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 53 E Benton St estimated to be worth?

Trulia's estimated value for 53 E Benton St in Winterset, IA is $237,700 .

What is the price history for 53 E Benton St?

53 E Benton St in Winterset, IA last sold for $199,900 in February 2023.

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 53 E Benton St?

The lot at 53 E Benton St in Winterset, IA is about 0.40 acres (17,380 sq ft).

Does 53 E Benton St have a garage?

Yes, 53 E Benton St in Winterset, IA has a garage.

OFF MARKET

$237,700

Trulia Estimate

5 Beds
2 Baths
1,758 sqft (on 0.40 acres)

53 E Benton St, Winterset, IA 50273

Refinance Your Home

Currently Off Market - Sold Feb 10, 2023 for $199,900

Home Value

Trulia Estimate

$238K

Since last month

$2K (-0.7%)

Since last year

$3K (+1.2%)

Since last sale

$37K (+18.6%)

Learn more about this home's value by checking out its Trulia Estimate and the value of nearby homes.

Trulia Estimate

The of this home's value increased by +50% in the last 10 years

Month	Estimated value
2026
August 2026	$237K
August 2026	$236K
July 2026	$239K
June 2026	$237K
May 2026	$232K
April 2026	$230K
March 2026	$225K
February 2026	$232K
January 2026	$230K
2025
December 2025	$231K
November 2025	$228K
October 2025	$236K
September 2025	$234K
August 2025	$234K
July 2025	$237K
June 2025	$240K
May 2025	$234K
April 2025	$236K
March 2025	$237K
February 2025	$233K
January 2025	$231K
2024
December 2024	$233K
November 2024	$235K
October 2024	$232K
September 2024	$227K
August 2024	$225K
July 2024	$213K
June 2024	$212K
May 2024	$211K
April 2024	$211K
March 2024	$211K
February 2024	$209K
January 2024	$212K
2023
December 2023	$211K
November 2023	$210K
October 2023	$208K
September 2023	$208K
August 2023	$206K
July 2023	$203K
June 2023	$203K
May 2023	$202K
April 2023	$201K
March 2023	$201K
February 2023	$200K
January 2023	$200K
2022
December 2022	$200K
November 2022	$215K
October 2022	$215K
September 2022	$240K
August 2022	$250K
July 2022	$275K
June 2022	$271K
May 2022	$232K
April 2022	$223K
March 2022	$216K
February 2022	$205K
January 2022	$205K
2021
December 2021	$208K
November 2021	$211K
October 2021	$213K
September 2021	$214K
August 2021	$215K
July 2021	$215K
June 2021	$206K
May 2021	$189K
April 2021	$188K
March 2021	$186K
February 2021	$184K
January 2021	$184K
2020
December 2020	$184K
November 2020	$182K
October 2020	$181K
September 2020	$181K
August 2020	$181K
July 2020	$182K
June 2020	$181K
May 2020	$181K
April 2020	$182K
March 2020	$179K
February 2020	$177K
January 2020	$177K
2019
December 2019	$177K
November 2019	$178K
October 2019	$176K
September 2019	$174K
August 2019	$172K
July 2019	$172K
June 2019	$172K
May 2019	$169K
April 2019	$170K
March 2019	$171K
February 2019	$172K
January 2019	$168K
2018
December 2018	$170K
November 2018	$167K
October 2018	$168K
September 2018	$168K
August 2018	$168K
July 2018	$166K
June 2018	$166K
May 2018	$167K
April 2018	$167K
March 2018	$167K
February 2018	$167K
January 2018	$167K
2017
December 2017	$166K
November 2017	$163K
October 2017	$163K
September 2017	$163K
August 2017	$160K
July 2017	$163K
June 2017	$159K
May 2017	$163K
April 2017	$159K
March 2017	$157K
February 2017	$159K
January 2017	$159K
2016
December 2016	$155K
November 2016	$155K
October 2016	$160K
September 2016	$159K

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
507 N 2nd St, Winterset, IA 50273	0.17	$219,900	3	2	1,611	Off Market
719 N 1st Ave, Winterset, IA 50273	0.02	$281,200	4	3	2,389	Off Market
517 N 2nd St, Winterset, IA 50273	0.17	$220,600	3	2	1,600	Off Market
59 E Benton St, Winterset, IA 50273	0.03	$320,000	4	2	1,912	Recently Sold
521 N 2nd St, Winterset, IA 50273	0.16	$189,500	3	2	2,752	Off Market
601 S 7th St, Winterset, IA 50273	0.85	$450,000	3	3	1,176	Off Market
501 N 2nd St, Winterset, IA 50273	0.18	-	4	1	1,378	Off Market
616 S 8th Ave, Winterset, IA 50273	0.89	$224,200	3	1	1,190	Off Market
628 S 8th Ave, Winterset, IA 50273	0.99	$319,100	3	2	1,152	Off Market
624 S 8th Ave, Winterset, IA 50273	0.93	$230,600	3	2	1,624	Off Market
1227 W Washington St, Winterset, IA 50273	0.88	$275,900	4	2	1,588	Off Market
120 S 10th Ave, Winterset, IA 50273	0.76	$224,400	3	2	912	Off Market

Local Information

Map ViewExplore the area around 53 E Benton 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

1910

Lot Size

0.4 acres

Living Area

1,758 sqft

Price/Sqft

$135

Parking

Garage

About this House

This single-family home is located at 53 E Benton St, Winterset, IA. 53 E Benton St is in Winterset, IA and in ZIP code 50273. This property has 5 bedrooms, 2 bathrooms and approximately 1,758 sqft of floor space. This property has a lot size of 0.40 acres and was built in 1910.

53 E Benton St, Winterset, IA 50273 is a 5 bedroom, 2 bathroom, 1,758 sqft single-family home built in 1910. It last sold for $199,900 on Feb 10, 2023. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $237,700, with a rent estimate of $1,836/month.

Home Details for 53 E Benton St

Interior Features
Levels, Entrance, & Accessibility Stories: 2Floors: Carpet, Hardwood
Interior Details Number of Rooms: 8
Heating & Cooling Air Conditioning

Exterior Features
Exterior Home Features Roof: AsphaltDeckExterior: WoodFoundation Type: ConcretePatio
Parking & Garage GarageParking: Garage Detached

Property Information
Year Built Year Built: 1910
Property Type / Style Property Type: Single Family HomeArchitecture: A-frame

Lot Information
Lot Area: 0.40 acres

Price and Tax history

Date	Event	Price
Feb 10, 2023 Source: DMMLS #654996	Sold	$199,900
Dec 31, 2022 Source: DMMLS #654996	Pending	$199,900
Dec 9, 2022 Source: DMMLS #654996	PriceChange	$199,900 Price decreased by 7%
Oct 25, 2022 Source: DMMLS #654996	PriceChange	$215,000 Price decreased by 10%
Aug 30, 2022 Source: DMMLS #654996	PriceChange	$239,900 Price decreased by 4%
Aug 1, 2022 Source: DMMLS #654996	PriceChange	$249,900 Price decreased by 9%
Jun 27, 2022 Source: DMMLS #654996	Listed For Sale	$275,000

Year	Property tax	Tax assessment
2025	$3,858	$223,900

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 53 E Benton St

What is 53 E Benton St estimated to be worth?
Trulia's estimated value for 53 E Benton St in Winterset, IA is $237,700.
What is the price history for 53 E Benton St?
53 E Benton St in Winterset, IA last sold for $199,900 in February 2023.
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 53 E Benton St?
The lot at 53 E Benton St in Winterset, IA is about 0.40 acres (17,380 sq ft).
Does 53 E Benton St have a garage?
Yes, 53 E Benton St in Winterset, IA has a garage.