Oconomowoc, WI Homes

• 

  

  

  /5

  $709,990

  New Construction

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

  1763 Quail Cir, Oconomowoc, WI 53066

  HOUSE IS IN ROUGH TRADES. 4 bedrooms/2.5 baths/flex room/Partial Exposure/Elite series 2-story. Basement has windows & drain/vent rough-in for future full bath. Ceramic tiled walk-in shower/2 shower heads/double sinks/granite or equivalent vanity tops in master bath. Double sinks family bath. 9' 1st floor ceilings/tray ceiling master bedroom. Kitchen cabinets w/hardware & cabinet crown

  Joseph Behmke Kaerek Homes, Inc.

  1763 Quail Cir, Oconomowoc, WI 53066
• 

  $340,100

  Sold Aug 29, 2025

  W397N5996 Autumn Woods Dr Unit 58, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 3% Above List Price
  • $186/SF
  • 3 Days On Market

  Current Estimated Value $352,645

  Last Listing Agent Kathleen Schlicher Horizon Real Estate Service

  W397N5996 Autumn Woods Dr Unit 58, Oconomowoc, WI 53066
• 

  Est $488,397

  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

  • 3 Days On Market

  Last Listing Agent Joseph Moylan Stapleton Realty
• 

  

  

  /28

  $4,100,000

  Under Contract

  • 5 Beds
  • 3.5 Baths
  • 5,437 Sq Ft

  3005 N Silver Cedar Rd, Oconomowoc, WI 53066

  Extraordinary Custom lakefront home by Colby Construction on 102' of prime Silver Lake east shore frontage. Exceptional craftsmanship and luxury finishes throughout including hickory hardwood floors, authentic barn beams and doors, Brazilian Ipe decking, honed Quartzite countertops, and Calacatta marble in the primary bath. Chef's kitchen features double Sub-Zero refrigerator/freezers, 60'' Wolf

  Bruce Gallagher Keller Williams Realty-Lake Country

  3005 N Silver Cedar Rd, Oconomowoc, WI 53066
• 

  $385,000

  Sold Mar 13, 2026

  W277 Madison Ave, Oconomowoc, WI 53066

  • 3 Beds
  • 1.5 Baths
  • 1,288 Sq Ft

  Last Sold Summary

  • 6% Below List Price
  • $299/SF
  • 90 Days On Market

  Current Estimated Value $381,025

  Last Listing Agent Anthony Alesci Alesci Realty

  W277 Madison Ave, Oconomowoc, WI 53066
• 

  Est $1,771,212

  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
• 

  

  /6

  $644,900

  • 2 Beds
  • 2 Baths
  • 1,571 Sq Ft

  1612 Belmont Ln Unit 36B, Oconomowoc, WI 53066

  Welcome to the charming Breton. **Under Construction - Occupancy Spring of '27!** The Village Crossing II at Pabst Farms Condominiums--a maintenance-free community nestled in the Pabst Farms community. This thoughtfully designed 2-bedroom, 2-bathroom condo showcases timeless finishes: warm wood flooring, elegant ceramic tile in the bathrooms, and a luxurious spa-like tiled shower in the primary

  Tosca Russo Kings Way Realty, LLC

  1612 Belmont Ln Unit 36B, Oconomowoc, WI 53066
• 

  $1,070,000

  Sold Jan 09, 2026

  34100 Sunset Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,286 Sq Ft

  Last Sold Summary

  • 29% Below List Price
  • $468/SF

  Current Estimated Value $1,182,903

  Last Listing Agent The Elements Team* Elements Realty LLC

  34100 Sunset Dr, Oconomowoc, WI 53066
• 

  Est $597,515

  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

  • 8 Days On Market

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

  /2

  $669,990

  New Construction Pending

  • 3 Beds
  • 2.5 Baths
  • 2,305 Sq Ft

  1759 Quail Cir, Oconomowoc, WI 53066

  3 bedrooms/2.5 baths/flex room/partial exposure/elite series ranch. Basement has windows in exposure & drain/vent rough-in for future full bath. Corner ceramic tiled walk-in shower/2 shower heads/granite or equivalent vanity tops/double sinks in master bath. Double sinks family bath. Master suite has double WIC's. 9' main floor ceilings/pitched ceilings in foyer, living room, kitchen/dinette &

  Joseph Behmke Kaerek Homes, Inc.

  1759 Quail Cir, Oconomowoc, WI 53066
• 

  $1,030,000

  Sold Dec 19, 2025

  215 E Pleasant St Unit 508, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,685 Sq Ft

  Last Sold Summary

  • 6% Below List Price
  • $611/SF
  • 33 Days On Market

  Current Estimated Value $1,072,999

  Last Listing Agent Corienne Walek Keller Williams Realty-Lake Country

  215 E Pleasant St Unit 508, Oconomowoc, WI 53066
• 

  Est $306,041

  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

  • 1 Day On Market

  Last Listing Agent Lynn Zwaska First Weber Inc - Delafield
• 

  

  /6

  $739,990

  New Construction Under Contract

  • 4 Beds
  • 3 Baths
  • 3,013 Sq Ft

  1779 Quail Cir, Oconomowoc, WI 53066

  House in rough carpentry -Approx. finish Jan. '27. 4 bedrooms/3 full baths/flex room or 5th bedroom/Partial exposure/elite series 2-story. Basement has windows in exposure & drain/vent rough-in for future full bath. Corner ceramic tiled walk-in shower/2 shower heads/double sinks/granite or equivalent vanity tops in master bath. Double sinks family bath. WIC's all bedrooms/2 in Master. 9' 1st

  Joseph Behmke Kaerek Homes, Inc.

  1779 Quail Cir, Oconomowoc, WI 53066
• 

  $670,000

  Sold Apr 17, 2026

  1485 N Riverline Dr, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 12% Above List Price
  • $235/SF
  • 1 Day On Market

  Current Estimated Value $651,587

  Last Listing Agent Paul Liebe Lake Country Flat Fee

  1485 N Riverline Dr, Oconomowoc, WI 53066
• 

  Est $357,321

  Not Listed For Sale

  723 S Silver Lake St, Oconomowoc, WI 53066

  • 3 Beds
  • 1 Bath
  • 1,195 Sq Ft

  723 S Silver Lake St, Oconomowoc, WI 53066

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Glenn Hanon Shorewest Realtors, Inc.
• 

  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
• 

  $350,000

  Sold Mar 31, 2026

  W379N5787 Meadowview Rd, Oconomowoc, WI 53066

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

  Last Sold Summary

  • $329/SF
  • 5 Days On Market

  Current Estimated Value $355,553

  Last Listing Agent Paul Liebe Lake Country Flat Fee

  W379N5787 Meadowview Rd, Oconomowoc, WI 53066
• 

  Est $528,158

  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

  • 2 Days On Market

  Last Listing Agent Liana Heun Priority Property Realtors LLC
• 

  

  /45

  $1,399,900

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,953 Sq Ft

  N63W35852 Frederick Dr, Oconomowoc, WI 53066

  The Elsa is a beautifully crafted modern farmhouse that blends elevated design with everyday functionality. An open-concept layout filled w/ natural light. A spacious great room that flows seamlessly into the chef's kitchen. A large center island and dedicated scullery provide both style and practicality. Adjoining dining area opens to a covered patio with a gas fireplace, extending your living

  Jennifer Koutny Grapevine Realty

  N63W35852 Frederick Dr, Oconomowoc, WI 53066
• 

  $621,500

  Sold Jun 30, 2026

  1756 Switchgrass St, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 2% Above List Price
  • $348/SF
  • 44 Days On Market

  Last Listing Agent Erin Russell Tim O'Brien Homes LLC

  1756 Switchgrass St, Oconomowoc, WI 53066
• 

  Est $1,127,096

  Not Listed For Sale

  W337N8059 Prairie Hollow Dr, Oconomowoc, WI 53066

  • 5 Beds
  • 4.5 Baths
  • 5,763 Sq Ft

  W337N8059 Prairie Hollow Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 3 Days On Market

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

  

  /5

  $664,900

  New Construction Pending

  • 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 LLC

  1736 Switchgrass St, Oconomowoc, WI 53066
• 

  $660,290

  Sold May 19, 2026

  1703 Hammock Ln, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 7% Above List Price
  • $329/SF
  • 0 Days On Market

  Last Listing Agent Joseph Behmke Kaerek Homes, Inc.

  1703 Hammock Ln, Oconomowoc, WI 53066
• 

  Est $704,241

  Not Listed For Sale

  35223 Sunset Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,068 Sq Ft

  35223 Sunset Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 10 Days On Market

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

  

  /3

  $719,990

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,769 Sq Ft

  1316 Periwinkle Pass, Oconomowoc, WI 53066

  HOUSE IS IN ROUGH TRADES - APPROXIMATE COMPLETION FEB' 2027. 4 bedrooms/2.5 baths/Flex room/elite series 2-story. Basement has drain/vent rough-in for future full bath & 1 egress slider window. Ceramic tiled walk-in shower/2 shower heads/granite or equivalent vanity tops/double sinks in master bath. Double sinks family bath. Huge WIC master suite. 9' first floor ceilings/tray ceiling master

  Joseph Behmke Kaerek Homes, Inc.

  1316 Periwinkle Pass, Oconomowoc, WI 53066
• 

  $549,900

  Sold Feb 19, 2026

  1742 Whalen Dr, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 4% Below List Price
  • $314/SF
  • 95 Days On Market

  Last Listing Agent Ryan Prellwitz Loos Custom Homes,LLC

  1742 Whalen Dr, Oconomowoc, WI 53066
• 

  Est $304,904

  Not Listed For Sale

  287 Oconomowoc Pkwy Unit 2042, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,561 Sq Ft

  287 Oconomowoc Pkwy Unit 2042, Oconomowoc, WI 53066

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Lynn Zwaska First Weber Inc - Delafield
• 

  

  /33

  $427,900

  • 2 Beds
  • 2.5 Baths
  • 2,275 Sq Ft

  970 Oconomowoc Pkwy, Oconomowoc, WI 53066

  UPDATES UPDATES! From floor to ceiling, updates are everywhere in this 2 Bedroom, 2.5 Bathroom Parkway Green Condo w/Fresh Paint, New Carpet, Refinished HWF's, Updated Electrical & Light Fixtures, & New Kitchen. This two story side by side offers an open layout that flows into beautifully remodeled Kitchen featuring Quartz counters, tile backsplash, SS appliances, painted cabinets, & hardware.

  Elizabeth Klug Keller Williams Realty-Lake Country

  970 Oconomowoc Pkwy, Oconomowoc, WI 53066
• 

  $500,000

  Sold Aug 29, 2025

  1221 Christopher Ct, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 3,308 Sq Ft

  Last Sold Summary

  • 4% Below List Price
  • $151/SF
  • 60 Days On Market

  Current Estimated Value $550,988

  Last Listing Agent Michael Conigliaro Expert Realty

  1221 Christopher Ct, Oconomowoc, WI 53066
• 

  Est $604,282

  Not Listed For Sale

  1532 Mackenzie Ln, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 2,329 Sq Ft
  • Built 1996

  1532 Mackenzie Ln, Oconomowoc, WI 53066

  Last Sold Summary

  • 67 Days On Market

  Last Listing Agent Lien Team Real Estate Group First Weber Inc - Brookfield
• 

  

  /22

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,608 Sq Ft

  N70W39060 Foster Dr, Oconomowoc, WI 53066

  Welcome home to this charming 3-bedroom, 2 full bath property nestled in a quiet subdivision just up the road from La Belle Golf Club. The spacious eat-in kitchen offers the perfect place for everyday meals and gatherings, while the large living room provides plenty of space to relax and spend time with family and friends. Step outside to enjoy the generous yard, ideal for entertaining, outdoor

  Tom Zernia Boss Realty, LLC

  N70W39060 Foster Dr, Oconomowoc, WI 53066
• 

  $660,000

  Sold Nov 21, 2025

  452 River Bluff Cir, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 4,363 Sq Ft

  Last Sold Summary

  • 12% Below List Price
  • $151/SF
  • 60 Days On Market

  Current Estimated Value $709,416

  Last Listing Agent Beth Clark First Weber Inc - Menomonee Falls

  452 River Bluff Cir, Oconomowoc, WI 53066
• 

  Est $795,838

  Not Listed For Sale

  1835 River Lakes Rd S, Oconomowoc, WI 53066

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

  1835 River Lakes Rd S, Oconomowoc, WI 53066

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Laurie Flatt Keller Williams Realty-Lake Country
• 

  

  /27

  $720,000

  $80K PRICE DROP Under Contract

  • 4 Beds
  • 2 Baths
  • 1,280 Sq Ft

  1614 Sugar Island Rd, Oconomowoc, WI 53066

  A slice of the great Northwoods right here in Oconomowoc? You will feel that way the moment you step into this unique property on Sugar Island! Well cared for 4 bedroom home with all the amenities you'd ever need with central air and heat, 2 full baths, jetted tub, beautiful stone fireplace, washer/dryer, new water softening system plus so much more! Wonderful setting on spacious lot with large

  Paula Carrier Best Realty of Edgerton

  1614 Sugar Island Rd, Oconomowoc, WI 53066
• 

  $598,828

  Sold Apr 20, 2026

  1379 Olde Highlander Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft

  Last Sold Summary

  • $315/SF
  • 0 Days On Market

  Last Listing Agent Paige Sederberg Harbor Homes Inc

  1379 Olde Highlander Dr, Oconomowoc, WI 53066
• 

  Est $530,005

  Not Listed For Sale

  3212 N Silver Cedar Rd, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 1,404 Sq Ft

  3212 N Silver Cedar Rd, Oconomowoc, WI 53066

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Terry Lesperance RE/MAX Forward
• 

  

  /15

  $179,000

  $4K PRICE INCREASE Under Contract

  • Land
  • 32,670 Sq Ft
  • $238,667 per Acre

  1734 Switchgrass St, Oconomowoc, WI 53066

  Jonathan Minerick homecoin.com

  1734 Switchgrass St, Oconomowoc, WI 53066
• 

  $820,000

  Sold Apr 30, 2026

  3049 Mendota Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 3 Baths
  • 3,489 Sq Ft

  Last Sold Summary

  • 7% Below List Price
  • $235/SF
  • 42 Days On Market

  Current Estimated Value $826,393

  Last Listing Agent Paul Liebe Lake Country Flat Fee

  3049 Mendota Dr, Oconomowoc, WI 53066
• 

  

  /29

  Est $379,616

  Not Listed For Sale

  832 High St, Oconomowoc, WI 53066

  • 3 Beds
  • 1 Bath
  • 1,290 Sq Ft
  • Built 1950

  832 High St, Oconomowoc, WI 53066

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Brandon Housley Artisan Graham Real Estate
• 

  /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

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