Active

    $459,000

    3 bd · 2 ba · 1,445 sqft

    416 E Jefferson St, Oconomowoc, WI

    Jacklyn Rynish-Knapp · Keller Williams-MNS Wauwatosa

  17. N7791 Maple Ridge Road — photo40Active

    $489,900

    3 bd · — ba · 2,650 sqft

    N7791 Maple Ridge Road, Oconomowoc, WI

    Mark Schulz · Redefined Realty Advisors LLC

12

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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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  • By feature

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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #58131-90

    Call Thomas

    Oconomowoc, WI community profile

    Population
    18,644
    Median income
    $96,663
    Housing units
    8,169
    People per sq. mi.
    166
    Area
    112.3 sq. mi.

    Source: HJN community data

    Oconomowoc housing market

    August 2026 · This period is still settling

    Oconomowoc 12-month median sale price trend

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 73 sales · as of Aug 28, 2026

    Homes that sold · County records, as of Aug 17, 2026

    Median sale price
    $497,000$297,500–$674,950 typical range
    Sales
    23
    Paid in cash
    34.8%

    Homes on the market · MLS, as of Aug 28, 2026–Aug 31, 2026

    Median list price
    $649,900
    Homes for sale
    161
    Median days on market
    5 days

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

    Year-over-year
    -7.0%