Chester County, TN Homes

• 

  

  

  /48

  $496,200

  Sold Jul 29, 2026

  280 Wayne Harris Rd, Henderson, TN 38340

  • 3 Beds
  • 2,488 Sq Ft
  • Built 1977

  Last Sold Summary

  • 4% Below List Price
  • $199/SF
  • 0 Days On Market

  Current Estimated Value $356,063

  Last Listing Agent Brandi Isom RE/MAX Realty Source

  280 Wayne Harris Rd, Henderson, TN 38340
• 

  

  

  /48

  Est $625,404

  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

  • 283 Days On Market

  Last Listing Agent Linda Carter Casey Realtors
• 

  

  

  /69

  $550,000

  $75K PRICE DROP Pending

  • 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
• 

  

  /2

  $285,000

  Sold Jun 19, 2026

  474 Old Jackson Rd, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,420 Sq Ft
  • Built 2026

  Last Sold Summary

  • $201/SF
  • 0 Days On Market

  Last Listing Agent Brent West Crye-Leike Elite

  474 Old Jackson Rd, Henderson, TN 38340
• 

  

  

  /7

  Est $244,293

  Not Listed For Sale

  523 E Main St, Henderson, TN 38340

  • Built 1948

  523 E Main St, Henderson, TN 38340

  Last Sold Summary

  • 547 Days On Market

  Last Listing Agent India Mesa Crye-Leike Elite
• 

  

  /12

  $377,000

  • Land
  • 0 Sq Ft

  00 Highway 100 E (Tract 2), Henderson, TN 38340

  Discover an exceptional opportunity with this +/- 50-acre tract located in Chester County, just outside the city limits of Henderson, TN. Offering a prime location with convenient access from Mickens Lane, this property is ideal for investors, farmers, or those looking to build for the future. The majority of the acreage is currently tillable, providing immediate income-producing potential while

  Jacob Shelton Buy Dirt Auctions & Realty

  00 Highway 100 E (Tract 2), Henderson, TN 38340
• 

  /2

  $35,000

  Sold Mar 05, 2026

  636 Mifflin Ave, Henderson, TN 38340

  • Land
  • 0 Sq Ft

  Last Sold Summary

  Last Listing Agent Tiffany Elder Porchlight Realty West TN

  636 Mifflin Ave, Henderson, TN 38340
• 

  

  /8

  Est $186,653

  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

  • 63 Days On Market

  Last Listing Agent Larry Roberts Casey Realtors
• 

  

  /32

  $437,500

  • Land
  • 175 Acres
  • $2,500 per Acre

  3392 Sand Mountain Rd, Enville, TN 38332

  175± acres located on Sand Mountain in Chester County, TN. This tract offers more than 500 feet of frontage on Sand Mountain Rd with electricity and fiber internet available. The property includes approximately 155 acres of 7-year-old loblolly pine and 20 acres of aging hardwoods and pine. Good internal road system in place. Excellent deer and turkey hunting. The property sits along the Tennessee

  Austin Carroll Tutt Land Company

  3392 Sand Mountain Rd, Enville, TN 38332
• 

  

  /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 $275,127

  Last Listing Agent Richard Emison NextHome 383 Real Estate

  208 Fourth St, Henderson, TN 38340
• 

  

  /16

  Est $156,742

  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

  • 162 Days On Market

  Last Listing Agent Richard Emison NextHome 383 Real Estate
• 

  

  /36

  $299,000

  • 3 Beds
  • 2 Baths
  • 2,052 Sq Ft

  3910 Sand Mountain Rd, Enville, TN 38332

  If you are searching for a beautiful piece of TN land to call home and live out in the country in total seclusion, look no further! Here it is, 3910 Sand Mountain Rd., Enville TN offering you 48 +/- acres with open pasture for livestock or additional home sites, a 30'x40' metal shop building fully wired with 220-amp service on its own electric meter, a second concrete pad, a long gravel drive

  Logan Diebold Wendell Alexander Realty

  3910 Sand Mountain Rd, Enville, TN 38332
• 

  

  /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 $178,414

  Last Listing Agent Linda Carter Casey Realtors

  234 Tulip St, Henderson, TN 38340
• 

  

  /18

  Est $207,289

  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

  • 5 Days On Market

  Last Listing Agent Linda Carter Casey Realtors
• 

  /2

  $109,900

  • 3 Beds
  • 1 Bath
  • 756 Sq Ft

  221 Sanford Cove, Henderson, TN 38340

  Welcome home! This 3-bedroom, 1-bath property is a fantastic starter home or investment. Enjoy the convenience of being within city limits, with shopping and everyday amenities nearby and all that Henderson has to offer right around the corner.

  Zach Hannis Casey Realtors

  221 Sanford Cove, Henderson, TN 38340
• 

  

  /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
• 

  

  /22

  Est $129,280

  Not Listed For Sale

  419 White Ave, Henderson, TN 38340

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

  419 White Ave, Henderson, TN 38340

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Zach Hannis Casey Realtors
• 

  

  /18

  $242,500

  $38K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  341 Melodie Cir, Henderson, TN 38340

  Welcome to 341 Melodie Circle in Henderson, Tennessee — where comfort, updates, and privacy come together.This well-maintained home features beautifully updated bathrooms, including a primary suite with a tiled walk-in shower complete with a rainfall showerhead for a spa-like experience. The secondary bathroom offers a stylish tub/shower combo with modern plumbing fixtures and updated

  Jake Morford Phillips Realty Group LLC

  341 Melodie Cir, 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
• 

  

  /41

  Est $391,120

  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

  • 0 Days On Market

  Last Listing Agent Linda Carter Casey Realtors
• 

  

  /75

  $845,500

  $24K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,330 Sq Ft

  495 Knuckles Rd, Henderson, TN 38340

  TAKE A LOOK AT THIS BEAUTY, FANTASTIC CUSTOM BUILT BRICK HOME, SITING ON 21 ACRES +-, LONG DRIVEWAY TO THE HOUSE (SO IT IS SECLUDED), THIS HOME HAS SO MANY FEATURES, 4 BR. OR 3 BR AND BONUS ROOM, 3 BATHS, 2 ON MAIN LEVEL AND 1 ON UPPER FLOOR, MASTER BEDROOM HAS A NOOK THAT THEY HAVE TURNED INTO AN OFFICE, AND MASTER BATHROOM HAS A GREAT TUB PLUS A SEPARATE SHOWER, ALL ROOMS HAVE GREAT CLOSET

  Linda Carter Casey Realtors

  495 Knuckles Rd, Henderson, TN 38340
• 

  

  /14

  $145,000

  Sold Jul 10, 2026

  429 Regina Dr, Henderson, TN 38340

  • 3 Beds
  • 1 Bath
  • 1,025 Sq Ft
  • Built 1972

  Last Sold Summary

  • $141/SF
  • 24 Days On Market

  Current Estimated Value $146,354

  Last Listing Agent Julia Crow Sunrise Properties

  429 Regina Dr, Henderson, TN 38340
• 

  

  /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

  • 1 Day On Market

  Last Listing Agent Linda Carter Casey Realtors
• 

  

  /25

  $419,900

  Open Sun 2PM - 4PM

  • 3 Beds
  • 3 Baths
  • 2,581 Sq Ft

  1615 Holly Springs Rd, Henderson, TN 38340

  Looking for that little slice of country living? Look no further, this 3 bed 3 bath home checks the boxes. Completely remodeled on all fronts. Each bedroom has it's own bathroom. No matter how you unwind, there's room for it. A formal living room for close family nights and a large den for all the family gatherings. Don't want to be stuck inside? Head outdoors and enjoy peaceful views. Fully

  Christopher Wilkerson Ragan Realty Group

  1615 Holly Springs Rd, Henderson, TN 38340
• 

  

  /37

  $407,500

  Sold Aug 19, 2026

  25 Max Lott Ln, Henderson, TN 38340

  • 3 Beds
  • 2.5 Baths
  • 2,294 Sq Ft
  • Built 2022

  Last Sold Summary

  • 2% Below List Price
  • $178/SF
  • 13 Days On Market

  Current Estimated Value $413,466

  Last Listing Agent Aaliyah Cupples Stellar Realty Group

  25 Max Lott Ln, Henderson, TN 38340
• 

  

  /19

  Est $200,174

  Not Listed For Sale

  639 Mifflin Ave, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,112 Sq Ft
  • Built 1969

  639 Mifflin Ave, Henderson, TN 38340

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Linda Carter Casey Realtors
• 

  

  /9

  $35,750

  $4K PRICE DROP

  • Land
  • 7.44 Acres
  • $4,805 per Acre

  000 Stewart Rd, Henderson, TN 38340

  7.44 serene, wooded acres in Chester County offer endless possibilities for unrestricted living. Create your dream retreat in this peaceful rural setting, where the blank canvas allows you to design and build as you please. Embrace the tranquility of country living on this spacious parcel of land. 7.44 acres of beautiful rural wooded land in Chester County offering endless possibilities for

  Larry Roberts Casey Realtors

  000 Stewart Rd, 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
• 

  

  /41

  Est $345,116

  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

  • 146 Days On Market

  Last Listing Agent Linda Carter Casey Realtors
• 

  

  /16

  $148,500

  • Land
  • 66 Acres
  • $2,250 per Acre

  2500 Grooms Rd Unit PT-11, Henderson, TN 38340

  This 66-acre tract offers a balanced mix of timber, wildlife habitat, and usable ground in southwest Chester County, Tennessee. The property has frontage on Grooms Road and is accessed by a private shared-use easement road, providing easy accesswhile maintaining privacy off the main road. The timber makeup includes approximately 18 acres of 27-year-old loblolly pine, 19 acres of 14-year-old

  Austin Carroll Tutt Land Company

  2500 Grooms Rd Unit PT-11, Henderson, TN 38340
• 

  

  /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 $368,330

  Last Listing Agent Richard Emison NextHome 383 Real Estate

  1890 Montezuma Rd, Henderson, TN 38340
• 

  

  /16

  Est $360,035

  Not Listed For Sale

  811 Kindra Dr, Henderson, TN 38340

  • 4 Beds
  • 2.5 Baths
  • 2,038 Sq Ft
  • Built 1995

  811 Kindra Dr, Henderson, TN 38340

  Last Sold Summary

  • 77 Days On Market

  Last Listing Agent Brandi Isom RE/MAX Realty Source
• 

  

  /10

  $225,250

  • Land
  • 0 Sq Ft

  00 Highway 100 E (Tract 1), Henderson, TN 38340

  Located just outside the city limits of Henderson, Tennessee, this +/- 17.62-acre property offers an exceptional opportunity for investors, farmers, or anyone looking to own land in a highly desirable location. With road frontage on both Fourth Street and Mickens Lane, the property provides excellent accessibility and multiple possibilities for future use. Currently in row crop production, the

  Jacob Shelton Buy Dirt Auctions & Realty

  00 Highway 100 E (Tract 1), Henderson, TN 38340
• 

  

  /22

  $535,000

  Sold Jan 30, 2026

  230 Oak Ridge Dr, Henderson, TN 38340

  • 4 Beds
  • 2.5 Baths
  • 5,944 Sq Ft
  • Built 2001

  Last Sold Summary

  • 3% Below List Price
  • $90/SF
  • 5 Days On Market

  Current Estimated Value $547,980

  Last Listing Agent Andrew Houston Coldwell Banker Southern Rlty

  230 Oak Ridge Dr, Henderson, TN 38340
• 

  

  /28

  Est $448,242

  Not Listed For Sale

  662 Oneal Ln, Henderson, TN 38340

  • 3 Beds
  • 2.5 Baths
  • 3,509 Sq Ft
  • Built 1969

  662 Oneal Ln, Henderson, TN 38340

  Last Sold Summary

  • 56 Days On Market

  Last Listing Agent Kimberly Evans Coldwell Banker Southern Realty
• 

  

  /91

  $589,499

  • 4 Beds
  • 3 Baths
  • 2,800 Sq Ft

  705 Cave Springs Rd, Henderson, TN 38340

  Welcome to your private Tennessee retreat, tucked well off the road on 28 scenic acres. A tranquil pond, surrounded by beautiful trees, and a classic barn set a picturesque scene. Inside this newly remodeled home cathedral ceilings soar above the open living area, while beautiful light finishes, rich hardwood floors, and a striking fireplace create an inviting atmosphere. The beautifully

  Tiffany Elder Porchlight Realty West TN

  705 Cave Springs 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

  Current Estimated Value $161,510

  Last Listing Agent Linda Carter Casey Realtors

  237 E Third St, Henderson, TN 38340
• 

  

  /28

  Est $464,239

  Not Listed For Sale

  631 Oneal Ln, Henderson, TN 38340

  • 3 Beds
  • 2.5 Baths
  • 3,632 Sq Ft
  • Built 1996

  631 Oneal Ln, Henderson, TN 38340

  Last Sold Summary

  • 131 Days On Market

  Last Listing Agent Brent West Crye-Leike Elite
• 

  

  /7

  $69,900

  $10K PRICE DROP

  • Land
  • 26.8 Acres
  • $2,608 per Acre

  0 Sweet Lips Rd, Henderson, TN 38340

  Located in Henderson within Chester County, this approximately 26 to 27 acre parcel offers road access (no driveway currently installed) and was cleared and perc tested around 30 years ago, though updated testing would be recommended. Utilities are not currently installed, electric is likely available nearby, and the area typically utilizes well water and septic systems; the property appears to

  Daniel Demers Sell Your Home Services, LLC

  0 Sweet Lips Rd, 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 $262,982

  Last Listing Agent Destiny Burns Stellar Realty Group

  1710 Clarks Creek Rd, Henderson, TN 38340

Showing Results 321 - 360, Page 9 of 18