Oconomowoc, WI Homes

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  /18

  $390,000

  Sold Oct 10, 2025

  1360 S Concord Rd, Oconomowoc, WI 53066

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Built 1957

  Last Sold Summary

  • 7% Above List Price
  • $355/SF
  • 3 Days On Market

  Current Estimated Value $382,108

  Last Listing Agent Abe Yanko First Weber Inc

  1360 S Concord Rd, Oconomowoc, WI 53066
• 

  Est $706,826

  Not Listed For Sale

  35223 Sunset Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,068 Sq Ft

  35223 Sunset Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 6% Above List Price
  • $322/SF
  • 10 Days On Market

  • Last Sold Price $665,000
  • May 15, 2024

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

  

  

  /24

  $679,000

  • 3 Beds
  • 1 Bath
  • 1,096 Sq Ft

  N55W34691 Lake Dr, Oconomowoc, WI 53066

  Quaint cottage with southern exposure on a bluff above serenity bay. Nice shallow path to your frontage. You'll enjoy calm waters for paddle boarding or pontoon rides. Golden mast, Hideaway, and Han's island all have casual dining and drinks to enjoy. You can take the short journey by water to the big lake or lower/little Okauchee and upper Oconomowoc lake. There are over 1200 acres of lakes to

  Brian Fendry Berkshire Hathaway HS Lake Country

  N55W34691 Lake Dr, Oconomowoc, WI 53066
• 

  $340,100

  Sold Aug 29, 2025

  W397N5996 Autumn Woods Dr Unit 58, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,824 Sq Ft

  Last Sold Summary

  • 3% Above List Price
  • $186/SF
  • 3 Days On Market

  Current Estimated Value $333,108

  Last Listing Agent Kathleen Schlicher Horizon Real Estate Service

  W397N5996 Autumn Woods Dr Unit 58, Oconomowoc, WI 53066
• 

  Est $306,696

  Not Listed For Sale

  287 Oconomowoc Pkwy Unit 2042, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,561 Sq Ft

  287 Oconomowoc Pkwy Unit 2042, Oconomowoc, WI 53066

  Last Sold Summary

  • 2% Above List Price
  • $192/SF
  • 1 Day On Market

  • Last Sold Price $300,000
  • Sep 27, 2024

  Last Listing Agent Lynn Zwaska First Weber Inc - Delafield
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  /9

  $3,917,000

  Pending

  • 3 Beds
  • 3.5 Baths
  • 3,920 Sq Ft

  503 N Lake Rd Unit 5, Oconomowoc, WI 53066

  Discover timeless elegance at this exclusive Lavinia by the Lakes penthouse 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 custom interior with a library, dual fireplaces, hydronic floor heating, pantry, seven outdoor

  Jeff Scrima Tenderland Real Estate LLC

  503 N Lake Rd Unit 5, Oconomowoc, WI 53066
• 

  $547,744

  Sold Jul 10, 2025

  1236 Violet St, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,851 Sq Ft

  Last Sold Summary

  • 2% Below List Price
  • $296/SF
  • 20 Days On Market

  Current Estimated Value $549,995

  Last Listing Agent Ryan Prellwitz Loos Custom Homes,LLC

  1236 Violet St, Oconomowoc, WI 53066
• 

  Est $594,082

  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

  • 25% Above List Price
  • $204/SF
  • 67 Days On Market

  • Last Sold Price $475,000
  • Feb 01, 2024

  Last Listing Agent Lien Team Real Estate Group First Weber Inc - Brookfield
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  /4

  $619,900

  New Construction

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

  1751 Switchgrass St, Oconomowoc, WI 53066

  Cozy split ranch located in Oconomowoc's Prairie Creek Ridge! Vaulted ceiling spans across Kitchen & Great Room. Kitchen features soft close cabinets, exterior vented range hood & walk-in pantry. Great room is complete with electric fireplace w/ shiplap. Primary suite is tucked in the back of the home & includes a box tray ceiling, 2 WICs, tiled shower & double sinks in vanity. 2 secondary

  Erin Russell Tim O'Brien Homes

  1751 Switchgrass St, Oconomowoc, WI 53066
• 

  $573,500

  Sold May 30, 2025

  1831 Springhouse Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,053 Sq Ft

  Last Sold Summary

  • $279/SF

  Current Estimated Value $578,332

  Last Listing Agent Curtis Downes Mahler Sotheby's International Realty-Lake Country

  1831 Springhouse Dr, Oconomowoc, WI 53066
• 

  Est $513,274

  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

  Last Listing Agent Terry Lesperance RE/MAX
• 

  Price To Be Determined

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,748 Sq Ft

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

  Loos Homes Builder

  1328 Periwinkle Pass Unit 39356193, Oconomowoc, WI 53066
• 

  $385,000

  Sold Mar 13, 2026

  W277 Madison Ave, Oconomowoc, WI 53066

  • 3 Beds
  • 1.5 Baths
  • 1,288 Sq Ft

  Last Sold Summary

  • 6% Below List Price
  • $299/SF
  • 90 Days On Market

  Current Estimated Value $382,472

  Last Listing Agent Anthony Alesci Alesci Realty

  W277 Madison Ave, Oconomowoc, WI 53066
• 

  

  /29

  Est $370,970

  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

  • 4% Above List Price
  • $275/SF
  • 5 Days On Market

  • Last Sold Price $355,000
  • Aug 14, 2024

  Last Listing Agent Brandon Housley Artisan Graham Real Estate
• 

  

  /5

  $664,900

  New Construction

  • 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
• 

  $550,000

  Sold Jun 09, 2025

  71 Happy Hollow Ln, Oconomowoc, WI 53066

  • 4 Beds
  • 3 Baths
  • 3,088 Sq Ft

  Last Sold Summary

  • 2% Above List Price
  • $178/SF
  • 0 Days On Market

  Current Estimated Value $550,964

  Last Listing Agent Lisa Pluta Shorewest Realtors, Inc.

  71 Happy Hollow Ln, Oconomowoc, WI 53066
• 

  Est $677,182

  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

  • $298/SF
  • 3 Days On Market

  • Last Sold Price $675,000
  • Nov 15, 2023

  Last Listing Agent Karla Cuculi First Weber Inc - Delafield
• 

  

  /10

  $299,900

  • 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
• 

  $575,000

  Sold Jul 16, 2025

  N54W35709 Hill Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 2,244 Sq Ft

  Last Sold Summary

  • 3% Above List Price
  • $256/SF
  • 2 Days On Market

  Current Estimated Value $572,447

  Last Listing Agent Amy Russell Stapleton Realty

  N54W35709 Hill Rd, Oconomowoc, WI 53066
• 

  Est $713,176

  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
• 

  

  /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
• 

  $480,000

  Sold Jun 06, 2025

  N641 S Hickory Hills Dr, Oconomowoc, WI 53066

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

  Last Sold Summary

  • $166/SF

  Current Estimated Value $511,707

  Last Listing Agent Andrea McHenry Lake Country Flat Fee

  N641 S Hickory Hills Dr, Oconomowoc, WI 53066
• 

  Est $407,436

  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

  • 3% Above List Price
  • $196/SF
  • 21 Days On Market

  • Last Sold Price $395,000
  • Mar 08, 2024

  Last Listing Agent Mathew Moore Shorewest Realtors, Inc.
• 

  

  /23

  $499,900

  Pending

  • 2 Beds
  • 1 Bath
  • 536 Sq Ft

  N73W36308 S Shore Dr, Oconomowoc, WI 53066

  Rare opportunity to own lake frontage property w/gorgeous sunset views & mature trees on almost 3 acres! Enjoy peaceful Ashippun Lake, approx 114 ft frontage as per GIS map. Bids available for demolish & removal of abandoned cottage & 2 car GA. Buildable portion of lot & lake frontage zoned R-2 Residential- is approx 161 ft long with 75 ft shore setback, 75 ft wetland setback with 20 ft offsets

  Suzy Osum Shorewest Realtors, Inc.

  N73W36308 S Shore Dr, Oconomowoc, WI 53066
• 

  $1,070,000

  Sold Jan 09, 2026

  34100 Sunset Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,286 Sq Ft

  Last Sold Summary

  • 29% Below List Price
  • $468/SF

  Current Estimated Value $1,151,689

  Last Listing Agent The Elements Rea Team* Elements Realty LLC

  34100 Sunset Dr, Oconomowoc, WI 53066
• 

  Est $325,794

  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

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

  • Last Sold Price $315,000
  • May 31, 2024

  Last Listing Agent Cathy Butschke Shorewest Realtors, Inc.
• 

  /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
• 

  $525,000

  Sold Aug 01, 2025

  901 W Wisconsin Ave, Oconomowoc, WI 53066

  • 4 Beds
  • 1.5 Baths
  • 1,804 Sq Ft

  Last Sold Summary

  • 19% Above List Price
  • $291/SF
  • 3 Days On Market

  Current Estimated Value $512,998

  Last Listing Agent Paul Liebe Lake Country Flat Fee

  901 W Wisconsin Ave, Oconomowoc, WI 53066
• 

  Est $376,767

  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

  • 3% Above List Price
  • $348/SF
  • 2 Days On Market

  • Last Sold Price $365,000
  • Jan 27, 2025

  Last Listing Agent Mary Blaska Coldwell Banker Elite
• 

  

  /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
• 

  $1,030,000

  Sold Dec 19, 2025

  215 E Pleasant St Unit 508, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,685 Sq Ft

  Last Sold Summary

  • 6% Below List Price
  • $611/SF
  • 33 Days On Market

  Current Estimated Value $1,042,857

  Last Listing Agent Corienne Walek Keller Williams Realty-Lake Country

  215 E Pleasant St Unit 508, Oconomowoc, WI 53066
• 

  Est $1,303,087

  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

  • 16% Above List Price
  • $161/SF
  • 1 Day On Market

  • Last Sold Price $1,125,000
  • Nov 22, 2024

  Last Listing Agent Lien Team Real Estate Group First Weber Inc - Brookfield
• 

  

  /36

  $324,900

  • 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
• 

  $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 $582,311

  Last Listing Agent Paul Liebe Lake Country Flat Fee

  1485 N Riverline Dr, Oconomowoc, WI 53066
• 

  Est $562,805

  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

  • 4% Above List Price
  • $397/SF
  • 10 Days On Market

  • Last Sold Price $539,000
  • Feb 24, 2025

  Last Listing Agent Matthew Losiniecki Keller Williams Realty-Lake Country
• 

  

  /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
• 

  $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 $352,575

  Last Listing Agent Paul Liebe Lake Country Flat Fee

  W379N5787 Meadowview Rd, Oconomowoc, WI 53066
• 

  Est $661,674

  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

  • $200/SF
  • 3 Days On Market

  • Last Sold Price $660,000
  • Jul 03, 2024

  Last Listing Agent Paul Liebe Lake Country Flat Fee
• 

  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
• 

  $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

Showing Results 641 - 680, Page 17 of 18