Winona Homes under $300,000

Winona Homes under $300,000

Welcome to Winona, Mississippi – a charming city that beautifully blends Southern hospitality with a rich tapestry of history and community spirit. Nestled in the heart of the Magnolia State, Winona is known for its picturesque landscapes, vibrant downtown, and friendly neighborhoods. With a population that embraces a small-town feel while offering the conveniences of modern living, Winona is an ideal place for families, retirees, and anyone looking to enjoy a slower pace of life.

One of the most appealing aspects of Winona is its real estate market, particularly for those seeking affordable housing options. With homes available under $300,000, this city offers a variety of choices that cater to different lifestyles and preferences. Whether you’re looking for a cozy bungalow, a spacious family home, or a charming cottage, Winona has something to suit your needs without breaking the bank.

Imagine settling down in a lovely home surrounded by friendly neighbors, where kids can play in the yard and community events bring everyone together. Winona boasts excellent schools, beautiful parks, and a rich cultural scene, making it a fantastic place to raise a family or enjoy retirement.

Explore the delightful shops and eateries that line the streets of downtown Winona, or take a stroll through the scenic parks that dot the area. With its affordable housing options and welcoming community, Winona, MS, is more than just a place to live – it’s a place to call home. Come discover the charm of Winona today!

Newest Winona Homes under $300,000

121 Haywood Avenue, Winona
$145,900
3 Beds ⋅ 2 Baths ⋅ 4165151 MLS
Welcome HOME Tucked away at the end of a peaceful cul-de-sac, this charming 3-bedroom, 2-bath home offers the perfect blend of comfort, privacy, and tranquility. Whether you're looking to settle into retirement, find a place to create lasting memories, or simply enjoy a quiet oasis away from the hustle and bustle, this home offers endless possibilities. Imagine coming home to a peaceful setting where you can unwind, relax, and enjoy the simple pleasures of everyday living. With three bedrooms and two bathrooms, this property provides flexibility for a variety of lifestyles, whether you need additional bedrooms, a home office, or space for guests. Located in an established neighborhood in Winona, this home offers an inviting opportunity for anyone seeking a slower pace of life without sacrificing the comforts of home. $5,000 towards closing costs! Your peaceful retreat awaits! Schedule your private showing today and discover the possibilities of making 121 Hayward Avenue your next home!**

121 Haywood Avenue, Winona

Listing courtesy of Vern Stringer with Friday Realty, LLC
816 Summit Street, Winona
$99,000
2 Beds ⋅ 1 Baths ⋅ 4164894 MLS
816 Summit is over an acre of serene country living smack dab in the middle of town. Tucked down the private end of Summit Street off of Mission Road, a 2 bedroom 1 bath nature retreat awaits. Grass, trees and birds are your closest companions. With two out buildings, covered back patio, deck, and fire pit, you'll be out til dark or the dinner bell rings, whichever comes first. 816 Summit's iconic dinner bell is situated high on the hill right next to the covered front porch that overlooks the sprawling front lawn. Inside, you'll find the space has been refreshed with a renovated and spacious bathroom and shiplap accents. The owner has taken meticulous care to preserve 816 Summit's original character by retaining original hardwood floors in the living space and guest room, scalloped trim around the kitchen window, and gingerbread kitchen corner shelves. Perks include the full size laundry and mud room right inside the back door, wooden built-in shelving behind the bathroom door, and abundant kitchen cabinetry. 816 Summit's metal roof and vapor barrier protect the home from top to bottom. Ringing the dinner bell is more than a call to supper. It is an invitation to gather and give thanks. Sitting on over an acre, 816 Summit is the perfect place to do just that. Ready to ring the dinner bell at 816 Summit?

816 Summit Street, Winona

Listing courtesy of Tiffany H McCaleb with Powers Properties
203 Fairground St, Winona
$239,000
3 Beds ⋅ 11991545 MLS

203 Fairground St, Winona

Listing courtesy of Kyle Cravens with Cravens Properties, LLC
807 Applegate, Winona
$183,900
11962379 MLS
Welcome to this spacious 4 Bedroom, 3 Bath home offering around 2200 square feet of comfortable living space. Enjoy the large front porch, perfect for relaxing and a great carport with convenient covered parking. located in a nice area just outside Winona, this property offers room to spread out in a peaceful setting. If you are looking for a comfortable home with plenty of space and a convenient location this is the one for you.

807 Applegate, Winona

Listing courtesy of William Daves with Dave's Realty
621 Middleton Rd, Winona
$199,900
3 Beds ⋅ 2 Baths ⋅ 11910926 MLS
Move-in ready and loaded with updates! This spacious 3-bedroom, 2-bath home offers approximately 1,716 square feet of comfortable living space in the desirable Pinehaven subdivision. The open-concept floor plan features a large living area that flows into the kitchen with granite countertops, stainless steel appliances, abundant cabinet space, and a generous laundry room. A separate den provides additional living space, making it ideal for a family room, home office, or playroom. The oversized primary suite includes a private bath with double vanities, granite countertops, and walk-in closets. Outside, you'll enjoy an attached two-car garage, concrete driveway, fenced backyard, and a convenient location close to schools, shopping, and everything Winona has to offer. This well-maintained home is truly move-in ready and offers the space, functionality, and updates today's buyers are looking for.

621 Middleton Rd, Winona

Listing courtesy of Chris Reed with Coltmor Realty Co.
106 Hampton St, Winona
$275,000
3 Beds ⋅ 2 Baths ⋅ 11900009 MLS

106 Hampton St, Winona

Listing courtesy of Kyle Cravens with Cravens Properties, LLC
413 Fairground Street, Winona
$59,000
3 Beds ⋅ 2 Baths ⋅ 4155205 MLS
413 Fairground is a renovation project ready for customization. Situated on a double lot, this home was originally built in 1951. It has a double front entry. The front porch faces Fairground Street while the double carport and concrete drive face Jefferson Street. There is an additional concrete patio facing the second lot that offers a park-like setting. Key highlight — this home is walkable to the high school. Winona High School is literally 6 doors down. This home is actually walkable to the grocery store, convenient store, fitness center, hospital, pharmacy, coffee bar, and shopping. It would be possible to live here and have accessibility to the necessities and conveniences of local commerce without the need for transportation. You could live here without a car. The first half of this project has already been done for you. This home has been fully gutted down to the studs. Choose 413 Fairground — a canvas for creating a home of your own.

413 Fairground Street, Winona

Listing courtesy of Tiffany H McCaleb with Powers Properties
400 Fairground street, Winona
$165,000
3 Beds ⋅ 2 Baths ⋅ 11845781 MLS
Welcome home to this beautifully restored 1948 cottage, a cherished family home that has been filled with five generations of love, laughter, and memories. Now, this remarkable property is ready for its next chapter and a new family to make memories of their own. As you arrive, you'll be welcomed by a newly constructed pergola that leads to the front entrance, setting the tone for the thoughtful craftsmanship found throughout this custom remodel. Offering 1,275 square feet of beautifully updated living space, this 3-bedroom, 2-bath home blends timeless charm with modern convenience. Step inside to discover a spacious living room that flows seamlessly into the open-concept dining area and stunning kitchen. The kitchen features custom cabinetry with under-cabinet lighting, custom-designed countertops, and a large walk-in pantry, making it both functional and beautiful. Major improvements include new windows, new electrical wiring, new plumbing, new central heating and air conditioning, updated insulation, and a vapor barrier, providing peace of mind for years to come. The private primary suite is designed as a relaxing retreat, featuring vaulted ceilings and large windows overlooking the backyard. The luxurious primary bath offers a custom-tiled walk-in shower, dedicated makeup area, custom vanity with ample cabinet and drawer storage, and a built-in linen cabinet. Two additional bedrooms share a beautifully updated full bath featuring new tile flooring and custom tile surrounding the tub and shower. Combining modern updates with the warmth and character of a historic cottage, this move-in-ready home is truly one of a kind. Don't miss the opportunity to own a piece of history while enjoying all the comforts of a thoughtfully designed renovation.

400 Fairground street, Winona

Listing courtesy of Kyle Cravens with Cravens Properties, LLC
107 Webster St, Winona
$139,900
3 Beds ⋅ 1 Baths ⋅ 11778756 MLS
Completely remodeled 3 bedroom, 1 bath home located in a very nice area of Winona convenient to everything. This home features brand new paint, flooring, appliances, and fixtures throughout. Step outside and check out the HUGE fenced backyard with a covered concrete patio area that's just right for an outdoor living space, entertaining, or relaxing in the evenings. Whether you're a first-time home-buyer looking to get started or wanting to downsize into something move-in ready, this is definitely one worth checking out. Call today!

107 Webster St, Winona

Listing courtesy of Chris Reed with Coltmor Realty Co.
514 Speedway Ave, Winona
$142,500
4 Beds ⋅ 2 Baths ⋅ 11740640 MLS
Discover comfort, space, and convenience at 514 Speedway Ave in Winona! This beautifully updated 4 bedroom, 2 Nath home offers approximately 2,057 square feet of spacious living in a great neighborhood conveniently located near the local high school.

514 Speedway Ave, Winona

Listing courtesy of Pamela Hardiman with Bays Realty & Co.
810 Michelle Drive, Winona
$179,000
3 Beds ⋅ 1.5 Baths ⋅ 11679832 MLS

810 Michelle Drive, Winona

Listing courtesy of Kyle Cravens with Cravens Properties, LLC
115 Pine Dr, Winona
$179,950
4 Beds ⋅ 3 Baths ⋅ 11618184 MLS
115 Pine Drive, Winona, MS - This 4-bedroom, 3-bath home is tucked away in a quiet, private, area of Winona offering both space and comfort. The home features: Large whirlpool tub/shower, recessed dimmable lighting, all new electrical wiring, all new plumbing throughout, large electric water heater and additional optional tank-less water heater, New paint inside and out, laminate flooring throughout, updated kitchen and bathrooms with modern finishes. A privacy fence surrounds one side of the yard, complemented by beautiful, well-maintained landscaping. There is abundant extra storage, including a large storage room/workshop located on the side of the home - perfect for hobbies, tools, or additional workspace. Call today for a private Showing!!!

115 Pine Dr, Winona

Listing courtesy of Chris Reed with Coltmor Realty Co.
Start Your Search