Winona, MN Homes for Sale

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  /59

  $700,000

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

  265 6th St W, Winona, MN 55987

  A blend of historic elegance & modern income potential-in the heart of Winona. This home features hardwood floors, built-in hutches/bookshelves & multiple fireplaces. The main living space offers 5- beds, 3-baths & main-floor laundry. This property includes 2 rental units: a 2-bed, 1-bath apart. on the upper level & a 3-bed, 1-bath apart. in the lower level. Enjoy a spacious wraparound front

  

  Jenny Cisewski

  Edina Realty, Inc

  (507) 448-6865

  265 6th St W, Winona, MN 55987
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• 

  

  

  /59

  $700,000

  • 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

  

  Jenny Cisewski

  Edina Realty, Inc.

  (507) 410-5951

  265 W Broadway St, Winona, MN 55987
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  /24

  $200,000

  • 1 Bed
  • 1 Bath
  • 845 Sq Ft

  1430 Highway 43, Winona, MN 55987

  Nestled in a picturesque valley yet conveniently within city limits, this property offers the best of both worlds—beautiful bluff views and a tranquil, private setting. Whether you’re seeking a site for multiple homes or your dream building site, this location presents endless possibilities.The property includes a home that, while in need of significant TLC, provides a solid foundation for

  

  Jenny Cisewski

  Edina Realty, Inc.

  (507) 417-8093

  1430 Highway 43, Winona, MN 55987
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  /41

  $725,000

  • 4 Beds
  • 3.5 Baths
  • 2,988 Sq Ft

  24141 E Burns Valley Rd, Winona, MN 55987

  Within the 9-inch exterior walls of this custom-built 3-bed, 4-bath home, you'll find thoughtfully designed spaces. An office, recreation room, family room, formal dining room, and eat-in breakfast area offer plenty of living space, with large rooms and walk-in closets throughout. The kitchen is beautifully appointed with a pantry and sleek black stainless steel appliances. Upstairs, the primary

  

  Amy Cornelius

  Keller Williams Premier Realty

  (507) 502-7130

  24141 E Burns Valley Rd, Winona, MN 55987
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  /49

  $889,000

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft

  540 Prairie Island Road North Rd N, Winona, MN 55987

  One-of-a-Kind Riverfront Property that boasts 50+ acres of ponds, scenic trails, a private boat landing, & a versatile, removable dock system with a jet ski port. Offering unparalleled easy access to the Mississippi River. Recent upgrades include a newer forced air furnace, water softener, central air conditioning, updated shingles, and appliances. Spacious Six-Car Garage: Featuring a newer

  

  Jenny Cisewski

  Edina Realty, Inc

  (507) 800-0458

  540 Prairie Island Road North Rd N, Winona, MN 55987
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  /62

  $889,000

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft

  540 Prairie Island Rd N, Winona, MN 55987

  One-of-a-Kind Riverfront Property on fifty plus acres. Discover a truly unique riverfront property offering unparalleled access to the Mississippi River. This property boasts 50+ acres of ponds, scenic trails, a private boat landing, & a versatile, removable dock system with a jet ski port. Enjoy direct, easy access to the water for all your recreational needs. Features and Updates:Modern

  

  Jenny Cisewski

  Edina Realty, Inc.

  (507) 570-8210

  540 Prairie Island Rd N, Winona, MN 55987
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  /41

  $520,000

  • 4 Beds
  • 3 Baths
  • 3,094 Sq Ft

  65 Forest Oak Ct, Winona, MN 55987

  

  Jenny Cisewski

  Edina Realty, Inc

  (507) 502-6071

  65 Forest Oak Ct, Winona, MN 55987
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  /42

  $599,000

  • 4 Beds
  • 4 Baths
  • 4,356 Sq Ft

  131 Jay Bee Dr, Winona, MN 55987

  This spacious 4 bedroom, 4 bathroom home is located on a beautiful one acre lot in the desirable Gilmore Valley neighborhood. This lovely Tudor style home has over 4200 square feet of finished living space, and a large 3 car garage for your vehicles and toys. The home boasts two expansive sunrooms - one on the main level and another on the lower level - perfect for year round relaxation,

  Sonja Kunce Coldwell Banker River Valley, REALTORS

  131 Jay Bee Dr, Winona, MN 55987
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  /24

  $699,900

  • 5 Beds
  • 5 Baths
  • 3,690 Sq Ft

  2220 Garvin Heights Rd, Winona, MN 55987

  Right on the edge of town sits this picturesque custom built home. Sitting on 4 acres with a private serene setting backed up to woods with trails and beautiful sunsets. Some amenities included with this property-3 season porch with cathedral ceiling, multi level outdoor space, additional 2 story heated detached garage with plumbing and entertainment space (or perfect for a business, maybe a

  Mitchell Walch Coffee House Real Estate LLC

  2220 Garvin Heights Rd, Winona, MN 55987
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  /47

  $549,000

  • 4 Beds
  • 3 Baths
  • 3,596 Sq Ft

  23677 County Road 23, Winona, MN 55987

  This beautiful 4 bedroom, 3 bath home is picturesque and is located on 10 private acres with nature and trails--and just 10 minutes from Winona. In the backyard, you will find a large 33 foot above ground pool surrounded by expansive decks, ideal for relaxing or entertaining. This home has a spacious 8 x 20 front porch for relaxing. Inside, the home features a massive open-concept kitchen,

  Sonja Kunce Coldwell Banker River Valley, REALTORS

  23677 County Road 23, Winona, MN 55987
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  /37

  $521,000 Open Sat 10AM - 1PM

  • 3 Beds
  • 3 Baths
  • 2,850 Sq Ft

  76 College Rd, Winona, MN 55987

  Welcome to this thoughtfully designed and beautifully crafted home, built in 2017 and nestled in a caring, close-knit neighborhood. Enjoy breathtaking bluff views and the serenity of the Driftless Region, all from the comfort of a high-quality, low-maintenance home.Step inside to find a spacious, light-filled two-story living room with a cozy gas fireplace, creating a warm and inviting

  Phil Cameron RE/MAX Results

  76 College Rd, Winona, MN 55987
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  /65

  $550,000

  • 5 Beds
  • 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 tone for

  Angela Thompson Coldwell Banker River Valley, REALTORS

  328 Wilson St, Winona, MN 55987
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  /17

  $194,000

  • 2 Beds
  • 1 Bath
  • 1,114 Sq Ft

  1870 W 4th St, Winona, MN 55987

  The seller has done an overhaul of this 2-bedroom ranch. The exterior has new siding, windows, patio. The interior has been freshly painted on the main level. The kitchen was gutted with new cabinets, counter tops, flooring and appliances. The bathroom has a wonderful, new walk-in shower, vanity and flooring. The basement has a finished family Room and den. You'll enjoy the large yard with patio

  DeAnne Forsythe Coldwell Banker River Valley, REALTORS

  1870 W 4th St, Winona, MN 55987
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  /26

  $4,800,000

  • 124,308 Sq Ft

  157 W 3rd St, Winona, MN 55987

  The historic Kensington is a prime Investment property featuring a vibrant 55 plus community and an active commercial clientele. Currently 48 residential units and 10 commercial units. Located in the heart of Winona and within walking distance to restaurants, shopping, entertainment. Many updates have been recently completed in the last couple of years. Property has been mediculously

  Adam Weissenberger Coldwell Banker Commercial River Valley

  157 W 3rd St, Winona, MN 55987
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  /29

  $250,000

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft

  516 W King St, Winona, MN 55987

  Step into timeless charm with this beautifully updated classic 4-square home, offering a perfect blend of historic character and modern comfort. This spacious residence features 3 large bedrooms, 2 bathrooms, and an oversized office ideal for remote work or hobbies. The recently remodeled kitchen and bathrooms showcase stylish finishes that complement the home's original character. Enjoy

  Celeste Liesch Edina Realty, Inc.

  516 W King St, Winona, MN 55987
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  /29

  $250,000

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft

  516 W 9th St, Winona, MN 55987

  Step into timeless charm with this beautifully updated classic 4-square home, offering a perfect blend of historic character & modern comfort. This spacious residence features 3 large bedrooms, 2 baths & an oversized office. The recently remodeled kitchen & bathrooms showcase stylish finishes that complement the home's original character. Enjoy year-round relaxation in the sunroom & 2 inviting

  Celeste Liesch Edina Realty, Inc

  516 W 9th St, Winona, MN 55987
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  /15

  $2,700,000

  • 13,860 Sq Ft

  104 E 4th St, Winona, MN 55987

  This is a unique and rare opportunity to own a half of a city block in the historic downtown section of Winona. This amazing location has 3 separate structures each featuring something special and is perfect for either an owner/user or investor. Building 1 - (104-108 E 4th) consists of 13,860 square feet of open space and a heated parking garage. Building 2 (114 E 4th) is warehouse style

  Cherie Burke Keller Williams Premier Realty

  104 E 4th St, Winona, MN 55987
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  /5

  $950,000

  • Land
  • 0.06 Acre
  • $15,833,333 per Acre

  56 E 3rd St, Winona, MN 55987

  Prime vacant lot consisting of three parcels located in the heart of downtown Winona! A rare opportunity to bring your vision to life in a vibrant and growing area. Whether you're planning a new business, development project, or investment, the possibilities are endless. Drive by anytime and imagine the potential!

  Christopher Jacobson Richard L. Jacobson Real Estate

  56 E 3rd St, Winona, MN 55987
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  /13

  $249,900

  • 3 Beds
  • 1 Bath
  • 1,032 Sq Ft

  4155 W 7th St, Winona, MN 55987

  Welcome to this newly renovated three bedroom, one bath home featuring an open floor plan. All three bedrooms are located on the main floor. Home has hardwood floors, new kitchen, and wide open basement for all your storage needs. Step outside to a fenced in yard and nice two car garage. Schedule a showing today!

  Patrick Peterson Edina Realty, Inc.

  4155 W 7th St, Winona, MN 55987
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  /40

  $239,900

  • 3 Beds
  • 2 Baths
  • 1,224 Sq Ft

  1008 W 2nd St, Winona, MN 55987

  Come check out this charming two bedroom on main level, with one bedroom apartment upstairs for possible owner occupied or mother-in-law suite. Large backyard and two car garage. Located in a quiet neighborhood. $25,000 in recent improvements have been made.

  Aubre Heberlein Key Real Estate

  1008 W 2nd St, Winona, MN 55987
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  /17

  $134,900

  • 1 Bed
  • 1 Bath
  • 848 Sq Ft

  318 Mcbride St, Winona, MN 55987

  Why rent when you can own this charming 1BR, 1BA home in a desirable Winona neighborhood—just blocks from campus! With classic hardwood floors, a welcoming 3-season room, and a sunroom with French doors off the dining area, this home is filled with character and natural light. The kitchen and bathroom are cute and functional, with plenty of potential to update over time. A full unfinished

  Gayle Dolle RE/MAX Results

  318 Mcbride St, Winona, MN 55987
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  /36

  $380,000

  • 3 Beds
  • 2 Baths
  • 2,272 Sq Ft

  857 W Burns Valley Rd, Winona, MN 55987

  Sharp twin home on quiet street ready to move in. This three bed, two bath updated home is very low maintenance. The yard is very private with wooded area and a shed. Great home for entertaining NO HOA fee. New washer, dryer, refrigerator, RO system, softener, carpets, upstairs shades, landscaping, fencing and so much more.

  Jilaine Schmidt Edina Realty, Inc.

  857 W Burns Valley Rd, Winona, MN 55987
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  /35

  $289,900

  • 4 Beds
  • 2 Baths
  • 2,177 Sq Ft

  512 Grand St, Winona, MN 55987

  A wonderful combination of old and new! Spacious rooms with high ceilings, large windows allowing for bright sunshine along with a practical floor plan, are just some of the great features that makes this a wonderful home. An awesome and spacious three season porch, raised garden beds, the charm of the wide millwork along with a dry clean and useful basement. All this only a few short blocks from

  Tim Tlougan Edina Realty, Inc.

  512 Grand St, Winona, MN 55987
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  /40

  $249,000

  • 4 Beds
  • 2.5 Baths
  • 1,774 Sq Ft

  919 W Howard St, Winona, MN 55987

  Welcome to this warm and inviting home, ideally located on a picturesque, tree-lined street in Winona. With its blend of classic charm and open floorplan, this spacious 4-bedroom, 2-bath home is ready for you to move in and make it your own. As you approach, you’ll be greeted by a delightful, sun-filled front porch—an enclosed space with windows that is perfect for enjoying your morning coffee or

  Brenda Scott Coldwell Banker River Valley, REALTORS

  919 W Howard St, Winona, MN 55987
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  /21

  $229,900

  • 3 Beds
  • 3 Baths
  • 2,084 Sq Ft

  753 11th St W, Winona, MN 55987

  This charming 3-bedroom, 2.5-bath property has everything you need and more. Step inside to a spacious living room perfect for gatherings, featuring beautiful hardwood floors throughout. The kitchen and dining areas offer a great layout with tons of potential-ready for your personal touch and updates to make it your own. The primary bedroom is a standout with a huge walk-in closet and a private

  Angela Thompson Coldwell Banker River Valley, REALTORS

  753 11th St W, Winona, MN 55987
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  /41

  $285,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 2 Baths
  • 1,952 Sq Ft

  789 W 5th St, Winona, MN 55987

  This charming 4-bedroom, 2-bath, 2-story home blends classic character with modern updates! Inside you’ll find fresh paint, updated kitchen and bathrooms, new laminate flooring, tall ceilings, and beautiful maple hardwood floors. The kitchen features a center island, perfect for gathering and everyday use. Enjoy the bonus of a walk-up attic offering great storage or future living space potential,

  Angela Thompson Coldwell Banker River Valley, REALTORS

  789 W 5th St, Winona, MN 55987
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  /35

  $295,000 Open Sun 11:30AM - 1PM

  • 3 Beds
  • 2 Baths
  • 2,466 Sq Ft

  635 46th Ave, Winona, MN 55987

  Welcome to this charming ranch-style home situated on a spacious corner lot along the city's popular parade route, offering a perfect blend of comfort, style, and convenience. Featuring three bedrooms on the main level and two bathrooms, this well-maintained home is designed for both easy everyday living and relaxed entertaining. The vaulted ceiling in the main floor family room creates an open,

  Bruce Bechly Keller Williams Premier Realty

  635 46th Ave, Winona, MN 55987
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  /21

  $229,900

  • 3 Beds
  • 2.5 Baths
  • 2,084 Sq Ft

  753 W Mark St, Winona, MN 55987

  Welcome home! This charming 3-bedroom, 2.5-bath property has everything you need and more. Step inside to a spacious living room perfect for gatherings, featuring beautiful hardwood floors throughout. The kitchen and dining areas offer a great layout with tons of potential—ready for your personal touch and updates to make it your own. The primary bedroom is a standout with a huge walk-in closet

  Angela Thompson Coldwell Banker River Valley, REALTORS

  753 W Mark St, Winona, MN 55987
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  /3

  $30,000

  • Land
  • 0.12 Acre
  • $250,000 per Acre

  74 Brickyard Ln, Winona, MN 55987

  WELCOME TO UNIVERSITY VILLAGE! This is a very desirable 55 & older community. Short drive to shops, restaurants, walking trails, and much more. No builder restrictions. There are 2 parcels included in this price.

  Thomas Maroushek Real Broker, LLC.

  74 Brickyard Ln, Winona, MN 55987
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  /3

  $30,000

  • Land
  • 0.12 Acre
  • $250,000 per Acre

  77 College Rd, Winona, MN 55987

  WELCOME TO UNIVERSITY VILLAGE! This is a very desirable 55 & older community. Short drive to shops, restaurants, walking trails, and much more. No builder restrictions. There is 2 parcels included in the price.

  Thomas Maroushek Real Broker, LLC.

  77 College Rd, Winona, MN 55987
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  /27

  $285,000

  • 4 Beds
  • 2 Baths
  • 2,074 Sq Ft

  556 Kerry Dr, Winona, MN 55987

  This well-maintained 4-bedroom, 2-bath home offers a perfect blend of comfort and functionality. Inside, you’ll find a bright, open layout with generous living space, ideal for both relaxing and entertaining. The kitchen opens to the dining and living areas, creating an easy flow throughout the main living spaces. Each bedroom is comfortably sized with ample closet space. Step outside to enjoy

  Beth Nordaune Real Broker, LLC.

  556 Kerry Dr, Winona, MN 55987
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  /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
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  /26

  $179,900

  • 2 Beds
  • 1 Bath
  • 1,124 Sq Ft

  222 E Mark St, Winona, MN 55987

  Well cared for and newly updated one story 2 bedroom home on a full lot.Features include a large living room, spacious wheelchair bedroom, a large updated bathroom with roll-inshower, main floor laundry.The yard features 2 raised gardens and additional flower bed.

  John Krage Coldwell Banker River Valley, REALTORS

  222 E Mark St, Winona, MN 55987
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  /43

  $250,000

  • 3 Beds
  • 1 Bath
  • 1,205 Sq Ft

  1601 Garvin Heights Rd, Winona, MN 55987

  Well-maintained 3-bedroom, 1-bath two-story home with one of the best views of the city of Winona. The kitchen and bathroom have been recently renovated, and the main floor includes two separate living areas, main floor laundry, and plenty of natural lighting. The fully fenced backyard—with newly added privacy fencing—is ideal for pets, gardening, or entertaining. The unfinished basement provides

  Alex Mayer eXp Realty

  1601 Garvin Heights Rd, Winona, MN 55987
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  /80

  $995,000

  • 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
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  /17

  $155,000

  • 1 Bed
  • 1.5 Baths
  • 865 Sq Ft

  458 High Forest St, Winona, MN 55987

  Why rent when you can own this Ranch home with one-level living and a full basement. The home offers a spacious primary bedroom with private laundry room/walk in closet, recent updates to the kitchen and bathroom, side porch, and an eat in kitchen. First time home buyers, ask about down payment assistance with Minnesota Housing to purchase this property.

  Celeste Liesch Edina Realty, Inc

  458 High Forest St, Winona, MN 55987
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  /35

  $277,900

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft

  218 Thomas Dr, Rollingstone, MN 55969

  Experience the ultimate in convenience in this like-new twin home, built in 2021! Featuring 2 bedrooms and 2 bathrooms, this home offers In-floor hear, modern amenities and a thoughtful layout. The primary suite is a sanctuary with its own bathroom and a large walk-in closet equipped with a washer and dryer for unparalleled convenience. The open-concept eat-in kitchen, informal dining area, and

  Eric Nustad Key Real Estate

  218 Thomas Dr, Rollingstone, MN 55969
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  /14

  $215,000

  • 4 Beds
  • 3 Baths
  • 1,929 Sq Ft

  108 E Broadway St, Winona, MN 55987

  This stunning 4-bedroom, 3-bathroom home offers the perfect blend of charm, comfort, and convenience! Featuring gorgeous hardwood floors throughout, this home boasts a spacious main-floor bedroom, ideal for easy living. The large deck provides the perfect space for entertaining or relaxing, all while enjoying the vibrant energy of being right on the Steamboat Days parade route! With a one-car

  Christopher Jacobson Richard L. Jacobson Real Estate

  108 E Broadway St, Winona, MN 55987
• 

  

  /24

  $214,900

  707 E 5th St, Winona, MN 55987

  Great opportunity to add to your investment portfolio with this well-maintained duplex in Winona. Lower unit is currently rented for $1,080/month and features 3 bedrooms and an office. Upper unit is rented for $1,250/month, featuring 2-3 bedrooms and updated LVP flooring. Both units are clean, well-kept and also have access to laundry in the basement. Tenants pay all utilities. This is a

  Tony Nehring eXp Realty LLC

  707 E 5th St, Winona, MN 55987
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  /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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