• 4 Bedrooms
  • 3 Bathrooms
  • 36.80 ac
  • 3,500.00 ft2

36.8± Acre Executive Estate in the Rolling Countryside of Jackson

$775,000
W16091 Dewey Rd, Osseo, Wisconsin (Jackson County)

Property Description

Set high above the rolling countryside of Jackson County, this 36.8± acre executive estate delivers luxury country living, income-producing lands, and exceptional wildlife habitat in one turnkey Western Wisconsin package.

The expansive 3500+/- sq ft  4-bedroom, 3-bath executive-style home is strategically positioned to capture sweeping ridgetop views and unforgettable sunsets. The open-concept kitchen features custom hardwood cabinetry, a large walk-in pantry, and a built-in wine bar designed for both functionality and entertaining.  A composite deck extends from the dining area, providing uninterrupted elevated views of the surrounding countryside. The vaulted ceilings and an open-concept design of the main living area create an inviting, spacious atmosphere ideal for entertaining and everyday comfort. A natural wood-burning stone fireplace anchors the living space with warmth and timeless character. The large private master suite features its own en suite bath with heated floors, offering a comfortable retreat at the end of the day. The main floor is also home to another bedroom,  dedicated office space, and large mudroom laundry area.

The walk-out lower level offers another large family room, recreation room, two additional bedrooms, and a full bathroom. Multiple storage and utility rooms, along with direct access from the lower level to the garage, add flexibility for guests, multi-generational living arrangements, or separate activity space.

An engineered blacktop driveway leads to both the residence and a large drive-through insulated shop complete with a walk-in cooler—ideal for hunters, hobby farmers, or business owners requiring workspace and cold storage.

Outdoors, the 36.8 acres are thoughtfully developed and highly functional. Established clover food plots, income-producing tillable acreage, mature hardwood timber, and native wildflower prairies create diverse habitat and visual appeal. A spring-fed pond provides a year-round water source and further enhances wildlife activity. Well-maintained trail systems allow easy navigation throughout the property for ATV use, hiking, or strategic hunting stand access.

Wildlife is abundant and consistent. The property supports healthy populations of whitetail deer, wild turkey, and pheasant, making it equally suited for the serious outdoorsman or the nature enthusiast who values daily wildlife sightings from the back deck.

This is more than a home—it’s a fully integrated executive rural estate combining luxury living, recreational excellence, and income potential in a highly regarded Western Wisconsin countryside setting.  Conveniently located between Eau Claire and Black River Falls, with easy access to La Crosse and the Interstate 94 corridor, this property offers rural privacy without sacrificing regional connectivity.

PROPERTY HIGHLIGHTS:

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Address: W16091 Dewey Rd
City:
Area:
State/County:
Zip: 54758
Country: United States

Property Id: 956373
Price: $775,000
Property Size: 3,500.00 ft2
Property Lot Size: 36.80 ac
Bedrooms: 4
Bathrooms: 3
County: Jackson County
Lot Size (AC): 36.80000
Year Built: N/A
Listing ID: 48072-030426
Office ID: 4885
Listing Address: W16091 Dewey Rd, Osseo, Wisconsin 54758

Other Features
Airport
Appliance
Basement
Central Air
Community Activities
Cul de Sac
Deck
Energy Efficient
Fence
Finished Basement
Fireplace
Fireplace Location
Gated
Guest House
Gym/Fitness Center
Handicapped Accessible
Hospital
Hot tub
Large Kitchen
Maintenance Provided
Mineral Rights
New Appliances
Outbuildings
Park
Parking
Patio
Pool
Restaurants/Shopping
Room
School
Security System
Security System/Alarm
Sewer
Sprinkler System
Storage
Storm Shelter/Cellar
Tennis Court
View
Water Access
Water Rights
Wine Cellar

Transport
Supermarkets
Schools
Restaurants
Pharmacies
Hospitals


Coltyn Bettis

Hamele Realty LLC (Main) - Midwest Lifestyle Properties - Onalaska, WI
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