14,726

Oconomowoc, WI Homes

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  • /55

    $1,150,000

    • 2 Beds
    • 2 Baths
    • 1,128 Sq Ft

    W352N5282 Lake Dr, Oconomowoc, WI 53066

    Discover the charm of lake living in this inviting 2-bedroom, 2-bath home on beautiful Okauchee Lake! Nestled on a quiet no-wake bay with 50 feet of frontage, this property offers the perfect balance of relaxation and recreation. Enjoy morning coffee or sunset gatherings on the spacious lakeside deck, entertain on the expansive patio, and take advantage of two private docks for all your boating

    Agent Photo

    Kimberly Stark

    First Weber Inc - Delafield

    W352N5282 Lake Dr, Oconomowoc, WI 53066
  • /29

    Starting at $1,420 Per Month

    • Studio - 3 Beds

    1600 Town Center Way, Oconomowoc, WI 53066

    The Frederick brings a refined living experience to the heart of Oconomowoc, surrounded by the beauty and recreation of Wisconsin’s renowned Lake Country. This thoughtfully designed community blends modern comfort with neo-farmhouse inspiration, creating a warm and elevated place to call home. Enjoy garden-style buildings featuring spacious one-, two-, and three-bedroom floor plans with

    The Frederick

    1600 Town Center Way, Oconomowoc, WI 53066
  • N55W35032 Coastal Ave, Oconomowoc, WI 53066

    $620,000

    Sold Aug 05, 2026

    N55W35032 Coastal Ave, Oconomowoc, WI 53066

    • 2 Beds
    • 2 Baths
    • 1,506 Sq Ft

    Last Sold Summary

    • $412/SF
    • 10 Days On Market

    Current Estimated Value $619,930

    Last Listing Agent Adrian Barrera Shorewest Realtors, Inc.

    N55W35032 Coastal Ave, Oconomowoc, WI 53066
    • 1143 Juniper Ln, Oconomowoc, WI 53066

      Est $653,416

      Not Listed For Sale

      1143 Juniper Ln, Oconomowoc, WI 53066

      • 4 Beds
      • 3 Baths
      • 3,039 Sq Ft
      1143 Juniper Ln, Oconomowoc, WI 53066

      Last Sold Summary

      Last Listing Agent Tyler Metz Lannon Stone Realty LLC

  • /69

    $697,000

    Open Thu 4:30PM - 6PM
    • 4 Beds
    • 3 Baths
    • 3,200 Sq Ft

    727 Browning Cir, Oconomowoc, WI 53066

    Magazine-worthy from the moment you arrive! Completely transformed, this 4BR/3BA home pairs lux living with modern day design, quality craftsmanship & attention to detail in Central Oconomowoc. The entertainer's dream kitchen features quartz counters, oversized island, soft close cabinetry & designer lighting. Two gas fireplaces, custom bar & spacious living areas are made for gathering. Retreat

    Agent Photo

    Kathryn Tessmer

    Keller Williams Realty-Lake Country

    727 Browning Cir, Oconomowoc, WI 53066
  • /13

    Starting at $1,600 Per Month

    • 1 - 3 Beds

    53018 US 18, Oconomowoc, WI 53066

    Timberveil Residences

    53018 US 18, Oconomowoc, WI 53066
  • 712 Lake Bluff Dr, Oconomowoc, WI 53066

    $579,000

    Sold Apr 03, 2026

    712 Lake Bluff Dr, Oconomowoc, WI 53066

    • 3 Beds
    • 2 Baths
    • 2,560 Sq Ft

    Last Sold Summary

    • 3% Below List Price
    • $226/SF
    • 7 Days On Market

    Current Estimated Value $585,137

    Last Listing Agent Dawson Mercier Coldwell Banker Elite

    712 Lake Bluff Dr, Oconomowoc, WI 53066
    • W335N8953 Pleasant View Rd, Oconomowoc, WI 53066

      Est $848,193

      Not Listed For Sale

      W335N8953 Pleasant View Rd, Oconomowoc, WI 53066

      • 3 Beds
      • 2 Baths
      • 2,016 Sq Ft
      • Built 1950
      W335N8953 Pleasant View Rd, Oconomowoc, WI 53066

      Last Sold Summary

      • 161 Days On Market

      Last Listing Agent Liz Tobolt First Weber Inc - Delafield

  • /71

    $699,900

    $50K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,971 Sq Ft

    632 W Wisconsin Ave, Oconomowoc, WI 53066

    Deeded pier and boat slip on Lac La Belle - Located just steps from the heart of downtown Oconomowoc, this spacious 4-bed, 3-bath home offers the perfect blend of comfort, convenience, and lake-area living. Enjoy lake-access rights to beautiful Lac La Belle, along with a mix of shopping, creative local restaurants, and inclusive community parks within walking distance. The home boasts updated

    Agent Photo

    Terry Lesperance

    RE/MAX Forward

    632 W Wisconsin Ave, Oconomowoc, WI 53066
  • /40

    Starting at $1,190 Per Month

    • 2 Beds

    1033-1095 Lowell Dr, Oconomowoc, WI 53066

    Now under new ownership and management. Joseph Property Development is excited to be managing Whitman Park Apartments! Welcome to Whitman Park Apartments in charming Oconomowoc, WI! These spacious two-bedroom apartment homes offer an inviting atmosphere, spacious living areas and ample storage. Enjoy beautifully landscaped grounds, convenient parking, and easy access to local shops, dining, and

    Whitman Park Apartments

    1033-1095 Lowell Dr, Oconomowoc, WI 53066
  • 291 Oconomowoc Pkwy Unit 3022, Oconomowoc, WI 53066

    $325,000

    Sold Oct 31, 2025

    291 Oconomowoc Pkwy Unit 3022, Oconomowoc, WI 53066

    • 3 Beds
    • 2 Baths
    • 1,750 Sq Ft

    Last Sold Summary

    • $186/SF
    • 8 Days On Market

    Current Estimated Value $337,528

    Last Listing Agent Andrea McHenry Lake Country Flat Fee

    291 Oconomowoc Pkwy Unit 3022, Oconomowoc, WI 53066
    • 1784 Regal Ct Unit 18, Oconomowoc, WI 53066

      Est $729,731

      Not Listed For Sale

      1784 Regal Ct Unit 18, Oconomowoc, WI 53066

      • 3 Beds
      • 3 Baths
      • 3,234 Sq Ft
      1784 Regal Ct Unit 18, Oconomowoc, WI 53066

      Last Sold Summary

      • 57 Days On Market

      Last Listing Agent Curt Downes & Associates Team* Mahler Sotheby's International Realty

  • /66

    $1,225,000

    $70K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,108 Sq Ft

    180 Monastery Hill Dr, Oconomowoc, WI 53066

    Live the Lac La Belle lifestyle in one of Oconomowoc's most sought-after communities. Residents enjoy access to the neighborhood pier on Lac La Belle, plus community amenities including a pool & tennis courts. Walk around the lake, golf at nearby The Club at Lac La Belle, and enjoy the beauty of Lake Country right outside your door. Set on a private .72-acre lot, this newer construction,

    Agent Photo

    JJ Hausmann

    Compass RE WI-Lake Country

    180 Monastery Hill Dr, Oconomowoc, WI 53066
  • /40

    Starting at $1,514 Per Month

    • Studio - 3 Beds

    1350 Kari Ct, Oconomowoc, WI 53066

    There's no better place to experience the best of Lake Country living. At The Locklyn Apartments in Ocnomowoc, Wisconsin, you get easy access to all the places you love, plus the serenity of a community that makes you feel completely at home.

    The Locklyn

    1350 Kari Ct, Oconomowoc, WI 53066
  • 1460 Prairie Creek Blvd, Oconomowoc, WI 53066

    $680,000

    Sold Jun 18, 2026

    1460 Prairie Creek Blvd, Oconomowoc, WI 53066

    • 4 Beds
    • 3 Baths
    • 3,509 Sq Ft

    Last Sold Summary

    • 9% Above List Price
    • $194/SF
    • 2 Days On Market

    Current Estimated Value $668,944

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

    1460 Prairie Creek Blvd, Oconomowoc, WI 53066
    • 1758 Bess Ct, Oconomowoc, WI 53066

      Est $634,305

      Not Listed For Sale

      1758 Bess Ct, Oconomowoc, WI 53066

      • 2 Beds
      • 3 Baths
      • 2,484 Sq Ft
      • Built 2008
      1758 Bess Ct, Oconomowoc, WI 53066

      Last Sold Summary

      • 351 Days On Market

      Last Listing Agent Amy Russell Stapleton Realty

  • /74

    $2,849,999

    $350K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 4,133 Sq Ft

    1031 N Genesee Woods Dr, Oconomowoc, WI 53066

    Rare Lower Genesee Lake opportunity with 4.17 acres, 206' of level frontage, exceptional swimming frontage, and beautiful sunset views. This distinctive 4BR, 3 full + 2 half bath home offers 4,133 sq ft and the privacy, land, and lake access that are increasingly difficult to find. Rich in character and thoughtfully updated over time, the home features a spacious primary suite with private

    Agent Photo

    JJ Hausmann

    Compass RE WI-Lake Country

    1031 N Genesee Woods Dr, Oconomowoc, WI 53066
  • /35

    Starting at $1,905 Per Month

    • 1 - 3 Beds

    1071 Regent Rd, Oconomowoc, WI 53066

    Nestled in the scenic landscape of Oconomowoc, Wisconsin, Lake Country Village Apartments offers a peaceful retreat with modern comforts and convenient access to shopping, dining, and major highways. Choose from spacious one, two, and three-bedroom floor plans featuring gourmet kitchens, granite countertops, and bright living areas with large windows and private balconies or patios. Enjoy

    Lake Country Village Apartments

    1071 Regent Rd, Oconomowoc, WI 53066
  • 1280 Wrenfield Way, Oconomowoc, WI 53066

    $500,000

    Sold Jun 05, 2026

    1280 Wrenfield Way, Oconomowoc, WI 53066

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    Last Sold Summary

    • $333/SF
    • 5 Days On Market

    Current Estimated Value $502,356

    Last Listing Agent Jennifer Pesicek Coldwell Banker Elite

    1280 Wrenfield Way, Oconomowoc, WI 53066
    • 686 Hickory Creek Dr Unit 2, Oconomowoc, WI 53066

      Est $382,689

      Not Listed For Sale

      686 Hickory Creek Dr Unit 2, Oconomowoc, WI 53066

      • 3 Beds
      • 1.5 Baths
      • 1,552 Sq Ft
      • Built 2004
      686 Hickory Creek Dr Unit 2, Oconomowoc, WI 53066

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Brandon Behling 1st Pick Realty

  • /53

    $650,000

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 2,073 Sq Ft

    W349N5830 Sunflower Ct, Oconomowoc, WI 53066

    Nestled on a cul-de-sac in Westshore, this split-bedroom ranch offers an open-concept floor plan and room to grow. The spacious great room features a double tray ceiling and gas fireplace. Brazilian Cherry hardwood floors flow through the kitchen, entry, and hallways. Kitchen includes granite countertops, breakfast bar, pantry, and a bayed dining area. A versatile flex room is perfect for a home

    Agent Photo

    Kathryn Tessmer

    Keller Williams Realty-Lake Country

    W349N5830 Sunflower Ct, Oconomowoc, WI 53066
  • /35

    Starting at $1,725 Per Month

    • 1 - 2 Beds

    115 Silver Lake Plaza, Oconomowoc, WI 53066

    The Gateway Apartments offer the energy and convenience of downtown, coupled with the serenity and beauty of Lake Country. We are blocks to Lake Fowler and the beach. The Gateway is also only steps away from restaurants, shops, and entertainment. Enjoy the many concerts and festivals near Lac La Belle, and watch the parades, holiday lights, and Holiday Train from your balcony! Outside, The

    THE GATEWAY

    115 Silver Lake Plaza, Oconomowoc, WI 53066
  • N5158 Union Hill Rd, Oconomowoc, WI 53066

    $730,000

    Sold Aug 14, 2026

    N5158 Union Hill Rd, Oconomowoc, WI 53066

    • 4 Beds
    • 3 Baths
    • 4,253 Sq Ft

    Last Sold Summary

    • 1% Above List Price
    • $172/SF
    • 21 Days On Market

    Current Estimated Value $723,595

    Last Listing Agent Goodland Col Group* Keller Williams Realty-Milwaukee Southwest

    N5158 Union Hill Rd, Oconomowoc, WI 53066
  • /48

    $950,000

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 3,131 Sq Ft

    37015 Lower Lake Rd, Oconomowoc, WI 53066

    Tucked away on 3.1 breathtaking acres with a private swim pond, this exceptional property offers the peaceful lifestyle you've been dreaming of. From quiet mornings overlooking the water to afternoons gardening and evenings spent entertaining friends and family, every inch of this home is designed to embrace its remarkable setting. The expansive main-floor primary suite provides a true retreat

    Agent Photo

    JJ Hausmann

    Compass RE WI-Lake Country

    37015 Lower Lake Rd, Oconomowoc, WI 53066
  • /35

    Starting at $1,600 Per Month

    • 1 - 3 Beds

    1455 Pabst Rd, Oconomowoc, WI 53066

    Norden Range is a beautiful, no-compromise community designed to provide the highest quality of apartment living. Each residence is thoughtfully designed and detailed to support a homelike experience. Over-sized windows fill every room with abundant natural light while offering vistas of the spacious grounds. Large walk-in closets and generous storage spaces support an active lifestyle. Our

    Norden Range Apartments

    1455 Pabst Rd, Oconomowoc, WI 53066
  • 239 S Sunflower Ct, Oconomowoc, WI 53066

    $475,000

    Sold Sep 30, 2025

    239 S Sunflower Ct, Oconomowoc, WI 53066

    • 4 Beds
    • 2 Baths
    • 1,494 Sq Ft

    Last Sold Summary

    • 30% Below List Price
    • $318/SF
    • 25 Days On Market

    Current Estimated Value $482,573

    Last Listing Agent Mark Yokosh Homestead Realty, Inc

    239 S Sunflower Ct, Oconomowoc, WI 53066
    • 824 S Silver Lake St, Oconomowoc, WI 53066

      Est $395,557

      Not Listed For Sale

      824 S Silver Lake St, Oconomowoc, WI 53066

      • 3 Beds
      • 2 Baths
      • 2,112 Sq Ft
      824 S Silver Lake St, Oconomowoc, WI 53066

      Last Sold Summary

      • 43 Days On Market

      Last Listing Agent Dawn Geeleher Response Realtors

  • /25

    $165,000

    • Land
    • 20,908 Sq Ft
    • $343,750 per Acre

    N56W36834 E Lisbon Rd, Oconomowoc, WI 53066

    Tired of competing for homes that still aren't quite right? Stop competing and start building instead! This beautiful .48-acre flat, level lot offers a rare chance to create exactly what you want in the heart of Lake Country. Bring your own builder, enjoy no HOA and no timeline to build, plus mature trees and an established setting without the feel of a typical new subdivision. Minutes from

    Agent Photo

    Caitlin Dennis

    Shorewest Realtors, Inc.

    N56W36834 E Lisbon Rd, Oconomowoc, WI 53066
  • /5

    Starting at $1,000 Per Month

    • 2 Beds

    205-219 W Jefferson St, Oconomowoc, WI 53066

    Parkside offers 2 Bedroom Uppers and Lower Apartments. Storage Locker with Each Apartment. **Stove, Refrigerator, AC Unit**Coin Operated Washer/Dryer in Basement** Detached Garage -Selected Apartments Parking Lot No Pets or Visiting PetsGreat Community, Great Location. Nearby Downtown, Beach, and Roosevelt Park/Bike Trail 24 Hour After Hour Maintenance Emergency Office

    Parkside Apartments, LLC

    205-219 W Jefferson St, Oconomowoc, WI 53066
    • 1823 N Davies Dr, Oconomowoc, WI 53066

      Est $1,140,698

      Not Listed For Sale

      1823 N Davies Dr, Oconomowoc, WI 53066

      • 3 Beds
      • 2 Baths
      • 3,084 Sq Ft
      1823 N Davies Dr, Oconomowoc, WI 53066

      Last Sold Summary

      Last Listing Agent JJ Hausmann Compass RE WI-Lake Country

  • /63

    $3,495,000

    $5K PRICE DROP Under Contract
    • 4 Beds
    • 3.5 Baths
    • 4,351 Sq Ft

    W356N5136 Lakeshore Dr, Oconomowoc, WI 53066

    Experience the ultimate Lake Country lifestyle with 140 ft. of level frontage on Upper Oconomowoc Lake, direct boat access to Okauchee Lake's popular dining and entertainment, plus kayak or paddleboard access down the scenic Oconomowoc River to Oconomowoc Lake, Fowler Lake, and vibrant downtown Oconomowoc. This custom contemporary ranch with a full walkout features soaring ceilings, walls of

    Agent Photo

    Kimberly Stark

    First Weber Inc - Delafield

    W356N5136 Lakeshore Dr, Oconomowoc, WI 53066
  • /35

    Starting at $1,695 Per Month

    • 2 Beds

    115-137 Chaffee Rd, Oconomowoc, WI 53066

    Find your home at River Park Apartments in Oconomowoc, WI. You can walk just a few blocks to the beautiful nearby lake - Lac La Belle! Chaffee Road Park is also just one block away! Our community is perfectly located for those looking to live outside of the hustle and bustle of the city while maintaining an easy commute to and from work or school. River Park Apartments are perfect for those

    River Park Apartments

    115-137 Chaffee Rd, Oconomowoc, WI 53066
  • W1852 Washington Rd, Oconomowoc, WI 53066

    $351,000

    Sold Jun 08, 2026

    W1852 Washington Rd, Oconomowoc, WI 53066

    • 3 Beds
    • 1.5 Baths
    • 1,400 Sq Ft

    Last Sold Summary

    • 10% Below List Price
    • $251/SF
    • 10 Days On Market

    Current Estimated Value $358,153

    Last Listing Agent Wendy Wendorf Homestead Realty, Inc

    W1852 Washington Rd, Oconomowoc, WI 53066
    • 1387 Mamerow Ln W, Oconomowoc, WI 53066

      Est $552,604

      Not Listed For Sale

      1387 Mamerow Ln W, Oconomowoc, WI 53066

      • 3 Beds
      • 2 Baths
      • 1,827 Sq Ft
      1387 Mamerow Ln W, Oconomowoc, WI 53066

      Last Sold Summary

      • 82 Days On Market

      Last Listing Agent Leslie Boyea Quorum Enterprises, Inc.

  • /21

    $649,900

    • 3 Beds
    • 3 Baths
    • 2,470 Sq Ft

    1518 Weston Ridge Rd, Oconomowoc, WI 53066

    Modern living at its finest in these 3bed, 3bath townhome-style ranch condos. COMPLETION est for 4/27. Two Condos still available. Open & thoughtful floorplans flow seamlessly, meeting the needs of every day living while maintaining that WOW factor you can feel proud to share w/guests. Beautiful kitchen designed for functionality includes full appliance package, island w/quartz tops, & walk in

    Agent Photo

    Jennifer Villarreal

    Villa Realty

    1518 Weston Ridge Rd, Oconomowoc, WI 53066
  • /35

    Starting at $1,362 Per Month

    • Studio - 3 Beds

    1200 Prairie Creek Blvd, Oconomowoc, WI 53066

    Experience all the luxuries you desire at The Preserve at Prairie Creek Apartments in Oconomowoc. This pristine community in exclusive Lake Country is your place to call home. Our ideal location allows you to walk to grocery, specialty stores and restaurants for a truly carefree living experience.The Preserve at Prairie Creek offers spacious one, two and three-bedroom innovative floor plans which

    The Preserve at Prairie Creek

    1200 Prairie Creek Blvd, Oconomowoc, WI 53066
  • 1722 Hammock Ln, Oconomowoc, WI 53066

    $677,500

    Sold Jun 16, 2026

    1722 Hammock Ln, Oconomowoc, WI 53066

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

    Last Sold Summary

    • 3% Above List Price
    • $271/SF
    • 46 Days On Market

    Last Listing Agent Greggory Schmidt Gregg Schmidt Realty LLC

    1722 Hammock Ln, Oconomowoc, WI 53066
    • 1386 Waters Edge Dr, Oconomowoc, WI 53066

      Est $743,389

      Not Listed For Sale

      1386 Waters Edge Dr, Oconomowoc, WI 53066

      • 5 Beds
      • 3.5 Baths
      • 3,948 Sq Ft
      • Built 2014
      1386 Waters Edge Dr, Oconomowoc, WI 53066

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent The Martha Ford Team* First Weber Inc - Delafield

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$559,900
Median Single Family Sale Price
$561,400
Median 2 Bedroom Sale Price
$459,900
Median 1 Bedroom Sale Price
$539,000
Average Price Per Sq Ft
$306
Number of Homes for Sale
119
Last 12 months Home Sales
591
Months of Supply
2.40
Median List Price
$584,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-1%
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