Across Wisconsin’s lake country and riverfronts, this quintet of trophy properties shows how water becomes both setting and signature. From a Lauderdale Lakes estate rebuilt to its 1915 Jazz Age character on 192 feet of shoreline to a Wisconsin River retreat with a full mile of frontage, the common thread is view-driven living paired with spaces designed for gathering and restoration. Historic grandeur appears in Baraboo’s Al Ringling Mansion & Brewery, while new construction shines on Fowler Lake in downtown Oconomowoc and above Brookfield’s Hidden Lake.
192’ Premier Frontage | $4,349,700


Jerry Kroupa

Jerry Kroupa
Along the water’s edge on Deakin Isle, The Boathouse claims 192 feet of premier Lauderdale Lakes shoreline, rebuilt in 2015 to its original 1915 Jazz Age glory. Historical details and architectural styles unfold across four levels, with numerous vantage points framing all three lakes. At the center, a 1,200-square-foot ballroom pairs original hard rock maple floors with distinctive hanging Meiji-era Japanese lanterns, while the original Opium Den is prepped for a future hidden wine cellar. The kitchen balances craft and performance with custom marble countertops, a farm sink, and Wolf and Sub-Zero appliances. In the primary suite, a luxury freestanding tub and full steam room elevate daily routines, complemented by a private deck with fireplace. Outside, a finished swim basin leads to the wet boathouse, aglow with underwater lighting.
- Price:
- $4,349,700
- Size:
- 5,450 sq ft
- Contact:
- Jerry Kroupa, @properties | Christie’s International Real Estate, 262.949.3618
Exclusive Wisconsin Riverfront Retreat Custom Features Nature Trails | $4,100,000


Jonathan Horsfall

Jonathan Horsfall
Along the Wisconsin River in Stevens Point, this one-of-a-kind estate unfolds across a mostly wooded setting with some wetlands and an extraordinary mile of frontage. Days here can move easily from fishing or hunting to long walks on six miles of nature trails, with the yard and water always close at hand. Inside, the kitchen is outfitted with commercial grade appliances, custom cabinets, and high-end granite countertops—equipped for everything from quiet breakfasts to large gatherings. A basement-level custom bar area adds a relaxed, after-hours rhythm. Wellness takes center stage with an indoor pool, hot tub, and sauna, while radiant floor heat runs throughout the home and garage. High-end woodwork—seen in ceilings and doors—brings warmth and craft, and the main suite frames a panoramic view over the yard and river.
- Price:
- $4,100,000
- Size:
- 7,160 sq ft
- Contact:
- Jonathan Horsfall, Berkshire Hathaway HomeServices True Realty, 608.513.3933
623 Broadway Street | $3,900,000


Lakepoint Team

Lakepoint Team
On Broadway Street in Baraboo, the legendary Al Ringling Mansion & Brewery unfolds as a one-of-a-kind estate that balances heritage craftsmanship with museum-quality updates. The offering spans a historic mansion alongside a brewery and beer garden, complemented by a turn-key restaurant and a dedicated banquet hall—an ensemble designed for gathering at every scale. Inside, timeless details set the tone: white oak floors, ornate woodwork, a gold-leaf dining room ceiling, Tiffany-stained glass, and antique gilded chandeliers. Behind the scenes, modern improvements include new HVAC, upgraded electrical, and a spray-rubber roof on the brewery. The remodeled third floor adds a 3,000+ square-foot apartment with four bedrooms and two bathrooms, plus a full kitchen and laundry. It’s a setting made for living, hosting, and welcoming guests with ease.
Size: 0
- Price:
- $3,900,000
- Contact:
- Lakepoint Team, Weichert Great Day Lakepoint, 608.356.0120
Custom Lakefront Home In The Heart Of Oconomowoc | $3,499,900


Karen Trepton

Karen Trepton
Along the water’s edge on historic Fowler Lake, this newly constructed custom lakefront home brings sophisticated luxury to downtown Oconomowoc living. Five bedrooms and four baths create an easy rhythm for everyday routines and weekend guests alike, while summer unfolds with boating, swimming, and fishing—and weekly waterski shows and Fourth of July fireworks enjoyed from your own backyard. A bluestone walkway leads to a covered lakeside entertaining area with in-floor radiant heat, setting the tone for year-round gathering. Inside, a chef’s kitchen anchors the home, with dining and great rooms flowing together behind expansive windows that pull the lakefront into view. The main level adds a flexible living space, full bath, and laundry. Upstairs, a “ship inspired” custom staircase rises to gracious bedrooms with upscale baths. Downstairs, a spacious rec room, auxiliary kitchenette, and fifth bedroom with egress extend the welcome.
- Price:
- $3,499,900
- Size:
- 3,400 sq ft
- Contact:
- Karen Trepton, Shorewest, Realtors, 414.975.9659
13145 Kittridge Court | $2,999,995


The Patton/Bitterberg Group

The Patton/Bitterberg Group
With the lake as its backdrop, this ultra-luxury Brookfield residence rises above the tranquil beauty of Hidden Lake, set at the end of a cul-de-sac. The setting feels deliberately private, yet connected to the highly regarded Elmbrook School District. Inside, the tone is one of confidence and restraint—striking architecture paired with elite finishes, with an emphasis on precision in every detail. Designed for both entertaining and quiet retreat, the home is oriented to panoramic water views that read like a cinematic backdrop from day to night. There’s an ease to the way the spaces are described: curated, polished, and meant to be lived in with intention. It’s a place where the everyday rhythm is shaped by calm water, considered design, and a sense of arrival that lingers.
- Price:
- $2,999,995
- Size:
- 6,401 sq ft
- Contact:
- The Patton/Bitterberg Group, Shorewest, 262.289.2822






















