Homes in ZIP Code 53066

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  /8

  $799,990 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,806 Sq Ft

  1754 Switchgrass St, Oconomowoc, WI 53066

  House in rough trades. Completion 2026. 4 bedrooms/2.5 bath/elite series split ranch. Basement has 1 egress slider window & drain/vent rough-in for future full bath. Ceramic tiled walk-in shower w/2 shower heads/double sinks in master bath. Double sinks family bath. WIC's all bedrooms. 9' main floor ceilings/pitched ceiling in living room & foyer/tray ceiling master bedroom. Box-tray ceiling in

  Joseph Behmke Kaerek Homes, Inc.

  1754 Switchgrass St, Oconomowoc, WI 53066
• 

  $575,000 Sold Mar 20, 2026

  805 N Oakwood Ave, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 4% Below List Price
  • $298/SF
  • 3 Days On Market

  Current Estimated Value $582,229

  Last Listing Agent Alaina Zieman Keller Williams Realty-Lake Country

  805 N Oakwood Ave, Oconomowoc, WI 53066
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  Est $513,609 Not Listed For Sale

  W357N6062 Bayshore Cir, Oconomowoc, WI 53066

  • 4 Beds
  • 2 Baths
  • 2,375 Sq Ft
  • Built 1979

  W357N6062 Bayshore Cir, Oconomowoc, WI 53066

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Paul Liebe Lake Country Flat Fee
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  /2

  $229,900

  • Land
  • 0.9 Acre
  • $255,444 per Acre

  N65W38047 Woodlake Dr, Lac La Belle, WI 53066

  East Woodlake is a peaceful and private neighborhood situated in the Village of Lac La Belle. Surrounded by beautiful trees and open space, this neighborhood offers the perfect mix of comfort, style, and nature. If you're looking for a quiet setting with easy access to nearby lakes, golf courses, and charming small-town amenities, East Woodlake is a great place to call home.

  Carl Tomich Westridge Realty, Inc.

  N65W38047 Woodlake Dr, Lac La Belle, WI 53066
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  $699,000 Sold Jun 27, 2025

  1520 Fay Ln, Oconomowoc, WI 53066

  • 4 Beds
  • 4 Baths
  • 3,458 Sq Ft

  Last Sold Summary

  • 3% Below List Price
  • $202/SF
  • 36 Days On Market

  Current Estimated Value $731,100

  Last Listing Agent Jennifer Pesicek Coldwell Banker Elite

  1520 Fay Ln, Oconomowoc, WI 53066
• 

  Est $786,990 Not Listed For Sale

  1742 Springhaven Ct, Oconomowoc, WI 53066

  • 4 Beds
  • 3.5 Baths
  • 3,960 Sq Ft
  • Built 2005

  1742 Springhaven Ct, Oconomowoc, WI 53066

  Last Sold Summary

  • 5% Above List Price
  • $189/SF
  • 3 Days On Market

  Last Sold Price $749,900

  Last Listing Agent Dorene Drumel Keller Williams-MNS Wauwatosa
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  /2

  $229,900

  • Land
  • 0.83 Acre
  • $276,988 per Acre

  N65W38200 Woodlake Dr, Lac La Belle, WI 53066

  East Woodlake is a peaceful and private neighborhood situated in the Village of Lac La Belle. Surrounded by beautiful trees and open space, this neighborhood offers the perfect mix of comfort, style, and nature. If you're looking for a quiet setting with easy access to nearby lakes, golf courses, and charming small-town amenities, East Woodlake is a great place to call home.

  Carl Tomich Westridge Realty, Inc.

  N65W38200 Woodlake Dr, Lac La Belle, WI 53066
• 

  $551,700 Sold Apr 14, 2025

  842 Stirling Dr, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,808 Sq Ft

  Last Sold Summary

  • $305/SF
  • 20 Days On Market

  Last Listing Agent Paige Sederberg Harbor Homes Inc

  842 Stirling Dr, Oconomowoc, WI 53066
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  Est $454,905 Not Listed For Sale

  36830 Prairie Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 1.5 Baths
  • 1,720 Sq Ft
  • Built 1973

  36830 Prairie Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent Mark Yokosh Homestead Realty, Inc
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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
• 

  $575,000 Sold Feb 13, 2026

  813 High St, Oconomowoc, WI 53066

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

  Last Sold Summary

  • $273/SF
  • 16 Days On Market

  Current Estimated Value $573,080

  Last Listing Agent Sean Brown Best Life Realty

  813 High St, Oconomowoc, WI 53066
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  Est $502,266 Not Listed For Sale

  1281 Yosemite Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,635 Sq Ft
  • Built 2002

  1281 Yosemite Rd, Oconomowoc, WI 53066

  Last Sold Summary

  • 9% Above List Price
  • $282/SF
  • 3 Days On Market

  Last Sold Price $461,000

  Last Listing Agent Paul Liebe Lake Country Flat Fee
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  /5

  $509,900 Under Contract

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

  1120 Elderberry Rd, Oconomowoc, WI 53066

  Move-in Ready 91 ARW Julian Cottage II Unit A, Ground Level Foundation. TWIN HOME! Welcome to Haven, a community of Twin Homes offering low-maintenance living in custom homes w/ private yards. Monthly association fee of $245 covers lawn mowing/fertilization/snow removal; plus a la carte seasonal services are available for separate rate. All Veridian homes are Quality360 certified, meaning they

  Tamra Litzau Shorewest Realtors, Inc.

  1120 Elderberry Rd, Oconomowoc, WI 53066
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  $1,200,000 Sold Jun 30, 2025

  W349N5556 Lake Dr, Oconomowoc, WI 53066

  • 5 Beds
  • 3.5 Baths
  • 2,244 Sq Ft

  Last Sold Summary

  • $535/SF
  • 2 Days On Market

  Current Estimated Value $1,236,742

  Last Listing Agent Paul Liebe Lake Country Flat Fee

  W349N5556 Lake Dr, Oconomowoc, WI 53066
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  Est $2,086,984 Not Listed For Sale

  480 Lac La Belle Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 3,005 Sq Ft
  • Built 1940

  480 Lac La Belle Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 16% Above List Price
  • $599/SF
  • 25 Days On Market

  Last Sold Price $1,800,000

  Last Listing Agent JJ Hausmann Compass RE WI-Lake Country
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  /47

  $550,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  631 E Wilson St, Oconomowoc, WI 53066

  Located in the Presidents District neighborhood makes for a leisurely stroll to downtown Oconomowoc, Fowler Park, or one of the nearby schools. The solid 4-bedroom boasts a large yard, backyard deck and enough green space to toss around a football. Beautiful living room with loads of natural light with hard wood floors, natural fireplace and open to a formal dining room. Updated south-facing

  Ken Herro Oconomowoc Realty LLC

  631 E Wilson St, Oconomowoc, WI 53066
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  $1,950,000 Sold Jun 30, 2025

  S1W33777 Abitz Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 3.5 Baths
  • 4,638 Sq Ft

  Last Sold Summary

  • 7% Below List Price
  • $420/SF
  • 41 Days On Market

  Current Estimated Value $1,919,004

  Last Listing Agent Alex Spheeris Coldwell Banker Elite

  S1W33777 Abitz Rd, Oconomowoc, WI 53066
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  Est $1,019,203 Not Listed For Sale

  N50W35248 Wisconsin Ave, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,298 Sq Ft

  N50W35248 Wisconsin Ave, Oconomowoc, WI 53066

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent JJ Hausmann Compass RE WI-Lake Country
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  /2

  $157,990

  • Land
  • 0.39 Acre
  • $405,103 per Acre

  419 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 exposure. 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

  David Moen Korndoerfer Homes LLC

  419 Ingleside Ct, Dousman, WI 53118
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  $685,500 Sold May 05, 2025

  1832 Glenn Spring Ct, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 11% Below List Price
  • $196/SF
  • 29 Days On Market

  Current Estimated Value $703,163

  Last Listing Agent Paul Liebe Lake Country Flat Fee

  1832 Glenn Spring Ct, Oconomowoc, WI 53066
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  Est $398,201 Not Listed For Sale

  1254 N Lapham St, Oconomowoc, WI 53066

  • 3 Beds
  • 1.5 Baths
  • 1,608 Sq Ft
  • Built 1974

  1254 N Lapham St, Oconomowoc, WI 53066

  Last Sold Summary

  • 0 Days On Market
• 

  Price To Be Determined New Construction

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

  The Richmond Plan at Prairie Creek Ridge, Oconomowoc, WI 53066

  The Richmond offers a spacious and versatile layout, perfect for families seeking comfort and functionality. With optional stone or brick elevations, this floor plan provides customizable exterior designs to suit your preferences.

  Loos Homes Builder

  1328 Periwinkle Pass Unit 39356473, Oconomowoc, WI 53066
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  $634,900 Sold Jun 30, 2025

  1621 Mamerow Ln W, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,499 Sq Ft

  Last Sold Summary

  • $254/SF
  • 4 Days On Market

  Current Estimated Value $664,500

  Last Listing Agent Amy Krieghoff Coldwell Banker Realty

  1621 Mamerow Ln W, Oconomowoc, WI 53066
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  Est $557,837 Not Listed For Sale

  1201 Shoal Ridge Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 2,705 Sq Ft
  • Built 2003

  1201 Shoal Ridge Rd, Oconomowoc, WI 53066

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Paul Liebe Lake Country Flat Fee
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  /37

  $749,900

  • 4 Beds
  • 3.5 Baths
  • 3,352 Sq Ft

  1390 Foxwood Pass, Oconomowoc, WI 53066

  Remarkable newer construction home with finished lower level in Oconomowoc's Prairie Creek Ridge! Interior features large entry foyer flanked by main floor den. Open concept main living area has great room with electric fireplace. Kitchen includes island, quartz countertops, new lighting, SS appliances, and adjoining dining area. Patio doors to back yard deck. Main floor laundry room with washer

  Paul Liebe Lake Country Flat Fee

  1390 Foxwood Pass, Oconomowoc, WI 53066
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  $1,500,000 Sold Dec 11, 2025

  N57W34599 Road G, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 2,561 Sq Ft

  Last Sold Summary

  • $586/SF

  Current Estimated Value $1,488,232

  Last Listing Agent JJ Hausmann Compass RE WI-Lake Country

  N57W34599 Road G, Oconomowoc, WI 53066
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  Est $353,154 Not Listed For Sale

  2430 N 3rd Ln, Oconomowoc, WI 53066

  • 3 Beds
  • 1 Bath
  • 1,224 Sq Ft
  • Built 1930

  2430 N 3rd Ln, Oconomowoc, WI 53066

  Last Sold Summary

  • 18% Above List Price
  • $245/SF
  • 3 Days On Market

  Last Sold Price $299,900

  Last Listing Agent Ally Diedrick Compass RE WI-Tosa
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  /6

  $199,900

  • Land
  • 0.35 Acre
  • $571,143 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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  $466,973 Sold Mar 04, 2026

  944 Glencoe Ln, Oconomowoc, WI 53066

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

  Last Sold Summary

  • $236/SF
  • 0 Days On Market

  Last Listing Agent Paige Sederberg Harbor Homes Inc

  944 Glencoe Ln, Oconomowoc, WI 53066
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  Est $357,159 Not Listed For Sale

  37136 Sunset Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,270 Sq Ft
  • Built 1860

  37136 Sunset Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 32% Above List Price
  • $213/SF
  • 12 Days On Market

  Last Sold Price $271,000

  Last Listing Agent Megan Weigel The Real Estate Studio
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  /36

  $445,000

  • 2 Beds
  • 3.5 Baths
  • 2,390 Sq Ft

  986 Oconomowoc Pkwy Unit 4, Oconomowoc, WI 53066

  Rare opportunity to make Parkway Green your new home! These units do not come up often. This 2 BR, 3.5 bath unit showcases an open concept floor plan. The sunlit & spacious Liv Rm features a gas FP w/French door leading out to the cozy 3-season rm w/excellent views of the pond. Liv Rm opens to the KIT w/breakfast bar,granite counters & all SS appliances are included. The 1st floor primary BR is

  Colleen Tarantino Redefined Realty Advisors LLC

  986 Oconomowoc Pkwy Unit 4, Oconomowoc, WI 53066
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  $555,000 Sold Apr 04, 2025

  1439 Olde Highlander Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,355 Sq Ft

  Last Sold Summary

  • 1% Below List Price
  • $236/SF
  • 7 Days On Market

  Last Listing Agent Paige Sederberg Harbor Homes Inc

  1439 Olde Highlander Dr, Oconomowoc, WI 53066
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  Est $652,261 Not Listed For Sale

  1303 Ridgeside Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,089 Sq Ft
  • Built 2005

  1303 Ridgeside Rd, Oconomowoc, WI 53066

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Kathryn Budda Shorewest Realtors, Inc.
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  /2

  $589,000

  • Land
  • 1.72 Acres
  • $342,442 per Acre

  1270 Corporate Center Dr, Oconomowoc, WI 53066

  Excellent commercial/industrial/business opportunity in Oconomowoc! Good visibility with close proximity to I-94 and Hwy 67. Over 1.7 acres of vacant land in a prime location within the Oconomowoc Corporate Center near Pabst Farms.

  Dan Scardino Point Real Estate

  1270 Corporate Center Dr, Oconomowoc, WI 53066
• 

  $631,985 Sold Jan 30, 2026

  1724 Whalen Dr, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 4% Above List Price
  • $270/SF
  • 284 Days On Market

  Last Listing Agent Joseph Behmke Kaerek Homes, Inc.

  1724 Whalen Dr, Oconomowoc, WI 53066
• 

  Est $265,362 Not Listed For Sale

  216 Oconomowoc Square Unit 8, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft

  216 Oconomowoc Square Unit 8, Oconomowoc, WI 53066

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Michael Ledzian Compass RE WI-Northshore
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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
• 

  $613,900 Sold Jun 20, 2025

  1242 Green Tree Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,926 Sq Ft

  Last Sold Summary

  • 1% Above List Price
  • $319/SF
  • 27 Days On Market

  Current Estimated Value $611,358

  Last Listing Agent Erin Russell Tim O'Brien Homes

  1242 Green Tree Dr, Oconomowoc, WI 53066
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  Est $473,199 Not Listed For Sale

  1300 Heather Cir, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,980 Sq Ft
  • Built 1990

  1300 Heather Cir, Oconomowoc, WI 53066

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Lynn Zwaska First Weber Inc - Delafield
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  /50

  $3,499,900 New Construction

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

  222 E Pleasant St, Oconomowoc, WI 53066

  Sophisticated luxury meets casual elegance in this newly constructed custom lakefront home on historic Fowler Lake. With 5 BRs & 4 BAs, it offers the rare opportunity to enjoy lake living in the heart of downtown Oconomowoc. Spend summer days boating, swimming, or fishing. Enjoy weekly waterski shows & watch 4th of July fireworks from your own back yard. Restaurants, shops, and year-round

  Karen Trepton Shorewest Realtors, Inc.

  222 E Pleasant St, Oconomowoc, WI 53066

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