Oconomowoc Homes with 8'+ Ceiling Basement

Welcome to Oconomowoc, a charming city nestled in Waukesha County, Wisconsin. Known for its picturesque landscapes, friendly community, and thriving real estate market, Oconomowoc offers a wonderful place to call home.

Located in the heart of the state, Oconomowoc boasts a convenient location that allows residents to enjoy both the tranquility of suburban living and easy access to urban amenities. With its close proximity to Milwaukee, just 30 miles east, residents can easily commute for work or leisure while enjoying the benefits of a smaller, more tight-knit community.

One of the standout features of homes in Oconomowoc is the presence of basements with 8'+ ceilings. These spacious basements offer ample room for storage, recreation, or even the potential for additional living space. Whether you're looking to create a home gym, a playroom for the kids, or a cozy entertainment area, these basements provide endless possibilities.

Oconomowoc's real estate market is diverse, with a range of housing options to suit different preferences and budgets. From historic Victorian homes to modern townhouses and spacious suburban properties, there is something for everyone in this vibrant city.

In addition to its beautiful homes, Oconomowoc boasts a thriving downtown area with charming shops, restaurants, and entertainment venues. Residents can enjoy strolling along the shores of Lac La Belle, exploring local parks and trails, or participating in community events throughout the year.

If you're looking for a city that offers a high quality of life, a strong sense of community, and homes with impressive basement spaces, Oconomowoc should be at the top of your list. Come and discover why so many people choose to call this city home.

Newest Oconomowoc Homes with 8'+ Ceiling Basement

$975,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status

Distinctive. Refined. Inviting. This Italian villa-style condo brings European character and comfortable living together just steps from Silver Lake. Custom finishes and thoughtfully selected details create a sophisticated aesthetic that feels both elevated and welcoming. The open-concept main level features hardwood floors, a beautifully tiled fireplace, granite kitchen countertops and a light-filled sunroom overlooking the private courtyard. A spacious primary suite offers a luxurious place to unwind. The finished lower level extends the home's living space with a family room, kitchenette, bedroom and full bath, ideal for guests and entertaining. Near the Lake Country Recreational Trail, dining, shopping and downtown Oconomowoc. A rare opportunity in a truly distinctive setting.

1611 Vico Pass Unit 22, Oconomowoc

Listing courtesy of Keller Williams Realty-Milwaukee Southwest.

$550,000

4 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status

Welcome to this classic 4-bedroom, 2.5-bath Colonial in a desirable Oconomowoc neighborhood. Fresh interior paint throughout and brand-new upstairs carpeting create a bright, move-in-ready feel. Gather in the inviting rec room with a natural fireplace, or enjoy warm-weather living on the fabulous screened porch overlooking the back yard. Use your imagination in the heated backyard bonus building- perfect for a home office, hobby studio, game-day retreat or cozy gathering space. Comfortable, versatile and ideally located near shopping, dining, and all that Oconomowoc has to offer, this home is ready for its next chapter! Estate sale 9/20-9/21.

983 Chesterton Court, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc..

$999,000

5 Beds ⋅ 3 Baths ⋅ ACTIVE Status

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 Court, Oconomowoc

Listing courtesy of RE/MAX Realty Center.

$684,900

4 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status

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 Road, Oconomowoc

Listing courtesy of Central WI Real Estate.

$690,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status

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 Lane Unit 26, Oconomowoc

Listing courtesy of Homestead Realty, Inc.

$759,900

3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status

Incredible custom built 3BD/2.5BA smart home in Prairie Creek Ridge! This home offers a suite of smart features including lights, window treatments, camera system, and more! The foyer leads to the two story great room w/expansive wall of windows open to the spectacular kitchen w/quartz, huge pantry, and stainless appliance package! Laundry/mud room w/extra deep cabinets. Main floor primary suite offers en suite w/tile shower and WIC w/custom organizer. Upstairs there are two bedrooms each with WICs and a full bath. Walkout lower level is partially framed and plumbed for a full bath. Wonderful 3 season room w/heater and composite deck overlooking the backyard. Great lot bordering conservancy, this spectacular home is a must see!

1391 Bluestem Trail, Oconomowoc

Listing courtesy of Lake Country Flat Fee.

$1,249,900

3 Beds ⋅ 3.5 Baths ⋅ ACTIVE Status

The Kendall-Proudly selected as the 2026 St. Jude's Dream Home, with all proceeds benefiting St Jude's Research Hospital. Designed with luxury & livability in mind, this split ranch offers 3 bedrooms and 3.5 baths. The front foyer and flex room with 13' ceilings welcome you inside, and custom ceiling details add architectural detail throughout. Chef's Kitchen is equipped w/ Bosch appliances. The bright dinette opens to a screened in deck. The serene primary suite features wood wrapped beams, dual WICs, a freestanding tub & tiled shower. Finished LL offers a family room, full bathroom + bar area & wine storage room. Home features a solar system.

W358N6309 Ennis Road, Oconomowoc

Listing courtesy of Tim O'Brien Homes LLC.

$665,900

4 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status

Welcome home to the GENEVA by Stepping Stone Homes. Homesite offers standard foundation. This open-concept floor plan offers 4 bedrooms, 2.5 bathrooms, and a 3-car garage with functional living spaces designed for today's lifestyle. Kitchen highlights include quartz countertops, island, pantry, and appliance package. Main living areas feature durable flooring selections. Quality construction includes 2x6 exterior walls, passive radon system, daylight basement windows, and 9' first-floor ceilings. Features, finishes, dimensions, and specifications subject to change without notice.

1749 Switchgrass Street, Oconomowoc

Listing courtesy of Coldwell Banker Realty.

$706,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status

Welcome home to the Eliza by Stepping Stone Homes. This open-concept home features 3 bedrooms, 2 bathrooms, and a 3-car garage. Homesite offers a standard foundation. Kitchen features include quartz countertops, soft-close cabinetry, and appliance package. Quality craftsmanship throughout including 2x6 exterior walls, solid core doors, smart home features, active radon system, and 9' first-floor ceilings. Basement includes rough plumbing for future bath and egress window per plan. Features, finishes, dimensions, and specifications subject to change without notice. Concrete Driveway and walkway to front porch included.

1746 Switchgrass Street, Oconomowoc

Listing courtesy of Coldwell Banker Realty.

$630,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status

Tucked within the Village Crossings Condos at Pabst Farms, this beautifully maintained condo feels like a new build. A calming, neutral palette complements a variety of design styles, while the open-concept main level is designed for both everyday living and entertaining. The spacious kitchen features a large island perfect for gathering around. The finished lower level adds additional living and entertaining space, with plenty of unfinished storage area. Even the garage feels like an extension of the home with freshly painted walls and ceiling and a clean epoxy floor. Move-in ready and conveniently located!

1760 Derby Lane, Oconomowoc

Listing courtesy of Stapleton Realty.

$1,075,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status

Discover the charm of lake living in this inviting 2-bedroom, 2-bath home on beautiful Okauchee Lake! Nestled on a quiet no-wake bay with 48 feet of frontage, this property offers the perfect balance of relaxation and recreation. Enjoy morning coffee or sunset gatherings on the spacious lakeside deck, entertain on the expansive patio, and take advantage of two private docks for all your boating and water activities. Ample parking, storage sheds, and a private setting make hosting family and friends effortless. Just a short walk or boat ride to all of Okauchee's popular restaurants, parks, and entertainment. This is your opportunity to enjoy the best of Lake Country in a peaceful waterfront retreat. Live where you want to play! 1.5-2 hours to Chicago & 35min to Milwaukee & 45min to Madison

W352N5282 Lake Drive, Oconomowoc

Listing courtesy of First Weber Inc - Delafield.

$499,900

3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status

READY DECEMBER 2026 - Our Donovan 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 a large walk in closet, 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.

945 Lagom Way Unit Bldg 9 Unit 103, Oconomowoc

Listing courtesy of Harbor Homes Inc.

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