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Newest Homes for Sale in Winter, WI

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  • /67

    $484,900

    • 2 Beds
    • 2 Baths
    • 1,350 Sq Ft

    9139 Chippewa Pines Way, Winter, WI 54896

    Escape to your own private Northwoods retreat! Enjoy this 4 season home in a 4 season area. Lovingly maintained and enjoyed as a second home for the past 26 years, this impeccably kept property offers peace, privacy, and endless recreation. Relax on the screened porch while listening to the soothing sounds of the river steps away, or step out your back door to enjoy exceptional bow hunting.

    Mary Rufledt ELITE REALTY GROUP, LLC

    9139 Chippewa Pines Way, Winter, WI 54896
  • /9

    $89,900

    • Land
    • 28.11 Acres
    • $3,198 per Acre

    ON Doland Rd Unit 28Acres, Winter, WI 54896

    (722/KG) Just 13 Miles east of Winter located in the Township of Draper at the intersection of Doland and Hathaway roads. Seek out this excellent property. This 28 +/- acres property is just off a town road. Mixed with northern hardwoods, white pine, balsam, and spruce make this prime hunting ground with some small openings, food plots for watching wildlife. This property is in the MFL program to

    Agent Photo

    Ida Kinsley

    BIRCHLAND REALTY, INC. - PHILLIPS

    ON Doland Rd Unit 28Acres, Winter, WI 54896
  • /36

    $249,900

    • 3 Beds
    • 1 Bath
    • 864 Sq Ft

    4774W Stone Gate Ln, Winter, WI 54896

    (225/KG) Just 11 Miles East of Winter. This 384ft +/- River frontage property consists of 12.86+/- acres, a 3-bedroom one bath cabin on the East Fork of the Chippewa River is an amazing spot to relax and enjoy the great outdoors. Open concept living and dining area with window view of the beautiful river. Just across the river enjoy the Chequamegon National Forest with thousands of acres to

    Agent Photo

    Ida Kinsley

    BIRCHLAND REALTY, INC. - PHILLIPS

    4774W Stone Gate Ln, Winter, WI 54896
  • /6

    $89,900

    • Land
    • 28.11 Acres
    • $3,198 per Acre

    28A On Doland Rd, Winter, WI 54896

    (722/KG) Just 13 Miles east of Winter located in the Township of Draper at the intersection of Doland and Hathaway roads. Seek out this excellent property. This 28 +/- acres property is just off a town road. Mixed with northern hardwoods, white pine, balsam, and spruce make this prime hunting ground with some small openings, food plots for watching wildlife. This property is in the MFL program to

    Agent Photo

    Ida Kinsley

    Birchland Realty Inc./Phillips

    28A On Doland Rd, Winter, WI 54896
  • /58

    $484,900

    • 2 Beds
    • 2 Baths
    • 1,941 Sq Ft

    9146N Chippewa Pines Way, Winter, WI 54896

    Escape to your own private Northwoods retreat! Enjoy this 4 season home in a 4 season area. Lovingly maintained and enjoyed as a second home for the past 26 years, this impeccably kept property offers peace, privacy, and endless recreation. Relax on the screened porch while listening to the soothing sounds of the river steps away, or step out your back door to enjoy exceptional bow hunting.

    Mary Rufledt Elite Realty Group, LLC

    9146N Chippewa Pines Way, Winter, WI 54896
  • /14

    $124,900

    • Land
    • 40 Acres
    • $3,122 per Acre

    ON Doland Rd Unit 40Acres, Winter, WI 54896

    (720/KG) Just 13 Miles east of Winter. Seek out this excellent property. This 40 +/- acres property is just off a town road. Mixed with northern hardwoods and some conifers makes this prime hunting ground with some small openings for watching wildlife. This property is in the MFL program to help manage this land into a productive forest and to maximize wildlife habitat. Allowing you to make some

    Agent Photo

    Ida Kinsley

    BIRCHLAND REALTY, INC. - PHILLIPS

    ON Doland Rd Unit 40Acres, Winter, WI 54896
  • /10

    $124,900

    • Land
    • 40 Acres
    • $3,122 per Acre

    40A On Doland Rd, Winter, WI 54896

    (720/KG) Just 13 Miles east of Winter. Seek out this excellent property. This 40 +/- acres property is just off a town road. Mixed with northern hardwoods and some conifers makes this prime hunting ground with some small openings for watching wildlife. This property is in the MFL program to help manage this land into a productive forest and to maximize wildlife habitat. Allowing you to make some

    Agent Photo

    Ida Kinsley

    Birchland Realty Inc./Phillips

    40A On Doland Rd, Winter, WI 54896
  • /42

    $1,390,000

    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
  • /60

    $625,000

    $25K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,628 Sq Ft

    8800 Sams Ln, Winter, WI 54896

    Discover lake life! Enjoy 2,832 square feet of combined living space with this beautifully maintained lake property on Fishtrap Lake. Tucked among towering trees and bordering the expansive Chequamegon National Forest, this peaceful Northwoods retreat offers privacy, comfort, and endless recreation right outside your door. The property features a charming main cabin along with additional guest

    Annie Lawrence Northwest Wisconsin Realty Team

    8800 Sams Ln, Winter, WI 54896
  • /99

    $519,900

    • 2 Beds
    • 1.5 Baths
    • 1,684 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
  • /45

    $700,000

    New Construction $60K PRICE DROP
    • 6 Beds
    • 2.5 Baths
    • 3,300 Sq Ft

    7107 W County Highway B, Winter, WI 54896

    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

    Matthew Biller Biller Realty

    7107 W County Highway B, Winter, WI 54896
  • /28

    $299,900

    • 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
  • /69

    $269,900

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    5650 Tower Rd, Winter, WI 54896

    Wake up to quiet woods, wildlife, and the tranquility of Casey Creek at this beautifully refreshed Northwoods country home near Lake Winter. Set on 2.08 acres at nearly the end of a dead-end road, this 3 bedroom, 2 bath ranch home offers a private backyard alongside peaceful views of the water with a stretch of woods to roam and a calm no-traffic setting surrounded by natural beauty. Inside, the

    Cala Neu NORTHWOODS REALTY

    5650 Tower Rd, Winter, WI 54896
  • /53

    $379,900

    • 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
  • /36

    $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 Kringle Northwest Wisconsin Realty Team

    4858 N County Road G, Winter, WI 54896
  • /59

    $449,500

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    5321 Lake Winter Rd, Winter, WI 54896

    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

    Audrey Miller Northwest Wisconsin Realty Team

    5321 Lake Winter Rd, Winter, WI 54896
  • /45

    $249,900

    • 1 Bed
    • 805 Sq Ft

    5807 W Strom Rd, Winter, WI 54896

    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

    Rachel Shimon C21 Affiliated

    5807 W Strom Rd, Winter, WI 54896
  • /57

    $589,000

    • 3 Beds
    • 1 Bath
    • 1,786 Sq Ft

    7756 W Old Highway 70, Winter, WI 54896

    Over 75 acres of pure privacy and outdoor beauty! This 3 bedroom, 1 bathroom log home offers a serene setting with a pond view, fruit trees, and trails that weave strategically throughout the entire acreage. The home is thoughtfully set well off the main road, offering privacy and a true Northwoods feel. A roughly 1,500-foot driveway winds you in before curving to reveal the home perched above

    Bradi Cody Northern Chase Real Estate

    7756 W Old Highway 70, Winter, WI 54896
  • /47

    $799,900

    $50K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 2,000 Sq Ft

    6009 W Dobbert Rd, Winter, WI 54896

    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 &

    Nate Moquin Copper Key Realty & Waterfront

    6009 W Dobbert Rd, Winter, WI 54896
  • /6

    $31,900

    • Land
    • 1.9 Acres
    • $16,789 per Acre

    2 Lodge Lake Rd Unit 2, Winter, WI 54896

    Located in Sawyer County, this beautiful property is 15 minutes north of Winter, WI. This nearly 2 acre property offers great wooded seclusion and privacy. Ideal for camping or building wooded cabin retreat. Power along the road for easy access. This property is located across the road from Fishtrap Lake, which offers great fishing and boating opportunities. You are also 15 minutes away from the

    Jeremy Smith 4 Rivers Realty

    2 Lodge Lake Rd Unit 2, Winter, WI 54896
  • /3

    $159,000

    • Land
    • 1.72 Acres
    • $92,442 per Acre

    Lot 11 Lake Winter Rd, Winter, WI 54896

    A beautiful 1.72 acre level lot, 161 feet of frontage, and western exposure on Winter Lake. Per the DNR, this lake is 733 acres, has a maximum depth of 22 feet. Fish include Musky, Panfish, Largemouth Bass, Smallmouth Bass and Walleye.

    Jim Tiffany C21 Woods to Water

    Lot 11 Lake Winter Rd, Winter, WI 54896
  • /20

    $29,500

    $16K PRICE DROP
    • Land
    • 5 Acres
    • $5,900 per Acre

    0 Clover Rd S, Winter, WI 54896

    Motivated Seller!! Beautiful 5-acre Northwoods parcel located about 5 miles east of Winter, WI, with the scenic and winding Brunet River running through the property. This mostly wooded parcel is set on a quiet back road with year-round town-maintained access, offering privacy, natural beauty, and outstanding wildlife habitat with deer, bear, turkey, and waterfowl frequently seen in the area.

    Audrey Miller Northwest Wisconsin Realty Team

    0 Clover Rd S, 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
  • /51

    $649,900

    $50K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,996 Sq Ft

    4795 Lake Winter Rd, Winter, WI 54896

    New Construction in the Heart of the Northwoods | Winter, WI | 5 Bed | 3 Bath | 2.26 Acres | $649,900Some 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

    Agent Photo

    Kathy Snyder

    C21 Affiliated

    4795 Lake Winter Rd, Winter, WI 54896
  • /59

    $649,000

    • 3 Beds
    • 1 Bath
    • 1,786 Sq Ft

    Unlisted Address

    Over 114 acres of pure privacy and outdoor beauty! Tucked 1,500 feet back from the road, this 3 bedroom, 1 bathroom log home offers a serene setting with a pond view, fruit trees, and trails that weave strategically throughout the entire acreage. This land is truly a sportsman’s paradise, alive with abundant wildlife and equipped with 4 deer stands (2 with underground power). Originally built in

    Bradi Cody Northern Chase Real Estate

    Unlisted Address
  • /58

    $359,000

    $30K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 748 Sq Ft

    5527 N Lake Winter Rd, Winter, WI 54896

    Rarely do you find a property that checks all the boxes - beautiful home, huge pole building, acreage, water frontage, abundant wildlife, and direct access to the Tuscobia Trail. And that is just the beginning. The home blends cozy Northwoods charm with upscale touches - such as grand granite countertops with beautiful cabinetry and rich wood finishes throughout. This home has been newly

    Bradi Cody Northern Chase Real Estate

    5527 N Lake Winter Rd, Winter, WI 54896
  • /7

    $1,311,564

    • Land
    • 360 Acres
    • $3,643 per Acre

    On Barker Lake Rd, Winter, WI 54896

    360-acres of forestland in Sawyer County, town of Winter. The forest covers include red pine, white spruce, northern hardwoods, aspen and lowland conifers. Significant timber value. 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 Barker Lake Rd, Winter, WI 54896
  • /8

    $29,900

    • Land
    • 2 Acres
    • $14,950 per Acre

    0 Log Lodge Rd, Winter, WI 54896

    This 2-acre Fishtrap Lake access land for sale is near National Forest Land and an easy drive from one of the most scenic and beautiful bodies of water in Wisconsin, the Chippewa Flowage. From the mixture of trees to the National Land to the lake access across the road, this guaranteed buildable northern WI property with incredible privacy is stunning! Enjoy the nearby public hunting land for

    Jeff Sullivan Wisconsin Lakes Realty

    0 Log Lodge Rd, Winter, WI 54896
  • /8

    $29,900

    • Land
    • 1.85 Acres
    • $16,162 per Acre

    4 Log Lodge Rd Unit 4, Winter, WI 54896

    This Fishtrap Lake access land for sale is just across the road from the lake and is perfect for weekend retreats or full time living. This guaranteed buildable 2-acre property is full of beautiful woods and near Public Land for hunting. This is one of the most incredible and park-like settings we have seen in years with the nearby lake access, national forest, and trail riding. The Winter area

    Jeff Sullivan

    4 Log Lodge Rd Unit 4, Winter, WI 54896
  • /10

    $36,500

    • Land
    • 2.74 Acres
    • $13,321 per Acre

    0 Log Lodge Rd, Winter, WI 54896

    If you enjoy hunting, fishing, trail riding, and camping or want to build a cabin in the woods away from the hustle and bustle of city life, here is your property! This 3-acre property is near tens of thousands of acres of national forest land in the highly sought-after area of the 15,000 acre Chippewa Flowage near Winter, WI.This area is well known for its tremendous lakes, abundant

    Jeff Sullivan Wisconsin Lakes Realty

    0 Log Lodge Rd, Winter, WI 54896
  • /8

    $78,500

    • Land
    • 10.9 Acres
    • $7,202 per Acre

    0 Log Lodge Rd, Winter, WI 54896

    This 11-acre wooded property neighbors thousands of acres of National Forest and a 216-acre lake making it one of the best recreational properties you will find for the money. This location is phenomenal in the heart of Sawyer Countys National Forest and recreational opportunities with unlimited amenities and necessities. This guaranteed buildable 11 acres is perfect for weekend excursions and

    Jeff Sullivan Wisconsin Lakes Realty

    0 Log Lodge Rd, Winter, WI 54896
  • /55

    $284,900

    $40K 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
  • /75

    $1,390,000

    $200K PRICE DROP
    • Land
    • 380 Acres
    • $3,658 per Acre

    3099 W Cr 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

    3099 W Cr W, Winter, WI 54896
  • /70

    $489,900

    • 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
  • /60

    $489,900

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

    6960N County Road 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 County Road Gg, Winter, WI 54896
  • /6

    $69,000

    • Land
    • 13.32 Acres
    • $5,180 per Acre

    6027 N County Hwy M, Winter, WI 54896

    Discover a great opportunity with these four vacant parcels 14 miles from Winter, WI. Whether you're looking to build, invest, or enjoy a peaceful Northwoods retreat, this property offers flexibility and potential. Conveniently located along County Hwy M, the land provides easy year-round access and is close to area lakes, trails, and public forest lands. One of the parcels has electricity on

    Jeromey Rux By the Bay Realty

    6027 N County Hwy M, Winter, WI 54896
  • /44

    $299,900

    • 3,814 Sq Ft

    6628 W Marion St Unit 1-4, Winter, WI 54896

    (323/KTG) Looking for an investment opportunity or want to live the Northwoods dream of owning your own business with time to play, located in the Village of Winter with a southern exposure of Doc Smith Park is this wonderful 3-4 apt building that may be right up your alley. One apartment is a 3 bedroom/2 bath unit being used as a short-term rental that sleeps up to 8. Apt #2 is a 1 bedroom 1.5

    Agent Photo

    Ida Kinsley

    Birchland Realty Inc./Phillips

    6628 W Marion St Unit 1-4, Winter, WI 54896
  • /47

    $299,900

    • 9 Beds
    • 5.5 Baths
    • 3,814 Sq Ft

    6628 W Marion St, Winter, WI 54896

    (323-53/KTG) Would you like the chance to own an income-producing home? Located in the Village of Winter just down the road from Doc Smith Park is this wonderful fourplex that may be right up your alley. One unit is a 3 bedroom/2 bath currently used as a short-term rental that sleeps up to 8. Unit 2 has 1 bedroom and 1.5 baths and was remodeled in the last few years. Unit 3 is a 2 bedroom, 1bath

    Agent Photo

    Ida Kinsley

    BIRCHLAND REALTY, INC. - PHILLIPS

    6628 W Marion St, Winter, WI 54896
  • /29

    $725,000

    $74K PRICE DROP

    W6190 Larson Rd, Winter, WI 54896

    Escape to your own private Northwoods paradise with this stunning 165-acre property nestled between the towns of Winter and Loretta, Wisconsin. Tucked away at the end of a dead-end road, this secluded retreat offers unmatched privacy and endless outdoor opportunities. The land features a diverse mix of highland hardwoods, lowland habitat, and established food plots — making it a true haven for

    Roxi Plath THE MOXI AGENCY LLC

    W6190 Larson Rd, Winter, WI 54896
  • /54

    $424,900

    $50K 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

Showing Results 1 - 40, Page 1 of 2

Frequently Asked Questions

What are the most popular zip codes in Winter, WI?
The most popular zip codes in Winter, WI include 54896, 54862, 54867, 54828 and 54843.
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