25

Winter, WI Houses for Sale

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  • /58

    $434,900

    • 3 Beds
    • 2 Baths
    • 1,745 Sq Ft

    9146N Chippewa Pines Way, Winter, WI 54896

    Escape to your own private Northwoods retreat! Enjoy this four-season home in a true four-season destination. Lovingly maintained and enjoyed as a second home for the past 26 years, this impeccably kept property offers peace, privacy, and endless outdoor recreation. Relax on the screened porch while listening to the soothing sounds of the nearby river, or step out your back door to enjoy

    Agent Photo

    Mary Rufledt

    Elite Realty Group, LLC

    9146N Chippewa Pines Way, Winter, WI 54896
  • /65

    $469,900

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,745 Sq Ft

    9146N Chippewa Pines Way, Winter, WI 54896

    Escape to your own private Northwoods retreat! Enjoy this four-season home in a true four-season destination. Lovingly maintained and enjoyed as a second home for the past 26 years, this impeccably kept property offers peace, privacy, and endless outdoor recreation. Relax on the screened porch while listening to the soothing sounds of the nearby river, or step out your back door to enjoy

    Agent Photo

    Mary Rufledt

    Elite Realty Group, LLC

    9146N Chippewa Pines Way, Winter, WI 54896
  • /53

    $359,900

    $20K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,120 Sq Ft

    9159N Chippewa Pines Way, Winter, WI 54896

    (124/KG) Looking for that private and quiet cozy home in the middle of paradise? This 3 +/-acre parcel with a beautiful home and garage is located just east of Winter. The home is located just off a private road that runs along the East Fork of the Chippewa River. The property borders the Chequamegon National Forest with thousands of acres just outside your door. The home features a beautiful,

    Agent Photo

    Ida Kinsley

    BIRCHLAND REALTY, INC. - PHILLIPS

    9159N Chippewa Pines Way, Winter, WI 54896
  • /99

    $439,900

    • 3 Beds
    • 1.5 Baths
    • 1,663 Sq Ft

    6960N Cth Gg, Winter, WI 54896

    Rustic charm meets modern comfort at this beautiful single-story 3BR, 1BA Northwoods retreat on 1.38 acres complete with a massive 2,800 sq ft heated & insulated shop! The home welcomes you with its log-beam front & covered patio, perfect for morning coffee or end-of-day relaxing. Inside, enjoy a warm knotty-pine interior, open-concept layout, and in-floor heat throughout. The spacious kitchen

    Agent Photo

    Coty Flessert

    NORTHWOODS REALTY

    6960N Cth Gg, Winter, WI 54896
  • /54

    $349,900

    $125K PRICE DROP
    • 5 Beds
    • 1 Bath
    • 1,420 Sq Ft

    6733 Golf Course Rd, Winter, WI 54896

    (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

    Agent Photo

    Ida Kinsley

    BIRCHLAND REALTY, INC. - PHILLIPS

    6733 Golf Course Rd, Winter, WI 54896
  • /28

    $249,900

    $50K PRICE DROP
    • 1 Bed
    • 0.5 Baths
    • 720 Sq Ft

    3598 Old J, Winter, WI 54896

    (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

    Agent Photo

    Ida Kinsley

    BIRCHLAND REALTY, INC. - PHILLIPS

    3598 Old J, Winter, WI 54896
  • /18

    $137,900

    • 2 Beds
    • 525 Sq Ft

    6871 N Clover Rd, Winter, WI 54896

    Northwoods hunting and recreation retreat! This 2018 built 2 bedroom home sits on approximately 4.78+/- wooded acres and offers the perfect basecamp for outdoor enthusiasts. Located just 2 miles west of Loretta/Draper on S Clover Rd., the property provides convenient access to the Tuscobia ATV/UTV Trail system, making it ideal for year-round recreation. A spacious 25x21 attached garage provides

    Agent Photo

    Mike Keller

    NORTHWOODS REALTY

    6871 N Clover Rd, Winter, WI 54896
  • /70

    $434,900

    • 3 Beds
    • 2 Baths
    • 1,745 Sq Ft

    9146 Chippewa Pines Way, Winter, WI 54896

    Escape to your own private Northwoods retreat! Enjoy this four-season home in a true four-season destination. Lovingly maintained and enjoyed as a second home for the past 26 years, this impeccably kept property offers peace, privacy, and endless outdoor recreation. Relax on the screened porch while listening to the soothing sounds of the nearby river, or step out your back door to enjoy

    Agent Photo

    Mary Rufledt

    Elite Realty Group, LLC

    9146 Chippewa Pines Way, Winter, WI 54896
  • /29

    $264,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,391 Sq Ft

    W5907 Bauer Rd, Winter, WI 54896

    (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

    Agent Photo

    Ida Kinsley

    BIRCHLAND REALTY, INC. - PHILLIPS

    W5907 Bauer Rd, Winter, WI 54896
  • /44

    $619,900

    New Construction $80K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,996 Sq Ft

    4795 Lake Winter Rd, Winter, WI 54896

    Built in 2025, this 5 bedroom, 3 bath home in Winter, WI offers 2,996 finished sq ft on 2.26 acres just minutes from Lake Winter. The open floor plan features vaulted ceilings, custom cabinetry, detailed trim work and plenty of natural light. The main level offers comfortable everyday living, while the finished lower level provides additional bedrooms and flexible living space with in floor heat.

    Agent Photo

    Kathy Snyder

    Century 21 Affiliated

    4795 Lake Winter Rd, Winter, WI 54896
  • /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
  • /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
  • /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
  • /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
  • /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

    $299,900

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,176 Sq Ft

    7295 W Hemlock Haven Rd, Winter, WI 54896

    (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

    KRAIG WHALEN BIRCHLAND REALTY, INC. - PHILLIPS

    7295 W Hemlock Haven Rd, Winter, WI 54896
  • /39

    $424,900

    • 2 Beds
    • 1 Bath
    • 1,024 Sq Ft

    4091W Clover Rd N, Winter, WI 54896

    (254/DW) Escape to your own private retreat with this stunning 12 +/- acre wooded property featuring 1,800+/- feet of fisherman frontage on beautiful Blaisdell Lake. Surrounded by nature and accessed by a winding tree-lined drive, this peaceful setting offers the perfect blend of seclusion and recreation. The 1,024 sq ft cedar-sided home is thoughtfully designed with one-level living and an

    Debra Weinberger BIRCHLAND REALTY, INC - PARK FALLS

    4091W Clover Rd N, Winter, WI 54896
  • /55

    $269,900

    $55K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,332 Sq Ft

    4748 W Butler Rd, Winter, WI 54896

    Your own cozy cabin in the woods awaits! This 3 bed, 1 bath home is MOVE IN READY with several furnishings included and updated appliances. Set on a 5-acre wooded lot, this 1,332 sq.ft. is sure to give you the charm and privacy you are in search of. Step through the front door into the open concept, vaulted ceiling kitchen/living room/dining area. Enjoy the convenience of two main level bedrooms

    Haley Ferguson Re/Max 4 Seasons, LLC

    4748 W Butler Rd, Winter, WI 54896
  • /44

    $319,500

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    7154 W Mcdermott Rd, Winter, WI 54896

    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

    Matthew Biller Biller Realty

    7154 W Mcdermott Rd, Winter, WI 54896
  • /41

    $426,000

    • 3 Beds
    • 1.5 Baths
    • 1,860 Sq Ft

    4858 N County Road G, Winter, WI 54896

    Peaceful waterfront property set on 4.29 acres with approximately 300 feet of frontage on the Chippewa River! This 3-bedroom, 2-bath home offers a serene setting with scenic water views and plenty of space to enjoy the outdoors. The home features numerous updates, including updated siding, fresh paint throughout, and updated flooring throughout. A detached two-car garage provides ample storage

    Heidi Gill Northwest Wisconsin Realty Team

    4858 N County Road G, Winter, WI 54896
  • /60

    $499,900

    $20K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,296 Sq Ft

    65916 Fischer Rd, Winter, WI 54514

    Nestled along the shores of private Bear Lake, this exceptionally maintained waterfront retreat on 1.15 acres offers the rare combination of modern construction, Northwoods charm & versatility. Built in 2017 & thoughtfully designed for comfort & easy maintenance, the property showcases stunning lake views, quality finishes & a setting that feels private & serene from the moment you arrive. The

    Cala Neu NORTHWOODS REALTY

    65916 Fischer Rd, Winter, WI 54514
  • /14

    $120,000

    • 1 Bed
    • 1 Bath
    • 792 Sq Ft

    5120 N Lake Winter Rd, Winter, WI 54896

    Escape to your own Northwoods retreat! Nestled on 6+/- acres adjoining a quaint distributary of Lake Winter, this charmingly rustic cabin serves as the ideal recreational basecamp. The cozy single-bedroom cabin features a solid slab foundation, propane heat, electric, a drilled well, and septic. Outside, a spacious detached two-car garage offers abundant storage for ATVs, boats, and outdoor

    Suzie Arn Broad Street Brokers, LLC

    5120 N Lake Winter Rd, Winter, WI 54896
  • /60

    $867,700

    • 3 Beds
    • 2 Baths
    • 2,416 Sq Ft

    4613 N Lake Winter Rd, Winter, WI 54896

    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.

    Matt Albrecht Woodland Developments & Realty

    4613 N Lake Winter Rd, Winter, WI 54896
  • /30

    $300,000

    • 1 Bed
    • 1 Bath
    • 704 Sq Ft

    6945 N Pike Haven Rd, Winter, WI 54896

    A Piece of Paradise on Barber Lake!Step into the timeless charm of this adorable three-season cabin, perfectly situated on the shores of Barber Lake with beautiful lakefront views. Lovingly cared for for decades, this cozy getaway offers the character and warmth that make a true Wisconsin cabin special. The generously sized kitchen features abundant cabinetry and plenty of countertop space,

    Jennifer Schaidler Area North Realty Inc

    6945 N Pike Haven Rd, Winter, WI 54896
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