Homes for Sale near ANCHOR ACADEMY

• 

  

  

  /20

  $184,900

  • 2 Beds
  • 1 Bath
  • 948 Sq Ft

  528 Chatfield St, Winona, MN 55987

  Cute'n cozy 2-bedroom, 1 bath, 1 story on a private corner lot in a quiet location with a great yard, a storage shed and a very well-maintained home on the East side of Winona! Features include: spacious rooms (especially in the bedrooms), maintenance free siding and a detached garage with opener. A move in ready home!

  

  Tim Tlougan

  Edina Realty, Inc.

  (507) 570-8122

  528 Chatfield St, Winona, MN 55987
• 

  

  

  /5

  $79,900

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

  62 Wildridge Dr, Winona, MN 55987

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

  

  Spencer Hegenbarth

  RE/MAX Results

  (507) 605-1995

  62 Wildridge Dr, Winona, MN 55987
• 

  

  

  /29

  $298,000

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

  226 Market St, Winona, MN 55987

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

  

  Jenny Cisewski

  Edina Realty, Inc.

  (507) 879-4240

  226 Market St, Winona, MN 55987
• 

  

  

  /36

  $395,000

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

  1614 Valley View Dr, Winona, MN 55987

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

  

  Jenny Cisewski

  Edina Realty, Inc.

  (507) 417-8958

  1614 Valley View Dr, Winona, MN 55987
• 

  

  

  /89

  $714,900 Open Sat 10AM - 1PM

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

  104 Forest Oak Ct, Winona, MN 55987

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

  

  Brandon Sigette

  Real Broker, LLC

  (507) 461-8978

  104 Forest Oak Ct, Winona, MN 55987
• 

  

  /28

  $189,999

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

  263 Franklin St, Winona, MN 55987

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

  

  Jenny Cisewski

  Edina Realty, Inc.

  (507) 967-3167

  263 Franklin St, Winona, MN 55987
• 

  

  /92

  $1,400,000

  • 5 Beds
  • 3 Baths
  • 3,796 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.

  (608) 557-3363

  S3565 Rooster Ridge Ln, Fountain City, WI 54629
• 

  

  /50

  $549,000

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

  54 Brickyard Ln, Winona, MN 55987

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

  

  Jenny Cisewski

  Edina Realty, Inc.

  (507) 497-1792

  54 Brickyard Ln, Winona, MN 55987
• 

  

  /63

  $998,000

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

  24242 Pfeiffer Hill Rd, Winona, MN 55987

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

  

  Tim Tlougan

  Edina Realty, Inc.

  (507) 669-7721

  24242 Pfeiffer Hill Rd, Winona, MN 55987
• 

  

  /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.

  (507) 646-2850

  653 Johnson St, 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.

  (507) 797-0649

  1888 Gilmore Ave, Winona, MN 55987
• 

  

  /27

  $209,900

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

  1082 Gale St, Winona, MN 55987

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

  

  Tim Tlougan

  Edina Realty, Inc.

  (507) 936-3568

  1082 Gale St, Winona, MN 55987
• 

  

  /26

  $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 High Point Land Company

  Tbd State Rd 35, Fountain City, WI 54629
• 

  

  /48

  $384,900 Open Thu 4PM - 6PM

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

  1815 Edgewood Rd, Winona, MN 55987

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

  Angela Thompson Coldwell Banker River Valley, REALTORS

  1815 Edgewood Rd, Winona, MN 55987
• 

  

  /37

  $350,000 Open Sat 10AM - 11AM

  • 4 Beds
  • 2 Baths
  • 2,298 Sq Ft

  708 W Broadway St, Winona, MN 55987

  This beautiful two-story Winona home offers a rare blend of timeless character and thoughtful updates. Rich hardwood floors, original woodwork, and unique features such as stained glass, pocket doors, built-ins, and a distinctive fireplace mantel from the old courthouse—create a space that tells a story. The home was proudly featured on the 2018 Christmas House Tour.The main floor includes a

  Angela Schott Keller Williams Premier Realty

  708 W Broadway St, Winona, MN 55987
• 

  

  /38

  $599,900

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

  76 Rodeo Dr, Winona, MN 55987

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

  Angela Thompson Coldwell Banker River Valley, REALTORS

  76 Rodeo Dr, Winona, MN 55987
• 

  

  /43

  $619,900

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

  36074 Old Homer Rd, Winona, MN 55987

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

  Angela Thompson Coldwell Banker River Valley, REALTORS

  36074 Old Homer Rd, Winona, MN 55987
• 

  

  /27

  $339,900 Coming Soon

  • 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
• 

  

  /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
• 

  

  /15

  $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
• 

  

  /102

  $995,000

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

  36415 Homer Valley Ln, Winona, MN 55987

  Dreaming of your own piece of heaven? Dreams come true with this 51-acre hobby farm located just 10 minutes to Winona, Mn & quick access to the I-90. Once used as a horse training facility complete with a 10+ stall horse barn w/new steel roof/large hay mow, riding arena, additional pole shed w/workshop. Enjoy horses, beef, sheep, chickens & so much more! Large pastures, hay fields and trails

  Sarah Hemker Century 21 Affiliated

  36415 Homer Valley Ln, Winona, MN 55987
• 

  

  /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
• 

  /2

  $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 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
• 

  

  /14

  $319,000

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

  1409 Mcnally Dr, Winona, MN 55987

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

  Christopher Jacobson Richard L. Jacobson Real Estate

  1409 Mcnally Dr, Winona, MN 55987
• 

  

  /53

  $749,900

  • 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
• 

  

  /17

  $257,900

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

  426 W 4th St, Winona, MN 55987

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

  Patrick Peterson Edina Realty, Inc.

  426 W 4th St, Winona, MN 55987
• 

  /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

  $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
• 

  

  /18

  $595,900

  • 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
• 

  

  /26

  $289,900 New Construction

  • 2 Beds
  • 1.5 Baths
  • 1,280 Sq Ft

  355 Laird St, Winona, MN 55987

  Rare opportunity in Winona! Enjoy brand-new construction just steps from Bloedow's Bakery. This beautifully designed 2 bed, 1.5 bath home offers one-level living with modern finishes throughout. The spacious living room features a vaulted ceiling, creating an open and airy feel you'll love. The kitchen is outfitted with sleek quartz countertops, while the primary bath includes a stunning tiled

  Taylor Wardwell Coldwell Banker River Valley, REALTORS

  355 Laird St, Winona, MN 55987
• 

  

  /27

  $663,000

  • Land
  • 78.08 Acres
  • $8,491 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
• 

  

  /16

  $254,900 Coming Soon

  • 4 Beds
  • 1 Bath
  • 1,640 Sq Ft

  317 E 2nd St, Winona, MN 55987

  Christopher Jacobson Richard L. Jacobson Real Estate

  317 E 2nd 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
• 

  

  /8

  $184,900

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

  377 E Broadway St, Winona, MN 55987

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

  Barry Tanner eXp Realty

  377 E Broadway St, Winona, MN 55987
• 

  

  /26

  $279,900 Open Thu 4PM - 6PM

  • 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
• 

  

  /22

  $170,000

  • 2 Beds
  • 1 Bath
  • 1,048 Sq Ft

  552 Hamilton St, Winona, MN 55987

  This 2-bedroom, 1-bathroom home offers an easy, comfortable layout with a surprisingly open feel the moment you step inside. The main living spaces flow nicely together, creating a bright and welcoming atmosphere that just feels right as you walk through. Whether you’re relaxing at home or hosting, the layout makes everyday living simple and functional. Located just minutes from Lake Winona and

  Matt Loos Real Broker, LLC.

  552 Hamilton St, Winona, MN 55987
• 

  

  /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
• 

  

  /6

  $154,000

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

  24345 E Burns Valley Rd, Wilson Township, MN 55987

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

  Taylor Wardwell Coldwell Banker River Valley, REALTORS

  24345 E Burns Valley Rd, Wilson Township, MN 55987

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