Oconomowoc, WI Homes

• 

  $439,421

  Sold Jan 15, 2026

  1477 Olde Highlander Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 1,675 Sq Ft

  Last Sold Summary

  • $262/SF
  • 0 Days On Market

  Last Listing Agent Paige Sederberg Harbor Homes Inc

  1477 Olde Highlander Dr, Oconomowoc, WI 53066
• 

  Est $1,333,175

  Not Listed For Sale

  N57W34355 Nickels Point Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 1,615 Sq Ft
  • Built 1920

  N57W34355 Nickels Point Rd, Oconomowoc, WI 53066

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Brian Fendry Berkshire Hathaway Metro Lakes
• 

  

  

  /45

  $599,900

  $150K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 786 Sq Ft

  34639 Elm St, Oconomowoc, WI 53066

  Sparkling Lower Nemahbin Lake retreat with relaxing water views and a wooded setting for added privacy! Lovingly maintained and move-in ready, this low-maintenance home lets you spend more time enjoying lake life. The great room features engineered wood flooring, a volume ceiling, and two patio doors with transom windows framing stunning lake views. Step onto the maintenance-free deck and soak in

  Pat Bitterberg Shorewest Realtors, Inc.

  34639 Elm St, Oconomowoc, WI 53066
• 

  $725,000

  Sold Oct 03, 2025

  1851 River Lakes Rd S, Oconomowoc, WI 53066

  • 4 Beds
  • 3.5 Baths
  • 4,000 Sq Ft

  Last Sold Summary

  • 2% Below List Price
  • $181/SF
  • 3 Days On Market

  Current Estimated Value $772,224

  Last Listing Agent lasharle borg Compass RE WI-Northshore

  1851 River Lakes Rd S, Oconomowoc, WI 53066
• 

  Est $437,795

  Not Listed For Sale

  333 N Lake Rd Unit 203, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft

  333 N Lake Rd Unit 203, Oconomowoc, WI 53066

  Last Sold Summary

  • 75 Days On Market

  Last Listing Agent Bonnie Lewis-Tschannen Stapleton Realty
• 

  

  /29

  $856,000

  • 3 Beds
  • 3 Baths
  • 3,000 Sq Ft

  W389N7112 Pennsylvania St, Oconomowoc, WI 53066

  Tucked into a peaceful country setting just minutes from downtown Oconomowoc, this luxury condo offers the perfect balance of quiet and convenience. Sunlight pours through the open-concept living space, highlighting warm woodwork, upscale finishes, and two inviting fireplaces. The walk-out lower level creates an ideal space for gathering, relaxing, or hosting with ease. Retreat to the spacious

  Judy Sebastian Westar Realty

  W389N7112 Pennsylvania St, Oconomowoc, WI 53066
• 

  $705,000

  Sold Feb 13, 2026

  W334N7700 Stone Bank Rd, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 4% Above List Price
  • $310/SF
  • 13 Days On Market

  Current Estimated Value $715,232

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

  W334N7700 Stone Bank Rd, Oconomowoc, WI 53066
• 

  Est $775,445

  Not Listed For Sale

  1845 Wellsprings Ct, Oconomowoc, WI 53066

  • 3 Beds
  • 7 Baths
  • 4,200 Sq Ft
  • Built 2007

  1845 Wellsprings Ct, Oconomowoc, WI 53066

  Last Sold Summary

  • 37 Days On Market

  Last Listing Agent Curt Downes & Associates Team* Mahler Sotheby's International Realty
• 

  

  /100

  $3,950,000

  $249K PRICE DROP Under Contract

  • 4 Beds
  • 4.5 Baths
  • 5,034 Sq Ft

  W343N6293 S Bayview Rd, Oconomowoc, WI 53066

  Welcome to the Gold Coast of Okauchee Lake! 80 feet of prime frontage, boathouse and sunset views! This custom home has so many special features. Gourmet kitchen with center island, newer quartz counters, walk in pantry, sunroom and dining area. Spacious Living room with 2 sided fireplace and a wall of windows overlooking the lake. Two office areas with built in cabinetry plus a room for arts and

  kristin Kessler First Weber Inc - Delafield

  W343N6293 S Bayview Rd, Oconomowoc, WI 53066
• 

  $638,500

  Sold Dec 12, 2025

  1410 Blazing Star Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 3 Baths
  • 3,453 Sq Ft

  Last Sold Summary

  • 1% Below List Price
  • $185/SF
  • 46 Days On Market

  Current Estimated Value $691,229

  Last Listing Agent Jennie Castillo Coldwell Banker Elite

  1410 Blazing Star Dr, Oconomowoc, WI 53066
• 

  Est $463,501

  Not Listed For Sale

  704 E Washington St, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,310 Sq Ft

  704 E Washington St, Oconomowoc, WI 53066

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Karen Trepton Shorewest Realtors, Inc.
• 

  Price To Be Determined

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,090 Sq Ft

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

  The Ashland floor plan offers a spacious and functional layout, perfect for families of all sizes. With four bedrooms and two and a half baths, this home provides ample space for both relaxation and entertainment. The design emphasizes comfort and practicality, ensuring every square foot is utilized effectively.

  Loos Homes Builder

  1328 Periwinkle Pass Unit 39356131, Oconomowoc, WI 53066
• 

  $360,000

  Sold Nov 14, 2025

  417 S Franklin St, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 12% Below List Price
  • $235/SF

  Current Estimated Value $371,646

  Last Listing Agent Pat Bolger Patrick Bolger Realty Group

  417 S Franklin St, Oconomowoc, WI 53066
• 

  Est $453,685

  Not Listed For Sale

  36635 Prairie Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 1.5 Baths
  • 1,504 Sq Ft

  36635 Prairie Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Kimberly Dove Shorewest Realtors, Inc.
• 

  Price To Be Determined

  New Construction

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

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

  Loos Homes Builder

  1328 Periwinkle Pass Unit 39356454, Oconomowoc, WI 53066
• 

  $350,000

  Sold Nov 10, 2025

  728 State St, Oconomowoc, WI 53066

  • 3 Beds
  • 1.5 Baths
  • 1,220 Sq Ft

  Last Sold Summary

  • 8% Above List Price
  • $287/SF
  • 2 Days On Market

  Current Estimated Value $361,977

  Last Listing Agent Heidi Grebe Shorewest Realtors, Inc.

  728 State St, Oconomowoc, WI 53066
• 

  Est $512,630

  Not Listed For Sale

  W360N7374 Carol Ln, Oconomowoc, WI 53066

  • 4 Beds
  • 3 Baths
  • 2,013 Sq Ft
  • Built 1972

  W360N7374 Carol Ln, Oconomowoc, WI 53066

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Anthony McClintock Shorewest Realtors, Inc.
• 

  

  /4

  $699,990

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,748 Sq Ft

  1301 Cassie Lynn Ln, Oconomowoc, WI 53066

  HOUSE IS BEING DRYWALLED. APPROXIMATE COMPLETION - JANUARY 2027. 4 bedrooms/2.5 baths/Flex room or 5th bedroom/elite series 2-story. Basement has 1 egress slider window & drain/vent rough-in for future full bath. Walk-in-shower/2 shower heads/double sinks/granite or equivalent vanity tops in master bath. Double sinks family baths. WIC's upper bedrooms. 9' 1st floor ceilings/tray ceiling master

  Joseph Behmke Kaerek Homes, Inc.

  1301 Cassie Lynn Ln, Oconomowoc, WI 53066
• 

  $312,000

  Sold Mar 31, 2026

  952 Oconomowoc Pkwy, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 1% Below List Price
  • $195/SF
  • 7 Days On Market

  Current Estimated Value $317,735

  Last Listing Agent Rebecca Thomas Keller Williams - Lake Country

  952 Oconomowoc Pkwy, Oconomowoc, WI 53066
• 

  Est $445,782

  Not Listed For Sale

  1261 Lily Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,543 Sq Ft
  • Built 1963

  1261 Lily Rd, Oconomowoc, WI 53066

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Jonathan Minerick homecoin.com
• 

  

  /40

  $589,900

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,045 Sq Ft

  78 Weston Ridge Rd, Oconomowoc, WI 53066

  Welcome home to this stunning, move-in ready 4-bedroom, 2.5-bath home located in the highly sought-after Weston Meadows neighborhood! Built in 2021, this beautifully maintained home offers an open and inviting layout, and all the benefits of newer construction without the wait. The spacious kitchen flows seamlessly into the living and dining areas, making it easy for everyday living and

  Brooke Hoel Century 21 Affiliated

  78 Weston Ridge Rd, Oconomowoc, WI 53066
• 

  $340,000

  Sold Jul 01, 2026

  520 W Lincoln St, Oconomowoc, WI 53066

  • 2 Beds
  • 1 Bath
  • 1,021 Sq Ft

  Last Sold Summary

  • $333/SF

  Current Estimated Value $331,034

  Last Listing Agent Marybeth Mielke Keller Williams Realty-Lake Country

  520 W Lincoln St, Oconomowoc, WI 53066
• 

  Est $347,719

  Not Listed For Sale

  411 S Main St, Oconomowoc, WI 53066

  • 3 Beds
  • 1 Bath
  • 1,829 Sq Ft

  411 S Main St, Oconomowoc, WI 53066

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Bonnie Johnson RE/MAX Lakeside-Central
• 

  

  /42

  $674,900

  $5K PRICE DROP Pending

  • 4 Beds
  • 2.5 Baths
  • 2,295 Sq Ft

  1513 Whalen Dr, Oconomowoc, WI 53066

  Why wait for new construction? Modern farmhouse-inspired 4BR home built in 2021 with thoughtful design and quality finishes. Turnkey convenience with an open backyard, full landscaping, concrete patio, and all appliances included. Two-story foyer leads to an open layout with 9-ft ceilings and LVP flooring. Stunning kitchen offers white cabinets, quartz counters, backsplash, island and walk-in

  Liz Kindberg Coldwell Banker Realty

  1513 Whalen Dr, Oconomowoc, WI 53066
• 

  $680,000

  Sold May 29, 2026

  861 Summer Creek Rd, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 7% Below List Price
  • $206/SF
  • 8 Days On Market

  Current Estimated Value $690,354

  Last Listing Agent Carrie Urban Coldwell Banker Realty

  861 Summer Creek Rd, Oconomowoc, WI 53066
• 

  Est $849,505

  Not Listed For Sale

  1861 River Lakes Rd S, Oconomowoc, WI 53066

  • 5 Beds
  • 3.5 Baths
  • 4,054 Sq Ft

  1861 River Lakes Rd S, Oconomowoc, WI 53066

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Curt Downes & Associates Team* Mahler Sotheby's International Realty
• 

  

  /6

  $724,900

  • 3 Beds
  • 2 Baths
  • 1,929 Sq Ft

  1356 Prairie Creek Cir Unit 26C, Oconomowoc, WI 53066

  OCCUPANCY - SPRING '27! Enjoy effortless living in this thoughtfully designed new construction 3-bedroom, 2-bath ranch condo. The open-concept floor plan features quartz kitchen countertops, stainless steel appliances, a pantry, and spacious living and dining areas. The great room offers a cozy gas fireplace and direct access to the sunroom, which opens to a private deck. The owner's suite

  Josie Piazza Kings Way Realty, LLC

  1356 Prairie Creek Cir Unit 26C, Oconomowoc, WI 53066
• 

  $575,000

  Sold Jul 31, 2026

  273 Silver Lake Trail, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,856 Sq Ft

  Last Sold Summary

  • 1% Above List Price
  • $310/SF
  • 2 Days On Market

  Last Listing Agent Jennifer Adams List2Sell, LLC

  273 Silver Lake Trail, Oconomowoc, WI 53066
• 

  Est $2,280,573

  Not Listed For Sale

  36802 Genesee Lake Rd, Oconomowoc, WI 53066

  • 4 Beds
  • 4.5 Baths
  • 3,495 Sq Ft
  • Built 1950

  36802 Genesee Lake Rd, Oconomowoc, WI 53066

  Last Sold Summary

  • 81 Days On Market

  Last Listing Agent Karen Trimble Keller Williams Realty-Lake Country
• 

  Price To Be Determined

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft

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

  Loos Homes Builder

  1328 Periwinkle Pass Unit 39356012, Oconomowoc, WI 53066
• 

  $853,000

  Sold Jun 02, 2026

  3105 Mendota Ct, Oconomowoc, WI 53066

  • 4 Beds
  • 4 Baths
  • 3,208 Sq Ft

  Last Sold Summary

  • 3% Above List Price
  • $266/SF
  • 8 Days On Market

  Current Estimated Value $848,087

  Last Listing Agent Kimberly Stark First Weber Inc - Delafield

  3105 Mendota Ct, Oconomowoc, WI 53066
• 

  Est $1,599,668

  Not Listed For Sale

  N60W38598 Blackhawk Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 4 Baths
  • 5,051 Sq Ft

  N60W38598 Blackhawk Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent Lance Nowak Victory Realty Elite
• 

  

  /27

  $584,500

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,092 Sq Ft

  The Everest Plan at Arrowood, Oconomowoc, WI 53066

  The Everest is one crafty home. Outside, it welcomes you like a cozy cottage. Step through the front door and it greets you more like a grand estate. To your right, a tucked-away den. Ahead, a massive great room. Off the garage, a laundry room to keep muddy boots and snowy coats at bay. The pleasant surprises continue with the four roomy bedrooms upstairs. And delighted smiles are pretty much

  Veridian Homes Builder

  1420 Arrowwood Circle St W Unit 37836424, Oconomowoc, WI 53066
• 

  $739,000

  Sold Oct 31, 2025

  337 River Bluff Cir, Oconomowoc, WI 53066

  • 4 Beds
  • 3.5 Baths
  • 3,058 Sq Ft

  Last Sold Summary

  • 1% Below List Price
  • $242/SF
  • 6 Days On Market

  Current Estimated Value $783,555

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

  337 River Bluff Cir, Oconomowoc, WI 53066
• 

  Est $440,791

  Not Listed For Sale

  605 Westover St, Oconomowoc, WI 53066

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  605 Westover St, Oconomowoc, WI 53066

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Ken Herro Oconomowoc Realty LLC
• 

  

  /33

  $564,900

  Under Contract

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

  1350 Arrowood Cir W, Oconomowoc, WI 53066

  Newer 3 bedroom, 2 bath ranch in Arrowood, this home delivers modern style, smart design, and sunset views! An open concept layout with LVP flooring flows from the large great room to a quartz topped kitchen featuring stainless appliances, breakfast bar island, and a dining area with patio doors to private deck. The split bedroom design offers a comfortable primary suite with walk in closet

  Paul Liebe Lake Country Flat Fee

  1350 Arrowood Cir W, Oconomowoc, WI 53066
• 

  $924,000

  Sold Dec 01, 2025

  W356 Allen Rd, Oconomowoc, WI 53066

  • 5 Beds
  • 2.5 Baths
  • 3,298 Sq Ft

  Last Sold Summary

  • $280/SF
  • 3 Days On Market

  Current Estimated Value $931,548

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

  W356 Allen Rd, Oconomowoc, WI 53066
• 

  Est $718,050

  Not Listed For Sale

  1421 Waters Edge Dr, Oconomowoc, WI 53066

  • 5 Beds
  • 3.5 Baths
  • 3,689 Sq Ft
  • Built 2006

  1421 Waters Edge Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Mindy Wittig Coldwell Banker Realty
• 

  

  /39

  $389,500

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,264 Sq Ft

  136 S Maple St, Oconomowoc, WI 53066

  Discover this move-in ready 3 bedroom, 2 bath home on a quiet no-through street in the heart of Oconomowoc. Ideally located within walking distance to vibrant downtown, City Beach, the farmers market, elementary school, restaurants, and year round community events. The fully fenced double wide lot offers exceptional outdoor space with firepit and the potential to build an additional garage or

  Christy Weber Avanti Realty LLC

  136 S Maple St, Oconomowoc, WI 53066
• 

  $656,570

  Sold Jan 09, 2026

  1622 Belmont Ln Unit 25, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,760 Sq Ft

  Last Sold Summary

  • $373/SF
  • 111 Days On Market

  Current Estimated Value $683,642

  Last Listing Agent Josie Piazza Kings Way Realty, LLC

  1622 Belmont Ln Unit 25, Oconomowoc, WI 53066

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