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1557 Gilmore Avenue, Winona
$190,000
4 Beds ⋅ 3 Baths ⋅ 7119860 MLS

1557 Gilmore Avenue, Winona

Listing courtesy of .

227 Mankato Avenue, Winona
$190,000
3 Beds ⋅ 2 Baths ⋅ 7089833 MLS
Welcome home to this charming 3+ bedroom, 2 bathroom property full of character and warmth. From the inviting front porch to the beautiful original woodwork and hardwood floors, this home offers a comfortable blend of timeless charm and everyday functionality. The main floor features a flexible family room or office space, while the full unfinished basement provides plenty of storage and future potential. You'll also appreciate the vinyl siding, newer windows, front porch, and the convenience of off-street parking with space for up to 3 vehicles. * Property is rental certified

227 Mankato Avenue, Winona

Listing courtesy of Richard L. Jacobson Real Estate.

655 Huff Street, Winona
$185,000
3 Beds ⋅ 1 Baths ⋅ 7110029 MLS
Location, location, Location! This charming home is a short walk to campus and just minutes away from the lakes. This three-bedroom home has a rental license that will add to more possibilities... You could live in this home or rent it out! The exterior and interior have been recently painted. This home has main floor living with bedroom, laundry, and kitchen all on the same floor. Make an appointment today!

655 Huff Street, Winona

Listing courtesy of Real Broker, LLC..

1123 Marian Street, Winona
$185,000
3 Beds ⋅ 1 Baths ⋅ 7046114 MLS
Sold prior to listing.

1123 Marian Street, Winona

Listing courtesy of Real Broker, LLC..

1328B Mcnally Drive, Winona
$184,500
2 Beds ⋅ 1 Baths ⋅ 7090480 MLS
Enjoy easy, one-level living in this beautifully maintained townhome! The wonderful kitchen offers abundant cabinet and countertop space, plus a pantry for all your storage needs. Convenient main-floor laundry and two main-floor bedrooms make daily living a breeze, including an oversized primary bedroom with 2 large closets that provides a comfortable retreat. The large, open-concept living and dining areas create an inviting space for relaxing or entertaining guests. The well-appointed bathroom features a walk-in shower and generous vanity countertop space. An attached two-car garage adds convenience and extra storage. Step outside to your private patio, perfect for entertaining friends or enjoying a quiet morning coffee. Residents also enjoy access to a shared pool for summertime fun. Additional updates include a newer roof, providing added peace of mind. Don't miss this wonderful opportunity for low-maintenance living in a desirable community!

1328B Mcnally Drive, Winona

Listing courtesy of Edina Realty, Inc..

162 Sioux Street, Winona
$180,000
2 Beds ⋅ 1 Baths ⋅ 7048563 MLS
Charming, move-in ready, and full of updates! This 2-bedroom, 1 bath home is a great starter home with major improvements already completed, including new siding, newer windows, newer roof, newer furnace, and newer water heater. The kitchen features vaulted ceilings and updated lighting, creating a bright and open feel. You’ll love the large, fenced yard, heated two-car garage, two three-season porches, and extra parking space for a boat or camper. A wonderful opportunity to own a well-maintained home in Winona!

162 Sioux Street, Winona

Listing courtesy of Edina Realty, Inc..

528 Chatfield Street, Winona
$178,500
2 Beds ⋅ 1 Baths ⋅ 7060107 MLS
Cute'n cozy 2-bedroom, 1 bath, 1 story on a private corner lot in a quiet location with a great yard, a storage shed and a very well-maintained home on the East side of Winona! Features include: spacious rooms (especially in the bedrooms), maintenance free siding and a detached garage with opener. A move in ready home!

528 Chatfield Street, Winona

Listing courtesy of Edina Realty, Inc..

377 E Broadway Street, Winona
$177,500
4 Beds ⋅ 2 Baths ⋅ 7066756 MLS
1912 built 4 bedroom 1.5 bathroom 2 story stucco home with a detached 2 car garage. Original woodwork and hardwood flooring.

377 E Broadway Street, Winona

Listing courtesy of eXp Realty.

1051 W King Street, Winona
$175,500
3 Beds ⋅ 1 Baths ⋅ 7094473 MLS
Welcome to a spacious and charming 3 bedroom, 1 bathroom home. This is open concept and main level living with hardwood floors. The yard in the back of the home is ready for outdoor fun or gardening. Enjoy the front porch or sunshine coming through the dining room windows. There is an alley that is an entrance to the backyard.

1051 W King Street, Winona

Listing courtesy of Real Broker, LLC..

36217 Old Homer Road, Winona
$173,000
2 Beds ⋅ 2 Baths ⋅ 7100271 MLS
This charming craftsman-style home in Homer offers beautiful hardwood floors and a picturesque riverview. Featuring two bedrooms and one bathroom, the house includes an eat-in kitchen perfect for casualdining and gatherings. The spacious living room provides plenty of space to relax or entertain, and awelcoming front porch adds to the home's inviting appeal. There is a 3rd non comforting bedroom on thelower level. Call today for your private showing.

36217 Old Homer Road, Winona

Listing courtesy of Keller Williams Premier Realty.

619 E 3rd Street, Winona
$172,250
2 Beds ⋅ 1 Baths ⋅ 7132311 MLS
2 bedroom, 1 bath home with lots of updates and plenty of space. The kitchen has tons of cabinets, a pantry, and all new black stainless steel appliances added in January 2025. New furnace and central air, plus new water and gas lines to the home. Main floor laundry and a freshly updated bathroom add convenience. Enjoy the front porch and watch the activity along the brand new road and sidewalks out front. The private fenced backyard includes two storage sheds. No garage, but there is plenty of off street parking. A great home with lots to offer!

619 E 3rd Street, Winona

Listing courtesy of Keller Williams Premier Realty.

752 E Mark Street, Winona
$170,400
2 Beds ⋅ 1 Baths ⋅ 7079258 MLS
Charming 2 bed, 1 bath home in the heart of Winona! Just a short walk to beautiful Lake Winona, this cozy home offers the perfect blend of comfort and convenience. Inside you’ll find a bright sunroom, a decent-sized kitchen with plenty of space to cook and gather, and a functional layout that feels warm and inviting throughout. Outside, enjoy an easy-to-maintain yard so you can spend less time on upkeep and more time enjoying the area. The 1-car garage offers extra room for bikes, a workbench, storage, or whatever fits your lifestyle. A great opportunity to enjoy simple living in a fantastic location!

752 E Mark Street, Winona

Listing courtesy of Coldwell Banker River Valley, REALTORS.

561 E Belleview Street, Winona
$170,000
4 Beds ⋅ 1 Baths ⋅ 7130168 MLS
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. You'll find 4 bedrooms, including one extra large room that could easily be a crafting room, playroom, or whatever fits your needs. Two bedrooms are on the main level and two are upstairs, along with a large amount of storage space. Enjoy the outdoors from the front porch without worrying about the bugs. Main floor laundry and bathroom add convenience and make everyday living easier. This home is an open canvas ready for your personal touches and ideas!

561 E Belleview Street, Winona

Listing courtesy of Keller Williams Premier Realty.

475 Chatfield Street, Winona
$166,000
2 Beds ⋅ 1 Baths ⋅ 7078413 MLS
Welcome to this charming 2-bedroom, 1 bath home located in a convenient east side neighborhood near Lake Winona, the hospital, parks, schools, shopping, and restaurants. Offering easy one-level living, this home features a comfortable layout with bright living spaces and several recent updates throughout. Recent improvements include updated flooring, newer lighting, a newer kitchen sink, and dishwasher, adding a fresh feel to the home. The spacious main floor laundry area adds everyday convenience and functionality. Outside, you’ll appreciate the low-maintenance exterior with vinyl siding, vinyl windows, and durable metal roofing on both the home and garage. Whether you’re looking for your first home, downsizing, or simply wanting the ease of main floor living, this home offers a great opportunity in a desirable location.

475 Chatfield Street, Winona

Listing courtesy of Edina Realty, Inc..

552 Hamilton Street, Winona
$166,000
2 Beds ⋅ 1 Baths ⋅ 7057042 MLS
This 2-bedroom, 1-bathroom home offers an easy, comfortable layout with a surprisingly open feel the moment you step inside. The main living spaces flow nicely together, creating a bright and welcoming atmosphere that just feels right as you walk through. Whether you’re relaxing at home or hosting, the layout makes everyday living simple and functional. Located just minutes from Lake Winona and close to local shops, parks, and amenities, this home combines a great feel inside with a location that’s hard to beat.

552 Hamilton Street, Winona

Listing courtesy of Real Broker, LLC..

975 W 2nd Street, Winona
$165,000
3 Beds ⋅ 1 Baths ⋅ 7066029 MLS
Move-in ready and well cared for, this 3-bedroom, 1-bath home offers a comfortable, easygoing feel from the moment you walk in. The living room is larger than you’d expect, giving you plenty of space to spread out, and the enclosed front porch is a great spot to relax or enjoy a little extra sunlight. Out back, you’ll find a quaint yard that’s easy to maintain but still gives you room to enjoy the outdoors. The 2-car garage adds convenient parking and extra storage, and laundry is located in the basement. A solid home with a warm, welcoming feel ready for its next chapter.

975 W 2nd Street, Winona

Listing courtesy of @properties La Crosse.

659 W 4th Street, Winona
$164,000
2 Beds ⋅ 1 Baths ⋅ 7065180 MLS
Affordable homeownership opportunity in the heart of Winona! This 2-bedroom, 1-bath home features functional one-level living, forced air heat, central air, and a detached garage. Brand new furnace, partially fenced, yard and compact lot offer low-maintenance outdoor space while still providing room to relax or garden. Conveniently located near downtown, parks, and everyday amenities.

659 W 4th Street, Winona

Listing courtesy of Real Broker, LLC.

360 W Mill Street, Winona
$162,500
2 Beds ⋅ 2 Baths ⋅ 7051272 MLS
Charming and full of potential, this cozy two-bedroom home welcomes you with warm hardwood floors and a sun-drenched enclosed breezeway—perfect for morning coffee or a quiet afternoon retreat. Ideally situated just one block from Lake Winona, you’ll enjoy easy access to scenic views and outdoor recreation. Upstairs, an unfinished upper level offers the possibility of a third bedroom, home office, or creative space, while the basement provides ample room for a workshop and storage. Make an appointment to come tour this home today!

360 W Mill Street, Winona

Listing courtesy of Coldwell Banker River Valley, REALTORS.

368 W Sarnia Street, Winona
$157,000
2 Beds ⋅ 1 Baths ⋅ 7090656 MLS
WELCOME HOME! This 1-level home blends comfort, character, & convenience. The large windows bring in loads of natural light. Main floor features 2 good sized bedrooms, full bath, and an updated kitchen. PLUS, there is beautiful solid wood oak floors under all of the carpeted areas. You’ll enjoy hanging out on your glass 3-season porch. There is a full unfinished basement to put your personal touch on. Additional recent updates include furnace, central air, some windows, and exterior door. Outside you’ll enjoy the fenced yard, garage, and maintenance free exterior. This property is close to Lake Winona, restaurants, shops, and much more. This home can be rental certified. Call today before this one slips away!

368 W Sarnia Street, Winona

Listing courtesy of Real Broker, LLC..

510 Hamilton Street, Winona
$157,000
3 Beds ⋅ 2 Baths ⋅ 7064883 MLS
Why rent when you can OWN! This cozy starter home is ready for you and you'll even be within walking distance to the Winona lakes. Two bright rooms and original hardwood floors on the main level will welcome you home every day. Updated bathrooms and a fresh coat of paint on the exterior make for little maintenance. PLUS the finished area in the basement will be perfect for a second living space and an additional bedroom. There is even the option of a second kitchen. Schedule a showing today before the keys go to someone else!

510 Hamilton Street, Winona

Listing courtesy of RE/MAX Advantage Plus.

no property photo
$155,000
4 Beds ⋅ 1 Baths ⋅ 7141083 MLS

271 W Mill Street, Winona

Listing courtesy of .

no property photo
$155,000
2 Beds ⋅ 1 Baths ⋅ 7087774 MLS

916 E Sanborn Street, Winona

Listing courtesy of .

850 E 4th Street, Winona
$155,000
1 Beds ⋅ 2 Baths ⋅ 7039335 MLS
Looking for one-level living with room to grow? This home features one-level living on the main floor, complete with a large bedroom and an exceptionally spacious bathroom, equipped with a jetted tub, perfect for unwinding after a long day. Downstairs, you will find an unfinished basement full of potential. The basement includes a bathroom, a kitchen area, and a flex room. Make it your own by adding additional living space, a home gym, or an entertainment area! Take a step outside and find a fenced-in yard with a large 2-car garage, completed with additional room for a workshop, storage, or hobbies. Make your vision come to life in this wonderful home full of possibilities!

850 E 4th Street, Winona

Listing courtesy of Coldwell Banker River Valley, REALTORS.

522 Sioux Street, Winona
$151,000
2 Beds ⋅ 1 Baths ⋅ 7103053 MLS
Adorable, move-in-ready 2-bedroom, 1-bath cottage with charming curb appeal! This well-maintained home features a detached garage, fenced backyard, and spacious deck—perfect for relaxing or entertaining. Major updates include a furnace and water heater replaced within the last four years. A wonderful opportunity for first-time homebuyers, downsizers, or anyone looking for an affordable, move-in-ready home!

522 Sioux Street, Winona

Listing courtesy of Coffee House Real Estate LLC.

681 W 5th Street, Winona
$145,000
2 Beds ⋅ 1 Baths ⋅ 7120370 MLS
Affordable, handicap-accessible home with plenty to offer! This 2-bedroom, 1-bath home features a spacious 2-car garage, newer mechanicals, and a large lot with an oversized driveway providing ample off-street parking. The functional layout makes everyday living easy, while the accessible features add convenience and versatility. Located just minutes from downtown Winona, Winona State University, Lake Winona, parks, shopping, restaurants, and with easy access to Highways 14 & 61, you'll enjoy both comfort and convenience. Whether you're a first-time homebuyer, downsizing, or looking for an investment opportunity, this home is priced to sell and won't last long!

681 W 5th Street, Winona

Listing courtesy of @properties La Crosse.

506 E Wabasha Street, Winona
$142,890
3 Beds ⋅ 1 Baths ⋅ 7146612 MLS
Don’t let the exterior fool you—step inside and you’ll find a home that has been extensively refreshed and is ready for its next owner! The interior features new flooring and fresh paint throughout, creating a clean, bright and welcoming feel. All three bedrooms are conveniently located on one level, along with a full bath featuring a jetted tub. You’ll also appreciate main-floor laundry, a spacious pantry, forced-air heat and a functional floor plan. Much of the hard work has already been completed, leaving only some finishing touches in the laundry area. A great opportunity for a buyer looking for an affordable home with a freshly updated interior and plenty of potential to add their own finishing touches to the exterior!

506 E Wabasha Street, Winona

Listing courtesy of Edina Realty, Inc..

959 W 2nd Street, Winona
$135,000
2 Beds ⋅ 1 Baths ⋅ 7062281 MLS
Charming and cozy 2-bedroom home offering comfortable main-level living! This well-maintained property features an inviting layout with all essential spaces conveniently located on one floor. Enjoy a partially fenced yard—perfect for relaxing, entertaining, or pets. Rental certified for added peace of mind, making it a great option for homeowners or investors alike.

959 W 2nd Street, Winona

Listing courtesy of Real Broker, LLC..

no property photo
$130,000
1 Beds ⋅ 1 Baths ⋅ 7082384 MLS

1430 / 1450 Highway 43, Winona

Listing courtesy of .

560 Hamilton Street, Winona
$112,000
3 Beds ⋅ 1 Baths ⋅ 7138068 MLS
Affordable opportunity in a convenient Winona location! This 3-bedroom, 1-bath home offers the convenience of one-level living, with all three bedrooms and laundry on the main level. The property features a private backyard with existing fencing and a driveway for off-street parking. Located near Winona Lake, biking trails, Walmart, Target and everyday amenities, this home offers a great combination of location, lot and affordability. Inside, the home provides a functional layout with plenty of opportunity to bring your own style and updates. The kitchen and other areas of the home are ready for some attention, offering the next owner the chance to make improvements that suit their needs and vision. Whether you're looking for an affordable first home, an investment property, or a project with the potential to transform, this property is worth a look.

560 Hamilton Street, Winona

Listing courtesy of eXp Realty.

no property photo
$110,000
4 Beds ⋅ 3 Baths ⋅ 7087755 MLS

559 E 3rd Street, Winona

Listing courtesy of .

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the Regional Multiple Listing Service of Minnesota. Real estate listings held by brokerage firms other this firm are marked with the Broker Reciprocity logo. Information Deemed Reliable But Not Guaranteed. Property locations as displayed on any map are best approximations only and exact locations should be independently verified.

Listing data © 2026 Regional Multiple Listing Service of Minnesota. All rights reserved. By searching, you agree to the EULA.

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