108

Homes for Sale near Winter Middle School

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  • /36

    $99,000

    $16K PRICE DROP
    • Land
    • 20 Acres
    • $4,950 per Acre

    8143 Wright Rd, Winter, WI 54896

    Welcome to your private slice of paradise in Winter, Wisconsin. This rare 20-acre wooded retreat offers unmatched tranquility, natural beauty, and direct access to thousands of acres of protected wilderness. Bordering the Chequamegon National Forest, the property provides direct trail access for hunting, hiking, ATV-ing, and snowmobiling right from your doorstep. A picturesque private pond

    Jeremy Mavis Woodland Developments & Realty

    8143 Wright Rd, Winter, WI 54896
  • /29

    $79,900

    • Land
    • 22.07 Acres
    • $3,620 per Acre

    Lot 1 N Smith Rd, Reserve, WI 54828

    Phenomenal 22 acres in the beautiful northern Blue Hills near Couderay, Wisconsin. This exceptional recreational property features rolling topography, mature oak and maple hardwoods, towering pines, and approximately 1,387 feet of frontage on Devils Creek, a renowned Class I trout stream with naturally reproducing trout.A driveway and main trail system are already in place, providing easy

    Mark Nelson Timber Ghost Realty, LLC

    Lot 1 N Smith Rd, Reserve, WI 54828
  • /35

    $440,000

    • 2 Beds
    • 1 Bath
    • 708 Sq Ft

    5982 W Dobbert Rd, Winter, WI 54896

    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

    Heidi Gill Northwest Wisconsin Realty Team

    5982 W Dobbert Rd, Winter, WI 54896
  • /25

    $189,500

    $5K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 640 Sq Ft

    2045 N Ol Hayes Rd, Birchwood, WI 54817

    Lake Life and lifetime memories are ready to be made here! Don't wait or you'll miss out on this affordable opportunity to own your 3-season lake cabin on 0.31 acres on Lake Chetac in Birchwood Wisconsin! Lake Chetac connects to Birch Lakes, well known for recreational use and walleye fishing! Lake Chetac is also abundant in Panfish, Largemouth Bass, Smallmouth Bass, and Northern Pike! Unit 3 is

    Amber Smith Northwest Wisconsin Realty Team

    2045 N Ol Hayes Rd, Birchwood, WI 54817
  • /38

    $489,000

    • 4 Beds
    • 1.5 Baths
    • 1,980 Sq Ft

    5399 W Perch Lake Rd, Winter, WI 54896

    TURN-KEY PERCH LAKE RETREAT WITH OVER 300 FEET OF FRONTAGE!This beautiful and well-maintained 4-bedroom, 1½-bath lake home offers the perfect Northwoods getaway on crystal-clear Perch Lake. Set on 2.34 private acres with over 300 feet of lake frontage, this property provides an exceptional combination of privacy, beautiful water views, and easy access to all your favorite outdoor activities.

    Joe Donnellan Area North Realty Inc

    5399 W Perch Lake Rd, Winter, WI 54896
  • /51

    $649,500

    New Construction $110K PRICE DROP
    • 6 Beds
    • 2.5 Baths
    • 3,300 Sq Ft

    7107 W County Highway B, Winter, WI 54896

    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

    Matthew Biller Biller Realty

    7107 W County Highway B, Winter, WI 54896
  • /36

    $524,900

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,956 Sq Ft

    11756 N County Road T, Hayward, WI 54843

    Welcome to this well-maintained 2-bedroom, 2-bath chalet-style home offering comfort and character in a beautiful setting on Smith Lake. Enjoy west-facing sunset views from a medium-elevation, well-wooded lot shaded by towering pines. Gravel/sand frontage lies just across Hwy T, giving you lake access while keeping the home tucked privately among the trees. Inside, the open-concept kitchen and

    James Gajewski Area North Realty Inc

    11756 N County Road T, Hayward, WI 54843
  • /55

    $1,350,000

    $150K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,427 Sq Ft

    14323 W Court Oreilles Lake Dr, Hayward, WI 54843

    *PRICE REDUCED TO REFLECT BUYER'S COST TO PURCHASE A DOCK, and PAINT FOR DECK & LAKE STAIRS* Experience the ultimate Northwoods retreat on the shores of Lac Courte Oreilles (LCO) Lake! This stunning log-sided lake home offers 100 feet of prime frontage on one of Wisconsin's premier crystal-clear lakes, spanning over 5,039 acres of aquatic adventure. Designed for entertaining, the spacious main

    Amber Smith Northwest Wisconsin Realty Team

    14323 W Court Oreilles Lake Dr, Hayward, WI 54843
  • /20

    $149,000

    $50K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,005 Sq Ft

    W7930 County Highway G, Ojibwa, WI 54896

    Looking for a great home, with view of the Chippewa river and near the Chippewa Flowage, selling below appraised value, this is a 2 bedroom, with a large living room than could be divide for a third bedroom, Patio door to a tuck to a huge12 by 38 deck, large kitchen/dining area, bath/utility, a tuck under heated garage, shop area, with separate storage, located on.88 acres, a separate storage

    Chester Boncler Boncler Realty Inc

    W7930 County Highway G, Ojibwa, WI 54896
  • /13

    $35,000

    • Land
    • 4.75 Acres
    • $7,368 per Acre

    Lot 17 Rabbit Run, Ojibwa, WI 54862

    Discover your own private piece of the Northwoods on this nicely wooded 4.75-acre parcel. The property features fairly level, mostly high and dry ground with a long, wooded setting that offers plenty of privacy and separation from neighboring properties. Create your ideal building site while leaving plenty of natural woods to enjoy, or create a walking or snowshoeing trail through the property —a

    Terry Duffy Keller Williams Realty Diversified

    Lot 17 Rabbit Run, Ojibwa, WI 54862
  • /44

    $1,750,000

    $100K PRICE DROP
    • Land
    • 370 Acres
    • $4,730 per Acre

    0000 State Highway 2 0000, Exeland, WI 54843

    Rare opportunity to own 373± contiguous acres of premier Northwoods recreational land in Sawyer County. Properties of this size and quality rarely become available. This exceptional tract features mature maple, oak, and ash timber, a scenic 14-acre private pond, and an extensive professionally developed trail system providing easy access throughout the property. With three separate access points,

    Cory Vanover Keller Williams Realty Diversified

    0000 State Highway 2 0000, Exeland, WI 54843
  • /27

    $949,900

    • Land
    • 273.3 Acres
    • $3,476 per Acre

    Block 3 Comet Rd, Exeland, WI 54835

    Block 3 consists of 273.3 acres with approximately 7/8 mile of frontage along Comet Rd and is located west of the primary access road, with a seasonal road providing direct access off Comet Rd while maintaining a private, secluded setting. Buying into Summit South is a rare opportunity to become part of a generational Northwoods holding. Eight blocks totaling 1,923 acres are adjacent to the

    Brooke Damaske Pine Point Real Estate LLC

    Block 3 Comet Rd, Exeland, WI 54835
  • /7

    $38,900

    $8K PRICE DROP
    • Land
    • 5.07 Acres
    • $7,673 per Acre

    Lot 41 Horse Creek Trail, Ojibwa, WI 54862

    Tucked along the quiet stretch of Horse Creek Trail, Lot 41 offers a rare opportunity to own a beautiful piece of Sawyer County's outdoor paradise! This wooded parcel provides the perfect blend of privacy, natural beauty, and convenience -- ideal for a future cabin, year-round home, or a simple getaway spot to escape the noise.Set in the Town of Ojibwa, the property places you minutes

    Romaine Quinn Real Estate Solutions

    Lot 41 Horse Creek Trail, Ojibwa, WI 54862
  • /24

    $49,999

    $5K PRICE DROP
    • Land
    • 5 Acres
    • $10,000 per Acre

    7821W Koeppler Rd, Ojibwa, WI 54862

    (525/KW) A versatile +/- 5 acre recreational retreat with improvements already in place. Bring your camper and start enjoying the property right away. Discover a property that blends open space with the privacy and natural beauty of a pine and poplar forest. This corner parcel offers ease of access and privacy. The front portion has been thoughtfully cleared and improved: most rocks and stumps

    KRAIG WHALEN BIRCHLAND REALTY, INC. - PHILLIPS

    7821W Koeppler Rd, Ojibwa, WI 54862
  • /19

    $525,000

    $14K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    14255 W Court Oreilles Lake Dr, Hayward, WI 54843

    Classic and Cozy Northwoods cabin on the premier waters of Lac Courte Oreilles! A private, treelined driveway leads to this updated year-round cabin, surrounded by towering pines and offering beautiful lake views. This charming cabin is move-in ready and features a brand-new HVAC system, a gorgeous new dock, and the option to keep the existing floor plan or add on for a larger home. Other

    Kara Watts Woods & Water Realty Inc/Regional Office

    14255 W Court Oreilles Lake Dr, Hayward, WI 54843
  • /18

    $69,900

    • Land
    • 10.12 Acres
    • $6,907 per Acre

    8087N Universal Dr, Winter, WI 54896

    10.12 Acres of Northwoods Opportunity! Here’s your chance to own 10.12 acres of beautiful, wooded Northwoods land and make it exactly what you’ve been dreaming of! This property is a true open canvas, whether you envision a cozy cabin, full-time home, or the ultimate deer camp getaway. The sellers have already had a gravel driveway and pad installed, giving you a great head start. Mature trees,

    Miranda Scholten Chippewa Valley Real Estate, LLC

    8087N Universal Dr, Winter, WI 54896
  • /6

    $473,136

    $53K PRICE DROP
    • Land
    • 197.14 Acres
    • $2,400 per Acre

    ON County Highway B, Loretta, WI 54896

    197.14-acres of forestland in Sawyer County, town of Winter. The forest covers include aspen, and northern hardwoods. Paved County Highway frontage. Gated access. Attractive hunting land. Enrolled in the Managed Forest Law program for tax relief. Adjacent lands also available for a larger contiguous ownership.

    TODD FREDERICKSON Steigerwaldt Land Sales, LLC

    ON County Highway B, Loretta, WI 54896
  • /7

    $62,500

    $2K PRICE DROP
    • Land
    • 6.78 Acres
    • $9,218 per Acre

    Lot 2 State Road 27 70, Couderay, WI 54828

    Majestic, heavily wooded, buildable river lots on the Couderay River. One can both hunt and fish out your back door. Vegetation is very diversified, with large pines, maple, oaks and other species. River bottom consists of gravel and sandy areas.

    Brent Wernlund Edina Realty, Corp. - Hudson

    Lot 2 State Road 27 70, Couderay, WI 54828
  • /26

    $599,900

    $63K PRICE DROP
    • Land
    • 171.9 Acres
    • $3,490 per Acre

    Block 8 Comet Rd, Exeland, WI 54835

    Block 8 consists of approximately 172 acres and lies west of the pipeline, east of the primary access road, and south of the northern loop road. Buying into Summit South is a rare opportunity to become part of a generational Northwoods holding. Eight blocks totaling 1,923 acres are adjacent to the 2,600-acre Summit North and the 1,000-acre Summit Game Farm, all managed for decades with a focus on

    Brooke Damaske Pine Point Real Estate LLC

    Block 8 Comet Rd, Exeland, WI 54835
  • /26

    $84,500

    • 2 Beds
    • 1 Bath
    • 720 Sq Ft

    6563 W Railroad Ave, Winter, WI 54896

    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

    Matthew Biller Biller Realty

    6563 W Railroad Ave, Winter, WI 54896
  • /29

    $1,099,900

    • Land
    • 338 Acres
    • $3,254 per Acre

    Block 5 Comet Rd, Exeland, WI 54835

    Block 5 consists of approximately 338 acres with approximately 1/2 mile of frontage along Hwy C and includes a rare 25-acre open field offering excellent flexibility for food plots, recreation, or potential building sites. Buying into Summit South is a rare opportunity to become part of a generational Northwoods holding. Eight blocks totaling 1,923 acres are adjacent to the 2,600-acre Summit

    Brooke Damaske Pine Point Real Estate LLC

    Block 5 Comet Rd, Exeland, WI 54835
  • /30

    $989,000

    • 2 Beds
    • 2 Baths
    • 2,400 Sq Ft

    6161 N County Hwy W, Winter, WI 54896

    "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

    Gail Rahlf Escape on the Lake Real Estate LLC

    6161 N County Hwy W, Winter, WI 54896
  • /19

    $74,500

    • Land
    • 10.11 Acres
    • $7,369 per Acre

    Lot 3 Fadness Rd, Winter, WI 54896

    Seller financing available! Discover the beauty and possibilities of Northwoods living on a stunning 10.11-acre parcel located just 5 minutes north of Winter. Tucked away on a quiet dead-end road and surrounded by tall, mature trees, this property offers the privacy, natural beauty, and recreational opportunities you've been looking for. One of the property's standout features is Knapp Stout

    Matthew Biller Biller Realty

    Lot 3 Fadness Rd, Winter, WI 54896
  • /59

    $429,000

    $21K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    5321 N Lake Winter Rd, Winter, WI 54896

    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

    Audrey Miller Northwest Wisconsin Realty Team

    5321 N Lake Winter Rd, Winter, WI 54896
  • /5

    $127,080

    $22K PRICE DROP
    • Land
    • 40 Acres
    • $3,177 per Acre

    ON Old Couderay Rd, Couderay, WI 54828

    40-acres of forestland located in Sawyer County, town of Couderay. Paved town road frontage. The forest cover is primarily aspen and northern hardwood. Attractive hunting land. Enrolled in the Managed Forest Law program for tax relief.

    TODD FREDERICKSON Steigerwaldt Land Sales, LLC

    ON Old Couderay Rd, Couderay, WI 54828
  • /5

    $29,900

    • Land
    • 10 Acres
    • $2,990 per Acre

    Off Borrie Rd Unit 10Acres, Couderay, WI 54828

    (522/KW) This 10+/- acre parcel is located off the end of a dead-end road. This is a remote and heavily wooded parcel. The parcel currently has no road access. The property has no insured access and is landlocked. Asking $29,900. 2025 Taxes: $140.22 (35-39-08W Prt SWSW)

    KRAIG WHALEN BIRCHLAND REALTY, INC. - PHILLIPS

    Off Borrie Rd Unit 10Acres, Couderay, WI 54828
  • /68

    $195,000

    • Land
    • 40 Acres
    • $4,875 per Acre

    XXX W Eckel Ln, Couderay, WI 54835

    Turn-key hunting tract located just south of the recreational heaven of Hayward, Wisconsin. This exceptional 40-acre property is set up and ready to hunt, featuring an established trail system, multiple food plot locations, three tower stands, and a creek that provides an excellent water source for wildlife. The property has a proven history of mature whitetail deer and bear, along with

    Jordan Yira American Legacy Land Co., LLC

    XXX W Eckel Ln, Couderay, WI 54835
  • /49

    $284,900

    $40K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 2,206 Sq Ft

    4758 N Ryan Rd, Couderay, WI 54828

    Charming property lovingly referred to as 'the farm' offers a beautiful landscape of the countryside including several large apple trees. Conveniently located on a dead-end road, giving you privacy. Options are endless with possibility; this could be a great place to raise your family, the perfect cabin for up north activities, or even a hobby farm. The yard and garage offer plenty of space for

    Amanda Depew Northwest Wisconsin Realty Team

    4758 N Ryan Rd, Couderay, WI 54828
  • /6

    $286,320

    $51K PRICE DROP
    • Land
    • 120 Acres
    • $2,386 per Acre

    ON N Hofer Rd, Couderay, WI 54828

    120-acres of forestland in Sawyer County, town of Couderay on a dead-end road. The forest cover is primarily aspen, northern hardwoods and lowland conifers. Attractive hunting land. Enrolled in the Managed Forest Law for tax relief. Adjacent lands also available for a larger contiguous ownership.

    TODD FREDERICKSON Steigerwaldt Land Sales, LLC

    ON N Hofer Rd, Couderay, WI 54828
  • /42

    $1,250,000

    $140K PRICE DROP

    3099 W County W, Winter, WI 54896

    This is a turnkey hunting property featuring gently rolling terrain with mature hardwoods and multiple swamp edges funneling game. Features of the property include two food plots, multiple Shadow Hunter blinds and an amazing road and trail system allowing excellent access throughout the entire property. Fiber optic cable and camera power was installed throughout the property giving you a private

    Mike Noskoviak Whitetail Properties Real Estate, LLC

    3099 W County W, Winter, WI 54896
  • /28

    $88,560

    • Land
    • 9.84 Acres
    • $9,000 per Acre

    Lot 14 Scout Trail, Ojibwa, WI 54862

    Prime Hunting & Recreational Land in Ojibwa, WI – Flat, Dry, and Ready for Your Vision. Discover your Northwoods escape on this beautiful parcel of land in the heart of Ojibwa, WI. This exceptional property offers a rare combination of flat, dry terrain with a diverse natural landscape that’s both functional and scenic. Lot 14 totals 9.84 acres and is bordered by a meandering creek along the

    JORDAN PLOMAN NEXTHOME LEADING EDGE

    Lot 14 Scout Trail, Ojibwa, WI 54862
  • /2

    $29,900

    • Land
    • 10 Acres
    • $2,990 per Acre

    Off Borrie Rd, Couderay, WI 54828

    (522/KW) This 10+/- acre parcel is located off the end of a dead-end road. This is a remote and heavily wooded parcel. The parcel currently has no road access. The property has no insured access and is landlocked. Asking $29,900. 2025 Taxes: $140.22 (35-39-08W Prt SWSW)

    KRAIG WHALEN Birchland Realty Inc./Phillips

    Off Borrie Rd, Couderay, WI 54828
  • /16

    $189,900

    • Land
    • 26.89 Acres
    • $7,062 per Acre

    12655 W Atherton Rd, Couderay, WI 54828

    This exceptional 26.89-acre property in Couderay, WI offers a rare blend of open space, mature trees, and Northwoods privacy. The land features a beautiful mix of rolling terrain, open clearings, and scattered pines, creating the perfect setting for a future home, cabin, or recreational retreat. A private drive leads you into the property, where you’ll find multiple ideal build sites with scenic

    Ty Wiley Area North Realty Inc

    12655 W Atherton Rd, Couderay, WI 54828
  • /40

    $949,000

    • Land
    • 960 Acres
    • $989 per Acre

    TBD Wisconsin 40, Radisson, WI 54835

    This Northern Wisconsin property presents a thoughtfully developed opportunity for hunting, recreation, or a private retreat in a secluded setting. Access begins at a gated entrance and continues along a maintained easement, guiding you into the interior of the property while providing a sense of separation from surrounding areas. The land has been improved with a network of gravel-based roads

    Chris Polfus Whitetail Properties Real Esta

    TBD Wisconsin 40, Radisson, WI 54835
  • /43

    $174,900

    $15K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,300 Sq Ft

    4661 N Valesh Rd, Couderay, WI 54828

    Escape to the country with this well-maintained 2-bedroom, 1-bath home situated on 4.99 scenic acres. Perfect for hunters, hobby farmers, or anyone seeking a peaceful rural lifestyle, this property offers a fantastic garden area, chicken coop, and plenty of room to enjoy the outdoors. The home features a solid stone foundation and has been updated by the current owner with a sump pump, gutter

    April Johnson Route 63 Realty LLC

    4661 N Valesh Rd, Couderay, WI 54828
  • /38

    $374,900

    $25K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,680 Sq Ft

    8920 N Larson Ct, Hayward, WI 54843

    Just in time for summer! Take a look at this beautiful chalet style home just minutes south of one of Wisconsin's most popular towns, Hayward. This home features an open concept, hardwood floors, a large deck for enjoying the morning coffee or evening entertainment, a newer roof, fenced yard, and a 30X24 garage for storing the toys. Located on the ATV trail and just minutes from several lakes,

    Andrew Pelke Prime Realty LLC

    8920 N Larson Ct, Hayward, WI 54843
  • /20

    $99,500

    • 2 Beds
    • 1 Bath
    • 750 Sq Ft

    3547 N Ogden Ave, Radisson, WI 54867

    Escape to the Northwoods with this charming cabin in a beautiful natural setting! Perfect for a hunting cabin, recreation, or a peaceful getaway, this property offers direct access to scenic ATV/UTV trails, putting adventure right at your doorstep. A nearly new steel garage with a concrete slab has been added and provides exceptional space for all your toys and gear, two vehicles and workshop as

    Christina Gerdes Route 63 Realty LLC

    3547 N Ogden Ave, Radisson, WI 54867
  • /5

    $62,500

    • Land
    • 1.79 Acres
    • $34,916 per Acre

    Lot 1 State Road 27 70, Couderay, WI 54828

    Majestic, heavily wooded, buildable river lots on the Couderay River. One can both hunt and fish out your back door. Vegetation is very diversified, with large pines, maple, oaks and other species. River bottom consists of gravel and sandy areas.

    Brent Wernlund Edina Realty, Inc.

    Lot 1 State Road 27 70, Couderay, WI 54828
  • /60

    $369,000

    • 3 Beds
    • 2 Baths
    • 1,796 Sq Ft

    5063 W Tower Rd, Winter, WI 54896

    If you have been looking for the perfect place for a hobby farm, this could be it. The property has over 15 acres, is zoned agricultural for the benefit of lower taxes, and adjoins approximately 14,000 acres of public land. There is a huge 40x48 pole building with floor-to-ceiling sliding doors on both sides and an attached lean-to for additional storage. The property also has a detached two-car

    Bradi Cody Northern Chase Real Estate

    5063 W Tower Rd, Winter, WI 54896
  • /37

    $279,999

    $45K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,176 Sq Ft

    7295 W Hemlock Haven Rd, Winter, WI 54896

    (122/KW)**Motivated Seller** 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

    KRAIG WHALEN BIRCHLAND REALTY, INC. - PHILLIPS

    7295 W Hemlock Haven Rd, Winter, WI 54896

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