14,100

Oconomowoc, WI Homes

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  • W346N6701 Whittaker Rd, Oconomowoc, WI 53066
    W346N6701 Whittaker Rd, Oconomowoc, WI 53066
    W346N6701 Whittaker Rd, Oconomowoc, WI 53066
    /88

    $4,250,000 Pending

    • 6 Beds
    • 4.5 Baths
    • 6,639 Sq Ft

    W346N6701 Whittaker Rd, Oconomowoc, WI 53066

    This exquisite executive estate on Okauchee Lake features 6 bedrooms, 4.5 baths, and a fully finished walk-out lower level complete with a billiard room, bar, natural fireplace, laundry, changing room, full kitchen, bedroom, and full bath. Built in 2004 by Moore Designs, this home underwent major updates including a chef's kitchen and wet bar by Dream Kitchens in 2019, a master bedroom/bath with

    Agent Photo

    Rebecca Thomas

    Keller Williams Realty-Lake Country

    (262) 413-0193

    W346N6701 Whittaker Rd, Oconomowoc, WI 53066
  • 210 S Main St, Oconomowoc, WI 53066
    210 S Main St, Oconomowoc, WI 53066
    210 S Main St, Oconomowoc, WI 53066
    /19

    $1,212 - $1,458 per month

    Berkshire Oconomowoc Senior Apartments

    1-2 Beds

    210 S Main St, Oconomowoc, WI 53066

    The Berkshire Independent Senior Apartments (AGES 55+ ) are designed to specifically meet the changing needs of today’s seniors. Our comfortable units are an ideal option for those who no longer want the responsibility and upkeep of a house but still desire privacy, security and independence. HEAT, water, fitness room access and underground parking are all included in your rent. *** WE

    210 S Main St, Oconomowoc, WI 53066
  • 3349 N Golden Lake Rd, Oconomowoc, WI 53066

    $798,000 Sold Jun 12, 2025

    • 2,977 Sq Ft
    • $268/SF
    • 3 Days On Market
    • 3 Beds
    • 3 Baths

    3349 N Golden Lake Rd, Oconomowoc, WI 53066

    No cookie-cutter here! This custom ranch home sits on 1.87 acre lot w/picturesque 360 rural views as far as the eye can see! Most woodwork in the home is crafted by the former owners of Oconomowoc's own World of Wood. 3/4'' white oak floors grace the entry & living spaces, flowing to travertine tile in the chef's kitchen w/curly maple cabinets/built-ins, walnut island, & large pantry. Sunroom is

    Jennie Castillo Coldwell Banker Elite

    3349 N Golden Lake Rd, Oconomowoc, WI 53066
  • 1012 N Breens Bay Rd, Oconomowoc, WI 53066
    1012 N Breens Bay Rd, Oconomowoc, WI 53066
    1012 N Breens Bay Rd, Oconomowoc, WI 53066
    /31

    $949,900

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

    1012 N Breens Bay Rd, Oconomowoc, WI 53066

    Welcome to Lower Nemahbin Lake, where you have access to Upper Nemahbin, the Bark River and more. Main and upper floors completely remodeled from the studs in 2019. Included are 3 piers, 3 boat lifts and a jet ski lift, all of which can stay in the water year round and are controlled by blue tooth. The 23X21 Garage is heated and powered for a shop. Take in the lake views from the master suite

    Greg Cavaiani Response Realtors

    1012 N Breens Bay Rd, Oconomowoc, WI 53066
  • 115-137 Chaffee Rd, Oconomowoc, WI 53066
    115-137 Chaffee Rd, Oconomowoc, WI 53066
    115-137 Chaffee Rd, Oconomowoc, WI 53066
    /17

    $1,500 - $1,830 per month

    River Park Apartments

    2-3 Beds

    115-137 Chaffee Rd, Oconomowoc, WI 53066

    Find your home at River Park Apartments in Oconomowoc, WI. You can walk just a few blocks to the beautiful nearby lake - Lac La Belle! Chaffee Road Park is also just one block away! Our community is perfectly located for those looking to live outside of the hustle and bustle of the city while maintaining an easy commute to and from work or school. River Park Apartments are perfect for those

    115-137 Chaffee Rd, Oconomowoc, WI 53066
  • W397N5921 Autumn Woods Dr Unit 103, Oconomowoc, WI 53066

    $320,000 Sold Jun 11, 2025

    • 1,212 Sq Ft
    • $264/SF
    • 2 Days On Market
    • 2 Beds
    • 2 Baths

    W397N5921 Autumn Woods Dr Unit 103, Oconomowoc, WI 53066

    Awesome Main Level Condo offers a generous amount of living space, is updated throughout including New LVP Flooring & complete paint scheme. The unit fills with sunlight from its south-facing living center. Popular Autumn Woods open concept design is available for any age Buyer, is available for immediate occupancy & allows pets. Impressive Great Room overlooks the private concrete Patio &

    Scott Heyerdahl First Weber Inc - Delafield

    W397N5921 Autumn Woods Dr Unit 103, Oconomowoc, WI 53066
  • N65W38340 S Woodlake Cir, Oconomowoc, WI 53066
    N65W38340 S Woodlake Cir, Oconomowoc, WI 53066
    N65W38340 S Woodlake Cir, Oconomowoc, WI 53066
    /30

    $924,900

    • 4 Beds
    • 2.5 Baths
    • 2,800 Sq Ft

    N65W38340 S Woodlake Cir, Oconomowoc, WI 53066

    This well-maintained Trustway Custom Built 4 bdrm, w/1st FL Primary, 3 bath home that sits on a private tree lined large lot next to the neighborhood tennis court. Enjoy summer gatherings in your own backyard oasis with concrete patio and a sparkling in-ground pool featuring a new liner and pump. Located in the Woodlake development. Enjoy the short walking distance to the breathtaking Lac La

    Laurie Belmer BOLD REALTY

    N65W38340 S Woodlake Cir, Oconomowoc, WI 53066
  • 1156 Lowell Dr, Oconomowoc, WI 53066
    1156 Lowell Dr, Oconomowoc, WI 53066
    1156 Lowell Dr, Oconomowoc, WI 53066
    /20

    $1,595 per month

    Whitman Place Apartments

    2 Beds

    1156 Lowell Dr, Oconomowoc, WI 53066

    Deluxe 2 bedroom, 2 bathroom apartments in a private wooded setting, with the expressway and shopping nearby. Full size washer and dryer in each unit. Underground parking included.

    1156 Lowell Dr, Oconomowoc, WI 53066
  • 1371 Arrowood Cir W, Oconomowoc, WI 53066

    $514,900 Sold Jun 11, 2025

    • 1,640 Sq Ft
    • $314/SF
    • 83 Days On Market
    • 3 Beds
    • 2.5 Baths

    1371 Arrowood Cir W, Oconomowoc, WI 53066

    Move-in Ready 43 ARW Astoria Cottage. Available 4.14.25! All Veridian homes are Quality360 certified, meaning they exceed energy-efficiency industry standards and will perform, on average, much better than a typical used home. As your local home builder, you can expect the best local brands and trades for your home as well. We've partnered with Lindsay Windows, Kohler, Floor360 and Auburn Ridge

    Rachael Bublitz Shorewest Realtors, Inc.

    1371 Arrowood Cir W, Oconomowoc, WI 53066
  • N66W38493 N Woodlake Cir, Oconomowoc, WI 53066
    N66W38493 N Woodlake Cir, Oconomowoc, WI 53066
    N66W38493 N Woodlake Cir, Oconomowoc, WI 53066
    /59

    $1,250,000

    • 4 Beds
    • 5 Baths
    • 5,218 Sq Ft

    N66W38493 N Woodlake Cir, Oconomowoc, WI 53066

    Mediterranean-inspired one-of-a-kind Woodlake ranch home on nearly an acre surrounded by open space & pond. South facing home with fully exposed LL giving every room sunlight and views. Designed with a cozy feel throughout, the split ranch has multiple spaces for entertainment. The heart of the 1st floor is a cook's fully outfitted kitchen, its hearth room, and family room with a natural wood

    Ken Herro Oconomowoc Realty LLC

    N66W38493 N Woodlake Cir, Oconomowoc, WI 53066
  • 172 Morningside Orchard Dr, Oconomowoc, WI 53066
    172 Morningside Orchard Dr, Oconomowoc, WI 53066
    172 Morningside Orchard Dr, Oconomowoc, WI 53066
    /16

    $900 - $2,800 per month

    Morningside Orchard Apartments

    1-2 Beds

    172 Morningside Orchard Dr, Oconomowoc, WI 53066

    Morningside Orchard Apartments offers both one and two bedroom units. We also have fully furnished executive apartments with flexible lease options. There is a beautiful heated pool area, and we are close to the downtown area for restaurants, city parks and beaches.

    172 Morningside Orchard Dr, Oconomowoc, WI 53066
  • 71 Happy Hollow Ln, Oconomowoc, WI 53066

    $550,000 Sold Jun 09, 2025

    • 3,088 Sq Ft
    • $178/SF
    • 0 Days On Market
    • 4 Beds
    • 3 Baths

    71 Happy Hollow Ln, Oconomowoc, WI 53066

    Exceptional 4 bedroom, 3 bath ranch home with modern updates! Impressive, sun-drenched great room that opens up to the chef's kitchen boasting sleek granite countertops, stainless steel appliances and access to the spacious deck. The primary suite is a true retreat, complete with a spa-like bathroom featuring exquisite tile details and walk-in shower. Expansive lower level includes a rec room

    Lisa Pluta Shorewest Realtors, Inc.

    71 Happy Hollow Ln, Oconomowoc, WI 53066
  • N65W34963 Baltic Pass, Oconomowoc, WI 53066
    N65W34963 Baltic Pass, Oconomowoc, WI 53066
    N65W34963 Baltic Pass, Oconomowoc, WI 53066
    /53

    $1,169,000

    • 4 Beds
    • 2.5 Baths
    • 2,845 Sq Ft

    N65W34963 Baltic Pass, Oconomowoc, WI 53066

    OCONOMOWOC. Built in 2023 this stunning home still has that new home smell. From the magnificent Great Room with its towering ceiling and dramatic fireplace to the impressive Kitchen with huge Island, SS appliances, serving area and walk in pantry to the pocket office, impressive foyer, luxurious first floor primary bedroom suite to the open floor plan, wood floors, beautiful screened in porch

    Pat Bolger Patrick Bolger Realty Group

    N65W34963 Baltic Pass, Oconomowoc, WI 53066
  • 2310 N Lake Dr, Okauchee Lake, WI 53066
    2310 N Lake Dr, Okauchee Lake, WI 53066
    2310 N Lake Dr, Okauchee Lake, WI 53066
    /20

    $3,200 per month

    • 4 Beds
    • 3 Baths
    • 2,133 Sq Ft
    • House for Rent

    2310 N Lake Dr, Okauchee Lake, WI 53066

    AVAILABLE OCTOBER 15TH. This spacious home located on Upper Nemahbin Lake is perfect for enjoy lake views; lake sports and an all-around Lake Country lifestyle. Walking distance to restaurants and shopping in downtown Delafield. EVERYTHING IS INCLUDED! Fully furnished. Free utilities & Wi-Fi. Has 4 bedrooms and 3 FULL bathrooms. A 2.5 car garage. Also a great rental if you're in-between homes.

    2310 N Lake Dr, Okauchee Lake, WI 53066
  • 3141 Mineral Springs Blvd, Oconomowoc, WI 53066
    3141 Mineral Springs Blvd, Oconomowoc, WI 53066
    3141 Mineral Springs Blvd, Oconomowoc, WI 53066
    /38

    $744,900

    • 5 Beds
    • 3 Baths
    • 3,460 Sq Ft

    3141 Mineral Springs Blvd, Oconomowoc, WI 53066

    This beautiful Halen Homes Oberlin plan was thoughtfully designed for Lake Country Village living. The subdivision offers 2 community swimming pools, pickleball courts, 3 playgrounds, and 5 miles of walking and biking trails that connect to the Lake Country Trail. On the main floor, you will find separate bedroom sections along with a den, featuring 3 bedrooms and 2 bathrooms in an inviting open

    Heidi Grebe Shorewest Realtors, Inc.

    3141 Mineral Springs Blvd, Oconomowoc, WI 53066
  • 1361 Mockingbird Dr, Oconomowoc, WI 53066

    $530,000 Sold Jun 06, 2025

    • 1,822 Sq Ft
    • $291/SF
    • 18 Days On Market
    • 3 Beds
    • 2 Baths

    1361 Mockingbird Dr, Oconomowoc, WI 53066

    Welcome home to this spacious 3 BD, 2 BA ranch home in Wood Creek! Boasts 10ft ceilings in the open concept KIT/DR & LR. KIT also incl. breakf bar, large planning desk & walk-in pantry, open to sunny dining room w/ extra tall patio drs that walk out to the 12x24 maintenance-free deck (that's reinforced for your future hot-tub!). HWF in entry, hallway, KIT/DR. GFP w/ lovely stone surround.

    Dana Schlueter Response Realtors

    1361 Mockingbird Dr, Oconomowoc, WI 53066
  • 35340 W Pabst Ct, Oconomowoc, WI 53066
    35340 W Pabst Ct, Oconomowoc, WI 53066
    35340 W Pabst Ct, Oconomowoc, WI 53066
    /27

    $1,600,000

    • 5 Beds
    • 6 Baths
    • 6,500 Sq Ft

    35340 W Pabst Ct, Oconomowoc, WI 53066

    Stunning custom home set on over 5 scenic acres, peacefully nestled next to a quiet farm and just minutes from Oconomowoc Lake. The grand foyer welcomes you into a spacious Great Room with soaring cathedral ceilings and walls of windows that fill the space with natural light. The gourmet kitchen features high-end appliances and a generous walk-in pantry, flowing seamlessly into a hearth room that

    Falk Ruvin Gallagher Team Keller Williams Realty-Milwaukee North Shore

    35340 W Pabst Ct, Oconomowoc, WI 53066
  • 1319 Shoal Ridge Rd, Oconomowoc, WI 53066

    $590,000 Sold Jun 06, 2025

    • 2,834 Sq Ft
    • $208/SF
    • 2 Days On Market
    • 4 Beds
    • 3 Baths

    1319 Shoal Ridge Rd, Oconomowoc, WI 53066

    Exceptional 4BR/3BA ranch home with beautifully finished lower level in Oconomowoc's Silver Lake Trails! Main level offers a split bedroom, open concept design. Great room offers double tray ceiling and corner gas fireplace. Kitchen includes black SS appliances and has breakfast bar island and granite countertops. Adjoining dining area with patio doors to back yard patio. Master suite features

    Paul Liebe Lake Country Flat Fee

    1319 Shoal Ridge Rd, Oconomowoc, WI 53066
  • W383N6610 Deer Creek Ct, Oconomowoc, WI 53066
    W383N6610 Deer Creek Ct, Oconomowoc, WI 53066
    W383N6610 Deer Creek Ct, Oconomowoc, WI 53066
    /63

    $825,000

    • 5 Beds
    • 3.5 Baths
    • 4,206 Sq Ft

    W383N6610 Deer Creek Ct, Oconomowoc, WI 53066

    Welcome to a stunning residence nestled in Oconomowoc's coveted Woodlake Preserve. This elegant home offers three levels of beautifully designed living space. The main floor captivates with vaulted ceilings, custom built-ins, and expansive windows. An open, updated kitchen impresses with ample counter space and stainless appliances. Retreat to a luxurious primary suite with a spa-like bath and

    Elevated RE Group* Compass RE WI-Tosa

    W383N6610 Deer Creek Ct, Oconomowoc, WI 53066
  • 603 W Highland Ave, Oconomowoc, WI 53066

    $350,000 Sold Jun 05, 2025

    • 1,037 Sq Ft
    • $338/SF
    • 2 Days On Market
    • 2 Beds
    • 1 Bath

    603 W Highland Ave, Oconomowoc, WI 53066

    Nicely updated ranch home in a convenient Oconomowoc neighborhood! Plenty of newer updates throughout. Gorgeous updated kitchen with black SS appliances, and beautiful cabinets and countertops-backsplash. Large front living room offers plenty of natural light. Nice size bedrooms. Ceramic tile in main floor bath. Bonus breezeway makes a great office or sun room. Lower level has egress window, full

    Paul Liebe Lake Country Flat Fee

    603 W Highland Ave, Oconomowoc, WI 53066
  • 1802 Lindens Ct, Oconomowoc, WI 53066
    1802 Lindens Ct, Oconomowoc, WI 53066
    1802 Lindens Ct, Oconomowoc, WI 53066
    /29

    $649,900

    • 3 Beds
    • 3 Baths
    • 2,810 Sq Ft

    1802 Lindens Ct, Oconomowoc, WI 53066

    Welcome to Village Crossing at Pabst Farms! Hard to find 3BR plus den condo with sleek modern feel in PRIME location. Luxury finishes throughout including hardwood floors, 10 ft ceilings & arched doorways. Functional and beautiful floor plan features LR with floor-to-ceiling gas FP with new stacked stone surround & main floor den/office. Sun-filled kitchen with staggered cabinets, granite

    Liz Kindberg Coldwell Banker Realty

    1802 Lindens Ct, Oconomowoc, WI 53066
  • 1225 Green Tree Dr, Oconomowoc, WI 53066

    $592,900 Sold Jun 05, 2025

    • 1,805 Sq Ft
    • $328/SF
    • 15 Days On Market
    • 3 Beds
    • 2 Baths

    1225 Green Tree Dr, Oconomowoc, WI 53066

    This home is move-in-ready. The Lauren 1805 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

    Jennifer Durand Bielinski Homes, Inc.

    1225 Green Tree Dr, Oconomowoc, WI 53066
  • 1502 Paddock Ct Unit 59, Oconomowoc, WI 53066
    1502 Paddock Ct Unit 59, Oconomowoc, WI 53066
    1502 Paddock Ct Unit 59, Oconomowoc, WI 53066
    /26

    $535,000

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

    1502 Paddock Ct Unit 59, Oconomowoc, WI 53066

    Sought after Kings Way built side-by-side ranch condo in Oconomowoc's Pabst Farms community that is move-in ready. Step into your foyer from the covered private entrance porch and be greeted by the spacious and bright open concept floor plan with tall ceilings. Living area boast beamed ceiling, gas fireplace and large slider doors to your private patio for endless outdoor relaxation and

    Joanne Schaefer-Roberson Shorewest Realtors, Inc.

    1502 Paddock Ct Unit 59, Oconomowoc, WI 53066
  • 349 Wood Side Ct, Oconomowoc, WI 53066

    $699,900 Sold Jun 04, 2025

    • 3,486 Sq Ft
    • $201/SF
    • 4 Days On Market
    • 5 Beds
    • 3 Baths

    349 Wood Side Ct, Oconomowoc, WI 53066

    Check out Lake Country Living w/easy access to shopping, ET, highways & healthcare! This well maintained 5BD, 3BA colonial, built in 2001, sits on 1.5+ acres in a serene country-side setting. Step inside to find an open-concept kitchen & cozy family room with a natural fireplace. Spacious living & dining rooms provide plenty of room for ET, while a kitchenette, 1st floor BD & full BA add comfort

    Rob Krieghoff Coldwell Banker Realty

    349 Wood Side Ct, Oconomowoc, WI 53066
  • 2937 N Mill Rd, Oconomowoc, WI 53066
    2937 N Mill Rd, Oconomowoc, WI 53066
    2937 N Mill Rd, Oconomowoc, WI 53066
    /23

    $5,495,000

    • 6 Beds
    • 4 Baths
    • 4,018 Sq Ft

    2937 N Mill Rd, Oconomowoc, WI 53066

    Welcome to ''Wildwood'', a rare property with 10 acres and 200' of clean frontage on Upper Nemahbin Lake. This stunning natural property has incredible privacy, charm and potential with old-growth woods, open space, interesting topography and great lake and sunset views. Down a long private driveway, the vintage buildings include a gorgeous barn, an original chicken coop and run, an open-air

    Bruce Gallagher Keller Williams Realty-Lake Country

    2937 N Mill Rd, Oconomowoc, WI 53066
  • N604 S Hickory Hills Dr, Oconomowoc, WI 53066

    $500,000 Sold Jun 04, 2025

    • 1,877 Sq Ft
    • $266/SF
    • 19 Days On Market
    • 3 Beds
    • 2 Baths

    N604 S Hickory Hills Dr, Oconomowoc, WI 53066

    Exceptional split-bedroom ranch home at the end of a no-thru street in Willow Creek! Enjoy this great location with wooded backdrop bordering open fields. Relaxing covered front porch greets you. Open concept floor plan features vaulted great room with corner gas fireplace. Kitchen has breakfast bar, pantry, and appliances included. Gorgeous 3-season room with walls of windows and vaulted ceiling

    Paul Liebe Lake Country Flat Fee

    N604 S Hickory Hills Dr, Oconomowoc, WI 53066
  • 35198 Castle Rock Dr, Oconomowoc, WI 53066
    35198 Castle Rock Dr, Oconomowoc, WI 53066
    35198 Castle Rock Dr, Oconomowoc, WI 53066
    /70

    $789,000

    • 3 Beds
    • 2.5 Baths
    • 3,070 Sq Ft

    35198 Castle Rock Dr, Oconomowoc, WI 53066

    Stunning split ranch in the Estates of the desirable Lake Country Villages! Enjoy the TWO community pools, pickle ball/sports courts, walking trails and playgrounds! Open concept layout featuring modern design, upgraded lighting and LR features accent wall, cathedral ceiling & GFP. The LR opens up to large dinette & light bright kitchen w/oversized island, perfect for entertaining! Large primary

    Karen Patrick First Weber Inc - Delafield

    35198 Castle Rock Dr, Oconomowoc, WI 53066
  • 411 S Main St, Oconomowoc, WI 53066

    $325,000 Sold Jun 03, 2025

    • 1,829 Sq Ft
    • $178/SF
    • 1 Day On Market
    • 3 Beds
    • 1 Bath

    411 S Main St, Oconomowoc, WI 53066

    Location, Location, Location, this charming and spacious Cape Cod is close to everything! Just a short walk to lake activities and city beach park. Convenient first floor Master bedroom, recently remodeled bath with double sinks, eat in kitchen with pass through and breakfast bar, main floor laundry room. Huge dining room with natural fireplace and gorgeous hardwood floors. Cozy family room with

    Bonnie Johnson RE/MAX Lakeside-Central

    411 S Main St, Oconomowoc, WI 53066

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