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Homes for Sale in 55987

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  • /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.

    Agent Photo

    Tim Tlougan

    Edina Realty, Inc.

    (507) 797-0649

    1888 Gilmore Ave, Winona, MN 55987
  • /2

    $18,000

    • Land
    • 15,681 Sq Ft
    • $50,000 per Acre

    8970 Hillside Ln, Stockton, MN 55987

    Build Your Dream Home in Garvin View!Beautiful .35-acre buildable lot located in a quiet, private area at 8970 Hillside Ln, Winona. City water and sewer are available at the curb with no assessments—just standard hookup fees. Conveniently located just minutes from town, this lot is ready for your new home.Neighboring lot also available—buy one or both!

    Agent Photo

    Jenny Cisewski

    Edina Realty, Inc.

    (507) 419-3532

    8970 Hillside Ln, Stockton, 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

    Agent Photo

    Jenny Cisewski

    Edina Realty, Inc

    (507) 944-1636

    65 6th St E, 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

    Agent Photo

    Spencer Hegenbarth

    RE/MAX Results

    (507) 605-1995

    62 Wildridge Dr, 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

    Agent Photo

    Jenny Cisewski

    Edina Realty, Inc.

    (507) 879-4240

    226 Market St, Winona, MN 55987
  • /2

    $18,000

    • Land
    • 15,246 Sq Ft
    • $51,429 per Acre

    8990 Hillside Ln, Stockton, MN 55987

    Build Your Dream Home in Garvin View!Beautiful .35-acre buildable lot located in a quiet, private area at 8990 Hillside Ln, Winona. City water and sewer are available at the curb with no assessments—just standard hookup fees. Conveniently located just minutes from town, this lot is ready for your new home.Neighboring lot also available—buy one or both!

    Agent Photo

    Jenny Cisewski

    Edina Realty, Inc.

    (507) 765-0840

    8990 Hillside Ln, Stockton, MN 55987
  • /19

    $249,750

    • 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!

    Agent Photo

    Tim Tlougan

    Edina Realty, Inc.

    (507) 690-3453

    88 Valley Trail Dr, Winona, MN 55987
  • /41

    $699,000

    $30K PRICE DROP
    • 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

    Agent Photo

    Brandon Sigette

    Real Broker, LLC

    (507) 461-8978

    104 Forest Oak Ct, Winona, MN 55987
  • /30

    $219,900

    • 4 Beds
    • 2 Baths
    • 1,937 Sq Ft

    804 W Mark St, Winona, MN 55987

    Gleaming with charm, hardwood floors, natural woodwork, and arched doorways welcome you in. The living room features a gas-burning fireplace. The main floor has two generously sized bedrooms and a full bathroom. The lower level features ample storage, an office space, another full bathroom, and a family room. The fully fenced backyard includes a 10 x 8 shed and a patio for enjoying summer nights.

    Agent Photo

    Christy Joyer

    Keller Williams Premier Realty

    (507) 697-4773

    804 W Mark St, Winona, MN 55987
  • /28

    $189,999

    $10K PRICE DROP
    • 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
  • /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

    Agent Photo

    Jenny Cisewski

    Edina Realty, Inc.

    (507) 992-1557

    65 E Broadway St, Winona, MN 55987
  • /50

    $549,000

    $40K PRICE DROP
    • 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

    Agent Photo

    Jenny Cisewski

    Edina Realty, Inc.

    (507) 497-1792

    54 Brickyard Ln, 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,

    Agent Photo

    Tim Tlougan

    Edina Realty, Inc.

    (507) 669-7721

    24242 Pfeiffer Hill Rd, 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

    Agent Photo

    Amy Cornelius

    Keller Williams Premier Realty

    (507) 248-5089

    1402 Mcnally Dr Unit B, 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
  • /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
  • /50

    $405,000

    $10K PRICE DROP
    • 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
  • /38

    $549,900

    $50K PRICE DROP
    • 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
  • /43

    $599,900

    $50K PRICE DROP
    • 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
  • /53

    $465,000

    $30K PRICE DROP
    • 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
  • /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
  • /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
  • /2

    $55,000

    • Land
    • 1.07 Acres
    • $51,402 per Acre

    8670 - 8690 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 - 8690 Locust Ln, Stockton, MN 55987
  • /11

    $169,900

    • 2 Beds
    • 1 Bath
    • 980 Sq Ft

    752 E Mark St, Winona, MN 55987

    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

    Taylor Wardwell Coldwell Banker River Valley, REALTORS

    752 E Mark St, Winona, MN 55987
  • /5

    $750,000

    • Land
    • 2,613 Sq Ft
    • $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
  • /29

    $340,000

    • 3 Beds
    • 2 Baths
    • 1,903 Sq Ft

    1420 Conrad Dr, Winona, MN 55987

    Welcome home to this charming 3-bedroom walk-out ranch located in the highly desirable Garvin Heights subdivision. This well-maintained home offers 2 full bathrooms, a spacious 2-car attached garage, and an oversized yard perfect for outdoor enjoyment. Relax on the inviting front porch or entertain guests on the recently rebuilt composite deck overlooking the backyard. The walk-out lower level

    Celeste Liesch Edina Realty, Inc.

    1420 Conrad Dr, Winona, MN 55987
  • /2

    $2,199,999

    • Land
    • 3.23 Acres
    • $681,114 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 legal parcels included in

    Amy Loos Real Broker, LLC.

    1845 W 5th St, 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
  • /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
  • /53

    $725,000

    • 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
  • /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
  • /51

    $345,000

    Open Sun 11AM - 12:30PM
    • 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. 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 picture window and a beautifully finished slate

    Carol Nelson Edina Realty, Inc.

    24321 County Road 20, Winona, MN 55987
  • /2

    $39,900

    • Land
    • 14,810 Sq Ft
    • $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

    $229,000

    • 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
  • /37

    $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
  • /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
  • /18

    $209,000

    • 3 Beds
    • 1 Bath
    • 1,036 Sq Ft

    464 Grand St, Winona, MN 55987

    Whether you are at the point in your life where it is time to buy your first home, or maybe do a bit of a downsize, this is your perfect home for either situation. With 3 bedrooms and one bathroom all on one level, ease of living is what this home is all about. Also of note, an updated kitchen with newer appliances, an updated bathroom, newly resurfaced original hardwood floors throughout, a

    Paul Ebner RE/MAX Advantage Plus

    464 Grand St, 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
  • /30

    $338,000

    • 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
  • /24

    $259,900

    $30K PRICE DROP
    • 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

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