Recently Sold Oconomowoc, WI Homes

• 

  $385,000

  Sold Sep 02, 2025

  145 S Elm St, Oconomowoc, WI 53066

  • 3 Beds
  • 4 Baths
  • 1,643 Sq Ft

  Last Sold Summary

  • 3% Above List Price
  • $234/SF
  • 2 Days On Market

  Current Estimated Value $400,421

  Last Listing Agent Christy Weber Avanti Realty LLC

  145 S Elm St, Oconomowoc, WI 53066
• 

  $674,900

  Sold Oct 28, 2025

  1755 Derby Ln, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 2,110 Sq Ft

  Last Sold Summary

  • $320/SF
  • 3 Days On Market

  Current Estimated Value $663,744

  Last Listing Agent kristin Kessler First Weber Inc - Delafield

  1755 Derby Ln, Oconomowoc, WI 53066
• 

  $673,000

  Sold Apr 27, 2026

  987 Prairieview Cir, Oconomowoc, WI 53066

  • 5 Beds
  • 3 Baths
  • 3,426 Sq Ft

  Last Sold Summary

  • 4% Above List Price
  • $196/SF
  • 2 Days On Market

  Current Estimated Value $655,662

  Last Listing Agent Jennie Castillo Coldwell Banker Elite

  987 Prairieview Cir, Oconomowoc, WI 53066
• 

  $360,000

  Sold Nov 21, 2025

  305 W 2nd St, Oconomowoc, WI 53066

  • 3 Beds
  • 1.5 Baths
  • 1,448 Sq Ft

  Last Sold Summary

  • 3% Above List Price
  • $249/SF
  • 2 Days On Market

  Current Estimated Value $358,755

  Last Listing Agent Jessalyn Rich Shorewest Realtors, Inc.

  305 W 2nd St, Oconomowoc, WI 53066
• 

  

  /2

  $459,900

  Sold May 20, 2026

  1061 Elderberry Rd, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,304 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $353/SF
  • 21 Days On Market

  Veridian Homes Arrowood

  1061 Elderberry Rd, Oconomowoc, WI 53066
• 

  $1,080,000

  Sold Aug 01, 2025

  550 Lake Bluff Dr, Oconomowoc, WI 53066

  • 5 Beds
  • 3.5 Baths
  • 3,880 Sq Ft

  Last Sold Summary

  • 6% Below List Price
  • $278/SF
  • 14 Days On Market

  Current Estimated Value $1,055,415

  Last Listing Agent Karen Patrick First Weber Inc - Delafield

  550 Lake Bluff Dr, Oconomowoc, WI 53066
• 

  $1,950,000

  Sold Jan 05, 2026

  35300 Pabst Rd, Oconomowoc, WI 53066

  • 5 Beds
  • 3.5 Baths
  • 5,973 Sq Ft

  Last Sold Summary

  • 15% Below List Price
  • $326/SF
  • 65 Days On Market

  Current Estimated Value $1,867,269

  Last Listing Agent Laurie Flatt Keller Williams Realty-Lake Country

  35300 Pabst Rd, Oconomowoc, WI 53066
• 

  $660,000

  Sold Jul 01, 2025

  1753 Hammock Ln, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,059 Sq Ft

  Last Sold Summary

  • 2% Above List Price
  • $321/SF
  • 54 Days On Market

  Last Listing Agent Erin Russell Tim O'Brien Homes

  1753 Hammock Ln, Oconomowoc, WI 53066
• 

  $545,000

  Sold Aug 14, 2025

  1280 Orchard Cir, Oconomowoc, WI 53066

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

  Last Sold Summary

  • $170/SF
  • 3 Days On Market

  Current Estimated Value $559,766

  Last Listing Agent Jason Bonesteel Shorewest Realtors, Inc.

  1280 Orchard Cir, Oconomowoc, WI 53066
• 

  $684,900

  Sold May 30, 2025

  1376 Scotsland Ln, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,456 Sq Ft

  Last Sold Summary

  • 2% Above List Price
  • $279/SF
  • 8 Days On Market

  Last Listing Agent Erin Russell Tim O'Brien Homes

  1376 Scotsland Ln, Oconomowoc, WI 53066
• 

  $389,500

  Sold Dec 19, 2025

  711 E Lisbon Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 1.5 Baths
  • 1,300 Sq Ft

  Last Sold Summary

  • 1% Below List Price
  • $300/SF
  • 7 Days On Market

  Current Estimated Value $388,939

  Last Listing Agent kristin Kessler First Weber Inc - Delafield

  711 E Lisbon Rd, Oconomowoc, WI 53066
• 

  $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 $567,316

  Last Listing Agent The Elements Rea Team* Elements Realty LLC

  1088 Evergreen Trail, Oconomowoc, WI 53066
• 

  $530,000

  Sold Jun 06, 2025

  1361 Mockingbird Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,822 Sq Ft

  Last Sold Summary

  • 12% Above List Price
  • $291/SF
  • 18 Days On Market

  Current Estimated Value $530,366

  Last Listing Agent Dana Schlueter Response Realtors

  1361 Mockingbird Dr, 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 $342,917

  Last Listing Agent Jeff Robinson Anderson Real Estate Services

  76 S Chestnut St, 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 $462,847

  Last Listing Agent Heidi McKenna First Weber Inc - Menomonee Falls

  1501 Grandview Ave, 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

  1362 Scotsland Ln, 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 $723,744

  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
• 

  $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 $494,618

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

  W355N5745 Lisbon Rd, Oconomowoc, WI 53066
• 

  $534,900

  Sold Jul 17, 2025

  986 Elderberry Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,720 Sq Ft

  Last Sold Summary

  • $311/SF

  Last Listing Agent Tamra Litzau Shorewest Realtors, Inc.

  986 Elderberry 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 $502,319

  Last Listing Agent Jennifer Pesicek Coldwell Banker Elite

  N59W39568 Laketon Ave, Oconomowoc, WI 53066
• 

  $600,000

  Sold Jun 27, 2025

  1090 Spruce Ct, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,137 Sq Ft

  Last Sold Summary

  • 2% Below List Price
  • $281/SF
  • 14 Days On Market

  Current Estimated Value $616,849

  Last Listing Agent Chris Slinker Berkshire Hathaway HomeServices Metro Realty

  1090 Spruce Ct, 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 $481,370

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

  205 Shore Cir, 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 $586,575

  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 $461,934

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

  833 State St Unit 835, 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 $309,252

  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 $469,361

  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

  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 $341,062

  Last Listing Agent Greg Cavaiani Response Realtors

  969 Armour Rd Unit 969, 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 $373,244

  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

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