6,799

Chester County, TN Homes

Section Image
    • /24

      Est $251,375 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,350 Sq Ft

      580 State Route 125, Henderson, TN 38340

      580 State Route 125, Henderson, TN 38340
  • /17

    $99,900

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    328 Baughn St, Henderson, TN 38340

    Beautifully remodeled home. Remodeled from the floors up. New paint, new fixtures, new windows, new appliances, new flooring! Perfectly fit for you. Call for you exclusive showing.

    Zach Hannis Casey Realtors

    328 Baughn St, Henderson, TN 38340
  • /35

    $170,000 Sold Apr 30, 2025

    608 Rosebud St, Henderson, TN 38340

    • 3 Beds
    • 1.5 Baths
    • 1,258 Sq Ft
    • Built 1973

    Last Sold Summary

    • 10% Below List Price
    • $135/SF
    • 3 Days On Market

    Current Estimated Value $171,926

    Last Listing Agent Jessica Asberry EXIT Realty Blues City

    608 Rosebud St, Henderson, TN 38340
    • /43

      Est $407,824 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,400 Sq Ft

      315 Millers Ln, Henderson, TN 38340

      315 Millers Ln, Henderson, TN 38340
  • /8

    $47,000

    • Land
    • 7.84 Acres
    • $5,995 per Acre

    0 Hughes Rd, Henderson, TN 38340

    Newly survyed 7.84 acre property close to Chickasaw State Park! This property features a cleared building site and frontage on two roads with Chickasaw State Park owning the land right across the road. Give me a call today for more information.

    Braden Rickman Farm & Home Realty

    0 Hughes Rd, Henderson, TN 38340
  • /44

    $289,000 Sold Oct 23, 2025

    135 Harris Ln, Henderson, TN 38340

    • 3 Beds
    • 2 Baths
    • 1,878 Sq Ft
    • Built 1978

    Last Sold Summary

    • $154/SF
    • 4 Days On Market

    Last Listing Agent Hadeel Alkiswani BHGRE Conner Jackson

    135 Harris Ln, Henderson, TN 38340
    • /43

      Est $540,898 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,586 Sq Ft

      240 Millers Ln, Henderson, TN 38340

      240 Millers Ln, Henderson, TN 38340
  • /13

    $70,000

    • Land
    • 5.79 Acres
    • $12,090 per Acre

    315 Roby Rd, Reagan, TN 38368

    Check this 5.79+- acres in Chester County .. super nice wooded/small open tract for sale . (2) Mobile home on property and shop (wired) .. nice building spot. Zoned residential ; call today!

    Hunter Ross Blue Suede Realty

    315 Roby Rd, Reagan, TN 38368
  • /58

    $325,000 Sold Dec 12, 2025

    115 Harmony Ln, Henderson, TN 38340

    • 3 Beds
    • 2 Baths
    • 1,720 Sq Ft
    • Built 1998

    Last Sold Summary

    • 13% Below List Price
    • $189/SF
    • 254 Days On Market

    Last Listing Agent Craig Casey Casey Realtors

    115 Harmony Ln, Henderson, TN 38340
    • /25

      Est $369,749 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,600 Sq Ft

      175 Autumn Hills Ln, Finger, TN 38334

      175 Autumn Hills Ln, Finger, TN 38334
  • /6

    $20,000

    • Land
    • 0.42 Acre
    • $47,619 per Acre

    0 Carolina St Unit 10211177, Henderson, TN 38340

    +/- .42 ACRES IN THE HEART OF HENDERSON. GREAT BUILDING LOT. ROAD FRONTAGE ON SOUTH CAROLINA AVENUE. CLOSE TO DOWNTOWN. NEARBY PUBLIC SCHOOLS & FREED HARDEMAN UNIVERSITY. FLAT LAND. PAVED ROAD FRONTAGE. CITY RESTRICTIONS TO PROTECT YOUR INVESTMENT. CALL TODAY!

    Ashton Roberts Molly Moore Realty

    0 Carolina St Unit 10211177, Henderson, TN 38340
  • /13

    $345,000 Sold Oct 21, 2025

    2070 Talley Store Rd, Henderson, TN 38340

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Below List Price
    • $192/SF
    • 26 Days On Market

    Last Listing Agent Brent West Crye-Leike Elite

    2070 Talley Store Rd, Henderson, TN 38340
    • /40

      Est $340,000 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,258 Sq Ft

      5340 Enville Rd, Henderson, TN 38340

      5340 Enville Rd, Henderson, TN 38340
  • /14

    $42,000

    • Land
    • 5.61 Acres
    • $7,487 per Acre

    TRACT 5 Tennessee 225, Henderson, TN 38340

    OWNER FINANCING - NO CREDIT CHECKS TRACT 4 STATE ROUTE 225 BETHEL SPRINGS, TN 5.61 ACRES - $42K - $1000 DOWN & $325/MTH BEAUTIFUL TENNESSEE LAND IN CHESTER COUNTY, TN. NICE 5.05 ACRES LOT SR 225 BETHEL SPRINGS TN. LAND IS UNRESTRICTED POWER & WATER IS AVAILABLE THIS IS VERY USABLE LAND! Build a house, mobile home or many different uses If you notice in the survey, there is a gas pipeline easement

    Timothy Crane 2 Cranes Realty

    TRACT 5 Tennessee 225, Henderson, TN 38340
  • /16

    $195,000 Sold May 15, 2025

    365 E 4th St, Henderson, TN 38340

    • 3 Beds
    • 2 Baths
    • 1,079 Sq Ft
    • Built 2022

    Last Sold Summary

    • 2% Below List Price
    • $181/SF
    • 3 Days On Market

    Last Listing Agent Aaliyah Cupples Stellar Realty Group

    365 E 4th St, Henderson, TN 38340
    • /28

      Est $234,969 Not Listed For Sale

      • 5 Beds
      • 5.5 Baths
      • 3,838 Sq Ft

      3870 Sweet Lips Rd, Henderson, TN 38340

      3870 Sweet Lips Rd, Henderson, TN 38340
  • /20

    $299,900

    • 3 Beds
    • 2 Baths
    • 1,693 Sq Ft

    766 Mason Ave, Henderson, TN 38340

    Charming 3-Bedroom Brick Home on a Private Street Welcome to this inviting 3-bedroom, 2-bath brick home tucked away at the end of a quiet private street, offering comfort, privacy, and convenience. The open living area creates a warm and welcoming atmosphere, highlighted by a cozy gas fireplace—perfect for relaxing evenings or entertaining guests. The thoughtfully designed layout flows seamlessly

    Melanie Malone Crye-Leike Elite

    766 Mason Ave, Henderson, TN 38340
  • /33

    $255,000 Sold Nov 17, 2025

    1825 Island Rd, Beech Bluff, TN 38313

    • 3 Beds
    • 2 Baths
    • 1,523 Sq Ft
    • Built 2002

    Last Sold Summary

    • 2% Above List Price
    • $167/SF
    • 2 Days On Market

    Last Listing Agent Shelby Robertson Nest Realty

    1825 Island Rd, Beech Bluff, TN 38313
    • /29

      Est $423,809 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,298 Sq Ft

      810 Charles Smith Loop, Henderson, TN 38340

      810 Charles Smith Loop, Henderson, TN 38340
  • /9

    $47,990 Pending

    • Land
    • 8.9 Acres
    • $5,392 per Acre

    0 McEarl Ln, Reagan, TN 38368

    Great Location! Beautiful piece of property conveniently located within 15 miles of both Henderson and Lexington, TN. This property offers road frontage on McEarl Lane and Hwy 100. Enjoy plenty of privacy with endless possibilities for building your dream home, mini farm, or weekend retreat.

    Lori Yarbro Evans Real Estate

    0 McEarl Ln, Reagan, TN 38368
  • /9

    $218,400 Sold Dec 02, 2025

    0 Terry Ln, Henderson, TN 38340

    • Land
    • 104 Acres
    • $2,100 per Acre

    Last Sold Summary

    • 6% Below List Price

    Last Listing Agent Jennifer Scott RE/MAX Realty Source

    0 Terry Ln, Henderson, TN 38340
    • /19

      Est $116,851 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,651 Sq Ft

      650 Old Finger Rd, Henderson, TN 38340

      650 Old Finger Rd, Henderson, TN 38340
  • /31

    $310,000

    • 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
  • /40

    $245,000 Sold Sep 19, 2025

    245 Henderson Rd, Pinson, TN 38366

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft
    • Built 1940

    Last Sold Summary

    • 2% Below List Price
    • $157/SF
    • 48 Days On Market

    Current Estimated Value $242,975

    Last Listing Agent Leigh Ann Smalley-Ward Fisher Realty & Auction

    245 Henderson Rd, Pinson, TN 38366
    • /14

      Est $341,987 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,823 Sq Ft

      1555 Us Highway 45 S, Henderson, TN 38340

      1555 Us Highway 45 S, Henderson, TN 38340
  • /27

    $299,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft

    2305 Mockingbird Rd, Medon, TN 38356

    Peaceful country setting with so much to offer. Enjoy nature and entertaining while sitting on the front porch, on the amazing covered patio or in the 30x40 shop. The workshop currently is a hunter's dream! Inside the house you have 3 beds, 2 baths that have been freshly painted. Beautiful hardwood throughout. The open living and dining area provide yet another area to entertain. You'll

    Brandi Ragan Ragan Realty Group

    2305 Mockingbird Rd, Medon, TN 38356
  • /22

    $154,900 Sold Mar 18, 2025

    6555 Roby Rd, Enville, TN 38332

    • 3 Beds
    • 2 Baths
    • 1,736 Sq Ft
    • Built 2006

    Last Sold Summary

    • 3% Below List Price
    • $89/SF
    • 113 Days On Market

    Last Listing Agent Linda Carter Casey Realtors

    6555 Roby Rd, Enville, TN 38332
    • /44

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,624 Sq Ft

      2065 Hughes Rd, Henderson, TN 38340

      2065 Hughes Rd, Henderson, TN 38340
  • /29

    $205,000

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    372 Kitchen Dr, Henderson, TN 38340

    Welcome to 372 Kitchen Drive in the heart of Henderson, TN. This 3-bedroom, 2-bath home offers 1232 sq ft of comfortable living space & modern updates throughout. Step inside to find fresh paint, new flooring, new spacious laundry room (and more), as well as a brand new master bedroom complete with its own private bath. The fenced backyard is perfect for children, pets, or entertaining, and the

    Jennifer Maness-Scott Stellar Realty Group

    372 Kitchen Dr, Henderson, TN 38340
  • /47

    $495,000 Sold Sep 25, 2025

    4840 Tennessee 200, Henderson, TN 38340

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

    Last Sold Summary

    • 9% Below List Price
    • $164/SF
    • 32 Days On Market

    Last Listing Agent Destiny Burns Stellar Realty Group

    4840 Tennessee 200, Henderson, TN 38340
    • /70

      Est $694,420 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,794 Sq Ft

      5280 State Route 100 W, Henderson, TN 38340

      5280 State Route 100 W, Henderson, TN 38340
  • /29

    $139,900

    • 3 Beds
    • 2 Baths
    • 1,164 Sq Ft

    225 Capps Ln, Pinson, TN 38366

    Quiet country living in this 3 BR 2 BA Chester County home, with no city taxes. Ideal for first-time buyers or investors, offering a blend of serenity and financial potential. Quiet country living in this 3 BR 2 BA Chester County home, with no city taxes. Ideal for first-time buyers or investors, offering a blend of serenity and financial potential.

    Zach Hannis Casey Realtors

    225 Capps Ln, Pinson, TN 38366
  • /10

    $185,000 Sold Nov 05, 2025

    11715 State Route 22a S, Enville, TN 38332

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft
    • Built 2009

    Last Sold Summary

    • 10% Below List Price
    • $122/SF
    • 6 Days On Market

    Last Listing Agent Shirley McKee Coldwell Banker McKee Realty

    11715 State Route 22a S, Enville, TN 38332
    • /38

      Est $515,129 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,300 Sq Ft

      1045 Pleasant Springs Rd, Henderson, TN 38340

      1045 Pleasant Springs Rd, Henderson, TN 38340
  • /15

    $90,000 Pending

    • Land
    • 17.18 Acres
    • $5,239 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
  • /7

    $45,000 Sold Feb 28, 2025

    4570 Tennessee 200, Henderson, TN 38340

    • Land
    • 3.14 Acres
    • $14,331 per Acre

    Last Sold Summary

    • 97 Days On Market

    Last Listing Agent Dustin Insell Coldwell Banker Southern Realty

    4570 Tennessee 200, Henderson, TN 38340
    • /41

      Est $494,116 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 3,501 Sq Ft

      1350 Deanburg Rd, Henderson, TN 38340

      1350 Deanburg Rd, Henderson, TN 38340
  • /15

    $225,550

    • Land
    • 45.11 Acres
    • $5,000 per Acre

    0 Highway 22 A, Enville, TN 38332

    Escape to Tennessee Country Living on this 45.11 parcel situated in Enville, TN. Ideally located just 20 miles from Lexington, Henderson, and Savannah, TN, this property offers no restrictions and lies outside city limits, giving you the perfect chance to make your dreams come true. Part of tract has already been cleared and ready to build on. Soil mapping has been done. Call today!

    Lori Yarbro Evans Real Estate

    0 Highway 22 A, Enville, TN 38332
  • /15

    $46,000 Sold Mar 20, 2025

    TRACT 4 Cash School Rd, Enville, TN 38332

    • Land
    • 7.08 Acres
    • $6,497 per Acre

    Last Sold Summary

    • 37 Days On Market

    Last Listing Agent Timothy Crane 2 Cranes Realty

    TRACT 4 Cash School Rd, Enville, TN 38332
    • /40

      Est $915,161 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,936 Sq Ft

      280 Harris Ln, Henderson, TN 38340

      280 Harris Ln, Henderson, TN 38340

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