Recently Sold Homes in 53066

• 

  $524,900 Sold Mar 06, 2026

  1158 Arrowood Cir W, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 1,617 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $325/SF
  • 78 Days On Market

  Veridian Homes Arrowood

  1158 Arrowood Cir W, Oconomowoc, WI 53066
• 

  $534,003 Sold Jun 16, 2025

  1355 Arrowood Cir W, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,482 Sq Ft

  Last Sold Summary

  • 1% Below List Price
  • $360/SF

  Last Listing Agent Tamra Litzau Shorewest Realtors, Inc.

  1355 Arrowood Cir W, Oconomowoc, WI 53066
• 

  $1,746,225 Sold Nov 03, 2025

  W336S981 Riemer Ct, Oconomowoc, WI 53066

  • 5 Beds
  • 4.5 Baths
  • 5,301 Sq Ft

  Last Sold Summary

  • $329/SF
  • 5 Days On Market

  Current Estimated Value $1,733,237

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

  W336S981 Riemer Ct, Oconomowoc, WI 53066
• 

  $400,000 Sold Mar 02, 2026

  711 E Harvard St, Oconomowoc, WI 53066

  • 4 Beds
  • 2 Baths
  • 1,454 Sq Ft

  Last Sold Summary

  • $275/SF
  • 5 Days On Market

  Current Estimated Value $406,946

  Last Listing Agent Kimberly Stark First Weber Inc - Delafield

  711 E Harvard St, Oconomowoc, WI 53066
• 

  $627,900 Sold Apr 18, 2025

  1217 Green Tree Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,350 Sq Ft

  Last Sold Summary

  • $267/SF
  • 13 Days On Market

  Current Estimated Value $644,137

  Last Listing Agent Jennifer Durand Bielinski Homes, Inc.

  1217 Green Tree Dr, Oconomowoc, WI 53066
• 

  $3,800,000 Sold Apr 01, 2025

  N58W34510 Road H, Oconomowoc, WI 53066

  • 4 Beds
  • 4.5 Baths
  • 5,127 Sq Ft

  Last Sold Summary

  • $741/SF

  Current Estimated Value $347,847

  Last Listing Agent MetroMLS NON NON MLS

  N58W34510 Road H, Oconomowoc, WI 53066
• 

  $598,620 Sold Jun 02, 2025

  1580 Creekview Ln, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,004 Sq Ft

  Last Sold Summary

  • 4% Above List Price
  • $299/SF
  • 0 Days On Market

  Current Estimated Value $590,114

  Last Listing Agent Jordan Kaerek Kaerek Homes, Inc.

  1580 Creekview Ln, Oconomowoc, WI 53066
• 

  $614,900 Sold Jul 02, 2025

  1362 Windwood Rd, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,172 Sq Ft

  Last Sold Summary

  • 3% Below List Price
  • $283/SF
  • 419 Days On Market

  Current Estimated Value $615,038

  Last Listing Agent Tamra Litzau Shorewest Realtors, Inc.

  1362 Windwood Rd, Oconomowoc, WI 53066
• 

  $1,650,000 Sold Dec 01, 2025

  1 Earling Ct, Oconomowoc, WI 53066

  • Land
  • 1.1 Acres
  • $1,500,000 per Acre

  Last Sold Summary

  • 67 Days On Market

  Current Estimated Value $1,567,850

  Last Listing Agent Jennifer Landro LPT Realty

  1 Earling Ct, Oconomowoc, WI 53066
• 

  $590,000 Sold Jun 06, 2025

  1319 Shoal Ridge Rd, Oconomowoc, WI 53066

  • 4 Beds
  • 3 Baths
  • 2,834 Sq Ft

  Last Sold Summary

  • 2% Above List Price
  • $208/SF
  • 2 Days On Market

  Current Estimated Value $587,410

  Last Listing Agent Paul Liebe Lake Country Flat Fee

  1319 Shoal Ridge Rd, Oconomowoc, WI 53066
• 

  $290,000 Sold May 07, 2025

  W2451 Roosevelt Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 1 Bath
  • 1,392 Sq Ft

  Last Sold Summary

  • 7% Below List Price
  • $208/SF
  • 59 Days On Market

  Current Estimated Value $256,375

  Last Listing Agent Kim Schneeweis Coldwell Banker HomeSale Realty - Wauwatosa

  W2451 Roosevelt Rd, Oconomowoc, WI 53066
• 

  $500,000 Sold Jun 20, 2025

  812 Dante Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 1.5 Baths
  • 1,632 Sq Ft

  Last Sold Summary

  • 19% Above List Price
  • $306/SF
  • 0 Days On Market

  Current Estimated Value $478,580

  Last Listing Agent Christy Weber Avanti Realty LLC

  812 Dante Dr, Oconomowoc, WI 53066
• 

  $353,000 Sold Dec 12, 2025

  646 Summit Ave, Oconomowoc, WI 53066

  • 3 Beds
  • 1.5 Baths
  • 1,648 Sq Ft

  Last Sold Summary

  • 11% Below List Price
  • $214/SF
  • 36 Days On Market

  Current Estimated Value $357,307

  Last Listing Agent Andrea Andrus Andrus Realty, LLC

  646 Summit Ave, Oconomowoc, WI 53066
• 

  $380,000 Sold Oct 10, 2025

  650 E Harvard St, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,092 Sq Ft

  Last Sold Summary

  • 9% Above List Price
  • $348/SF
  • 2 Days On Market

  Current Estimated Value $368,121

  Last Listing Agent Kimberly Stark First Weber Inc - Delafield

  650 E Harvard St, Oconomowoc, WI 53066
• 

  $699,900 Sold Jun 30, 2025

  1221 Mamerow Ln E, Oconomowoc, WI 53066

  • 3 Beds
  • 3.5 Baths
  • 2,466 Sq Ft

  Last Sold Summary

  • $284/SF
  • 8 Days On Market

  Current Estimated Value $695,036

  Last Listing Agent Lori Fritz First Weber Inc - Delafield

  1221 Mamerow Ln E, Oconomowoc, WI 53066
• 

  $210,000 Sold Aug 06, 2025

  2356 N 2nd Ln, Oconomowoc, WI 53066

  • 2 Beds
  • 1 Bath
  • 1,265 Sq Ft

  Last Sold Summary

  • $166/SF
  • 1 Day On Market

  Current Estimated Value $256,442

  Last Listing Agent Dan Kallas Keller Williams Realty-Milwaukee Southwest

  2356 N 2nd Ln, Oconomowoc, WI 53066
• 

  $885,000 Sold May 23, 2025

  W335N8953 Pleasant View Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,016 Sq Ft

  Last Sold Summary

  • 26% Below List Price
  • $439/SF
  • 161 Days On Market

  Current Estimated Value $908,374

  Last Listing Agent Liz Tobolt First Weber Inc - Delafield

  W335N8953 Pleasant View Rd, Oconomowoc, WI 53066
• 

  $674,995 Sold Sep 24, 2025

  1226 Green Tree Dr, Oconomowoc, WI 53066

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

  Last Sold Summary

  • $290/SF

  Current Estimated Value $668,955

  Last Listing Agent Elizabeth Klug Keller Williams Realty-Lake Country

  1226 Green Tree Dr, Oconomowoc, WI 53066
• 

  $386,000 Sold Dec 31, 2025

  341 W 4th St, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,372 Sq Ft

  Last Sold Summary

  • 6% Above List Price
  • $281/SF
  • 2 Days On Market

  Current Estimated Value $377,942

  Last Listing Agent Connie Cummings Keller Williams Realty-Lake Country

  341 W 4th St, Oconomowoc, WI 53066
• 

  $936,900 Sold Aug 07, 2025

  1012 N Breens Bay Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,390 Sq Ft

  Last Sold Summary

  • 1% Below List Price
  • $392/SF
  • 20 Days On Market

  Last Listing Agent Greg Cavaiani Response Realtors

  1012 N Breens Bay Rd, Oconomowoc, WI 53066
• 

  $599,000 Sold Mar 26, 2026

  320 E Pleasant St Unit 204, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,193 Sq Ft

  Last Sold Summary

  • $502/SF
  • 38 Days On Market

  Current Estimated Value $582,358

  Last Listing Agent Jeanne Jaskolski Keller Williams Realty-Lake Country

  320 E Pleasant St Unit 204, Oconomowoc, WI 53066
• 

  $535,000 Sold Nov 06, 2025

  1108 Longfellow Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 2,377 Sq Ft

  Last Sold Summary

  • $225/SF
  • 2 Days On Market

  Current Estimated Value $536,438

  Last Listing Agent Andrew Uhl RE/MAX Liberty

  1108 Longfellow Dr, Oconomowoc, WI 53066
• 

  $520,000 Sold Aug 12, 2025

  W2538 Roosevelt Rd, Ixonia, WI 53036

  • 2,860 Sq Ft

  Last Sold Summary

  • 3% Below List Price
  • $182/SF

  Current Estimated Value $528,643

  Last Listing Agent Scott Johnson Johnson & Hellekson Real Estate, LLC

  W2538 Roosevelt Rd, Ixonia, WI 53036
• 

  $700,000 Sold Mar 06, 2026

  W2951 Monroe Rd, Oconomowoc, WI 53066

  • Land
  • 72.77 Acres
  • $9,619 per Acre

  Last Sold Summary

  • 12% Below List Price
  • 78 Days On Market

  Current Estimated Value $869,277

  Last Listing Agent Mary Gross Berkshire Hathaway HS Lake Country

  W2951 Monroe Rd, Oconomowoc, WI 53066
• 

  $680,000 Sold Jan 05, 2026

  1431 Crystal Lake Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 4 Baths
  • 2,423 Sq Ft

  Last Sold Summary

  • 10% Above List Price
  • $281/SF
  • 70 Days On Market

  Current Estimated Value $660,633

  Last Listing Agent Kevin Koski 3% Real Estate

  1431 Crystal Lake Dr, Oconomowoc, WI 53066
• 

  $325,000 Sold Apr 21, 2025

  828 S Silver Lake St, Oconomowoc, WI 53066

  • 2 Beds
  • 1 Bath
  • 1,132 Sq Ft

  Last Sold Summary

  • $287/SF
  • 5 Days On Market

  Current Estimated Value $317,678

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

  828 S Silver Lake St, Oconomowoc, WI 53066
• 

  $350,000 Sold Jan 16, 2026

  N51W34861 W Wisconsin Ave Unit 1120, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,238 Sq Ft

  Last Sold Summary

  • 5% Below List Price
  • $283/SF
  • 189 Days On Market

  Last Listing Agent Allison Liebe Lake Country Flat Fee

  N51W34861 W Wisconsin Ave Unit 1120, Oconomowoc, WI 53066
• 

  $2,825,000 Sold Jul 18, 2025

  314 Lac La Belle Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 3,586 Sq Ft

  Last Sold Summary

  • 12% Below List Price
  • $788/SF
  • 63 Days On Market

  Current Estimated Value $2,706,666

  Last Listing Agent JJ Hausmann Compass RE WI-Lake Country

  314 Lac La Belle Dr, Oconomowoc, WI 53066
• 

  $734,640 Sold Aug 08, 2025

  1781 River Lakes Rd N, Oconomowoc, WI 53066

  • 5 Beds
  • 3.5 Baths
  • 3,750 Sq Ft

  Last Sold Summary

  • 2% Below List Price
  • $196/SF
  • 27 Days On Market

  Current Estimated Value $769,490

  Last Listing Agent Trish Collins Firefly Real Estate, LLC

  1781 River Lakes Rd N, Oconomowoc, WI 53066
• 

  $417,000 Sold Apr 15, 2025

  843 Wildwood Place, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,442 Sq Ft

  Last Sold Summary

  • 5% Above List Price
  • $289/SF
  • 2 Days On Market

  Current Estimated Value $411,522

  Last Listing Agent Thomas Groskopf Premier Point Realty LLC

  843 Wildwood Place, Oconomowoc, WI 53066
• 

  $570,000 Sold Jan 05, 2026

  940 Old Tower Rd, Oconomowoc, WI 53066

  • 4 Beds
  • 4 Baths
  • 2,564 Sq Ft

  Last Sold Summary

  • $222/SF

  Current Estimated Value $592,463

  Last Listing Agent Chris Nash Century 21 Integrity Group - Jefferson

  940 Old Tower Rd, Oconomowoc, WI 53066
• 

  $660,000 Sold Mar 06, 2026

  1709 Hammock Ln, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 2,142 Sq Ft

  Last Sold Summary

  • 3% Above List Price
  • $308/SF
  • 92 Days On Market

  Last Listing Agent Erin Russell Tim O'Brien Homes

  1709 Hammock Ln, Oconomowoc, WI 53066
• 

  $445,000 Sold Apr 22, 2025

  W359N6972 Brown St, Oconomowoc, WI 53066

  • 2 Beds
  • 1.5 Baths
  • 2,396 Sq Ft

  Last Sold Summary

  • 5% Above List Price
  • $186/SF
  • 0 Days On Market

  Last Listing Agent Robert Merkt Shorewest Realtors, Inc.

  W359N6972 Brown St, Oconomowoc, WI 53066
• 

  $629,765 Sold Aug 29, 2025

  1581 Creekview Ln, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,484 Sq Ft

  Last Sold Summary

  • 2% Above List Price
  • $254/SF
  • 231 Days On Market

  Current Estimated Value $619,534

  Last Listing Agent Joseph Behmke Kaerek Homes, Inc.

  1581 Creekview Ln, Oconomowoc, WI 53066
• 

  $500,000 Sold Nov 14, 2025

  1479 Crestwood Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 2,235 Sq Ft

  Last Sold Summary

  • 1% Above List Price
  • $224/SF
  • 2 Days On Market

  Current Estimated Value $501,265

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

  1479 Crestwood Dr, Oconomowoc, WI 53066
• 

  $654,900 Sold Apr 25, 2025

  1450 Olde Highlander Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,548 Sq Ft

  Last Sold Summary

  • $257/SF
  • 108 Days On Market

  Last Listing Agent Erin Russell Tim O'Brien Homes

  1450 Olde Highlander Dr, Oconomowoc, WI 53066
• 

  

  /61

  $650,000 Sold May 09, 2025

  1012 Ann Marie Way, Oconomowoc, WI 53066

  • 4 Beds
  • 3 Baths
  • 2,697 Sq Ft
  • Built 2015

  Last Sold Summary

  • 4% Below List Price
  • $241/SF
  • 163 Days On Market

  Current Estimated Value $660,977

  Last Listing Agent Robert Grether Weichert, Realtors- Lakepoint

  1012 Ann Marie Way, Oconomowoc, WI 53066
• 

  $585,000 Sold Jul 28, 2025

  N55W35141 Coastal Ave, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 4% Above List Price
  • $388/SF
  • 5 Days On Market

  Current Estimated Value $571,944

  Last Listing Agent Ryan Paterson Forward Realty Partners

  N55W35141 Coastal Ave, Oconomowoc, WI 53066
• 

  $640,000 Sold Feb 06, 2026

  1749 Hammock Ln, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,432 Sq Ft

  Last Sold Summary

  • 2% Above List Price
  • $263/SF
  • 47 Days On Market

  Last Listing Agent Erin Russell Tim O'Brien Homes

  1749 Hammock Ln, Oconomowoc, WI 53066
• 

  $825,000 Sold Oct 09, 2025

  N1483 Coolidge Rd, Oconomowoc, WI 53066

  • 4 Beds
  • 3.5 Baths
  • 3,400 Sq Ft

  Last Sold Summary

  • 3% Above List Price
  • $243/SF
  • 3 Days On Market

  Current Estimated Value $826,993

  Last Listing Agent Sarah Keily Shorewest Realtors, Inc.

  N1483 Coolidge Rd, Oconomowoc, WI 53066

Showing Results 281 - 320, Page 8 of 16