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4795N Lake Winter Road, Winter
$599,000
5 Beds ⋅ 3 Baths ⋅ ACTIVE Status
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. A private upper level bedroom and bath provide additional space for guests, an office or retreat. Additional features include tile showers, copper sinks, central air, spray foam insulation, a metal roof and an attached heated and insulated garage with floor drain. Enjoy the outdoors from the covered front porch or back deck overlooking the spacious setting. Conveniently located near the Lake Winter boat landing with access to fishing, boating and the year round recreational opportunities of Sawyer County. A great option for buyers searching for newer construction, acreage and a year round home or Northwoods getaway in Northern Wisconsin.

4795N Lake Winter Road, Winter

Listing courtesy of C21 Affiliated.

9803 State Highway 27, Hayward
$130,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status
Looking for a cozy, low-maintenance home with room to grow? This charming property offers comfort, updates, and a great location just minutes from the city! Property Highlights: ? 2 Bedrooms | 1 Bathroom ? Approx. 640 sq. ft. ? Unfinished partial basement ? great for storage or future potential ? New architectural shingles on home & garage (2025) ? New conventional septic system (2025) ? Spacious, open yard ? perfect for relaxing, entertaining, or pets ? Located just 2 miles from town for convenience without sacrificing space Whether you're a first-time buyer, downsizing, or looking for an investment opportunity, this property checks all the boxes! Peaceful setting + close to amenities = the best of both worlds

9803 State Highway 27, Hayward

Listing courtesy of Route 63 Realty LLC.

11348N Ursa Road, Round Lake
$699,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Brand new chalet style cabin NEAR COMPLETION on Lot 42 in The Preserve. This lot borders Sawyer County forest, and has a nice view of a pine grove as well as a scenic wetland bog. THE PRESERVE is a new outdoor recreation & trail side community, just 7 miles from Hayward, offering 5+ acre wooded lots. Each lot offers access to a ski/bike trail system that joins the Birkie & CAMBA trails. The Preserve trail system boasts an incredible flat ski/hike/bike trail around most of the old Mosquito Brook Flowage. Tucked in a large tract of Sawyer County Forest with Forestry Zoning, across from Round Lake, and 10KM of groomed trails (some lighted trails), you will find peace in this sanctuary of rolling hills and pristine forest. Mosquito Brook is a class 1 brook trout stream, the brook along with parts of the Flowage lakebed offers great wildlife viewing opportunities. See https://ThePreserveHayward.com/ for further information and details about The Preserve. ESTIMATED COMPLETION IS EARLY NOVEMBER 2026.

11348N Ursa Road, Round Lake

Listing courtesy of C21 Woods to Water.

7685 Lange Avenue, Bass Lake
$259,900
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status
Your Northwoods getaway is waiting. This completely remodeled two-bedroom, one-bath home sits between Grindstone Lake and Lac Courte Oreilles, just 10 minutes from downtown Hayward. Whether you want a full-time home, a vacation property, or a short-term rental, this one is ready to go. Inside, everything is fresh and finished with care. High-end shaker-style cabinets and beautiful stainless steel appliances anchor the kitchen, and painted nickel gap shiplap brings warm cabin character with a clean, modern feel. Upscale finishes throughout make the whole home feel move-in ready. The updates go well beyond looks. The home is insulated with closed-cell spray foam for comfort and efficiency in every season, and all mechanical systems have been replaced, so there are no big-ticket surprises. A laundry area with hookups adds everyday convenience for owners and guests alike.

7685 Lange Avenue, Bass Lake

Listing courtesy of Area North Realty Inc.

16059 W West Lane, Hayward
$379,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status
Welcome to this delightful 4 bed, 3 bath, cedar-sided single-family home, that is situated on 1.32 acres on a dead-end road in the town of Hayward and is close to walking trails, area lakes, shopping, downtown, and medical services. The well-maintained residence spans 2688 square feet, offering an abundance of room for comfortable living in a park-like setting. The main level features mostly knotty pine throughout with some drywall, LVT flooring, a sunken living room, a kitchen and dining room with access to the outside deck, two bedrooms and two bathrooms. One of the bedrooms on the main level is the primary suite complete with a private bathroom. The lower level is a walkout, which provides easy access to the scenic backyard and adds to the overall appeal of this charming property. It features two additional bedrooms, a third bathroom, laundry facilities, storage space, and a large rec room area. A two-car attached garage provides everyday convenience, while the chain-link fenced yard offers space for pets, play, or gardening. A solid, comfortable home in a setting that simply makes sense.

16059 W West Lane, Hayward

Listing courtesy of Woodland Developments & Realty.

11495 W Tiger Cat Road, Round Lake
$259,900
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status
Charming, fully updated two bedroom, one bath cabin on the Tiger Cat Flowage in Hayward. This cozy Northwoods retreat blends rustic charm with modern upgrades and beautiful water views. The warm, inviting interior features tongue and groove ceilings, new windows and trim, fresh paint, and a newer gas electric fireplace with blower. The updated kitchen flows into a coffee bar and dining area, perfect for entertaining or relaxing at the lake. Recent major improvements include PEX plumbing, rerouted sewer lines to the septic system, new septic alarm, partial crawlspace encapsulation with foam insulation, new water heater, electrical upgrades, and a Cummins generator. Outside you will find a new paved patio, full width deck steps with solar lighting, new gutters, insulated front door, exterior stone accents, improved driveway, and a storage shed with new floor. A move in ready waterfront getaway close to all that Hayward has to offer.

11495 W Tiger Cat Road, Round Lake

Listing courtesy of Area North Realty Inc.

15648 W Victory Heights Circle, Sand Lake
$2,199,999
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status
Back on the market after a previous accepted offer was terminated prior to inspections and financing. Exquisite lakefront estate on Lac Courte Oreilles in Victory Heights showcasing 240 feet of pristine, flat sandy shoreline and sweeping panoramic views. Originally a 1,176 sq ft residence, the home was taken down to the studs and thoughtfully reimagined, expanding to an impressive 5,816 sq ft of refined living space. Professionally landscaped with $150,000 in enhancements, this estate offers an exceptional balance of luxury and comfort. The owner's suite is a true sanctuary featuring its own HVAC system, fireplace, private office, sitting area, expansive walk-in closet, and spa-inspired bath with a 6 x 7 shower overlooking the lake and a striking concrete soaking tub. Interiors reveal custom hardwood floors, granite countertops, designer lighting, and a chef-inspired kitchen outfitted with premium Thermador appliances. Three sets of washers and dryers provide seamless convenience. Heated lower-level floors lead to an elegant bar and wine room, perfect for entertaining. Additional highlights include dual generators, two fireplaces, new septic system, EV-ready garage, high-speed fiber internet, hot tub, multiple outdoor fire pits, a grandfathered paved driveway to the lake, lakefront storage, fish shed, and room to add a pole barn.

15648 W Victory Heights Circle, Sand Lake

Listing courtesy of Century 21 Affiliated.

1085 County Road F Unit 27, Edgewater
$300,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status
Located in Northwest Wisconsin in one of the area's finest resort & campgrounds which has been operated by the Baribeau family for more than 40 years. The cabin has a westerly view of Birch Lake and an easy stroll down to your own boat slip. The cabin features 2 bedrooms, one bath, kitchen, dining and living areas all on one level. The basement is a walk-out that is unfinished. Additionally the cabin comes fully furnished right including the bedding and kitchenware. Equipped with cable tv and internet. The exterior is 1/2 log with a large lakeside deck to view the Wisconsin sunsets. The cabin shares a well and has its own 3000 gallon septic holding tank. Just a short walk away is the Birch Lakes Resort Restaurant that serves up tasty eats and delicious drinks. The Birch Lakes Resort Condominium consists of the Restaurant/Living Quarters, Two cabins and 25 permanent camper sites. The property is located near the Tuscobia Trail and Snowmobile/ATV Trails 25; just two miles from downtown metropolitan Birchwood. If you are into fishing the lake features Panfish, Largemouth Bass, Smallmouth Bass, Northern Pike and Walleye. Birch Lake is connected via a channel to 2400-acre Lake Chetac. Current Association fee is $250/mo for five months (May-Sept) for total of $1250/year. Buyer must honor 2026 rental contracts. First Time Offered. Showings are limited to Saturday mornings during the summer.

1085 County Road F Unit 27, Edgewater

Listing courtesy of Woodland Developments & Realty.

4748W Butler Road, Draper
$269,900
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status
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 as well as main level laundry hook-ups. Upstairs, the large loft area can be used as a third bedroom or as a secondary living room space. Outside, the back patio with built in fire pit and expansive back yard are perfect for entertaining guests or just taking in the peaceful quiet of the surrounding forest. If outdoor adventure is what you seek, the wooded 5 acres give space for private trails and bow hunting. Access to snowmobile & ATV trails directly from the property makes it a convenient spot for trail riders. Take advantage of the fully insulated 1 car garage storage for your sled or ATV when you're not exploring the trails. And for avid anglers or lake lovers, there are countless lakes in the area to enjoy, including Lake Winter and the Chippewa Flowage. Your Northwoods retreat awaits! Schedule your showing today and don?t miss this opportunity.

4748W Butler Road, Draper

Listing courtesy of Re/Max 4 Seasons, LLC.

6628W Marion Street Unit 1-4, Winter
$299,900
ACTIVE Status
(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 bath unit that was remodeled in the last few years. Apt #3 is a 2 bedroom, 1bath home with a woodburning fireplace. While Apt #4 is in the basement and has 3 bedrooms and 1 bath that needs a little TLC. There is ample outside parking along with a 3 bay garage, one heated for convenient access to make all those necessary repairs. There is also a 30x30 pole building for additional storage. The building is in a great location and backs right up to the Tuscobia Trail for all of your ATV/Snowmobile/recreational needs. The Chequamegon National Forest and other public hunting grounds nearby. Asking $299,900. Taxes 2025:$1731.00 (32-39N-05W Prt SWNE Lot 1 CSM 36/55 #8380)

6628W Marion Street Unit 1-4, Winter

Listing courtesy of Birchland Realty Inc./Phillips.

16109 W Ron De Voo Road Unit 1, Sand Lake
$189,900
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status
Welcome to effortless elegance on one of NW WI?s premier lakes- Sand Lake. This furnished 1BR/1BA end-unit cabin (w/ future expansion opportunity) offers a rare opportunity to enjoy sugar-sand shoreline, pristine lake views, and a boat slip?all in a highly coveted vacation destination.. Perfect for snowbirds, weekend escapes, or anyone dreaming of easy lake life! Property sits just steps from the water, offering excellent fishing and boating opportunities on a 949-acre lake known for walleye, musky. The local Area offers year-round recreation?ATV/UTV routes, golf, biking & hiking. Explore neighboring lakes like Grindstone, & the legendary Big Chip. Nearby Stone Lake & Hayward for shopping, festivals, & attractions like the fishing hall of fame! When it?s time to unwind, enjoy some of WI's best local dining- notable supper clubs to sip an old fashioned & gourmet cuisine, or explore the nearby wineries and breweries. This sanctuary delivers unmatched value and location!

16109 W Ron De Voo Road Unit 1, Sand Lake

Listing courtesy of Keller Williams Classic Realty.

10603 California Avenue Unit 4, Hayward
$595,000
ACTIVE Status
Four-plex located right in the heart of the city of Hayward with convenient access to local area restaurants, shops, and recreational opportunities! The main level has been recently converted and renovated into 3 residential rental units. There are 3 garage stalls available for tenants. Utilities are included in the rent for Units 1-3 (main level), which also includes shared laundry in the entry way. Unit 1 is approximately 700 sq ft and includes an open concept living/dining/kitchen plus a large bedroom and bathroom. Unit 2 is approximately 600 sq ft featuring a large kitchen, living room, bedroom and bathroom. Unit 3 is approximately 800 sq ft and includes a large living room and kitchen, dining area, bedroom and bathroom. Unit 4, the upper level and the largest rental unit is approximately 2000 sq ft +and is metered separately. It includes 3 bedrooms, 2 bathrooms, a large living room/kitchen/dining area and an upper-level, outside patio! All the appliances including the washer/dryer for units 1-3 are included. Units 1-3 includes all the furniture. As of 9.1.2026 all units are under contract. Units 1 & 3 are month-to-month. Unit 2 is a six month lease and Unit 4 is a 6-month lease.

10603 California Avenue Unit 4, Hayward

Listing courtesy of Woodland Developments & Realty.

15648W Victory Heights Circle, Sand Lake
$2,199,999
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status
The expansive owner's suite and spacious entertainment level are two features that truly set this Lac Courte Oreilles home apart. Located in Victory Heights with 240 feet of flat, sandy shoreline and panoramic lake views, this 5,816 sq ft home has been completely transformed. Originally a 1,176 sq ft residence, the home was taken down to the studs in 2019 and thoughtfully expanded with a substantial new addition completed in 2024. Both the owner's suite and entertainment level are part of that addition, providing an impressive amount of space while maintaining privacy and comfort. The owner's suite is truly something to see. With its own HVAC system, fireplace, private office, sitting area and expansive walk-in closet, it's a space all its own. The bathroom is equally impressive, featuring a 6 x 7 shower overlooking the lake and a custom concrete soaking tub. The lower-level entertainment space offers plenty of room to gather, with heated floors, a beautiful bar and wine room. Throughout the home, you'll find custom hardwood floors, granite countertops, designer lighting and a kitchen featuring Thermador appliances. Three sets of washers and dryers add convenience, while high-speed fiber internet, dual generators, a new septic system and an EV-ready garage are additional improvements worth noting. Outside, approximately $150,000 in professional landscaping enhances the property, with a hot tub, multiple fire pits and beautiful views of Lac Courte Oreilles. One feature that's especially convenient is the grandfathered paved driveway leading right down to the lake, making access to the 240 feet of level, sandy shoreline easy. Lakefront storage, a fish shed and room for a future pole building add even more possibilities. This is a property where the size of the new addition, privacy of the owner's suite, generous entertaining spaces and exceptional lakefront setting really need to be experienced in person.

15648W Victory Heights Circle, Sand Lake

Listing courtesy of C21 Affiliated.

10399N Sandy Beach Road, Round Lake
$1,900,000
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status
Round Lake Peninsula ? First Time Offered! This legacy property on the crystal-clear shores of Round Lake is a once-in-a-generation opportunity. As shown on the included video, the property is set on a private 0.99-acre peninsula with 500+ ft of meandering frontage, it offers exceptional privacy, level elevation, and panoramic 270 views. Per County Zoning and DNR, development options include building a new home within a defined footprint or renovating the existing home (with some restrictions). A charming lagoon? once used to access a working boat garage?offers potential as a lakeview room or convenient storage for lake toys. Towering pines, sandy shoreline, and exceptional privacy define this rare setting at the end of Sandy Beach Rd. Whether you envision new construction or a thoughtful renovation, this is one of Round Lake?s most iconic properties. Contact agent for full details. No drive bys, please?home is occupied.

10399N Sandy Beach Road, Round Lake

Listing courtesy of Edina Realty, Inc. - Hayward.

11165 W Elaine Drive Unit 7, Spider Lake
$279,900
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status
New updates include granite countertops in the kitchen and bathrooms, LVP flooring, paint, windows, trim, toilets and SS appliances. Enjoy lakeside living with this 2BR/2BA condo at the Spider Lake Golf Course and condo development in Hayward, WI. One of 8 units (unit#7), this well-maintained property includes a dock slip on Clear Lake, part of the scenic Spider Lake Chain which spans 1400+ acres and is known for its clear waters, islands, and excellent fishing for musky, walleye, bass, and panfish. The area is surrounded by lush forest, offering great opportunities for boating, wildlife viewing, and outdoor recreation. The development is located at Spider Lake Golf Course, a 9 hole course and features a renovated clubhouse-restaurant and an updated entry area. Each unit varies in square footage and offers outdoor parking. Whether you're looking for a seasonal getaway or a year-round retreat, this condo delivers Northwoods charm with modern comforts. Unit is separately metered for electric and has it's own HVAC. Interior lower level storage is also included.

11165 W Elaine Drive Unit 7, Spider Lake

Listing courtesy of Woodland Developments & Realty.

10148 Mcclaine Road, Round Lake
$349,900
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Set in the country in the Hayward area, where the Northwoods lifestyle actually delivers on its promise, this 4-bedroom, 2-bath, 2,273 finished square foot home offers space, privacy, and recent updates on 12.7 wooded acres. Three of the four bedrooms are conveniently located on the main level with two full bathrooms, one of which has been recently updated. The heart of the home features a newly remodeled open-concept living, dining, and kitchen area (March 2026), creating a bright and functional space ideal for both everyday living and hosting. The lower level offers additional flexibility with finished areas (another bedroom, a bonus room, family room, and laundry area) and unfinished areas (storage). Enjoy the changing seasons from the 3-season room, or step outside and take in the privacy of your wooded acreage, perfect for recreation, hunting, or simply not seeing your neighbors. Recent improvements include a newer metal roof and central A/C for year-round comfort and peace of mind. A detached 2-car garage provides ample storage for vehicles and toys, and the home is located on a paved, town-maintained road for easy access in every season. Whether you're looking for a full-time residence or a Northwoods retreat, this property checks the right boxes, and skips the unnecessary ones. Motivated sellers! Check out the following link to view a virtual tour, floor plans, and a video of the remodeled main living area! https://upnorthtours.net/j1591659

10148 Mcclaine Road, Round Lake

Listing courtesy of Woodland Developments & Realty.

10531 Dakota Avenue, Hayward
$259,000
1 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Great commercial building with apartment living space above located on Dakota Ave. of downtown Hayward. Dakota Ave. is one of the busiest streets in the City of Hayward just one block west of the main street. The main floor is approximately 1400 sq. ft. with a kitchen area and a bathroom w/shower. The property has a garage out back and plenty of parking with nice alley access. Lots of room for future expansion. The main level can be remodeled to turn it into offices or 2 apartments. The apartment upstairs is one bedroom, one bath and has it's own private entrance. Many recent updates as well. Main and Upper levels are subject to tenant lease. Apartment rent is $650/month and includes utilities. Main level is leased for a term of 5 years @ $1250/month plus utilities.

10531 Dakota Avenue, Hayward

Listing courtesy of Woodland Developments & Realty.

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