Chester County, TN Homes

• 

  

  

  /28

  Est $227,801 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft

  447 Galbraith Ave, Henderson, TN 38340

  447 Galbraith Ave, Henderson, TN 38340
• 

  

  

  /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

  Kevin Gioia BEYCOME BROKERAGE REALTY, LLC

  0 Sanford Rd, Henderson, TN 38340
• 

  

  

  /27

  $230,000 Sold Jun 18, 2025

  • 1,460 Sq Ft
  • $158/SF
  • 252 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2015

  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

  195 Simmons St, Henderson, TN 38340
• 

  

  

  /18

  Est $142,011 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 700 Sq Ft

  355 Second St, Henderson, TN 38340

  355 Second St, 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
• 

  

  /36

  $235,000 Sold Jun 12, 2025

  • 1,617 Sq Ft
  • $145/SF
  • 8 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1958

  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
• 

  

  /6

  Est $268,772 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,988 Sq Ft

  122 Fifth St, Henderson, TN 38340

  122 Fifth St, Henderson, TN 38340
• 

  

  /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
• 

  

  /17

  $95,500 Sold Jun 11, 2025

  • 768 Sq Ft
  • $124/SF
  • 23 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1950

  324 Baughn St, Henderson, TN 38340

  Recently renovated 2-bedroom, 1-bathroom house in downtown Henderson. Newly upgraded kitchen, bathroom, windows, fixtures, lights, metal roofs, central heat, and air system. Positioned as an excellent starter home, conveniently located near Jackson. Freshly remodeled 2 bed, 1 bath home in downtown Henderson. This perfect starter home features a new kitchen with stove and refrigerator, and a new

  Larry Roberts Casey Realtors

  324 Baughn St, Henderson, TN 38340
• 

  

  /20

  Est $200,000 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  980 Johnson Crossroads Rd, Jacks Creek, TN 38347

  980 Johnson Crossroads Rd, Jacks Creek, TN 38347
• 

  

  /11

  $49,000

  • Land
  • 10 Acres
  • $4,743 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. Owner Financing Available.

  Ronald (Ron) Daniel, II Daniel Auction & Real Estate, LLC

  0 Cash School Rd, Enville, TN 38332
• 

  

  /10

  $35,100 Sold Jun 10, 2025

  • Land
  • 0.50 Acre
  • $70,200 per Acre

  • 2 Days On Market

  00 Wilson School Rd, Henderson, TN 38340

  This .5-acre commercial property on Wilson School Road in Henderson, TN presents an exceptional opportunity for development in a highly desirable location. Zoned B-4, this versatile lot is suitable for a variety of business ventures including retail, automotive, warehouse, office space, or medical use. The land is level and mostly cleared, offering a smooth path to development with minimal site

  Dylan Jones Southern LifeStyle Properties

  00 Wilson School Rd, Henderson, TN 38340
• 

  

  /48

  Est $246,994 Not Listed For Sale

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

  612 Galbraith Ave, Henderson, TN 38340

  612 Galbraith Ave, 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
• 

  

  /10

  $199,900 Sold Jun 10, 2025

  • Land
  • 2.50 Acres
  • $79,960 per Acre

  • 2 Days On Market

  0 Wilson School Rd, Henderson, TN 38340

  Prime opportunity awaits with this versatile 2.5-acre commercial property located on Wilson School Road in Henderson, TN. Zoned B-4, this undeveloped parcel offers incredible flexibility for a wide range of business uses, including retail, automotive services, warehouses, office complexes, or even medical facilities. Conveniently situated just off US Highway 45, the property provides excellent

  Dylan Jones Southern LifeStyle Properties

  0 Wilson School Rd, Henderson, TN 38340
• 

  

  /24

  Est $253,147 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,942 Sq Ft

  1515 Lott Rd, Henderson, TN 38340

  1515 Lott Rd, Henderson, TN 38340
• 

  

  /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
• 

  

  /108

  $1,550,000 Sold Jun 10, 2025

  • 7,309 Sq Ft
  • $212/SF
  • 155 Days On Market

  • 7 Beds
  • 5 Baths
  • Built 1998

  1175 Holly Springs Rd, Henderson, TN 38340

  Experience unparalleled beauty with this breathtaking 112-acre estate. The property boasts a serene 4-acre stocked pond, ideal for fishing or quiet reflection. A barn with four stalls for horses or cattle, 16 acres of fenced pasture, and multiple storage buildings for equipment or hobbies. The centerpiece is a grand 7,309 sq. ft. home featuring seven spacious bedrooms, five updated bathrooms

  Madison Balding Town and Country

  1175 Holly Springs Rd, Henderson, TN 38340
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  /29

  Est $252,744 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,964 Sq Ft

  520 Johnson Cir, Henderson, TN 38340

  520 Johnson Cir, Henderson, TN 38340
• 

  

  /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
• 

  

  /37

  $260,000 Sold Jun 09, 2025

  • 2,321 Sq Ft
  • $112/SF
  • 63 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1983

  2885 State Route 100 W, Henderson, TN 38340

  Nestled just outside the Henderson city limits, this beautifully renovated 3-bedroom, 2-bath home offers modern comfort with timeless charm. Step inside to a spacious living room highlighted by stunning wooden beams and elegant LVP flooring. The extra-large master suite boasts plush carpeting and an adjoining private bath. A bright, updated kitchen features brand-new appliances, while an adjacent

  Richard Emison NextHome 383 Real Estate

  2885 State Route 100 W, Henderson, TN 38340
• 

  

  /23

  Est $263,000 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,343 Sq Ft

  3185 Old Friendship Rd, Finger, TN 38334

  3185 Old Friendship Rd, Finger, TN 38334
• 

  

  /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
• 

  

  /18

  $80,000 Sold Jun 06, 2025

  • 1,600+ Sq Ft
  • $50/SF
  • 113 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1978

  7765 Broad St, Milledgeville, TN 38359

  Attention Investors! Fixer upper! 3 bedroom, 2 bath, spacious brick home with an extra bonus /sunroom. Fireplace and gas stove. Large double garage, and plenty of parking on a circular driveway. Well water. This propety sits on approx. 1.49 acres and is priced to sell.

  Pam Dickerson Weichert, REALTORS - Crunk Rea

  7765 Broad St, Milledgeville, TN 38359
• 

  

  /27

  Est $195,136 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,026 Sq Ft

  228 Tulip St, Henderson, TN 38340

  228 Tulip St, Henderson, TN 38340
• 

  

  /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
• 

  

  /18

  $359,000 Sold Jun 03, 2025

  • 1,927 Sq Ft
  • $186/SF
  • 6 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1964

  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
• 

  

  /30

  Est $195,896 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,851 Sq Ft

  354 Kitchen Dr, Henderson, TN 38340

  354 Kitchen Dr, 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
• 

  

  /23

  $40,000 Sold Jun 03, 2025

  • Land
  • 5.00 Acres
  • $8,000 per Acre

  • 52 Days On Market

  90 Sherry Ln, Enville, TN 38332

  Perfect for a Weekend Getaway! Conveniently located between Memphis & Nashville, take advantage of this beautiful 5 acres with a large clearing and driveway. Build a permanent home, or add a mobile home or camper. Mature trees and a small creek add to the beauty of this property. Just minutes from Enville, enjoy rural living with access to nearby amenities. Camper is included as-is.

  Ronald (Ron) Daniel, II Daniel Auction & Real Estate, LLC

  90 Sherry Ln, Enville, TN 38332
• 

  

  /23

  Est $303,000 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 3,216 Sq Ft

  930 Clover Creek Rd, Medon, TN 38356

  930 Clover Creek Rd, Medon, TN 38356
• 

  

  /11

  $44,900 Pending

  • Land
  • 13 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 and distractions of everyday

  Morgan Lewis Hickman Realty Group, Inc.-Mil

  285 Sherry Ln, Enville, TN 38332
• 

  

  /11

  $150,000 Sold Jun 03, 2025

  • Land
  • 30 Acres
  • $4,950 per Acre

  • 85 Days On Market

  00 New Friendship Rd, Beech Bluff, TN 38313

  Stunning Pasture/Mature Treed Land in Chester County with 6+- Cleared Acres for Building YOUR Dream Home with 30.30 Total Acres .. Survey is Available Upon Request, With Over 650+ Feet of Road Frontage, The Options is Endless .. Check Out Today!

  Drake Harber Blue Suede Realty

  00 New Friendship Rd, Beech Bluff, TN 38313
• 

  

  /24

  Est $131,134 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 832 Sq Ft

  438 Galbraith Ave, Henderson, TN 38340

  438 Galbraith Ave, Henderson, TN 38340
• 

  

  /25

  $279,000

  • 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
• 

  

  /40

  $525,000 Sold Jun 02, 2025

  • 864 Sq Ft
  • $608/SF
  • 6 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2005

  275 Meadowland Ln, Henderson, TN 38340

  Private 64-Acre Homestead - A Peaceful Escape Just Minutes from Henderson, TNLooking to trade the noise of the city for the quiet rhythms of country life? Welcome to your personal sanctuary, a serene 64± acre farmstead just 3 miles from downtown Henderson, Tennessee. Whether you're dreaming of a weekend retreat or a full-time escape, this beautifully updated homestead offers the perfect blend of

  Brent West Crye-Leike Elite

  275 Meadowland Ln, Henderson, TN 38340
• 

  

  /19

  Est $180,324 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  380 Kitchen Dr, Henderson, TN 38340

  380 Kitchen Dr, Henderson, TN 38340
• 

  

  /50

  $374,900

  • 3 Beds
  • 2 Baths
  • 2,394 Sq Ft

  1890 Montezuma Rd, 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

  1890 Montezuma Rd, Henderson, TN 38340
• 

  

  /31

  $155,000 Sold May 30, 2025

  • 1,600+ Sq Ft
  • $97/SF
  • 80 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1959

  11555 State Route 22a S, Enville, TN 38332

  This large 3 bedroom, 2 bath home has many possibilities, it has been remodeled in the past and has new flooring and paint most recently, good size lot for pets and kids to play, storage room, central heat and air, huge primary bathroom, good proximity to Henderson, Savannah, Lexington, Selmer. Don't miss out on this one!

  Shelley Agar Justin Johnson Realty

  11555 State Route 22a S, Enville, TN 38332
• 

  

  /24

  Est $695,293 Not Listed For Sale

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

  1760 State Route 225, Henderson, TN 38340

  1760 State Route 225, Henderson, TN 38340

Showing Results 121 - 160, Page 4 of 18