Oconomowoc, WI Homes

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  $850,000 Sold Nov 07, 2025

  1640 Toscano Terrace, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,903 Sq Ft

  Last Sold Summary

  • 4% Below List Price
  • $447/SF
  • 64 Days On Market

  Last Listing Agent The Elements Rea Team* Elements Realty LLC

  1640 Toscano Terrace, Oconomowoc, WI 53066
• 

  Est $3,551,417 Not Listed For Sale

  • 6 Beds
  • 6 Baths
  • 5,022 Sq Ft

  W398N6150 Mary Ln, Oconomowoc, WI 53066

  W398N6150 Mary Ln, Oconomowoc, WI 53066
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  $644,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,499 Sq Ft

  1690 Whalen Dr, Oconomowoc, WI 53066

  Welcome home to The PRESCOTT by Stepping Stone Homes, an award-winning home builder. Open floor plan features 4 Beds, 2.5 Baths and a 3 Car garage. The kitchen comes w/quartz countertops, maple-stained cabinets, and LG appliance package. LVP flooring in kitchen, dinette, and great room. You will find quality craftsmanship throughout such as 2x6 construction exterior walls, 9' first floor

  Amy Krieghoff Coldwell Banker Realty

  1690 Whalen Dr, Oconomowoc, WI 53066
• 

  $560,000 Sold May 23, 2025

  W339N6567 Loghouse Cir, Oconomowoc, WI 53066

  • 4 Beds
  • 2 Baths
  • 2,600 Sq Ft

  Last Sold Summary

  • 3% Below List Price
  • $215/SF
  • 3 Days On Market

  Current Estimated Value $567,604

  Last Listing Agent Lara Heffernan Berg Elite Realty

  W339N6567 Loghouse Cir, Oconomowoc, WI 53066
• 

  Est $426,528 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,222 Sq Ft

  320 E Pleasant St Unit 306, Oconomowoc, WI 53066

  320 E Pleasant St Unit 306, Oconomowoc, WI 53066
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  $480,000

  • 3 Beds
  • 3 Baths
  • 1,800 Sq Ft

  N6236 Willow Glen Rd, Oconomowoc, WI 53066

  3BR/2.75BA split-level w/ approx 2,276 sq ft on 2.8A. Open concept LR w/ NA FP. Updated KIT w/ new appls. MBR w/ his/hers closets. LL offers 3rd BR, full BA & spacious 2nd FR. Large yard w/ garden, raspberry patch, wildflower garden & well-maintained chicken coop (convertible to shed). 2.5-car gar + add'l shed. Easy access to Madison, minutes from Oconomowoc. Oconomowoc Schools, Jefferson Co

  Leslie Boyea Quorum Enterprises, Inc.

  N6236 Willow Glen Rd, Oconomowoc, WI 53066
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  $559,900 Sold Jun 24, 2025

  1311 Arrowood Cir W, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 1,880 Sq Ft

  Last Sold Summary

  • $298/SF
  • 37 Days On Market

  Last Listing Agent Rachael Bublitz Shorewest Realtors, Inc.

  1311 Arrowood Cir W, Oconomowoc, WI 53066
• 

  Est $293,504 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,232 Sq Ft

  723 W Wisconsin Ave, Oconomowoc, WI 53066

  723 W Wisconsin Ave, Oconomowoc, WI 53066
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  $1,199,999 Under Contract

  • 5 Beds
  • 3.5 Baths
  • 6,397 Sq Ft

  2100 N Oakwoods Ct, Oconomowoc, WI 53066

  Contemporary Craftsman-style home on 2.7 acres w/ over 6,000 sq ft of open living space. Features stunning millwork, extensive built-ins, refinished wood floors, & brand-new carpet throughout. Gourmet kitchen offers Italian black granite, a Viking stove,& high-end appliances. Enjoy a 40' private in-ground pool, new stamped concrete patio, and new composite deck. The primary suite includes

  Amiee Melero Realty Executives - Integrity

  2100 N Oakwoods Ct, Oconomowoc, WI 53066
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  $1,165,000 Sold Feb 28, 2025

  N81W33630 Chicory Ct E, Oconomowoc, WI 53066

  • 5 Beds
  • 7 Baths
  • 6,800 Sq Ft

  Last Sold Summary

  • 3% Below List Price
  • $171/SF
  • 8 Days On Market

  Current Estimated Value $1,274,994

  Last Listing Agent Alyson Marris Keller Williams Realty-Lake Country

  N81W33630 Chicory Ct E, Oconomowoc, WI 53066
• 

  Est $1,198,934 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,408 Sq Ft

  N57W34476 Nickels Point Rd, Oconomowoc, WI 53066

  N57W34476 Nickels Point Rd, Oconomowoc, WI 53066
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  /15

  $574,900

  • 3 Beds
  • 2.5 Baths
  • 2,924 Sq Ft

  255 Lakeridge Dr, Oconomowoc, WI 53066

  Welcome to this beautiful two-story home in the heart of the Lakeridge Neighborhood. Designed for comfortable family living, the spacious kitchen offers ample counter space and opens to a maintenance-free deck-perfect for everyday meals & outdoor gatherings. The kitchen flows into a bright great room with a cozy gas fireplace, ideal for family time & relaxing evenings. The partially finished

  Laurie Flatt Keller Williams Realty-Lake Country

  255 Lakeridge Dr, Oconomowoc, WI 53066
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  $590,000 Sold Aug 29, 2025

  1417 Clearwater Dr S, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,696 Sq Ft

  Last Sold Summary

  • 2% Below List Price
  • $219/SF
  • 10 Days On Market

  Current Estimated Value $594,366

  Last Listing Agent The Hupke Team* RE/MAX Forward

  1417 Clearwater Dr S, Oconomowoc, WI 53066
• 

  Est $582,828 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,367 Sq Ft

  219 Shore Cir, Oconomowoc, WI 53066

  219 Shore Cir, Oconomowoc, WI 53066
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  $654,900 New Construction

  • 3 Beds
  • 2 Baths
  • 2,002 Sq Ft

  1700 Whalen Dr, Oconomowoc, WI 53066

  Welcome home to The ELIZA PLAN by Stepping Stone Homes, an award-winning home builder. Open floor plan features 3 bedrooms, 2 baths, office & 3 car garage. This lot is a flat exposure. The kitchen comes w/quartz countertops, soft close doors and LG appliance package. LVP flooring in kitchen, dinette and great room. We equip our homes with Smart Technology such as a Ring Doorbell and touchless

  Amy Krieghoff Coldwell Banker Realty

  1700 Whalen Dr, Oconomowoc, WI 53066
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  $606,959 Sold Jul 08, 2025

  1376 Prairie Creek Blvd Unit 18, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,760 Sq Ft

  Last Sold Summary

  • 3% Above List Price
  • $345/SF
  • 0 Days On Market

  Last Listing Agent Shawn Wagner Kings Way Realty, LLC

  1376 Prairie Creek Blvd Unit 18, Oconomowoc, WI 53066
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  Est $853,288 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft

  N52W35319 W Lake Dr, Oconomowoc, WI 53066

  N52W35319 W Lake Dr, Oconomowoc, WI 53066
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  /50

  $644,400 New Construction

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

  The Margot Plan at Arrowood, Oconomowoc, WI 53066

  ALL WORK AND NO PLAY? Not in The Margot. This two-story home combines all the essentials you need with all the amenities you want. Sure, when it comes to getting down to business, The Margot’s laundry room has everything you’ll ever need to keep things orderly. And when it comes to the fun part, like hosting a fabulous dinner party, the spacious kitchen and great room will have you and your

  Veridian Homes Builder

  1420 Arrowwood Circle St W Unit 36789020, Oconomowoc, WI 53066
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  $270,000 Sold Apr 29, 2025

  112 Marcella St Unit 2, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 10% Above List Price
  • $148/SF
  • 1 Day On Market

  Current Estimated Value $279,941

  Last Listing Agent Julie LoDuca Keller Williams Realty-Lake Country

  112 Marcella St Unit 2, Oconomowoc, WI 53066
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  Est $433,431 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft

  815 N Roosevelt Ave, Oconomowoc, WI 53066

  815 N Roosevelt Ave, Oconomowoc, WI 53066
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  $694,900 Pending

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

  1380 Scotsland Ln, Oconomowoc, WI 53066

  Beautiful Split Ranch located on lot 12 in Olde Highlander! Community will feature a range of amenities including a walking path, swimming pool, clubhouse & more! Kitchen features stained soft close cabinets, quartz countertops, ext vented range hood & spacious walk-in pantry. Great room off kitchen has box tray ceiling & gas fireplace w/ stone detail. Primary suite boasts a cathedral ceiling &

  Erin Russell Tim O'Brien Homes

  1380 Scotsland Ln, Oconomowoc, WI 53066
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  $568,000 Sold Mar 27, 2025

  268 Silver Lake Trail, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,260 Sq Ft

  Last Sold Summary

  • 1% Below List Price
  • $251/SF
  • 44 Days On Market

  Current Estimated Value $590,231

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

  268 Silver Lake Trail, Oconomowoc, WI 53066
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  Est $385,963 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,380 Sq Ft

  510 State St, Oconomowoc, WI 53066

  510 State St, Oconomowoc, WI 53066
• 

  $524,900 New Construction

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

  1158 Arrowood Cir W, Oconomowoc, WI 53066

  Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

  Veridian Homes Builder

  1158 Arrowood Cir W, Oconomowoc, WI 53066
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  $440,000 Sold Mar 28, 2025

  620 State St, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 2,428 Sq Ft

  Last Sold Summary

  • 2% Above List Price
  • $181/SF
  • 1 Day On Market

  Current Estimated Value $455,534

  Last Listing Agent Elizabeth Bertrandt-Klug Realty Executives - Integrity

  620 State St, Oconomowoc, WI 53066
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  Est $713,017 Not Listed For Sale

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

  560 Majestic View Ln, Oconomowoc, WI 53066

  560 Majestic View Ln, Oconomowoc, WI 53066
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  $400,000

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

  711 E Harvard St, Oconomowoc, WI 53066

  Welcome home to ''The Harvard Haven.'' This inviting 4-bedroom home in the quiet Oconomowoc presidential neighborhood. Walkable to downtown Oconomowoc and Fowler Lake, this home offers both convenience and comfort. The main level features a spacious living room, kitchen, dining, and 3 season sunroom along with two bedrooms and LVP flooring throughout the home. The finished lower level includes

  Kimberly Stark First Weber Inc - Delafield

  711 E Harvard St, Oconomowoc, WI 53066
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  $460,000 Sold Dec 30, 2025

  215 E Pleasant St Unit 201, Oconomowoc, WI 53066

  • 1 Bed
  • 1.5 Baths
  • 1,182 Sq Ft

  Last Sold Summary

  • 19% Below List Price
  • $389/SF
  • 220 Days On Market

  Last Listing Agent Casey Ehler Coldwell Banker Elite

  215 E Pleasant St Unit 201, Oconomowoc, WI 53066
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  Est $590,740 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,646 Sq Ft

  410 Thurow Dr, Oconomowoc, WI 53066

  410 Thurow Dr, Oconomowoc, WI 53066
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  $795,000

  • 3 Beds
  • 1.5 Baths
  • 1,694 Sq Ft

  W2951 Monroe Rd, Oconomowoc, WI 53066

  The road to this amazing 72+acre private paradise has approx. one quarter mile of frontage on the Rock River. Canoe, Kayak, Fish, Snowmobile right from home. Deer hunt, ride horses, ATV, garden or just relax by the in-ground pool. You have all the space you need to make it your own! Located in Dodge County. Oconomowoc school district. Home has 3 bedrooms, 2 baths, 4 car garage/shed & Horse

  Mary Gross Berkshire Hathaway HS Lake Country

  W2951 Monroe Rd, Oconomowoc, WI 53066
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  $566,700 Sold Aug 08, 2025

  1326 Arrowood Cir W, Oconomowoc, WI 53066

  • 4 Beds
  • 3 Baths
  • 1,763 Sq Ft

  Last Sold Summary

  • $321/SF

  Last Listing Agent Rachael Bublitz Shorewest Realtors, Inc.

  1326 Arrowood Cir W, Oconomowoc, WI 53066
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  Est $269,034 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft

  102 Oconomowoc Square Unit 2, Oconomowoc, WI 53066

  102 Oconomowoc Square Unit 2, Oconomowoc, WI 53066
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  $1,500,000

  • 6,000 Sq Ft

  0 Confidential Unit 1948746, Oconomowoc, WI 53066

  Well established casual restaurant in Lake Country with great traffic. Amazing staff. Full kitchen. Full bar. Includes finished residential space for extra income potential. Agents and Buyers must sign NDA in order to receive full sales brochure.

  Scott Teschendorf RE/MAX Service First Lake Country

  0 Confidential Unit 1948746, Oconomowoc, WI 53066
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  $349,900 Sold Sep 25, 2025

  138 W 2nd St Unit 140, Oconomowoc, WI 53066

  • 1,658 Sq Ft

  Last Sold Summary

  • $211/SF
  • 2 Days On Market

  Current Estimated Value $341,253

  Last Listing Agent Matt Spheeris Coldwell Banker Elite

  138 W 2nd St Unit 140, Oconomowoc, WI 53066
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  Est $417,839 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,584 Sq Ft

  1211 Yorktown Dr, Oconomowoc, WI 53066

  1211 Yorktown Dr, Oconomowoc, WI 53066
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  /5

  $172,000

  • Land
  • 0.69 Acre
  • $249,275 per Acre

  W358N6309 Ennis Rd, Oconomowoc, WI 53066

  The Snyder farm is a 77 lot premier residential community located in the heart of Lake country just minutes way from all the modern amenities and downtown Oconomowoc. Approximately 3/4 acre lots nestled into gently rolling farmland the Snyder Farm is an enclosed subdivision with no through streets for additional privacy.

  Bill Zach Zach Realty

  W358N6309 Ennis Rd, Oconomowoc, WI 53066
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  $1,200,000 Sold Jun 27, 2025

  1819 N Davies Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,846 Sq Ft

  Last Sold Summary

  • $650/SF
  • 4 Days On Market

  Current Estimated Value $1,163,591

  Last Listing Agent Missy Buttrum HomeWire Realty

  1819 N Davies Dr, Oconomowoc, WI 53066
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  Est $674,692 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,527 Sq Ft

  N53W35537 Hill Rd, Oconomowoc, WI 53066

  N53W35537 Hill Rd, Oconomowoc, WI 53066
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  $464,900 New Construction

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

  1121 Elderberry Rd, Oconomowoc, WI 53066

  Image is representative of home; colors may vary. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

  Veridian Homes Builder

  1121 Elderberry Rd, Oconomowoc, WI 53066
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  $435,000 Sold May 15, 2025

  935 N Roosevelt Ave, Oconomowoc, WI 53066

  • 4 Beds
  • 2 Baths
  • 1,979 Sq Ft

  Last Sold Summary

  • 5% Below List Price
  • $220/SF
  • 1 Day On Market

  Current Estimated Value $446,458

  Last Listing Agent Reid Brueser T3 Realty, LLC

  935 N Roosevelt Ave, Oconomowoc, WI 53066

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