Oconomowoc, WI Homes

• 

  Est $412,805 Not Listed For Sale

  815 N Roosevelt Ave, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft
  • Built 1957

  815 N Roosevelt Ave, Oconomowoc, WI 53066

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Beaudrae Mitcham Elements Realty LLC
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  /27

  $534,900

  • 2 Beds
  • 2 Baths
  • 1,631 Sq Ft

  857 Stirling Dr Unit Bldg 20, Unit 40, Oconomowoc, WI 53066

  NEW CONSTRUCTION - Ready April 2026. Welcome to this luxury ranch-style condominium offering 2 bedrooms plus a versatile flex room, thoughtfully designed with an open-concept layout and 9' ceilings throughout. The stunning kitchen is ideal for entertaining, featuring a large center island, soft-close cabinetry, and quartz countertops. The spacious great room showcases a dramatic floor-to-ceiling

  Paige Sederberg Harbor Homes Inc

  857 Stirling Dr Unit Bldg 20, Unit 40, Oconomowoc, WI 53066
• 

  $289,000 Sold Apr 23, 2026

  930 Oconomowoc Pkwy Unit 930, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,415 Sq Ft

  Last Sold Summary

  • $204/SF
  • 4 Days On Market

  Current Estimated Value $292,091

  Last Listing Agent Michael Tomich Shorewest Realtors, Inc.

  930 Oconomowoc Pkwy Unit 930, Oconomowoc, WI 53066
• 

  Est $397,147 Not Listed For Sale

  510 State St, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,380 Sq Ft
  • Built 1901

  510 State St, Oconomowoc, WI 53066

  Last Sold Summary

  • 8% Above List Price
  • $267/SF
  • 3 Days On Market

  • Last Sold Price $369,000
  • Dec 20, 2024

  Last Listing Agent Jennifer Pesicek Coldwell Banker Elite
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  $1,295,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 3.5 Baths
  • 4,108 Sq Ft

  180 Monastery Hill Dr, Oconomowoc, WI 53066

  Outstanding all brick ranch home with two master suites! High end finishes and quality throughout. Versatile layout includes another main floor bedroom/office. You'll love the chef's kitchen, complete with granite counters and stainless appliances. A finished lower level provides a fourth bedroom and full bath, ideal for guests or multi-generational living. Outside, unwind on a secluded patio

  Jonathan Spheeris Coldwell Banker Elite

  180 Monastery Hill Dr, Oconomowoc, WI 53066
• 

  $500,000 Sold Feb 20, 2026

  727 Browning Cir, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 10% Below List Price
  • $156/SF
  • 60 Days On Market

  Current Estimated Value $522,771

  Last Listing Agent Erin Waldron Property Dynamics/Appraisal Specialists

  727 Browning Cir, Oconomowoc, WI 53066
• 

  Est $590,558 Not Listed For Sale

  410 Thurow Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 3 Baths
  • 2,646 Sq Ft
  • Built 2008

  410 Thurow Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 7% Above List Price
  • $208/SF
  • 1 Day On Market

  • Last Sold Price $550,999
  • Oct 04, 2024

  Last Listing Agent Craig Sommerville EXP Realty, LLC~MKE
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  /46

  $749,900 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 3,780 Sq Ft

  317 River Bluff Cir, Oconomowoc, WI 53066

  Beautifully updated home on an amazing lot in Oconomowoc's River Bluff! Enjoy this spacious home that includes a finished walkout lower level. 2-story great room features a wall of windows and gas fireplace. Kitchen has quartz countertops, island breakfast bar, and SS appliances included. Bayed sun room-dining area. Additional formal dining room or den. Main floor primary suite offers 2 walk-in

  Paul Liebe Lake Country Flat Fee

  317 River Bluff Cir, Oconomowoc, WI 53066
• 

  $478,000 Sold Dec 01, 2025

  Lt1A La Lumiere Rd, Oconomowoc, WI 53066

  • Land
  • 1.64 Acres
  • $291,463 per Acre

  Last Sold Summary

  • 9% Below List Price

  Last Listing Agent Bill Minett The Real Estate Company Lake & Country

  Lt1A La Lumiere Rd, Oconomowoc, WI 53066
• 

  Est $275,279 Not Listed For Sale

  102 Oconomowoc Square Unit 2, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 1998

  102 Oconomowoc Square Unit 2, Oconomowoc, WI 53066

  Last Sold Summary

  • 8% Above List Price
  • $204/SF
  • 3 Days On Market

  • Last Sold Price $255,000
  • Dec 20, 2024

  Last Listing Agent Andrea Andrus Andrus Realty, LLC
• 

  

  /19

  $365,000 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,800 Sq Ft

  517 E Union St, Oconomowoc, WI 53066

  Lets get you moving in this Charming 3 BR, 1 BA home located within walking distance of downtown Oconomowoc is awaiting. Updates include: New roof & Siding in 2023. LVP flooring (3/2026) and Stair ballisters in upper level of home. New Water Heater (14 days ago) & New Furnace (2024). Beautful Fully Updated bath in 2023 with ceramic tub surround,,Wood kitchen cabinetry and ceramic flooring. Attic

  Renee Cull Verrada Realty, LLC

  517 E Union St, Oconomowoc, WI 53066
• 

  $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

  Current Estimated Value $853,256

  Last Listing Agent The Elements Rea Team* Elements Realty LLC

  1640 Toscano Terrace, Oconomowoc, WI 53066
• 

  Est $424,796 Not Listed For Sale

  1211 Yorktown Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 2 Baths
  • 1,584 Sq Ft
  • Built 1968

  1211 Yorktown Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Karen Trepton Shorewest Realtors, Inc.
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  /73

  $2,349,999 Pending

  • 5 Beds
  • 8 Baths
  • 8,500 Sq Ft

  N84W36411 Riverwood Ln, Oconomowoc, WI 53066

  This French Manor estate, on 35 acres, epitomizes luxury & tranquility. A private oasis awaits, complete with serene pond & charming bridge leading to a secluded island with picturesque gazebo. Meticulously crafted residence harmonizes architectural elegance with natural beauty. A sanctuary unlike any other. At the grand entrance, guests are welcomed into a foyer that sets the tone for the

  Sharon Tomlinson Shorewest Realtors, Inc.

  N84W36411 Riverwood Ln, 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 $563,087

  Last Listing Agent Lara Heffernan Berg Elite Realty

  W339N6567 Loghouse Cir, Oconomowoc, WI 53066
• 

  Est $690,438 Not Listed For Sale

  N53W35537 Hill Rd, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 3,527 Sq Ft
  • Built 1995

  N53W35537 Hill Rd, Oconomowoc, WI 53066

  Last Sold Summary

  • 0 Days On Market
• 

  

  /4

  $716,900 New Construction

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

  1737 Hammock Ln, Oconomowoc, WI 53066

  This home is under construction. The Arielle 2404 is a plan that offers all the essential living spaces starting w/ the kitchen, which features a walk-in-pantry, quartz counters, appliances & prep island w/ extra seating. The gathering room offers a cozy gas fireplace. Finishing the first floor is a flex space/home office, powder room & large mudroom w/ a built-in bench & storage. The second

  Jennifer Durand Bielinski Homes, Inc.

  1737 Hammock Ln, Oconomowoc, WI 53066
• 

  $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 $317,333 Not Listed For Sale

  W397N5931 Autumn Woods Dr Unit 101, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,246 Sq Ft

  W397N5931 Autumn Woods Dr Unit 101, Oconomowoc, WI 53066

  Last Sold Summary

  • 6% Above List Price
  • $241/SF
  • 7 Days On Market

  • Last Sold Price $300,000
  • Nov 05, 2024

  Last Listing Agent Steven Yurk RE/MAX
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  $1,395,000

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

  417 S Golden Lake Rd, Oconomowoc, WI 53066

  The pier is in and ready for your boat. This 2016 custom home built by Zach Builders offers 50 feet of sparkling frontage on Golden Lake, with a sandy bottom and ideal conditions for water skiing, boating, fishing, or simply relaxing on a warm summer day. Upstairs features three bedrooms plus a comfortable sitting area with beautiful lake views. The main level has a gourmet kitchen with stainless

  Katy Sayers Keller Williams Realty-Lake Country

  417 S Golden Lake Rd, Oconomowoc, WI 53066
• 

  $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 $595,581

  Last Listing Agent The Hupke Team* RE/MAX Forward

  1417 Clearwater Dr S, Oconomowoc, WI 53066
• 

  Est $1,120,900 Not Listed For Sale

  W352N5270 Lake Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 1.5 Baths
  • 1,827 Sq Ft
  • Built 1920

  W352N5270 Lake Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 12% Above List Price
  • $547/SF
  • 5 Days On Market

  • Last Sold Price $999,999
  • Apr 19, 2024

  Last Listing Agent Jacob Schneider Century 21 Affiliated - Delafield
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  /4

  $658,900

  • 3 Beds
  • 3 Baths
  • 2,450 Sq Ft

  1508 Weston Ridge Rd, Oconomowoc, WI 53066

  There's still a ''big sky'' location left in Lake Country! Premium corner build w/a bit of extra privacy & beautiful view of untouched wooded landscape. Home has an architecturally unique floorplan designed for daily functionality while maintaining the WOW factor you'll be proud to share w/guests. This is the kitchen you'd have designed yourself! A vast quartz island centerpiece, walk in pantry,

  Jennifer Villarreal Villa Realty

  1508 Weston Ridge Rd, Oconomowoc, WI 53066
• 

  $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
• 

  Est $424,756 Not Listed For Sale

  689 Hickory Creek Dr Unit 2, Oconomowoc, WI 53066

  • 4 Beds
  • 3 Baths
  • 2,020 Sq Ft
  • Built 2003

  689 Hickory Creek Dr Unit 2, Oconomowoc, WI 53066

  Last Sold Summary

  • 5% Above List Price
  • $200/SF
  • 51 Days On Market

  • Last Sold Price $405,000
  • Feb 14, 2025

  Last Listing Agent Brad Parent Keller Williams Realty-Milwaukee Southwest
• 

  Price To Be Determined New Construction

  • 3 Beds
  • 2 Baths
  • 1,674 Sq Ft

  The Rochester Plan at Prairie Creek Ridge, Oconomowoc, WI 53066

  Loos Homes Builder

  1328 Periwinkle Pass Unit 39356163, Oconomowoc, WI 53066
• 

  $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

  Current Estimated Value $475,507

  Last Listing Agent Casey Ehler Coldwell Banker Elite

  215 E Pleasant St Unit 201, Oconomowoc, WI 53066
• 

  Est $339,343 Not Listed For Sale

  407 State St, Oconomowoc, WI 53066

  • 4 Beds
  • 2 Baths
  • 1,452 Sq Ft
  • Built 1924

  407 State St, Oconomowoc, WI 53066

  Last Sold Summary

  • 28% Above List Price
  • $183/SF
  • 8 Days On Market

  • Last Sold Price $265,000
  • Dec 19, 2023

  Last Listing Agent Andrea Andrus Counsell Real Estate Inc
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  $634,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,033 Sq Ft

  1299 Arrowood Cir W, Oconomowoc, WI 53066

  Move-in Ready 51 ARW Hoffman Cottage. 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, Floor 360 and Auburn Ridge just to name a few.

  Tamra Litzau Shorewest Realtors, Inc.

  1299 Arrowood Cir W, Oconomowoc, WI 53066
• 

  $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
• 

  Est $337,676 Not Listed For Sale

  168 S Maple St, Oconomowoc, WI 53066

  • 2 Beds
  • 1 Bath
  • 1,088 Sq Ft
  • Built 1953

  168 S Maple St, Oconomowoc, WI 53066

  Last Sold Summary

  • 79% Above List Price
  • $174/SF
  • 3 Days On Market

  • Last Sold Price $189,000
  • May 05, 2023

  Last Listing Agent Sarah Keily Shorewest Realtors, Inc.
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  $539,900 Pending

  • 2 Beds
  • 2 Baths
  • 1,808 Sq Ft

  845 Stirling Dr Unit Bldg 23, Unit 46, Oconomowoc, WI 53066

  NEW CONSTRUCTION - ready NOW! Look no further for Luxury Ranch Condominium living with 2 Bedrooms plus a Sunroom, featuring open design concept with 9' Ceilings throughout. Beautiful kitchen for entertaining with large island, soft close cabinetry and quartz countertops. Enjoy a spacious great room that features a stunning stone to ceiling fireplace and box tray ceiling! The Sunroom opens up to

  Paige Sederberg Harbor Homes Inc

  845 Stirling Dr Unit Bldg 23, Unit 46, Oconomowoc, WI 53066
• 

  $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 $349,023

  Last Listing Agent Matt Spheeris Coldwell Banker Elite

  138 W 2nd St Unit 140, Oconomowoc, WI 53066
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  Est $643,827 Not Listed For Sale

  1166 Goldfinch Way, Oconomowoc, WI 53066

  • 4 Beds
  • 3 Baths
  • 3,075 Sq Ft
  • Built 2008

  1166 Goldfinch Way, Oconomowoc, WI 53066

  Last Sold Summary

  • 38 Days On Market

  Last Listing Agent Beaudrae Mitcham Elements Realty LLC
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  /3

  $659,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,264 Sq Ft

  1672 Switchgrass St, Oconomowoc, WI 53066

  The main level features an open-concept layout that brings everyone together. The kitchen sits at the heart of the home with a large island, plenty of countertop space, and direct views into the dinette and great room. Whether you're hosting or winding down, this space stays bright and welcoming. A flex room at the front of the home offers a quiet spot for a home office, playroom, or additional

  Tim O'Brien Homes Builder

  1672 Switchgrass St, Oconomowoc, WI 53066
• 

  $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 $1,169,868

  Last Listing Agent Missy Buttrum HomeWire Realty

  1819 N Davies Dr, Oconomowoc, WI 53066
• 

  Est $473,664 Not Listed For Sale

  715 N Oakwood Ave, Oconomowoc, WI 53066

  • 4 Beds
  • 2 Baths
  • 2,322 Sq Ft
  • Built 1950

  715 N Oakwood Ave, Oconomowoc, WI 53066

  Last Sold Summary

  • 5% Above List Price
  • $194/SF
  • 2 Days On Market

  • Last Sold Price $451,000
  • Dec 06, 2024

  Last Listing Agent Brianna Salmon Park 22 Real Estate
• 

  /2

  $496,700 New Construction

  • 3 Beds
  • 2 Baths
  • 1,720 Sq Ft

  The Julian(Twin Home) Plan at Arrowood, Oconomowoc, WI 53066

  This year, it’s your turn to host the holidays. And with The Julian, you’ve got this. The island has been lined with all of your favorite fixings. The table is set. You’ve dressed the guest bed in new linens. It’s time to make beautiful memories in home that is so perfectly you. Welcome to The Julian. All prices, promotions and specifications are subject to change at any time without notice based

  Veridian Homes Builder

  1420 Arrowwood Circle St W Unit 36733391, Oconomowoc, WI 53066
• 

  $400,000 Sold Apr 24, 2026

  W380N8481 Mill St, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,493 Sq Ft

  Last Sold Summary

  • 1% Above List Price
  • $268/SF
  • 3 Days On Market

  Current Estimated Value $368,667

  Last Listing Agent DaMara Bolton Keller Williams Realty-Lake Country

  W380N8481 Mill St, Oconomowoc, WI 53066
• 

  Est $822,042 Not Listed For Sale

  1817 Cool Water Crescent S, Oconomowoc, WI 53066

  • 5 Beds
  • 3.5 Baths
  • 4,000 Sq Ft
  • Built 2006

  1817 Cool Water Crescent S, Oconomowoc, WI 53066

  Last Sold Summary

  • 9% Above List Price
  • $188/SF
  • 3 Days On Market

  • Last Sold Price $751,000
  • Apr 08, 2024

  Last Listing Agent Karen Trimble Keller Williams Realty-Lake Country

Showing Results 241 - 280, Page 7 of 18