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Luxury Homes in Oconomowoc, WI
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3 bedsNew constructionWith a pool

Luxury Homes in Oconomowoc, WI

Luxury Homes in Oconomowoc, WI

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14 Listings
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Luxury Homes in Oconomowoc, WI

14 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #58131-90

Call Thomas
  1. W358N6309 Ennis Road — photo45Active

    $1,300,000

    3 bd · — ba · 3,029 sqft

    W358N6309 Ennis Road, Oconomowoc, WI

    Erin Russell · Tim O'Brien Homes LLC

  2. W358N6309 Ennis Rd — photo46Active

    $1,300,000

    3 bd · 3 ba · 3,029 sqft

    W358N6309 Ennis Rd, Oconomowoc, WI

    Erin Russell · Tim O'Brien Homes LLC

  3. W352N5282 Lake Drive — photo58Active

    $1,150,000

    2 bd · — ba · 1,128 sqft

    W352N5282 Lake Drive, Oconomowoc, WI

    Kimberly Stark · First Weber Inc - Delafield

  4. W352N5282 Lake Dr — photo55Active

    $1,150,000

    2 bd · 2 ba · 1,128 sqft

    W352N5282 Lake Dr, Oconomowoc, WI

    Kimberly Stark · First Weber Inc - Delafield

  5. N62W35607 Doolan Drive — photo55Active

    $1,150,000

    3 bd · — ba · 2,380 sqft

    N62W35607 Doolan Drive, Oconomowoc, WI

    Thomas Langan · Tom Langan Real Estate

  6. 3277 N Canterbury Lane — photo65Active

    $2,695,000

    5 bd · — ba · 10,150 sqft

    3277 N Canterbury Lane, Oconomowoc, WI

    Sewart Group* · Compass RE WI-Northshore

  7. N57W34599 Road G - — photo81Active

    $1,674,900

    3 bd · 2 ba · 2,571 sqft

    N57W34599 Road G -, Oconomowoc, WI

    Devin Piehl · First Weber Inc - Delafield

  8. N50W35310 Wisconsin Ave — photoPrice Reduced55Active

    $2,450,000

    2 bd · 2 ba · 2,010 sqft

    N50W35310 Wisconsin Ave, Oconomowoc, WI

    Devine Team* · The Real Estate Studio

  9. N50W35310 Wisconsin Avenue — photo55Active

    $2,450,000

    2 bd · — ba · 2,010 sqft

    N50W35310 Wisconsin Avenue, Oconomowoc, WI

    Devine Team* · The Real Estate Studio

  10. N63W35852 Frederick Dr — photo67Active

    $1,399,900

    4 bd · 4 ba · 3,953 sqft

    N63W35852 Frederick Dr, Oconomowoc, WI

    Jennifer Koutny · Grapevine Realty

  11. N84W36411 Riverwood Lane — photo74Active

    $2,349,999

    5 bd · — ba · 8,500 sqft

    N84W36411 Riverwood Lane, Oconomowoc, WI

    Sharon Tomlinson · Shorewest Realtors, Inc.

  12. N63W35852 Frederick Drive — photo65Active

    $1,399,900

    4 bd · — ba · 3,953 sqft

    N63W35852 Frederick Drive, Oconomowoc, WI

    Jennifer Koutny · Grapevine Realty

  13. 180 Monastery Hill Drive — photo66Active

    $1,225,000

    4 bd · — ba · 4,108 sqft

    180 Monastery Hill Drive, Oconomowoc, WI

    JJ Hausmann Team* · Compass RE WI-Lake Country

  14. 904 W Labelle Avenue — photo52Active

    $2,100,000

    3 bd · — ba · 3,380 sqft

    904 W Labelle Avenue, Oconomowoc, WI

    Amy Russell · Stapleton Realty

Explore Oconomowoc homes

By price

  • Under $300K
  • Under $500K
  • Under $700K
  • Luxury

By bedrooms

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By type

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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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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.
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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 · 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%
  • By feature

    • New construction
    • With a pool

    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #58131-90

    Call Thomas