Winona, MN Homes for Sale under $500,000

Paul J Van Eijl Richard L. Jacobson Real Estate

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.

Better than new! Located in the heart of Winona, this stunning 4-bedroom, 3-bath home has been rebuilt from the ground up with quality craftsmanship throughout. Nearly everything is new, including the plumbing, electrical, furnace, central air, roof, and so much more—offering the peace of mind and feel of new construction while maintaining its convenient in-town location.Step inside to an

Angela Thompson Coldwell Banker River Valley, REALTORS

Expansive 4 bedroom, 2 bath, 1958 Ranch with an attached 2-car heated garage. Featuring 1260 sq. ft. of living space on the main level including all 4 bedrooms and hardwood floors. The property also boasts a large fenced backyard with deck, and a partially finished basement with a huge family room with egress window. Conveniently located on a dead-end street close to shopping, medical facilities

Brent Kimmerle Real Broker, LLC.

Welcome home to this beautifully renovated ranch, ideally located within walking distance of parks and Goodview Elementary School. Thoughtfully updated throughout, this move-in-ready home offers a spacious and inviting floor plan featuring two bedrooms, two updated bathrooms, a formal living room, and a generous XL main-floor family room—perfect for entertaining or relaxing. The updated kitchen

Celeste Liesch Edina Realty, Inc.

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

Sunlight-filled 4BR/3BA home on a corner lot in WE Valley with views of Boller’s Lake. Welcoming foyer with open staircase and abundant natural light throughout. Remodeled kitchen features granite countertops, oak hardwood floors, farmhouse sink, beverage chiller, and new stainless refrigerator, and opens to an inviting hearth room ideal for entertaining. Main-floor laundry with newer LG washer

Patrick Peterson Edina Realty, Inc.

Welcome home to this beautifully maintained 5-bedroom. 3-bath residence nestled in the desirable Garvin Heights neighborhood. Offering over 2,500 sauare feet of living space, this move-in-ready home provides the perfect blend of comfort, privacy, and convenience. Inside you will find spacious living areas abundant natural light, vaulted ceilings, ample storage, gas fireplace, heated garage, and a

Eric Nustad Key Real Estate

Just minutes from Winona, this beautiful home sits on 1 acre, offering the perfect combination of privacy, space, and breathtaking Mississippi River views. Enjoy room to play, garden, entertain, or simply relax and take in the peaceful surroundings from your backyard. Inside, the open-concept floor plan features an updated kitchen, pantry, and stunning windows that fill the home with natural

Angela Thompson Coldwell Banker River Valley, REALTORS

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

Space, storage, and garage space like this are hard to find! This spacious WE Valley home offers 5 bedrooms, 4 bathrooms, and 2,742 finished square feet with room for everyone. The heated oversized 4-car garage with workshop space is a standout feature, perfect for vehicles, hobbies, tools, toys, or extra storage. Inside, you’ll find multiple living areas, abundant storage throughout, a sunroom

Jessica Lingen eXp Realty

Sold prior to listing.

Matt Loos Real Broker, LLC.

Welcome home to easy one-level living in this beautifully designed end-unit townhome! Offering 2 bedrooms, 2 bathrooms, and a spacious 2-car garage, this home features an open-concept floor plan with soaring vaulted ceilings and an abundance of natural light. The inviting living room is highlighted by a cozy gas fireplace, creating the perfect space to relax or entertain. The well-appointed

Angela Thompson Coldwell Banker River Valley, REALTORS

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

Welcome to this spacious and well-updated 3-bedroom, 3-bath end-unit townhome offering nearly 2,000 finished square feet in a desirable Winona location. Step inside to a bright and inviting main level featuring brand new LVP flooring, fresh paint throughout, and a large living space filled with natural light. The updated feel continues upstairs with all new carpet throughout the bedrooms and

Mark Miranda Edina Realty, Inc.

Set among the scenic bluffs, this unique acreage offers remarkable views from multiple vantage points and a setting that captures the beauty of the surrounding landscape. The main level features a spacious primary suite with a large walk-in closet and private full bathroom, along with a second bedroom connected to a convenient pass-through full bathroom. The living room features a cozy wood

Raychel Ptacek Edina Realty, Inc.

This spacious split level home sits on a quiet cul de sac in a highly desirable neighborhood, surrounded by mature trees and the occasional deer passing through. Large front windows fill the home with natural light, giving it a bright and welcoming feel from the moment you step inside.The upper level includes two bedrooms and two full bathrooms, with one serving as the en suite for the

Dylan Wicka Key Real Estate

Welcome home to this beautifully updated 3-bedroom, 2.5-bathroom home offering the perfect blend of modern style and functional living. Recently renovated, this home features an inviting open-concept main floor that's ideal for both everyday living and entertaining. A bonus office provides the perfect space for working from home, studying, or pursuing hobbies. The updated kitchen showcases modern

Celeste Liesch Edina Realty, Inc.

Welcome home to this charming 3-bedroom, 1.5-bath ranch home on a quiet street in Goodview! Situated on a spacious lot, this property offers plenty of room to enjoy the outdoors while providing the convenience of a 2-car garage. Inside, you’ll love the beautiful hardwood floors that add warmth and character throughout much of the home. A newer roof provides added peace of mind, making this home

Angela Thompson Coldwell Banker River Valley, REALTORS

Welcome to this spacious and move-in ready 5-bedroom, 2-bath home offering room for everyone inside and out! Step inside to find multiple living spaces, updated flooring, and a functional layout designed for everyday living and entertaining. The kitchen offers ample cabinet space, a center island, and flows nicely into the dining area with access to the large deck and fenced backyard. The

Christopher Jacobson Richard L. Jacobson Real Estate

This 2 story, 4 bed, 3 bath townhome offers an open layout, bright living spaces, and an attached 2 car garage. Enjoy truly low maintenance living, snow removal and lawn care are handled for you! All four bedrooms and the laundry are located on the same level, featuring walk in closets and plenty of storage throughout. Sit and relax on spring mornings or evenings out on the patio and enjoy the

Emily Barkeim Edina Realty, Inc.

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

Welcome to this spacious and well-maintained home in the heart of Winona! Featuring five bedrooms and three bathrooms, this property offers plenty of room to spread out perfect for families, guests, or even a home office set up. Step outside and enjoy one of the largest backyards on the block, offering endless possibilities for entertaining, gardening, or simply relaxing. The newer, expensive

Anthony Hendren Keller Williams Premier Realty

Welcome to this beautifully maintained 2.5-story home in a convenient downtown Winona location! Offering 5 bedrooms and 4 bathrooms, this home is filled with timeless character, generous living spaces, and thoughtful updates. Beautiful hardwood floors flow throughout much of the home, while the partially finished basement and finished attic provide incredible flexibility for a family room, home

Matt Loos Real Broker, LLC.

This home, which is rental certified until September 2027, is a well-maintained 3 bedroom, 11⁄4 bath home offering space, functionality, and plenty of storage inside and out! A durable steel roof adds long-lasting value and peace of mind for the future. Step inside to find a spacious main floor featuring a comfortable bedroom, a nice-sized living room, with a large dining room nearby, providing

Bruce Bechly Keller Williams Premier Realty

Convenient main-floor living meets flexibility and opportunity at 618 Sioux Street! The main level features everything you need for daily living, including bedrooms, bathroom, kitchen, laundry, and living space all on one floor. Upstairs, you'll find additional finished space that can be used for extra bedrooms, a home office, hobby room, playroom, or additional living area. One of the standout

Matt Loos Real Broker, LLC.

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

Welcome to this well-maintained two-story duplex offering an excellent opportunity for both owner-occupants and investors. Featuring one upper unit and one lower unit, each residence has its own private laundry, creating convenience and eliminating shared common spaces.This property has seen numerous recent updates, including newer appliances, brand-new ovens in both units, a new laundry

Tina Scharmach Castle Realty, LLC

EXTREMELY-RARE lake park walk out! Discover the perfect blend of classic Winona charm and an unbeatable location at 113 E. Sarnia Street. Situated ON beautiful Lake Park and Lake Winona, this spacious and character-filled home offers a lifestyle that is difficult to match. Imagine starting your mornings with a walk along the lake, enjoying summer concerts and community events in the park, or

Nathan Woodworth Minnesota Banker Realty