Oconomowoc, WI Homes

• 

  

  

  /5

  $172,000

  • Land
  • 0.69 Acre
  • $249,275 per Acre

  W358N6291 Ennis Rd, Oconomowoc, WI 53066

  The Snyder farm is a 77 lot premier residential community located in the heart of Lake country just minutes way from all the modern amenities and downtown Oconomowoc. Approximately 3/4 acre lots nestled into gently rolling farmland the Snyder Farm is an enclosed subdivision with no through streets for additional privacy.

  Bill Zach Zach Realty

  W358N6291 Ennis Rd, Oconomowoc, WI 53066
• 

  $659,995 Sold Dec 12, 2025

  789 N Forest Ridge Ct, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  Last Sold Summary

  • $264/SF
  • 2 Days On Market

  Current Estimated Value $657,394

  Last Listing Agent Randolph Kohler Abundance Real Estate

  789 N Forest Ridge Ct, Oconomowoc, WI 53066
• 

  Est $426,422 Not Listed For Sale

  39 Mcdowell Ct, Oconomowoc, WI 53066

  • 3 Beds
  • 3 Baths
  • 1,792 Sq Ft
  • Built 1901

  39 Mcdowell Ct, Oconomowoc, WI 53066

  Last Sold Summary

  • 11% Above List Price
  • $215/SF
  • 56 Days On Market

  Last Sold Price $385,000

  Last Listing Agent Melissa Perry Froemming Realty LLC
• 

  

  

  /10

  $732,635 Under Contract

  • 3 Beds
  • 3.5 Baths
  • 2,477 Sq Ft

  1333 Periwinkle Pass, Oconomowoc, WI 53066

  Welcome home to THE ELSA plan by Stepping Stone Homes, an award-winning builder. Open floorplan features 3 Beds, 3.5 Baths and 3 car Gar. This lot has LOOKOUT exposure. The KIT has quartz counters, soft close cabs and LG appliances. LVP flooring in kitchen, dinette and great room. We equip our homes with Smart Technology such as a Ring doorbell and touchless faucet. You will find quality

  Amy Krieghoff Coldwell Banker Realty

  1333 Periwinkle Pass, Oconomowoc, WI 53066
• 

  $542,900 Sold Feb 27, 2026

  57 Happy Hollow Ln, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,173 Sq Ft

  Last Sold Summary

  • 1% Above List Price
  • $250/SF
  • 5 Days On Market

  Current Estimated Value $523,693

  Last Listing Agent Elizabeth Klug Keller Williams Realty-Lake Country

  57 Happy Hollow Ln, Oconomowoc, WI 53066
• 

  Est $414,771 Not Listed For Sale

  665 Armour Rd, Oconomowoc, WI 53066

  • Studio
  • 2,408 Sq Ft
  • Built 1964

  665 Armour Rd, Oconomowoc, WI 53066

  Last Sold Summary

  • 5% Above List Price
  • $164/SF
  • 2 Days On Market

  Last Sold Price $395,000

  Last Listing Agent Jennie Castillo Coldwell Banker Elite
• 

  

  /18

  $599,000

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

  1320 Prairie Creek Cir Unit 2, Oconomowoc, WI 53066

  Discover effortless living in this stunning new construction ranch condo! Designed with an open-concept layout and unique architectural details, this 3-bed, 2-bath home is ready for immediate move-in. The gourmet kitchen serves as the home's centerpiece, featuring quartz ctps, ss appliances and expansive island. It flows seamlessly into the sun-filled great room, where the fireplace creates a

  Jessica Dunn Shorewest Realtors, Inc.

  1320 Prairie Creek Cir Unit 2, Oconomowoc, WI 53066
• 

  $640,000 Sold Jul 31, 2025

  1603 Switchgrass St, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 2,253 Sq Ft

  Last Sold Summary

  • 2% Below List Price
  • $284/SF
  • 6 Days On Market

  Current Estimated Value $635,083

  Last Listing Agent Kimberly Stark First Weber Inc - Delafield

  1603 Switchgrass St, Oconomowoc, WI 53066
• 

  Est $645,886 Not Listed For Sale

  N71W35525 Mapleton Lake Dr, Oconomowoc, WI 53066

  • 4 Beds
  • 2 Baths
  • 2,284 Sq Ft
  • Built 2005

  N71W35525 Mapleton Lake Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 6% Above List Price
  • $267/SF
  • 146 Days On Market

  Last Sold Price $610,000

  Last Listing Agent Gina DeSota Lannon Stone Realty LLC
• 

  $509,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,519 Sq Ft

  1161 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

  1161 Arrowood Cir W, Oconomowoc, WI 53066
• 

  $658,900 Sold Jul 23, 2025

  1309 Mamerow Ln W, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,336 Sq Ft

  Last Sold Summary

  • $282/SF
  • 10 Days On Market

  Current Estimated Value $660,667

  Last Listing Agent Amy Krieghoff Coldwell Banker Realty

  1309 Mamerow Ln W, Oconomowoc, WI 53066
• 

  Est $667,515 Not Listed For Sale

  790 Royal Troon Ct, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 3,251 Sq Ft
  • Built 1999

  790 Royal Troon Ct, Oconomowoc, WI 53066

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Jennifer Pesicek Coldwell Banker Elite
• 

  Price To Be Determined New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,913 Sq Ft

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

  Loos Homes Builder

  1328 Periwinkle Pass Unit 39356440, Oconomowoc, WI 53066
• 

  $592,900 Sold Jun 05, 2025

  1225 Green Tree Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,805 Sq Ft

  Last Sold Summary

  • $328/SF
  • 15 Days On Market

  Current Estimated Value $595,329

  Last Listing Agent Jennifer Durand Bielinski Homes, Inc.

  1225 Green Tree Dr, Oconomowoc, WI 53066
• 

  Est $348,266 Not Listed For Sale

  220 Summit Ave, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,038 Sq Ft

  220 Summit Ave, Oconomowoc, WI 53066

  Last Sold Summary

  • 7% Above List Price
  • $313/SF
  • 40 Days On Market

  Last Sold Price $325,000

  Last Listing Agent Paul Liebe Lake Country Flat Fee
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  /14

  $525,000

  • 3 Beds
  • 3 Baths
  • 2,336 Sq Ft

  N53W35231 Lighthouse Ln, Oconomowoc, WI 53066

  This open concept condo in Bay Pointe is sure to please! Living room with gas fireplace will be a gathering place for your get-togethers, or just to relax and enjoy the warmth. The flex room surrounded by windows and brightness can be used for an office, music room, or just to sit and catch some Vitamin D. Generous kitchen with appliances and a snack bar is ideal for meals or those quick bites.

  Patty Strong Shorewest Realtors, Inc.

  N53W35231 Lighthouse Ln, Oconomowoc, WI 53066
• 

  $578,000 Sold May 30, 2025

  1371 Eastfield Ct, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 2,928 Sq Ft

  Last Sold Summary

  • 2% Above List Price
  • $197/SF
  • 5 Days On Market

  Current Estimated Value $583,568

  Last Listing Agent Vicki Ursprung Shorewest Realtors, Inc.

  1371 Eastfield Ct, Oconomowoc, WI 53066
• 

  Est $1,555,427 Not Listed For Sale

  419 N Golden Cedar Ln, Oconomowoc, WI 53066

  • 4 Beds
  • 3 Baths
  • 3,400 Sq Ft

  419 N Golden Cedar Ln, Oconomowoc, WI 53066

  Last Sold Summary

  • $456/SF
  • 18 Days On Market

  Last Sold Price $1,550,000

  Last Listing Agent Elizabeth Klug Keller Williams Realty-Lake Country
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  /5

  $600,700 New Construction

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

  The Hoffman Plan at Arrowood, Oconomowoc, WI 53066

  Calling all culinary connoisseurs, avid readers, and design devotees. Arrange the shelves with timeless Mark Twain classics or your most cherished finds. Fill the expansive kitchen with gourmet cookware and rare, beautifully crafted tools. With more space comes a more effortless kind of luxury—where everything has its place, and so do you. Meet The Hoffman. Energy expert certified: Third-party

  Veridian Homes Builder

  1420 Arrowwood Circle St W Unit 36788966, Oconomowoc, WI 53066
• 

  $816,320 Sold Jan 14, 2026

  00 W Ln, Oconomowoc, WI 53066

  • Land
  • 35.08 Acres
  • $23,270 per Acre

  Last Sold Summary

  • 2% Above List Price
  • 0 Days On Market

  Last Listing Agent John Kilmer Kilmer Real Estate Brokerage

  00 W Ln, Oconomowoc, WI 53066
• 

  Est $559,197 Not Listed For Sale

  285 N Lapham St, Oconomowoc, WI 53066

  • 3 Beds
  • 4 Baths
  • 2,768 Sq Ft
  • Built 2005

  285 N Lapham St, Oconomowoc, WI 53066

  Last Sold Summary

  • 12% Above List Price
  • $180/SF
  • 1 Day On Market

  Last Sold Price $499,500

  Last Listing Agent Christi Poppe Lake Country Flat Fee
• 

  $699,900 New Construction

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

  1214 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

  1214 Arrowood Cir W, Oconomowoc, WI 53066
• 

  $595,000 Sold Sep 30, 2025

  875 Hancock Ct Unit 877, Oconomowoc, WI 53066

  • 2,880 Sq Ft

  Last Sold Summary

  • $207/SF
  • 2 Days On Market

  Current Estimated Value $574,698

  Last Listing Agent Patty Strong Shorewest Realtors, Inc.

  875 Hancock Ct Unit 877, Oconomowoc, WI 53066
• 

  Est $444,416 Not Listed For Sale

  739 Lake Bluff Dr, Oconomowoc, WI 53066

  • 3 Beds
  • 2 Baths
  • 1,660 Sq Ft
  • Built 1971

  739 Lake Bluff Dr, Oconomowoc, WI 53066

  Last Sold Summary

  • 6% Above List Price
  • $253/SF
  • 27 Days On Market

  Last Sold Price $420,000

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

  Price To Be Determined New Construction

  • 3 Beds
  • 2 Baths
  • 1,880 Sq Ft

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

  Loos Homes Builder

  1328 Periwinkle Pass Unit 39356302, Oconomowoc, WI 53066
• 

  $300,000 Sold Dec 04, 2025

  217 S Cross St, Oconomowoc, WI 53066

  • 1,642 Sq Ft

  Last Sold Summary

  • $183/SF
  • 25 Days On Market

  Current Estimated Value $303,498

  Last Listing Agent Paul Liebe Lake Country Flat Fee

  217 S Cross St, Oconomowoc, WI 53066
• 

  Est $704,982 Not Listed For Sale

  W356N6155 Anchor Ct, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 2,669 Sq Ft
  • Built 1989

  W356N6155 Anchor Ct, Oconomowoc, WI 53066

  Last Sold Summary

  • 4% Above List Price
  • $255/SF
  • 21 Days On Market

  Last Sold Price $680,000

  Last Listing Agent Patty Sykes Century 21 Affiliated - Delafield
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  /57

  $650,000 Under Contract

  • 5 Beds
  • 3 Baths
  • 3,426 Sq Ft

  987 Prairieview Cir, Oconomowoc, WI 53066

  Tucked into sought-after Longmeadow on rare lot backing to green space, this well-maintained ranch delivers flow that simply make sense. Vaulted ceilings & southeast-facing windows flood the home w/light & airiness. Kitchen is both functional and elevated, with generous counter space and an oversized pantry. A split-bedroom design keeps living areas open & connected, while offering privacy for

  Jennie Castillo Coldwell Banker Elite

  987 Prairieview Cir, Oconomowoc, WI 53066
• 

  $925,000 Sold May 15, 2025

  W340n7661 Townline Rd, Oconomowoc, WI 53066

  • Land
  • 22.45 Acres
  • $41,203 per Acre

  Last Sold Summary

  • 16% Above List Price
  • 186 Days On Market

  Current Estimated Value $909,901

  Last Listing Agent Sophia Barry Berkshire Hathaway HomeServices Sophia Barry Realty Group

  W340n7661 Townline Rd, Oconomowoc, WI 53066
• 

  Est $653,818 Not Listed For Sale

  800 Apple Grove Ln, Oconomowoc, WI 53066

  • 3 Beds
  • 3.5 Baths
  • 4,030 Sq Ft
  • Built 2001

  800 Apple Grove Ln, Oconomowoc, WI 53066

  Last Sold Summary

  • 17% Above List Price
  • $139/SF
  • 3 Days On Market

  Last Sold Price $560,000

  Last Listing Agent Zackery Dolney Keller Williams Realty-Lake Country
• 

  

  /3

  $644,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,851 Sq Ft

  1252 Wild Rye Ln, Oconomowoc, WI 53066

  The Lauren 1851 that places the generously sized primary bedroom & shared living spaces - including the gathering room w/ GFP, kitchen, & dining area - at the back of the home for privacy. A large island that doubles as a snack bar, spacious walk-in-pantry, quartz counters & ample storage cabinets in the kitchen provide the perfect space for meal prep. The primary bedroom offers a large WIC &

  Jennifer Durand Bielinski Homes, Inc.

  1252 Wild Rye Ln, Oconomowoc, WI 53066
• 

  $1,400,000 Sold Oct 28, 2025

  S26W35135 Woodstream Ct, Oconomowoc, WI 53066

  • 4 Beds
  • 4.5 Baths
  • 6,385 Sq Ft

  Last Sold Summary

  • 7% Below List Price
  • $219/SF
  • 8 Days On Market

  Current Estimated Value $1,397,433

  Last Listing Agent JJ Hausmann Compass RE WI-Lake Country

  S26W35135 Woodstream Ct, Oconomowoc, WI 53066
• 

  Est $398,772 Not Listed For Sale

  202 S Maple St, Oconomowoc, WI 53066

  • 5 Beds
  • 2 Baths
  • 2,068 Sq Ft
  • Built 1901

  202 S Maple St, Oconomowoc, WI 53066

  Last Sold Summary

  • 10% Above List Price
  • $175/SF
  • 54 Days On Market

  Last Sold Price $362,000

  Last Listing Agent The Blend Group Coldwell Banker Realty
• 

  

  /4

  $689,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,780 Sq Ft

  1367 Scotsland Ln, Oconomowoc, WI 53066

  This two-story home features an open-concept main floor designed for effortless entertaining and everyday living. The spacious kitchen includes a large island and walk-in pantry, flowing seamlessly into the dining area and great room. A rear foyer with built-in storage and a conveniently located powder room keeps daily routines organized and efficient. The flex room near the front entry offers

  1367 Scotsland Ln, Oconomowoc, WI 53066
• 

  $539,900 Sold Jun 20, 2025

  861 Stirling Dr, Oconomowoc, WI 53066

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

  Last Sold Summary

  • $299/SF
  • 66 Days On Market

  Last Listing Agent Paige Sederberg Harbor Homes Inc

  861 Stirling Dr, Oconomowoc, WI 53066
• 

  Est $696,215 Not Listed For Sale

  1483 Turnberry Cir, Oconomowoc, WI 53066

  • 4 Beds
  • 2.5 Baths
  • 2,865 Sq Ft
  • Built 1995

  1483 Turnberry Cir, Oconomowoc, WI 53066

  Last Sold Summary

  • 1% Below List Price
  • $245/SF
  • 46 Days On Market

  Last Sold Price $702,500

  Last Listing Agent Jennifer Pesicek Coldwell Banker Elite
• 

  

  /29

  $619,900

  • 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
• 

  $580,000 Sold May 28, 2025

  401 Pine Terrace, Oconomowoc, WI 53066

  • 3 Beds
  • 2.5 Baths
  • 3,075 Sq Ft

  Last Sold Summary

  • 3% Below List Price
  • $189/SF
  • 7 Days On Market

  Current Estimated Value $575,950

  Last Listing Agent Glenn Hanon Shorewest Realtors, Inc.

  401 Pine Terrace, Oconomowoc, WI 53066
• 

  Est $348,608 Not Listed For Sale

  W397N5953 Autumn Woods Dr Unit 96, Oconomowoc, WI 53066

  • 2 Beds
  • 2 Baths
  • 1,825 Sq Ft
  • Built 2005

  W397N5953 Autumn Woods Dr Unit 96, Oconomowoc, WI 53066

  Last Sold Summary

  • 8% Above List Price
  • $176/SF
  • 20 Days On Market

  Last Sold Price $322,000

  Last Listing Agent Joseph Jewell Lake Country Flat Fee
• 

  

  /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

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