Starting at $995 Per Month
1407 W Mills St, Winterset, IA 50273
Cherry Creek
(855) 389-3360
$950 Per Month
59 W Jefferson St, Winterset, IA 50273
Available immediately is a large sunny apartment located on the square in Winterset, above the US Cellular store. The best part of this quiet unit is the stunning view of the Madison County Courthouse out of the two large front windows. There is an extra-large eat-in kitchen with a pantry, large bathroom and a huge storage closet. The beautiful hardwood floors and the unique antique pocket doors
Rachel Eller Summerset Realty
$1,500 Per Month
209 W Jefferson St, Winterset, IA 50273
This spacious, south facing newly renovated 2-bedroom, 2-bath condo offers modern comfort and upscale finishes throughout. The open-concept layout features a stylish kitchen with an island, high-end appliances, and ample cabinetry—perfect for entertaining or everyday living. Cozy up by the fireplace in the inviting living area, or enjoy the convenience of elevator access and secure underground
$1,950 Per Month
506 W Washington St, Winterset, IA 50273
Nestled in the heart of the Winterset historic area is this classic American Foursquare with early Craftsman accents. A wonderful example of historic charm and contemporary finish, this home has been expertly maintained and superbly updated to reflect modern design tastes. The living room and dining area are warm and inviting gathering places. The completely remodeled kitchen has abundant
Rachel Eller Summerset Realty
$800 Per Month
105 W Summit St, Winterset, IA 50273
Duplex apartment available in Winterset featuring 1 bedroom and 1 bathroom. This unit offers on-site laundry and basement access for additional storage and convenience. Rent is $800 per month with an $800 security deposit required. A $50 background check is required with the application. Contact for more details or to schedule a showing. 1 Bedroom, 1 bathroom townhome. This unit has stairs to
Winterset, IA, is a small city with a rich historical backdrop and ties to Hollywood legends John Wayne and Clint Eastwood. Known for its welcoming community, Winterset attracts tourists year-round with the John Wayne Birthplace Museum and the renowned covered bridges of Madison County. The city hosts annual events like the John Wayne birthday celebration in May and the Covered Bridge Festival in October, featuring over 150 vendors, a parade, and a classic car show. Winterset’s housing options include historic homes with Colonial Revival and Victorian influences, contemporary models in subdivisions, and homes on larger plots north of town. The city’s architecture is complemented by walkable streets shaded by mature trees. City Park, listed on the National Register of Historic Places, offers attractions such as the Cutler-Donahue Covered Bridge, Clark Tower, and a hedge maze, along with recreational facilities like a soccer complex, softball fields, and a skate park. Downtown Winterset maintains an old-time, small-town vibe with boutique shops, vintage stores, and family businesses centered around the Madison County Courthouse square. Dining options are plentiful, particularly along John Wayne Drive. The Winterset Community School District includes four schools, with Winterset Junior High being the highest rated. Located about 35 miles from Des Moines, Winterset is accessible via U.S. Highway 169 and Iowa Highway 92, connecting to major interstates and the Des Moines International Airport.
There are currently 5 homes available for rent in Winterset, IA. The median rent is $1,225 per month, with single-family homes renting at $950 and townhouses at $1,500.
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