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Commercial

37 listings

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37 listings

Homes for Sale in Winterset, IA

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24 of 37 Listings

Map

24 of 37 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #B64731100

Call Thomas

14Active

$205,000

2 bd · 1 ba · 1,080 sqft

423 S 3rd Street, Winterset, IA

Nicole Knobloch · Madison County Realty

1Active

$402,500

3 bd · 2 ba · 1,400 sqft

317 Maple Point, Winterset, IA

ROBERT D. WEEKS · Iowa Realty Waukee

1Active

$405,000

3 bd · 2 ba · 1,400 sqft

228 Maple Point, Winterset, IA

ROBERT D. WEEKS · Iowa Realty Waukee

29Active

$330,000

4 bd · 3 ba · 2,724 sqft

615 N 1st Avenue, Winterset, IA

Barry Hesse · RE/MAX Concepts

21Active

$325,000

3 bd · 1 ba · 1,542 sqft

1824 W Summit Street, Winterset, IA

Jennifer Stover · Madison County Realty

28Active

$409,000

7 bd · 4 ba · 2,600 sqft

223 W Lane Street, Winterset, IA

Rachel Eller · Summerset Realty

35Active

$775,000

3 bd · 3 ba · 1,724 sqft

2394 Cumming Road, Winterset, IA

Sarah Cowman · Homefront Real Estate, LLC

Price Reduced25Active

$299,000

4 bd · 2 ba · 1,680 sqft

1509 State Highway 92 None, Winterset, IA

Matt Cole · RE/MAX Concepts

24Active

$179,000

2 bd · 2 ba · 1,230 sqft

1624 S 4th Avenue, Winterset, IA

Toni Tindle · Covered Bridge Realty

Price Reduced33Active

$290,000

3 bd · 2 ba · 1,976 sqft

612 W Jefferson Street, Winterset, IA

Tanner Couch · LPT Realty, LLC

Price Reduced16Active

$289,900

2 bd · 2 ba · 1,426 sqft

1018 N 3rd Avenue, Winterset, IA

Amy Jones · HomeCoin.com

Price Reduced35Active

$949,000

4 bd · 5 ba · 3,076 sqft

2381 Highway 169 None, Winterset, IA

Jeff Longman · RE/MAX Precision

Price Reduced11Active

$65,000

1 bd · 1 ba · 576 sqft

624 W Summit Street, Winterset, IA

Randall Henry · Madison County Realty

28Active

$310,000

4 bd · 2 ba · 1,032 sqft

401 E Benton Street, Winterset, IA

Jennifer Stover · Madison County Realty

35Active

$254,000

4 bd · 1 ba · 1,338 sqft

703 E Filmore Street, Winterset, IA

Toni Tindle · Covered Bridge Realty

Price Reduced23Active

$234,900

3 bd · 2 ba · 1,241 sqft

816 E Washington Street, Winterset, IA

Laurel Pangman · Keller Williams Realty GDM

35Active

$349,000

4 bd · 2 ba · 2,430 sqft

310 W Washington Street, Winterset, IA

Sarah Cowman · Homefront Real Estate, LLC

Price Reduced34Active

$460,000

4 bd · 4 ba · 1,807 sqft

305 Magnolia Point, Winterset, IA

Rachel Wallace · RE/MAX Precision

28Active

$299,900

4 bd · 2 ba · 2,281 sqft

322 W Washington Street, Winterset, IA

RE/MAX Concepts Main Office

Price Reduced34Active

$259,000

4 bd · 3 ba · 2,146 sqft

602 N 1st Avenue, Winterset, IA

Kate Carlson · Realty ONE Group Impact

10Active

$69,900

1 bd · 1 ba · 576 sqft

714 E Benton Street, Winterset, IA

Ted Weaver · RE/MAX Concepts

Price Reduced35Active

$440,000

3 bd · 2 ba · 2,484 sqft

1515 W Washington Street, Winterset, IA

Ian Sparks · Homefront Real Estate, LLC

Price Reduced14Active

$65,000

3 bd · 1 ba · 1,221 sqft

313 E North Street, Winterset, IA

Roger Queck · Pro Team Realty

Price Reduced30Active

$177,500

3 bd · 2 ba · 1,456 sqft

715 N 5th Street, Winterset, IA

Kenny Kauzlarich · RE/MAX Precision

1 2

Listing data & MLS disclosures

Des Moines Area Association of REALTORS: IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. The MLS may, at its discretion, require use of other disclaimers as necessary to protect participants and/or the MLS from liability.
Listing information ©2026 Des Moines Association of Realtors, Inc®. All Rights Reserved. Last Updated: 2026-10-22 17:02:10 UTC
NoCoast: Listing information provided by NoCoast.

Winterset housing market

September 2026

Selling at 97.9% of asking price

Buyers here are paying below asking. MLS · 13 sales · as of Sep 25, 2026

Homes that sold · County records, as of Sep 29, 2026

Median sale price: $333,750$220,500–$570,000 typical range
Price per sq. ft.: $184
Sales: 22
Paid in cash: 36.4%

Homes on the market · MLS, as of Sep 27, 2026

Median list price: $309,500

Winterset, IA community profile

Population: 5,469
Median income: $69,177
Housing units: 2,581
People per sq. mi.: 27.1
Area: 201.8 sq. mi.

Source: HJN community data

Nearby areas

ZIP codes

50263 (392)
50266 (255)
50211 (185)
50323 (175)
50265 (153)
50322 (133)
50315 (129)
50310 (113)

Cities

Des Moines (642)
West Des Moines (416)
Waukee (364)
Urbandale (343)
Norwalk (186)
Johnston (100)
Clive (93)
Grimes (81)

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #B64731100

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #B64731100

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #B64731100

Call Thomas

Winterset, IA community profile

Population: 5,469
Median income: $69,177
Housing units: 2,581
People per sq. mi.: 27.1
Area: 201.8 sq. mi.

Source: HJN community data

Winterset housing market

September 2026

Selling at 97.9% of asking price

Buyers here are paying below asking. MLS · 13 sales · as of Sep 25, 2026

Homes that sold · County records, as of Sep 29, 2026

Median sale price: $333,750$220,500–$570,000 typical range
Price per sq. ft.: $184
Sales: 22
Paid in cash: 36.4%

Homes on the market · MLS, as of Sep 27, 2026

Median list price: $309,500

Homes for sale

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: 28.2%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 1, 2026

Median home size: 1,513 sq. ft.

Listing data & MLS disclosures

Des Moines Area Association of REALTORS: IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. The MLS may, at its discretion, require use of other disclaimers as necessary to protect participants and/or the MLS from liability.
Listing information ©2026 Des Moines Association of Realtors, Inc®. All Rights Reserved. Last Updated: 2026-10-22 17:02:10 UTC
NoCoast: Listing information provided by NoCoast.

Winterset, IA Homes for Sale | Realty.com

Nearby areas

ZIP codes

50263 (392)
50266 (255)
50211 (185)
50323 (175)
50265 (153)
50322 (133)
50315 (129)
50310 (113)

Cities

Des Moines (642)
West Des Moines (416)
Waukee (364)
Urbandale (343)
Norwalk (186)
Johnston (100)
Clive (93)
Grimes (81)