Oconomowoc, WI Homes

• 

  Est $392,895 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

  • 8% Above List Price
  • $348/SF
  • 2 Days On Market

  Last Sold Price $365,000

  Last Listing Agent Mary Blaska Coldwell Banker Elite
• 

  

  

  /61

  $379,900

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft

  333 N Lake Rd Unit 507, Oconomowoc, WI 53066

  Well maintained Fowler Lake 2BR, 2Ba Condo with many updates. Enjoy Lake living within walking distance to downtown. Lake views from every room and from your wrap around balcony. Nicely updated throughout. Newer kitchen with new cabinets, granite countertops and SS appliances. Updated baths with heated floors & newer vanities with granite tops. Spacious master suite with walk-in closet. Plenty of

  Kevin Wangard Anderson Real Estate Services

  333 N Lake Rd Unit 507, Oconomowoc, WI 53066
• 

  $665,996 Sold Dec 29, 2025

  1598 Weston Ridge Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,469 Sq Ft

  Last Sold Summary

  • 7% Above List Price
  • $270/SF

  Current Estimated Value $651,349

  Last Listing Agent Jennifer Villarreal Villa Realty

  1598 Weston Ridge Rd, Oconomowoc, WI 53066
• 

  Est $563,726 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

  • 5% Above List Price
  • $397/SF
  • 10 Days On Market

  Last Sold Price $539,000

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

  

  

  /5

  $172,000

  • Land
  • 0.69 Acre
  • $249,275 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
• 

  $420,000 Sold Aug 01, 2025

  333 N Lake Rd Unit 203, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft

  Last Sold Summary

  • 5% Below List Price
  • $280/SF
  • 75 Days On Market

  Current Estimated Value $414,603

  Last Listing Agent Bonnie Lewis-Tschannen Stapleton Realty

  333 N Lake Rd Unit 203, Oconomowoc, WI 53066
• 

  Est $370,742 Not Listed For Sale

  333 S Elm St, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,446 Sq Ft
  • Built 1900

  333 S Elm St, Oconomowoc, WI 53066

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Katey Higgins Realty Executives Platinum
• 

  

  /10

  $732,635 Under Contract

  • 3 Beds
  • 3.5 Baths
  • 2,477 Sq Ft

  1333 Periwinkle Pass, Oconomowoc, WI 53066

  Welcome home to THE ELSA plan by Stepping Stone Homes, an award-winning builder. Open floorplan features 3 Beds, 3.5 Baths and 3 car Gar. This lot has LOOKOUT exposure. The KIT has quartz counters, soft close cabs and LG appliances. LVP flooring in kitchen, dinette and great room. We equip our homes with Smart Technology such as a Ring doorbell and touchless faucet. You will find quality

  Amy Krieghoff Coldwell Banker Realty

  1333 Periwinkle Pass, Oconomowoc, WI 53066
• 

  $234,000 Sold Jun 13, 2025

  1061 Regent Rd Unit 614, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,012 Sq Ft

  Last Sold Summary

  • 4% Below List Price
  • $231/SF
  • 137 Days On Market

  Current Estimated Value $222,844

  Last Listing Agent Lynda Stone Lynda Stone Real Estate

  1061 Regent Rd Unit 614, Oconomowoc, WI 53066
• 

  Est $653,911 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

  • 1% Below List Price
  • $200/SF
  • 3 Days On Market

  Last Sold Price $660,000

  Last Listing Agent Paul Liebe Lake Country Flat Fee
• 

  

  /18

  $599,000

  • 3 Beds
  • 2 Baths
  • 1,760 Sq Ft

  1320 Prairie Creek Cir Unit 2, Oconomowoc, WI 53066

  Stunning new construction ranch condo by Kings Way Homes, available for immediate move-in! This 3-bed, 2-bath home is designed with an open-concept layout and unique architectural details. The gourmet kitchen serves as the home's centerpiece, featuring quartz countertops, ss appliances and an expansive island. It flows seamlessly into the sun-filled great room, where the fireplace creates a cozy

  Jessica Dunn Shorewest Realtors, Inc.

  1320 Prairie Creek Cir Unit 2, Oconomowoc, WI 53066
• 

  $2,275,000 Sold Nov 10, 2025

  W398N6184 Mary Ln, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 3,848 Sq Ft

  Last Sold Summary

  • $591/SF

  Current Estimated Value $2,291,829

  Last Listing Agent MetroMLS NON NON MLS

  W398N6184 Mary Ln, Oconomowoc, WI 53066
• 

  Est $505,995 Not Listed For Sale

  1073 Christopher Ct, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,056 Sq Ft
  • Built 1964

  1073 Christopher Ct, Oconomowoc, WI 53066

  Last Sold Summary

  • 45% Above List Price
  • $170/SF
  • 2 Days On Market

  Last Sold Price $350,000

  Last Listing Agent Kirsten Miller Keller Williams Realty-Lake Country
• 

  $509,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,519 Sq Ft

  1161 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

  1161 Arrowood Cir W, Oconomowoc, WI 53066
• 

  $594,900 Sold May 09, 2025

  1308 Mamerow Ln W, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 2,253 Sq Ft

  Last Sold Summary

  • $264/SF
  • 24 Days On Market

  Current Estimated Value $610,667

  Last Listing Agent Amy Krieghoff Coldwell Banker Realty

  1308 Mamerow Ln W, Oconomowoc, WI 53066
• 

  Est $618,824 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

  • 85% Above List Price
  • $103/SF
  • 48 Days On Market

  Last Sold Price $334,512

  Last Listing Agent Neil Miyashita Realty Executives - Integrity
• 

  

  /26

  $981,000

  • 2 Beds
  • 2 Baths
  • 1,405 Sq Ft

  215 E Pleasant St Unit 507, Oconomowoc, WI 53066

  Indulge in stunning vistas from this mint penthouse, with views of Fowler Lake, downtown Oconomowoc & Lac La Belle! Enjoy a private terrace for entertaining. This bespoke abode boasts premium finishes--black walnut kitchen cabinetry, custom-finish granite counters, Bosch kitchen appliances, a 2-sided fireplace, 18' ceilings with clerestory windows, hickory floors & convenient elevator access.

  Jeff Scrima Tenderland Real Estate LLC

  215 E Pleasant St Unit 507, Oconomowoc, WI 53066
• 

  $725,000 Sold Jul 15, 2025

  215 E Pleasant St Unit 208, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,292 Sq Ft

  Last Sold Summary

  • $561/SF
  • 2 Days On Market

  Current Estimated Value $705,740

  Last Listing Agent Nathanael Zastrow Abundance Real Estate

  215 E Pleasant St Unit 208, Oconomowoc, WI 53066
• 

  Est $879,341 Not Listed For Sale

  706 W Glenview Ave, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,006 Sq Ft

  706 W Glenview Ave, Oconomowoc, WI 53066

  Last Sold Summary

  • 4% Above List Price
  • $422/SF
  • 86 Days On Market

  Last Sold Price $847,000

  Last Listing Agent Sharon Tomlinson Shorewest Realtors, Inc.
• 

  

  /14

  $525,000

  • 3 Beds
  • 3 Baths
  • 2,336 Sq Ft

  N53W35231 Lighthouse Ln, Oconomowoc, WI 53066

  This open concept condo in Bay Pointe is sure to please! Living room with gas fireplace will be a gathering place for your get-togethers, or just to relax and enjoy the warmth. The flex room surrounded by windows and brightness can be used for an office, music room, or just to sit and catch some Vitamin D. Generous kitchen with appliances and a snack bar is ideal for meals or those quick bites.

  Patty Strong Shorewest Realtors, Inc.

  N53W35231 Lighthouse Ln, Oconomowoc, WI 53066
• 

  $625,000 Sold Apr 30, 2025

  223 Shore Cir, Oconomowoc, WI 53066

  • 5 Beds
  • 3.5 Baths
  • 3,269 Sq Ft

  Last Sold Summary

  • 9% Above List Price
  • $191/SF
  • 1 Day On Market

  Current Estimated Value $629,696

  Last Listing Agent Paul Liebe Lake Country Flat Fee

  223 Shore Cir, Oconomowoc, WI 53066
• 

  Est $636,462 Not Listed For Sale

  521 Majestic View Ln, Oconomowoc, WI 53066

  • 4 Beds
  • 3.5 Baths
  • 3,450 Sq Ft
  • Built 2002

  521 Majestic View Ln, Oconomowoc, WI 53066

  Last Sold Summary

  • 14% Above List Price
  • $162/SF
  • 55 Days On Market

  Last Sold Price $560,000

  Last Listing Agent Christle Novak Response Realtors
• 

  Price To Be Determined New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,913 Sq Ft

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

  Loos Homes Builder

  1328 Periwinkle Pass Unit 39356440, Oconomowoc, WI 53066
• 

  $641,445 Sold Aug 14, 2025

  1652 Switchgrass St, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 7% Above List Price
  • $320/SF
  • 75 Days On Market

  Current Estimated Value $629,873

  Last Listing Agent Joseph Behmke Kaerek Homes, Inc.

  1652 Switchgrass St, Oconomowoc, WI 53066
• 

  Est $298,251 Not Listed For Sale

  W398N6050 Autumn Woods Dr Unit 32, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,212 Sq Ft
  • Built 2001

  W398N6050 Autumn Woods Dr Unit 32, Oconomowoc, WI 53066

  Last Sold Summary

  • 1% Below List Price
  • $248/SF
  • 3 Days On Market

  Last Sold Price $300,000

  Last Listing Agent Paul Liebe Lake Country Flat Fee
• 

  

  /5

  $600,700 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,045 Sq Ft

  The Hoffman Plan at Arrowood, Oconomowoc, WI 53066

  Calling all culinary connoisseurs, avid readers, and design devotees. Arrange the shelves with timeless Mark Twain classics or your most cherished finds. Fill the expansive kitchen with gourmet cookware and rare, beautifully crafted tools. With more space comes a more effortless kind of luxury—where everything has its place, and so do you. Meet The Hoffman. Energy expert certified: Third-party

  Veridian Homes Builder

  1420 Arrowwood Circle St W Unit 36788966, Oconomowoc, WI 53066
• 

  $645,000 Sold Mar 18, 2026

  1690 Whalen Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,499 Sq Ft

  Last Sold Summary

  • 2% Below List Price
  • $258/SF
  • 158 Days On Market

  Last Listing Agent Amy Krieghoff Coldwell Banker Realty

  1690 Whalen Dr, Oconomowoc, WI 53066
• 

  Est $437,107 Not Listed For Sale

  1021 Keats Cir, Oconomowoc, WI 53066

  • 3 Beds
  • 1.5 Baths
  • 1,507 Sq Ft
  • Built 1974

  1021 Keats Cir, Oconomowoc, WI 53066

  Last Sold Summary

  • 15% Above List Price
  • $251/SF
  • 2 Days On Market

  Last Sold Price $379,000

  Last Listing Agent Gayle Matt Evolve Realty
• 

  

  /5

  $524,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,647 Sq Ft

  1227 Arrowood Cir W, Oconomowoc, WI 53066

  Move-In Ready 126 ARW Emerald Cottage - Available 4/22/26! All Veridian homes are Quality360 certified, meaning they exceed energy-efficiency industry standards and will perform, on average, much better than a typical used home. As your local home builder, you can expect the best local brands and trades for your home as well. We have partnered with Lindsay Windows, Kohler, Floor360 and Auburn

  Tamra Litzau Shorewest Realtors, Inc.

  1227 Arrowood Cir W, Oconomowoc, WI 53066
• 

  $699,900 Sold Dec 19, 2025

  1328 Periwinkle Pass, Oconomowoc, WI 53066

  • 4 Beds
  • 3.5 Baths
  • 2,502 Sq Ft

  Last Sold Summary

  • $280/SF
  • 50 Days On Market

  Last Listing Agent Amy Krieghoff Coldwell Banker Realty

  1328 Periwinkle Pass, Oconomowoc, WI 53066
• 

  Est $468,660 Not Listed For Sale

  1379 Crystal Lake Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 1990

  1379 Crystal Lake Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 8% Above List Price
  • $272/SF
  • 2 Days On Market

  Last Sold Price $435,000

  Last Listing Agent David Yelk Realty Executives Platinum
• 

  $699,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  1214 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

  1214 Arrowood Cir W, Oconomowoc, WI 53066
• 

  $614,690 Sold Jan 22, 2026

  1561 Creekview Ln, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 1% Above List Price
  • $307/SF
  • 66 Days On Market

  Current Estimated Value $611,822

  Last Listing Agent Joseph Behmke Kaerek Homes, Inc.

  1561 Creekview Ln, Oconomowoc, WI 53066
• 

  Est $328,030 Not Listed For Sale

  W398N5967 Autumn Woods Dr Unit 68, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,824 Sq Ft
  • Built 2004

  W398N5967 Autumn Woods Dr Unit 68, Oconomowoc, WI 53066

  Last Sold Summary

  • 4% Above List Price
  • $173/SF
  • 5 Days On Market

  Last Sold Price $315,000

  Last Listing Agent Scott Heyerdahl First Weber Inc - Delafield
• 

  Price To Be Determined New Construction

  • 3 Beds
  • 2 Baths
  • 1,880 Sq Ft

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

  Loos Homes Builder

  1328 Periwinkle Pass Unit 39356302, Oconomowoc, WI 53066
• 

  $1,025,000 Sold Feb 02, 2026

  2100 N Oakwoods Ct, Oconomowoc, WI 53066

  • 5 Beds
  • 3.5 Baths
  • 6,397 Sq Ft

  Last Sold Summary

  • 15% Below List Price
  • $160/SF
  • 16 Days On Market

  Current Estimated Value $1,135,521

  Last Listing Agent Amiee Melero Realty Executives - Integrity

  2100 N Oakwoods Ct, Oconomowoc, WI 53066
• 

  Est $629,394 Not Listed For Sale

  742 Old Tower Rd, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 3,008 Sq Ft

  742 Old Tower Rd, Oconomowoc, WI 53066

  Last Sold Summary

  • 4% Above List Price
  • $200/SF
  • 5 Days On Market

  Last Sold Price $603,000

  Last Listing Agent Liz Tobolt First Weber Inc - Delafield
• 

  

  /57

  $650,000 Under Contract

  • 5 Beds
  • 3 Baths
  • 3,426 Sq Ft

  987 Prairieview Cir, Oconomowoc, WI 53066

  Tucked into sought-after Longmeadow on rare lot backing to green space, this well-maintained ranch delivers flow that simply make sense. Vaulted ceilings & southeast-facing windows flood the home w/light & airiness. Kitchen is both functional and elevated, with generous counter space and an oversized pantry. A split-bedroom design keeps living areas open & connected, while offering privacy for

  Jennie Castillo Coldwell Banker Elite

  987 Prairieview Cir, Oconomowoc, WI 53066
• 

  $575,000 Sold Mar 12, 2026

  255 Lakeridge Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 2,924 Sq Ft

  Last Sold Summary

  • $197/SF
  • 20 Days On Market

  Current Estimated Value $582,338

  Last Listing Agent Laurie Flatt Keller Williams Realty-Lake Country

  255 Lakeridge Dr, Oconomowoc, WI 53066
• 

  Est $424,812 Not Listed For Sale

  1122 Revere Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 1.5 Baths
  • 1,318 Sq Ft
  • Built 1987

  1122 Revere Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 20% Above List Price
  • $269/SF
  • 19 Days On Market

  Last Sold Price $355,000

  Last Listing Agent Frank Scinto Keller Williams Realty-Lake Country

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