Homes in ZIP Code 53066

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  /44

  $509,900

  • 1 Bed
  • 1.5 Baths
  • 1,182 Sq Ft

  215 E Pleasant St Unit 201, Oconomowoc, WI 53066

  This beautifully designed, 1Bdm End Unit Condo offers stunning views of the lakes from its rooftop for fireworks displays this season! Located in the heart of walkable Oconomowoc, it boasts a range of amenities. 6th-floor rooftop deck overlooks two lakes and the city, providing a perfect spot for outdoor entertaining. The large green roof features grilling areas with firepits, making it ideal for

  Casey Ehler Coldwell Banker Elite

  215 E Pleasant St Unit 201, Oconomowoc, WI 53066
• 

  $790,000 Sold Jul 31, 2025

  1861 River Lakes Rd S, Oconomowoc, WI 53066

  • 5 Beds
  • 3.5 Baths
  • 4,054 Sq Ft

  Last Sold Summary

  • 1% Below List Price
  • $195/SF
  • 9 Days On Market

  Current Estimated Value $794,763

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

  1861 River Lakes Rd S, Oconomowoc, WI 53066
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  Est $621,758 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 2,484 Sq Ft

  1758 Bess Ct, Oconomowoc, WI 53066

  1758 Bess Ct, Oconomowoc, WI 53066
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  /4

  $485,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,575 Sq Ft

  The Harlequin Plan at Arrowood, Oconomowoc, WI 53066

  Work and play. Play and work. The kitchen island in The Harlequin is fully equipped for both. Mix up your mother’s red velvet cake recipe. Chat with your friends over coffee and scones. Prepare your financials. Store your new pots and pans in the cabinets below. Toast to a happy home. This kitchen island allows you to do it all, within the comfort of your own home. Meet The Harlequin. All prices,

  Veridian Homes Builder

  1420 Arrowwood Circle St W Unit 36788963, Oconomowoc, WI 53066
• 

  $460,000 Sold Aug 26, 2025

  N57W35647 Misty Terrace, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 1,992 Sq Ft

  Last Sold Summary

  • 31% Above List Price
  • $231/SF
  • 11 Days On Market

  Current Estimated Value $465,174

  Last Listing Agent Christopher Novak Coldwell Banker HomeSale Realty - Wauwatosa

  N57W35647 Misty Terrace, Oconomowoc, WI 53066
• 

  Est $376,533 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,552 Sq Ft

  686 Hickory Creek Dr Unit 2, Oconomowoc, WI 53066

  686 Hickory Creek Dr Unit 2, Oconomowoc, WI 53066
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  /22

  $694,900

  • 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
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  $830,000 Sold Jan 13, 2025

  3190 Castle Rock Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 3.5 Baths
  • 3,599 Sq Ft
  • Built 2020

  Last Sold Summary

  • $231/SF
  • 3 Days On Market

  Current Estimated Value $898,264

  Last Listing Agent Paul Liebe Lake Country Flat Fee

  3190 Castle Rock Dr, Oconomowoc, WI 53066
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  Est $591,870 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,696 Sq Ft

  W359N5278 Crestview Dr, Oconomowoc, WI 53066

  W359N5278 Crestview Dr, Oconomowoc, WI 53066
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  /2

  $165,900

  • Land
  • 0.26 Acre
  • $638,077 per Acre

  Lt88 Scotsland Ln, Oconomowoc, WI 53066

  Lot 88-Located in The Estates at Olde Highlander. Olde Highlander offers a variety of amenities for homeowners to enjoy, including a Pool, Clubhouse, Walking Path, Playground & Outdoor Activity Area. Lot 88 has partial/lookout exposure. Only available as a home & lot package with Tim O'Brien Homes.

  Erin Russell Tim O'Brien Homes

  Lt88 Scotsland Ln, Oconomowoc, WI 53066
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  $968,000 Sold May 23, 2025

  N53W34938 Road b, Okauchee, WI 53069

  • 2 Beds
  • 1 Bath
  • 876 Sq Ft

  Last Sold Summary

  • 8% Above List Price
  • $1,105/SF
  • 7 Days On Market

  Current Estimated Value $982,663

  Last Listing Agent Jodi Tweeden First Weber Inc - Delafield

  N53W34938 Road b, Okauchee, WI 53069
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  Est $391,570 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,112 Sq Ft

  824 S Silver Lake St, Oconomowoc, WI 53066

  824 S Silver Lake St, Oconomowoc, WI 53066
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  /6

  $224,900

  • Land
  • 0.35 Acre
  • $642,571 per Acre

  Pcl4 Poppy St, Oconomowoc, WI 53066

  Welcome to the last remaining lot in the coveted Flowers Street area of Oconomowoc! This spacious, flat, and open 0.35-acre parcel sits quietly at the end of a dead-end street, offering rare privacy with no through traffic. Enjoy the convenience of city utilitiessewer and water already in the streetso there's no need to deal with septic or well systems. Plus, no sidewalks mean less winter

  Christy Weber Avanti Realty LLC

  Pcl4 Poppy St, Oconomowoc, WI 53066
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  $580,000 Sold Mar 11, 2025

  281 Thurow Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 3.5 Baths
  • 3,000 Sq Ft

  Last Sold Summary

  • 1% Above List Price
  • $193/SF
  • 4 Days On Market

  Current Estimated Value $605,849

  Last Listing Agent Kimberly Johnson Shorewest Realtors, Inc.

  281 Thurow Dr, Oconomowoc, WI 53066
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  Est $923,060 Not Listed For Sale

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

  1379 Mamerow Ln W, Oconomowoc, WI 53066

  1379 Mamerow Ln W, Oconomowoc, WI 53066
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  $529,900 New Construction

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

  1278 Arrowood Cir W, Oconomowoc, WI 53066

  Image is representative of home; colors may vary. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

  Veridian Homes Builder

  1278 Arrowood Cir W, Oconomowoc, WI 53066
• 

  $575,900 Sold Dec 19, 2025

  578 Twin Creeks Dr, Dousman, WI 53118

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft

  Last Sold Summary

  • $346/SF
  • 43 Days On Market

  Last Listing Agent Michelle LaPorte Bielinski Homes, Inc.

  578 Twin Creeks Dr, Dousman, WI 53118
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  Est $740,987 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,948 Sq Ft

  1386 Waters Edge Dr, Oconomowoc, WI 53066

  1386 Waters Edge Dr, Oconomowoc, WI 53066
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  /4

  $721,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,428 Sq Ft

  1750 Whalen Dr, Oconomowoc, WI 53066

  This home is under construction. The Francesca 2428 is an ideal home that needs both communal & private spaces. The 1st-floor is home to the gathering room, formal dining room, & dinette. The kitchen features quartz counters, a prep island w/ seating, walk-in pantry, s.s. appliances, & tile backsplash. The main floor also features a private home office. Heading upstairs, you're met w/ 3 secondary

  Jennifer Durand Bielinski Homes, Inc.

  1750 Whalen Dr, Oconomowoc, WI 53066
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  $70,000 Sold May 09, 2025

  W2326 W Schure Dr, Ashippun, WI 53066

  • Land
  • 0.45 Acre
  • $155,556 per Acre

  Last Sold Summary

  • 7% Below List Price
  • 13 Days On Market

  Last Listing Agent Kelly Secord First Weber Inc - Delafield

  W2326 W Schure Dr, Ashippun, WI 53066
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  Est $738,139 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,014 Sq Ft

  1364 Mamerow Ln W, Oconomowoc, WI 53066

  1364 Mamerow Ln W, Oconomowoc, WI 53066
• 

  $664,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,455 Sq Ft

  1254 Arrowood Cir W, Oconomowoc, WI 53066

  Image is representative of home; colors may vary. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

  Veridian Homes Builder

  1254 Arrowood Cir W, Oconomowoc, WI 53066
• 

  $325,000 Sold Dec 19, 2025

  Lt2 Breens Rd, Summit, WI 53066

  • Land
  • 3 Acres
  • $108,333 per Acre

  Last Sold Summary

  • 24% Below List Price
  • 508 Days On Market

  Last Listing Agent The Elements Rea Team* Elements Realty LLC

  Lt2 Breens Rd, Summit, WI 53066
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  Est $604,309 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,484 Sq Ft

  1430 Woodside Dr, Oconomowoc, WI 53066

  1430 Woodside Dr, Oconomowoc, WI 53066
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  /6

  $573,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,654 Sq Ft

  590 Twin Creeks Dr, Dousman, WI 53118

  This split-bedroom ranch home for sale in Dousman effortlessly lives large, thanks to its thoughtfully designed open-concept nature that maximizes every square foot. The heart of the home, the kitchen, is a chef's delight, boasting an abundance of cabinetry to keep everything organized and within reach. Complementing this ample storage is a generous pantry, perfect for stowing away groceries and

  Michelle LaPorte Bielinski Homes, Inc.

  590 Twin Creeks Dr, Dousman, WI 53118
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  $850,000 Sold Feb 28, 2025

  3127 Mineral Springs Blvd, Oconomowoc, WI 53066

  • 5 Beds
  • 3.5 Baths
  • 3,381 Sq Ft

  Last Sold Summary

  • 2% Above List Price
  • $251/SF
  • 2 Days On Market

  Current Estimated Value $876,595

  Last Listing Agent Karen Patrick First Weber Inc - Delafield

  3127 Mineral Springs Blvd, Oconomowoc, WI 53066
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  Est $658,220 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,420 Sq Ft

  1500 Woodside Dr, Oconomowoc, WI 53066

  1500 Woodside Dr, Oconomowoc, WI 53066
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  /18

  $499,900 Under Contract

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

  531 Pioneer Ct Unit 17 right, Dousman, WI 53118

  Lake Country New construction custom ranch condos. Introducing Talbots's Woods, Berg Development's latest luxury ranch condo project. Berg brings its signature high-quality new construction condos to Lake Country. Buyers can fully customize their interiors, working with our dedicated in-house design team to create their ideal home. These Ranch style condos feature only 2 units per building,

  John Protiva Century 21 Affiliated - Delafield

  531 Pioneer Ct Unit 17 right, Dousman, WI 53118
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  $539,900 Sold Jul 18, 2025

  990 Elderberry Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,720 Sq Ft

  Last Sold Summary

  • $314/SF

  Last Listing Agent David Hasbani Shorewest Realtors, Inc.

  990 Elderberry Rd, Oconomowoc, WI 53066
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  Est $426,785 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,515 Sq Ft

  N51W34861 Wisconsin Ave Unit 3117, Okauchee, WI 53069

  N51W34861 Wisconsin Ave Unit 3117, Okauchee, WI 53069
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  /13

  $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
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  $550,000 Sold Sep 12, 2025

  1815 N Davies Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,412 Sq Ft

  Last Sold Summary

  • 31% Below List Price
  • $228/SF
  • 22 Days On Market

  Current Estimated Value $599,339

  Last Listing Agent Connie Magee Home Team Real Estate Group LLC

  1815 N Davies Dr, Oconomowoc, WI 53066
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  Est $421,966 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,515 Sq Ft

  N51W34861 Wisconsin Ave Unit 2117, Okauchee, WI 53069

  N51W34861 Wisconsin Ave Unit 2117, Okauchee, WI 53069
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  /41

  $779,900 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 3,182 Sq Ft

  628 Sedge Meadow Ct, Oconomowoc, WI 53066

  Nestled on a private 1-acre lot this recently updated home uniquely enjoys the 76-acre subdivision out-lot conveniently located in front and behind of this well-situated residence. Imagine relaxing after a long day at work on the spacious patio and all you hear is the wind gently blowing through the trees. The updates are many and this is truly a home you can move in and begin to enjoy on day

  Glenn Hanon Shorewest Realtors, Inc.

  628 Sedge Meadow Ct, Oconomowoc, WI 53066
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  $815,000 Sold Jun 13, 2025

  3238 Castle Rock Dr, Summit, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 2,593 Sq Ft

  Last Sold Summary

  • 7% Below List Price
  • $314/SF
  • 9 Days On Market

  Current Estimated Value $818,905

  Last Listing Agent Carrie Lemke NextKey Realty Group, LLC

  3238 Castle Rock Dr, Summit, WI 53066
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  Est $430,689 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,702 Sq Ft

  N51W34861 Wisconsin Ave Unit 1115, Okauchee, WI 53069

  N51W34861 Wisconsin Ave Unit 1115, Okauchee, WI 53069
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  /51

  $349,900 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,919 Sq Ft

  N55W37033 Harvard St, Oconomowoc, WI 53066

  Opportunity knocks! This 3 bed, 2 bath Cape Cod-style home sits on nearly one-third of an acre and offers a solid foundation for your updates. The main-floor bedroom includes an attached bath w/a zero-threshold tile shower. Upstairs, you'll find two spacious bedrooms w/hardwood floors plus a bonus room opportunity- ideal for creating a home office, hobby room, or extra storage. A large living

  Anthony McClintock Shorewest Realtors, Inc.

  N55W37033 Harvard St, Oconomowoc, WI 53066
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  /50

  $730,478 Sold Feb 14, 2025

  1450 Prairie Creek Blvd, Oconomowoc, WI 53066

  • 5 Beds
  • 3.5 Baths
  • 4,356 Sq Ft
  • Built 2018

  Last Sold Summary

  • 4% Below List Price
  • $168/SF
  • 54 Days On Market

  Current Estimated Value $766,635

  Last Listing Agent MHB Real Estate Team MHB Real Estate

  1450 Prairie Creek Blvd, Oconomowoc, WI 53066
• 

  Est $567,532 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,164 Sq Ft

  N52W35366 Lighthouse Ln Unit 732, Oconomowoc, WI 53066

  N52W35366 Lighthouse Ln Unit 732, Oconomowoc, WI 53066
• 

  $589,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,056 Sq Ft

  1213 Arrowood Cir W, Oconomowoc, WI 53066

  Image is representative of home; colors may vary. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

  Veridian Homes Builder

  1213 Arrowood Cir W, Oconomowoc, WI 53066

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