Winona County MN Homes for Sale

• 

  

  /2

  $195,000

  Coming Soon

  • 3 Beds
  • 1.5 Baths
  • 1,155 Sq Ft

  227 Mankato Ave, Winona, MN 55987

  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

  Christopher Jacobson Richard L. Jacobson Real Estate

  227 Mankato Ave, Winona, MN 55987
• 

  

  

  /27

  $390,000

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,240 Sq Ft

  570 Main St, Dakota, MN 55925

  Get ready to live your best life! Originally built in the 1920s, this exceptional barn conversion masterfully blends historic character with refined, modern luxury. Offering 3 bedrooms & 2 full baths, the home showcases a breathtaking great room with a floor-to-ceiling stone fireplace, soaring ceilings & a loft accessed by a striking spiral staircase. The gourmet kitchen features concrete

  Lance Dembraski La Crosse by Owner, LLC

  570 Main St, Dakota, MN 55925
• 

  

  

  /41

  $393,000

  • 4 Beds
  • 3 Baths
  • 3,155 Sq Ft

  418 Hiawatha Blvd, Winona, MN 55987

  Vacation Every Day at Home! This move-in ready 4-bedroom, 3-bath home is designed for entertaining and making memories. Offering multiple gathering spaces including a spacious living room, a large family room with a cozy gas fireplace, and a recreational room, there’s plenty of room for everyone to spread out and enjoy.The oversized primary suite provides a private retreat with its own

  

  Jenny Cisewski

  Edina Realty, Inc.

  (507) 609-7689

  418 Hiawatha Blvd, Winona, MN 55987
• 

  

  

  /59

  $690,000

  Open Sun 1PM - 2:30PM

  • 5 Beds
  • 2 Baths
  • 3,654 Sq Ft

  607 Don Dr, Saint Charles, MN 55972

  Nestled into a protected hillside on 2 picturesque acres at the edge of town, this custom ranch home offers the perfect blend of privacy, comfort, and convenience with views of the river valley, park and city. Designed for easy main-level living, the custom-built home features 5 spacious bedrooms, 2 bathrooms, generous closet space, and two cozy fireplaces that create warm and inviting living

  Deanne Mraz Edina Realty, Inc.

  607 Don Dr, Saint Charles, MN 55972
• 

  

  

  /4

  $310,000

  • 3 Beds
  • 2 Baths
  • 2,296 Sq Ft

  840 52nd Ave, Winona, MN 55987

  Welcome home to this well-maintained 3 bedroom, 2 bath ranch home conveniently located at 840 52nd Ave. in Goodview, just steps from the walking path and near Goodview Elementary School.The main level features three bedrooms all on one level, a spacious living room, kitchen and dining area, and a full bathroom, offering a functional layout for everyday living.The lower level provides even

  

  Jenny Cisewski

  Edina Realty, Inc.

  (507) 428-6434

  840 52nd Ave, Winona, MN 55987
• 

  

  /31

  $299,900

  Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,587 Sq Ft

  606 W 5th St, Winona, MN 55987

  Beautiful Two-Story Home with Exceptional Indoor & Outdoor Living! This charming two-story classic home blends timeless character with extensive modern updates throughout. Featuring 3 bedrooms, 1 full bath, and a 3/4 bath, the home offers bright, sun-filled living spaces designed for comfortable everyday living and entertaining. The well-appointed kitchen boasts abundant cabinet storage and great

  Tina Scharmach Castle Realty, LLC

  606 W 5th St, Winona, MN 55987
• 

  

  /3

  $449,900

  Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 3,194 Sq Ft

  1613 Gilmore Valley Rd, Winona, MN 55987

  Welcome home! This 3-bedroom 3-bath home is an exceptional opportunity to enjoy privacy and breathtaking natural beauty on 4 picturesque acres surrounded by Winona's iconic bluffs. Every window frames stunning views, creating a peaceful retreat while remaining conveniently close to everything the area has to offer.Inside, you will find a thoughtfully updated home designed for both everyday

  Heidi Horstmann-Novak Re/Max Results

  1613 Gilmore Valley Rd, Winona, MN 55987
• 

  

  /36

  $525,000

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

  25020 Gull Ln, Winona, MN 55987

  Welcome to river living! Enjoy your own piece of Mississippi River paradise with this charming 2 bedroom home offering the perfect combination of comfort, convenience, and a peaceful waterfront setting. Whether you’re searching for a year-round residence, weekend getaway, or investment opportunity, this property delivers the lifestyle buyers dream about. Relax and take in the river views, watch

  Dawn Levandoski RE/MAX Results

  25020 Gull Ln, Winona, MN 55987
• 

  

  /38

  $399,000

  • 6 Beds
  • 3.5 Baths
  • 3,492 Sq Ft

  1758 Edgewood Rd, Winona, MN 55987

  Exceptional space, thoughtful updates, and beautiful bluff views come together in this distinctive 6 bedroom, 4-bathroom residence. This home offers an abundance of living space, storage, and recent improvements. The primary suite is complete with its own bathroom and generous closet space. Throughout the home, you'll find numerous updates completed within the last three years, including new

  Shawn Beier Real Broker, LLC.

  1758 Edgewood Rd, Winona, MN 55987
• 

  

  /33

  $295,000

  • 3 Beds
  • 2 Baths
  • 2,284 Sq Ft

  501 E Howard St, Winona, MN 55987

  Freshly updated and move in ready! This beautifully maintained 3 bedroom, 2 bath home offers comfort, style, and an unbeatable location. Step inside to a bright and welcoming main floor featuring new carpet and fresh paint, a primary bedroom, full bath, dining room, living room, and a spacious family room that opens directly onto a large, sun soaked south facing patio. It’s the perfect spot to

  Brent Kimmerle Real Broker, LLC.

  501 E Howard St, Winona, MN 55987
• 

  

  /23

  $699,000

  • 2 Beds
  • 2 Baths
  • 1,861 Sq Ft

  14968 County Road 25, Rollingstone, MN 55969

  Nature enthusiast's dream meets modern equestrian living. Discover the perfect balance of rustic tranquility and modern reliability on this beautifully upgraded 13.4- acre estate. Features include seven horse stalls (four 10'x 12' and three 12'x 12'), an indoor arena, and a 50-foot round pen. Trails wrap around your own private pond into the backwoods, backing up to the State Forest. Whether

  Emily Elsenpeter LPT Realty, LLC.

  14968 County Road 25, Rollingstone, MN 55969
• 

  

  /40

  $439,000

  • 3 Beds
  • 2.5 Baths
  • 2,837 Sq Ft

  1429 Ridgewood Dr, Winona, MN 55987

  Enjoy one level living in this spacious 3 bedroom, 3 bathroom home featuring a stunning vaulted family room with a gas fireplace and sliding patio doors to the back deck. As you enter the home from the front porch, you walk into the spacious living room, perfect for family get togethers and entertaining. The kitchen offers abundant cabinet and counter space along with a center island that

  Sonja Kunce Coldwell Banker River Valley, REALTORS

  1429 Ridgewood Dr, Winona, MN 55987
• 

  

  /32

  $398,000

  • 3 Beds
  • 3 Baths
  • 3,217 Sq Ft

  24413 Pickwick Loop Rd, Winona, MN 55987

  Set among the scenic bluffs, this unique acreage offers remarkable views from multiple vantage points and a setting that captures the beauty of the surrounding landscape. The main level features a spacious primary suite with a large walk-in closet and private full bathroom, along with a second bedroom connected to a convenient pass-through full bathroom. The living room features a cozy wood

  Raychel Ptacek Edina Realty, Inc.

  24413 Pickwick Loop Rd, Winona, MN 55987
• 

  

  /25

  $274,900

  • 3 Beds
  • 1.5 Baths
  • 1,346 Sq Ft

  267 W Mill St, Winona, MN 55987

  This home, which is rental certified until September 2027, is a well-maintained 3 bedroom, 11⁄4 bath home offering space, functionality, and plenty of storage inside and out! A durable steel roof adds long-lasting value and peace of mind for the future. Step inside to find a spacious main floor featuring a comfortable bedroom, a nice-sized living room, with a large dining room nearby, providing

  Bruce Bechly Keller Williams Premier Realty

  267 W Mill St, Winona, MN 55987
• 

  

  /111

  $985,000

  • 4 Beds
  • 3.5 Baths
  • 4,620 Sq Ft

  35423 Skyview Dr, Winona, MN 55987

  This secluded equestrian property sits at the end of the road on top of a sprawling valley with a driveway lined with mature towering pines and walnut trees. The main house is a 4 bedroom/4 bath 4500 finished square foot walk out rambler style home with stucco and natural stone. There are 2 bedrooms and 3 bathrooms on the main floor which includes a generous master suite with walk in closets.

  Jeff Brogle Bluff Country Properties,LLC.

  35423 Skyview Dr, Winona, MN 55987
• 

  

  /22

  $200,000

  • 2 Beds
  • 1 Bath
  • 1,081 Sq Ft

  1402 Mcnally Dr Unit B, Winona, MN 55987

  Move-in ready one-level living with the convenience of having someone else take care of the mowing and snow shoveling! Featuring brand-new flooring throughout most of the home, stainless steel appliances, and a beautiful kitchen that opens to a spacious living and dining area. This home has a comfortable flow to it. This home has an attached insulated garage, plus a large private patio with

  

  Amy Cornelius

  Keller Williams Premier Realty

  (507) 248-5089

  1402 Mcnally Dr Unit B, Winona, MN 55987
• 

  

  /42

  $2,199,000

  • 6 Beds
  • 6 Baths
  • 7,316 Sq Ft

  661 Market St, Winona, MN 55987

  This English manor contains one of the most breathtaking views in Winona, MN and is set across four city lots for privacy and space. The view of Lake Winona can be seen from almost every window on the South side of the home as light streams in from the windows. Better yet, most of the windows have been updated with Andersen 400 windows, along with a new tile roof. The home is built with stone

  Amy Loos Real Broker, LLC.

  661 Market St, Winona, MN 55987
• 

  

  /32

  $329,900

  $8K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,412 Sq Ft

  308 Emherst St, Winona, MN 55987

  Discover the perfect blend of style, comfort and functionality in this ranch style home. Situated on a corner lot, this property combines attractive stone front architecture with maintenance free siding for easy living and lasting value. Inside, the home features 1592 square feet of living space on the main level with a practical layout and is very welcoming. Offers 3 bedrooms, 3 bathrooms and a

  DeAnne Forsythe Coldwell Banker River Valley, REALTORS

  308 Emherst St, Winona, MN 55987
• 

  

  /27

  $225,000

  • 3 Beds
  • 1.5 Baths
  • 1,308 Sq Ft

  128 Washington St, Rollingstone, MN 55969

  Charming well-maintained 3-bedroom home located in a quiet small-town community just one block from the city park! This inviting home features all three bedrooms on the main floor along with a beautiful full bath. High ceilings and an open-concept layout create a spacious feel, with the kitchen flowing seamlessly into the dining and living areas — perfect for everyday living and entertaining. New

  Tina Goettelman Edina Realty, Inc.

  128 Washington St, Rollingstone, MN 55969
• 

  

  /4

  $155,000

  • 4 Beds
  • 1 Bath
  • 1,673 Sq Ft

  115 Minnesota St, Minnesota City, MN 55959

  3 Bed 1 Bath Home in Minnesota City. The property offers a large back yard and parking area. No Homes in the backyard with the large field to the back.

  Alex Loesel Weiss Realty, LLC

  115 Minnesota St, Minnesota City, MN 55959
• 

  

  /45

  $514,900

  • 5 Beds
  • 3 Baths
  • 3,064 Sq Ft

  1213 Whispering Hills Dr, Saint Charles, MN 55972

  Welcome to refined ranch-style living with space, comfort, and a setting that’s hard to beat. This beautifully designed 5-bedroom, 3-bath home offers an inviting blend of quality finishes and functional living spaces, all perfectly positioned against a wide-open park backdrop for added privacy and scenic views. Step inside to a bright and open main level where rich wood flooring flows seamlessly

  Denel Ihde Sparks Re/Max Results

  1213 Whispering Hills Dr, Saint Charles, MN 55972
• 

  

  /36

  $275,000

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

  1608 W King St, Winona, MN 55987

  From the moment you enter this home you will fall in love with the beautiful wood floors that cover the entry, dining area, hallway and kitchen. The living room has a large picture window to allow a ton of natural light. The kitchen has been updated with granite countertops, stainless steel appliances and gorgeous cabinets. You will appreciate all three bedrooms on the main level. The spacious

  DeAnne Forsythe Coldwell Banker River Valley, REALTORS

  1608 W King St, Winona, MN 55987
• 

  

  /31

  $245,000

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,784 Sq Ft

  258 Huff St, Winona, MN 55987

  First time this unit has been offered for sale since it was built in 1984. 55+ HOA community! Multilevel unit with all living facilities on the main level, and the only townhome in this Association with a basement! This home features 3 spacious bedrooms, 2 baths, main floor laundry, an attached 2-car garage, and a family room addition that walks out to the private patio and common yard space.

  Brent Kimmerle Real Broker, LLC.

  258 Huff St, Winona, MN 55987
• 

  

  /43

  $475,000

  $24K PRICE DROP

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

  65 E Broadway St, Winona, MN 55987

  Welcome to this truly remarkable home located in a fantastic location near downtown Winona! From the moment you arrive, you’ll appreciate the beautiful stone accents, gorgeous landscaping, and the pride of ownership throughout. Inside, the home features warm bamboo flooring, a beautiful sunroom filled with natural light, solid surface countertops, a cozy gas fireplace, and an inviting built-in

  

  Jenny Cisewski

  Edina Realty, Inc.

  (507) 992-1557

  65 E Broadway St, Winona, MN 55987
• 

  

  /49

  $475,000

  $24K PRICE DROP

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

  65 6th St E, Winona, MN 55987

  Welcome to this home located in a fantastic location near downtown Winona! From the moment you arrive, you'll appreciate the stone accents and gorgeous landscaping. Inside, the home features warm bamboo flooring, a sunroom filled with natural light, solid surface countertops, a gas fireplace, and a built-in. The spacious layout offers generously sized bedrooms, including a primary suite with a

  

  Jenny Cisewski

  Edina Realty, Inc

  (507) 944-1636

  65 6th St E, Winona, MN 55987
• 

  

  /15

  $345,000

  • 5 Beds
  • 2 Baths
  • 2,288 Sq Ft

  5250 W 9th St, Winona, MN 55987

  Welcome to this spacious and move-in ready 5-bedroom, 2-bath home offering room for everyone inside and out! Step inside to find multiple living spaces, updated flooring, and a functional layout designed for everyday living and entertaining. The kitchen offers ample cabinet space, a center island, and flows nicely into the dining area with access to the large deck and fenced backyard. The

  Christopher Jacobson Richard L. Jacobson Real Estate

  5250 W 9th St, Winona, MN 55987
• 

  

  /34

  $509,900

  • 4 Beds
  • 3 Baths
  • 3,022 Sq Ft

  502 Northern Hills Trail, Saint Charles, MN 55972

  Step into comfort, space, and quality craftsmanship in this beautifully maintained ranch-style home located in the desirable Northern Hills neighborhood. Built in 2014, this walkout rambler offers over 3000 finished square feet designed for both everyday living and effortless entertaining. The main floor provides everything you need with an ideal layout featuring two bedrooms, main floor laundry,

  Camille Hanson Edina Realty, Inc.

  502 Northern Hills Trail, Saint Charles, MN 55972
• 

  

  /33

  $329,000

  $11K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,520 Sq Ft

  625 E Mark St, Winona, MN 55987

  Welcome to this spacious and well-maintained home in the heart of Winona! Featuring five bedrooms and three bathrooms, this property offers plenty of room to spread out perfect for families, guests, or even a home office set up. Step outside and enjoy one of the largest backyards on the block, offering endless possibilities for entertaining, gardening, or simply relaxing. The newer, expensive

  Anthony Hendren Keller Williams Premier Realty

  625 E Mark St, Winona, MN 55987
• 

  

  /29

  $318,000

  • 3 Beds
  • 2 Baths
  • 2,608 Sq Ft

  1366 Lorrai Dr, Winona, MN 55987

  One level ranch perfect for family or retirement home. Located in quiet neighborhood near middle school. Extra large lot (150x150). Charming building for tools or play shed. 3 bedrooms on main floor. Newer driveway, gutters and leaf guards, gas hot water heater, softener, mostly newer windows, newer dishwasher & Garage door opener. Family room with electric fireplace. Wonderful open entry room

  Jonelle Moore Coldwell Banker River Valley, REALTORS

  1366 Lorrai Dr, Winona, MN 55987
• 

  

  /137

  $2,750,000

  • 3 Beds
  • 3.5 Baths
  • 5,744 Sq Ft

  24020 County Road 17, Winona, MN 55987

  Welcome to paradise, located in the Pleasant Valley minutes outside Winona. This estate has many amazing qualities. Enter the estate on a fully paved driveway with an arched wrought iron entrance and custom concrete bridge, which passes over the teaming stream. The paved drive bordered by white picket fences leads to a concrete circle driveway entrance to the house. The 5,000+ square foot house

  Jeff Brogle Bluff Country Properties,LLC.

  24020 County Road 17, Winona, MN 55987
• 

  

  /23

  $275,000

  New Construction

  • 3 Beds
  • 1 Bath
  • 1,289 Sq Ft

  1818 Roberts St, Saint Charles, MN 55972

  Welcome to your new home in St. Charles, MN! This brand-new, energy-efficient home is thoughtfully designed to combine modern comfort with everyday convenience. Featuring 3 bedrooms and 1 bathroom, the home offers easy one-level living with everything conveniently located on a single floor. Zero-step entryways and no stairs provide accessibility and ease for all lifestyles. Enjoy relaxing on the

  Laura Slavey Keller Williams Premier Realty

  1818 Roberts St, Saint Charles, MN 55972
• 

  

  /51

  $345,000

  • 2 Beds
  • 2 Baths
  • 1,760 Sq Ft

  24321 County Road 20, Winona, MN 55987

  Nestled away in the Bluffs, you will find this lovely one-level home surrounded by nature. Brand new septic system installed, June 2026! Enjoy your morning coffee on the porch as you watch the fog roll off the hillside. This home has everything on one level with a large, fantastic open floor plan. Gather around the spacious living room, with easy access to the kitchen! Great views out the large

  Carol Nelson Edina Realty, Inc.

  24321 County Road 20, Winona, MN 55987
• 

  

  /19

  $239,900

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,160 Sq Ft

  88 Valley Trail Dr, Winona, MN 55987

  Very desirable 1 story townhouse in Knopp Valley, open floor plan with generous room sizes, great sunshine, always popular end unit with great views of greenery and the occasional deer. Meticulous condition plus 2-3 year old roof and siding. This unit also includes use of the pool!

  

  Tim Tlougan

  Edina Realty, Inc.

  (507) 690-3453

  88 Valley Trail Dr, Winona, MN 55987
• 

  

  /10

  $219,900

  $10K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 2,147 Sq Ft

  140 W Main St, Lewiston, MN 55952

  Step into this 4 bed 2 bath home with a walk up loft, many recent updates, large corner lot, large garage, large home, all make this one a must see! Call today before it's too late!

  Mitchell Walch Coffee House Real Estate LLC

  140 W Main St, Lewiston, MN 55952
• 

  

  /44

  $339,900

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,594 Sq Ft

  1240 N Main St, Altura, MN 55910

  Located in Elba, this 4.8-Acre Sanctuary in the Heart of Whitewater Valley featuring a4 bedroom(3 on the main floor) 2 bath ranch home with finished lower level that recently underwent a "studs-out" remodel combining modern luxury with world-class outdoor access. . The open-concept heart of the home features a chef’s kitchen and entertainment space designed for hosting after a day exploring

  

  Dustin Kanz

  Re/Max Results

  (507) 824-4144

  1240 N Main St, Altura, MN 55910
• 

  

  /21

  $269,900

  • 3 Beds
  • 1.5 Baths
  • 1,296 Sq Ft

  1888 Gilmore Ave, Winona, MN 55987

  Spacious 3 bedroom Ranch on an extra large lot in a quiet, residential neighborhood. This home features a very practical floor plan with a large Livingroom, nice size bedrooms, great storage, a main floor family/den area off the kitchen plus a large basement with all kinds of potential! Terrific opportunity for a great home in a wonderful location.

  

  Tim Tlougan

  Edina Realty, Inc.

  (507) 797-0649

  1888 Gilmore Ave, Winona, MN 55987
• 

  

  /21

  $499,900

  • 2 Beds
  • 1 Bath
  • 2,272 Sq Ft

  24141 Homer Valley Rd, Winona, MN 55987

  Escape to your own private retreat in the scenic bluff country of Winona, MN. This charming rustic log home, built with beautiful Montana pine, sits at the end of a quiet road on 27 acres, offering seclusion, privacy, and peaceful surroundings. This cozy 2-bedroom, 1-bath lodge is perfect as a personal getaway or a basecamp for outdoor adventure. Enjoy nearby hiking and camping, with plenty of

  Jim Clark Keller Williams Premier Realty

  24141 Homer Valley Rd, Winona, MN 55987
• 

  

  /33

  $389,000

  • 3 Beds
  • 2.5 Baths
  • 2,009 Sq Ft

  6915 Woodland Blvd, Minnesota City, MN 55959

  This inviting 3-bedroom, 3 bath home offers a wonderful blend of comfort, space, and thoughtful updates. The modern kitchen, dining room, and living room serve as the heart of the home, featuring modern finishes and functionality that make both everyday living and entertaining a pleasure. The kitchen has been updated with a new refrigerator, garbage disposal and dishwasher. The main level is

  Sonja Kunce Coldwell Banker River Valley, REALTORS

  6915 Woodland Blvd, Minnesota City, MN 55959
• 

  

  /24

  $160,000

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  510 Hamilton St, Winona, MN 55987

  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

  Jesse Ebner RE/MAX Advantage Plus

  510 Hamilton St, Winona, MN 55987
• 

  

  /94

  $635,000

  New Construction Open Sun 11:30AM - 12:30PM

  • 4 Beds
  • 3 Baths
  • 3,112 Sq Ft

  416 Brubaker Dr, Saint Charles, MN 55972

  This stunning new construction ranch home offers the perfect blend of modern design and everyday comfort. A modern, zero-entry home, it was designed for easy, step-free living with seamless accessibility throughout. Features include no-step entrances, wide doorways and hallways, accessible bathrooms and an open concept layout that provides comfort, convenience, and mobility for all ages and

  Deanne Mraz Edina Realty, Inc.

  416 Brubaker Dr, Saint Charles, MN 55972

Showing Results 1 - 40, Page 1 of 3