Homes in ZIP Code 53066

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  /39

  $679,500 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,277 Sq Ft

  W334N7700 Stone Bank Rd, Oconomowoc, WI 53066

  Beautiful country home located on 5 acres in the Town of Merton features a stunning entry with a tree lined driveway and colorful perirenal flower beds. There is a 24x36 Hobby shop.

  

  Bill Minett

  The Real Estate Company Lake & Country

  (262) 404-3580

  W334N7700 Stone Bank Rd, Oconomowoc, WI 53066
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  /37

  $1,350 - $2,750 per month

  Worthington Apartments

  1 - 2 Beds

  233 W Wisconsin Ave, Oconomowoc, WI 53066

  Welcome to The Worthington, perfectly positioned along beautiful Lac LaBelle, The Worthington offers stunning lake views and unbeatable walkability, just steps from the library, post office, banks, the beach, local restaurants, and more.Choose from thoughtfully designed one- and two-bedroom apartment homes featuring granite countertops, stainless steel appliances, soaring nine- and

  233 W Wisconsin Ave, Oconomowoc, WI 53066
• 

  $1,850,000 Sold Sep 02, 2025

  215 E Pleasant St Unit 304, Oconomowoc, WI 53066

  • 2 Beds
  • 2.5 Baths
  • 2,690 Sq Ft

  Last Sold Summary

  • $688/SF
  • 43 Days On Market

  Current Estimated Value $1,815,563

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

  215 E Pleasant St Unit 304, Oconomowoc, WI 53066
• 

  Est $295,562 Not Listed For Sale

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

  W397N5881 Autumn Woods Dr Unit 113, Oconomowoc, WI 53066

  W397N5881 Autumn Woods Dr Unit 113, Oconomowoc, WI 53066
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  /35

  $314,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,602 Sq Ft

  952 Oconomowoc Pkwy, Oconomowoc, WI 53066

  Welcome home to this well-maintained 3-bedroom, 2-bath condo in sought-after Oconomowoc. Enjoy a quiet setting while being close to restaurants, grocery stores, and easy access to I-94, perfectly located between Milwaukee and Madison. The inviting interior features a cozy gas fireplace and all newer appliances replaced within the last few years. Major updates include a new water heater (summer

  

  Rebecca Thomas

  Keller Williams - Lake Country BT

  (262) 668-8819

  952 Oconomowoc Pkwy, Oconomowoc, WI 53066
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  /5

  $3,800 per month

  • 3 Beds
  • 1.5 Baths
  • 1,800 Sq Ft
  • House for Rent

  35081 Fairview Rd, Oconomowoc, WI 53066

  Oconomowoc Lake in your back yard! Price and Terms to be negotiated with Owner. No pets. Pontoon boat and lake lift/slips are available for rental upon request. Finishing of lower level will be ongoing.

  Mary Steinke Shorewest Realtors, Inc.

  35081 Fairview Rd, Oconomowoc, WI 53066
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  $439,900 Sold Jun 16, 2025

  987 Elderberry Rd, Oconomowoc, WI 53066

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

  Last Sold Summary

  • $276/SF
  • 73 Days On Market

  Last Listing Agent Rachael Bublitz Shorewest Realtors, Inc.

  987 Elderberry Rd, Oconomowoc, WI 53066
• 

  Est $841,364 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,430 Sq Ft

  W376N7955 Mcmahon Rd, Oconomowoc, WI 53066

  W376N7955 Mcmahon Rd, Oconomowoc, WI 53066
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  /35

  $634,900 New Construction

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

  1299 Arrowood Cir W, 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

  1299 Arrowood Cir W, Oconomowoc, WI 53066
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  /50

  $1,250 per month

  Whitman Park Apartments

  2 Beds

  1033-1095 Lowell Dr, Oconomowoc, WI 53066

  Now under new ownership and management. Joseph Property Development is excited to be managing Whitman Park Apartments! Welcome to Whitman Park Apartments in charming Oconomowoc, WI! These spacious two-bedroom apartment homes offer an inviting atmosphere, spacious living areas and ample storage. Enjoy beautifully landscaped grounds, convenient parking, and easy access to local shops, dining, and

  1033-1095 Lowell Dr, Oconomowoc, WI 53066
• 

  $325,000 Sold Oct 31, 2025

  291 Oconomowoc Pkwy Unit 3022, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft

  Last Sold Summary

  • $186/SF
  • 8 Days On Market

  Current Estimated Value $322,536

  Last Listing Agent Andrea McHenry Lake Country Flat Fee

  291 Oconomowoc Pkwy Unit 3022, Oconomowoc, WI 53066
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  Est $579,961 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,862 Sq Ft

  228 Shore Cir, Oconomowoc, WI 53066

  228 Shore Cir, Oconomowoc, WI 53066
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  /15

  $634,900

  • 2 Beds
  • 2 Baths
  • 1,838 Sq Ft

  639 Frontier Ct Unit 3 right, Dousman, WI 53118

  Lake Country New construction custom ranch, duplex condos. Hard to find 3 car garage in this unit and also full-size windows in the partial exposed basement. Talbot's Woods is Berg's latest luxury condo project. Berg brings its high-quality new construction condos to Lake Country. Buyers can fully customize their interiors, working with our in-house design team to create their ideal home. These

  John Protiva Century 21 Affiliated - Delafield

  639 Frontier Ct Unit 3 right, Dousman, WI 53118
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  /12

  $1,995 per month

  • 2 Beds
  • 2 Baths
  • House for Rent

  W379N5686 N Lake Rd, Oconomowoc, WI 53066

  Victorian Mansion - Close to Lac La Belle beach and easy walk to all of downtown Oconomowoc amenities. This one time stately mansion has been converted to 4 beautiful rental units. Available is this spacious first floor unit with 2 Bedrooms, 2 full Baths and a Marble Fireplace. Kitchen with Stove, Refrigerator, Dishwasher , Private Entrance . Home sits on a mature 1+ acre lot with many gardens

  Diane Higgins Lakehomes

  W379N5686 N Lake Rd, Oconomowoc, WI 53066
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  $475,000 Sold Sep 30, 2025

  239 S Sunflower Ct, Oconomowoc, WI 53066

  • 4 Beds
  • 2 Baths
  • 1,494 Sq Ft

  Last Sold Summary

  • 30% Below List Price
  • $318/SF
  • 25 Days On Market

  Current Estimated Value $466,399

  Last Listing Agent Mark Yokosh Homestead Realty, Inc

  239 S Sunflower Ct, Oconomowoc, WI 53066
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  Est $530,056 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,580 Sq Ft

  831 Shady Ln, Oconomowoc, WI 53066

  831 Shady Ln, Oconomowoc, WI 53066
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  /28

  $549,900

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

  847 Stirling Dr Unit Bldg 23, Unit 45, Oconomowoc, WI 53066

  NEW CONSTRUCTION - ready March 2026! 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

  Paige Sederberg Harbor Homes Inc

  847 Stirling Dr Unit Bldg 23, Unit 45, Oconomowoc, WI 53066
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  /40

  $1,279 - $3,725 per month

  The Locklyn

  Studio - 3 Beds

  1350 Kari Ct, Oconomowoc, WI 53066

  There's no better place to experience the best of Lake Country living. At The Locklyn Apartments in Ocnomowoc, Wisconsin, you get easy access to all the places you love, plus the serenity of a community that makes you feel completely at home.

  1350 Kari Ct, Oconomowoc, WI 53066
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  $441,000 Sold May 30, 2025

  452 W South St, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 1,620 Sq Ft

  Last Sold Summary

  • 2% Below List Price
  • $272/SF
  • 6 Days On Market

  Current Estimated Value $439,427

  Last Listing Agent Linda Hansen Shorewest Realtors, Inc.

  452 W South St, Oconomowoc, WI 53066
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  Est $596,526 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,692 Sq Ft

  1722 N Sawyer Rd, Oconomowoc, WI 53066

  1722 N Sawyer Rd, Oconomowoc, WI 53066
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  /7

  $629,990 Pending

  • 5 Beds
  • 2.5 Baths
  • 2,874 Sq Ft

  1591 Creekview Ln, Oconomowoc, WI 53066

  HOUSE IS BEING DRYWALLED. APPROXIMATE FINISH FEB.'26. 5 bedrooms/2.5 baths/flex room/spacious 2-story. Basement has 1 egress slider window & drain/vent rough-in for future full bath. Ceramic tiled walk-in shower/2 shower heads/granite or equivalent vanity tops/double sinks in master bath. Double sinks family bath. 2 WIC's master suite. 9' first floor ceilings/pitched ceiling master bedroom.

  Joseph Behmke Kaerek Homes, Inc.

  1591 Creekview Ln, Oconomowoc, WI 53066
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  /16

  $1,975 per month

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • House for Rent

  217 S Cross St, Oconomowoc, WI 53066

  Bright and well-kept 2 bedroom, 1 bath lower unit located just blocks from Downtown Oconomowoc and Fowler Lake. This spacious lower features a full eat-in kitchen, comfortable living room, in-unit laundry, and a beautifully maintained fenced-in backyard perfect for relaxing or entertaining. Wrap-around enclosed porch in front, with shared access to upper. Off-street parking is included, and the

  Michael Moen Arkenstone Real Estate Experts

  217 S Cross St, Oconomowoc, WI 53066
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  $295,000 Sold May 27, 2025

  2432 N 1st Ln, Oconomowoc, WI 53066

  • 3 Beds
  • 1 Bath
  • 933 Sq Ft

  Last Sold Summary

  • $316/SF

  Current Estimated Value $307,031

  Last Listing Agent Bonnie Jones Shorewest Realtors, Inc.

  2432 N 1st Ln, Oconomowoc, WI 53066
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  /38

  Est $478,483 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,975 Sq Ft

  N57W35648 Misty Terrace, Oconomowoc, WI 53066

  N57W35648 Misty Terrace, Oconomowoc, WI 53066
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  /52

  $650,000 Open Sun 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 2,588 Sq Ft

  W341N6716 Lancelot Dr, Oconomowoc, WI 53066

  Welcome to your private wooded retreat! A gem offering the perfect blend of comfort, charm, on 2.5 acres of natural beauty. This updated 3-bdrm, 2.5-bath home welcomes you with an open-concept main level designed to entertain. The kitchen with massive island is the heart of the home & flows seamlessly into the dining area & family room which features a nat. fireplace perfect for relaxing

  Lance Penniston First Weber Inc- Racine

  W341N6716 Lancelot Dr, Oconomowoc, WI 53066
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  /35

  $1,725 - $2,215 per month

  THE GATEWAY

  1 - 2 Beds

  115 Silver Lake Plaza, Oconomowoc, WI 53066

  The Gateway Apartments offer the energy and convenience of downtown, coupled with the serenity and beauty of Lake Country. We are blocks to Lake Fowler and the beach. The Gateway is also only steps away from restaurants, shops, and entertainment. Enjoy the many concerts and festivals near Lac La Belle, and watch the parades, holiday lights, and Holiday Train from your balcony! Outside, The

  115 Silver Lake Plaza, Oconomowoc, WI 53066
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  $350,000 Sold Nov 21, 2025

  318 S Concord Rd, Oconomowoc, WI 53066

  • 2 Beds
  • 1 Bath
  • 1,183 Sq Ft

  Last Sold Summary

  • 4% Above List Price
  • $296/SF
  • 2 Days On Market

  Last Listing Agent Scott Surges RE/MAX Lakeside-West

  318 S Concord Rd, Oconomowoc, WI 53066
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  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,517 Sq Ft

  N54W35286 Coastal Ave Unit 22-2, Oconomowoc, WI 53066

  N54W35286 Coastal Ave Unit 22-2, Oconomowoc, WI 53066
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  /13

  $718,000

  • 3 Beds
  • 3 Baths
  • 2,898 Sq Ft

  512 Pioneer Ct, Dousman, WI 53118

  This condo has a hard to find 3 car garage and a finished basement. Introducing Talbot's Woods in Lake Country, Berg Development's new luxury ranch condo project. Berg brings its signature high quality new-construction condos to Lake Country. Buyers fully customize their interiors, working with our dedicated in-house design team to create their dream home. This unit has a partial exposure bsmnt

  John Protiva Century 21 Affiliated - Delafield

  512 Pioneer Ct, Dousman, WI 53118
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  /36

  $4,700 per month

  • 4 Beds
  • 3 Baths
  • 1,892 Sq Ft
  • House for Rent

  N64W35061 Road J, Oconomowoc, WI 53066

  Live the dream lake lifestyle with a fantastic opportunity to rent a fully furnished home on Okauchee Lake. Not looking long term - short term rentals are allowed. This single-family home offers almost 2,000 square feet of living space, including a great room with fireplace that opens to the kitchen and dining area. There are three bedrooms on the main floor, including a primary suite complete

  Jane DiChristopher Mahler Sotheby's International Realty

  N64W35061 Road J, Oconomowoc, WI 53066
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  $735,000 Sold May 30, 2025

  1835 River Lakes Rd S, Oconomowoc, WI 53066

  • 4 Beds
  • 4 Baths
  • 4,100 Sq Ft

  Last Sold Summary

  • 1% Below List Price
  • $179/SF
  • 6 Days On Market

  Current Estimated Value $772,085

  Last Listing Agent Laurie Flatt Keller Williams Realty-Lake Country

  1835 River Lakes Rd S, Oconomowoc, WI 53066
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  Not Listed For Sale

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

  926 Elderberry Rd, Oconomowoc, WI 53066

  926 Elderberry Rd, Oconomowoc, WI 53066
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  /24

  $644,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,247 Sq Ft

  1259 Wild Rye Ln, Oconomowoc, WI 53066

  Spacious split ranch in Prairie Creek Ridge! The Kendall features upgraded features throughout. Front foyer leads to open concept living space, with flex room on the right. Kitchen features soft close cabinets, quartz countertops, tile backsplash, walk-in pantry & exterior vented range hood. Off kitchen is the great room boasting a cathedral ceiling & complete with an electric fireplace with

  Erin Russell Tim O'Brien Homes

  1259 Wild Rye Ln, Oconomowoc, WI 53066
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  /41

  $1,495 - $3,500 per month

  Norden Range Apartments

  1 - 3 Beds

  1455 Pabst Rd, Oconomowoc, WI 53066

  Special deal on all remaining units! Receive one month free rent on all unit styles on a 13+ month lease. *Restrictions apply, must submit an application within 24 hours of touring. Offer ends February 14th, 2026. Contact our team for details! Norden Range is a beautiful, no-compromise community designed to provide the highest quality of apartment living. Each residence is thoughtfully designed

  1455 Pabst Rd, Oconomowoc, WI 53066
• 

  $4,100,000 Sold Dec 30, 2025

  2937 N Mill Rd, Oconomowoc, WI 53066

  • 6 Beds
  • 4 Baths
  • 4,018 Sq Ft

  Last Sold Summary

  • 9% Above List Price
  • $1,020/SF
  • 71 Days On Market

  Last Listing Agent Bruce Gallagher Keller Williams Realty-Lake Country

  2937 N Mill Rd, Oconomowoc, WI 53066
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  Not Listed For Sale

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

  980 Glencoe Ln, Oconomowoc, WI 53066

  980 Glencoe Ln, Oconomowoc, WI 53066
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  /56

  $740,000

  • 4 Beds
  • 3 Baths
  • 2,332 Sq Ft

  N1259 County Road P, Rubicon, WI 53078

  Carefully placed at the edge of a picturesque 8.66 acre lot, this updated ranch home offers a haven amidst nature's grandeur. Thoughtfully renovated with open concept layout, gorgeous kitchen and baths. Primary suite includes bath, 2 closets, and flex room- office, gym, or nursery. Additional 3 beds/2 baths allow privacy for everyone. Potential for multi-generational living in walkout lower with

  Heidi Swan Shorewest Realtors, Inc.

  N1259 County Road P, Rubicon, WI 53078
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  /4

  $795 - $860 per month

  Parkside Apartments, LLC

  2 Beds

  205-219 W Jefferson St, Oconomowoc, WI 53066

  Parkside offers 2 Bedroom Uppers and Lower Apartments. Storage Locker with Each Apartment. **Stove, Refrigerator, AC Unit**Coin Operated Washer/Dryer in Basement** Detached Garage -Selected Apartments Parking Lot No Pets or Visiting PetsGreat Community, Great Location. Nearby Downtown, Beach, and Roosevelt Park/Bike Trail 24 Hour After Hour Maintenance Emergency Office

  205-219 W Jefferson St, Oconomowoc, WI 53066
• 

  $135,000 Sold Jun 02, 2025

  214 E Jefferson St, Oconomowoc, WI 53066

  • 2 Beds
  • 1 Bath
  • 897 Sq Ft

  Last Sold Summary

  • 12% Above List Price
  • $151/SF
  • 1 Day On Market

  Current Estimated Value $142,924

  Last Listing Agent Amy Hopfinger & Co. Team EXP Realty, LLC~MKE

  214 E Jefferson St, Oconomowoc, WI 53066
• 

  Est $757,844 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,234 Sq Ft

  1784 Regal Ct Unit 18, Oconomowoc, WI 53066

  1784 Regal Ct Unit 18, Oconomowoc, WI 53066

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