Winter Homes for Sale

Welcome to Winter, Wisconsin – a hidden gem nestled in the heart of Sawyer County! Known for its stunning natural beauty and serene atmosphere, Winter offers a unique blend of outdoor adventure and small-town charm. With a population that embraces the spirit of community, this quaint town is the perfect place for families, retirees, and anyone seeking a peaceful retreat.

Winter is surrounded by breathtaking landscapes, featuring lush forests, pristine lakes, and abundant wildlife. Outdoor enthusiasts will revel in the countless recreational opportunities available year-round. In the summer, take advantage of fishing, hiking, and biking trails, while winter brings thrilling snowmobiling and ice fishing adventures. The nearby Chequamegon National Forest is a playground for those who love to explore nature.

As for homes for sale, Winter boasts a diverse real estate market that caters to various lifestyles and budgets. Whether you're looking for a cozy cabin tucked away in the woods, a charming family home, or a spacious property with lake access, Winter has something for everyone. Many properties showcase stunning views and easy access to outdoor activities, making them ideal for both year-round living and vacation getaways.

The community spirit in Winter is palpable, with local events and activities that bring residents together. From farmers' markets to seasonal festivals, there’s always something happening to foster connections among neighbors.

If you’re searching for a place that combines tranquility with adventure, look no further than Winter, Wisconsin. Explore the homes for sale today and discover your perfect slice of paradise!

Newest Winter Homes for Sale

$469,900

ACTIVE Status ⋅ 2 Beds ⋅ 2 Baths ⋅ 7100666 MLS ⋅ 1,745 SqFt.

Escape to your own private Northwoods retreat! Enjoy this four-season home in a true four-season destination. Lovingly maintained and enjoyed as a second home for the past 26 years, this impeccably kept property offers peace, privacy, and endless outdoor recreation. Relax on the screened porch while listening to the soothing sounds of the nearby river, or step out your back door to enjoy exceptional hunting. This unique property provides access to both East Forks of the Chippewa River and also borders the Chequamegon National Forest, giving you thousands of acres to explore for hiking, hunting, fishing, ATVing, snowmobiling, and more. Inside, the open-concept floor plan features a spacious dining area and two fireplaces that provide warmth, ambiance, and backup heat. The walkout lower level offers potential for additional bedrooms or expanded living space, and the home could easily be converted into a three-bedroom property. The spacious lot provides ample room to build an outbuilding. The property has been perc tested to accommodate a mound system, though one was never installed due to the owners' seasonal use. Some personal property will remain with the home, making your transition even easier. Conveniently located less than 50 minutes from Hayward, under 40 minutes from Park Falls, and less than an hour from Ladysmith, this is a rare opportunity to own a truly serene Northwoods getaway where you can relax, unwind, and enjoy everything the area has to offer.

9146N Chippewa Pines Way, Winter

Listing courtesy of Elite Realty Group, LLC.

$599,000

ACTIVE Status ⋅ 2 Beds ⋅ 1 Baths ⋅ 7067730 MLS ⋅ 1,585 SqFt.

Experience exceptional privacy and true Northwoods living on this 110-acre estate in northeast Sawyer County. Designed for those who value seclusion, natural beauty, and outdoor recreation, this property combines a custom chalet-style home with rolling terrain, flowing water, and thoughtfully managed habitat. The land is primarily wooded with a mix of hardwood ridges, conifer wetlands, and transitional habitat supporting abundant wildlife. Deer Creek winds through the center of the property, enhancing both scenery and ecological diversity. Located less than one mile from a public boat landing on a 340-acre Class A muskie lake, with nearby ATV and snowmobile trail access. Custom half-log sided chalet built in 2005 with Amish craftsmanship, offering approx. 1,500 sq ft with 2 bedrooms plus loft, main level living with laundry, gas fireplace, radiant in-floor heat, R60 insulation, Starlink internet, and recent exterior stain and deck updates. Pre-listing inspection completed. Professionally managed land includes established trail system, open areas suitable for food plots, hardwood ridges, conifer wetlands, and an active forest management plan. Ideal for enjoying frequent wildlife sightings including deer, turkey, grouse, bear, and waterfowl. Approximately 30 minutes to Park Falls, 45 minutes to Hayward and Ladysmith, and about 1 hour to Copper Falls State Park and St. Peter’s Dome. Low taxes and turnkey condition make this a rare opportunity to own a private Northwoods retreat. Additional Acreage available

8225 N Blaisdell Lake Road, Winter

Listing courtesy of Century 21 Affiliated.

$649,900

ACTIVE Status ⋅ 5 Beds ⋅ 3 Baths ⋅ 7050275 MLS ⋅ 2,996 SqFt.

New Construction in the Heart of the Northwoods | Winter, WI | 5 Bed | 3 Bath | 2.26 Acres | $649,900 Some homes check boxes. This one earns its place. Built in 2025 and finished with the kind of craftsmanship you don't expect at this price point, this 5-bedroom, 3-bath home sits on 2.26 private acres just minutes from the Lake Winter boat landing — and it's ready for whatever you're looking for: full-time residence, Northwoods retreat, or smart investment in Sawyer County. At 2,996 finished square feet, the layout is open and purposeful. Vaulted ceilings draw the eye up. Custom cabinetry, detailed trim work, and durable vinyl plank flooring ground the space. The kitchen and living area flow together naturally — equally comfortable on a quiet Tuesday morning or a Saturday night with a full house. The details matter here. Tile-surround showers. Copper bathroom sinks. A private upper-level loft suite with its own bedroom and full bath — ideal for guests, a home office, or a space that adapts as your needs do. The finished lower level adds flexible living space, and in-floor heat runs through both the lower level and the attached garage, so comfort doesn't stop at the front door. The garage itself reflects the same thoughtfulness: floor drain, insulated walls, blown fiberglass ceiling insulation, and a finished drywall interior. Spray foam insulation throughout the exterior walls and ceilings keeps energy costs in check year-round, alongside central AC, a durable metal roof, and low-maintenance vinyl siding. Step outside and the property opens up. A covered front porch for morning coffee. A back deck for evenings after a day out on the lakes. And beyond the lot lines — public boat landings, trails, fishing, and everything that makes this corner of Wisconsin worth coming back to. This is what new construction in the Northwoods should look like — priced at $649,900.

4795N Lake Winter Road, Winter

Listing courtesy of Century 21 Affiliated.

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