Oconomowoc Real Estate

Welcome to Oconomowoc, Wisconsin—a picturesque gem nestled in the heart of Waukesha County. Known for its stunning lakes and vibrant community, Oconomowoc offers a perfect blend of small-town charm and modern amenities. With its rich history dating back to the mid-1800s, this city has evolved into a thriving hub for families, outdoor enthusiasts, and professionals alike.

Oconomowoc is beautifully situated between the serene waters of Lake Oconomowoc and the scenic shores of Lac La Belle, making it a haven for water sports, fishing, and leisurely boating. The city’s lush parks, such as the popular Roosevelt Park and the expansive Oconomowoc River Walk, provide ample opportunities for hiking, picnicking, and enjoying nature’s beauty.

The downtown area is a vibrant mix of quaint shops, delightful eateries, and local businesses, creating a lively atmosphere that encourages community engagement. Oconomowoc also hosts a variety of events throughout the year, including farmers' markets, art festivals, and seasonal celebrations, fostering a strong sense of belonging among residents.

Families will appreciate the top-rated schools and safe neighborhoods, making it an ideal place to raise children. With easy access to major highways and a short commute to Milwaukee, Oconomowoc combines the tranquility of suburban living with the conveniences of urban life.

Whether you’re looking to buy your first home, retire in peace, or invest in a growing community, Oconomowoc has something for everyone. Come discover the beauty and warmth of this enchanting city, where every day feels like a vacation!

Newest Listings in Oconomowoc

$599,000

6 Beds ⋅ 2 Baths

Back and Better than Ever! This custom contemporary home is nestled in one of Oconomowoc's highly desirable Fowler Lake area neighborhoods, offering an expansive 3,700+ square feet of living space, It features large bedrooms, Huge closets, two large bathrooms, double sink and dual shower heads in upper bath, and is flooded with natural light, soaring ceilings & architectural details that you don't see often! Private primary bedroom on its own level or guest quarters. Upper lofted rec rm and so much more. Enjoy a Private yard with patio, 10/10 walkability score to all that Downtown and Fowler Park/ lake loop have to offer. If you are looking for wow, come now!

727 E Madison St, Oconomowoc

Listing courtesy of Froemming Realty LLC.

$450,000

2 Beds ⋅ 1 Baths

Rarely does a property offer such exquisite craftsmanship & artistic detail while providing seemingly endless potential. Owned for decades by Master Woodworker & Fine Art Photographer Tony Casper, this amazing 2 bedroom, 1.5 bath colonial is a testament to his limitless talent & ability to create beauty, even in the most unassuming places. Whether walking up the charming front entry past his beloved Ginko, enjoying time in the custom crafted gazebo or relaxing fireside in the beechwood family/gallery room (with heated floor) built to display artifacts from world travels, Casper's creative touch is evident throughout. Make the lower studio your own space & don't miss the 15x12 office/work room off the garage!

524 E Jefferson St, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc..

$599,900

4 Beds ⋅ 2 Baths

New Construction - ready October 2026 - The Harrington model features 4 BR's 2.5 BA's and a 1st floor Flex Room. The Great Room includes a corner gas fireplace with 9ft stone detail to ceiling. The Primary Suite features a Box Tray Ceiling, large Walk-In Closet, a Luxury Primary Bath with Tile Floors & Tile Bench in Shower and Double Bowl Vanity. Other Highlights include a Rear Foyer with a Drop Zone and Lockers, 2nd floor Laundry Room, 2.5 Car Garage and SO MUCH MORE!!

1334 Aberdeen Pl Unit Lt148, Oconomowoc

Listing courtesy of Harbor Homes Inc.

$549,900

2 Beds ⋅ 2 Baths

Beautifully maintained side x side condo offering peaceful pond views & abundant wildlife right outside your door. Enjoy the perfect blend of privacy and convenience w/ private front entrance & no-step entry. Open-concept floor plan w/ spacious kitchen featuring granite countertops, SS appliances, WIP, & dining area that flows seamlessly into great room w/ GFP. Adjoining sunroom w/ access to covered patio. A spacious owner's retreat has an on-suite deluxe bath & WIC. The guest bedroom is adjacent to a full bath & main floor laundry. The expansive lower level offers endless possibilities for future living space. Already stubbed for a bathroom & featuring walk-out access. Looking for low-maintenance living, privacy, & beautiful scenery, this condo is one you won't want to miss.

N54W35199 Coastal Ave Unit 42-02, Oconomowoc

Listing courtesy of M3 Realty.

$759,990

4 Beds ⋅ 2 Baths

HOUSE IS IN ROUGH TRADES. 4 bedrooms/2.5 baths/den/1.5 story design. Basement has 1 egress slider window & 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. 1st floor master bedroom suite/large WIC. 9' 1st floor ceilings/tray ceiling in kitchen-dinette/pitched ceiling in den/tray ceiling in master bedroom. Kitchen cabinets w/hardware & crown moulding/granite or equivalent countertops/backsplash/island/pantry closet. Mudroom w/drywall lockers & closet. Laundry room w/cabinets & sink. Covered front porch w/box posts. 2/3 glass entry door w/transom window & combo deadbolt. 3-car garage w/large storage area (12'8' x 11'3')/service door/openers/remotes/keypad.

1742 Switchgrass St, Oconomowoc

Listing courtesy of Kaerek Homes, Inc..

$609,900

3 Beds ⋅ 2 Baths

New Construction - Ready in September! Introducing the Concord model at Prairie Creek Ridge in Oconomowoc, a beautifully designed ranch style home offering 1,913 sq ft of modern living.. This home features 3 bedrooms and 2 baths, highlighted by high ceilings, a cozy gas fireplace, and durable LVP flooring throughout the main living areas with LVT in the bathrooms. The kitchen stands out with elegant quartz countertops, perfect for both everyday living and entertaining. Situated on Lot 430, a .24 acre homesite, this home also includes a spacious 2.5 car garage for added convenience and storage.

1276 Wild Rye Ln, Oconomowoc

Listing courtesy of Loos Custom Homes,LLC.

$2,349,000

3 Beds ⋅ 2 Baths

Enjoy the conveniences of downtown Oconomowoc and the pleasures of lake living without the maintenance of a house! This immaculate luxury 3-bedroom, 2.5-bath condo offers timeless style with an open-concept floor plan, high ceilings, 2 fireplaces, natural light, and two covered porches. The kitchen features Quartz countertops, Wolf & Subzero appliances and opens to the dining and living areas, where stunning views of Lac La Belle create the perfect backdrop for everyday living and entertaining. Residents of The Parc enjoy exceptional amenities, including two pontoon boats, a lakeside patio with grill and fire pit and private indoor parking. With downtown Oconomowoc out your door, you'll enjoy restaurants, shopping, coffee shops, the Farmers Market, and year-round community events.

200 W Wisconsin Ave Unit 202, Oconomowoc

Listing courtesy of Keller Williams Realty-Lake Country.

$749,900

5 Beds ⋅ 3 Baths

Welcome home to Prairie Creek Ridge! Built in 2016, this exceptional colonial blends luxury, functionality, and high-style design. The open-concept main level features a grand two-story entry, gourmet KIT with granite countertops, large island, walk-in pantry, spacious LR with gas fireplace, plus a flex room, mudroom, and main-floor laundry. Upstairs offers four bedrooms, including a spacious primary suite with two walk-in closets and a spa-like en suite. The finished lower level includes a wet bar, wine cellar, rec room, fifth bedroom, full bath with steam shower, and kids' playhouse. Enjoy an oversized heated garage, fenced backyard with pergola, hot tub, sprinkler system, and an ideal Lake Country location! This meticulously cared for home checks all the boxes an is sure to impress!

1311 Prairie Creek Blvd, Oconomowoc

Listing courtesy of Firefly Real Estate, LLC.

$1,674,900

3 Beds ⋅ 2 Baths

A little bit of everything on Okauchee Lake! Modern contemporary design, nearly an acre wooded level lot and 113 feet of frontage! Plenty of room for the toys with two piers, located just off the main bay! Comfortable radiant in floor heat, new septic system, and a large 3 car garage plus additional parking!

N57W34599 Road G -, Oconomowoc

Listing courtesy of First Weber Inc - Delafield.

$434,900

2 Beds ⋅ 2 Baths

A rare, corner-unit retreat in Pioneer Ridge. This 3rd floor condo pairs sweeping views of Oconomowoc with refined, easy living! Vaulted ceilings and an open concept layout frame the great room's gas fireplace, while the spacious balcony delivers unforgettable sunset views. The kitchen features granite counters, breakfast bar, and large walk-in pantry, flowing naturally into the dining area. The primary suite offers two closets and a bath with separate tub and shower. Enjoy in-unit laundry, newer appliances, two underground parking spaces, and two storage lockers. Furnace and AC replaced in 2026. Pet friendly. Amenities include green space, clubhouse, outdoor pool, gym. Secure building with elevator, plus a prime location near downtown Oconomowoc. Seller prefers to include all furnishings.

173 N Lapham St Unit 306, Oconomowoc

Listing courtesy of Lake Country Flat Fee.

$749,900

2 Beds ⋅ 2 Baths

Exceptional 7.6-Acre Country Retreat w/Expansive 5,600 Sq. Ft. Workshop! Discover the perfect blend of privacy, functionality, & country charm! This well-maintained, all-brick raised ranch features 2BR & 2BA, offering comfortable living in a peaceful rural setting. Newer roof, dishwasher, & microwave provide added value & peace of mind. Huge 40' x 140' workshop, offering 5,600 sf of main-level space. Equipped w/3 furnaces & C/A, this versatile building is ideal for a home-based business, contractor, hobbyist, collector, or anyone in need of substantial workspace or storage. An expansive attic provides more room for storage or future possibilities. Additional amenities include a det. 2-car GA w/electricity, privately situated on the S end of the property. Surrounded by open countryside.

N79W34857 Petersen Rd, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc..

$749,900

4 Beds ⋅ 3 Baths

Deeded pier and boat slip on Lac La Belle - Located just steps from the heart of downtown Oconomowoc, this spacious 4-bed, 3-bath home offers the perfect blend of comfort, convenience, and lake-area living. Enjoy lake-access rights to beautiful Lac La Belle, along with a mix of shopping, creative local restaurants, and inclusive community parks within walking distance. The home boasts updated rooms and features, complemented by hardwood floors that add warmth and character throughout. The lakeside living and downtown charm make this one you cannot pass up--come take a tour today!

632 W Wisconsin Ave, Oconomowoc

Listing courtesy of RE/MAX Service First.

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Source of listing data: Metro MLS. Copyright 2026 Multiple Listing Service, Inc. - All Rights Reserved. Information is supplied by seller and other third parties and has not been verified. IDX information is provided exclusively for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.