Homes for Sale near Winona Senior High School

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  /6

  $29,000

  • Land
  • 0.50 Acre
  • $58,000 per Acre

  TBD Kc Dr, Homer Township, MN 55987

  Discover your opportunity to build in the peaceful community of Pickwick! This spacious and buildable lot is located less than 15 minutes from Winona, offering a perfect blend of convenience and tranquility. Whether you're planning on your dream home or a weekend retreat, this wonderful location provides easy access to nearby amenities while surrounding you with the beauty of the countryside.

  

  Amy Cornelius

  Keller Williams Premier Realty

  (507) 564-4021

  TBD Kc Dr, Homer Township, MN 55987
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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
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  /32

  $299,000

  • 4 Beds
  • 2 Baths
  • 2,060 Sq Ft

  1702 Edgewood Rd, Winona, MN 55987

  Rare opportunity! Homes on this street don’t come up for sale often. This 4-bedroom, 2-bath home with a 2-stall garage is ready for its next chapter. Bring your personal touches and make it your own. Relax on the large porch while enjoying views of the spacious backyard. Inside, you’ll find oversized closets and plenty of storage. Conveniently located, this home offers both comfort and

  

  Amy Cornelius

  Keller Williams Premier Realty

  (507) 734-7968

  1702 Edgewood Rd, 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
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  /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
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  /59

  $665,000

  • 10 Beds
  • 4.5 Baths
  • 5,782 Sq Ft

  265 6th St W, Winona, MN 55987

  A blend of historic elegance & modern income potential-in the heart of Winona. This home features hardwood floors, built-in hutches/bookshelves & multiple fireplaces. The main living space offers 5- beds, 3-baths & main-floor laundry. This property includes 2 rental units: a 2-bed, 1-bath apart. on the upper level & a 3-bed, 1-bath apart. in the lower level. Enjoy a spacious wraparound front

  

  Jenny Cisewski

  Edina Realty, Inc

  (507) 448-6865

  265 6th St W, Winona, MN 55987
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  /63

  $665,000

  • 10 Beds
  • 4.5 Baths
  • 5,782 Sq Ft

  265 W Broadway St, Winona, MN 55987

  A rare blend of historic elegance and modern income potential—this stately property is a standout in the heart of Winona. Full of original charm, it features beautiful woodwork, hardwood floors, pocket doors, built-in hutches and bookshelves, and multiple fireplaces throughout. The main living space offers 5- bedrooms, 3-bathrooms, and the convenience of main-floor laundry—providing plenty of

  

  Jenny Cisewski

  Edina Realty, Inc.

  (507) 410-5951

  265 W Broadway St, Winona, MN 55987
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  /96

  $1,700,000

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

  830 Prairie Island Rd N, Winona, MN 55987

  This remarkable 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 elegance,

  Robin Gwaltney Re/Max Results

  830 Prairie Island Rd N, Winona, MN 55987
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  /51

  $325,000

  • 2 Beds
  • 2 Baths
  • 1,760 Sq Ft

  24321 County Road 20, Winona, MN 55987

  Welcome home! Tucked 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

  Carol Nelson Edina Realty, Inc.

  24321 County Road 20, Winona, MN 55987
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  /86

  $1,500,000

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

  26085 Frank Hill Rd, Winona, MN 55987

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

  Bob Stalberger Whitetail Properties Real Estate

  26085 Frank Hill Rd, Winona, MN 55987
• 

  

  /23

  $575,000

  • Land
  • 5.00 Acres
  • $115,000 per Acre

  30453 County Road 19, Winona, MN 55987

  Tucked back in the serene Wiscoy Valley, this meticulously maintained hand-scribed log cabin is the peaceful escape youve been dreaming of. Set on 5 acres of prime hunting land with two deer stands, this property offers both privacy and natural beauty in every direction. Built from Grand Rapids, MN logs and set on a charming fieldstone-lined foundation, the home is full of character and

  Shelle Thurow

  30453 County Road 19, Winona, MN 55987
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  /80

  $787,000

  • 3 Beds
  • 2 Baths
  • 2,638 Sq Ft

  16191 County Road 25 Unit LotWP001, Rollingstone, MN 55969

  Seize your opportunity to own this stunning property on the edge of Rollingstone. This one-owner rambler, built in 1964, offers over 2,600 sq ft of living space and is brimming with potential and charm.Main Floor FeaturesBedrooms: 3Bathroom: 1 full bathLiving Spaces: Living room, kitchen, family roomFinished BasementLaundry/Mechanical Room: Conveniently locatedLiving Areas: 2 additional living

  Bob Stalberger Whitetail Properties Real Estate

  16191 County Road 25 Unit LotWP001, Rollingstone, MN 55969
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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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  /59

  $450,000

  • 3 Beds
  • 3 Baths
  • 2,979 Sq Ft

  718 Main St, Winona, MN 55987

  Welcome to 718 Main St! Perfectly located near the lake, this home offers beautiful views of the soccer fields and Lake Park. Relax and take in the scenery from the upper deck or enjoy the shaded comfort of the awning attached to the garage. Currently rental certified as an owner-occupied duplex, this property provides flexibility—use it as a single-family home, maintain an in-law suite, or take

  Laura Slavey Keller Williams Premier Realty

  718 Main 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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  /35

  $349,000 Open Sat 10:30AM - 12:15PM

  • 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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  /20

  $294,000

  • 4 Beds
  • 3 Baths
  • 3,450 Sq Ft

  415 W 8th St, Winona, MN 55987

  Nestled in the heart of Winona, this charming 1927-built single-family residence spanning 1,489 sq ft offers a delightful blend of classic character and modern comfort. Featuring 4 bedrooms and 3 baths, the home welcomes you with hardwood and vinyl flooring, a cozy forced air heating system, and efficient central cooling. ZillowYou'll appreciate the stucco exterior, asphalt roof, and

  Jeffrey Hagel Jeff Hagel

  415 W 8th St, Winona, MN 55987
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  /46

  $374,900

  • 3 Beds
  • 3 Baths
  • 1,881 Sq Ft

  68 Links Ln, Winona, MN 55987

  Welcome to 68 Links Lane #3 - Your Front Row Seat to One of Minnesota's Most Scenic Golf Courses! This 3-bedroom, 3-bathroom condo offers unmatched views of Sugar Loaf and the lush fairways of The Bridges Golf Courseright from your upper or lower deck. Whether you're sipping your morning coffee or enjoying an evening sunset, the natural beauty here is unbeatable. Step inside and enjoy a

  Angela Thompson Coldwell Banker River Valley, REALTORS

  68 Links Ln, Winona, MN 55987
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  /32

  $299,900

  • 4 Beds
  • 2 Baths
  • 2,380 Sq Ft

  3873 W 9th St, Winona, MN 55987

  Step into this inviting two-story home that offers comfort, space, and charm throughout. The main level features a spacious family room with new flooring that is perfect for gatherings, a cozy wood fireplace, a spacious living room, and plenty of natural light. Some hardwood floors add warmth and character, blending beautifully with the home's classic style. Upstairs, you’ll find four generously

  Bruce Bechly Keller Williams Premier Realty

  3873 W 9th St, Winona, MN 55987
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  /36

  $379,900

  • 4 Beds
  • 3 Baths
  • 3,530 Sq Ft

  745 36th Ave, Winona, MN 55987

  This stunning twin home lives like a standalone! With an open concept layout, gorgeous hardwood floors, and an abundance of natural light, it's spacious and stylish. The kitchen is a dream for any avid cook or baker, featuring beautiful cabinetry and ample storage for all your culinary tools and gadgets. Enjoy the serene sunroom and private back deckperfect spots to soak in the views or

  Angela Thompson Coldwell Banker River Valley, REALTORS

  745 36th Ave, Winona, MN 55987
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  /38

  $319,000 Open Wed 5PM - 7PM

  • 3 Beds
  • 2.5 Baths
  • 2,454 Sq Ft

  4120 Service Dr, Winona, MN 55987

  Welcome to this beautifully cared-for 3-bedroom, 2.5-bath ranch-style home offering comfort, character, and room to grow. Thoughtfully designed and impeccably maintained, this home features a bright and open main living space with skylights that flood the dining and living rooms with natural light. Cozy up by the gorgeous fireplace—perfect for chilly evenings. Enjoy the seasons from not just

  Jessica Lingen eXp Realty

  4120 Service Dr, Winona, MN 55987
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  /28

  $344,900

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

  26283 Meadowbrook Ln, Winona, MN 55987

  Welcome to the middle of God's Country! A quiet location at the end of a cul-de-sac surrounded by lush green hills and a rustling creek! Featuring three spacious bedrooms, a primary 3/4 bath along with a full common bath, a large living room with hardwood floors, maintenance free vinyl siding, a roomy two plus car garage along with a 30x24 shed! A great opportunity for peace and quiet in a very

  Tim Tlougan Edina Realty, Inc.

  26283 Meadowbrook Ln, Winona, MN 55987
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  /42

  $462,500

  • 4 Beds
  • 3 Baths
  • 3,835 Sq Ft

  8830 E 8th St, Winona, MN 55987

  Welcome to your dream home nestled just outside Winona, a residence that seamlessly blends spacious living with luxurious amenities. This stunning 4-bedroom, 3-bathroom home is designed to provide comfort, versatility, and a vibrant setting for both family life and entertaining guests.This home comes with a host of recent updates, including a brand-new roof in 2024 for your peace of mind.

  Cherie Burke Keller Williams Premier Realty

  8830 E 8th St, Winona, MN 55987
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  /42

  $359,900

  • 5 Beds
  • 2.5 Baths
  • 2,066 Sq Ft

  611 Clarks Ln, Winona, MN 55987

  CHARM AND CHARACTER GALORE! This 5 Bedroom, 2.5 Bath, 2-story home offers tons of space, natural woodwork, hardwood floors, and updates throughout....like the custom-built kitchen and bathrooms. You are sure to enjoy the inviting 3-season porch or relax on the screened deck on those cool summer evenings. Last, but certainly not least, the 52'x32' pole building garage offers many options. It is

  Brent Kimmerle Real Broker, LLC.

  611 Clarks Ln, Winona, MN 55987
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  /49

  $329,900

  • 4 Beds
  • 3 Baths
  • 2,608 Sq Ft

  8075 6th St, Minnesota City, MN 55959

  This charming 4-bedroom, 3-bathroom home, built in 2003, offers a perfect blend of comfort, functionality, and style. Nestled in a quiet neighborhood, it boasts a spacious and thoughtfully designed layout ideal for modern living. The primary bedroom serves as a peaceful retreat, complete with a private en-suite bathroom and a generous walk-in closet, providing plenty of storage and personal

  Andrea Allred Keller Williams Premier Realty

  8075 6th St, Minnesota City, MN 55959
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  /37

  $314,900

  • 3 Beds
  • 2 Baths
  • 1,862 Sq Ft

  1240 Browns Ln, Dakota, MN 55925

  THIS HOME IS PRE-INSPECTED. Come see this very nicely renovated home, with new plumbing, new electrical, new well, new septic, new sump pump, new insulation, steel, siding, 3 bed, 2 bath, 2 car garage on almost an acre. 15 minute drive to either Winona or LaCrosse. Also included are 2 outbuildings and a shed. A Park within 100 yards, with no streets to cross. Quiet neighborhood.

  Angi Bacon-Burke eXp Realty

  1240 Browns Ln, Dakota, MN 55925
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  /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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  /29

  $299,900

  • 2 Beds
  • 2 Baths
  • 1,270 Sq Ft

  220 Janet Marie Ln, Winona, MN 55987

  WELCOME TO 220 JANET MARIE LANE! Built in 2008, this well maintained, one-story townhome offers a refined blend of comfort and efficiency across approx. 1,300 sq ft of living space. Boasting a spacious primary bedroom w/private en-suite, 2nd bedroom, and another full bath, the open concept layout features laminate wood flooring throughout and carpeting in the bedrooms. Additional great features

  Thomas Maroushek Real Broker, LLC.

  220 Janet Marie Ln, Winona, MN 55987
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  /7

  $200,000

  • 4 Beds
  • 2 Baths
  • 1,832 Sq Ft

  119 E Sanborn St, Winona, MN 55987

  This lovely 4 bedroom, 2 bath home is spacious and ideally located in downtown Winona. This home could be used as a single family home or continue as a rental home. It is rental certified for 5 unrelated, and is fully occupied with leases through May, 2026. This home is well maintained, and has a freshly painted interior. This property has an ideal location for rental located only 2.5 blocks

  Sonja Kunce Coldwell Banker River Valley, REALTORS

  119 E Sanborn St, Winona, MN 55987
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  /18

  $90,000

  • 4 Beds
  • 1 Bath
  • 1,340 Sq Ft

  511 Sioux St, Winona, MN 55987

  This charming 4-bedroom, 1-bathroom home offers 1,340 square feet of living space just waiting for your personal touch. Located in a friendly Winona neighborhood, this property presents an excellent opportunity for renovation enthusiasts looking to create their dream home or savvy investors seeking rental income potential.The house features four bedrooms that provide flexible options for

  Luke Ihde Homes Plus Realty

  511 Sioux St, Winona, MN 55987
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  /32

  $240,000

  • 2 Beds
  • 2 Baths
  • 2,016 Sq Ft

  300 E 8th St, Winona, MN 55987

  Exceptional Urban Living! Welcome to 300 East 8th Street! Gorgeous Stylish 2 Bedroom home offering the ultimate in design as well as providing a perfect city setting! Get ready for the WOW factor! No detail was overlooked when designing and updating this home with its fabulous floor plan, amazing finishes, beautiful large rooms and special features throughout. Gleaming floors, a gas fireplace and

  Wendy Killen Keller Williams Premier Realty

  300 E 8th St, Winona, MN 55987
• 

  

  /22

  $194,900

  • 2 Beds
  • 1 Bath
  • 952 Sq Ft

  511 W King St, Winona, MN 55987

  Don’t let the 952 sq ft fool you—this 2-bedroom, 1-bath home has plenty of personality packed inside. Fresh paint gives it a bright, ready-to-move-in vibe, while the basement is just waiting for you to dream it up into something more—game room, office, secret lair... your call. Outside, a one-car detached garage keeps your ride (or your bikes, tools, or snowblower) covered, and the easy-to-manage

  Roshelle Makinia @properties La Crosse

  511 W King St, Winona, MN 55987
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  /78

  $2,400,000

  • 6 Beds
  • 6 Baths
  • 8,700 Sq Ft

  661 Market St, Winona, MN 55987

  This 1929 English manor gracefully blends Tudor and Italian influences, set across four city lots for unmatched privacy and elegance. Designed by noted architect Otto A. Merman, the residence is built from hand-chiseled travertine stone sourced from five different quarries, showcasing both artistry and enduring strength. Inside, timeless craftsmanship shines with four intricately carved

  Robin Gwaltney Re/Max Results

  661 Market St, Winona, MN 55987
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  /29

  $152,500

  • Land
  • 15 Acres
  • $10,033 per Acre

  24345 E Burns Valley Rd, Wilson Township, MN 55987

  Wonderful building site for the perfect peaceful home. Only minutes from Winona this 15.2 acres has a tar driveway to a flat spot for a walkout style house. Electric is on site as well as a spring fed pond.

  Jilaine Schmidt Edina Realty, Inc.

  24345 E Burns Valley Rd, Wilson Township, MN 55987
• 

  

  /25

  $227,600

  • 3 Beds
  • 1.5 Baths
  • 1,599 Sq Ft

  749 W 4th St, Winona, MN 55987

  This 3 bedroom, 2 bathroom home with a 1 car garage is move in ready with some fresh paint, plus a new roof for peace of mind. Located in a nice neighborhood close to schools, shopping, and amenities, it offers a bright, functional layout with plenty of natural light and comfortable living spaces. Reach out today for a showing.

  Matt Loos Real Broker, LLC.

  749 W 4th St, Winona, MN 55987
• 

  

  /32

  $519,900

  • 3 Beds
  • 2.5 Baths
  • 1,989 Sq Ft

  168 Candlewood Dr, Winona, MN 55987

  Welcome to this beautifully updated 3-bedroom, 3-bathroom townhome located on a quiet private drive just steps from Lake Winona and close to parks, trails, and local amenities. Inside you'll find stunning floors, a spacious layout, and a double-sided fireplace that creates a warm, inviting atmosphere. The main living spaces feature abundant natural light and custom built-in bookshelves that add

  Matt Loos Real Broker, LLC.

  168 Candlewood Dr, Winona, MN 55987
• 

  /2

  $70,000

  • Land
  • 0.29 Acre
  • $241,379 per Acre

  69 Forest Oak Ct, Winona, MN 55987

  Rare opportunity in Winona’s highly desirable neighborhood! Build your dream home on this one-of-a-kind lot—land like this doesn’t come up often.

  Christopher Jacobson Richard L. Jacobson Real Estate

  69 Forest Oak Ct, Winona, MN 55987
• 

  

  /21

  $195,000

  • 4 Beds
  • 1 Bath
  • 1,551 Sq Ft

  460 Lafayette St, Winona, MN 55987

  Looking to build equity? This is your opportunity to invest, whether it's your first home or if you're building your portfolio. Walk into the screen porch, which is great for a good book on rainy days, the main floor living space has hardwood floors, spacious kitchen with pantry storage, tiled bathroom with walk-in shower, and 2 back bedrooms. The refreshed hallway leads upstairs to 2 nicely

  Jennifer Lancor Edina Realty, Inc.

  460 Lafayette St, Winona, MN 55987
• 

  

  /24

  $243,000

  • 3 Beds
  • 1 Bath
  • 1,425 Sq Ft

  4330 W 8th St, Winona, MN 55987

  Welcome to this cape cod home that offers over 1400 sq. ft. on the main level. You will appreciate its location just 1 block from the ballpark and playground. The layout of the home features 3 bedrooms, 1 bath, living room and a main floor family room with a brick, woodburning fireplace ideal for both everyday living and entertaining. The walkup attic provides additional space for expansion.

  DeAnne Forsythe Coldwell Banker River Valley, REALTORS

  4330 W 8th St, Winona, MN 55987
• 

  

  /86

  $1,100,000

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

  36415 Homer Valley Ln, Winona, MN 55987

  Prestine and story book setting is what you will find in 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/work shop. 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

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