Homes in ZIP Code 53066

• 

  Est $661,985 Not Listed For Sale

  N53W35537 Hill Rd, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 3,527 Sq Ft
  • Built 1995

  N53W35537 Hill Rd, Oconomowoc, WI 53066

  Last Sold Summary

  • 0 Days On Market
• 

  Price To Be Determined New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,254 Sq Ft

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

  The Maplewood offers a spacious and functional layout, perfect for families or those who love to entertain. With 4 bedrooms and 2.5 baths, this floor plan provides ample space for comfortable living.

  Loos Homes Builder

  1328 Periwinkle Pass Unit 39356205, Oconomowoc, WI 53066
• 

  $440,000 Sold Mar 28, 2025

  620 State St, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 2,428 Sq Ft

  Last Sold Summary

  • 2% Above List Price
  • $181/SF
  • 1 Day On Market

  Current Estimated Value $451,355

  Last Listing Agent Elizabeth Klug Keller Williams Realty-Lake Country

  620 State St, Oconomowoc, WI 53066
• 

  Est $298,312 Not Listed For Sale

  W397N5931 Autumn Woods Dr Unit 101, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,246 Sq Ft

  W397N5931 Autumn Woods Dr Unit 101, Oconomowoc, WI 53066

  Last Sold Summary

  • 1% Below List Price
  • $241/SF
  • 7 Days On Market

  Last Sold Price $300,000

  Last Listing Agent Steven Yurk RE/MAX
• 

  

  /2

  $199,900

  • Land
  • 0.94 Acre
  • $212,660 per Acre

  N65W38024 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.

  N65W38024 Woodlake Dr, Lac La Belle, WI 53066
• 

  $460,000 Sold Dec 30, 2025

  215 E Pleasant St Unit 201, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 19% Below List Price
  • $389/SF
  • 220 Days On Market

  Current Estimated Value $472,087

  Last Listing Agent Casey Ehler Coldwell Banker Elite

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

  Est $1,091,489 Not Listed For Sale

  W352N5270 Lake Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 1.5 Baths
  • 1,827 Sq Ft
  • Built 1920

  W352N5270 Lake Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 9% Above List Price
  • $547/SF
  • 5 Days On Market

  Last Sold Price $999,999

  Last Listing Agent Jacob Schneider Century 21 Affiliated - Delafield
• 

  

  /20

  $499,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,996 Sq Ft

  982 Glencoe Ln, Oconomowoc, WI 53066

  Paige Sederberg Harbor Homes Inc

  982 Glencoe Ln, Oconomowoc, WI 53066
• 

  $566,700 Sold Aug 08, 2025

  1326 Arrowood Cir W, Oconomowoc, WI 53066

  • 4 Beds
  • 3 Baths
  • 1,763 Sq Ft

  Last Sold Summary

  • $321/SF

  Last Listing Agent Rachael Bublitz Shorewest Realtors, Inc.

  1326 Arrowood Cir W, Oconomowoc, WI 53066
• 

  Est $407,672 Not Listed For Sale

  689 Hickory Creek Dr Unit 2, Oconomowoc, WI 53066

  • 4 Beds
  • 3 Baths
  • 2,020 Sq Ft
  • Built 2003

  689 Hickory Creek Dr Unit 2, Oconomowoc, WI 53066

  Last Sold Summary

  • 1% Above List Price
  • $200/SF
  • 51 Days On Market

  Last Sold Price $405,000

  Last Listing Agent Brad Parent Keller Williams Realty-Milwaukee Southwest
• 

  

  /4

  $510,600 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,503 Sq Ft

  The Beryl Plan at Arrowood, Oconomowoc, WI 53066

  The Beryl, great for entertaining, even better for living. Laughter will flow freely throughout its open floor plan, hors d’oeuvres will fly quickly off the kitchen island and mingling will commence within the great room. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

  Veridian Homes Builder

  1420 Arrowwood Circle St W Unit 37836425, Oconomowoc, WI 53066
• 

  $349,900 Sold Sep 25, 2025

  138 W 2nd St Unit 140, Oconomowoc, WI 53066

  • 1,658 Sq Ft

  Last Sold Summary

  • $211/SF
  • 2 Days On Market

  Current Estimated Value $347,174

  Last Listing Agent Matt Spheeris Coldwell Banker Elite

  138 W 2nd St Unit 140, Oconomowoc, WI 53066
• 

  Est $335,413 Not Listed For Sale

  407 State St, Oconomowoc, WI 53066

  • 4 Beds
  • 2 Baths
  • 1,452 Sq Ft
  • Built 1924

  407 State St, Oconomowoc, WI 53066

  Last Sold Summary

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

  Last Sold Price $265,000

  Last Listing Agent Andrea Andrus Counsell Real Estate Inc
• 

  

  /5

  $716,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,404 Sq Ft

  1737 Hammock Ln, Oconomowoc, WI 53066

  This home is under construction. The Arielle 2404 is a plan that offers all the essential living spaces starting w/ the kitchen, which features a walk-in-pantry, quartz counters, appliances & prep island w/ extra seating. The gathering room offers a cozy gas fireplace. Finishing the first floor is a flex space/home office, powder room & large mudroom w/ a built-in bench & storage. The second

  Jennifer Durand Bielinski Homes, Inc.

  1737 Hammock Ln, Oconomowoc, WI 53066
• 

  $121,000 Sold May 08, 2025

  N759 Erv-Mary Dr, Ashippun, WI 53066

  • Land
  • 1.25 Acres
  • $96,800 per Acre

  Last Sold Summary

  Last Listing Agent MetroMLS NON NON MLS

  N759 Erv-Mary Dr, Ashippun, WI 53066
• 

  Est $334,155 Not Listed For Sale

  168 S Maple St, Oconomowoc, WI 53066

  • 2 Beds
  • 1 Bath
  • 1,088 Sq Ft
  • Built 1953

  168 S Maple St, Oconomowoc, WI 53066

  Last Sold Summary

  • 77% Above List Price
  • $174/SF
  • 3 Days On Market

  Last Sold Price $189,000

  Last Listing Agent Sarah Keily Shorewest Realtors, Inc.
• 

  

  /14

  $279,900

  • Land
  • 1.04 Acres
  • $269,135 per Acre

  L16,17,18 Road L -, Merton, WI 53066

  This beautiful flat lot sits on a lovely meandering tree lined road with river frontage leading to Okauchee Lake. Lot is located on NE corner of the lake where the Oconomowoc River flows into the lake. Here's your opportunity to ''get on the water'' and enjoy all Okauchee Lake has to offer. Fun in the sun, fireworks, fishing, restaurants & abundance of social activities, and so much more. This

  Carol Euringer First Weber Inc - Delafield

  L16,17,18 Road L -, Merton, WI 53066
• 

  $1,200,000 Sold Jun 27, 2025

  1819 N Davies Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,846 Sq Ft

  Last Sold Summary

  • $650/SF
  • 4 Days On Market

  Current Estimated Value $1,118,256

  Last Listing Agent Missy Buttrum HomeWire Realty

  1819 N Davies Dr, Oconomowoc, WI 53066
• 

  Est $630,218 Not Listed For Sale

  1166 Goldfinch Way, Oconomowoc, WI 53066

  • 4 Beds
  • 3 Baths
  • 3,075 Sq Ft
  • Built 2008

  1166 Goldfinch Way, Oconomowoc, WI 53066

  Last Sold Summary

  • 38 Days On Market

  Last Listing Agent Beaudrae Mitcham Elements Realty LLC
• 

  

  /12

  $169,000

  • Land
  • 0.36 Acre
  • $469,444 per Acre

  LT27 Lakeland Rd, Oconomowoc, WI 53066

  Build your dream home in the heart of Lake Country on this rare 0.3636-acre lot! Less than half a mile from four lakesOkauchee, Oconomowoc, Upper Oconomowoc & Florencewith public boat launches nearby within easy walking distance. Walk to downtown Okauchee and enjoy local favorites like Whisky Waters, Kiki's Cantina, Glenda's Cafe & more. Just 6 minutes to downtown Oconomowoc, 8 to Hartland, and

  The Italiano Team* Lake Country Flat Fee

  LT27 Lakeland Rd, Oconomowoc, WI 53066
• 

  $1,850,000 Sold Sep 02, 2025

  215 E Pleasant St Unit 304, Oconomowoc, WI 53066

  • 2 Beds
  • 2.5 Baths
  • 2,690 Sq Ft

  Last Sold Summary

  • $688/SF
  • 43 Days On Market

  Current Estimated Value $1,770,988

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

  215 E Pleasant St Unit 304, Oconomowoc, WI 53066
• 

  Est $436,646 Not Listed For Sale

  715 N Oakwood Ave, Oconomowoc, WI 53066

  • 4 Beds
  • 2 Baths
  • 2,322 Sq Ft
  • Built 1950

  715 N Oakwood Ave, Oconomowoc, WI 53066

  Last Sold Summary

  • 3% Below List Price
  • $194/SF
  • 2 Days On Market

  Last Sold Price $451,000

  Last Listing Agent Brianna Salmon Park 22 Real Estate
• 

  Price To Be Determined New Construction

  • 3 Beds
  • 2 Baths
  • 1,741 Sq Ft

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

  Loos Homes Builder

  1328 Periwinkle Pass Unit 39356146, Oconomowoc, WI 53066
• 

  $435,000 Sold May 15, 2025

  935 N Roosevelt Ave, Oconomowoc, WI 53066

  • 4 Beds
  • 2 Baths
  • 1,979 Sq Ft

  Last Sold Summary

  • 5% Below List Price
  • $220/SF
  • 1 Day On Market

  Current Estimated Value $440,376

  Last Listing Agent Reid Brueser T3 Realty, LLC

  935 N Roosevelt Ave, Oconomowoc, WI 53066
• 

  Est $788,450 Not Listed For Sale

  1817 Cool Water Crescent S, Oconomowoc, WI 53066

  • 5 Beds
  • 3.5 Baths
  • 4,000 Sq Ft
  • Built 2006

  1817 Cool Water Crescent S, Oconomowoc, WI 53066

  Last Sold Summary

  • 5% Above List Price
  • $188/SF
  • 3 Days On Market

  Last Sold Price $751,000

  Last Listing Agent Karen Trimble Keller Williams Realty-Lake Country
• 

  

  /14

  $262,000

  • 1,500 Sq Ft

  S13W33800 U S 18, Delafield, WI 53018

  Why rent when you can OWN! Our newest location by North by Northwest Storage! Luxury 1,500 sqft storage condos include a 375 sqft loft making a total of 1875 sqft of space. 100 amp service , Modine heater, hose bib, floor drain and roughed-in bath included. The unit measures 25'W x 20'H x 60'L with a 14'W x 16'H overhead door. Perfect space for your priceless cars or boats, man cave, or workshop

  Christine Jasser Mahler Sotheby's International Realty

  S13W33800 U S 18, Delafield, WI 53018
• 

  $708,000 Sold Sep 08, 2025

  1851 Wellsprings Ct, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 2,668 Sq Ft

  Last Sold Summary

  • 4% Above List Price
  • $265/SF
  • 1 Day On Market

  Current Estimated Value $693,723

  Last Listing Agent Katherine Rumohr Keller Williams Realty-Lake Country

  1851 Wellsprings Ct, Oconomowoc, WI 53066
• 

  Est $494,571 Not Listed For Sale

  1386 Cardinal Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,528 Sq Ft
  • Built 2003

  1386 Cardinal Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 10% Above List Price
  • $295/SF
  • 1 Day On Market

  Last Sold Price $450,000

  Last Listing Agent Lisa Pluta Shorewest Realtors, Inc.
• 

  Price To Be Determined New Construction

  • 3 Beds
  • 2 Baths
  • 1,671 Sq Ft

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

  Loos Homes Builder

  1328 Periwinkle Pass Unit 39356059, Oconomowoc, WI 53066
• 

  $600,000 Sold Mar 17, 2026

  1084 Spruce Ct, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,165 Sq Ft

  Last Sold Summary

  • 3% Below List Price
  • $277/SF
  • 35 Days On Market

  Current Estimated Value $615,481

  Last Listing Agent Heidi Grebe Shorewest Realtors, Inc.

  1084 Spruce Ct, Oconomowoc, WI 53066
• 

  Est $791,086 Not Listed For Sale

  1875 Mineral Springs Blvd, Oconomowoc, WI 53066

  • 5 Beds
  • 3.5 Baths
  • 3,939 Sq Ft
  • Built 2008

  1875 Mineral Springs Blvd, Oconomowoc, WI 53066

  Last Sold Summary

  • 8% Above List Price
  • $185/SF
  • 4 Days On Market

  Last Sold Price $730,000

  Last Listing Agent Paul Liebe Lake Country Flat Fee
• 

  /2

  $229,900

  • Land
  • 0.81 Acre
  • $283,827 per Acre

  N65W38164 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.

  N65W38164 Woodlake Dr, Lac La Belle, WI 53066
• 

  $312,000 Sold Feb 25, 2026

  201 Oconomowoc Pkwy Unit 107, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 2% Below List Price
  • $197/SF
  • 25 Days On Market

  Current Estimated Value $319,779

  Last Listing Agent Elizabeth Klug Keller Williams Realty-Lake Country

  201 Oconomowoc Pkwy Unit 107, Oconomowoc, WI 53066
• 

  Est $470,302 Not Listed For Sale

  73 Happy Hollow Ln, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,652 Sq Ft
  • Built 2008

  73 Happy Hollow Ln, Oconomowoc, WI 53066

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent John Newland TerraNova Real Estate
• 

  

  /29

  $694,900 Open Sun 12PM - 4PM

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

  1383 Prairie Creek Cir Unit 16E, Oconomowoc, WI 53066

  IMMEDIATE OCCUPANCY. Experience refined, low-maintenance living in this beautifully designed new-construction 2-bedroom, 2-bath condo. The elegant eat-in kitchen features quartz countertops, stainless steel appliances, abundant cabinetry, and a stylish snack counter open to the sun-filled great room. A cozy gas fireplace and private deck create an inviting space for relaxing or entertaining. The

  Brady O'Donnell Kings Way Realty, LLC

  1383 Prairie Creek Cir Unit 16E, Oconomowoc, WI 53066
• 

  $470,000 Sold Oct 17, 2025

  W354N5252 River Rd, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,530 Sq Ft

  Last Sold Summary

  • 5% Above List Price
  • $307/SF
  • 2 Days On Market

  Current Estimated Value $493,605

  Last Listing Agent J Tweeden & Asso Team First Weber Inc - Delafield

  W354N5252 River Rd, Oconomowoc, WI 53066
• 

  Est $776,527 Not Listed For Sale

  39855 Sunset Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,978 Sq Ft

  39855 Sunset Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 11% Above List Price
  • $354/SF
  • 96 Days On Market

  Last Sold Price $700,000

  Last Listing Agent Jim Zarek First Weber Inc - Brookfield
• 

  

  /60

  $384,900

  • 3 Beds
  • 2 Baths
  • 1,665 Sq Ft

  46 S Concord Rd, Oconomowoc, WI 53066

  This timeless three-bedroom, two full bathroom brick home has had very few owners, walk inside and you'll understand why! Classic early-20th-century American Foursquare with welcoming front porch and great proportions. Conveniently located on a corner lot walkable to all of downtown Oconomowoc and City Beach. Beautiful and thoughtfully curated outdoor living space is perfect for entertaining.

  Ryan Delaney The Lavender Group

  46 S Concord Rd, Oconomowoc, WI 53066
• 

  $662,000 Sold Dec 01, 2025

  W380N6368 Florence Ln, Oconomowoc, WI 53066

  • 3,116 Sq Ft

  Last Sold Summary

  • 2% Above List Price
  • $212/SF
  • 7 Days On Market

  Current Estimated Value $674,592

  Last Listing Agent J Tweeden & Asso Team First Weber Inc - Delafield

  W380N6368 Florence Ln, Oconomowoc, WI 53066
• 

  Est $433,117 Not Listed For Sale

  36632 Clover Ln, Oconomowoc, WI 53066

  • 3 Beds
  • 1.5 Baths
  • 1,647 Sq Ft
  • Built 1972

  36632 Clover Ln, Oconomowoc, WI 53066

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Joseph Jewell Lake Country Flat Fee

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