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5982 W Dobbert Road, Winter
$440,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status
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 Northwest Wisconsin Realty Team.

6563 W Railroad Avenue, Winter
$77,500
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status
Discover an excellent opportunity to own a cozy 2-bedroom, 1-bath single-family home right in the heart of Winter! Offering approximately 720 square feet, this property combines a convenient in-town location with easy access to some of the area's best Northwoods recreation. Located just off the Tuscobia Trail and within close proximity to multiple lakes, this property is perfectly positioned for ATVing, snowmobiling, boating, fishing, and enjoying everything the Northwoods has to offer. Whether you're looking for a year-round home, recreational getaway, or investment opportunity, this home provides a number of possibilities. Step inside and you'll find an interior that has been well maintained, offering a comfortable and inviting space that's ready to enjoy. The home comes fully furnished with everything included, making it an especially convenient option for someone looking for an affordable property without worrying about interior maintenance. The exterior could use some renovation, providing an opportunity for a new owner to add their own improvements, enhance curb appeal, and build equity over time. The roof was replaced in 2022, providing an important recent improvement. With its central Winter location, proximity to the Tuscobia Trail and area lakes, turnkey furnished interior, and potential to add value through exterior improvements, this property offers an affordable way to experience the Northwoods lifestyle. Year built is approximate. Buyer and buyer's agent to verify all information, measurements, condition, and other property details. Schedule your showing today before it's gone!

6563 W Railroad Avenue, Winter

Listing courtesy of Biller Realty.

6161 N County Hwy W, Winter
$949,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status
"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.

6161 County Highway W, Winter
$949,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status
"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 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. 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 County Highway W, Winter

Listing courtesy of Escape on the Lake Real Estate LLC.

3555 Birch Lane, Winter
$299,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Discover Waterfront Living on the Radisson Flowage! Tucked away at the end of a quiet dead-end road, this 3-bedroom, 2-bath home offers the perfect blend of privacy, recreation, and breathtaking waterfront views. With 100 feet of frontage on the Radisson Flowage. Step inside to a bright, inviting floor plan featuring spacious living areas, generously sized bedrooms?perfect for relaxing after a day on the water. The detached two-car garage provides plenty of room for vehicles, boats, and recreational gear. One of this property's most unique features is the permanently protected view across the water. The opposite shoreline is owned by the power company, ensuring your scenic backdrop remains beautifully undeveloped for years to come. Whether you're searching for a year-round residence, vacation getaway, or investment opportunity, this property delivers the Northwoods lifestyle you've been dreaming of. Conveniently located just minutes from Hayward and Lac du Flambeau, you'll have easy access to restaurants, shopping, golf, ATV and snowmobile trails, and the expansive trail systems that make Sawyer County a four-season destination. Don't miss your opportunity to own this peaceful waterfront retreat?where every day feels like a getaway!

3555 Birch Lane, Winter

Listing courtesy of Route 63 Realty LLC.

5321N Lake Winter Road, Winter
$429,000
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status
Set along the shores of 733-acre Lake Winter, this 3 bedroom, 1 bath year-round lake property offers privacy, peaceful Northwoods surroundings, and an exceptional waterfront setting. With over 500 feet of frontage, level elevation to the water, and wide lake and year-round sunset views, it is well-suited as a vacation home, recreational retreat, potential short-term rental, or comfortable full-time residence. The open kitchen, living, and dining area features beautiful water views, while the expansive yard provides plenty of room for a fire pit, outdoor dining, yard games, and gatherings after a day on the lake. The property totals nearly 4 acres per county records, with a portion of the acreage extending into the lake, creating a rare shoreline opportunity in the Winter area. The included dock provides a great place to fish, relax, and access the water. Lake Winter is recognized as a Class A musky fishing lake, making this a strong fit for anglers, boaters, and outdoor enthusiasts. The 2-car detached garage (24'W x 26'L) with concrete floor offers practical storage for vehicles, tools, fishing gear, ATVs, snowmobiles, and lake equipment. Updates completed within the last 5 years include Marvin windows and doors throughout the home and a high-efficiency furnace, along with a new septic system in 2025. A backup generator is also included. Located only 2 minutes from the Village of Winter, the property combines a quiet lakefront setting with convenient access to everyday necessities. Direct access from the driveway to the multiuse Tuscobia Trail connects you to miles of ATV and snowmobile riding, adding to the property?s appeal as a four-season Northern Wisconsin getaway.

5321N Lake Winter Road, Winter

Listing courtesy of Northwest Wisconsin Realty Team.

6628W Marion Street Unit 1-4, Winter
$299,900
ACTIVE Status
(323/KTG) Looking for an investment opportunity or want to live the Northwoods dream of owning your own business with time to play, located in the Village of Winter with a southern exposure of Doc Smith Park is this wonderful 3-4 apt building that may be right up your alley. One apartment is a 3 bedroom/2 bath unit being used as a short-term rental that sleeps up to 8. Apt #2 is a 1 bedroom 1.5 bath unit that was remodeled in the last few years. Apt #3 is a 2 bedroom, 1bath home with a woodburning fireplace. While Apt #4 is in the basement and has 3 bedrooms and 1 bath that needs a little TLC. There is ample outside parking along with a 3 bay garage, one heated for convenient access to make all those necessary repairs. There is also a 30x30 pole building for additional storage. The building is in a great location and backs right up to the Tuscobia Trail for all of your ATV/Snowmobile/recreational needs. The Chequamegon National Forest and other public hunting grounds nearby. Asking $299,900. Taxes 2025:$1731.00 (32-39N-05W Prt SWNE Lot 1 CSM 36/55 #8380)

6628W Marion Street Unit 1-4, Winter

Listing courtesy of Birchland Realty Inc./Phillips.

Copyright 2026 WIREX Multiple Listing Service. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.

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