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    Winterset, IA Commercial Real Estate for Sale

    7 results
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    Commercial Investment Property in Winterset
    $775,000
    0.40 Acres

    Commercial Investment Property in Winterset

    115 E Washington St, Winterset, IA 50273

    Fully leased retail property in historic Winterset with high visibility.

    • Fully leased commercial investment property with strong annual revenue and a healthy capitalization rate.
    • High traffic and visibility location across from the John Wayne Birthplace & Museum and one block from the historic town square.
    • Building in great condition with large parking lot, exterior safety/security lighting, ADA access, and modern signage.
    • Located in Winterset, a community known for tourism, historic covered bridges, and holiday festivals.
    • Located in Madison County with high median household income.
    Updated: Jan 23
    View details
    Executive Building Lot Near Winterset
    $372,750
    18.64 Acres

    Executive Building Lot Near Winterset

    Clark Tower Rd, Winterset, IA 50273

    18.64-acre building lot south of Winterset, Iowa.

    • Premium 18.64‑acre executive building lot with direct access off paved Clark Tower Road.
    • Utilities readily available at the road for a smooth build process.
    • Gentle topography and expansive views create a stunning backdrop.
    • Located within 40 minutes of the Des Moines metro.
    • Estimated 17.23 FSA cropland acres with a solid CSR2 of 71.6.
    Updated: Nov 26, 2025
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    Productive Farmland with Newer Home
    Contact for pricing
    230.90 Acres

    Productive Farmland with Newer Home

    230.9 acre farm with high-quality soil and recreational features.

    2107 265Th St, Winterset, IA 50273
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    Serene Parklike Setting Land
    $199,000
    13.60 Acres

    Serene Parklike Setting Land

    13.6 acres of land with creek, trees, and shelter.

    Ivy Trl, Winterset, IA 50273
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    Winterset Square Commercial Gem
    $575,000
    12,980 SF

    Winterset Square Commercial Gem

    Historic building, retail & apartments

    70 Court Ave, Winterset, IA 50273
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    Productive Farmland in Winterset, Iowa
    $450,000
    30.00 Acres

    Productive Farmland in Winterset, Iowa

    30 acres of tillable land perfect for farming or building.

    Rr Scott Township, Winterset, IA 50222
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    Historic Winterset Retail Space
    $259,000
    2,134 SF

    Historic Winterset Retail Space

    Charming retail space, high foot traffic.

    John Wayne Dr, Winterset, IA 50273
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    Based on your search, we've compiled 11 Potential Opportunities for your consideration. Besides 7 Active listings in Winterset, IA, we suggest exploring several alternatives: 4 properties in Nearby Cities

    Explore Opportunities in Nearby Cities

    Here are 4 Similar properties we found in Nearby Locations for your consideration.

    Secluded Land with Mature Trees
    $995,000
    61.42 Acres

    Secluded Land with Mature Trees

    61.42 acres of land with mature trees and great views.

    2039 145Th Ln, Earlham, IA 50072
    View details
    Prime Recreational Land Opportunity
    $475,000
    30.00 Acres

    Prime Recreational Land Opportunity

    30 acres of recreational land near West Des Moines.

    30 Hogback Rd, Earlham, IA 50072
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    Truro, Iowa Land For Sale
    $409,290
    39.98 Acres

    Truro, Iowa Land For Sale

    39.98 acres of land with tillable acreage and timber.

    Truro Rd, Truro, IA 50257
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    Picturesque Land Parcel in Truro, Iowa
    $329,000
    25.24 Acres

    Picturesque Land Parcel in Truro, Iowa

    25.24-acre building site/hobby farm near St. Charles, Iowa.

    R35 Hwy, Truro, IA 50257
    View details

    Winterset, IA Commercial Real Estate Investment Opportunities Market Analysis

    Explore 7 commercial real estate for sale in Winterset, IA, showcased through 7 active listings on our real estate platform. These investment opportunities span a total of 3,740,062 square feet of properties for sale, with an estimated market value of $3,171,250.

    Sale prices for business properties in Winterset, IA start at $199,000, averaging $453,035, and reaching up to $775,000 — 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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