Homes in ZIP Code 53066

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  /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

  

  Kathryn Tessmer

  Keller Williams Realty-Lake Country

  (262) 383-4168

  W398N5975 Autumn Woods Dr Unit 45, Oconomowoc, WI 53066
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  /40

  $1,492 - $3,640 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
• 

  $465,000 Sold Mar 16, 2026

  1525 River Highlands Dr, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 3% Above List Price
  • $229/SF
  • 2 Days On Market

  Current Estimated Value $452,175

  Last Listing Agent The Local Team* Compass RE WI-Tosa

  1525 River Highlands Dr, Oconomowoc, WI 53066
• 

  Est $590,005 Not Listed For Sale

  1403 Bluebird Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,581 Sq Ft

  1403 Bluebird Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 7% Above List Price
  • $213/SF
  • 6 Days On Market

  Last Sold Price $550,000

  Last Listing Agent Justin Bruce Shorewest Realtors, Inc.
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  /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

  

  DaMara Bolton

  Keller Williams Realty-Lake Country

  (262) 383-4623

  W380N8481 Mill St, Oconomowoc, WI 53066
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  /3

  $4,000 per month

  • 3 Beds
  • 2.5 Baths
  • 1,675 Sq Ft
  • House for Rent

  1466 Olde Highlander Dr, Oconomowoc, WI 53066

  Home sweet home! Extremely rare opportunity to rent a brand new construction townhome in the desirable Olde Highlander community! Main level boasts a beautifully bright open concept floor plan with a generously sized Living Room great for hosting guests. Chef's KIT has large center island and corner pantry for added convenience. Upstairs you'll find a dreamy primary suite with WIC! Fabulous

  John Molitor Keller Williams Realty-Milwaukee North Shore

  1466 Olde Highlander Dr, 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
• 

  Est $445,224 Not Listed For Sale

  N7732 Maple Ridge Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,460 Sq Ft

  N7732 Maple Ridge Rd, Oconomowoc, WI 53066

  Last Sold Summary

  • 2% Below List Price
  • $312/SF
  • 3 Days On Market

  Last Sold Price $455,000

  Last Listing Agent Paul Liebe Lake Country Flat Fee
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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

  

  J Tweeden & Asso Team

  First Weber Inc - Delafield

  (262) 447-8891

  227 Shore Cir, Oconomowoc, WI 53066
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  /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
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  $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
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  Not Listed For Sale

  846 Stirling Dr, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,631 Sq Ft
  • Built 2024

  846 Stirling Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • $331/SF
  • 45 Days On Market

  Last Sold Price $539,900

  Last Listing Agent Paige Sederberg Harbor Homes Inc
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  /56

  $749,900 Open Sun 1PM - 2:30PM

  • 5 Beds
  • 3.5 Baths
  • 3,400 Sq Ft

  1288 Northview Dr, Oconomowoc, WI 53066

  Located in the desirable Longmeadow neighborhood of Oconomowoc, this spacious 5BR, 3.5BA home offers space and versatility throughout. The finished lookout lower level lives like a private suite with bedroom, full bath, kitchen, living area and its own laundry--ideal for guests or multi-generational living. A second laundry room on the main level adds convenience. The upper level features a

  

  Laurie Belmer

  BOLD REALTY

  (262) 403-8498

  1288 Northview Dr, Oconomowoc, WI 53066
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  /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
• 

  $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
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  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
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  /33

  $374,900

  • 3 Beds
  • 1.5 Baths
  • 1,650 Sq Ft

  888 Wildwood Place, Oconomowoc, WI 53066

  Unique 3-4 bedroom property on over half an acre lot, located in a fantastic neighborhood, close to everything Oconomowoc offers! The newer addition offers so many possibilities with a family room overlooking your backyard, and a bedroom with large closet. Turn it into a master suite if you desire! The patio door off the family room also allows for separate entry to this wing. Main area of the

  

  Amy Hopfinger & Co. Team

  EXP Realty, LLC~MKE

  (262) 425-5869

  888 Wildwood Place, Oconomowoc, WI 53066
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  /35

  $1,535 - $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
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  $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
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  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
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  /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

  

  Rebecca Thomas

  Keller Williams - Lake Country BT

  (262) 668-8819

  952 Oconomowoc Pkwy, Oconomowoc, WI 53066
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  /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
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  $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 $302,209

  Last Listing Agent Bonnie Jones Shorewest Realtors, Inc.

  2432 N 1st Ln, Oconomowoc, WI 53066
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  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
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  /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
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  /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
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  $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
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  Est $677,603 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
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  /45

  $2,495,000

  • 3 Beds
  • 3 Baths
  • 1,979 Sq Ft

  4640 Lake Club Cir, Oconomowoc, WI 53066

  Welcome to a rare waterfront gem nestled along the prestigious Lake Club Circle in the Village of Oconomowoc Lake. This coveted community celebrates a lakeside lifestyle most people only dream about, complete with a private pier on the Oconomowoc River and direct access to the lake beyond. This lovely ranch home is situated on a beautifully landscaped 3.4 acre lot with lake views that shift with

  Nicole Gillette The Real Estate Company Lake & Country

  4640 Lake Club Cir, Oconomowoc, WI 53066
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  /35

  $1,224 - $2,613 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
• 

  $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
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  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
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  /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
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  /35

  $1,460 - $5,249 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
• 

  $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 $3,904,963

  Last Listing Agent Bruce Gallagher Keller Williams Realty-Lake Country

  2937 N Mill Rd, Oconomowoc, WI 53066
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  Est $930,764 Not Listed For Sale

  1379 Mamerow Ln W, Oconomowoc, WI 53066

  • 5 Beds
  • 4.5 Baths
  • 5,500 Sq Ft
  • Built 2008

  1379 Mamerow Ln W, Oconomowoc, WI 53066

  Last Sold Summary

  • 0 Days On Market
• 

  $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
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  /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
• 

  $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
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  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

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