Chester County, TN Homes

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  /40

  $558,700 Sold Feb 24, 2026

  10430 State Route 100 W, Henderson, TN 38340

  • 3 Beds
  • 2.5 Baths
  • 2,200+ Sq Ft
  • Built 1993

  Last Sold Summary

  • 9% Below List Price
  • $254/SF
  • 154 Days On Market

  Current Estimated Value $479,681

  Last Listing Agent Joseph Cummings Epique Realty

  10430 State Route 100 W, Henderson, TN 38340
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  /48

  Est $590,287 Not Listed For Sale

  370 Meadows Ln, Henderson, TN 38340

  • 3 Beds
  • 3 Baths
  • 4,200 Sq Ft
  • Built 1978

  370 Meadows Ln, Henderson, TN 38340

  Last Sold Summary

  • 9% Below List Price
  • $155/SF
  • 283 Days On Market

  Last Sold Price $649,514

  Last Listing Agent Linda Carter Casey Realtors
• 

  

  

  /19

  $46,000

  • Land
  • 7.64 Acres
  • $6,021 per Acre

  TRACT 7 Highway 22 A, Jacks Creek, TN 38347

  NO CREDIT CHECKS - $1000 DOWN & ONLY $395/MTH 7.64 ACRES - LAND FOR SALE – JACKS CREEK, TN TRACT 7 HWY 22A JACKS CREEK, TN Looking for affordable land with natural beauty and water on-site? These tracts in Jacks Creek, TN offer a great mix of road frontage, wooded privacy, and several creeks running through most of the property. The front of this property is high and dry but the back of this

  Timothy Crane 2 Cranes Realty

  TRACT 7 Highway 22 A, Jacks Creek, TN 38347
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  /32

  $469,900 Sold Nov 21, 2025

  137 Gibson Dr, Henderson, TN 38340

  • 4 Beds
  • 3 Baths
  • 2,720 Sq Ft
  • Built 1952

  Last Sold Summary

  • 6% Below List Price
  • $173/SF
  • 118 Days On Market

  Current Estimated Value $445,109

  Last Listing Agent Brent West Crye-Leike Elite

  137 Gibson Dr, Henderson, TN 38340
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  /14

  Est $152,180 Not Listed For Sale

  311 Memorial Ave, Henderson, TN 38340

  • 3 Beds
  • 1 Bath
  • 996 Sq Ft
  • Built 1987

  311 Memorial Ave, Henderson, TN 38340

  Last Sold Summary

  • 13% Above List Price
  • $136/SF
  • 2 Days On Market

  Last Sold Price $135,000

  Last Listing Agent Linda Carter Casey Realtors
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  /33

  $209,900

  • 2 Beds
  • 2 Baths
  • 1,868 Sq Ft

  444 Galbraith Ave, Henderson, TN 38340

  This charming two-bedroom, two-bath home offers generous living space and thoughtful design, featuring a large office with built-in bookshelves, a sunroom, a formal living room with a beautiful fireplace, a dining room, and a cozy breakfast nook. The residence includes a spacious walkout basement and multiple sitting areas that invite you to enjoy the surrounding nature. A well-appointed backyard

  Zach Hannis Casey Realtors

  444 Galbraith Ave, Henderson, TN 38340
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  /22

  $240,000 Sold Dec 30, 2025

  457 Kendyl Cove, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,555 Sq Ft
  • Built 2008

  Last Sold Summary

  • 8% Below List Price
  • $154/SF
  • 33 Days On Market

  Current Estimated Value $242,845

  Last Listing Agent Raven Taylor BHGRE Conner Jackson

  457 Kendyl Cove, Henderson, TN 38340
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  /8

  Est $182,141 Not Listed For Sale

  158 N Franklin Ave, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft
  • Built 2024

  158 N Franklin Ave, Henderson, TN 38340

  Last Sold Summary

  • 1% Below List Price
  • $171/SF
  • 63 Days On Market

  Last Sold Price $184,750

  Last Listing Agent Larry Roberts Casey Realtors
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  /30

  $171,900 Pending

  • Land
  • 76 Acres
  • $2,262 per Acre

  0 Palestine Ln, Henderson, TN 38340

  This 76+/- acre hunting, recreational, and timber tract is located north of Palestine Lane in southwest Chester County, Tennessee. The property features a mix of ridgetops, sloping hills, and a small creek bottom, providing diverse terrain and excellent wildlife habitat. This tract offers a well-balanced timber profile, including approximately 10± acres of 25-year-old loblolly pine, 12± acres of

  Austin Carroll Tutt Land Company

  0 Palestine Ln, Henderson, TN 38340
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  /21

  $184,800 Sold Jan 23, 2026

  0 Grooms Rd Unit PT-14, Henderson, TN 38340

  • Land
  • 84 Acres
  • $2,200 per Acre

  Last Sold Summary

  • 4% Below List Price
  • 39 Days On Market

  Last Listing Agent Austin Carroll Tutt Land Company

  0 Grooms Rd Unit PT-14, Henderson, TN 38340
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  /23

  Est $131,020 Not Listed For Sale

  323 N Church Ave, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,832 Sq Ft
  • Built 1940

  323 N Church Ave, Henderson, TN 38340

  Last Sold Summary

  • 46% Above List Price
  • $49/SF
  • 23 Days On Market

  Last Sold Price $90,000

  Last Listing Agent Eric Seratt Coldwell Banker Southern Realty
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  /65

  $850,000

  • 5,952 Sq Ft

  115 Chalet Ln, Henderson, TN 38340

  Secluded retreat featuring 7 charming cabins on 12.81 acres in a gated community with a private drive leading to all cabins. Currently operated as a 55+ community, 5 of the cabins are rented, offering excellent income potential. The main cabin is a spacious 2-bedroom, 3-bath home with 1,600 sq. ft. and is occupied by the owner. Five cabins are 2-bedroom, 1-bath units with 768 sq. ft. each, and

  Lori Yarbro Evans Real Estate

  115 Chalet Ln, Henderson, TN 38340
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  /2

  $35,000 Sold Mar 05, 2026

  636 Mifflin Ave, Henderson, TN 38340

  • Land
  • 0 Acre

  Last Sold Summary

  Last Listing Agent Tiffany Elder Porchlight Realty West TN

  636 Mifflin Ave, Henderson, TN 38340
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  /16

  Est $153,165 Not Listed For Sale

  358 E Third St, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 954 Sq Ft
  • Built 1900

  358 E Third St, Henderson, TN 38340

  Last Sold Summary

  • 11% Above List Price
  • $145/SF
  • 162 Days On Market

  Last Sold Price $138,500

  Last Listing Agent Richard Emison NextHome 383 Real Estate
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  /9

  $284,900

  • Land
  • 0 Acre

  X Cedar Brook Ln, Henderson, TN 38340

  Discover 63 acres of wooded landscape offering privacy and natural beauty just minutes from the conveniences of Henderson. The property features multiple potential building sites surrounded by mature trees and abundant wildlife. An entrance is located on Cedar Brook Lane, providing easy access while maintaining a peaceful country setting. Whether you're looking for a future home site,

  Sheila Darnell EXIT Realty Blues City

  X Cedar Brook Ln, Henderson, TN 38340
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  /62

  $273,900 Sold Feb 13, 2026

  208 Fourth St, Henderson, TN 38340

  • 6 Beds
  • 2.5 Baths
  • 2,290 Sq Ft
  • Built 1962

  Last Sold Summary

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

  Current Estimated Value $275,175

  Last Listing Agent Richard Emison NextHome 383 Real Estate

  208 Fourth St, Henderson, TN 38340
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  /18

  Est $212,089 Not Listed For Sale

  337 E Third St, Henderson, TN 38340

  • 2 Beds
  • 2 Baths
  • 1,211 Sq Ft
  • Built 1959

  337 E Third St, Henderson, TN 38340

  Last Sold Summary

  • 18% Above List Price
  • $149/SF
  • 5 Days On Market

  Last Sold Price $179,900

  Last Listing Agent Linda Carter Casey Realtors
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  /25

  $60,000

  • Land
  • 11.86 Acres
  • $5,059 per Acre

  TRACT 8 Highway 22 A, Jacks Creek, TN 38347

  SELLER FINANCE - NO CREDIT CHECKS - $1000 DOWN & ONLY $518/MTH 11.86 ACRES - LAND FOR SALE – JACKS CREEK, TN TRACT 8 HWY 22A JACKS CREEK, TN Affordable land with natural beauty and water on-site These tracts in Jacks Creek, TN offer a great mix of road frontage, wooded privacy, and creek runs through property. THIS PROPERTY IS IN THE FLOOD ZONE - SEE MAP IN PICS $60,000 - Down $1,000 - 10% APR

  Timothy Crane 2 Cranes Realty

  TRACT 8 Highway 22 A, Jacks Creek, TN 38347
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  /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

  Current Estimated Value $178,145

  Last Listing Agent Linda Carter Casey Realtors

  234 Tulip St, Henderson, TN 38340
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  /17

  Est $219,597 Not Listed For Sale

  337 Barham Ave, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,702 Sq Ft
  • Built 1932

  337 Barham Ave, Henderson, TN 38340

  Last Sold Summary

  • 19% Above List Price
  • $109/SF
  • 68 Days On Market

  Last Sold Price $185,000

  Last Listing Agent Brandi Ragan Ragan Realty Group
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  /14

  $58,000

  • Land
  • 8.84 Acres
  • $6,561 per Acre

  TRACT 5 Highway 22 A, Jacks Creek, TN 38347

  $1000 DOWN & NO CREDIT CHECKS - ONLY $500/MTH 8.84 ACRES - LAND FOR SALE – JACKS CREEK, TN ?? TRACT 5 HWY 22A JACKS CREEK, TN Affordable land with natural beauty and water on-site These tracts in Jacks Creek, TN offer a great mix of road frontage, wooded privacy, and creek runs through the property. The front of this property is high and dry but the back of this property is in a FLOOD ZONE - SEE

  Timothy Crane 2 Cranes Realty

  TRACT 5 Highway 22 A, Jacks Creek, TN 38347
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  /35

  $475,000 Sold Mar 13, 2026

  495 Tennessee 22 Alternate, Jacks Creek, TN 38347

  • 3 Beds
  • 3 Baths
  • 1,400+ Sq Ft
  • Built 1959

  Last Sold Summary

  • 32% Below List Price
  • $339/SF
  • 212 Days On Market

  Last Listing Agent Marisa Casteel BST Realty

  495 Tennessee 22 Alternate, Jacks Creek, TN 38347
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  /41

  Est $395,253 Not Listed For Sale

  450 Crook Ave, Henderson, TN 38340

  • 4 Beds
  • 2.5 Baths
  • 3,343 Sq Ft
  • Built 1930

  450 Crook Ave, Henderson, TN 38340

  Last Sold Summary

  • 5% Below List Price
  • $124/SF
  • 0 Days On Market

  Last Sold Price $415,000

  Last Listing Agent Linda Carter Casey Realtors
• 

  

  /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
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  /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
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  /34

  Not Listed For Sale

  486 Hill Ave, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 2,284 Sq Ft
  • Built 1950

  486 Hill Ave, Henderson, TN 38340

  Last Sold Summary

  • 10% Above List Price
  • $129/SF
  • 1 Day On Market

  Last Sold Price $295,000

  Last Listing Agent Linda Carter Casey Realtors
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  /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
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  /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 $128,051

  Last Listing Agent Zach Hannis Casey Realtors

  419 White Ave, Henderson, TN 38340
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  /14

  Est $190,912 Not Listed For Sale

  553 Galbraith Ave, Henderson, TN 38340

  • 3 Beds
  • 1.5 Baths
  • 1,252 Sq Ft
  • Built 1965

  553 Galbraith Ave, Henderson, TN 38340

  Last Sold Summary

  • 19% Above List Price
  • $128/SF
  • 35 Days On Market

  Last Sold Price $159,900

  Last Listing Agent Brandi Ragan Ragan Realty Group
• 

  

  /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
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  /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 $240,127

  Last Listing Agent Jessica Asberry EXIT Realty Blues City

  235 Pinecrest Dr, Henderson, TN 38340
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  /41

  Est $336,111 Not Listed For Sale

  510 Crook Ave, Henderson, TN 38340

  • 5 Beds
  • 3 Baths
  • 2,964 Sq Ft
  • Built 1965

  510 Crook Ave, Henderson, TN 38340

  Last Sold Summary

  • 7% Above List Price
  • $106/SF
  • 146 Days On Market

  Last Sold Price $315,000

  Last Listing Agent Linda Carter Casey Realtors
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  /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
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  /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
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  /18

  Est $179,068 Not Listed For Sale

  418 Lewis Ave, Henderson, TN 38340

  • 3 Beds
  • 1 Bath
  • 1,161 Sq Ft
  • Built 1977

  418 Lewis Ave, Henderson, TN 38340

  Last Sold Summary

  • 34% Above List Price
  • $115/SF
  • 59 Days On Market

  Last Sold Price $133,900

  Last Listing Agent Tony Neihoff RE/MAX
• 

  

  /21

  $42,000

  • Land
  • 6.89 Acres
  • $6,096 per Acre

  TRACT 6 Highway 22 A, Jacks Creek, TN 38347

  $1000 DOWN & NO CREDIT CHECKS - ONLY $421/MTH 6.89 ACRES - LAND FOR SALE – JACKS CREEK, TN TRACT 6 HWY 22A JACKS CREEK, TN Looking for affordable land with natural beauty and water on-site? Tracts in Jacks Creek, TN offer a great mix of road frontage, wooded privacy, and several creeks running through most of the property. The front of this property is high and dry but the back of this property

  Timothy Crane 2 Cranes Realty

  TRACT 6 Highway 22 A, Jacks Creek, TN 38347
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  /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

  Current Estimated Value $362,686

  Last Listing Agent Richard Emison NextHome 383 Real Estate

  1890 Montezuma Rd, Henderson, TN 38340
• 

  

  /23

  Est $334,358 Not Listed For Sale

  822 Kindra Dr, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,905 Sq Ft
  • Built 1996

  822 Kindra Dr, Henderson, TN 38340

  Last Sold Summary

  • 15% Above List Price
  • $153/SF
  • 4 Days On Market

  Last Sold Price $291,600

  Last Listing Agent Michael Burkeens Crye-Leike Elite
• 

  

  /15

  $55,000

  • Land
  • 7.83 Acres
  • $7,024 per Acre

  TRACT 14 Highway 22 A, Jacks Creek, TN 38347

  NO CREDIT CHECKS - $1000 DOWN & ONLY $474/MTH 7.83 ACRES - LAND FOR SALE – JACKS CREEK, TN TRACT 14 HWY 22A JACKS CREEK, TN Looking for affordable land with natural beauty and wooded? These tracts in Jacks Creek, TN offer a great mix of road frontage and wooded privacy. ?? Price: $55,000 ?? Down Payment: $1,000 ?? Financing: 10% APR (no bank needed) ?? Monthly Payment Options: 30 Years: ~$474/mo

  Timothy Crane 2 Cranes Realty

  TRACT 14 Highway 22 A, Jacks Creek, TN 38347
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  /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 $178,282

  Last Listing Agent Linda Carter Casey Realtors

  180 Taylor Trail, Henderson, TN 38340

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