Montgomery Homes for Sale

Montgomery Homes for Sale

**Discover the Charm of Montgomery County, Mississippi**

Nestled in the heart of Mississippi, Montgomery County is a hidden gem that beautifully blends Southern charm with modern convenience. With its picturesque landscapes, friendly communities, and rich history, this county is an ideal place for families and individuals seeking a peaceful yet vibrant lifestyle.

Montgomery County is known for its lush greenery, rolling hills, and serene surroundings, making it a perfect retreat from the hustle and bustle of city life. The area boasts a variety of outdoor activities, from hiking and fishing to exploring the scenic routes that showcase the natural beauty of the region. With a strong sense of community, residents enjoy local festivals, farmers' markets, and events that celebrate the county's heritage.

For those considering a move, Montgomery County offers a diverse selection of homes for sale that cater to various tastes and budgets. Whether you're looking for a charming historic home with character or a modern property with all the latest amenities, you’ll find a range of options to suit your needs. The real estate market here is thriving, with properties that provide both comfort and value, making it an excellent investment for first-time buyers and seasoned homeowners alike.

With its friendly atmosphere, excellent schools, and access to essential services, Montgomery County is not just a place to live—it's a place to thrive. Explore the homes for sale today and discover why so many are choosing to call this delightful county home. Experience the warmth of Southern hospitality in Montgomery County, where your dream home awaits!

Newest Montgomery Homes for Sale

$200,000
3 Beds ⋅ 2 Baths ⋅ 4157813 MLS
Welcome to peaceful country living at 2590 Highway 51 in Duck Hill, Mississippi! This charming, move-in ready home offers the perfect blend of comfort and convenience with an updated interior designed for today's lifestyle. This home has a BRAND NEW HVAC UNIT for central heating and cooling capabilities. Propane heaters remain on the walls, as a backup heat source due to our wild winters. Whether you're looking for your first home, a place to downsize, or simply want to enjoy the quiet of rural living, this property is ready for its next owner. Situated on a lot of approximately one acre, you'll enjoy manageable outdoor space with room to relax, garden, or entertain while taking in the surrounding countryside. Inside, the updated finishes create a warm and inviting atmosphere, making it easy to move right in and feel at home. If you've been searching for the simplicity and charm of country living with modern updates already completed, this property is one you won't want to miss. Schedule your private showing today!

2590 Highway 51, Duck Hill

Listing courtesy of Gold Key Realty LLC.

$125,000
5 Beds ⋅ 2 Baths ⋅ 4157004 MLS
Step into the timeless charm of this beautifully maintained Southern historic home, where classic architecture meets thoughtful modern updates. From the inviting wraparound porches and intricate trim work to the distinctive roofline, this home offers curb appeal that stands the test of time. Inside, you'll discover spacious rooms with soaring ceilings, abundant natural light, original fireplaces, built-in cabinetry, elegant wall sconces, and new Hunter ceiling fans that enhance both comfort and character. Every detail reflects the craftsmanship of a bygone era while providing the conveniences today's buyers appreciate. Enjoy your morning coffee on the expansive front porch, entertain guests on the side porch, or take advantage of the covered carport for protected parking year-round. Nestled among mature trees on a generous lot, this property offers a peaceful small-town lifestyle in the heart of Duck Hill, Mississippi. Recent improvements provide added peace of mind, including updated electrical and plumbing systems, along with a new roof installed in 2025. If you're looking for a home that blends historic elegance, modern functionality, and Southern hospitality, this exceptional property is one you won't want to miss.

203 S Binford Avenue, Duck Hill

Listing courtesy of EXIT Southern Charm Realty.

$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 Powers Properties.

$249,000
4 Beds ⋅ 3 Baths ⋅ 4154022 MLS
Get a glimpse of this beautiful 4 bedroom, 2.5 bath residence nestled on a spacious lot in the heart of Duck Hill, Mississippi. Built in 1969, this home blends timeless comfort with a touch of Tuscan charm. The layout provides an inviting, warm, and elegant living space, designed for both everyday life and entertaining! The thoughtfully designed floor plan features generous rooms, including a private primary suite, including its own enclosed side patio, perfect for enjoying your morning coffee or unwinding at sunset. Down the hall, a beautiful step-in shower awaits. The kitchen opens up to the main living area with beautiful beamed ceilings. Throughout the home, you will notice ornate stained glass windows that give the home a custom built feeling. Step through the back door to discover a covered patio as you overlook the expansive yard, creating the ideal setting for outdoor gatherings. This property also includes an attached garage, an additional 2 car carport space for extra parking, as well as two storage sheds that provide abundant space for tools, hobbies, or seasonal equipment! Whether you're looking for peaceful country living or a place to host family and friends, this home offers the perfect combination of space, functionality, and comfort.

123 Devalda Drive, Duck Hill

Listing courtesy of Gold Key Realty LLC.

$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 Powers Properties.

$1,297,000
4 Beds ⋅ 4 Baths ⋅ 4153482 MLS
A stunning two-story, 4000 sq. ft. brick Colonial Estate gracefully set on approximately 135 acres of rolling Mississippi country side. Offering the charm of small-town life alongside the privacy of rural living,Hamilton Place is a rare opportunity to own a legacy property with open pastures, mature timber, your own private lake and endless possibilities for hunting fishing, camping and outdoor recreation. Montgomery county is one of several that is in the Sumner Grant area. This is a Scholarship/Grant set up by the Sumner family that allows families that have lived in Montgomery co. for a minimum of one year , to send their children who qualify to any university in the state at almost no cost. Owning property in Montgomery co.is definitely a financial advantage if you or family planed to attend a university. In Mississippi. Home Features: * 2-story Brick Colonial * Formal living and dining rooms * Family Den with Fireplace * Office with built in gun cabinet * Breakfast room & Kitchen *Large laundry room * Grand front porch * 2 walk in attics * 2 cedar lined closets * Land and Outdoor Features : * 135 acres total * 11 acre private Lake plus 3 acre pond * Lakeside Picnic area * 35 acre 30 year old Pine Plantation * Property fenced and cross fenced * Barn, shop & tractor shed * Rolling Hills and oak trees * 25 x 40 pool ( needs remodel )

401 S Binford Avenue, Duck Hill

Listing courtesy of Big River Properties.

$609,900
4 Beds ⋅ 3 Baths ⋅ 4150321 MLS
Whether you are searching for a private full-time residence, a weekend getaway, or a property with incredible recreational opportunities, this estate delivers! Situated on 16.80 ACRES, this beautifully designed two-story home has it all! Multiple living areas create the ideal setup for both everyday life and hosting guests, including a spacious recreation room with built-ins, formal living and dining spaces, and a separate den featuring a gas fireplace and vaulted ceiling. The kitchen is designed with both function and style in mind, complete with double ovens, a large walk-in pantry, and a comfortable breakfast area. The primary suite offers a private retreat with his and her closets, separate vanities, a Jacuzzi tub, and a separate shower. Step outside and enjoy everything this incredible property has to offer. Outdoor features include a 40x60 shop with endless possibilities—ideal for a guest suite, apartment, entertainment space, or 16+ picturesque acres, this beautifully designed two-story home features over 3,500 square feet of thoughtfully designed living space with room to live, entertain, and unwind. Inside, you'll find 4 bedrooms with the potential for a 5th bedroom, office, hobby area—with a full bath already in place. Relax by the new in-ground pool, unwind on the spacious covered back patio, or enjoy the beauty of two ponds (one stocked), scenic views, and a peaceful creek running through the property. Additional amenities include a private gated entrance, two-car carport, fenced pasture, and barn perfect for animals. With abundant acreage, ponds, a creek, and natural surroundings, it would make an outstanding hunting property, outdoor retreat, or second home escape. Move-in ready and truly a rare opportunity with endless possibilities.

1529 Lower Milligan Springs Road, Kilmichael

Listing courtesy of Southern Homes Real Estate.

$65,000
3 Beds ⋅ 2 Baths ⋅ 4143907 MLS
Investor Opportunity at 203 Branch Drive in Winona, Mississippi! This property presents a strong opportunity for investors looking to expand their portfolio with a value-add asset in a growing rental market. Located in a quiet residential area, this home offers solid potential for renovation, rental income, or resale. With a functional layout and good bones, 203 Branch Drive is ideal for a fix-and-flip project or a long-term buy-and-hold investment. The property provides the chance to add value through cosmetic updates and improvements, making it a smart choice for those seeking to maximize return on investment. Winona's affordable entry price point and steady rental demand make it an attractive market for investors. Conveniently situated near local schools, shopping, and major travel routes, this location appeals to tenants looking for accessibility and small-town living. Property highlights for investors: • Strong potential for appreciation with updates • Suitable for rental income or resale • Located in an established neighborhood • Affordable investment opportunity with upside potential • Growing demand for quality housing in the Winona area Whether you're a seasoned investor or just getting started, this property offers the kind of flexibility and upside that's hard to find at this price point. Don't miss out on this investment opportunity--schedule your showing today and explore the potential of 203 Branch Drive!

203 Branch Street, Winona

Listing courtesy of Gold Key Realty LLC.

$120,000
3 Beds ⋅ 3 Baths ⋅ 4141682 MLS
Family farm including 2.2 acres +/- with 3 bedroom 2 1/2 bath home and 2 bay tractor shed with pond access perfect for homesteading. With open-concept living, dining, and kitchen, this home has a spacious feel. Winter-weather-ready with Kozy Heat wood-burning fireplace. Covered back patio overlooking a beautiful country landscape. Wide-open spaces with pear blossoms, magnolias, azaleas, and pond view.

2384 Highway 51, Winona

Listing courtesy of Powers Properties.

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