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Newest Homes for Rent in Winterset, IA

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  • /21

    Starting at $995 Per Month

    • 3 Beds

    1407 W Mills St, Winterset, IA 50273

    Cherry Creek

    (855) 389-3360

    1407 W Mills St, Winterset, IA 50273
  • /16

    $1,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,065 Sq Ft
    • Townhouse for Rent

    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

    209 W Jefferson St, Winterset, IA 50273
  • /19

    $800 Per Month

    • 1 Bed
    • 1 Bath
    • Townhouse for Rent

    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

    105 W Summit St, Winterset, IA 50273
  • /14

    $950 Per Month

    • 1 Bed
    • 600 Sq Ft
    • House for Rent

    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

    59 W Jefferson St, Winterset, IA 50273
  • /6

    $1,950 Per Month

    • 4 Beds
    • 1.5 Baths
    • 2,087 Sq Ft
    • House for Rent

    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

    506 W Washington St, Winterset, IA 50273

Frequently Asked Questions

How much does it cost to rent a home in Winterset, IA?
The median rent for a home in Winterset, IA is $1,225 per month, though prices vary by neighborhood, size, and property type. As of May 2026, single-family homes tend to be the most affordable option while townhouses are currently more expensive.
How much do you need to make to afford rent in Winterset, IA?
To comfortably afford the median rent in Winterset, IA, a household needs to earn roughly $49,000 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $1,225 per month in Winterset, IA, renters typically need to show $3,675 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.
Is it more affordable to rent or buy in Winterset, IA?
In Winterset, IA, the price-to-rent ratio is 17.7, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.
What neighborhoods in Winterset, IA are best for renting a home?
The best neighborhood for renting in Winterset, IA depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a home include Southwestern Hills, Watrous South, Merle Hay, Greater South Side and North of Grand, each with its own character and price range.

Rental Home Trends in Winterset, IA

Rental Home Trends

Number of Homes for Rent
5
Median Rent
$1,225
Median Single Family Home Rent
$875
Median Townhouse Rent
$1,500
How to Rent a Home