Henderson, TN Homes for Sale with Acreage

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  /74

  $975,000

  • 5 Beds
  • 4.5 Baths
  • 6,888 Sq Ft

  575 Homestead Ln, Henderson, TN 38340

  Custom build dream home w/well thought out upgrades on 3.11 acres. Brick 5BR/4.5BA with fully finished walk-out basement/in-law suite. Large Master Bedroom with 2 walk-in closets with heated whirlpool tub. Large 3 car garage with ample room. Small red barn for your lawn equipment and other outdoor items. State of the art recently upgraded 4k movie theater (8k capable), 100" sound perforated

  

  Jesse Bradley

  Tennessee Valley Realty and Investment Group, PLLC

  (731) 415-3296

  575 Homestead Ln, Henderson, TN 38340
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  /39

  $469,900

  • 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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  /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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  /12

  $57,900

  • Land
  • 3.50 Acres
  • $16,543 per Acre

  0 Williams Rd, Henderson, TN 38340

  **Gorgeous Land Available in Tennessee!**If you're searching for the perfect spot to build your dream home, look no further! This stunning parcel of land offers the ideal blend of beauty and convenience. Nestled among magnificent Tennessee hardwoods, you'll enjoy a serene feeling of seclusion while being just seconds away from the city limits. With county taxes only, this is a unique

  

  Destiny Burns

  Stellar Realty Group

  (731) 318-1091

  0 Williams Rd, Henderson, TN 38340
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  /54

  $299,000

  • 4 Beds
  • 2 Baths
  • 2,065 Sq Ft

  1710 Clarks Creek Rd, Henderson, TN 38340

  Discover this charming one-owner home nestled in the tranquil countryside! Set on approximately 2 acres, this property features a serene pond, perfect for relaxation and outdoor enjoyment. With no restrictions, you have the freedom to create your ideal living space. Inside, the home boasts 4 spacious bedrooms and 2 well-appointed bathrooms, providing ample space for family and guests. A versatile

  

  Destiny Burns

  Stellar Realty Group

  (731) 462-3786

  1710 Clarks Creek Rd, Henderson, TN 38340
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  /59

  $699,000

  • 4 Beds
  • 2.5 Baths
  • 3,050 Sq Ft

  70 Mosier Ln, Henderson, TN 38340

  NEW ROOF!!! UNDERGROUND PROPANE TAKE!!! WHOLE HOME GENERATOR!!! 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

  

  Joshua Trammell

  EXIT Realty Blues City

  (731) 330-2283

  70 Mosier Ln, Henderson, TN 38340
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  /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
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  /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
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  /49

  $541,800

  • Land
  • 252 Acres
  • $2,150 per Acre

  388 Old Cave Springs Rd, Henderson, TN 38340

  Welcome to a true outdoor haven tucked away in the heart of Chester County, TN. Spanning an impressive 252 acres, this property offers a diverse landscape with plantation pines, thinned timber, and areas of cutover, creating a dynamic mix of habitat. This combination is ideal for supporting the region's thriving wildlife population. Known for its trophy bucks and exceptional turkey hunting, this

  Annah Barnes

  388 Old Cave Springs Rd, Henderson, TN 38340
• 

  

  /22

  $178,600

  • Land
  • 76 Acres
  • $2,350 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

  0 Grooms Rd, Henderson, TN 38340
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  /17

  $165,000

  • Land
  • 75 Acres
  • $2,200 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

  0 Grooms Rd, Henderson, TN 38340
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  /38

  $541,800

  • Land
  • 252 Acres
  • $2,150 per Acre

  Old Cave Springs Rd, Henderson, TN 38340

  Welcome to a true outdoor haven tucked away in the heart of Chester County, TN. Spanning an impressive 252 acres, this property offers a diverse landscape with plantation pines, thinned timber, and areas of cutover, creating a dynamic mix of habitat. This combination is ideal for supporting the regions thriving wildlife population.Known for its trophy bucks and exceptional turkey hunting,

  Annah Barnes

  Old Cave Springs Rd, Henderson, TN 38340
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  /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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  /74

  $531,000

  • Land
  • 180 Acres
  • $2,950 per Acre

  0 Tennessee 125, Henderson, TN 38340

  This 180+/- acre hunting and recreational tract is located in Silerton, TN on Highway 125, Hickory Grove Cemetery Ln, and Big Rock Trail. The topography consists of ridges with rolling and sloping hills, as well as a minor creek bottom. It primarily contains a stand of upland mixed hardwoods including white oak, red oak, hickory, poplar, pine, and various other species. Additionally, there are

  Austin Carroll Tutt Land Company

  0 Tennessee 125, Henderson, TN 38340
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  /100

  $1,250,000

  • 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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  /27

  $99,900

  • Land
  • 17 Acres
  • $5,815 per Acre

  0 Sanford Rd, Henderson, TN 38340

  Purchase Price: $99,900 Owner Financing with $10k down $2,022.56 for 60 months at 12.5% OR $1,423.00 for 120 months at 14.5%This exceptional 17.18-acre property sits just outside Henderson city limits on Sanford Road, offering a perfect blend of natural beauty and development potential. Recently surveyed, the land features a creek flowing consistently along one boundary, creating a

  Justin Piche Scout Land Group

  0 Sanford Rd, Henderson, TN 38340
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  /50

  $4,250,000

  • 5 Beds
  • 8 Baths

  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. Step outside and discover your own personal paradise. A beautifully designed pool and hot tub overlook the tranquil,

  Brandon Pendergrass Hayden Outdoors Real Estate

  140 Lake Shore Ln, Henderson, TN 38340
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  /24

  $120,050

  • Land
  • 49 Acres
  • $2,450 per Acre

  0 Grooms Rd, Henderson, TN 38340

  PT-04a is the northern 49+/- acre portion of PT-04. It is located in the Pine Top area in the southwest quadrant of Chester County. It consists of 49+/- acres of ridges and rolling hills. The ridgetops contain a 3 to 4 year old loblolly pine plantation, while the drainages consist of varying age classes of mixed hardwoods and pine. There is roughly 2,000 feet of frontage along Grooms

  Austin Carroll Tutt Land Company

  0 Grooms Rd, Henderson, TN 38340
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  /32

  $431,900

  • Land
  • 192 Acres
  • $2,249 per Acre

  0 Grooms Rd, Henderson, TN 38340

  PT-03 is located on Grooms Rd and Hurst Rd in Chester County. This hunting/recreational and timber tract contains approximately 192 acres of ridgetops with rolling and sloping hills. It contains roughly 85 acres in mature upland hardwoods and pine, as well as another 95 acres in loblolly pine plantations planted in 2021. There is a good ridge system that could be used for additional roads/trails,

  Austin Carroll Tutt Land Company

  0 Grooms Rd, Henderson, TN 38340
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  /35

  $123,930

  • Land
  • 55 Acres
  • $2,250 per Acre

  0 Grooms Rd, Henderson, TN 38340

  PT-01 is located in southwest Chester Co. on Grooms Rd. This recreational and hunting tract contains 55.08 acres, of which approximately 15 acres being mature loblolly pine with the remaining acreage being a stand of two year old loblolly pine. This habitat diversity makes for great deer and turkey hunting opportunities.The topography is considered rolling and sloping hills. It has

  Austin Carroll Tutt Land Company

  0 Grooms Rd, Henderson, TN 38340
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  /66

  $525,000

  • 4 Beds
  • 2 Baths
  • 2,744 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, LLC

  320 Rabbit Ranch Rd, Henderson, TN 38340
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  /53

  $650,000

  • 4 Beds
  • 3.5 Baths
  • 3,331 Sq Ft

  1710 Short Farrow Rd, Henderson, TN 38340

  Escape to your own slice of paradise with this stunning 25-acre estate in Chester County with county taxes only! Built in 2014 from plans featured in a Southern living magazine, this 3,331 sq. ft. masterpiece blends modern elegance with serene country living. Surrounded by nearly 21 acres of lush, wooded landscape and over 4 acres of open pasture, this property is a haven for wildlife and nature

  Riley Ragan Ragan Realty Group

  1710 Short Farrow Rd, Henderson, TN 38340
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  /47

  $529,900

  • 3 Beds
  • 2 Baths
  • 2,201 Sq Ft

  480 Ridgewood Dr, Henderson, TN 38340

  Beautiful all brick home w/neutral paint color, 3 bedrooms, 2 baths w/ bonus room w/carpet upstairs, w/separate heat/air units. Hardwood floors throughout w/ carpet only in the two additional bedrooms. Tile in bathrooms and laundry room. Very large Laundry room. Home sits on 1.3 acres of beautiful fully sodded Bermuda hybrid grass with planted trees scattered about, Plantation Shutters

  Linda Carter Casey Realtors

  480 Ridgewood Dr, Henderson, TN 38340
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  /37

  $374,900

  • 4 Beds
  • 2 Baths
  • 2,728 Sq Ft

  815 Trice Rd, Henderson, TN 38340

  Welcome to 815 Trice Road—where modern updates meet classic comfort on just over 1.5 acres in Henderson, TN. With three bedrooms and two bonus rooms (or four bedrooms and a bonus—buyer's choice!), this flexible floor plan adapts to your lifestyle with ease. Every inch of this home has been thoughtfully updated with designer-inspired finishes that could rival any HGTV reveal. From the fresh

  Julie Holt Blue Suede Realty

  815 Trice Rd, Henderson, TN 38340
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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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  /58

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,720 Sq Ft

  115 Harmony Ln, Henderson, TN 38340

  Come and explore this stunning 3-bedroom, 2-bath brick home that boasts an array of attractive features. Enjoy a covered outdoor kitchen area, a cozy fire pit, and a fenced-in backyard—perfect for gatherings or relaxation. The interior is immaculate, so clean you could eat off the floors! Additionally, there's a fantastic workshop complete with a dedicated workout space, and even a charming she

  Craig Casey Casey Realtors

  115 Harmony Ln, Henderson, TN 38340
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  /29

  $254,900

  • 3 Beds
  • 1.5 Baths
  • 1,645 Sq Ft

  1140 Plainview Rd, Henderson, TN 38340

  Move-In Ready Brick Home on Peaceful 1.92 Acres - No Restrictions!Don't miss this opportunity to own a well-maintained 3-bedroom, 1.5-bath brick home perfectly situated on a spacious 2-acre corner lot. With no restrictions and only one nearby neighbor, enjoy privacy, freedom, and room to grow.This home features a bright and functional layout, a great yard ideal for relaxing,

  Dustin Insell Coldwell Banker Southern Realty

  1140 Plainview Rd, Henderson, TN 38340
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  /15

  $99,900

  • Land
  • 17 Acres
  • $5,815 per Acre

  0 Sanford Rd, Henderson, TN 38340

  Located just outside Henderson city limits on Sanford Road, this 17.18-acre property offers a rare combination of natural water features and flexible zoning options. The parcel features a creek flowing consistently across one side of the property, Farm Agricultural Residential (FAR) zoning that allows for multiple development options, and complete readiness for residential construction with

  Steven Koleno Beycome Brokerage Realty, LLC

  0 Sanford Rd, Henderson, TN 38340
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  /20

  $299,900

  • 3 Beds
  • 2 Baths
  • 1,465 Sq Ft

  4745 Enville Rd, Henderson, TN 38340

  This Charming 2012 Build in Henderson, TN on 1.00+- Acres is Hitting the Market! This Home Was Remodeled in 2024 with New Roof, LVP Flooring, Custom Cabinetry with Stunning Countertops, Tiled Shower in Primary, Large Living Room Semi Open to Kitchen with Dining Area ; This Home HVAC Was Updated in 2025 with New Ductwork with Extra in Primary Bedroom, UV Lighting and Ozone Generator, Polarized

  Drake Harber Blue Suede Realty

  4745 Enville Rd, Henderson, TN 38340
• 

  

  /40

  $349,900

  • 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
• 

  

  /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
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  /14

  $279,900

  • Land
  • 62 Acres
  • $4,502 per Acre

  00 Isaac Jordan Rd, Henderson, TN 38340

  Discover a rare opportunity to own a stunning 62.17-acre parcel, perfect for creating your private retreat or family compound. The property is highly versatile, with the option to subdivide into 7 distinct buildable lots with varying acreage on each lot, which can be surveyed and sold separately to suit your vision. Nestled among picturesque rolling hills, this land boasts breathtaking panoramic

  Riley Ragan Ragan Realty Group

  00 Isaac Jordan Rd, Henderson, TN 38340
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  /37

  $325,000

  • 4 Beds
  • 2.5 Baths
  • 1,948 Sq Ft

  2925 Tennessee 100, Henderson, TN 38340

  Welcome to 2925 State Route 100 W in Henderson! This beautifully updated 4 bedroom, 2.5 bath home is tucked away on a peaceful 2.65 acre lot. Located just half a mile from West Chester Elementary., This home provides both convenience and a serene setting. Inside, you will find nearly 2,000 square feet of living space with modern upgrades throughout-including updated (LVP) flooring, kitchen

  Jennifer Scott RE/MAX Realty Source

  2925 Tennessee 100, Henderson, TN 38340
• 

  

  /31

  $330,000

  • 3 Beds
  • 2 Baths
  • 2,059 Sq Ft

  836 Hill Ave, Henderson, TN 38340

  FANTASTIC BRICK HOME IN AN EXCELLENT LOCATION JUST WAITING ON ITS NEW FAMILY, 3 BR., 2 BATHS, FORMAL DINING ROOM, LARGE GARAGE, LOTS OF BEAUTIFUL FLOWER BEDS, LARGE DECK AND GREAT BACK FENCED IN YARD

  Linda Carter Casey Realtors

  836 Hill Ave, Henderson, TN 38340
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  /11

  $58,000

  • Land
  • 2.00 Acres
  • $29,000 per Acre

  0 Hill Ave, Henderson, TN 38340

  2 acres outside the city of Henderson and zoned for residential use. City water and natural gas are available, but a septic system is required. The lots are under the jurisdiction of the local Planning Committee to protect your investment. A soil map has been completed & suggests it is suitable for a one-bedroom home. Shipping containers on the property remain, but contents do not convey. It is a

  Ashton Roberts Molly Moore Realty

  0 Hill Ave, Henderson, TN 38340
• 

  

  /11

  $142,900

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  1310 Deming Rd, Henderson, TN 38340

  Tucked away in the peaceful woods of Chester County, this 3-bedroom, 2-bath home sits on 3.00 acres, offering the privacy and serenity you've been searching for. Surrounded by nature and well off the beaten path, it's the perfect escape from the hustle and bustle of everyday life. Step inside to find new floors throughout, a metal roof just 2 years old, and a brand new HVAC system and water

  Jennifer Scott RE/MAX Realty Source

  1310 Deming Rd, Henderson, TN 38340
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  /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

  Linda Carter Casey Realtors

  00 Woodland Dr, Henderson, TN 38340
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  /28

  $541,800

  • Land
  • 252 Acres
  • $2,150 per Acre

  0 Old Cave Springs Rd, Henderson, TN 38340

  • 252± Acres • Old Cave Springs Road Henderson, TN 38340 • Chester County • Gated Entrance • Plantation Pines • Cutover • Thinned Timber • Gravel Road System • Established Internal Trails • Deer & Turkey • 4 Shooting Houses • Multiple Food Plots • 3,050’± of Road Frontage • 21.4± Miles NE of Bolivar • 24.5± Miles SE of Jackson • 35.332426, -88.728030

  Annah Barnes Small Town Hunting Properties

  0 Old Cave Springs Rd, Henderson, TN 38340
• 

  

  /23

  $170,500

  • 3 Beds
  • 1.5 Baths
  • 960 Sq Ft

  1295 Mayfield Rd, Henderson, TN 38340

  Completely renovated 3 bed, 1.5 bath home with brand new roof, siding, windows, HVAC, fixtures, subfloor, and flooring. Fresh paint, doors, and trim give a modern touch. Enjoy the convenience of county taxes only and proximity to Henderson, Jackson, Selmer, and Corinth. Features a circle driveway and covered porches, perfect for outdoor relaxation. Includes a $2000 allowance for appliances.

  Linda Carter Casey Realtors

  1295 Mayfield Rd, Henderson, TN 38340
• 

  

  /6

  $22,000

  • Land
  • 1.18 Acres
  • $18,644 per Acre

  0 Lot 23 Timberwood Cove Unit 10196541, Henderson, TN 38340

  Nice residential lot in great location! This 1.18 acre vacant lot in Creekside Estates in ready for your dream home!

  Tara Joyner Conner Real Estate

  0 Lot 23 Timberwood Cove Unit 10196541, Henderson, TN 38340

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