Winter, WI Homes for Sale

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  /35

  $450,000

  • 2 Beds
  • 2 Baths
  • 1,322 Sq Ft

  5168 Vermedal Rd, Winter, WI 54896

  Tucked off the main road, this 2-bedroom lake home offers a peaceful retreat on a .57-acre lot with 100 feet of frontage on Lake Winter, a Class A Musky lake known for great fishing, boating, and swimming. The walk-out basement leads to low elevation, sandy shoreline ideal for lakefront living. Inside, the open-concept layout blends the kitchen, dining, and living areas, creating a welcoming

  

  Julie Brown

  Julie Brown Real Estate Group

  (715) 953-0533

  5168 Vermedal Rd, Winter, WI 54896
• 

  

  

  /43

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  4840 N County Road G, Winter, WI 54896

  Escape to this stunning 3-bed, 2 bath, 4 season log home nestled along over 150 feet of level frontage on the picturesque Chippewa River! Main floor features 2 cozy bedrooms, full bath, dining room while the lofted area offers a spacious 3rd bedroom en suite. The bonus room overlooks the main level providing breathtaking views of the river. Whether you’re lounging in front of the wood stove or

  

  Heidi Kringle

  Northwest Wisconsin Realty Team

  (715) 921-8450

  4840 N County Road G, Winter, WI 54896
• 

  

  

  /42

  $839,900

  • 4 Beds
  • 1.5 Baths
  • 1,700 Sq Ft

  5167 N Doak Rd, Winter, WI 54896

  (226/IK) - Located 4 mi. from Winter, WI on Doak Rd or 30 min. from Hayward on a 733 acre Class A Musky Lake, this Lake Winter home in the middle of a recreationalist’s slice of heaven awaits! Snowmobiling, Hunting, Fishing, ATVing—this one has it all! Whether you are looking for that one-of-a-kind home or short-term rental property this is the ONE! This 1700 sq ft 4-bedroom home sits on 1.4+/-

  

  Ida Kinsley

  BIRCHLAND REALTY, INC. - PHILLIPS

  (715) 447-7051

  5167 N Doak Rd, Winter, WI 54896
• 

  

  /2

  $139,900

  • Land
  • 3.03 Acres
  • $46,172 per Acre

  7498N Fishtrap Lake Rd, Winter, WI 54896

  (425/KTG) Check out this 3+/- acres located about 7.5 miles from Winter at 7498N Fishtrap Lake Road. This property has 100+/- foot of frontage on beautiful Perch Lake. The property just has been cleared of the brush and debris on the ground, exposing the beautiful mature trees throughout this property making the property look like a park. There is a driveway with a fire number established on this

  

  Ida Kinsley

  BIRCHLAND REALTY, INC. - PHILLIPS

  (715) 888-9408

  7498N Fishtrap Lake Rd, Winter, WI 54896
• 

  

  

  /6

  $59,900

  • Land
  • 1.93 Acres
  • $31,036 per Acre

  5522 N Co Rd W, Winter, WI 54896

  Beautiful, waterfront property with 171 feet of frontage on the Chippewa River. Lot elevation is gradual to the waters edge. The winding drive along County Highway G through the tall trees leads you to an excellent building site, or finish clearing an area for the camper. Located 30 minutes North of Ladysmith or 38 minutes South of Hayward, this wide, scenic river flows through rural countryside

  

  Julie Brown

  Julie Brown Real Estate Group

  (715) 997-4174

  5522 N Co Rd W, Winter, WI 54896
• 

  

  /48

  $525,000

  • 3 Beds
  • 1.5 Baths
  • 1,700 Sq Ft

  6960 N County Highway Gg, Winter, WI 54896

  Unique opportunity to live and work in one location! This custom-built 3 bedroom, 1.5 bath home sits on a commercially zoned lot and features a sprawling 3,000 sq ft workshop—perfect for a business, hobbyist, or maker of any kind. The park-like front yard offers beautiful green space and future expansion for other business opportunities, while the direct access to the Tuscobia Trail makes this

  Terry Duffy Keller Williams Realty Diversified

  6960 N County Highway Gg, Winter, WI 54896
• 

  

  /42

  $389,000

  • 3 Beds
  • 2 Baths
  • 2,220 Sq Ft

  4878 Fur Farm Trail, Winter, WI 54896

  Your beautiful getaway awaits! This 3 bed, 2 bath home offers one level living with zero entry at the front of the home and only a couple of steps on the back deck to the large, open yard. 2 family rooms each with their own fireplace, and a separate dining room, gives plenty of options for hosting. Enjoy the abundant wildlife from the large window in the kitchen, the back deck overlooking the

  Jade Green CB Brenizer/Rice Lake

  4878 Fur Farm Trail, Winter, WI 54896
• 

  

  /29

  $388,000

  • 1 Bed
  • 1 Bath
  • 864 Sq Ft

  7803N N Cricket Ln, Winter, WI 54896

  If you are looking for that perfect getaway either seasonal or year round, this is property is perfect for you. 15 acres that borders over 650 acres of public hunting and is 1 mile from state forest lands is the optimal hunting grounds. 1 bedroom, 1 bath with two overhead storage lofts and large mudroom provides excellent storage. Dual source heating, using wood stove as primary and LP furnace

  Joan Lesik Lesik Realty Group

  7803N N Cricket Ln, Winter, WI 54896
• 

  

  /40

  $650,000

  • 3 Beds
  • 2.5 Baths
  • 1,628 Sq Ft

  8800 Sams Ln, Winter, WI 54896

  Nestled along the serene shores of Fishtrap Lake and bordering national forest, this immaculate estate offers a blend of luxury and rustic charm. The main residence, meticulously maintained, boasts picturesque views and modern amenities. Covered deck ideal for relaxing and entertaining against the backdrop of the lake. The property features a charming guest house, perfect for accommodating

  Annie Lawrence Northwest Wisconsin Realty Team

  8800 Sams Ln, Winter, WI 54896
• 

  

  /28

  $470,000

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  5170 Vermedal Rd, Winter, WI 54896

  Experience breathtaking sunrises from this year-round log-sided cabin on Lake Winter. This well-maintained home features a newer roof, windows, siding, as well as updated bathroom and living room, complete with a wood-burning stove. The property provides spacious single-level living including laundry facilities, an open floor plan, and a charming lakeside deck. An insulated 24x24 garage is

  Joe Donnellan Area North Realty Inc

  5170 Vermedal Rd, Winter, WI 54896
• 

  

  /46

  $369,000

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  7043 Fadness Rd, Winter, WI 54896

  Rare opportunity to own over 10 acres of beautiful Northwoods land! This property is a hobby farmer’s dream, featuring a barn and space to raise animals, along with some trails winding through the acreage. The 3-bedroom, 2-bath home boasts a 2-car attached garage and a walkout basement, offering endless possibilities with 1,300 sq ft of unfinished space, already plumbed for a bathroom. Built in

  Bradi Cody Biller Realty

  7043 Fadness Rd, Winter, WI 54896
• 

  

  /34

  $449,900

  • 1 Bed
  • 2 Baths
  • 1,156 Sq Ft

  5945 Lee Rd, Winter, WI 54896

  Welcome to your serene retreat on Barber Lake! This 2022 fully remodeled 2BDR/2BTH cabin w/2-car attached garage boasts stellar lake views from almost every room, LP Smartside exterior, and a spacious 48x30 pole shed (2022) for storying all your toys. Soak in the views from your master bedroom complete with an en suite bathroom or relax over morning coffee on the deck. Enjoy the open living area

  Adam Hexum Woodland Developments & Realty

  5945 Lee Rd, Winter, WI 54896
• 

  

  /40

  $499,900

  • 2 Beds
  • 1.5 Baths
  • 1,428 Sq Ft

  65916 Fischer Rd, Winter, WI 54514

  This one has it all! Stunning water views, level water access (incl private boat launch), privacy, LOTS of room for toys and hobbies, and easy access to atv/snowmobile trails, all in the heart of the Chequamegon Forest. The home boasts hickory cabinets, stainless appliances, a custom stone island, hardwood floors, 9' ceilings, walk-in closets, and a full wall of windows to enjoy the wildlife and

  SUE TORRES FIRST WEBER - PARK FALLS

  65916 Fischer Rd, Winter, WI 54514
• 

  

  /53

  $139,000

  • 1 Bed
  • 0.5 Baths
  • 895 Sq Ft

  6676 Golf Course Rd, Winter, WI 54896

  The quintessential Northwoods escape! This charming 895 sqft chalet-style cabin offers a cozy retreat tucked into 3.52 wooded acres, perfectly situated near Barker, Hunter & Fishtrap Lakes, Barker Lake Golf Course, National Forest land & miles of ATV/UTV & snowmobile trails. Whether you're into fishing, hiking, hunting, or simply relaxing, this location delivers four seasons of recreational

  Jeremy Mavis Woodland Developments & Realty

  6676 Golf Course Rd, Winter, WI 54896
• 

  

  /40

  $319,000

  • 1 Bath
  • 700 Sq Ft

  4640 County Hwy W, Winter, WI 54896

  Pristine, serene, and secluded and bordered by 14,000 acres of public land. This 20 acre property has been meticulously maintained and cared for since it was built in 2019. Whether you're looking for a sportsman's paradise or somewhere to call home, this place could be just the ticket. The land is bordered by thousands of acres of paper company land. The property is being offered turn-key with

  Bradi Cody Biller Realty

  4640 County Hwy W, Winter, WI 54896
• 

  

  /25

  $129,000

  • 4 Beds
  • 2 Baths
  • 1,600 Sq Ft

  5138 N South Main St, Winter, WI 54896

  Don't miss your chance to own this well maintained 2 unit apartment building located right on Main Street in the charming town of Winter. Each unit offers a comfortable living space, 2 bedrooms, 1 bath, with their own private entrance and full kitchen. Ideal for long term tenants or short term rental potential.With a solid rental history and great visibility, this property is perfect for an

  Annie Lawrence Northwest Wisconsin Realty Team

  5138 N South Main St, Winter, WI 54896
• 

  

  /27

  $325,000

  • 4 Beds
  • 3 Baths
  • 2,445 Sq Ft

  5787 Simpson Rd, Winter, WI 54896

  Nestled on 8.24 peaceful acres, this 4-bedroom, 3-bath home offers a spacious and functional layout perfect for everyday living and entertaining. The main level features an open-concept kitchen, dining, and living area, with large windows that overlook the expansive yard. Step out from the dining area into a fenced-in portion of the yard—ideal for kids or pets. The primary bedroom is conveniently

  JAMIE LUND RE/MAX NEW HORIZONS REALTY LLC

  5787 Simpson Rd, Winter, WI 54896
• 

  

  /25

  $255,000

  • 2 Beds
  • 1 Bath
  • 704 Sq Ft

  4735 N Lake Winter Rd, Winter, WI 54896

  Set along the peaceful shores of Lake Winter—famous for its excellent musky fishing—this 2-bedroom, 1-bath cabin offers a blend of rustic charm and functionality. With low elevation to the water, you'll enjoy easy access to all your lake activities and take in the lake views from your spacious wrap-around deck. The cabin features a walkout basement for added space and potential, and is just

  Terry Duffy Keller Williams Realty Diversified

  4735 N Lake Winter Rd, Winter, WI 54896
• 

  

  /18

  $35,000

  • Land
  • 9 Acres
  • $4,042 per Acre

  Tax ID #34696 Cornwall Rd, Winter, WI 54896

  This nicely wooded lot with a variety of trees and conveniently located right up the road from the Barber Lake boat launch and minutes away from the charming town of Winter. Come enjoy the Northwoods in the Winter area on this beautiful 8.6-acre lot that is near many area lakes, restaurants, and trails for days of endless enjoyment. Lot listing pictures may also show adjoining lot that is also

  Dawn Stone Edina Realty, Inc. - Hayward

  Tax ID #34696 Cornwall Rd, Winter, WI 54896
• 

  

  /17

  $32,500

  • Land
  • 9 Acres
  • $3,762 per Acre

  Tax ID 43798 Cornwall Rd, Winter, WI 54896

  Nicely wooded lot with a variety of trees that is conveniently located right up the road from the Barber Lake boat launch. This is a great location only 7 miles from charming Winter, Wisconsin. Come enjoy the Northwoods on this beautiful 8.64 acre lot. The neighboring lot MLS#1591699 of 8.66 acres is also for sale to double your acreage and secure your private spot to hunt or build. Come enjoy

  Dawn Stone Edina Realty, Inc. - Hayward

  Tax ID 43798 Cornwall Rd, Winter, WI 54896
• 

  

  /37

  $299,000

  • 4 Beds
  • 3 Baths
  • 2,081 Sq Ft

  N3639 Adams Rd, Winter, WI 54896

  NEW Listing with deeded acess and your own dock! Welcome to Paradise, call it home or call it your cabin. 4 bedroom, 3 bath property with 2 car garage. 3 bedrooms on upper level, with a 1 bedroom lower unit apartment. If you are a Northwoods Enthusiast this is the spot for you. This home is situated along the snowmobile and ATV trails in the heart of the Flambeau River State Forest, and has

  Roxi Plath THE MOXI AGENCY LLC

  N3639 Adams Rd, Winter, WI 54896
• 

  

  /11

  $124,900

  • Land
  • 1.83 Acres
  • $68,251 per Acre

  ON Otter Ln, Winter, WI 54896

  Discover the perfect Northwoods escape on this 1.83-acre lake lot with approximately 160 feet of frontage on stunning Lake Winter in Winter, WI. This rare opportunity offers a peaceful, wooded setting ideal for building your dream cabin or year-round home. Lake Winter is a 733-acre, full-recreation lake known for excellent fishing, boating, swimming, water skiing, tubing, and peaceful pontoon

  Coty Flessert NORTHWOODS REALTY

  ON Otter Ln, Winter, WI 54896
• 

  

  /15

  $174,900

  • Land
  • 0.49 Acre
  • $356,939 per Acre

  6679 N Benson Rd, Winter, WI 54896

  Enjoy summer at the lake right away with this west facing lot on South Barber Lake, featuring 104’ of shoreline, power on site, a cleared camper pad, and a 2020 Keystone Cougar 364BHL fifth wheel included in the sale. Dock is in place, and the lush yard offers plenty of space to relax outdoors. South Barber connects to North Barber for a total of 225 acres of water to explore. Great fishing -

  Brooke Damaske Pine Point Real Estate LLC

  6679 N Benson Rd, Winter, WI 54896
• 

  

  /6

  $47,500

  • Land
  • 0.48 Acre
  • $98,958 per Acre

  6647W Golf Course Rd, Winter, WI 54896

  (454/DW) This well-wooded waterfront lot is situated on the Chippewa River where the river enters Barker Lake. The lot is .48+/- acres and is an elevated site offering great water views and viewing of the island. 80+/- feet of water frontage and 80+/- feet of road frontage. The property is well-wooded with a mixture of some Oak, White Birch, Balsams and Pine. Blacktop road access is off Golf

  Debra Weinberger Birchland Realty Inc./Park Falls

  6647W Golf Course Rd, Winter, WI 54896
• 

  

  /9

  $47,500

  • Land
  • 0.48 Acre
  • $98,957 per Acre

  6647 Golf Course Rd, Winter, WI 54896

  (454/DW) This well-wooded waterfront lot is situated on the Chippewa River where the river enters Barker Lake. The lot is .48+/- acres and is an elevated site offering great water views and viewing of the island. 80+/- feet of water frontage and 80+/- feet of road frontage. The property is well-wooded with a mixture of some Oak, White Birch, Balsams and Pine. Blacktop road access is off Golf

  Debra Weinberger BIRCHLAND REALTY, INC - PARK FALLS

  6647 Golf Course Rd, Winter, WI 54896
• 

  

  /27

  $129,900

  • Land
  • 4.84 Acres
  • $26,839 per Acre

  7213W Smith Rd, Winter, WI 54896

  (421/RK-IK) Chippewa River frontage! Just 7.2 miles from Winter, WI. This amazing parcel is overlooking the 240+/-ft frontage of the East Fork of the beautiful Chippewa River. Check out this wooded 4.8+/- acre parcel with a mix of northern hardwoods and conifers that slopes gradually towards the river. This could be your home or recreational dream come true. With a location close to Hayward,

  RICHARD KINSLEY BIRCHLAND REALTY, INC. - PHILLIPS

  7213W Smith Rd, Winter, WI 54896
• 

  

  /60

  $735,000

  • 4 Beds
  • 4 Baths
  • 2,967 Sq Ft

  3094 Johnson Rd, Winter, WI 54896

  This beautifully crafted custom home is nestled on 100 feet of frontage offering a stunning setting on pristine Connors Lake, desired for its clear waters, deep fishing, & full recreational use. Designed for comfort and built with integrity, the home features 4 large BRs, 2 full & 2 half baths, and a spacious open-concept layout ideal for entertaining. Premium amenities include a gourmet kitchen,

  CALA FERANEC NORTHWOODS REALTY

  3094 Johnson Rd, Winter, WI 54896
• 

  

  /8

  $34,900

  • Land
  • 1.87 Acres
  • $18,663 per Acre

  ON Lake Winter Rd, Winter, WI 54896

  (525/KW) Located on Lake Winter Road, 4 miles from Winter WI. This +/- 1.87 acre lot has a gentle slope from the road to the back of the property. Here’s your chance to enjoy all the Northwoods has to offer at an affordable price! This lot is nicely wooded and is close to town. From this location you can ride your ATV/UTV right to the famous Tuscobia Trail. This lot is very close to the boat

  KRAIG WHALEN BIRCHLAND REALTY, INC. - PHILLIPS

  ON Lake Winter Rd, Winter, WI 54896
• 

  

  /25

  $242,000

  • 3 Beds
  • 2 Baths
  • 1,385 Sq Ft

  6305 Dam Rd, Winter, WI 54896

  Northwoods Living on Dam Rd, 1.8 miles from Big Chip Flowage boat launch, mins from the Wannigan Bar, this 3-bed, 2-bath home sits on 1.8 acres & offers year-round access to everything the Northwoods has to offer. 6.5 miles from Winter, WI, the property connects directly to both ATV & snowmobile trails right from your driveway. Inside, has a spacious kitchen with newer cabinets, updated appl, and

  Brian Pejka Keller Williams Realty Diversified

  6305 Dam Rd, Winter, WI 54896
• 

  

  /25

  $242,000

  • 3 Beds
  • 2 Baths
  • 1,385 Sq Ft

  6305 N Dam Rd, Winter, WI 54896

  Northwoods Living on Dam Rd, 1.8 miles from Big Chip Flowage boat launch, mins from the Wannigan Bar, this 3-bed, 2-bath home sits on 1.8 acres & offers year-round access to everything the Northwoods has to offer. 6.5 miles from Winter, WI, the property connects directly to both ATV & snowmobile trails right from your driveway. Inside, has a spacious kitchen with newer cabinets, updated appl, and

  Brian Pejka Keller Williams Realty Diversified

  6305 N Dam Rd, Winter, WI 54896
• 

  

  /36

  $799,900

  • 5 Beds
  • 2 Baths
  • 2,000 Sq Ft

  6009 W Dobbert Rd, Winter, WI 54896

  Not just a cabin on an island, LITERALLY YOUR OWN ISLAND! FULLY furnished property totally turn key includes current AirB&B revenue, or just enjoy yourself. Easy 2-minute boat ride from included access lot on shore. Property & chalet have been entirely updated (pex plumbing & fixtures, central air, furnace, flooring & much more). Very well maintained & needs nothing to start enjoying, optional

  Nate Moquin Copper Key Realty & Waterfront

  6009 W Dobbert Rd, Winter, WI 54896
• 

  

  /15

  $67,900

  • Land
  • 28 Acres
  • $2,446 per Acre

  On Highway 70, Winter, WI 54896

  Recreational Paradise! Less than 2 miles west of Winter, this 27.76-acre property offers privacy, adventure, and convenience. The Tuscobia Trail runs through the land, providing direct access to ATVing, snowmobiling, and hiking. With mostly high ground and trees throughout, it’s perfect for a home, cabin, or getaway. A driveway permit is secured, and electric runs past the lot, making development

  Bradi Cody Biller Realty

  On Highway 70, Winter, WI 54896
• 

  

  /18

  $49,000

  • Land
  • 14 Acres
  • $3,574 per Acre

  5926 Cr-W, Winter, WI 54896

  This 13.71 acre parcel is located on County Highway W just 5 minutes southeast of Winter. Thousands of acres of public hunting land are only a mile away, not to mention great fishing on area lakes including the Flambeau River. Use the existing woods road to set up your basecamp for all your hunting and fishing adventures. The property is fully stocked with mature timber and consists of a wide

  Chris Burke Burke Realty LLC

  5926 Cr-W, Winter, WI 54896
• 

  

  /5

  $59,500

  • Land
  • 10 Acres
  • $5,980 per Acre

  Lot 2 State Road 70, Winter, WI 54896

  Owner Financing offered - with $8925 down. Contact the listing agent for additional information regarding land contract. This 9.95 acre parcel is located on both State Highway 70 and Uncle Toms Rd in Winter, WI. Property is located just 7 miles east of the village of Winter. The property is in close distance of many lakes and public forest land. The Tuscobia Trail is less than 400 feet away from

  Bradi Cody Biller Realty

  Lot 2 State Road 70, Winter, WI 54896
• 

  

  /5

  $49,500

  • Land
  • 7 Acres
  • $6,894 per Acre

  Lot 3 Uncle Toms Rd, Winter, WI 54896

  Owner financing available with 7,500 down - Balance amortized over 20 years at 7% interest at $325.63 per month with all Principal and interest due and payable 10 years from day of Closing. This 7.18 acre parcel is located on Uncle Toms Rd. Property is located just 7 miles east of the village of Winter. The property is in close distance of many lakes and public forest land. The Tuscobia Trails

  Bradi Cody Biller Realty

  Lot 3 Uncle Toms Rd, Winter, WI 54896
• 

  

  /7

  $54,900

  • Land
  • 10 Acres
  • $5,356 per Acre

  Lot 1 State Road 70, Winter, WI 54896

  Owner Financing offered - with $8235 down. Contact the listing agent for additional information regarding land contract. This 10.25 acre parcel is located on both State Highway 70 and Golob Rd in Winter, WI. Property is located just 7 miles east of the village of Winter. The property is in close distance of many lakes and public forest land. The Tuscobia Trails runs right through the back of this

  Bradi Cody Biller Realty

  Lot 1 State Road 70, Winter, WI 54896
• 

  

  /12

  $29,900

  • Land
  • 5.00 Acres
  • $5,980 per Acre

  0 Hunter Lake Rd, Winter, WI 54896

  5 wooded Acres across the street from Hunter Lake. Great lot & location for a cabin or camp. Year round recreational opportunities. Minutes away from over 100,000 acres of public land. Multiple lakes near by. Driveway will be installed before closing. Hiking, fishing, hunting, 4 wheeling, snowmobiling.

  David Strassman Riverbend Realty Group, LLC

  0 Hunter Lake Rd, Winter, WI 54896
• 

  /2

  $121,536

  • Land
  • 80 Acres
  • $1,519 per Acre

  NEAR County Hwy W, Winter, WI 54896

  80-acres of forestland in Sawyer County, Winter township. The primary forest covers are northern hardwoods, aspen, and swamp conifers. Enrolled in the Managed Forest Law program for tax relief. No legal access.

  TODD FREDERICKSON STEIGERWALDT LAND SALES, LLC

  NEAR County Hwy W, Winter, WI 54896
• 

  

  /5

  $165,690

  • Land
  • 80 Acres
  • $2,071 per Acre

  On Knowles Rd, Winter, WI 54896

  80-acres of forestland in Sawyer County, town of Draper, just west of Loretta Lake. The forest covers include aspen, white spruce, jack pine, swamp conifer and marsh. Attractive hunting land. Power is located approx. 0.2 mi. north. Enrolled in the Managed Forest Law program for tax relief.

  TODD FREDERICKSON Steigerwaldt Land Sales, LLC

  On Knowles Rd, Winter, WI 54896
• 

  

  /4

  $276,048

  • Land
  • 120 Acres
  • $2,300 per Acre

  On Delap Ln, Winter, WI 54896

  120-acres of forestland in Sawyer County, town of Couderay on a dead-end road. The forest cover is primarily aspen. A transmission line crosses the property. Lots of hard to access county land adjacent. Attractive hunting land. Enrolled in the Managed Forest Law program for tax relief.

  TODD FREDERICKSON Steigerwaldt Land Sales, LLC

  On Delap Ln, Winter, WI 54896

Showing Results 1 - 40, Page 1 of 2