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5-Bedroom Homes for Sale in Winona County MN

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  • /12

    $700,000 Coming Soon

    • 10 Beds
    • 4.5 Baths
    • 5,782 Sq Ft

    265 W Broadway St, Winona, MN 55987

    A rare blend of historic elegance and modern income potential—this stately property is a standout in the heart of Winona. Full of original charm, it features beautiful woodwork, hardwood floors, pocket doors, built-in hutches and bookshelves, and multiple fireplaces throughout. The main living space offers 5- bedrooms, 3-bathrooms, and the convenience of main-floor laundry—providing plenty of

    Agent Photo

    Jenny Cisewski

    Edina Realty, Inc.

    (507) 410-5951

    265 W Broadway St, Winona, MN 55987
  • /20

    $230,000

    • 8 Beds
    • 2 Baths
    • 2,000 Sq Ft

    186 E Howard St, Winona, MN 55987

    Don’t miss this excellent chance to expand your rental portfolio with a well-maintained duplex offering strong income potential. The property features a total of 8 bedrooms—3 upstairs and 5 on the main floor. Each unit is certified for up to 5 unrelated occupants, with the current rental license valid through February 2028. Tenants enjoy shared laundry facilities in the basement, as well as

    Laura Slavey Keller Williams Premier Realty

    186 E Howard St, Winona, MN 55987
  • /46

    $420,000

    • 5 Beds
    • 3.5 Baths
    • 3,338 Sq Ft

    245 Oak Leaf Dr, Winona, MN 55987

    This spacious 2 story home is situated in the popular Valley Oaks neighborhood. This 5-6 bedroom home has 3.5 baths, and a 3 car garage. As you enter the home, you are immediately greeted by an airy, open living room that feels warm and welcoming. The main level also features a formal dining room, large kitchen, family room with fireplace, half bath, and laundry room. Upstairs you have the

    Sonja Kunce Coldwell Banker River Valley, REALTORS

    245 Oak Leaf Dr, Winona, MN 55987
  • /43

    $660,000

    • 5 Beds
    • 3.5 Baths
    • 4,510 Sq Ft

    1392 Crestview Dr, Winona, MN 55987

    Total Wow Factor! Welcome to 1392 Crestview Drive...your NEW home in the popular Crestview neighborhood! This property is ready for the next chapter of love, fun, laughter, giggles and the pitter-patter of children's feet with a new family! This 5 bedroom 4,658 square foot property is truly one of the most special homes in Winona...offering exceptional architectural composition, exquisite

    Wendy Killen Keller Williams Premier Realty

    1392 Crestview Dr, Winona, MN 55987
  • /65

    $599,900

    • 5 Beds
    • 3.5 Baths
    • 5,265 Sq Ft

    328 Wilson St, Winona, MN 55987

    Historic Charm Meets Modern Comfort in the Heart of WinonaWelcome to 328 Wilson Street, a historic and stately brick colonial that blends classic elegance with warmth and character. Nestled in a delightful neighborhood in the heart of Winona, this stunning home boasts magnificent curb appeal and a splendid presence. Step into the exquisite foyer with a grand open staircase that sets the

    Angela Thompson Coldwell Banker River Valley, REALTORS

    328 Wilson St, Winona, MN 55987
  • /69

    $1,100,000

    • 6 Beds
    • 4.5 Baths
    • 8,800 Sq Ft

    34506 Pleasant Point Dr, Winona, MN 55987

    This incredible 6 bed, 4.5 bath rural retreat sits on 10.5 private acres and offers over 8,800 square feet with a 3-car attached garage. It's energy-efficient with geothermal heating/cooling, 91 solar panels (est. 36,000 kWh/yr, $125,000 value), a custom Amish wood-burning fireplace, and two pellet stoves. Recent updates include new siding, roof, windows, and doors in 2023. This property features

    Andrew Fischer Castle Realty, LLC

    34506 Pleasant Point Dr, Winona, MN 55987
  • /58

    $2,400,000

    • 6 Beds
    • 6 Baths
    • 8,700 Sq Ft

    661 Market St, Winona, MN 55987

    This 1929 English manor blends Tudor and Italian styles, spanning four city lots for ultimate privacy and elegance. Designed by architect Otto A. Merman, it is constructed from hand-chiseled travertine stone from five quarries, offering both beauty and durability. Inside, find four carvedfireplaces, a grand iron staircase, original wrought-iron fixtures, and a mix of slate and restored wood

    Moe Mossa Savvy Avenue, LLC

    661 Market St, Winona, MN 55987
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