Recently Sold Homes in 53066

• 

  $380,000 Sold Feb 13, 2026

  W364N7020 Mcmahon Rd, Oconomowoc, WI 53066

  • Land
  • 3 Acres
  • $126,667 per Acre

  Last Sold Summary

  • 1% Above List Price
  • 9 Days On Market

  Last Listing Agent Leslie Boyea Quorum Enterprises, Inc.

  W364N7020 Mcmahon Rd, Oconomowoc, WI 53066
• 

  $690,900 Sold Sep 12, 2025

  1233 Green Tree Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,431 Sq Ft

  Last Sold Summary

  • $284/SF
  • 50 Days On Market

  Current Estimated Value $682,418

  Last Listing Agent Jennifer Durand Bielinski Homes, Inc.

  1233 Green Tree Dr, Oconomowoc, WI 53066
• 

  $415,000 Sold Feb 11, 2026

  N55W37027 Lisbon Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,531 Sq Ft

  Last Sold Summary

  • 6% Above List Price
  • $164/SF

  Current Estimated Value $418,891

  Last Listing Agent Bret Schmidtke First Weber Inc - Delafield

  N55W37027 Lisbon Rd, Oconomowoc, WI 53066
• 

  $740,000 Sold Jul 17, 2025

  W356N6752 Stonewood Dr, Oconomowoc, WI 53066

  • 5 Beds
  • 3.5 Baths
  • 3,617 Sq Ft

  Last Sold Summary

  • 5% Below List Price
  • $205/SF
  • 6 Days On Market

  Current Estimated Value $770,609

  Last Listing Agent JJ Hausmann Compass RE WI-Lake Country

  W356N6752 Stonewood Dr, Oconomowoc, WI 53066
• 

  $1,007,000 Sold Sep 05, 2025

  613 W Labelle Ave, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 3,064 Sq Ft

  Last Sold Summary

  • 6% Above List Price
  • $329/SF
  • 2 Days On Market

  Current Estimated Value $1,024,838

  Last Listing Agent Danielle Caliendo Weise Kings Way Realty, LLC

  613 W Labelle Ave, Oconomowoc, WI 53066
• 

  $484,900 Sold Dec 30, 2025

  954 N Dousman Rd, Oconomowoc, WI 53066

  • 4 Beds
  • 2 Baths
  • 2,344 Sq Ft

  Last Sold Summary

  • 39% Below List Price
  • $207/SF
  • 178 Days On Market

  Current Estimated Value $498,411

  Last Listing Agent Liz Tobolt First Weber Inc - Delafield

  954 N Dousman Rd, Oconomowoc, WI 53066
• 

  $700,000 Sold Mar 04, 2026

  841 Summer Creek Rd, Oconomowoc, WI 53066

  • 5 Beds
  • 3.5 Baths
  • 3,102 Sq Ft

  Last Sold Summary

  • 4% Below List Price
  • $226/SF
  • 4 Days On Market

  Current Estimated Value $603,009

  Last Listing Agent Alaina Zieman Keller Williams Realty-Lake Country

  841 Summer Creek Rd, Oconomowoc, WI 53066
• 

  $2,700,000 Sold Jul 21, 2025

  W347N6122 Road I, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 5% Below List Price
  • $931/SF
  • 9 Days On Market

  Current Estimated Value $2,674,775

  Last Listing Agent JJ Hausmann Compass RE WI-Lake Country

  W347N6122 Road I, Oconomowoc, WI 53066
• 

  $560,000 Sold Aug 01, 2025

  833 Goldenview Ct, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,340 Sq Ft

  Last Sold Summary

  • 7% Above List Price
  • $239/SF
  • 1 Day On Market

  Current Estimated Value $554,111

  Last Listing Agent Lori Fritz First Weber Inc - Delafield

  833 Goldenview Ct, Oconomowoc, WI 53066
• 

  $347,800 Sold Jul 02, 2025

  521 Frederick Ct Unit 521, Oconomowoc, WI 53066

  • 2 Beds
  • 2.5 Baths
  • 1,912 Sq Ft

  Last Sold Summary

  • 7% Below List Price
  • $182/SF
  • 17 Days On Market

  Current Estimated Value $345,889

  Last Listing Agent Elizabeth Klug Keller Williams Realty-Lake Country

  521 Frederick Ct Unit 521, Oconomowoc, WI 53066
• 

  $344,500 Sold May 02, 2025

  265 Thurow Dr Unit 207, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft

  Last Sold Summary

  • 7% Below List Price
  • $273/SF
  • 131 Days On Market

  Current Estimated Value $340,347

  Last Listing Agent Timothy Michelic Realty Executives - Integrity

  265 Thurow Dr Unit 207, Oconomowoc, WI 53066
• 

  $225,000 Sold Mar 13, 2026

  Lt11 S Wayfare Trail, Summit, WI 53066

  • Land
  • 0.91 Acre
  • $247,253 per Acre

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent John Siepmann Siepmann Realty Corp.

  Lt11 S Wayfare Trail, Summit, WI 53066
• 

  $365,000 Sold Nov 12, 2025

  679 Lake Bluff Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 1.5 Baths
  • 1,852 Sq Ft

  Last Sold Summary

  • $197/SF

  Current Estimated Value $370,934

  Last Listing Agent MetroMLS NON NON MLS

  679 Lake Bluff Dr, Oconomowoc, WI 53066
• 

  $549,900 Sold May 30, 2025

  1540 Bluestem Trail, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,804 Sq Ft

  Last Sold Summary

  • $305/SF
  • 23 Days On Market

  Current Estimated Value $548,642

  Last Listing Agent Olivia McCollough Loos Custom Homes,LLC

  1540 Bluestem Trail, Oconomowoc, WI 53066
• 

  $1,555,000 Sold Jul 14, 2025

  N53W34945 Road b, Okauchee, WI 53069

  • 3 Beds
  • 2.5 Baths
  • 2,136 Sq Ft

  Last Sold Summary

  • 3% Below List Price
  • $728/SF
  • 66 Days On Market

  Current Estimated Value $1,542,680

  Last Listing Agent Brian Fendry Berkshire Hathaway HS Lake Country

  N53W34945 Road b, Okauchee, WI 53069
• 

  

  /18

  $539,900 Sold Jan 21, 2026

  1017 Elderberry Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,720 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $314/SF
  • 84 Days On Market

  Veridian Homes Arrowood

  1017 Elderberry Rd, Oconomowoc, WI 53066
• 

  $750,000 Sold Jan 30, 2026

  1249 N Lost Woods Rd, Oconomowoc, WI 53066

  • 4 Beds
  • 3.5 Baths
  • 4,068 Sq Ft

  Last Sold Summary

  • 10% Below List Price
  • $184/SF
  • 14 Days On Market

  Current Estimated Value $876,577

  Last Listing Agent Pluster Property Pluster Keller Williams Realty-Lake Country

  1249 N Lost Woods Rd, Oconomowoc, WI 53066
• 

  $185,000 Sold Sep 15, 2025

  1061 Regent Rd Unit 628, Oconomowoc, WI 53066

  • 1 Bed
  • 1 Bath
  • 728 Sq Ft

  Last Sold Summary

  • 11% Below List Price
  • $254/SF
  • 14 Days On Market

  Current Estimated Value $179,442

  Last Listing Agent Andrea McHenry Lake Country Flat Fee

  1061 Regent Rd Unit 628, Oconomowoc, WI 53066
• 

  

  /9

  $740,000 Sold Mar 28, 2025

  Pcl34 County Road Rd E Unit Pcl, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 15% Below List Price
  • 830 Days On Market

  Last Listing Agent Belle Luhman Century 21 Endeavor

  Pcl34 County Road Rd E Unit Pcl, Oconomowoc, WI 53066
• 

  $486,138 Sold May 30, 2025

  1301 Blue Dahlia Rd, Oconomowoc, WI 53066

  • 4 Beds
  • 3 Baths
  • 2,208 Sq Ft

  Last Sold Summary

  • 2% Below List Price
  • $220/SF
  • 4 Days On Market

  Current Estimated Value $494,230

  Last Listing Agent Lori Wittkopp Century 21 Affiliated - Delafield

  1301 Blue Dahlia Rd, Oconomowoc, WI 53066
• 

  /2

  $1,450,000 Sold Oct 14, 2025

  531 S Stocks Rd, Oconomowoc, WI 53066

  • 5 Beds
  • 4.5 Baths
  • 5,794 Sq Ft
  • Built 2007

  Last Sold Summary

  • $250/SF
  • 4 Days On Market

  Current Estimated Value $1,472,139

  Last Listing Agent Abe Yanko First Weber Inc

  531 S Stocks Rd, Oconomowoc, WI 53066
• 

  $489,900 Sold Jul 01, 2025

  956 Elderberry Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,516 Sq Ft

  Last Sold Summary

  • $323/SF
  • 50 Days On Market

  Last Listing Agent Rachael Bublitz Shorewest Realtors, Inc.

  956 Elderberry Rd, Oconomowoc, WI 53066
• 

  $439,900 Sold Apr 15, 2025

  991 Elderberry Rd, Oconomowoc, WI 53066

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

  Last Sold Summary

  • $276/SF
  • 62 Days On Market

  Last Listing Agent Tamra Litzau Shorewest Realtors, Inc.

  991 Elderberry Rd, Oconomowoc, WI 53066
• 

  $520,000 Sold Oct 29, 2025

  1435 Eldorado Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 4 Baths
  • 2,306 Sq Ft

  Last Sold Summary

  • 1% Above List Price
  • $225/SF
  • 4 Days On Market

  Current Estimated Value $520,506

  Last Listing Agent Haley Burlage ERA MyPro Realty

  1435 Eldorado Dr, Oconomowoc, WI 53066
• 

  $540,000 Sold Nov 21, 2025

  1662 Switchgrass St, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,031 Sq Ft

  Last Sold Summary

  • 4% Below List Price
  • $266/SF
  • 64 Days On Market

  Current Estimated Value $545,919

  Last Listing Agent Ryan Prellwitz Loos Custom Homes,LLC

  1662 Switchgrass St, Oconomowoc, WI 53066
• 

  $625,000 Sold Sep 17, 2025

  1180 S Opengate Ct, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 3,392 Sq Ft

  Last Sold Summary

  • 4% Above List Price
  • $184/SF
  • 1 Day On Market

  Current Estimated Value $624,309

  Last Listing Agent Laurie Belmer BOLD REALTY

  1180 S Opengate Ct, Oconomowoc, WI 53066
• 

  $668,000 Sold Jan 27, 2026

  1692 Switchgrass St, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,410 Sq Ft

  Last Sold Summary

  • 3% Above List Price
  • $277/SF
  • 46 Days On Market

  Last Listing Agent Erin Russell Tim O'Brien Homes

  1692 Switchgrass St, Oconomowoc, WI 53066
• 

  $627,500 Sold Jul 18, 2025

  35084 Yahara Ct, Summit, WI 53066

  • 4 Beds
  • 3 Baths
  • 2,850 Sq Ft

  Last Sold Summary

  • 2% Below List Price
  • $220/SF

  Current Estimated Value $640,264

  Last Listing Agent Nicholas Tehan Lannon Stone Realty LLC

  35084 Yahara Ct, Summit, WI 53066
• 

  $650,945 Sold Sep 08, 2025

  1259 Violet St, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,874 Sq Ft

  Last Sold Summary

  • $226/SF
  • 57 Days On Market

  Current Estimated Value $652,257

  Last Listing Agent Joseph Behmke Kaerek Homes, Inc.

  1259 Violet St, Oconomowoc, WI 53066
• 

  $615,631 Sold Mar 03, 2026

  1331 Macgregor Rd, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,312 Sq Ft

  Last Sold Summary

  • $266/SF
  • 0 Days On Market

  Last Listing Agent Paige Sederberg Harbor Homes Inc

  1331 Macgregor Rd, Oconomowoc, WI 53066
• 

  $549,900 Sold Nov 20, 2025

  1651 Hammock Ln, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,875 Sq Ft

  Last Sold Summary

  • 2% Below List Price
  • $293/SF
  • 61 Days On Market

  Current Estimated Value $555,911

  Last Listing Agent Ryan Prellwitz Loos Custom Homes,LLC

  1651 Hammock Ln, Oconomowoc, WI 53066
• 

  $625,000 Sold Apr 21, 2025

  35185 Yahara Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 3.5 Baths
  • 3,055 Sq Ft

  Last Sold Summary

  • $205/SF
  • 6 Days On Market

  Current Estimated Value $655,729

  Last Listing Agent One Roof Real Es Group* Realty Executives Integrity~Brookfield

  35185 Yahara Dr, Oconomowoc, WI 53066
• 

  $325,000 Sold Jun 03, 2025

  411 S Main St, Oconomowoc, WI 53066

  • 3 Beds
  • 1 Bath
  • 1,829 Sq Ft

  Last Sold Summary

  • 8% Above List Price
  • $178/SF
  • 1 Day On Market

  Current Estimated Value $330,990

  Last Listing Agent Bonnie Johnson RE/MAX Lakeside-Central

  411 S Main St, Oconomowoc, WI 53066
• 

  $2,350,000 Sold Feb 27, 2026

  34352 Valley Rd, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 6% Below List Price
  • $758/SF
  • 76 Days On Market

  Current Estimated Value $2,494,447

  Last Listing Agent Aletha Champine Keller Williams-MNS Wauwatosa

  34352 Valley Rd, Oconomowoc, WI 53066
• 

  $689,000 Sold Jul 03, 2025

  1271 Evergreen Trail, Oconomowoc, WI 53066

  • 4 Beds
  • 4 Baths
  • 3,576 Sq Ft

  Last Sold Summary

  • 1% Below List Price
  • $193/SF
  • 45 Days On Market

  Current Estimated Value $694,422

  Last Listing Agent The Elements Rea Team* Elements Realty LLC

  1271 Evergreen Trail, Oconomowoc, WI 53066
• 

  $280,000 Sold Oct 03, 2025

  223 Oconomowoc Pkwy Unit 308, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,412 Sq Ft

  Last Sold Summary

  • 2% Above List Price
  • $198/SF
  • 13 Days On Market

  Current Estimated Value $274,672

  Last Listing Agent Nicole Bostrom Cogan The Real Estate Center, A Wisconsin LLC

  223 Oconomowoc Pkwy Unit 308, Oconomowoc, WI 53066
• 

  $691,900 Sold Dec 02, 2025

  1241 Green Tree Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,404 Sq Ft

  Last Sold Summary

  • $288/SF
  • 79 Days On Market

  Current Estimated Value $691,925

  Last Listing Agent Jennifer Durand Bielinski Homes, Inc.

  1241 Green Tree Dr, Oconomowoc, WI 53066
• 

  $1,000,000 Sold Nov 24, 2025

  N66W38493 N Woodlake Cir, Oconomowoc, WI 53066

  • 4 Beds
  • 5 Baths
  • 5,218 Sq Ft

  Last Sold Summary

  • 20% Below List Price
  • $192/SF
  • 96 Days On Market

  Current Estimated Value $994,912

  Last Listing Agent Ken Herro Oconomowoc Realty LLC

  N66W38493 N Woodlake Cir, Oconomowoc, WI 53066
• 

  $2,100,000 Sold Aug 29, 2025

  W354N5000 Road T, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 5% Above List Price
  • $613/SF
  • 6 Days On Market

  Current Estimated Value $2,081,529

  Last Listing Agent Kimberly Stark First Weber Inc - Delafield

  W354N5000 Road T, Oconomowoc, WI 53066
• 

  

  /18

  $444,900 Sold Oct 22, 2025

  1007 Elderberry Rd, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,317 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $338/SF
  • 26 Days On Market

  Veridian Homes Arrowood

  1007 Elderberry Rd, Oconomowoc, WI 53066

Showing Results 481 - 520, Page 13 of 16