Oconomowoc, WI Homes

• 

  $480,000 Sold Apr 30, 2025

  823 E High St, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,420 Sq Ft

  Last Sold Summary

  • 4% Below List Price
  • $338/SF
  • 70 Days On Market

  Current Estimated Value $474,698

  Last Listing Agent Susan Trapp Cornerstone Realty, Inc.

  823 E High St, Oconomowoc, WI 53066
• 

  Est $340,041 Not Listed For Sale

  425 Wood St, Oconomowoc, WI 53066

  • 2 Beds
  • 1.5 Baths
  • 1,495 Sq Ft
  • Built 1901

  425 Wood St, Oconomowoc, WI 53066

  Last Sold Summary

  • 538% Above List Price
  • $36/SF
  • 7 Days On Market

  Last Sold Price $53,330

  Last Listing Agent Yisennia Soto First Weber Inc - Delafield
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  $675,900 New Construction

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

  1268 Wild Rye Ln, Oconomowoc, WI 53066

  This home is under construction. The Arielle 2404 is a plan that offers all the essential living spaces starting w/ the kitchen, which features a walk-in-pantry, quartz counters, appliances & prep island w/ extra seating. The gathering room offers a cozy gas fireplace. Finishing the first floor is a flex space/home office, powder room & large mudroom w/ a built-in bench & storage. The second

  Jennifer Durand Bielinski Homes, Inc.

  1268 Wild Rye Ln, Oconomowoc, WI 53066
• 

  $739,000 Sold Oct 31, 2025

  337 River Bluff Cir, Oconomowoc, WI 53066

  • 4 Beds
  • 3.5 Baths
  • 3,058 Sq Ft

  Last Sold Summary

  • 1% Below List Price
  • $242/SF
  • 6 Days On Market

  Current Estimated Value $730,893

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

  337 River Bluff Cir, Oconomowoc, WI 53066
• 

  Est $397,894 Not Listed For Sale

  911 Spring Waters Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 1,523 Sq Ft
  • Built 2002

  911 Spring Waters Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 1% Below List Price
  • $263/SF
  • 24 Days On Market

  Last Sold Price $400,000

  Last Listing Agent Kelly Secord First Weber Inc - Delafield
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  $595,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,355 Sq Ft

  1286 Olde Highlander Dr, Oconomowoc, WI 53066

  BUILDABLE FLOOR PLAN - Contact Harbor Homes now to build our Atwater model in phase III of Olde Highlander (home/lot package through Harbor). Choose from our standard or Gourmet Kitchen that opens up to a spacious great room with optional fireplace - open the space up even more by adding a sunroom. Also on the first floor is a 2 story front foyer with flex room next door and a spacious mudroom

  Paige Sederberg Harbor Homes Inc

  1286 Olde Highlander Dr, Oconomowoc, WI 53066
• 

  $624,900 Sold Aug 01, 2025

  1721 Hammock Ln, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,312 Sq Ft

  Last Sold Summary

  • 1% Below List Price
  • $270/SF
  • 111 Days On Market

  Last Listing Agent Erin Russell Tim O'Brien Homes

  1721 Hammock Ln, Oconomowoc, WI 53066
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  Est $642,791 Not Listed For Sale

  W350N6763 Baltic Pass, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 2,322 Sq Ft
  • Built 1994

  W350N6763 Baltic Pass, Oconomowoc, WI 53066

  Last Sold Summary

  • 2% Above List Price
  • $271/SF
  • 56 Days On Market

  Last Sold Price $630,000

  Last Listing Agent Joe Schulteis Allied Realty Group LLC
• 

  $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
• 

  $924,000 Sold Dec 01, 2025

  W356 Allen Rd, Oconomowoc, WI 53066

  • 5 Beds
  • 2.5 Baths
  • 3,298 Sq Ft

  Last Sold Summary

  • $280/SF
  • 3 Days On Market

  Current Estimated Value $904,149

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

  W356 Allen Rd, Oconomowoc, WI 53066
• 

  Est $542,872 Not Listed For Sale

  209 Shore Cir, Oconomowoc, WI 53066

  • 4 Beds
  • 3 Baths
  • 2,600 Sq Ft
  • Built 2003

  209 Shore Cir, Oconomowoc, WI 53066

  Last Sold Summary

  • 14% Above List Price
  • $183/SF
  • 41 Days On Market

  Last Sold Price $475,000

  Last Listing Agent Kevin Koski 3% Real Estate
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  $649,900 New Construction

  • 3 Beds
  • 2 Baths
  • 2,021 Sq Ft

  1364 Periwinkle Pass, Oconomowoc, WI 53066

  Remarkable new construction ranch home in Oconomowoc's Prairie Creek Ridge! This beautiful home offers a vaulted open concept living area, split bedroom design, and an exposed lower level with full size windows. LVP flooring though main living areas. Great room has gas fireplace. Kitchen features quartz countertops, island breakfast bar, and large walk-in pantry. Primary bedroom includes private

  Paul Liebe Lake Country Flat Fee

  1364 Periwinkle Pass, Oconomowoc, WI 53066
• 

  $656,570 Sold Jan 09, 2026

  1622 Belmont Ln Unit 25, Oconomowoc, WI 53066

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

  Last Sold Summary

  • $373/SF
  • 111 Days On Market

  Current Estimated Value $657,491

  Last Listing Agent Josie Piazza Kings Way Realty, LLC

  1622 Belmont Ln Unit 25, Oconomowoc, WI 53066
• 

  Est $295,467 Not Listed For Sale

  W397N5970 Autumn Woods Dr Unit 84, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,212 Sq Ft
  • Built 2005

  W397N5970 Autumn Woods Dr Unit 84, Oconomowoc, WI 53066

  Last Sold Summary

  • 2% Above List Price
  • $239/SF
  • 1 Day On Market

  Last Sold Price $290,000

  Last Listing Agent Team Smith Wisco Team* Keller Williams Realty-Milwaukee Southwest
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  $910,000

  • Land
  • 1.5 Acres
  • $606,667 per Acre

  36520 Valley Rd, Oconomowoc, WI 53066

  Excellent high visibility 1.5 acre commercial parcel for sale. 200 feet of Valley Road frontage. Close proximity to I94, Pabst Farms, and Silver Lake. Property is being sold ''AS IS'' and seller offers no warranties expressed or implied. Seller has not completed any site work or due diligence for development of the parcel.

  Steven Bielik Lakefront Realty, LLC

  36520 Valley Rd, Oconomowoc, WI 53066
• 

  $1,185,000 Sold Apr 23, 2025

  215 E Pleasant St Unit 504, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,837 Sq Ft

  Last Sold Summary

  • 1% Below List Price
  • $645/SF
  • 5 Days On Market

  Current Estimated Value $1,150,012

  Last Listing Agent Nicole Gillette The Real Estate Company Lake & Country

  215 E Pleasant St Unit 504, Oconomowoc, WI 53066
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  Est $400,141 Not Listed For Sale

  W395N5892 Laketon Ave, Oconomowoc, WI 53066

  • 3 Beds
  • 1.5 Baths
  • 2,064 Sq Ft
  • Built 1968

  W395N5892 Laketon Ave, Oconomowoc, WI 53066

  Last Sold Summary

  • 14% Above List Price
  • $170/SF
  • 28 Days On Market

  Last Sold Price $350,000

  Last Listing Agent Stan Jones Unified Jones Auction & Realty
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  /96

  $4,895,000

  • 4 Beds
  • 4.5 Baths
  • 8,158 Sq Ft

  N49W35398 Wisconsin Ave, Oconomowoc, WI 53066

  Experience lakefront living in this furnished luxury retreat! Nestled on a pristine shoreline, this expansive lake home offers breathtaking water views from nearly every room. Step inside to discover exquisite woodwork throughout, from custom millwork to rich refinished hardwood floors that anchor every space with quality. The ff bar and entertainment lounge create a natural gathering place,

  Morgan Fleming Wiesner Real Estate, Inc

  N49W35398 Wisconsin Ave, Oconomowoc, WI 53066
• 

  $2,200,000 Sold Jul 28, 2025

  N60W39640 Mary Ln, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 8% Below List Price
  • $688/SF
  • 17 Days On Market

  Current Estimated Value $2,191,903

  Last Listing Agent Pat Bolger Patrick Bolger Realty Group

  N60W39640 Mary Ln, Oconomowoc, WI 53066
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  Est $700,241 Not Listed For Sale

  38725 Delafield Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,500 Sq Ft
  • Built 1978

  38725 Delafield Rd, Oconomowoc, WI 53066

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Paul Liebe Lake Country Flat Fee
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  $395,000

  • 3 Beds
  • 2.5 Baths
  • 1,890 Sq Ft

  987 Lake Country Ct, Oconomowoc, WI 53066

  Dreaming of your perfect new peaceful condo to call home in Oconomowoc? This beautiful, completely updated three-level, townhouse-style home features three bedrooms, three bathrooms, and a private one-car garage, it's calling your name! Enjoy the lifestyle dreams are made of, complete with a community pool, tennis/pickleball court, and a perfect location near shopping, restaurants and lakes. Lots

  Corienne Walek Keller Williams Realty-Lake Country

  987 Lake Country 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 $716,188

  Last Listing Agent Jennie Castillo Coldwell Banker Elite

  372 River Bluff Cir, Oconomowoc, WI 53066
• 

  Est $650,581 Not Listed For Sale

  W341N6766 Lancelot Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 2,600 Sq Ft

  W341N6766 Lancelot Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 15% Above List Price
  • $217/SF
  • 10 Days On Market

  Last Sold Price $565,000

  Last Listing Agent Cathy Liebert Abundance Real Estate
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  $582,000

  • 3 Beds
  • 2 Baths
  • 1,926 Sq Ft

  431 Thurow Dr, Oconomowoc, WI 53066

  Welcome to this beautifully appointed newer split ranch offering comfort, style, and flexibility. This 3-bedroom, 2-bath home features vaulted ceilings and a striking fireplace that anchors the main living area. A main-level office or flex room provides the perfect space for remote work or everyday versatility. The open layout flows into the kitchen and dining areas, while the unfinished lower

  Amiee Melero Realty Executives - Integrity

  431 Thurow Dr, Oconomowoc, WI 53066
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  $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 $452,438

  Last Listing Agent Matthew Meunier Humbled Hands Real Estate

  308 S Badger Ct, Oconomowoc, WI 53066
• 

  Est $529,355 Not Listed For Sale

  1340 Orchard Cir, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,668 Sq Ft
  • Built 2000

  1340 Orchard Cir, Oconomowoc, WI 53066

  Last Sold Summary

  • $318/SF
  • 40 Days On Market

  Last Sold Price $530,000

  Last Listing Agent Sue Patti Realty Executives - Integrity
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  /24

  $319,900

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

  942 Oconomowoc Pkwy Unit 942, Oconomowoc, WI 53066

  Spacious 3BR condo in Oconomowoc's Village Green! Enjoy this beautifully maintained complex with mature trees. This 2nd floor unit offers an open concept main living area featuring great room with gas fireplace and patio doors to private balcony. Kitchen has newer countertops, breakfast bar, appliances included, and adjoining dining room. In-unit laundry area. 3 nice size bedrooms including the

  Paul Liebe Lake Country Flat Fee

  942 Oconomowoc Pkwy Unit 942, Oconomowoc, WI 53066
• 

  $570,000 Sold Mar 14, 2025

  269 Thomas Trail, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 3,055 Sq Ft

  Last Sold Summary

  • 5% Above List Price
  • $187/SF
  • 2 Days On Market

  Current Estimated Value $588,350

  Last Listing Agent Margaret Harris First Weber Inc - Brookfield

  269 Thomas Trail, Oconomowoc, WI 53066
• 

  Est $3,693,432 Not Listed For Sale

  34546 Valley Rd, Oconomowoc, WI 53066

  • 6 Beds
  • 5.5 Baths
  • 4,712 Sq Ft
  • Built 2019

  34546 Valley Rd, Oconomowoc, WI 53066

  Last Sold Summary

  • 6% Above List Price
  • $743/SF
  • 104 Days On Market

  Last Sold Price $3,500,000

  Last Listing Agent Paul Liebe Lake Country Flat Fee
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  $628,000

  • 3 Beds
  • 3 Baths
  • 2,179 Sq Ft

  1763 Derby Ln Unit 67, Oconomowoc, WI 53066

  Why wait for new construction when you can move right into this exceptional Kingsway condo, truly better than new and perfectly located in desirable Pabst Farms. The gourmet kitchen features quartz countertops, a spacious pantry, and an open flow to the dining and living area with soaring 10' coffered ceilings, a cozy gas fireplace, and expanded patio doors to a private concrete patio. The

  Sharon Tomlinson Shorewest Realtors, Inc.

  1763 Derby Ln Unit 67, Oconomowoc, WI 53066
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  $450,000 Sold May 22, 2025

  821 State St Unit 823, Oconomowoc, WI 53066

  • 2,464 Sq Ft

  Last Sold Summary

  • 6% Above List Price
  • $183/SF
  • 1 Day On Market

  Current Estimated Value $451,431

  Last Listing Agent Karla Florance Keller Williams-MNS Wauwatosa

  821 State St Unit 823, Oconomowoc, WI 53066
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  Est $448,121 Not Listed For Sale

  351 S Maple St, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft
  • Built 1956

  351 S Maple St, Oconomowoc, WI 53066

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Curt Downes & Associates Team* Mahler Sotheby's International Realty
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  $624,900 New Construction

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

  1275 Wild Rye Ln, Oconomowoc, WI 53066

  Thoughtfully designed 2-story home in Prairie Creek Ridge! The Acacia, on lot 389, includes upgraded features throughout. Kitchen features soft close cabinets, quartz countertops, tiled backsplash, spacious walk-in pantry & exterior vented range hood. Extended dinette provides plenty of space to enjoy a meal with loved ones & the cozy great room is complete with an electric fireplace. Flex room

  Erin Russell Tim O'Brien Homes

  1275 Wild Rye Ln, Oconomowoc, WI 53066
• 

  $1,350,000 Sold Jun 27, 2025

  1721 N Waterville Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 2,595 Sq Ft

  Last Sold Summary

  • 15% Below List Price
  • $520/SF
  • 29 Days On Market

  Current Estimated Value $1,319,647

  Last Listing Agent Janette Kosmal Mahler Sotheby's International Realty

  1721 N Waterville Rd, Oconomowoc, WI 53066
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  Est $812,907 Not Listed For Sale

  547 W Labelle Ave, Oconomowoc, WI 53066

  • 3 Beds
  • 4 Baths
  • 2,620 Sq Ft
  • Built 1923

  547 W Labelle Ave, Oconomowoc, WI 53066

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent The Italiano Team* Lake Country Flat Fee
• 

  Price To Be Determined New Construction

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

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

  The Prescott offers a spacious and functional layout with 4 bedrooms and 2.5 baths, perfect for families of all sizes. With 1974 square feet of living space, this floor plan is designed to maximize comfort and convenience.

  Loos Homes Builder

  1328 Periwinkle Pass Unit 39356070, Oconomowoc, WI 53066
• 

  $1,410,000 Sold Aug 07, 2025

  N85W36350 Riverwood Ln, Oconomowoc, WI 53066

  • 4 Beds
  • 4.5 Baths
  • 3,810 Sq Ft

  Last Sold Summary

  • 9% Below List Price
  • $370/SF

  Current Estimated Value $1,408,153

  Last Listing Agent Bruce Gallagher Keller Williams Realty-Lake Country

  N85W36350 Riverwood Ln, Oconomowoc, WI 53066
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  Est $736,871 Not Listed For Sale

  N67W34320 Jorgenson Ct, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 3,000 Sq Ft
  • Built 2004

  N67W34320 Jorgenson Ct, Oconomowoc, WI 53066

  Last Sold Summary

  • 14% Above List Price
  • $215/SF
  • 1 Day On Market

  Last Sold Price $645,000

  Last Listing Agent Breanna Bertschinger EXP Realty, LLC~MKE
• 

  Price To Be Determined New Construction

  • 4 Beds
  • 3 Baths
  • 2,104 Sq Ft

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

  Loos Homes Builder

  1328 Periwinkle Pass Unit 39356488, Oconomowoc, WI 53066
• 

  $260,000 Sold May 09, 2025

  115 S Silver Lake St, Oconomowoc, WI 53066

  • 2,920 Sq Ft

  Last Sold Summary

  • 5% Below List Price
  • $89/SF
  • 129 Days On Market

  Current Estimated Value $259,925

  Last Listing Agent Tony Kersten RE/MAX Service First

  115 S Silver Lake St, Oconomowoc, WI 53066

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