Chester County, TN Homes

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  /40

  Est $330,000 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
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  /3

  $260,000

  • Land
  • 2.7 Acres
  • $96,296 per Acre

  00 Highway 45 S, Henderson, TN 38340

  Excellent location with high traffic count. Close proximity to Jackson & Henderson. Property is ready to build on. Owner is open to financing.

  Craig Casey Casey Realtors

  00 Highway 45 S, Henderson, TN 38340
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  /67

  $825,000 Sold Mar 31, 2025

  220 Teague Trace Ln, Luray, TN 38352

  • 4 Beds
  • 5 Baths
  • 3,682 Sq Ft
  • Built 2007

  Last Sold Summary

  • 20% Above List Price
  • $224/SF
  • 16 Days On Market

  Current Estimated Value $799,470

  Last Listing Agent Destiny Burns Stellar Realty Group

  220 Teague Trace Ln, Luray, TN 38352
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  /28

  Est $234,186 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
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  /4

  $104,900

  • Land
  • 0 Acre

  xxx Center Point Rd S, Reagan, TN 38368

  Beautiful 9.1-acre tract in Chester County offering an ideal setting to build your dream home. Just off Highway 22 and convenient to Highway 100, this property provides easy access while maintaining a peaceful, private atmosphere. A long, private driveway leads to an elevated homesite perched on a hill, offering privacy and one of the most scenic locations in the county. If you've been searching

  Sheila Darnell EXIT Realty Blues City

  xxx Center Point Rd S, Reagan, TN 38368
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  /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 $172,658

  Last Listing Agent Jessica Asberry EXIT Realty Blues City

  608 Rosebud St, Henderson, TN 38340
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  /29

  Est $427,841 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
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  /8

  $208,000

  • Land
  • 93 Acres
  • $2,237 per Acre

  0 Talley Store Rd, Henderson, TN 38340

  Explore 93 acres of beautiful Chester County land on Talley Store Road. This large tract offers a diverse mix of open fields, wooded acreage, natural wetlands, and gently rolling terrain. Much of the property lies within a natural floodplain, creating rich habitat ideal for abundant wildlife and excellent hunting opportunities. Portions of the land are also enrolled in a wetlands conservation

  Jennifer Scott RE/MAX Realty Source

  0 Talley Store 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

  Current Estimated Value $284,914

  Last Listing Agent Hadeel Alkiswani BHGRE Conner Jackson

  135 Harris Ln, Henderson, TN 38340
• 

  

  /19

  Est $191,697 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
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  /2

  $41,250 Pending

  • Land
  • 15 Acres
  • $2,750 per Acre

  705 Cave Springs Rd, Henderson, TN 38340

  Proposed 15 acres from a larger tract offering an excellent opportunity for hunting, recreation, and leisure use. This property provides a rural setting ideal for outdoor enjoyment. Final acreage, boundaries, road frontage and legal description to be determined by survey prior to closing.

  Tiffany Elder Porchlight Realty West TN

  705 Cave Springs Rd, Henderson, TN 38340
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  /2

  $15,000 Sold Jan 09, 2026

  234 N Franklin Ave, Henderson, TN 38340

  • 4 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Built 1900

  Last Sold Summary

  • 57% Below List Price
  • $14/SF
  • 10 Days On Market

  Last Listing Agent Linda Carter Casey Realtors

  234 N Franklin Ave, Henderson, TN 38340
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  /14

  Est $264,073 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
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  /24

  $249,000

  • 3 Beds
  • 2 Baths
  • 1,424 Sq Ft

  155 Whitley Ave, Henderson, TN 38340

  Welcome to this charming home built in 2023 that blends modern style with comfortable everyday living. This super cute 3-bedroom, 2-bath home features an open-concept floor plan designed for both entertaining and relaxing. The kitchen and living area flow seamlessly together, highlighted by white shaker cabinets, granite countertops throughout, and a roomy walk-in pantry that offers exceptional

  Amanda Driver Blackwell Realty and Auction

  155 Whitley Ave, Henderson, TN 38340
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  /56

  $579,000 Sold Dec 30, 2025

  1005 State Route 200, Henderson, TN 38340

  • 4 Beds
  • 3 Baths
  • 3,554 Sq Ft
  • Built 1986

  Last Sold Summary

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

  Last Listing Agent Lori Yarbro Evans Real Estate

  1005 State Route 200, Henderson, TN 38340
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  /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
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  /6

  $20,000

  • Land
  • 1.3 Acres
  • $15,385 per Acre

  Lot 22 Timberwood Cove, Henderson, TN 38340

  Nice residential lot in great location! This 1.3 acre vacant lot in Creekside Estates is ready for your dream home!

  Tara Joyner BHGRE Conner Brownsville

  Lot 22 Timberwood Cove, Henderson, TN 38340
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  /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
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  /70

  Est $700,536 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
• 

  

  /23

  $224,900

  • 3 Beds
  • 2 Baths
  • 1,707 Sq Ft

  1100 Stewart Rd, Henderson, TN 38340

  Private storm shelter, den is currently being used as 4th bedroom and has a door to large back deck and fenced yard. Please give tenant 24 hour notice to show. Seller is obligated to give tenants a 30 day notice to vacate. This will be done upon either of the following; successful closing on the property or the seller the receives from the buyer a non-refundable $10,000 deposit toward the

  Linda Carter Casey Realtors

  1100 Stewart Rd, Henderson, TN 38340
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  /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
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  /38

  Est $510,950 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
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  /35

  $750,000

  • Land
  • 1.38 Acres
  • $543,478 per Acre

  00 Newsome Ave, Henderson, TN 38340

  This corner lot on Hwy 45 Byp and West Main St/Hwy100 in Henderson with road frontage on 3 sides has endless possibilities. This is the only corner left on this high traffic intersection. This would be the perfect spot for a restaurant, general business, medical or any other type of business. Don't let this last corner lot get away, make it yours today!

  Jerry Bullman Crye-Leike Elite

  00 Newsome Ave, Henderson, TN 38340
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  /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
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  /41

  Est $496,341 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
• 

  

  /25

  $196,900

  • 4 Beds
  • 2 Baths
  • 1,152 Sq Ft

  380 Patterson Ln, Finger, TN 38334

  Cute 4-bedroom, 2-bath vinyl siding home located in a peaceful rural country setting. This home features beautiful luxury vinyl plank flooring throughout and offers a comfortable layout with plenty of space to grow. The large living room opens to a bright kitchen with custom white cabinets and black appliances, creating a nice flow for family living and entertaining. The master bedroom includes

  Richard Emison NextHome 383 Real Estate

  380 Patterson Ln, Finger, TN 38334
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  /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
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  /24

  Est $358,113 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,482 Sq Ft

  1100 Bear Creek Rd S, Pinson, TN 38366

  1100 Bear Creek Rd S, Pinson, TN 38366
• 

  

  /8

  $59,900

  • 2 Beds
  • 1,864 Sq Ft

  2160 Jones Rd, Luray, TN 38352

  Renovations have been started on this large country home sitting on one acre. Staircase to unfinished attic area could also be finished. Needs complete remodel including floors. New well installed June 2022. AGENT OWNED

  Linda Carter Casey Realtors

  2160 Jones Rd, Luray, TN 38352
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  /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
• 

  

  /16

  Est $147,434 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,039 Sq Ft

  20 Bear Rd, Pinson, TN 38366

  20 Bear Rd, Pinson, TN 38366
• 

  

  /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
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  /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
• 

  

  /13

  Est $198,833 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,362 Sq Ft

  709 Sanford St, Henderson, TN 38340

  709 Sanford St, 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
• 

  

  /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
• 

  

  /4

  Est $178,631 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,338 Sq Ft

  1041 W Main St, Henderson, TN 38340

  1041 W Main St, Henderson, TN 38340
• 

  

  /13

  $60,000

  • Land
  • 5.79 Acres
  • $10,363 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
• 

  

  /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
• 

  

  /28

  Est $227,166 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,220 Sq Ft

  105 Simmons St, Henderson, TN 38340

  105 Simmons St, Henderson, TN 38340

Showing Results 201 - 240, Page 6 of 18