Winter Homes under $600,000

Welcome to Winter, Wisconsin – a hidden gem nestled in the heart of Sawyer County, where the beauty of nature meets the warmth of a close-knit community. Known for its charming small-town atmosphere and stunning landscapes, Winter is a perfect retreat for those seeking tranquility and adventure alike. With its picturesque lakes, lush forests, and endless outdoor activities, this vibrant community offers a lifestyle that is both serene and invigorating.

For homebuyers looking for a slice of paradise without breaking the bank, Winter boasts an impressive selection of homes under $600,000. Whether you’re searching for a cozy cabin by the lake, a spacious family home, or a charming cottage surrounded by nature, you’ll find a variety of options that cater to every taste and need. The real estate market here is diverse, featuring properties that capture the essence of Wisconsin living, complete with modern amenities and rustic charm.

Living in Winter means embracing a lifestyle filled with year-round activities. In the warmer months, residents enjoy fishing, hiking, and boating, while winter brings opportunities for snowmobiling, ice fishing, and cross-country skiing. The community also hosts local events and festivals that celebrate the rich culture and heritage of the area, making it easy to connect with neighbors and make lifelong friends.

If you’re ready to discover your dream home in this enchanting town, Winter, WI, offers an inviting atmosphere and homes that fit your budget. Come explore the possibilities and experience the magic of living in Winter – where every season brings new adventures!

Newest Winter Homes under $600,000

$440,000

2 Beds ⋅ 1 Baths ⋅ 7150087 MLS

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.

$434,900

3 Beds ⋅ 2 Baths ⋅ 7131639 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. 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.

9146 Chippewa Pines Way, Winter

Listing courtesy of Elite Realty Group, LLC.

$469,900

3 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.

$559,000

2 Beds ⋅ 1 Baths ⋅ 7067730 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 available

8225 N Blaisdell Lake Road, Winter

Listing courtesy of Century 21 Affiliated.

Start Your Search

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.

Listing data © 2026 Regional Multiple Listing Service of Minnesota. All rights reserved. By searching, you agree to the EULA.