Homes Under $300K in Winterset, IA

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24 Listings

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24 Listings

29Active

24 listings

Homes Under $300K in Winterset, IA

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24 Listings

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Homes Under $300K in Winterset, IA

24 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #B64731100

Call Thomas

29Active

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #B64731100

Call Thomas

$299,900

4 bd · 2 ba · 1,296 sqft

1986 Quarry Trail, Winterset, IA

Misty Darling · BH&G Real Estate Innovations

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

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #B64731100

Call Thomas

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 Reduced11Active

$65,000

1 bd · 1 ba · 576 sqft

624 W Summit Street, Winterset, IA

Randall Henry · 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

Price Reduced29Active

$210,000

3 bd · 2 ba · 964 sqft

110 N 10th Avenue, Winterset, IA

Kyle Kuhns · RE/MAX Revolution

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

Price Reduced14Active

$65,000

3 bd · 1 ba · 1,221 sqft

313 E North Street, Winterset, IA

Roger Queck · Pro Team Realty

Price Reduced29Active

$205,000

2 bd · 1 ba · 986 sqft

306 E Buchanan Street, Winterset, IA

Sarah Cowman · Homefront Real Estate, LLC

Price Reduced30Active

$177,500

3 bd · 2 ba · 1,456 sqft

715 N 5th Street, Winterset, IA

Kenny Kauzlarich · RE/MAX Precision

Price Reduced18Active

$213,000

2 bd · 1 ba · 848 sqft

121 E Benton Street, Winterset, IA

Larry Corkrean · Madison County Realty

Price Reduced33Active

$225,000

5 bd · 2 ba · 1,701 sqft

204 S 8th Avenue, Winterset, IA

Ashlee Knickerbocker · Keller Williams Realty GDM

Price Reduced34Active

$249,900

4 bd · 2 ba · 866 sqft

715 N 3rd Avenue, Winterset, IA

Alyssa Tadlock · Madison County Realty

29Active

$299,000

2 bd · 2 ba · 1,476 sqft

519 W Filmore Street, Winterset, IA

Kurt Clements · ListWithFreedom.com

Price Reduced35Active

$299,900

4 bd · 3 ba · 1,470 sqft

1405 W Jefferson Street, Winterset, IA

Matt Law · RE/MAX Precision

33Active

$210,000

2 bd · 2 ba · 1,065 sqft

209 W Jefferson Street 17, Winterset, IA

Exit Country Realty

35Active

$210,000

2 bd · 2 ba · 1,080 sqft

209 W Jefferson Street 23, Winterset, IA

Exit Country Realty

Price Reduced12Active

$206,000

2 bd · 1 ba · 1,031 sqft

407 W Madison Street, Winterset, IA

Alyssa Tadlock · Madison County Realty

Price Reduced11Active

$210,000

2 bd · 1 ba · 1,031 sqft

409 W Madison Street, Winterset, IA

Alyssa Tadlock · Madison County Realty

31Active

$169,000

3 bd · 1 ba · 1,523 sqft

118 N 5th Street, Winterset, IA

Toni Tindle · Covered Bridge Realty

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: 2026-10-04 03:44:44 UTC
NoCoast: Listing information provided by NoCoast.

Winterset housing market

August 2026 · This period is still settling

Homes that sold · County records, as of Aug 27, 2026

Median sale price: $247,250$177,781–$351,750 typical range
Price per sq. ft.: $182
Sales: 14
Paid in cash: 21.4%

Homes on the market · MLS, as of Aug 30, 2026

Median list price: $315,000
Homes for sale: 44

Price trend · Assessor repeat sales, as of Aug 31, 2026

Year-over-year: 14.8%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

Median home size: 1,513 sq. ft.

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

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #B64731100

Call Thomas

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: 2026-10-04 03:44:44 UTC
NoCoast: Listing information provided by NoCoast.

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

August 2026 · This period is still settling

Homes that sold · County records, as of Aug 27, 2026

Median sale price: $247,250$177,781–$351,750 typical range
Price per sq. ft.: $182
Sales: 14
Paid in cash: 21.4%

Homes on the market · MLS, as of Aug 30, 2026

Median list price: $315,000
Homes for sale: 44

Price trend · Assessor repeat sales, as of Aug 31, 2026

Year-over-year: 14.8%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

Median home size: 1,513 sq. ft.

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Your local brokerage

Your local brokerage

Your local brokerage

Listing data & MLS disclosures

Winterset housing market

Homes that sold · County records, as of Aug 27, 2026

Homes on the market · MLS, as of Aug 30, 2026

Price trend · Assessor repeat sales, as of Aug 31, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

Winterset, IA community profile

Your local brokerage

Listing data & MLS disclosures

Winterset, IA community profile

Winterset housing market

Homes that sold · County records, as of Aug 27, 2026

Homes on the market · MLS, as of Aug 30, 2026

Price trend · Assessor repeat sales, as of Aug 31, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026