Winterset, IA Commercial Real Estate for Sale

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34 properties
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Medical Office Space with Basement Garage
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
Updated: Apr 13
Connected Flex Space with Warehouse

113 E Green Street, Winterset, IA 50273

$550,000
0.20 AC lot
10,500‑square‑foot warehouse with overhead doors and a loading dock
4,362 square feet of retail space
Four dedicated office spaces
Connected interior layout links the retail, office, and warehouse areas
0.2‑acre commercial site in Winterset, Iowa
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Leased Storefront Property Near Museum
Leased Storefront Property Near Museum

115 E Washington Street, Winterset, IA 50273

$720,000
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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See hot listings in Winterset

Scored against comparables nationwide. These are worth a look.

Scored against comparables nationwide. These are worth a look.

Cap Rate available after sign in
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Local Demand available after sign in
Multi-Use Medical Office Building
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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Live-Work Building with Office Space
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
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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Historic Office Building
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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Winterset Retail and Warehouse Space
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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Block Storefront Building
Block Storefront Building

61 E Washington Street, Winterset, IA 50273

$167,500
0.13 AC lot

This block-constructed commercial space faces the John Wayne Museum and has public water and sewer service.

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Recreational Farm with River Frontage
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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Commercial Investment Property in Winterset
Commercial Investment Property in Winterset

115 E Washington St, Winterset, IA 50273

$720,000
7,920 sqft

Fully leased commercial property with strong revenue and high visibility.

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Recreational Farm with River Frontage
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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Light Commercial Development Lot
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 Mixed-Use Office Property
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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Three-Acre Commercial Land
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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Light Commercial Development Land
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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Historic Office Building
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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Commercial Land Development Lot
Commercial Land Development Lot

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

$185,000
1.14 AC lot

Comm-zoned land parcel with public water and sewer service planned for a new light commercial development.

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Remodeled Office Building
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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Mixed-Use Buildings with Apartments
Mixed-Use Buildings with Apartments

112 & 116 E Court Avenue, Winterset, IA 50273

$815,000

Leased configuration places commercial occupants below residential apartments.

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Live-Work Office Building
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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Agricultural Land With Barn
Agricultural Land With Barn

1700 Highway 169, Winterset, IA 50273

$193,000
5.01 AC lot

AG-zoned acreage includes a barn, workshop, and rural water and electric at the road.

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Concrete Retail Storefront Building
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
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 34 active listings on our real estate platform. These investment opportunities span a total of 269,534 square feet of properties for sale, with an estimated market value of $23,261,300.

Sale prices for business properties in Winterset, IA start at $125,000, averaging $802,113, 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 $725.5K

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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