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Winona, MN Homes for Sale

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  • /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

    Agent Photo

    Jenny Cisewski

    Edina Realty, Inc

    (507) 967-3167

    263 Franklin St, Winona, MN 55987
  • /31

    $210,000

    • 3 Beds
    • 1.5 Baths
    • 1,320 Sq Ft

    716 E 4th St, Winona, MN 55987

    Start building your rental portfolio or settle in and make this your own. This inviting two-story home delivers cozy comfort with a smart, efficient layout. With three bedrooms and a bathroom on each level, the space offers flexibility for everyday living or strong rental potential. Fresh paint and a durable metal roof add peace of mind. Enjoy morning coffee or evening unwinding on not one, but

    Agent Photo

    Amy Cornelius

    Keller Williams Premier Realty

    (507) 608-5804

    716 E 4th St, Winona, MN 55987
  • /105

    $1,325,000

    • 3 Beds
    • 3.5 Baths
    • 6,433 Sq Ft

    26085 Frank Hill Rd, Winona, MN 55987

    Set on 96+/- acres in the Driftless Region of Winona County, this property is a rare find combining modern living with incredible outdoor recreation. Nearly all of the land is heavy timber with a complete trail network, secluded food plot, and a Redneck blind positioned in a valley on the north end. Bordering large agricultural fields to the east and west, the land hunts big and is well-known for

    Bob Stalberger Whitetail Properties Real Estate

    26085 Frank Hill Rd, Winona, MN 55987
  • /54

    $779,900

    • 6 Beds
    • 5 Baths
    • 5,129 Sq Ft

    271 E Garvin Heights Rd, Winona, MN 55987

    A Rare Opportunity in Garvin Heights! Located in one of Winona’s most sought-after neighborhoods near trails, parks, and the iconic Garvin Heights Lookout, this 6-bedroom, 5-bath home offers incredible versatility for today’s lifestyle — all with amazing panoramic views of the Driftless Valley and surrounding bluffs. The open-concept main level showcases breathtaking scenery, two fireplaces, and

    Angela Thompson Coldwell Banker River Valley, REALTORS

    271 E Garvin Heights Rd, Winona, MN 55987
  • /2

    $539,000

    • 4 Beds
    • 2.5 Baths
    • 3,216 Sq Ft

    72 W Mill St, Winona, MN 55987

    Welcome to 72 Mill Street where historic charm meets modern living, nestled in the heart of Winona! This late-1800's charmer offers the perfect blend of timeless character, modern updates and an unbeatable location. Just steps from the park, lake and vibrant downtown, you'll love the convenience of having everything you need just steps from your door. Inside, this home has been updated from top

    Angela Thompson Coldwell Banker River Valley, REALTORS

    72 W Mill St, Winona, MN 55987
  • /27

    $349,900

    • 4 Beds
    • 3.5 Baths
    • 2,562 Sq Ft

    628 Main St, Winona, MN 55987

    Welcome to this beautifully updated 1931 classic, full of timeless character yet thoughtfully refreshed with today’s modern amenities. Located just blocks from both Winona’s scenic lakes & Winona State University, this home offers the best of convenience and charm. Step inside and you’ll be greeted by a warm and inviting living room with a brick fireplace, updated flooring, and abundant natural

    Camille Hanson Edina Realty, Inc.

    628 Main St, Winona, MN 55987
  • /37

    $639,900

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

    36074 Old Homer Rd, Winona, MN 55987

    Panoramic Mississippi River views greet you from every floor of this beautifully updated three-story home. Nearly every major item has been upgraded—flooring, garage doors, HVAC, tankless water heater, appliances, pantry, fireplace, and more—making this property truly turn-key. Step inside and enjoy modern convenience throughout: whole-home speaker system, remote-control blinds, smart lighting,

    Angela Thompson Coldwell Banker River Valley, REALTORS

    36074 Old Homer Rd, Winona, MN 55987
  • /36

    $423,900

    • 3 Beds
    • 4 Baths
    • 3,792 Sq Ft

    386 Pleasant Hill Dr, Winona, MN 55987

    Tucked into a quiet, country-feel neighborhood just minutes from town, this one-of-a-kind home blends comfort, space, and serenity. The main floor offers 3 bedroomsincluding a spacious primary suitean office, laundry, and rich hardwood floors flowing through an inviting living area with fireplace, open kitchen/dining, and sitting area. The lower level features a sprawling family room with

    Kelly Meyer Keller Williams Premier Realty MN

    386 Pleasant Hill Dr, Winona, MN 55987
  • /89

    $729,000

    • 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

    104 Forest Oak Ct, Winona, MN 55987
  • /28

    $319,900

    • 3 Beds
    • 2 Baths
    • 1,664 Sq Ft

    26283 Meadowbrook Ln, Winona, MN 55987

    Great location at the end of a cul-de-sac only minutes from Winona surrounded by the beauty of Pleasant Valley! All the big dollar items have been done recently with: vinyl siding, hardwood floors, a 4-year-old roof, vinyl combination windows and a new $26,000 septic system! This home also features 3 spacious bedrooms, a primary 3⁄4 bath along with a full common bath, a 2+ car garage along with a

    Tim Tlougan Edina Realty, Inc.

    26283 Meadowbrook Ln, Winona, MN 55987
  • /51

    $1,325,000

    • 3 Beds
    • 3.5 Baths
    • 6,433 Sq Ft

    26085 Frank Hill Rd, Winona, MN 55987

    Set on 96+/- acres in the Driftless Region of Winona County, this property is a rare find combining modern living with incredible outdoor recreation. Nearly all of the land is heavy timber with a complete trail network, secluded food plot, and a Redneck blind positioned in a valley on the north end. Bordering large agricultural fields to the east and west, the land hunts big and is well-known for

    Bob Stalberger Whitetail Properties Real Estate

    26085 Frank Hill Rd, Winona, MN 55987
  • /2

    $79,900

    • 2 Beds
    • 1 Bath
    • 882 Sq Ft

    227 E 10th St, Winona, MN 55987

    1-story home features 2 bedrooms, a dining room, and an updated kitchen. Attached 2 plus car garage, vinyl siding, and a deck.

    William Danielson WMD Realty

    227 E 10th St, Winona, MN 55987
  • /5

    $750,000

    • Land
    • 0.06 Acre
    • $12,500,000 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!

    Richard Jacobson Richard L. Jacobson Real Estate

    56 E 3rd St, Winona, MN 55987
  • /17

    $224,900

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    714 E Mark St, Winona, MN 55987

    Come and see this remodeled 3 bedroom 2 bath home located just blocks from shopping and East Lake Park. Features include a fireplace, new flooring, new kitchen, bath updates and more. Make an appointment to see it today.

    Jackson Raygor Re/Max Results

    714 E Mark St, Winona, MN 55987
  • /6

    $2,599,000

    • Land
    • 3.23 Acres
    • $804,644 per Acre

    1845 W 5th St, Winona, MN 55987

    Spacious Double Lot Opportunity!Discover the potential of this rare double lot offering. The property consists of two adjacent vacant lots being sold together. With generous frontage and depth, these parcels offers ample room for development. Lots are cleared and ready for your vision. This is a prime location with flexibility and future potential.Key Features:Two

    Amy Loos Real Broker, LLC.

    1845 W 5th St, Winona, MN 55987
  • /3

    $79,900

    • Land
    • 0.82 Acre
    • $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
  • /22

    $295,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,561 Sq Ft

    701 Wilson St, Winona, MN 55987

    Welcome to 701 Wilson Street...an architecturally-striking 3 bedroom home which features the ultimate in home design with beautifully finished interiors and countless amenities...all combining to create the perfect urban sanctuary and retreat. For those looking for an investment property...this property is currently a very popular Winona Airbnb destination. Ideally situated for the city

    Wendy Killen Keller Williams Premier Realty

    701 Wilson St, Winona, MN 55987
  • /2

    $39,900

    • Land
    • 0.34 Acre
    • $117,353 per Acre

    58 Buck Ridge Dr, Winona, MN 55987

    Want to build your dream home just minutes away from everything in Winona. Here is your chance! Come see this beautiful lot with great views. This lot is open to all builders.

    Jerald Hettenbach Coldwell Banker River Valley, REALTORS

    58 Buck Ridge Dr, Winona, MN 55987
  • /15

    $245,000

    • 7 Beds
    • 2 Baths
    • 2,491 Sq Ft

    221 E 8th St, Winona, MN 55987

    This up/down duplex is a must-see for anyone looking for an income property. Located in a quiet neighborhood within walking distance of Winona State University, Lake Winona, and downtown, it offers both convenience and charm. Recent updates include new flooring on the main level, fresh paint throughout the main floor, updated bathroom on the 2nd level new flooring in one upstairs bedroom. The

    Laura Slavey Keller Williams Premier Realty

    221 E 8th St, Winona, MN 55987
  • /28

    $247,900

    • 4 Beds
    • 2 Baths
    • 1,927 Sq Ft

    206 Buchanan St, Winona, MN 55987

    Meticulously maintained and extremely well built 4-bedroom, 2 bath rambler on a private, spacious lot in a quiet east side location. From the minute you walk into this home, you will be impressed with the quality and attention to detail the owners have spent on this wonderful property. Some of the many features include- new flooring, all new windows including 2 egress windows in the lower level,

    Tim Tlougan Edina Realty, Inc.

    206 Buchanan St, Winona, MN 55987
  • /24

    $162,900

    • 2 Beds
    • 1 Bath
    • 1,160 Sq Ft

    653 Johnson St, Winona, MN 55987

    Cute and cozy 2 bedroom with tons of charm and character, plus it's located only 2 short blocks from Lake Park and all that it has to offer! Spacious rooms throughout, great open floor plan with a wonderful pantry off the kitchen. Large front porch featuring great morning sunshine.

    Tim Tlougan Edina Realty, Inc.

    653 Johnson St, Winona, MN 55987
  • /47

    $995,000

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

    Celeste Liesch Edina Realty, Inc.

    2331 Goodview Rd, Winona, MN 55987
  • /26

    $195,000

    • 2 Beds
    • 2 Baths
    • 1,238 Sq Ft

    463 Liberty St, Winona, MN 55987

    Welcome to a 2-bedroom, 2-bath home offering convenient main-level living. Features include built in storage in the main bedroom, pull out cabinet in the kitchen with under cabinet lighting, an attached-heated garage and fenced-in backyard. Enjoy relaxing on the front porch or back patio area. A great opportunity for comfortable living. There is an outside entrance to basement. New stove, new

    Amy Loos Real Broker, LLC.

    463 Liberty St, Winona, MN 55987
  • /75

    $950,000

    • 6 Beds
    • 4.5 Baths
    • 8,800 Sq Ft

    34506 Pleasant Point Dr, Winona, MN 55987

    Nestled on 10.5 peaceful acres just 12 min from Winona and 30 from La Crosse, this 6-bed, 4.5-bath retreat offers 8,800+ sq ft, a 3-car garage, and a fully private in-law suite with its own entryideal for multigenerational living or rental income. Enjoy a custom Amish wood-burning fireplace, two pellet stoves, geothermal heating/cooling, and 91 solar panels (est. $125K value) for serious energy

    Andrew Fischer Castle Realty, LLC

    34506 Pleasant Point Dr, Winona, MN 55987
  • /33

    $230,000

    • 3 Beds
    • 2 Baths
    • 2,132 Sq Ft

    4710 W 9th St, Winona, MN 55987

    Well cared for 3 bed, 2 bath home in Goodview features 2 electrical boxes for extra power, newer roof (2021), updated windows & siding and water heater (2022). This home has oak floors that have been covered for many years. All appliances stay. Dishwasher is not usable, chest freezer stays. Enjoy the sun filled livingroom and the easy-care yard.

    Jilaine Schmidt Edina Realty, Inc.

    4710 W 9th St, Winona, MN 55987
  • /17

    $235,000

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

    53 Valley Trail Dr, Winona, MN 55987

    Welcome home to this well-maintained, one-owner townhome that’s move-in ready and easy to love! Featuring 2 spacious bedrooms and 2 bathrooms, this home offers a flexible layout with two separate living areas—perfect for entertaining, relaxing, or creating a home office or media space. Enjoy maintenance-free living with an association that takes care of snow removal and lawn care, so you can

    Christopher Jacobson Richard L. Jacobson Real Estate

    53 Valley Trail Dr, Winona, MN 55987
  • /3

    $220,000

    • 4 Beds
    • 1.5 Baths
    • 1,336 Sq Ft

    460 E Sanborn St, Winona, MN 55987

    Newer furnace, ac, washer & dryer, water heater and main floor windows. Move in with the flexibility of having a main floor bedroom or two with three bedrooms upstairs. Brand new bathroom the past year. 90% of the main floor has been renovated! Enjoy the open concept with hard wood floors keeping the characterof the home.

    Natalie Grant Keller Williams Premier Realty

    460 E Sanborn St, Winona, MN 55987
  • /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 maintained.

    Adam Weissenberger Coldwell Banker Commercial River Valley

    157 W 3rd St, Winona, MN 55987
  • /27

    $219,900

    • 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.

    1082 Gale 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
  • /21

    $255,000

    • 3 Beds
    • 1.5 Baths
    • 1,770 Sq Ft

    257 E Wabasha St, Winona, MN 55987

    This 3-bedroom, 1.5-bath home offers a well-executed blend of meaningful updates and inviting living space. Tall ceilings and large windows bring in strong natural light and give the main level an open, comfortable feel. The layout connects the living, dining, and kitchen areas in a practical, easy-to-live-in way that works well for both daily routines and entertaining. The kitchen is designed to

    Trein Benbenek Mosaic Real Estate

    257 E Wabasha St, Winona, MN 55987
  • /22

    $255,000

    • 3 Beds
    • 1.5 Baths
    • 2,655 Sq Ft

    257 E 7th St, Winona, MN 55987

    This 3 bedroom 1.5 bath home offers a well executed blend of meaningful updates and inviting living space. Tall ceilings and large windows bring in strong natural light, creating an open and comfortable feel throughout the main level. The layout connects the living, dining, and kitchen areas in a practical and easy to live in design that works well for both daily routines and entertaining. The

    Trein Benbenek Mosaic Real Estate LLC

    257 E 7th St, Winona, MN 55987
  • /70

    $1,018,000

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

    24242 Pfeiffer Hill Rd, Winona, MN 55987

    Wow! Beautiful Cedar House on the Hill with stunning views and amazing sunsets. Custom built 5 bedroom, 4 bath home on 9+ acres of serenity and only 10-12 minutes from Winona. Extremely well thought out open floor plan with amenities galore! Not limited to: lower level in-floor heat, surround sound speakers throughout (inside and out), 9-foot ceilings, 10' wrap around porch on four sides of the

    Tim Tlougan Edina Realty, Inc.

    24242 Pfeiffer Hill Rd, Winona, MN 55987
  • /2

    $324,900

    • 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
  • /34

    $269,900

    • 6 Beds
    • 2 Baths
    • 2,768 Sq Ft

    724 W Broadway St, Winona, MN 55987

    Gorgeous two-story home filled with classic charm in the heart of west Winona. Thoughtfully updated with spacious layouts, this turnkey property offers a rare opportunity to enjoy the main-level living space while making use of the upper level as a flexible bonus area—perfect for hosting guests or generating rental income to build instant equity and pay the majority of your mortgage. The main

    Angela Schott Keller Williams Premier Realty

    724 W Broadway St, Winona, MN 55987
  • /47

    $520,000

    • 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
  • /2

    $99,000

    • Land
    • 0.12 Acre
    • $825,000 per Acre

    402 Center St, Winona, MN 55987

    This lot includes a nicely sized three-car garage along with 12 additional parking spaces, providing ample room for vehicles and storage.

    Christopher Jacobson Richard L. Jacobson Real Estate

    402 Center St, Winona, MN 55987
  • /2

    $29,900

    • Land
    • 0.12 Acre
    • $249,167 per Acre

    76 Brickyard Ln, Winona, MN 55987

    Welcome to University Village! Located in one of Winona’s most desirable 55+ communities, this property offers a fantastic opportunity to build your new home! Just minutes from shopping, dining, and scenic walking trails, you’ll enjoy a peaceful setting with convenient access to town. Two parcels are included in this price and are approved for a twin home to be built — both units must be

    Angela Thompson Coldwell Banker River Valley, REALTORS

    76 Brickyard Ln, Winona, MN 55987
  • /4

    $234,000

    • 5 Beds
    • 3 Baths
    • 2,406 Sq Ft

    215 E 5th St, Winona, MN 55987

    This Unique Triplex has much to offer! A large 3-bedroom unit and 2, 1-bedroom units each providing their own laundry and hardwood floors. Many updates to check out! Income per month is $2400. 24-hour notice required.

    David McCorquodale Coffee House Real Estate LLC

    215 E 5th St, Winona, MN 55987

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Why Live in Winona

Winona, MN, a Midwest town of 26,000 residents along the Mississippi River, is known for its vibrant festivals and natural beauty. The city hosts events year-round, including music, film, and cultural festivals, with highlights like the Winona Ice Fest featuring ice climbing at Winona Ice Park. Outdoor enthusiasts enjoy fishing, swimming, and boating at Lake Winona, while Garvin Heights City Park offers hiking trails with scenic overlooks. The Lake Lodge Recreation Center provides rentals for aquatic activities and winter sports. Winona State University, with 5,500 students, adds a college-town atmosphere to the city. Residential areas feature uniform lot sizes, typically 50 by 150 feet, with homes ranging from classic bungalows to ranch styles, averaging 1,250 to 1,500 square feet. Dining options, including pizza spots and bars, are concentrated near the Mississippi River, though finer dining may require a drive. Essential shopping is available at Walmart Supercenter and Target. Commuting is convenient, with Highway 14 running through the city and a bus system operated by Winona Transit Service. Crime rates are comparable to national averages, but residents should be aware of flash flood risks due to the city's floodplain location.

Frequently Asked Questions

What is the average home price in Winona, MN?
Homes for sale in Winona, MN have an average home price of $280,323.
How many homes have sold over the last 12 months in Winona, MN?
349 homes have sold in Winona, MN over the last 12 months.
What are the most popular zip codes in Winona, MN?
The most popular zip codes in Winona, MN include 55987, 54629, 55959, 55969 and 54661.
How much do you need to make to afford a house in Winona?
The median home price in Winona is $237,500. If you put a 20% down payment of $47,500 and had a 30-year fixed mortgage with an interest rate of 6%, your estimated principal and interest payment would be $1,140 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $49K a year to afford the median home price in Winona. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Winona, MN?
Winona, MN has highly rated public and private schools. Some of the best schools in Winona based on Niche Grades are Bluffview Montessori School, Hope Lutheran High School and Cotter Schools. Browse all the schools in Winona, MN to learn more.

Home Trends in Winona, MN

Housing Trends

Median Sale Price
$235,500
Median Single Family Sale Price
$237,000
Median Townhouse Sale Price
$244,050
Average Price Per Sq Ft
$154
Number of Homes for Sale
23
Last 12 months Home Sales
349
Months of Supply
0.80
Median List Price
$237,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
10%
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