Winter Homes with Winter School district

Winter, a charming city nestled in Sawyer County, Wisconsin, offers a picturesque setting for those seeking a peaceful and idyllic lifestyle. Surrounded by natural beauty, this city is a haven for outdoor enthusiasts and nature lovers.

With its serene landscapes and close-knit community, Winter is an ideal place to call home. The city boasts a range of amenities and attractions, ensuring residents have everything they need within reach. From quaint shops and local restaurants to recreational facilities and parks, Winter has something for everyone.

One of the key highlights of Winter is its excellent school district. Families with children can take advantage of the top-notch education provided by the Winter School district. With a commitment to academic excellence and a supportive learning environment, this district ensures that students receive a quality education.

When it comes to real estate in Winter, there is a variety of options to suit different preferences and budgets. From cozy cottages and charming bungalows to spacious family homes, there is something for every buyer. With the city's affordable housing market, owning a home in Winter is an attainable dream for many.

Whether you're looking for a place to settle down and raise a family or seeking a peaceful retreat away from the hustle and bustle of city life, Winter offers a welcoming and inviting community. With its natural beauty, excellent schools, and affordable real estate options, Winter is a city that truly has it all.

Newest Winter Homes with Winter School district

$469,900

2 Beds ⋅ 2 Baths ⋅ 7100666 MLS

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

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.

$599,000

2 Beds ⋅ 1 Baths ⋅ 7067730 MLS

8225 N Blaisdell Lake Road, Winter

Listing courtesy of Century 21 Affiliated.

$649,900

5 Beds ⋅ 3 Baths ⋅ 7050275 MLS

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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