Chester County, TN Homes

• 

  

  

  /24

  Est $275,940

  Not Listed For Sale

  734 Mason Ave, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,679 Sq Ft
  • Built 2006

  734 Mason Ave, Henderson, TN 38340

  Last Sold Summary

  • 49 Days On Market

  Last Listing Agent Mike Singleton McIver Land & Realty
• 

  

  

  /10

  $135,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,227 Sq Ft

  334 Hill Ave, Henderson, TN 38340

  Excellant locatin for rental or starter home. large lot and within walking distance to university, shopping and downtown. Excellant locatin for rental or starter home. large lot and within walking distance to university, shopping and downtown.

  Craig Casey Casey Realtors

  334 Hill Ave, Henderson, TN 38340
• 

  

  

  /20

  $139,900

  Sold Jan 16, 2026

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

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Built 1900

  Last Sold Summary

  • 30% Below List Price
  • $91/SF
  • 282 Days On Market

  Current Estimated Value $140,856

  Last Listing Agent Jennifer Scott RE/MAX Realty Source

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

  

  

  /43

  Est $926,144

  Not Listed For Sale

  915 White Ave, Henderson, TN 38340

  • 5 Beds
  • 3.5 Baths
  • 5,200 Sq Ft
  • Built 1936

  915 White Ave, Henderson, TN 38340

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Destiny Burns Stellar Realty Group
• 

  

  

  /33

  $226,250

  $3K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,949 Sq Ft

  241 Crook Ave, Henderson, TN 38340

  Vintage 4-bedroom, 2-bath home that's been totally revamped! With new flooring, fresh paint, and cool light fixtures, it's ready for you to move right in. It's super close to Freed Hardeman and all the fun stuff downtown Henderson has to offer. You'll love the big, roomy spaces with tons of storage for all your stuff. The kitchen's got shiny stainless steel appliances that are perfect for

  Katie Mitchell Townsend Compass RE

  241 Crook Ave, Henderson, TN 38340
• 

  

  /47

  $282,900

  Sold Oct 28, 2025

  185 Dry Creek Rd, Pinson, TN 38366

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1981

  Last Sold Summary

  • $189/SF
  • 19 Days On Market

  Current Estimated Value $290,329

  Last Listing Agent Destiny Burns Stellar Realty Group

  185 Dry Creek Rd, Pinson, TN 38366
• 

  

  /20

  Est $250,114

  Not Listed For Sale

  792 Hill Ave, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,941 Sq Ft
  • Built 1979

  792 Hill Ave, Henderson, TN 38340

  Last Sold Summary

  • 56 Days On Market

  Last Listing Agent Charlotte Vaughn RE/MAX Realty Source
• 

  

  /10

  $214,900

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,356 Sq Ft

  137 Fourth St, Henderson, TN 38340

  Welcome home to this charming 3-bedroom, 2-bath residence with attached single car garage. This home blends classic character with thoughtful updates that provide comfort and peace of mind. Ideally located within walking distance to Freed-Hardeman University, this property offers convenient access to campus, local amenities, and the surrounding community. Inside, you'll find a functional layout

  Christopher Lankford Casey Realtors

  137 Fourth St, Henderson, TN 38340
• 

  

  /26

  $316,900

  Sold Sep 08, 2025

  145 Dlynn Cove, Henderson, TN 38340

  • 4 Beds
  • 2 Baths
  • 1,940 Sq Ft
  • Built 2009

  Last Sold Summary

  • 1% Below List Price
  • $163/SF
  • 1 Day On Market

  Current Estimated Value $341,338

  Last Listing Agent Kristen Londe Town and Country

  145 Dlynn Cove, Henderson, TN 38340
• 

  

  /59

  Est $276,682

  Not Listed For Sale

  15 Mitchell Ln, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 2,048 Sq Ft
  • Built 1977

  15 Mitchell Ln, Henderson, TN 38340

  Last Sold Summary

  • 370 Days On Market

  Last Listing Agent Larry Roberts Casey Realtors
• 

  

  /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 of this

  Larry Roberts Casey Realtors

  00 Lofton Rd, Enville, TN 38332
• 

  

  /18

  $151,000

  Sold Apr 10, 2026

  629 Luray Ave, Henderson, TN 38340

  • 3 Beds
  • 1 Bath
  • 1,032 Sq Ft
  • Built 1989

  Last Sold Summary

  • 5% Above List Price
  • $146/SF
  • 48 Days On Market

  Current Estimated Value $153,152

  Last Listing Agent Linda Carter Casey Realtors

  629 Luray Ave, Henderson, TN 38340
• 

  

  /21

  Est $375,626

  Not Listed For Sale

  989 Sanford St, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 3,066 Sq Ft
  • Built 1977

  989 Sanford St, Henderson, TN 38340

  Last Sold Summary

  • 435 Days On Market

  Last Listing Agent Zach Hannis Casey Realtors
• 

  

  /32

  $148,050

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

  1300 Laurel Hill Rd, Henderson, TN 38340

  63± acres of hunting, recreational, and timber land in Chester County, TN. Approx. 32 ac of mature upland hardwoods and pine provide standing timber value and hard/soft mast production. Remaining 29 ac of regenerating hardwoods offer thick cover and browse to hold deer and turkey on the property year-round. Rolling ridge topography creates natural travel corridors, pinch points, and bedding areas

  Austin Carroll Tutt Land Company

  1300 Laurel Hill Rd, Henderson, TN 38340
• 

  

  /11

  $145,000

  Sold Aug 28, 2025

  471 Woods Dr, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,146 Sq Ft
  • Built 1981

  Last Sold Summary

  • 19% Below List Price
  • $127/SF
  • 95 Days On Market

  Current Estimated Value $153,184

  Last Listing Agent Linda Carter Casey Realtors

  471 Woods Dr, Henderson, TN 38340
• 

  

  /18

  Est $338,508

  Not Listed For Sale

  1147 Woodland Dr, Henderson, TN 38340

  • 2 Beds
  • 2.5 Baths
  • 1,927 Sq Ft
  • Built 1964

  1147 Woodland Dr, Henderson, TN 38340

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Jacob Shelton Buy Dirt Auctions & Realty
• 

  

  /60

  $220,000

  $7K PRICE DROP

  • Land
  • 13.7 Acres
  • $16,058 per Acre

  250 Cedar Trails Ln, Jacks Creek, TN 38340

  Welcome to your own private slice of Tennessee Countryside. Nestled on 13.70 acres of gently rolling land, this unique property offers the perfect blend of privacy, functionality and opportunity. The property features a thoughtfully updated 1bedroom, 1bath tiny home with modern comforts, including a brand new kitchen with quartz countertops, propane stove, new laundry room, updated electrical,

  Jennifer Scott RE/MAX Realty Source

  250 Cedar Trails Ln, Jacks Creek, TN 38340
• 

  

  /26

  $279,000

  Sold May 20, 2026

  2930 Sanford Rd, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,510 Sq Ft
  • Built 2012

  Last Sold Summary

  • 7% Below List Price
  • $185/SF
  • 69 Days On Market

  Current Estimated Value $284,383

  Last Listing Agent Jon Putt Putt Real Estate Advisors

  2930 Sanford Rd, Henderson, TN 38340
• 

  

  /19

  Est $182,012

  Not Listed For Sale

  1126 Tucker Cove, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1993

  1126 Tucker Cove, Henderson, TN 38340

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Linda Carter Casey Realtors
• 

  

  /7

  $99,900

  $20K PRICE DROP

  • Land
  • 29.86 Acres
  • $3,346 per Acre

  000 Cagle Trail, Henderson, TN 38340

  This 29.86-acre parcel sits beside Chickasaw State Park, offering a private, secluded retreat ideal for hunting, recreation, or a nature-rich residence. It features abundant wildlife, including deer and turkey, and provides ample privacy while showcasing everything nature has to offer.

  Zach Hannis Casey Realtors

  000 Cagle Trail, Henderson, TN 38340
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  /42

  $251,000

  Sold Jul 06, 2026

  400 Marnie Loop, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,504 Sq Ft
  • Built 2006

  Last Sold Summary

  • 3% Below List Price
  • $167/SF
  • 3 Days On Market

  Current Estimated Value $254,662

  Last Listing Agent Destiny Burns Stellar Realty Group

  400 Marnie Loop, Henderson, TN 38340
• 

  

  /13

  Est $173,875

  Not Listed For Sale

  1905 N Pisgah Rd, Henderson, TN 38340

  • 3 Beds
  • 1 Bath
  • 1,193 Sq Ft
  • Built 1955

  1905 N Pisgah Rd, Henderson, TN 38340

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Janet DiChiara EXIT Realty Blues City
• 

  

  /29

  $435,000

  • 4 Beds
  • 2 Baths
  • 2,774 Sq Ft

  320 Rabbit Ranch Rd, Henderson, TN 38340

  4 bedroom 2 bath Brick home on 57.6 acres that offers everything. This 2774 Sq Ft home features Luxury Vinyl floors and a very spacious Living, Dinning and Kitchen area. Other features include a single attach garage and a separate unattached storage and shop. Great place to live and the 57.6 acres offers a great place for hunting and recreation or a good hobby farm. The land also has a Creek that

  Larry Childers Childers Real Estate

  320 Rabbit Ranch Rd, Henderson, TN 38340
• 

  

  /51

  $920,000

  Sold Apr 28, 2026

  2490 Old Friendship Rd, Finger, TN 38334

  • 5 Beds
  • 4 Baths
  • 3,035 Sq Ft
  • Built 1992

  Last Sold Summary

  • 7% Below List Price
  • $303/SF
  • 55 Days On Market

  Current Estimated Value $754,029

  Last Listing Agent Ralph Harvey LISTWITHFREEDOM.COM

  2490 Old Friendship Rd, Finger, TN 38334
• 

  /2

  Est $249,155

  Not Listed For Sale

  120 Carl McGill Rd, Pinson, TN 38366

  • 3 Beds
  • 1 Bath
  • 1,395 Sq Ft
  • Built 1972

  120 Carl McGill Rd, Pinson, TN 38366
• 

  

  /12

  $674,999

  • Land
  • 141 Acres
  • $4,787 per Acre

  00 State Route 22a S, Henderson, TN 38340

  Discover the perfect blend of investment, recreation, and future potential with this exceptional ±141-acre property in Chester County, Tennessee. Conveniently located off State Route 22A South with extensive county road frontage, this versatile tract offers countless opportunities for investors, farmers, hunters, or those looking to potentially build their dream home. The property features high

  Jacob Shelton Buy Dirt Auctions & Realty

  00 State Route 22a S, Henderson, TN 38340
• 

  

  /24

  $240,000

  Sold May 26, 2026

  390 Memory Ln, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,884 Sq Ft
  • Built 1960

  Last Sold Summary

  • 2% Below List Price
  • $127/SF
  • 49 Days On Market

  Current Estimated Value $240,382

  Last Listing Agent Sheila Darnell EXIT Realty Blues City

  390 Memory Ln, Henderson, TN 38340
• 

  

  /21

  Est $256,772

  Not Listed For Sale

  125 Capps Ln, Pinson, TN 38366

  • 3 Beds
  • 2 Baths
  • 1,732 Sq Ft
  • Built 1992

  125 Capps Ln, Pinson, TN 38366

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Jodie Parrish RE/MAX Realty Source
• 

  

  /25

  $190,000

  $10K PRICE DROP Pending

  • Land
  • 65.9 Acres
  • $2,883 per Acre

  2800 Plainview Rd, Henderson, TN 38340

  Discover your own private retreat on this secluded 65+ acre rural paradise. Featuring pristine woodlands and the peaceful flow of Jacks Creek winding through the property, this untouched land offers a rare opportunity to embrace nature at its finest. Ideal for off-grid living, recreation, hunting, or creating a one-of-a-kind private estate, the possibilities are endless. Escape the noise and

  Kenneth Fullington Crye-Leike Elite Realtors

  2800 Plainview Rd, Henderson, TN 38340
• 

  

  /36

  $225,000

  Sold Jul 15, 2026

  515 Plunk Rd, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,960 Sq Ft
  • Built 1999

  Last Sold Summary

  • $115/SF
  • 61 Days On Market

  Last Listing Agent Brent West Crye-Leike Elite

  515 Plunk Rd, Henderson, TN 38340
• 

  

  /47

  Est $301,824

  Not Listed For Sale

  1240 Old Jackson Rd, Henderson, TN 38340

  • 3 Beds
  • 3 Baths
  • 1,910 Sq Ft
  • Built 1977

  1240 Old Jackson Rd, Henderson, TN 38340

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Craig Casey Casey Realtors
• 

  

  /13

  $152,075

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

  1700 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

  1700 Grooms Rd, Henderson, TN 38340
• 

  

  /34

  $309,900

  Sold Feb 27, 2026

  815 Trice Rd, Henderson, TN 38340

  • 4 Beds
  • 2.5 Baths
  • 2,728 Sq Ft
  • Built 1993

  Last Sold Summary

  • $114/SF
  • 4 Days On Market

  Current Estimated Value $322,619

  Last Listing Agent Brandi Isom RE/MAX Realty Source

  815 Trice Rd, Henderson, TN 38340
• 

  

  /31

  Est $540,000

  Not Listed For Sale

  465 Garland Rd, Henderson, TN 38340

  • 5 Beds
  • 5 Baths
  • 4,980 Sq Ft
  • Built 1997

  465 Garland Rd, Henderson, TN 38340

  Last Sold Summary

  • 52 Days On Market

  Last Listing Agent John Sweeney Crye-Leike Elite
• 

  

  /15

  $576,500

  • Land
  • 0 Sq Ft

  00 E State Route 100 E (Tract 3), Henderson, TN 38340

  Discover the perfect combination of investment potential and outdoor recreation with this beautiful +/- 128.44 acre property located just off Highway 100 East in Chester County, only minutes from Henderson, TN. Offering an excellent mix of productive row crop farmland and mature timber, this property provides multiple income opportunities through both agricultural production and hunting leases.

  Jacob Shelton Buy Dirt Auctions & Realty

  00 E State Route 100 E (Tract 3), Henderson, TN 38340
• 

  

  /32

  $210,000

  Sold Aug 03, 2026

  3180 State Route 200, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,607 Sq Ft
  • Built 2006

  Last Sold Summary

  • 22% Below List Price
  • $131/SF
  • 96 Days On Market

  Current Estimated Value $268,292

  Last Listing Agent Linda Carter Casey Realtors

  3180 State Route 200, Henderson, TN 38340
• 

  

  /10

  Est $499,875

  Not Listed For Sale

  405 Fox Run Cove, Henderson, TN 38340

  • 4 Beds
  • 3 Baths
  • 3,099 Sq Ft
  • Built 2007

  405 Fox Run Cove, Henderson, TN 38340

  Last Sold Summary

  • 115 Days On Market

  Last Listing Agent Phil Hopewell ResultsMLS Realtors
• 

  

  /34

  $164,500

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  7475 State Route 100 E, Jacks Creek, TN 38347

  GREAT OLDER HOME WITH A LOT OF CHARACTER, THIS WONDERFUL 2 BR., 1 BATH HOME IS GREAT FOR A YOUNG COUPLE STARTING OUT OR A COUPLE THAT WANT TO DOWNSIZE, COVERED BACK DECK (GREAT FOR EARLY MORNING COFFEE AND WATCHING THE ANIMALS, OR FRONT OF HOUSE HAS A COVERED ENCLOSED PORCH, PLUS A GREAT SUNROOM THAT HAS A WINDOW UNIT,(SO MANY CHOICES, HARDWOOD FLOORS THROUGH, BATHROOM HAS HANDICAP RAILS ON WALL

  Linda Carter Casey Realtors

  7475 State Route 100 E, Jacks Creek, TN 38347
• 

  

  /11

  $65,000

  Sold Apr 06, 2026

  454 Fourth St, Henderson, TN 38340

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft
  • Built 1969

  Last Sold Summary

  • 32% Below List Price
  • $60/SF
  • 58 Days On Market

  Current Estimated Value $77,671

  Last Listing Agent Dian Blankenship Greer Real Estate Group

  454 Fourth St, Henderson, TN 38340
• 

  

  /37

  Est $337,346

  Not Listed For Sale

  1050 Trice Rd, Henderson, TN 38340

  • 4 Beds
  • 2 Baths
  • 2,413 Sq Ft
  • Built 1998

  1050 Trice Rd, Henderson, TN 38340

  Last Sold Summary

  • 122 Days On Market

  Last Listing Agent Jennifer Maness-Scott Coldwell Banker Southern Realty

Showing Results 361 - 400, Page 10 of 18