14,621

Oconomowoc, WI Homes

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  • /51

    $599,000 Under Contract

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

    227 Shore Cir, Oconomowoc, WI 53066

    Meticulously maintained, this beautiful Colonial offers 4 bedrooms & 3.5 baths in an unbeatable location! Backing up to peaceful a conservancy, this home provides privacy & scenic views while being just minutes from amenities & walking trails. The thoughtfully designed floor plan features spacious room sizes, ideal for everyday living. Kitchen offers newer SS appliances and granite counter tops

    Agent Photo

    J Tweeden & Asso Team

    First Weber Inc - Delafield

    (262) 447-8891

    227 Shore Cir, Oconomowoc, WI 53066
  • /40

    $1,516 - $3,643 per month

    The Locklyn

    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.

    1350 Kari Ct, Oconomowoc, WI 53066
  • 215 E Pleasant St Unit 304, Oconomowoc, WI 53066

    $1,850,000 Sold Sep 02, 2025

    215 E Pleasant St Unit 304, Oconomowoc, WI 53066

    • 2 Beds
    • 2.5 Baths
    • 2,690 Sq Ft

    Last Sold Summary

    • $688/SF
    • 43 Days On Market

    Current Estimated Value $1,770,988

    Last Listing Agent Bill Minett The Real Estate Company Lake & Country

    215 E Pleasant St Unit 304, Oconomowoc, WI 53066
    • N60W38598 Blackhawk Dr, Oconomowoc, WI 53066

      Est $1,615,012 Not Listed For Sale

      N60W38598 Blackhawk Dr, Oconomowoc, WI 53066

      • 4 Beds
      • 4 Baths
      • 5,051 Sq Ft
      N60W38598 Blackhawk Dr, Oconomowoc, WI 53066

      Last Sold Summary

      • 8% Above List Price
      • $297/SF
      • 34 Days On Market

      Last Sold Price $1,500,000

      Last Listing Agent Lance Nowak Victory Realty Elite

  • /40

    $449,900 Under Contract

    • 3 Beds
    • 3 Baths
    • 2,027 Sq Ft

    1525 River Highlands Dr, Oconomowoc, WI 53066

    Live That Lake Country Life Without the Lake Country Price! Less than 2 miles from City Beach & Veterans Memorial Park on Lac La Belle, this 3BR 3BA Mid-Century Ranch delivers convenience & comfort throughout. Generous living space, elegant bay window & recessed lighting will be a few initial impressions. LR flows seamlessly into an updated KIT boasting solid surface counters, cherry cabinetry &

    The Local Team*

    Compass RE WI-Tosa

    (262) 668-7460

    1525 River Highlands Dr, Oconomowoc, WI 53066
  • /12

    $1,995 per month

    • 2 Beds
    • 2 Baths
    • House for Rent

    W379N5686 N Lake Rd, Oconomowoc, WI 53066

    Victorian Mansion - Close to Lac La Belle beach and easy walk to all of downtown Oconomowoc amenities. This one time stately mansion has been converted to 4 beautiful rental units. Available is this spacious first floor unit with 2 Bedrooms, 2 full Baths and a Marble Fireplace. Kitchen with Stove, Refrigerator, Dishwasher , Private Entrance . Home sits on a mature 1+ acre lot with many gardens

    Diane Higgins Lakehomes

    W379N5686 N Lake Rd, Oconomowoc, WI 53066
  • 987 Elderberry Rd, Oconomowoc, WI 53066

    $439,900 Sold Jun 16, 2025

    987 Elderberry Rd, Oconomowoc, WI 53066

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

    Last Sold Summary

    • $276/SF
    • 73 Days On Market

    Last Listing Agent Rachael Bublitz Shorewest Realtors, Inc.

    987 Elderberry Rd, Oconomowoc, WI 53066
    • N53W35199 Lighthouse Ln, Oconomowoc, WI 53066

      Est $557,387 Not Listed For Sale

      N53W35199 Lighthouse Ln, Oconomowoc, WI 53066

      • 3 Beds
      • 3 Baths
      • 2,700 Sq Ft
      • Built 0
      N53W35199 Lighthouse Ln, Oconomowoc, WI 53066

      Last Sold Summary

      • 5% Above List Price
      • $196/SF
      • 73 Days On Market

      Last Sold Price $529,000

      Last Listing Agent Kathy Knight Lannon Stone Realty LLC

  • /37

    $329,900 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,824 Sq Ft

    W398N5975 Autumn Woods Dr Unit 45, Oconomowoc, WI 53066

    Say goodbye to shoveling and mowing! This spacious upper-level 3-bedroom condo is ideally located just minutes from Downtown Oconomowoc and close to the Lac La Belle public launch. The versatile den offers the perfect space for a home office, fitness area, or flex room, with ample storage throughout. Unwind in the inviting living room featuring soaring ceilings, a cozy gas fireplace, and access

    Agent Photo

    Kathryn Tessmer

    Keller Williams Realty-Lake Country

    (262) 383-4168

    W398N5975 Autumn Woods Dr Unit 45, Oconomowoc, WI 53066
  • /35

    $1,725 - $2,215 per month

    THE GATEWAY

    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

    115 Silver Lake Plaza, 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 $322,015

    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 $734,206 Not Listed For Sale

      1784 Regal Ct Unit 18, Oconomowoc, WI 53066

      • 3 Beds
      • 3 Baths
      • 3,234 Sq Ft
      • Built 2009
      1784 Regal Ct Unit 18, Oconomowoc, WI 53066

      Last Sold Summary

      • 1% Above List Price
      • $224/SF
      • 57 Days On Market

      Last Sold Price $725,000

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

  • /42

    $394,900 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,493 Sq Ft

    W380N8481 Mill St, Oconomowoc, WI 53066

    Classic farmhouse character meets modern updates in this charming Oconomowoc home, perfectly positioned just north of the Mill Pond in peaceful Monterey. Natural light fills the kitchen and dining room, highlighting the home's warmth and character. The eat-in kitchen blends vintage charm with everyday function, while both full baths have been thoughtfully refreshed. A main floor primary offers

    Agent Photo

    DaMara Bolton

    Keller Williams Realty-Lake Country

    (262) 383-4623

    W380N8481 Mill St, Oconomowoc, WI 53066
  • /36

    $4,700 per month

    • 4 Beds
    • 3 Baths
    • 1,892 Sq Ft
    • House for Rent

    N64W35061 Road J, Oconomowoc, WI 53066

    Live the dream lake lifestyle with a fantastic opportunity to rent a fully furnished home on Okauchee Lake. Not looking long term - short term rentals are allowed. This single-family home offers almost 2,000 square feet of living space, including a great room with fireplace that opens to the kitchen and dining area. There are three bedrooms on the main floor, including a primary suite complete

    Jane DiChristopher Mahler Sotheby's International Realty

    N64W35061 Road J, 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 $464,843

    Last Listing Agent Mark Yokosh Homestead Realty, Inc

    239 S Sunflower Ct, Oconomowoc, WI 53066
    • 1758 Bess Ct, Oconomowoc, WI 53066

      Est $636,768 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

      • 14% Above List Price
      • $225/SF
      • 351 Days On Market

      Last Sold Price $560,000

      Last Listing Agent Amy Russell Stapleton Realty

  • /35

    $314,900 Pending

    • 3 Beds
    • 2 Baths
    • 1,602 Sq Ft

    952 Oconomowoc Pkwy, Oconomowoc, WI 53066

    Welcome home to this well-maintained 3-bedroom, 2-bath condo in sought-after Oconomowoc. Enjoy a quiet setting while being close to restaurants, grocery stores, and easy access to I-94, perfectly located between Milwaukee and Madison. The inviting interior features a cozy gas fireplace and all newer appliances replaced within the last few years. Major updates include a new water heater (summer

    Agent Photo

    Rebecca Thomas

    Keller Williams - Lake Country BT

    (262) 668-8819

    952 Oconomowoc Pkwy, Oconomowoc, WI 53066
  • /35

    $1,445 - $3,500 per month

    Norden Range Apartments

    1 - 3 Beds

    1455 Pabst Rd, Oconomowoc, WI 53066

    Special deal on all remaining units! Receive one month free rent on all unit styles when you start a 12+ month lease by March 31st, 2026. *Restrictions apply, contact our team for details! 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.

    1455 Pabst Rd, Oconomowoc, WI 53066
  • 452 W South St, Oconomowoc, WI 53066

    $441,000 Sold May 30, 2025

    452 W South St, Oconomowoc, WI 53066

    • 3 Beds
    • 2.5 Baths
    • 1,620 Sq Ft

    Last Sold Summary

    • 2% Below List Price
    • $272/SF
    • 6 Days On Market

    Current Estimated Value $433,299

    Last Listing Agent Linda Hansen Shorewest Realtors, Inc.

    452 W South St, Oconomowoc, WI 53066
    • 686 Hickory Creek Dr Unit 2, Oconomowoc, WI 53066

      Est $357,000 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

  • /52

    $979,900 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 3,080 Sq Ft

    451 S Stocks Rd, Oconomowoc, WI 53066

    Stunning 5 year old 2 Story set on almost 2.5 acres in Waterville West! 4 Bedrooms and 2.5 baths with almost 3100 square feet plus a partial finished lower level workshop. Awesome 4 Car garage w/ stairs to lower level! Beautiful open concept custom home with Gourmet Kitchen, big center Island plus Buffet and Walk in Pantry. Large Morning Rm with Doors to private Patio and fire pit. Serene private

    Agent Photo

    Lien Team Real Estate Group

    First Weber Inc - Brookfield

    (262) 293-4702

    451 S Stocks Rd, Oconomowoc, WI 53066
  • /5

    $955 per month

    Parkside Apartments, LLC

    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

    205-219 W Jefferson St, Oconomowoc, WI 53066
  • 2432 N 1st Ln, Oconomowoc, WI 53066

    $295,000 Sold May 27, 2025

    2432 N 1st Ln, Oconomowoc, WI 53066

    • 3 Beds
    • 1 Bath
    • 933 Sq Ft

    Last Sold Summary

    • $316/SF

    Current Estimated Value $307,031

    Last Listing Agent Bonnie Jones Shorewest Realtors, Inc.

    2432 N 1st Ln, Oconomowoc, WI 53066
    • W359N5278 Crestview Dr, Oconomowoc, WI 53066

      Est $658,121 Not Listed For Sale

      W359N5278 Crestview Dr, Oconomowoc, WI 53066

      • 4 Beds
      • 2.5 Baths
      • 2,696 Sq Ft
      W359N5278 Crestview Dr, Oconomowoc, WI 53066

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Paul Liebe Lake Country Flat Fee

  • /26

    $525,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 1,588 Sq Ft

    233 Sunny Hill Ln, Oconomowoc, WI 53066

    Updated with a timeless feel, this home offers a smart layout for everyday living. The primary suite and laundry are on the main level, with two additional bedrooms and a full bath upstairs. Open living, dining, and kitchen areas create an easy flow for entertaining. The Kitchen features a good balance of quartz and butcher block counters. The lower level includes a rec room plus room to expand

    Amy Russell Stapleton Realty

    233 Sunny Hill Ln, Oconomowoc, WI 53066
  • /35

    $1,500 - $1,830 per month

    River Park Apartments

    2 - 3 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

    115-137 Chaffee Rd, Oconomowoc, WI 53066
  • 318 S Concord Rd, Oconomowoc, WI 53066

    $350,000 Sold Nov 21, 2025

    318 S Concord Rd, Oconomowoc, WI 53066

    • 2 Beds
    • 1 Bath
    • 1,183 Sq Ft

    Last Sold Summary

    • 4% Above List Price
    • $296/SF
    • 2 Days On Market

    Current Estimated Value $344,516

    Last Listing Agent Scott Surges RE/MAX Lakeside-West

    318 S Concord Rd, Oconomowoc, WI 53066
    • 824 S Silver Lake St, Oconomowoc, WI 53066

      Est $390,186 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

  • /34

    $489,900 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 2,684 Sq Ft

    N7848 Maple Ridge Rd, Oconomowoc, WI 53066

    UPGRADES throughout! Kitchen and bathrooms all remodeled. New flooring throughout plus updated cozy fireplace in living area. This move-in ready 3 bed, 2.5 bath home is nestled in a great neighborhood and location! The bright, functional layout offers spacious living areas perfect for everyday life and entertaining. Enjoy the finished lower-level rec space, ideal for playroom or home gym! Private

    The Elements Rea Team* Elements Realty LLC

    N7848 Maple Ridge Rd, Oconomowoc, WI 53066
  • /35

    $1,224 - $2,610 per month

    The Preserve at Prairie Creek

    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

    1200 Prairie Creek Blvd, Oconomowoc, WI 53066
  • 1835 River Lakes Rd S, Oconomowoc, WI 53066

    $735,000 Sold May 30, 2025

    1835 River Lakes Rd S, Oconomowoc, WI 53066

    • 4 Beds
    • 4 Baths
    • 4,100 Sq Ft

    Last Sold Summary

    • 1% Below List Price
    • $179/SF
    • 6 Days On Market

    Current Estimated Value $754,260

    Last Listing Agent Laurie Flatt Keller Williams Realty-Lake Country

    1835 River Lakes Rd S, Oconomowoc, WI 53066
  • /46

    $599,000

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

    712 Lake Bluff Dr, Oconomowoc, WI 53066

    An amazing one owner ranch in a prime Oconomowoc location near downtown, parks, and shopping! A standout property featuring an incredible 4-car garage capacity (attached + detached). The detached garage boasts a beautiful 3-season room overlooking a gorgeous, fully fenced, professionally landscaped backyard oasis. Inside, an extra-spacious living room, kitchen, and family room share an inviting,

    Dawson Mercier Coldwell Banker Elite

    712 Lake Bluff Dr, Oconomowoc, WI 53066
  • /35

    $1,506 - $5,145 per month

    Hackney House Apartments

    1 - 3 Beds

    1550 Valley Rd, Oconomowoc, WI 53066

    Mandel Group is pleased to offer a tastefully designed apartment community, Hackney House, developed on the iconic Pabst Farms and strategically located just minutes from I-94, offering easy access to Milwaukee and Madison. Hackney House offers a suburban setting with instant access to community amenities, we are just steps from the YMCA, restaurants, coffee shops, grocery stores, and more. With

    1550 Valley Rd, Oconomowoc, WI 53066
  • 2937 N Mill Rd, Oconomowoc, WI 53066

    $4,100,000 Sold Dec 30, 2025

    2937 N Mill Rd, Oconomowoc, WI 53066

    • 6 Beds
    • 4 Baths
    • 4,018 Sq Ft

    Last Sold Summary

    • 9% Above List Price
    • $1,020/SF
    • 71 Days On Market

    Current Estimated Value $3,551,116

    Last Listing Agent Bruce Gallagher Keller Williams Realty-Lake Country

    2937 N Mill Rd, Oconomowoc, WI 53066
    • 1386 Waters Edge Dr, Oconomowoc, WI 53066

      Est $718,663 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

      • 11% Above List Price
      • $164/SF
      • 9 Days On Market

      Last Sold Price $647,900

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

  • 1219 Arrowood Cir W, Oconomowoc, WI 53066

    $629,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,045 Sq Ft

    1219 Arrowood Cir W, 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
    1219 Arrowood Cir W, Oconomowoc, WI 53066
  • /35

    $1,435 - $2,060 per month

    Lake Country Village Apartments

    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

    1071 Regent Rd, Oconomowoc, WI 53066
  • 214 E Jefferson St, Oconomowoc, WI 53066

    $135,000 Sold Jun 02, 2025

    214 E Jefferson St, Oconomowoc, WI 53066

    • 2 Beds
    • 1 Bath
    • 897 Sq Ft

    Last Sold Summary

    • 12% Above List Price
    • $151/SF
    • 1 Day On Market

    Current Estimated Value $149,986

    Last Listing Agent Amy Hopfinger & Co. Team EXP Realty, LLC~MKE

    214 E Jefferson St, Oconomowoc, WI 53066
    • 1364 Mamerow Ln W, Oconomowoc, WI 53066

      Est $719,624 Not Listed For Sale

      1364 Mamerow Ln W, Oconomowoc, WI 53066

      • 5 Beds
      • 3.5 Baths
      • 4,014 Sq Ft
      • Built 2006
      1364 Mamerow Ln W, Oconomowoc, WI 53066

      Last Sold Summary

      • 59% Above List Price
      • $113/SF
      • 2 Days On Market

      Last Sold Price $452,900

      Last Listing Agent Robert Arnold Realty Executives Integrity NorthShore

Showing Results 1 - 40, Page 1 of 18

Home Trends in Oconomowoc, WI

Housing Trends

Median Sale Price
$563,200
Median Single Family Sale Price
$563,900
Median 2 Bedroom Sale Price
$530,000
Median 1 Bedroom Sale Price
$499,500
Average Price Per Sq Ft
$302
Number of Homes for Sale
100
Last 12 months Home Sales
530
Months of Supply
2.30
Median List Price
$574,945
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
2%
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