Homes in ZIP Code 53066

• 

  Est $747,275 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,500 Sq Ft

  W384N7401 Cottonwood Ct, Oconomowoc, WI 53066

  W384N7401 Cottonwood Ct, Oconomowoc, WI 53066
• 

  

  

  /5

  $225,000

  • Land
  • 0.83 Acre
  • $271,084 per Acre

  Lt5 Whitaker Ln, Summit, WI 53066

  Introducing 11 stunning new 3/4 acre lots, nestled in a serene landscape of native prairie and wetlands. These spacious homesites offer the perfect blend of natural beauty and peaceful living, with wide-open views of the rural tranquility that Summit offers. The homesites offer access to the picturesque Bark River. Located in the Village of Summit, this is a wonderful opportunity to build in a

  John Siepmann Siepmann Realty Corp.

  Lt5 Whitaker Ln, Summit, WI 53066
• 

  $755,000 Sold Jul 11, 2025

  • 2,586 Sq Ft
  • $292/SF
  • 1 Day On Market

  • 4 Beds
  • 4 Baths

  370 Yosemite Rd, Oconomowoc, WI 53066

  Immaculate 4-Bedroom Home in Highly Sought-After Oconomowoc Welcome to this beautifully maintained 4-bedroom, 2.5-bathroom home located in the desirable city of Oconomowoc. This stunning property features major updates including a brand-new roof (2022), new siding, and windows (2024), ensuring both style and peace of mind. The pride of ownership is evident throughout, with impeccable upkeep and

  Heather Siade-Cox Realty Executives - Integrity

  370 Yosemite Rd, Oconomowoc, WI 53066
• 

  Est $1,000,211 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,384 Sq Ft

  1900 N Glendale Rd, Oconomowoc, WI 53066

  1900 N Glendale Rd, Oconomowoc, WI 53066
• 

  

  

  /5

  $225,000

  • Land
  • 0.83 Acre
  • $271,084 per Acre

  Lt4 Whitaker Ln, Summit, WI 53066

  Introducing 11 stunning new 3/4 acre lots, nestled in a serene landscape of native prairie and wetlands. These spacious homesites offer the perfect blend of natural beauty and peaceful living, with wide-open views of the rural tranquility that Summit offers. The homesites offer access to the picturesque Bark River. Located in the Village of Summit, this is a wonderful opportunity to build in a

  John Siepmann Siepmann Realty Corp.

  Lt4 Whitaker Ln, Summit, WI 53066
• 

  $547,744 Sold Jul 10, 2025

  • 1,851 Sq Ft
  • $296/SF
  • 20 Days On Market

  • 3 Beds
  • 2 Baths

  1236 Violet St, Oconomowoc, WI 53066

  New Construction - Ready in July. This stunning new construction home in the desirable Prairie Creek Ridge subdivision of Oconomowoc combines modern design with ultimate comfort. Boasting 1,851 sq ft of living space, the home offers 3 spacious bedrooms, 2 beautifully designed bathrooms, and high ceilings that enhance the open and airy feel. The kitchen features exquisite quartz countertops, while

  Ryan Prellwitz Loos Custom Homes,LLC

  1236 Violet St, Oconomowoc, WI 53066
• 

  Est $680,764 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,688 Sq Ft

  1493 Fairways Cir Unit 12, Oconomowoc, WI 53066

  1493 Fairways Cir Unit 12, Oconomowoc, WI 53066
• 

  

  /5

  $225,000

  • Land
  • 0.83 Acre
  • $271,084 per Acre

  Lt3 Whitaker Ln, Summit, WI 53066

  Introducing 11 stunning new 3/4 acre lots, nestled in a serene landscape of native prairie and wetlands. These spacious homesites offer the perfect blend of natural beauty and peaceful living, with wide-open views of the rural tranquility that Summit offers. The homesites offer access to the picturesque Bark River. Located in the Village of Summit, this is a wonderful opportunity to build in a

  John Siepmann Siepmann Realty Corp.

  Lt3 Whitaker Ln, Summit, WI 53066
• 

  $800,000 Sold Jul 07, 2025

  • 3,070 Sq Ft
  • $261/SF
  • 5 Days On Market

  • 3 Beds
  • 2.5 Baths

  35198 Castle Rock Dr, Oconomowoc, WI 53066

  Stunning split ranch in the Estates of the desirable Lake Country Villages! Enjoy the TWO community pools, pickle ball/sports courts, walking trails and playgrounds! Open concept layout featuring modern design, upgraded lighting and LR features accent wall, cathedral ceiling & GFP. The LR opens up to large dinette & light bright kitchen w/oversized island, perfect for entertaining! Large primary

  Karen Patrick First Weber Inc - Delafield

  35198 Castle Rock Dr, Oconomowoc, WI 53066
• 

  Est $610,090 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,964 Sq Ft

  1850 Wellsprings Ct, Oconomowoc, WI 53066

  1850 Wellsprings Ct, Oconomowoc, WI 53066
• 

  

  /5

  $225,000

  • Land
  • 0.92 Acre
  • $244,565 per Acre

  Lt2 Whitaker Ln, Summit, WI 53066

  Introducing 11 stunning new 3/4 acre lots, nestled in a serene landscape of native prairie and wetlands. These spacious homesites offer the perfect blend of natural beauty and peaceful living, with wide-open views of the rural tranquility that Summit offers. The homesites offer access to the picturesque Bark River. Located in the Village of Summit, this is a wonderful opportunity to build in a

  John Siepmann Siepmann Realty Corp.

  Lt2 Whitaker Ln, Summit, WI 53066
• 

  $1,435,000 Sold Jul 07, 2025

  • 5,687 Sq Ft
  • $252/SF
  • 3 Days On Market

  • 4 Beds
  • 3 Baths

  W349S3090 Waterville Rd, Oconomowoc, WI 53066

  Stunning 2011 ranch on 11 scenic acres with a heated inground pool and two-level barn on Waterville Rd! Exposed beams highlight the open, light-filled living room and kitchen. Split layout offers a private primary suite with two bedrooms opposite. Walk-out lower level features a huge rec room, second kitchen, guest bed, and full bathperfect for entertaining. The barn has stalls, electricity, and

  Tyler Krischan Century 21 Affiliated - Delafield

  W349S3090 Waterville Rd, Oconomowoc, WI 53066
• 

  Est $309,922 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,212 Sq Ft

  W397N5960 Autumn Woods Dr Unit 83, Oconomowoc, WI 53066

  W397N5960 Autumn Woods Dr Unit 83, Oconomowoc, WI 53066
• 

  

  /4

  $200,000

  • Land
  • 0.96 Acre
  • $208,333 per Acre

  Lt1 Whitaker Ln, Summit, WI 53066

  Introducing 11 stunning new 3/4 acre lots, nestled in a serene landscape of native prairie and wetlands. These spacious homesites offer the perfect blend of natural beauty and peaceful living, with wide-open views of the rural tranquility that Summit offers. The homesites offer access to the picturesque Bark River. Located in the Village of Summit, this is a wonderful opportunity to build in a

  John Siepmann Siepmann Realty Corp.

  Lt1 Whitaker Ln, Summit, WI 53066
• 

  $425,000 Sold Jul 07, 2025

  • 1,672 Sq Ft
  • $254/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths

  707 E Roland St, Oconomowoc, WI 53066

  This charming home is nestled in the Fowler Park Neighborhood in the heart of Oconomowocjust a short walk to Fowler Lake Park, Lac La Belle, and all the downtown shops and restaurants. The main level features a spacious living room, kitchen, dining room, bathroom, and a master bedroom with ensuite bath. A back porch/mudroom leads to the backyard and garage. The basement offers the ultimate

  Salina Judkins Stapleton Realty

  707 E Roland St, Oconomowoc, WI 53066
• 

  Est $499,370 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,791 Sq Ft

  W358N5115 Crestview Dr, Oconomowoc, WI 53066

  W358N5115 Crestview Dr, Oconomowoc, WI 53066
• 

  

  /19

  $539,900

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

  843 Stirling Dr Unit Bldg 24, Unit 47, Oconomowoc, WI 53066

  NEW CONSTRUCTION Ready Sept 2025 - Luxury Ranch Condominium with 2 Bedroom plus Flex Room, featuring open design concept with 9' Ceilings throughout. Beautiful Gourmet Kitchen for entertaining with a large center island, beautiful soft close cabinetry and quartz countertops. Spacious Great Room features a stunning stone to ceiling fireplace and box tray ceiling! Flex Room with a door offers a

  Paige Sederberg Harbor Homes Inc

  843 Stirling Dr Unit Bldg 24, Unit 47, Oconomowoc, WI 53066
• 

  $537,100 Sold Jul 07, 2025

  • 1,765 Sq Ft
  • $304/SF
  • 1 Day On Market

  • 3 Beds
  • 2 Baths

  881 Summer Creek Rd, Oconomowoc, WI 53066

  AMAZING VIEWS OF OCONOMOWOC RIVER! Beautifully maintained, open concept 3BR, 2BA ranch in Hickory Creek on .455 acre along the tranquil Ocon River. Great room w/ beautiful GFP. Airy KIT incl island & pantry w/ newer counters, lighting, oven & refrigerator, open to sunny DR w/ patio doors to deck, spacious MBR suite w/ whirlpool tub, WICs in all BRs. Main flr cath ceilings. HWFs. Ceramic tile.

  Dana Schlueter Response Realtors

  881 Summer Creek Rd, Oconomowoc, WI 53066
• 

  Est $419,122 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,526 Sq Ft

  W395N5858 Laketon Ave, Oconomowoc, WI 53066

  W395N5858 Laketon Ave, Oconomowoc, WI 53066
• 

  

  /25

  $679,900 Open Sun 12PM - 4PM

  • 2 Beds
  • 2 Baths
  • 1,942 Sq Ft

  1388 Prairie Creek Cir Unit 12, Oconomowoc, WI 53066

  READY IN AUGUST! Beautiful 2-bed, 2-bath ranch condo/Emory floorplan blends modern comfort with timeless style! Step inside to find a spacious kitchen w/quartz countertops, generous prep & presentation areas, SS appliances + island, breakfast bar & adjacent dining room. A light-filled great room also includes a GFP for a warm, welcoming space where you can also step outside & enjoy your private

  Jessica Dunn Shorewest Realtors, Inc.

  1388 Prairie Creek Cir Unit 12, Oconomowoc, WI 53066
• 

  $689,000 Sold Jul 03, 2025

  • 3,576 Sq Ft
  • $193/SF
  • 45 Days On Market

  • 4 Beds
  • 4 Baths

  1271 Evergreen Trail, Oconomowoc, WI 53066

  Tim O'brien home with stylish updates throughout-better than new construction! Enjoy a private fenced backyard with custom patio, pergola, and fireplace. Inside features include updated lighting, flooring and a dog washing station. The Finished basement is perfect for entertaining with a wet bar and ample space. Tucked away on a cul-de-sac, this home offers both comfort and convenience.

  The Elements Rea Team* Elements Realty LLC

  1271 Evergreen Trail, Oconomowoc, WI 53066
• 

  Est $386,161 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,368 Sq Ft

  34 S Concord Rd, Oconomowoc, WI 53066

  34 S Concord Rd, Oconomowoc, WI 53066
• 

  

  /22

  $694,900 Open Sun 12PM - 4PM

  • 2 Beds
  • 2 Baths
  • 1,942 Sq Ft

  1380 Prairie Creek Cir Unit 16E, Oconomowoc, WI 53066

  This beautifully crafted new construction 2-bed, 2-bath condo was designed w/ease & style in mind - ready for immediate move in! The chef-inspired kitchen showcases quartz countertops, ample counter space for prep & presentation, SS appliances, + an island, breakfast bar & adjacent dining room. An expansive great room filled w/natural light also includes a GFP for a warm, welcoming space where

  Jessica Dunn Shorewest Realtors, Inc.

  1380 Prairie Creek Cir Unit 16E, Oconomowoc, WI 53066
• 

  $347,800 Sold Jul 02, 2025

  • 1,912 Sq Ft
  • $182/SF
  • 17 Days On Market

  • 2 Beds
  • 2.5 Baths

  521 Frederick Ct Unit 521, Oconomowoc, WI 53066

  Nestled in the quiet cul de sac of Sheldon Knoll condo development is the well-maintained 2 Bedroom & 2.5 bath unit within walking distance to downtown shopping & restaurants. This condo has plenty to offer including: private entrance w/2 car attached garage & plenty of storage. The open floor plan features LR w/gas fireplace, vaulted ceiling, skylight, & new roof & water heater. Plenty of room

  Elizabeth Bertrandt-Klug Realty Executives - Integrity

  521 Frederick Ct Unit 521, Oconomowoc, WI 53066
• 

  Est $573,427 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,305 Sq Ft

  W383N7200 Cottonwood Ct, Oconomowoc, WI 53066

  W383N7200 Cottonwood Ct, Oconomowoc, WI 53066
• 

  

  /25

  $684,900 Open Sun 12PM - 4PM

  • 2 Beds
  • 2 Baths
  • 1,878 Sq Ft

  1382 Prairie Creek Cir Unit 15D, Oconomowoc, WI 53066

  Welcome to effortless elegance & modern comfort w/this brand new 2-bed 2-bath + den ranch condo ready for immediate move-in! Thoughtfully designed w/a spacious, light-filled living space, the gourmet kitchen is a chef's dream, boasting quartz countertops, soft-close cabinetry, a large center island, & SS appliances & flows seamlessly into the dining area & great room, complete with GFP + a deck

  Jessica Dunn Shorewest Realtors, Inc.

  1382 Prairie Creek Cir Unit 15D, Oconomowoc, WI 53066
• 

  $614,900 Sold Jul 02, 2025

  • 2,172 Sq Ft
  • $283/SF
  • 419 Days On Market

  • 4 Beds
  • 2.5 Baths

  1362 Windwood Rd, Oconomowoc, WI 53066

  Move-in Ready 3 ARW Hudson Farmhouse! All Veridian homes are Quality360 certified, meaning they exceed energy-efficiency industry standards and will perform, on average, better than a typical used home. As your local homebuilder, you can expect the best local brands and trades for your home as well. We've partnered with Pella, Kohler, Floor360 and Auburn Ridge just to name a few.

  Tamra Litzau Shorewest Realtors, Inc.

  1362 Windwood Rd, Oconomowoc, WI 53066
• 

  Est $348,316 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,104 Sq Ft

  749 N Harding St, Oconomowoc, WI 53066

  749 N Harding St, Oconomowoc, WI 53066
• 

  

  /40

  $720,000 Open Sat 12PM - 1:30PM

  • 3 Beds
  • 3.5 Baths
  • 2,480 Sq Ft

  1855 River Lakes Rd S, Oconomowoc, WI 53066

  OCONOMOWOC. Set in desirable Pabst Farms, this 3 BRM., 3.5 BA Ranch home looks & feels brand new. The crown molding throughout the home adds elegance with the well-designed soaring ceilings, gleaming hardwood floors, and refreshed Kitchen- complete with stainless steel appliances. The expansive Great Room features a Gas Fireplace which leads into a formal Dining RM. The open floor plan

  Pat Bolger Patrick Bolger Realty Group

  1855 River Lakes Rd S, Oconomowoc, WI 53066
• 

  $397,500 Sold Jul 01, 2025

  • 1,939 Sq Ft
  • $205/SF
  • 4 Days On Market

  • 3 Beds
  • 1.5 Baths

  708 N Oakwood Ave, Oconomowoc, WI 53066

  This adorable 3 bedroom, one and half bath ranch in the heart of Oconomowoc is back on the market! The spacious living room, updated kitchen and full bath complete the first floor. In the lower level you will find a spacious finished room for all your entertainment needs. The one and half car garage leads out to the charming private back yard. Won't last long!

  Julie LoDuca Keller Williams Realty-Lake Country

  708 N Oakwood Ave, Oconomowoc, WI 53066
• 

  Est $371,219 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,900 Sq Ft

  64 S Chestnut St, Oconomowoc, WI 53066

  64 S Chestnut St, Oconomowoc, WI 53066
• 

  

  /58

  $1,050,000

  • 4 Beds
  • 5 Baths
  • 5,218 Sq Ft

  N66W38493 N Woodlake Cir, Oconomowoc, WI 53066

  Mediterranean-inspired one-of-a-kind Woodlake ranch home on nearly an acre surrounded by open space & pond. South facing home with fully exposed LL giving every room sunlight and views. Designed with a cozy feel throughout, the split ranch has multiple spaces for entertainment. The heart of the 1st floor is a cook's fully outfitted kitchen, its hearth room, and family room with a natural wood

  Ken Herro Oconomowoc Realty LLC

  N66W38493 N Woodlake Cir, Oconomowoc, WI 53066
• 

  $489,900 Sold Jul 01, 2025

  • 1,516 Sq Ft
  • $323/SF
  • 50 Days On Market

  • 3 Beds
  • 2 Baths

  956 Elderberry Rd, Oconomowoc, WI 53066

  Move-in Ready 56 ARW Olivia Cottage II Unit A, TWIN HOME! AVAILABLE 6.30.25! Welcome to Haven, a community of Twin Homes offering low-maintenance living in custom homes with private yards. Monthly association fee of $245 covers lawn mowing, fertilization, and snow removal; plus a la carte seasonal services are available for a separate rate. All Veridian homes are Quality360 certified, meaning

  Rachael Bublitz Shorewest Realtors, Inc.

  956 Elderberry Rd, Oconomowoc, WI 53066
• 

  Est $717,444 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,584 Sq Ft

  1853 Spring Park Ct, Oconomowoc, WI 53066

  1853 Spring Park Ct, Oconomowoc, WI 53066
• 

  

  /62

  $1,139,000

  • 4 Beds
  • 2.5 Baths
  • 2,845 Sq Ft

  N65W34963 Baltic Pass, Oconomowoc, WI 53066

  OCONOMOWOC. Built in 2023 this stunning home still has that new home smell. From the magnificent Great Room with its towering ceiling and dramatic fireplace to the impressive Kitchen with huge Island, SS appliances, serving area and walk in pantry to the pocket office, impressive foyer, luxurious first floor primary bedroom suite to the open floor plan, wood floors, beautiful screened in porch

  Pat Bolger Patrick Bolger Realty Group

  N65W34963 Baltic Pass, Oconomowoc, WI 53066
• 

  $660,000 Sold Jul 01, 2025

  • 2,059 Sq Ft
  • $321/SF
  • 54 Days On Market

  • 3 Beds
  • 2 Baths

  1753 Hammock Ln, Oconomowoc, WI 53066

  The Marigold-located in the heart of Oconomowoc! This prairie inspired ranch style home features upgrades throughout. Kitchen has soft close cabinets, quartz countertops, spacious walk-in pantry & exterior vented range hood. Cathedral ceilings spans across kitchen & great room & an electric fireplace w/ stone detail in GR completes the space. Flex room off front foyer includes French doors,

  Erin Russell Tim O'Brien Homes

  1753 Hammock Ln, Oconomowoc, WI 53066
• 

  Est $696,456 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,484 Sq Ft

  1847 Wellsprings Ct, Oconomowoc, WI 53066

  1847 Wellsprings Ct, Oconomowoc, WI 53066
• 

  

  /18

  $499,900

  • 2 Beds
  • 2 Baths
  • 1,505 Sq Ft

  561 Pioneer Ct Unit 20 left, Dousman, WI 53118

  Lake Country New construction custom ranch condos located on the Glacial Drumlin bike trail. Introducing Talbots's Woods, Berg Development's latest ranch condo project. Berg brings its signature high-quality new construction condos to Lake Country. Buyers can fully customize their interiors, working with our in-house design team to create their ideal home. These Ranch style condos feature 2

  John Protiva Century 21 Affiliated - Delafield

  561 Pioneer Ct Unit 20 left, Dousman, WI 53118
• 

  $622,070 Sold Jul 01, 2025

  • 2,748 Sq Ft
  • $226/SF
  • 124 Days On Market

  • 4 Beds
  • 2.5 Baths

  1299 Violet St, Oconomowoc, WI 53066

  4 bedrooms/2.5 bath/flex room/spacious 2-story. Basement has an egress slider window & drain/vent rough-in for future full bath. Corner ceramic tiled walk-in shower/2 shower heads/split sinks/granite or equivalent vanity tops. Jack and Jill family bath with double sinks. Spacious WIC master suite. Knockdown drywall w/rounded corners. 9' first floor ceilings. Tray ceiling master bedroom. Kitchen

  Joseph Behmke Kaerek Homes, Inc.

  1299 Violet St, Oconomowoc, WI 53066
• 

  Est $485,995 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,878 Sq Ft

  892 Summer Creek Rd, Oconomowoc, WI 53066

  892 Summer Creek Rd, Oconomowoc, WI 53066

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