NEW 12 HRS AGO

For sale

$99,000

Est. $827/mo —

•

1,556

sq ft

523 S 2nd St, Winterset, IA 50273

About this home

This conversion duplex offers the perfect opportunity to add value and generate strong returns. Located just blocks from downtown Winterset, this property is ideal for house hackers, investors, or anyone looking to expand their portfolio in a growing community. Each unit offers spacious layouts with room for updates and personalization. With separate entrances, utilities, and off-street parking the bones are here, just bring your vision and finishing touches. Live in one unit while renting out the other, or lease both for solid long-term cash flow. Whether you're looking to renovate and hold or flip for profit, this is a rare chance to capitalize on affordable multifamily in a desirable small-town setting. Don't miss this one!

Single-familyProperty Type

1870Year Built

0.32 acresLot Size

$64Price/Sq.Ft.

Listed by Benjamin Grotzke • LPT Realty, LLC

Contact: (515) 745-0425

Listing updated: Oct 29, 2026 at 09:13am

Redfin checked: 3 minutes ago

•Source:DMMLS #752090

Payment calculator

$827 per month

Principal and interest$540

Property taxes

$225

HOA dues

Home insurance

$62

Utilities

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Nearby open houses (2)

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Around this home

Schools

K - 12
Preschool & daycare

Winterset Elementary School

Public PreK-3 • Assigned • 0.3mi

5/10

Winterset Junior High School

Public 7-8 • Assigned • 0.6mi

5/10

Winterset Senior High School

Public 9-12 • Assigned • 0.6mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Market insights

523 S 2nd St · $99,000

DAYS ON MARKET

The average home goes pending in 39 days.

SALE-TO-LIST

Most homes are selling 4% below list price.

LIST PRICE

Median sale price in this area is $256,969. (160% higher than this home)

PRICE DROP

27% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Utilities
Finance

Kitchen

Bathroom

Bedroom

Interior features
Dining area
Unfinished basement

Bedrooms
2 main-level bedrooms

Bathrooms
2 full bathrooms

Laundry & utility
Main-level laundry

Heating & cooling
Natural gas heating

Sale and tax history for 523 S 2nd St

Sale History
Tax History

Date

Event

Price

DMMLS #752090

Oct 29, 2026

Listed

$99,000

$64/sq ft

DMMLS #720154

Aug 1, 2026

Listing Removed

—

May 4, 2026

Price Changed

$125,000

$80/sq ft

Dec 31, 2025

Listing Removed

—

Nov 14, 2025

Price Changed

$140,000

$90/sq ft

Jun 12, 2025

Listed

$159,900

$103/sq ft

ForSaleByOwner.com #24399883

Dec 22, 2025

Listed

$155,000

$100/sq ft

INVESTOR SPECIAL NEEDS WORK 4 bedroom, 2 bathroom up-down duplex located in Winterset, IA. Property needs repairs and updates and is being sold AS-IS. Perfect opportunity for a fix & flip, rental, or buy-and-hold investor. - Strong rental area - Value-add potential - Solid footprint - Quick closing available This is not a move-in ready home!!! Bring your contractor and your vision. Price: $155,000 Cash, hard money, FHA/203K or private money preferred Fast, clean close ________________________________________ Terms: Sold AS-IS No repairs will be made Buyer pays closing costs Proof of funds required ________________________________________ Interested? Reply to this post with your name, phone number, and buying timeframe to schedule a walkthrough or get more details. Call me (515) 303-2593 or schedule some time with me at. .. www. calendly.com/jamesmooresr Serious buyers only. First come, first served.

DMMLS #662594

Aug 25, 2023

Sold

$125,000

$80/sq ft

Jun 28, 2023

Pending

—

Oct 25, 2022

Listed

$160,000

$103/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$2,700 (+4.7%)

$37,900 + $118,600

$156,500

2024

$2,578 (+31.7%)

$37,900 + $118,600

$156,500

2023

$1,958 (−0.2%)

$20,400 + $117,500

$137,900

2022

$1,962 (+8.9%)

$20,400 + $117,500

$137,900

2021

$1,802 (+2.6%)

$16,300 + $69,400

$85,700

2020

$1,756 (+6.0%)

$16,300 + $69,400

$85,700

2019

$1,656 (−22.8%)

$14,800 + $58,400

$73,200

2018

$2,146 (+8.3%)

$14,800 + $58,400

$73,200

2017

$1,982 (+3.0%)

$14,800 + $76,000

$90,800

2015

$1,924

$14,800 + $67,600

$82,400

2014

$1,924 (−4.7%)

$14,800 + $67,600

$82,400

2013

$2,018

$14,800 + $67,600

$82,400

Public record

Beds

Baths

Stories

Lot width

106 ft.

Lot depth

132 ft.

Lot size

0.32 Acres

Year renovated

—

Finished Sq. Ft.

1,556

Unfinished Sq. Ft.

—

Total Sq. Ft.

1,556

Year built

1870

Style

Single Family Residential

County

Madison County

APN

820001016050000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 16, 2026.

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

3/10 Heat Factor

7 days above 103° expected this year, 15 days in 30 years

2/10 Wind Factor

Minor risk of severe winds over next 30 years

1/10 Air Factor

0 unhealthy days expected this year, 0 days in 30 years

Provided by First Street

Historical weather

Winterset, IA • 50273

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

96/ 100

Exceptional sunlight

Sunscore

This home receives average direct sun exposure in Winterset. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

10.6 hrs

6.5 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 523 S 2nd St

We cannot show automated home-value estimates for this home.

Nearby homes have recently sold between $160,000 and $303,000.

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $160K to $303K.

SOLD AUG 17, 2026
$295,000 Last sold price
3 beds1.5 baths1,600 sq ft
902 E Court Ave, Winterset, IA 50273
$120/sq ft
smaller lot
no basement
SOLD SEP 14, 2026
$303,000 Last sold price
5 beds1.5 baths1,823 sq ft
417 N John Wayne Dr, Winterset, IA 50273
$102/sq ft
47 years newer
SOLD JUN 11, 2026
$245,000 Last sold price
3 beds2 baths1,498 sq ft
317 E Washington St, Winterset, IA 50273
$100/sq ft
smaller lot
10 years newer
SOLD AUG 14, 2026
$215,000 Last sold price
3 beds1.5 baths1,180 sq ft
1110 W South St, Winterset, IA 50273
$118/sq ft
smaller lot
91 years newer
SOLD SEP 24, 2026
$199,000 Last sold price
3 beds1 bath1,131 sq ft
816 S 4th Ave, Winterset, IA 50273
$112/sq ft
smaller lot
71 years newer
SOLD JUN 2, 2026
$160,000 Last sold price
2 beds1.5 baths1,620 sq ft
317 W Jefferson St, Winterset, IA 50273
$35/sq ft
smaller lot
30 years newer

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New listings for sale in 50273

NEW 12 HRS AGO

$99,000

5 beds2 baths1,556 sq ft

523 S 2nd St, Winterset, IA 50273

Separate entrances • Off-street parking • Spacious layouts

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Details provided by DMMLS and may not match the public record. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Payment calculator

Affordability tools

See this home in person

Nearby open houses (2)

Interested in buying?

Around this home

Schools

Lifestyle

Market insights

Property details

Sale and tax history for 523 S 2nd St

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 523 S 2nd St

Nearby similar homes

New listings for sale in 50273

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