Winter, WI Homes for Sale (26 Real Estate Listings)

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6009 W Dobbert Road, Winter

$899,900 Winter Lake

↓ $50,000

6009 W Dobbert Road, Winter

5 Beds 2 Baths 5 Acres 2,000 SqFt Single Family MLS® # 1582294

LITERALLY, OWN YOUR OWN ISLAND. Includes the entire island, FULLY furnished chalet, additional access lot on shore, brand new 2023 Sylvan Mirage Pontoon, & several docks. It is easy to ferry...

Copper Key Realty & WaterfrontRegional Multiple Listing Service of Minnesota Logo

Active
8800n Sams Lane, Winter

$699,000 Fishtrap

↓ $50,000

8800n Sams Lane, Winter

3 Beds 3 Baths 1 Acres 1,345 SqFt Single Family MLS® # 1582094

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,...

Northwest Wisconsin Realty TeamRegional Multiple Listing Service of Minnesota Logo

Active
6841 Golf Course Rd # W, Winter

$599,900 Lake Barker

↓ $25,000

6841 Golf Course Rd # W, Winter

4 Beds 6 Baths Single Family MLS® # 205817

Discover this exquisite waterfront property situated on the serene shores of Barker Lake, within the enchanting embrace of the Chequamegon National Forest. Whether you envision it as your pr...

ELITE REALTY GROUP, LLC

Active
6841 W Golf Course Road, Winter

$599,900 Lake Barker

↓ $25,000

6841 W Golf Course Road, Winter

4 Beds 6 Baths 1 Acres 4,080 SqFt Single Family MLS® # 1580132

Discover this exquisite waterfront property situated on the serene shores of Barker Lake, within the enchanting embrace of the Chequamegon National Forest. Whether you envision it as your pr...

Elite Realty Group, LLCRegional Multiple Listing Service of Minnesota Logo

Active
6841 Golf Course Road, Winter

$599,900 Barker Lake

6841 Golf Course Road, Winter

4 Beds 6 Baths 1 Acres 4,080 SqFt Single Family MLS® # 6500395

Discover this exquisite waterfront property situated on the serene shores of Barker Lake, within the enchanting embrace of the Chequamegon National Forest. Whether you envision it as your pr...

Elite Realty Group, LLCRegional Multiple Listing Service of Minnesota Logo

Active
5955 W Bauer Road, Winter

$525,000 Winter Lake

5955 W Bauer Road, Winter

2 Beds 2 Baths 2 Acres 1,346 SqFt Single Family MLS® # 1583000

Welcome to this virtually maintenance free, energy efficient home located on Lake Winter! This property boasts 2.32 acres of level elevation and 100 ft. of frontage. You will love the atta...

Area North Realty IncRegional Multiple Listing Service of Minnesota Logo

Active
5605 N Lake Winter Road, Winter

$389,000

↓ $10,000

5605 N Lake Winter Road, Winter

3 Beds 2 Baths 1 Acres 2,200 SqFt Single Family MLS® # 1577989

Own this one of a kind historic Wisconsin Supper club. Serving travelers and locals for 40+ years its no wonder this property is an icon of the Northwoods. Positioned on State Hwy. 70 just a...

Northwest Wisconsin Realty TeamRegional Multiple Listing Service of Minnesota Logo

Active
4362 N Price Dam Road Road, Winter

$376,900

↓ $8,000

4362 N Price Dam Road Road, Winter

3 Beds 2 Baths 3 Acres 1,482 SqFt Single Family MLS® # 1585228

This 3 Bedroom, 2 Full Bath cabin is perfect for ATV advocates, snowmobilers, full-time family home or vacation get-a-way. Do not miss the virtual tour for this listing! Charming log cabin...

Camp David RealtyRegional Multiple Listing Service of Minnesota Logo

Active
4640w County Highway W, Winter

$369,000

4640w County Highway W, Winter

1 Bath 21 Acres 700 SqFt Single Family MLS® # 1584303

Pristine, serene, and secluded. 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 somewher...

Biller RealtyRegional Multiple Listing Service of Minnesota Logo

Active
7248n Universal Drive, Winter

$369,000 Island Lake

7248n Universal Drive, Winter

3 Beds 1 Bath 1 Acres 1,064 SqFt Single Family MLS® # 1585488

This well maintained, move-in ready 3 bedroom, 1 bath lakefront cabin checks all of the "Up North Living" boxes...beautiful lake views, low elevation, sandy bottom frontage, clear water, & d...

Northwest Wisconsin Realty TeamRegional Multiple Listing Service of Minnesota Logo

Active
6342w Canestorp Road, Winter

$349,900

↓ $15,000

6342w Canestorp Road, Winter

3 Beds 2 Baths 2 Acres 1,793 SqFt Single Family MLS® # 1581125

Come take a look at this very well maintained home located in the heart of Winter, Wisconsin. This beautiful home offers 3 large bedrooms, with 2 bonus rooms in the lower level. The kitchen ...

Elite Realty Group, LLCRegional Multiple Listing Service of Minnesota Logo

Active
5158 South Main Street, Winter

$349,000

5158 South Main Street, Winter

2 Beds 4 Baths 0 Acres 5,216 SqFt Single Family MLS® # 1567939

Thriving restaurant business in a small, quaint tourist area located on Main Street in the Village of Winter, WI. Across the street from the bank and grocery store. Same owner for the past 2...

Biller RealtyRegional Multiple Listing Service of Minnesota Logo

Active
5209w Black Dan Rd, Winter

$329,900 BLACK DAN

↓ $40,000

5209w Black Dan Rd, Winter

3 Beds 2 Baths Single Family MLS® # 207273

(224/IK) MOTIVATED SELLER Located 8 miles east of Winter WI on Black Dan Rd is the perfect retreat on Black Dan Lake, a Class A Musky Lake just waiting for you to reel one in! 125+/- feet of...

BIRCHLAND REALTY, INC. - PHILLIPS

Active
5209w Black Dan Road, Winter

$329,900 Black Dan Lake

↓ $40,000

5209w Black Dan Road, Winter

3 Beds 2 Baths 2 Acres 1,210 SqFt Single Family MLS® # 1582899

(224/IK) MOTIVATED SELLER Located 8 miles east of Winter WI on Black Dan Rd is the perfect retreat on Black Dan Lake, a Class A Musky Lake just waiting for you to reel one in! 125+/- feet o...

Birchland Realty Inc./PhillipsRegional Multiple Listing Service of Minnesota Logo

Active
5773w Simpson Road, Winter

$310,000

↓ $20,000

5773w Simpson Road, Winter

2 Beds 2 Baths 2 Acres 1,296 SqFt Single Family MLS® # 1585307

This versatile property has much to offer!! First of all, the location just east of Winter, WI is great as a jumping off point for all of the area recreational activities, such as fishing, s...

Northwest Wisconsin Realty TeamRegional Multiple Listing Service of Minnesota Logo

Pending
5992w Burlum Road, Winter

$279,000 Barber

↓ $21,000

5992w Burlum Road, Winter

3 Beds 2 Baths 17 Acres 1,708 SqFt Single Family MLS® # 1580924

Located on a quiet back road, this expansive lakefront property span almost 17 acres of land, offering ample space for both relaxation and exploration. At its heart stands a timeless two-sto...

Northwest Wisconsin Realty TeamRegional Multiple Listing Service of Minnesota Logo

Active
6672n Benson Rd, Winter

$239,900

6672n Benson Rd, Winter

2 Beds 1 Bath Single Family MLS® # 207166

2 BR, 1 bath NEWLY remodeled turn-key home nestled in the woods on a surveyed 1.11-acre lot across from South Barber Lake!! This home features a great spacious layout & brand new, modern fee...

NORTHWOODS REALTY

Active
6672n Benson Road, Winter

$239,900

6672n Benson Road, Winter

2 Beds 1 Acres 1,004 SqFt Single Family MLS® # 22402341

2 BR, 1 bath NEWLY remodeled turn-key home nestled in the woods on a surveyed 1.11-acre lot across from South Barber Lake!! This home features a great spacious layout & brand new, modern fee...

NORTHWOODS REALTYRegional Multiple Listing Service of Minnesota Logo

Winter, WI Real Estate Statistics

Average Price $243K
Lowest Price $19.9K
Highest Price $900K
Total Listings 57
Avg. Days On Market 259
Avg. Price/SQFT $222

Property Types (active listings)


As of October 6, 2024 there are 26 active Winter, WI real estate listings for sale with an average listing price of $355,712. The highest-priced property listing is $899,900, while the lowest priced property can be purchased for $124,900. Winter, WI homes for sale have an average price of $244 per square foot, based on listings with an average of 2.9 bedrooms, 2.2 bathrooms, and 1,413 square feet of living space.

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