Chester County, TN Homes

• 

  

  

  /27

  $289,900 Sold Oct 14, 2025

  380 Melodie Cir, Henderson, TN 38340

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft
  • Built 2024

  Last Sold Summary

  • 3% Below List Price
  • $173/SF
  • 87 Days On Market

  Current Estimated Value $305,275

  Last Listing Agent Michelle Lilly Lilly Realty

  380 Melodie Cir, Henderson, TN 38340
• Selling your home? Sell it faster and for more with a Homes.com Boost.

  Learn More
• 

  

  

  /22

  Est $259,843 Not Listed For Sale

  190 Shannon Dr, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,554 Sq Ft
  • Built 2000

  190 Shannon Dr, Henderson, TN 38340

  Last Sold Summary

  • 19% Above List Price
  • $141/SF
  • 92 Days On Market

  Last Sold Price $218,500

  Last Listing Agent Destiny Burns Stellar Realty Group
• 

  

  

  /9

  $19,900

  • Land
  • 1 Acre
  • $19,900 per Acre

  285 Cedar Brook Ln, Henderson, TN 38340

  Build the home you've been dreaming of in beautiful Hidden Hills Estates! This 1-acre building lot offers the perfect setting for a basement home, with a gentle slope that creates ideal elevation and design opportunities. Tucked at the back of the property, Tar Creek runs behind the lot, adding a peaceful natural backdrop and enhancing the privacy this homesite provides. Wildlife is

  

  Brandi Wilson

  RE/MAX Realty Source

  (731) 318-4546

  285 Cedar Brook Ln, Henderson, TN 38340
• 

  

  

  /15

  $154,000 Sold Apr 25, 2025

  439 Galbraith Ave, Henderson, TN 38340

  • 2 Beds
  • 2 Baths
  • 1,024 Sq Ft
  • Built 1950

  Last Sold Summary

  • 3% Above List Price
  • $150/SF
  • 15 Days On Market

  Current Estimated Value $161,630

  Last Listing Agent Riley Ragan Ragan Realty Group

  439 Galbraith Ave, Henderson, TN 38340
• 

  

  

  /19

  Est $181,273 Not Listed For Sale

  1320 Parker Loop, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,162 Sq Ft
  • Built 1981

  1320 Parker Loop, Henderson, TN 38340

  Last Sold Summary

  • 15% Above List Price
  • $136/SF
  • 10 Days On Market

  Last Sold Price $158,000

  Last Listing Agent Linda Carter Casey Realtors
• 

  

  /25

  $239,900

  • 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

  (731) 361-7904

  707 Mifflin Avenue Extension, Henderson, TN 38340
• 

  

  /11

  $150,000 Sold Jun 03, 2025

  00 New Friendship Rd, Beech Bluff, TN 38313

  • Land
  • 30.3 Acres
  • $4,950 per Acre

  Last Sold Summary

  • 17% Below List Price
  • 85 Days On Market

  Last Listing Agent Drake Harber Blue Suede Realty

  00 New Friendship Rd, Beech Bluff, TN 38313
• 

  

  /28

  Est $296,981 Not Listed For Sale

  70 Alpine Cove, Henderson, TN 38340

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

  70 Alpine Cove, Henderson, TN 38340

  Last Sold Summary

  • $183/SF
  • 4 Days On Market

  Last Sold Price $297,000

  Last Listing Agent Julie Holt Blue Suede Realty
• 

  

  /22

  $99,900 Pending

  • Land
  • 8.77 Acres
  • $11,391 per Acre

  0 Peddy Vestal Loop, Henderson, TN 38340

  Land for Sale! Don't miss this opportunity to own approximately 8.77 acres in a prime location to build your dream home! With no restrictions, the possibilities are endless—design, build, or create exactly what you've imagined. Conveniently zoned for East Chester Schools in Chester County, this property won't last long. Act fast and make it yours today!

  

  Destiny Burns

  Stellar Realty Group

  (731) 251-4562

  0 Peddy Vestal Loop, Henderson, TN 38340
• 

  

  /8

  $208,000 Sold Mar 31, 2026

  0 Talley Store Rd, Henderson, TN 38340

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

  Last Sold Summary

  • 98 Days On Market

  Last Listing Agent Jennifer Scott RE/MAX Realty Source

  0 Talley Store Rd, Henderson, TN 38340
• 

  

  /18

  Est $216,132 Not Listed For Sale

  503 Crook Ave, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,552 Sq Ft
  • Built 1947

  503 Crook Ave, Henderson, TN 38340

  Last Sold Summary

  • 36% Above List Price
  • $102/SF
  • 21 Days On Market

  Last Sold Price $159,000

  Last Listing Agent Linda Carter Casey Realtors
• 

  /2

  $124,900

  • 3 Beds
  • 1.5 Baths
  • 898 Sq Ft

  705 W Main St, Henderson, TN 38340

  Great location for a fixer upper! Turn this 3 bedroom 1 bath home into your dream home. House is on 1/2 acre on the main street in town. Convenient to Hwy 45 and State Route 100. Come see it today!

  

  Melanie Malone

  Crye-Leike Elite

  (731) 603-8625

  705 W Main St, Henderson, TN 38340
• 

  

  /51

  $110,000 Sold Jul 07, 2025

  250 Cedar Trails Ln, Jacks Creek, TN 38340

  • Land
  • 13.7 Acres
  • $8,029 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 18 Days On Market

  Last Listing Agent Jennifer Scott RE/MAX Realty Source

  250 Cedar Trails Ln, Jacks Creek, TN 38340
• 

  

  /23

  Est $257,515 Not Listed For Sale

  847 Walnut Cove, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft
  • Built 1994

  847 Walnut Cove, Henderson, TN 38340

  Last Sold Summary

  • 8% Above List Price
  • $165/SF
  • 25 Days On Market

  Last Sold Price $237,500

  Last Listing Agent Joshua Trammell EXIT Realty Blues City
• 

  

  /64

  $599,900 Pending

  • 3 Beds
  • 3.5 Baths
  • 4,108 Sq Ft

  325 Ridgewood Dr, Henderson, TN 38340

  * HIGHLY MOTIVATED SELLERS * Welcome to 325 Ridgewood Dr. in Creekside Estates! This custom-built home offers over 4,100 heated square feet with three bedrooms and two full baths on the main floor, all centered around an open floor plan. The fully finished basement includes an oversized one-car garage, game room, family room, full bath, extra room that could be used as a bedroom, and an

  

  Destiny Burns

  Stellar Realty Group

  (731) 389-9336

  325 Ridgewood Dr, Henderson, TN 38340
• 

  /2

  $41,250 Sold Feb 11, 2026

  705 Cave Springs Rd, Henderson, TN 38340

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

  Last Sold Summary

  • 18 Days On Market

  Current Estimated Value $370,555

  Last Listing Agent Tiffany Elder Porchlight Realty West TN

  705 Cave Springs Rd, Henderson, TN 38340
• 

  

  /20

  Est $222,167 Not Listed For Sale

  412 Old Jackson Rd, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,216 Sq Ft
  • Built 1997

  412 Old Jackson Rd, Henderson, TN 38340

  Last Sold Summary

  • 12% Above List Price
  • $164/SF
  • 55 Days On Market

  Last Sold Price $199,000

  Last Listing Agent Linda Carter Casey Realtors
• 

  

  /22

  $209,900 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,141 Sq Ft

  455 Hill Ave, Henderson, TN 38340

  Location, location, location! This adorable 3 bedroom, 1.5 bath home is just a 2-3 minute walk to Freed-Hardeman University, making it a prime spot for convenience and opportunity. Whether you're a first-time homebuyer, looking to downsize, or searching for a solid investment property, this one checks all the boxes. Step inside to a comfortable layout with just the right amount of space, easy to

  

  Destiny Burns

  Stellar Realty Group

  (731) 937-3197

  455 Hill Ave, Henderson, TN 38340
• 

  

  /31

  $155,000 Sold May 30, 2025

  11555 State Route 22a S, Enville, TN 38332

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft
  • Built 1959

  Last Sold Summary

  • 1% Below List Price
  • $97/SF
  • 123 Days On Market

  Current Estimated Value $162,726

  11555 State Route 22a S, Enville, TN 38332
• 

  

  /23

  Est $216,285 Not Listed For Sale

  3090 Wilson School Rd, Henderson, TN 38340

  • 2 Beds
  • 1.5 Baths
  • 1,158 Sq Ft
  • Built 1960

  3090 Wilson School Rd, Henderson, TN 38340

  Last Sold Summary

  • 4% Above List Price
  • $179/SF
  • 3 Days On Market

  Last Sold Price $207,000

  Last Listing Agent Linda Carter Casey Realtors
• 

  

  /9

  $55,000

  00 Old State Highway 22a, Enville, TN 38332

  5.5 Acres of Wooded Land with Dual Road Frontage - Ready to Build in Enville, TN (Chester County) Discover your perfect country getaway or future homesite on this beautiful 5.5-acre wooded property in Enville, Tennessee. Conveniently located with road frontage on both Moss Loop and Highway 22A, this parcel offers easy access and multiple options for driveway placement or building layout. A gravel

  

  Melanie Malone

  Crye-Leike Elite

  (731) 260-8952

  00 Old State Highway 22a, Enville, TN 38332
• 

  

  /10

  $35,100 Sold Jun 10, 2025

  00 Wilson School Rd, Henderson, TN 38340

  • Land
  • 0.5 Acre
  • $70,200 per Acre

  Last Sold Summary

  • 30% Below List Price
  • 2 Days On Market

  Last Listing Agent Dylan Jones Southern LifeStyle Properties

  00 Wilson School Rd, Henderson, TN 38340
• 

  

  /44

  Est $213,188 Not Listed For Sale

  2055 New Friendship Rd, Beech Bluff, TN 38313

  • 3 Beds
  • 1 Bath
  • 1,075 Sq Ft
  • Built 1959

  2055 New Friendship Rd, Beech Bluff, TN 38313

  Last Sold Summary

  • 8% Above List Price
  • $184/SF
  • 3 Days On Market

  Last Sold Price $198,000

  Last Listing Agent Blake Ward Coldwell Banker Southern Realty
• 

  

  /4

  $42,000

  • Land
  • 1.65 Acres
  • $25,455 per Acre

  Lot 7 Greystone Cove, Henderson, TN 38340

  Greystone Estates presents Lot 7! This beautiful 1.65-acre lot is nestled in one of Chester County's most desirable subdivisions. If you're looking for the perfect spot to build your forever home, this is it!

  

  Destiny Burns

  Stellar Realty Group

  (731) 666-6365

  Lot 7 Greystone Cove, Henderson, TN 38340
• 

  

  /38

  $235,000 Sold Aug 29, 2025

  480 Roby Rd, Reagan, TN 38368

  • 3 Beds
  • 2 Baths
  • 2,186 Sq Ft
  • Built 1978

  Last Sold Summary

  • 6% Below List Price
  • $108/SF
  • 14 Days On Market

  Current Estimated Value $235,479

  Last Listing Agent Jennifer Maness-Scott Stellar Realty Group

  480 Roby Rd, Reagan, TN 38368
• 

  

  /18

  Est $296,301 Not Listed For Sale

  160 Wilson School Rd, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,624 Sq Ft
  • Built 1979

  160 Wilson School Rd, Henderson, TN 38340

  Last Sold Summary

  • 6% Above List Price
  • $172/SF
  • 1 Day On Market

  Last Sold Price $279,000

  Last Listing Agent Drake Harber Blue Suede Realty
• 

  

  /66

  $549,000

  • 4 Beds
  • 5 Baths
  • 3,376 Sq Ft

  50 Braund Rd, Henderson, TN 38340

  Just had a brand new roof put on! Let me tell you about this one like I would if we were standing in the kitchen together. This isn't just a four bedroom, five bath home with a basement — it's space to actually live. Room for everyone, whether that's kids, guests, or hosting the holidays without feeling stacked on top of each other. The basement gives you even more flexibility for a second living

  

  Destiny Burns

  Stellar Realty Group

  (731) 252-5648

  50 Braund Rd, Henderson, TN 38340
• 

  

  /34

  $205,000 Sold Oct 06, 2025

  175 State Route 22a S, Jacks Creek, TN 38347

  • 3 Beds
  • 2 Baths
  • 2,000+ Sq Ft
  • Built 1900

  Last Sold Summary

  • 37% Below List Price
  • $102/SF
  • 90 Days On Market

  Current Estimated Value $185,302

  Last Listing Agent Elizabeth Burlew eXp Realty, LLC

  175 State Route 22a S, Jacks Creek, TN 38347
• 

  

  /18

  Est $170,488 Not Listed For Sale

  209 Tulip St, Henderson, TN 38340

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft
  • Built 1971

  209 Tulip St, Henderson, TN 38340

  Last Sold Summary

  • 7% Above List Price
  • $148/SF
  • 9 Days On Market

  Last Sold Price $159,900

  Last Listing Agent Lisa Davis Greer Real Estate Group
• 

  

  /7

  $42,000

  • Land
  • 1.61 Acres
  • $26,087 per Acre

  Lot 5 Greystone Cove, Henderson, TN 38340

  Greystone Estates presents Lot 5! This beautiful 1.65-acre lot is nestled in one of Chester County's most desirable subdivisions. If you're looking for the perfect spot to build your forever home, this is it!

  

  Destiny Burns

  Stellar Realty Group

  (731) 327-6186

  Lot 5 Greystone Cove, Henderson, TN 38340
• 

  

  /21

  $80,000 Sold Sep 16, 2025

  2865 Deanburg Rd, Medon, TN 38356

  • Land
  • 12.17 Acres
  • $6,574 per Acre

  Last Sold Summary

  • 15% Below List Price
  • 151 Days On Market

  Last Listing Agent Jennifer Knolton Coldwell Banker Southern Realty

  2865 Deanburg Rd, Medon, TN 38356
• 

  

  /22

  Est $259,601 Not Listed For Sale

  758 Sand Ave, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,547 Sq Ft
  • Built 1974

  758 Sand Ave, Henderson, TN 38340

  Last Sold Summary

  • $167/SF
  • 30 Days On Market

  Last Sold Price $258,700

  Last Listing Agent Linda Carter Casey Realtors
• 

  

  /7

  $42,000

  • Land
  • 2.94 Acres
  • $14,286 per Acre

  Lot 22 Greystone Cove, Henderson, TN 38340

  Greystone Estates presents Lot 22! This beautiful 2.94-acre lot is nestled in one of Chester County's most desirable subdivisions. If you're looking for the perfect spot to build your forever home, this is it!

  

  Destiny Burns

  Stellar Realty Group

  (731) 316-0342

  Lot 22 Greystone Cove, Henderson, TN 38340
• 

  

  /18

  $206,500 Sold Aug 27, 2025

  247 Guy Maddox Ln, Granville, TN 38564

  • 1 Bed
  • 1 Bath
  • 957 Sq Ft
  • Built 2010

  Last Sold Summary

  • 30% Below List Price
  • $216/SF
  • 0 Days On Market

  Current Estimated Value $199,337

  Last Listing Agent Karen Strock eXp Realty

  247 Guy Maddox Ln, Granville, TN 38564
• 

  

  /25

  Est $239,549 Not Listed For Sale

  315 Fish Pond Rd, Bethel Springs, TN 38315

  • 4 Beds
  • 2 Baths
  • 2,232 Sq Ft
  • Built 1970

  315 Fish Pond Rd, Bethel Springs, TN 38315

  Last Sold Summary

  • 14% Above List Price
  • $94/SF
  • 145 Days On Market

  Last Sold Price $210,000

  Last Listing Agent Brandi Wilson RE/MAX
• 

  

  /50

  $334,900 Pending

  • 3 Beds
  • 2 Baths
  • 2,112 Sq Ft

  2885 Old Friendship Rd, Finger, TN 38334

  This very unique newly constructed home is situated on approximately 3.4 acres, offering privacy and a serene setting. The open-concept floor plan features beautiful coffered ceilings in the kitchen and a spacious primary suite with two oversized walk-in closets, a luxurious walk-in shower, and a relaxing soaking tub. Enjoy your morning coffee while taking in the peaceful views from the 30x14

  

  Destiny Burns

  Stellar Realty Group

  (731) 837-1337

  2885 Old Friendship Rd, Finger, TN 38334
• 

  

  /53

  $319,000 Sold Sep 18, 2025

  170 Tall Pines Rd, Henderson, TN 38340

  • 3 Beds
  • 2.5 Baths
  • 1,897 Sq Ft
  • Built 2005

  Last Sold Summary

  • 11% Below List Price
  • $168/SF
  • 28 Days On Market

  Current Estimated Value $346,372

  Last Listing Agent Linda Carter Casey Realtors

  170 Tall Pines Rd, Henderson, TN 38340
• 

  

  /33

  Est $444,246 Not Listed For Sale

  40 Meadows Access, Henderson, TN 38340

  • 3 Beds
  • 2.5 Baths
  • 2,687 Sq Ft
  • Built 1999

  40 Meadows Access, Henderson, TN 38340

  Last Sold Summary

  • 8% Above List Price
  • $153/SF
  • 240 Days On Market

  Last Sold Price $410,000

  Last Listing Agent Dessie Hardee RE/MAX
• 

  

  /4

  $547,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,038 Sq Ft

  300 Greystone Cove, Henderson, TN 38340

  New Construction! Your new home in Greystone Estates awaits! This stunning custom-built home will feature 4 bedrooms, 3.5 baths, an office, and a spacious bonus room. Designed with brick, Hardie board, stone, and cedar, it blends timeless style with modern charm. Inside, you'll find all the finest amenities and high-quality finishes throughout. Don't wait—secure this home early and make it yours

  

  Destiny Burns

  Stellar Realty Group

  (731) 236-3442

  300 Greystone Cove, Henderson, TN 38340
• 

  

  /22

  $255,000 Sold Jan 09, 2026

  513 Crook Ave, Henderson, TN 38340

  • 2 Beds
  • 1 Bath
  • 1,200+ Sq Ft
  • Built 2022

  Last Sold Summary

  • 5% Below List Price
  • $212/SF
  • 64 Days On Market

  Current Estimated Value $248,032

  Last Listing Agent Ashton Roberts Molly Moore Realty

  513 Crook Ave, Henderson, TN 38340

Showing Results 41 - 80, Page 2 of 18