Winter Homes for Sale

Winter Homes for Sale

Winter, Wisconsin, located in Sawyer County, is a charming city that offers a unique blend of natural beauty and small-town charm. With a population of just over 300 residents, Winter provides a peaceful and serene environment for those looking to escape the hustle and bustle of city life.

Nestled in the heart of the Northwoods, Winter is surrounded by breathtaking landscapes, including pristine lakes, lush forests, and rolling hills. This picturesque setting makes it an ideal destination for outdoor enthusiasts, offering a wide range of recreational activities such as fishing, boating, hiking, and snowmobiling.

For those considering purchasing a home in Winter, there are plenty of options available. From cozy cabins tucked away in the woods to spacious lakefront properties, there is something to suit every taste and budget. The real estate market in Winter offers a mix of both year-round residences and vacation homes, making it a great place to live or invest in.

In addition to its natural beauty, Winter also boasts a close-knit community and a strong sense of camaraderie. Residents enjoy a variety of local events and festivals throughout the year, fostering a sense of belonging and community spirit.

Whether you're seeking a peaceful retreat or a place to call home, Winter, Wisconsin has much to offer. With its stunning natural surroundings, affordable real estate options, and friendly community, it's no wonder that Winter is a sought-after destination for those looking for a slice of tranquility in the Northwoods.

Newest Winter Homes for Sale

$867,700
3 Beds 2 Baths ACTIVE Status
Experience Northwoods lake living at its finest with this stunning full log chalet on beautiful Lake Winter. Nestled on 2.02 wooded acres with an impressive 230 ft of lake frontage, this property offers privacy, beautiful views & year-round enjoyment. The home welcomes you with soaring vaulted ceilings, exposed log beams, & an open-concept living area centered around a wood-burning fireplace. Expansive windows showcase spectacular lake views. The spacious kitchen features abundant cabinetry, a center island, and new kitchen appliances (2026), ideal for entertaining. Step outside onto the expansive lakeside deck to enjoy outdoor dining or the peaceful waterfront scenery. The completely finished and fully remodeled walkout lower level adds exceptional living space with a beautiful stone gas fireplace, direct access to the yard and lake, and plenty of room for recreation or guests. The gently sloping lot provides easy access to the shoreline, making it simple to spend your days boating, fishing, swimming, or relaxing by the water. Additional updates include a radon mitigation system, new HVAC system, water heater, electrical panel, and air conditioning. Beautiful landscape stone and a new flagstone walkway add to the grounds. A standout feature is the impressive 30x50 heated garage with forced-air heat, three-season water, and floor drains, providing abundant space for vehicles, boats, storage, and toys. The boat lift is included. The home is constructed with full Montana logs and was custom-built by Amish craftsmen. The logs were professionally chinked and stained in 2024, preserving the character and beauty of this exceptional home. Furnishings are negotiable, allowing for an easy transition to your Northwoods retreat. Whether you're searching for a full-time residence, seasonal getaway, or investment opportunity, this exceptional Lake Winter property offers the perfect combination of rustic charm, modern comfort, and an outstanding waterfront setting.

4613 N Lake Winter Rd, Winter

Listing courtesy of Woodland Developments & Realty.

$867,700
3 Beds 2 Baths ACTIVE Status
Experience Northwoods lake living at its finest with this stunning full log chalet on beautiful Lake Winter. Nestled on 2.02 wooded acres with an impressive 230 ft of lake frontage, this property offers privacy, beautiful views & year-round enjoyment. The home welcomes you with soaring vaulted ceilings, exposed log beams, & an open-concept living area centered around a wood-burning fireplace. Expansive windows showcase spectacular lake views. The spacious kitchen features abundant cabinetry, a center island, and new kitchen appliances (2026), ideal for entertaining. Step outside onto the expansive lakeside deck to enjoy outdoor dining or the peaceful waterfront scenery. The completely finished and fully remodeled walkout lower level adds exceptional living space with a beautiful stone gas fireplace, direct access to the yard and lake, and plenty of room for recreation or guests. The gently sloping lot provides easy access to the shoreline, making it simple to spend your days boating, fishing, swimming, or relaxing by the water. Additional updates include a radon mitigation system, new HVAC system, water heater, electrical panel, and air conditioning. Beautiful landscape stone and a new flagstone walkway add to the grounds. A standout feature is the impressive 30x50 heated garage with forced-air heat, three-season water, and floor drains, providing abundant space for vehicles, boats, storage, and toys. The boat lift is included. The home is constructed with full Montana logs and was custom-built by Amish craftsmen. The logs were professionally chinked and stained in 2024, preserving the character and beauty of this exceptional home. Furnishings are negotiable, allowing for an easy transition to your Northwoods retreat. Whether you're searching for a full-time residence, seasonal getaway, or investment opportunity, this exceptional Lake Winter property offers the perfect combination of rustic charm, modern comfort, and an outstanding waterfront setting.

4613 Lake Winter Road, Winter

Listing courtesy of Woodland Developments & Realty.

$319,500
2 Beds 1 Baths ACTIVE Status
Your private Northwoods escape awaits! Tucked among towering trees on 38.77 beautifully secluded acres, this 2-bedroom, 1-bath property offers the perfect blend of peace, privacy, recreation, and convenience. Located on a quiet dead-end road just 5 minutes from the Town of Winter, this is a rare opportunity to own a private slice of the Northwoods where adventure begins right outside your front door. What you see is what you get - this property is being offered fully furnished and ready to enjoy. Built in 2000, this well-kept home offers comfortable Northwoods living surrounded by nature and opportunities with Knapp Stout Creek running through the West end. Major updates include a well, septic system, and electrical wiring installed in 2018. Dual heat sources - a wall furnace and wood stove - provide warmth and flexibility throughout the seasons, while two built-in air conditioners help keep the home comfortable during the warmer months. A driveway winds through the property, creating a true sense of seclusion while providing access to the expansive acreage. Established hunting blinds are included, presenting hunting opportunities just steps from your front door. Outdoor enthusiasts will appreciate the 220-amp RV hookup, offering added flexibility for recreational equipment, campers, or visiting guests. Approximately seven cords of firewood come with the property, making it easy to enjoy cozy evenings around your wood stove or outdoor fire pit. With its immaculate privacy, towering trees, established food plots, creek access, abundant wildlife, and convenient location, this property delivers the Northwoods lifestyle you've been waiting for. Quiet, secluded, and full of recreational possibilities, this is more than a home - it's your own private outdoor sanctuary. Skip the trip to the bank! Seller financing offered with 15% down - 10-year balloon amortized over 30 years at 7% interest. Reach out to schedule your private showing before it's gone!

7154 W Mcdermott Road, Winter

Listing courtesy of Biller Realty.

$299,900
2 Beds 2 Baths ACTIVE Status
(122/KW) Welcome to the ultimate cabin retreat, with direct access to ATV and snowmobile trails as well as the Chequamegon National Forest. This 2-bedroom, 2-bath home with a loft offers the perfect blend of rustic charm and modern comfort situated on a +/- .96-acre lot, giving you access to thousands of acres of outdoor adventure. Built just 4 years ago and immaculately maintained, the property is an ideal year-round getaway for outdoor enthusiasts. With approx. 1,176 finished square feet, the cabin comfortably accommodates family and guests. Inside, you?ll find vaulted ceilings, warm rustic finishes, and an open, airy floor plan centered around a cozy wood-burning fireplace?perfect for gathering after a day outdoors. The home includes two bedrooms, including a primary suite with a private en-suite bath. A bright, welcoming sunroom provides a peaceful place to relax, while a large storage closet offers convenient space for gear and seasonal items. In-floor radiant heat ensures year-round comfort. The property is being sold partially furnished, with most furniture available for negotiation, making it easy to move in and start enjoying cabin life right away. Outside, there is plenty of room to store recreational equipment, including an insulated, heated garage with an attached lean-to for boat storage, plus a separate storage shed. With nearly an acre of land and direct access to endless outdoor recreation, this turnkey cabin is ready for your next adventure?whether as a weekend getaway, hunting retreat, vacation rental, or year-round home. Price reduced to $299,900! (30-40N-05W Prt NWSW, lying south of road)

7295W Hemlock Haven Road, Winter

Listing courtesy of Birchland Realty Inc./Phillips.

$649,500
6 Beds 3 Baths ACTIVE Status
Motivated Seller! Open to all reasonable offers! Experience Northwoods living at its finest in this beautifully crafted 3,300-square-foot home situated on 4 private acres just blocks from Barker Lake and approximately 5 miles from the renowned Chippewa Flowage. Located only 25 minutes from Hayward, this property offers the perfect combination of modern comfort, outdoor recreation, and peaceful country living. This spacious home features 6 bedrooms and 2.5 bathrooms, with a thoughtfully designed handicap-accessible layout. Every component of the home and property is less than one year old, providing the peace of mind and efficiency of brand-new construction. The primary suite serves as a private retreat with a luxurious walk-in shower and Jacuzzi tub. Comfort is ensured year-round with in-floor heat throughout the main level, electric baseboard heat in every upstairs room, a new mini-split heat pump providing efficient heating and air conditioning, and fiber optic internet recently installed. Outdoor living is highlighted by a massive timber-frame covered porch complete with overhead lighting and a ceiling fan, creating the perfect space to relax and enjoy the surrounding hardwood forest. Additional property features include: ? 30' x 48' attached heated garage with in-floor heat ? 50-amp electrical service for a welder and 30-amp service for an air compressor ? 8' x 30' storage area ? Brand-new conventional (hybrid) septic system ? Newly drilled well ? Brand-new on-demand hot water heater ? Locally sourced lumber used throughout construction, harvested and milled within 20 minutes of the property Whether you're seeking a year-round residence, recreational retreat, or investment opportunity in Wisconsin's premier lake and forest country, this exceptional property offers unmatched quality, space, and location.

7107 W County Highway B, Winter

Listing courtesy of Biller Realty.

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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.