Oconomowoc, WI Homes

• 

  $545,000

  Sold Apr 24, 2026

  N53W35192 Lighthouse Ln, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,517 Sq Ft

  Last Sold Summary

  • 1% Below List Price
  • $359/SF
  • 8 Days On Market

  Current Estimated Value $542,359

  Last Listing Agent Paul Liebe Lake Country Flat Fee

  N53W35192 Lighthouse Ln, Oconomowoc, WI 53066
• 

  Est $436,042

  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

  Last Listing Agent Mathew Moore Shorewest Realtors, Inc.
• 

  

  

  /36

  $1,099,000

  Pending

  • 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
• 

  $288,500

  Sold Feb 27, 2026

  N49W36150 Nottingham Ln Unit 12, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 4% Below List Price
  • $180/SF
  • 109 Days On Market

  Current Estimated Value $312,354

  Last Listing Agent Amiee Melero Realty Executives - Integrity

  N49W36150 Nottingham Ln Unit 12, Oconomowoc, WI 53066
• 

  Est $333,328

  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

  Last Listing Agent Cathy Butschke Shorewest Realtors, Inc.
• 

  

  /35

  $449,900

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,803 Sq Ft

  W389N7644 Pennsylvania St, Oconomowoc, WI 53066

  This 3 BR, 2 BA home is situated on over an acre of peaceful land in the town of Oconomowoc. Step inside to discover a completely updated interior that radiates the allure of a brand-new residence. The renovated kitchen is a chef's dream, featuring a substantial center island, elegant Corian countertops, and sleek slate appliances. The main level is adorned with new luxury vinyl plank flooring,

  Sarah Steelman Lannon Stone Realty LLC

  W389N7644 Pennsylvania St, Oconomowoc, WI 53066
• 

  $1,375,000

  Sold May 18, 2026

  1330 N Dousman Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 2,882 Sq Ft

  Last Sold Summary

  • 33% Below List Price
  • $477/SF
  • 645 Days On Market

  Current Estimated Value $1,417,156

  Last Listing Agent Bonnie Lewis-Tschannen Stapleton Realty

  1330 N Dousman Rd, Oconomowoc, WI 53066
• 

  Est $390,715

  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

  Last Listing Agent Mary Blaska Coldwell Banker Elite
• 

  

  /5

  $186,600

  $6K PRICE INCREASE

  • Land
  • 30,927 Sq Ft
  • $262,817 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
• 

  $285,000

  Sold Nov 07, 2025

  906 Oconomowoc Pkwy Unit 906, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,475 Sq Ft

  Last Sold Summary

  • 3% Below List Price
  • $193/SF
  • 38 Days On Market

  Current Estimated Value $297,462

  Last Listing Agent Cynthia Klenk Shorewest Realtors, Inc.

  906 Oconomowoc Pkwy Unit 906, Oconomowoc, WI 53066
• 

  Est $1,442,504

  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

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

  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
• 

  $720,000

  Sold Oct 31, 2025

  495 N Waterville Rd, Oconomowoc, WI 53066

  • 4 Beds
  • 3.5 Baths
  • 4,170 Sq Ft

  Last Sold Summary

  • 24% Below List Price
  • $173/SF
  • 106 Days On Market

  Current Estimated Value $799,275

  Last Listing Agent William Lauer Keller Williams Milwaukee North Shore

  495 N Waterville Rd, Oconomowoc, WI 53066
• 

  Est $559,326

  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

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

  

  /7

  $144,999

  $10K PRICE INCREASE

  • Land
  • 19,166 Sq Ft
  • $329,543 per Acre

  W2444 Mariah Ln, Oconomowoc, WI 53066

  You'll be hard pressed to find a Lake Country lot of this caliber at this price point! Wake up each morning to breathtaking water views from Lot 1 in the exclusive Four Winds Subdivision. Perfectly suited for a partial exposure, this exceptional homesite offers the ideal blend of natural beauty and everyday convenience. Located just minutes from downtown Oconomowoc, you'll enjoy the best of Lake

  Judy Sebastian Westar Realty

  W2444 Mariah Ln, Oconomowoc, WI 53066
• 

  $743,000

  Sold Jan 09, 2026

  W351N5747 Westshore Rd, Oconomowoc, WI 53066

  • 5 Beds
  • 3.5 Baths
  • 4,313 Sq Ft

  Last Sold Summary

  • 3% Below List Price
  • $172/SF
  • 49 Days On Market

  Current Estimated Value $798,733

  Last Listing Agent Leslie Boyea Quorum Enterprises, Inc.

  W351N5747 Westshore Rd, Oconomowoc, WI 53066
• 

  Est $297,247

  Not Listed For Sale

  239 Oconomowoc Pkwy Unit 201, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,315 Sq Ft

  239 Oconomowoc Pkwy Unit 201, Oconomowoc, WI 53066

  Last Sold Summary

  • 46 Days On Market

  Last Listing Agent Michael Borowski Homestead Realty, Inc
• 

  

  /23

  $499,900

  • 4 Beds
  • 3 Baths
  • 2,070 Sq Ft

  940 Bartlett Dr, Oconomowoc, WI 53066

  Outstanding 4BR ranch home in an excellent location in The Orchards of Oconomowoc! Interior features an open floor plan with vaulted ceiling great room. Stone natural fireplace. Dining room offers plenty of windows and natural light. Kitchen with granite countertops and SS appliances included. Nice size bedrooms. Huge primary suite with vaulted ceiling, large walk-in closet, and oversized primary

  Paul Liebe Lake Country Flat Fee

  940 Bartlett Dr, Oconomowoc, WI 53066
• 

  $640,000

  Sold Aug 12, 2026

  1420 Mamerow Ln W, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,777 Sq Ft

  Last Sold Summary

  • 1% Above List Price
  • $230/SF
  • 5 Days On Market

  Current Estimated Value $621,355

  Last Listing Agent Laura Wendt Shorewest Realtors, Inc.

  1420 Mamerow Ln W, Oconomowoc, WI 53066
• 

  Est $688,704

  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

  Last Listing Agent Paul Liebe Lake Country Flat Fee

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