5236 Highland Avenue, Winter, WI 54896
OFF MARKET

5236 Highland Avenue
Winter, WI 54896

  • 5 Beds
  • 1.5 Baths
  • 2,300 sqft (on 1.07 acres)

$561,500

Trulia Estimate
as of Jul 17, 2026
Est. Refi. Payment $3,318/mo*

$561,500

Trulia Estimate
as of Jul 17, 2026
Est. Refi. Payment $3,318/mo*
5 Beds
1.5 Baths
2,300 sqft
(on 1.07 acres)

Local Information

  • Map ViewExplore the area around 5236 Highland Avenue.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Investment Opportunity!! Enjoy the sunrises from the screened in porch on picturesque Lake Winter. This property has tons of options leave it as an income generating duplex/tri-plex or convert into a 4 bedroom 2 bath upstairs with separate living quarters in the downstairs. After you are done fishing, jump across the road on the state Tuscobia ATV and Snowmobile trail for the endless enjoyment of the Northwoods.
5236 Highland Avenue, Winter, WI 54896 is a 5 bedroom, 3 bathroom, 2,300 sqft single-family home built in 1970. It last sold for $350,000 on Dec 14, 2022 (8% below the $379,000 asking price). It is currently off market. The Trulia Estimate is $561,500, with a rent estimate of $3,251/month.

Home Highlights

Parking
Garage
Outdoor
Porch
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 5236 Highland Avenue

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Full,Partially Finished,Block
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 3Number of Bathrooms (half): 3
Dimensions and Layout
Living Area: 2300 Square Feet
Appliances & Utilities
Appliances: Range/Oven, Range Hood, RefrigeratorRefrigerator
Heating & Cooling
Heating: Electric,Propane,Baseboard,Forced AirHas HeatingHeating Fuel: Electric
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Window: Some window coverings
Levels, Entrance, & Accessibility
Levels: Multi-Level

Exterior Features

Exterior Home Features
Patio / Porch: Porch
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageParking Spaces: 2Parking: 2 Car,Detached
Frontage
WaterfrontWaterfront: 51-100 feet, Bottom-Gravel, Bottom-Muck, Bottom-Sand, Dock/Pier, Lake, WaterfrontOn Waterfront
Water & Sewer
Sewer: Holding TankWater Body: Winter
Finished Area
Finished Area (above surface): 1500 Square FeetFinished Area (below surface): 800 Square Feet

Property Information

Year Built
Year Built: 1970
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: 4-SeasonArchitecture: 4-Season
Building
Construction Materials: Wood SidingNot a New Construction
Property Information
Condition: 21+ YearsNot Included in Sale: Excluded:sellers PersonalIncluded in Sale: Included:ceiling Fans, Included:dock, Included:oven/Range, Included:range Hood, Included:refrigerator, Included:window CoveringsParcel Number: 35580

Price & Status

Price
List Price: $379,000

Location

Direction & Address
City: Winter
School Information
Elementary School District: WinterJr High / Middle School District: WinterHigh School District: Winter

Building

Building Area
Building Area: 2300 Square Feet

HOA

Association for this Listing: REALTORS Association of Northwestern WI

Lot Information

Lot Area: 1.07 Acres

Miscellaneous

BasementMls Number: 1566923Living Area Range: 2001-2500Living Area Range Units: Square FeetMunicipality: WinterAbove Grade Unfinished Area: 1500
Last check for updates: about 5 hours ago
Listed by Scott Gunnufson, (715) 828-7761
Northwest Wisconsin Realty Team
Bought with: Bradi Cody
Originating MLS: REALTORS Association of Northwestern WI
Source: WIREX MLS, MLS#1566923

Price History for 5236 Highland Avenue

DatePriceEventSource
12/14/2022$350,000Sold
WIREX MLS #1566923
11/29/2022$379,000PendingWIREX MLS #1566923
10/27/2022$379,000ContingentWIREX MLS #1566923
08/06/2022$379,000PriceChange
WIREX MLS #1566923
07/21/2022$399,000Listed For SaleWIREX MLS #1566923

Market trends in Winter

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
27
8
MoM
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Comparable Sales for 5236 Highland Avenue

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.21
Single-Family Home
$432,000
05/22/26
2
2
1,322
0.75
Single-Family Home
$721,000
06/30/26
4
1.5
1,700
0.70
Single-Family Home
$445,000
08/15/25
3
2
2,204
0.44
Single-Family Home
$550,000
08/01/25
2
2
1,600
0.93
Single-Family Home
$650,000
08/22/25
4
2
2,000
0.86
Single-Family Home
$130,000
01/30/26
4
2
1,600
1.40
Single-Family Home
$280,000
06/12/26
2
0.5
960
1.19
Single-Family Home
$425,000
06/04/26
2
1
1,024
1.26
Single-Family Home
$242,900
08/28/25
2
1
704
1.00
Single-Family Home
$159,900
04/21/26
3
1.5
1,198

Nearby homes

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What Locals Say about Winter

At least 3 Trulia users voted on each feature.
  • 100 % Say there's holiday spirit

  • 100 % Say car is needed

  • 100 % Say it's quiet

  • 100 % Say it's dog friendly

  • 100 % Say yards are well-kept

  • 80 % Say kids play outside

  • 80 % Say people would walk alone at night

  • 75 % Say it's walkable to restaurants

  • 75 % Say there's wildlife

  • 75 % Say parking is easy

  • 67 % Say there are sidewalks

  • 67 % Say there are community events

  • 63 % Say they plan to stay for at least 5 years

  • 60 % Say it's walkable to grocery stores

  • 60 % Say streets are well-lit

  • 50 % Say neighbors are friendly

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 5236 Highland Avenue

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Off Market Homes Near 5236 Highland Avenue

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Information is supplied by seller and other third parties and has not been verified. Copyright 2026 – WiREx – All Rights Reserved