6,828

Chester County, TN Homes

Section Image
    • /16

      Est $333,087 Not Listed For Sale

      811 Kindra Dr, Henderson, TN 38340

      • 4 Beds
      • 2.5 Baths
      • 2,038 Sq Ft
      • Built 1995
      811 Kindra Dr, Henderson, TN 38340

      Last Sold Summary

      • 1% Above List Price
      • $162/SF
      • 77 Days On Market

      Last Sold Price $330,000

      Last Listing Agent Brandi Wilson RE/MAX

  • /67

    $769,000

    • 4 Beds
    • 3.5 Baths
    • 3,314 Sq Ft

    215 Benson Rd, Reagan, TN 38368

    Experience peaceful country living on 40 breathtaking acres with this beautifully updated home that blends modern elegance with rural charm. This spacious residence offers 3 generously sized bedrooms, along with a second large living area upstairs featuring an additional bedroom, private bathroom, and convenient storage room—perfect for guests. The kitchen has been thoughtfully renovated and

    Heather Pierce Coldwell Banker Southern Realty

    215 Benson Rd, Reagan, TN 38368
  • /22

    $535,000 Sold Jan 30, 2026

    230 Oak Ridge Dr, Henderson, TN 38340

    • 4 Beds
    • 2.5 Baths
    • 5,944 Sq Ft
    • Built 2001

    Last Sold Summary

    • 3% Below List Price
    • $90/SF
    • 5 Days On Market

    Current Estimated Value $561,635

    Last Listing Agent Andrew Houston Coldwell Banker Southern Rlty

    230 Oak Ridge Dr, Henderson, TN 38340
    • /15

      Est $214,965 Not Listed For Sale

      827 Sand Road Cir, Henderson, TN 38340

      • 4 Beds
      • 2 Baths
      • 1,596 Sq Ft
      • Built 1968
      827 Sand Road Cir, Henderson, TN 38340

      Last Sold Summary

      • 26% Above List Price
      • $107/SF
      • 3 Days On Market

      Last Sold Price $170,000

      Last Listing Agent Madison Balding Town and Country

  • /6

    $20,000

    • Land
    • 1.18 Acres
    • $16,949 per Acre

    Lot 23 Timberwood Cove, Henderson, TN 38340

    Nice residential lot in great location! This 1.18 ac lot in Creekside Estates is waiting for your dream home!

    Tara Joyner BHGRE Conner Brownsville

    Lot 23 Timberwood Cove, Henderson, TN 38340
  • /54

    $181,443 Sold Oct 28, 2025

    1710 Clarks Creek Rd, Henderson, TN 38340

    • 4 Beds
    • 2 Baths
    • 2,065 Sq Ft
    • Built 1979

    Last Sold Summary

    • 39% Below List Price
    • $88/SF
    • 21 Days On Market

    Current Estimated Value $224,536

    Last Listing Agent Destiny Burns Stellar Realty Group

    1710 Clarks Creek Rd, Henderson, TN 38340
    • /28

      Est $406,945 Not Listed For Sale

      662 Oneal Ln, Henderson, TN 38340

      • 3 Beds
      • 2.5 Baths
      • 3,509 Sq Ft
      • Built 1969
      662 Oneal Ln, Henderson, TN 38340

      Last Sold Summary

      • 25% Above List Price
      • $93/SF
      • 56 Days On Market

      Last Sold Price $325,000

      Last Listing Agent Kimberly Evans Coldwell Banker Southern Realty

  • /17

    $590,000

    • Land
    • 217.58 Acres
    • $2,712 per Acre

    0 Garland Rd, Henderson, TN 38340

    217 ACRES ALONG THE FORKED DEER RIVER - PRIME TURKEY, DEER, AND DUCK HUNTING. Located just north of Chester County and adjacent to the backside of Pinson Mounds State Archaeological Park, this 217+- acre tract is an outdoorsman's dream. With approximately a mile of river frontage and a natural habitat that consistently holds wildlife, you'll find exceptional turkey, deer and duck hunting

    Tiffany Elder Porchlight Realty West TN

    0 Garland Rd, 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 $143,036

    Last Listing Agent Jennifer Scott RE/MAX Realty Source

    180 State Route 22a S, Jacks Creek, TN 38347
    • /39

      Est $364,185 Not Listed For Sale

      210 Seventh St, Henderson, TN 38340

      • 2 Beds
      • 2 Baths
      • 2,109 Sq Ft
      • Built 1970
      210 Seventh St, Henderson, TN 38340

      Last Sold Summary

      • 10% Above List Price
      • $156/SF
      • 36 Days On Market

      Last Sold Price $330,000

      Last Listing Agent Craig Casey Casey Realtors

  • /18

    $143,500 Pending

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

    629 Luray Ave, Henderson, TN 38340

    """"Great home for a family with a wonderful price or A GREAT INVESTMENT PROPERTY. 3 br., 1 bath, eat in kitchen, large living room, laundry room, covered front porch, large deck on back, Carport with a storage room. GREAT LOT. This is a must see. Close to downtown, stores and Freed Hardeman. Home has a new ROOF. Deck on back has trex decking. New Roof

    Linda Carter Casey Realtors

    629 Luray 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 $290,162

    Last Listing Agent Destiny Burns Stellar Realty Group

    185 Dry Creek Rd, Pinson, TN 38366
    • /28

      Est $437,881 Not Listed For Sale

      631 Oneal Ln, Henderson, TN 38340

      • 3 Beds
      • 2.5 Baths
      • 3,632 Sq Ft
      • Built 1996
      631 Oneal Ln, Henderson, TN 38340

      Last Sold Summary

      • 1% Above List Price
      • $120/SF
      • 131 Days On Market

      Last Sold Price $435,000

      Last Listing Agent Brent West Crye-Leike Elite

  • /69

    $598,500

    • 4 Beds
    • 3.5 Baths
    • 3,426 Sq Ft

    614 Oneal Ln, Henderson, TN 38340

    This beautiful home is located in one of the most desirable subdivisions in town — a wonderful walking neighborhood with easy access to Jackson. Built by the former owner of City Lumber Co., it features top-quality materials and thoughtful design throughout. Enjoy a newly paved circular driveway, large front yard, cozy living spaces. Spacious master suite with private patio, his and her bathroom,

    Craig Casey Casey Realtors

    614 Oneal Ln, 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 $339,474

    Last Listing Agent Kristen Londe Town and Country

    145 Dlynn Cove, Henderson, TN 38340
    • /20

      Est $239,976 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

      • 12% Above List Price
      • $111/SF
      • 56 Days On Market

      Last Sold Price $215,000

      Last Listing Agent Charlotte Vaughn RE/MAX

  • /51

    $979,000 Pending

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

    2490 Old Friendship Rd, Finger, TN 38334

    Welcome to your private 48-acre sanctuary in coveted Chester county! This spacious home features 5 bedrooms and 2.5 bathrooms and offers the perfect balance of upscale living and functional ranch utility. Some of the interior highlights include vaulted ceilings, open concept living room, dining, and kitchen areas, gas stove, coffee bar, private master suite and a large cozy entertainment room. An

    Ralph Harvey LISTWITHFREEDOM.COM

    2490 Old Friendship Rd, Finger, TN 38334
  • /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 $150,453

    Last Listing Agent Linda Carter Casey Realtors

    471 Woods Dr, Henderson, TN 38340
    • /21

      Est $360,233 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

      • $117/SF
      • 435 Days On Market

      Last Sold Price $360,000

      Last Listing Agent Zach Hannis Casey Realtors

  • /36

    $225,000

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

    515 Plunk Rd, Henderson, TN 38340

    Discover the perfect blend of comfort and country living at 515 Plunk Road in Henderson, TN! This charming 1,960 sq. ft. home features 3 bedrooms and 2 bathrooms, offering plenty of space to relax and enjoy the peaceful surroundings. Situated on 10 beautiful acres, the property is already well-equipped for animal lovers with ample fencing and setups for chickens, goats, dogs, and other small farm

    Brent West Crye-Leike Elite

    515 Plunk Rd, Henderson, TN 38340
  • /51

    $380,000 Sold May 29, 2025

    5160 Sunshine Rd, Henderson, TN 38340

    • 3 Beds
    • 3 Baths
    • 2,080 Sq Ft
    • Built 1976

    Last Sold Summary

    • 5% Below List Price
    • $183/SF
    • 11 Days On Market

    Current Estimated Value $417,655

    Last Listing Agent Madison Balding Town and Country

    5160 Sunshine Rd, Henderson, TN 38340
    • /19

      Est $185,859 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

      • 5% Above List Price
      • $153/SF
      • 22 Days On Market

      Last Sold Price $176,400

      Last Listing Agent Linda Carter Casey Realtors

  • /30

    $90,000

    • Land
    • 13.73 Acres
    • $6,555 per Acre

    TRACT 15 Highway 22 A, Jacks Creek, TN 38347

    SELLER FINANCE - NO CREDIT CHECKS - $1000 DOWN & ONLY $781/MTH 13.73 ACRES - LAND FOR SALE – JACKS CREEK, TN TRACT 15 HWY 22A JACKS CREEK, TN PROPERTY HAS OVERGROWN DRIVEWAY and 100ft TVA ELECTRICAL EASEMENT RUNNING THROUGH IT. NOTICE THE SURVEY! MAKES FOR A GREAT SHOOTING LANE DURING HUNTING SEASON!! SMALL PORTION OF THIS PROPERTY IS IN THE FLOOD ZONE - SEE MAP IN PICS Looking for affordable

    Timothy Crane 2 Cranes Realty

    TRACT 15 Highway 22 A, Jacks Creek, TN 38347
  • /37

    $260,000 Sold Jun 09, 2025

    2885 State Route 100 W, Henderson, TN 38340

    • 3 Beds
    • 2 Baths
    • 2,321 Sq Ft
    • Built 1983

    Last Sold Summary

    • 7% Below List Price
    • $112/SF
    • 63 Days On Market

    Current Estimated Value $286,641

    Last Listing Agent Richard Emison NextHome 383 Real Estate

    2885 State Route 100 W, Henderson, TN 38340
    • /23

      Est $280,170 Not Listed For Sale

      1145 Tucker Cove, Henderson, TN 38340

      • 4 Beds
      • 2 Baths
      • 2,264 Sq Ft
      • Built 1975
      1145 Tucker Cove, Henderson, TN 38340

      Last Sold Summary

      • 27% Above List Price
      • $97/SF
      • 4 Days On Market

      Last Sold Price $219,900

      Last Listing Agent Linda Carter Casey Realtors

  • /11

    $85,000 Pending

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

    454 Fourth St, Henderson, TN 38340

    Great investment property in the heart of Henderson, close to schools, shopping and dining. Sold AS IS-WHERE IS.

    Dian Blankenship Greer Real Estate Group

    454 Fourth St, Henderson, TN 38340
  • /5

    $100,900 Sold May 20, 2025

    580 Sanford St, Henderson, TN 38340

    • 2 Beds
    • 1.5 Baths
    • 606 Sq Ft
    • Built 1950

    Last Sold Summary

    • 8% Below List Price
    • $167/SF
    • 24 Days On Market

    Current Estimated Value $97,833

    Last Listing Agent Zach Hannis Casey Realtors

    580 Sanford St, Henderson, TN 38340
    • /13

      Est $188,634 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

      • 101% Above List Price
      • $79/SF
      • 9 Days On Market

      Last Sold Price $93,900

      Last Listing Agent Janet DiChiara EXIT Realty Blues City

  • /32

    $437,500

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

    3392 Sand Mountain Rd, Enville, TN 38332

    175± acres located on Sand Mountain in Chester County, TN. This tract offers more than 500 feet of frontage on Sand Mountain Rd with electricity and fiber internet available. The property includes approximately 155 acres of 7-year-old loblolly pine and 20 acres of aging hardwoods and pine. Good internal road system in place. Excellent deer and turkey hunting. The property sits along the Tennessee

    Austin Carroll Tutt Land Company

    3392 Sand Mountain Rd, Enville, TN 38332
  • /6

    $18,000 Sold Jul 03, 2025

    8705 Main St, Enville, TN 38332

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

    Last Sold Summary

    • $15/SF
    • 23 Days On Market

    Current Estimated Value $78,063

    Last Listing Agent Daniel Demers Sell Your Home Services, LLC

    8705 Main St, Enville, TN 38332
    • /27

      Est $257,974 Not Listed For Sale

      115 Dry Creek Rd, Pinson, TN 38366

      • 3 Beds
      • 2 Baths
      • 1,628 Sq Ft
      • Built 1981
      115 Dry Creek Rd, Pinson, TN 38366

      Last Sold Summary

      • 5% Above List Price
      • $150/SF
      • 13 Days On Market

      Last Sold Price $245,000

      Last Listing Agent Richard Emison NextHome 383 Real Estate

  • /13

    $159,000

    • 3 Beds
    • 2 Baths
    • 1,396 Sq Ft

    150 Jacks Creek St, Henderson, TN 38340

    Location Location Location.. Home perfectly located in the heart of Henderson! This property offers unbeatable convenience, just a short walk to Freed-Hardeman University, local restaurants, coffee shops, and all the best area amenities. Whether you’re looking for a personal home or an investment opportunity, this prime location delivers. It has a metal roof, and an Acre Land. Location truly is

    Sana Shah The Agency Nashville, LLC

    150 Jacks Creek St, Henderson, TN 38340
  • /36

    $492,275 Sold Jul 09, 2025

    855 Rabbit Ranch Rd, Henderson, TN 38340

    • 4 Beds
    • 3 Baths
    • 3,220 Sq Ft
    • Built 2004

    Last Sold Summary

    • 10% Below List Price
    • $153/SF
    • 20 Days On Market

    Current Estimated Value $487,220

    Last Listing Agent Brooke Baker Greer Real Estate Group

    855 Rabbit Ranch Rd, Henderson, TN 38340
    • /21

      Est $266,227 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

      • 23% Above List Price
      • $125/SF
      • 7 Days On Market

      Last Sold Price $217,000

      Last Listing Agent Jodie Parrish RE/MAX

  • /23

    $415,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 3,830 Sq Ft

    255 Oak Ridge Dr, Henderson, TN 38340

    Located at 255 Oak Ridge Dr, Henderson, TN 38340, this two-story brick home offers space, comfort, and a desirable setting in an established neighborhood in Henderson. Situated on approximately 1.3 acres, the property provides a generous yard with room to enjoy outdoor living. Inside, the home features four bedrooms and two and a half baths. The main level includes a large living room, den,

    Richard Emison NextHome 383 Real Estate

    255 Oak Ridge Dr, 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 $318,540

    Last Listing Agent Brandi Wilson RE/MAX Realty Source

    815 Trice Rd, Henderson, TN 38340
    • /47

      Est $342,575 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

      • 9% Below List Price
      • $196/SF
      • 12 Days On Market

      Last Sold Price $375,000

      Last Listing Agent Craig Casey Casey Realtors

  • /27

    $105,000

    • Land
    • 16.35 Acres
    • $6,422 per Acre

    TRACT 11 Highway 22 A, Jacks Creek, TN 38347

    SELLER FINANCE - NO CREDIT CHECKS - ONLY $1000 DOWN & $913/MTH 16.35 ACRES - LAND FOR SALE – JACKS CREEK, TN TRACT 10 HWY 22A JACKS CREEK, TN Looking for affordable land with natural beauty? This tract in Jacks Creek, TN offers a great mix of road frontage and wooded privacy ?? Price: $105,000 ?? Down Payment: $1,000 ?? Financing: 10% APR (no bank needed) ?? Monthly Payment Options: 30 Years:

    Timothy Crane 2 Cranes Realty

    TRACT 11 Highway 22 A, Jacks Creek, TN 38347
  • /36

    $265,000 Sold Oct 01, 2025

    802 Oneal Ln, Henderson, TN 38340

    • 4 Beds
    • 3.5 Baths
    • 3,284 Sq Ft
    • Built 1979

    Last Sold Summary

    • 2% Below List Price
    • $81/SF
    • 5 Days On Market

    Current Estimated Value $281,488

    Last Listing Agent Jada Slayton RE/MAX Realty Source

    802 Oneal Ln, Henderson, TN 38340
    • /10

      Est $485,595 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

      • $157/SF
      • 115 Days On Market

      Last Sold Price $485,000

      Last Listing Agent Phil Hopewell ResultsMLS Realtors

Showing Results 321 - 360, Page 9 of 18

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