Chester County, TN Homes

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  /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
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  /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

  Current Estimated Value $183,192

  Last Listing Agent Shirley McKee Coldwell Banker McKee Realty

  11715 State Route 22a S, Enville, TN 38332
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  /34

  Est $445,247 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,356 Sq Ft

  510 Deerfield Loop, Henderson, TN 38340

  510 Deerfield Loop, Henderson, TN 38340
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  /29

  $205,000 Pending

  • 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
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  /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
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  /35

  Est $258,487 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,552 Sq Ft

  480 Enville Rd, Henderson, TN 38340

  480 Enville Rd, Henderson, TN 38340
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  /29

  $139,900 Pending

  • 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
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  /55

  $579,000 Sold Dec 30, 2025

  1005 Tennessee 200, Henderson, TN 38340

  • 4 Beds
  • 3 Baths
  • 3,555 Sq Ft
  • Built 1986

  Last Sold Summary

  • 3% Below List Price
  • $163/SF
  • 40 Days On Market

  Last Listing Agent Lori Yarbro Evans Real Estate

  1005 Tennessee 200, Henderson, TN 38340
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  /19

  Est $164,724 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,074 Sq Ft

  745 Jacks Creek Cove, Henderson, TN 38340

  745 Jacks Creek Cove, Henderson, TN 38340
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  /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
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  /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
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  /29

  Est $244,249 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,855 Sq Ft

  198 Stewart Ave, Henderson, TN 38340

  198 Stewart Ave, Henderson, TN 38340
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  /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
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  /7

  $18,500 Sold Jul 23, 2025

  151 N Carolina Ave, Henderson, TN 38340

  • 2 Beds
  • 1 Bath
  • 694 Sq Ft
  • Built 1954

  Last Sold Summary

  • 63% Below List Price
  • $27/SF
  • 2 Days On Market

  Current Estimated Value $54,470

  Last Listing Agent Dustin Hepburn Rebuilt Brokerage LLC

  151 N Carolina Ave, Henderson, TN 38340
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  /46

  Est $393,964 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,707 Sq Ft

  1460 Enville Rd, Henderson, TN 38340

  1460 Enville Rd, Henderson, TN 38340
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  /15

  $174,500 Pending

  • 3 Beds
  • 1 Bath
  • 1,363 Sq Ft

  927 Woodland Dr, Henderson, TN 38340

  Open floorplan. Major renovation 2023. New roof 9/22.

  Linda Carter Casey Realtors

  927 Woodland Dr, Henderson, TN 38340
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  /29

  $160,000 Sold Jul 25, 2025

  955 Leo Weaver Rd, Finger, TN 38334

  • 3 Beds
  • 2 Baths
  • 1,150 Sq Ft
  • Built 2007

  Last Sold Summary

  • 3% Above List Price
  • $139/SF
  • 3 Days On Market

  Last Listing Agent Madison Balding Town and Country

  955 Leo Weaver Rd, Finger, TN 38334
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  /10

  Est $169,000 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,351 Sq Ft

  5330 Cash School Rd, Enville, TN 38332

  5330 Cash School Rd, Enville, TN 38332
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  /7

  $244,900

  • Land
  • 65.9 Acres
  • $3,716 per Acre

  2800 Plainview Rd, Henderson, TN 38340

  Secluded 65+ acre rural oasis with pristine woods, perfect for off-grid living and a peaceful retreat. Endless possibilities await on this vast parcel, ideal for creating your own private sanctuary in nature's embrace. Embrace the tranquility of country living on this undisturbed land, where Jacks Creek flows through, enhancing the scenic beauty.

  Larry Roberts Casey Realtors

  2800 Plainview Rd, Henderson, TN 38340
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  /6

  $20,000 Sold Oct 08, 2025

  6530 Main St, Enville, TN 38332

  • Land
  • 0.52 Acre
  • $38,462 per Acre

  Last Sold Summary

  • 43% Below List Price
  • 39 Days On Market

  Last Listing Agent Charissa Paniuski EXIT Realty Blues City

  6530 Main St, Enville, TN 38332
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  /48

  Est $449,775 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,600 Sq Ft

  735 Benson Rd, Reagan, TN 38368

  735 Benson Rd, Reagan, TN 38368
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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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  /24

  $439,900 Sold Jul 25, 2025

  2845 Sanford Rd, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,583 Sq Ft
  • Built 2000

  Last Sold Summary

  • $278/SF
  • 18 Days On Market

  Current Estimated Value $420,676

  Last Listing Agent Jon Putt Putt Real Estate Advisors

  2845 Sanford Rd, Henderson, TN 38340
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  /39

  Est $459,657 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,660 Sq Ft

  150 Tall Pines Rd, Henderson, TN 38340

  150 Tall Pines Rd, Henderson, TN 38340
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  /21

  $239,900

  • 4 Beds
  • 2 Baths
  • 2,570 Sq Ft

  934 Sand Ave, Henderson, TN 38340

  Spacious 4 bedroom, 2 bathroom home located inside Henderson city limits. This unique property features living room, kitchen, laundry room, 2 bedrooms and 1 bathroom upstairs, with an additional 2 bedrooms, 1 bathroom, and a huge living room in the basement. The basement space could be utilized as a mother-in-law suite or guest quarters. Situated on a large lot, the home offers a deck (with new

  Linda Carter Casey Realtors

  934 Sand Ave, Henderson, TN 38340
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  /43

  $514,900 Sold Dec 23, 2025

  175 Ridgewood Dr, Henderson, TN 38340

  • 5 Beds
  • 3.5 Baths
  • 3,194 Sq Ft
  • Built 2017

  Last Sold Summary

  • 1% Below List Price
  • $161/SF
  • 20 Days On Market

  Last Listing Agent Michelle Lilly Lilly Realty

  175 Ridgewood Dr, Henderson, TN 38340
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  /32

  Est $428,674 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,411 Sq Ft

  5370 State Route 100 E, Henderson, TN 38340

  5370 State Route 100 E, Henderson, TN 38340
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  /30

  $171,900

  • 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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  /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

  Last Listing Agent Brent West Crye-Leike Elite

  137 Gibson Dr, Henderson, TN 38340
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  /26

  Est $271,001 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,577 Sq Ft

  330 Courtney Cove, Henderson, TN 38340

  330 Courtney Cove, Henderson, TN 38340
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  /18

  $39,900

  • Land
  • 5.5 Acres
  • $7,255 per Acre

  Tract 2 Tennessee 225, Bethel Springs, TN 38315

  A great opportunity for unrestricted land and one of 2 possible lots in Chester Co. 5.5 acres on Hwy 225. Is your dream: a getaway with a trailer or mobile home, small pasture for farm animals or an escape to a quiet home in the country with no restrictions? This lot has 5.5 acres and 140 feet of road frontage (similar to the other 3). Tracts 1,4,5,6,7 & 8 have been sold. Tracts 2 & 3 are still

  Mike Singleton McIver Land & Realty

  Tract 2 Tennessee 225, Bethel Springs, TN 38315
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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

  Last Listing Agent Raven Taylor BHGRE Conner Jackson

  457 Kendyl Cove, Henderson, TN 38340
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  /13

  Est $153,230 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,171 Sq Ft

  450 Second St, Henderson, TN 38340

  450 Second St, Henderson, TN 38340
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  /65

  $850,000

  • 1,600 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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  /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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  /11

  Est $243,945 Not Listed For Sale

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

  553 Fawn Dr, Henderson, TN 38340

  553 Fawn Dr, Henderson, TN 38340
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  /16

  $750,000

  • Land
  • 14 Acres
  • $53,571 per Acre

  0 Steed St, Henderson, TN 38340

  PRIME 14 ACRE DEVELOPMENT OPPORTUNITY WITH DUAL ROAD FRONTAGE. Explore the possibilities on this 14 acre gem located within the city limits. This property boasts road frontage on two separate roads offering excellent entry points. With utilities available and a prime location close to schools, local amenities and offering easy access into town, this land is an outstanding investment. Seize the

  Tiffany Elder Porchlight Realty West TN

  0 Steed St, Henderson, TN 38340
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  /28

  $297,000 Sold Feb 28, 2025

  70 Alpine Cove, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft
  • Built 1998

  Last Sold Summary

  • 3% Below List Price
  • $183/SF
  • 4 Days On Market

  Current Estimated Value $298,523

  Last Listing Agent Julie Holt Blue Suede Realty

  70 Alpine Cove, Henderson, TN 38340
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  /11

  Est $178,261 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,254 Sq Ft

  425 Fourth St, Henderson, TN 38340

  425 Fourth St, Henderson, TN 38340
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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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