Homes in ZIP Code 53066

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  /13

  $225,000

  • Land
  • 0.83 Acre
  • $271,084 per Acre

  Lt4 Whitaker Ln, Summit, WI 53066

  Introducing 11 stunning new 3/4 acre lots, nestled in a serene landscape of native prairie and wetlands. These spacious homesites offer the perfect blend of natural beauty and peaceful living, with wide-open views of the rural tranquility that Summit offers. The homesites offer access to the picturesque Bark River. Located in the Village of Summit, this is a wonderful opportunity to build in a

  John Siepmann Siepmann Realty Corp.

  Lt4 Whitaker Ln, Summit, WI 53066
• 

  $130,000 Sold Jun 13, 2025

  1602 Switchgrass St, Oconomowoc, WI 53066

  • Land
  • 0.42 Acre
  • $309,524 per Acre

  Last Sold Summary

  • 525 Days On Market

  Current Estimated Value $500,333

  Last Listing Agent Casey Masterson Sarona Homes

  1602 Switchgrass St, Oconomowoc, WI 53066
• 

  Est $419,697 Not Listed For Sale

  928 Marymere Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 1 Bath
  • 1,550 Sq Ft
  • Built 1954

  928 Marymere Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 12% Above List Price
  • $242/SF
  • 3 Days On Market

  Last Sold Price $375,000

  Last Listing Agent Paul Liebe Lake Country Flat Fee
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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
• 

  $712,000 Sold Nov 10, 2025

  1047 Ann Marie Way, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 2,647 Sq Ft

  Last Sold Summary

  • 4% Below List Price
  • $269/SF
  • 47 Days On Market

  Current Estimated Value $708,522

  Last Listing Agent James Whiteman First Weber Inc - Delafield

  1047 Ann Marie Way, Oconomowoc, WI 53066
• 

  Est $472,936 Not Listed For Sale

  320 E Pleasant St Unit 301, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,615 Sq Ft
  • Built 1975

  320 E Pleasant St Unit 301, Oconomowoc, WI 53066

  Last Sold Summary

  • 1% Above List Price
  • $289/SF
  • 4 Days On Market

  Last Sold Price $467,000

  Last Listing Agent Amy Russell Stapleton Realty
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  /32

  $1,315,000 Open Sun 12PM - 2PM

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

  180 Monastery Hill Dr, Oconomowoc, WI 53066

  Stunning all brick ranch in a private setting includes access to Lac La Belle via a private subdivision pier, plus a community pool and tennis courts with convenient courtside parking. The versatile layout offers two main floor primary suites and an additional third bedroom/office. You'll love the chef's kitchen, complete with granite counters and stainless appliances. A finished lower level

  Jonathan Spheeris Coldwell Banker Elite

  180 Monastery Hill Dr, Oconomowoc, WI 53066
• 

  $425,000 Sold Dec 02, 2025

  435 E Harvard St, Oconomowoc, WI 53066

  • 4 Beds
  • 2 Baths
  • 1,792 Sq Ft

  Last Sold Summary

  • $237/SF
  • 2 Days On Market

  Current Estimated Value $430,879

  Last Listing Agent Kelly Trezek Shorewest Realtors, Inc.

  435 E Harvard St, Oconomowoc, WI 53066
• 

  Est $323,781 Not Listed For Sale

  W398N6077 Autumn Woods Dr Unit 28, Oconomowoc, WI 53066

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

  W398N6077 Autumn Woods Dr Unit 28, Oconomowoc, WI 53066

  Last Sold Summary

  • 1% Above List Price
  • $176/SF
  • 25 Days On Market

  Last Sold Price $321,000

  Last Listing Agent Liz Tobolt First Weber Inc - Delafield
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  /5

  $589,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,025 Sq Ft

  1714 Whalen Dr, Oconomowoc, WI 53066

  New Construction - Ready in May! Introducing your dream home: Brand new construction, two-story elegance in the prestigious Oconomowoc Prairie Creek Subdivision. This masterpiece boasts modern luxury with quartz countertops, fireplace in the great room, first floor office, and a spacious 3-car garage. Step into your sanctuary with a stunning Master Suite featuring a generous Walk-in closet!!! The

  Ryan Prellwitz Loos Custom Homes,LLC

  1714 Whalen Dr, Oconomowoc, WI 53066
• 

  $619,900 Sold Nov 10, 2025

  1742 Hammock Ln, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 1,972 Sq Ft

  Last Sold Summary

  • $314/SF
  • 32 Days On Market

  Last Listing Agent Erin Russell Tim O'Brien Homes

  1742 Hammock Ln, Oconomowoc, WI 53066
• 

  Est $6,331,941 Not Listed For Sale

  3934 N Hickory Ln, Oconomowoc, WI 53066

  • 4 Beds
  • 5 Baths
  • 8,000 Sq Ft
  • Built 2006

  3934 N Hickory Ln, Oconomowoc, WI 53066

  Last Sold Summary

  • 13% Below List Price
  • $906/SF
  • 16 Days On Market

  Last Sold Price $7,250,000

  Last Listing Agent Pat Bolger Patrick Bolger Realty Group
• 

  

  /4

  $763,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,428 Sq Ft

  1750 Whalen Dr, Oconomowoc, WI 53066

  This home is under construction. The Francesca 2428 is an ideal home that needs both communal & private spaces. The 1st-floor is home to the gathering room, formal dining room, & dinette. The kitchen features quartz counters, a prep island w/ seating, walk-in pantry, s.s. appliances, & tile backsplash. The main floor also features a private home office. Heading upstairs, you're met w/ 3 secondary

  Jennifer Durand Bielinski Homes, Inc.

  1750 Whalen Dr, 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 $469,750

  Last Listing Agent Kyle Sprague Firefly Real Estate, LLC

  N79W34221 Petersen Rd, Oconomowoc, WI 53066
• 

  /2

  Est $841,615 Not Listed For Sale

  3736 N Hickory Ln, Oconomowoc, WI 53066

  • 3 Beds
  • 1 Bath
  • 1,086 Sq Ft
  • Built 1920

  3736 N Hickory Ln, Oconomowoc, WI 53066

  Last Sold Summary

  Last Listing Agent JJ Hausmann Compass RE WI-Lake Country
• 

  $524,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,575 Sq Ft

  1251 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

  1251 Arrowood Cir W, Oconomowoc, WI 53066
• 

  $767,005 Sold Mar 02, 2026

  2129 N Peninsula Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 1.5 Baths
  • 1,438 Sq Ft

  Last Sold Summary

  • 1% Below List Price
  • $533/SF

  Current Estimated Value $713,671

  Last Listing Agent Brian Widenski Mahler Sotheby's International Realty

  2129 N Peninsula Rd, Oconomowoc, WI 53066
• 

  Est $428,791 Not Listed For Sale

  119 E Luther Ave, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,672 Sq Ft
  • Built 1903

  119 E Luther Ave, Oconomowoc, WI 53066

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Lisa Ashley Mahler Sotheby's International Realty
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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
• 

  $348,000 Sold Jan 23, 2026

  405 Coolidge St, Oconomowoc, WI 53066

  • 2 Beds
  • 1 Bath
  • 909 Sq Ft

  Last Sold Summary

  • $383/SF

  Current Estimated Value $329,572

  Last Listing Agent Katie Wright Lannon Stone Realty LLC

  405 Coolidge St, Oconomowoc, WI 53066
• 

  Est $650,210 Not Listed For Sale

  35561 Wayfare Trail, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,736 Sq Ft
  • Built 1984

  35561 Wayfare Trail, Oconomowoc, WI 53066

  Last Sold Summary

  • 13% Above List Price
  • $210/SF
  • 13 Days On Market

  Last Sold Price $575,000

  Last Listing Agent Robin McCormick Keller Williams Realty-Lake Country
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  /32

  $684,900 Pending

  • 2 Beds
  • 2 Baths
  • 1,878 Sq Ft

  1381 Prairie Creek Cir Unit 15D, Oconomowoc, WI 53066

  IMMEDIATE OCCUPANCY. Discover effortless elegance in this newly constructed 2-bedroom, 2-bath condo designed for upscale, low-maintenance living. The gourmet eat-in kitchen impresses with quartz countertops, stainless steel appliances, generous cabinetry, and a sleek snack bar overlooking the light-filled great room. Enjoy a warm gas fireplace and seamless access to a private deckideal for quiet

  Brady O'Donnell Kings Way Realty, LLC

  1381 Prairie Creek Cir Unit 15D, Oconomowoc, WI 53066
• 

  $645,000 Sold Apr 11, 2025

  S30W35902 Scuppernong Ct, Dousman, WI 53118

  • 4 Beds
  • 2.5 Baths
  • 3,548 Sq Ft

  Last Sold Summary

  • 3% Below List Price
  • $182/SF
  • 42 Days On Market

  Current Estimated Value $668,059

  Last Listing Agent Timothy Abrahamson Realty Executives Integrity~Brookfield

  S30W35902 Scuppernong Ct, Dousman, WI 53118
• 

  Est $602,558 Not Listed For Sale

  W352N5838 Nelson Rd, Oconomowoc, WI 53066

  • 4 Beds
  • 3 Baths
  • 3,414 Sq Ft

  W352N5838 Nelson Rd, Oconomowoc, WI 53066

  Last Sold Summary

  • 12% Above List Price
  • $158/SF
  • 2 Days On Market

  Last Sold Price $539,900

  Last Listing Agent The Hupke Team* RE/MAX
• 

  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
• 

  $300,000 Sold Apr 21, 2025

  934 Oconomowoc Pkwy Unit 934, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,534 Sq Ft

  Last Sold Summary

  • $196/SF
  • 1 Day On Market

  Current Estimated Value $299,653

  Last Listing Agent Kirk Palm Real Broker LLC

  934 Oconomowoc Pkwy Unit 934, Oconomowoc, WI 53066
• 

  Est $749,002 Not Listed For Sale

  1845 Mineral Springs Blvd, Oconomowoc, WI 53066

  • 4 Beds
  • 3.5 Baths
  • 3,903 Sq Ft
  • Built 2006

  1845 Mineral Springs Blvd, Oconomowoc, WI 53066

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent J Tweeden & Asso Team First Weber Inc - Delafield
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  /37

  $539,900

  • 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
• 

  $664,900 Sold Feb 24, 2026

  1254 Arrowood Cir W, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,455 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $271/SF
  • 140 Days On Market

  Veridian Homes Arrowood

  1254 Arrowood Cir W, Oconomowoc, WI 53066
• 

  Est $480,680 Not Listed For Sale

  1220 Allen Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 2,100 Sq Ft
  • Built 1989

  1220 Allen Rd, Oconomowoc, WI 53066

  Last Sold Summary

  • 26% Above List Price
  • $181/SF
  • 29 Days On Market

  Last Sold Price $380,000

  Last Listing Agent Heidi Weltzin RE/MAX
• 

  /2

  $229,900

  • Land
  • 0.75 Acre
  • $306,533 per Acre

  N65W38151 Woodlake Dr, Lac La Belle, WI 53066

  East Woodlake is a peaceful and private neighborhood situated in the Village of Lac La Belle. Surrounded by beautiful trees and open space, this neighborhood offers the perfect mix of comfort, style, and nature. If you're looking for a quiet setting with easy access to nearby lakes, golf courses, and charming small-town amenities, East Woodlake is a great place to call home.

  Carl Tomich Westridge Realty, Inc.

  N65W38151 Woodlake Dr, Lac La Belle, WI 53066
• 

  $670,000 Sold Jun 13, 2025

  2863 Kegonsa Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,318 Sq Ft

  Last Sold Summary

  • 1% Below List Price
  • $289/SF
  • 8 Days On Market

  Current Estimated Value $674,330

  Last Listing Agent Kelly Secord First Weber Inc - Delafield

  2863 Kegonsa Dr, Oconomowoc, WI 53066
• 

  Est $443,006 Not Listed For Sale

  612 E Harvard St, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft
  • Built 1958

  612 E Harvard St, Oconomowoc, WI 53066

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Paul Liebe Lake Country Flat Fee
• 

  /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
• 

  $1,060,000 Sold May 09, 2025

  1218 N Lost Woods Rd, Oconomowoc, WI 53066

  • 6 Beds
  • 2.5 Baths
  • 5,017 Sq Ft

  Last Sold Summary

  • 18% Below List Price
  • $211/SF
  • 134 Days On Market

  Current Estimated Value $1,039,338

  Last Listing Agent Pat Bitterberg Shorewest Realtors, Inc.

  1218 N Lost Woods Rd, Oconomowoc, WI 53066
• 

  Est $2,793,308 Not Listed For Sale

  582 Lac La Belle Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 4,459 Sq Ft
  • Built 2005

  582 Lac La Belle Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • $628/SF
  • 4 Days On Market

  Last Sold Price $2,800,000

  Last Listing Agent Bruce Gallagher Keller Williams Realty-Lake Country
• 

  

  /53

  $599,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,853 Sq Ft

  1485 N Riverline Dr, Oconomowoc, WI 53066

  Amazing 3BR ranch home on a gorgeous .84 acre lot overlooking nature in Oconomowoc's Riverline! This well maintained home offers a finished lower level and many updates. Large sun room offers the perfect place to relax with walls of windows and gas fireplace. Vaulted kitchen includes granite countertops, island, breakfast bar, adjoining dining area, and SS appliances. Separate living and family

  Paul Liebe Lake Country Flat Fee

  1485 N Riverline Dr, Oconomowoc, WI 53066
• 

  $740,000 Sold Aug 12, 2025

  909 Old Tower Rd, Oconomowoc, WI 53066

  • 6 Beds
  • 3.5 Baths
  • 4,311 Sq Ft

  Last Sold Summary

  • 12% Below List Price
  • $172/SF
  • 76 Days On Market

  Current Estimated Value $734,475

  Last Listing Agent Danielle Turer Coldwell Banker Realty

  909 Old Tower Rd, Oconomowoc, WI 53066
• 

  Est $291,797 Not Listed For Sale

  273 Oconomowoc Pkwy Unit 3082, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,389 Sq Ft
  • Built 2004

  273 Oconomowoc Pkwy Unit 3082, Oconomowoc, WI 53066

  Last Sold Summary

  • 8% Above List Price
  • $194/SF
  • 9 Days On Market

  Last Sold Price $270,000

  Last Listing Agent Robert Hanon Shorewest Realtors, Inc.
• 

  

  /21

  $349,900 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,065 Sq Ft

  W379N5787 Meadowview Rd, Oconomowoc, WI 53066

  Excellent ranch home in a great neighborhood and location just north of downtown Oconomowoc! Enjoy this great setting featuring a large lot with mature trees and fenced-in back yard. Interior includes an open concept main living area. Gorgeous new kitchen has new cabinets, quartz countertops, SS appliances included, and pantry. Open dining room. Stone natural fireplace in living room. New LVP

  Paul Liebe Lake Country Flat Fee

  W379N5787 Meadowview Rd, Oconomowoc, WI 53066

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