Oconomowoc, WI Homes

• 

  Est $489,222 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,878 Sq Ft

  892 Summer Creek Rd, Oconomowoc, WI 53066

  892 Summer Creek Rd, Oconomowoc, WI 53066
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  $689,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,780 Sq Ft

  1367 Scotsland Ln, Oconomowoc, WI 53066

  This two-story home features an open-concept main floor designed for effortless entertaining and everyday living. The spacious kitchen includes a large island and walk-in pantry, flowing seamlessly into the dining area and great room. A rear foyer with built-in storage and a conveniently located powder room keeps daily routines organized and efficient. The flex room near the front entry offers

  1367 Scotsland Ln, Oconomowoc, WI 53066
• 

  $924,000 Sold Dec 01, 2025

  W356 Allen Rd, Oconomowoc, WI 53066

  • 5 Beds
  • 2.5 Baths
  • 3,298 Sq Ft

  Last Sold Summary

  • $280/SF
  • 3 Days On Market

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

  W356 Allen Rd, Oconomowoc, WI 53066
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  Est $3,035,612 Not Listed For Sale

  2313 N Mill Rd, Oconomowoc, WI 53066

  2313 N Mill Rd, Oconomowoc, WI 53066
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  $674,950 Under Contract

  • 4 Beds
  • 3 Baths
  • 2,398 Sq Ft

  N79W33915 Petersen Rd, Oconomowoc, WI 53066

  MOTIVATED SELLER! This 3-acre hobby farm is set back from the road with two fenced pastures and a 36x54 barn complete with stalls, water, electric, an office, heated workshop and storage. Enjoy coffee on the back deck overlooking the peaceful scenery. The loft above the 21/2-car garage could be used as a man cave, office or creative studio. Inside, you'll love the open kitchen and living space,

  Deborah DeFere Deb DeFere Real Estate LLC

  N79W33915 Petersen Rd, Oconomowoc, WI 53066
• 

  $656,570 Sold Jan 09, 2026

  1622 Belmont Ln Unit 25, Oconomowoc, WI 53066

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

  Last Sold Summary

  • $373/SF
  • 111 Days On Market

  Last Listing Agent Josie Piazza Kings Way Realty, LLC

  1622 Belmont Ln Unit 25, Oconomowoc, WI 53066
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  Est $774,101 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,606 Sq Ft

  1831 River Lakes Rd S, Oconomowoc, WI 53066

  1831 River Lakes Rd S, Oconomowoc, WI 53066
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  $493,600 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,616 Sq Ft

  The Astoria Plan at Arrowood, Oconomowoc, WI 53066

  The Astoria, with an open, airy floor plan and an abundance of natural light – it’s the perfect place to call home. Grab the popcorn for family movie night in the great room. Gather around the large kitchen island while you make blueberry pancakes on Saturday morning. Wave hello to neighbors from your farmhouse front porch. You can already see the memories being made. Welcome home to The Astoria.

  Veridian Homes Builder

  1420 Arrowwood Circle St W Unit 37164486, Oconomowoc, WI 53066
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  $1,185,000 Sold Apr 23, 2025

  215 E Pleasant St Unit 504, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,837 Sq Ft

  Last Sold Summary

  • 1% Below List Price
  • $645/SF
  • 5 Days On Market

  Current Estimated Value $1,193,166

  Last Listing Agent Nicole Gillette The Real Estate Company Lake & Country

  215 E Pleasant St Unit 504, Oconomowoc, WI 53066
• 

  Est $1,215,867 Not Listed For Sale

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

  N56W34574 Road F, Oconomowoc, WI 53066

  N56W34574 Road F, Oconomowoc, WI 53066
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  $486,800 New Construction

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

  The Flanagan Plan at Arrowood, Oconomowoc, WI 53066

  Where we live greatly influences how we live. The easiest way to impact that is with the Flanagan. It’s that simple. With plenty of options to build your home around you and your changing needs, the sky’s the limit. Which is exactly how life should be, add those custom built-ins you’ve been dreaming of, soak in your own whirlpool tub. It really is that simple. All prices, promotions and

  Veridian Homes Builder

  1420 Arrowwood Circle West St Unit 39170326, Oconomowoc, WI 53066
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  $539,900 Sold Feb 28, 2025

  1441 Olde Highlander Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,289 Sq Ft

  Last Sold Summary

  • 2% Below List Price
  • $236/SF
  • 95 Days On Market

  Last Listing Agent Paige Sederberg Harbor Homes Inc

  1441 Olde Highlander Dr, Oconomowoc, WI 53066
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  Est $334,272 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,495 Sq Ft

  425 Wood St, Oconomowoc, WI 53066

  425 Wood St, Oconomowoc, WI 53066
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  $3,917,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 3,920 Sq Ft

  503 N Lake Rd Unit 5, Oconomowoc, WI 53066

  Discover timeless elegance at this exclusive Lavinia by the Lakes penthouse condo on Oconomowoc's historic isthmus, crafted for those who cherish sophistication and serene lakeside living. Nestled between Fowler Lake and Lac La Belle, enjoy panoramic stunning sunrise and sunset views. Revel in your custom interior with a library, dual fireplaces, hydronic floor heating, pantry, seven outdoor

  Jeff Scrima Tenderland Real Estate LLC

  503 N Lake Rd Unit 5, Oconomowoc, WI 53066
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  $534,900 Sold Feb 13, 2025

  1445 Olde Highlander Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,189 Sq Ft
  • Built 2024

  Last Sold Summary

  • $244/SF
  • 63 Days On Market

  Last Listing Agent Paige Sederberg Harbor Homes Inc

  1445 Olde Highlander Dr, Oconomowoc, WI 53066
• 

  Est $420,987 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,523 Sq Ft

  911 Spring Waters Dr, Oconomowoc, WI 53066

  911 Spring Waters Dr, Oconomowoc, WI 53066
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  $489,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,792 Sq Ft

  W355N5745 Lisbon Rd, Oconomowoc, WI 53066

  Remarkable home in the popular Misty Meadows neighborhood has a spacious yard that adjoins 22 acres of expansive green space dotted with towering trees. Enjoy the views and the summer fireworks show from the deck or the adorable screened in gazebo. The lovely interior features hardwood floors, new matte black door hardware, new ceiling lights and fans, and tons of windows. The kitchen sparkles

  Nicole Gillette The Real Estate Company Lake & Country

  W355N5745 Lisbon Rd, Oconomowoc, WI 53066
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  $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
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  Est $672,830 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,322 Sq Ft

  W350N6763 Baltic Pass, Oconomowoc, WI 53066

  W350N6763 Baltic Pass, Oconomowoc, WI 53066
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  /5

  $509,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,503 Sq Ft

  1238 Arrowood Cir W, Oconomowoc, WI 53066

  Move-in Ready 105 ARW Beryl Shingle. Available 12/23/25! All Veridian homes are Quality360 certified, meaning they exceed energy-efficiency industry standards and will perform, on average, better than a typical used home. As your local homebuilder, you can expect the best local brands and trades for your home as well. We've partnered with Lindsay Windows, Kohler, Floor360 and Auburn Ridge just to

  Tamra Litzau Shorewest Realtors, Inc.

  1238 Arrowood Cir W, Oconomowoc, WI 53066
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  $720,000 Sold Nov 14, 2025

  372 River Bluff Cir, Oconomowoc, WI 53066

  • 3 Beds
  • 3.5 Baths
  • 3,345 Sq Ft

  Last Sold Summary

  • 6% Below List Price
  • $215/SF
  • 32 Days On Market

  Last Listing Agent Jennie Castillo Coldwell Banker Elite

  372 River Bluff Cir, Oconomowoc, WI 53066
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  Est $539,587 Not Listed For Sale

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

  209 Shore Cir, Oconomowoc, WI 53066

  209 Shore Cir, Oconomowoc, WI 53066
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  $499,900 Pending

  • 2 Beds
  • 1 Bath
  • 536 Sq Ft

  N73W36308 S Shore Dr, Oconomowoc, WI 53066

  Rare opportunity to own lake frontage property w/gorgeous sunset views & mature trees on almost 3 acres! Enjoy peaceful Ashippun Lake, approx 114 ft frontage as per GIS map. Bids available for demolish & removal of abandoned cottage & 2 car GA. Buildable portion of lot & lake frontage zoned R-2 Residential- is approx 161 ft long with 75 ft shore setback, 75 ft wetland setback with 20 ft offsets

  Suzy Osum Shorewest Realtors, Inc.

  N73W36308 S Shore Dr, Oconomowoc, WI 53066
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  $445,000 Sold Sep 05, 2025

  308 S Badger Ct, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft

  Last Sold Summary

  • 3% Above List Price
  • $185/SF
  • 5 Days On Market

  Current Estimated Value $446,072

  Last Listing Agent Matthew Meunier Humbled Hands Real Estate

  308 S Badger Ct, Oconomowoc, WI 53066
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  Est $305,973 Not Listed For Sale

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

  W397N5970 Autumn Woods Dr Unit 84, Oconomowoc, WI 53066

  W397N5970 Autumn Woods Dr Unit 84, Oconomowoc, WI 53066
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  $320,000

  • 3 Beds
  • 2 Baths
  • 1,434 Sq Ft

  998 Lake Country Ct Unit 998, Oconomowoc, WI 53066

  Spacious and well-maintained condo offering just over 1,400 square feet of flexible living space. Built in 1971, this home features three bedrooms, or two bedrooms plus a bonus room ideal for a home office, den, or guest space. The private lower-level entry leads upstairs to the main living area, creating a comfortable separation between entry and living space. Enjoy the convenience of a one-car

  Jennifer Pesicek Coldwell Banker Elite

  998 Lake Country Ct Unit 998, Oconomowoc, WI 53066
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  $570,000 Sold Mar 14, 2025

  269 Thomas Trail, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 5% Above List Price
  • $187/SF
  • 2 Days On Market

  Current Estimated Value $601,694

  Last Listing Agent Margaret Harris First Weber Inc - Brookfield

  269 Thomas Trail, Oconomowoc, WI 53066
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  Est $387,109 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,064 Sq Ft

  W395N5892 Laketon Ave, Oconomowoc, WI 53066

  W395N5892 Laketon Ave, Oconomowoc, WI 53066
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  $539,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,767 Sq Ft

  1710 Whalen Dr, Oconomowoc, WI 53066

  New Construction - Ready in February! Step into luxury living with this stunning Prentice model home in the Prairie Creek Ridge subdivision of Oconomowoc. Featuring quartz countertops, stylish LVT flooring in the bathrooms, and a cozy gas fireplace, this home blends modern elegance with everyday comfort. The soaring high ceilings enhance the spacious feel of the 3 bedrooms and 2 baths, spanning

  Ryan Prellwitz Loos Custom Homes,LLC

  1710 Whalen Dr, Oconomowoc, WI 53066
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  $1,350,000 Sold Jun 27, 2025

  1721 N Waterville Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 2,595 Sq Ft

  Last Sold Summary

  • 15% Below List Price
  • $520/SF
  • 29 Days On Market

  Current Estimated Value $1,328,556

  Last Listing Agent Janette Kosmal Mahler Sotheby's International Realty

  1721 N Waterville Rd, Oconomowoc, WI 53066
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  Est $711,067 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,500 Sq Ft

  38725 Delafield Rd, Oconomowoc, WI 53066

  38725 Delafield Rd, Oconomowoc, WI 53066
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  $180,200

  • Land
  • 0.71 Acre
  • $253,803 per Acre

  W359N6209 Margaret Ct, 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

  W359N6209 Margaret Ct, Oconomowoc, WI 53066
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  $450,000 Sold May 22, 2025

  821 State St Unit 823, Oconomowoc, WI 53066

  • 2,464 Sq Ft

  Last Sold Summary

  • 6% Above List Price
  • $183/SF
  • 1 Day On Market

  Current Estimated Value $456,569

  Last Listing Agent Karla Florance Keller Williams-MNS Wauwatosa

  821 State St Unit 823, Oconomowoc, WI 53066
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  Est $620,783 Not Listed For Sale

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

  W341N6766 Lancelot Dr, Oconomowoc, WI 53066

  W341N6766 Lancelot Dr, Oconomowoc, WI 53066
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  $684,900

  • 3 Beds
  • 2 Baths
  • 1,929 Sq Ft

  1620 Belmont Ln Unit 26, Oconomowoc, WI 53066

  Popular CASTILLIAN floor plan - New Construction - Ready for OCCUPANCY ~ Planned community in Village Crossing II Condominiums. Luxury finishes are standard. 10' high ceilings, real wood floors, granite kitchen countertops, Corian countertops in baths, kitchen appliances, full basements w/egress window, under-floor rough plumbing for future full bath & wet bar, concrete patio. Includes 1 year

  Kimberly Becker Kings Way Realty, LLC

  1620 Belmont Ln Unit 26, Oconomowoc, WI 53066
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  $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
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  Est $539,122 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,668 Sq Ft

  1340 Orchard Cir, Oconomowoc, WI 53066

  1340 Orchard Cir, Oconomowoc, WI 53066
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  $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
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  Est $3,725,929 Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 4,712 Sq Ft

  34546 Valley Rd, Oconomowoc, WI 53066

  34546 Valley Rd, Oconomowoc, WI 53066
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  $260,000 Sold May 09, 2025

  115 S Silver Lake St, Oconomowoc, WI 53066

  • 2,920 Sq Ft

  Last Sold Summary

  • 5% Below List Price
  • $89/SF
  • 129 Days On Market

  Current Estimated Value $261,999

  Last Listing Agent Tony Kersten RE/MAX Service First

  115 S Silver Lake St, Oconomowoc, WI 53066

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