5236 Highland Avenue, Winter, WI 54896
OFF MARKET

$566,800

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

5236 Highland Avenue, Winter, WI 54896

Refinance Your Home
Currently Off Market - Sold Dec 14, 2022 for $350,000

Home Value

Trulia Estimate
$567K
Since last month
Decreased$8K (-1.4%)
Since last year
Increased$120K (+26.7%)
Since last sale
Increased$219K (+62.6%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +30% in the last 10 years
MonthEstimated value
2026
August 2026$569K
August 2026$567K
July 2026$577K
June 2026$601K
May 2026$552K
April 2026$510K
March 2026$494K
February 2026$482K
January 2026$443K
2025

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5168 Vermedal Road, Winter, WI
0.21
Single-Family Home
$432,000
05/22/26
2
2
1,322
5167 N Doak Rd, Winter, WI
0.75
Single-Family Home
$721,000
06/30/26
4
1.5
1,700
5138N South Main Street, Winter, WI
0.86
Single-Family Home
$130,000
01/30/26
4
2
1,600
4699 Lake Winter Road, Winter, WI
1.40
Single-Family Home
$280,000
06/12/26
2
0.5
960
6048W Manning Road, Winter, WI
1.19
Single-Family Home
$425,000
06/04/26
2
1
1,024
4824 N Lake Winter Rd, Winter, WI
1.29
Single-Family Home
$190,500
07/17/26
3
2.5
1,512
6620 W Marion St, Winter, WI
1.00
Single-Family Home
$159,900
04/21/26
3
1.5
1,198
7043 West Fadness Road, Winter, WI
3.29
Single-Family Home
$369,000
02/03/26
3
2
1,300
5787 Simpson Rd, Winter, WI
3.38
Single-Family Home
$266,500
10/02/25
4
3
2,445
5945 West Lee Road, Winter, WI
3.98
Single-Family Home
$390,000
10/06/25
1
2
1,156

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
5210 Highland Avenue, Winter, WI 54896
0.05
$492,500
3
2
1,837
Off Market
5278 Highland Avenue, Winter, WI 54896
0.10
$373,300
3
1
1,368
Off Market
Lot 13 Highland Avenue, Winter, WI 54896
0.10
-
-
-
-
Off Market
5168 Vermedal Road, Winter, WI 54896
0.21
$432,000
2
2
1,322
Recently Sold
6282 W Canestorp Rd, Winter, WI 54896
0.36
$385,900
2
1
1,040
Off Market
5044 Clayton Road, Winter, WI 54896
0.44
$578,500
2
2
1,600
Off Market
5289 N Pine Cone Cir, Winter, WI 54896
0.50
$184,400
3
1
1,056
Off Market
5289 Pine Cone Circle, Winter, WI 54896
0.50
$215,400
3
1
1,056
Off Market
5959W Lake Winter Road, Winter, WI 54896
0.68
$716,700
3
2
2,772
Off Market
5968 Lake Winter Rd, Winter, WI 54896
0.70
$467,800
3
2
2,204
Off Market
5199 Crawford Street, Winter, WI 54896
0.68
-
2
1
850
Off Market

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

Home Highlights

Property Type
Single-Family Home
Year Built
1970
Lot Size
1.07 acres
Living Area
2,300 sqft
Price/Sqft
$246
Parking
Garage

About this House

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). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $566,800, with a rent estimate of $2,567/month.
Last check for updates: about 14 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

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

Media

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

Price and Tax history

DateEventPrice
Dec 14, 2022
Source: WIREX MLS #1566923
Sold
$350,000
Nov 29, 2022
Source: WIREX MLS #1566923
Pending
$379,000
Oct 27, 2022
Source: WIREX MLS #1566923
Contingent
$379,000
Aug 6, 2022
Source: WIREX MLS #1566923
PriceChange
$379,000
Price decreased by 5%
Jul 21, 2022
Source: WIREX MLS #1566923
Listed For Sale
$399,000

Market trends in Winter

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
31
3MoM

Around this home

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

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

Frequently asked questions about 5236 Highland Avenue

  • What is 5236 Highland Avenue estimated to be worth?
    Trulia's estimated value for 5236 Highland Avenue in Winter, WI is $566,800.
  • What is the price history for 5236 Highland Avenue?
    5236 Highland Avenue in Winter, WI last sold for $350,000 in December 2022.
  • Is Winter a buyer's or seller's market?
    Winter is currently a balanced market, based on recent for-sale activity.
  • What are the closest schools to 5236 Highland Avenue?
    The closest schools to 5236 Highland Avenue in Winter, WI are Winter Elementary School (Pre-K, rated 5/10), Winter High School (rated 6/10), Winter Middle School (rated 3/10).
  • How big is the lot at 5236 Highland Avenue?
    The lot at 5236 Highland Avenue in Winter, WI is about 1.1 acres.
  • Does 5236 Highland Avenue have a garage?
    Yes, 5236 Highland Avenue in Winter, WI has a garage.

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