Recently Sold Oconomowoc Town, WI Homes

• 

  $400,000 Sold Nov 07, 2025

  W357N7134 Rainbow Terrace, Oconomowoc, WI 53066

  • 3 Beds
  • 1.5 Baths
  • 1,552 Sq Ft

  Last Sold Summary

  • 10% Below List Price
  • $258/SF
  • 69 Days On Market

  Last Listing Agent Steve Tajnai Doperalski Realty & Associates, LLC

  W357N7134 Rainbow Terrace, Oconomowoc, WI 53066
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• 

  $662,000 Sold Dec 01, 2025

  W380N6368 Florence Ln, Oconomowoc, WI 53066

  • 3,116 Sq Ft

  Last Sold Summary

  • 2% Above List Price
  • $212/SF
  • 7 Days On Market

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

  W380N6368 Florence Ln, Oconomowoc, WI 53066
• 

  $475,000 Sold Oct 14, 2025

  N79W34221 Petersen Rd, Oconomowoc, WI 53066

  • 4 Beds
  • 1.5 Baths
  • 1,482 Sq Ft

  Last Sold Summary

  • 4% Below List Price
  • $321/SF
  • 22 Days On Market

  Current Estimated Value $469,995

  Last Listing Agent Kyle Sprague Firefly Real Estate, LLC

  N79W34221 Petersen Rd, Oconomowoc, WI 53066
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  $340,000 Sold Jan 13, 2026

  N55W37033 Harvard St, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,919 Sq Ft

  Last Sold Summary

  • 7% Below List Price
  • $177/SF
  • 14 Days On Market

  Last Listing Agent Anthony McClintock Shorewest Realtors, Inc.

  N55W37033 Harvard St, Oconomowoc, WI 53066
• 

  $321,000 Sold Feb 18, 2025

  W398N6077 Autumn Woods Dr Unit 28, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,824 Sq Ft

  Last Sold Summary

  • 3% Below List Price
  • $176/SF
  • 25 Days On Market

  Current Estimated Value $339,763

  Last Listing Agent Liz Tobolt First Weber Inc - Delafield

  W398N6077 Autumn Woods Dr Unit 28, Oconomowoc, WI 53066
• 

  $2,200,000 Sold Jul 28, 2025

  N60W39640 Mary Ln, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 8% Below List Price
  • $688/SF
  • 17 Days On Market

  Current Estimated Value $2,225,172

  Last Listing Agent Pat Bolger Patrick Bolger Realty Group

  N60W39640 Mary Ln, Oconomowoc, WI 53066
• 

  $416,400 Sold Feb 28, 2025

  W368N5623 Indianhead Trail, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 4% Above List Price
  • $268/SF

  Current Estimated Value $438,154

  Last Listing Agent Tim Kaminski Homestead Realty, Inc

  W368N5623 Indianhead Trail, Oconomowoc, WI 53066
• 

  $1,410,000 Sold Aug 07, 2025

  N85W36350 Riverwood Ln, Oconomowoc, WI 53066

  • 4 Beds
  • 4.5 Baths
  • 3,810 Sq Ft

  Last Sold Summary

  • 9% Below List Price
  • $370/SF

  Current Estimated Value $1,421,143

  Last Listing Agent Bruce Gallagher Keller Williams Realty-Lake Country

  N85W36350 Riverwood Ln, Oconomowoc, WI 53066
• 

  $816,320 Sold Jan 14, 2026

  00 W Ln, Oconomowoc, WI 53066

  • Land
  • 35.08 Acres
  • $23,270 per Acre

  Last Sold Summary

  • 2% Above List Price
  • 0 Days On Market

  Last Listing Agent John Kilmer Kilmer Real Estate Brokerage

  00 W Ln, Oconomowoc, WI 53066
• 

  $925,000 Sold May 15, 2025

  W340n7661 Townline Rd, Oconomowoc, WI 53066

  • Land
  • 22.45 Acres
  • $41,203 per Acre

  Last Sold Summary

  • 16% Above List Price
  • 186 Days On Market

  Current Estimated Value $909,824

  Last Listing Agent Sophia Barry Berkshire Hathaway HomeServices Sophia Barry Realty Group

  W340n7661 Townline Rd, Oconomowoc, WI 53066
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  $520,000 Sold Aug 26, 2025

  W365N7134 Mcmahon Rd, Oconomowoc, WI 53066

  • 4 Beds
  • 3 Baths
  • 2,358 Sq Ft
  • Built 1979

  Last Sold Summary

  • 5% Below List Price
  • $221/SF
  • 29 Days On Market

  Last Listing Agent Matt Kornstedt Stark Company, REALTORS

  W365N7134 Mcmahon Rd, Oconomowoc, WI 53066
• 

  $675,000 Sold Dec 31, 2025

  W343N7303 N Pole Ln, Oconomowoc, WI 53066

  • 5 Beds
  • 2.5 Baths
  • 4,500 Sq Ft

  Last Sold Summary

  • 16% Below List Price
  • $150/SF
  • 137 Days On Market

  Last Listing Agent Reid Brueser T3 Realty, LLC

  W343N7303 N Pole Ln, Oconomowoc, WI 53066
• 

  $340,100 Sold Aug 29, 2025

  W397N5996 Autumn Woods Dr Unit 58, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,824 Sq Ft

  Last Sold Summary

  • 3% Above List Price
  • $186/SF
  • 3 Days On Market

  Current Estimated Value $338,690

  Last Listing Agent Kathleen Schlicher Horizon Real Estate Service

  W397N5996 Autumn Woods Dr Unit 58, Oconomowoc, WI 53066
• 

  $2,275,000 Sold Nov 10, 2025

  W398N6184 Mary Ln, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 3,848 Sq Ft

  Last Sold Summary

  • $591/SF

  Last Listing Agent MetroMLS NON NON MLS

  W398N6184 Mary Ln, Oconomowoc, WI 53066
• 

  $849,999 Sold Oct 29, 2025

  W389N7102 Pennsylvania St, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 2,800 Sq Ft

  Last Sold Summary

  • $304/SF
  • 0 Days On Market

  Last Listing Agent Judy Sebastian Westar Realty

  W389N7102 Pennsylvania St, Oconomowoc, WI 53066
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  $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
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  $340,000 Sold Mar 28, 2025

  W398N6046 Autumn Woods Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,824 Sq Ft

  Last Sold Summary

  • 3% Above List Price
  • $186/SF
  • 0 Days On Market

  Current Estimated Value $350,106

  Last Listing Agent Kathryn Tessmer Keller Williams Realty-Lake Country

  W398N6046 Autumn Woods Dr, 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 $345,731

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

  W398N5937 Autumn Woods Dr Unit 78, Oconomowoc, WI 53066
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  $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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  $399,000 Sold Dec 31, 2025

  N55W37041 Lisbon Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,390 Sq Ft

  Last Sold Summary

  • $287/SF

  Last Listing Agent MetroMLS NON NON MLS

  N55W37041 Lisbon Rd, Oconomowoc, WI 53066
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  $1,500,000 Sold Mar 03, 2025

  N60W38598 Blackhawk Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 4 Baths
  • 5,051 Sq Ft

  Last Sold Summary

  • 21% Below List Price
  • $297/SF
  • 34 Days On Market

  Current Estimated Value $1,615,012

  Last Listing Agent Lance Nowak Victory Realty Elite

  N60W38598 Blackhawk Dr, Oconomowoc, WI 53066
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  $825,000 Sold Jul 14, 2025

  W383N6610 Deer Creek Ct, Oconomowoc, WI 53066

  • 5 Beds
  • 3.5 Baths
  • 4,206 Sq Ft

  Last Sold Summary

  • $196/SF
  • 0 Days On Market

  Current Estimated Value $846,370

  Last Listing Agent Elevated RE Group* Compass RE WI-Tosa

  W383N6610 Deer Creek Ct, Oconomowoc, WI 53066
• 

  $603,500 Sold Mar 28, 2025

  W350N7219 Norwegian Rd, Oconomowoc, WI 53066

  • 6 Beds
  • 3 Baths
  • 2,402 Sq Ft

  Last Sold Summary

  • 7% Below List Price
  • $251/SF
  • 8 Days On Market

  Current Estimated Value $627,058

  Last Listing Agent Leslie Bley Shorewest Realtors, Inc.

  W350N7219 Norwegian Rd, Oconomowoc, WI 53066
• 

  $665,000 Sold Jan 16, 2026

  W381N8381 Rolling River Ct, Oconomowoc, WI 53066

  • 4 Beds
  • 3 Baths
  • 2,718 Sq Ft

  Last Sold Summary

  • 5% Below List Price
  • $245/SF
  • 71 Days On Market

  Last Listing Agent Barbara Pedersen Realty Executives - Integrity

  W381N8381 Rolling River Ct, Oconomowoc, WI 53066
• 

  $600,000 Sold Jan 06, 2026

  W383N8797 Blue River Pass, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 18% Below List Price
  • $199/SF
  • 55 Days On Market

  Last Listing Agent Robert Hanon Shorewest Realtors, Inc.

  W383N8797 Blue River Pass, Oconomowoc, WI 53066
• 

  $440,000 Sold Apr 07, 2025

  W360N7310 Carol Ln, Oconomowoc, WI 53066

  • 3 Beds
  • 1.5 Baths
  • 2,349 Sq Ft

  Last Sold Summary

  • 4% Above List Price
  • $187/SF
  • 2 Days On Market

  Current Estimated Value $453,610

  Last Listing Agent Paul Liebe Lake Country Flat Fee

  W360N7310 Carol Ln, Oconomowoc, WI 53066
• 

  $775,000 Sold Aug 28, 2025

  W341N7120 Northern Lights Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 4 Baths
  • 4,000 Sq Ft

  Last Sold Summary

  • 12% Below List Price
  • $194/SF
  • 52 Days On Market

  Current Estimated Value $781,218

  Last Listing Agent Sarah Steelman Lannon Stone Realty LLC

  W341N7120 Northern Lights Dr, Oconomowoc, WI 53066
• 

  $400,000 Sold Aug 15, 2025

  N54W37193 Yale St, Oconomowoc, WI 53066

  • 3 Beds
  • 1 Bath
  • 1,335 Sq Ft

  Last Sold Summary

  • $300/SF

  Current Estimated Value $400,247

  Last Listing Agent Christine Seitz Lemke RE/MAX Realty Center

  N54W37193 Yale St, 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

  Last Listing Agent Ken Herro Oconomowoc Realty LLC

  N66W38493 N Woodlake Cir, Oconomowoc, WI 53066
• 

  $320,000 Sold Jun 11, 2025

  W397N5921 Autumn Woods Dr Unit 103, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 3% Below List Price
  • $264/SF
  • 2 Days On Market

  Current Estimated Value $318,299

  Last Listing Agent Scott Heyerdahl First Weber Inc - Delafield

  W397N5921 Autumn Woods Dr Unit 103, Oconomowoc, WI 53066
• 

  $365,000 Sold May 01, 2025

  N53W37153 Madison St, Oconomowoc, WI 53066

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft

  Last Sold Summary

  • 4% Above List Price
  • $261/SF
  • 2 Days On Market

  Current Estimated Value $379,187

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

  N53W37153 Madison St, Oconomowoc, WI 53066
• 

  $451,000 Sold Dec 04, 2025

  N74W36816 Lakeside Heights Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 1 Bath
  • 1,260 Sq Ft

  Last Sold Summary

  • 6% Above List Price
  • $358/SF

  Last Listing Agent MetroMLS NON NON MLS

  N74W36816 Lakeside Heights Dr, Oconomowoc, WI 53066
• 

  $95,000 Sold Mar 19, 2025

  Lt2 Wadebridge Rd, Oconomowoc, WI 53066

  • Land
  • 0.51 Acre
  • $186,275 per Acre

  Last Sold Summary

  • 3 Days On Market

  Current Estimated Value $97,000

  Last Listing Agent Heidi Weltzin RE/MAX Platinum

  Lt2 Wadebridge Rd, Oconomowoc, WI 53066
• 

  $715,000 Sold Aug 04, 2025

  1040 Ann Marie Way, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 2,979 Sq Ft

  Last Sold Summary

  • $240/SF
  • 3 Days On Market

  Current Estimated Value $722,421

  Last Listing Agent Bonnie Lewis-Tschannen Stapleton Realty

  1040 Ann Marie Way, Oconomowoc, WI 53066
• 

  $584,900 Sold Jul 29, 2025

  371 Thurow Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 4 Baths
  • 3,067 Sq Ft

  Last Sold Summary

  • $191/SF
  • 0 Days On Market

  Current Estimated Value $592,237

  Last Listing Agent Sharon Tomlinson Shorewest Realtors, Inc.

  371 Thurow Dr, Oconomowoc, WI 53066
• 

  $2,664,000 Sold Jun 20, 2025

  302 Lac La Belle Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 3.5 Baths
  • 3,800 Sq Ft

  Last Sold Summary

  • 5% Below List Price
  • $701/SF

  Current Estimated Value $2,670,129

  Last Listing Agent Pat Bolger Patrick Bolger Realty Group

  302 Lac La Belle Dr, Oconomowoc, WI 53066
• 

  $425,000 Sold Jul 07, 2025

  707 E Roland St, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,672 Sq Ft

  Last Sold Summary

  • 8% Above List Price
  • $254/SF
  • 4 Days On Market

  Current Estimated Value $417,673

  Last Listing Agent Salina Judkins Stapleton Realty

  707 E Roland St, Oconomowoc, WI 53066
• 

  $515,000 Sold Apr 28, 2025

  715 E Washington St, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 1,560 Sq Ft

  Last Sold Summary

  • 1% Above List Price
  • $330/SF
  • 76 Days On Market

  Current Estimated Value $513,327

  Last Listing Agent Leslie Boyea Quorum Enterprises, Inc.

  715 E Washington St, Oconomowoc, WI 53066
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  $580,000 Sold Mar 11, 2025

  281 Thurow Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 3.5 Baths
  • 3,000 Sq Ft

  Last Sold Summary

  • 1% Above List Price
  • $193/SF
  • 4 Days On Market

  Current Estimated Value $607,560

  Last Listing Agent Kimberly Johnson Shorewest Realtors, Inc.

  281 Thurow Dr, Oconomowoc, WI 53066
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  $580,122 Sold Mar 31, 2025

  1275 Yosemite Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  Last Sold Summary

  • 5% Above List Price
  • $290/SF
  • 2 Days On Market

  Current Estimated Value $600,022

  Last Listing Agent Cynthia Klenk Shorewest Realtors, Inc.

  1275 Yosemite Rd, Oconomowoc, WI 53066

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