Homes for Sale near ANCHOR ACADEMY

• 

  

  

  /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.

  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

  

  Brandon Sigette

  Real Broker, LLC

  104 Forest Oak Ct, 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

  

  Jenny Cisewski

  Edina Realty, Inc.

  263 Franklin St, Winona, MN 55987
• 

  

  

  /46

  $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

  

  Jenny Cisewski

  Edina Realty, Inc.

  54 Brickyard Ln, Winona, MN 55987
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  /73

  $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.

  24242 Pfeiffer Hill Rd, Winona, MN 55987
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  /28

  $220,000

  • 2 Beds
  • 1.5 Baths
  • 900 Sq Ft

  875 E King St, Winona, MN 55987

  ONE LEVEL LIVING -- This 2-bedroom, 2-bath home has been completely updated throughout. Literally everything has been modernized from top to bottom! From the roof, electrical, plumbing, furnace, central air, kitchen cabinets, and flooring to the finishes and fixtures, nearly every inch of this home has been refreshed.Enjoy the beautiful side deck, perfect for relaxing or entertaining. The

  

  Amy Cornelius

  Keller Williams Premier Realty

  875 E King St, Winona, MN 55987
• 

  

  /28

  $269,900

  • 3 Beds
  • 2 Baths
  • 2,480 Sq Ft

  557 E 2nd St, Winona, MN 55987

  Extremely well-maintained 3+ bedroom, 2 bath with generous room sizes throughout! The home offers a spacious main floor living room plus a main floor great room overlooking the private rear yard. Great floor plan with functionality throughout and great storage! Nice, private and very user-friendly back yard with fencing, a great home in a great location!

  

  Tim Tlougan

  Edina Realty, Inc.

  557 E 2nd St, 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

  1402 Mcnally Dr Unit B, Winona, MN 55987
• 

  

  /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.

  1888 Gilmore Ave, Winona, MN 55987
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  /92

  $1,350,000

  $50K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 3,799 Sq Ft

  S3565 Rooster Ridge Ln, Fountain City, WI 54629

  Legacy properties like this rarely hit the market. Perched atop 60 breathtaking acres in the heart of Buffalo County's legendary Driftless Region, this 5BR/3BA retreat showcases sweeping Mississippi River Valley views. Buffalo county is renowned nationwide for trophy whitetail genetics and record-book bucks. The home offers spacious living, multiple gathering areas, and a walkout lower level

  

  Stephanie O'Driscoll

  Edina Realty, Inc.

  S3565 Rooster Ridge Ln, Fountain City, WI 54629
• 

  

  /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

  62 Wildridge Dr, Winona, MN 55987
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  /40

  $459,900

  • 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

  65 6th St E, Winona, MN 55987
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  /41

  $383,000

  $10K PRICE DROP

  • 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 a spacious living room, a large family room with a gas fireplace, and a recreational room. The oversized primary suite provides a private retreat with its own bathroom. Step outside and enjoy your own backyard oasis! The fenced privacy yard features an in-ground, heated

  

  Jenny Cisewski

  Edina Realty, Inc

  418 Hiawatha Blvd, Winona, MN 55987
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  /35

  $459,900

  • 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.

  65 E Broadway St, Winona, MN 55987
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  /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
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  /137

  $2,550,000

  $200K PRICE DROP

  • 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
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  /26

  $639,000

  $24K PRICE DROP

  • Land
  • 78.08 Acres
  • $8,184 per Acre

  Tbd State Rd 35, Fountain City, WI 54629

  Discover an extraordinary opportunity with this 78.08+/-acre property nestled in Buffalo County, Wisconsin, offering breathtaking panoramic views of the Mississippi River. This is more than just land; it's a private sanctuary and a recreational paradise waiting for its new owner.As you enter the property, a secluded, elevated building site immediately captivates you with its dramatic

  Lucas Mestad High Point Land Company

  Tbd State Rd 35, Fountain City, WI 54629
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  /59

  $249,900

  • 4 Beds
  • 1.5 Baths
  • 1,596 Sq Ft

  865 Gilmore Ave, Winona, MN 55987

  Charming 4-bedroom, 1.5-bath home in Central Winona, just minutes from the lake. This well-maintained home features beautiful original oak hardwood floors, a bonus family room in the basement, and many updates, including new siding and exterior paint. Situated on an oversized lot with perennial landscaping, raised garden beds, and a mature peach tree, this property offers plenty of outdoor space

  Eric Nustad Key Real Estate

  865 Gilmore Ave, Winona, MN 55987
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  /34

  $269,900

  Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,732 Sq Ft

  20 Lenox St, Winona, MN 55987

  Exceptional Urban Living! Welcome to 20 Lenox Street. Retreat from the hustle and bustle of every day life in this spectacular 3 bedroom (on one level) home, which incorporates exceptional craftsmanship and quality to create an architectural gem that blends a timeless design with contemporary comfort! Get ready for the WOW factor! No detail was overlooked when designing and updating this special

  Wendy Killen Keller Williams Premier Realty

  20 Lenox St, Winona, MN 55987
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  /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
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  /33

  $289,900

  • 3 Beds
  • 2 Baths
  • 1,654 Sq Ft

  520 Hamilton St, Winona, MN 55987

  Welcome to 520 Hamilton St! This inviting property has been meticulously renovated from top to bottom. From the moment you step into well appointed kitchen with all new SS appliances, cabinets, & tile backsplash, you’ll feel right at home. This inviting property offers spacious living areas filled with natural light and a functional layout designed for modern living. The home features complete

  Thomas Maroushek Real Broker, LLC.

  520 Hamilton St, Winona, MN 55987
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  /6

  $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 is $850/month and downstairs rent is

  Brent Kimmerle Real Broker, LLC.

  476 Main St, Winona, MN 55987
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  /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
• 

  

  /26

  $189,900

  • 3 Beds
  • 1 Bath
  • 1,296 Sq Ft

  1051 W King St, Winona, MN 55987

  Welcome to a spacious and charming 3 bedroom, 1 bathroom home. This is open concept and main level living with hardwood floors. The yard in the back of the home is ready for outdoor fun or gardening. Enjoy the front porch or sunshine coming through the dining room windows.

  Amy Loos Real Broker, LLC.

  1051 W King St, Winona, MN 55987
• 

  

  /27

  $269,900

  • 4 Beds
  • 2 Baths
  • 1,347 Sq Ft

  268 E King St, Winona, MN 55987

  Welcome home to this beautifully updated and meticulously maintained 4-bedroom, 2-bath property that is truly move-in ready! The inviting front porch offers the perfect spot to relax. Inside, you'll find a thoughtfully remodeled interior featuring quartz countertops, stainless steel appliances, and modern finishes throughout.The spacious primary bedroom is conveniently located on the main

  Taylor Wardwell Coldwell Banker River Valley, REALTORS

  268 E King St, 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
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  /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
• 

  

  /18

  $595,900

  $104K PRICE DROP

  • 2,400 Sq Ft

  W230 Wisconsin 35, Fountain City, WI 54629

  Once in a Lifetime Opportunity! Full Nude + Alcohol + Gambling / Gentlemen's Club!!! Business + Building in a PRIME / SECLUDED LOCATION, STATE ROAD 35/54, JUST MINUTES AWAY FROM SEVERAL COLLEGES! TURN-KEY business in fantastic condition! There are 4 separate parcels included.

  Mike Martin Martin Real Estate

  W230 Wisconsin 35, Fountain City, WI 54629
• 

  

  /27

  $639,000

  $24K PRICE DROP

  • Land
  • 78.08 Acres
  • $8,184 per Acre

  54 Wisconsin 35, Fountain City, WI 54629

  Discover an extraordinary opportunity with this 78.08+/-acre property nestled in Buffalo County, Wisconsin, offering breathtaking panoramic views of the Mississippi River. This is more than just land; it's a private sanctuary and a recreational paradise waiting for its new owner. As you enter the property, a secluded, elevated building site immediately captivates you with its dramatic vistas.

  Lucas Mestad High Point Land Company, LLC

  54 Wisconsin 35, Fountain City, WI 54629
• 

  

  /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
• 

  

  /93

  $449,900

  • 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
• 

  

  /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
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  /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
• 

  

  /54

  $725,000

  $75K PRICE DROP

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

  271 E Garvin Heights Rd, Winona, MN 55987

  A rare opportunity in Garvin Heights! This 6-bedroom, 5-bath home offers endless flexibilityperfect for multigenerational living, investment, or business use. Enjoy panoramic bluff views, two fireplaces, and an open-concept main level ideal for entertaining. The lower level features a full mother-in-law suite with private entrance, kitchen, bath, and laundry, plus a fitness room and sauna

  Angela Thompson Coldwell Banker River Valley, REALTORS

  271 E Garvin Heights Rd, Winona, MN 55987
• 

  

  /24

  $254,900

  $35K 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
• 

  

  /28

  $259,900

  Coming Soon

  • 4 Beds
  • 2 Baths
  • 1,824 Sq Ft

  1775 Gilmore Ave, Winona, MN 55987

  Welcome to this spacious 4-bedroom, 2-bath home located in a quiet, desirable neighborhood. Offering generous living spaces and plenty of potential, this home is ready for its next owner to bring their vision and make it their own. The lower level features a comfortable family room with a wet bar, plus a large bedroom that could also serve as an exercise room, activity space, or home office.

  Jessica Lingen eXp Realty

  1775 Gilmore Ave, Winona, MN 55987
• 

  

  /46

  $450,000

  • 4 Beds
  • 3.5 Baths
  • 2,026 Sq Ft

  217 Oak Leaf Dr, Winona, MN 55987

  This 4 bed, 4 bath, 2+ garage home is located in highly sought after location. Enjoy the bluff lands and the neighborhood. Windows have been replaced a few years ago, lots of storage in the garage and basement. This home is close to parks and walking areas with a small ballpark close by. A Treasure.

  Jilaine Schmidt Edina Realty, Inc.

  217 Oak Leaf Dr, Winona, MN 55987
• 

  

  /23

  $329,900

  $10K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,832 Sq Ft

  52 Mount Vernon Ct, Winona, MN 55987

  Charming 3-bedroom, 3-bath home located on a quiet cul-de-sac at 52 Mount Vernon Ct in Winona. This well-maintained property offers a functional layout with spacious living areas and a comfortable flow for everyday living and entertaining .Recent updates include new flooring, trim, and interior doors, along with a new washer and dryer, garage door, furnace, dishwasher, refrigerator, and oven.

  Anthony Hendren Keller Williams Premier Realty

  52 Mount Vernon Ct, Winona, MN 55987
• 

  

  /21

  $159,900

  • 2 Beds
  • 1 Bath
  • 702 Sq Ft

  368 W Sarnia St, Winona, MN 55987

  WELCOME HOME! This 1-level home blends comfort, character, & convenience. The large windows bring in loads of natural light. Main floor features 2 good sized bedrooms, full bath, and an updated kitchen. PLUS, there is beautiful solid wood oak floors under all of the carpeted areas. You’ll enjoy hanging out on your glass 3-season porch. There is a full unfinished basement to put your personal

  Thomas Maroushek Real Broker, LLC.

  368 W Sarnia St, Winona, MN 55987

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