Homes for Sale in 55987

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  /51

  $499,900

  Coming Soon

  • 6 Beds
  • 3.5 Baths
  • 3,858 Sq Ft

  414 Dacota St, Winona, MN 55987

  Prepare to be wowed by this stunning six-bedroom, four-bath home filled with character, space, and incredible versatility! Soaring ceilings and a cozy fireplace create an impressive great room, while the spacious kitchen features solid-surface countertops and plenty of room to gather. The private primary suite is a true retreat with its own fireplace, heated floors, walk-in closet, and sliding

  Angela Thompson Coldwell Banker River Valley, REALTORS

  414 Dacota St, Winona, MN 55987
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  /28

  $189,000

  • 2 Beds
  • 1 Bath
  • 1,020 Sq Ft

  623 E Howard St, Winona, MN 55987

  This 2 bedroom, 1 bath home is in a fantastic location with plenty of space both inside and out. The oversized living room overlooks the very large backyard, giving you plenty of room to spread out. A cement pad is already in place, making it a great start for you to add your own garage in the future. The bathroom offers plenty of space, and both bedrooms are generously sized. You will also love

  

  Amy Cornelius

  Keller Williams Premier Realty

  623 E Howard St, Winona, MN 55987
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  /19

  $210,000

  • 3 Beds
  • 1 Bath
  • 1,536 Sq Ft

  569 W Wabasha St, Winona, MN 55987

  Welcome home! This charming property offers 3 bedrooms plus an additional bonus room perfect for a home office, nursery, or flex space. The spacious primary bedroom features a huge walk-in closet, while the main floor offers convenient laundry and full bathroom.Enjoy peace of mind with a newer solid metal roof installed in 2025, along with a newer A/C and furnace. Relax on the inviting front

  Tina Patterson Keller Williams Premier Realty

  569 W Wabasha St, Winona, MN 55987
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  /21

  $175,000

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft

  687 W Belleview St, Winona, MN 55987

  Great opportunity to build some quick equity! This 2 bedroom, 1 bathroom home offers everything conveniently located on one level, along with a 1 stall attached garage. Bring your cosmetic ideas and make this home your own. The large fenced backyard provides plenty of room to enjoy the outdoors. Conveniently located within walking distance to several schools and the walking paths. A great option

  

  Amy Cornelius

  Keller Williams Premier Realty

  687 W Belleview St, Winona, MN 55987
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  /44

  $220,000

  • 5 Beds
  • 2 Baths
  • 1,400 Sq Ft

  423 W Mark St, Winona, MN 55987

  A rare opportunity with incredible flexibility and income potential! This property offers a unique setup with 4 bedrooms and 1 bathroom throughout the main level and basement, plus a separate upper-levelefficiency unit with its own small kitchen, bathroom, and private entrance. The possibilities are trulyendless—live comfortably in the main home while renting the upper unit for additional

  Octavio Cortes-Velazquez RE/MAX Advantage Plus

  423 W Mark St, Winona, MN 55987
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  /2

  $110,000

  • 2 Beds
  • 1 Bath
  • 795 Sq Ft

  515 Vila St, Winona, MN 55987

  Sold prior to listing.

  Jessica Lingen eXp Realty

  515 Vila St, Winona, MN 55987
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  /2

  $220,000

  • 3 Beds
  • 1.5 Baths
  • 2,148 Sq Ft

  4618 W 5th St, Winona, MN 55987

  Charming Ranch Home on a Spacious Half-Acre Lot! Welcome home to this inviting 3-bedroom, 2-bathroom ranch-style home, ideally situated on a generous half-acre lot. Offering comfortable living spaces and plenty of room to enjoy the outdoors, this property has something for everyone. Step inside to find new flooring throughout most of the home, creating a fresh and updated feel. The home offers

  Celeste Liesch Edina Realty, Inc.

  4618 W 5th St, Winona, MN 55987
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  /25

  $145,000

  $5K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 980 Sq Ft

  577 W Sanborn St, Winona, MN 55987

  Perfect starter home or a great addition to your rental portfolio, conveniently located just a few blocks from the college. This home features an open floor plan, three bedrooms, and a sunny front porch. Current rental certificate expires in 2027 and allows for 5 unrelated occupants. A great opportunity in a convenient Winona location!

  David Tschudy Real Broker, LLC.

  577 W Sanborn St, Winona, MN 55987
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  /26

  $319,900

  • 3 Beds
  • 2 Baths
  • 1,584 Sq Ft

  106 Glendale Rd, Winona, MN 55987

  Historic Character, Timeless Charm & Peaceful SurroundingsWelcome to a truly special 3-bedroom home where local history, distinctive craftsmanship, and comfortable living come together. An inviting open-concept main floor creates a wonderful flow for everyday living and entertaining, with a beautiful kitchen at the heart of the home, featuring ample storage and plenty of kitchen

  Shawn Beier Real Broker, LLC.

  106 Glendale Rd, Winona, MN 55987
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  /29

  $319,900

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,114 Sq Ft

  1026 Glen Echo Rd, Winona, MN 55987

  This clean, well-maintained, move in ready home is a 3-bedroom, 2.5 bath and offers plenty of space and natural light. The large windows brighten the home, while the spacious primary bedroom provides a comfortable retreat. The lower level features a family room, storage room, and additional space to enjoy. A 2-car attached garage adds convenience, and the wooded backyard offers a peaceful setting.

  Angela Greene RE/MAX Results

  1026 Glen Echo Rd, Winona, MN 55987
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  /36

  $550,000

  • 3 Beds
  • 2.5 Baths
  • 2,916 Sq Ft

  68 Whispering Ave, Winona, MN 55987

  Very hard to find spacious 2,900 square foot 3-bedroom, 3 bath townhouse in a very private setting with wildlife abounding on all three sides! This property includes his and her offices/dens, 2 living rooms, main floor laundry, newer kitchen, custom stained glass, whole house surround sound plus a 4-car garage and a full basement just waiting for development.

  

  Tim Tlougan

  Edina Realty, Inc.

  68 Whispering Ave, Winona, MN 55987
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  /20

  $204,900

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft

  317 E Howard St, Winona, MN 55987

  Affordable, move-in ready and maintenance free! 2+ bedroom home with an updated bath/laundry, full basement with high ceilings, plus a 2nd floor bath waiting for development! Great quiet neighborhood with a full lot and lots of yard space.

  

  Tim Tlougan

  Edina Realty, Inc.

  317 E Howard St, Winona, MN 55987
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  /34

  $439,000

  • 4 Beds
  • 2.5 Baths
  • 2,549 Sq Ft

  65 E Broadway St, Winona, MN 55987

  Prepare to be surprised by everything this spacious home has to offer! Step inside and you’ll find a warm, inviting interior featuring beautiful bamboo flooring and a fantastic kitchen with stainless steel appliances, solid-surface countertops and plenty of space for cooking and gathering. The sun-filled four-season room, cozy gas fireplace and inviting living spaces make this home wonderful for

  

  Jenny Cisewski

  Edina Realty, Inc.

  65 E Broadway St, Winona, MN 55987
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  /24

  $260,000

  • 3 Beds
  • 2 Baths
  • 2,056 Sq Ft

  351 E 8th St, Winona, MN 55987

  Welcome to this inviting 3-bedroom, 2-bath home offering a comfortable layout and a convenient location close to parks, schools, downtown, shopping and dining. The spacious front porch provides a welcoming entrance and a great place to relax. The main level features a spacious dining room, eat-in kitchen with ample cabinet space, main-floor bedroom, full bathroom and convenient main-floor

  

  Jenny Cisewski

  Edina Realty, Inc

  351 E 8th St, Winona, MN 55987
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  /34

  $439,000

  • 4 Beds
  • 2.5 Baths
  • 2,549 Sq Ft

  65 6th St E, Winona, MN 55987

  Prepare to be surprised by everything this spacious home has to offer! Step inside and you'll find beautiful bamboo flooring and a fantastic kitchen with stainless steel appliances, solid-surface countertops and plenty of space for cooking and gathering. The sun-filled four-season room, cozy gas fireplace and inviting living spaces make this home wonderful for both everyday living and

  

  Jenny Cisewski

  Edina Realty, Inc

  65 6th St E, Winona, MN 55987
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  /29

  $479,000

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft

  225 Oak Leaf Dr, Winona, MN 55987

  Welcome to this spacious 4-bedroom, 3+ bathroom home located in the desirable Valley Oaks neighborhood! This home offers plenty of space along with features that make it comfortable for both everyday living and entertaining. Cozy up around the wood-burning fireplace or step outside onto the large back deck, offering a great space to relax, entertain, and enjoy the outdoors.The primary

  Christopher Jacobson Richard L. Jacobson Real Estate

  225 Oak Leaf Dr, Winona, MN 55987
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  /42

  $339,900

  Open Sun 12:30PM - 2PM

  • 4 Beds
  • 2 Baths
  • 1,786 Sq Ft

  8270 E Main St, Winona, MN 55987

  Whether you want to have your business right at home or need plenty of storage space, this is the one, just minutes from Winona. This home is booming with character and waiting for you to add your touches. With four generous bedrooms, two bathrooms, an updated kitchen with new appliances, large dining & living rooms, attached one car garage, a partially finished basement for additional living

  Jesse Ebner RE/MAX Advantage Plus

  8270 E Main St, Winona, MN 55987
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  /58

  $424,900

  • 4 Beds
  • 2 Baths
  • 3,000 Sq Ft

  24425 County Road 17, Winona, MN 55987

  The beautiful open concept 3000 sq ft, 4-bedroom 2 bath home has vaulted ceilings and windows from floor to ceiling which allow you to take in the breathtaking views of the Pleasant Valley from most all the rooms in the house. The fully paved driveway leads to the house which sits perched on the wooded hillside and full of mature pines, oaks and hardwood timber. A concrete patio wraps around the

  Jeff Brogle Bluff Country Properties,LLC.

  24425 County Road 17, Winona, MN 55987
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  /31

  $230,000

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

  159 E King St, Winona, MN 55987

  Great opportunity to own a well-located duplex in Winona featuring two units, each with 4 bedrooms and 1 bathroom. Whether you're looking to expand your investment portfolio or live in one unit while generating rental income from the other, this property offers excellent flexibility. The two-unit setup offers the potential for strong rental income while giving an owner-occupant the opportunity to

  Laura Slavey Keller Williams Premier Realty

  159 E King St, Winona, MN 55987
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  /44

  $275,000

  • 3 Beds
  • 2 Baths
  • 1,584 Sq Ft

  689 E Lake Blvd, Winona, MN 55987

  Welcome to this well-cared-for 3-bedroom, 2-bath home on Lake Boulevard, where year-round views of Lake Winona take center stage. Large living room windows bring the beautiful lake scenery inside and create a welcoming space to relax and enjoy the changing seasons. The home features new windows throughout, new laminate flooring, and spacious bedrooms with plenty of room for family, guests or a

  

  Christopher Hus

  Re/Max Results

  689 E Lake Blvd, Winona, MN 55987
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  /26

  $369,900

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

  27317 Fern Glen Rd, Dakota, MN 55925

  Enjoy a stunning Mississippi River view from almost every room! After undergoing a full remodel & primary suite addition, this bright & spacious Dakota home is ready for new owners. The main floor features two bedrooms, tile bathroom, functional kitchen, two living spaces, and a sun room to fully take in the view. The whole upper level is a primary suite, complete with more river views, bathroom

  Michele Burton Edina Realty, Inc.

  27317 Fern Glen Rd, Dakota, MN 55925
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  /32

  $229,000

  $21K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,044 Sq Ft

  Unlisted Address

  Welcome to this spacious 5-bedroom home. 4 bedrooms conveniently located on the main floor plus a room in the basement that could be a bedroom or used as a rec room/bar. The house sits on a generous corner lot in a quiet, well-established neighborhood. This property offers a solid foundation and a functional layout, ready for your personal touch and updates. Large windows bring in plenty of

  Gile Gibbons Edina Realty, Inc.

  Unlisted Address
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  /34

  $225,000

  • 4 Beds
  • 2 Baths
  • 1,200 Sq Ft

  149 E Lake Blvd, Winona, MN 55987

  First time on the market and truly one of a kind! This fun and whimsical property offers amazing views, beautiful established perennials and features you simply don't find every day. The main home has 3 bedrooms, a full bathroom, laundry tucked into a butler's pantry and 2 rooms with incredible views. The basement offers tons of storage. Outside, enjoy one of the most unique screened porches you

  

  Amy Cornelius

  Keller Williams Premier Realty

  149 E Lake Blvd, Winona, MN 55987
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  /21

  $215,000

  • 3 Beds
  • 3 Baths
  • 2,172 Sq Ft

  521 Kansas St, Winona, MN 55987

  Three bedrooms, three bathrooms, and a comfortable 2,172 square feet — this house has the kind of breathing room that makes daily life feel a whole lot easier. Whether you're looking for extra space or simply want more room to spread out, this floor plan delivers.Inside, the layout keeps things practical without feeling cramped. The primary bedroom gives you a quiet spot to retreat to,

  Luke Ihde Homes Plus Realty

  521 Kansas St, Winona, MN 55987
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  /21

  $283,000

  • 3 Beds
  • 2 Baths
  • 1,481 Sq Ft

  1103 Gilmore Ave, Winona, MN 55987

  Welcome home to this charming 3-bedroom, 2-bathroom home in a fantastic Winona location! Enjoy stunning views from the living room and primary bedroom, along with beautiful red oak hardwood floors in the main living and dining areas and two main-floor bedrooms. The hardwood floors were refinished in 2018, and the kitchen features a new laminate countertop installed in December 2024. The inviting

  Donna Dahl Pemberton RE

  1103 Gilmore Ave, Winona, MN 55987
• 

  

  /22

  $225,000

  • 3 Beds
  • 1 Bath
  • 1,520 Sq Ft

  134 Fairfax St, Winona, MN 55987

  Located near the golf course, this 3 bedroom home offers plenty of space and possibilities. All 3 bedrooms are on one level, with one currently being used as a laundry and storage room. Move the laundry to the basement and open up that room for additional living space. Wood floors add character throughout the home. The large eat in kitchen is great for everyday meals, while the basement offers a

  

  Amy Cornelius

  Keller Williams Premier Realty

  134 Fairfax St, Winona, MN 55987
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  /25

  $260,000

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft

  351 E Sanborn St, Winona, MN 55987

  Welcome to this inviting 3-bedroom, 2-bath home offering a comfortable layout and a convenient location close to parks, schools, downtown, shopping and dining. The spacious front porch provides a welcoming entrance and a great place to relax.The main level features a spacious dining room, eat-in kitchen with ample cabinet space, main-floor bedroom, full bathroom and convenient main-floor

  

  Jenny Cisewski

  Edina Realty, Inc.

  351 E Sanborn St, Winona, MN 55987
• 

  

  /23

  $180,000

  • 4 Beds
  • 1 Bath
  • 1,400 Sq Ft

  561 E Belleview St, Winona, MN 55987

  Super convenient location close to the bike path with great views of Sugar Loaf! Set back from the street, this home offers a little more privacy and space, plus a yard filled with established perennials. Check out all of these updates! New roof in 2021 and brand new hot water heater. With the exception of the refrigerator, all appliances, including the washer and dryer, are under 5 years old.

  

  Amy Cornelius

  Keller Williams Premier Realty

  561 E Belleview St, Winona, MN 55987
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  /20

  $265,000

  • 3 Beds
  • 1 Bath
  • 1,439 Sq Ft

  34810 Old Homer Rd, Winona, MN 55987

  Welcome to 34810 Old Homer Road, a cozy, cabin-like retreat situated just across from the Mississippi River! This charming three-bedroom, one-bath home offers comfortable one-level living with spacious bedrooms, a generous full bathroom, newer furnace and central air, and a warm, inviting feel throughout.What truly sets this property apart is the additional lot, offering an incredible

  

  Jenny Cisewski

  Edina Realty, Inc.

  34810 Old Homer Rd, Winona, MN 55987
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  /24

  $299,900

  • Land
  • 40 Acres
  • $7,498 per Acre

  000 German Ridge Rd, Warren, MN 55987

  Nestled in the heart of Winona County, Minnesota-a region legendary for producing world-class whitetails-lies this turnkey 40-acre all-timber hunting tract. Designed with precision management and low-impact hunting in mind, this property offers a rare combination of absolute seclusion, strategic access, and optimized wildlife habitat. Whether you are an avid bowhunter or a land investor, this

  Lucas Mestad American Legacy Land Company

  000 German Ridge Rd, Warren, MN 55987
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  /54

  $924,900

  • 4 Beds
  • 4.5 Baths
  • 5,900 Sq Ft

  801 Spring Brook Dr, Winona, MN 55987

  Rarely does a property offer this combination of space, privacy, recreation, and versatility. Situated on approximately 1.6 acres in the desirable Spring Brook/Cobblestone neighborhood, this impressive home offers nearly 5,900 sq. ft. of finished living space, 5 bedrooms, exceptional outdoor amenities, and an incredible six heated garage spaces. At the heart of the home is a beautifully designed

  Angela Thompson Coldwell Banker River Valley, REALTORS

  801 Spring Brook Dr, Winona, MN 55987
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  /28

  $185,000

  • 3 Beds
  • 1 Bath
  • 1,345 Sq Ft

  419 E Broadway St, Winona, MN 55987

  3 bedroom, 1 bath home with plenty of potential to make it your own! Wood floors run throughout the home, and the basement offers bonus space for a family room, office, hobby area, or whatever fits your needs. This home needs some TLC, but it’s a great opportunity to put in your own updates and build equity alongthe way. The 2 stall garage provides great storage, and the large deck is a nice spot

  

  Amy Cornelius

  Keller Williams Premier Realty

  419 E Broadway St, Winona, MN 55987
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  /5

  $699,000

  • Land
  • 2,613 Sq Ft
  • $11,650,000 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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  /31

  $215,000

  Open Sat 10:30AM - 12PM $5K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft

  574 Wilson St, Winona, MN 55987

  Welcome to this charming and nicely updated home on a desirable corner lot. Everything has been done for you, including a brand-new metal roof, a new HVAC system and newer flooring throughout. Best of all, this property is rental certified, making it an incredible find for both future homeowners and smart investors. Do not miss out on a turn-key property that combines modern comfort with a

  Mark Miranda Edina Realty, Inc.

  574 Wilson St, Winona, MN 55987
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  /24

  $339,900

  • 4 Beds
  • 1 Bath
  • 1,751 Sq Ft

  765 E Lake Blvd, Winona, MN 55987

  The shop is the true standout. With 2,275 sq. ft. that have 16-foot ceilings, two 14-foot garage doors, three additional 8-foot garage doors, and a heated portion of the building, there is an incredible amount of room for vehicles, equipment, hobbies, storage, and a 1/4 bathroom. Finding this kind of substantial workspace on a property this close to everything Winona has to offer is exceptionally

  Shawn Beier Real Broker, LLC.

  765 E Lake Blvd, Winona, MN 55987
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  /25

  $570,000

  • 4 Beds
  • 2.5 Baths
  • 2,450 Sq Ft

  720 Main St, Winona, MN 55987

  Stately 4 bedroom, 2.5 bath home with open porch and patio which looks out onto Lake Park. All bedrooms are on the upper level. The main floor boosts a formal dining room, huge living room with fireplace, sunroom which overlooks Lake Park and has a half bath.

  Jack Krage Coldwell Banker River Valley, REALTORS

  720 Main St, Winona, MN 55987
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  /37

  $349,900

  $35K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,720 Sq Ft

  4820 13th St, Winona, MN 55987

  Tucked away on a quiet cul-de-sac, this home is more than just a place to live—it’s a deep breath of fresh air at the end of a long day.From the moment you step inside this exceptionally well-built 4-bedroom, 3 1/2 bath walkout ranch home, you are greeted by an undeniable sense of peace and space. Vaulted cathedral ceilings draw the eye upward, allowing natural light to cascade through a

  

  Gayle Dolle

  RE/MAX Results

  4820 13th St, Winona, MN 55987
• 

  

  /26

  $359,900

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,120 Sq Ft

  152 Janet Marie Ln, Winona, MN 55987

  Immaculate townhome in quiet neighborhood. Easy main floor living with primary bedroom walk-in closet and private bathroom. Vaulted open kitchen with large breakfast bar/island and spacious living & dining room with fireplace that walks out to the deck overlooking woods. Lower level has family room that walks out to the patio, second and third bedrooms or office, full bath. Laundry and half bath

  Jonelle Moore Coldwell Banker River Valley, REALTORS

  152 Janet Marie Ln, Winona, MN 55987
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  /48

  $699,900

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

  24334 County Road 9, Winona, MN 55987

  Nestled in the breathtaking natural beauty of Cedar Valley, this 10+ acre country retreat offers peaceful country living. Built in 1984, this home was thoughtfully designed to embrace its spectacular surroundings, showcasing stunning views in every direction. Offering over 4,200 square feet of living space, the home features 3 bedrooms and 3 bathrooms, vaulted ceilings, two fireplaces, and a

  Angela Thompson Coldwell Banker River Valley, REALTORS

  24334 County Road 9, Winona, MN 55987
• 

  

  /29

  $125,000

  • 1 Bed
  • 1 Bath
  • 1,188 Sq Ft

  556 W 5th St, Winona, MN 55987

  Welcome to 556 W 5th Street in Winona! This charming home offers an excellent opportunity for anyone seeking an affordable property in a convenient location. The comfortable floor plan makes great use of the space, while the fenced-in yard provides room for pets, gardening, entertaining, or relaxing outdoors. Conveniently situated near Winona’s shopping, dining, parks, schools, and other everyday

  Kris Lindahl Kris Lindahl Real Estate

  556 W 5th St, Winona, MN 55987

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