Chester County, TN Homes

• 

  

  

  /26

  $195,000 Sold Jul 18, 2025

  • 1,400 Sq Ft
  • $139/SF
  • 92 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1960

  4260 Old Friendship Rd, Finger, TN 38334

  Freshly remodeled and move-in ready, this beautiful 3-bedroom, 2-bath home in Chester County offers the perfect blend of modern updates and country charm! Nestled on nearly 3 acres, this property provides plenty of space to enjoy the outdoors. Plus, an in-ground storm shelter adds peace of mind. Don't miss this rare find!

  Madison Balding Town and Country

  4260 Old Friendship Rd, Finger, TN 38334
• 

  

  

  /18

  Est $256,215 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,624 Sq Ft

  160 Wilson School Rd, Henderson, TN 38340

  160 Wilson School Rd, Henderson, TN 38340
• 

  

  

  /15

  $54,500

  • Land
  • 8 Acres
  • $7,267 per Acre

  0 Highway 100, Henderson, TN 38340

  Looking for Land?Here's your opportunity! Approximately 7.5 acres of unrestricted land in Chester County is ready for you to make it your own. Whether you're dreaming of building a home, starting a mini farm, or just having space to spread out, this property offers endless potential with no restrictions. Don't miss out!

  

  Destiny Burns

  Stellar Realty Group

  (731) 497-1325

  0 Highway 100, Henderson, TN 38340
• 

  

  

  /25

  $248,000 Sold Jul 11, 2025

  • Land
  • 85 Acres
  • $2,918 per Acre

  • 121 Days On Market

  2410 Carroll Rd, Enville, TN 38332

  This 85-acre plot of land is a sanctuary of wildlife, offering serene views and endless possibilities. Whether you envision a private getaway, a hunting lodge, or a family homestead, this land is brimming with potential. With rolling hills, mature trees, and a thriving ecosystem, it's a rare gem for anyone seeking a connection to nature and the outdoors! Plenty of whitetail deer to go around.

  Heather Pierce Coldwell Banker Southern Realty

  2410 Carroll Rd, Enville, TN 38332
• 

  

  

  /18

  Est $150,828 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft

  209 Tulip St, Henderson, TN 38340

  209 Tulip St, Henderson, TN 38340
• 

  

  /42

  $499,900

  • 6 Beds
  • 4.5 Baths
  • 5,922 Sq Ft

  562 Old Jackson Rd, Henderson, TN 38340

  This spacious home is ideal for a large or extended family, offering comfort, functionality, and room to grow. The main floor features a cozy living room, a den, formal dining area, 3 bedrooms, and 2.5 bathrooms—perfect for daily living and entertaining. The fully finished walkout basement adds even more living space with its own kitchen, den, living room, 3 additional bedrooms, and 2 full

  

  Destiny Burns

  Stellar Realty Group

  (731) 330-2632

  562 Old Jackson Rd, Henderson, TN 38340
• 

  

  /11

  $169,500 Sold Jul 11, 2025

  • 1,000 Sq Ft
  • $170/SF
  • 203 Days On Market

  • 2 Beds
  • Built 2007

  654 Luray Ave, Henderson, TN 38340

  Here is a a home in great shape very close to Freed Hardeman College campus. Built in 2007 with an open floor plan. If this fits your criteria call today don't wait!Info deemed accurate, not warranted by co, seller or agent. Sq footage and taxes to be determined by appraiser and tax assessor. Exact Acreage to be determined by surveyor. This document is to be used for reference only and is

  Rudy Grice Crye-Leike Preferred Realty

  654 Luray Ave, Henderson, TN 38340
• 

  

  /22

  Est $236,093 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,547 Sq Ft

  758 Sand Ave, Henderson, TN 38340

  758 Sand Ave, Henderson, TN 38340
• 

  

  /26

  $384,000

  • 3 Beds
  • 2 Baths
  • 1,912 Sq Ft

  316 Meadow Brook Dr, Henderson, TN 38340

  Welcome to this beautiful brick home located on the sought-after Meadowbrook Drive in Henderson, Tennessee! This charming residence features three spacious bedrooms and two full baths, all designed around an inviting open floor plan. Enjoy the outdoors with a brand new deck, perfect for entertaining or relaxing. Conveniently situated near Freed Hardeman University and downtown Henderson, this

  

  Destiny Burns

  Stellar Realty Group

  (731) 535-7172

  316 Meadow Brook Dr, Henderson, TN 38340
• 

  

  /36

  $492,275 Sold Jul 09, 2025

  • 3,220 Sq Ft
  • $153/SF
  • 20 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2004

  855 Rabbit Ranch Rd, Henderson, TN 38340

  Incredible 5-acre property featuring a saltwater pool, hot tub, detached shop, finished basement with workshop, and a golf simulator in the garage. Enjoy peace of mind with a full backup generator. A perfect blend of comfort, recreation, and functionality—this one has it all! 731-445-2270 All information is deemed to be correct, but not guaranteed by seller, realtor, or real estate company. A

  Brooke Madden Greer Real Estate Group

  855 Rabbit Ranch Rd, Henderson, TN 38340
• 

  

  /25

  Est $203,686 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,232 Sq Ft

  315 Fish Pond Rd, Bethel Springs, TN 38315

  315 Fish Pond Rd, Bethel Springs, TN 38315
• 

  

  /15

  $235,000

  • Land
  • 32 Acres
  • $7,388 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
• 

  

  /21

  $115,000 Sold Jul 07, 2025

  • 1,000+ Sq Ft
  • $115/SF
  • 28 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2019

  11910 State Route 225, Bethel Springs, TN 38315

  Double Delight on 3 Scenic Acres! Two charming homes share this spacious property, perfect for multi-generational living or income potential. The main home features 1 bedroom, 1 bath, and a covered porch, plus a kitchen boasting an island with bar top, cozy mini split unit, and warm wood stove. The second home charms with 1 bedroom (loft style), 1 bath, covered porch, and bonus small kitchenette.

  Brooke Redmon Benton Action Realty

  11910 State Route 225, Bethel Springs, TN 38315
• 

  

  /22

  Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,338 Sq Ft

  846 Sand Ave, Henderson, TN 38340

  846 Sand Ave, Henderson, TN 38340
• 

  

  /31

  $549,900

  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
• 

  

  /51

  $110,000 Sold Jul 07, 2025

  • Land
  • 14 Acres
  • $8,029 per Acre

  • 18 Days On Market

  250 Cedar Trails Ln, Jacks Creek, TN 38340

  Escape to your own outdoor paradise- 13.7 acres of Wildlife, Water, and Relaxation! If you've been searching for a private piece of nature, look no further. This 13.7 acre property offers a perfect mix 7.7 acres of raw, untouched land and 6 acres of improved land, giving you the best of both worlds. Nestled on the land is a cozy, furnished cabin featuring 1 bedroom, 1 bath, kitchen, septic

  Jennifer Scott RE/MAX Realty Source

  250 Cedar Trails Ln, Jacks Creek, TN 38340
• 

  

  /15

  Est $225,938 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,870 Sq Ft

  484 White Ave, Henderson, TN 38340

  484 White Ave, Henderson, TN 38340
• 

  

  /66

  $549,000

  • 4 Beds
  • 5 Baths
  • 3,376 Sq Ft

  50 Braund Rd, Henderson, TN 38340

  

  Destiny Burns

  Stellar Realty Group

  (731) 252-5648

  50 Braund Rd, Henderson, TN 38340
• 

  

  /6

  $18,000 Sold Jul 03, 2025

  • 1,162 Sq Ft
  • $15/SF
  • 23 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1930

  8705 Main St, Enville, TN 38332

  Handyman special! Fix this one up and have a great property in the quite liitle town of Enville!

  Daniel Demers Sell Your Home Services, LLC

  8705 Main St, Enville, TN 38332
• 

  

  /23

  Est $207,978 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,306 Sq Ft

  825 Sanford St, Henderson, TN 38340

  825 Sanford St, Henderson, TN 38340
• 

  

  /20

  $469,000 New Construction

  • 3 Beds
  • 2 Baths
  • 2,450 Sq Ft

  550 Trice Rd, Henderson, TN 38340

  $5,000 CREDIT BEING OFFERED TO GO TOWARDS BUYERS CLOSING COSTS AND PREPAIDS!! **Discover Luxury Living in Magnolia Springs!** This stunning property, currently under construction in the highly sought-after subdivision of Magnolia Springs in Chester County, features a striking white brick exterior. Offering 3 spacious bedrooms and 2 full baths, the master bath is a true retreat with a relaxing

  

  Destiny Burns

  Stellar Realty Group

  (731) 251-4730

  550 Trice Rd, Henderson, TN 38340
• 

  

  /24

  $130,000 Sold Jul 01, 2025

  • 1,739 Sq Ft
  • $75/SF
  • 22 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1900

  221 Crook Ave, Henderson, TN 38340

  *MOTIVATED SELLERS*Step back in time with one of Henderson's treasured homes of history. As one of the original residences on charming Crook Avenue, this 3-bedroom gem blends timeless character with inviting comfort. Enjoy the classic wrap-around porch and the enduring appeal of old-world craftsmanship. A rare opportunity to own a piece of the past in a beloved neighborhood!

  Destiny Burns Stellar Realty Group

  221 Crook Ave, Henderson, TN 38340
• 

  

  /27

  Est $182,812 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,600 Sq Ft

  165 North Rd, Enville, TN 38332

  165 North Rd, Enville, TN 38332
• 

  

  /20

  $269,900 New Construction

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

  757 Christi Loop, Henderson, TN 38340

  **Incredible Opportunity: $3,000 Credit Towards Closing Costs!**Don't miss your chance to own this brand-new custom-built home! With approximately 1,515 heated square feet and around 2,026 square feet under roof, this stunning residence combines luxury and comfort. Inside, you'll find exquisite custom cabinets, elegant quartz countertops, and high-end luxury vinyl flooring

  

  Destiny Burns

  Stellar Realty Group

  (731) 462-4165

  757 Christi Loop, Henderson, TN 38340
• 

  

  /4

  $52,500 Sold Jul 01, 2025

  • 19 Days On Market

  0 Nash Ln, Henderson, TN 38366

  Unrestricted 27-acre parcel of land, offering endless possibilities for development. The property features approximately 22 acres of timber, 4.5 acres of pasture, and ample opportunities for creating your dream space. With its versatile terrain, this land presents itself as a blank canvas waiting for the perfect vision to unfold. Nestled in a great hunting area, this property combines natural

  Zach Hannis Casey Realtors

  0 Nash Ln, Henderson, TN 38366
• 

  

  /8

  Est $248,478 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,688 Sq Ft

  756 Holly Dr, Henderson, TN 38340

  756 Holly Dr, Henderson, TN 38340
• 

  

  /4

  $547,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,038 Sq Ft

  300 Greystone Cove, Henderson, TN 38340

  New Construction! Your new home in Greystone Estates awaits! This stunning custom-built home will feature 4 bedrooms, 3.5 baths, an office, and a spacious bonus room. Designed with brick, Hardie board, stone, and cedar, it blends timeless style with modern charm. Inside, you'll find all the finest amenities and high-quality finishes throughout. Don't wait—secure this home early and make it yours

  

  Destiny Burns

  Stellar Realty Group

  (731) 236-3442

  300 Greystone Cove, Henderson, TN 38340
• 

  

  /49

  $250,000 Sold Jun 30, 2025

  • 1,100 Sq Ft
  • $227/SF
  • 20 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 2016

  320 Stewart Rd, Henderson, TN 38340

  Remodeled Country Retreat on 11.72 Acres – Henderson, TN | Chester County Discover the perfect blend of modern comfort and rural tranquility with this beautifully remodeled 2-bedroom, 1.5-bath home, set on 11.72 secluded acres in the heart of Chester County. Ideal for nature lovers, hobby farmers, or those seeking a private getaway, this property offers endless possibilities. Property Features:

  Betty McGaughey eXp Realty

  320 Stewart Rd, Henderson, TN 38340
• 

  

  /13

  Est $247,431 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft

  135 W Third St, Henderson, TN 38340

  135 W Third St, Henderson, TN 38340
• 

  

  /40

  $615,000

  • 3 Beds
  • 2.5 Baths
  • 2,200+ Sq Ft

  10430 State Route 100 W, Henderson, TN 38340

  This charming 25 acres of property, comes with a private lake. It offers the perfect blend of rural tranquility and convenient access to the heart of Henderson. Nestled on a spacious lot, this home provides plenty of room to enjoy the outdoors, whether you’re dreaming of a lush garden, a play area, or simply relaxing in nature. The home has been newly renovated. The upgrades include a new roof,

  Joseph Cummings Epique Realty

  10430 State Route 100 W, Henderson, TN 38340
• 

  

  /14

  $162,500 Sold Jun 30, 2025

  • 1,056 Sq Ft
  • $154/SF
  • 29 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1999

  180 Taylor Trail, Henderson, TN 38340

  Charming 2 bed, 1 bath home with a garage situated near Chickasaw State Park. Enjoy stunning views and unspoiled wilderness. Stay connected with T-mobile internet. Perfect opportunity to unwind and embrace nature's beauty. Breakfast bar opens to Living RoomTenant must be given 24 hour notice to show. Can be shown Monday-Thursday 10:30-12:30. All day Friday, Saturday, and Sunday. Dog in the

  Linda Carter Casey Realtors

  180 Taylor Trail, Henderson, TN 38340
• 

  

  /41

  Est $299,555 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,264 Sq Ft

  1825 Dennis Latham Rd, Beech Bluff, TN 38313

  1825 Dennis Latham Rd, Beech Bluff, TN 38313
• 

  

  /40

  $249,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  245 Henderson Rd, Pinson, TN 38366

  New Listing!! Welcome to your own slice of country living!Located outside of Historic Pinson, this 3-bedroom, 2 full bath home offers 1,560 sq ft of comfortable living space, featuring a cozy breakfast room, living room with wood burning fireplace, updated kitchen with new flooring, and renovated bathrooms.Situated on 3.78 sprawling acres, this "farmette" is fully equipped with

  Leigh Ann Smalley-Ward Fisher Realty & Auction

  245 Henderson Rd, Pinson, TN 38366
• 

  

  /43

  $850,000 Sold Jun 27, 2025

  • 5,200 Sq Ft
  • $163/SF
  • 6 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1936

  915 White Ave, Henderson, TN 38340

  Discover the enchanting elegance of this exquisite Tudor, masterfully designed by renowned architect Hubert McGee, the visionary behind Memphis, TN's iconic Pink Palace. Built in 1936, this stunning estate boasts meticulous details that have stood the test of time, featuring rich mahogany walls, many exquisite original light fixtures, and original hardwood floors that exude charm and

  Destiny Burns Stellar Realty Group

  915 White Ave, Henderson, TN 38340
• 

  

  /37

  Est $205,330 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,455 Sq Ft

  343 Steed St, Henderson, TN 38340

  343 Steed St, Henderson, TN 38340
• 

  

  /23

  $269,000

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

  513 Crook Ave, Henderson, TN 38340

  WANT TO MAKE MONEY OWNING AN AIRBNB? HERES YOUR CHANCE! 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

  Ashton Roberts Molly Moore Realty

  513 Crook Ave, Henderson, TN 38340
• 

  

  /19

  $311,000 Sold Jun 23, 2025

  • 1,950 Sq Ft
  • $159/SF
  • 33 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1972

  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
• 

  

  /16

  Est $207,378 Not Listed For Sale

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

  704 Hill Ave, Henderson, TN 38340

  704 Hill Ave, Henderson, TN 38340
• 

  

  /14

  $49,900

  • Land
  • 10 Acres
  • $4,831 per Acre

  0 Cash School Rd, Enville, TN 38332

  Private and peaceful tract just outside town. No rules, no neighbors on top of you. Covered in 25 year loblolly pine and mostly level ground. Ideal for a homestead, camper, or long-term hold. Power at the road. Will owner finance!?? Mature timber for shade and privacy?? Well and septic needed? Electricity available at the road?? Relatively flat terrain, easy to

  Spencer Glaser

  0 Cash School Rd, Enville, TN 38332
• 

  

  /38

  $334,900 Sold Jun 20, 2025

  • 2,022 Sq Ft
  • $166/SF
  • 52 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1995

  642 Magnolia Ln, Henderson, TN 38340

  Discover this beautiful three-bedroom, two-bath home situated in a serene subdivision in Chester County. This inviting property features a spacious layout, perfect for comfortable living. The home boasts a six-person storm shelter, offering peace of mind during inclement weather, and an additional shed that's ideal for your hobbies, complete with wiring and cooling for year-round enjoyment. Don't

  Destiny Burns Stellar Realty Group

  642 Magnolia Ln, Henderson, TN 38340

Showing Results 81 - 120, Page 3 of 18