Homes in ZIP Code 53066

• 

  $740,000 Sold Aug 12, 2025

  909 Old Tower Rd, Oconomowoc, WI 53066

  • 6 Beds
  • 3.5 Baths
  • 4,311 Sq Ft

  Last Sold Summary

  • 12% Below List Price
  • $172/SF
  • 76 Days On Market

  Current Estimated Value $734,475

  Last Listing Agent Danielle Turer Coldwell Banker Realty

  909 Old Tower Rd, Oconomowoc, WI 53066
• 

  Est $557,051 Not Listed For Sale

  1415 Eldorado Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 3.5 Baths
  • 2,568 Sq Ft
  • Built 1993

  1415 Eldorado Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Sue Patti Realty Executives - Integrity
• 

  

  

  /4

  $609,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,788 Sq Ft

  1756 Switchgrass St, Oconomowoc, WI 53066

  Thoughtfully designed, energy efficient split ranch located in Oconomowoc's Prairie Creek Ridge! The Lavender sits on lot 382 & features upgrades throughout. Kitchen features stained soft close cabinets, exterior vented range hood & walk-in pantry. Cathedral ceiling spans across kitchen & great room. Great room is complete with an electric fireplace w/ shiplap. Primary suite is tucked away in the

  Erin Russell Tim O'Brien Homes

  1756 Switchgrass St, Oconomowoc, WI 53066
• 

  $650,000 Sold Jan 02, 2026

  460 Niagara Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 2,632 Sq Ft

  Last Sold Summary

  • $247/SF
  • 4 Days On Market

  Current Estimated Value $650,230

  Last Listing Agent Bill Minett The Real Estate Company Lake & Country

  460 Niagara Rd, Oconomowoc, WI 53066
• 

  Est $746,538 Not Listed For Sale

  W384N7401 Cottonwood Ct, Oconomowoc, WI 53066

  • 4 Beds
  • 3 Baths
  • 3,500 Sq Ft
  • Built 1996

  W384N7401 Cottonwood Ct, Oconomowoc, WI 53066

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Mary Blaska Coldwell Banker Elite
• 

  

  /5

  $161,990

  • Land
  • 0.38 Acre
  • $426,289 per Acre

  401 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

  401 Ingleside Ct, Dousman, WI 53118
• 

  $100,000 Sold Jun 02, 2025

  2434 N 3rd Ln, Oconomowoc, WI 53066

  • Land
  • 0.2 Acre
  • $500,000 per Acre

  Last Sold Summary

  • 13% Below List Price
  • 4 Days On Market

  Current Estimated Value $100,777

  Last Listing Agent Matt Kornstedt Stark Company Realtors

  2434 N 3rd Ln, Oconomowoc, WI 53066
• 

  Est $938,673 Not Listed For Sale

  1900 N Glendale Rd, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,384 Sq Ft
  • Built 1988

  1900 N Glendale Rd, Oconomowoc, WI 53066

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Carol Euringer First Weber Inc - Delafield
• 

  

  /40

  $849,900 Under Contract

  • 4 Beds
  • 3 Baths
  • 3,489 Sq Ft

  3049 Mendota Dr, Oconomowoc, WI 53066

  Luxury 4BR/3BA ranch home in Lake Country Village! This gorgeous home features plenty of upgrades, an open concept-split bedroom design, finished lower level, and fenced-in back yard. Vaulted great room with stone gas fireplace. Kitchen offers quartz countertops, Island breakfast bar, SS appliances, and walk-in pantry. Primary suite includes large walk-in closet, dual shower in primary bath, and

  Paul Liebe Lake Country Flat Fee

  3049 Mendota Dr, Oconomowoc, WI 53066
• 

  $670,000 Sold Jun 13, 2025

  35206 Yahara Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 3.5 Baths
  • 2,622 Sq Ft

  Last Sold Summary

  • 1% Below List Price
  • $256/SF
  • 1 Day On Market

  Current Estimated Value $662,965

  Last Listing Agent Judy Huebner House to Home Team Keller Williams Realty-Milwaukee North Shore

  35206 Yahara Dr, Oconomowoc, WI 53066
• 

  Est $297,098 Not Listed For Sale

  W397N5881 Autumn Woods Dr Unit 113, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,212 Sq Ft
  • Built 2005

  W397N5881 Autumn Woods Dr Unit 113, Oconomowoc, WI 53066

  Last Sold Summary

  • 9% Above List Price
  • $225/SF
  • 57 Days On Market

  Last Sold Price $272,500

  Last Listing Agent Jennifer Pesicek Coldwell Banker Elite
• 

  

  /31

  $549,900 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,517 Sq Ft

  N53W35192 Lighthouse Ln, Oconomowoc, WI 53066

  Exceptional 2BR/2BA ranch condo in Oconomowoc's Bay Pointe! Enjoy a great location in the complex with pond views. Unit offers a private outside entrance, attached garage, and walkout lower level. Main level includes an open concept floor plan with hardwood floors. Gas fireplace in great room. Relax in the back sun room with walls of windows and pond views. Kitchen offers granite countertops, SS

  Paul Liebe Lake Country Flat Fee

  N53W35192 Lighthouse Ln, Oconomowoc, WI 53066
• 

  $755,000 Sold Dec 30, 2025

  628 Sedge Meadow Ct, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 5% Below List Price
  • $237/SF

  Current Estimated Value $756,175

  Last Listing Agent Glenn Hanon Shorewest Realtors, Inc.

  628 Sedge Meadow Ct, Oconomowoc, WI 53066
• 

  Est $632,411 Not Listed For Sale

  1493 Fairways Cir Unit 12, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 3,688 Sq Ft
  • Built 2000

  1493 Fairways Cir Unit 12, Oconomowoc, WI 53066

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Craig Sommerville EXP Realty, LLC~MKE
• 

  

  /33

  $1,675,000

  • 3 Beds
  • 2.5 Baths
  • 2,882 Sq Ft

  1330 N Dousman Rd, Oconomowoc, WI 53066

  This lakefront property seamlessly blends secluded tranquility with convenient access to I-94 and nearby amenities. Nestled on 2.6 acres with 240 feet of shoreline, the sprawling Lannon stone ranch is a true gem. The Master Bedroom Suite offers a private retreat at one end of the house, while a spacious living room and formal dining room with stunning lake views provide perfect settings for

  Bonnie Lewis-Tschannen Stapleton Realty

  1330 N Dousman Rd, Oconomowoc, WI 53066
• 

  $384,000 Sold Nov 12, 2025

  333 N Lake Rd Unit 406, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft

  Last Sold Summary

  • 12% Below List Price
  • $256/SF
  • 138 Days On Market

  Current Estimated Value $384,370

  Last Listing Agent Andrea Andrus Andrus Realty, LLC

  333 N Lake Rd Unit 406, Oconomowoc, WI 53066
• 

  Est $616,106 Not Listed For Sale

  1850 Wellsprings Ct, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,964 Sq Ft
  • Built 2008

  1850 Wellsprings Ct, Oconomowoc, WI 53066

  Last Sold Summary

  • 12% Above List Price
  • $280/SF
  • 6 Days On Market

  Last Sold Price $550,000

  Last Listing Agent Joe Orendorf Cornerstone Dev of SE WI LLC
• 

  

  /10

  $2,991,000

  • 3 Beds
  • 3.5 Baths
  • 2,770 Sq Ft

  503 N Lake Rd Unit 2, Oconomowoc, WI 53066

  Discover timeless elegance at this exclusive Lavinia by the Lakes custom condo on Oconomowoc's historic isthmus, crafted for those who cherish sophistication and serene lakeside living. Nestled between Fowler Lake and Lac La Belle, enjoy panoramic stunning sunrise and sunset views. Revel in your bespoke interior with a sunroom, dual fireplaces, hydronic floor heating, butler's pantry, versatile

  Jeff Scrima Tenderland Real Estate LLC

  503 N Lake Rd Unit 2, Oconomowoc, WI 53066
• 

  $518,260 Sold Aug 22, 2025

  1333 Mockingbird Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 3,286 Sq Ft

  Last Sold Summary

  • 1% Below List Price
  • $158/SF
  • 4 Days On Market

  Current Estimated Value $526,992

  Last Listing Agent Leah Thorp Coldwell Banker Elite

  1333 Mockingbird Dr, Oconomowoc, WI 53066
• 

  Est $305,967 Not Listed For Sale

  W397N5960 Autumn Woods Dr Unit 83, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,212 Sq Ft
  • Built 2007

  W397N5960 Autumn Woods Dr Unit 83, Oconomowoc, WI 53066

  Last Sold Summary

  • 2 Days On Market
• 

  /2

  $195,900

  • Land
  • 0.69 Acre
  • $283,913 per Acre

  N62W35751 Doolan Dr, Oconomowoc, WI 53066

  The Snyder Farm is a premier residential community located in the Town of Oconomowoc, offering a peaceful Lake Country setting with gently rolling hills and spacious home sites. This sought-after neighborhood provides the perfect balance of privacy and convenience, with easy access to nearby shopping, dining, schools, churches, and everyday amenities. Ideally situated just minutes from downtown

  David Moen Korndoerfer Homes LLC

  N62W35751 Doolan Dr, Oconomowoc, WI 53066
• 

  $340,000 Sold Jan 13, 2026

  N55W37033 Harvard St, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 7% Below List Price
  • $177/SF
  • 14 Days On Market

  Current Estimated Value $358,455

  Last Listing Agent Anthony McClintock Shorewest Realtors, Inc.

  N55W37033 Harvard St, Oconomowoc, WI 53066
• 

  Est $519,957 Not Listed For Sale

  W358N5115 Crestview Dr, Oconomowoc, WI 53066

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

  W358N5115 Crestview Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 183% Above List Price
  • $102/SF
  • 27 Days On Market

  Last Sold Price $183,500

  Last Listing Agent David Adkins Stapleton Realty
• 

  /2

  $467,400 New Construction

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

  The Olivia Twin Home Plan at Arrowood, Oconomowoc, WI 53066

  SAY HELLO TO EASY LIVING. Open, airy and all on one floor, The Olivia was designed to take a few things off your plate. Get lost preparing your favorite recipe in the kitchen while the fireplace crackles in the corner. Curl up with that memoir you’ve been meaning to devour in the flex room, then retreat to the owner’s suite for your very own private oasis. Enjoy a life of rest and relaxation in

  Veridian Homes Builder

  1420 Arrowwood Circle St W Unit 36733399, Oconomowoc, WI 53066
• 

  $765,000 Sold May 23, 2025

  3810 N Southwood Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 4 Baths
  • 3,654 Sq Ft

  Last Sold Summary

  • 2% Above List Price
  • $209/SF
  • 9 Days On Market

  Last Listing Agent Elizabeth Klug Keller Williams Realty-Lake Country

  3810 N Southwood Dr, Oconomowoc, WI 53066
• 

  Est $413,564 Not Listed For Sale

  810 W South St, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,802 Sq Ft
  • Built 1925

  810 W South St, Oconomowoc, WI 53066

  Last Sold Summary

  • 16% Above List Price
  • $198/SF
  • 1 Day On Market

  Last Sold Price $357,500

  Last Listing Agent Holly Narloch Stapleton Realty
• 

  Price To Be Determined New Construction

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

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

  The Cedarburg floor plan features 1926 square feet of living space, including 3 bedrooms and 2.5 baths. The home is a two-story design with an attached front-entry garage. Optional features may be available, and all dimensions are approximate.

  Loos Homes Builder

  1328 Periwinkle Pass Unit 39356274, Oconomowoc, WI 53066
• 

  $725,000 Sold May 23, 2025

  215 E Pleasant St Unit 307, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,292 Sq Ft

  Last Sold Summary

  • $561/SF
  • 21 Days On Market

  Current Estimated Value $734,210

  Last Listing Agent Amy Becker First Weber Inc- Mequon

  215 E Pleasant St Unit 307, Oconomowoc, WI 53066
• 

  Est $362,623 Not Listed For Sale

  739 S Silver Lake St, Oconomowoc, WI 53066

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

  739 S Silver Lake St, Oconomowoc, WI 53066

  Last Sold Summary

  • $290/SF
  • 6 Days On Market

  Last Sold Price $362,500

  Last Listing Agent The Martha Ford Team* First Weber Inc - Delafield
• 

  /2

  $224,900

  • Land
  • 0.83 Acre
  • $270,964 per Acre

  N65W38217 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.

  N65W38217 Woodlake Dr, Lac La Belle, WI 53066
• 

  $589,900 Sold Jan 14, 2026

  1213 Arrowood Cir W, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,056 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $287/SF
  • 110 Days On Market

  Veridian Homes Arrowood

  1213 Arrowood Cir W, Oconomowoc, WI 53066
• 

  Est $410,770 Not Listed For Sale

  W395N5858 Laketon Ave, Oconomowoc, WI 53066

  • 3 Beds
  • 1.5 Baths
  • 1,526 Sq Ft
  • Built 1968

  W395N5858 Laketon Ave, Oconomowoc, WI 53066

  Last Sold Summary

  • 7% Above List Price
  • $252/SF
  • 2 Days On Market

  Last Sold Price $385,000

  Last Listing Agent Donna Best Shorewest Realtors, Inc.
• 

  

  /18

  $524,900

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

  609 Frontier Ct Unit Lt1 left, Dousman, WI 53118

  Lake Country New Construction 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, ensuring privacy

  John Protiva Century 21 Affiliated - Delafield

  609 Frontier Ct Unit Lt1 left, Dousman, WI 53118
• 

  $450,000 Sold Oct 03, 2025

  935 Old Tower Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  Last Sold Summary

  • 4% Below List Price
  • $268/SF
  • 9 Days On Market

  Current Estimated Value $447,047

  Last Listing Agent Ryan Lucas M3 Realty

  935 Old Tower Rd, Oconomowoc, WI 53066
• 

  Est $374,687 Not Listed For Sale

  34 S Concord Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 1.5 Baths
  • 1,368 Sq Ft
  • Built 1917

  34 S Concord Rd, Oconomowoc, WI 53066

  Last Sold Summary

  • 1% Below List Price
  • $276/SF
  • 8 Days On Market

  Last Sold Price $377,700

  Last Listing Agent Linda Laseke RE/MAX Lakeside-Central
• 

  

  /6

  $642,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,018 Sq Ft

  149 Twin Creeks Ct, Dousman, WI 53118

  Now includes sodding of the yard and concrete driveway! This remarkable new home is thoughtfully designed to encompass all the essential rooms for living in a big way, ensuring both comfort and functionality for modern lifestyles. The main level immediately impresses with its expansive and inviting atmosphere. The heart of the home lies in its truly spacious gathering room, which flows seamlessly

  Michelle LaPorte Bielinski Homes, Inc.

  149 Twin Creeks Ct, Dousman, WI 53118
• 

  $575,000 Sold Dec 05, 2025

  1451 Whalen Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 3,229 Sq Ft

  Last Sold Summary

  • 4% Below List Price
  • $178/SF
  • 29 Days On Market

  Current Estimated Value $582,640

  Last Listing Agent Paul Liebe Lake Country Flat Fee

  1451 Whalen Dr, Oconomowoc, WI 53066
• 

  Est $605,752 Not Listed For Sale

  W383N7200 Cottonwood Ct, Oconomowoc, WI 53066

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

  W383N7200 Cottonwood Ct, Oconomowoc, WI 53066

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Joelle Gosda Shorewest Realtors, Inc.
• 

  

  /18

  $689,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,780 Sq Ft

  1367 Scotsland Ln, Oconomowoc, WI 53066

  The Juneberry-Modern Sprawling 2-Story located on lot 85 in Olde Highlander! Community will feature a range of amenities including a walking path, swimming pool, clubhouse & more! Kitchen features stained soft close cabinets, tile backsplash, ext vented range hood & island w/ seating space. Great Room includes a cozy electric fireplace w/ stone detail. Spacious sunroom off living space lets in

  Erin Russell Tim O'Brien Homes

  1367 Scotsland Ln, Oconomowoc, WI 53066
• 

  $299,000 Sold Jan 16, 2026

  510 Frederick Ct Unit 510, Oconomowoc, WI 53066

  • 2 Beds
  • 2.5 Baths
  • 1,780 Sq Ft

  Last Sold Summary

  • 6% Below List Price
  • $168/SF
  • 34 Days On Market

  Current Estimated Value $312,799

  Last Listing Agent Jennifer Pesicek Coldwell Banker Elite

  510 Frederick Ct Unit 510, Oconomowoc, WI 53066

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