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(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)

(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.

(228/KTG) Once in a lifetime opportunity to own a family lakeside compound with 700+ feet of shoreline frontage on Barker Lake and a short walk to Barker Lake Golf Course. Main house and 3 cabins await your rehab ideas to make it your own. Expansive private property with breathtaking water views and large yard for play. Private beach to enjoy the sun and water with room for your dock, boat and water toys. Mix of large oaks, birch, and pines make for a beautiful Northwoods feel. Located in a sweet spot close to Hayward and Winter, Chippewa Flowage, and Chequamegon National Forest. Lake life, fishing, boating, golfing, hunting, cross-country skiing, ATV/snowmobile riding, stargazing and so much more at your front door. This property offers it all! Priced at $424,900. Located 8 miles north of Winter on Golf Course Road. 29-40N-05W

5 Beds ⋅ 1 Baths ⋅ ACTIVE Status

(228/KTG) Once in a lifetime opportunity to own a family lakeside compound with 700+ feet of shoreline frontage on Barker Lake and a short walk to Barker Lake Golf Course. Main house and 3 cabins await your rehab ideas to make it your own. Expansive private property with breathtaking water views and large yard for play. Private beach to enjoy the sun and water with room for your dock, boat and water toys. Mix of large oaks, birch, and pines make for a beautiful Northwoods feel. Located in a sweet spot close to Hayward and Winter, Chippewa Flowage, and Chequamegon National Forest. Lake life, fishing, boating, golfing, hunting, cross-country skiing, ATV/snowmobile riding, stargazing and so much more at your front door. This property offers it all! Priced at $424,900. Located 8 miles north of Winter on Golf Course Road. 29-40N-05W

6733W Golf Course Road, Winter

Listing courtesy of Birchland Realty Inc./Phillips.

This restaurant has been a staple in Winter for generations. The restaurant, kitchen, storage areas, restrooms, and apartment units have all been meticulously maintained and cared for by the current owner of almost 30 years. Pies, cheesecakes, cookies, lattes, cappuccinos, homemade jam, malts, shakes - just a short list of what the cafe offers! This cafe is tried and true. It is known to be the place to be in the mornings and afternoons with a great variety for menu items as well as a full liquor license and barista cafe! For being open minimal hours, this place brings in some real revenue, making it a perfect for someone who wants a business but also wants some down time. The hours are great, the locals are loyal and the tourism makes this cafe a no brainer for someone looking for their perfect restaurant. The outdoor patio sure adds a charm to the place that makes it hard to walk by without stopping in. Everything included with purchase price, inventory to be negotiated.

This restaurant has been a staple in Winter for generations. The restaurant, kitchen, storage areas, restrooms, and apartment units have all been meticulously maintained and cared for by the current owner of almost 30 years. Pies, cheesecakes, cookies, lattes, cappuccinos, homemade jam, malts, shakes - just a short list of what the cafe offers! This cafe is tried and true. It is known to be the place to be in the mornings and afternoons with a great variety for menu items as well as a full liquor license and barista cafe! For being open minimal hours, this place brings in some real revenue, making it a perfect for someone who wants a business but also wants some down time. The hours are great, the locals are loyal and the tourism makes this cafe a no brainer for someone looking for their perfect restaurant. The outdoor patio sure adds a charm to the place that makes it hard to walk by without stopping in. Everything included with purchase price, inventory to be negotiated.

5158 W South Main Street, Winter

Listing courtesy of Biller Realty.

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.

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.