Oconomowoc, WI Homes

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  /35

  $649,900

  Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,274 Sq Ft

  520 W Wisconsin Ave, Oconomowoc, WI 53066

  Timeless elegance meets modern convenience in this beautifully updated Victorian in the coveted Merchants Plat neighborhood. This exceptional home showcases exquisite original woodwork & pocket doors along with thoughtful modern updates throughout. The stunning kitchen features custom cabinetry & hardware with butcher block countertops. Upstairs are 3 spacious bedrooms, a convenient laundry in

  Andrea McHenry Lake Country Flat Fee

  520 W Wisconsin Ave, Oconomowoc, WI 53066
• 

  $590,000

  Sold Aug 29, 2025

  1417 Clearwater Dr S, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,696 Sq Ft

  Last Sold Summary

  • 2% Below List Price
  • $219/SF
  • 10 Days On Market

  Current Estimated Value $614,778

  Last Listing Agent The Hupke Team* RE/MAX Forward

  1417 Clearwater Dr S, Oconomowoc, WI 53066
• 

  Est $812,228

  Not Listed For Sale

  1817 Cool Water Crescent S, Oconomowoc, WI 53066

  • 5 Beds
  • 3.5 Baths
  • 4,000 Sq Ft
  • Built 2006

  1817 Cool Water Crescent S, Oconomowoc, WI 53066

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Karen Trimble Keller Williams Realty-Lake Country
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  /59

  $1,500,000

  • 6,000 Sq Ft

  N67W33525 County Road K, Oconomowoc, WI 53066

  A rare opportunity to own one of Lake Country's most recognizable hospitality landmarks. Originally operating as the historic Hotel Stone Bank in the early 1900s, today's Meat'n Place blends rich history with modern business potential. This fully operational restaurant and bar features multiple dining areas, a spacious bar, private event space, a fully equipped commercial kitchen ideal for

  Scott Teschendorf Epique Realty Germantown

  N67W33525 County Road K, Oconomowoc, WI 53066
• 

  $460,000

  Sold Dec 30, 2025

  215 E Pleasant St Unit 201, Oconomowoc, WI 53066

  • 1 Bed
  • 1.5 Baths
  • 1,182 Sq Ft

  Last Sold Summary

  • 19% Below List Price
  • $389/SF
  • 220 Days On Market

  Current Estimated Value $492,394

  Last Listing Agent Casey Ehler Coldwell Banker Elite

  215 E Pleasant St Unit 201, Oconomowoc, WI 53066
• 

  Est $817,400

  Not Listed For Sale

  1828 Glenn Spring Ct, Oconomowoc, WI 53066

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

  1828 Glenn Spring Ct, Oconomowoc, WI 53066

  Last Sold Summary

  • 42 Days On Market

  Last Listing Agent Curt Downes & Associates Team* Mahler Sotheby's International Realty
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  /3

  $1,900,000

  • 23,750 Sq Ft

  900 Armour Rd, Oconomowoc, WI 53066

  Excellent opportunity to acquire a well positioned industrial complex in the heart of Oconomowoc! Wisconsin. Situated on 1.75 acres and zoned Bus Park Industrial, this versatile property comprises an 18,800 SF main bldg. and a 4,950 SF outbuilding -- totaling 23,750 SF -- ideally suited for manufacturing, warehousing, distribution, or heavy industrial operations. A standout feature is the

  Erin Waldron Property Dynamics/Appraisal Specialists

  900 Armour Rd, Oconomowoc, WI 53066
• 

  $1,700,000

  Sold Aug 13, 2026

  N65W38082 N Woodlake Cir, Oconomowoc, WI 53066

  • 4 Beds
  • 4.5 Baths
  • 5,603 Sq Ft

  Last Sold Summary

  • 4% Above List Price
  • $303/SF
  • 8 Days On Market

  Last Listing Agent Carl Tomich Westridge Realty, Inc.

  N65W38082 N Woodlake Cir, Oconomowoc, WI 53066
• 

  Est $522,790

  Not Listed For Sale

  1386 Cardinal Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,528 Sq Ft
  • Built 2003

  1386 Cardinal Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Lisa Pluta Shorewest Realtors, Inc.
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  /22

  $363,900

  Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,400 Sq Ft

  W2392 Julianne St, Oconomowoc, WI 53066

  Escape the hustle in this lovingly maintained one-owner home, ideally located just minutes from Oconomowoc. Nestled in a peaceful setting with low taxes, this 1 story ranch offers quiet country living with everything you need. The spacious kitchen is equipped with all appliances & opens to huge living room w/ vaulted ceilings. Recent updates include a Furnace, AC, Water Heater, Water Softener,

  Andrea McHenry Lake Country Flat Fee

  W2392 Julianne St, Oconomowoc, WI 53066
• 

  $293,000

  Sold Jul 17, 2026

  972 Valentine Rd, Oconomowoc, WI 53066

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

  Last Sold Summary

  • 5% Below List Price
  • $160/SF
  • 19 Days On Market

  Current Estimated Value $310,251

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

  972 Valentine Rd, Oconomowoc, WI 53066
• 

  Est $795,980

  Not Listed For Sale

  1875 Mineral Springs Blvd, Oconomowoc, WI 53066

  • 5 Beds
  • 3.5 Baths
  • 3,939 Sq Ft
  • Built 2008

  1875 Mineral Springs Blvd, Oconomowoc, WI 53066

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Paul Liebe Lake Country Flat Fee
• 

  /2

  $639,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft

  1206 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

  1206 Arrowood Cir W, Oconomowoc, WI 53066
• 

  $349,900

  Sold Sep 25, 2025

  138 W 2nd St Unit 140, Oconomowoc, WI 53066

  • 1,658 Sq Ft

  Last Sold Summary

  • $211/SF
  • 2 Days On Market

  Current Estimated Value $360,770

  Last Listing Agent Matt Spheeris Coldwell Banker Elite

  138 W 2nd St Unit 140, Oconomowoc, WI 53066
• 

  Est $814,168

  Not Listed For Sale

  39855 Sunset Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,978 Sq Ft

  39855 Sunset Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 96 Days On Market

  Last Listing Agent Jim Zarek First Weber Inc - Brookfield
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  /34

  $369,900

  Under Contract

  • 2 Beds
  • 1 Bath
  • 656 Sq Ft

  2430 N 2nd Ln, Oconomowoc, WI 53066

  Move-in ready home offering deeded lake access on Upper Nemahbin Lake! Thoughtfully renovated in 2021, this charming 2-bdrm, 1-bath home blends modern updates, great location & low-maintenance living. Every square foot of the efficient layout is maximized for comfort & functionality. Outside, enjoy the private fenced-in yard, gorgeous landscaping & firepit. 1-car garage plus shed for extra

  Jim Albrecht RE/MAX Preferred-Delafield

  2430 N 2nd Ln, Oconomowoc, WI 53066
• 

  $400,000

  Sold Apr 24, 2026

  W380N8481 Mill St, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,493 Sq Ft

  Last Sold Summary

  • 1% Above List Price
  • $268/SF
  • 3 Days On Market

  Current Estimated Value $390,268

  Last Listing Agent DaMara Bolton Keller Williams Realty-Lake Country

  W380N8481 Mill St, Oconomowoc, WI 53066
• 

  Est $416,432

  Not Listed For Sale

  928 Marymere Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 1 Bath
  • 1,550 Sq Ft
  • Built 1954

  928 Marymere Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Paul Liebe Lake Country Flat Fee
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  /36

  $639,900

  Under Contract

  • 3 Beds
  • 2 Baths
  • 3,199 Sq Ft

  N64W33946 Lakeview Dr, Oconomowoc, WI 53066

  Just listed! Beautifully maintained home situated on a secluded 1-acre lot directly across from Okauchee Lake and within walking distance of the Okauchee Yacht Club. Surrounded by mature trees and a manicured lawn, this property offers exceptional privacy and a peaceful setting. The open-concept floor plan is perfect for everyday living and entertaining, featuring an updated kitchen and a

  Pat McMahon Closing Time Realty, LLC

  N64W33946 Lakeview Dr, Oconomowoc, WI 53066
• 

  /2

  $514,900

  Sold Feb 24, 2026

  1193 Arrowood Cir W, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,420 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $363/SF
  • 33 Days On Market

  Veridian Homes Arrowood

  1193 Arrowood Cir W, Oconomowoc, WI 53066
• 

  Est $494,386

  Not Listed For Sale

  320 E Pleasant St Unit 301, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,615 Sq Ft
  • Built 1975

  320 E Pleasant St Unit 301, Oconomowoc, WI 53066

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Amy Russell Stapleton Realty
• 

  Price To Be Determined

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,674 Sq Ft

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

  Loos Homes Builder

  1328 Periwinkle Pass Unit 39356163, 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 $1,844,193

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

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

  Est $329,590

  Not Listed For Sale

  W398N6077 Autumn Woods Dr Unit 28, Oconomowoc, WI 53066

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

  W398N6077 Autumn Woods Dr Unit 28, Oconomowoc, WI 53066

  Last Sold Summary

  • 25 Days On Market

  Last Listing Agent Liz Tobolt First Weber Inc - Delafield
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  /3

  $616,300

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft

  The Cooper Plan at Arrowood, Oconomowoc, WI 53066

  You don’t need to be a Texan to own a ranch. Wisconsinites make excellent ranchers too. Round up guests at the kitchen island for an elaborately prepared amuse-bouche paired with the perfect wine. Corral family pets in the mudroom for a quick wipe off before entering the homestead. Then, kick off your cowboy boots and relax, because there won’t be any hills to climb while you’re at home. Welcome

  Veridian Homes Builder

  1420 Arrowwood Circle West St Unit 40492673, Oconomowoc, WI 53066
• 

  $708,000

  Sold Sep 08, 2025

  1851 Wellsprings Ct, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 2,668 Sq Ft

  Last Sold Summary

  • 4% Above List Price
  • $265/SF
  • 1 Day On Market

  Current Estimated Value $741,286

  Last Listing Agent Katherine Rumohr Keller Williams Realty-Lake Country

  1851 Wellsprings Ct, Oconomowoc, WI 53066
• 

  Est $6,377,147

  Not Listed For Sale

  3934 N Hickory Ln, Oconomowoc, WI 53066

  • 4 Beds
  • 5 Baths
  • 8,000 Sq Ft
  • Built 2006

  3934 N Hickory Ln, Oconomowoc, WI 53066

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent Pat Bolger Patrick Bolger Realty Group
• 

  /2

  $496,700

  New Construction

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

  The Julian(Twin Home) Plan at Arrowood, Oconomowoc, WI 53066

  This year, it’s your turn to host the holidays. And with The Julian, you’ve got this. The island has been lined with all of your favorite fixings. The table is set. You’ve dressed the guest bed in new linens. It’s time to make beautiful memories in home that is so perfectly you. Welcome to The Julian.All prices, promotions and specifications are subject to change at any time without

  Veridian Homes Builder

  1420 Arrowwood Circle St W Unit 36733391, Oconomowoc, WI 53066
• 

  $370,000

  Sold Jun 12, 2026

  W2428 County Road O, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 1,920 Sq Ft

  Last Sold Summary

  • $193/SF
  • 5 Days On Market

  Current Estimated Value $373,006

  Last Listing Agent Jennifer Adams List2Sell, LLC

  W2428 County Road O, Oconomowoc, WI 53066
• 

  Est $474,862

  Not Listed For Sale

  935 N Roosevelt Ave, Oconomowoc, WI 53066

  • 4 Beds
  • 2 Baths
  • 1,979 Sq Ft

  935 N Roosevelt Ave, Oconomowoc, WI 53066

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Reid Brueser T3 Realty, LLC
• 

  

  /5

  $759,990

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,452 Sq Ft

  1713 Switchgrass St, Oconomowoc, WI 53066

  HOUSE IS BEING DRYWALLED. 3 bedrooms/2.5 bath/Elite series ranch. Basement has 1 egress slider window & drain/vent rough-in for future full bath. Master bath has ceramic tiled walk-in shower/2 shower heads/granite or equivalent vanity tops/double sinks. Large WIC master suite. Family bath has double sinks. 9' 1st floor ceilings: pitched ceiling in living room. Tray ceiling in master bedroom. Box

  Joseph Behmke Kaerek Homes, Inc.

  1713 Switchgrass St, Oconomowoc, WI 53066
• 

  $600,000

  Sold Mar 17, 2026

  1084 Spruce Ct, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,165 Sq Ft

  Last Sold Summary

  • 3% Below List Price
  • $277/SF
  • 35 Days On Market

  Current Estimated Value $611,216

  Last Listing Agent Heidi Grebe Shorewest Realtors, Inc.

  1084 Spruce Ct, Oconomowoc, WI 53066
• 

  Est $652,252

  Not Listed For Sale

  35561 Wayfare Trail, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,736 Sq Ft
  • Built 1984

  35561 Wayfare Trail, Oconomowoc, WI 53066

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Robin McCormick Keller Williams Realty-Lake Country
• 

  

  /4

  $706,900

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,350 Sq Ft

  1733 Hammock Ln, Oconomowoc, WI 53066

  This home is under construction. The Hailey 2350 offers a kitchen w/ plenty of cabinetry, quartz counters, WIP, kitchen appliances & prep island, a morning room for casual meals, a gathering room w/ gas fireplace, a formal dining room for large gatherings, a home office & a mudroom featuring a large closet & bench for everyday items. The 2nd floor rounds out this home w/ 3 secondary bedrooms, a

  Jennifer Durand Bielinski Homes, Inc.

  1733 Hammock Ln, Oconomowoc, WI 53066
• 

  $312,000

  Sold Feb 25, 2026

  201 Oconomowoc Pkwy Unit 107, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,580 Sq Ft

  Last Sold Summary

  • 2% Below List Price
  • $197/SF
  • 25 Days On Market

  Current Estimated Value $321,035

  Last Listing Agent Elizabeth Klug Keller Williams Realty-Lake Country

  201 Oconomowoc Pkwy Unit 107, Oconomowoc, WI 53066
• 

  Est $647,103

  Not Listed For Sale

  W352N5838 Nelson Rd, Oconomowoc, WI 53066

  • 4 Beds
  • 3 Baths
  • 3,414 Sq Ft

  W352N5838 Nelson Rd, Oconomowoc, WI 53066

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent The Hupke Team* RE/MAX Forward
• 

  

  /36

  $13,995,000

  • 7 Beds
  • 10 Baths
  • 17,027 Sq Ft

  4513 N Hewitts Point Rd, Oconomowoc, WI 53066

  This standout Oconomowoc Lake landmark property is available for the first time ever! A magnificent and substantial 20,000+ square foot stone home, it features 7 bedrooms, 12 bathrooms, 8 fireplaces, an elevator, garage parking for 10 cars, an indoor pool, theatre, gym and a guest suite/apt in its own wing. Nothing was overlooked; the highest quality craftsmanship and materials - stone, hardwood

  Bruce Gallagher Keller Williams Realty-Lake Country

  4513 N Hewitts Point Rd, Oconomowoc, WI 53066
• 

  $277,000

  Sold Jul 23, 2026

  449 W Wisconsin Ave Unit 9, Oconomowoc, WI 53066

  • 3 Beds
  • 1.5 Baths
  • 1,320 Sq Ft

  Last Sold Summary

  • 8% Below List Price
  • $210/SF
  • 17 Days On Market

  Current Estimated Value $288,086

  Last Listing Agent Paul Liebe Lake Country Flat Fee

  449 W Wisconsin Ave Unit 9, Oconomowoc, WI 53066
• 

  Est $754,892

  Not Listed For Sale

  1845 Mineral Springs Blvd, Oconomowoc, WI 53066

  • 4 Beds
  • 3.5 Baths
  • 3,903 Sq Ft
  • Built 2006

  1845 Mineral Springs Blvd, Oconomowoc, WI 53066

  Last Sold Summary

  • 2 Days On Market

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

  

  /28

  $559,900

  Pending

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

  924 Wallace Loop Unit 29, Bldg 15, Oconomowoc, WI 53066

  NEW CONSTRUCTION - ready Sept 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

  924 Wallace Loop Unit 29, Bldg 15, Oconomowoc, WI 53066

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