Oconomowoc, WI Homes

• 

  Est $602,815

  Not Listed For Sale

  1532 Mackenzie Ln, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 2,329 Sq Ft
  • Built 1996

  1532 Mackenzie Ln, Oconomowoc, WI 53066

  Last Sold Summary

  • 67 Days On Market
• 

  

  

  /16

  $1,399,900

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,953 Sq Ft

  N63W35852 Frederick Dr, Oconomowoc, WI 53066

  The Elsa is a beautifully crafted modern farmhouse that blends elevated design with everyday functionality. An open-concept layout filled w/ natural light. A spacious great room that flows seamlessly into the chef's kitchen. A large center island and dedicated scullery provide both style and practicality. Adjoining dining area opens to a covered patio with a gas fireplace, extending your living

  Jennifer Koutny Grapevine Realty

  N63W35852 Frederick Dr, Oconomowoc, WI 53066
• 

  $670,000

  Sold Apr 17, 2026

  1485 N Riverline Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 2,853 Sq Ft

  Last Sold Summary

  • 12% Above List Price
  • $235/SF
  • 1 Day On Market

  Current Estimated Value $634,766

  Last Listing Agent Paul Liebe Lake Country Flat Fee

  1485 N Riverline Dr, Oconomowoc, WI 53066
• 

  Est $797,313

  Not Listed For Sale

  1835 River Lakes Rd S, Oconomowoc, WI 53066

  • 4 Beds
  • 4 Baths
  • 4,100 Sq Ft

  1835 River Lakes Rd S, Oconomowoc, WI 53066

  Last Sold Summary

  • 6 Days On Market
• 

  

  

  /5

  $664,900

  New Construction Pending

  • 4 Beds
  • 2.5 Baths
  • 2,432 Sq Ft

  1736 Switchgrass St, Oconomowoc, WI 53066

  Energy efficient two-story home with space in the right place! The Evergreen is located on lot 403 in Prairie Creek Ridge. Kitchen features soft close cabinets, spacious island, walk-in pantry & exterior vented range hood. Dinette separates the kitchen & great room. Great room includes electric fireplace with shiplap. Flex room w/ French doors makes a great office or playroom. WIC in rear foyer

  Erin Russell Tim O'Brien Homes

  1736 Switchgrass St, Oconomowoc, WI 53066
• 

  $350,000

  Sold Mar 31, 2026

  W379N5787 Meadowview Rd, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,065 Sq Ft

  Last Sold Summary

  • $329/SF
  • 5 Days On Market

  Current Estimated Value $354,283

  Last Listing Agent Paul Liebe Lake Country Flat Fee

  W379N5787 Meadowview Rd, Oconomowoc, WI 53066
• 

  Est $533,719

  Not Listed For Sale

  3212 N Silver Cedar Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 1,404 Sq Ft
  • Built 1959

  3212 N Silver Cedar Rd, Oconomowoc, WI 53066

  Last Sold Summary

  • 2 Days On Market
• 

  

  /10

  $299,900

  Under Contract

  • Land
  • 2.27 Acres
  • $132,115 per Acre

  1365 N Morgan Rd, Oconomowoc, WI 53066

  Build your dream home on a 2+ acre lot with mature trees and rural feel, but close proximity to thriving downtown Oconomowoc and easy access to I-94. With well & septic already on-site, this site is ready for you to bring your own builder.

  Mike Herro Oconomowoc Realty LLC

  1365 N Morgan Rd, Oconomowoc, WI 53066
• 

  $621,500

  Sold Jun 30, 2026

  1756 Switchgrass St, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 2% Above List Price
  • $348/SF
  • 44 Days On Market

  Last Listing Agent Erin Russell Tim O'Brien Homes

  1756 Switchgrass St, Oconomowoc, WI 53066
• 

  

  /29

  Est $372,984

  Not Listed For Sale

  832 High St, Oconomowoc, WI 53066

  • 3 Beds
  • 1 Bath
  • 1,290 Sq Ft
  • Built 1950

  832 High St, Oconomowoc, WI 53066

  Last Sold Summary

  • 5 Days On Market
• 

  

  /3

  $659,900

  New Construction

  • 3 - 4 Beds
  • 2.5 Baths
  • 2,264+ Sq Ft

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

  The Mulberry offers a layout designed with the modern homeowner in mind. The inviting Foyer flows into a Flex Room on one side, perfect for a home office or playroom, and on the other side, a dedicated dining area that sits conveniently adjacent to the Kitchen. This Kitchen is every home chef's dream, featuring an expansive island and a generous walk-in pantry. Tucked to the back of the home, the

  Tim O'Brien Homes Builder

  1550 Creekview Ln Unit 37957743, Oconomowoc, WI 53066
• 

  $660,290

  Sold May 19, 2026

  1703 Hammock Ln, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,004 Sq Ft

  Last Sold Summary

  • 7% Above List Price
  • $329/SF
  • 0 Days On Market

  Last Listing Agent Joseph Behmke Kaerek Homes, Inc.

  1703 Hammock Ln, Oconomowoc, WI 53066
• 

  Est $689,199

  Not Listed For Sale

  799 S Wayfare Trail, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 2,262 Sq Ft
  • Built 1991

  799 S Wayfare Trail, Oconomowoc, WI 53066

  Last Sold Summary

  • 3 Days On Market
• 

  

  /3

  $719,990

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,769 Sq Ft

  1316 Periwinkle Pass, Oconomowoc, WI 53066

  HOUSE IS FRAMED - APPROXIMATE COMPLETION FEB' 2027. 4 bedrooms/2.5 baths/Flex room/elite series 2-story. Basement has drain/vent rough-in for future full bath & 1 egress slider window. Ceramic tiled walk-in shower/2 shower heads/granite or equivalent vanity tops/double sinks in master bath. Double sinks family bath. Huge WIC master suite. 9' first floor ceilings/tray ceiling master bedroom. Elite

  Joseph Behmke Kaerek Homes, Inc.

  1316 Periwinkle Pass, Oconomowoc, WI 53066
• 

  $549,900

  Sold Feb 19, 2026

  1742 Whalen Dr, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 4% Below List Price
  • $314/SF
  • 95 Days On Market

  Last Listing Agent Ryan Prellwitz Loos Custom Homes,LLC

  1742 Whalen Dr, Oconomowoc, WI 53066
• 

  Est $735,515

  Not Listed For Sale

  1518 Turnberry Cir, Oconomowoc, WI 53066

  • 4 Beds
  • 3.5 Baths
  • 3,942 Sq Ft
  • Built 1996

  1518 Turnberry Cir, Oconomowoc, WI 53066

  Last Sold Summary

  • 0 Days On Market
• 

  

  /27

  $720,000

  $80K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,280 Sq Ft

  1614 Sugar Island Rd, Oconomowoc, WI 53066

  A slice of the great Northwoods right here in Oconomowoc? You will feel that way the moment you step into this unique property on Sugar Island! Well cared for 4 bedroom home with all the amenities you'd ever need with central air and heat, 2 full baths, jetted tub, beautiful stone fireplace, washer/dryer, new water softening system plus so much more! Wonderful setting on spacious lot with large

  Paula Carrier Best Realty of Edgerton

  1614 Sugar Island Rd, Oconomowoc, WI 53066
• 

  $560,000

  Sold Jul 16, 2025

  1261 Shoal Ridge Rd, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,328 Sq Ft

  Last Sold Summary

  • 6% Above List Price
  • $241/SF
  • 1 Day On Market

  Current Estimated Value $563,985

  Last Listing Agent John Herrera Coldwell Banker Realty

  1261 Shoal Ridge Rd, Oconomowoc, WI 53066
• 

  Est $414,436

  Not Listed For Sale

  539 Bolson Dr Unit 539, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 2,018 Sq Ft
  • Built 2004

  539 Bolson Dr Unit 539, Oconomowoc, WI 53066

  Last Sold Summary

  • 21 Days On Market
• 

  /2

  $179,000

  $4K PRICE INCREASE

  • Land
  • 32,670 Sq Ft
  • $238,667 per Acre

  1734 Switchgrass St, Oconomowoc, WI 53066

  Jonathan Minerick homecoin.com

  1734 Switchgrass St, Oconomowoc, WI 53066
• 

  $500,000

  Sold Aug 29, 2025

  1221 Christopher Ct, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 3,308 Sq Ft

  Last Sold Summary

  • 4% Below List Price
  • $151/SF
  • 60 Days On Market

  Current Estimated Value $542,047

  Last Listing Agent Michael Conigliaro Expert Realty

  1221 Christopher Ct, Oconomowoc, WI 53066
• 

  Est $328,858

  Not Listed For Sale

  251 Oconomowoc Pkwy Unit 1072, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,674 Sq Ft
  • Built 2004

  251 Oconomowoc Pkwy Unit 1072, Oconomowoc, WI 53066

  Last Sold Summary

  • 0 Days On Market
• 

  /2

  $539,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,511 Sq Ft

  1270 Arrowood Cir W, Oconomowoc, WI 53066

  Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

  Veridian Homes Builder

  1270 Arrowood Cir W, Oconomowoc, WI 53066
• 

  $660,000

  Sold Nov 21, 2025

  452 River Bluff Cir, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 4,363 Sq Ft

  Last Sold Summary

  • 12% Below List Price
  • $151/SF
  • 60 Days On Market

  Current Estimated Value $715,773

  Last Listing Agent Beth Clark First Weber Inc - Menomonee Falls

  452 River Bluff Cir, Oconomowoc, WI 53066
• 

  Est $395,239

  Not Listed For Sale

  639 E Roland St, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,050 Sq Ft

  639 E Roland St, Oconomowoc, WI 53066

  Last Sold Summary

  • 2 Days On Market
• 

  

  /36

  $1,099,000

  • 2 Beds
  • 2.5 Baths
  • 1,900 Sq Ft

  2125 N Peninsula Rd, Oconomowoc, WI 53066

  Channeling vintage lake home vibes yet constructed in 2014, this high-quality custom 2 bedroom, 2 1/2 bath lake home on Upper Nemahbin makes for a fun summer retreat or cozy year-round dwelling. The property boasts 48 feet of swimmable frontage and a western view so stunning you'll never want to miss a sunset. Open first floor plan has beautiful cherry floors, loads of windows and includes a

  Ken Herro Oconomowoc Realty LLC

  2125 N Peninsula Rd, Oconomowoc, WI 53066
• 

  $610,000

  Sold Aug 18, 2025

  1143 Juniper Ln, Oconomowoc, WI 53066

  • 4 Beds
  • 3 Baths
  • 3,039 Sq Ft

  Last Sold Summary

  • 2% Below List Price
  • $201/SF

  Current Estimated Value $634,662

  Last Listing Agent Tyler Metz Lannon Stone Realty LLC

  1143 Juniper Ln, Oconomowoc, WI 53066
• 

  Est $1,330,079

  Not Listed For Sale

  847 Burr Oak Ln, Oconomowoc, WI 53066

  • 5 Beds
  • 4.5 Baths
  • 6,985 Sq Ft
  • Built 2005

  847 Burr Oak Ln, Oconomowoc, WI 53066

  Last Sold Summary

  • 1 Day On Market
• 

  

  /61

  $549,900

  • 1 Bed
  • 1.5 Baths
  • 1,062 Sq Ft

  215 E Pleasant St Unit 212, Oconomowoc, WI 53066

  Welcome to the finest in lake country living! You will love the many amazing features and amenities available here! Enjoy the amazing rooftop deck with breathtaking views of Fowler lake and Lac La Belle as well as the city skyline! Chill and hang out in the grilling area or star gaze around the firepit and sitting area. Got a dog? This condo has a private dog run and wash area. This unit is a

  Devin Piehl First Weber Inc - Delafield

  215 E Pleasant St Unit 212, Oconomowoc, WI 53066
• 

  $615,000

  Sold Aug 05, 2025

  262 Thomas Trail, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 3,130 Sq Ft

  Last Sold Summary

  • 4% Above List Price
  • $196/SF
  • 0 Days On Market

  Current Estimated Value $642,221

  Last Listing Agent Kathryn Ann Vitulli Lannon Stone Realty LLC

  262 Thomas Trail, Oconomowoc, WI 53066
• 

  Est $582,930

  Not Listed For Sale

  38849 Delafield Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 1.5 Baths
  • 1,357 Sq Ft

  38849 Delafield Rd, Oconomowoc, WI 53066

  Last Sold Summary

  • 10 Days On Market
• 

  

  /36

  $324,900

  Under Contract

  • 3 Beds
  • 1 Bath
  • 1,726 Sq Ft

  614 S Silver Lake St, Oconomowoc, WI 53066

  Charming 3-bedroom, 1-bath, 2-story home full of timeless character and conveniently located close to local amenities. Situated directly across from the park, this inviting home features beautiful natural woodwork, hardwood floors, spacious bedrooms, and a welcoming front porch with a low-maintenance composite deck--perfect for relaxing and enjoying the neighborhood setting. The formal dining

  Connie Pugh Shorewest Realtors, Inc.

  614 S Silver Lake St, Oconomowoc, WI 53066
• 

  $3,870,000

  Sold Jul 31, 2025

  W346N6701 Whittaker Rd, Oconomowoc, WI 53066

  • 6 Beds
  • 4.5 Baths
  • 6,639 Sq Ft

  Last Sold Summary

  • 19% Below List Price
  • $583/SF
  • 64 Days On Market

  Current Estimated Value $3,767,262

  Last Listing Agent Rebecca Thomas Keller Williams - Lake Country

  W346N6701 Whittaker Rd, Oconomowoc, WI 53066
• 

  Est $635,071

  Not Listed For Sale

  1245 Wrenfield Way, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 3,300 Sq Ft
  • Built 2004

  1245 Wrenfield Way, Oconomowoc, WI 53066

  Last Sold Summary

  • 3 Days On Market
• 

  

  /5

  $180,200

  • Land
  • 30,927 Sq Ft
  • $253,803 per Acre

  W359N6209 Margaret Ct, 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

  W359N6209 Margaret Ct, Oconomowoc, WI 53066
• 

  $598,828

  Sold Apr 20, 2026

  1379 Olde Highlander Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft

  Last Sold Summary

  • $315/SF
  • 0 Days On Market

  Last Listing Agent Paige Sederberg Harbor Homes Inc

  1379 Olde Highlander Dr, Oconomowoc, WI 53066
• 

  Est $546,942

  Not Listed For Sale

  34936 Parkway Dr, Oconomowoc, WI 53066

  • Studio
  • 2,133 Sq Ft

  34936 Parkway Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 5 Days On Market
• 

  Price To Be Determined

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,071 Sq Ft

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

  The Medford offers a spacious and functional layout, perfect for families or those who love to entertain. With 4 bedrooms and 2.5 baths, this home provides ample space for comfort and privacy.

  Loos Homes Builder

  1328 Periwinkle Pass Unit 39356512, Oconomowoc, WI 53066
• 

  $820,000

  Sold Apr 30, 2026

  3049 Mendota Dr, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 7% Below List Price
  • $235/SF
  • 42 Days On Market

  Current Estimated Value $856,650

  Last Listing Agent Paul Liebe Lake Country Flat Fee

  3049 Mendota Dr, Oconomowoc, WI 53066
• 

  Est $576,804

  Not Listed For Sale

  204 Pine Terrace Unit 204, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 3,250 Sq Ft
  • Built 1984

  204 Pine Terrace Unit 204, Oconomowoc, WI 53066

  Last Sold Summary

  • 48 Days On Market

Showing Results 641 - 680, Page 17 of 18