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Explore Similar Condos Within 25 Miles of Winner, SD

  • /20

    $339,900

    • 2 Beds
    • 2 Baths
    • 1,355 Sq Ft

    326 Logan Ave, Gregory, SD 57533

    Brand-new construction twinhome in Gregory offering comfortable, low-maintenance living. This thoughtfully designed home features 2 bedrooms and 2 bathrooms with an open, functional layout ideal for everyday living. The kitchen flows seamlessly into the living and dining areas, providing a welcoming space for both relaxing and entertaining. An attached garage adds convenience and additional

    Carson Koehn Juffer Real Estate

    326 Logan Ave, Gregory, SD 57533
  • /25

    $399,900

    • 3 Beds
    • 2 Baths
    • 1,720 Sq Ft

    406 Logan Ave, Gregory, SD 57533

    Step into modern comfort and convenience at 406 Logan Ave. This stylish twin home offers single-level living with a bright, open-concept layout, vaulted ceilings, and a beautifully designed kitchen featuring an island and walk in pantry.Enjoy thoughtful details throughout, including in-floor heat, central air, an attached two-stall garage, and a lawn irrigation system.

    Alison Woods Juffer Real Estate

    406 Logan Ave, Gregory, SD 57533

Why Live in Winner

Winner, South Dakota is a remote but self-sufficient small town on the southern plains, where two-lane highways and long-standing family businesses shape daily life. U.S. Highway 183 and South Dakota Route 44 meet on the east side of town, bringing a brief surge of traffic each summer as riders use this route to and from the Sturgis Motorcycle Rally. Around the main drag, residents find grocery stores like Winner Super Foods and County Fair Food Store, hardware stores, and a range of dining features, including Winner Chicken Dinner, known for its broasted chicken. Big-box shopping means a drive of about two hours to Pierre or Rapid City, so many people stock up there every few months. Residential streets are wide and quiet, lined with midcentury homes built mostly in the 1930s through 1950s, with flat, grassy, tree-shaded yards and a growing number of single-story ranch-style houses that suit the town’s aging population. The Winner School District includes three schools, with the middle and high school sharing a building and the high school earning attention for its state champion football program. McDonald Park provides a public pool, softball field, tennis courts, and the Winner Youth Bass Fishing Pond, while nearby land supports popular hunting for pheasant, turkey, deer, and even prairie dogs, and the local 9-hole Winner Country Club golf course adds another low-key recreation option.

Home Trends in Winner, SD

Housing Trends

Median Sale Price
$170,000
Median Single Family Sale Price
$235,000
Average Price Per Sq Ft
$146
Number of Homes for Sale
12
Last 12 months Home Sales
10
Months of Supply
14.40
Median List Price
$220,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
21%
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