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

$274,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
(125/KG) Check out this charming, beautiful home just 4.25 miles east of Winter. This 1391+\- sq ft home has 3 bedrooms and 2 bathrooms. Located on 1+/-acres. This single level home has an LP gas, field stone fireplace in the family room with plenty of pine walls to give that wonderful Northwoods feel along with a cozy living room just off the kitchen with dining area. It also features a master bedroom with ensuite. Highlights include 2 outdoor garages?one metal 24X48 pole shed and one 36X24 stick built garage that includes a workshop area, heated with a pellet stove. This property is just down the road from the Lake Winter (Class A Musky Lake) boat landing. Enjoy easy access to the ATV Trails including the famous Tuscobia Trail. This property is worth the look for that up north cabin with room to store your toys or maybe that retirement home with an easy to care for yard that is close to town. Just $274,900. 2025 Taxes: $1,256.86 (34-39N-05W Prt NESW Lot 1 CSM 35/169 #8280)

W5907 Bauer Road, Winter

Listing courtesy of Birchland Realty Inc./Phillips.

$339,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Enjoy peaceful waterfront living on this 3-bedroom, 2-bath home situated on approximately 0.46 acres with 100 feet of frontage on the beautiful Radisson Flowage. Located on a quiet dead-end road, this property offers exceptional privacy and breathtaking, permanently protected views across the water. The opposite shoreline is owned by the power company, ensuring the natural scenery will remain undeveloped for years to come. The home features spacious bedrooms, comfortable living areas, and endless potential to make it your own. Step outside to enjoy boating, fishing, kayaking, or simply relaxing from your private shoreline. The Radisson Flowage connects to the Chippewa Flowage system, giving anglers access to the outstanding fishing the area is known for, including musky, walleye, northern pike, bass, panfish, and more. The Deepest part of the lake is about 20' from dock. A detached two-car garage provides ample storage for vehicles, tools, and lake toys. Major updates include a new well system and water heater installed approximately five years ago. Whether you're searching for a year-round residence, vacation retreat, or investment opportunity, this waterfront property offers a rare combination of privacy, scenic views, and access to one of Wisconsin's premier fishing and recreational areas. Don't miss your chance to own this peaceful slice of Northwoods paradise! This property is thirty minutes to Hayward or Ladysmith. The Tuscobia State Trail system is less than a quarter mile ATV/UTV ride from the house.

3555 Birch Lane, Winter

Listing courtesy of Route 63 Realty LLC.

$649,500
6 Beds ⋅ 3 Baths ⋅ ACTIVE Status
Motivated Seller! 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.

$299,900
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status
(917/KG) Your new Recreational Headquarters await! 45+/- Acres with an Off-Grid cabin located south of Winter on Old J Rd makes for the complete package. Whether you are looking for a relaxing get away or for a hunting camp, STOP and look at this property. Bring the generator and take the winding driveway to the cabin which is complete with a composting toilet and shower so that you can have all the comforts of home but still have that rustic appeal. The cabin has an open concept design to fit a crowd to make more memories with friends including a main level bedroom and a sleeping loft. Carefree metal siding and roofing make this a maintenance dream. Sit on the covered porch to hear nature at its finest to help you relax from the stress of life. The property has an excellent wooded forest with some winding trails for you to develop more hunting experiences than a single person can handle, including a small part-time creek for all wildlife to enjoy. Not far to the Tuscobia Trail and many different routes and trails for summer and winter time enjoyment. Many Lakes and rivers in a short drive for all your fishing needs. This one is the real deal! Asking $299,900. 2025 Taxes:$1076.13 (20-38N-05W SENW & Maple Hill Lots 1 & 2)

3598N Old J Road, Winter

Listing courtesy of Birchland Realty Inc./Phillips.

$449,500
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status
Set along the shores of 733-acre Lake Winter, this 3 bedroom, 1 bath cabin offers an exceptional lakefront setting with over 500 feet of frontage, level elevation to the water, and wide lake and year round sunset views. The open kitchen, living and dining area features amazing water views. The property totals nearly 4 acres per county records, with a portion of that acreage extending into the lake, creating a rare shoreline opportunity in the Winter area. Designed for easy lake enjoyment, the property features an expansive yard with plenty of room for a fire pit, outdoor dining, yard games, and gatherings after a day on the water. The included dock provides a great place to fish, relax, and access the lake. Lake Winter is recognized as a Class A musky fishing lake, and the water access can accommodate any size boat, making this a strong fit for anglers, boaters, and outdoor enthusiasts. The 2-car detached garage (24'W x 26L) with concrete floor offers practical storage for vehicles, tools, fishing gear, ATVs, snowmobiles, and lake equipment. Recent updates (in the last 5 years) include Marvin windows and doors in the entire cabin, high efficiency furnace, and new septic (in 2025). There is a back up generator that is included as well. Located just 5 minutes from Winter, WI, and with direct ATV and snowmobile trail access, this property offers convenient access to year-round Northwoods recreation. With short-term rental potential, this cabin is well-suited as a personal lake retreat, recreational basecamp, or flexible investment property.

5321N Lake Winter Road, Winter

Listing courtesy of Northwest Wisconsin Realty Team.

$249,900
1 Beds ⋅ ACTIVE Status
Welcome to a little slice of heaven on earth! This one of a kind property offers 10.5 wooded acres with 270 feet of frontage on Winter Lake. You can bow hunt and fish just steps from your door! There is a well cared for 2 car garage with a studio apartment. This great piece of ground is ready for you to build that dream cabin or house on. Winter Lake is about 730 acres with an average depth of 22'. This lake is known for Musky, Walley and Bass fishing. Come explore the great outdoors!

5807 Strom Road, Winter

Listing courtesy of C21 Affiliated.

$417,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status
Nestled on approximately 2 acres with an impressive 242 feet of owned frontage, this Lake Winter property offers a larger lot on the lake with nearly double the frontage of many surrounding properties. The level to gently sloping lot leads right to the water's edge with a sandy bottom, low elevation, and dock already in place. The home offers 2 bedrooms, 1 bathroom, approximately 960 sq ft, one floor, an open concept layout, electric baseboard heat, wood burning stove, laundry area wall AC unit, and easy, low maintenance living. Enjoy morning coffee and beautiful sunrises from the deck overlooking the large front yard and lake views as the property faces east. Recent updates include windows, doors, fascia, roof, deck, log siding, plus additional updates to the living room and bathroom completed by the current owner. Storage is a huge bonus here with two detached garages including a 24x24 insulated garage and an additional 26x36 garage with plenty of room for boats, snowmobiles, ATVs, tools, and lake toys. Located on a private road, this property sits on Lake Winter, known as one of the area's premier fishing lakes and well known as a Class A musky lake. As one of the larger lakes in the area, it offers excellent recreation while still being part of the welcoming small community of Winter. Whether you're looking for a year round home, cabin, or up north getaway, opportunities with this much frontage, acreage, and garage space do not come around often. Priced to sell.

5170N Vermedal Road, Winter

Listing courtesy of Northern Chase Real Estate.

$699,900
5 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Did you ever dream of owning your own island? Well this beautiful home on Lake Winter, LITERALLY COMES WITH YOUR OWN ISLAND! A Fully furnished property, totally turn-key. Current AirB&B (revenue forwarded to you at closing), or just enjoy it for yourself if you prefer. Easy 2-minute boat ride from your access lot on shore. Access lot is included with this purchase (parks 6 cars). Property & chalet have been entirely updated (pex plumbing & water-saving fixtures, central air, furnace, trails cut, & much more). This property is very well maintained & needs nothing to start enjoying. Optional seasonal revenue approx $50,000 (June-Sept) w much higher potential. Desirable Lake Winter, Class A Musky fishing, ski/tube/jetski. Rustic Lodge (food and bar) accessible by boat. Near Tuscobia Trail, golf course & restaurants. Includes: 2023 Sylvan Mirage Pontoon, pavilion, fish cleaning station, dog wash station, swimming area, trails around the island, kayaks, canoe, paddleboat, docks, lawn equip, outdoor furniture, picnic tables etc. Fast wifi streams multiple devices. Everything runs on electric for maximum convenience (central air & furnace are a newer electric heat pump), the power company installed a line underwater and is responsible for maintaining. Year-round access via 2026 Wilcraft amphibious vehicle (drives like a side-by-side, but is enclosed and goes on water or ice-not included). Seller will consider accepting your property in trade toward purchase. Life is short, this is a once in a lifetime opportunity to start a family legacy for generations!

6009 W Dobbert Road, Winter

Listing courtesy of Copper Key Realty & Waterfront.

$649,900
5 Beds ⋅ 3 Baths ⋅ ACTIVE Status
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.

$649,900
5 Beds ⋅ 3 Baths ⋅ ACTIVE Status
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 C21 Affiliated.

$359,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status
Rarely do you find a property that checks all the boxes - beautiful home, huge pole building, acreage, water frontage, and abundant wildlife. And that is just the beginning. The home blends cozy Northwoods charm with upscale touches - such as granite countertops with beautiful cabinetry and rich wood finishes throughout. This home has been newly renovated within the last few years, and nearly everything is new, providing you with peace of mind for many years to come. The roof, well, and septic were all replaced in 2023. The home is insulated with foam board. The siding was also replaced during the renovation with durable, low-maintenance LP SmartSide, offering both long-lasting performance and excellent curb appeal. As an added bonus, the furnace was replaced and a new central air unit was installed for maximum comfort. The property also features a 30x40 pole shed with newer 20-amp electrical service running to it. The home includes a covered front porch, an ideal spot to enjoy your morning coffee while watching the wildlife that roam the property. There is also a covered patio on the driveway side of the home, providing a convenient transition space after outdoor activities. Inside, the home offers a dry, full basement that provides excellent storage space or potential for future finishing and additional living area. The location is hard to beat - less than a minute from Tuscobia Trail access, over 900 feet of frontage on the Brunet River (which flows into Lake Winter), and more than 30 acres of land home to deer, elk, bear, bobcats, and many other species of wildlife. This property truly offers something for everyone, Ill let the pictures speak for themselves!

5527N Lake Winter Road, Winter

Listing courtesy of Northern Chase Real Estate.

$424,900
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.

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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.