Oconomowoc, WI Homes

• 

  $470,000

  Sold Oct 17, 2025

  W354N5252 River Rd, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,530 Sq Ft

  Last Sold Summary

  • 5% Above List Price
  • $307/SF
  • 2 Days On Market

  Current Estimated Value $540,881

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

  W354N5252 River Rd, Oconomowoc, WI 53066
• 

  Est $487,219

  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

  • 29 Days On Market

  Last Listing Agent Heidi Weltzin RE/MAX Realty Center
• 

  

  

  /3

  $699,900

  New Construction Pending

  • 4 Beds
  • 2.5 Baths
  • 2,660 Sq Ft

  1351 Scotsland Ln, Oconomowoc, WI 53066

  Energy efficient 2-story located on lot 87 in Olde Highlander! Olde Highlander will feature a range of amenities designed for convenience and enjoyment, including extensive walking paths, a swimming pool, a zero-entry splash pad, and a clubhouse. 1st floor features an open kitchen w/ spacious walk-in pantry, a sunroom w/ vaulted ceiling & electric fireplace, + a flex room w/ French doors off the

  Erin Russell Tim O'Brien Homes LLC

  1351 Scotsland Ln, Oconomowoc, WI 53066
• 

  $662,000

  Sold Dec 01, 2025

  W380N6368 Florence Ln, Oconomowoc, WI 53066

  • 3,116 Sq Ft

  Last Sold Summary

  • 2% Above List Price
  • $212/SF
  • 7 Days On Market

  Current Estimated Value $707,678

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

  W380N6368 Florence Ln, Oconomowoc, WI 53066
• 

  Est $2,558,329

  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

  • 4 Days On Market

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

  /2

  $175,900

  • Land
  • 30,056 Sq Ft
  • $254,928 per Acre

  N63W35708 Fredrick Dr, Lac La Belle, WI 53066

  Beautiful 77 lot subdivision in the heart of lake country. plenty left to pick from. A 2026 parade of homes subdivision! Come and enjoy what we have to offer

  Bill Zach Zach Realty

  N63W35708 Fredrick Dr, Lac La Belle, WI 53066
• 

  $555,000

  Sold Apr 13, 2026

  631 E Wilson St, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  Last Sold Summary

  • 1% Above List Price
  • $231/SF
  • 30 Days On Market

  Current Estimated Value $545,353

  Last Listing Agent Ken Herro Oconomowoc Realty LLC

  631 E Wilson St, Oconomowoc, WI 53066
• 

  Est $678,352

  Not Listed For Sale

  1346 Goldfinch Way, Oconomowoc, WI 53066

  • 4 Beds
  • 3.5 Baths
  • 3,300 Sq Ft

  1346 Goldfinch Way, Oconomowoc, WI 53066

  Last Sold Summary

  Last Listing Agent Jennifer Hart RE/MAX Forward
• 

  

  /24

  $239,000

  • 2 Beds
  • 1.5 Baths
  • 1,012 Sq Ft

  1061 Regent Rd Unit 612, Oconomowoc, WI 53066

  Welcome to Lake Country Village! This freshly updated 2BR, 1.5BA condo offers new carpeting, fresh paint, underground parking plus additional surface parking, and an exceptionally convenient location. Rentals are allowed, making this an attractive opportunity for investors, with strong rental potential in the area. Enjoy everyday convenience with Chipotle, Panera and numerous restaurants,

  Paul Stevens Milwaukee Flat Fee Homes

  1061 Regent Rd Unit 612, Oconomowoc, WI 53066
• 

  $542,000

  Sold Jun 18, 2026

  1189 Mockingbird Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 2,839 Sq Ft

  Last Sold Summary

  • 3% Below List Price
  • $191/SF
  • 36 Days On Market

  Current Estimated Value $550,120

  Last Listing Agent Shay Froemming Froemming Realty LLC

  1189 Mockingbird Dr, Oconomowoc, WI 53066
• 

  Est $576,476

  Not Listed For Sale

  1415 Eldorado Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 3.5 Baths
  • 2,568 Sq Ft

  1415 Eldorado Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Sue Patti Realty Executives - Integrity
• 

  

  /8

  $195,900

  • Land
  • 30,056 Sq Ft
  • $283,913 per Acre

  N62W35751 Doolan Dr, Oconomowoc, WI 53066

  The Snyder Farm is a premier residential community located in the Town of Oconomowoc, offering a peaceful Lake Country setting with gently rolling hills and spacious home sites. This sought-after neighborhood provides the perfect balance of privacy and convenience, with easy access to nearby shopping, dining, schools, churches, and everyday amenities. Ideally situated just minutes from downtown

  David Moen Korndoerfer Homes LLC

  N62W35751 Doolan Dr, Oconomowoc, WI 53066
• 

  $500,000

  Sold Nov 14, 2025

  1506 River Highlands Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,393 Sq Ft

  Last Sold Summary

  • $209/SF
  • 3 Days On Market

  Current Estimated Value $523,724

  Last Listing Agent Samantha Peters First Weber Inc - Menomonee Falls

  1506 River Highlands Dr, Oconomowoc, WI 53066
• 

  Est $805,034

  Not Listed For Sale

  W384N7401 Cottonwood Ct, Oconomowoc, WI 53066

  • 4 Beds
  • 3 Baths
  • 3,500 Sq Ft
  • Built 1996

  W384N7401 Cottonwood Ct, Oconomowoc, WI 53066

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Mary Blaska Coldwell Banker Elite
• 

  /2

  $467,400

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,516 Sq Ft

  The Olivia Twin Home Plan at Arrowood, Oconomowoc, WI 53066

  SAY HELLO TO EASY LIVING. Open, airy and all on one floor, The Olivia was designed to take a few things off your plate. Get lost preparing your favorite recipe in the kitchen while the fireplace crackles in the corner. Curl up with that memoir you’ve been meaning to devour in the flex room, then retreat to the owner’s suite for your very own private oasis. Enjoy a life of rest and relaxation in

  Veridian Homes Builder

  1420 Arrowwood Circle St W Unit 36733399, Oconomowoc, WI 53066
• 

  /2

  $539,900

  Sold Feb 25, 2026

  1257 Arrowood Cir W, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,572 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $343/SF
  • 57 Days On Market

  Veridian Homes Arrowood

  1257 Arrowood Cir W, Oconomowoc, WI 53066
• 

  Est $311,810

  Not Listed For Sale

  W397N5881 Autumn Woods Dr Unit 113, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,212 Sq Ft
  • Built 2005

  W397N5881 Autumn Woods Dr Unit 113, Oconomowoc, WI 53066

  Last Sold Summary

  • 57 Days On Market

  Last Listing Agent Jennifer Pesicek Coldwell Banker Elite
• 

  Price To Be Determined

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,926 Sq Ft

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

  The Cedarburg floor plan features 1926 square feet of living space, including 3 bedrooms and 2.5 baths. The home is a two-story design with an attached front-entry garage. Optional features may be available, and all dimensions are approximate.

  Loos Homes Builder

  1328 Periwinkle Pass Unit 39356274, 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 $743,405

  Last Listing Agent James Whiteman First Weber Inc - Delafield

  1047 Ann Marie Way, Oconomowoc, WI 53066
• 

  Est $677,030

  Not Listed For Sale

  1493 Fairways Cir Unit 12, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 3,688 Sq Ft
  • Built 2000

  1493 Fairways Cir Unit 12, Oconomowoc, WI 53066

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Craig Sommerville EXP Realty, LLC~MKE
• 

  

  /46

  $1,300,000

  New Construction

  • 3 Beds
  • 3.5 Baths
  • 3,029 Sq Ft

  W358N6309 Ennis Rd, Oconomowoc, WI 53066

  The Kendall-Proudly selected as the 2026 St. Jude's Dream Home, with all proceeds benefiting St Jude's Research Hospital. Designed with luxury & livability in mind, this split ranch offers 3 bedrooms and 3.5 baths. The front foyer and flex room with 13' ceilings welcome you inside, and custom ceiling details add architectural detail throughout. Chef's Kitchen is equipped w/ Bosch appliances. The

  Erin Russell Tim O'Brien Homes LLC

  W358N6309 Ennis Rd, 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 $450,053

  Last Listing Agent Kelly Trezek Shorewest Realtors, Inc.

  435 E Harvard St, Oconomowoc, WI 53066
• 

  Est $1,352,964

  Not Listed For Sale

  37715 Wildwood Ln, Oconomowoc, WI 53066

  • 5 Beds
  • 4 Baths
  • 6,479 Sq Ft

  37715 Wildwood Ln, Oconomowoc, WI 53066

  Last Sold Summary

  Last Listing Agent Pat Bolger Patrick Bolger Realty Group
• 

  

  /15

  $200,000

  • 1,200 Sq Ft

  S13W33890 Highway 18 -, Delafield, WI 53066

  Luxury car and boat storage or your very own man cave is now available to own! Units measure 20'W x 60'L x 20'H for a total of 1,200 SQFT and will come complete with a floor drain, 100 amp service, hose bib, roughed in bath, Modine heater and the option to add a loft. The exterior will have cement fiber siding, stone accents and a 14' x 16' overhead door. Please call listing agent to discuss pre

  Christine Jasser Mahler Sotheby's International Realty-Lake Geneva

  S13W33890 Highway 18 -, Delafield, 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 LLC

  1742 Hammock Ln, Oconomowoc, WI 53066
• 

  Est $635,840

  Not Listed For Sale

  1850 Wellsprings Ct, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,964 Sq Ft
  • Built 2008

  1850 Wellsprings Ct, Oconomowoc, WI 53066

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Joe Orendorf Cornerstone Dev of SE WI LLC
• 

  

  /40

  $685,000

  Under Contract

  • 4 Beds
  • 3.5 Baths
  • 3,352 Sq Ft

  1390 Foxwood Pass, Oconomowoc, WI 53066

  A bright and inviting newer-construction gem in Prairie Creek Ridge, this home blends modern comfort with effortless style! Step through a spacious foyer into an open, sun-filled living area anchored by a sleek electric fireplace. The kitchen shines with quartz counters, stainless appliances, an island made for gathering, and a dining space that flows to a backyard deck perfect for summer

  Paul Liebe Lake Country Flat Fee

  1390 Foxwood Pass, 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 $492,555

  Last Listing Agent Kyle Sprague Firefly Real Estate, LLC

  N79W34221 Petersen Rd, Oconomowoc, WI 53066
• 

  Est $518,702

  Not Listed For Sale

  W358N5115 Crestview Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 1,791 Sq Ft

  W358N5115 Crestview Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent David Adkins Stapleton Realty
• 

  

  /39

  $429,900

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,656 Sq Ft

  936 S Silver Lake St, Oconomowoc, WI 53066

  Welcome home to this charming 3-bedroom, 1.5-bath Colonial nestled on a fenced corner lot in desirable Oconomowoc! A welcoming 3-season porch leads into a warm and inviting interior featuring hardwood floors, crown molding, and beautifully updated kitchen and baths. The spacious eat-in kitchen flows into the formal dining room and bright living room, while a versatile main-floor bedroom makes a

  Team Smith Wisco Team* Keller Williams Realty-Milwaukee Southwest

  936 S Silver Lake St, Oconomowoc, WI 53066
• 

  $177,000

  Sold May 11, 2026

  Pcl4 Poppy St, Oconomowoc, WI 53066

  • Land
  • 15,246 Sq Ft
  • $505,714 per Acre

  Last Sold Summary

  • 21% Below List Price
  • 237 Days On Market

  Last Listing Agent Christy Weber Avanti Realty LLC

  Pcl4 Poppy St, Oconomowoc, WI 53066
• 

  Est $397,635

  Not Listed For Sale

  810 W South St, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,802 Sq Ft
  • Built 1925

  810 W South St, Oconomowoc, WI 53066

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Holly Narloch Stapleton Realty
• 

  

  /18

  $449,900

  Under Contract

  • 4 Beds
  • 2 Baths
  • 1,846 Sq Ft

  607 Poppy St, Oconomowoc, WI 53066

  Welcome to this well-maintained 4-bedroom, 2-bath home in a desirable location near beautiful Fowler Lake, parks, walking trails, and local amenities in the desired Oconomowoc School District. The spacious floor plan offers comfortable living with plenty of room for family, guests, or a home office. Step outside to enjoy the large backyard, perfect for entertaining, gardening, or relaxing.

  Lauren Hoelz Lake Country Flat Fee

  607 Poppy St, 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 $774,669

  Last Listing Agent Brian Widenski Mahler Sotheby's International Realty-Lake Country

  2129 N Peninsula Rd, Oconomowoc, WI 53066
• 

  Est $494,994

  Not Listed For Sale

  718 Marigold St, Oconomowoc, WI 53066

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

  718 Marigold St, Oconomowoc, WI 53066

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Bonnie Lewis-Tschannen Stapleton Realty
• 

  

  /46

  $549,000

  $26K PRICE DROP Pending

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

  N54W35613 Hill Rd, Oconomowoc, WI 53066

  This is the home you've been waiting for! A spacious floor plan w/thoughtful updates. Enjoy the natural light & vaulted ceilings that welcome you as you walk through the front door. The Great Room w/GFP and patio doors lead onto the deck overlooking the beautiful backyard. The Kitchen features quartz tops, tile backsplash, great cabinet space, HWFs and over looks two separate dining areas.

  Kelly Secord First Weber Inc - Delafield

  N54W35613 Hill Rd, 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 $356,164

  Last Listing Agent Katie Wright Lannon Stone Realty LLC

  405 Coolidge St, Oconomowoc, WI 53066
• 

  Est $375,827

  Not Listed For Sale

  739 S Silver Lake St, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  739 S Silver Lake St, Oconomowoc, WI 53066

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent The Martha Ford Team* First Weber Inc - Delafield
• 

  

  /41

  $673,000

  New Construction

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

  The Margot Plan at Arrowood, Oconomowoc, WI 53066

  All work and no play? Not in The Margot. This two-story home combines all the essentials you need with all the amenities you want. The laundry room has everything you’ll ever need to keep things orderly. And when it comes to entertaining, the spacious kitchen and great room will have you and your guests covered. When the day winds down, you can rest easy in your new primary suite. Welcome to The

  Veridian Homes Builder

  1420 Arrowwood Circle St W Unit 36789020, Oconomowoc, WI 53066
• 

  $413,000

  Sold May 29, 2026

  986 Oconomowoc Pkwy Unit 4, Oconomowoc, WI 53066

  • 2 Beds
  • 3.5 Baths
  • 2,390 Sq Ft

  Last Sold Summary

  • 7% Below List Price
  • $173/SF
  • 59 Days On Market

  Current Estimated Value $415,296

  Last Listing Agent Colleen Tarantino Redefined Realty Advisors LLC

  986 Oconomowoc Pkwy Unit 4, Oconomowoc, WI 53066

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