Winterset, IA Commercial Real Estate for Sale

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Cumming, IA Earlham, IA Saint Charles, IA Peru, IA Lorimor, IA Van Meter, IA Truro, IA Saint Marys, IA

39 properties

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Updated: Sep 8

Single-Story Medical Office Building

209 Madison E, Winterset, IA 50273

$500,000

1.55 AC lot

Medical office classification with prior county health facility use
3,612 SF above grade plus 3,612 SF basement
591 SF of finished basement office space
Built in 1978 with combination FHA and AC
Four bathrooms plus kitchen and service sinks

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Updated: Jun 29

Medical Office Space with Basement Garage

820 W Summit Street, Winterset, IA 50273

$799,900

0.48 AC lot

Medical office property with private offices, exam rooms, conference areas, and a large front lobby
Basement includes garage space
Configuration supports 2 separate businesses or 1 larger operation
TD‑1 zoning
Brick and frame construction built in 1969

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Connected Flex Space with Warehouse

113 E Green Street, Winterset, IA 50273

$550,000

0.20 AC lot

The property combines retail, dedicated offices, and warehouse space under commercial zoning.

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See what stands out in Madison County

We check every for-sale listing in the county against comparable properties across the country. Most price about where you would expect. A few are worth a second look.

We check every listing here. A few are worth a second look.

Cap Rate available after sign in

NOI available after sign in

Local Demand available after sign in

Multi-Use Medical Office Building

820 W Summit St, Winterset, IA 50273

$799,900

4,782 sqft 2.55 AC lot

Medical office and exam room layout with private offices, conference areas, and a large front lobby.

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4-Bay Flex Space

2273 Clark Tower Road, Winterset, IA 50273

$210,000

3.53 AC lot

Paved-road property with multiple access points, an open room, and adaptable garage space.

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Leased Storefront Property Near Museum

115 E Washington Street, Winterset, IA 50273

$775,000

0.40 AC lot

Three retail tenants occupy a well-maintained commercial building with parking, ADA access, security lighting, and updated signage.

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Flex Space with Office

413 E Grade Street, Winterset, IA 50273

$319,000

0.26 AC lot

Metal-sided commercial building offers dedicated office area and adaptable workshop plumbing.

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Winterset Retail and Warehouse Space

113 E Green St, Winterset, IA 50273

$550,000

14,862 sqft

Retail and warehouse space in Winterset, Iowa, for sale.

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Live-Work Building with Office Space

124 W Summit Street, Winterset, IA 50273

$440,000

0.33 AC lot

Two-level property combines professional suites with residential living areas and an attached garage.

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Four-Unit Mixed-Use Property

118 W Jefferson Street, Winterset, IA 50273

$299,900

0.16 AC lot

Fully occupied building combines three commercial spaces with an upstairs two-bedroom apartment.

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Commercial Investment Property in Winterset

115 E Washington St, Winterset, IA 50273

$775,000

7,920 sqft

Fully leased commercial property with strong revenue and high visibility.

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Historic Office Building

101 E Jefferson Street, Winterset, IA 50273

$389,500

0.11 AC lot

Two-story office property with preserved architectural details and flexible commercial space.

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Concrete Storefront Building

61 E Washington Street, Winterset, IA 50273

$167,500

0.13 AC lot

Commercially zoned storefront with public utilities, natural gas heat, and flexible space for future use.

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Remodeled Mixed-Use Office Property

122 S John Wayne Dr, Winterset, IA 50273

$499,900

1,708 sqft

Flexible commercial building with office, venue, conference, and kitchenette areas on a prominent corner lot.

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Recreational Farm with River Frontage

North River School Road, Winterset, IA 50273

$4,938,450

451.34 AC lot

Farm with tillable ground, hardwood timber, native grasses, and North River frontage.

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Recreational Farm with River Frontage

North River School Road, Winterset, IA 50273

$4,938,450

451.34 AC lot

Agricultural property combines tillable ground, timber, native grasses, and North River frontage.

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Historic Office Building

101 E Jefferson St, Winterset, IA 50273

$389,500

3,380 sqft

Two-story commercial property with preserved architectural details, modern updates, and conversion potential for retail use.

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Light Commercial Development Lot

4th Avenue N lot: 1, Winterset, IA 50273

$130,000

0.90 AC lot

Buildable commercial lot with public utilities planned in a new light commercial development.

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Remodeled Office Building

122 S 1st St, Winterset, IA 50273

$499,900

1,708 sqft

Corner-lot commercial property with a reception area, conference room, work areas, and kitchenette.

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Three-Acre Commercial Land

4th Avenue N lot: 5, Winterset, IA 50273

$395,000

3.00 AC lot

Commercially zoned land planned for light development with public water and sewer service.

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Live-Work Office Building

124 W Summit St, Winterset, IA 50273

$440,000

1,447 sqft

Built in 2006, this property offers office space on the first floor and living quarters below with a walk-out patio.

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Light Commercial Development Land

4th Avenue N lot: 3, Winterset, IA 50273

$125,000

0.73 AC lot

Build-ready industrial land with public water and sewer service planned for a new commercial development.

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Concrete Retail Storefront Building

61 E Washington St, Winterset, IA 50273

$167,500

1,344 sqft

Solid concrete retail building with busy street visibility, ample parking, and room to expand to the north.

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Winterset Acreage on Pavement

Clark Tower Road, Winterset, IA 50273

$350,000

18.64 AC lot

18.64 acres south of Winterset with development potential.

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Winterset, IA Commercial Real Estate Market Trends and Statistics

Explore 72 commercial real estate for sale in Winterset, IA, showcased through 39 active listings on our real estate platform. These investment opportunities span a total of 873,870 square feet of properties for sale, with an estimated market value of $25,428,300.

Sale prices for business properties in Winterset, IA start at $125,000, averaging $726,522, and reaching up to $4,938,450 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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Demographics Overview

Population 9,123

Population Growth (5Y) +9.4%

Median Household Income $80,018

College Educated 32.7%

High-Yield Neighborhoods for Investment

Identify Winterset submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

Neighborhood	Average Price
Peru - 50222	$450K
Winterset - 50273	$730K

Taxes & Financing

Tax Rate (average for all types) 2.77%

Property Tax per SF $42.67 per SF

Tax Rate vs County Average 0.20 pp above county avg

Average Loan-to-Value 65.0%

Listings Trend

New vs delisted commercial listings in Madison County

New Delisted

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