130

Chester County TN Homes for Sale

Section Image Section Image
  • /64

    $619,000

    • 3 Beds
    • 3.5 Baths
    • 4,108 Sq Ft

    325 Ridgewood Dr, Henderson, TN 38340

    * HIGHLY MOTIVATED SELLERS * Welcome to 325 Ridgewood Dr. in Creekside Estates! This custom-built home offers over 4,100 heated square feet with three bedrooms and two full baths on the main floor, all centered around an open floor plan. The fully finished basement includes an oversized one-car garage, game room, family room, full bath, extra room that could be used as a bedroom, and an

    Agent Photo

    Destiny Burns

    Stellar Realty Group

    (731) 389-9336

    325 Ridgewood Dr, Henderson, TN 38340
  • /27

    $229,900

    • 3 Beds
    • 2 Baths
    • 1,697 Sq Ft

    263 North Ave, Henderson, TN 38340

    Welcome to this beautifully remodeled 3 bedroom, 2 bath brick home located in a highly desirable area just minutes from FHU, schools, and shopping. The home has been thoughtfully updated with both style and comfort in mind, making it move-in ready for its next owner. Step inside to find a spacious living room featuring luxury vinyl plank flooring and a cozy fireplace, perfect for gatherings or

    Richard Emison NextHome 383 Real Estate

    263 North Ave, Henderson, TN 38340
  • /7

    $42,000

    • Land
    • 1.61 Acres
    • $26,087 per Acre

    Lot 5 Greystone Cove, Henderson, TN 38340

    Greystone Estates presents Lot 5! This beautiful 1.65-acre lot is nestled in one of Chester County's most desirable subdivisions. If you're looking for the perfect spot to build your forever home, this is it!

    Agent Photo

    Destiny Burns

    Stellar Realty Group

    (731) 327-6186

    Lot 5 Greystone Cove, Henderson, TN 38340
  • /7

    $42,000

    • Land
    • 2.94 Acres
    • $14,286 per Acre

    Lot 22 Greystone Cove, Henderson, TN 38340

    Greystone Estates presents Lot 22! This beautiful 2.94-acre lot is nestled in one of Chester County's most desirable subdivisions. If you're looking for the perfect spot to build your forever home, this is it!

    Agent Photo

    Destiny Burns

    Stellar Realty Group

    (731) 316-0342

    Lot 22 Greystone Cove, Henderson, TN 38340
  • /5

    $42,000

    • Land
    • 2.27 Acres
    • $18,502 per Acre

    Lot 18 Greystone Cove, Henderson, TN 38340

    Greystone Estates presents Lot 18! This beautiful 2.27-acre lot is nestled in one of Chester County's most desirable subdivisions. If you're looking for the perfect spot to build your forever home, this is it!

    Agent Photo

    Destiny Burns

    Stellar Realty Group

    (731) 257-2344

    Lot 18 Greystone Cove, Henderson, TN 38340
  • /8

    $42,000

    • Land
    • 3.77 Acres
    • $11,141 per Acre

    Lot 21 Greystone Cove, Henderson, TN 38340

    Greystone Estates presents Lot 21! This beautiful 3.77-acre lot is nestled in one of Chester County's most desirable subdivisions. If you're looking for the perfect spot to build your forever home, this is it!

    Agent Photo

    Destiny Burns

    Stellar Realty Group

    (731) 257-2136

    Lot 21 Greystone Cove, Henderson, TN 38340
  • /8

    $42,000

    • Land
    • 2.12 Acres
    • $19,811 per Acre

    Lot 8 Greystone Cove, Henderson, TN 38340

    Greystone Estates presents Lot 8! This beautiful 3.12-acre lot is nestled in one of Chester County's most desirable subdivisions. If you're looking for the perfect spot to build your forever home, this is it!

    Agent Photo

    Destiny Burns

    Stellar Realty Group

    (731) 330-8452

    Lot 8 Greystone Cove, Henderson, TN 38340
  • /22

    $110,000

    • Land
    • 8.77 Acres
    • $12,543 per Acre

    0 Peddy Vestal Loop, Henderson, TN 38340

    Land for Sale! Don't miss this opportunity to own approximately 8.77 acres in a prime location to build your dream home! With no restrictions, the possibilities are endless—design, build, or create exactly what you've imagined. Conveniently zoned for East Chester Schools in Chester County, this property won't last long. Act fast and make it yours today!

    Agent Photo

    Destiny Burns

    Stellar Realty Group

    (731) 251-4562

    0 Peddy Vestal Loop, Henderson, TN 38340
  • /4

    $42,000

    • Land
    • 1.65 Acres
    • $25,455 per Acre

    Lot 7 Greystone Cove, Henderson, TN 38340

    Greystone Estates presents Lot 7! This beautiful 1.65-acre lot is nestled in one of Chester County's most desirable subdivisions. If you're looking for the perfect spot to build your forever home, this is it!

    Agent Photo

    Destiny Burns

    Stellar Realty Group

    (731) 666-6365

    Lot 7 Greystone Cove, Henderson, TN 38340
  • /32

    $479,900

    0 Old Cave Springs Rd, Henderson, TN 38340

    246 acres of opportunity approximately 15 minutes from the city limits of Henderson. Offers privacy, abundant wildlife and endless possibilities. Perfect for hunting, building or creating your own country retreat. Don't miss this opportunity.

    Tiffany Elder Porchlight Realty West TN

    0 Old Cave Springs Rd, Henderson, TN 38340
  • /65

    $850,000

    • 1,600 Sq Ft

    115 Chalet Ln, Henderson, TN 38340

    Secluded retreat featuring 7 charming cabins on 12.81 acres in a gated community with a private drive leading to all cabins. Currently operated as a 55+ community, 5 of the cabins are rented, offering excellent income potential. The main cabin is a spacious 2-bedroom, 3-bath home with 1,600 sq. ft. and is occupied by the owner. Five cabins are 2-bedroom, 1-bath units with 768 sq. ft. each, and

    Lori Yarbro Evans Real Estate

    115 Chalet Ln, Henderson, TN 38340
  • /9

    $35,750

    • Land
    • 7.44 Acres
    • $4,805 per Acre

    000 Stewart Rd, Henderson, TN 38340

    7.44 serene, wooded acres in Chester County offer endless possibilities for unrestricted living. Create your dream retreat in this peaceful rural setting, where the blank canvas allows you to design and build as you please. Embrace the tranquility of country living on this spacious parcel of land. 7.44 acres of beautiful rural wooded land in Chester County offering endless possibilities for

    Larry Roberts Casey Realtors

    000 Stewart Rd, Henderson, TN 38340
  • /40

    $649,900

    • 6 Beds
    • 5 Baths
    • 5,000+ Sq Ft

    165 Tennessee 201, Reagan, TN 38368

    CHECK OUT this gorgeous country property with beautiful rolling hills loaded with great timber and open land that offers a great place for the outdoorsmen to the avid entertainer! The primary house was built in 1990 and is around 5,000 SF heated and cooled space with 3 garage bays. This home is SO spacious; it features 6 bedrooms, 5 bathrooms and great spaces for entertaining friends and family!

    Bret Carroll Coldwell Banker Southern R/E

    165 Tennessee 201, Reagan, TN 38368
  • /40

    $589,500

    • 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
  • /66

    $549,000

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

    50 Braund Rd, Henderson, TN 38340

    Agent Photo

    Destiny Burns

    Stellar Realty Group

    (731) 252-5648

    50 Braund Rd, Henderson, TN 38340
  • /7

    $25,000

    • Land
    • 2 Acres
    • $12,500 per Acre

    1575 Hurst Rd, Henderson, TN 38340

    Enjoy country living on this 2 acre lot, only 20 minutes from town of Henderson. Unlimited potential awaits you at this property!

    Linda Carter Casey Realtors

    1575 Hurst Rd, Henderson, TN 38340
  • /3

    $260,000

    • Land
    • 2.7 Acres
    • $96,296 per Acre

    00 Highway 45 S, Henderson, TN 38340

    Excellent location with high traffic count. Close proximity to Jackson & Henderson. Property is ready to build on. Owner is open to financing.

    Craig Casey Casey Realtors

    00 Highway 45 S, Henderson, TN 38340
  • /24

    $774,000

    • 5 Beds
    • 4.5 Baths
    • 4,280 Sq Ft

    715 Roundtree Ln, Beech Bluff, TN 38313

    This beautiful home features 5 bedrooms, 4 1/2 baths, wrap around porch, 9 ft ceilings on main level.... 13 + or - park like acres, 2 acre stocked pond... Koi pond and firepit in backyard...this fabulous home features 3 stories, full basement with bedroom, bath, den and office space....main floor features large eat-n-kitchen, formal dining, large greatroom with fireplace, built in bookcases and

    Joyce Addison Coldwell Banker Southern Realty

    715 Roundtree Ln, Beech Bluff, TN 38313
  • /5

    $29,900

    • Land
    • 1.3 Acres
    • $23,000 per Acre

    Lot 21 Timberwood Cove, Henderson, TN 38340

    Exclusive 1.3-acre lot in a stunning subdivision with restricted covenants, offering a serene and mature environment. Enjoy the benefits of county taxes while building your dream home in this sought-after location. Don't miss this rare opportunity to own a piece of land in this prestigious community. Situated within a prestigious and coveted exclusive subdivision, this 1.3-acre property adheres

    Zach Hannis Casey Realtors

    Lot 21 Timberwood Cove, Henderson, TN 38340
  • /4

    $48,000

    • Land
    • 5.2 Acres
    • $9,231 per Acre

    00 Lofton Rd, Enville, TN 38332

    Analytical: Unveiling 5.25 acres of unrestricted land in Enville, TN, this property is tailored for off the grid living. The front portion boasts a flat and clear terrain, while the back section is densely wooded. This juxtaposition of open space and seclusion creates a harmonious blend of possibilities for the prospective buyer seeking a versatile setting. Explore the untapped potential

    Larry Roberts Casey Realtors

    00 Lofton Rd, Enville, TN 38332
  • /33

    $525,000

    • 4 Beds
    • 2 Baths
    • 2,600+ Sq Ft

    320 Rabbit Ranch Rd, Henderson, TN 38340

    Welcome to your private retreat—this charming 4-bedroom, 2-bath brick home is nestled on a sprawling 57-acre estate offering a rare combination of space, seclusion, and opportunity. Whether you’re looking for a forever home, hobby farm, or hunter’s paradise, this property delivers. Step inside to find a warm and inviting interior with spacious living areas, a functional kitchen, and a cozy

    Erica Maxwell Tiffany Jones Realty Group

    320 Rabbit Ranch Rd, Henderson, TN 38340
  • /30

    $171,900

    • Land
    • 76 Acres
    • $2,262 per Acre

    0 Grooms Rd, Henderson, TN 38340

    This 76+/- acre hunting/recreational tract and timber investment is located north of Palestine Ln in southwest Chester County. It consists of ridges with sloping hills, as well as a minor creek bottom.The property contains 10+/- acres of 25 year old loblolly pine, 12+/- acres of 13 year old loblolly pine, 20+/- acres of 5 year old loblolly pine, and 32+/- acres of aging upland and

    Austin Carroll Tutt Land Company

    0 Grooms Rd, Henderson, TN 38340
  • /17

    $159,900

    • Land
    • 75 Acres
    • $2,132 per Acre

    0 Grooms Rd, Henderson, TN 38340

    This 75+/- acre hunting and recreational tract is located north of Palestine Ln in southwest Chester County. It primarily consists of naturally regenerating hardwoods resulting from a silvicultural clearcut in 2023, as well as approximately 15 acres of loblolly pine planted in 2012. The western property line is a gated, shared-use road that is only used to access PT-07, PT-08, and PT-09. The

    Austin Carroll Tutt Land Company

    0 Grooms Rd, Henderson, TN 38340
  • /9

    $100,000

    • Land
    • 22.83 Acres
    • $4,380 per Acre

    0 Old Lula Rd, Reagan, TN 38368

    Discover over 22 acres of secluded, wooded, paradise with paved road frontage. A rare combination of convenience and privacy. This property is ideal for a weekend hunting retreat, recreational escape. or the perfect spot to build your dream home in the heart of nature.

    ERICA MAXWELL Tiffany Jones Realty Group, LLC

    0 Old Lula Rd, Reagan, TN 38368
  • /10

    $182,900

    • 5 Beds
    • 2 Baths
    • 1,917 Sq Ft

    325 Jennings Rd, Reagan, TN 38368

    Good area in rural area. NEW septic system just installed. New flooring installed of both carpet and lvp. House is empty and ready for the new owners.

    Craig Casey Casey Realtors

    325 Jennings Rd, Reagan, TN 38368
  • /31

    $619,900

    • 3 Beds
    • 3 Baths
    • 1,575 Sq Ft

    495 Tennessee 22 Alternate, Jacks Creek, TN 38347

    Are you looking for a large tract of land with lots of road frontage? Look no further than this 175 acre tract of land located on both sides of Highway 22. Property has at over 5000 ft of road frontage. Land is mainly wooded. Jacks Creek runs behind the implement shed. This property also has a dwelling, but home is inhabitable at this time. There is also a well on the property. New survey was

    Marisa Casteel BST Realty

    495 Tennessee 22 Alternate, Jacks Creek, TN 38347
  • /20

    $132,900

    • 3 Beds
    • 1 Bath
    • 1,125 Sq Ft

    1127 Tucker Cove, Henderson, TN 38340

    Quaint 3 bedroom, 1 bathroom brick home in Henderson city situated on over 1 acre of land. This cozy property features a refrigerator, stove, and dishwasher, making it perfect for first-time homebuyers or investors. Please schedule showings with a 24-hour notice, available to show M-F after 4pm and after 12pm weekends. Ideal opportunity to own a piece of Henderson's real estate market.

    Linda Carter Casey Realtors

    1127 Tucker Cove, Henderson, TN 38340
  • /15

    $54,500

    • Land
    • 7.5 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!

    Agent Photo

    Destiny Burns

    Stellar Realty Group

    (731) 497-1325

    0 Highway 100, Henderson, TN 38340
  • /7

    $80,000

    • Land
    • 8.9 Acres
    • $8,989 per Acre

    8705 Highway 100, Jacks Creek, TN 38347

    Discover 8.9 acres of opportunity in a peaceful rural setting in Jacks Creek, Tn. This versatile property offers plenty of space and potential for a variety of uses, whether you're looking to build your home, start a small business, or simply enjoy a quiet retreat. Included on the property is a 15x40 building that could be ideal for an office, workshop, or studio space. There's also a 12x24

    Richard Emison NextHome 383 Real Estate

    8705 Highway 100, Jacks Creek, TN 38347
  • /3

    $301,600

    00 Woodland Dr, Henderson, TN 38340

    "DEVELOPMENT ACREAGE: ONE OF THE LARGEST ZONED R3 CHUNKS OF LAND IN CITY LIMITS. Start a new subdivision and build houses, duplexes or apartments. R-3 has the smallest lot size requirement for any restricted zoning. Sewer main already runs through it, and all utilities are available on both roads-- Woodland Drive and Forrest Drive. Three 50' access points to build roads through the property.

    Linda Carter Casey Realtors

    00 Woodland Dr, Henderson, TN 38340
  • /9

    $44,900

    • Land
    • 13.3 Acres
    • $3,376 per Acre

    285 Sherry Ln, Enville, TN 38332

    Discover your private sanctuary..13.3 Acres of Secluded Land. Are you looking for a hunting retreat or are you ready to escape the hustle and bustle of city life? Imagine owning 13.3 acres of pristine, secluded lane that offers you the perfect blend of tranquility and adventure. This is an opportunity to create your own private sanctuary far away from the noise an distractions of everyday life.

    Chris Carothers West Tennessee

    285 Sherry Ln, Enville, TN 38332
  • /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

    Agent Photo

    Destiny Burns

    Stellar Realty Group

    (731) 535-7172

    316 Meadow Brook Dr, Henderson, TN 38340
  • /53

    $900,000

    • 3 Beds
    • 2.5 Baths
    • 3,912 Sq Ft

    1620 Dry Creek Rd, Pinson, TN 38366

    Welcome home to 46 acres of heaven in West Tenn. Conveniently located between Memphis & Nashville. Built by renowned architect, Clay Chapman. This stunning brick & timber frame chateau is built atop 4 luxury horse stables. This remarkable masterpiece sits in the middle of a mature, hardwood & pine forest, providing total seclusion from the outside world. Complete privacy! This unique home is

    Jodie Parrish RE/MAX Realty Source

    1620 Dry Creek Rd, Pinson, TN 38366
  • /23

    $224,900

    • 3 Beds
    • 2 Baths
    • 1,707 Sq Ft

    1100 Stewart Rd, Henderson, TN 38340

    Private storm shelter, den is currently being used as 4th bedroom and has a door to large back deck and fenced yard. Please give tenant 24 hour notice to show. Seller is obligated to give tenants a 30 day notice to vacate. This will be done upon either of the following; successful closing on the property or the seller the receives from the buyer a non-refundable $10,000 deposit toward the

    Linda Carter Casey Realtors

    1100 Stewart Rd, Henderson, TN 38340
  • /2

    $749,000

    • Land
    • 210 Acres
    • $3,567 per Acre

    0 Highway 100 Unit 23269256, Reagan, TN 38368

    Check out this remarkable 210+/- acre tract in Hardeman County that directly adjoins Chickasaw State Forest. Ideally situated just 4 miles from Madison County and approximately 35 miles from Memphis, Tennessee, this property offers a rare combination of recreational appeal with short and long-term investment potential.The land features a robust stand of mature timberapproximately 200

    Taylor Howell Premier Farm Realty Group & Auction

    0 Highway 100 Unit 23269256, Reagan, TN 38368
  • /24

    $219,000

    • 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
    • 5.5 Acres
    • $7,255 per Acre

    Tract 2 Tennessee 225, Bethel Springs, TN 38315

    A great opportunity for unrestricted land and one of 2 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 1,4,5,6,7 & 8 have been sold. Tracts 2 & 3 are still

    Mike Singleton McIver Land & Realty

    Tract 2 Tennessee 225, Bethel Springs, TN 38315
  • /18

    $39,900

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

    Tract 3 Tennessee 225, Bethel Springs, TN 38315

    A great opportunity for unrestricted land and one of 2 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 1,4,5,6,7 & 8 have been sold. Tracts 2 & 3 are still

    Mike Singleton McIver Land & Realty

    Tract 3 Tennessee 225, Bethel Springs, TN 38315
  • /20

    $169,900

    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft

    180 State Route 22a S, Jacks Creek, TN 38347

    *MOTIVATED SELLER* BRING ALL OFFERS!! Per a completed elevation survey, this property is confirmed to be outside of a FEMA flood zone, providing peace of mind and potential savings on insurance. Come see this beautifully renovated 3-bedroom, 2-bath home in Chester County! Situated on a spacious 1.4 acre lot with county taxes only, this home has been updated with a New HVAC, New Roof, New

    Jennifer Scott RE/MAX Realty Source

    180 State Route 22a S, Jacks Creek, TN 38347
  • /7

    $199,900

    • Land
    • 21 Acres
    • $9,519 per Acre

    000 Morgan St, Henderson, TN 38340

    Beautiful pasture ready to be farmed or developed. Beautiful pasture ready to be farmed or developed.

    Brent West Crye-Leike Elite

    000 Morgan St, Henderson, TN 38340

Showing Results 81 - 120, Page 3 of 4

How to Buy a Home How to Finance a Home How to Sell a Home