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2 Bedroom Homes in Oconomowoc, WI
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3 bedsNew construction

2 Bedroom Homes in Oconomowoc, WI

2 Bedroom Homes in Oconomowoc, WI

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12 Listings
Map

2 Bedroom Homes in Oconomowoc, WI

12 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #58131-90

Call Thomas
  1. 853 Stirling Drive Bldg 21, 42 — photo26Active

    $549,900

    2 bd · — ba · 1,631 sqft

    853 Stirling Drive Bldg 21, 42, Oconomowoc, WI

    Paige Sederberg · Harbor Homes Inc

  2. 855 Stirling Drive Bldg 21, 41 — photo24Active

    $559,900

    2 bd · — ba · 1,631 sqft

    855 Stirling Drive Bldg 21, 41, Oconomowoc, WI

    Paige Sederberg · Harbor Homes Inc

  3. 215 E Pleasant Street 506 — photo59Active

    $1,160,000

    2 bd · — ba · 1,446 sqft

    215 E Pleasant Street 506, Oconomowoc, WI

    Michael Fitzpatrick · First Weber Inc - Delafield

  4. 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

  5. W398N6054 Autumn Woods Drive — photo28Active

    $339,000

    2 bd · — ba · 1,824 sqft

    W398N6054 Autumn Woods Drive, Oconomowoc, WI

    Ken Herro · Oconomowoc Realty LLC

  6. 1061 Regent Road 612 — photo24Active

    $229,000

    2 bd · — ba · 1,012 sqft

    1061 Regent Road 612, Oconomowoc, WI

    Paul Stevens · Milwaukee Flat Fee Homes

  7. 173 N Lapham Street 306 — photo26Active

    $419,900

    2 bd · — ba · 1,518 sqft

    173 N Lapham Street 306, Oconomowoc, WI

    Paul Liebe · Lake Country Flat Fee

  8. 1614 Belmont Lane 35B — photo9Active

    $644,900

    2 bd · — ba · 1,571 sqft

    1614 Belmont Lane 35B, Oconomowoc, WI

    Tosca Russo · Kings Way Realty, LLC

  9. 1612 Belmont Lane 36B — photo6Active

    $644,900

    2 bd · — ba · 1,571 sqft

    1612 Belmont Lane 36B, Oconomowoc, WI

    Tosca Russo · Kings Way Realty, LLC

  10. 597 Pioneer Court 23 Left — photo15Active

    $624,900

    2 bd · — ba · 1,838 sqft

    597 Pioneer Court 23 Left, Oconomowoc, WI

    John Protiva · Century 21 Affiliated - Delafield

  11. 1383 Prairie Creek Circle 16E — photo29Active

    $694,900

    2 bd · — ba · 1,942 sqft

    1383 Prairie Creek Circle 16E, Oconomowoc, WI

    Josie Piazza · Kings Way Realty, LLC

  12. 1388 Prairie Creek Circle 12E — photo32Active

    $679,900

    2 bd · — ba · 1,942 sqft

    1388 Prairie Creek Circle 12E, Oconomowoc, WI

    Josie Piazza · Kings Way Realty, LLC

Explore Oconomowoc homes

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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

    September 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 · 46 sales · as of Sep 30, 2026

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

    Median sale price
    $475,000$396,750–$645,500 typical range
    Sales
    32
    Paid in cash
    21.9%

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

    Median list price
    $644,900
    Homes for sale
    200
    Median days on market
    9 days

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

    Year-over-year
    -24.4%