6,811

Chester County, TN Homes

Section Image
  • /23

    $75,000 Sold Feb 21, 2025

    TRACT 3 Tennessee 225, Henderson, TN 38340

    • Land
    • 10.97 Acres
    • $6,837 per Acre

    Last Sold Summary

    • 10 Days On Market

    Last Listing Agent Timothy Crane 2 Cranes Realty

    TRACT 3 Tennessee 225, Henderson, TN 38340
    • /48

      Est $527,023 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 4,200 Sq Ft

      370 Meadows Ln, Henderson, TN 38340

      370 Meadows Ln, Henderson, TN 38340
  • /23

    $157,400

    • 3 Beds
    • 1.5 Baths
    • 960 Sq Ft

    1295 Mayfield Rd, Henderson, TN 38340

    Completely renovated 3 bed, 1.5 bath home with brand new roof, siding, windows, HVAC, fixtures, subfloor, and flooring. Fresh paint, doors, and trim provide a modern touch. Benefit from county taxes and a convenient location near Henderson, Jackson, Selmer, and Corinth. This property boasts a circle driveway, covered porches for outdoor relaxation, and sits on over a 1-acre lot. A $2000 appliance

    Linda Carter Casey Realtors

    1295 Mayfield Rd, Henderson, TN 38340
  • /14

    $175,000 Sold Jan 21, 2026

    234 Tulip St, Henderson, TN 38340

    • 3 Beds
    • 1 Bath
    • 1,075 Sq Ft
    • Built 1972

    Last Sold Summary

    • 2% Below List Price
    • $163/SF
    • 47 Days On Market

    Last Listing Agent Linda Carter Casey Realtors

    234 Tulip St, Henderson, TN 38340
    • /14

      Est $146,503 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 996 Sq Ft

      311 Memorial Ave, Henderson, TN 38340

      311 Memorial Ave, Henderson, TN 38340
  • /11

    $85,000

    • Land
    • 22 Acres
    • $3,864 per Acre

    00 Tennessee 225, Henderson, TN 38340

    22 Acres - Chester CountyA blank canvas in the country! 22 acres of raw land ready for your dream home, hunting spot, investment or weekend retreat! Peace, space, and endless possibilities. Seller will sell all 22 acres as one tract or will divide evenly into two equal tracts of 11 acres. Seller will pay for survey upon contract. Land has been select cut by seller. Gas line easement runs

    Dustin Insell Coldwell Banker Southern Realty

    00 Tennessee 225, Henderson, TN 38340
  • /65

    $479,900 Sold Dec 23, 2025

    240 Greystone CV St, Henderson, TN 38340

    • 3 Beds
    • 2.5 Baths
    • 2,338 Sq Ft
    • Built 2022

    Last Sold Summary

    • 4% Below List Price
    • $205/SF
    • 91 Days On Market

    Last Listing Agent Destiny Burns Stellar Realty Group

    240 Greystone CV St, Henderson, TN 38340
    • /8

      Est $189,754 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,080 Sq Ft

      158 N Franklin Ave, Henderson, TN 38340

      158 N Franklin Ave, Henderson, TN 38340
  • /3

    $301,600

    00 Woodland Dr, Henderson, TN 38340

    "DEVELOPMENT ACREAGE: ONE OF THE LARGEST ZONED R3 CHUNKS OF LAND IN CITY LIMITS. Start a new subdivision and build houses, duplexes or apartments. R-3 has the smallest lot size requirement for any restricted zoning. Sewer main already runs through it, and all utilities are available on both roads-- Woodland Drive and Forrest Drive. Three 50' access points to build roads through the property.

    Linda Carter Casey Realtors

    00 Woodland Dr, Henderson, TN 38340
  • /17

    $260,000 Sold Feb 12, 2025

    185 Westwood Cove, Henderson, TN 38340

    • 3 Beds
    • 2 Baths
    • 1,363 Sq Ft
    • Built 2022

    Last Sold Summary

    • 3% Below List Price
    • $191/SF
    • 2 Days On Market

    Current Estimated Value $268,643

    Last Listing Agent Brent West Crye-Leike Elite

    185 Westwood Cove, Henderson, TN 38340
    • /14

      Est $162,694 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,230 Sq Ft

      539 Woods Dr, Henderson, TN 38340

      539 Woods Dr, Henderson, TN 38340
  • /22

    $159,900

    • 4 Beds
    • 2 Baths
    • 2,138 Sq Ft

    456 Galbraith Ave, Henderson, TN 38340

    Expanded ranch-style home in Henderson offering over 2,100 sq ft and multiple living areas. Rehab needed, but strong potential with 4 bedrooms, 2 baths, living room, dining room, den, and bonus room or office. Fenced corner lot with deck and storage building. Convenient to downtown and the college campus. Sold as-is. Seller requires 2-3 business days to respond to all offers. Cash or

    John Alsobrook Pritchard Realty

    456 Galbraith Ave, Henderson, TN 38340
  • /22

    $120,000 Sold Aug 15, 2025

    419 White Ave, Henderson, TN 38340

    • 2 Beds
    • 2 Baths
    • 1,292 Sq Ft
    • Built 1920

    Last Sold Summary

    • 35% Below List Price
    • $93/SF
    • 10 Days On Market

    Current Estimated Value $128,030

    Last Listing Agent Zach Hannis Casey Realtors

    419 White Ave, Henderson, TN 38340
    • /23

      Est $140,953 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,832 Sq Ft

      323 N Church Ave, Henderson, TN 38340

      323 N Church Ave, Henderson, TN 38340
  • /5

    $20,000

    • Land
    • 1 Acre
    • $20,000 per Acre

    00 Deerfield Loop, Henderson, TN 38340

    Take a look at this beautiful lot in WestChester Hills, West of Henderson, and 3 blocks from West Chester Elementary. Wonderful area to build a home and raise a family. You can build a great home with a basement or a tornado area. Just lok at this look and we will go from there.

    Linda Carter Casey Realtors

    00 Deerfield Loop, Henderson, TN 38340
  • /31

    $235,000 Sold Jul 18, 2025

    235 Pinecrest Dr, Henderson, TN 38340

    • 3 Beds
    • 2 Baths
    • 1,148 Sq Ft
    • Built 1982

    Last Sold Summary

    • 2% Below List Price
    • $205/SF
    • 2 Days On Market

    Current Estimated Value $228,485

    Last Listing Agent Jessica Asberry EXIT Realty Blues City

    235 Pinecrest Dr, Henderson, TN 38340
    • /16

      Est $154,248 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 954 Sq Ft

      358 E Third St, Henderson, TN 38340

      358 E Third St, Henderson, TN 38340
  • /32

    $259,975 Pending

    • 3 Beds
    • 2 Baths
    • 1,564 Sq Ft

    265 Ollie Ln, Henderson, TN 38340

    Recently renovated 3 bed, 2 bath home with 1564 sq ft of living space. Master bedroom features a spacious closet. Luxury vinyl plank flooring flows through the entire home. Updates include fresh paint, fixtures, and appliances. Situated on a generous 1+ acre lot in a desirable subdivision with the benefit of county taxes.

    Larry Roberts Casey Realtors

    265 Ollie Ln, Henderson, TN 38340
  • /2

    $225,000 Sold Sep 30, 2025

    190 Robin Cove, Henderson, TN 38340

    • 3 Beds
    • 4 Baths
    • 1,300 Sq Ft
    • Built 2025

    Last Sold Summary

    • $173/SF

    Last Listing Agent Richard Emison NextHome 383 Real Estate

    190 Robin Cove, Henderson, TN 38340
    • /18

      Est $202,499 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,211 Sq Ft

      337 E Third St, Henderson, TN 38340

      337 E Third St, Henderson, TN 38340
  • /35

    $599,900 Pending

    • 3 Beds
    • 3 Baths
    • 1,400+ Sq Ft

    495 Tennessee 22 Alternate, Jacks Creek, TN 38347

    Are you looking for a large tract of land with lots of road frontage? Look no further than this 175 acre tract of land located on both sides of Highway 22. Property has at over 5000 ft of road frontage. Land is mainly wooded. Jacks Creek runs behind the implement shed. This property also has a dwelling, but home is inhabitable at this time. There is also a well on the property. New survey was

    Marisa Casteel BST Realty

    495 Tennessee 22 Alternate, Jacks Creek, TN 38347
  • /54

    $364,900 Sold Jan 23, 2026

    1890 Montezuma Rd, Henderson, TN 38340

    • 3 Beds
    • 2 Baths
    • 2,394 Sq Ft
    • Built 2005

    Last Sold Summary

    • 3% Below List Price
    • $152/SF
    • 3 Days On Market

    Last Listing Agent Richard Emison NextHome 383 Real Estate

    1890 Montezuma Rd, Henderson, TN 38340
    • /17

      Est $211,913 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,702 Sq Ft

      337 Barham Ave, Henderson, TN 38340

      337 Barham Ave, Henderson, TN 38340
  • /67

    $815,000

    • 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
  • /14

    $162,500 Sold Jun 30, 2025

    180 Taylor Trail, Henderson, TN 38340

    • 2 Beds
    • 1 Bath
    • 1,056 Sq Ft
    • Built 1999

    Last Sold Summary

    • $154/SF
    • 29 Days On Market

    Current Estimated Value $166,379

    Last Listing Agent Linda Carter Casey Realtors

    180 Taylor Trail, Henderson, TN 38340
    • /41

      Est $405,885 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,343 Sq Ft

      450 Crook Ave, Henderson, TN 38340

      450 Crook Ave, Henderson, TN 38340
  • /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
  • /40

    $299,900 Sold Feb 28, 2025

    95 Rushing Creek Ln, Henderson, TN 38340

    • 4 Beds
    • 2 Baths
    • 1,902 Sq Ft
    • Built 2013

    Last Sold Summary

    • $158/SF
    • 31 Days On Market

    Current Estimated Value $306,104

    Last Listing Agent Richard Emison NextHome 383 Real Estate

    95 Rushing Creek Ln, Henderson, TN 38340
    • /34

      Est $324,000 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,284 Sq Ft

      486 Hill Ave, Henderson, TN 38340

      486 Hill Ave, Henderson, TN 38340
  • /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
  • /9

    $65,000 Sold Dec 11, 2025

    237 E Third St, Henderson, TN 38340

    • 2 Beds
    • 1 Bath
    • 1,156 Sq Ft
    • Built 1946

    Last Sold Summary

    • 24% Below List Price
    • $56/SF
    • 7 Days On Market

    Last Listing Agent Linda Carter Casey Realtors

    237 E Third St, Henderson, TN 38340
    • /14

      Est $179,609 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,252 Sq Ft

      553 Galbraith Ave, Henderson, TN 38340

      553 Galbraith Ave, Henderson, TN 38340
  • /15

    $143,500

    • 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

    Linda Carter Casey Realtors

    629 Luray Ave, 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 $245,943

    Last Listing Agent Destiny Burns Stellar Realty Group

    1710 Clarks Creek Rd, Henderson, TN 38340
    • /41

      Est $356,088 Not Listed For Sale

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

      510 Crook Ave, Henderson, TN 38340

      510 Crook Ave, Henderson, TN 38340
  • /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
  • /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

    Last Listing Agent Jennifer Scott RE/MAX Realty Source

    180 State Route 22a S, Jacks Creek, TN 38347
    • /18

      Est $171,776 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,161 Sq Ft

      418 Lewis Ave, Henderson, TN 38340

      418 Lewis Ave, Henderson, TN 38340
  • /51

    $990,000

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

    2490 Old Friendship Rd, Finger, TN 38334

    Spacious four-bedroom single-family home in Kalamazoo offering a value-add opportunity for investors. The home features living space, one bathroom, and an existing garage, providing a solid layout for renovation and repositioning. The sale includes two parcels totaling approximately 0.36 acres, including the neighboring corner lot, adding additional land value and flexibility. Parcel IDs

    Ralph Harvey LISTWITHFREEDOM.COM

    2490 Old Friendship Rd, Finger, TN 38334
  • /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 $278,376

    Last Listing Agent Destiny Burns Stellar Realty Group

    185 Dry Creek Rd, Pinson, TN 38366

Showing Results 281 - 320, Page 8 of 18

How to Buy a Home How to Finance a Home How to Sell a Home