Oconomowoc, WI Homes

• 

  $549,900 Sold Aug 15, 2025

  215 E Pleasant St Unit 411, Oconomowoc, WI 53066

  • 1 Bed
  • 1.5 Baths
  • 1,325 Sq Ft

  Last Sold Summary

  • $415/SF
  • 14 Days On Market

  Current Estimated Value $548,321

  Last Listing Agent Sarah Oberbrunner Keller Williams Realty-Milwaukee North Shore

  215 E Pleasant St Unit 411, Oconomowoc, WI 53066
• 

  Est $2,240,240 Not Listed For Sale

  N60W39586 Mary Ln, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • Built 1969

  N60W39586 Mary Ln, Oconomowoc, WI 53066

  Last Sold Summary

  • 12% Above List Price
  • $833/SF
  • 56 Days On Market

  Last Sold Price $2,000,000

  Last Listing Agent Pat Bolger Realty Group* Berkshire Hathaway HS Lake Country
• 

  $293,000 Sold May 08, 2025

  215 Oconomowoc Pkwy Unit 208, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,389 Sq Ft

  Last Sold Summary

  • $211/SF

  Current Estimated Value $281,614

  Last Listing Agent Robert Merkt Shorewest Realtors, Inc.

  215 Oconomowoc Pkwy Unit 208, Oconomowoc, WI 53066
• 

  Est $647,722 Not Listed For Sale

  1361 Wood Creek Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 4 Baths
  • 3,272 Sq Ft

  1361 Wood Creek Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 15% Above List Price
  • $173/SF
  • 12 Days On Market

  Last Sold Price $565,000

  Last Listing Agent Turner Jacques Lannon Stone Realty LLC
• 

  $423,000 Sold Jan 06, 2026

  2231 N Glendale Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,232 Sq Ft

  Last Sold Summary

  • 6% Above List Price
  • $190/SF
  • 1 Day On Market

  Current Estimated Value $437,207

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

  2231 N Glendale Rd, Oconomowoc, WI 53066
• 

  Est $818,998 Not Listed For Sale

  N50W35148 Wisconsin Ave, Oconomowoc, WI 53066

  • 1 Bed
  • 2 Baths
  • 1,092 Sq Ft
  • Built 1920

  N50W35148 Wisconsin Ave, Oconomowoc, WI 53066

  Last Sold Summary

  • 8% Above List Price
  • $691/SF
  • 2 Days On Market

  Last Sold Price $755,000

  Last Listing Agent Katey Higgins Realty Executives Platinum
• 

  $395,000 Sold Apr 30, 2025

  W203 Belleview Ave, Oconomowoc, WI 53066

  • 3 Beds
  • 1.5 Baths
  • 1,650 Sq Ft

  Last Sold Summary

  • $239/SF
  • 24 Days On Market

  Current Estimated Value $395,022

  Last Listing Agent Kelly Secord First Weber Inc - Delafield

  W203 Belleview Ave, Oconomowoc, WI 53066
• 

  Est $301,113 Not Listed For Sale

  944 Oconomowoc Pkwy Unit 944, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,535 Sq Ft
  • Built 2000

  944 Oconomowoc Pkwy Unit 944, Oconomowoc, WI 53066

  Last Sold Summary

  • 3% Below List Price
  • $203/SF
  • 4 Days On Market

  Last Sold Price $312,000

  Last Listing Agent Kathleen Schlicher Horizon Real Estate Service
• 

  $515,000 Sold Sep 30, 2025

  622 E Grove St, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 1,878 Sq Ft

  Last Sold Summary

  • 7% Above List Price
  • $274/SF
  • 3 Days On Market

  Current Estimated Value $499,243

  Last Listing Agent Shay Froemming Froemming Realty LLC

  622 E Grove St, Oconomowoc, WI 53066
• 

  Est $311,298 Not Listed For Sale

  W398N5951 Autumn Woods Dr Unit 61, Oconomowoc, WI 53066

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

  W398N5951 Autumn Woods Dr Unit 61, Oconomowoc, WI 53066

  Last Sold Summary

  • 9% Above List Price
  • $236/SF
  • 13 Days On Market

  Last Sold Price $286,500

  Last Listing Agent Paul Liebe Lake Country Flat Fee
• 

  $549,900 Sold Oct 24, 2025

  631 Summer Creek Rd, Oconomowoc, WI 53066

  • 4 Beds
  • 3 Baths
  • 2,264 Sq Ft

  Last Sold Summary

  • $243/SF
  • 9 Days On Market

  Current Estimated Value $544,818

  Last Listing Agent Jill Mullane HomeWire Realty

  631 Summer Creek Rd, Oconomowoc, WI 53066
• 

  Est $637,939 Not Listed For Sale

  N51W35797 Hillcrest Ct, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,225 Sq Ft
  • Built 1977

  N51W35797 Hillcrest Ct, Oconomowoc, WI 53066

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent The Marshall Team* First Weber Inc - Delafield
• 

  $613,440 Sold May 15, 2025

  1570 Creekview Ln, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,251 Sq Ft

  Last Sold Summary

  • 4% Above List Price
  • $273/SF
  • 59 Days On Market

  Current Estimated Value $613,967

  Last Listing Agent Joseph Behmke Kaerek Homes, Inc.

  1570 Creekview Ln, Oconomowoc, WI 53066
• 

  Est $530,145 Not Listed For Sale

  W343N6957 E Circle Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,763 Sq Ft
  • Built 1992

  W343N6957 E Circle Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 12% Above List Price
  • $269/SF
  • 0 Days On Market

  Last Sold Price $475,000

  Last Listing Agent Reid Brueser T3 Realty, LLC
• 

  

  /18

  $390,000 Sold Oct 10, 2025

  1360 S Concord Rd, Oconomowoc, WI 53066

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Built 1957

  Last Sold Summary

  • 7% Above List Price
  • $355/SF
  • 3 Days On Market

  Current Estimated Value $377,442

  Last Listing Agent Abe Yanko First Weber Inc

  1360 S Concord Rd, Oconomowoc, WI 53066
• 

  Est $272,833 Not Listed For Sale

  231 Oconomowoc Pkwy Unit 101, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,315 Sq Ft
  • Built 2002

  231 Oconomowoc Pkwy Unit 101, Oconomowoc, WI 53066

  Last Sold Summary

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

  Last Sold Price $240,000

  Last Listing Agent Kathy Loehr Shorewest Realtors, Inc.
• 

  $340,100 Sold Aug 29, 2025

  W397N5996 Autumn Woods Dr Unit 58, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,824 Sq Ft

  Last Sold Summary

  • 3% Above List Price
  • $186/SF
  • 3 Days On Market

  Current Estimated Value $333,933

  Last Listing Agent Kathleen Schlicher Horizon Real Estate Service

  W397N5996 Autumn Woods Dr Unit 58, Oconomowoc, WI 53066
• 

  Est $339,424 Not Listed For Sale

  228 S Concord Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 1 Bath
  • 1,632 Sq Ft

  228 S Concord Rd, Oconomowoc, WI 53066

  Last Sold Summary

  • 11% Above List Price
  • $187/SF
  • 60 Days On Market

  Last Sold Price $305,000

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

  $547,744 Sold Jul 10, 2025

  1236 Violet St, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,851 Sq Ft

  Last Sold Summary

  • 2% Below List Price
  • $296/SF
  • 20 Days On Market

  Current Estimated Value $548,525

  Last Listing Agent Ryan Prellwitz Loos Custom Homes,LLC

  1236 Violet St, Oconomowoc, WI 53066
• 

  Est $656,548 Not Listed For Sale

  W395N5868 Almar Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,884 Sq Ft
  • Built 1970

  W395N5868 Almar Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 46% Above List Price
  • $156/SF
  • 33 Days On Market

  Last Sold Price $450,000

  Last Listing Agent Heidi Weltzin RE/MAX
• 

  $573,500 Sold May 30, 2025

  1831 Springhouse Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,053 Sq Ft

  Last Sold Summary

  • $279/SF

  Current Estimated Value $577,161

  Last Listing Agent Curtis Downes Mahler Sotheby's International Realty

  1831 Springhouse Dr, Oconomowoc, WI 53066
• 

  Est $536,417 Not Listed For Sale

  1424 N Riverline Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,050 Sq Ft
  • Built 1996

  1424 N Riverline Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 31 Days On Market

  Last Listing Agent Lori Fritz First Weber Inc - Delafield
• 

  $550,000 Sold Jun 09, 2025

  71 Happy Hollow Ln, Oconomowoc, WI 53066

  • 4 Beds
  • 3 Baths
  • 3,088 Sq Ft

  Last Sold Summary

  • 2% Above List Price
  • $178/SF
  • 0 Days On Market

  Current Estimated Value $546,416

  Last Listing Agent Lisa Pluta Shorewest Realtors, Inc.

  71 Happy Hollow Ln, Oconomowoc, WI 53066
• 

  Est $462,832 Not Listed For Sale

  N63W37795 Vista Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 1.5 Baths
  • 1,945 Sq Ft

  N63W37795 Vista Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 16% Above List Price
  • $206/SF
  • 4 Days On Market

  Last Sold Price $400,000

  Last Listing Agent Liz Tobolt First Weber Inc - Delafield
• 

  $575,000 Sold Jul 16, 2025

  N54W35709 Hill Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 2,244 Sq Ft

  Last Sold Summary

  • 3% Above List Price
  • $256/SF
  • 2 Days On Market

  Current Estimated Value $568,845

  Last Listing Agent Amy Russell Stapleton Realty

  N54W35709 Hill Rd, Oconomowoc, WI 53066
• 

  Est $839,820 Not Listed For Sale

  555 River Bluff Cir, Oconomowoc, WI 53066

  • 4 Beds
  • 4 Baths
  • 4,380 Sq Ft
  • Built 1999

  555 River Bluff Cir, Oconomowoc, WI 53066

  Last Sold Summary

  • 6% Above List Price
  • $182/SF
  • 30 Days On Market

  Last Sold Price $795,000

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

  $480,000 Sold Jun 06, 2025

  N641 S Hickory Hills Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 3 Baths
  • 2,900 Sq Ft

  Last Sold Summary

  • $166/SF

  Current Estimated Value $503,578

  Last Listing Agent Andrea McHenry Lake Country Flat Fee

  N641 S Hickory Hills Dr, Oconomowoc, WI 53066
• 

  Est $540,620 Not Listed For Sale

  1242 Oriole Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 2,750 Sq Ft

  1242 Oriole Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Mike Roth Shorewest Realtors, Inc.
• 

  $1,070,000 Sold Jan 09, 2026

  34100 Sunset Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,286 Sq Ft

  Last Sold Summary

  • 29% Below List Price
  • $468/SF

  Current Estimated Value $1,176,963

  Last Listing Agent The Elements Rea Team* Elements Realty LLC

  34100 Sunset Dr, Oconomowoc, WI 53066
• 

  Est $469,771 Not Listed For Sale

  607 E Roland St, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,792 Sq Ft
  • Built 1938

  607 E Roland St, Oconomowoc, WI 53066

  Last Sold Summary

  • 6% Above List Price
  • $246/SF
  • 2 Days On Market

  Last Sold Price $441,500

  Last Listing Agent Lisa Pluta Shorewest Realtors, Inc.
• 

  $525,000 Sold Aug 01, 2025

  901 W Wisconsin Ave, Oconomowoc, WI 53066

  • 4 Beds
  • 1.5 Baths
  • 1,804 Sq Ft

  Last Sold Summary

  • 19% Above List Price
  • $291/SF
  • 3 Days On Market

  Current Estimated Value $508,581

  Last Listing Agent Paul Liebe Lake Country Flat Fee

  901 W Wisconsin Ave, Oconomowoc, WI 53066
• 

  Est $453,665 Not Listed For Sale

  838 W Wisconsin Ave, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 1,568 Sq Ft

  838 W Wisconsin Ave, Oconomowoc, WI 53066

  Last Sold Summary

  • 4% Below List Price
  • $303/SF
  • 3 Days On Market

  Last Sold Price $475,000

  Last Listing Agent Joseph Moylan Stapleton Realty
• 

  $1,030,000 Sold Dec 19, 2025

  215 E Pleasant St Unit 508, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,685 Sq Ft

  Last Sold Summary

  • 6% Below List Price
  • $611/SF
  • 33 Days On Market

  Current Estimated Value $1,046,521

  Last Listing Agent Corienne Walek Keller Williams Realty-Lake Country

  215 E Pleasant St Unit 508, Oconomowoc, WI 53066
• 

  Est $1,830,589 Not Listed For Sale

  36645 Armour Rd, Oconomowoc, WI 53066

  • 5 Beds
  • 4.5 Baths
  • 4,780 Sq Ft
  • Built 1985

  36645 Armour Rd, Oconomowoc, WI 53066

  Last Sold Summary

  • 94 Days On Market

  Last Listing Agent Bill Minett The Real Estate Company Lake & Country
• 

  $549,900 Sold Feb 19, 2026

  1742 Whalen Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft

  Last Sold Summary

  • 4% Below List Price
  • $314/SF
  • 95 Days On Market

  Last Listing Agent Ryan Prellwitz Loos Custom Homes,LLC

  1742 Whalen Dr, Oconomowoc, WI 53066
• 

  Est $293,351 Not Listed For Sale

  265 Oconomowoc Pkwy Unit 2082, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,389 Sq Ft
  • Built 2004

  265 Oconomowoc Pkwy Unit 2082, Oconomowoc, WI 53066

  Last Sold Summary

  • 8% Above List Price
  • $195/SF
  • 1 Day On Market

  Last Sold Price $271,000

  Last Listing Agent Lynn Zwaska First Weber Inc - Delafield
• 

  $560,000 Sold Jul 16, 2025

  1261 Shoal Ridge Rd, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,328 Sq Ft

  Last Sold Summary

  • 6% Above List Price
  • $241/SF
  • 1 Day On Market

  Current Estimated Value $541,152

  Last Listing Agent John Herrera Coldwell Banker Realty

  1261 Shoal Ridge Rd, Oconomowoc, WI 53066
• 

  Est $466,179 Not Listed For Sale

  1141 W Wisconsin Ave, Oconomowoc, WI 53066

  • 3 Beds
  • 1 Bath
  • 1,393 Sq Ft

  1141 W Wisconsin Ave, Oconomowoc, WI 53066

  Last Sold Summary

  • 91% Above List Price
  • $175/SF
  • 1 Day On Market

  Last Sold Price $243,500

  Last Listing Agent Autumn Peach Shorewest Realtors, Inc.
• 

  $500,000 Sold Aug 29, 2025

  1221 Christopher Ct, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 3,308 Sq Ft

  Last Sold Summary

  • 4% Below List Price
  • $151/SF
  • 60 Days On Market

  Current Estimated Value $505,338

  Last Listing Agent Michael Conigliaro Expert Realty

  1221 Christopher Ct, Oconomowoc, WI 53066
• 

  Est $514,556 Not Listed For Sale

  251 Hillside Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 2 Baths
  • 2,940 Sq Ft

  251 Hillside Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 3% Above List Price
  • $170/SF
  • 2 Days On Market

  Last Sold Price $500,000

  Last Listing Agent Liana Heun Priority Property Realtors LLC

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