14,999

Homes in ZIP Code 53066

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  • /61

    $1,184,000 Open Sat 2:30PM - 4PM

    • 4 Beds
    • 3.5 Baths
    • 4,045 Sq Ft

    3127 Monona Ct, Oconomowoc, WI 53066

    Interlaken Village is nestled in the perfect Lake Country location, close to shopping, schools, YMCA, & freeway. Spacious split ranch offers a finished lower level w/9 ft. ceilings, and open concept main living w/10 ft. ceilings. Bright, sun-filled kitchen has a massive island, large walk-in pantry, & cozy fireside seating area. The great room has another fireplace & coffered ceiling. The primary

    Agent Photo

    Bill Minett

    The Real Estate Company Lake & Country

    (262) 889-3171

    3127 Monona Ct, Oconomowoc, WI 53066
  • /50

    $2,059 per month

    Worthington Apartments

    1 - 2 Beds

    233 W Wisconsin Ave, Oconomowoc, WI 53066

    Welcome to “The Worthington” lake country’s newest and finest leased residences. “The Worthington” offers stunning views of Lac LaBelle and is within walking distance of the library, post office, banks, the beach, restaurants and more!Featuring both one and two bedroom apartments “The Worthington” offers granite countertops, stainless steel appliances, nine and ten foot ceilings, your own

    233 W Wisconsin Ave, Oconomowoc, WI 53066
  • W351N5949 Westshore Ct, Oconomowoc, WI 53066

    $679,900 Sold Sep 19, 2025

    • 2,916 Sq Ft
    • $233/SF
    • 34 Days On Market
    • 4 Beds
    • 2.5 Baths

    W351N5949 Westshore Ct, Oconomowoc, WI 53066

    Tucked on a quiet cul-de-sac in sought-after Westshore Subdivision, this Lake Country gem offers a spacious yard with apple & pear trees, water feature, hot tub, and patio with pergola, your very own private outdoor oasis! Inside, the primary suite features a walk-in closet and beautifully updated bath. Three more bedrooms upstairs share another full bath. The main level boasts a seamless flow:

    Patrice Thiede Coldwell Banker Elite

    W351N5949 Westshore Ct, Oconomowoc, WI 53066
  • /24

    $2,995,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 3,736 Sq Ft

    36082 N Beach Rd, Oconomowoc, WI 53066

    Set on 2.7 acres along the shores of prestigious Oconomowoc Lake, this exceptional brick home offers a rare opportunity to own a private lakeside retreat. With 99' of pristine water frontage, breathtaking views, & serene setting. Step inside to find an inviting floor plan featuring HWFs throughout the main & upper levels. The spacious living areas offer a warm & inviting atmosphere, highlighted

    Agent Photo

    JJ Hausmann

    Compass RE WI-Lake Country

    (262) 379-8787

    36082 N Beach Rd, Oconomowoc, WI 53066
  • /36

    $6,000 per month

    • 4 Beds
    • 3 Baths
    • 1,892 Sq Ft
    • House for Rent

    N64W35061 Road J, Oconomowoc, WI 53066

    Live the dream lake lifestyle with a fantastic opportunity to rent a fully furnished home on Okauchee Lake. Not looking long term - short term rentals are allowed. This single-family home offers almost 2,000 square feet of living space, including a great room with fireplace that opens to the kitchen and dining area. There are three bedrooms on the main floor, including a primary suite complete

    Jane DiChristopher Mahler Sotheby's International Realty

    N64W35061 Road J, Oconomowoc, WI 53066
  • 1704 Whalen Dr, Oconomowoc, WI 53066

    $724,900 Sold Sep 18, 2025

    • 2,903 Sq Ft
    • $250/SF
    • 117 Days On Market
    • 4 Beds
    • 2.5 Baths

    1704 Whalen Dr, Oconomowoc, WI 53066

    Welcome home to The AUBREY plan by Stepping Stone Homes, an award-winning home builder. Open floor plan features 4 Beds, 2.5 Baths and a 3 Car garage. This lot is a flat lot. The kitchen comes w/ quartz countertops, soft close doors and LG appliance package. LVP flooring in kitchen, dinette, and great room. We equip our homes with Smart Technology such as a Ring Doorbell and touchless faucet. You

    Amy Krieghoff Coldwell Banker Realty

    1704 Whalen Dr, Oconomowoc, WI 53066
  • /44

    $1,499,999

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

    S26W35135 Woodstream Ct, Oconomowoc, WI 53066

    Luxury meets functionality in this custom Colby-built home located in a quiet conservancy with deeded access to Hunter's Lake. Thoughtful floorplan with private spaces, vaulted ceilings, and a sun-filled interior. High-end appliances, large mudroom, full basement windows, wet bar, wine room, workshop, and direct basement to garage access. First floor owner's suite that opens directly to a

    Agent Photo

    JJ Hausmann

    Compass RE WI-Lake Country

    (262) 228-9040

    S26W35135 Woodstream Ct, Oconomowoc, WI 53066
  • /50

    $1,295 per month

    Whitman Park Apartments

    2 Beds

    1033-1095 Lowell Dr, Oconomowoc, WI 53066

    Now under new ownership and management. Joseph Property Development is excited to be managing Whitman Park Apartments! Welcome to Whitman Park Apartments in charming Oconomowoc, WI! These spacious two-bedroom apartment homes offer an inviting atmosphere, spacious living areas and ample storage. Enjoy beautifully landscaped grounds, convenient parking, and easy access to local shops, dining, and

    1033-1095 Lowell Dr, Oconomowoc, WI 53066
  • 1180 S Opengate Ct, Oconomowoc, WI 53066

    $625,000 Sold Sep 17, 2025

    • 3,392 Sq Ft
    • $184/SF
    • 1 Day On Market
    • 3 Beds
    • 2 Baths

    1180 S Opengate Ct, Oconomowoc, WI 53066

    Dreaming of space, style, and serenity? This beautifully updated 3BR, 2BA ranch on 2.31 acres in the coveted Kettle Moraine school district has it all! The heart of the home features hardwood floors, an oversized island, and a pantry that flows into a sun-filled 3-season roomperfect for year-round enjoyment. Relax in the comfy living room with a cozy gas fireplace, or retreat to the spacious

    Laurie Belmer BOLD REALTY

    1180 S Opengate Ct, Oconomowoc, WI 53066
  • /43

    $1,798,000

    • 3 Beds
    • 2.5 Baths
    • 1,986 Sq Ft

    W352N6080 Bauers Ln, Oconomowoc, WI 53066

    Experience the perfect blend of modern construction and lakefront tranquility in Stumpy Bay on Okauchee Lake! This thoughtfully designed home features expansive lake views across the lake, a main-level primary suite, and a covered deck perfect for relaxing or entertaining. The rare flat lot leads directly to 54 feet of private frontage, beautifully complemented by lush perennials and a peach

    Agent Photo

    JJ Hausmann

    Compass RE WI-Lake Country

    (262) 684-1672

    W352N6080 Bauers Ln, Oconomowoc, WI 53066
  • /4

    $2,100 per month

    • 3 Beds
    • 1.5 Baths
    • 1,547 Sq Ft
    • House for Rent

    659 E Wilson St, Oconomowoc, WI 53066

    Discover the charm of 659 Wilson Street, a classic Oconomowoc rental full of character and warmth. This home offers spacious living areas, original details, and a comfortable layout ready for your personal touch. Enjoy a generous yard in a quiet neighborhood setting. Just minutes from downtown Oconomowoc, local parks, schools, and the lakefront, this property provides both comfort and convenience

    Michael Moen Arkenstone Real Estate Experts

    659 E Wilson St, Oconomowoc, WI 53066
  • 1061 Regent Rd Unit 628, Oconomowoc, WI 53066

    $185,000 Sold Sep 15, 2025

    • 728 Sq Ft
    • $254/SF
    • 14 Days On Market
    • 1 Bed
    • 1 Bath

    1061 Regent Rd Unit 628, Oconomowoc, WI 53066

    Delightful first floor unit features soaring vaulted ceilings and an open layout with peaceful pond views, perfect for enjoying your morning coffee or relaxing at sunset. Enjoy maintenance-free living with a brand-new roof and siding, giving the building a fresh, modern look and peace of mind for years to come. This unit includes rare perks like heated underground parking and a dedicated storage

    Andrea McHenry Lake Country Flat Fee

    1061 Regent Rd Unit 628, Oconomowoc, WI 53066
  • /45

    $799,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 3.5 Baths
    • 4,170 Sq Ft

    495 N Waterville Rd, Oconomowoc, WI 53066

    Trustway-built home on 5 private, marvelous wooded acres in Summit with a pond, mature trees, and water views. Enjoy peace, privacy, and abundant wildlife just minutes from Oconomowoc and Delafield. This light-filled colonial home features a granite kitchen w/ oak cabinetry, hardwood floors, stainless appliances, island, and breakfast nook. Main level offers formal dining, living and great room

    Agent Photo

    William Lauer

    Keller Williams Realty-Milwaukee North Shore

    (262) 999-6898

    495 N Waterville Rd, Oconomowoc, WI 53066
  • /32

    $1,329 - $4,644 per month

    The Locklyn

    Studio - 3 Beds

    1350 Kari Ct, Oconomowoc, WI 53066

    There's no better place to experience the best of Lake Country living. At The Locklyn Apartments in Ocnomowoc, Wisconsin, you get easy access to all the places you love, plus the serenity of a community that makes you feel completely at home.

    1350 Kari Ct, Oconomowoc, WI 53066
  • 1597 Bluestem Trail, Oconomowoc, WI 53066

    $749,900 Sold Sep 15, 2025

    • 3,195 Sq Ft
    • $235/SF
    • 30 Days On Market
    • 4 Beds
    • 3 Baths

    1597 Bluestem Trail, Oconomowoc, WI 53066

    New Construction. Move in ready. Welcome to your dream home! This stunning Contemp Ranch offers modern living in the heart of Oconomowoc. Featuring 4 spacious bedrms & 3 full baths, this thoughtfully designed home blends comfort, style & functionality. Open concept main level w/LVP flooring in Bsmt & main level. Carpet in bedrms & stairs. The gourmet kit boasts quartz countertops and a center

    Ted Polczynski Full Service Realty,LLC

    1597 Bluestem Trail, Oconomowoc, WI 53066
  • /17

    $479,900

    • Land
    • 1.64 Acres
    • $292,622 per Acre

    Lt1A La Lumiere Rd, Oconomowoc, WI 53066

    LOT 1A South is approx. 1.52 acres on a secondary channel with outbuilding allowed. It includes Lot 1B (.11 acre) & 55 ft. of frontage on primary channel (newly dredged) allowing for pier & boats access to Oconomowoc Lake. Lots are permanently attached and never sold separately. No structure allowed on Lot 1B. House plan and site design are included.

    Agent Photo

    Bill Minett

    The Real Estate Company Lake & Country

    (262) 233-2470

    Lt1A La Lumiere Rd, Oconomowoc, WI 53066
  • /7

    $2,100 per month

    • 3 Beds
    • 2.5 Baths
    • 1,600 Sq Ft
    • House for Rent

    N62W38027 Florence Ct, Oconomowoc, WI 53066

    Spacious 3-bedroom, 2.5-bath townhouse just 1 mile from downtown Oconomowoc and conveniently located near the Hwy 16 bypass. This beautifully UPDATED townhouse features modern LVP flooring and NEW appliances throughout. Spacious living room with gas fireplace. Large outside deck off the kitchen and living room overlooking the spacious backyard. Enjoy the convenience of a 2-car attached garage

    Scott Johnson Johnson & Hellekson Real Estate, LLC

    N62W38027 Florence Ct, Oconomowoc, WI 53066
  • 1815 N Davies Dr, Oconomowoc, WI 53066

    $550,000 Sold Sep 12, 2025

    • 2,412 Sq Ft
    • $228/SF
    • 22 Days On Market
    • 3 Beds
    • 2 Baths

    1815 N Davies Dr, Oconomowoc, WI 53066

    Enjoy lake views right from the backyard, take full advantage of the pontoon boat (included) for endless days on the water. With direct lake access, you can fish, swim, or cruise whenever you like. This cozy 3-bedroom home offers a rare opportunity to enjoy lake living at an affordable price. Whether you're looking for a peaceful weekend getaway, a seasonal escape, or a long-term fixer-upper with

    Connie Ahola EXIT Realty HGM

    1815 N Davies Dr, Oconomowoc, WI 53066
  • /26

    $640,000 Open Sun 11AM - 1PM

    • 4 Beds
    • 3.5 Baths
    • 3,119 Sq Ft

    35230 Winnebago Ct, Oconomowoc, WI 53066

    Welcome home to one of the top communities in Lake Country! Set on a quiet cul de sac lot overlooking walking paths, you'll immediately feel at home. Enter into the two story foyer which opens to the main floor den/office and living area with fireplace. The open concept layout is great for entertaining and offers a spacious kitchen with patio door which opens to the private backyard. Upstairs

    Mikel Kollmansberger Shorewest Realtors, Inc.

    35230 Winnebago Ct, Oconomowoc, WI 53066
  • /35

    $1,539 - $4,560 per month

    Hackney House Apartments

    1 - 3 Beds

    1550 Valley Rd, Oconomowoc, WI 53066

    Mandel Group is pleased to offer a tastefully designed apartment community, Hackney House, developed on the iconic Pabst Farms and strategically located just minutes from I-94, offering easy access to Milwaukee and Madison. Hackney House offers a suburban setting with instant access to community amenities, we are just steps from the YMCA, restaurants, coffee shops, grocery stores, and more. With

    1550 Valley Rd, Oconomowoc, WI 53066
  • 1233 Green Tree Dr, Oconomowoc, WI 53066

    $690,900 Sold Sep 12, 2025

    • 2,431 Sq Ft
    • $284/SF
    • 50 Days On Market
    • 4 Beds
    • 2.5 Baths

    1233 Green Tree Dr, Oconomowoc, WI 53066

    This home is move-in-ready The Skylar 2431 is a 2-story home that offers plenty of living space w/ the kitchen featuring quartz counters, morning room & gathering room w/ GFP positioned in an open-concept format. The home has a mudroom that features plenty of storage including a closet & convenient bench for everyday items. The formal dining room makes for a welcoming entertainment area.

    Jennifer Durand Bielinski Homes, Inc.

    1233 Green Tree Dr, Oconomowoc, WI 53066
  • /51

    $800,000 Open Sat 11:30AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 2,602 Sq Ft

    706 S Waterville Lake Rd, Oconomowoc, WI 53066

    Escape to the country- right on the edge of Delafield! Tucked away on a private 5-acre Summit homestead, this 4BR, 2.5BA Cape Cod blends peaceful country living with city convenience. Bring your horses, chickens, even a rooster- no subdivision rules or restrictions. Inside offers an oversized great room, cozy living room with fireplace, formal dining, kitchen, office, and main-floor laundry.

    Sharon Tomlinson Shorewest Realtors, Inc.

    706 S Waterville Lake Rd, Oconomowoc, WI 53066
  • /14

    $1,950 per month

    • 3 Beds
    • 1.5 Baths
    • 1,430 Sq Ft
    • House for Rent

    N7743 Maple Ridge Rd Unit N7745, Oconomowoc, WI 53066

    🏡 Must-See Updated Duplex in Oconomowoc! 3 Bed | 1.5 Bath | 2-Car Garage | Private Basement This beautifully updated side-by-side townhouse duplex is ready for you to move in! ✨ Features Include: Updated flooring throughout, including LVP on 1st floor Fresh Paint for a clean, modern look All New Appliances - Stove, Fridge & Dishwasher included Outside deck for summer

    Scott Johnson Johnson & Hellekson Real Estate, LLC

    N7743 Maple Ridge Rd Unit N7745, Oconomowoc, WI 53066
  • 955 Armour Rd Unit 955, Oconomowoc, WI 53066

    $270,000 Sold Sep 10, 2025

    • 1,830 Sq Ft
    • $148/SF
    • 2 Days On Market
    • 3 Beds
    • 1.5 Baths

    955 Armour Rd Unit 955, Oconomowoc, WI 53066

    Spacious 3-bedroom, 1.5-bath condo in the heart of Oconomowoc! This well-maintained unit offers bright and comfortable living with a large open-concept main level, generous bedrooms, and convenient in-unit laundry. The updated kitchen flows into a welcoming dining and living area with plenty of natural light. Step out to your private patioperfect for morning coffee or evening relaxation. Enjoy

    Michael Conigliaro Expert Realty

    955 Armour Rd Unit 955, Oconomowoc, WI 53066
  • /25

    $769,000

    • 5 Beds
    • 3.5 Baths
    • 4,313 Sq Ft

    W351N5747 Westshore Rd, Oconomowoc, WI 53066

    Beautifully designed home radiates warmth & natural light. Spacious residence features open -concept layout w/ high ceilings. 5+ well appointed BRs, upstairs laundry, huge MBR, this home offers comfort and functionality. Large yard w/ patio. Finished basement w/ additional 1245 sq. ft. Lower level includes: Theater, kitchen, living room, office bedroom w/ full BA. The property boasts a 3.5 car

    Leslie Boyea Quorum Enterprises, Inc.

    W351N5747 Westshore Rd, Oconomowoc, WI 53066
  • /35

    $1,395 - $1,850 per month

    Lake Country Village Apartments

    1 - 3 Beds

    1071 Regent Rd, Oconomowoc, WI 53066

    Nestled in the scenic landscape of Oconomowoc, Wisconsin, Lake Country Village Apartments offers a peaceful retreat with modern comforts and convenient access to shopping, dining, and major highways. Choose from spacious one, two, and three-bedroom floor plans featuring gourmet kitchens, granite countertops, and bright living areas with large windows and private balconies or patios. Enjoy

    1071 Regent Rd, Oconomowoc, WI 53066
  • W1041 County Road O, Oconomowoc, WI 53066

    $738,000 Sold Sep 09, 2025

    • 3,100 Sq Ft
    • $238/SF
    • 62 Days On Market
    • 4 Beds
    • 2.5 Baths

    W1041 County Road O, Oconomowoc, WI 53066

    Incredible 4.48-acre hobby farm on the scenic Ashippun River! This 4 bed, 2.5 bath home features HUGE bedrooms, a wraparound porch, and a 3-season room with stunning river views. The 3.5 car HEATED garage (fits 4 cars!) boasts two sliding patio doors for extra functionality. Perfect for hobbyists, horse lovers, or small business owners, the 36'x72' Morton outbuilding offers endless possibilities.

    Lindsay Dickert The Wisconsin Real Estate Group

    W1041 County Road O, Oconomowoc, WI 53066
  • /18

    $599,000

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

    1320 Prairie Creek Cir Unit 2, Oconomowoc, WI 53066

    Experience easy, elegant living in this stunning new construction ranch condo ready for immediate move-in! Featuring 3 bedrooms, 2 baths, & a spacious open layout, this home impresses w/it's quality & unique architectural details. The chef's kitchen offers quartz counters, SS appliances & a large island. It flows seamlessly into the dining area & great room, complete w/a GFP that creates an

    Jessica Dunn Shorewest Realtors, Inc.

    1320 Prairie Creek Cir Unit 2, Oconomowoc, WI 53066
  • /21

    $1,495 per month

    • 2 Beds
    • 1.5 Baths
    • House for Rent

    W379N5686 N Lake Rd, Oconomowoc, WI 53066

    The place to be! Spacious 2BR upper thats bright, sunny and only steps away from La Belle beach and everything downtown has to offer. Larger BR has its own 1/2/bath. Live in a former mansion that still retains its charm on a private setting and picturesque yard.

    Diane Higgins Lakehomes

    W379N5686 N Lake Rd, Oconomowoc, WI 53066
  • 1851 Wellsprings Ct, Oconomowoc, WI 53066

    $708,000 Sold Sep 08, 2025

    • 2,668 Sq Ft
    • $265/SF
    • 1 Day On Market
    • 3 Beds
    • 3 Baths

    1851 Wellsprings Ct, Oconomowoc, WI 53066

    Welcome to this exquisite open-concept ranch nestled in a serene cul-de-sac at Pabst Farms! Upon entering, you'll be enchanted by the stunning hardwood floors and soaring ceilings that define this updated residence, which boasts three bedrooms and three bathrooms. Enjoy a warm ambiance highlighted by a cozy fireplace, a spacious Great Room, large windows, and patio doors that lead to a private

    Katherine Rumohr First Weber Inc - Delafield

    1851 Wellsprings Ct, Oconomowoc, WI 53066

Showing Results 1 - 40, Page 1 of 18

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