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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: 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.
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: 4/2
MLS # 546732
Welcome Home! Where can you find 4 bedroom 2 bath home that is ready for possession. Large kitchen with appliances included. Dining area open to kitchen and family room. Master bedroom on the main level plus additional bedroom and office/play area. The upper level has 2 additional bedrooms plus a large bathroom. 1st floor laundry, large deck and corner lot make this home a must see!
Beds/Baths: 3/3
MLS # 547590
Country living awaits you in this beautiful 3BR home situated on nearly 4-1/2 acres just south of Winterset. Beautiful tile, hardwood, a fireplace, mature landscaping, built-ins, & a wonderful mudroom are only some of the features that you'll find in this inviting home. The eat-in kitchen has abundant cabinets, an island, granite countertops & stainless steel appliances. (The stove is a fabulous 5-burner gas model!) The corner sink has 2 windows so you can see the views, & you can also catch the views from the rear porch that's accessible from the kitchen. The master BR is located on the main floor, along with a formal dining room, family room w/fireplace & built-in's, and a tiled entry with a gorgeous wood-clad arched ceiling. Main floor laundry room includes a sink & storage. The lower lever features another cozy sitting room, 2 bedrooms, a full bath & walkout access to the rear. You'll appreciate the storage shed & 3-car attached garage. Come see what could be yours! Call today!
Beds/Baths: 4/3
MLS # 546265
Own a gorgeous piece of Winterset history! This home has been completely renovated and is loaded with charm. Built to last, the stone walls of the main house are maintenance-free. The massive addition from 2014 preserved the aesthetics of the historic house with the amenities of new construction, including updated plumbing, hvac and electrical and an attached oversized 2-car garage. The beautiful great room boasts 2 original wood-burning fireplaces and rustic beams. The huge gourmet kitchen has premium appliances including a gas stove; a butcher block island; custom cabinetry; and granite counters. A mudroom, laundry and bedroom with 3/4 bath completes the main level. Upstairs is a gorgeous master suite including a full bath with claw foot tub, shower, double vanity and large walk-in closet. Also upstairs is a large family room, 2 additional bedrooms and another full bathroom. This home is walking distance to parks, school and Winterset’s historic square district. 5-year tax abatement!

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