Oconomowoc, WI Homes

• 

  Est $552,906 Not Listed For Sale

  1260 Thomas Trail, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,853 Sq Ft
  • Built 2003

  1260 Thomas Trail, Oconomowoc, WI 53066

  Last Sold Summary

  • 11% Above List Price
  • $175/SF
  • 13 Days On Market

  Last Sold Price $500,000

  Last Listing Agent Paul Monigal Corley Real Estate
• 

  $770,000 Sold Oct 17, 2025

  N66W34306 Primrose Cir, Oconomowoc, WI 53066

  • 4 Beds
  • 3.5 Baths
  • 4,523 Sq Ft

  Last Sold Summary

  • 12% Below List Price
  • $170/SF
  • 42 Days On Market

  Current Estimated Value $782,142

  Last Listing Agent Deborah DeFere Deb DeFere Real Estate LLC

  N66W34306 Primrose Cir, Oconomowoc, WI 53066
• 

  Est $309,388 Not Listed For Sale

  W397N5990 Autumn Woods Dr, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,212 Sq Ft
  • Built 2004

  W397N5990 Autumn Woods Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 2% Below List Price
  • $260/SF
  • 2 Days On Market

  Last Sold Price $315,000

  Last Listing Agent Christine Leny Lannon Stone Realty LLC
• 

  $700,000 Sold Feb 27, 2026

  1380 Scotsland Ln, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 1% Above List Price
  • $340/SF
  • 21 Days On Market

  Last Listing Agent Erin Russell Tim O'Brien Homes

  1380 Scotsland Ln, Oconomowoc, WI 53066
• 

  Est $561,838 Not Listed For Sale

  N52W35744 Hillcrest Ct, Oconomowoc, WI 53066

  • 4 Beds
  • 1.5 Baths
  • 2,339 Sq Ft

  N52W35744 Hillcrest Ct, Oconomowoc, WI 53066

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Patrick Simonis Real Broker Milwaukee
• 

  $1,120,000 Sold Dec 15, 2025

  N81W33604 Chicory Ct E, Oconomowoc, WI 53066

  • 5 Beds
  • 4.5 Baths
  • 5,025 Sq Ft

  Last Sold Summary

  • 10% Below List Price
  • $223/SF
  • 86 Days On Market

  Current Estimated Value $1,110,019

  Last Listing Agent Jeanne Jaskolski Keller Williams Realty-Lake Country

  N81W33604 Chicory Ct E, Oconomowoc, WI 53066
• 

  Est $674,193 Not Listed For Sale

  1010 Shady Ln, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 3,600 Sq Ft
  • Built 1967

  1010 Shady Ln, Oconomowoc, WI 53066

  Last Sold Summary

  • 7% Above List Price
  • $175/SF
  • 132 Days On Market

  Last Sold Price $630,000

  Last Listing Agent Mike Herro Oconomowoc Realty LLC
• 

  $490,000 Sold Jan 07, 2026

  247 Sunny Hill Ln, Oconomowoc, WI 53066

  • 4 Beds
  • 2 Baths
  • 2,040 Sq Ft

  Last Sold Summary

  • 2% Above List Price
  • $240/SF
  • 0 Days On Market

  Current Estimated Value $481,947

  Last Listing Agent Haley LeClaire Realty Executives - Integrity

  247 Sunny Hill Ln, Oconomowoc, WI 53066
• 

  Est $406,416 Not Listed For Sale

  535 Bolson Dr Unit 535, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 2,018 Sq Ft
  • Built 2004

  535 Bolson Dr Unit 535, Oconomowoc, WI 53066

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Joseph Moylan Stapleton Realty
• 

  $335,000 Sold Jan 14, 2026

  296 Oconomowoc Pkwy Unit 296, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  Last Sold Summary

  • 4% Below List Price
  • $279/SF
  • 57 Days On Market

  Current Estimated Value $332,570

  Last Listing Agent Kathryn Budda Shorewest Realtors, Inc.

  296 Oconomowoc Pkwy Unit 296, Oconomowoc, WI 53066
• 

  Est $775,637 Not Listed For Sale

  1826 Springhouse Dr, Oconomowoc, WI 53066

  • 5 Beds
  • 3.5 Baths
  • 4,400 Sq Ft
  • Built 2006

  1826 Springhouse Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 83 Days On Market

  Last Listing Agent Katey Higgins Realty Executives Platinum
• 

  $540,000 Sold Aug 13, 2025

  1734 Arthur's Pass, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,673 Sq Ft

  Last Sold Summary

  • 5% Below List Price
  • $323/SF
  • 37 Days On Market

  Current Estimated Value $532,894

  Last Listing Agent Casey Ehler Coldwell Banker Elite

  1734 Arthur's Pass, Oconomowoc, WI 53066
• 

  Est $382,622 Not Listed For Sale

  333 N Lake Rd Unit 407, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1972

  333 N Lake Rd Unit 407, Oconomowoc, WI 53066

  Last Sold Summary

  • 1% Below List Price
  • $298/SF
  • 33 Days On Market

  Last Sold Price $387,500

  Last Listing Agent Paul Liebe Lake Country Flat Fee
• 

  $787,000 Sold Nov 18, 2025

  W344N6731 Jorgenson Way, Oconomowoc, WI 53066

  • 3 Beds
  • 3.5 Baths
  • 4,274 Sq Ft

  Last Sold Summary

  • $184/SF
  • 1 Day On Market

  Current Estimated Value $786,406

  Last Listing Agent Katie Corcoran Corcoran Realty & Co

  W344N6731 Jorgenson Way, Oconomowoc, WI 53066
• 

  Est $1,321,579 Not Listed For Sale

  1005 N Dousman Rd, Oconomowoc, WI 53066

  • 5 Beds
  • 4.5 Baths
  • 5,570 Sq Ft
  • Built 2005

  1005 N Dousman Rd, Oconomowoc, WI 53066

  Last Sold Summary

  • 4% Above List Price
  • $229/SF
  • 53 Days On Market

  Last Sold Price $1,275,000

  Last Listing Agent Beaudrae Mitcham Elements Realty LLC
• 

  $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
• 

  Est $371,976 Not Listed For Sale

  321 S Concord Rd, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,430 Sq Ft
  • Built 1901

  321 S Concord Rd, Oconomowoc, WI 53066

  Last Sold Summary

  • 4% Above List Price
  • $251/SF
  • 4 Days On Market

  Last Sold Price $358,500

  Last Listing Agent Devin Piehl First Weber Inc - Delafield
• 

  $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
• 

  Est $386,602 Not Listed For Sale

  469 Bolson Dr Unit 469, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,554 Sq Ft
  • Built 2004

  469 Bolson Dr Unit 469, Oconomowoc, WI 53066

  Last Sold Summary

  • 3% Below List Price
  • $257/SF
  • 3 Days On Market

  Last Sold Price $400,000

  Last Listing Agent Timothy Michelic Realty Executives - Integrity
• 

  $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

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