Homes for Sale in 55987

• 

  

  

  /8

  $184,900

  • 4 Beds
  • 1.5 Baths
  • 2,100 Sq Ft

  377 E Broadway St, Winona, MN 55987

  1912 built 4 bedroom 1.5 bathroom 2 story stucco home with a detached 2 car garage. Original woodwork and hardwood flooring.

  Barry Tanner eXp Realty

  377 E Broadway St, Winona, MN 55987
• 

  

  

  /43

  $619,900

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

  36074 Old Homer Rd, Winona, MN 55987

  Welcome to elevated river living. Panoramic Mississippi River views take center stage from every level of this beautifully updated three-story home. Thoughtfully upgraded throughout—flooring, garage doors, HVAC, tankless water heater, appliances, pantry, fireplace, and more—this property is truly turn-key and ready to impress.Inside, modern convenience meets everyday comfort with a whole-home

  Angela Thompson Coldwell Banker River Valley, REALTORS

  36074 Old Homer Rd, Winona, MN 55987
• 

  

  

  /18

  $185,000

  • 3 Beds
  • 1 Bath
  • 1,031 Sq Ft

  975 W 2nd St, Winona, MN 55987

  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

  Roshelle Makinia @properties La Crosse

  975 W 2nd St, Winona, MN 55987
• 

  

  /2

  $55,000

  • Land
  • 1.08 Acres
  • $50,926 per Acre

  8670 Locust Ln, Stockton, MN 55987

  Are you ready to build? This lot is a great location, established subdivision and just minutes from Winona. City water and sewer already to the curb - No Assessments just your hook-up fees!

  Angela Thompson Coldwell Banker River Valley, REALTORS

  8670 Locust Ln, Stockton, MN 55987
• 

  

  

  /22

  $219,000

  • 2 Beds
  • 1.5 Baths
  • 780 Sq Ft

  406 Chestnut St, Winona, MN 55987

  Welcome to this cozy, move-in-ready home featuring two main-level bedrooms and a full bathroom, with modern updates. Enjoy brand-new flooring installed in 2026, adding a fresh touch throughout. The fenced backyard offers a private outdoor space perfect for relaxing or entertaining, while the partially finished basement provides a great area for gatherings, hobbies, plenty of room for storage and

  Amy Loos Real Broker, LLC.

  406 Chestnut St, Winona, MN 55987
• 

  

  /53

  $495,000 Coming Soon

  • 4 Beds
  • 2 Baths
  • 2,453 Sq Ft

  398 Pleasant Hill Dr, Winona, MN 55987

  Welcome to this beautifully updated multi-level home in the highly desirable Knopp Valley. Offering 4 bedrooms and 2 bathrooms, the home features a bright and open layout with multiple living spaces designed for comfort and flexibility. A 2-car attached garage completes this exceptional property.Major exterior updates include a new roof, vinyl siding, windows, exterior and interior doors, and

  Eric Nustad Key Real Estate

  398 Pleasant Hill Dr, Winona, MN 55987
• 

  

  /48

  $399,900

  • 3 Beds
  • 2.5 Baths
  • 2,424 Sq Ft

  1815 Edgewood Rd, Winona, MN 55987

  Don’t let this one get away! This well-maintained 3 bedroom, 3 bathroom home at 1815 Edgewood offers the perfect combination of comfort, updates, and location. Featuring a 2-car garage and a rare flat, fenced-in yard—hard to find in this area—this property is ideal for everyday living and entertaining.Inside, you’ll find a desirable layout with a private primary en suite, along with new

  Angela Thompson Coldwell Banker River Valley, REALTORS

  1815 Edgewood Rd, Winona, MN 55987
• 

  

  /54

  $750,000 Coming Soon

  • 5 Beds
  • 3.5 Baths
  • 5,327 Sq Ft

  78 Shady Oak Ct, Winona, MN 55987

  GORGEOUS, SPECTACULAR, EXTRAORDINARY! Welcome to 78 Shady Oak Court. Situated in popular Valley Oaks, this is what luxury real estate is all about...an architecturally-striking 5 bedroom custom property which features the ultimatein home design with beautifully finished interiors and countless amenities inside and out...including a 36x18 in-ground swimming pool. This isn't simply a home...it is a

  Wendy Killen Keller Williams Premier Realty

  78 Shady Oak Ct, Winona, MN 55987
• 

  

  /39

  $395,000 Coming Soon

  • 4 Beds
  • 2 Baths
  • 2,900 Sq Ft

  1614 Valley View Dr, Winona, MN 55987

  Enjoy life along the 5th green of Bridges Golf Course, where scenic views & a peaceful setting create the perfect backdrop for everyday living.This immaculately maintained home offers 4 bedrooms & 2 bathrooms, with spacious rooms & a comfortable layout throughout. The main living area features beautiful walnut wood floors adding warmth & character.The kitchen offers plenty of cabinet &

  

  Jenny Cisewski

  Edina Realty, Inc.

  (507) 417-8958

  1614 Valley View Dr, Winona, MN 55987
• 

  

  /33

  $280,000

  • 2 Beds
  • 1.5 Baths
  • 1,381 Sq Ft

  318 W Lake St, Winona, MN 55987

  Lake view in heart of Winona 2 bed, 2 bath, main floor laundry, new soaking tub. Enjoy sitting on your deck to watch all the activity go by on Lake Winona or enjoy peace & quiet on your deck overlooking a beautiful yard. Rec room possibilities in basement.

  Jilaine Schmidt Edina Realty, Inc.

  318 W Lake St, Winona, MN 55987
• 

  

  /47

  $850,000

  • 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, it offers a rare combination of luxury, comfort, & 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 & stone, & a stunning great room with soaring 20-foot ceilings. A private indoor heated swimming pool, complete with a

  Celeste Liesch Edina Realty, Inc

  2331 Goodview Rd, Winona, MN 55987
• 

  /2

  $940,000

  • Land
  • 84.06 Acres
  • $11,182 per Acre

  TBD County Road 15, Winona, MN 55987

  For sale are two buildable lots that have been professionally surveyed in 2026. Each lot is roughly 40-42 acres. Price is $470,000 per lot. Or the entire 84 acres is available in one sale. Property Tax ID Number 0600004262

  Moe Mossa Savvy Avenue, LLC

  TBD County Road 15, Winona, MN 55987
• 

  

  /102

  $995,000

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

  36415 Homer Valley Ln, Winona, MN 55987

  Dreaming of your own piece of heaven? Dreams come true with 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/workshop. Enjoy horses, beef, sheep, chickens & so much more! Large pastures, hay fields and trails

  Sarah Hemker Century 21 Affiliated

  36415 Homer Valley Ln, Winona, MN 55987
• 

  

  /16

  $449,000

  • 5 Beds
  • 2 Baths
  • 2,496 Sq Ft

  943 Birch Blvd, Winona, MN 55987

  Welcome to this beautifully remodeled 5-bedroom home offering space, style, and true move-in-ready convenience! Featuring 2 full bathrooms, two spacious living areas, and a 2-car garage, this home is perfect for both everyday living and entertaining. Enjoy the brand-new vinyl siding for great curb appeal, along with updated finishes throughout including stylish tile work. Step outside to relax on

  Christopher Jacobson Richard L. Jacobson Real Estate

  943 Birch Blvd, Winona, MN 55987
• 

  

  /63

  $998,000

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

  24242 Pfeiffer Hill Rd, Winona, MN 55987

  Wow! Striking Cedar House on the Hill with stunning views and breathtaking sunsets. Custom built 5 bedroom, 4 bath home on 9+ acres of serenity just 10 minutes from Winona. The property includes a fully wired and heated 30x60 shop/shed for the hobbyist, mechanic or sports enthusiast. The shed is currently used for pickle ball and includes a basketball hoop. Great opportunity for a hobby farmer,

  

  Tim Tlougan

  Edina Realty, Inc.

  (507) 669-7721

  24242 Pfeiffer Hill Rd, Winona, MN 55987
• 

  

  /20

  $184,900

  • 2 Beds
  • 1 Bath
  • 948 Sq Ft

  528 Chatfield St, Winona, MN 55987

  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!

  

  Tim Tlougan

  Edina Realty, Inc.

  (507) 570-8122

  528 Chatfield St, Winona, MN 55987
• 

  

  /28

  $199,000

  • 2 Beds
  • 1 Bath
  • 1,527 Sq Ft

  464 E 10th St, Winona, MN 55987

  Step into this beautifully renovated 2-3 bedroom home offering the ease and convenience of complete one-level living. The oversized kitchen provides ample space for cooking, gathering, and entertaining, while the cozy living room features a charming gas fireplace--perfect for relaxing evenings. Spacious bedrooms offer comfort and flexibility, and the partially finished basement adds even more

  Celeste Liesch Edina Realty, Inc

  464 E 10th St, Winona, MN 55987
• 

  

  /23

  $250,000

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

  760 Jimmy Carter Place, Winona, MN 55987

  Built in 2003, this thoughtfully designed home offers comfort, accessibility, and flexibility. Featuring 2+ bedrooms and 3 bathrooms, the layout is open and inviting, with extra-wide interior doorways and hallways that enhance ease of movement throughout. The home was designed with accessibility in mind, offering no exterior stairs, and an oversized one-car garage that accommodates handicap

  Celeste Liesch Edina Realty, Inc

  760 Jimmy Carter Place, Winona, MN 55987
• 

  

  /22

  $170,000

  • 2 Beds
  • 1 Bath
  • 1,048 Sq Ft

  552 Hamilton St, Winona, MN 55987

  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

  Matt Loos Real Broker, LLC.

  552 Hamilton St, Winona, MN 55987
• 

  

  /14

  $319,000

  • 2 Beds
  • 2 Baths
  • 2,081 Sq Ft

  1409 Mcnally Dr, Winona, MN 55987

  One-level living on a rare double lot! This beautifully maintained townhome offers the perfect blend of comfort and convenience, ideally located with quick access to shopping, dining, and everyday essentials. Inside, you’ll find 2 spacious bedrooms and 2 full bathrooms, along with updated flooring that gives the home a fresh, modern feel. The attached garage provides ample storage, making

  Christopher Jacobson Richard L. Jacobson Real Estate

  1409 Mcnally Dr, Winona, MN 55987
• 

  

  /26

  $255,000

  • 5 Beds
  • 2 Baths
  • 1,744 Sq Ft

  476 Main St, Winona, MN 55987

  LOCATION, LOCATION, LOCATION! Long time investment property for sale right across the street from the WSU Wellness Center. This is a certified duplex with 3 bedrooms down and 2 bedrooms up. Long, solid rental history. Rental certified for 5 unrelated down and 3 unrelated up. No laundry on site. Both units are rented for June 1, 2026-May 25, 2027. Upstairs rent will be $850/month and downstairs

  Brent Kimmerle Real Broker, LLC.

  476 Main St, Winona, MN 55987
• 

  

  /51

  $950,000

  • 5 Beds
  • 5 Baths
  • 4,308 Sq Ft

  51 W Sarnia St, Winona, MN 55987

  This stately 5 Bedroom, 5 Bathroom 1930 English Tudor offers an incredible location in the heart of Winona with sweeping views of the Bandshell, Veteran's Park, Lake Winona and Sugar Loaf. It is packed with charm inside and out. Adjacent to four city owned tennis/pickleball courts, it is situated on 3 city lots. The all-brick exterior has intricate pattern design and Biesanz stone highlights. A

  Nick Edstrom Coldwell Banker River Valley, REALTORS

  51 W Sarnia St, Winona, MN 55987
• 

  

  /50

  $549,000

  • 2 Beds
  • 3 Baths
  • 1,902 Sq Ft

  54 Brickyard Ln, Winona, MN 55987

  This 2025-built home offers high-end finishes and thoughtful design throughout. Located within walking distance to Saint Mary’s University, the setting adds everyday convenience in a fantastic neighborhood with walking and biking trails, plus easy access through the underground tunnel.Step inside and you’re greeted by a stunning open-concept design, elevated craftsmanship, and attention to

  

  Jenny Cisewski

  Edina Realty, Inc.

  (507) 497-1792

  54 Brickyard Ln, Winona, MN 55987
• 

  

  /38

  $599,900

  • 4 Beds
  • 3 Baths
  • 3,924 Sq Ft

  76 Rodeo Dr, Winona, MN 55987

  Welcome to this beautifully designed 4-bedroom, 3-bath property nestled on a quiet cul-de-sac with breathtaking bluff views. You'll appreciate the peaceful setting and the opportunity to enjoy the covered front deck and relaxing back patio. The main level offers an open-concept layout, where the kitchen and family room come together around a two-sided gas fireplace. Large windows bring the

  Angela Thompson Coldwell Banker River Valley, REALTORS

  76 Rodeo Dr, Winona, MN 55987
• 

  

  /5

  $79,900

  • Land
  • 26,571 Sq Ft
  • $130,984 per Acre

  62 Wildridge Dr, Winona, MN 55987

  62 Wildridge Dr, Winona, MN (Lot/Land) – This 0.62-acre parcel is one of the last remaining lots in a developed and quiet cul-de-sac. The site is platted and zoned for single-family residential use and sits on a paved dead-end street maintained by the city. With privacy, beautiful scenery and no association fees, this finished lot provides a rare chance to build a custom home in a desirable

  

  Spencer Hegenbarth

  RE/MAX Results

  (507) 605-1995

  62 Wildridge Dr, Winona, MN 55987
• 

  

  /20

  $4,800,000

  • 58,774 Sq Ft

  157 W 3rd St, Winona, MN 55987

  Discover this rare opportunity to own the historic Kensington, a premier investment property in the heart of downtown Winona. This vibrant 55+ community pairs a dynamic residential atmosphere with a thriving commercial clientele. Steps away from dining, shopping and entertainment, this well-established property boasts modern amenities, a vibrant social scene, and a loyal resident base. As

  Cherie Burke Keller Williams Premier Realty

  157 W 3rd St, Winona, MN 55987
• 

  

  /6

  $154,000

  • Land
  • 15.2 Acres
  • $10,132 per Acre

  24345 E Burns Valley Rd, Wilson Township, MN 55987

  Build your dream home on this stunning 15.2-acre retreat just outside of Winona. A paved driveway leads you to a prime, flat building site perfect for a walkout home, with electricity already on-site. Enjoy the natural beauty and tranquility of a spring-fed pond, all while being just minutes from town.

  Taylor Wardwell Coldwell Banker River Valley, REALTORS

  24345 E Burns Valley Rd, Wilson Township, MN 55987
• 

  

  /50

  $405,000

  • 2 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
• 

  

  /27

  $210,000

  • 2 Beds
  • 1 Bath
  • 1,698 Sq Ft

  663 Dacota St, Winona, MN 55987

  Centrally located in the heart of Winona, just two blocks from the lake and three from the high school, thischarming 2-bedroom, 1-bath home offers comfort, convenience, and room to grow. A spacious additionfeatures a large bedroom and a family room that could easily be converted into a 3 bedroom with theaddition of a wall and door. The main floor showcases beautiful hardwood floors and everything

  Natalie Grant Keller Williams Premier Realty

  663 Dacota St, Winona, MN 55987
• 

  

  /17

  $257,900

  • 3 Beds
  • 2 Baths
  • 1,530 Sq Ft

  426 W 4th St, Winona, MN 55987

  This well-maintained corner-lot home features 3 bedrooms, 2 bathrooms, and a layout designed for versatility. The main level showcases hardwood floors, an office, and a bedroom paired with a full bath, offering convenient single-level living options. The upper level hosts two additional bedrooms and a second bathroom. A detached 1-car garage sits just steps from the home. The basement offers

  Patrick Peterson Edina Realty, Inc.

  426 W 4th St, Winona, MN 55987
• 

  

  /29

  $298,000

  • 6 Beds
  • 2.5 Baths
  • 2,807 Sq Ft

  226 Market St, Winona, MN 55987

  This spacious 5–6 bedroom, 3 bathroom home at 226 Market St offers incredible flexibility whether you’re looking for a certified rental investment or a large single-family residence. With generous living space and thoughtful updates throughout, this property is ready to move right in or continue generating income. The home features an updated kitchen with stainless steel appliances, along with

  

  Jenny Cisewski

  Edina Realty, Inc.

  (507) 879-4240

  226 Market St, Winona, MN 55987
• 

  

  /47

  $510,000

  • 12 Beds
  • 7 Baths
  • 5,169 Sq Ft

  369 W 5th St, Winona, MN 55987

  Multi-unit investment property located in Winona offering 3 units and strong income potential. This property presents a great opportunity for investors looking to add to their portfolio or generate rental income. Convenient location with easy access to downtown Winona, local shops, restaurants, parks, and other amenities. Whether you are a seasoned investor or just getting started, this property

  Matt Loos Real Broker, LLC.

  369 W 5th St, Winona, MN 55987
• 

  

  /31

  $299,900

  • 4 Beds
  • 2.5 Baths
  • 2,175 Sq Ft

  3525 W 7th St Unit B, Winona, MN 55987

  This 2 story, 4 bed, 3 bath townhome offers an open layout, bright living spaces, and an attached 2 car garage. Enjoy truly low maintenance living, snow removal and lawn care are handled for you! All four bedrooms and the laundry are located on the same level, featuring walk in closets and plenty of storage throughout. Sit and relax on spring mornings or evenings out on the patio and enjoy the

  Emily Barkeim Edina Realty, Inc.

  3525 W 7th St Unit B, Winona, MN 55987
• 

  

  /89

  $714,900

  • 4 Beds
  • 3.5 Baths
  • 4,785 Sq Ft

  104 Forest Oak Ct, Winona, MN 55987

  Set on 1.5 private acres at the end of a cul-de-sac across a rare double lot, this cedar-clad estate presents over 4,700 finished square feet of elevated living defined by craftsmanship and scale. Walls of windows invite natural light into every corner, illuminating rich wood floors and exquisite natural woodwork that lend warmth and timeless sophistication. Grand yet welcoming, the home is

  

  Brandon Sigette

  Real Broker, LLC

  (507) 461-8978

  104 Forest Oak Ct, Winona, MN 55987
• 

  

  /3

  $79,900

  • Land
  • 35,719 Sq Ft
  • $97,439 per Acre

  1780 Valley View Dr, Winona, MN 55987

  Elevated building lot over looking Bridges Golf Course. Lot is grandfathered in as a buildable lot. Beautiful views over the valley. Will take a creative build, but amazing potential for a home site.

  Nathan Woodworth Minnesota Banker Realty

  1780 Valley View Dr, Winona, MN 55987
• 

  

  /28

  $199,900

  • 5 Beds
  • 2 Baths
  • 1,408 Sq Ft

  263 Franklin St, Winona, MN 55987

  This rental-certified home is approved for 5 unrelated or 9 related occupants and is ideally located just three blocks from Downtown Winona, minutes from Winona State University, and within walking distance to a grocery store and everyday amenities. Offering five bedrooms and two main-floor bathrooms, the spacious layout provides flexibility for a variety of living arrangements -- whether

  

  Jenny Cisewski

  Edina Realty, Inc

  (507) 967-3167

  263 Franklin St, Winona, MN 55987
• 

  

  /27

  $209,900

  • 4 Beds
  • 2 Baths
  • 1,810 Sq Ft

  1082 Gale St, Winona, MN 55987

  Charming 3-4 bedrooms one story with 2 bedrooms on the main floor and 2 on the lower level. Hardwood floors throughout the main floor with a generous sized Livingroom and bedrooms. All the windows have been updated with vinyl, a spacious 40x12 heated and cooled garage, offering great potential for a (man cave). A great house in a quiet residential location.

  

  Tim Tlougan

  Edina Realty, Inc.

  (507) 936-3568

  1082 Gale St, Winona, MN 55987
• 

  /2

  $314,900

  • 6 Beds
  • 4 Baths
  • 2,364 Sq Ft

  263 E 9th St, Winona, MN 55987

  Hard to find! 4 units in Winona. Live in one and rent the rest out. Great potential for a starting out investment or overall great investment for your portfolio. Call today!

  Mitchell Walch Coffee House Real Estate LLC

  263 E 9th St, Winona, MN 55987
• 

  

  /26

  $279,900

  • 2 Beds
  • 1 Bath
  • 1,132 Sq Ft

  1304 Mcnally Dr, Winona, MN 55987

  Enjoy easy one-level living in this beautifully remodeled 2-bedroom, 1-bath townhome with an attached 2-car garage and private patio. Thoughtfully redesigned with an open floor plan, this home features heated floors in the kitchen and bathroom, adding everyday comfort and luxury.The kitchen is a true highlight with granite countertops, soft-close cabinetry, and high-end appliances, seamlessly

  Angela Thompson Coldwell Banker River Valley, REALTORS

  1304 Mcnally Dr, Winona, MN 55987
• 

  

  /7

  $299,000

  • Land
  • 23 Acres
  • $13,000 per Acre

  2250 Goodview Rd, Winona, MN 55987

  23 acres of land on Bollers Lake in Winona. This land is zoned agriculture/natural resources and currently has a spot for planting small crops, offers heavy tree coverage, shoreline, and marshland. The possibilities are endless!

  Celeste Liesch Edina Realty, Inc.

  2250 Goodview Rd, Winona, MN 55987

Showing Results 1 - 40, Page 1 of 2