Chester County, TN Homes

• 

  

  

  /37

  Est $220,395

  Not Listed For Sale

  343 Steed St, Henderson, TN 38340

  • 2 Beds
  • 2 Baths
  • 1,455 Sq Ft
  • Built 1958

  343 Steed St, Henderson, TN 38340

  Last Sold Summary

  • 29 Days On Market
• 

  

  

  /32

  $437,500

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

  3390 Sand Mountain Rd, Enville, TN 38332

  175+/- acres on Sand Mountain in Chester County, Tennessee. This hunting/recreational tract and timber investment has more than 500 feet of frontage along Sand Mountain Road and is situated along the Tennessee Valley Divide.The property sits atop Sand Mountain, which is the highest point in all of West Tennessee. The property contains approximately 155 acres of 7-year-old loblolly pine

  Austin Carroll Tutt Land Company

  3390 Sand Mountain Rd, Enville, TN 38332
• 

  

  

  /23

  $36,900

  Sold Jan 09, 2026

  2035 Brown Cemetery Rd, Luray, TN 38352

  • Land
  • 5.5 Acres
  • $6,709 per Acre

  Last Sold Summary

  • 48% Above List Price
  • 62 Days On Market

  Current Estimated Value $59,002

  Last Listing Agent Todd Clouser RE/MAX Realty Source

  2035 Brown Cemetery Rd, Luray, TN 38352
• 

  

  

  /6

  Est $293,355

  Not Listed For Sale

  122 Fifth St, Henderson, TN 38340

  • 3 Beds
  • 2.5 Baths
  • 1,988 Sq Ft
  • Built 2023

  122 Fifth St, Henderson, TN 38340

  Last Sold Summary

  • 27 Days On Market
• 

  

  

  /18

  $131,100

  • Land
  • 57 Acres
  • $2,300 per Acre

  0 Grooms Rd Unit 27226896, Henderson, TN 38340

  This 57+/- acre hunting and recreational tract in southwest Chester County offers the kind of layout serious land buyers look for: road frontage, terrain, habitat diversity, and multiple potential building sites.The property includes approximately 950 feet of frontage on Grooms Road, while the eastern boundary is defined by a private shared-use easement road. That combination gives the

  Austin Carroll Tutt Land Company

  0 Grooms Rd Unit 27226896, Henderson, TN 38340
• 

  

  /50

  $320,000

  Sold Apr 07, 2026

  2885 Old Friendship Rd, Finger, TN 38334

  • 3 Beds
  • 2 Baths
  • 2,112 Sq Ft
  • Built 2025

  Last Sold Summary

  • 12% Below List Price
  • $152/SF
  • 143 Days On Market

  Current Estimated Value $316,490

  Last Listing Agent Destiny Burns Stellar Realty Group

  2885 Old Friendship Rd, Finger, TN 38334
• 

  

  /16

  Est $160,933

  Not Listed For Sale

  313 Iris St, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,303 Sq Ft
  • Built 1952

  313 Iris St, Henderson, TN 38340

  Last Sold Summary

  • 9 Days On Market
• 

  

  /31

  $424,000

  • Land
  • 105 Acres
  • $4,038 per Acre

  935 Big Rock Trail, Henderson, TN 38340

  105 AC. BIG ROCK TRAIL, HENDERSON TN. OFF THE GRID LIVING Want to truly get away from it all? Look no further—this is as private and secluded as it gets. Tucked away at the end of a 1.5-mile winding driveway with no thru traffic, this incredible 105-acre retreat borders Chickasaw State Park—offering unmatched peace, privacy, and natural beauty. NO neighbors just you and nature. PROPERTY

  Jeremy Ryan Crye-Leike, Inc., REALTORS

  935 Big Rock Trail, Henderson, TN 38340
• 

  

  /13

  $99,000

  Sold Jul 01, 2026

  00 Anderson Cir, Henderson, TN 38340

  • Land
  • 11.89 Acres
  • $8,326 per Acre

  Last Sold Summary

  • 1% Below List Price
  • 10 Days On Market

  Last Listing Agent Jennifer Scott RE/MAX Realty Source

  00 Anderson Cir, Henderson, TN 38340
• 

  

  /12

  Est $167,221

  Not Listed For Sale

  219 Barham Ave, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,125 Sq Ft
  • Built 2000

  219 Barham Ave, Henderson, TN 38340

  Last Sold Summary

  • 280 Days On Market
• 

  

  /22

  $125,000

  • Land
  • 18.84 Acres
  • $6,635 per Acre

  1555 U S 45, Henderson, TN 38340

  18.84-acre Development Opportunity | US Hwy 45 | Henderson, TNPositioned along the highly traveled corridor of US Highway 45 in Henderson, this 18.84 acre tract presents a compelling opportunity for investors, developers, and end-users seeking visibility and long-term growth potential in a great location.Currently zoned agricultural, the property offers rezoning potential to

  Austin Carroll Tutt Land Company

  1555 U S 45, Henderson, TN 38340
• 

  

  /33

  $294,000

  Sold Apr 03, 2026

  4745 Enville Rd, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,465 Sq Ft
  • Built 2012

  Last Sold Summary

  • $201/SF
  • 76 Days On Market

  Current Estimated Value $291,001

  Last Listing Agent Linda Carter Casey Realtors

  4745 Enville Rd, Henderson, TN 38340
• 

  

  /6

  Est $80,499

  Not Listed For Sale

  8705 Main St, Enville, TN 38332

  • 3 Beds
  • 1 Bath
  • 1,162 Sq Ft
  • Built 1930

  8705 Main St, Enville, TN 38332

  Last Sold Summary

  • 23 Days On Market
• 

  

  /35

  $123,930

  Pending

  • Land
  • 55.08 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
• 

  

  /54

  $310,000

  Sold Sep 08, 2025

  25 Roundtree Ln, Beech Bluff, TN 38313

  • 3 Beds
  • 2 Baths
  • 1,836 Sq Ft
  • Built 2003

  Last Sold Summary

  • 3% Below List Price
  • $169/SF
  • 59 Days On Market

  Last Listing Agent Linda Carter Casey Realtors

  25 Roundtree Ln, Beech Bluff, TN 38313
• 

  

  /37

  Est $774,208

  Not Listed For Sale

  2995 Laurel Hill Rd, Henderson, TN 38340

  • 4 Beds
  • 2.5 Baths
  • 3,579 Sq Ft
  • Built 2001

  2995 Laurel Hill Rd, Henderson, TN 38340

  Last Sold Summary

  • 250 Days On Market
• 

  

  /13

  $152,075

  • Land
  • 77 Acres
  • $1,975 per Acre

  0 Grooms Rd, Henderson, TN 38340

  77+/- acres of diverse timber and recreational/hunting land waiting for your next adventure. This property offers an excellent mix of timber stands for investment potential: 15+/- acres of aging hardwoods, 18+/- acres of 13 year-old pine, 13+/- acres of 5 year-old pine, and 30+/- acres of naturally regenerating hardwoods. The rolling and sloping terrain and terriffic diversity creates ideal

  Austin Carroll Tutt Land Company

  0 Grooms Rd, Henderson, TN 38340
• 

  /2

  $285,900

  Sold Jun 30, 2026

  466 Old Jackson Rd, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • Built 2026

  Last Sold Summary

  • $212/SF

  Last Listing Agent Brent West Crye-Leike Elite

  466 Old Jackson Rd, Henderson, TN 38340
• 

  

  /24

  Est $258,886

  Not Listed For Sale

  1515 Lott Rd, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,942 Sq Ft
  • Built 1989

  1515 Lott Rd, Henderson, TN 38340

  Last Sold Summary

  • 1 Day On Market
• 

  

  /31

  $148,050

  • Land
  • 63 Acres
  • $2,350 per Acre

  Laurel Hill Rd, Henderson, TN 38340

  Escape to 63± acres of West Tennessee hunting, recreational, and timber land in Chester County, where mature hardwoods, regenerating timber, and rolling ridge terrain combine to create one of the most diverse wildlife habitats on the market. This is an excellent hunting and timber tract built for the buyer who wants seclusion, strong deer and turkey hunting opportunities, and the flexibility to

  Austin Carroll Tutt Land Company

  Laurel Hill Rd, Henderson, TN 38340
• 

  

  /24

  $130,000

  Sold Dec 18, 2025

  3420 Old Friendship Rd, Finger, TN 38334

  • 3 Beds
  • 1.5 Baths
  • 1,120 Sq Ft
  • Built 1984

  Last Sold Summary

  • 27% Below List Price
  • $116/SF
  • 21 Days On Market

  Current Estimated Value $136,477

  Last Listing Agent Molly Moore Molly Moore Realty

  3420 Old Friendship Rd, Finger, TN 38334
• 

  

  /26

  Est $255,390

  Not Listed For Sale

  290 Potleg Trail, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 2005

  290 Potleg Trail, Henderson, TN 38340

  Last Sold Summary

  • 98 Days On Market
• 

  

  /15

  $100,000

  • Land
  • 14.09 Acres
  • $7,097 per Acre

  0 Sheila Dr, Henderson, TN 38340

  Calling all existing/new developers, or someone looking for a dream home site to build a single family in Chester County!! This is a PRIME opportunity!! This property was designed to be neighborhood(see subdivision plat in associated docs) and now available for new development. This parcel is mostly wooded, predominately pine, and hasn't been cut in 15 years. Generously priced to sell, in a quiet

  Robert Eatman Hickman Realty Group Inc.-Jack

  0 Sheila Dr, Henderson, TN 38340
• 

  

  /34

  $260,000

  Sold Aug 25, 2025

  285 Mitchell Ln, Henderson, TN 38340

  • 2 Beds
  • 2 Baths
  • 3,240 Sq Ft
  • Built 2007

  Last Sold Summary

  • 10% Below List Price
  • $80/SF
  • 73 Days On Market

  Current Estimated Value $229,220

  Last Listing Agent Larry Roberts Casey Realtors

  285 Mitchell Ln, Henderson, TN 38340
• 

  

  /33

  Est $325,509

  Not Listed For Sale

  765 Cherry Dr, Henderson, TN 38340

  • 4 Beds
  • 3 Baths
  • 2,133 Sq Ft
  • Built 1996

  765 Cherry Dr, Henderson, TN 38340

  Last Sold Summary

  • 2 Days On Market
• 

  

  /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
• 

  

  /13

  $190,000

  Sold Jan 09, 2026

  2555 Old Finger Rd, Finger, TN 38334

  • 4 Beds
  • 1.5 Baths
  • 1,232 Sq Ft
  • Built 1980

  Last Sold Summary

  • 3% Above List Price
  • $154/SF
  • 17 Days On Market

  Current Estimated Value $178,577

  Last Listing Agent Erik Pieniazek Steadfast Home Advisors

  2555 Old Finger Rd, Finger, TN 38334
• 

  

  /30

  Est $204,236

  Not Listed For Sale

  354 Kitchen Dr, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,851 Sq Ft
  • Built 1976

  354 Kitchen Dr, Henderson, TN 38340

  Last Sold Summary

  • 20 Days On Market
• 

  /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
• 

  

  /22

  $55,000

  Sold Jun 25, 2026

  0 Ridgewood Dr, Henderson, TN 38340

  • Land
  • 0 Sq Ft

  Last Sold Summary

  • 8% Below List Price
  • 3 Days On Market

  Last Listing Agent Destiny Burns Stellar Realty Group

  0 Ridgewood Dr, Henderson, TN 38340
• 

  

  /38

  Est $347,492

  Not Listed For Sale

  642 Magnolia Ln, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 2,022 Sq Ft
  • Built 1995

  642 Magnolia Ln, Henderson, TN 38340

  Last Sold Summary

  • 52 Days On Market
• 

  

  /27

  $196,000

  • Land
  • 56 Acres
  • $3,500 per Acre

  2700 Bear Creek Rd, Pinson, TN 38366

  Situated on Bear Creek Road in northwest Chester County, this impressive 56-acre tract offers an excellent blend of natural beauty, recreational appeal, and future homesite potential. The property features gently rolling topography with approximately 800 feet of county road frontage, providing easy access and multiple attractive locations for building a cabin, weekend retreat, or full-time

  Cameron Isbell Mossy Oak Properties Southeast Land & Wildlife LLC

  2700 Bear Creek Rd, Pinson, TN 38366
• 

  /2

  $445,800

  Sold Jun 18, 2026

  0 Roby Trail, Henderson, TN 38340

  • Land
  • 240.71 Acres
  • $1,852 per Acre

  Last Sold Summary

  Last Listing Agent Brandi Wilson RE/MAX Realty Source

  0 Roby Trail, Henderson, TN 38340
• 

  

  /23

  Est $407,000

  Not Listed For Sale

  930 Clover Creek Rd, Medon, TN 38356

  • 5 Beds
  • 2.5 Baths
  • 3,216 Sq Ft
  • Built 1999

  930 Clover Creek Rd, Medon, TN 38356

  Last Sold Summary

  • 189 Days On Market
• 

  

  /59

  $599,900

  $25K PRICE DROP

  • Land
  • 151 Acres
  • $3,973 per Acre

  00 Garland Rd, Henderson, TN 38340

  Located just outside of Henderson and just downriver from Tull Bottom Wildlife Management Area, this exceptional 151-acre recreational farm offers a rare opportunity to own a truly turnkey riverfront property along the South Forked Deer River. With approximately three quarters of a mile of river frontage, this farm has been thoughtfully developed for hunting, recreation, and year-round enjoyment

  Brice Carlton Hickman Realty Group Inc.-Jack

  00 Garland Rd, Henderson, TN 38340
• 

  

  /39

  $300,000

  Sold Jul 22, 2025

  85 Neshova Ln, Henderson, TN 38340

  • 4 Beds
  • 2 Baths
  • 2,000+ Sq Ft
  • Built 2013

  Last Sold Summary

  • 2% Below List Price
  • $150/SF
  • 36 Days On Market

  Current Estimated Value $313,964

  Last Listing Agent Jennifer Greer Greer Real Estate Group

  85 Neshova Ln, Henderson, TN 38340
• 

  

  /18

  Est $296,739

  Not Listed For Sale

  840 Woodland Dr, Henderson, TN 38340

  • 4 Beds
  • 4 Baths
  • 1,944 Sq Ft
  • Built 1976

  840 Woodland Dr, Henderson, TN 38340

  Last Sold Summary

  • 21 Days On Market
• 

  

  /17

  $159,900

  $5K PRICE DROP

  • 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
• 

  /2

  $85,000

  Sold Sep 26, 2025

  278 Plunk St, Henderson, TN 38340

  • 3 Beds
  • 1 Bath
  • 1,036 Sq Ft
  • Built 1900

  Last Sold Summary

  • $82/SF

  Current Estimated Value $91,391

  Last Listing Agent Brandi Ragan Ragan Realty Group

  278 Plunk St, Henderson, TN 38340
• 

  

  /19

  Est $210,316

  Not Listed For Sale

  380 Kitchen Dr, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1981

  380 Kitchen Dr, Henderson, TN 38340

  Last Sold Summary

  • 4 Days On Market

Showing Results 121 - 160, Page 4 of 18