Across Wisconsin, this quintet of trophy retreats is united by water—whether a swimmable private pond, panoramic dual-lake vistas, or coveted dock rights paired with downtown walkability. Each setting leans into the pleasures of escape: boating, fishing, golf, and trail-ready recreation, with estate-scale acreage and long approaches that safeguard privacy. Distinction comes in many forms, from an A-frame–inspired log home with income-ready apartments to an 1854 Gothic Revival stone landmark, and from tax-smart shared frontage to shoreline measured in rare, sandy feet.
Exceptional CustomBuilt Log Home | $2,499,900


Tiffany Seavecki

Tiffany Seavecki
With Lake Camelot as its backdrop, this A-frame inspired, custom-built log home sits discreetly among the pines in the Walden area, balancing rustic elegance with modern versatility. Soaring vaulted ceilings and expansive windows shape the primary living space, where warm natural wood finishes reinforce the feel of a true Northwoods retreat. Beyond the main residence, two well-appointed apartments introduce rare flexibility—ideal for guests, multigenerational living, or dual income opportunities. For car enthusiasts and hands-on creatives, an oversized attached garage is complemented by an impressive 40’ x 42’ detached garage/workshop, offering room to store, tinker, and build. Set in Rome, the setting pairs everyday calm with access to boating, fishing, world-class golfing, and ATV trails—an easy rhythm of retreat and recreation.
- Price:
- $2,499,900
- Size:
- 4,800 sq ft
- Contact:
- Tiffany Seavecki, Realty One Goup Haven, 920.379.3901
Private Estate Retreat | $1,849,700


Jerry Kroupa

Jerry Kroupa
Down a grand, maple-lined private drive, this 15-acre estate in Sugar Creek sets a calm, considered tone from the moment you arrive. The landscape reads like a personal retreat, anchored by a swimmable 6-acre pond and complemented by tranquil ponds and a cascading waterfall. Inside, the 5-bedroom, 3.5-bath residence is designed for elegant entertaining and effortless daily living, with expansive, light-filled spaces meant to gather, relax, and recharge. An open-concept main level blends sophistication with comfort, while the stately owner’s suite offers a quieter sanctuary at day’s end. With a private pond for swimming and fishing, the setting invites slow mornings outdoors and unhurried evenings by the water. Minutes from Lauderdale Lakes and the Kettle Moraine, it’s a place that feels naturally removed, yet connected.
- Price:
- $1,849,700
- Size:
- 5,201 sq ft
- Contact:
- Jerry Kroupa, @properties Christie’s International Real Es, 262.949.3618
Not Simply A Home A Madison Legacy | $1,795,000


Sona Olson

Sona Olson
Along the water’s edge in Madison, this 1854 Gothic Revival stone manor stands as one of the Midwest’s most distinctive historic residences. Westport sandstone walls, soaring ceilings, and original woodwork lend a palpable sense of time and craftsmanship, while nine fireplaces and a beautifully carved staircase leading to the cupola shape interiors that feel both intimate and grand. Six bedrooms and six-and-one-half baths offer exceptional flexibility for gracious residential living, hosting visiting family and guests, or settling into an inspired private retreat. Outside, a separate Lake Mendota parcel delivers private dock access—an uncommon privilege in the heart of the city. From 752 E. Gorham Street, it’s an easy walk to the Capitol, lakes, dining, and culture, then a return to a landmark that simply cannot be replicated.
- Price:
- $1,795,000
- Size:
- 5,374 sq ft
- Contact:
- Sona Olson, Real Broker LLC, 608.770.1896
3980 Pedersen Trl | $1,795,000


Noel FitzGerald

Noel FitzGerald
Along the water’s edge in Phelps, this exceptional retreat stretches across more than 3.3 acres over three parcels, with over 1,020 feet of sandy, pancake-level shoreline. A well-designed four-bedroom, three-bath home is oriented to capture breathtaking views of both North Twin Lake and South Twin Lake, turning everyday moments into something quietly cinematic. Expansive windows draw in abundant natural light and frame the shifting horizon, creating a seamless indoor-outdoor connection that feels especially effortless at the lake. Mornings arrive with vivid sunrises, while evenings settle into vibrant sunsets reflected across the water. With ample space for outdoor living and activities, the setting invites unhurried days—enjoyed as-is, thoughtfully enhanced, or gradually shaped into a dream retreat over time.
- Price:
- $1,795,000
- Size:
- 2,406 sq ft
- Contact:
- Noel FitzGerald, First Weber R.E. Services, 262.416.4367
W2326 Carpenter Ln | $1,499,000


Jim Emmer

Jim Emmer
Along the water’s edge on prestigious Carpenter Lane in Green Lake, Curved Oak Country House sits within the historic former Lawson Estate—today home to the Green Lake Conference Center and the world-renowned Lawsonia Golf Course. The setting centers on a 3.5-acre shared waterfront enclave, offering effortless days by the lake without the burden of high waterfront property taxes, plus 186 feet of Big Green Lake frontage for exceptional access. Beautifully landscaped grounds frame a residence privately situated along a secluded drive, where architectural character meets timeless sophistication in a peaceful, picturesque atmosphere. Inside, a dramatic vaulted living room is anchored by a stunning fireplace, while expansive windows and thoughtfully designed living spaces create an easy rhythm for gathering and entertaining. For golfers, the simple pleasure of driving your own cart directly to Lawsonia becomes part of everyday life.
- Price:
- $1,499,000
- Size:
- 5,008 sq ft
- Contact:
- Jim Emmer, Emmer Real Estate Group, 920.294.4747











