14,702

Oconomowoc, WI Homes

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  • /48

    $725,000 Open Sat 11:30AM - 1PM

    • 3 Beds
    • 3 Baths
    • 2,597 Sq Ft

    1016 Ann Marie Way, Oconomowoc, WI 53066

    Welcome to refined living on Ann Marie Way in The Glen of Oconomowoc, where elevated design meets everyday comfort. The main level features vaulted ceilings, an open-concept layout, and walls of windows that fill the space with natural light. The chef-inspired kitchen offers generous workspace and flows seamlessly for entertaining. The primary suite provides a private, spa-like retreat with dual

    Judy Huebner House to Home Team Keller Williams Realty-Milwaukee North Shore

    1016 Ann Marie Way, Oconomowoc, WI 53066
  • /5

    $1,475 per month

    • 2 Beds
    • 1 Bath
    • 850 Sq Ft
    • Enjoy Lake Living!

    246 N Fowler St Unit LS10, Oconomowoc, WI 53066

    Enjoy lake living! Spacious apartment with ample closet space and extra storage. Heat, hot water, parking, sewer and trash removal all included. Laundry facilities on site. Park-like yard with lake views, lake access, fishing piers and stand-up paddle-board and kayak racks. Optional garage parking for an additional fee. We are walking distance to downtown Oconomowoc, restaurants, shopping and

    246 N Fowler St Unit LS10, Oconomowoc, WI 53066
  • 1591 Creekview Ln, Oconomowoc, WI 53066

    $655,045 Sold Mar 27, 2026

    1591 Creekview Ln, Oconomowoc, WI 53066

    • 5 Beds
    • 2.5 Baths
    • 2,874 Sq Ft

    Last Sold Summary

    • 4% Above List Price
    • $228/SF
    • 142 Days On Market

    Current Estimated Value $641,667

    Last Listing Agent Joseph Behmke Kaerek Homes, Inc.

    1591 Creekview Ln, Oconomowoc, WI 53066
    • W344N7115 Timber Ridge Dr, Oconomowoc, WI 53066

      Not Listed For Sale

      W344N7115 Timber Ridge Dr, Oconomowoc, WI 53066

      • 4 Beds
      • 2.5 Baths
      • 2,282 Sq Ft
      • Built 1979
      W344N7115 Timber Ridge Dr, Oconomowoc, WI 53066

      Last Sold Summary

      • $219/SF
      • 98 Days On Market
      • Last Sold Price $500,000
      • Dec 03, 2024

      Last Listing Agent Reid Brueser T3 Realty, LLC

  • /29

    $549,900 Pending

    • 2 Beds
    • 2 Baths
    • 1,631 Sq Ft

    859 Stirling Dr Unit Bldg 20, Unit 39, Oconomowoc, WI 53066

    NEW CONSTRUCTION READY April 2026 - Luxury Ranch Condominium with 2 Bedroom plus Flex Room, featuring open design concept with 9' Ceilings throughout. Beautiful Gourmet Kitchen for entertaining with a large center island, beautiful soft close cabinetry, quartz countertops and appliances. Spacious Great Room features a stunning stone to ceiling fireplace and box tray ceiling! Flex Room with a door

    Paige Sederberg Harbor Homes Inc

    859 Stirling Dr Unit Bldg 20, Unit 39, Oconomowoc, WI 53066
  • /5

    $2,850 per month

    • 2 Beds
    • 3 Baths
    • 1,500 Sq Ft
    • Townhouse for Rent

    N55W34577 Road E, Oconomowoc, WI 53066

    Charming 2/3 bedroom house on Okauchee Lake: Available May 1st! Welcome to your tranquil lakeside retreat! Nestled along the picturesque shores of Okauchee Lake, this charming newly renovated 2/3 bedroom House offers a serene escape from the hustle and bustle of daily life. There are 3 levels. Top level has a spacious bedroom with one full bath and one half bath. Main level has an open

    N55W34577 Road E, Oconomowoc, WI 53066
  • 1117 Elderberry Rd, Oconomowoc, WI 53066

    $449,900 Sold Dec 17, 2025

    1117 Elderberry Rd, Oconomowoc, WI 53066

    • 3 Beds
    • 2 Baths
    • 1,592 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $283/SF
    • 100 Days On Market

    Veridian Homes Arrowood

    1117 Elderberry Rd, Oconomowoc, WI 53066
    • W381N8335 Rolling River Ct, Oconomowoc, WI 53066

      Est $715,063 Not Listed For Sale

      W381N8335 Rolling River Ct, Oconomowoc, WI 53066

      • 4 Beds
      • 3 Baths
      • 3,602 Sq Ft
      • Built 2007
      W381N8335 Rolling River Ct, Oconomowoc, WI 53066

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Ellen Rosario EXP Realty, LLC~MKE

  • /40

    $620,000 Open Sat 12PM - 1:30PM

    • 2 Beds
    • 2 Baths
    • 1,570 Sq Ft

    1615 Belmont Ln Unit 50, Oconomowoc, WI 53066

    Experience effortless luxury in this nearly new 2024 Kingsway-built condo in desirable Oconomowoc. Offering 1,579 sq ft, this immaculate 2-bedroom, 2-bath home features soaring 10-foot ceilings & upscale finishes throughout. The inviting great room showcases a stunning crossed-beam ceiling, creating warmth & architectural charm. The spacious primary suite impresses w/ a coiffured ceiling, large

    Pat Bolger Patrick Bolger Realty Group

    1615 Belmont Ln Unit 50, Oconomowoc, WI 53066
  • /5

    $1,375 per month

    • 1 Bed
    • 1 Bath
    • 740 Sq Ft
    • Enjoy Lake Living!

    246 N Fowler St Unit LS29, Oconomowoc, WI 53066

    Enjoy lake living! Spacious apartment ample closet space and extra storage. Heat, hot water, parking, sewer and trash removal all included. Laundry facilities on site. Park-like yard with lake views, lake access, fishing piers and stand-up paddle-board and kayak racks. Optional garage parking for an additional fee. We are walking distance to downtown Oconomowoc, restaurants, shopping and

    246 N Fowler St Unit LS29, Oconomowoc, WI 53066
  • 627 W Wisconsin Ave, Oconomowoc, WI 53066

    $422,000 Sold Apr 10, 2026

    627 W Wisconsin Ave, Oconomowoc, WI 53066

    • 3 Beds
    • 1.5 Baths
    • 1,569 Sq Ft

    Last Sold Summary

    • 14% Above List Price
    • $269/SF
    • 3 Days On Market

    Current Estimated Value $343,760

    Last Listing Agent Christel Penn Berkshire Hathaway HomeServices Sophia Barry Realty Group

    627 W Wisconsin Ave, Oconomowoc, WI 53066
    • W381N8165 Rolling River Cir, Oconomowoc, WI 53066

      Est $775,212 Not Listed For Sale

      W381N8165 Rolling River Cir, Oconomowoc, WI 53066

      • 5 Beds
      • 3.5 Baths
      • 3,600 Sq Ft
      • Built 2008
      W381N8165 Rolling River Cir, Oconomowoc, WI 53066

      Last Sold Summary

      • 6% Above List Price
      • $203/SF
      • 3 Days On Market
      • Last Sold Price $730,100
      • Jun 07, 2024

      Last Listing Agent Vicki LeRoy Realty Executives Integrity~Brookfield

  • /8

    $729,900 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,502 Sq Ft

    1750 Switchgrass St, Oconomowoc, WI 53066

    Welcome home to The JULIA PLAN by Stepping Stone Homes, an award-winning home builder. Open floor plan features 4 Beds, 3.5 Baths and a 3 Car garage. Lot is flat. The kitchen comes w/ quartz countertops, soft close cabinetry and LG appliance package. LVP flooring in kitchen, dinette, and great room. We equip our homes with Smart Technology. You will find quality craftsmanship throughout such as

    Amy Krieghoff Coldwell Banker Realty

    1750 Switchgrass St, Oconomowoc, WI 53066
  • /10

    $1,050 per month

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    322 W 5th St, Oconomowoc, WI 53066

    Charming 2-Bedroom Apartment in the Heart of OconomowocWelcome home to this inviting 2-bedroom, 1-bath apartment located at 322A W 5th St in beautiful Oconomowoc. Perfect blend of comfort and convenience in a quiet neighborhood just minutes from downtown.Features Include:Spacious living area with plenty of natural lightTwo comfortable bedrooms with ample closet

    322 W 5th St, Oconomowoc, WI 53066
  • W357N7134 Rainbow Terrace, Oconomowoc, WI 53066

    $400,000 Sold Nov 07, 2025

    W357N7134 Rainbow Terrace, Oconomowoc, WI 53066

    • 3 Beds
    • 1.5 Baths
    • 1,552 Sq Ft

    Last Sold Summary

    • 10% Below List Price
    • $258/SF
    • 69 Days On Market

    Current Estimated Value $410,042

    Last Listing Agent Steve Tajnai Doperalski Realty & Associates, LLC

    W357N7134 Rainbow Terrace, Oconomowoc, WI 53066
    • W335N7633 Stone Bank Rd, Oconomowoc, WI 53066

      Est $700,568 Not Listed For Sale

      W335N7633 Stone Bank Rd, Oconomowoc, WI 53066

      • 3 Beds
      • 2 Baths
      • 2,036 Sq Ft
      • Built 2007
      W335N7633 Stone Bank Rd, Oconomowoc, WI 53066

      Last Sold Summary

      • 5% Above List Price
      • $327/SF
      • 2 Days On Market
      • Last Sold Price $665,000
      • Nov 21, 2023

      Last Listing Agent Tina Stapelfeldt First Weber Inc - Delafield

  • /4

    $676,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,809 Sq Ft

    1260 Wild Rye Ln, Oconomowoc, WI 53066

    This home is under construction. This Rylee is a split-bedroom ranch home currently under construction. The oversized gathering room w/ GFP offers the opportunity to create multiple seating layouts. The kitchen has quartz counters, tile backsplash, a walk-in pantry, & a prep island w/ seating. While the secondary bedrooms & hall bath are located on one end of the home, the primary bedroom is

    Jennifer Durand Bielinski Homes, Inc.

    1260 Wild Rye Ln, Oconomowoc, WI 53066
  • 1195 Dorchester Dr, Oconomowoc, WI 53066

    $435,000 Sold Oct 28, 2025

    1195 Dorchester Dr, Oconomowoc, WI 53066

    • 3 Beds
    • 2.5 Baths
    • 2,310 Sq Ft

    Last Sold Summary

    • $188/SF

    Current Estimated Value $438,264

    Last Listing Agent Zoe Zeman First Weber Inc - Delafield

    1195 Dorchester Dr, Oconomowoc, WI 53066
    • 989 Prairieview Cir, Oconomowoc, WI 53066

      Est $673,014 Not Listed For Sale

      989 Prairieview Cir, Oconomowoc, WI 53066

      • 3 Beds
      • 2.5 Baths
      • 2,680 Sq Ft
      • Built 2010
      989 Prairieview Cir, Oconomowoc, WI 53066

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent The Italiano Team* Lake Country Flat Fee

  • /3

    $729,990 Under Contract

    • 5 Beds
    • 2.5 Baths
    • 3,013 Sq Ft

    1682 Switchgrass St, Oconomowoc, WI 53066

    HOUSE IS FRAMED - APPROXIMATE COMPLETION SEPTEMBER 2026. 5 bedrooms/2.5 baths/Flex room or Bedroom #6/elite series 2-story. Basement has 1 egress slider window & drain/vent rough-in for future full bath. Corner ceramic tiled walk-in shower/2 shower heads/granite or equivalent vanity tops/double sinks in master bath. Family bath double sinks. 2 WIC's master suite. 9' first floor ceilings/pitched

    Joseph Behmke Kaerek Homes, Inc.

    1682 Switchgrass St, Oconomowoc, WI 53066
  • N1W33808 Abitz Rd, Oconomowoc, WI 53066

    $940,000 Sold May 30, 2025

    N1W33808 Abitz Rd, Oconomowoc, WI 53066

    • 4 Beds
    • 2.5 Baths
    • 3,453 Sq Ft

    Last Sold Summary

    • 5% Below List Price
    • $272/SF
    • 6 Days On Market

    Current Estimated Value $938,699

    Last Listing Agent Brian Paul RE/MAX Lakeside-Central

    N1W33808 Abitz Rd, Oconomowoc, WI 53066
  • /48

    $639,900 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 3,381 Sq Ft

    N66W35104 Lappland Crossing, Oconomowoc, WI 53066

    Spectacular 4BD/2.5BA home on a 1.15 acre lot in highly desirable Norwegian Meadows! This custom built home offers an inviting foyer leading to the lovely kitchen w/granite counters, ample cabinets, & spacious dining area! Front flex room is great for a den, play room, or formal dining. Expansive step down great room w/fireplace and views of the serene backyard. Main floor laundry w/storage.

    Joseph Jewell Lake Country Flat Fee

    N66W35104 Lappland Crossing, Oconomowoc, WI 53066
  • 1529 Miller Ct, Oconomowoc, WI 53066

    $706,500 Sold Nov 03, 2025

    1529 Miller Ct, Oconomowoc, WI 53066

    • 4 Beds
    • 3 Baths
    • 3,155 Sq Ft

    Last Sold Summary

    • 2% Above List Price
    • $224/SF
    • 1 Day On Market

    Current Estimated Value $705,233

    Last Listing Agent Elizabeth Klug Keller Williams Realty-Lake Country

    1529 Miller Ct, Oconomowoc, WI 53066
    • W358N5893 Surrey Dr, Oconomowoc, WI 53066

      Est $483,894 Not Listed For Sale

      W358N5893 Surrey Dr, Oconomowoc, WI 53066

      • Studio
      • 2,830 Sq Ft
      • Built 1974
      W358N5893 Surrey Dr, Oconomowoc, WI 53066

      Last Sold Summary

      • 5% Above List Price
      • $163/SF
      • 2 Days On Market
      • Last Sold Price $460,000
      • Jun 05, 2024

      Last Listing Agent Richard Reith Shorewest Realtors, Inc.

  • /4

    $689,990 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,748 Sq Ft

    1745 Hammock Ln, Oconomowoc, WI 53066

    HOUSE IS FRAMED - APPROX FINISH AUGUST '26. 4 bedrooms/2.5 baths/flex room/elite 2-story design. Basement has 1 egress slider window & drain/vent rough-in for future full bath. Ceramic tiled shower w/2 shower heads/double sinks/granite or equivalent vanity tops in master. Double sinks family bath. WIC's all bedrooms. 9' first floor ceilings/tray ceiling master bedroom. Wide millwork/paneled

    Joseph Behmke Kaerek Homes, Inc.

    1745 Hammock Ln, Oconomowoc, WI 53066
  • 1277 Niagara Rd, Oconomowoc, WI 53066

    $660,000 Sold May 21, 2025

    1277 Niagara Rd, Oconomowoc, WI 53066

    • 3 Beds
    • 4 Baths
    • 3,354 Sq Ft

    Last Sold Summary

    • 5% Above List Price
    • $197/SF
    • 0 Days On Market

    Current Estimated Value $680,866

    Last Listing Agent Brian Widenski Mahler Sotheby's International Realty-Lake Country

    1277 Niagara Rd, Oconomowoc, WI 53066
    • 111 S Maple St, Oconomowoc, WI 53066

      Est $365,645 Not Listed For Sale

      111 S Maple St, Oconomowoc, WI 53066

      • 3 Beds
      • 1.5 Baths
      • 1,301 Sq Ft
      • Built 1901
      111 S Maple St, Oconomowoc, WI 53066

      Last Sold Summary

      • 4% Above List Price
      • $269/SF
      • 1 Day On Market
      • Last Sold Price $350,000
      • Jun 07, 2024

      Last Listing Agent Gerald DeJong Shorewest Realtors, Inc.

  • /14

    $649,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,943 Sq Ft

    2928 Winnebago Dr, Oconomowoc, WI 53066

    Beautiful 3BR/2BA ranch in the Village of Summit! This well-maintained, like new home features a spacious kitchen with walk in pantry, cozy gas fireplace, and durable LVP flooring throughout. Functional mudroom with built-in lockers adds everyday convenience. Enjoy an active lifestyle in this beautiful subdivision offering 5 miles of scenic walking trails, a community pool, basketball and

    Laurie Flatt Keller Williams Realty-Lake Country

    2928 Winnebago Dr, Oconomowoc, WI 53066
  • 1750 Hammock Ln, Oconomowoc, WI 53066

    $659,900 Sold Oct 17, 2025

    1750 Hammock Ln, Oconomowoc, WI 53066

    • 4 Beds
    • 2.5 Baths
    • 2,386 Sq Ft

    Last Sold Summary

    • 2% Below List Price
    • $277/SF
    • 50 Days On Market

    Last Listing Agent Greggory Schmidt Gregg Schmidt Realty LLC

    1750 Hammock Ln, Oconomowoc, WI 53066
    • 1770 Mineral Springs Blvd, Oconomowoc, WI 53066

      Est $804,595 Not Listed For Sale

      1770 Mineral Springs Blvd, Oconomowoc, WI 53066

      • 4 Beds
      • 3.5 Baths
      • 3,683 Sq Ft
      • Built 2005
      1770 Mineral Springs Blvd, Oconomowoc, WI 53066

      Last Sold Summary

      • 28% Above List Price
      • $170/SF
      • 27 Days On Market
      • Last Sold Price $627,000
      • Oct 17, 2023

      Last Listing Agent Brian Fendry Berkshire Hathaway Metro Lakes

  • /8

    $799,990 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,806 Sq Ft

    1754 Switchgrass St, Oconomowoc, WI 53066

    House in rough trades. Completion 2026. 4 bedrooms/2.5 bath/elite series split ranch. Basement has 1 egress slider window & drain/vent rough-in for future full bath. Ceramic tiled walk-in shower w/2 shower heads/double sinks in master bath. Double sinks family bath. WIC's all bedrooms. 9' main floor ceilings/pitched ceiling in living room & foyer/tray ceiling master bedroom. Box-tray ceiling in

    Joseph Behmke Kaerek Homes, Inc.

    1754 Switchgrass St, Oconomowoc, WI 53066
  • 1630 Creekview Ln, Oconomowoc, WI 53066

    $638,895 Sold Oct 03, 2025

    1630 Creekview Ln, Oconomowoc, WI 53066

    • 3 Beds
    • 2 Baths
    • 2,004 Sq Ft

    Last Sold Summary

    • 6% Above List Price
    • $319/SF
    • 259 Days On Market

    Current Estimated Value $635,538

    Last Listing Agent Joseph Behmke Kaerek Homes, Inc.

    1630 Creekview Ln, Oconomowoc, WI 53066
    • N61W35376 Mariner Ct, Oconomowoc, WI 53066

      Est $644,904 Not Listed For Sale

      N61W35376 Mariner Ct, Oconomowoc, WI 53066

      • 4 Beds
      • 2 Baths
      • 2,052 Sq Ft
      • Built 1977
      N61W35376 Mariner Ct, Oconomowoc, WI 53066

      Last Sold Summary

      • 4% Above List Price
      • $302/SF
      • 3 Days On Market
      • Last Sold Price $620,000
      • May 14, 2024

      Last Listing Agent Paul Liebe Lake Country Flat Fee

  • /17

    $646,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,289 Sq Ft

    1343 Periwinkle Pass, Oconomowoc, WI 53066

    INSTALLING CERAMIC FLOORS- APPROX. COMPLETION SEPTEMBER 2026. 4 bedrooms/2.5 baths/elite series split ranch. 9' foundation wall/1 egress slider window/drain-vent rough in for future full bath in basement. Ceramic tiled walk-in shower/2 shower heads/double sinks/granite or equivalent vanity tops. Double sinks in family bath. 9' main floor ceilings/10' ceilings in foyer, living room,

    Joseph Behmke Kaerek Homes, Inc.

    1343 Periwinkle Pass, Oconomowoc, WI 53066
  • W358N5045 Lakeshore Dr, Oconomowoc, WI 53066

    $486,000 Sold Apr 30, 2026

    W358N5045 Lakeshore Dr, Oconomowoc, WI 53066

    • 4 Beds
    • 1.5 Baths
    • 2,140 Sq Ft

    Last Sold Summary

    • 1% Below List Price
    • $227/SF
    • 3 Days On Market

    Current Estimated Value $500,211

    Last Listing Agent Jennifer Dassow Century 21 Benefit Realty

    W358N5045 Lakeshore Dr, Oconomowoc, WI 53066
    • 830 N Oakwood Ave, Oconomowoc, WI 53066

      Est $378,340 Not Listed For Sale

      830 N Oakwood Ave, Oconomowoc, WI 53066

      • 2 Beds
      • 1.5 Baths
      • 1,616 Sq Ft
      • Built 1956
      830 N Oakwood Ave, Oconomowoc, WI 53066

      Last Sold Summary

      • 7% Above List Price
      • $220/SF
      • 2 Days On Market
      • Last Sold Price $355,000
      • Jul 31, 2024

      Last Listing Agent Jennifer Pesicek Coldwell Banker Elite

  • /3

    $689,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,590 Sq Ft

    The Juneberry Plan at Olde Highlander - The Estates at Olde Highlander, Oconomowoc, WI 53066

    This two-story home features an open-concept main floor designed for effortless entertaining and everyday living. The spacious kitchen includes a large island and walk-in pantry, flowing seamlessly into the dining area and great room. A rear foyer with built-in storage and a conveniently located powder room keeps daily routines organized and efficient. The flex room near the front entry offers

    Tim O'Brien Homes Builder
    1448 Olde Highlander Dr St Unit 37744968, Oconomowoc, WI 53066
  • N566 Westview Dr, Oconomowoc, WI 53066

    $490,000 Sold Feb 18, 2026

    N566 Westview Dr, Oconomowoc, WI 53066

    • 3 Beds
    • 2 Baths
    • 3,298 Sq Ft

    Last Sold Summary

    • 3% Above List Price
    • $149/SF
    • 1 Day On Market

    Current Estimated Value $497,335

    Last Listing Agent Craig Schmitz Redefined Realty Advisors LLC

    N566 Westview Dr, Oconomowoc, WI 53066
    • 1176 Sandpiper Dr, Oconomowoc, WI 53066

      Est $559,246 Not Listed For Sale

      1176 Sandpiper Dr, Oconomowoc, WI 53066

      • 3 Beds
      • 2.5 Baths
      • 2,698 Sq Ft
      • Built 1999
      1176 Sandpiper Dr, Oconomowoc, WI 53066

      Last Sold Summary

      • 14% Above List Price
      • $182/SF
      • 25 Days On Market
      • Last Sold Price $490,000
      • Jan 03, 2025

      Last Listing Agent Steven Kasimatis Coldwell Banker Elite

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