In this Community:
Community Stats

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: 4/2
MLS # 545620
Move right in to this beautifully updated, grand turn-of-the-century home. There is plenty of room to spread out in this 2224 sq ft 4 bedroom, 2 bathroom home situated on a corner lot. With a large formal dining room, eat-in kitchen and spacious living room this house is an entertainers dream. The first floor also features a second living room/office, mudroom and first floor laundry. The 3 car detached garage is perfect for a workshop or graduation parties. This gorgeous home is within a short walking distance to downtown Winterset and the elementary school. Subject to sellers finding home of choice.
Beds/Baths: 0/0
MLS # 450486
A great piece of ground ready for commercial development. Utilities are present, church, ice cream shop, suite of offices, funeral home, retail space, restaurant, etc. Tax base commercial: 5 year slide, tax abatement 75%- 60% 45%-30% - 15%
Beds/Baths: 0/0
MLS # 527178
Wonderful building lots in Winterset! Cul-De-Sac home sites available with a great price!
Beds/Baths: 3/2
MLS # 532841
Welcome home! You will absolutely fall in love with the charm, character, and history in this Folk Victorian house! Entering through the wrap around front porch, you’ll be welcomed by carved newel posts leading to the upstairs, and a quaint wooden bench to relax on. The beautiful columned partition brings you into the parlor and main family room with an East facing bay window. Pocket doors lead you to the family dining room complete with a butler pantry with it’s own hot dish door to the kitchen! Glide through the swing door into the large kitchen with a full laundry/mud room and a door to the backyard! You’ll love the convenience of the servant staircase leading from the formal dining room/kitchen upstairs! This isn’t your typical historic home, with large closets, linen closets, and updated bathrooms, there’s nothing to do but move in! All original woodwork, crown molding, new paint and updated wiring! Come take a look at this one, you don’t want to miss it!
Beds/Baths: 0/0
MLS # 419316
Covered Bridge Estates- One of Madison County's premiere Developments 3 ac. lots. Choose a variety of walk-outs, day lights and standard lots. Covered Bridge Estates offers the best of both worlds, country living and easy access to the Des Moines metro. Located on Hwy 169 and the roads in the development are paved. Stunning views all around! Bring your own builder. Contract Available

View all Winterset houses for sale