Winter Real Estate

Welcome to Winter, Wisconsin – a hidden gem nestled in the heart of Sawyer County! This charming village, with a population of just over 300 residents, offers a serene escape from the hustle and bustle of city life, making it the perfect destination for those seeking tranquility and connection with nature.

Surrounded by lush forests and pristine lakes, Winter is an outdoor enthusiast's paradise. With endless opportunities for hiking, fishing, and snowmobiling, residents and visitors alike can embrace the beauty of all four seasons. In winter, the landscape transforms into a snowy wonderland, ideal for cross-country skiing and snowshoeing. The nearby Chippewa Flowage is a popular spot for fishing in the warmer months, attracting anglers from far and wide.

The community of Winter prides itself on its friendly atmosphere and strong sense of belonging. Local events, such as the annual Winterfest, bring residents together to celebrate their unique culture and heritage, featuring crafts, food, and live music. The village's quaint downtown area boasts charming shops and eateries, where you can savor homemade treats and discover local craftsmanship.

For families, Winter offers a tight-knit community with excellent schools and recreational programs, ensuring a nurturing environment for children to thrive. Whether you’re looking to settle down in a cozy cabin, a charming home, or a spacious lot to build your dream residence, Winter has a variety of real estate options to suit your needs.

Experience the allure of Winter, Wisconsin – where nature meets community, and every day feels like a retreat. Come explore the possibilities!

Newest Listings in Winter

$549,900

ACTIVE Status ⋅ 9 Beds ⋅ 9 Baths ⋅ 7171419 MLS ⋅ 4,075 SqFt.

Endless possibilities await on Barker Lake! Formerly the clubhouse for Barker Lake Golf Course, this unique property features a bar, dining area and three separate lower-level apartment units. Explore the potential for a year-round residence, a hospitality business with rental income or a combination of both, subject to applicable approvals. Seller reports a current liquor license associated with the clubhouse, and the dining area offers potential for adding restaurant service. Many clubhouse and guest room furnishings will remain, with specific inclusions to be confirmed in the purchase agreement. Located near the Chequamegon National Forest, this lakeside setting offers access to boating, swimming, hiking, hunting and year-round Northwoods recreation. Additional lots are available for separate purchase. Bring your vision and explore the opportunities! Buyer and buyer’s agent to verify all information, including permitted uses, rental requirements, liquor license status and transfer requirements, and approvals for any proposed changes.

6841 W Golf Course Road, Winter

Listing courtesy of Fieldstone Real Estate Specialists.

$440,000

ACTIVE Status ⋅ 2 Beds ⋅ 1 Baths ⋅ 7150087 MLS ⋅ 708 SqFt.

Your turnkey Northwoods lakefront getaway is ready and waiting on Lake Winter! Situated on 1.55 acres with 126 feet of waterfront, this charming 2-bedroom, 1-bath cabin offers a level lot, beautiful northern-exposure lake views, and an incredible opportunity to start enjoying lake life from day one. Built in 1993, the 708 sq. ft. cabin has been recently updated with new kitchen cabinets and appliances, new LVP flooring throughout, updated lighting fixtures, a new water heater, and a new stackable washer and dryer. Inside, you'll find an inviting open floor plan with vaulted ceilings, ceiling fans, and a cozy freestanding electric fireplace. Patio doors showcase the beautiful lake views and lead to an updated deck wrapping around two sides of the cabin, the perfect place to relax, entertain, or simply take in the peaceful Northwoods setting. An attached two-car garage provides plenty of additional space for vehicles, lake toys, and storage. Best of all, this property comes with an impressive list of inclusions! The dock and boat lift, 2010 Lund boat with 90 HP motor, 2025 Massimo Buck UTV, most furnishings in the cabin and garage, grill, deck furniture, and appliances are all included, making this a truly turnkey opportunity. Lake Winter is a 733-acre lake with a maximum depth of 22 feet and public boat landings for convenient access. Anglers can enjoy fishing for musky, walleye, largemouth and smallmouth bass, panfish, and more. Whether you're looking for a weekend escape, summer lake retreat, or your own place to enjoy everything the Winter area has to offer, this property makes it easy, just bring your bags and start enjoying life at the lake!

5982 W Dobbert Road, Winter

Listing courtesy of NWWI, LLC.

$100,000

ACTIVE Status ⋅ 7150311 MLS

Build your dream home on Barker Lake in Winter, Wisconsin, and make lake life your everyday life. This waterfront lot includes an existing garage and offers a peaceful setting for time on the water, along the shoreline, and outdoors near the Chequamegon National Forest. This listing is for the lake lot only. The clubhouse and additional lot, as well as the additional lakeside lot north of the clubhouse, are available separately. Looking for more space or possibilities? The former golf course clubhouse and its lot, along with another lakeside lot north of the clubhouse, are also available for purchase.

TBD1 Golf Course Road, Winter

Listing courtesy of Fieldstone Real Estate Specialists.

$549,900

ACTIVE Status ⋅ 7150141 MLS

Discover the possibilities at 6841W Golf Course Rd on Barker Lake in Winter, Wisconsin. Most recently used as a golf course clubhouse, this waterfront property features gathering space on the main level and three rental units on the lower level. Many clubhouse and guest room furnishings are included. Envision a restaurant, bar, lodging property, or a residence tailored to your needs. The property has an existing liquor license; buyers should confirm license requirements and their intended use with the appropriate authorities. Enjoy the shoreline, water activities, hiking, hunting, and the natural beauty of the nearby Chequamegon National Forest. The sellers are ready for their next chapter and hope a new owner will enjoy this special setting as much as they have. This listing includes the clubhouse and the land lot 6 which has been resurveyed as shown on the survey. Two additional lakeside properties, located North and South of the building, are offered separately.

6841W Golf Course Rd, Winter

Listing courtesy of Fieldstone Real Estate Specialists.

$949,000

ACTIVE Status ⋅ 2 Beds ⋅ 2 Baths ⋅ 7137709 MLS ⋅ 2,400 SqFt.

"A finished 80-acre Northwoods estate—move in, hunt, ride, farm, entertain and enjoy from day one." First time offered. This is a 80 Acre A-1 (Agricultural) property (Agricultural) with a custom Log sided home. Hank Petit did some inside log work. Pecan Floors in Kitchen and Dining. 2400 finished square feet. 200 Amp service. 2000 gallon septic holding tank. A storage shed 12x30 with 2 lofts. A hunters dream with several tree stands that will stay. ATV trails, open land for possible crops, several trees including 4 Apple trees, Elm ,Pine, lots of Maple trees, and White Oak, The Outside Deck has a hip porch on 3 sides and over 1000 square feet, with a nice fire-pit area to view this private Northwoods Estate. This property has been a family hunting camp, for many years. with endless possibilities. Come see this property today. No representation made as to accuracy. Buyer and buyer's agent to verify all information.

6161 N County Hwy W, Winter

Listing courtesy of Escape on the Lake RE, LLC.

$544,000

ACTIVE Status ⋅ 7068617 MLS

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 across the road for sale (shown in photos)

8225 N Blaisdell Lake, Winter

Listing courtesy of Century 21 Affiliated.

$544,000

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

8225 N Blaisdell Lake Road, Winter

Listing courtesy of Century 21 Affiliated.

$599,000

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

Built in 2025, this 5 bedroom, 3 bath home in Winter, WI offers 2,996 finished sq ft on 2.26 acres just minutes from Lake Winter. The open floor plan features vaulted ceilings, custom cabinetry, detailed trim work and plenty of natural light. The main level offers comfortable everyday living, while the finished lower level provides additional bedrooms and flexible living space with in floor heat. A private upper level bedroom and bath provide additional space for guests, an office or retreat. Additional features include tile showers, copper sinks, central air, spray foam insulation, a metal roof and an attached heated and insulated garage with floor drain. Enjoy the outdoors from the covered front porch or back deck overlooking the spacious setting. Conveniently located near the Lake Winter boat landing with access to fishing, boating and the year round recreational opportunities of Sawyer County. A great option for buyers searching for newer construction, acreage and a year round home or Northwoods getaway in Northern Wisconsin.

4795N Lake Winter Road, Winter

Listing courtesy of Century 21 Affiliated.

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the Regional Multiple Listing Service of Minnesota. Real estate listings held by brokerage firms other this firm are marked with the Broker Reciprocity logo. Information Deemed Reliable But Not Guaranteed. Property locations as displayed on any map are best approximations only and exact locations should be independently verified.

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Winter Real Estate

Newest Listings in Winter

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