Recently Sold Oconomowoc, WI Homes

• 

  $559,900

  Sold Nov 14, 2025

  1088 Evergreen Trail, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,893 Sq Ft

  Last Sold Summary

  • 5% Below List Price
  • $296/SF
  • 83 Days On Market

  Current Estimated Value $592,471

  Last Listing Agent The Elements Team* Elements Realty LLC

  1088 Evergreen Trail, Oconomowoc, WI 53066
• 

  $755,000

  Sold Oct 14, 2025

  706 S Waterville Lake Rd, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,602 Sq Ft

  Last Sold Summary

  • 6% Below List Price
  • $290/SF
  • 8 Days On Market

  Current Estimated Value $782,708

  Last Listing Agent Sharon Tomlinson Shorewest Realtors, Inc.

  706 S Waterville Lake Rd, Oconomowoc, WI 53066
• 

  $341,000

  Sold May 19, 2026

  76 S Chestnut St, Oconomowoc, WI 53066

  • 3 Beds
  • 1 Bath
  • 1,301 Sq Ft

  Last Sold Summary

  • 24% Above List Price
  • $262/SF
  • 3 Days On Market

  Current Estimated Value $340,291

  Last Listing Agent Jeff Robinson Anderson Real Estate Services

  76 S Chestnut St, Oconomowoc, WI 53066
• 

  $372,000

  Sold Jan 26, 2026

  W257 Thompson Cir, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 1% Above List Price
  • $257/SF
  • 7 Days On Market

  Current Estimated Value $374,485

  Last Listing Agent Angela Ritonia-Peot First Weber Inc - Delafield

  W257 Thompson Cir, Oconomowoc, WI 53066
• 

  $490,000

  Sold May 08, 2026

  1501 Grandview Ave, Oconomowoc, WI 53066

  • 3 Beds
  • 1.5 Baths
  • 1,606 Sq Ft

  Last Sold Summary

  • 2% Above List Price
  • $305/SF
  • 2 Days On Market

  Current Estimated Value $472,073

  Last Listing Agent Heidi McKenna First Weber Inc - Menomonee Falls

  1501 Grandview Ave, Oconomowoc, WI 53066
• 

  

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  $550,677

  Sold Jan 23, 2026

  N677 Hoover Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 1,760 Sq Ft
  • Built 2008

  Last Sold Summary

  • 10% Above List Price
  • $313/SF
  • 8 Days On Market

  Current Estimated Value $548,466

  Last Listing Agent Kale George George Real Estate, LLC

  N677 Hoover Rd, Oconomowoc, WI 53066
• 

  $805,155

  Sold Feb 06, 2026

  1362 Scotsland Ln, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 2,555 Sq Ft

  Last Sold Summary

  • $315/SF
  • 0 Days On Market

  Last Listing Agent Erin Russell Tim O'Brien Homes LLC

  1362 Scotsland Ln, Oconomowoc, WI 53066
• 

  $384,900

  Sold Jun 01, 2026

  966 Valentine Rd Unit 966, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 1,830 Sq Ft

  Last Sold Summary

  • $210/SF
  • 0 Days On Market

  Current Estimated Value $368,251

  Last Listing Agent Corienne Walek Keller Williams Realty-Lake Country

  966 Valentine Rd Unit 966, Oconomowoc, WI 53066
• 

  $595,000

  Sold May 29, 2026

  W342N6303 Kathy Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,058 Sq Ft

  Last Sold Summary

  • 4% Below List Price
  • $289/SF
  • 75 Days On Market

  Current Estimated Value $593,168

  Last Listing Agent Steven Kasimatis Coldwell Banker Elite

  W342N6303 Kathy Dr, Oconomowoc, WI 53066
• 

  $699,900

  Sold Nov 13, 2025

  215 E Pleasant St Unit 309, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,370 Sq Ft

  Last Sold Summary

  • 3% Below List Price
  • $511/SF
  • 48 Days On Market

  Current Estimated Value $732,546

  Last Listing Agent Daniel Sullivan Shorewest Realtors, Inc.

  215 E Pleasant St Unit 309, Oconomowoc, WI 53066
• 

  

  /25

  $519,900

  Sold Oct 08, 2025

  1342 Arrowood Cir W, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 1,573 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $331/SF
  • 82 Days On Market

  Veridian Homes Arrowood

  1342 Arrowood Cir W, Oconomowoc, WI 53066
• 

  $3,917,000

  Sold Jul 01, 2026

  503 N Lake Rd Unit 5, Oconomowoc, WI 53066

  • 3 Beds
  • 3.5 Baths
  • 3,920 Sq Ft

  Last Sold Summary

  • $999/SF
  • 0 Days On Market

  Last Listing Agent Jeff Scrima Tenderland Real Estate LLC

  503 N Lake Rd Unit 5, Oconomowoc, WI 53066
• 

  $495,000

  Sold Feb 06, 2026

  W355N5745 Lisbon Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 1,792 Sq Ft

  Last Sold Summary

  • 1% Above List Price
  • $276/SF
  • 2 Days On Market

  Current Estimated Value $502,835

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

  W355N5745 Lisbon Rd, Oconomowoc, WI 53066
• 

  $544,400

  Sold May 06, 2026

  N59W39568 Laketon Ave, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 4% Above List Price
  • $298/SF
  • 4 Days On Market

  Current Estimated Value $541,037

  Last Listing Agent Jennifer Pesicek Coldwell Banker Elite

  N59W39568 Laketon Ave, Oconomowoc, WI 53066
• 

  $617,900

  Sold Jun 30, 2026

  1751 Switchgrass St, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,788 Sq Ft

  Last Sold Summary

  • $346/SF
  • 102 Days On Market

  Last Listing Agent Erin Russell Tim O'Brien Homes LLC

  1751 Switchgrass St, Oconomowoc, WI 53066
• 

  $480,000

  Sold Oct 03, 2025

  205 Shore Cir, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,682 Sq Ft

  Last Sold Summary

  • 4% Below List Price
  • $285/SF
  • 12 Days On Market

  Current Estimated Value $493,493

  Last Listing Agent Tony Wendorf & Associates Team* Keller Williams Realty-Lake Country

  205 Shore Cir, Oconomowoc, WI 53066
• 

  $250,000

  Sold Aug 11, 2025

  W349S2578 Waterville Rd, Oconomowoc, WI 53066

  • Land
  • 12.88 Acres
  • $19,410 per Acre

  Last Sold Summary

  Current Estimated Value $287,989

  Last Listing Agent MetroMLS NON NON MLS

  W349S2578 Waterville Rd, Oconomowoc, WI 53066
• 

  $599,900

  Sold Sep 05, 2025

  1766 Derby Ln, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,570 Sq Ft

  Last Sold Summary

  • $382/SF
  • 79 Days On Market

  Current Estimated Value $591,023

  Last Listing Agent Liana Heun Priority Property Realtors LLC

  1766 Derby Ln, Oconomowoc, WI 53066
• 

  $465,000

  Sold Aug 21, 2025

  833 State St Unit 835, Oconomowoc, WI 53066

  • 2,464 Sq Ft

  Last Sold Summary

  • 9% Above List Price
  • $189/SF
  • 4 Days On Market

  Current Estimated Value $480,124

  Last Listing Agent Michael Gustafson The Real Estate Company Lake & Country

  833 State St Unit 835, Oconomowoc, WI 53066
• 

  $400,000

  Sold Jul 01, 2026

  N73W36308 S Shore Dr, Oconomowoc, WI 53066

  • 2 Beds
  • 1 Bath
  • 536 Sq Ft

  Last Sold Summary

  • 20% Below List Price
  • $746/SF
  • 46 Days On Market

  Current Estimated Value $493,729

  Last Listing Agent Suzy Osum Shorewest Realtors, Inc.

  N73W36308 S Shore Dr, Oconomowoc, WI 53066
• 

  $677,578

  Sold Jan 07, 2026

  1730 Whalen Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,737 Sq Ft

  Last Sold Summary

  • 9% Above List Price
  • $248/SF
  • 0 Days On Market

  Last Listing Agent Joseph Behmke Kaerek Homes, Inc.

  1730 Whalen Dr, Oconomowoc, WI 53066
• 

  $304,500

  Sold Mar 13, 2026

  998 Lake Country Ct Unit 998, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,434 Sq Ft

  Last Sold Summary

  • 5% Below List Price
  • $212/SF
  • 25 Days On Market

  Current Estimated Value $302,687

  Last Listing Agent Jennifer Pesicek Coldwell Banker Elite

  998 Lake Country Ct Unit 998, Oconomowoc, WI 53066
• 

  $470,000

  Sold Nov 14, 2025

  W359N5707 Surrey Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,640 Sq Ft

  Last Sold Summary

  • $287/SF
  • 5 Days On Market

  Current Estimated Value $490,241

  Last Listing Agent Connie Cummings Keller Williams Realty-Lake Country

  W359N5707 Surrey Dr, Oconomowoc, WI 53066
• 

  $636,940

  Sold Nov 12, 2025

  1714 Hammock Ln, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,481 Sq Ft

  Last Sold Summary

  • 5% Below List Price
  • $257/SF
  • 13 Days On Market

  Last Listing Agent Erin Russell Tim O'Brien Homes LLC

  1714 Hammock Ln, Oconomowoc, WI 53066
• 

  $530,000

  Sold Feb 27, 2026

  1710 Whalen Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,767 Sq Ft

  Last Sold Summary

  • 4% Below List Price
  • $300/SF
  • 61 Days On Market

  Last Listing Agent Ryan Prellwitz Loos Custom Homes,LLC

  1710 Whalen Dr, Oconomowoc, WI 53066
• 

  $350,000

  Sold Sep 26, 2025

  969 Armour Rd Unit 969, Oconomowoc, WI 53066

  • 3 Beds
  • 1.5 Baths
  • 1,830 Sq Ft

  Last Sold Summary

  • 5% Below List Price
  • $191/SF
  • 30 Days On Market

  Current Estimated Value $344,985

  Last Listing Agent Greg Cavaiani Response Realtors

  969 Armour Rd Unit 969, Oconomowoc, WI 53066
• 

  $493,545

  Sold Jun 30, 2026

  981 Lagom Way, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 1,969 Sq Ft

  Last Sold Summary

  • 1% Above List Price
  • $251/SF
  • 11 Days On Market

  Last Listing Agent Paige Sederberg Harbor Homes Inc

  981 Lagom Way, Oconomowoc, WI 53066
• 

  $620,000

  Sold Oct 30, 2025

  35048 Wayfare Trail, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,758 Sq Ft

  Last Sold Summary

  • 3% Above List Price
  • $225/SF
  • 2 Days On Market

  Current Estimated Value $656,176

  Last Listing Agent Robin McCormick Keller Williams Realty-Lake Country

  35048 Wayfare Trail, Oconomowoc, WI 53066
• 

  $360,000

  Sold Jan 16, 2026

  320 E Pleasant St Unit 202, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,222 Sq Ft

  Last Sold Summary

  • 12% Below List Price
  • $295/SF
  • 46 Days On Market

  Current Estimated Value $379,155

  Last Listing Agent The Martha Ford Team* First Weber Inc - Delafield

  320 E Pleasant St Unit 202, Oconomowoc, WI 53066
• 

  $640,658

  Sold May 06, 2026

  1330 Macgregor Rd, Oconomowoc, WI 53066

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

  Last Sold Summary

  • $256/SF
  • 0 Days On Market

  Last Listing Agent Paige Sederberg Harbor Homes Inc

  1330 Macgregor Rd, Oconomowoc, WI 53066
• 

  $652,000

  Sold Jun 29, 2026

  1320 Foxwood Pass, Oconomowoc, WI 53066

  • 4 Beds
  • 3.5 Baths
  • 3,376 Sq Ft

  Last Sold Summary

  • 5% Below List Price
  • $193/SF
  • 17 Days On Market

  Current Estimated Value $687,199

  Last Listing Agent Joseph Singsheim Keller Williams Realty-Milwaukee Southwest

  1320 Foxwood Pass, Oconomowoc, WI 53066
• 

  $3,955,000

  Sold Jul 07, 2026

  329 S Golden Lake Rd, Oconomowoc, WI 53066

  • 4 Beds
  • 2 Baths
  • 2,249 Sq Ft

  Last Sold Summary

  • 13% Below List Price
  • $1,759/SF
  • 18 Days On Market

  Current Estimated Value $4,204,164

  Last Listing Agent Molly Ogden-Ziegler Ogden & Company, Inc.

  329 S Golden Lake Rd, Oconomowoc, WI 53066
• 

  $684,900

  Sold Jun 08, 2026

  1620 Belmont Ln Unit 26, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,929 Sq Ft

  Last Sold Summary

  • $355/SF
  • 264 Days On Market

  Current Estimated Value $670,333

  Last Listing Agent Kimberly Becker Kings Way Realty, LLC

  1620 Belmont Ln Unit 26, Oconomowoc, WI 53066

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