Short Term Rental

Winter, WI Short Term Rental Properties for Sale

Notify Me
List
Map
Exeland, WI Radisson, WI Couderay, WI Hayward, WI Ladysmith, WI Bruce, WI Birchwood, WI Stone Lake, WI
Island Short-Term Rental Property
Updated: Sep 4
Island Short-Term Rental Property

6009 W Dobbert Road, Winter, WI 54896

$749,900
2,000 sqft 5.00 AC lot
5‑acre island property on Lake Winter
2,000‑square‑foot furnished chalet built in 2005
Included shore access lot parks 6 cars
Approximately 2‑minute boat ride from shore access to the island
2023 Sylvan Mirage pontoon included
View details
Four-Unit Multifamily Property
Updated: Oct 20, 2025
Four-Unit Multifamily Property

6628W MARION ST, Winter, WI 54896

$299,900
1.07 AC lot
Four‑unit property on 1.07 acres
Unit mix includes 3‑bedroom, 2‑bath; 1‑bedroom, 1.5‑bath; 2‑bedroom, 1‑bath; and 3‑bedroom, 1‑bath apartments
One 3‑bedroom, 2‑bath unit is used as a short‑term rental and sleeps up to 8
3‑bay garage with 1 heated bay
30x30 pole building provides additional storage
View details
Quadplex with Three-Bay Garage
Quadplex with Three-Bay Garage

6628W MARION ST, Winter, WI 54896

$299,900
1.07 AC lot

Four-unit property with varied layouts, supplemental storage buildings, and recreational trail access in Winter.

View details
Turn a Listing Into an Investment Snapshot Cap Rate, Potential NOI, Demand score for every listing. Go To Analytics Center
Based on your search, we've compiled 7 Potential Opportunities for your consideration. Besides 3 Active listings in Winter, WI, we suggest exploring several alternatives: 4 properties in Nearby Cities

Opportunities in Nearby Cities

Here are 4 Similar properties we found in Nearby Locations for your consideration.

Historic Short-Term Rental Property
Historic Short-Term Rental Property

400 Silver Street, Ironwood, MI 49938

$199,000
2,862 sqft 0.15 AC lot

Commercially zoned property with multiple bedrooms, kitchens, and living areas.

View details
Multi-Building Hotel Property
Multi-Building Hotel Property

914 4TH AVE, Park Falls, WI 54552

$349,900
3,526 sqft

Lodging property with furnished studios, apartments, cabins, and renovation potential across multiple buildings.

View details
Historic Short-Term Rental Property
Historic Short-Term Rental Property

400 Silver Street Unit SourceFi, Ironwood, MI 49938

$199,000
2,862 sqft

Updated Airbnb property with multiple living areas, kitchens, and a private fenced exterior area.

View details
Multifamily Property with Multiple Buildings
Multifamily Property with Multiple Buildings

914 4TH AVE S, Park Falls, WI 54552

$349,900
1.02 AC lot

Multi-building property combines furnished apartments, studio lodging units, cabins, and a separate home on a 1.018-acre site.

View details

Winter, WI Short Term Rental Properties Market Trends and Statistics

Explore 3 short term rental properties for sale in Winter, WI, showcased through 3 active listings on our real estate platform. These investment opportunities span a total of 2,000 square feet of properties for sale, with an estimated market value of $1,349,700.

Sale prices for short term rental properties in Winter, WI start at $299,900, averaging $449,900, and reaching up to $749,900 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

List
Map

Top Commercial Asset Segments

Commercial property segments ranked by active listings on the market

Short term rental properties 3
Quadplexes 2

Demographics Overview

Population 1,601
Population Growth (5Y) +13.9%
Median Household Income $58,831
College Educated 31.6%

High-Yield Neighborhoods for Investment

Identify Winter submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

Neighborhood Average Price
54896 $299.9K

Taxes & Financing

Tax Rate (average for all types) 1.23%
Tax Rate vs County Average 0.11 pp below county avg
Average Loan-to-Value 65.0%

Listings Trend

New vs delisted commercial listings in Sawyer County

New Delisted

Total CRE Inventory on Market (SF)

Average Property Price per SF

For-sale pricing trends across core commercial property types in Sawyer County

Retail

Need Help?

Reach out if you need assistance with Realmo tools or have questions about your listings