5 Lakefront and Equestrian Estates Across Wisconsin’s Scenic Countryside

Along the water’s edge in Lake Geneva, this lakefront retreat unfolds across 9.16 acres with 160 feet of frontage spanning five separate parcels. Inside, an open great room is framed by floor-to-ceiling windows that draw the lake into everyday living, while a wet bar sets the tone for effortless hosting. Five bedrooms—including three with lofts for extra sleeping—and 4.5 baths support easy gathering, with a screened porch, walkout lower level, and expansive deck extending the living space outdoors. The grounds are meticulously manicured, with colorful perennials and seasonal annuals creating a park-like setting beneath mature trees that lend shade and privacy. Gentle pathways lead to the lake, a pond, and a gazebo—inviting slow mornings, long evenings, and a life oriented to the view.

Along the water’s edge on Deakin Isle, the iconic “Boathouse” claims 192 feet of coveted Lauderdale Lakes frontage and a legacy that reaches back to 1915. Rebuilt in 2015 to its original Jazz Age glory, the four-level residence layers historical detail with distinctive architectural moments. A 1,200-square-foot ballroom sets the tone with original hard rock maple floors and unique hanging Meiji-era Japanese lanterns, while the original Opium Den is prepped for a future hidden wine cellar. The kitchen pairs custom marble countertops and a farm sink with Wolf and Sub-Zero appliances. In the primary suite, a luxury freestanding tub, full steam room, and a private deck with fireplace create a restorative retreat. A finished swim basin leads to the marque wet boathouse, with all three Lauderdale Lakes visible from numerous vantage points throughout.

Set on 15+ acres in Verona’s Town of Middleton, this private equestrian estate unfolds across a park-like landscape of rolling countryside views and crisp white fencing. Perched high above the grounds, the custom-built home looks out over the entire property and is finished with hardwood floors, three fireplaces, two full kitchens, and two laundry areas. A walkout lower level creates an easy indoor-outdoor flow, stepping directly onto the pool deck for days that move effortlessly between inside and out. The resort-style setting continues with an inground pool, waterslide, overflowing hot tub, pool house, and outdoor shower. Designed for year-round use, the approximately 20,000-square-foot heated equestrian center includes indoor and outdoor riding arenas, multiple barns and outbuildings, hay storage, offices and kitchens, automatic waterers, five fenced pastures, and a private basketball court—an estate built for a life lived outdoors.

Along the water’s edge in Mercer, this rare 455-acre holding wraps around a 142-acre private lake, pairing long, open views with a sandy beach and the kind of quiet that comes from being surrounded by protected lands. Built in 2010, the home is designed for spacious living and easy hosting, with room for 6+ guests and heated garages ready for vehicles and recreational toys. Days unfold outdoors: launch a boat, cast for excellent fishing, or simply linger by the shoreline as wildlife moves through the property. For those who like to roam farther, direct access to ATV and snowmobile trails extends the season, while nearby ski hills add winter variety. A nearby airport keeps travel refreshingly straightforward, even from this deeply private setting.

Set on 39 acres in Wisconsin’s Driftless region, this world-class equestrian estate pairs a fully fenced, gated entrance with facilities built for serious riding: 11 stalls, a 200′ x 70′ indoor arena, and a 200′ x 100′ outdoor arena. Inside the custom-built residence, a soaring great room frames expansive countryside views beside a floor-to-ceiling stone fireplace. The gourmet kitchen is equally considered, featuring a gas range, island, prep sink, and walk-in pantry. A private main-level primary suite offers dual bathrooms, a walk-in closet, and its own balcony. Upstairs, a library and bonus room complement spacious additional bedrooms. The walk-out lower level is designed for entertaining with a wet bar, family room with fireplace, exercise room, and guest suite—an easy backdrop to days defined by open vistas and quiet, energy-efficient living with geothermal and solar.