Oconomowoc Real Estate

Welcome to Oconomowoc, a charming city nestled in Waukesha County, Wisconsin. Known for its natural beauty and small-town charm, Oconomowoc offers a delightful blend of history, recreation, and a thriving community.

Situated in the heart of Wisconsin, Oconomowoc is surrounded by picturesque lakes, rolling hills, and lush greenery. The city's prime location allows residents to enjoy a peaceful and serene environment while being within easy reach of major cities like Milwaukee and Madison.

Oconomowoc boasts a rich history dating back to the 19th century when it was a popular summer resort destination. Today, the city retains its historic charm with well-preserved buildings and a vibrant downtown area filled with unique shops, restaurants, and art galleries.

For outdoor enthusiasts, Oconomowoc offers an abundance of recreational activities. With numerous lakes in the area, residents can indulge in boating, fishing, and swimming during the summer months. The city also boasts an extensive trail system, perfect for hiking, biking, or simply taking a leisurely stroll to enjoy the stunning natural surroundings.

Education is a top priority in Oconomowoc, with excellent schools and a strong sense of community support. Families can take advantage of the city's top-rated school district, providing quality education for children of all ages.

Whether you're looking to settle down or visit for a weekend getaway, Oconomowoc offers a warm and welcoming atmosphere, making it a great place to call home. With its natural beauty, rich history, and strong community spirit, Oconomowoc truly has something for everyone.

Newest Listings in Oconomowoc

$450,000

2 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status

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 Street, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc..

$599,900

4 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status

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 Place Unit Lot 148, Oconomowoc

Listing courtesy of Harbor Homes Inc.

$549,900

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status

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 Avenue Unit 42-02, Oconomowoc

Listing courtesy of M3 Realty.

$759,990

4 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status

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 Street, Oconomowoc

Listing courtesy of Kaerek Homes, Inc..

$609,900

3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status

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 Lane, Oconomowoc

Listing courtesy of Loos Custom Homes,LLC.

$1,674,900

3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status

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 ⋅ ACTIVE Status

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 Street Unit 306, Oconomowoc

Listing courtesy of Lake Country Flat Fee.

$749,900

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status

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 Avenue, Oconomowoc

Listing courtesy of RE/MAX Service First.

$499,900

3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status

NEW CONSTRUCTION - Ready DECEMBER 2026- Our Alexander model is a 2-story 3 bed, 2.5 bath townhome with an open concept first floor. The Kitchen includes quartz countertops, pantry, a large island and soft close cabinetry. The Great Room features a stunning stone to 9' ceiling gas fireplace. In addition, the first floor offers a Powder Room and Rear Foyer with WIC. The second floor Primary Suite features 2 walk in closets, box tray ceiling and a luxurious bathroom with tiled shower walls and tiled bench. A second floor Laundry Room with upper cabinets, two additional bedrooms and full bath round out this ideal floor plan.

947 Lagom Way Unit Bldg 9 Lt104, Oconomowoc

Listing courtesy of Harbor Homes Inc.

$699,900

4 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status

Energy efficient 2-story located on lot 87 in Olde Highlander! Olde Highlander will feature a range of amenities designed for convenience and enjoyment, including extensive walking paths, a swimming pool, a zero-entry splash pad, and a clubhouse. 1st floor features an open kitchen w/ spacious walk-in pantry, a sunroom w/ vaulted ceiling & electric fireplace, + a flex room w/ French doors off the front foyer. 2nd floor features a primary suite, 3 secondary bedrooms, hall bathroom & laundry room. Primary boasts a cathedral ceiling & includes 2 WICs, a tiled shower & two sinks. LL has partial exposure & includes a full bath rough-in, ERV System & plenty of space for future finishing. Home is currently under construction, estimated completion November.

1351 Scotsland Lane, Oconomowoc

Listing courtesy of Tim O'Brien Homes LLC.

$679,900

4 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status

Why wait for new construction? Modern farmhouse-inspired 4BR home built in 2021 with thoughtful design and quality finishes. Turnkey convenience with an open backyard, full landscaping, concrete patio, and all appliances included. Two-story foyer leads to an open layout with 9-ft ceilings and LVP flooring. Stunning kitchen offers white cabinets, quartz counters, backsplash, island and walk-in pantry. Versatile Dining area opens to Great Room with beautiful stone fireplace. Main-floor Family Room/Den plus convenient Mud Room area. Spacious primary suite with walk-in closet, tiled shower and dual sinks. 3-car garage, 2-zone heating, and LL plumbed for future bath. You'll love the welcoming neighborhood setting complete with walking trails, nearby pickleball courts and playground.

1513 Whalen Drive, Oconomowoc

Listing courtesy of Coldwell Banker Realty.

$599,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status

Experience effortless luxury in this nearly new 2024 Kingsway-built condo in desirable Oconomowoc. Offering 1,579 sq ft, this immaculate 2-bedroom, 2-bath home features soaring 10-foot ceilings & upscale finishes throughout. The inviting great room showcases a stunning crossed-beam ceiling, creating warmth & architectural charm. The spacious primary suite impresses w/ a coiffured ceiling, large walk-in closet, and private bath with double vanities & a walk-in shower. Lightly lived in & meticulously maintained, this home feels like new construction without the wait. A perfect blend of comfort, style, and quality craftsmanship in a sought-after location.

1615 Belmont Lane Unit 50, Oconomowoc

Listing courtesy of Patrick Bolger Realty Group.

Start Your Search

Copyright 2026 WIREX Multiple Listing Service. All rights reserved. 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. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.