Chester County TN Homes for Sale

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  /32

  $229,900

  • 3 Beds
  • 2.5 Baths
  • 1,844 Sq Ft

  415 Galbraith Ave, Henderson, TN 38340

  Welcome to your Home! This completely remodeled three-bedroom, 2 1/2 bath residence boasts a versatile bonus room that can easily be converted into a fourth bedroom with the addition of an interior door. Enjoy the elegance of luxury vinyl plank flooring throughout, complemented by a stunning, all-new kitchen featuring modern appliances, sleek cabinets, beautiful countertops, and stylish

  

  Destiny Burns

  Stellar Realty Group

  (731) 318-5491

  415 Galbraith Ave, Henderson, TN 38340
• 

  

  

  /15

  $249,000

  • Land
  • 32 Acres
  • $7,828 per Acre

  305 Smith Rd, Luray, TN 38352

  Land Land Land! This incredible opportunity features approximately 31.81 acres of unrestricted land, ready for you to transform into your dream property. The land has already been cleared for building, perc tested, and includes two 30 ft culverts installed for easy access. Don't miss out on this rare find—land like this is hard to come by!

  

  Destiny Burns

  Stellar Realty Group

  (731) 747-3504

  305 Smith Rd, Luray, TN 38352
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  /39

  $484,900

  • 4 Beds
  • 3 Baths
  • 3,064 Sq Ft

  210 Tall Pines Rd, Henderson, TN 38340

  Discover your dream home in this beautiful brick residence located just minutes from town, offering the benefits of only county taxes! This charming property features four spacious bedrooms and a versatile bonus room upstairs complete with a full bath, perfect for guests or a home office. Enjoy serene evenings on the screened-in porch, all nestled on just over 1 acre at the end of a peaceful

  

  Destiny Burns

  Stellar Realty Group

  (731) 201-9415

  210 Tall Pines Rd, Henderson, TN 38340
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  /93

  $699,000

  • 4 Beds
  • 2.5 Baths
  • 3,300 Sq Ft

  70 Mosier Ln, Henderson, TN 38340

  Expansive Country Estate with Modern Comforts and Premium Features Welcome to 70 Mosier Lane, a picturesque 18-acre estate in the serene countryside of Henderson, TN. Built in 2009, this 4-bedroom, 3-bathroom home offers the perfect blend of privacy, functionality, and high-end amenities—ideal for those seeking a self-sufficient retreat with modern conveniences. Property Highlights: •

  

  Joshua Trammell

  EXIT Realty Blues City

  (731) 330-2283

  70 Mosier Ln, Henderson, TN 38340
• 

  

  

  /46

  $539,900

  • 5 Beds
  • 3.5 Baths
  • 4,801 Sq Ft

  1166 White Ave, Henderson, TN 38340

  Spacious 5 Bedroom, 3.5 Bath Home on 3.26 AcresEscape to your own private oasis! This stunning 5-bedroom, 3.5-bathroom home offers the perfect blend of comfort, style, and privacy. Nestled on a sprawling 3.26-acre lot, this property boasts a serene wooded backyard, a sparkling pool, and a spacious basement apartment with exterior access.Key Features:Luxurious Master Suite:

  

  Melanie Malone

  Crye-Leike Elite

  (731) 341-9476

  1166 White Ave, Henderson, TN 38340
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  /31

  $579,900

  6145 Tennessee 225, Henderson, TN 38340

  You will never find a more beautiful piece of land in Chester County! This stunning +/- 79.97-acre property is a true gem, featuring a natural spring and a serene pond that enhance its picturesque landscape. Approximately 40 acres fenced and ready for a cattle farmer, this land offers the perfect setting for livestock.With timber that will be ready for cutting in just five years, there's

  

  Destiny Burns

  Stellar Realty Group

  (731) 224-4661

  6145 Tennessee 225, Henderson, TN 38340
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  /27

  $220,000

  • 3 Beds
  • 2 Baths
  • 1,460 Sq Ft

  195 Simmons St, Henderson, TN 38340

  Back on the market due to buyers house not selling. This charming three-bedroom, two-bath residence offers 1,460 square feet of comfortable living, all on one floor. Enjoy a spacious fenced-in backyard, ideal for gatherings or relaxation. The large laundry room adds convenience to your daily routine. Don't miss out on this delightful home—schedule your viewing today!

  

  Destiny Burns

  Stellar Realty Group

  (731) 749-7544

  195 Simmons St, Henderson, TN 38340
• 

  

  /21

  $274,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,515 Sq Ft

  757 Christi Loop, Henderson, TN 38340

  **Brand New Custom Build Home Near Completion!** Don't miss your chance to own this stunning home, approximately 1,515 heated sq ft with around 2,026 sq ft under roof. Featuring exquisite custom cabinets, luxury vinyl flooring, and elegant quartz countertops, this property is designed for modern living. Enjoy cozy evenings by the custom tiled fireplace and relax in the beautiful tiled

  

  Destiny Burns

  Stellar Realty Group

  (731) 462-4165

  757 Christi Loop, Henderson, TN 38340
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  /58

  $4,250,000

  • 5 Beds
  • 8 Baths
  • 8,264 Sq Ft

  140 Lake Shore Ln, Henderson, TN 38340

  Nestled on 151 pristine acres, this sprawling 8,264 square-foot estate offers unparalleled luxury and privacy. A true masterpiece of design and craftsmanship, the home features an open, expansive layout, high-end finishes, and sweeping views of the surrounding natural beauty. It offers an exceptional blend of sophistication, style and functionality. It boasts 5 spacious bedrooms, 4 full

  Brandon Pendergrass Hayden Outdoors LLC

  140 Lake Shore Ln, Henderson, TN 38340
• 

  

  /18

  $503,500

  • Land
  • 92 Acres
  • $5,491 per Acre

  1450 Busby Ln, Henderson, TN 38340

  Rolling fields, open pasture, and scattered wooded areas create a diverse landscape that's both functional and beautiful. Whether you're looking to cultivate crops, raise animals, or simply enjoy wide-open spaces, this land offers both privacy and potential. Complete with a classic barn, perfect for storage, livestock, or conversion into a workshop, 2 active wells, and 3 manufactured trailers for

  Robert Eatman Hickman Realty Group Inc.-Jack

  1450 Busby Ln, Henderson, TN 38340
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  /100

  $1,295,000

  • 5 Beds
  • 5 Baths
  • 3,090 Sq Ft

  375 Glendale Rd, Henderson, TN 38340

  Welcome to 375 Glendale Road, also affectionately known as Pierce Point. You won't find a more beautiful, manicured or pristinely cared for property. Only five minutes and two turns from downtown, you will love this private, 40-acre retreat in Henderson, TN. With fenced, wooded and open land, the possibilities are endless. The custom-built main house boasts 5 bedrooms, 3 full baths and 2 half

  James Carothers Hickman Realty Group Inc

  375 Glendale Rd, Henderson, TN 38340
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  /31

  $280,000

  • 4 Beds
  • 2 Baths
  • 1,873 Sq Ft

  35 Mitchell Ln, Henderson, TN 38340

  Nestled just outside the Henderson city limits, this charming 4-bedroom, 2-bath brick home offers a perfect blend of comfort and convenience. The home is well-maintained, featuring a spacious living room with beautiful laminate flooring, ideal for relaxation or entertaining. The spacious master bedroom features an adjoining master bath, providing privacy and comfort. Three additional large

  Richard Emison NextHome 383 Real Estate

  35 Mitchell Ln, Henderson, TN 38340
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  /73

  $474,500

  • 6 Beds
  • 4.5 Baths
  • 5,944 Sq Ft

  230 Oak Ridge Dr, Henderson, TN 38340

  THIS BEAUTIFUL HOME HAS SO, SO , SO TO OFFER A FAMILY, SO MUCH SPACE WITH 6 ACRES MORE OR LESS IN A WONDERFUL SUBDIVISION, THIS HOME HAS A MAIN LEVEL PLUS A FINISHED BASEMENT WITH 4 BEDROOM , 2 BATHS, L/R,DEN,KITCHEN, OFFICE AND SO MUCH MORE, MAIN LEVEL HAS THE MASTER BEDROOM, AND 1 MORE BEROOM, 2 BATHS, LIVING ROOM W/FIRPLACE,, DINING ROOM, DEN, AND SO MUCH MORE, PERMANENT STAIRS TO A FANTASTIC

  Linda Carter Casey Realtors

  230 Oak Ridge Dr, Henderson, TN 38340
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  /18

  $359,000

  • 2 Beds
  • 2.5 Baths
  • 1,927 Sq Ft

  1147 Woodland Dr, Henderson, TN 38340

  Peaceful Country Living on +/- 26 Acres - Endless Possibilities!Welcome to your perfect blend of space, and privacy. This charming 2-bedroom, 2.5-bath home offers expansive living areas and sits at the dead end of a quiet county road.Outside, the property truly shines. With two separate carports, a shop, barn, and numerous outbuildings, the possibilities are endless. Whether you're looking to

  Jacob Shelton Buy Dirt Auctions & Realty

  1147 Woodland Dr, Henderson, TN 38340
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  /40

  $379,900

  • 3 Beds
  • 2 Baths
  • 2,000+ Sq Ft

  860 Plainview Rd, Henderson, TN 38340

  Welcome to your slice of country paradise! Nestled on 4.1 acres, this charming 3-bedroom, 2-bath home offers space, comfort, and the perfect mix of relaxation and functionality. Enjoy summer days in the above-ground pool or unwind on the spacious back deck, which flows seamlessly from the living room—ideal for entertaining or peaceful evenings. A bonus sitting area adds extra space for gatherings

  Darby Drinkard Action Realty

  860 Plainview Rd, Henderson, TN 38340
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  /46

  $315,000

  • 4 Beds
  • 2 Baths
  • 2,171 Sq Ft

  85 Neshova Ln, Henderson, TN 38340

  Explore this outstanding new listing, showcasing a tranquil front porch with a breathtaking natural vista. Step inside to an open floor plan with split bedrooms and discover a range of notable improvements, including fresh paint, new LVP floors, a new moisture barrier under the home, a new well bladder, new HVAC, and a new hot water heater, rendering this home a must visit. The property

  Lisa Davis Greer Real Estate Group

  85 Neshova Ln, Henderson, TN 38340
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  /18

  $279,900

  • 1 Bed
  • 1 Bath
  • 957 Sq Ft

  247 Guy Maddox Ln, Granville, TN 38564

  Amazing lake view from your front porch !! 1 bedroom, 1 bath cabin with wrap around porch on 3 lots totaling approx.. 1.5 acres overlooking Cordell Hull Lake. Very private setting that is perfect for a permanent residence or a weekend get-away. New roof in 2024. Within 2 miles to Granville Marina.

  Karen Strock eXp Realty

  247 Guy Maddox Ln, Granville, TN 38564
• 

  

  /19

  $299,900

  • 3 Beds
  • 2 Baths
  • 1,950 Sq Ft

  2690 Peddy Vestal Loop, Henderson, TN 38340

  For Sale: Cozy 3-bed, 2-bath home sitting on 15 tranquil acres in Chester County, TN. This 1,950 sqft beauty boasts original hardwood floors, a roomy kitchen with tons of counter and cabinet space, and a bright enclosed sunroom off the living room—perfect for relaxing with a view. Tucked down a long driveway, it's topped with a sturdy metal roof and comes with a 50x30 pole barn and a 48x28 pole

  Riley Ragan Ragan Realty Group

  2690 Peddy Vestal Loop, Henderson, TN 38340
• 

  

  /34

  $289,900

  • 2 Beds
  • 2 Baths
  • 3,240 Sq Ft

  285 Mitchell Ln, Henderson, TN 38340

  Unique 2-story barndominium/shop awaiting your personal touch! Currently 2 bed 2 bath, but a blank canvas for your creativity. Features roll-up garage doors on both ends, kitchen with appliances, 2 bathrooms, one on each floor. Ground floor spans 2400 sq ft, while the upper level offers 1200 sq ft of potential. Enjoy a cupola with panoramic 360-degree views. Located just outside city limits, this

  Larry Roberts Casey Realtors

  285 Mitchell Ln, Henderson, TN 38340
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  /66

  $475,000

  • 4 Beds
  • 3 Baths
  • 1,916 Sq Ft

  130 Moss Loop, Enville, TN 38332

  Looking for a serene property? Then check out this beautiful home! 4BR, 2BA, attached garage, detached shop/garage, great location with a beautiful view. Large deck on the back to enjoy your morning coffee and enjoy the view. Property sits on 20 acres. Call today for a showing!

  Linda Carter Casey Realtors

  130 Moss Loop, Enville, TN 38332
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  /39

  $440,000

  • 3 Beds
  • 3.5 Baths
  • 3,500 Sq Ft

  295 Shanks Rd, Henderson, TN 38340

  Take a look at this beautiful 3 bedroom, 3.5 bath home sitting on 3.26 acres with 3,500 sq ft of living space! Nestled at the end of a quiet road, this property offers peace and privacy, plus a partial ownership of a scenic lake. It features a detached two-car garage, a single-car carport, and plenty of space for a growing family. Inside, the open-concept living room and kitchen are perfect for

  Jennifer Scott RE/MAX Realty Source

  295 Shanks Rd, Henderson, TN 38340
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  /52

  $279,900

  • 4 Beds
  • 2 Baths
  • 2,265 Sq Ft

  325 Crook Ave, Henderson, TN 38340

  Beautiful home located in an excellent location, within walking distance FHU. Home has new roof, 2 new HVAC units, spacious living room, huge den, private patio, storm shelter in garage. Call today to set up a showing! Seller will pay for an inspection, SELLER WILL pay $10,000. toward buyer closing costs and prepaids

  Linda Carter Casey Realtors

  325 Crook Ave, Henderson, TN 38340
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  /84

  $269,000

  • 5 Beds
  • 3 Baths
  • 2,400 Sq Ft

  467 White Ave, Henderson, TN 38340

  Impeccably renovated in Summer 2022, this distinguished 5-bedroom, 3-bathroom residence in downtown Henderson, TN showcases a harmonious blend of sophistication and modernity. Boasting new flooring, a fully revamped kitchen, and upgraded lighting fixtures, this home exudes sheer elegance. Additionally, a detached finished tech room further enhances the property's appeal, offering versatile

  Larry Roberts Casey Realtors

  467 White Ave, Henderson, TN 38340
• 

  

  /31

  $274,900

  • 3 Beds
  • 2.5 Baths
  • 2,366 Sq Ft

  129 N Carolina Ave, Henderson, TN 38340

  If you're searching for a 3-bedroom, 2.5-bathroom home in Henderson, TN, this updated property could be perfect for you! It features fresh paint, new flooring, and a fully renovated kitchen with brand-new cabinets, granite countertops, and modern appliances including a stove, microwave, and dishwasher. The home is equipped with two HVAC units, one of which was installed in 2023, and also has a

  Brenda McCartney Epique Realty

  129 N Carolina Ave, Henderson, TN 38340
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  /33

  $295,000

  • 6 Beds
  • 2.5 Baths
  • 2,290 Sq Ft

  208 Fourth St, Henderson, TN 38340

  Charming 6 BR 2.5 BA Home w/Office in Henderson, TN - Prime Location near Freed Hardemon UniversityWelcome to your dream home in the heart of Henderson! This exquisite property, ideally situated on a corner lot, offers unparalleled convenience, being within walking distance to Freed Hardemon University, Main St, and all that Henderson has to offer.Key Features:Complete

  Richard Emison NextHome 383 Real Estate

  208 Fourth St, Henderson, TN 38340
• 

  

  /22

  $295,000

  • 3 Beds
  • 3 Baths
  • 2,440 Sq Ft

  225 E Third St, Henderson, TN 38340

  BEAUTIFUL BRICK HOME WITHIN 2 BLOCKS FROM FHU, WITH SO MUCH TO OFFER A FAMILY, DEN, LIVING,ROOM, SUNROOM, 2 BEDROOMS,DOWN WITH 2 BATHS, LARGE BONUS ROOM UP WITH BATH, PLUS AN OFFICE AREA, FIREPLACE W/GAS LOGS IN DEN, LARGE FENCED IN BACKYARD FOR OUR FUR BABIES OR YOUR REGULAR BABIES AND SO MUCH MORE. THIS IS A MUCH SEE.

  Linda Carter Casey Realtors

  225 E Third St, Henderson, TN 38340
• 

  /2

  $300,000

  • 3 Beds
  • 1.5 Baths
  • 1,080 Sq Ft

  847 Us Hwy 45 N, Henderson, TN 38340

  This property presents a unique investment opportunity as it is currently zoned residential but has the potential to be rezoned. This property presents a unique investment opportunity as it is currently zoned residential but has the potential to be rezoned as commercial. The 3 bedroom, 1 bathroom vinyl home on the 2-acre parcel could be updated and renovated to serve as an office or small

  Linda Carter Casey Realtors

  847 Us Hwy 45 N, Henderson, TN 38340
• 

  

  /23

  $275,000

  • 3 Beds
  • 2 Baths
  • 1,475 Sq Ft

  90 Mitchell Ln, Henderson, TN 38340

  Brent West Crye-Leike Elite

  90 Mitchell Ln, Henderson, TN 38340
• 

  

  /33

  $239,900

  • 3 Beds
  • 2 Baths
  • 1,276 Sq Ft

  661 Mifflin Ave, Henderson, TN 38340

  Charming 3BR/2BA Home Near FHU - Built in 2023!Welcome to 661 Mifflin Ave - a beautifully crafted 3-bedroom, 2-bath home featuring timeless board and batten siding and modern finishes throughout. Built in 2023, this home offers a fresh, move-in-ready feel and is ideally located within walking distance to Freed-Hardeman University, local schools, and shopping.Step inside to

  Richard Emison NextHome 383 Real Estate

  661 Mifflin Ave, Henderson, TN 38340
• 

  

  /36

  $249,900

  • 2 Beds
  • 2 Baths
  • 1,617 Sq Ft

  2685 Sunshine Rd, Henderson, TN 38340

  Welcome to this well-kept 2-bedroom, 2-bath brick home situated on 2.35 acres in a quiet, private country setting. This property offers a great combination of comfort, space, and functionality, perfect for anyone looking to enjoy a little more room both inside and out. The home features a spacious layout that begins with a large living room centered around a stone fireplace that adds warmth and

  Richard Emison NextHome 383 Real Estate

  2685 Sunshine Rd, Henderson, TN 38340
• 

  

  /21

  $94,000

  • Land
  • 12 Acres
  • $7,724 per Acre

  2865 Deanburg Rd, Medon, TN 38356

  Opportunity awaits on this 12.17-acre tract of unrestricted land—perfect for building, investing, or simply enjoying peaceful country living. With two scenic potential building sites—one overlooking the pond and another tucked just inside the woods—this property offers space and versatility for your vision. Hardwoods cover most of the acreage, adding privacy and natural beauty, while electricity

  Jennifer Knolton Coldwell Banker Southern Realty

  2865 Deanburg Rd, Medon, TN 38356
• 

  

  /24

  $239,900

  • 3 Beds
  • 2 Baths
  • 1,850 Sq Ft

  320 Benson Rd, Reagan, TN 38368

  2.17 Acres country living. Newly updated kitchen with granite countertops, stainless appliances, cabinets, coffee bar, and open to living room, rec room (which could be 4th bedroom). Main bedroom features private bath, double sinks, shower/commode room, 5x5 closet, and private access door to backyard. Outside was updated with siding, cedar posts, and shutters to match. 14x22 screened in porch

  Andrea Crawford RE/MAX Unlimited

  320 Benson Rd, Reagan, TN 38368
• 

  

  /18

  $39,900

  • Land
  • 6 Acres
  • $7,255 per Acre

  Tract 8 Tennessee 225, Bethel Springs, TN 38315

  A great opportunity for unrestricted land and one of 4 possible lots in Chester Co. 5.5 acres on Hwy 225. Is your dream: a getaway with a trailer or mobile home, small pasture for farm animals or an escape to a quiet home in the country with no restrictions? This lot has 5.5 acres and 140 feet of road frontage (similar to the other 3). Tracts 1,2 & 4 have been sold. Tracts 5,6,7 & 8 are still

  Mike Singleton McIver Land & Realty

  Tract 8 Tennessee 225, Bethel Springs, TN 38315
• 

  

  /18

  $39,900

  • Land
  • 6 Acres
  • $7,255 per Acre

  Tract 7 Tennessee 225, Bethel Springs, TN 38315

  A great opportunity for unrestricted land and one of 4 possible lots in Chester Co. 5.5 acres on Hwy 225. Is your dream: a getaway with a trailer or mobile home, small pasture for farm animals or an escape to a quiet home in the country with no restrictions? This lot has 5.5 acres and 140 feet of road frontage (similar to the other 3). Tracts 1,2 & 4 have been sold. Tracts 5,6,7 & 8 are still

  Mike Singleton McIver Land & Realty

  Tract 7 Tennessee 225, Bethel Springs, TN 38315
• 

  

  /18

  $39,900

  • Land
  • 6 Acres
  • $7,255 per Acre

  Tract 6 Tennessee 225, Bethel Springs, TN 38315

  A great opportunity for unrestricted land and one of 4 possible lots in Chester Co. 5.5 acres on Hwy 225. Is your dream: a getaway with a trailer or mobile home, small pasture for farm animals or an escape to a quiet home in the country with no restrictions? This lot has 5.5 acres and 140 feet of road frontage (similar to the other 3). Tracts 1,2 & 4 have been sold. Tracts 5,6,7 & 8 are still

  Mike Singleton McIver Land & Realty

  Tract 6 Tennessee 225, Bethel Springs, TN 38315
• 

  

  /18

  $39,900

  • Land
  • 6 Acres
  • $7,255 per Acre

  Tract 5 Tennessee 225, Bethel Springs, TN 38315

  A great opportunity for unrestricted land and one of 4 possible lots in Chester Co. 5.5 acres on Hwy 225. Is your dream: a getaway with a trailer or mobile home, small pasture for farm animals or an escape to a quiet home in the country with no restrictions? This lot has 5.5 acres and 140 feet of road frontage (similar to the other 3). Tracts 1,2 & 4 have been sold. Tracts 5,6,7 & 8 are still

  Mike Singleton McIver Land & Realty

  Tract 5 Tennessee 225, Bethel Springs, TN 38315
• 

  

  /32

  $250,000

  • 3 Beds
  • 2 Baths
  • 1,400+ Sq Ft

  135 W Third St, Henderson, TN 38340

  This upscale, modern inspired REMODELED home seems brand new. It offers the perfect blend of upscale living. It boasts 1400 sq ft of living space on .92 acres right in the heart of Henderson. This beautifully crafted home features a spacious floor plan, high-end finishes, and functional, charming rooms. 3 bed, 2 bath w/ an open kitchen/living floor plan, & master suite with a walk-in closet.

  Ashton Roberts Molly Moore Realty

  135 W Third St, Henderson, TN 38340
• 

  

  /54

  $320,000

  • 3 Beds
  • 2 Baths
  • 1,836 Sq Ft

  25 Roundtree Ln, Beech Bluff, TN 38313

  MINI FARM: Approximately 8.5 acres with 3BR, 2BA home. It is fenced and has some cross fencing. Conveniently located between Jackson, Henderson, and Lexington. This property has a nice metal barn with ground level hay storage, a workspace, feed/tack room, and 2 large attached side sheds. Also has water and electricity at the barn. It has 4 stalls in total and has separate area for tractor

  Linda Carter Casey Realtors

  25 Roundtree Ln, Beech Bluff, TN 38313
• 

  

  /32

  $259,000

  • 2 Beds
  • 1 Bath
  • 1,200+ Sq Ft

  513 Crook Ave, Henderson, TN 38340

  This upscale, modern farmhouse inspired home offers the perfect blend of upscale living and affordability. It boasts 1400 sq ft of living space on .2 acres right in the heart of Henderson. This beautifully crafted home features a spacious floor plan, high-end finishes, and functional, charming rooms. On the main floor, you will find a welcoming entry, a stunning galley kitchen, living room,

  Ashton Roberts Molly Moore Realty

  513 Crook Ave, Henderson, TN 38340
• 

  

  /5

  $68,000

  • Land
  • 10 Acres
  • $6,489 per Acre

  Tract 5 Highway 22 A, Enville, TN 38332

  Escape to Tennessee Country Living on this 10.48-acre parcel situated in Enville, TN. Ideally located just 20 miles from Lexington, Henderson, and Savannah, TN, this property offers no restrictions and lies outside city limits, giving you the perfect chance to make your dreams come true.

  Lori Yarbro Evans Real Estate

  Tract 5 Highway 22 A, Enville, TN 38332

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