Tallahatchie County Real Estate

Tallahatchie County Real Estate

Welcome to Tallahatchie County, Mississippi, a hidden gem nestled in the heart of the Magnolia State. Known for its rich history, vibrant culture, and stunning natural landscapes, Tallahatchie offers an enchanting blend of small-town charm and Southern hospitality.

Tallahatchie County is steeped in historical significance, famously associated with the civil rights movement and the legacy of music legends like the iconic blues artist, B.B. King. With its roots tracing back to the early 19th century, the county is home to several historical sites, including the charming town of Charleston, which serves as the county seat. Here, visitors can explore quaint shops, local eateries, and the welcoming community that embodies the spirit of Mississippi.

Nature enthusiasts will find solace in the picturesque scenery that Tallahatchie County offers. The county is dotted with serene rivers, lush forests, and rolling hills, making it an ideal location for outdoor activities such as fishing, hiking, and birdwatching. The nearby Tallahatchie River provides a tranquil setting for those looking to unwind and connect with nature.

Additionally, Tallahatchie County boasts a variety of local events and festivals that celebrate its rich culture and traditions, offering residents and visitors alike a chance to engage with the community. From music festivals to farmers' markets, there’s always something happening in this vibrant county.

Whether you’re seeking a peaceful retreat or a place to call home, Tallahatchie County, MS, welcomes you with open arms and endless possibilities. Discover the charm of this beautiful region and become part of its storied legacy today!

Newest Listings in Tallahatchie County

$3,132,360
4157717 MLS
Welcome to Pullen Farm, a highly productive row crop farm located just outside of Tutwiler in Tallahatchie County. Situated on Pharis Road and Tutwiler Road, this 447.48± surveyed acre property offers an outstanding opportunity for producers, investors, and outdoor enthusiasts alike. The farm includes approximately 412± acres of certified row crop farmland, with approximately 163± acres enrolled in a conservation easement. The cropland consists primarily of Alligator clay soils, making it well-suited for growing soybeans, rice, and corn. The property has been thoughtfully developed for efficient farming operations with three 60-horsepower irrigation wells powered by diesel/propane motors and one 30-horsepower, three-phase electric well. Designed with productivity in mind, the farm features land-leveled fields, large turnrows, and an excellent internal road system that provides easy access for large farm equipment. Irrigation risers and water control structures throughout the property allow for efficient water management and simplify irrigation during the growing season. The conservation easement also enhances the property's recreational appeal. Combined with the existing water control structures, portions of the farm can be managed for waterfowl habitat and duck hunting, while surrounding cover and nearby habitat create natural travel corridors for whitetail deer. This combination of productive farmland and quality wildlife habitat makes Pullen Farm a unique offering in the Mississippi Delta. Whether you're looking to expand your farming operation, generate rental income, or invest in quality Mississippi Delta farmland with recreational potential, Pullen Farm is a well-rounded property with long-term value.

Sumner- Tutwiler, Tutwiler

Listing courtesy of Smalltown Hunting Properties &.

$415,000
4 Beds ⋅ 3 Baths ⋅ 4157277 MLS
**INCOME-PRODUCING OPPORTUNITY JUST 10 MINUTES FROM ENID LAKE!** Whether you're dreaming of peaceful country living, multi-generational living, a weekend retreat near the lake, a small homestead, or a property that helps pay for itself, 1070 King Road offers a rare combination of flexibility and charm. Situated on a recently surveyed 1.3-acre lot, this unique property includes a 3-bedroom, 2-bath, single level main home *plus* a fully furnished 1-bedroom, 1-bath cottage that's ready to welcome guests or generate rental income from day one. Outside, you'll immediately notice the beautifully landscaped grounds, where colorful flowers, mature plants, birds, and pollinators create a peaceful setting you'll enjoy year-round. Covered porches invite you to slow down with a cup of coffee while taking in the view, and when cooler weather arrives, gather around the front yard fire pit for s'mores under the stars. Gardeners will also appreciate the detached garden shed with electricity, offering the perfect opportunity for a greenhouse, workshop, or hobby space. Inside the main home, you'll find an open, welcoming layout with spacious living and dining areas flowing effortlessly into the kitchen. Natural light fills the living room, where a gas fireplace, ceiling fan, and built-in features create a cozy gathering place. The kitchen offers abundant cabinetry, generous counter space, a large island for entertaining, and—with an acceptable offer—all appliances will remain. Durable hard-surface flooring runs throughout the home for easy maintenance. Two comfortable guest bedrooms and a full bathroom are located just down the hall, each overlooking the beautifully maintained front and back yards. The current owner has successfully rented these bedrooms for additional income, offering even more flexibility for the next owner. Tucked privately at the end of the hall, the spacious primary suite features its own deck, a fireplace (gas or wood), a large walk-in closet, double vanities, handicap-accessible bathroom, laundry area, utility sink, and additional built-in storage. The detached cottage adds approximately 600 square feet of living space and is completely move-in ready. With an open floor plan, comfortable living area, full kitchen featuring laminate and butcher block countertops, a full bathroom, a generous bedroom, and front and back porches, it's perfectly suited for extended family, visiting friends, or short- and long-term rental opportunities. Best of all, the cottage conveys fully furnished, allowing you to begin hosting guests immediately if you choose. It comfortably sleeps four people. Adding a little personality to the property is the whimsical 1,000-gallon propane tank painted like a watermelon—a conversation piece you'll never have to explain twice! Practical updates provide peace of mind as well. Each home has its own septic system, with the main home's tank recently serviced, and both homes are connected to public water. Conveniently located just 10 minutes from Enid Lake, 35 minutes from Grenada, and only an hour from Memphis, this property offers the perfect balance of peaceful country living and easy access to nearby amenities. Whether you're looking for a primary residence, a weekend getaway, a multigenerational property, or an investment opportunity with immediate income potential, this one deserves a closer look. Call your favorite REALTOR® today to schedule your private showing before someone else claims this one!

1070 King Road, Enid

Listing courtesy of Local Agency Realty Group.

$32,500
3 Beds ⋅ 1 Baths ⋅ 4156785 MLS
AUCTION. Affordable ranch home features an easy layout with 3 beds, 1 bath, living room with fireplace, and an open kitchen. The home sits on a large tree-lined lot with a covered porch and a detached carport. Home is in close proximity to local amenities, schools, and main roads. The home will require your renovation ideas - repairs are needed to include floors, ceiling, roof and other updates. NOTE -some foundation damage and water damage reported. CAUTION - MOLD may be present. Complete your due diligence. Property is sold as-is with NO property disclosure or inspection reports. Make this one your next project.

256 W Main Street, Webb

Listing courtesy of Realhome Services & Solutions.

$1,515,000
4156772 MLS
606 +/- acres of pure Mississippi wilderness in the heart of Tallahatchie County. Located just south of Charleston, this large contiguous tract offers the perfect balance of diverse terrain, rich wildlife habitat, and endless hunting and recreational opportunities. With direct frontage on Highway 32, this property is easily accessible while remaining a private sanctuary for the outdoor enthusiast. Deer, turkey, dove and other small game are plentiful. Located in the hills of Tallahatchie County this is not your typical flat Delta land. The property features dramatic elevation changes that provide views and a diverse landscape overlooking the Mississippi Delta. A network of internal roads and trails for miles wind through the farm, making it an absolute playground for 4-wheeler and dirt bike riding. The habitat is tailor-made for hunting. Covered in mixed hardwood timber with scattered food plots the land supports a thriving population of wildlife. Water for game is no problem, with the property bordering Tillatoba Creek to the north and a couple of year-round interior creeks providing ample water sources. $10,000 of annual income from a cell tower lease that comes with the property will help pay the taxes and provide some operating income for tasks around the property. Current and future timber investment opportunity. Located just outside of Charleston, MS, 30 minutes south of Batesville and 30 minutes north of Grenada. Convenient to Enid Lake and Grenada Lake for year around fishing opportunities and summer recreational/boating activities.

Ms-35, Charleston

Listing courtesy of Burch Realty Group.

$44,999
4156586 MLS
Discover this 1-acre residential lot in the Oakland area of Tallahatchie County, Mississippi. Featuring flat, partially wooded terrain, the property offers a peaceful setting in a quiet neighborhood with a natural backdrop. Enjoy a relaxed rural atmosphere while remaining conveniently located near local amenities, shopping, dining, and surrounding communities. This lot presents an excellent opportunity to build your future home in a peaceful area of Mississippi.

5680 Pine Hill Road, Oakland

Listing courtesy of PlatLabs, LLC.

$140,000
4 Beds ⋅ 2 Baths ⋅ 4155074 MLS
Welcome to 205 Hopson Street, a charming Southern home nestled in the heart of Tutwiler, Mississippi. From the moment you arrive, you'll appreciate the homes's inviting presence, generous lot size, and classic architectural details.Inside you'll find beautiful laminate floors, expansive living and dining areas, and an abundance of natural light throughout. The functional floor plan provides ample room for everyday living, entertaining, and creating personalized spaces to fit your lifestyle.This 4 bedroom, 2 bathroom home is perfect for homeowners seeking small town charm or investors looking for a property with strong potential.

205 Hopson Street, Tutwiler

Listing courtesy of Crye-Leike Of MS-SH.

$514,500
4154617 MLS
343 acres in the hills of Tallahatchie County located on Shook Road just two miles from the Mississippi Delta. Currently under a 12-month timber reservation, with the timber actively being harvested. Once complete, the property will provide a blank canvas whether the goal is to establish wildlife habitat, replant timber for long-term investment, or convert to pastureland. For immediate enjoyment, the property includes a 400± square-foot, one-bedroom, one-bath cabin with electricity and community water already connected, providing a base camp for weekend trips. Multiple box stands are already in place, and a small metal carport offers convenient equipment and ATV storage. Ascalmore Creek runs through the southern portion of the property, creating a natural water source for wildlife. In addition to the creek, there are two small ponds. With its combination of location, existing improvements, and exceptional potential following the timber harvest, this Tallahatchie County tract presents an outstanding opportunity for sportsmen, investors, and landowners looking to create a customized recreational property.

Shook Road, Cascilla

Listing courtesy of Big River Properties.

$105,000
3 Beds ⋅ 1 Baths ⋅ 4152918 MLS
NEW IMPROVED PRICE! Welcome to Charleston, MS! Located just down the street from downtown, this charming 3 bedroom, 1 bath home is full of character & appeal. Relax and unwind on the spacious 390 sq. ft. screened front porch - perfect for cool breezes & morning coffee! Inside, you will find a generous living area, an oversized formal dining room highlighted by a stunning crystal chandelier, and original hardwood floors that add warmth & timeless beauty throughout most of the home. This inviting property offers a perfect blend of historic charm & a convenient location. 3rd bedroom is currently being used as a collection room. Seller will consider repairs required for financing.

393 George Payne Cossar Boulevard, Charleston

Listing courtesy of Bill Sexton Realty.

$155,000
4 Beds ⋅ 2 Baths ⋅ 4151318 MLS
Discover peaceful country living at 5207 Mudline Rd in Enid! This property offers the perfect blend of privacy, space, and small-town charm while still being conveniently located within driving distance of nearby amenities. Whether you're looking for a primary residence, investment opportunity, or a place to enjoy quiet living, this property has plenty of potential. Enjoy the open surroundings, room to spread out, and the opportunity to make this home your own. Schedule your private showing today!

5207 Mudline Road, Enid

Listing courtesy of Kaizen Realty.

$166,000
4150819 MLS
LOCATION OVERVIEW Mini Self Storage facility located on W Main Street in Webb MS PROPERTY HIGHLIGHTS 40 Units Great Investment Property Positive cash flow with room to increase rents

121 W Main Street, Webb

Listing courtesy of Estes Bush Real Estate LLC.

$639,000
3 Beds ⋅ 3 Baths ⋅ 4149247 MLS
If you've been dreaming of privacy, acreage, and plenty of room to spread out, this one-of-a-kind property checks all the boxes! Situated on approximately 35 beautiful acres in North Mississippi, this custom home offers 3 bedrooms, 2.5 bathrooms, an office, and two finished bonus rooms upstairs that could easily serve as additional bedrooms, each complete with closets and windows. Property Features: 2,784 square feet, 3 Bedrooms | 2.5 Bathrooms, Office, Two finished bonus rooms upstairs, Split floor plan, Hardwood floors, 9-foot ceilings, Spacious walk-in closet, All kitchen appliances remain, Wraparound porch perfect for enjoying peaceful country views, Roof replaced in 2025, Incredible 40x40 Shop: Water, electricity, heating, and air, Could easily be converted into guest quarters, an apartment, home business, or workshop, Separate treatment system. Additional Opportunity: An extra 5 acres with a pond may also be purchased, making this property even more spectacular. Whether you're looking for a private retreat, a hobby farm, or a property with room for guests and projects, this home offers endless possibilities.

4193 Bethel Road, Enid

Listing courtesy of Delacy Howell Realty.

$4,230,000
4146782 MLS
705± acres in Tallahatchie County featuring a strong blend of income-producing farmland and recreational opportunity. Approximately 566 acres are tillable with established wells providing reliable water for crop production. The balance offers excellent deer and duck hunting, making this a well-rounded Delta property with both agricultural value and year-round enjoyment.

W Sturdivant White Rock Road, Charleston

Listing courtesy of Lost Land Co LLC.

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