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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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16 of 43 Listings
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Homes Under $500K in Oconomowoc, WI

16 of 43 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #58131-90

Call Thomas
  1. 235 W South Street — photo9Active

    $439,900

    5 bd · — ba · 1,700 sqft

    235 W South Street, Oconomowoc, WI

    Todd Wage · Lannon Stone Realty LLC

  2. 29 S Locust Street — photo9Active

    $259,900

    4 bd · — ba · 1,536 sqft

    29 S Locust Street, Oconomowoc, WI

    James Stefl · Fathom Realty, LLC

  3. 668 Tulip Court — photo25Active

    $449,900

    3 bd · — ba · 2,115 sqft

    668 Tulip Court, Oconomowoc, WI

    Paul Liebe · Lake Country Flat Fee

  4. 334 W 2nd St — photo30Active

    $269,900

    2 bd · 1 ba · 1,268 sqft

    334 W 2nd St, Oconomowoc, WI

    Tony Wendorf & Associates Team* · Keller Williams Realty-Lake Country

  5. 320 E Pleasant Street 106 — photo33Active

    $449,000

    2 bd · — ba · 1,222 sqft

    320 E Pleasant Street 106, Oconomowoc, WI

    Christine Leny · Lannon Stone Realty LLC

  6. W398N6054 Autumn Woods Drive — photo28Active

    $339,000

    2 bd · — ba · 1,824 sqft

    W398N6054 Autumn Woods Drive, Oconomowoc, WI

    Ken Herro · Oconomowoc Realty LLC

  7. 723 N Roosevelt Avenue — photo30Active

    $330,000

    3 bd · — ba · 1,134 sqft

    723 N Roosevelt Avenue, Oconomowoc, WI

    Nata Nash · Prolific Realty Group

  8. 1097 Elderberry Road — photo5Active

    $459,900

    2 bd · — ba · 1,304 sqft

    1097 Elderberry Road, Oconomowoc, WI

    Rachael Bublitz · Shorewest Realtors, Inc.

  9. 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

  10. 1544 Riverdale Dr — photo24Active

    $455,000

    3 bd · 2 ba · 1,793 sqft

    1544 Riverdale Dr, Oconomowoc, WI

    Susan Passer · Best Realty of Edgerton

  11. 1544 Riverdale Drive — photo24Active

    $455,000

    3 bd · — ba · 1,793 sqft

    1544 Riverdale Drive, Oconomowoc, WI

    Susan Passer · Best Realty of Edgerton

  12. 928 Tanglewood Ct — photoPrice Reduced33Active

    $459,900

    3 bd · 2 ba · 1,771 sqft

    928 Tanglewood Ct, Oconomowoc, WI

    Jacob Schneider Group* · Century 21 Affiliated - Delafield

  13. 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

  14. N645 North Avenue — photo48Active

    $475,000

    3 bd · — ba · 1,632 sqft

    N645 North Avenue, Oconomowoc, WI

    Melissa Dooley · Heritage Realty

  15. N70W39060 Foster Drive — photo18Active

    $450,000

    3 bd · — ba · 1,608 sqft

    N70W39060 Foster Drive, Oconomowoc, WI

    Thomas Zernia · Boss Realty, LLC

  16. 317 E Pleasant St — photoPrice Reduced31Active

    $360,000

    3 bd · 1 ba · 1,631 sqft

    317 E Pleasant St, Oconomowoc, WI

    Bonnie Lewis-Tschannen · Stapleton Realty

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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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

Oconomowoc 12-month median sale price trend

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 87 sales · as of Aug 31, 2026

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

Median sale price
$590,000$432,500–$702,450 typical range
Sales
59
Paid in cash
33.9%

Homes on the market · MLS, as of 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
5.4%
  • Co-ops
  • By feature

    • New construction
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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #58131-90

    Call Thomas