Are yards well-kept in Winterset, IA?

As of early 2026, 96% of users say yards are well-kept

Would people walk alone at night in Winterset, IA?

As of early 2026, 91% of users say people would walk alone at night

Is Winterset, IA dog-friendly?

As of early 2026, 85% of users say it's dog friendly

Do kids play outside in Winterset, IA?

As of early 2026, 84% of users say kids play outside

Is parking easy in Winterset, IA?

As of early 2026, 80% of users say parking is easy

Is Winterset, IA quiet?

As of early 2026, 76% of users say it's quiet

Are neighbors friendly in Winterset, IA?

As of early 2026, 75% of users say neighbors are friendly

Does Winterset, IA have sidewalks?

As of early 2026, 73% of users say there are sidewalks

Is Winterset, IA walkable to restaurants?

As of early 2026, 70% of users say it's walkable to restaurants

Does Winterset, IA show holiday spirit?

As of early 2026, 69% of users say there's holiday spirit

Are the streets well-lit in Winterset, IA?

As of early 2026, 68% of users say streets are well-lit

Is a car needed in Winterset, IA?

As of early 2026, 62% of users say car is needed

Do residents of Winterset, IA plan to stay at least 5 years?

As of early 2026, 59% of users say they plan to stay for at least 5 years

Is Winterset, IA walkable to grocery stores?

As of early 2026, 50% of users say it's walkable to grocery stores

Is there wildlife in Winterset, IA?

As of early 2026, 47% of users say there's wildlife

Are there community events in Winterset, IA?

As of early 2026, 41% of users say there are community events

What is 105 E High St estimated to be worth?

Trulia's estimated value for 105 E High St in Winterset, IA is $163,400 .

What is the price history for 105 E High St?

105 E High St in Winterset, IA last sold for $86,900 in August 2016.

Is Winterset a buyer's or seller's market?

Winterset is currently a buyer's market, based on recent for-sale activity.

What do residents say about Winterset?

Residents describe Winterset, IA as well-kept, dog-friendly, and easy to park in. Most residents say you need a car. See recently sold homes in Winterset, IA .

How big is the lot at 105 E High St?

The lot at 105 E High St in Winterset, IA is about 0.20 acres (8,624 sq ft).

OFF MARKET

$163,400

Trulia Estimate

2 Beds
1 Bath
1,008 sqft

105 E High St, Winterset, IA 50273

Refinance Your Home

Currently Off Market - Sold Aug 24, 2016 for $86,900

Home Value

Trulia Estimate

$163K

Since last month

$3K (-2%)

Since last year

$15K (-8.2%)

Since last sale

$76K (+87.7%)

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 +88% in the last 10 years

Month	Estimated value
2026
August 2026	$163K
July 2026	$166K
June 2026	$167K
May 2026	$167K
April 2026	$166K
March 2026	$169K
February 2026	$164K
January 2026	$160K
2025
December 2025	$161K
November 2025	$163K
October 2025	$168K
September 2025	$170K
August 2025	$178K
July 2025	$183K
June 2025	$179K
May 2025	$184K
April 2025	$180K
March 2025	$179K
February 2025	$177K
January 2025	$178K
2024
December 2024	$173K
November 2024	$178K
October 2024	$161K
September 2024	$162K
August 2024	$165K
July 2024	$167K
June 2024	$165K
May 2024	$165K
April 2024	$160K
March 2024	$153K
February 2024	$152K
January 2024	$152K
2023
December 2023	$153K
November 2023	$151K
October 2023	$154K
September 2023	$150K
August 2023	$148K
July 2023	$155K
June 2023	$147K
May 2023	$147K
April 2023	$145K
March 2023	$143K
February 2023	$139K
January 2023	$137K
2022
December 2022	$138K
November 2022	$141K
October 2022	$142K
September 2022	$145K
August 2022	$144K
July 2022	$145K
June 2022	$146K
May 2022	$144K
April 2022	$140K
March 2022	$140K
February 2022	$135K
January 2022	$134K
2021
December 2021	$135K
November 2021	$137K
October 2021	$138K
September 2021	$139K
August 2021	$139K
July 2021	$136K
June 2021	$129K
May 2021	$118K
April 2021	$117K
March 2021	$118K
February 2021	$114K
January 2021	$111K
2020
December 2020	$109K
November 2020	$109K
October 2020	$108K
September 2020	$107K
August 2020	$107K
July 2020	$107K
June 2020	$108K
May 2020	$109K
April 2020	$108K
March 2020	$109K
February 2020	$108K
January 2020	$109K
2019
December 2019	$111K
November 2019	$111K
October 2019	$108K
September 2019	$102K
August 2019	$99K
July 2019	$98K
June 2019	$97K
May 2019	$97K
April 2019	$97K
March 2019	$96K
February 2019	$96K
January 2019	$96K
2018
December 2018	$95K
November 2018	$95K
October 2018	$95K
September 2018	$95K
August 2018	$95K
July 2018	$94K
June 2018	$94K
May 2018	$94K
April 2018	$94K
March 2018	$94K
February 2018	$93K
January 2018	$93K
2017
December 2017	$92K
November 2017	$92K
October 2017	$91K
September 2017	$91K
August 2017	$91K
July 2017	$91K
June 2017	$90K
May 2017	$90K
April 2017	$90K
March 2017	$89K
February 2017	$89K
January 2017	$88K
2016
December 2016	$88K
November 2016	$88K
October 2016	$88K
September 2016	$87K
August 2016	$87K

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
315 S 5th Ave, Winterset, IA	0.31	Single-Family Home	$180,000	11/25/25	2	2	1,120
323 W Green St, Winterset, IA	0.41	Single-Family Home	$151,000	06/18/26	3	1	1,618

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
310 W Washington St, Winterset, IA 50273	0.25	$349,000	4	2	2,430	For Sale
211 W South St, Winterset, IA 50273	0.18	$316,000	3	2.5	1,904	Off Market
102 E South St, Winterset, IA 50273	0.02	$278,400	3	2	2,608	Off Market
110 E South St, Winterset, IA 50273	0.03	$181,400	3	1	1,761	Off Market
220 S John Wayne Dr, Winterset, IA 50273	0.25	$123,900	3	1	1,244	Off Market
217 E South St, Winterset, IA 50273	0.11	$116,600	2	1	1,098	Off Market
315 W South St, Winterset, IA 50273	0.24	$209,200	1	2	2,060	Off Market
309 W South St, Winterset, IA 50273	0.23	$288,700	3	3	1,418	Off Market
216 N 3rd Ave, Winterset, IA 50273	0.35	$154,200	2	1	836	Off Market
510 E South St, Winterset, IA 50273	0.26	$207,700	2	1	1,258	Off Market
515 E South St, Winterset, IA 50273	0.28	$190,800	2	2	866	Off Market

Local Information

Map ViewExplore the area around 105 E High St.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

2012

Living Area

1,008 sqft

Price/Sqft

$162

About this House

This single-family home is located at 105 E High St, Winterset, IA. 105 E High St is in Winterset, IA and in ZIP code 50273. This property has 2 bedrooms, 1 bathroom and approximately 1,008 sqft of floor space. This property has a lot size of 8624 sqft and was built in 2012.

105 E High St, Winterset, IA 50273 is a 2 bedroom, 1 bathroom, 1,008 sqft single-family home built in 2012. It last sold for $86,900 on Aug 24, 2016. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $163,400, with a rent estimate of $1,282/month.

Home Details for 105 E High St

Interior Features
Levels, Entrance, & Accessibility Stories: 1Floors: Tile, Carpet
Interior Details Number of Rooms: 4

Exterior Features
Exterior Home Features Roof: AsphaltDeckExterior: OtherFoundation Type: Concrete

Property Information
Year Built Year Built: 2012
Property Type / Style Property Type: Single Family HomeArchitecture: A-frame

Lot Information
Lot Area: 8624 sqft

Price and Tax history

Date	Event	Price
Aug 24, 2016 Source: N/A	Sold	$86,900
May 15, 2015 Source: DMMLS #452717	Sold	$60,000

Year	Property tax	Tax assessment
2025	$2,258	$143,800

Additional Cost

Market trends in Winterset

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

7MoM

Around this home

Winterset Elementary School
PK-3
Public
509 Students
Winterset Community School District
5/10
GreatSchools Rating
Parent Rating Average
excellent learning environment! Especially the elementary have a great handle on the learning environment making it special for all children at all age and learning levels. I volunteer everyday and have seen such positive growth with great teacher care and concern for students and parents! There is always an open-door policy and great communication as long as the parent stays involved!!
Other Review
14y ago
5 Reviews

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 Winterset

At least 21 Trulia users voted on each feature.

96 % Say yards are well-kept
91 % Say people would walk alone at night
85 % Say it's dog friendly
84 % Say kids play outside
80 % Say parking is easy
76 % Say it's quiet
75 % Say neighbors are friendly
73 % Say there are sidewalks
70 % Say it's walkable to restaurants
69 % Say there's holiday spirit
68 % Say streets are well-lit
62 % Say car is needed
59 % Say they plan to stay for at least 5 years
50 % Say it's walkable to grocery stores
47 % Say there's wildlife
41 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.

Mariah B.
Resident
6y ago
"Dislike: Not everyone keeps their dog on a leash Like: town is just big enough to get a few mile walk in, but small enough that you’re never far from home"
1
Flag
Erin
Resident
7y ago
"Winterset always has a lot going on! Everything is close in town, we love living here. Small town, close to Des Moines, very convenient! "
1
Flag
Anna P
Resident
7y ago
"random kids run around in my yard when it's not winter, not good when you actually have a fence, they help themselves, and you can hear them outside your bathroom window sometimes. Other dog owners are great, just not responsible parents."
0
Flag
Cnolte1410
Resident
7y ago
"Under 5 minutes via car. Would be an easy bike ride or walk. Most homeowners are considerate regarding snow and ice removal. City needs to work on snow removal from streets!"
0
Flag
Cnolte1410
Resident
7y ago
"Nice family focused neighborhood. Community pool is within easy walking distance. Neighborhood is nice mix of different ages."
0
Flag
lindy g.
Resident
8y ago
"we call Winterset "Mayberry" since so many people are walking...some with their dogs. we experience no crime for the most part. very friendly neighbors."
2
Flag

LGBTQ Local Legal Protections

Frequently asked questions about 105 E High St

What is 105 E High St estimated to be worth?
Trulia's estimated value for 105 E High St in Winterset, IA is $163,400.
What is the price history for 105 E High St?
105 E High St in Winterset, IA last sold for $86,900 in August 2016.
Is Winterset a buyer's or seller's market?
Winterset is currently a buyer's market, based on recent for-sale activity.
What do residents say about Winterset?
Residents describe Winterset, IA as well-kept, dog-friendly, and easy to park in. Most residents say you need a car. See recently sold homes in Winterset, IA.
How big is the lot at 105 E High St?
The lot at 105 E High St in Winterset, IA is about 0.20 acres (8,624 sq ft).