Oconomowoc, WI Homes

• 

  $514,900

  Sold Jun 11, 2025

  1371 Arrowood Cir W, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 1,640 Sq Ft

  Last Sold Summary

  • $314/SF
  • 83 Days On Market

  Last Listing Agent Rachael Bublitz Shorewest Realtors, Inc.

  1371 Arrowood Cir W, Oconomowoc, WI 53066
• 

  Est $665,700

  Not Listed For Sale

  W395N5868 Almar Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,884 Sq Ft
  • Built 1970

  W395N5868 Almar Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 48% Above List Price
  • $156/SF
  • 33 Days On Market

  • Last Sold Price $450,000
  • Jan 03, 2024

  Last Listing Agent Heidi Weltzin RE/MAX
• 

  

  

  /18

  $341,000

  $66K PRICE INCREASE Pending

  • 3 Beds
  • 1 Bath
  • 1,301 Sq Ft

  76 S Chestnut St, Oconomowoc, WI 53066

  You Must See this Well-Maintained & Charming 2-story bungalow is located in the heart of Oconomowoc! Lovingly cared for by the same owners for almost 60 yrs!! Approx. 1,300 SF featuring 3 BR, 1 BA, XL Kitchen with Eat-In area & formal DR. Walking distance to parks, tennis courts and just a stone's throw from Lac La Belle w/ multiple public access points to the lake & rivers. Conveniently located

  Jeff Robinson Anderson Real Estate Services

  76 S Chestnut St, Oconomowoc, WI 53066
• 

  $272,500

  Sold Jun 25, 2025

  338 W 4th St, Oconomowoc, WI 53066

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft

  Last Sold Summary

  • 9% Above List Price
  • $195/SF
  • 26 Days On Market

  Current Estimated Value $276,021

  Last Listing Agent Tom McCormick EXIT Elite Realty

  338 W 4th St, Oconomowoc, WI 53066
• 

  Est $534,849

  Not Listed For Sale

  1424 N Riverline Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,050 Sq Ft
  • Built 1996

  1424 N Riverline Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 31 Days On Market

  Last Listing Agent Lori Fritz First Weber Inc - Delafield
• 

  

  /35

  $479,900

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,606 Sq Ft

  1501 Grandview Ave, Oconomowoc, WI 53066

  This welcoming 3-bedroom, 1.5-bath colonial blends charm with thoughtful modern updates. The newly renovated kitchen stands out with custom maple cabinets, sleek quartz countertops and durable new LVP flooring that flows through the main level. All three bedrooms feature beautiful hardwood floors, adding warmth and character throughout the upper level. Major exterior improvements -- including a

  Heidi McKenna First Weber Inc - Menomonee Falls

  1501 Grandview Ave, Oconomowoc, WI 53066
• 

  $541,500

  Sold Aug 29, 2025

  1791 Morgan Station Ct, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,690 Sq Ft

  Last Sold Summary

  • 2% Above List Price
  • $320/SF
  • 10 Days On Market

  Current Estimated Value $534,407

  Last Listing Agent Rees Beguhl RE/MAX Forward

  1791 Morgan Station Ct, Oconomowoc, WI 53066
• 

  Est $442,854

  Not Listed For Sale

  N63W37795 Vista Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 1.5 Baths
  • 1,945 Sq Ft

  N63W37795 Vista Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 11% Above List Price
  • $206/SF
  • 4 Days On Market

  • Last Sold Price $400,000
  • May 10, 2024

  Last Listing Agent Liz Tobolt First Weber Inc - Delafield
• 

  

  /40

  $384,900

  Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,830 Sq Ft

  966 Valentine Rd Unit 966, Oconomowoc, WI 53066

  Lakehouse vibes! Beautiful updated townhouse style condo with high end finishes throughout! Welcome home to your slice of heaven in the heart of Oconomowoc. Condo life is calling your name and this one is top of the line! Large, spacious 3 bed with CA Closets desk/murphy bed, additional bath/custom design closet, LVP, landscaping and so much more! Pool, Tennis/Pickleball, private garage with

  Corienne Walek Keller Williams Realty-Lake Country

  966 Valentine Rd Unit 966, Oconomowoc, WI 53066
• 

  $479,000

  Sold Jun 20, 2025

  718 Marigold St, Oconomowoc, WI 53066

  • 4 Beds
  • 2 Baths
  • 2,469 Sq Ft

  Last Sold Summary

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

  Current Estimated Value $481,575

  Last Listing Agent Bonnie Lewis-Tschannen Stapleton Realty

  718 Marigold St, Oconomowoc, WI 53066
• 

  Est $854,422

  Not Listed For Sale

  555 River Bluff Cir, Oconomowoc, WI 53066

  • 4 Beds
  • 4 Baths
  • 4,380 Sq Ft
  • Built 1999

  555 River Bluff Cir, Oconomowoc, WI 53066

  Last Sold Summary

  • 7% Above List Price
  • $182/SF
  • 30 Days On Market

  • Last Sold Price $795,000
  • Dec 05, 2024

  Last Listing Agent The Italiano Team* Lake Country Flat Fee
• 

  

  /29

  $599,500

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,058 Sq Ft

  W342N6303 Kathy Dr, Oconomowoc, WI 53066

  Enjoy lake-country charm just 300 yards from Okauchee Lake & Sailing Club! This home sits on a sprawling 1-acre lot where you'll enjoy cooling breezes and the gentle sound of boats. Inside, a wonderful open layout awaits. The great room boasts vaulted ceilings and a stone surround natural fireplace, flowing into a kitchen with a work island--keeping the chef in the conversation. Glass doors lead

  Steven Kasimatis Coldwell Banker Elite

  W342N6303 Kathy Dr, Oconomowoc, WI 53066
• 

  $500,000

  Sold Oct 01, 2025

  318 Frederick Ct, Oconomowoc, WI 53066

  • 2,304 Sq Ft

  Last Sold Summary

  • 17% Below List Price
  • $217/SF
  • 59 Days On Market

  Current Estimated Value $512,765

  Last Listing Agent Mike Herro Oconomowoc Realty LLC

  318 Frederick Ct, Oconomowoc, WI 53066
• 

  Est $553,357

  Not Listed For Sale

  1242 Oriole Dr, Oconomowoc, WI 53066

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

  1242 Oriole Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Mike Roth Shorewest Realtors, Inc.
• 

  

  /24

  $679,000

  • 3 Beds
  • 1 Bath
  • 1,096 Sq Ft

  N55W34691 Lake Dr, Oconomowoc, WI 53066

  Quaint cottage with southern exposure on a bluff above serenity bay. Nice shallow path to your frontage. You'll enjoy calm waters for paddle boarding or pontoon rides. Golden mast, Hideaway, and Han's island all have casual dining and drinks to enjoy. You can take the short journey by water to the big lake or lower/little Okauchee and upper Oconomowoc lake. There are over 1200 acres of lakes to

  Brian Fendry Berkshire Hathaway HS Lake Country

  N55W34691 Lake Dr, Oconomowoc, WI 53066
• 

  $675,000

  Sold Dec 31, 2025

  W343N7303 N Pole Ln, Oconomowoc, WI 53066

  • 5 Beds
  • 2.5 Baths
  • 4,500 Sq Ft

  Last Sold Summary

  • 16% Below List Price
  • $150/SF
  • 137 Days On Market

  Current Estimated Value $737,737

  Last Listing Agent Reid Brueser T3 Realty, LLC

  W343N7303 N Pole Ln, Oconomowoc, WI 53066
• 

  Est $450,706

  Not Listed For Sale

  607 E Roland St, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,792 Sq Ft
  • Built 1938

  607 E Roland St, Oconomowoc, WI 53066

  Last Sold Summary

  • 2% Above List Price
  • $246/SF
  • 2 Days On Market

  • Last Sold Price $441,500
  • Jul 16, 2024

  Last Listing Agent Lisa Pluta Shorewest Realtors, Inc.
• 

  

  /9

  $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
• 

  $684,900

  Sold Apr 06, 2026

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

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

  Last Sold Summary

  • $365/SF
  • 75 Days On Market

  Last Listing Agent Brady O'Donnell Kings Way Realty, LLC

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

  Est $470,233

  Not Listed For Sale

  838 W Wisconsin Ave, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 1,568 Sq Ft

  838 W Wisconsin Ave, Oconomowoc, WI 53066

  Last Sold Summary

  • 1% Below List Price
  • $303/SF
  • 3 Days On Market

  • Last Sold Price $475,000
  • Aug 02, 2024

  Last Listing Agent Joseph Moylan Stapleton Realty
• 

  

  /4

  $619,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,788 Sq Ft

  1751 Switchgrass St, Oconomowoc, WI 53066

  Cozy split ranch located in Oconomowoc's Prairie Creek Ridge! Vaulted ceiling spans across Kitchen & Great Room. Kitchen features soft close cabinets, exterior vented range hood & walk-in pantry. Great room is complete with electric fireplace w/ shiplap. Primary suite is tucked in the back of the home & includes a box tray ceiling, 2 WICs, tiled shower & double sinks in vanity. 2 secondary

  Erin Russell Tim O'Brien Homes

  1751 Switchgrass St, Oconomowoc, WI 53066
• 

  $481,599

  Sold May 06, 2026

  935 Lagom Way, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 1,995 Sq Ft

  Last Sold Summary

  • $241/SF
  • 0 Days On Market

  Last Listing Agent Paige Sederberg Harbor Homes Inc

  935 Lagom Way, Oconomowoc, WI 53066
• 

  Est $1,805,807

  Not Listed For Sale

  36645 Armour Rd, Oconomowoc, WI 53066

  • 5 Beds
  • 4.5 Baths
  • 4,780 Sq Ft
  • Built 1985

  36645 Armour Rd, Oconomowoc, WI 53066

  Last Sold Summary

  • 94 Days On Market

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

  Price To Be Determined

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,748 Sq Ft

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

  Loos Homes Builder

  1328 Periwinkle Pass Unit 39356193, Oconomowoc, WI 53066
• 

  $580,000

  Sold May 07, 2026

  1718 Whalen Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,939 Sq Ft

  Last Sold Summary

  • 2% Below List Price
  • $299/SF
  • 0 Days On Market

  Last Listing Agent Ryan Prellwitz Loos Custom Homes,LLC

  1718 Whalen Dr, Oconomowoc, WI 53066
• 

  Est $566,967

  Not Listed For Sale

  245 Hillside Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 3.5 Baths
  • 3,231 Sq Ft

  245 Hillside Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 6% Above List Price
  • $166/SF
  • 8 Days On Market

  • Last Sold Price $534,900
  • Apr 02, 2025

  Last Listing Agent Nicole McGonigle Keller Williams Realty-Lake Country
• 

  

  /5

  $664,900

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,432 Sq Ft

  1736 Switchgrass St, Oconomowoc, WI 53066

  Energy efficient two-story home with space in the right place! The Evergreen is located on lot 403 in Prairie Creek Ridge. Kitchen features soft close cabinets, spacious island, walk-in pantry & exterior vented range hood. Dinette separates the kitchen & great room. Great room includes electric fireplace with shiplap. Flex room w/ French doors makes a great office or playroom. WIC in rear foyer

  Erin Russell Tim O'Brien Homes

  1736 Switchgrass St, Oconomowoc, WI 53066
• 

  $549,900

  Sold Aug 15, 2025

  215 E Pleasant St Unit 411, Oconomowoc, WI 53066

  • 1 Bed
  • 1.5 Baths
  • 1,325 Sq Ft

  Last Sold Summary

  • $415/SF
  • 14 Days On Market

  Current Estimated Value $549,219

  Last Listing Agent Sarah Oberbrunner Keller Williams Realty-Milwaukee North Shore

  215 E Pleasant St Unit 411, Oconomowoc, WI 53066
• 

  Est $298,238

  Not Listed For Sale

  265 Oconomowoc Pkwy Unit 2082, Oconomowoc, WI 53066

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

  265 Oconomowoc Pkwy Unit 2082, Oconomowoc, WI 53066

  Last Sold Summary

  • 10% Above List Price
  • $195/SF
  • 1 Day On Market

  • Last Sold Price $271,000
  • Feb 01, 2024

  Last Listing Agent Lynn Zwaska First Weber Inc - Delafield
• 

  

  /10

  $299,900

  • Land
  • 2.27 Acres
  • $132,115 per Acre

  1365 N Morgan Rd, Oconomowoc, WI 53066

  Build your dream home on a 2+ acre lot with mature trees and rural feel, but close proximity to thriving downtown Oconomowoc and easy access to I-94. With well & septic already on-site, this site is ready for you to bring your own builder.

  Mike Herro Oconomowoc Realty LLC

  1365 N Morgan Rd, Oconomowoc, WI 53066
• 

  $423,000

  Sold Jan 06, 2026

  2231 N Glendale Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,232 Sq Ft

  Last Sold Summary

  • 6% Above List Price
  • $190/SF
  • 1 Day On Market

  Current Estimated Value $437,996

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

  2231 N Glendale Rd, Oconomowoc, WI 53066
• 

  Est $455,868

  Not Listed For Sale

  1141 W Wisconsin Ave, Oconomowoc, WI 53066

  • 3 Beds
  • 1 Bath
  • 1,393 Sq Ft

  1141 W Wisconsin Ave, Oconomowoc, WI 53066

  Last Sold Summary

  • 87% Above List Price
  • $175/SF
  • 1 Day On Market

  • Last Sold Price $243,500
  • May 31, 2023

  Last Listing Agent Autumn Peach Shorewest Realtors, Inc.
• 

  

  /3

  $659,900

  New Construction

  • 3 - 4 Beds
  • 2.5 Baths
  • 2,264+ Sq Ft

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

  The Mulberry offers a layout designed with the modern homeowner in mind. The inviting Foyer flows into a Flex Room on one side, perfect for a home office or playroom, and on the other side, a dedicated dining area that sits conveniently adjacent to the Kitchen. This Kitchen is every home chef's dream, featuring an expansive island and a generous walk-in pantry. Tucked to the back of the home, the

  Tim O'Brien Homes Builder

  1550 Creekview Ln Unit 37957743, Oconomowoc, WI 53066
• 

  $660,000

  Sold Apr 15, 2026

  1533 Fay Ln, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,004 Sq Ft

  Last Sold Summary

  • 4% Above List Price
  • $329/SF
  • 2 Days On Market

  Current Estimated Value $635,469

  Last Listing Agent Megan Hoy First Weber Inc - Delafield

  1533 Fay Ln, Oconomowoc, WI 53066
• 

  Est $523,885

  Not Listed For Sale

  251 Hillside Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 2 Baths
  • 2,940 Sq Ft

  251 Hillside Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 5% Above List Price
  • $170/SF
  • 2 Days On Market

  • Last Sold Price $500,000
  • Dec 13, 2024

  Last Listing Agent Liana Heun Priority Property Realtors LLC
• 

  

  /23

  $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
• 

  $515,000

  Sold Sep 30, 2025

  622 E Grove St, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 7% Above List Price
  • $274/SF
  • 3 Days On Market

  Current Estimated Value $504,105

  Last Listing Agent Shay Froemming Froemming Realty LLC

  622 E Grove St, Oconomowoc, WI 53066
• 

  Est $1,330,291

  Not Listed For Sale

  875 S Waterville Lake Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,552 Sq Ft
  • Built 1969

  875 S Waterville Lake Rd, Oconomowoc, WI 53066

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Cynthia Klenk Shorewest Realtors, Inc.
• 

  /2

  $539,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,511 Sq Ft

  1270 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

  1270 Arrowood Cir W, Oconomowoc, WI 53066
• 

  $549,900

  Sold Oct 24, 2025

  631 Summer Creek Rd, Oconomowoc, WI 53066

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

  Last Sold Summary

  • $243/SF
  • 9 Days On Market

  Current Estimated Value $539,248

  Last Listing Agent Jill Mullane HomeWire Realty

  631 Summer Creek Rd, Oconomowoc, WI 53066

Showing Results 601 - 640, Page 16 of 18