Homes for Sale near ANCHOR ACADEMY

• 

  

  

  /50

  $475,000

  • 6 Beds
  • 4 Baths
  • 3,994 Sq Ft

  W157 Thomas Rd, Fountain City, WI 54629

  Welcome to this beautiful 6-bed, 4-bath home, offering breathtaking views of the Minnesota bluffs & the Mississippi River Valley. Located 6 minutes from Winona, this property combines luxury & convenience. Step inside to an open-concept main floor featuring 9 ft ceilings, oak floors & solid oak doors. The kitchen, dining & living spaces flow together, centered around a gas fireplace. The upper

  

  Jenny Cisewski

  Edina Realty, Inc

  (608) 429-6924

  W157 Thomas Rd, Fountain City, WI 54629
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  /24

  $200,000

  • 1 Bed
  • 1 Bath
  • 845 Sq Ft

  1430 Highway 43, Winona, MN 55987

  Nestled in a picturesque valley yet conveniently within city limits, this property offers the best of both worlds—beautiful bluff views and a tranquil, private setting, this location presents endless possibilities. The property includes a home that, while in need of significant TLC, provides a solid foundation for renovation. Additionally, there is a spacious pole shed on the site, perfect

  

  Jenny Cisewski

  Edina Realty, Inc.

  (507) 417-8093

  1430 Highway 43, Winona, MN 55987
• 

  

  

  /19

  $189,000

  • 1,908 Sq Ft

  218 E 5th St, Winona, MN 55987

  Triplex Investment Opportunity in the Heart of Winona! This well-performing triplex has been continuously rented for over 20 years, offering a proven rental history and steady cash flow. The property includes three one-bedroom, one-bath apartments, each with practical layouts that keep them in demand. Additional features include a detached garage with a brand-new exterior door coming soon and a

  

  Jenny Cisewski

  Edina Realty, Inc

  (507) 417-2319

  218 E 5th St, Winona, MN 55987
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  /33

  $210,000

  • 4 Beds
  • 0.5 Baths
  • 2,145 Sq Ft

  210 E Wabasha St, Winona, MN 55987

  Location, Location, Location! This grand 1890 Victorian has already had much of the hard work completed; now it is ready for your finishing touches! Recent updates include refinished main-level wood floors, fresh interior and exterior paint, updated ceilings with recessed lighting, a 200 Amp electrical service, reglazed windows and much more! You will fall in love with the home's historic

  

  Jenny Cisewski

  Edina Realty, Inc.

  (507) 705-7351

  210 E Wabasha St, Winona, MN 55987
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  /32

  $210,000

  • 4 Beds
  • 0.5 Baths
  • 2,145 Sq Ft

  210 E 7th St, Winona, MN 55987

  Location, Location, Location! This grand 1890 Victorian has already had much of the hard work completed; now it is ready for your finishing touches! Recent updates include refinished main-level wood floors, fresh interior and exterior paint, updated ceilings with recessed lighting, a 200 Amp electrical service, reglazed windows and more! You will fall in love with the homes stunning 10-foot

  

  Jenny Cisewski

  Edina Realty, Inc

  (507) 690-6642

  210 E 7th St, Winona, MN 55987
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  /32

  $295,000

  • 3 Beds
  • 2.5 Baths
  • 2,038 Sq Ft

  817 Clarks Ln, Winona, MN 55987

  Step inside to the spacious 3-bedroom, 3-bathroom home located in a very convenient location, close to shopping, schools & restaurants. Features include 2 fireplacesone in the living room & the other in the family room. All 3 bedrooms are on one level & the rooms are generously sized throughout. A covered front patio adds charm, while the private backyard with a deck is perfect for entertaining.

  

  Jenny Cisewski

  Edina Realty, Inc

  (507) 577-5518

  817 Clarks Ln, Winona, MN 55987
• 

  

  /5

  $85,000

  • Land
  • 0.62 Acre
  • $137,097 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) 417-0152

  62 Wildridge Dr, Winona, MN 55987
• 

  

  /96

  $1,500,000

  • 5 Beds
  • 3.5 Baths
  • 5,938 Sq Ft

  830 Prairie Island Rd N, Winona, MN 55987

  This remarkable turn key 5-bedroom, 4-bath riverfront home seamlessly blends timeless design, thoughtful upgrades, and modern comfort in a breathtaking setting. A grand double-door entry opens to a sun-filled foyer with soaring ceilings, refined millwork, and cherry hardwood floors that flow throughout the main level. Ten-foot ceilings and an extra-wide staircase add to the sense of space and

  Robin Gwaltney Re/Max Results

  830 Prairie Island Rd N, Winona, MN 55987
• 

  

  /15

  $663,000

  • Land
  • 78.08 Acres
  • $8,491 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

  Tbd State Rd 35, Fountain City, WI 54629
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  /39

  $329,000

  • 3 Beds
  • 1.5 Baths
  • 2,325 Sq Ft

  W216 Thomas Rd, Fountain City, WI 54629

  Experience Comfort, Style, and Scenic Living with this beautifully updated home located just 6 minutes outside of Winona. Come and sit on the front porch and enjoy the sweeping views of the Mississippi river and marsh area. This home had a new roof in installed in 2022, new trex decking 2020, new landscape work professionally updated in 2025, redwood siding was professionally stained also

  Cherie Burke Keller Williams Premier Realty

  W216 Thomas Rd, Fountain City, WI 54629
• 

  

  /43

  $289,900

  • 3 Beds
  • 2 Baths
  • 1,843 Sq Ft

  453 Westdale Ave, Winona, MN 55987

  Welcome Home!This charming ranch offers 3 bedrooms and 2 full baths with an inviting open floor plan that’s perfect for everyday living and entertaining. The updated kitchen features modern finishes and flows seamlessly into the dining and living areas. The lower level provides a spacious retreat for family and friends—ideal for game nights, movie marathons, or extra guest

  Angela Thompson Coldwell Banker River Valley, REALTORS

  453 Westdale Ave, Winona, MN 55987
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  /21

  $250,000

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  528 Kansas St, Winona, MN 55987

  In the heart of Winona, this charming 3-bedroom, 2-bathroom Cape Cod home blends timeless character with thoughtful modern updates. The inviting layout includes a bright 4-season sunroom, a finished basement family room (4th bedroom) with an egress window, and modern kitchen and bathrooms. The oversized primary suite offers a private bathroom and ample storage, creating the perfect place to

  Celeste Liesch Edina Realty, Inc

  528 Kansas St, Winona, MN 55987
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  /32

  $325,000

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

  706 W Broadway St, Winona, MN 55987

  This beautifully maintained 4-bedroom, 3-bathroom home offers a perfect blend of character and modern updates. With wood floors throughout and 9-foot ceilings, the home feels both warm and spacious. The updated kitchen and main floor bathroom add a fresh, contemporary touch, while large windows fill the home with natural sunlight all day long. An extra room provides the perfect space for a home

  Amy Loos Real Broker, LLC.

  706 W Broadway St, Winona, MN 55987
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  /37

  $324,900

  • 5 Beds
  • 1.5 Baths
  • 2,532 Sq Ft

  1670 W 6th St, Winona, MN 55987

  Welcome to 1670 W 6th Street - A beautifully updated ranch on a quiet street that's ready to impress! This spacious 5-bedroom, 2-bathroom home offers 3 bedrooms on the main level and 2 more downstairsperfect for families, guests, or a home office setup. Step inside to a brand-new kitchen, fresh interior paint, and a stylish new front door. Enjoy peace of mind with new windows coming soon and a

  Angela Thompson Coldwell Banker River Valley, REALTORS

  1670 W 6th St, Winona, MN 55987
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  /39

  $329,000

  • 4 Beds
  • 2 Baths
  • 2,071 Sq Ft

  1252 W Broadway St, Winona, MN 55987

  This enchanting home Showcases both Quality and Character with it's Distinctive Features and Timeless Appeal. Beautiful hardwood floors and the intricate natural wood trim flow throughout. Brand New standing seam metal roof and new 200 amp electrical service along with mini spits for your AC comfort. Google smart Home smoke/carbon monoxide detectors in all bedrooms, hallways, upstairs office,

  Cherie Burke Keller Williams Premier Realty

  1252 W Broadway St, Winona, MN 55987
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  /30

  $249,000

  • 3 Beds
  • 2 Baths
  • 1,468 Sq Ft

  512 E Wabasha St, Winona, MN 55987

  Spacious 3-4 bedroom, 2 bath featuring large eat-in kitchen, very handy main floor laundry, large main floor bedroom, walk-in shower and always desirable mail floor family room! Very user-friendly fenced yard and huge (44x26) insulated garage. Home is presently used for daycare. Great home in a terrific location.

  Tim Tlougan Edina Realty, Inc.

  512 E Wabasha St, Winona, MN 55987
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  /31

  $269,000

  • 3 Beds
  • 1.5 Baths
  • 1,508 Sq Ft

  718 W Wabasha St, Winona, MN 55987

  Charming and versatile, this centrally located Winona single-family home comes with a rental certification, offering the new owner the flexibility to rent out part of the home. With 3 bedrooms, 1.5 baths, and approximately 1,500 sq ft of living space, it features a second kitchen and laundry upstairs—ideal for multi-generational living or potential rental income. Enjoy the outdoors from the

  Natalie Grant Keller Williams Premier Realty

  718 W Wabasha St, Winona, MN 55987
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  /24

  $214,900

  • 3 Beds
  • 1 Bath
  • 1,872 Sq Ft

  519 Chestnut St, Winona, MN 55987

  Don’t miss your opportunity to own a piece of timeless beauty with this charming 3 bedroom home. This home is more than just a place to live—it’s a haven where comfort meets classic charm. Whether you’re curling up by the fireplace, hosting friends, or simply appreciating the beauty of your surroundings, you’ll find that every moment here is special. RO system in place, newer roof (2017, New AC

  Cherie Burke Keller Williams Premier Realty

  519 Chestnut St, Winona, MN 55987
• 

  /2

  $39,900

  • Land
  • 0.44 Acre
  • $90,682 per Acre

  203 Ben St, Winona, MN 55987

  Prime Buildable Lot in Winona!Don’t miss this incredible opportunity to own a versatile lot in the heart of Winona. Whether you’re dreaming of building your own single-family home or looking for an investment property, this lot has it all. The City of Winona has confirmed that the site can accommodate not only a single-family home but also a duplex or even a triplex—offering excellent

  Angela Thompson Coldwell Banker River Valley, REALTORS

  203 Ben St, Winona, MN 55987
• 

  

  /56

  $1,100,000

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

  24242 Pfeiffer Hill Rd, Winona, MN 55987

  Absolutely stunning views and amazing sunsets from every room in this gorgeous home! Custom built 5-bedroom, 4 baths on 9+ acres of serenity and only 10-12 minutes from Winona. Extremely well thought out floor plan with open, user friendly concept and amenities galore! Not limited to: lower level in-floor heat, surround sound, 9-foot ceilings, 10' wrap around porch on four sides of the home,

  Tim Tlougan Edina Realty, Inc.

  24242 Pfeiffer Hill Rd, Winona, MN 55987
• 

  

  /30

  $374,000

  • 4 Beds
  • 2 Baths
  • 2,082 Sq Ft

  23146 Highway 43, Winona, MN 55987

  Secluded Country Home on 1.8 Acres – Just 3 Minutes from Winona Enjoy the peace of the forest with the convenience of town nearby. This well-kept 4-bed, 2-bath home is surrounded by trees on all sides, offering privacy, wildlife, and stunning views of both the valley and forested hills. Highlights include: - Remodeled kitchen with granite counters - Large deck with scenic views - Two garages

  Christopher Jacobson Richard L. Jacobson Real Estate

  23146 Highway 43, Winona, MN 55987
• 

  

  /44

  $199,900

  • 4 Beds
  • 2.5 Baths
  • 2,321 Sq Ft

  108 E 6th St, Winona, MN 55987

  This charming 4-bedroom, 3-bathroom home offers the perfect blend of character, comfort, and convenienceplus tons of potential! With hardwood floors throughout, it features a spacious main-floor bedroom for easy living. Step outside to the large deck, perfect for entertaining or simply relaxing. Also, it is right on the Steamboat Days parade route! The property includes a one-car garage and is

  Angela Thompson Coldwell Banker River Valley, REALTORS

  108 E 6th St, Winona, MN 55987
• 

  

  /44

  $199,900

  • 4 Beds
  • 3 Baths
  • 2,321 Sq Ft

  108 E Broadway St, Winona, MN 55987

  This charming 4-bedroom, 3-bathroom home offers the perfect blend of character, comfort, and convenience—plus tons of potential! With hardwood floors throughout, it features a spacious main-floor bedroom for easy living. Step outside to the large deck, perfect for entertaining or simply relaxing while enjoying the vibrant energy of being right on the Steamboat Days parade route!The

  Angela Thompson Coldwell Banker River Valley, REALTORS

  108 E Broadway St, Winona, MN 55987
• 

  

  /17

  $194,900

  • 2 Beds
  • 1 Bath
  • 1,016 Sq Ft

  753 W King St, Winona, MN 55987

  Embrace charming living on a desirable corner lot near Lake Winona. This updated home features 2 car detached garage for all your toys and a fenced in yard to enjoy on those summer days outside! Inside the home boasts a newly remodeled kitchen with new cabinets, flooring, countertops, and appliances. Enjoy a rustic living room with warm wood floors. Downstairs, discover a newly remodeled basement

  Patrick Peterson Edina Realty, Inc.

  753 W King St, Winona, MN 55987
• 

  

  /27

  $395,000

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

  1376 Skyline Dr, Winona, MN 55987

  Welcome to this spacious 4-bedroom, 3-bath home that offers both comfort and room to grow. Featuring a flexible layout, there's an option to create a fifth bedroom, making it ideal for larger families. The bright living room is filled with natural light from large windows that showcase stunning views of the city, while a cozy gas fireplace adds warmth and charm. Enjoy relaxing on the covered

  Amy Loos Real Broker, LLC.

  1376 Skyline Dr, Winona, MN 55987
• 

  

  /23

  $189,000

  • 2 Beds
  • 2 Baths
  • 1,564 Sq Ft

  826 E 5th St, Winona, MN 55987

  Welcome to this cute & cozy two-bedroom, two-bath home that that is completely move in ready. Impeccably maintained with a finished lower level adding additional space for relaxation and functionality for today's lifestyle needs. This home also has an additional non conforming bedroom on the lower level. Don't wait - call today - This home will not last long.

  Cherie Burke Keller Williams Premier Realty

  826 E 5th St, Winona, MN 55987
• 

  

  /23

  $204,900

  • 2 Beds
  • 1.5 Baths
  • 910 Sq Ft

  756 W 5th St, Winona, MN 55987

  Welcome to this nice 2 bedroom, 2 bathroom home featuring a spacious 2 car garage and a fully fenced yard, perfect for pets, play, or entertaining. Inside, you'll find a bright and inviting layout with modern finishes that make the home move in ready. Whether you're a first time buyer or looking to downsize, this property offers comfort and convenience in a desirable location close to parks,

  Matt Loos Real Broker, LLC.

  756 W 5th St, Winona, MN 55987
• 

  

  /31

  $210,000

  • 6 Beds
  • 3 Baths
  • 2,468 Sq Ft

  652 E 3rd St, Winona, MN 55987

  This duplex is an excellent investment opportunity conveniently located near downtown Winona. The main floor unit features 3 bedrooms, 2 bathrooms, and a full kitchen and partial kitchen, with a shed provided for additional storage. The second-floor unit offers a spacious 3-bedroom, 1-bathroom layout, complete with extra-large closets for ample storage. Both units include their own washer and

  Laura Slavey Keller Williams Premier Realty

  652 E 3rd St, Winona, MN 55987
• 

  

  /29

  $240,000

  • 3 Beds
  • 3 Baths
  • 1,412 Sq Ft

  866 Gilmore Ave, Winona, MN 55987

  Step into timeless character with this charming 1940s home, filled with original details throughout. Built-ins, classic panel doors, an open staircase, gleaming hardwood floors, and two wood-burning fireplaces bring warmth and style to every corner. The home offers three comfortable bedrooms, a bright and inviting sunroom, and a partially finished basement with a family room perfect for

  Celeste Liesch Edina Realty, Inc

  866 Gilmore Ave, Winona, MN 55987
• 

  

  /26

  $220,000

  • 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, this charming 2-bedroom, 1-bath home offers comfort, convenience, and room to grow. A spacious addition features a large bedroom and a family room that could easily be converted into a third bedroom with the addition of a wall and door. The main floor showcases beautiful hardwood floors and

  Natalie Grant Keller Williams Premier Realty

  663 Dacota St, Winona, MN 55987
• 

  

  /15

  $260,000

  • 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
• 

  

  /45

  $460,000

  • 12 Beds
  • 4 Baths
  • 4,946 Sq Ft

  53 W 9th St, Winona, MN 55987

  Excellent Investment Opportunity! Located just one block from WSU and within walking distance to the lake and downtown Winona, this property offers both convenience and strong rental appeal. It features four 3-bedroom units, each with solid rental history. Recent updates include fresh paint, new flooring, and an upgraded bathroom in Apartment 3. With great monthly income and a prime location,

  Laura Slavey Keller Williams Premier Realty

  53 W 9th St, Winona, MN 55987
• 

  

  /30

  $375,000

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

  628 Main St, Winona, MN 55987

  Charming Character Meets Modern Living – Steps from Winona’s Best!Welcome to this beautifully updated 1931 classic, full of timeless character yet thoughtfully refreshed with today’s modern amenities. Perfectly located just blocks from both Winona’s scenic lakes and Winona State University, this home offers the best of convenience and charm. Step inside and you’ll be greeted by a

  Camille Hanson Counselor Realty of Rochester

  628 Main St, Winona, MN 55987
• 

  

  /21

  $199,900

  • 2 Beds
  • 1 Bath
  • 1,194 Sq Ft

  378 E King St, Winona, MN 55987

  Charming and centrally located, this property is just blocks from downtown Winona, Winona State University, and parks. Featuring two bedrooms and one bathroom, this home includes a current rental license, making it a great option for both investors and owner-occupants. Highlights include a spacious layout, functional kitchen, off-street parking, and a manageable yard. Don’t miss this opportunity

  Jerald Hettenbach Coldwell Banker River Valley, REALTORS

  378 E King St, Winona, MN 55987
• 

  

  /43

  $199,900

  • 3 Beds
  • 1 Bath
  • 2,184 Sq Ft

  187 E 9th St, Winona, MN 55987

  Charming 3-Bedroom Home in the Heart of Winona! Located just blocks from downtown and Winona State University, this single-family home offers both convenience and opportunity. Already rental-certified for up to 5 unrelated occupants, it's a turnkey investment property or a great place to call home. Inside you'll find 3 bedrooms and 1 bathroom, plus a partially finished basement featuring an

  Angela Thompson Coldwell Banker River Valley, REALTORS

  187 E 9th St, Winona, MN 55987
• 

  

  /26

  $199,000

  • 4 Beds
  • 1 Bath
  • 1,640 Sq Ft

  317 E 2nd St, Winona, MN 55987

  Come and see this 4-bedroom, 1-bathroom home with just over 1600 square feet of living space, ready for you to put your personal touches on it and make it your own. Newer roof and a large garage that offers plenty of additional storage and the location couldn’t be better for walking access to the downtown area. This could be a great first home or an investment property. Call to schedule your

  Cherie Burke Keller Williams Premier Realty

  317 E 2nd St, Winona, MN 55987
• 

  

  /83

  $184,000

  • Land
  • 32.69 Acres
  • $5,629 per Acre

  0 E Burns Valley Rd Unit 1933975, Wilson, MN 55987

  This secluded property offers great hunting with a super convenient location being less than 5 miles from downtown Winona and only 40 miles from Rochester. Despite its small size the property packs in a great deal of terrain features. The entire ridge to the north is pocked with numerous bumps and points that provide great bedding habitat. A well maintained ATV trail allows easy access to the

  Chad Garteski Weiss Realty, LLC

  0 E Burns Valley Rd Unit 1933975, Wilson, MN 55987
• 

  

  /83

  $184,000

  • Land
  • 32.69 Acres
  • $5,629 per Acre

  TBD E Burns Valley Rd, Wilson Township, MN 55987

  This secluded property offers great hunting with a super convenient location being less than 5 miles from downtown Winona and only 40 miles from Rochester. Despite its small size the property packs in a great deal of terrain features. The entire ridge to the north is pocked with numerous bumps and points that provide great bedding habitat. A well maintained ATV trail allows easy access to the

  Chad Garteski Weiss Realty LLC

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

  

  /13

  $228,900

  • 3 Beds
  • 2 Baths
  • 1,956 Sq Ft

  556 Minnesota St, Winona, MN 55987

  Discover this fantastic 3-bedroom home situated on a corner lot. Highlights include a detached garage with a bonus sunroom, a securely fenced in yard, and a finished lower level with a family room and work out space. Move in with confidence thanks to the brand-new furnace!

  Patrick Peterson Edina Realty, Inc.

  556 Minnesota St, Winona, MN 55987
• 

  

  /23

  $134,500

  • 1 Bed
  • 1 Bath
  • 810 Sq Ft

  609 E 2nd St, Winona, MN 55987

  Welcome to your cozy retreat! This 1 bed, 1 bath smaller home boasts a nice sized 2-car garage, with a basement perfect for all your storage needs. Appreciate the front porch with combination windows that are ideal for early morning coffee or relaxing night cap evenings. Enjoy the large living room for all your relaxation needs. Office space is possible in room next to the kitchen. Enjoy some

  Bruce Bechly Keller Williams Premier Realty

  609 E 2nd St, Winona, MN 55987

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