Homes in ZIP Code 53066

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  /13

  $718,000

  • 3 Beds
  • 3 Baths
  • 2,898 Sq Ft

  512 Pioneer Ct, Dousman, WI 53118

  This condo has a hard to find 3 car garage and a finished basement. Introducing Talbot's Woods in Lake Country, Berg Development's new luxury ranch condo project. Berg brings its signature high quality new-construction condos to Lake Country. Buyers fully customize their interiors, working with our dedicated in-house design team to create their dream home. This unit has a partial exposure bsmnt

  John Protiva Century 21 Affiliated - Delafield

  512 Pioneer Ct, Dousman, WI 53118
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  /4

  $795 - $860 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
• 

  $394,500 Sold Aug 22, 2025

  739 Elizabeth St, Oconomowoc, WI 53066

  • 3 Beds
  • 1.5 Baths
  • 1,496 Sq Ft

  Last Sold Summary

  • 6% Below List Price
  • $264/SF
  • 11 Days On Market

  Current Estimated Value $390,094

  Last Listing Agent Timothy Michelic Realty Executives - Integrity

  739 Elizabeth St, Oconomowoc, WI 53066
• 

  Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 3,061 Sq Ft

  1018 Ann Marie Way Unit 9, Oconomowoc, WI 53066

  1018 Ann Marie Way Unit 9, Oconomowoc, WI 53066
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  /23

  $499,900

  • Land
  • 2.98 Acres
  • $167,752 per Acre

  N73W36308 S Shore Dr, Oconomowoc, WI 53066

  Rare opportunity to own lake frontage property w/gorgeous sunset views & mature trees on almost 3 acres! Enjoy peaceful Ashippun Lake & 114 ft of frontage as per GIS map. Bids available for demolish/removal of existing abandoned cottage & 2 car GA. Buildable portion of lot & lake frontage zoned R-2 Residential- is approx 161 ft long with 75 ft shore setback and 75 ft wetland setback with 20 ft

  Suzy Osum Shorewest Realtors, Inc.

  N73W36308 S Shore Dr, Oconomowoc, WI 53066
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  /35

  $1,250 per month

  River Park Apartments

  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

  115-137 Chaffee Rd, Oconomowoc, WI 53066
• 

  $715,000 Sold Aug 04, 2025

  1040 Ann Marie Way, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 2,979 Sq Ft

  Last Sold Summary

  • $240/SF
  • 3 Days On Market

  Current Estimated Value $716,380

  Last Listing Agent Bonnie Lewis-Tschannen Stapleton Realty

  1040 Ann Marie Way, Oconomowoc, WI 53066
• 

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,673 Sq Ft

  1561 Woodside Dr, Oconomowoc, WI 53066

  1561 Woodside Dr, Oconomowoc, WI 53066
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  /24

  $644,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,247 Sq Ft

  1259 Wild Rye Ln, Oconomowoc, WI 53066

  Spacious split ranch in Prairie Creek Ridge! The Kendall features upgraded features throughout. Front foyer leads to open concept living space, with flex room on the right. Kitchen features soft close cabinets, quartz countertops, tile backsplash, walk-in pantry & exterior vented range hood. Off kitchen is the great room boasting a cathedral ceiling & complete with an electric fireplace with

  Erin Russell Tim O'Brien Homes

  1259 Wild Rye Ln, Oconomowoc, WI 53066
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  /35

  $1,186 - $2,502 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
• 

  $507,500 Sold Jun 20, 2025

  N57W35772 Surrey Ct, Oconomowoc, WI 53066

  • 4 Beds
  • 2 Baths
  • 2,652 Sq Ft

  Last Sold Summary

  • 3% Below List Price
  • $191/SF
  • 24 Days On Market

  Current Estimated Value $505,571

  Last Listing Agent James Reuter First Weber Inc - Brookfield

  N57W35772 Surrey Ct, Oconomowoc, WI 53066
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  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,927 Sq Ft

  1447 Olde Highlander Dr, Oconomowoc, WI 53066

  1447 Olde Highlander Dr, Oconomowoc, WI 53066
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  /3

  $523,400 New Construction

  • 3 Beds
  • 2 Baths
  • 1,482 Sq Ft

  The Elaine Plan at Arrowood, Oconomowoc, WI 53066

  The Elaine was meant for easy living. Why wouldn’t you have all of your desired amenities on a single floor, if you could do so? As you wake up from your owner’s suite and enter the main living space, flip on the television in the great room, start a pot of coffee in the kitchen and then check on your laundry, all in one quick pass. Take pleasure in the carefree lifestyle offered by the smartly

  Veridian Homes Builder

  1420 Arrowwood Circle West St Unit 38506042, Oconomowoc, WI 53066
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  /35

  $1,381 - $6,129 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
• 

  $584,900 Sold Jul 29, 2025

  371 Thurow Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 4 Baths
  • 3,067 Sq Ft

  Last Sold Summary

  • $191/SF
  • 0 Days On Market

  Current Estimated Value $587,782

  Last Listing Agent Sharon Tomlinson Shorewest Realtors, Inc.

  371 Thurow Dr, Oconomowoc, WI 53066
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  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,482 Sq Ft

  1334 Arrowood Cir W, Oconomowoc, WI 53066

  1334 Arrowood Cir W, Oconomowoc, WI 53066
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  /65

  $699,000

  • 3 Beds
  • 3 Baths
  • 2,400 Sq Ft

  621 W Labelle Ave, Oconomowoc, WI 53066

  Welcome to Merchants Plat! This exceptional 3-bedroom, 3-bath home sits in one of Oconomowoc's most sought-after neighborhoods- just steps from Lac La Belle, the neighborhood beach, parks, & downtown. Enjoy an open-concept design with in-floor heating on the main level & a stylish kitchen with a large island & stainless appliances. Upstairs offers laundry & a spacious primary suite with walk-in

  Sarah Keily Shorewest Realtors, Inc.

  621 W Labelle Ave, Oconomowoc, WI 53066
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  /35

  $1,435 - $2,010 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
• 

  $556,000 Sold Apr 03, 2025

  1293 Victoria Ln, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,288 Sq Ft

  Last Sold Summary

  • 3% Below List Price
  • $243/SF
  • 1 Day On Market

  Current Estimated Value $577,621

  Last Listing Agent Jennifer Downes RE/MAX Preferred - Monona

  1293 Victoria Ln, Oconomowoc, WI 53066
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  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,516 Sq Ft

  927 Elderberry Rd, Oconomowoc, WI 53066

  927 Elderberry Rd, Oconomowoc, WI 53066
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  /26

  $588,800

  • 3 Beds
  • 2.5 Baths
  • 2,108 Sq Ft

  813 High St, Oconomowoc, WI 53066

  Beautifully modernized home completely finished with high quality materials. Large lot on quiet cul-de-sac. Tasteful kitchen with oversized Nantucket bluff cabinets and pantry. Bathrooms include custom vanities, quartz countertops, tile shower/surround, and stylish tile floors. New flooring throughout including durable LVP and carpet in bedrooms, staircase, and 4-season room. Large primary with

  Sean Brown Best Life Realty

  813 High St, Oconomowoc, WI 53066
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  /25

  $499 - $1,545 per month

  Oconomowoc School Apartments

  1 - 3 Beds

  623 Summit Ave, Oconomowoc, WI 53066

  Oconomowoc School Apartments is a beautifully renovated school house located in downtown Oconomowoc. The building offers that old school charm with over 55 unique floor plans ranging from one bedroom to three bedroom apartments. Each floor plan offers something special from chalkboards to original wood cabinets used during the school days and offers many amenities for your convenience. We invite

  623 Summit Ave, Oconomowoc, WI 53066
• 

  $425,000 Sold Jul 07, 2025

  707 E Roland St, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,672 Sq Ft

  Last Sold Summary

  • 8% Above List Price
  • $254/SF
  • 4 Days On Market

  Current Estimated Value $412,942

  Last Listing Agent Salina Judkins Stapleton Realty

  707 E Roland St, Oconomowoc, WI 53066
• 

  Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,137 Sq Ft

  1449 Olde Highlander Dr, Oconomowoc, WI 53066

  1449 Olde Highlander Dr, Oconomowoc, WI 53066
• 

  

  /5

  $146,990

  • Land
  • 0.35 Acre
  • $419,971 per Acre

  Lt38 W Ingleside Ct, Dousman, WI 53118

  Welcome to Talbot's Woods of Dousman! This highly desirable property is adjacent to the Glacial Drumlin State Trail and many homesites offer wooded views with lookout/walkout exposures. The highly ranked Kettle Moraine School District has the elementary, middle & high school located in close proximity. Within a short drive you will find a variety of shopping, dining and recreational opportunities

  Jeffrey Brzezinski Korndoerfer Homes LLC

  Lt38 W Ingleside Ct, Dousman, WI 53118
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  /16

  $1,000 - $2,800 per month

  Morningside Orchard Apartments

  1 - 2 Beds

  172 Morningside Orchard Dr, Oconomowoc, WI 53066

  Morningside Orchard Apartments offers both one and two bedroom units. We also have fully furnished executive apartments with flexible lease options. There is a beautiful heated pool area, and we are close to the downtown area for restaurants, city parks and beaches.

  172 Morningside Orchard Dr, Oconomowoc, WI 53066
• 

  $2,664,000 Sold Jun 20, 2025

  302 Lac La Belle Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 3.5 Baths
  • 3,800 Sq Ft

  Last Sold Summary

  • 5% Below List Price
  • $701/SF

  Current Estimated Value $2,614,014

  Last Listing Agent Pat Bolger Patrick Bolger Realty Group

  302 Lac La Belle Dr, Oconomowoc, WI 53066
• 

  Est $915,826 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,682 Sq Ft

  W358N6724 W Stonewood Dr, Oconomowoc, WI 53066

  W358N6724 W Stonewood Dr, Oconomowoc, WI 53066
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  /46

  $660,000

  • 3 Beds
  • 3 Baths
  • 3,600 Sq Ft

  W354N5315 Coastal Ave, Oconomowoc, WI 53066

  Grand and gracious would not overstate the ambience of this detached, ranch-style home. Views of Bay Pointe pond welcome you to condo living. Natural light enters every room. Overhanging roof shelters your steps to the Great Room. Cathedral ceiling and corner fireplace inspire warm arrangements for gathering. French doors open to east facing den, capturing the water view. Modern kitchen island is

  Mary Steinke Shorewest Realtors, Inc.

  W354N5315 Coastal Ave, Oconomowoc, WI 53066
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  /20

  $1,212 - $1,458 per month

  Berkshire Oconomowoc Senior Apartments

  1 - 2 Beds

  210 S Main St, Oconomowoc, WI 53066

  The Berkshire Independent Senior Apartments (AGES 55+ ) are designed to specifically meet the changing needs of today’s seniors. Our comfortable units are an ideal option for those who no longer want the responsibility and upkeep of a house but still desire privacy, security and independence. Our apartments are spacious and most have new flooring installed. We are located one block away

  210 S Main St, Oconomowoc, WI 53066
• 

  $724,900 Sold Sep 18, 2025

  1704 Whalen Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,903 Sq Ft

  Last Sold Summary

  • 1% Below List Price
  • $250/SF
  • 117 Days On Market

  Last Listing Agent Amy Krieghoff Coldwell Banker Realty

  1704 Whalen Dr, Oconomowoc, WI 53066
• 

  Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,828 Sq Ft

  W359S1850 Wisconsin 67, Dousman, WI 53118

  W359S1850 Wisconsin 67, Dousman, WI 53118
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  /5

  $131,990

  • Land
  • 0.36 Acre
  • $366,639 per Acre

  Lt57 W Talbots Woods Dr, Dousman, WI 53118

  This highly desirable property is adjacent to the Glacial Drumlin State Trail and many homesites offer wooded views with lookout/walkout exposures. The highly ranked Kettle Moraine School District has the elementary, middle & high school located in close proximity. Within a short drive you will find a variety of shopping, dining and recreational opportunities including Lapham Peak.

  Jeffrey Brzezinski Korndoerfer Homes LLC

  Lt57 W Talbots Woods Dr, Dousman, WI 53118
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  /6

  $1,235 per month

  Grace Manor Apts., LLC

  2 Beds

  675 S Worthington St, Oconomowoc, WI 53066

  Welcome to Grace Manor Apartments, a beautiful place to live with a quiet, peaceful environment, spacious apartments and wonderful neighbors. Located on a dead end street near Roosevelt Park. This secured community is professionally handled with excellent management and maintenance staff. Sorry, NO pets allowed. Please call our office today for more information and availability for your new home

  675 S Worthington St, Oconomowoc, WI 53066
• 

  $310,000 Sold Aug 27, 2025

  211 Oconomowoc Pkwy Unit 206, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,580 Sq Ft

  Last Sold Summary

  • 5% Below List Price
  • $196/SF
  • 62 Days On Market

  Current Estimated Value $311,392

  Last Listing Agent Shay Froemming Froemming Realty LLC

  211 Oconomowoc Pkwy Unit 206, Oconomowoc, WI 53066
• 

  Not Listed For Sale

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

  1550 Creekview Ln, Oconomowoc, WI 53066

  1550 Creekview Ln, Oconomowoc, WI 53066
• 

  

  /3

  $604,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,337 Sq Ft

  1724 Whalen Dr, Oconomowoc, WI 53066

  HOUSE IS BEING FRAMED-APPROXIMATE COMPLETION FEBRUARY 2026. 4 bedrooms/2.5 baths/flex room/spacious 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/double sinks/granite or equivalent vanity tops in master bath. 2 WIC's master suite. Knockdown drywall w/rounded corners. 9' first floor ceilings/tray ceiling

  Joseph Behmke Kaerek Homes, Inc.

  1724 Whalen Dr, Oconomowoc, WI 53066
• 

  

  /23

  $1,550 per month

  Whitman Place Apartments

  2 Beds

  1156 Lowell Dr, Oconomowoc, WI 53066

  Deluxe 2 bedroom, 2 bathroom apartments in a private wooded setting, with the expressway and shopping nearby. Full size washer and dryer in each unit. Underground parking included.

  1156 Lowell Dr, Oconomowoc, WI 53066
• 

  $330,000 Sold May 14, 2025

  716 W Highland Ave, Oconomowoc, WI 53066

  • 2 Beds
  • 1 Bath
  • 972 Sq Ft

  Last Sold Summary

  • $340/SF
  • 6 Days On Market

  Current Estimated Value $327,876

  Last Listing Agent Mary Hickenbottom Coldwell Banker HomeSale Realty - Wauwatosa

  716 W Highland Ave, Oconomowoc, WI 53066
• 

  Est $1,480,234 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 5,168 Sq Ft

  S8W33950 Waterville Lake Dr, Oconomowoc, WI 53066

  S8W33950 Waterville Lake Dr, Oconomowoc, WI 53066

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