14,726

Oconomowoc, WI Homes

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  • 200 W Wisconsin Ave Unit 202, Oconomowoc, WI 53066
    200 W Wisconsin Ave Unit 202, Oconomowoc, WI 53066
    200 W Wisconsin Ave Unit 202, Oconomowoc, WI 53066
    /27

    $2,349,000

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 2,828 Sq Ft

    200 W Wisconsin Ave Unit 202, Oconomowoc, WI 53066

    Enjoy the conveniences of downtown Oconomowoc and the pleasures of lake living without the maintenance of a house! This immaculate luxury 3-bedroom, 2.5-bath condo offers timeless style with an open-concept floor plan, high ceilings, 2 fireplaces, natural light, and two covered porches. The kitchen features Quartz countertops, Wolf & Subzero appliances and opens to the dining and living areas,

    Bruce Gallagher Keller Williams Realty-Lake Country

    200 W Wisconsin Ave Unit 202, Oconomowoc, WI 53066
  • 920 Oconomowoc Pkwy Unit 920, Oconomowoc, WI 53066

    $320,000

    Sold Jul 29, 2026

    920 Oconomowoc Pkwy Unit 920, Oconomowoc, WI 53066

    • 3 Beds
    • 2 Baths
    • 1,614 Sq Ft

    Last Sold Summary

    • 2% Above List Price
    • $198/SF
    • 1 Day On Market

    Current Estimated Value $316,833

    Last Listing Agent Sharon Tomlinson Shorewest Realtors, Inc.

    920 Oconomowoc Pkwy Unit 920, Oconomowoc, WI 53066
    • 452 W South St, Oconomowoc, WI 53066

      Est $442,737

      Not Listed For Sale

      452 W South St, Oconomowoc, WI 53066

      • 3 Beds
      • 2.5 Baths
      • 1,620 Sq Ft
      452 W South St, Oconomowoc, WI 53066

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Linda Hansen Shorewest Realtors, Inc.

  • 1247 N Breezeland Rd, Oconomowoc, WI 53066
    1247 N Breezeland Rd, Oconomowoc, WI 53066
    1247 N Breezeland Rd, Oconomowoc, WI 53066
    /49

    $699,900

    Under Contract
    • 3 Beds
    • 3 Baths
    • 3,340 Sq Ft

    1247 N Breezeland Rd, Oconomowoc, WI 53066

    Just steps from beautiful Lower Nemahbin Lake with deeded lake access, this meticulously maintained ranch home offers the perfect blend of comfort, space, and recreation. The main level features 3 spacious bedrooms and 2 full bathrooms, while the finished lower level provides additional living space complete with a full bath--ideal for entertaining, guests, or a home office. Enjoy views of the

    Michael Borowski Homestead Realty, Inc

    1247 N Breezeland Rd, Oconomowoc, WI 53066
  • Lt89 Scotsland Ln, Oconomowoc, WI 53066

    $169,900

    Sold Sep 11, 2025

    Lt89 Scotsland Ln, Oconomowoc, WI 53066

    • Land
    • 11,325 Sq Ft
    • $653,462 per Acre

    Last Sold Summary

    • 69 Days On Market

    Last Listing Agent Erin Russell Tim O'Brien Homes LLC

    Lt89 Scotsland Ln, Oconomowoc, WI 53066
    • W356N6155 Anchor Ct, Oconomowoc, WI 53066

      Est $783,969

      Not Listed For Sale

      W356N6155 Anchor Ct, Oconomowoc, WI 53066

      • 3 Beds
      • 2.5 Baths
      • 2,669 Sq Ft
      • Built 1989
      W356N6155 Anchor Ct, Oconomowoc, WI 53066

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Patty Sykes Century 21 Affiliated - Delafield

  • 212 S Golden Lake Ln, Oconomowoc, WI 53066
    212 S Golden Lake Ln, Oconomowoc, WI 53066
    212 S Golden Lake Ln, Oconomowoc, WI 53066
    /46

    $825,000

    $170K PRICE DROP Under Contract
    • 2 Beds
    • 2 Baths
    • 1,668 Sq Ft

    212 S Golden Lake Ln, Oconomowoc, WI 53066

    Don't miss out on owning this property with 100' of lake frontage and stunning views on the western shoreline on Golden Lake. Make this ranch home with 2 car GA your own, or start fresh to make your dream home. This awesome lot is extra deep with a desirable long driveway that provides ample parking for guests and owner. Walkout basement has a finished rec room with door opening out to the lake,

    Shawn Roth Shorewest Realtors, Inc.

    212 S Golden Lake Ln, Oconomowoc, WI 53066
  • 227 Shore Cir, Oconomowoc, WI 53066

    $590,000

    Sold Apr 09, 2026

    227 Shore Cir, Oconomowoc, WI 53066

    • 4 Beds
    • 3.5 Baths
    • 2,483 Sq Ft

    Last Sold Summary

    • 2% Below List Price
    • $238/SF
    • 12 Days On Market

    Current Estimated Value $587,197

    Last Listing Agent J Tweeden & Asso Team First Weber Inc - Delafield

    227 Shore Cir, Oconomowoc, WI 53066
    • 800 Apple Grove Ln, Oconomowoc, WI 53066

      Est $686,818

      Not Listed For Sale

      800 Apple Grove Ln, Oconomowoc, WI 53066

      • 3 Beds
      • 3.5 Baths
      • 4,030 Sq Ft
      • Built 2001
      800 Apple Grove Ln, Oconomowoc, WI 53066

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Zackery Dolney Keller Williams Realty-Lake Country

  • 1057 Elderberry Rd, Oconomowoc, WI 53066
    1057 Elderberry Rd, Oconomowoc, WI 53066
    1057 Elderberry Rd, Oconomowoc, WI 53066
    /18

    $459,900

    New Construction $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,317 Sq Ft

    1057 Elderberry Rd, Oconomowoc, WI 53066

    Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ.All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    1057 Elderberry Rd, Oconomowoc, WI 53066
  • 789 N Forest Ridge Ct, Oconomowoc, WI 53066

    $659,995

    Sold Dec 12, 2025

    789 N Forest Ridge Ct, Oconomowoc, WI 53066

    • 3 Beds
    • 2.5 Baths
    • 2,500 Sq Ft

    Last Sold Summary

    • $264/SF
    • 2 Days On Market

    Current Estimated Value $702,431

    Last Listing Agent Randolph Kohler Abundance Real Estate

    789 N Forest Ridge Ct, Oconomowoc, WI 53066
    • 202 S Maple St, Oconomowoc, WI 53066

      Est $409,997

      Not Listed For Sale

      202 S Maple St, Oconomowoc, WI 53066

      • 5 Beds
      • 2 Baths
      • 2,068 Sq Ft
      202 S Maple St, Oconomowoc, WI 53066

      Last Sold Summary

      • 54 Days On Market

      Last Listing Agent The Blend Group Coldwell Banker Realty

  • 1723 Switchgrass St, Oconomowoc, WI 53066
    1723 Switchgrass St, Oconomowoc, WI 53066
    1723 Switchgrass St, Oconomowoc, WI 53066
    /4

    $659,990

    New Construction
    • 3 Beds
    • 2 Baths
    • 2,257 Sq Ft

    1723 Switchgrass St, Oconomowoc, WI 53066

    HOUSE IS BEING DRYWALLED. 3 bedrooms/2 full baths/elite series ranch. Basement has 1 egress slider window and drain/vent rough-in for future full bath. Master bath has ceramic tiled walk-in shower/2 shower heads/granite or equivalent vanity tops/double sinks. Large WIC master suite. Family bath has double sinks. 9' 1st floor ceilings; pitched ceiling in foyer, living room, kitchen, dinette. Tray

    Joseph Behmke Kaerek Homes, Inc.

    1723 Switchgrass St, Oconomowoc, WI 53066
  • W398N6198 Mary Ln, Oconomowoc, WI 53066

    $2,200,000

    Sold May 29, 2026

    W398N6198 Mary Ln, Oconomowoc, WI 53066

    • 4 Beds
    • 2.5 Baths
    • 3,070 Sq Ft

    Last Sold Summary

    • 4% Below List Price
    • $717/SF
    • 11 Days On Market

    Current Estimated Value $2,235,040

    Last Listing Agent JJ Hausmann Compass RE WI-Lake Country

    W398N6198 Mary Ln, Oconomowoc, WI 53066
    • 1483 Turnberry Cir, Oconomowoc, WI 53066

      Est $751,975

      Not Listed For Sale

      1483 Turnberry Cir, Oconomowoc, WI 53066

      • 4 Beds
      • 2.5 Baths
      • 2,865 Sq Ft
      • Built 1995
      1483 Turnberry Cir, Oconomowoc, WI 53066

      Last Sold Summary

      • 46 Days On Market

      Last Listing Agent Jennifer Pesicek Coldwell Banker Elite

  • 677 Tulip Ct, Oconomowoc, WI 53066
    677 Tulip Ct, Oconomowoc, WI 53066
    677 Tulip Ct, Oconomowoc, WI 53066
    /41

    $479,000

    Pending
    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    677 Tulip Ct, Oconomowoc, WI 53066

    Tucked into a quiet, tranquil cul-de-sac, just a short walk to downtown shops, lakes, restaurants, parks, trails & all Oconomowoc has to offer, this beautiful mid-century ranch provides everything astute buyers expect in a quality home. With several living spaces throughout, the ''kitchen open to family room with natural fireplace'' is possibly the most sought-after floorplan designs for

    Ann Moran Lecher Shorewest Realtors, Inc.

    677 Tulip Ct, Oconomowoc, WI 53066
  • N52W37145 Juneau Ave, Oconomowoc, WI 53066

    $545,000

    Sold Aug 03, 2026

    N52W37145 Juneau Ave, Oconomowoc, WI 53066

    • 3 Beds
    • 2.5 Baths
    • 1,852 Sq Ft

    Last Sold Summary

    • 4% Above List Price
    • $294/SF
    • 1 Day On Market

    Current Estimated Value $542,816

    Last Listing Agent Stevi Chadwick Real Broker Milwaukee

    N52W37145 Juneau Ave, Oconomowoc, WI 53066
  • 339 W South St, Oconomowoc, WI 53066
    339 W South St, Oconomowoc, WI 53066
    339 W South St, Oconomowoc, WI 53066
    /37

    $319,000

    $10K PRICE DROP Under Contract
    • 3 Beds
    • 1.5 Baths
    • 1,730 Sq Ft

    339 W South St, Oconomowoc, WI 53066

    This 3 bedroom 1-1/2 bath home in the heart of all Oconomowoc has to offer. A very short one block to the main Lac La Belle Beach with band shell and many fun activities throughout the year. Did I also mention one block away from the amazing farmers market! The home has a main floor bedroom, a living room with a beautiful arched opening to the dining area. The kitchen has a very nice

    Chad Scheifen EXP Realty, LLC~MKE

    339 W South St, Oconomowoc, WI 53066
  • 57 Happy Hollow Ln, Oconomowoc, WI 53066

    $542,900

    Sold Feb 27, 2026

    57 Happy Hollow Ln, Oconomowoc, WI 53066

    • 4 Beds
    • 2.5 Baths
    • 2,173 Sq Ft

    Last Sold Summary

    • 1% Above List Price
    • $250/SF
    • 5 Days On Market

    Current Estimated Value $553,747

    Last Listing Agent Elizabeth Klug Keller Williams Realty-Lake Country

    57 Happy Hollow Ln, Oconomowoc, WI 53066
    • 281 Thurow Dr, Oconomowoc, WI 53066

      Est $616,011

      Not Listed For Sale

      281 Thurow Dr, Oconomowoc, WI 53066

      • 3 Beds
      • 3.5 Baths
      • 3,000 Sq Ft
      281 Thurow Dr, Oconomowoc, WI 53066

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Kimberly Johnson Shorewest Realtors, Inc.

  • 1302 Cassie Lynn Ln, Oconomowoc, WI 53066
    1302 Cassie Lynn Ln, Oconomowoc, WI 53066
    1302 Cassie Lynn Ln, Oconomowoc, WI 53066
    /7

    $629,990

    New Construction Under Contract
    • 3 Beds
    • 2 Baths
    • 2,004 Sq Ft

    1302 Cassie Lynn Ln, Oconomowoc, WI 53066

    HOUSE IS IN FINISH CARPENTRY. APPROX. FINISH OCT 26. 3 bedrooms/2 full baths/elite series ranch. Basement has 1 egress slider window & drain/vent rough-in for future full bath. Master bath has ceramic tiled shower/granite or equivalent vanity tops/double sinks. Family bath has double sinks. Large WIC master suite. 9' main floor ceilings: pitched in foyer, living room, kitchen, dinette. Tray

    Joseph Behmke Kaerek Homes, Inc.

    1302 Cassie Lynn Ln, Oconomowoc, WI 53066
  • 46 S Concord Rd, Oconomowoc, WI 53066

    $425,000

    Sold Apr 13, 2026

    46 S Concord Rd, Oconomowoc, WI 53066

    • 3 Beds
    • 2 Baths
    • 1,665 Sq Ft

    Last Sold Summary

    • 10% Above List Price
    • $255/SF
    • 2 Days On Market

    Current Estimated Value $412,017

    Last Listing Agent Ryan Delaney The Lavender Group

    46 S Concord Rd, Oconomowoc, WI 53066
    • 1200 Christopher Ct, Oconomowoc, WI 53066

      Est $379,186

      Not Listed For Sale

      1200 Christopher Ct, Oconomowoc, WI 53066

      • 3 Beds
      • 1.5 Baths
      • 1,092 Sq Ft
      • Built 1963
      1200 Christopher Ct, Oconomowoc, WI 53066

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Jean Runte Coldwell Banker Realty

  • 1328 Periwinkle Pass Unit 39356070, Oconomowoc, WI 53066

    Price To Be Determined

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 1,974 Sq Ft

    The Prescott Plan at Prairie Creek Ridge, Oconomowoc, WI 53066

    The Prescott offers a spacious and functional layout with 4 bedrooms and 2.5 baths, perfect for families of all sizes. With 1974 square feet of living space, this floor plan is designed to maximize comfort and convenience.

    Loos Homes Builder
    1328 Periwinkle Pass Unit 39356070, Oconomowoc, WI 53066
  • 1596 Weston Ridge Rd, Oconomowoc, WI 53066

    $619,900

    Sold Jun 15, 2026

    1596 Weston Ridge Rd, Oconomowoc, WI 53066

    • 3 Beds
    • 3 Baths
    • 2,469 Sq Ft

    Last Sold Summary

    • $251/SF
    • 270 Days On Market

    Last Listing Agent Jennifer Villarreal Villa Realty

    1596 Weston Ridge Rd, Oconomowoc, WI 53066
  • 1276 Wild Rye Ln, Oconomowoc, WI 53066
    1276 Wild Rye Ln, Oconomowoc, WI 53066
    1276 Wild Rye Ln, Oconomowoc, WI 53066
    /4

    $609,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,913 Sq Ft

    1276 Wild Rye Ln, Oconomowoc, WI 53066

    New Construction - Ready in September! Introducing the Concord model at Prairie Creek Ridge in Oconomowoc, a beautifully designed ranch style home offering 1,913 sq ft of modern living.. This home features 3 bedrooms and 2 baths, highlighted by high ceilings, a cozy gas fireplace, and durable LVP flooring throughout the main living areas with LVT in the bathrooms. The kitchen stands out with

    Ryan Prellwitz Loos Custom Homes,LLC

    1276 Wild Rye Ln, Oconomowoc, WI 53066
  • 00 W Ln, Oconomowoc, WI 53066

    $816,320

    Sold Jan 14, 2026

    00 W Ln, Oconomowoc, WI 53066

    • Land
    • 35.08 Acres
    • $23,270 per Acre

    Last Sold Summary

    • 2% Above List Price
    • 0 Days On Market

    Last Listing Agent John Kilmer Kilmer Real Estate Brokerage

    00 W Ln, Oconomowoc, WI 53066
    • N57W35772 Surrey Ct, Oconomowoc, WI 53066

      Est $514,000

      Not Listed For Sale

      N57W35772 Surrey Ct, Oconomowoc, WI 53066

      • 4 Beds
      • 2 Baths
      • 2,652 Sq Ft
      N57W35772 Surrey Ct, Oconomowoc, WI 53066

      Last Sold Summary

      • 24 Days On Market

      Last Listing Agent James Reuter Strategic Focus Realty

  • 875 Hancock Ct Unit 877, Oconomowoc, WI 53066

    $595,000

    Sold Sep 30, 2025

    875 Hancock Ct Unit 877, Oconomowoc, WI 53066

    • 2,880 Sq Ft

    Last Sold Summary

    • $207/SF
    • 2 Days On Market

    Current Estimated Value $623,697

    Last Listing Agent Patty Strong Shorewest Realtors, Inc.

    875 Hancock Ct Unit 877, Oconomowoc, WI 53066
    • 264 Lakeridge Dr, Oconomowoc, WI 53066

      Est $658,285

      Not Listed For Sale

      264 Lakeridge Dr, Oconomowoc, WI 53066

      • 3 Beds
      • 3 Baths
      • 2,800 Sq Ft
      264 Lakeridge Dr, Oconomowoc, WI 53066

      Last Sold Summary

      • 92 Days On Market

      Last Listing Agent Lisa Bear RE/MAX Realty Center

  • 1391 Lynn Ct, Oconomowoc, WI 53066
    1391 Lynn Ct, Oconomowoc, WI 53066
    /2

    $669,990

    New Construction Pending
    • 3 Beds
    • 2.5 Baths
    • 2,305 Sq Ft

    1391 Lynn Ct, Oconomowoc, WI 53066

    3 bedrooms/2.5 baths/flex room/partial exposure/elite series ranch. Basement drain/vent rough-in for future full bath & windows in exposure. Ceramic tiled walk-in shower/2 shower heads/granite or equivalent vanity tops/double sinks in master bath. Double sinks family bath. 2 WIC's master suite. 9' main floor ceilings/pitched ceilings: foyer, flex, living room, dinette/tray ceiling master. Kitchen

    Joseph Behmke Kaerek Homes, Inc.

    1391 Lynn Ct, Oconomowoc, WI 53066
  • 217 S Cross St, Oconomowoc, WI 53066

    $300,000

    Sold Dec 04, 2025

    217 S Cross St, Oconomowoc, WI 53066

    • 1,642 Sq Ft

    Last Sold Summary

    • $183/SF
    • 25 Days On Market

    Current Estimated Value $320,030

    Last Listing Agent Paul Liebe Lake Country Flat Fee

    217 S Cross St, Oconomowoc, WI 53066
    • W340N6525 Breezy Point Rd, Oconomowoc, WI 53066

      Est $578,063

      Not Listed For Sale

      W340N6525 Breezy Point Rd, Oconomowoc, WI 53066

      • 4 Beds
      • 1.5 Baths
      • 2,462 Sq Ft
      • Built 1971
      W340N6525 Breezy Point Rd, Oconomowoc, WI 53066

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Liz Tobolt First Weber Inc - Delafield

  • 48 S Worthington St, Oconomowoc, WI 53066
    48 S Worthington St, Oconomowoc, WI 53066
    48 S Worthington St, Oconomowoc, WI 53066
    /42

    $425,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,650 Sq Ft

    48 S Worthington St, Oconomowoc, WI 53066

    NEW. FRESH. BEAUTIFUL. Imagine leaving your front door and walking to the beach, your favorite coffee shop, dinner downtown, the farmers market, or an evening concert at the bandshell. That's everyday life in this completely renovated Oconomowoc home just one block from City Beach and Lac La Belle. Offering 3 bedrooms and 1,650 sq. ft. of comfortable space, the home features a main-floor primary

    Heidi Weltzin RE/MAX Preferred-Delafield

    48 S Worthington St, Oconomowoc, WI 53066
    • W398N5937 Autumn Woods Dr Unit 78, Oconomowoc, WI 53066

      Est $346,022

      Not Listed For Sale

      W398N5937 Autumn Woods Dr Unit 78, Oconomowoc, WI 53066

      • 3 Beds
      • 2 Baths
      • 1,884 Sq Ft
      W398N5937 Autumn Woods Dr Unit 78, Oconomowoc, WI 53066

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Lifetime Realty Group* Keller Williams Realty-Milwaukee Southwest

  • 3277 N Canterbury Ln, Oconomowoc, WI 53066
    3277 N Canterbury Ln, Oconomowoc, WI 53066
    3277 N Canterbury Ln, Oconomowoc, WI 53066
    /65

    $2,695,000

    • 5 Beds
    • 5.5 Baths
    • 10,150 Sq Ft

    3277 N Canterbury Ln, Oconomowoc, WI 53066

    Experience luxury at its finest on 12+ breathtaking acres in one of Summit's most prestigious enclaves. This extraordinary estate offers exceptional privacy, panoramic sunset views, and resort-style amenities throughout. The gourmet kitchen features a large center island and high-end appliances, while the luxurious main-floor primary suite boasts a spa-like bath and expansive walk-in closet. The

    Sewart Group* Compass RE WI-Northshore

    3277 N Canterbury Ln, Oconomowoc, WI 53066

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