Chester County, TN Homes

• 

  

  

  /25

  $259,900

  • 3 Beds
  • 2 Baths
  • 1,354 Sq Ft

  707 Mifflin Avenue Extension, Henderson, TN 38340

  Welcome home to this beautifully maintained 3-bedroom, 2-bath residence located in the heart of the city. Designed with an open floor plan, this home offers seamless flow between the living, dining, and kitchen areas—perfect for everyday living and entertaining. There's plenty of space for a large dining table, complemented by a kitchen peninsula with seating for casual meals and gatherings.

  Melanie Malone Crye-Leike Elite

  707 Mifflin Avenue Extension, Henderson, TN 38340
• 

  

  

  /21

  $270,000 Sold Nov 21, 2025

  1510 Talley Store Rd, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,424 Sq Ft
  • Built 2012

  Last Sold Summary

  • 10% Below List Price
  • $190/SF
  • 7 Days On Market

  Last Listing Agent Scott Shelton Crye-Leike Elite

  1510 Talley Store Rd, Henderson, TN 38340
• 

  

  

  /21

  Est $364,447 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 3,066 Sq Ft

  989 Sanford St, Henderson, TN 38340

  989 Sanford St, Henderson, TN 38340
• 

  

  

  /22

  $165,777

  • 3 Beds
  • 2 Baths
  • 2,366 Sq Ft

  129 N Carolina Ave, Henderson, TN 38340

  Charming Move-In Ready Home Near Freed-Hardeman University! 129 North Carolina Ave, Henderson, TN Welcome to this beautifully updated single-family home located just minutes from Freed-Hardeman University and historic downtown Henderson. Whether you're a first-time homebuyer, an investor looking for strong rental potential, or someone seeking extra space without breaking the bank—this property is

  Billy Cromwell EXIT Realty Blues City

  129 N Carolina Ave, Henderson, TN 38340
• 

  

  

  /59

  $247,500 Sold May 16, 2025

  15 Mitchell Ln, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 2,048 Sq Ft
  • Built 1977

  Last Sold Summary

  • 24% Below List Price
  • $121/SF
  • 370 Days On Market

  Current Estimated Value $254,854

  Last Listing Agent Larry Roberts Casey Realtors

  15 Mitchell Ln, Henderson, TN 38340
• 

  

  /19

  Est $186,574 Not Listed For Sale

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

  1126 Tucker Cove, Henderson, TN 38340

  1126 Tucker Cove, Henderson, TN 38340
• 

  

  /13

  $172,000

  • 3 Beds
  • 1 Bath
  • 1,071 Sq Ft

  576 Luray Ave, Henderson, TN 38340

  Charming renovated brick home. Ideal opportunity for a first-time homebuyer or someone looking to downsize. Mature trees shade the front and backyard, perfect for relaxing on your deck or hosting a family BBQ. Includes refrigerator, washer, and dryer. Many upgrades, including a roof, windows, a hot water heater, and HVAC. Conveniently located in the Chester County school district.

  Elizabeth Burlew eXp Realty, LLC

  576 Luray Ave, Henderson, TN 38340
• 

  

  /19

  $199,900 Sold Jul 25, 2025

  1040 Parker Loop, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,196 Sq Ft
  • Built 1976

  Last Sold Summary

  • 9% Below List Price
  • $167/SF
  • 281 Days On Market

  Current Estimated Value $188,456

  Last Listing Agent Richard Emison NextHome 383 Real Estate

  1040 Parker Loop, Henderson, TN 38340
• 

  

  /23

  Est $253,764 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,264 Sq Ft

  1145 Tucker Cove, Henderson, TN 38340

  1145 Tucker Cove, Henderson, TN 38340
• 

  

  /17

  $215,500

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  5060 Enville Rd, Henderson, TN 38340

  Home comes with a Home Warranty. Welcome to 5060 Enville Rd. Henderson, TN. This charming 3bed 2bath farmhouse seamlessly blends comfort with rustic appeal. This home highlights a huge master bedroom perfect for your retreat after a busy day, a brand new roof that ensures years of worry-free living, 2 acres of beautiful landscape, a poultry coop and a workshop with electricity ready for any DIY

  Braden Mileham Blue Suede Realty

  5060 Enville Rd, Henderson, TN 38340
• 

  

  /16

  $132,900 Sold Apr 14, 2025

  313 Iris St, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,303 Sq Ft
  • Built 1952

  Last Sold Summary

  • 2% Below List Price
  • $102/SF
  • 9 Days On Market

  Current Estimated Value $143,326

  Last Listing Agent Melanie Malone Crye-Leike Elite

  313 Iris St, Henderson, TN 38340
• 

  

  /13

  Est $163,702 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,193 Sq Ft

  1905 N Pisgah Rd, Henderson, TN 38340

  1905 N Pisgah Rd, Henderson, TN 38340
• 

  

  /12

  $59,999 Pending

  • Land
  • 18.5 Acres
  • $3,243 per Acre

  0 Smith Rd, Luray, TN 38352

  Gorgeous 18.5 unrestricted acreages nested in a beautiful rural area in Chester County! Most of the land is wooded with plenty of room for new construction, building your DREAM home, animals, homesteading/farming, and with access to electricity! If you enjoy a rural, quiet, and beautiful scenery, this is the property for you! Owner financing is available! SUBMIT YOUR OFFER TODAY!

  Betty McGaughey

  0 Smith Rd, Luray, TN 38352
• 

  

  /52

  $210,000 Sold Jul 21, 2025

  325 Crook Ave, Henderson, TN 38340

  • 4 Beds
  • 2 Baths
  • 2,265 Sq Ft
  • Built 1946

  Last Sold Summary

  • 25% Below List Price
  • $93/SF

  Current Estimated Value $241,917

  Last Listing Agent Linda Carter Casey Realtors

  325 Crook Ave, Henderson, TN 38340
• 

  

  /27

  Est $276,564 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,628 Sq Ft

  115 Dry Creek Rd, Pinson, TN 38366

  115 Dry Creek Rd, Pinson, TN 38366
• 

  

  /25

  $524,900

  • 7 Beds
  • 4 Baths
  • 5,248 Sq Ft

  4335 Silerton Rd, Henderson, TN 38340

  Spacious 7-bedroom, 4-bath home on 44 acres featuring a full basement, bonus room, and a large workshop. The main level offers 3 bedrooms, a full kitchen, living areas, and easy access to the sunroom that overlooks the property. The basement adds 4 more bedrooms, a second full kitchen, and additional living space, plus a second wood-burning fireplace for cozy nights. A 2-car attached garage,

  Zach Hannis Casey Realtors

  4335 Silerton Rd, Henderson, TN 38340
• 

  

  /15

  $259,000 Sold May 05, 2025

  603 Luray Ave, Henderson, TN 38340

  • 4 Beds
  • 2 Baths
  • 2,100 Sq Ft
  • Built 1960

  Last Sold Summary

  • $123/SF
  • 90 Days On Market

  Last Listing Agent Anthony Mannie KAIZEN Realty, LLC

  603 Luray Ave, Henderson, TN 38340
• 

  

  /21

  Est $244,270 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,732 Sq Ft

  125 Capps Ln, Pinson, TN 38366

  125 Capps Ln, Pinson, TN 38366
• 

  

  /33

  $294,900

  • 4 Beds
  • 2.5 Baths
  • 3,780 Sq Ft

  524 Hill Ave, Henderson, TN 38340

  Spacious 3,780 sq. ft. home featuring 4 bedrooms and 2.5 baths with plenty of extra space throughout. The main level offers 3 bedrooms, 2 full baths, and a large bonus room on the back of the home—perfect for a family room or game area. Upstairs includes an additional bedroom, half bath, and a generous storage area. The fenced backyard includes a storm shelter and is ideal for pets or outdoor

  Lori Yarbro Evans Real Estate

  524 Hill Ave, Henderson, TN 38340
• 

  

  /22

  $223,500 Sold Nov 06, 2025

  110 Guy McAdams Rd, Henderson, TN 38340

  • 4 Beds
  • 2 Baths
  • 1,509 Sq Ft
  • Built 2002

  Last Sold Summary

  • 11% Below List Price
  • $148/SF
  • 53 Days On Market

  Last Listing Agent Hunter Ross Blue Suede Realty

  110 Guy McAdams Rd, Henderson, TN 38340
• 

  

  /47

  Est $269,562 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,910 Sq Ft

  1240 Old Jackson Rd, Henderson, TN 38340

  1240 Old Jackson Rd, Henderson, TN 38340
• 

  

  /28

  $525,000

  • 4 Beds
  • 3 Baths
  • 3,316 Sq Ft

  515 Ridgewood Dr, Henderson, TN 38340

  Spacious 4-5 Bedroom Home on Over an Acre in a Peaceful Country Setting - County Taxes Only! Welcome to this beautiful and versatile 4-bedroom, 3-bath home nestled on just over an acre in a sought-after neighborhood. Enjoy the best of both worlds — country tranquility just minutes from town! Inside, you'll find a smart layout with 2 bedrooms conveniently located downstairs, and 2 more upstairs

  Brandi Ragan Ragan Realty Group

  515 Ridgewood Dr, Henderson, TN 38340
• 

  

  /40

  $188,000 Sold Nov 25, 2025

  2400 Peddy Vestal Loop, Henderson, TN 38340

  • 4 Beds
  • 3 Baths
  • 1,400 Sq Ft
  • Built 1968

  Last Sold Summary

  • 2% Above List Price
  • $134/SF
  • 6 Days On Market

  Last Listing Agent Linda Carter Casey Realtors

  2400 Peddy Vestal Loop, Henderson, TN 38340
• 

  

  /37

  Est $318,478 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,413 Sq Ft

  1050 Trice Rd, Henderson, TN 38340

  1050 Trice Rd, Henderson, TN 38340
• 

  

  /7

  $199,900

  • Land
  • 21 Acres
  • $9,519 per Acre

  000 Morgan St, Henderson, TN 38340

  Beautiful pasture ready to be farmed or developed. Beautiful pasture ready to be farmed or developed.

  Brent West Crye-Leike Elite

  000 Morgan St, Henderson, TN 38340
• 

  

  /27

  $38,000 Sold Nov 07, 2025

  TRACT 4 Tennessee 225, Henderson, TN 38340

  • Land
  • 5.05 Acres
  • $7,525 per Acre

  Last Sold Summary

  • 47 Days On Market

  Last Listing Agent Timothy Crane 2 Cranes Realty

  TRACT 4 Tennessee 225, Henderson, TN 38340
• 

  

  /40

  Est $451,498 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  235 Cedar Field Ln, Henderson, TN 38340

  235 Cedar Field Ln, Henderson, TN 38340
• 

  

  /24

  $265,000

  • 3 Beds
  • 2 Baths
  • 1,596 Sq Ft

  65 Bavarian Dr, Henderson, TN 38340

  Welcome home! This 3-bedroom, 2-bath home offers 1,596 square feet of comfortable living space on a spacious 1.43-acre lot. The living room features skylights that bring in abundant natural light, and the welcoming entrance foyer sets the tone upon arrival. Several closets throughout the home provide ample storage, including a large closet in the primary bedroom. Enjoy the fenced yard—perfect for

  Aaliyah Cupples Stellar Realty Group

  65 Bavarian Dr, Henderson, TN 38340
• 

  

  /12

  $155,000 Sold Apr 02, 2025

  219 Barham Ave, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,125 Sq Ft
  • Built 2000

  Last Sold Summary

  • 14% Below List Price
  • $138/SF
  • 280 Days On Market

  Current Estimated Value $156,913

  Last Listing Agent Linda Carter Casey Realtors

  219 Barham Ave, Henderson, TN 38340
• 

  

  /20

  Est $163,682 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,319 Sq Ft

  1730 Glendale Rd, Henderson, TN 38340

  1730 Glendale Rd, Henderson, TN 38340
• 

  

  /10

  $182,900

  • 5 Beds
  • 2 Baths
  • 1,917 Sq Ft

  325 Jennings Rd, Reagan, TN 38368

  Good area in rural area. NEW septic system just installed. New flooring installed of both carpet and lvp. House is empty and ready for the new owners.

  Craig Casey Casey Realtors

  325 Jennings Rd, Reagan, TN 38368
• 

  

  /27

  $240,000 Sold Apr 25, 2025

  766 Sand Ave, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,520 Sq Ft
  • Built 1995

  Last Sold Summary

  • 2% Below List Price
  • $158/SF
  • 9 Days On Market

  Current Estimated Value $237,331

  Last Listing Agent Madison Balding Town and Country

  766 Sand Ave, Henderson, TN 38340
• 

  

  /24

  Est $172,385 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  6970 State Route 100 E, Henderson, TN 38340

  6970 State Route 100 E, Henderson, TN 38340
• 

  

  /27

  $229,900

  • 3 Beds
  • 2 Baths
  • 1,697 Sq Ft

  263 North Ave, Henderson, TN 38340

  Welcome to this beautifully remodeled 3 bedroom, 2 bath brick home located in a highly desirable area just minutes from FHU, schools, and shopping. The home has been thoughtfully updated with both style and comfort in mind, making it move-in ready for its next owner. Step inside to find a spacious living room featuring luxury vinyl plank flooring and a cozy fireplace, perfect for gatherings or

  Richard Emison NextHome 383 Real Estate

  263 North Ave, Henderson, TN 38340
• 

  

  /26

  $235,000 Sold May 02, 2025

  722 Hearn St, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,477 Sq Ft
  • Built 2002

  Last Sold Summary

  • 4% Below List Price
  • $159/SF
  • 46 Days On Market

  Current Estimated Value $239,788

  Last Listing Agent Madison Balding Town and Country

  722 Hearn St, Henderson, TN 38340
• 

  

  /29

  Est $322,951 Not Listed For Sale

  • Studio
  • 1,878 Sq Ft

  690 Roby Rd, Reagan, TN 38368

  690 Roby Rd, Reagan, TN 38368
• 

  

  /3

  $28,000

  • 3 Beds
  • 1.5 Baths
  • 1,152 Sq Ft

  132 Whitley Ave, Henderson, TN 38340

  Calling all investors! Possibilities are endless. Home is in need of extensive repairs. 3 bedrooms, 1 and half bath, laundry room, storm shelter, and a big backyard.

  Jamie Wray Vantage Real Estate Services

  132 Whitley Ave, Henderson, TN 38340
• 

  

  /19

  $42,500 Sold Dec 17, 2025

  1945 Hughes Rd, Henderson, TN 38340

  • Land
  • 4.22 Acres
  • $10,071 per Acre

  Last Sold Summary

  • 15% Below List Price
  • 60 Days On Market

  Last Listing Agent Braden Rickman Farm & Home Realty

  1945 Hughes Rd, Henderson, TN 38340
• 

  

  /14

  Est $120,248 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,140 Sq Ft

  40 Sand Mountain Rd, Jacks Creek, TN 38347

  40 Sand Mountain Rd, Jacks Creek, TN 38347
• 

  

  /20

  $132,900

  • 3 Beds
  • 1 Bath
  • 1,125 Sq Ft

  1127 Tucker Cove, Henderson, TN 38340

  Quaint 3 bedroom, 1 bathroom brick home in Henderson city situated on over 1 acre of land. This cozy property features a refrigerator, stove, and dishwasher, making it perfect for first-time homebuyers or investors. Please schedule showings with a 24-hour notice, available to show M-F after 4pm and after 12pm weekends. Ideal opportunity to own a piece of Henderson's real estate market.

  Linda Carter Casey Realtors

  1127 Tucker Cove, Henderson, TN 38340

Showing Results 361 - 400, Page 10 of 18