Recently Sold Homes in 53066

• 

  $85,000 Sold Sep 26, 2025

  N8567 River Rd, Watertown, WI 53066

  • Land
  • 1 Acre
  • $85,000 per Acre

  Last Sold Summary

  • 4% Below List Price
  • 15 Days On Market

  Last Listing Agent Nick Jensen Keller Williams Realty-Lake Country

  N8567 River Rd, Watertown, WI 53066
• 

  $1,700,000 Sold Jul 22, 2025

  W347N5904 Lake Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 2,384 Sq Ft

  Last Sold Summary

  • 5% Below List Price
  • $713/SF
  • 68 Days On Market

  Current Estimated Value $1,743,459

  Last Listing Agent JJ Hausmann Compass RE WI-Lake Country

  W347N5904 Lake Dr, Oconomowoc, WI 53066
• 

  $572,500 Sold Dec 30, 2024

  35800 Whitaker Ln, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 2,988 Sq Ft
  • Built 1992

  Last Sold Summary

  • $192/SF
  • 2 Days On Market

  Current Estimated Value $629,869

  Last Listing Agent Rebecca Grossman M3 Realty

  35800 Whitaker Ln, Oconomowoc, WI 53066
• 

  $465,000 Sold May 22, 2025

  34845 Elm St, Oconomowoc, WI 53066

  • 3 Beds
  • 1 Bath
  • 1,226 Sq Ft

  Last Sold Summary

  • 13% Below List Price
  • $379/SF
  • 16 Days On Market

  Current Estimated Value $459,606

  Last Listing Agent Aaron Werner Lake Vida LLC

  34845 Elm St, Oconomowoc, WI 53066
• 

  $435,000 Sold Jan 20, 2025

  N53W35277 Lighthouse Ln Unit 542, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,588 Sq Ft
  • Built 2005

  Last Sold Summary

  • $274/SF
  • 101 Days On Market

  Current Estimated Value $474,816

  Last Listing Agent Joseph Jewell Lake Country Flat Fee

  N53W35277 Lighthouse Ln Unit 542, Oconomowoc, WI 53066
• 

  $160,990 Sold Oct 20, 2025

  Lt50 W Ingleside Ct, Dousman, WI 53118

  • Land
  • 0.37 Acre
  • $435,108 per Acre

  Last Sold Summary

  • 50 Days On Market

  Last Listing Agent Jeffrey Brzezinski Korndoerfer Homes LLC

  Lt50 W Ingleside Ct, Dousman, WI 53118
• 

  $545,000 Sold Oct 29, 2025

  1470 Allen Rd, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 2,210 Sq Ft

  Last Sold Summary

  • 1% Above List Price
  • $247/SF
  • 4 Days On Market

  Last Listing Agent Paul Liebe Lake Country Flat Fee

  1470 Allen Rd, Oconomowoc, WI 53066
• 

  $528,800 Sold Feb 24, 2025

  1326 Olde Highlander Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,722 Sq Ft

  Last Sold Summary

  • 1% Above List Price
  • $307/SF
  • 15 Days On Market

  Last Listing Agent Paige Sederberg Harbor Homes Inc

  1326 Olde Highlander Dr, Oconomowoc, WI 53066
• 

  $483,049 Sold Jun 06, 2025

  1310 Arrowood Cir W, Oconomowoc, WI 53066

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

  Last Sold Summary

  • $308/SF

  Last Listing Agent Tamra Litzau Shorewest Realtors, Inc.

  1310 Arrowood Cir W, Oconomowoc, WI 53066
• 

  $415,000 Sold Aug 15, 2025

  619 S Main St, Oconomowoc, WI 53066

  • 4 Beds
  • 2 Baths
  • 2,284 Sq Ft

  Last Sold Summary

  • 4% Above List Price
  • $182/SF
  • 2 Days On Market

  Current Estimated Value $413,885

  Last Listing Agent The Elements Rea Team* Elements Realty LLC

  619 S Main St, Oconomowoc, WI 53066
• 

  $850,000 Sold Apr 18, 2025

  W336N6496 Lakeview Dr, Oconomowoc, WI 53066

  • 2 Beds
  • 1 Bath
  • 704 Sq Ft

  Last Sold Summary

  • 2% Below List Price
  • $1,207/SF
  • 3 Days On Market

  Current Estimated Value $857,906

  Last Listing Agent The Italiano Team* Lake Country Flat Fee

  W336N6496 Lakeview Dr, Oconomowoc, WI 53066
• 

  $2,300,000 Sold Feb 06, 2025

  34352 Valley Rd, Oconomowoc, WI 53066

  • 4 Beds
  • 3.5 Baths
  • 3,100 Sq Ft

  Last Sold Summary

  • 30% Below List Price
  • $742/SF
  • 4 Days On Market

  Last Listing Agent Jennifer Backhaus Premier Point Realty LLC

  34352 Valley Rd, Oconomowoc, WI 53066
• 

  $500,000 Sold Jul 21, 2025

  W355N5843 Bridle Ln, Oconomowoc, WI 53066

  • 4 Beds
  • 2 Baths
  • 1,814 Sq Ft

  Last Sold Summary

  • 2% Below List Price
  • $276/SF
  • 5 Days On Market

  Current Estimated Value $496,888

  Last Listing Agent Mike Herro Oconomowoc Realty LLC

  W355N5843 Bridle Ln, Oconomowoc, WI 53066
• 

  $740,000 Sold Mar 28, 2025

  Pcl34 County Road Rd E, Oconomowoc, WI 53066

  • Land
  • 106 Acres
  • $6,981 per Acre

  Last Sold Summary

  • 15% Below List Price
  • 829 Days On Market

  Last Listing Agent Belle Luhman Century 21 Endeavor

  Pcl34 County Road Rd E, Oconomowoc, WI 53066
• 

  $443,500 Sold Nov 26, 2025

  704 Thackeray Trail, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  Last Sold Summary

  • 1% Below List Price
  • $231/SF
  • 5 Days On Market

  Last Listing Agent Lisa Nevinski Lannon Stone Realty LLC

  704 Thackeray Trail, Oconomowoc, WI 53066
• 

  $360,000 Sold Oct 01, 2025

  826 N Oakwood Ave, Oconomowoc, WI 53066

  • 2 Beds
  • 1.5 Baths
  • 1,560 Sq Ft

  Last Sold Summary

  • 6% Above List Price
  • $231/SF
  • 2 Days On Market

  Last Listing Agent Rob Krieghoff Coldwell Banker Realty

  826 N Oakwood Ave, Oconomowoc, WI 53066
• 

  $392,500 Sold Sep 02, 2025

  W2546 Roosevelt Rd, Ixonia, WI 53036

  • 2,688 Sq Ft

  Last Sold Summary

  • 8% Below List Price
  • $146/SF
  • 49 Days On Market

  Current Estimated Value $409,858

  Last Listing Agent Brenda Kroupa The Real Estate Company Lake & Country

  W2546 Roosevelt Rd, Ixonia, WI 53036
• 

  $343,900 Sold Sep 26, 2025

  81 S Blain St, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,784 Sq Ft

  Last Sold Summary

  • 14% Below List Price
  • $193/SF
  • 42 Days On Market

  Last Listing Agent Claire Zastrow Realty Executives - Integrity

  81 S Blain St, Oconomowoc, WI 53066
• 

  $411,000 Sold Apr 11, 2025

  845 N Oakwood Ave, Oconomowoc, WI 53066

  • 3 Beds
  • 1 Bath
  • 1,148 Sq Ft
  • Built 1952

  Last Sold Summary

  • 8% Above List Price
  • $358/SF
  • 29 Days On Market

  Current Estimated Value $407,248

  Last Listing Agent Scott Henning Adashun Jones, Inc.

  845 N Oakwood Ave, Oconomowoc, WI 53066
• 

  $277,000 Sold Oct 24, 2025

  719 S Main St, Oconomowoc, WI 53066

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  Last Sold Summary

  • 3% Above List Price
  • $262/SF

  Last Listing Agent Logan Wehmeyer Coldwell Banker Elite

  719 S Main St, Oconomowoc, WI 53066
• 

  $335,000 Sold Apr 17, 2025

  W398N5937 Autumn Woods Dr Unit 78, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,884 Sq Ft

  Last Sold Summary

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

  Current Estimated Value $345,853

  Last Listing Agent LETS GO! Realty Group* Keller Williams Realty-Milwaukee Southwest

  W398N5937 Autumn Woods Dr Unit 78, Oconomowoc, WI 53066
• 

  $400,000 Sold Mar 28, 2025

  1485 Olde Highlander Dr, Oconomowoc, WI 53066

  • 2 Beds
  • 2.5 Baths
  • 1,490 Sq Ft

  Last Sold Summary

  • 3% Above List Price
  • $268/SF
  • 124 Days On Market

  Last Listing Agent Paige Sederberg Harbor Homes Inc

  1485 Olde Highlander Dr, Oconomowoc, WI 53066
• 

  $720,000 Sold Nov 12, 2025

  787 Red Oak Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 3,084 Sq Ft

  Last Sold Summary

  • 14% Below List Price
  • $233/SF
  • 81 Days On Market

  Last Listing Agent Jill Lambert First Weber Inc - Delafield

  787 Red Oak Dr, Oconomowoc, WI 53066
• 

  $706,899 Sold Jul 16, 2025

  1390 Prairie Creek Blvd Unit 11, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,046 Sq Ft

  Last Sold Summary

  • 10% Above List Price
  • $346/SF
  • 0 Days On Market

  Last Listing Agent Danielle Weise Kings Way Realty, LLC

  1390 Prairie Creek Blvd Unit 11, Oconomowoc, WI 53066
• 

  $539,900 Sold Feb 28, 2025

  1252 Violet St, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,772 Sq Ft

  Last Sold Summary

  • $305/SF
  • 52 Days On Market

  Current Estimated Value $566,460

  Last Listing Agent Olivia McCollough Loos Custom Homes,LLC

  1252 Violet St, Oconomowoc, WI 53066
• 

  $316,000 Sold May 07, 2025

  128 E Jefferson St, Oconomowoc, WI 53066

  • 1,133 Sq Ft

  Last Sold Summary

  • 19% Above List Price
  • $279/SF
  • 5 Days On Market

  Current Estimated Value $314,885

  Last Listing Agent Jodi Tweeden First Weber Inc - Delafield

  128 E Jefferson St, Oconomowoc, WI 53066
• 

  $630,000 Sold Oct 10, 2025

  N55W35025 Coastal Ave, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 2,195 Sq Ft

  Last Sold Summary

  • 1% Below List Price
  • $287/SF
  • 6 Days On Market

  Last Listing Agent Ryan Paterson Forward Realty Partners

  N55W35025 Coastal Ave, Oconomowoc, WI 53066
• 

  $611,855 Sold Dec 12, 2025

  1624 Belmont Ln Unit 28, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,571 Sq Ft

  Last Sold Summary

  • 1% Above List Price
  • $389/SF
  • 0 Days On Market

  Last Listing Agent Shawn Wagner Kings Way Realty, LLC

  1624 Belmont Ln Unit 28, Oconomowoc, WI 53066
• 

  $550,000 Sold Mar 24, 2025

  1403 Bluebird Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,581 Sq Ft

  Last Sold Summary

  • 2% Below List Price
  • $213/SF
  • 6 Days On Market

  Current Estimated Value $577,683

  Last Listing Agent Justin Bruce Shorewest Realtors, Inc.

  1403 Bluebird Dr, Oconomowoc, WI 53066
• 

  $550,000 Sold Sep 19, 2025

  W650 E River Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,476 Sq Ft

  Last Sold Summary

  • 2% Above List Price
  • $373/SF
  • 4 Days On Market

  Current Estimated Value $548,293

  Last Listing Agent Andrew Otis Shorewest Realtors, Inc.

  W650 E River Dr, Oconomowoc, WI 53066
• 

  $900,000 Sold Feb 26, 2025

  W351N5271 Road c, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,592 Sq Ft

  Last Sold Summary

  • 18% Below List Price
  • $565/SF
  • 7 Days On Market

  Current Estimated Value $1,003,952

  Last Listing Agent Brad Parent Keller Williams Realty-Milwaukee Southwest

  W351N5271 Road c, Oconomowoc, WI 53066
• 

  $645,000 Sold Oct 31, 2025

  1802 Lindens Ct, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 2,810 Sq Ft

  Last Sold Summary

  • 1% Below List Price
  • $230/SF
  • 49 Days On Market

  Last Listing Agent Liz Kindberg Coldwell Banker Realty

  1802 Lindens Ct, Oconomowoc, WI 53066
• 

  $462,000 Sold Aug 27, 2025

  660 E Sherman Ave, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 2,535 Sq Ft

  Last Sold Summary

  • 3% Below List Price
  • $182/SF
  • 27 Days On Market

  Current Estimated Value $460,836

  Last Listing Agent DeAnne Lane Valor Realty LLC

  660 E Sherman Ave, Oconomowoc, WI 53066
• 

  $624,425 Sold Jun 02, 2025

  1546 Weston Ridge Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 2,469 Sq Ft

  Last Sold Summary

  • 1% Above List Price
  • $253/SF

  Current Estimated Value $610,455

  Last Listing Agent Jennifer Villarreal Villa Realty

  1546 Weston Ridge Rd, Oconomowoc, WI 53066
• 

  $475,000 Sold Mar 13, 2025

  W208 Thompson Cir, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 1,961 Sq Ft

  Last Sold Summary

  • $242/SF
  • 11 Days On Market

  Current Estimated Value $484,301

  Last Listing Agent Erin Waldron Property Dynamics/Appraisal Specialists

  W208 Thompson Cir, Oconomowoc, WI 53066
• 

  $650,999 Sold Dec 10, 2025

  35060 Old Woods, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 3,145 Sq Ft

  Last Sold Summary

  • 4% Above List Price
  • $207/SF
  • 1 Day On Market

  Last Listing Agent Susan Rossetto Rossetto Realty, LLC

  35060 Old Woods, Oconomowoc, WI 53066
• 

  $350,000 Sold Jun 05, 2025

  603 W Highland Ave, Oconomowoc, WI 53066

  • 2 Beds
  • 1 Bath
  • 1,037 Sq Ft

  Last Sold Summary

  • 5% Above List Price
  • $338/SF
  • 2 Days On Market

  Current Estimated Value $349,747

  Last Listing Agent Paul Liebe Lake Country Flat Fee

  603 W Highland Ave, Oconomowoc, WI 53066
• 

  $575,000 Sold Mar 10, 2025

  37632 Valley Rd, Oconomowoc, WI 53066

  • 2 Beds
  • 1 Bath
  • 1,110 Sq Ft

  Last Sold Summary

  • 15% Below List Price
  • $518/SF
  • 63 Days On Market

  Current Estimated Value $593,719

  Last Listing Agent Laura Staude Flood eXp Realty

  37632 Valley Rd, Oconomowoc, WI 53066
• 

  $360,000 Sold Jun 30, 2025

  1306 Grandview Ave, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,871 Sq Ft

  Last Sold Summary

  • 5% Below List Price
  • $192/SF
  • 27 Days On Market

  Current Estimated Value $370,392

  Last Listing Agent Susan Dakins Custom Fit Realty, LLC

  1306 Grandview Ave, Oconomowoc, WI 53066
• 

  $299,000 Sold Nov 07, 2025

  W398N6066 Autumn Woods Dr Unit 15, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,506 Sq Ft

  Last Sold Summary

  • 8% Below List Price
  • $199/SF
  • 20 Days On Market

  Last Listing Agent Patty Strong Shorewest Realtors, Inc.

  W398N6066 Autumn Woods Dr Unit 15, Oconomowoc, WI 53066

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