Across Wisconsin’s lake country, this quintet traces a shared rhythm of mornings on the water and evenings framed by shoreline light. From a turn-key Middle Lake cabin with western exposure to an updated Lake Winnebago retreat, each home leans into indoor-outdoor living with spaces that extend naturally toward the view. A walkable Sturgeon Bay ranch adds in-town ease, while a rare Friendship Lake parcel pairs substantial frontage with a private launch and installed utilities. A custom Stoughton residence completes the set with wooded privacy near Madison.
W5518 Lost Nation | $1,249,700


Jerry Kroupa

Jerry Kroupa
Along the water’s edge on Middle Lake, this turn-key chalet-style cabin captures classic up-north ease with 45 feet of frontage and western exposure. Inside, vaulted ceilings and a stone fireplace anchor the great room, setting a relaxed tone that feels instantly getaway-ready. The loft adds versatility with a bedroom, full bath, and office space, all with views of the water. A primary bedroom opens to its own private deck—an everyday escape for quiet mornings and late sunsets. Downstairs, the walkout lower level extends the comfort with a second fireplace, a wet bar for easy entertaining, and a sauna designed for slow, restorative evenings. Mature trees wrap the property in exceptional privacy, creating a peaceful setting where lake time naturally becomes the rhythm of the day.
- Price:
- $1,249,700
- Size:
- 2,472 sq ft
- Contact:
- Jerry Kroupa, @properties | Christie’s International Real Estate, 262.949.3618
N8801 Lakeshore Dr | Contact for pricing


Janell Sargent

Janell Sargent
Along the shores of Lake Winnebago, this well-maintained residence brings lakeside living into focus with modern updates throughout. Newly installed flooring runs seamlessly through the main living areas and the lower level, adding warmth underfoot and a clean, cohesive feel from space to space. Three beautifully updated bathrooms underscore the home’s refreshed sensibility and everyday ease.
Price: Contact for pricing
- Size:
- 2,448 sq ft
- Contact:
- Janell Sargent, KW Fox Cities, 920.850.0909
Serene Ranch Home | $375,000


Cathy J. Meyer

Cathy J. Meyer
In the heart of Sturgeon Bay, this charming, well-maintained ranch pairs an easy layout with thoughtful updates. Large windows bring in generous natural light, while bamboo floors add warmth underfoot. The spacious kitchen is designed for daily rhythm and entertaining alike, featuring an RO system, a walk-in pantry, and a built-in buffet that also serves as a coffee or wine bar. A marble-tiled shower adds a refined touch, and a tranquil sunroom/sitting room offers a quiet place to read or reset. When evenings turn cooler, there’s a cozy spot by the fireplace to settle in.
- Price:
- $375,000
- Size:
- 1,546 sq ft
- Contact:
- Cathy J. Meyer, Era Real Estate Starr Realty, 920.360.9137
1102 Dakota Avenue | $149,900


Lakepoint Team

Lakepoint Team
Along the water’s edge on Friendship Lake, this rare waterfront parcel offers 136 feet of frontage and a private on-site boat launch—so you can launch directly from your own property, with approximately 6 feet of water depth at the end of the launch. Set on 0.83 acres of cleared, level land, the open layout makes day-to-day use refreshingly easy, from parking to setting up camp now or planning a future building site. Major improvements completed within the last four years include 100-amp electric service, a private well, and a 300-gallon holding tank, creating an immediately usable setting. Established perennial plantings bring seasonal color, while the shoreline invites fishing, boating, and quiet lake views that shift with the light. Castle Rock Lake is just 15 minutes away.
Size: 1.00 acres
- Price:
- $149,900
- Contact:
- Lakepoint Team, Weichert Great Day Lakepoint, 608.356.0120
2229 Williams Point Drive | Contact for pricing


Ann Corneille

Ann Corneille
Along the water’s edge on Williams Point Drive in Stoughton, this custom lakefront retreat pairs a wooded 3/4-acre setting with a design that brings the outdoors in. Generous windows capture lake views from almost every angle, while an open-concept main level flows naturally into a lower level framed by floor-to-ceiling glass. Daily life centers on a gourmet kitchen with solid surface counters, Amish custom cabinetry, Thermador appliances, and a spacious walk-in pantry. A sunny family room and fireplace set an easy tone for gatherings, with a screened porch, patio, and deck extending directly toward the lake for boating, swimming, entertaining, or quiet afternoons. The first-floor main suite adds its own lake view, a walk-in shower, and heated floors, complemented by Amish wood beams, hardwoods, custom tile, whole-house speakers, and an exceptional laundry/mud room—just 20 minutes from Madison.
Price: Contact for pricing
- Size:
- 4,320 sq ft
- Contact:
- Ann Corneille, ACOO Realty, 608.695.7675
























