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

OFF MARKET

305 E Benton St
Winterset, IA 50273

3 Beds
1 Bath
962 sqft

$192,500

Trulia Estimate

as of Jul 28, 2026

Est. Refi. Payment $1,319/mo*

Refinance Your Home

$192,500

Trulia Estimate

as of Jul 28, 2026

Est. Refi. Payment $1,319/mo*

Refinance Your Home

3 Beds

1 Bath

962 sqft

Local Information

Map ViewExplore the area around 305 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

1989

Living Area

962 sqft

Price/Sqft

$200

Parking

Garage

About this House

Cute three bedroom ranch with updated interior. Tile flooring in foyer. Kitchen has been extended from original to include newer appliances and cabinets. All kitchen appliances are included. Pergo floors in dine-in kitchen. Newer ceiling fans in every room. Mohawk carpenting throughout. Newer roof, water heater and furnace with programmable thermostat. Washer and dryer on main level are negotiable. One car attached garage with retractable attic steps provide plenty of room for storage. Great fenced-in back yard with large deck, shed, and double-wide gate for a vehicle access through alley. Drive way is extended to provide room for side-by-side parking. Garage door opener. This one is nice, must see to appreciate. Contract terms available and sellers to pay up to $3000 in closing costs.

305 E Benton St, Winterset, IA 50273 is a 3 bedroom, 1 bathroom, 962 sqft single-family home built in 1989. It last sold for $82,500 on Aug 26, 2011. It is currently off market. The Trulia Estimate is $192,500, with a rent estimate of $1,363/month.

Home Details for 305 E Benton St

Interior Features
Interior Details BasementNumber of Rooms: 5
Heating & Cooling Heating: Other, OtherHeating Fuel: Other
Levels, Entrance, & Accessibility Stories: 1Floors: Carpet

Exterior Features
Exterior Home Features Roof: AsphaltDeckExterior: WoodFoundation Type: Concrete
Parking & Garage GarageParking: Garage Attached

Property Information
Year Built Year Built: 1989
Property Type / Style Property Type: Single Family HomeArchitecture: A-frame

Lot Information
Lot Area: 7260 sqft

Price History for 305 E Benton St

Date	Price	Event	Source
08/26/2011	$82,500	Sold	N/A
Recording Date 08/26/2011 County Transfer Tax N/A Total Transfer Tax N/A
07/09/2011	$89,900	PriceChange	Agent Provided
Price Change $3,500 (-4%)
10/02/2010	$93,400	Listed For Sale	Agent Provided

Market trends in Winterset

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

8MoM

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Property Tax and Assessment

Year	2025
Tax	$2,332
Assessment	$134,100

Home facts updated by county records

Comparable Sales for 305 E Benton St

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
719 E Buchanan St, Winterset, IA	0.25	Single-Family Home	$125,000	01/28/26	2	2	1,020
323 W Green St, Winterset, IA	0.46	Single-Family Home	$151,000	06/18/26	3	1	1,618

Home facts updated by county records

Nearby homes

Get a sense of prices in the area by checking nearby homes.

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OFF MARKET
Est. $127,200
2 bd
1 ba
875 sqft
303 E Benton St,
Winterset, IA 50273
OFF MARKET
Est. $142,600
2 bd
1 ba
864 sqft
723 N 3rd St,
Winterset, IA 50273
OFF MARKET
Est. $155,800
2 bd
1 ba
1,085 sqft
722 N 4th St,
Winterset, IA 50273
OFF MARKET
Est. $194,200
5 bd
1 ba
1,491 sqft
317 N 4th St,
Winterset, IA 50273
OFF MARKET
Est. $226,000
2 bd
1 ba
1,008 sqft
423 E Benton St,
Winterset, IA 50273
Covered Bridge Realty
SOLD
JAN 14, 2026
$25,000
4 bd
2 ba
2,020 sqft
409 E Benton St,
Winterset, IA 50273
SOLD
JUN 18, 2026
$337,000
5 bd
2.5 ba
2,217 sqft
621 W Jefferson St,
Winterset, IA 50273
Madison County Realty
OFF MARKET
Est. $210,000
3 bd
2 ba
800 sqft
315 E Benton St,
Winterset, IA 50273
OFF MARKET
Est. $357,900
3 bd
2 ba
2,651 sqft
605 W Jefferson St,
Winterset, IA 50273
OFF MARKET
Est. $206,600
3 bd
1 ba
1,306 sqft
601 W Jefferson St,
Winterset, IA 50273
OFF MARKET
Est. $176,300
3 bd
1 ba
1,252 sqft
316 E Benton St,
Winterset, IA 50273
OFF MARKET
Est. $316,600
3 bd
3 ba
1,694 sqft
604 W Jefferson St,
Winterset, IA 50273
Zealty Home Advisors

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Additional Cost

Assigned Schools

These are the assigned schools for 305 E Benton St.

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
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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
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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
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Cnolte1410
Resident
7y ago
"Nice family focused neighborhood. Community pool is within easy walking distance. Neighborhood is nice mix of different ages."
0
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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