Oconomowoc, WI Homes

• 

  Est $1,881,972

  Not Listed For Sale

  N65W35097 Road J, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,568 Sq Ft

  N65W35097 Road J, Oconomowoc, WI 53066

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Evan Wiesner Wiesner Real Estate, Inc
• 

  Price To Be Determined

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,646 Sq Ft

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

  Loos Homes Builder

  1328 Periwinkle Pass Unit 39356036, Oconomowoc, WI 53066
• 

  $570,000

  Sold Jul 31, 2026

  1734 Whalen Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,804 Sq Ft

  Last Sold Summary

  • $316/SF
  • 0 Days On Market

  Last Listing Agent Ryan Prellwitz Loos Custom Homes,LLC

  1734 Whalen Dr, Oconomowoc, WI 53066
• 

  Est $377,584

  Not Listed For Sale

  514 W 5th St, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,355 Sq Ft
  • Built 1953

  514 W 5th St, Oconomowoc, WI 53066

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Zachary Hicks EXP Realty, LLC~MKE
• 

  

  

  /73

  $650,000

  Under Contract

  • 4 Beds
  • 4.5 Baths
  • 2,919 Sq Ft

  N51W35827 Hillcrest Ct, Oconomowoc, WI 53066

  Welcome to a home designed for living, entertaining, and making memories. The spacious kitchen offers plenty of room to cook and gather, opening to a stunning great room with cathedral ceilings, a natural fireplace, and access to a relaxing three-season room. Living and dining rooms provide additional space for hosting. Upstairs features three bedrooms and three full baths, including a primary

  Sharon Tomlinson Shorewest Realtors, Inc.

  N51W35827 Hillcrest Ct, Oconomowoc, WI 53066
• 

  $720,000

  Sold Nov 14, 2025

  372 River Bluff Cir, Oconomowoc, WI 53066

  • 3 Beds
  • 3.5 Baths
  • 3,345 Sq Ft

  Last Sold Summary

  • 6% Below List Price
  • $215/SF
  • 32 Days On Market

  Current Estimated Value $769,023

  Last Listing Agent Jennie Castillo Coldwell Banker Elite

  372 River Bluff Cir, Oconomowoc, WI 53066
• 

  Est $452,059

  Not Listed For Sale

  1451 Grandview Ave, Oconomowoc, WI 53066

  • 3 Beds
  • 1.5 Baths
  • 2,401 Sq Ft
  • Built 1962

  1451 Grandview Ave, Oconomowoc, WI 53066

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent kristin Kessler First Weber Inc - Delafield
• 

  

  /24

  $3,391,000

  Pending

  • 3 Beds
  • 3.5 Baths
  • 3,065 Sq Ft

  503 N Lake Rd Unit 1, Oconomowoc, WI 53066

  Discover timeless elegance at this exclusive first-floor Lavinia by the Lakes custom condo on Oconomowoc's historic isthmus. Live like a single-family lake home--without the maintenance. Nestled between Fowler Lake and Lac La Belle next to a park, enjoy panoramic sunrise and sunset views. This best-of-the-best property includes sunroom, dual fireplaces, hydronic floor heating, butler's pantry,

  Jeff Scrima Tenderland Real Estate LLC

  503 N Lake Rd Unit 1, Oconomowoc, WI 53066
• 

  $445,000

  Sold Sep 05, 2025

  308 S Badger Ct, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft

  Last Sold Summary

  • 3% Above List Price
  • $185/SF
  • 5 Days On Market

  Current Estimated Value $486,624

  Last Listing Agent Matthew Meunier Elements Realty LLC

  308 S Badger Ct, Oconomowoc, WI 53066
• 

  Est $422,397

  Not Listed For Sale

  39 Mcdowell Ct, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 1,792 Sq Ft
  • Built 1901

  39 Mcdowell Ct, Oconomowoc, WI 53066

  Last Sold Summary

  • 56 Days On Market

  Last Listing Agent Melissa Perry Froemming Realty LLC
• 

  

  /82

  $664,800

  $35K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,124 Sq Ft

  695 Summer Creek Rd, Oconomowoc, WI 53066

  Absolutely Gorgeous home on Oconomowoc River! Over 3,000 sq ft 2 Story home w/gleaming hardwood floors, 3.5 baths & exposed lower level. Updates include new roof, gutters & siding ('23), deck ('25) & remodeled basement in 2005. 2 Story Great Room w/river views, 20 ft ceiling, beautiful gas fireplace & huge stacked windows. Kitchen w/maple cabinetry, elevated snack bar, large dbl door pantry.

  Mike Roth Shorewest Realtors, Inc.

  695 Summer Creek Rd, Oconomowoc, WI 53066
• 

  $376,000

  Sold Jul 13, 2026

  69 S Chestnut St, Oconomowoc, WI 53066

  • 3 Beds
  • 1 Bath
  • 1,440 Sq Ft

  Last Sold Summary

  • 19% Above List Price
  • $261/SF
  • 2 Days On Market

  Current Estimated Value $315,165

  Last Listing Agent Jordan Tybinko Keller Williams Ozaukee

  69 S Chestnut St, Oconomowoc, WI 53066
• 

  Est $393,323

  Not Listed For Sale

  665 Armour Rd, Oconomowoc, WI 53066

  • Studio
  • 2,408 Sq Ft
  • Built 1964

  665 Armour Rd, Oconomowoc, WI 53066

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Jennie Castillo Coldwell Banker Elite
• 

  

  /44

  $1,199,500

  • 4 Beds
  • 2.5 Baths
  • 2,266 Sq Ft

  324 S Sawyer Rd, Oconomowoc, WI 53066

  Nestled on 5 picturesque acres and offered for the first time in 39 years, this rare country retreat blends privacy, nature and convenience. Bordering a 58-acre wildlife sanctuary, this storybook home offers a front-row seat to abundant wildlife and peaceful views in every season. This 4-bdrm home features 2 natural fireplaces, warm gathering spaces and a unique 3rd-story bedroom/flex space,

  Andrea Andrus Andrus Realty, LLC

  324 S Sawyer Rd, Oconomowoc, WI 53066
• 

  /2

  $509,900

  Sold Oct 29, 2025

  1238 Arrowood Cir W, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 1,500 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $340/SF
  • 33 Days On Market

  Veridian Homes Arrowood

  1238 Arrowood Cir W, Oconomowoc, WI 53066
• 

  Est $681,579

  Not Listed For Sale

  N71W35525 Mapleton Lake Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 2 Baths
  • 2,284 Sq Ft
  • Built 2005

  N71W35525 Mapleton Lake Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 146 Days On Market

  Last Listing Agent Gina DeSota Lannon Stone Realty LLC
• 

  

  /44

  $475,000

  $25K PRICE DROP Under Contract

  • 5 Beds
  • 3 Baths
  • 3,150 Sq Ft

  N8093 Lakeview Rd, Oconomowoc, WI 53066

  BEST OF BOTH WORLDS - Oconomowoc schools and amenities + Ixonia taxes - you can't beat that! This sprawling 5 bedroom, 3 full bath ranch home has it all. Tucked on a quiet street, steps from Lac La Belle, this amazing neighborhood is peaceful and inviting. On the main level, find the home's spacious living room, cozy family room with wood burning insert, the kitchen, screened in porch, 3 bedrooms

  Claire Zastrow Realty Executives - Integrity

  N8093 Lakeview Rd, Oconomowoc, WI 53066
• 

  $412,500

  Sold Jun 15, 2026

  1520 Riverdale Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 1.5 Baths
  • 1,274 Sq Ft

  Last Sold Summary

  • 3% Above List Price
  • $324/SF
  • 29 Days On Market

  Current Estimated Value $405,551

  Last Listing Agent Nicole Fazio Denk Buyers Vantage

  1520 Riverdale Dr, Oconomowoc, WI 53066
• 

  Est $1,095,135

  Not Listed For Sale

  550 Lake Bluff Dr, Oconomowoc, WI 53066

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

  550 Lake Bluff Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Karen Patrick First Weber Inc - Delafield
• 

  

  /55

  $2,599,000

  • 2 Beds
  • 2.5 Baths
  • 2,010 Sq Ft

  N50W35310 Wisconsin Ave, Oconomowoc, WI 53066

  Torn down and re built in 1994 w/ recent remodel inside and out by Groskopf. Incredible lake views w/ over 100 ft of frontage. Gourmet kitchen w/quartz, custom tile, luxury slow close cabinets and high end appliances. Open concept w/living rm open to dining rm w/builts ins. Main floor master suite w/luxurious bth and WIC. 2nd floor large bedrm adjacent to 1/2 bth. Back hall w/private entry to

  Kimberly Devine The Real Estate Studio

  N50W35310 Wisconsin Ave, Oconomowoc, WI 53066
• 

  $289,900

  Sold Jan 16, 2026

  245 Oconomowoc Pkwy Unit 304, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,484 Sq Ft

  Last Sold Summary

  • $195/SF
  • 17 Days On Market

  Current Estimated Value $305,016

  Last Listing Agent Bradley Kuenzi Realty Executives Platinum

  245 Oconomowoc Pkwy Unit 304, Oconomowoc, WI 53066
• 

  Est $705,681

  Not Listed For Sale

  790 Royal Troon Ct, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 3,251 Sq Ft
  • Built 1999

  790 Royal Troon Ct, Oconomowoc, WI 53066

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Jennifer Pesicek Coldwell Banker Elite
• 

  

  /29

  $459,000

  Under Contract

  • 2 Beds
  • 2 Baths
  • 1,348 Sq Ft

  415 N Oakwood Ave, Oconomowoc, WI 53066

  Located in the heart of Oconomowoc, directly across from Fowler Park, this beautifully updated Victorian blends timeless character with the comforts of modern living. Original millwork showcases the home's old-world craftsmanship, while thoughtful updates make it truly move-in ready. The fenced backyard and mature landscaping provide exceptional curb appeal along with a private outdoor retreat.A

  Karen Trimble Keller Williams Realty-Lake Country

  415 N Oakwood Ave, Oconomowoc, WI 53066
• 

  $574,000

  Sold Nov 14, 2025

  950 S Whitaker Ct, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 1,856 Sq Ft

  Last Sold Summary

  • 10% Below List Price
  • $309/SF
  • 17 Days On Market

  Current Estimated Value $599,105

  Last Listing Agent Sue Lucas M3 Realty

  950 S Whitaker Ct, Oconomowoc, WI 53066
• 

  Est $343,584

  Not Listed For Sale

  220 Summit Ave, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,038 Sq Ft

  220 Summit Ave, Oconomowoc, WI 53066

  Last Sold Summary

  • 40 Days On Market

  Last Listing Agent Paul Liebe Lake Country Flat Fee
• 

  

  /28

  $459,000

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,445 Sq Ft

  416 E Jefferson St, Oconomowoc, WI 53066

  Location is everything, and this property places you right in the heart of it all: Enjoy a quick walk to downtown Oconomowoc's vibrant shops, dining, and cafes. Minutes from Fowler Lake and Lac La Belle for summer strolls and community events. Step into your private outdoor paradise, meticulously designed for hosting and relaxation with a gourmet outdoor kitchen, firepit lounge, and storage shed.

  Rynish-Knapp Jacklyn Keller Williams-MNS Wauwatosa

  416 E Jefferson St, Oconomowoc, WI 53066
• 

  $460,000

  Sold May 20, 2026

  415 S Concord Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,825 Sq Ft

  Last Sold Summary

  • 5% Below List Price
  • $252/SF
  • 4 Days On Market

  Current Estimated Value $457,346

  Last Listing Agent Bonnie Lewis-Tschannen Stapleton Realty

  415 S Concord Rd, Oconomowoc, WI 53066
• 

  Est $1,579,567

  Not Listed For Sale

  419 N Golden Cedar Ln, Oconomowoc, WI 53066

  • 4 Beds
  • 3 Baths
  • 3,400 Sq Ft

  419 N Golden Cedar Ln, Oconomowoc, WI 53066

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Elizabeth Klug Keller Williams Realty-Lake Country
• 

  

  /26

  $429,900

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,518 Sq Ft

  173 N Lapham St Unit 306, Oconomowoc, WI 53066

  A rare, corner-unit retreat in Pioneer Ridge. This 3rd floor condo pairs sweeping views of Oconomowoc with refined, easy living! Vaulted ceilings and an open concept layout frame the great room's gas fireplace, while the spacious balcony delivers unforgettable sunset views. The kitchen features granite counters, breakfast bar, and large walk-in pantry, flowing naturally into the dining area. The

  Paul Liebe Lake Country Flat Fee

  173 N Lapham St Unit 306, Oconomowoc, WI 53066
• 

  $640,000

  Sold Jun 01, 2026

  1369 Scotsland Ln, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,411 Sq Ft

  Last Sold Summary

  • 1% Below List Price
  • $265/SF
  • 61 Days On Market

  Last Listing Agent Erin Russell Tim O'Brien Homes LLC

  1369 Scotsland Ln, Oconomowoc, WI 53066
• 

  Est $595,401

  Not Listed For Sale

  860 S Silver Lake St, Oconomowoc, WI 53066

  • 4 Beds
  • 3 Baths
  • 3,320 Sq Ft

  860 S Silver Lake St, Oconomowoc, WI 53066

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Thomas Squier Shorewest Realtors, Inc.
• 

  

  /54

  $899,900

  $73K PRICE DROP Under Contract

  • 4 Beds
  • 3.5 Baths
  • 3,732 Sq Ft

  638 Red Oak Dr, Oconomowoc, WI 53066

  Enjoy 3,700 square feet of open-concept living with LVP flooring throughout both levels! The bright kitchen features a large island, soft-close cabinetry, beverage cooler, large pantry. and spacious dinette with a gorgeous view of the yard. The primary suite offers a tray ceiling, walk-in shower, and custom closet linked to the laundry room. Spacious family room with 2-foot tray ceilings and gas

  Frank Scinto Lannon Stone Realty LLC

  638 Red Oak Dr, Oconomowoc, WI 53066
• 

  /2

  $519,900

  Sold Dec 04, 2025

  1246 Arrowood Cir W, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 1,608 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $323/SF
  • 48 Days On Market

  Veridian Homes Arrowood

  1246 Arrowood Cir W, Oconomowoc, WI 53066
• 

  Est $565,484

  Not Listed For Sale

  285 N Lapham St, Oconomowoc, WI 53066

  • 3 Beds
  • 4 Baths
  • 2,768 Sq Ft
  • Built 2005

  285 N Lapham St, Oconomowoc, WI 53066

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Christi Poppe Lake Country Flat Fee
• 

  $439,700

  New Construction

  • 2 Beds
  • 2 Baths
  • 1,304 Sq Ft

  The Wyatt Twin Home (Haven) Plan at Arrowood, Oconomowoc, WI 53066

  WHOEVER SAID LIVING WITHIN YOUR MEANS HAS TO BE DULL? The Wyatt provides convenience, innovation and satisfaction all in one intelligently designed package. Friends, neighbors and relatives alike will marvel at your gleaming custom built cabinetry. They’ll likely turn green with envy if they get a peek at your energy bills. They could even get too comfortable. Buyers beware: guests may tend to

  Veridian Homes Builder

  1420 Arrowwood Circle St W Unit 36733408, Oconomowoc, WI 53066
• 

  $362,500

  Sold May 01, 2026

  322 S Park St, Oconomowoc, WI 53066

  • 2 Beds
  • 1 Bath
  • 1,036 Sq Ft

  Last Sold Summary

  • 12% Above List Price
  • $350/SF
  • 3 Days On Market

  Current Estimated Value $356,679

  Last Listing Agent Jane Herro Oconomowoc Realty LLC

  322 S Park St, Oconomowoc, WI 53066
• 

  Est $463,127

  Not Listed For Sale

  739 Lake Bluff Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,660 Sq Ft

  739 Lake Bluff Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 27 Days On Market

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

  

  /23

  $519,900

  New Construction

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

  1037 Elderberry Rd, 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

  1037 Elderberry Rd, Oconomowoc, WI 53066
• 

  $445,000

  Sold Aug 14, 2026

  W229 Golden Lake Park Cir, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,077 Sq Ft

  Last Sold Summary

  • 5% Above List Price
  • $214/SF
  • 4 Days On Market

  Current Estimated Value $413,816

  Last Listing Agent Lance Nowak Victory Realty Elite

  W229 Golden Lake Park Cir, Oconomowoc, WI 53066
• 

  Est $442,737

  Not Listed For Sale

  452 W South St, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 1,620 Sq Ft

  452 W South St, Oconomowoc, WI 53066

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Linda Hansen Shorewest Realtors, Inc.

Showing Results 481 - 520, Page 13 of 18