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$389,900
3 Beds 2.5 Baths 11962296 MLS
Beautifully renovated 3-bedroom, 21/2-bath home ideally located on the third hole of the Winona Country Club. This move-in-ready property offers a fresh, updated feel throughout with modern finishes and thoughtful renovations.This spacious beautiful kitchen has all new stainless steel appliances. There is a game room with plenty of space for entertaining. Enjoy private views of your own yard while being just minutes from everything Winona has to offer. There is also a 20'x 25' Workshop with built in shelves, an exhaust fan and electrical for what ever project you need to complete.Whether you're a golf enthusiast or simply looking for a beautifully updated home in a great location, this one is a must-see!

711 Lynn Dr, Winona

Listing courtesy of Heather Traub with Dave's Realty

$374,500
4 Beds 3 Baths 11931341 MLS
Welcome to Magnolia Manor, one of Winona's premier Queen Anne Victorian homes, beautifully restored to preserve its 19th-century character while offering thoughtfully updated modern amenities. This exceptional residence features soaring 12-foot ceilings, original woodwork, refinished hardwood floors, period fireplaces, and remarkable architectural details throughout. The main level offers a grand foyer, formal parlor with bay window, guest suite with exposed cedar-plank walls, spacious family room, and a full bath with clawfoot tub. The custom-renovated kitchen features a gas range, cast-iron apron-front sink, large pantry, and an expansive dining area opening to the covered porch and patio. Upstairs, a grand hallway leads to a turret reading nook, guest bedroom with private balcony access, custom built-in bunk room accommodating six, full hall bath, and an impressive primary suite. The primary bath spans approximately 28 feet and includes double sinks, a clawfoot tub, walk-in shower, wall-to-wall built-ins, and dedicated laundry area. Recent improvements include a new roof in 2024, updated electrical and plumbing, dual-zone HVAC systems, tankless water heater, and a beautifully rebuilt wraparound porch. The landscaped grounds are highlighted by mature white and spring-pink magnolia trees, creating a setting worthy of this distinctive historic property. Magnolia Manor offers a rare opportunity to own a beautifully preserved piece of Winona history with the comfort and functionality of modern living.

412 Church St, Winona

Listing courtesy of Kyle Cravens with Cravens Properties, LLC

$319,000
3 Beds 3 Baths 11925090 MLS
Own a piece of Winona history with this beautifully maintained 1908 home located in the heart of downtown. Offering approximately 3,000 sq. ft., 3 bedrooms and 3 full baths, this home is filled with character while remaining comfortable and move-in ready. Inside you'll find soaring 12-foot ceilings, large rooms, original decorative mantles, hardwood flooring, and beautiful stained and beveled glass that highlight the craftsmanship of the period. Outside is where this property truly stands apart. The private backyard features an in-ground swimming pool, outdoor kitchen, firepit, and a spacious entertainment area perfect for family gatherings or relaxing with friends. A large front porch adds even more Southern character, while the approximately .75-acre lot provides plenty of room to enjoy. The roof was replaced approximately four years ago, and the home has been exceptionally well cared for. If you have been looking for a historic home with plenty of space, original detail, and an outstanding outdoor living area, 104 Church Street deserves a closer look.

104 Church Street, Winona

Listing courtesy of Chris Reed with Coltmor Realty Co.

$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.

$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

$340,000
3 Beds 2 Baths 4153563 MLS
Welcome to 11 Rolling Green Circle — this expertly crafted and well planned 3-bedroom, 2-bath home in the desirable Rolling Green Estates community offers a thoughtfully designed split floor plan, one of the most sought-after home layouts because the quiet retreat of the primary suite is private and set apart from the secondary bedrooms and preserves the center of the home for family gathering and the kitchen is truly the heart of the home.***Step through richly stained double-entry doors with divided-light glass panels that provide picturesque views and invite natural light into the stunning foyer illuminated by upgraded slim pendant lighting featuring a hammered glass shade—a sophisticated focal point creating an elegant and inviting first impression.***Take time to notice how the hammered glass shade of the foyer pendant diffuses the light and casts an intricate pattern across the ceiling and walls. The blend of glow and shadows creates a soft, shimmering display that resembles delicate sunbursts or rippling reflections that mirror water on light. An exquisite entry experience awaits that feels airy, artistic and grand. You are sure to feel welcome upon arrival.***Your foyer sweeps into two gathering spaces—the formal dining room and the family room. The spacious family room features impressive 14+ foot vaulted ceilings that soar above the cozy gas-log fireplace with wood mantel. Above the wood mantel is a designated mounting area for a large-screen TV. Your family room is connected to the kitchen and the bright breakfast room that opens to the covered back porch making grilling and outdoor entertaining a delight.***The heart of the home is the well-appointed kitchen, offering abundant granite countertop space, center island perfect for prepping meals, built-in pantry cabinetry directly to the left of the stove, wraparound over-the-counter cabinetry with under-cabinet lighting, breakfast area for casual dining conveniently located near the custom-built corner coffee bar, and a generous stool-height bar that stretches along the sink-side of the kitchen and provides additional seating or a great place to serve charcuterie.***Your kitchen opens to two spaces—a separate formal dining room providing an ideal setting for hosting family and friends for meals and holidays and a dedicated office space designed with productivity in mind, featuring two workstations, built-in book cases, and a window adding light and cheer to the work-from-home or homework environment.***Your private primary suite serves as a relaxing retreat with a jetted soaking tub, walk-in shower, granite countertop with double vanity, vast mirrored wall with dressing-room lighting, his-and-her closets, and a dreamy sleep space that is graciously spacious.***Thoughtfully situated on the opposite side of the home are two additional bedrooms and a full hall bath conveniently located between both bedrooms and easily accessible for all, including guests.***Additional features to highlight include a generous laundry room with pantry storage, cabinets directly above the washer and dryer hookups, wall shelving, and space for a freezer or safe. The side-entry two-car garage has a nook for tools, a dedicated storage room, and conveniently located within the garage are built-in stairs that provide access to a partially floored attic—it sure is nice having a place to store your Christmas tree and holiday decorations until it's time to celebrate again.***Outdoor living at 11 Rolling Green Circle is just as fulfilling. Enjoy porch sitting or taking it easy in the swing on your expansive and welcoming front porch, unwind behind your privacy fence on the covered back porch looking out over the backyard listening to the waterfall trickle into the coy pond, sunbathe on the lounging deck and cool off with a dip in your above-ground pool, or rest in the shade of the awning and watch the water swirl.***Thoughtfully planned. Expertly designed. Enjoyable living. Rolling Green

11 Rolling Green Circle, Winona

Listing courtesy of Tiffany H McCaleb with Powers Properties

$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

$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.