Oconomowoc Real Estate

Welcome to Oconomowoc, Wisconsin, a picturesque gem nestled in the heart of Waukesha County. Known for its stunning landscapes and vibrant community, Oconomowoc offers a unique blend of small-town charm and modern conveniences, making it an ideal place to call home.

Surrounded by pristine lakes, including the beautiful Oconomowoc Lake and Lac La Belle, residents enjoy a plethora of outdoor activities year-round. Whether you're kayaking on a sunny summer day, hiking the scenic trails, or indulging in winter sports, the natural beauty of Oconomowoc is truly captivating. The city also boasts an array of parks perfect for family outings, picnics, and community events.

Oconomowoc's downtown area is a delightful mix of historic architecture and contemporary shops, restaurants, and cafes. Stroll along the charming streets, where you can find local boutiques, art galleries, and eateries serving up delicious fare. The community prides itself on supporting local businesses, fostering a warm and welcoming atmosphere for both residents and visitors.

Education is a cornerstone of Oconomowoc, with highly-rated schools and a commitment to lifelong learning. The city is also home to a variety of cultural and recreational events throughout the year, including farmers' markets, art festivals, and concerts in the park, ensuring there’s always something happening.

With its friendly community, stunning natural surroundings, and rich cultural offerings, Oconomowoc is more than just a place to live; it's a place to thrive. Explore the possibilities that await you in this charming Wisconsin city, where every day feels like a getaway!

Newest Listings in Oconomowoc

$999,000

5 Beds ⋅ 3 Baths

Enjoy Lake Country living at its finest just north of Lac La Belle & a stone's throw from The Club at Lac LaBelle. Quality built Westridge exposed ranch in beautiful Wood Lake Preserve, near Hwy 16 for easy commuting. Open floor plan offers a Great Rm w/custom maple bookcases, GFP & soaring cathedral ceiling. KIT boasts a granite center island, Cambria Quartz counters, Travertine backsplash & beverage center. Yr-round sunroom w/views of wildlife preserve & pond. Open staircase leads to exposed LL w/rec rm w/NFP, spacious well-appointed wet bar, den, game rm, 2BRs, full bath & plenty of storage. Meticulously maintained w/long list of amazing updates! Perfect location & luxury finishes.

N66W38333 Deer Creek Ct, Oconomowoc

Listing courtesy of RE/MAX Realty Center.

$999,900

2 Beds ⋅ 2 Baths

Enjoy Okauchee Lake living from this exposed ranch offering approximately 63 feet of lake frontage and a beautifully situated 0.33-acre lot. The main level features a spacious living room with fireplace, dining area, kitchen, sunroom, full bath and two bedrooms, including one currently used as an office. The walkout lower level offers a finished rec room, half bath and direct access to the patio and shoreline. Relax or entertain from the lakeside deck and patio while taking in peaceful water views surrounded by recently completed professional landscaping. An attached 2-car garage, central air and convenient Lake Country location complete this inviting waterfront property.

N52W34241 Gietzen Dr, Oconomowoc

Listing courtesy of Century 21 Benefit Realty-LC.

$269,900

2 Beds ⋅ 1 Baths

Welcome to this charming Cape Cod just blocks from Downtown Oconomowoc! This beautiful 2-bedroom, 1-bath home offers timeless character, comfortable living spaces, and an unbeatable location. Enjoy easy access to downtown restaurants, shops, entertainment, parks, and all that Oconomowoc has to offer. Whether you're looking for a place to call home or a smart investment opportunity, this property offers excellent flexibility and potential. A wonderful opportunity to own in a highly desirable Oconomowoc location! Updates include Kitchen Faucet (2026), Front/Back door and strom door (2025), Siding (2024), Roof (2022), Bathroom (2019), Carpet and closet doors in both bedrooms (2019), Wine Bar (2018), AC unit (2017).

334 W 2nd St, Oconomowoc

Listing courtesy of Keller Williams Realty-Lake Country.

$760,000

5 Beds ⋅ 3 Baths

Welcome to a home that offers the space, updates & flexibility you've been looking for! With over 4,000 sqft of beautifully designed living space, this impressive property is made for both comfortable everyday living & effortless entertaining. Thoughtful updates include a new roof, siding, garage doors, brand-new flooring throughout & more! Enjoy true main- floor living in a sun-drenched living room, while also benefiting from a finished lower level that takes entertaining to new heights. With plenty of room to gather, a wet bar & a built-in wine rack, you have the perfect setting for game days, celebrations or relaxed nights at home. With abundant square footage, substantial updates & spaces designed to be enjoyed, this is a home that truly has room for it all - and it's waiting for you!

289 Lakeridge Dr, Oconomowoc

Listing courtesy of First Weber Inc - Delafield.

$795,000

4 Beds ⋅ 3 Baths

There's something special about a home that gives you room to breathe, gather & feel at home. Set on a private .6-acre lot in the Arrowhead School District, this inviting Town of Oconomowoc home blends warmth, space & thoughtful improvements. Gather around the custom kitchen island with quartz counters or unwind beside the main-level gas fireplace. LVP flooring adds style & ease, while a private office makes working from home easy. Vaulted ceilings add character to every bedroom. The partially finished LL is ready for more memories with a large rec room, exercise space, 9-ft ceilings, egress window, 2nd gas fireplace & plumbing for a future wet bar. Newer roof, furnace, A/C & water heater offer peace of mind, while the large front porch is the perfect place to slow down & stay awhile.

N67W34390 Jorgenson Way, Oconomowoc

Listing courtesy of Real Broker Milwaukee.

$589,900

3 Beds ⋅ 2 Baths

New Construction - Ready in November!

1236 Wild Rye Ln, Oconomowoc

Listing courtesy of Loos Custom Homes,LLC.

$484,000

2 Beds ⋅ 2 Baths

Enjoy lake living in this 2-bedroom, 2-bathroom first-floor corner unit featuring peaceful green-space views and a sizable patio. 2 patio door access to private patio. Underground parking is a sought after condo convenience. Located just one block from downtown Oconomowoc's shopping, dining, and year-round activities. Your new home places you steps away from beautiful Fowler Lake. Launch a kayak, enjoy easy boating access, or relax beside the gorgeous in-ground pool surrounded by beautifully maintained gathering areas overlooking the lake. Pier slips may also be available for the ultimate lakeside lifestyle.

320 E Pleasant St Unit 106, Oconomowoc

Listing courtesy of Lannon Stone Realty LLC.

$684,900

4 Beds ⋅ 3 Baths

This stunning two story Colonial is located in Oconomowoc's exclusive Lakewood Estates neighborhood. Boasting a wide open floor plan that creates an inviting flow between the kitchen, dining and living rooms. The exceptional finished basement takes family living to the next level, offering an expansive additional living space. A dynamic, working kitchen features a double oven and expansive island. A convenient first floor laundry adds functionality making household routines easier. Blocks from Bender beach and an easy walk downtown make this the perfect house in the perfect location.

1166 Yosemite Rd, Oconomowoc

Listing courtesy of Central WI Real Estate.

$690,000

3 Beds ⋅ 2 Baths

This newly developed private, luxurious condo is a show stopper! Thoughtfully designed gathering areas face south, east and west offering incredible views of the sunrises as they slowly turn into sunsets. It is not uncommon to be visited by cranes as they gracefully pass by. The vaulted ceilings, extra wide transition areas, and arched doorways encourage you to exhale. Complete with all of the high end finishes you expect, this community is also near schools, I-94, Costco, the YMCA and other popular shopping and recreational options. The lower level has an egress and is stubbed for plumbing, to add value and finish to your liking. Walking trail and clubhouse available for your enjoyment. Make plans to see this one before it's gone! Your new home awaits.

1620 Belmont Ln Unit 26, Oconomowoc

Listing courtesy of Homestead Realty, Inc.

$349,999

3 Beds ⋅ 2 Baths

A 3-bedroom, 2-full-bath ranch offering an exciting opportunity to create a home that reflects your style while adding value along the way. Conveniently located near Fowler Park, Fowler Lake, and Downtown Oconomowoc. The roof was replaced in 2023, a water filtration system has been added, and select plumbing has been updated. This home is being sold AS-IS. Schedule your tour today!

723 N Roosevelt Ave, Oconomowoc

Listing courtesy of Prolific Realty Group.

$689,990

4 Beds ⋅ 2 Baths

HOUSE IN ROUGH TRADES - APPROX. FINISH 4 Bedrooms/2.5 Baths/Flex room/Partial Exposure/2-story. Basement has drain/vent rough-in for future full bath/Windows in exposure. Ceramic tile walk-in shower/double sinks/granite or equivalent vanity tops in master bath. Double sinks family bath. Large WIC master bedroom. 9' first floor ceilings/tray ceiling master bedroom. Kitchen cabinets are staggered w/cabinet crown moulding/granite or equivalent countertops/island/pantry closet. Mudroom w/drywall lockers & closet. 2nd. floor laundry w/cabinets, sink & closet. Covered front porch w/prairie-style box posts. Partial-glass entry door w/double side-lights/transom window/keypad deadbolt. Window grids all elevations. 3-car garage with large storage area (12'5'' x 9'6'')/openers/remotes/keypad.

1326 Lynn Cir, Oconomowoc

Listing courtesy of Kaerek Homes, Inc..

$574,900

4 Beds ⋅ 1 Baths

Sitting on a gorgeous 1+ acre lot, this 4 bedroom ranch home unfolds like a private estate! The spacious interior includes vaulted ceilings and a skylit great room that is sure to please. The kitchen offers plenty of cabinetry and a sunlit dining area opening to a back patio built for unforgettable nights. Hallway leads to 4 bedrooms and a full bath. Primary bedroom includes two closets, one being a walk-in. An open staircase leads to the finished lower level including a rec room, exercise room, and two dens--your own underground getaway! Dual garages featuring a 2.5-car attached and 2.5-car detached are perfect for hobbies and abundant storage. Relax on the front or back patio, or around the firepit area. Set within the coveted Arrowhead-Stone Bank School District!

W343N6300 S Bayview Rd, Oconomowoc

Listing courtesy of Lake Country Flat Fee.

Start Your Search

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.