Oconomowoc, WI Homes

• 

  $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 $360,475 Not Listed For Sale

  34829 Pabst Rd, Oconomowoc, WI 53066

  • 2 Beds
  • 1 Bath
  • 1,215 Sq Ft
  • Built 1930

  34829 Pabst Rd, Oconomowoc, WI 53066

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Anthony McClintock Shorewest Realtors, Inc.
• 

  $428,000 Sold Apr 08, 2025

  36635 Prairie Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 1.5 Baths
  • 1,504 Sq Ft

  Last Sold Summary

  • 4% Above List Price
  • $285/SF
  • 0 Days On Market

  Current Estimated Value $434,084

  Last Listing Agent Kimberly Dove Shorewest Realtors, Inc.

  36635 Prairie Dr, Oconomowoc, WI 53066
• 

  Est $1,357,241 Not Listed For Sale

  3212 N Dekoven Dr, Oconomowoc, WI 53066

  • 6 Beds
  • 4.5 Baths
  • 7,335 Sq Ft
  • Built 2005

  3212 N Dekoven Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 20% Above List Price
  • $154/SF
  • 20 Days On Market

  Last Sold Price $1,130,000

  Last Listing Agent Cindy Fleming First Weber Inc - Brookfield
• 

  $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 $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
• 

  $679,900 Sold Sep 19, 2025

  W351N5949 Westshore Ct, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,916 Sq Ft

  Last Sold Summary

  • 6% Below List Price
  • $233/SF
  • 34 Days On Market

  Current Estimated Value $683,535

  Last Listing Agent Patrice Thiede Coldwell Banker Elite

  W351N5949 Westshore Ct, Oconomowoc, WI 53066
• 

  Est $821,789 Not Listed For Sale

  W344N6747 Jorgenson Way, Oconomowoc, WI 53066

  • 4 Beds
  • 3.5 Baths
  • 3,752 Sq Ft
  • Built 2004

  W344N6747 Jorgenson Way, Oconomowoc, WI 53066

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Paul Liebe Lake Country Flat Fee
• 

  $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 $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
• 

  $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 $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
• 

  $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 $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
• 

  $610,000 Sold Mar 12, 2025

  2835 Kegonsa Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,353 Sq Ft

  Last Sold Summary

  • 1% Below List Price
  • $259/SF
  • 5 Days On Market

  Current Estimated Value $641,619

  Last Listing Agent Jennifer Burns Abundance Real Estate

  2835 Kegonsa Dr, Oconomowoc, WI 53066
• 

  Est $766,854 Not Listed For Sale

  N57W34990 Pondview Ln, Oconomowoc, WI 53066

  • 5 Beds
  • 3.5 Baths
  • 3,137 Sq Ft
  • Built 2004

  N57W34990 Pondview Ln, Oconomowoc, WI 53066

  Last Sold Summary

  • 5% Above List Price
  • $233/SF
  • 27 Days On Market

  Last Sold Price $730,000

  Last Listing Agent Kelly Secord First Weber Inc - Delafield
• 

  $849,999 Sold Oct 29, 2025

  W389N7102 Pennsylvania St, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 2,800 Sq Ft

  Last Sold Summary

  • $304/SF
  • 0 Days On Market

  Last Listing Agent Judy Sebastian Westar Realty

  W389N7102 Pennsylvania St, 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
• 

  $310,000 Sold May 30, 2025

  809 N Oakwood Ave, Oconomowoc, WI 53066

  • 3 Beds
  • 1.5 Baths
  • 1,566 Sq Ft

  Last Sold Summary

  • 9% Below List Price
  • $198/SF
  • 7 Days On Market

  Current Estimated Value $319,317

  Last Listing Agent Andrew Kosmicki Shorewest Realtors, Inc.

  809 N Oakwood Ave, Oconomowoc, WI 53066
• 

  Est $497,333 Not Listed For Sale

  N68W34478 County Road K, Oconomowoc, WI 53066

  • 5 Beds
  • 2 Baths
  • 2,772 Sq Ft
  • Built 1979

  N68W34478 County Road K, Oconomowoc, WI 53066

  Last Sold Summary

  • 33% Above List Price
  • $135/SF
  • 41 Days On Market

  Last Sold Price $373,850

  Last Listing Agent Christy Weber Avanti Realty LLC
• 

  

  /36

  $489,000 Sold Dec 12, 2025

  N53W35963 W Lake Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 2 Baths
  • 2,144 Sq Ft
  • Built 1971

  Last Sold Summary

  • 1% Below List Price
  • $228/SF
  • 28 Days On Market

  Current Estimated Value $505,218

  Last Listing Agent Jonathan Gaspero Compass Real Estate Wisconsin

  N53W35963 W Lake 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
• 

  $539,900 Sold Nov 24, 2025

  843 Stirling Dr Unit Bldg 24, Unit 47, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,631 Sq Ft

  Last Sold Summary

  • $331/SF
  • 3 Days On Market

  Last Listing Agent Paige Sederberg Harbor Homes Inc

  843 Stirling Dr Unit Bldg 24, Unit 47, Oconomowoc, WI 53066
• 

  Est $941,225 Not Listed For Sale

  W351N5316 Road c, Oconomowoc, WI 53066

  • 2 Beds
  • 1 Bath
  • 1,176 Sq Ft
  • Built 1920

  W351N5316 Road c, Oconomowoc, WI 53066

  Last Sold Summary

  • 1% Below List Price
  • $808/SF
  • 8 Days On Market

  Last Sold Price $950,000

  Last Listing Agent Samuel Shepherd First Weber Inc - Delafield
• 

  $342,500 Sold May 15, 2025

  N51W34861 W Wisconsin Ave Unit 1122, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,514 Sq Ft

  Last Sold Summary

  • 2% Below List Price
  • $226/SF
  • 6 Days On Market

  Last Listing Agent Elissa Berkoff Compass RE WI-Northshore

  N51W34861 W Wisconsin Ave Unit 1122, Oconomowoc, WI 53066
• 

  Est $741,077 Not Listed For Sale

  820 Byron Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 3.5 Baths
  • 3,902 Sq Ft
  • Built 1987

  820 Byron Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 4% Below List Price
  • $197/SF
  • 17 Days On Market

  Last Sold Price $770,000

  Last Listing Agent Kathryn Budda Shorewest Realtors, Inc.
• 

  $989,000 Sold May 27, 2025

  W337N8059 Prairie Hollow Dr, Oconomowoc, WI 53066

  • 5 Beds
  • 4.5 Baths
  • 5,763 Sq Ft

  Last Sold Summary

  • $172/SF
  • 3 Days On Market

  Current Estimated Value $1,058,193

  Last Listing Agent Bruce Gallagher Keller Williams Realty-Lake Country

  W337N8059 Prairie Hollow Dr, Oconomowoc, WI 53066
• 

  Est $518,362 Not Listed For Sale

  830 Shady Ln, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 2,071 Sq Ft
  • Built 2002

  830 Shady Ln, Oconomowoc, WI 53066

  Last Sold Summary

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

  Last Sold Price $450,000

  Last Listing Agent Paul Liebe Lake Country Flat Fee
• 

  $483,900 Sold May 20, 2025

  1387 Mamerow Ln W, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,827 Sq Ft

  Last Sold Summary

  • 9% Below List Price
  • $265/SF
  • 82 Days On Market

  Current Estimated Value $496,526

  Last Listing Agent Leslie Boyea Quorum Enterprises, Inc.

  1387 Mamerow Ln W, Oconomowoc, WI 53066
• 

  Est $381,313 Not Listed For Sale

  415 N Oakwood Ave, Oconomowoc, WI 53066

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

  415 N Oakwood Ave, Oconomowoc, WI 53066

  Last Sold Summary

  • 3% Below List Price
  • $292/SF
  • 1 Day On Market

  Last Sold Price $394,000

  Last Listing Agent Houseworks Collective Team* Keller Williams Realty-Milwaukee North Shore
• 

  $325,000 Sold Jun 23, 2025

  267 Oconomowoc Pkwy Unit 307, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,674 Sq Ft

  Last Sold Summary

  • $194/SF
  • 5 Days On Market

  Current Estimated Value $314,227

  Last Listing Agent Leah Thorp Coldwell Banker Elite

  267 Oconomowoc Pkwy Unit 307, Oconomowoc, WI 53066
• 

  Est $412,393 Not Listed For Sale

  529 Bolson Dr Unit 529, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 2,018 Sq Ft
  • Built 2004

  529 Bolson Dr Unit 529, Oconomowoc, WI 53066

  Last Sold Summary

  • 2% Below List Price
  • $209/SF
  • 12 Days On Market

  Last Sold Price $422,500

  Last Listing Agent Carrie Lemke NextKey Realty Group, LLC
• 

  $561,500 Sold Aug 13, 2025

  860 S Silver Lake St, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 2% Above List Price
  • $169/SF
  • 4 Days On Market

  Current Estimated Value $557,182

  Last Listing Agent Thomas Squier Shorewest Realtors, Inc.

  860 S Silver Lake St, Oconomowoc, WI 53066
• 

  Est $610,918 Not Listed For Sale

  1393 Clearwater Dr N, Oconomowoc, WI 53066

  • 4 Beds
  • 3.5 Baths
  • 2,931 Sq Ft
  • Built 2005

  1393 Clearwater Dr N, Oconomowoc, WI 53066

  Last Sold Summary

  • 3% Above List Price
  • $203/SF
  • 1 Day On Market

  Last Sold Price $595,000

  Last Listing Agent Paul Liebe Lake Country Flat Fee
• 

  $615,000 Sold Feb 18, 2026

  1372 Macgregor Rd, Oconomowoc, WI 53066

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

  Last Sold Summary

  • $261/SF
  • 9 Days On Market

  Last Listing Agent Nicholas Tehan Lannon Stone Realty LLC

  1372 Macgregor Rd, Oconomowoc, WI 53066
• 

  Est $391,089 Not Listed For Sale

  N55W37149 Harvard St, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  N55W37149 Harvard St, Oconomowoc, WI 53066

  Last Sold Summary

  • 10% Above List Price
  • $296/SF
  • 9 Days On Market

  Last Sold Price $355,000

  Last Listing Agent Missy Buttrum HomeWire Realty
• 

  $535,000 Sold Oct 07, 2025

  1790 Morgan Station Ct, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,601 Sq Ft

  Last Sold Summary

  • 2% Above List Price
  • $334/SF
  • 0 Days On Market

  Current Estimated Value $529,039

  Last Listing Agent Haley LeClaire Realty Executives - Integrity

  1790 Morgan Station Ct, Oconomowoc, WI 53066
• 

  Est $646,894 Not Listed For Sale

  35800 Whitaker Ln, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 2,988 Sq Ft

  35800 Whitaker Ln, Oconomowoc, WI 53066

  Last Sold Summary

  • 13% Above List Price
  • $192/SF
  • 2 Days On Market

  Last Sold Price $572,500

  Last Listing Agent Rebecca Grossman The Real Estate Studio
• 

  $542,500 Sold Sep 30, 2025

  942 Spring Waters Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 3.5 Baths
  • 2,528 Sq Ft

  Last Sold Summary

  • 1% Below List Price
  • $215/SF
  • 24 Days On Market

  Current Estimated Value $542,094

  Last Listing Agent Sharon Tomlinson Shorewest Realtors, Inc.

  942 Spring Waters Dr, Oconomowoc, WI 53066
• 

  Est $533,016 Not Listed For Sale

  433 W Wisconsin Ave, Oconomowoc, WI 53066

  • 4 Beds
  • 2 Baths
  • 2,758 Sq Ft
  • Built 1901

  433 W Wisconsin Ave, Oconomowoc, WI 53066

  Last Sold Summary

  • 27% Above List Price
  • $152/SF
  • 2 Days On Market

  Last Sold Price $420,000

  Last Listing Agent Joseph Moylan Stapleton Realty

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