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Nestled in the picturesque rolling terrain, Winterset, Iowa is famous as the birthplace of actor John Wayne and the world-famous covered bridges that were popularized by Robert James Waller’s novel, “The Bridges of Madison County.”

Winterset is a fascinating and fun place to visit, explore and live, with a rich history, enticing shopping and dining, welcoming lodgings, a thriving business community and a responsive economic development group. During the summer, Winterset and Madison County host a whole calendar’s worth of great community events such as live music at the Madison County Winery, Two Saints Winery and Covered Bridge Winery. You can also catch a summer concert series featuring the Winterset Community Band and local artists in Winterset’s town square, a monthly classic car show, see a movie at the Art Matinee Theater, shop at the weekly farmers market and attend local bike nights for both bicycle and motorcycle lovers!

Winterset also hosts a multitude of events throughout the year that provide the community with fun, food and everything in between. The city celebrates local celebrity John Wayne during his annual birthday celebration in May and the United States’ birthday during the annual Independence Day celebration in July. The Madison County Fair brings together animals, food and competitions of all types at the end of July. In August, community members get active at the annual Cannonball Pump and Run, which combines weight lifting, running and a post-party in to one family fun event and come back together mere days later for delicious barbeque at the Madison County BBQ Shootout. In October, you can enjoy the literary side of the community at the annual Covered Bridges Festival which features food, entertainment, the famous covered bridges and beautiful fall colors.

When you want to get away for the weekend the Des Moines Metro area is just a 30 minute drive to popular events and attractions like the Blank Park Zoo, the Iowa Cubs, the Science Center of Iowa, the Des Moines Arts Festival and the Des Moines Farmers Market. For additional information, check out the Catch Des Moines website which includes events and entertainment the Des Moines Metro area. 

If you're interested in visiting and living in Winterset, visit the Madison County website which includes community information, as well as information about the above events and more!

Wanting to move to this picturesque community nestled in the heart of Madison County?  Then check out the most current list of available Winterset homes for sale and find the home and community of your dreams.


Winterset Homes for Sale:

Beds/Baths: 0/0
MLS # 536768
Excellent offering here as a hobby farm, getaway, hunting paradise, and more! Beautiful parcel of land on hard surface road. Great views! Nearly 36 acres 4 year old hay ground. Balance timber and pasture (35.99 acres) per recent survey. This is very plat-able ground that would make excellent sites for smaller equestrian style acreage sites.
Beds/Baths: 0/0
MLS # 527180
Wonderful building lots in Winterset! Cul-De-Sac home sites available with a great price!
Beds/Baths: 0/0
MLS # 546205
Commercial building lot in prime location. High increases in traffic count along highway. Area is home to new commercial construction that includes: retail store, hotel, bank, grocery store & office building. Great access to lot from public frontage road -- just west of Highway 169/92.
Beds/Baths: 0/0
MLS # 550861
Commercial building with great visibility located on Highway 169 just North of Winterset. This property offers versatility and could be used for many types of business including warehouse, construction, retail, or office. The building is fully insulated and has gas forced heat, central air, well and city water, hot water heater, bathroom and a security system with 4 cameras (included). Currently the interior of the building is divided with an insulated wall and sliding door to a front area with bathroom and back shop area--both heated and cooled. An 8 x 12 ft exterior garage door in the back makes for easy access for loading/unloading or deliveries. The shop lights have been recently updated with high efficiency fixtures. Outside you will find a concrete parking lot and plenty of off street parking.
Beds/Baths: 3/2
MLS # 547701
Great location for this 3 bedroom 2 bathroom home located next to the elementary school and just blocks away from the Winterset square. 1 car detached garage. Located on a large corner lot.

View all Winterset houses for sale