25

Winona, MN Homes for Sale with Garage

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  • /39

    $587,900

    • 4 Beds
    • 2.5 Baths
    • 2,820 Sq Ft

    169 Cobblestone Ln, Winona, MN 55987

    Looking for space, privacy, and a top-tier neighborhood? Act fast—this Cobblestone Creek home checks every box! Enjoy peaceful country living just minutes from Winona, with rolling hills, beautiful scenery, and a welcoming community. This 4-bed, 2.5-bath home features an open floor plan, solid-surface countertops, walk-in pantry, and main-floor laundry. A private primary suite offers a walk-in

    Agent Photo

    Gayle Dolle

    RE/MAX Results

    (507) 417-0888

    169 Cobblestone Ln, Winona, MN 55987
  • /86

    $1,425,000

    • 3 Beds
    • 3.5 Baths
    • 6,433 Sq Ft

    26085 Frank Hill Rd, Winona, MN 55987

    Set on 96+/- acres in the Driftless Region of Winona County, this property is a rare find combining modern living with incredible outdoor recreation. Nearly all of the land is heavy timber with a complete trail network, secluded food plot, and a Redneck blind positioned in a valley on the north end. Bordering large agricultural fields to the east and west, the land hunts big and is well-known for

    Bob Stalberger Whitetail Properties Real Estate

    26085 Frank Hill Rd, Winona, MN 55987
  • /34

    $275,000

    • 6 Beds
    • 2 Baths
    • 2,765 Sq Ft

    724 W 6th St, Winona, MN 55987

    Gorgeous duplex with classic charm in the heart of west Winona! With modern updates and spacious layouts, this is a turnkey opportunity for an investor or someone looking to live in one unit while renting the other to build instant equity.Beautifully maintained and updated throughout with consistent rental income for the past 15 years. Thehouse has an updated electrical panel and service, new

    Angela Schott Keller Williams Premier Realty

    724 W 6th St, Winona, MN 55987
  • /39

    $290,000

    • 2 Beds
    • 2 Baths
    • 2,092 Sq Ft

    860 53rd Ave, Winona, MN 55987

    This well cared for, unique 2 bed, 2 car garage is close to parks and schools. Nice living space for entertaining inside & out. The yard is flat for easy care. This home is a must see.

    Jilaine Schmidt Edina Realty, Inc.

    860 53rd Ave, Winona, MN 55987
  • /54

    $779,900

    • 6 Beds
    • 5 Baths
    • 5,129 Sq Ft

    271 E Garvin Heights Rd, Winona, MN 55987

    A rare opportunity in Garvin Heights! This 6-bedroom, 5-bath home offers endless flexibility—perfect for multigenerational living, investment, or business use. Enjoy panoramic bluff views, two fireplaces, and an open-concept main level ideal for entertaining. The lower level features a full mother-in-law suite with private entrance, kitchen, bath, and laundry, plus a fitness room and sauna

    Angela Thompson Coldwell Banker River Valley, REALTORS

    271 E Garvin Heights Rd, Winona, MN 55987
  • /34

    $399,900

    • 3 Beds
    • 2 Baths
    • 1,738 Sq Ft

    368 Dresser Dr, Winona, MN 55987

    Welcome to Knopp Valley! This immaculately cared for home is move-in ready and waiting for its next owner. Offering 3 bedrooms and 2 bathrooms, this property features a warm and inviting gas fireplace, a vaulted ceiling with loft space perfect for a game room, office, or cozy reading nook. The main floor bedroom is currently used as a den and includes a sliding door leading to the back deck,

    Angela Thompson Coldwell Banker River Valley, REALTORS

    368 Dresser Dr, Winona, MN 55987
  • /36

    $423,900

    • 3 Beds
    • 4 Baths
    • 3,792 Sq Ft

    386 Pleasant Hill Dr, Winona, MN 55987

    Tucked into a quiet, country-feel neighborhood just minutes from town amenities, this one-of-a-kind home offers the perfect blend of comfort, space, and serenity. With 3 main-floor bedrooms—including a spacious primary suite—plus a dedicated office and convenient main-floor laundry, this home is as functional as it is inviting. Rich hardwood floors flow throughout, leading you into a warm and

    Kelly Meyer Keller Williams Premier Realty

    386 Pleasant Hill Dr, Winona, MN 55987
  • /37

    $460,000

    • 4 Beds
    • 3 Baths
    • 3,104 Sq Ft

    384 Valley Oaks Dr, Winona, MN 55987

    Welcome home to this newer twin home in the sought-after Valley Oaks neighborhood, where comfort, style, and low-maintenance living come together. This spacious home offers 4 bedrooms and 3 full bathrooms, designed with an inviting open-concept layout perfect for everyday living and entertaining. The main level features a cozy gas fireplace, seamless flow between living, dining, and kitchen

    Jason Hubbard Real Broker, LLC.

    384 Valley Oaks Dr, Winona, MN 55987
  • /48

    $539,000

    • 4 Beds
    • 2.5 Baths
    • 3,216 Sq Ft

    72 W Mill St, Winona, MN 55987

    Welcome to 72 Mill Street where historic charm meets modern living, nestled in the heart of Winona! This late-1800's charmer offers the perfect blend of timeless character, modern updates and an unbeatable location. Just steps from the park, lake and vibrant downtown, you'll love the convenience of having everything you need just steps from your door. Inside, this home has been updated from top

    Angela Thompson Coldwell Banker River Valley, REALTORS

    72 W Mill St, Winona, MN 55987
  • /26

    $299,900 New Construction

    • 2 Beds
    • 1.5 Baths

    355 Laird St, Winona, MN 55987

    Rare opportunity in Winona! Enjoy brand-new construction just steps from Bloedow's Bakery. This beautifully designed 2 bed, 1.5 bath home offers one-level living with modern finishes throughout. The spacious living room features a vaulted ceiling, creating an open and airy feel you'll love. The kitchen is outfitted with sleek quartz countertops, while the primary bath includes a stunning tiled

    Taylor Wardwell Coldwell Banker River Valley, REALTORS

    355 Laird St, Winona, MN 55987
  • /47

    $995,000

    • 5 Beds
    • 2.5 Baths
    • 5,778 Sq Ft

    2331 Goodview Rd, Winona, MN 55987

    This house truly has it all—set on 15 acres of land, it offers a rare combination of luxury, comfort, and country living just 2 minutes to Winona. Completely renovated throughout, the home showcases a designer chef’s kitchen with premium finishes, high-end bathrooms featuring custom tile and stone, and a stunning great room with soaring 20-foot ceilings. A private indoor heated swimming pool,

    Celeste Liesch Edina Realty, Inc.

    2331 Goodview Rd, Winona, MN 55987
  • /39

    $319,900

    • 4 Beds
    • 1 Bath
    • 1,432 Sq Ft

    253 W Mill St, Winona, MN 55987

    Charming Folk Victorian home full of character and everyday functionality, ideally located close to the lake and within walking distance to Winona State University. This four-bedroom, one-bath home offers timeless curb appeal with inviting front and side porches—perfect for morning coffee, evening relaxation, and everyday convenience.The enclosed side porch provides an ideal drop zone for

    Angela Thompson Coldwell Banker River Valley, REALTORS

    253 W Mill St, Winona, MN 55987
  • /38

    $549,900

    • 4 Beds
    • 3 Baths
    • 2,800 Sq Ft

    25578 Pelican Ln, Winona, MN 55987

    Experience the best of riverfront living with this beautifully renovated 4-bedroom, 3-bath home offering panoramic views of the Mississippi River. Nestled on a waterfront lot with its own private dock and covered boat parking, this fully furnished home is move-in ready and packed with upgrades.Inside, you'll find all-new flooring upstairs and down, brand-new interior and exterior doors, and

    Hannah Schmidt eXp Realty

    25578 Pelican Ln, Winona, MN 55987
  • /75

    $950,000

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

    34506 Pleasant Point Dr, Winona, MN 55987

    Nestled on 10.5 peaceful acres just 12 min from Winona and 30 from La Crosse, this 6-bed, 4.5-bath retreat offers 8,800+ sq ft, a 3-car garage, and a fully private in-law suite with its own entryideal for multigenerational living or rental income. Enjoy a custom Amish wood-burning fireplace, two pellet stoves, geothermal heating/cooling, and 91 solar panels (est. $125K value) for serious energy

    Andrew Fischer Castle Realty, LLC

    34506 Pleasant Point Dr, Winona, MN 55987
  • /52

    $879,900

    • 3 Beds
    • 3.5 Baths
    • 4,324 Sq Ft

    24334 County Road 9, Winona, MN 55987

    A Rare and Breathtaking 10-Acre Country Retreat!Calling all prairie enthusiasts and lovers of peace and quiet—this one-of-a-kind property is a rare find nestled in the heart of the countryside. Set on 10 acres of serene, open land, this home offers the ultimate escape with stunning views, unmatched tranquility, and room to roam.The 3-bedroom, 4-bath home features vaulted ceilings, two

    Angela Thompson Coldwell Banker River Valley, REALTORS

    24334 County Road 9, Winona, MN 55987
  • /33

    $225,000

    • 4 Beds
    • 2 Baths
    • 1,926 Sq Ft

    418 Wilson St, Winona, MN 55987

    Classic charm meets opportunity in this 4-bedroom, 2-bath two-story located in the heart of Winona. This home features maple floors throughout, ready for refinishing and brought back to their original beauty. Timeless character shines with an open staircase, pocket doors, and an inviting front porch.The walk-up attic offers excellent potential for future expansion, while the full basement

    Jenny Cisewski Edina Realty, Inc.

    418 Wilson St, Winona, MN 55987
  • /37

    $649,900

    • 3 Beds
    • 2.5 Baths
    • 2,460 Sq Ft

    36074 Old Homer Rd, Winona, MN 55987

    Panoramic Mississippi River views greet you from every floor of this beautifully updated three-story home. Nearly every major item has been upgradedflooring, garage doors, HVAC, tankless water heater, appliances, pantry, fireplace, and moremaking this property truly turn-key. Step inside and enjoy modern convenience throughout: whole-home speaker system, remote-control blinds, smart lighting, and

    Angela Thompson Coldwell Banker River Valley, REALTORS

    36074 Old Homer Rd, Winona, MN 55987
  • /70

    $1,018,000

    • 5 Beds
    • 4 Baths
    • 4,420 Sq Ft

    24242 Pfeiffer Hill Rd, Winona, MN 55987

    Wow! Beautiful Cedar House on the Hill with stunning views and amazing sunsets. Custom built 5 bedroom, 4 bath home on 9+ acres of serenity and only 10-12 minutes from Winona. Extremely well thought out open floor plan with amenities galore! Not limited to: lower level in-floor heat, surround sound speakers throughout (inside and out), 9-foot ceilings, 10' wrap around porch on four sides of the

    Tim Tlougan Edina Realty, Inc.

    24242 Pfeiffer Hill Rd, Winona, MN 55987
  • /21

    $189,000

    • 2 Beds
    • 2 Baths
    • 1,407 Sq Ft

    465 Hamilton St, Winona, MN 55987

    This two bedroom, two bath ranch offers a functional and comfortable layout. The main level features a welcoming living space and an eat-in kitchen, while the lower level includes a family room with the option to add a third bedroom, home office, or guest space. The home features newer, top-of-the-line appliances, including the washer and dryer. Heating is provided by a forced air furnace, and

    Jenny Cisewski Edina Realty, Inc.

    465 Hamilton St, Winona, MN 55987
  • /29

    $230,000

    • 3 Beds
    • 2 Baths
    • 1,756 Sq Ft

    670 W Sarnia St, Winona, MN 55987

    Welcome to this inviting three-bedroom, two-bath home featuring a large fenced-in backyard with a beautiful bluff view. Inside, you'll find hardwood floors, a game room in the basement, and new flooring in the kitchen and dining room. Recent bathroom updates add modern comfort and style. Enjoy the convenience of being within walking distance to the lake and close proximity to schools. A spacious

    Jenny Cisewski Edina Realty, Inc

    670 W Sarnia St, Winona, MN 55987
  • /99

    $995,000

    • 5 Beds
    • 3 Baths
    • 3,436 Sq Ft

    36415 Homer Valley Ln, Winona, MN 55987

    Back on the market, deal fell through! Story book setting is what you will find in this 51 acre hobby farm located just 10 minutes to Winona, Mn & quick access to the I-90. Once used as a horse training facility complete with a 10+ stall horse barn w/new steel roof/large hay mow, riding arena, additional pole shed w/work shop. Enjoy horses, beef, sheep, chickens & so much more! Large pastures,

    Sarah Hemker Century 21 Affiliated

    36415 Homer Valley Ln, Winona, MN 55987
  • /31

    $237,900

    • 4 Beds
    • 1.5 Baths
    • 2,012 Sq Ft

    60 E King St, Winona, MN 55987

    Gorgeous woodwork throughout, along with hardwood floors, 4 bedrooms, 1.5 baths, spacious rooms with high ceilings, very open main floor, some open space to the rear of the house, oversized one car garage, along with a carport. A lot of house for the money.

    Tim Tlougan Edina Realty, Inc.

    60 E King St, Winona, MN 55987
  • /5

    $249,000

    • 5 Beds
    • 3 Baths
    • 2,406 Sq Ft

    215 E 5th St, Winona, MN 55987

    This Unique Triplex has much to offer! A large 3-bedroom unit and 2, 1-bedroom units each providing their own laundry and hardwood floors. Many updates to check out! Income per month is $2400. 24-hour notice required.

    David McCorquodale Coffee House Real Estate LLC

    215 E 5th St, Winona, MN 55987
  • /78

    $2,400,000

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

    661 Market St, Winona, MN 55987

    This 1929 English manor gracefully blends Tudor and Italian influences, set across four city lots for unmatched privacy and elegance. Designed by noted architect Otto A. Merman, the residence is built from hand-chiseled travertine stone sourced from five different quarries, showcasing both artistry and enduring strength. Inside, timeless craftsmanship shines with four intricately carved

    Robin Gwaltney Re/Max Results

    661 Market St, Winona, MN 55987
  • /28

    $319,900

    • 3 Beds
    • 2 Baths
    • 1,664 Sq Ft

    26283 Meadowbrook Ln, Winona, MN 55987

    Great location at the end of a cul-de-sac only minutes from Winona surrounded by the beauty of Pleasant Valley! All the big dollar items have been done recently with: vinyl siding, hardwood floors, a 4-year-old roof, vinyl combination windows and a new $26,000 septic system! This home also features 3 spacious bedrooms, a primary 3⁄4 bath along with a full common bath, a 2+ car garage along with a

    Tim Tlougan Edina Realty, Inc.

    26283 Meadowbrook Ln, Winona, MN 55987

Home Trends in Winona, MN

Housing Trends

Median Sale Price
$230,000
Median Single Family Sale Price
$235,500
Median Townhouse Sale Price
$216,500
Average Price Per Sq Ft
$153
Number of Homes for Sale
23
Last 12 months Home Sales
337
Months of Supply
0.80
Median List Price
$233,750
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
7%
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