Oconomowoc, WI Homes

• 

  $802,000

  Sold May 20, 2026

  317 River Bluff Cir, Oconomowoc, WI 53066

  • 4 Beds
  • 3.5 Baths
  • 3,780 Sq Ft

  Last Sold Summary

  • 7% Above List Price
  • $212/SF
  • 1 Day On Market

  Current Estimated Value $792,219

  Last Listing Agent Paul Liebe Lake Country Flat Fee

  317 River Bluff Cir, Oconomowoc, WI 53066
• 

  Est $565,242

  Not Listed For Sale

  668 Poppy St, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,884 Sq Ft

  668 Poppy St, Oconomowoc, WI 53066

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Paul Liebe Lake Country Flat Fee
• 

  

  

  /17

  $699,900

  $200K PRICE DROP

  • 6,534 Sq Ft

  111 S Main St, Oconomowoc, WI 53066

  A free standing 5,751 SQ FT building, located in a prime Downtown Oconomowoc location. Zoned Commercial/General has significant redevelopment potential for a mixed use/tenant income investment opportunity. This property is 100 years old and has great bones, with potential wood beam exposure in ceiling and exposed brick to create a ''cool'' industrial look. New roof installed May, 2026. Sale

  Jim Mohrbacher First Weber Inc - Delafield

  111 S Main St, Oconomowoc, WI 53066
• 

  $1,400,000

  Sold Oct 28, 2025

  S26W35135 Woodstream Ct, Oconomowoc, WI 53066

  • 4 Beds
  • 4.5 Baths
  • 6,385 Sq Ft

  Last Sold Summary

  • 7% Below List Price
  • $219/SF
  • 8 Days On Market

  Current Estimated Value $1,461,246

  Last Listing Agent JJ Hausmann Compass RE WI-Lake Country

  S26W35135 Woodstream Ct, Oconomowoc, WI 53066
• 

  Est $1,645,767

  Not Listed For Sale

  534 S Stocks Rd, Oconomowoc, WI 53066

  • 5 Beds
  • 5 Baths
  • 5,924 Sq Ft
  • Built 2005

  534 S Stocks Rd, Oconomowoc, WI 53066

  Last Sold Summary

  • 161 Days On Market

  Last Listing Agent Robin McCormick Keller Williams Realty-Lake Country
• 

  

  /7

  $709,900

  • 3 Beds
  • 2 Baths
  • 1,929 Sq Ft

  1372 Prairie Creek Cir Unit 20C, Oconomowoc, WI 53066

  IMMEDIATE OCCUPANCY! Enjoy effortless living in this thoughtfully designed new construction 3-bedroom, 2-bath ranch condo. The open-concept floor plan features quartz kitchen countertops, stainless steel appliances, a pantry, and spacious living and dining areas. The great room offers a cozy gas fireplace and direct access to the sunroom, which opens to a private deck. The owner's suite includes

  Josie Piazza Kings Way Realty, LLC

  1372 Prairie Creek Cir Unit 20C, Oconomowoc, WI 53066
• 

  $589,900

  Sold Apr 27, 2026

  1714 Whalen Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 2,025 Sq Ft

  Last Sold Summary

  • $291/SF
  • 5 Days On Market

  Last Listing Agent Ryan Prellwitz Loos Custom Homes,LLC

  1714 Whalen Dr, Oconomowoc, WI 53066
• 

  Est $633,515

  Not Listed For Sale

  1492 Turnberry Cir, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,918 Sq Ft
  • Built 1995

  1492 Turnberry Cir, Oconomowoc, WI 53066

  Last Sold Summary

  • 44 Days On Market

  Last Listing Agent Jennifer Pesicek Coldwell Banker Elite
• 

  

  /17

  $540,000

  • 4 Beds
  • 1.5 Baths
  • 2,214 Sq Ft

  686 S Concord Rd, Oconomowoc, WI 53066

  This spacious and inviting home is filled with natural light and thoughtful spaces designed for both everyday living and relaxation. The living and family rooms feature large windows, creating a bright and welcoming atmosphere. Kitchen offers a convenient breakfast bar and opens to family rm, complete with a natural fireplace to enjoy cozy nights. Spacious three-season rm overlooking large yard

  Michael Conigliaro Expert Realty

  686 S Concord Rd, Oconomowoc, WI 53066
• 

  $374,900

  Sold Oct 31, 2025

  688 Summer Creek Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 1,793 Sq Ft

  Last Sold Summary

  • $209/SF
  • 21 Days On Market

  Current Estimated Value $403,568

  Last Listing Agent Kelly Secord First Weber Inc - Delafield

  688 Summer Creek Rd, Oconomowoc, WI 53066
• 

  Est $4,425,488

  Not Listed For Sale

  34947 Fairview Rd, Oconomowoc, WI 53066

  • 6 Beds
  • 7 Baths
  • 5,294 Sq Ft
  • Built 1894

  34947 Fairview Rd, Oconomowoc, WI 53066

  Last Sold Summary

  • 149 Days On Market

  Last Listing Agent Bruce Gallagher Keller Williams Realty-Lake Country
• 

  

  /32

  $679,900

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

  1388 Prairie Creek Cir Unit 12, 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

  Josie Piazza Kings Way Realty, LLC

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

  $660,000

  Sold Jul 24, 2026

  533 Majestic View Ln, Oconomowoc, WI 53066

  • 5 Beds
  • 3.5 Baths
  • 3,880 Sq Ft

  Last Sold Summary

  • 4% Below List Price
  • $170/SF
  • 24 Days On Market

  Current Estimated Value $683,357

  Last Listing Agent Jaime Lubner Compass RE WI-Northshore

  533 Majestic View Ln, Oconomowoc, WI 53066
• 

  Est $308,068

  Not Listed For Sale

  W398N5923 Autumn Woods Dr Unit 72, Oconomowoc, WI 53066

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

  W398N5923 Autumn Woods Dr Unit 72, Oconomowoc, WI 53066

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent Jim Albrecht RE/MAX Preferred-Delafield
• 

  

  /4

  $749,990

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,393 Sq Ft

  1400 Periwinkle Pass, Oconomowoc, WI 53066

  HOUSE IS IN ROUGH TRADES. 3 bedrooms/2.5 bath/Elite series ranch. Basement has 1 egress slider window & drain/vent rough-in for future full bath. Master bath has ceramic tiled walk-in shower/2 shower heads/granite or equivalent vanity tops/double sinks. Large WIC master suite. Family bath has double sinks. 9' fist floor ceilings: pitched ceiling in living room. Tray ceiling master bedroom. Box

  Joseph Behmke Kaerek Homes, Inc.

  1400 Periwinkle Pass, Oconomowoc, WI 53066
• 

  

  /48

  $520,000

  Sold Aug 26, 2025

  W365N7134 Mcmahon Rd, Oconomowoc, WI 53066

  • 4 Beds
  • 3 Baths
  • 2,358 Sq Ft
  • Built 1979

  Last Sold Summary

  • 5% Below List Price
  • $221/SF
  • 29 Days On Market

  Last Listing Agent Matt Kornstedt Stark Company, REALTORS

  W365N7134 Mcmahon Rd, Oconomowoc, WI 53066
• 

  Est $1,090,701

  Not Listed For Sale

  W352N5336 Lake Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft
  • Built 1920

  W352N5336 Lake Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Marybeth Mielke Keller Williams Realty-Lake Country
• 

  

  /46

  $674,900

  Open Sun 11AM - 12:30PM $15K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 2,847 Sq Ft

  74 Weston Ridge Rd, Oconomowoc, WI 53066

  Rarely does a home in this price range offer 5 BRs, 3.5 BAs & 3.5 car garage! With over 2800 sf this home delivers the space & versatility buyers want in new construction without building wait time, unexpected expenses or landscaping/driveway/patio costs. The family room w/fireplace, opens to the dining area & quartz kitchen w/breakfast bar, SS appliances & walk-in pantry. LR offers flexible

  Nancy Markos First Weber Inc - Delafield

  74 Weston Ridge Rd, Oconomowoc, WI 53066
• 

  $565,000

  Sold Mar 06, 2026

  1388 Periwinkle Pass, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,772 Sq Ft

  Last Sold Summary

  • 2% Below List Price
  • $319/SF
  • 63 Days On Market

  Last Listing Agent Ryan Prellwitz Loos Custom Homes,LLC

  1388 Periwinkle Pass, Oconomowoc, WI 53066
• 

  Est $2,314,836

  Not Listed For Sale

  N60W39640 Mary Ln, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 3,200 Sq Ft

  N60W39640 Mary Ln, Oconomowoc, WI 53066

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Pat Bolger Patrick Bolger Realty Group
• 

  

  /32

  $599,000

  • 6 Beds
  • 2 Baths
  • 3,786 Sq Ft

  727 E Madison St, Oconomowoc, WI 53066

  Back and Better than Ever! This custom contemporary home is nestled in one of Oconomowoc's highly desirable Fowler Lake area neighborhoods, offering an expansive 3,700+ square feet of living space, It features large bedrooms, Huge closets, two large bathrooms, double sink and dual shower heads in upper bath, and is flooded with natural light, soaring ceilings & architectural details that you

  Melissa Perry Froemming Realty LLC

  727 E Madison St, Oconomowoc, WI 53066
• 

  $1,150,000

  Sold Dec 03, 2025

  N65W34963 Baltic Pass, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 2% Below List Price
  • $404/SF
  • 139 Days On Market

  Current Estimated Value $1,195,220

  Last Listing Agent Pat Bolger Patrick Bolger Realty Group

  N65W34963 Baltic Pass, Oconomowoc, WI 53066
• 

  Est $368,934

  Not Listed For Sale

  N53W37191 Wilson St, Oconomowoc, WI 53066

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft

  N53W37191 Wilson St, Oconomowoc, WI 53066

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Karen Patrick First Weber Inc - Delafield
• 

  

  /52

  $1,349,000

  Pending

  • 3 Beds
  • 3.5 Baths
  • 3,816 Sq Ft

  N61W35366 Mariner Ct, Oconomowoc, WI 53066

  Experience the best of Okauchee Lake living without the waterfront taxes. Set on a beautifully landscaped .8-acre lot adjoining the 12-acre Lakeview Acres park, this property offers sweeping lake views and includes a deeded boat slip along with access to the private HOA boat launch, beach & pavilion. The beautifully updated kitchen with oversized island opens to inviting gathering spaces, while

  Jacob Schneider Century 21 Affiliated - Delafield

  N61W35366 Mariner Ct, Oconomowoc, WI 53066
• 

  $372,000

  Sold May 19, 2026

  517 E Union St, Oconomowoc, WI 53066

  • 3 Beds
  • 1 Bath
  • 1,800 Sq Ft

  Last Sold Summary

  • 1% Below List Price
  • $207/SF
  • 35 Days On Market

  Current Estimated Value $370,175

  Last Listing Agent Renee Cull Verrada Realty, LLC

  517 E Union St, Oconomowoc, WI 53066
• 

  Est $2,333,686

  Not Listed For Sale

  N60W39586 Mary Ln, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • Built 1969

  N60W39586 Mary Ln, Oconomowoc, WI 53066

  Last Sold Summary

  • 56 Days On Market

  Last Listing Agent Pat Bolger Realty Group* Berkshire Hathaway HS Lake Country
• 

  

  /4

  $499,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,974 Sq Ft

  947 Lagom Way, Oconomowoc, WI 53066

  NEW CONSTRUCTION - Ready DECEMBER 2026- Our Alexander model is a 2-story 3 bed, 2.5 bath townhome with an open concept first floor. The Kitchen includes quartz countertops, pantry, a large island and soft close cabinetry. The Great Room features a stunning stone to 9' ceiling gas fireplace. In addition, the first floor offers a Powder Room and Rear Foyer with WIC. The second floor Primary Suite

  Paige Sederberg Harbor Homes Inc

  947 Lagom Way, Oconomowoc, WI 53066
• 

  /2

  $524,900

  Sold Apr 03, 2026

  1251 Arrowood Cir W, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 1,575 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $333/SF
  • 21 Days On Market

  Veridian Homes Arrowood

  1251 Arrowood Cir W, Oconomowoc, WI 53066
• 

  Est $675,150

  Not Listed For Sale

  1361 Wood Creek Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 4 Baths
  • 3,272 Sq Ft

  1361 Wood Creek Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Turner Jacques Lannon Stone Realty LLC
• 

  

  /16

  $754,900

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,431 Sq Ft

  1722 Switchgrass St, Oconomowoc, WI 53066

  Welcome home to the RILEY by Stepping Stone Homes. This open-concept home features 4 bedrooms, 2.5 bathrooms, and a 3-car garage. Homesite offers a standard foundation. Kitchen features include quartz countertops, soft-close cabinetry, and appliance package. Quality craftsmanship throughout including 2x6 exterior walls, solid core doors, smart home features, active radon system, and 9'

  Amy Krieghoff Coldwell Banker Realty

  1722 Switchgrass St, Oconomowoc, WI 53066
• 

  $541,500

  Sold Aug 29, 2025

  1791 Morgan Station Ct, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,690 Sq Ft

  Last Sold Summary

  • 2% Above List Price
  • $320/SF
  • 10 Days On Market

  Current Estimated Value $551,733

  Last Listing Agent Rees Beguhl RE/MAX Forward

  1791 Morgan Station Ct, Oconomowoc, WI 53066
• 

  Est $798,702

  Not Listed For Sale

  N50W35148 Wisconsin Ave, Oconomowoc, WI 53066

  • 1 Bed
  • 2 Baths
  • 1,092 Sq Ft
  • Built 1920

  N50W35148 Wisconsin Ave, Oconomowoc, WI 53066

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Katey Higgins Realty Executives Platinum
• 

  

  /3

  $734,990

  New Construction Pending

  • 4 Beds
  • 3 Baths
  • 3,013 Sq Ft

  1752 Switchgrass St, Oconomowoc, WI 53066

  4 bedrooms/3 full baths/flex room or 5th bedroom/elite features/2-story. Basement has 1 egress window & drain/vent rough-in for future full bath. Corner ceramic tiled walk-in shower/2 shower heads/double sinks/granite or equivalent vanity tops in master bath. Double sinks family bath. WIC's all bedrooms. 9' first floor ceilings/tray ceiling master bedroom. Kitchen cabinets w/hardware are

  Joseph Behmke Kaerek Homes, Inc.

  1752 Switchgrass St, Oconomowoc, WI 53066
• 

  $716,900

  Sold Jun 18, 2026

  1737 Hammock Ln, Oconomowoc, WI 53066

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

  Last Sold Summary

  • $298/SF
  • 17 Days On Market

  Last Listing Agent Jennifer Durand Bielinski Homes, Inc.

  1737 Hammock Ln, Oconomowoc, WI 53066
• 

  Est $298,472

  Not Listed For Sale

  934 Oconomowoc Pkwy Unit 934, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,534 Sq Ft

  934 Oconomowoc Pkwy Unit 934, Oconomowoc, WI 53066

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Kirk Palm Real Broker LLC
• 

  

  /27

  $675,000

  • 2 Beds
  • 2 Baths
  • 2,200 Sq Ft

  36619 Normandale Dr, Oconomowoc, WI 53066

  Discover a truly unique home designed by renowned architect LaVerne Lantz. This one-of-a-kind ranch masterfully blends timeless mid-century modern design with the beauty of its surrounding wooded landscape, thanks to striking floor-to-ceiling windows and solarium. A massive stone fireplace anchors both levels of the home. Currently 2 beds, 2 baths with 2,200 square feet, but the layout could be

  Gerald DeJong Shorewest Realtors, Inc.

  36619 Normandale Dr, Oconomowoc, WI 53066
• 

  $500,000

  Sold Oct 01, 2025

  318 Frederick Ct, Oconomowoc, WI 53066

  • 2,304 Sq Ft

  Last Sold Summary

  • 17% Below List Price
  • $217/SF
  • 59 Days On Market

  Current Estimated Value $528,406

  Last Listing Agent Mike Herro Oconomowoc Realty LLC

  318 Frederick Ct, Oconomowoc, WI 53066
• 

  Est $321,036

  Not Listed For Sale

  944 Oconomowoc Pkwy Unit 944, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,535 Sq Ft
  • Built 2000

  944 Oconomowoc Pkwy Unit 944, Oconomowoc, WI 53066

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Kathleen Schlicher Horizon Real Estate Service
• 

  

  /5

  $178,100

  $6K PRICE INCREASE

  • Land
  • 30,056 Sq Ft
  • $258,116 per Acre

  W358N6291 Ennis Rd, Oconomowoc, WI 53066

  The Snyder farm is a 77 lot premier residential community located in the heart of Lake country just minutes way from all the modern amenities and downtown Oconomowoc. Approximately 3/4 acre lots nestled into gently rolling farmland the Snyder Farm is an enclosed subdivision with no through streets for additional privacy.

  Bill Zach Zach Realty

  W358N6291 Ennis Rd, Oconomowoc, WI 53066
• 

  $675,000

  Sold Dec 31, 2025

  W343N7303 N Pole Ln, Oconomowoc, WI 53066

  • 5 Beds
  • 2.5 Baths
  • 4,500 Sq Ft

  Last Sold Summary

  • 16% Below List Price
  • $150/SF
  • 137 Days On Market

  Current Estimated Value $751,530

  Last Listing Agent Reid Brueser T3 Realty, LLC

  W343N7303 N Pole Ln, Oconomowoc, WI 53066

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