Chester County, TN Homes

• 

  

  

  /29

  $190,000

  Sold Feb 27, 2026

  372 Kitchen Dr, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Built 1981

  Last Sold Summary

  • 10% Below List Price
  • $154/SF
  • 35 Days On Market

  Current Estimated Value $173,498

  Last Listing Agent Jennifer Maness-Scott Coldwell Banker Southern Realty

  372 Kitchen Dr, Henderson, TN 38340
• 

  

  

  /14

  Est $102,037

  Not Listed For Sale

  1133 Phillips Dr, Henderson, TN 38340

  • 2 Beds
  • 1 Bath
  • 620 Sq Ft
  • Built 1970

  1133 Phillips Dr, Henderson, TN 38340

  Last Sold Summary

  • 18 Days On Market
• 

  

  

  /7

  $169,900

  • Land
  • 50.1 Acres
  • $3,391 per Acre

  0 Arl Bailey Rd, Finger, TN 38334

  Located entirely in Chester County, TN, this approximately 50.1 acre parcel was surveyed in 2021 and features roughly a quarter mile of road frontage with power and fiber internet already available via the utility easement on the property. A septic system and well would be needed, with local well drillers indicating water is typically found at approximately 80 to 100 feet, and the property also

  Daniel Demers Sell Your Home Services, LLC

  0 Arl Bailey Rd, Finger, TN 38334
• 

  

  

  /4

  $547,000

  Sold May 06, 2026

  300 Greystone Cove, Henderson, TN 38340

  • 4 Beds
  • 3.5 Baths
  • 3,038 Sq Ft
  • Built 2025

  Last Sold Summary

  • $180/SF
  • 79 Days On Market

  Current Estimated Value $536,000

  Last Listing Agent Destiny Burns Stellar Realty Group

  300 Greystone Cove, Henderson, TN 38340
• 

  

  

  /21

  Est $119,567

  Not Listed For Sale

  220 Robertson Rd, Bethel Springs, TN 38315

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft
  • Built 1996

  220 Robertson Rd, Bethel Springs, TN 38315

  Last Sold Summary
• 

  

  /18

  $199,900

  $25K PRICE DROP Pending

  • 4 Beds
  • 2 Baths
  • 1,475 Sq Ft

  1770 Sweet Lips Rd, Henderson, TN 38340

  Welcome to 1770 Sweet Lips Rd. in Henderson, TN — offering 8.87 beautiful acres with Jacks Creek flowing along the rear of the property. Installed in January 2026, the brand-new Clayton manufactured home features 4 bedrooms, 2 full bathrooms, and an open-concept layout designed for comfortable living and entertaining. The spacious kitchen flows seamlessly into the living area and includes a

  Jake Morford Phillips Realty Group

  1770 Sweet Lips Rd, Henderson, TN 38340
• 

  

  /33

  $210,000

  Sold Dec 02, 2025

  661 Mifflin Ave, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,276 Sq Ft
  • Built 2023

  Last Sold Summary

  • 12% Below List Price
  • $165/SF
  • 192 Days On Market

  Current Estimated Value $219,549

  Last Listing Agent Richard Emison NextHome 383 Real Estate

  661 Mifflin Ave, Henderson, TN 38340
• 

  

  /21

  Est $118,699

  Not Listed For Sale

  11910 State Route 225, Bethel Springs, TN 38315

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Built 2019

  11910 State Route 225, Bethel Springs, TN 38315

  Last Sold Summary

  • 28 Days On Market
• 

  

  /37

  $249,900

  • 4 Beds
  • 2 Baths
  • 1,456 Sq Ft

  130 Simmons St, Henderson, TN 38340

  LOOKING FOR A GREAT 4 BEDROOM IN TOWN, THEN THIS IS IT. BRICK 4 BR., 2 BATH, HOME LOCATED IN A GREAT LOCATION, GREAT LOT. THIS HOME HAS BEEN VERY WELL MAINTAIN, WITH A METAL ROOF INSTALLED AROUND 4 YEARS AGO. CH/A - 3 MONTHS OLD, THIS IS A MUST SEE, SO CALL AND MAKE THAT APPT TO TAKE A LOOK

  Linda Carter Casey Realtors

  130 Simmons St, Henderson, TN 38340
• 

  

  /24

  $315,000

  Sold Dec 05, 2025

  164 Ben Cove, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,949 Sq Ft
  • Built 2008

  Last Sold Summary

  • 7% Below List Price
  • $162/SF
  • 2 Days On Market

  Current Estimated Value $328,591

  Last Listing Agent Jennifer Scott RE/MAX Realty Source

  164 Ben Cove, Henderson, TN 38340
• 

  

  /12

  Est $174,116

  Not Listed For Sale

  5830 Old Friendship Rd, Finger, TN 38334

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft
  • Built 1948

  5830 Old Friendship Rd, Finger, TN 38334

  Last Sold Summary

  • 37 Days On Market
• 

  

  /22

  $125,000

  • Land
  • 18.84 Acres
  • $6,635 per Acre

  0 U S 45, Henderson, TN 38340

  Positioned along the highly traveled corridor of US Highway 45 in Henderson, this 18.84 acre tract presents a compelling opportunity for investors, developers, and end-users seeking visibility and long-term growth potential in a great location. Currently zoned agricultural, the property offers rezoning potential to commercial, making it well-suited for a variety of development opportunities

  Austin Carroll Tutt Land Company

  0 U S 45, Henderson, TN 38340
• 

  

  /6

  $100,000

  Sold Nov 26, 2025

  3190 Plainview Rd, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,439 Sq Ft
  • Built 1979

  Last Sold Summary

  • 63% Below List Price
  • $69/SF
  • 20 Days On Market

  Current Estimated Value $194,958

  Last Listing Agent Cosmelitia 'Coz' Sain simpliHOM

  3190 Plainview Rd, Henderson, TN 38340
• 

  

  /36

  Est $281,000

  Not Listed For Sale

  2685 Sunshine Rd, Henderson, TN 38340

  • 2 Beds
  • 2 Baths
  • 1,617 Sq Ft
  • Built 1958

  2685 Sunshine Rd, Henderson, TN 38340

  Last Sold Summary

  • 8 Days On Market
• 

  

  /25

  $200,000

  • Land
  • 65.9 Acres
  • $3,035 per Acre

  0 Plainview Rd, Henderson, TN 38340

  Discover your own private retreat on this secluded 65+ acre rural paradise. Featuring pristine woodlands and the peaceful flow of Jacks Creek winding through the property, this untouched land offers a rare opportunity to embrace nature at its finest. Ideal for off-grid living, recreation, hunting, or creating a one-of-a-kind private estate, the possibilities are endless. Escape the noise and

  Christy Fullington Crye-Leike Elite

  0 Plainview Rd, Henderson, TN 38340
• 

  

  /15

  $181,500

  Sold Feb 11, 2026

  927 Woodland Dr, Henderson, TN 38340

  • 3 Beds
  • 1 Bath
  • 1,363 Sq Ft
  • Built 1968

  Last Sold Summary

  • 1% Below List Price
  • $133/SF
  • 107 Days On Market

  Current Estimated Value $182,748

  Last Listing Agent Linda Carter Casey Realtors

  927 Woodland Dr, Henderson, TN 38340
• 

  

  /14

  Est $174,371

  Not Listed For Sale

  180 Taylor Trail, Henderson, TN 38340

  • 2 Beds
  • 1 Bath
  • 1,056 Sq Ft
  • Built 1999

  180 Taylor Trail, Henderson, TN 38340

  Last Sold Summary

  • 29 Days On Market
• 

  

  /7

  $1,700,000

  • Land
  • 112 Acres
  • $15,179 per Acre

  1120 Pleasant Ridge Rd, Finger, TN 38334

  Discover your own rural paradise. Featuring pristine rolling acreage. 24 acres of beautiful woodland and 84 acres of pasture with fences.

  Barry Smith Crye-Leike Elite

  1120 Pleasant Ridge Rd, Finger, TN 38334
• 

  

  /5

  $25,000

  Sold May 08, 2026

  0 Clarks Creek Rd, Luray, TN 38352

  • Land
  • 1.25 Acres
  • $20,000 per Acre

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Brooke Baker Greer Real Estate Group

  0 Clarks Creek Rd, Luray, TN 38352
• 

  

  /51

  Est $407,348

  Not Listed For Sale

  5160 Sunshine Rd, Henderson, TN 38340

  • 3 Beds
  • 3 Baths
  • 2,080 Sq Ft
  • Built 1976

  5160 Sunshine Rd, Henderson, TN 38340

  Last Sold Summary

  • 11 Days On Market
• 

  

  /46

  $475,000

  • 3 Beds
  • 2 Baths
  • 1,823 Sq Ft

  1555 Hwy, Henderson, TN 38340

  OK HERE YOU GO, SO MUCH TO OFFER A FAMILY ON THIS PROPERTY, A BEAUTIFUL HOME (3 BR., 2 BATHS), FORMAL D/R, LIVING ROOM W/FIREPLACE, SUNROOM WITH LOTS OF WINDOWS FOR THE OUTSIDE LIGHT) COVERED DECK ON BACK AND COVERED FRONT PORCH. 2 CAR GARAGE WITH A UPRIGHT STORM SHELTER, EXTERNAL STORM SHELTER, 24 X 36 WORKSHOP BY THE HOUSE (HEATED AND COOLED), STORAGE BUILDING, 3 OTHER GREAT BUILDING AND A POLE

  Linda Carter Casey Realtors

  1555 Hwy, Henderson, TN 38340
• 

  

  /39

  $558,700

  Sold Feb 24, 2026

  10430 Tennessee 100, Henderson, TN 38340

  • 3 Beds
  • 2.5 Baths
  • 2,216 Sq Ft
  • Built 1993

  Last Sold Summary

  • 9% Below List Price
  • $252/SF
  • 186 Days On Market

  10430 Tennessee 100, Henderson, TN 38340
• 

  

  /43

  Est $391,855

  Not Listed For Sale

  315 Millers Ln, Henderson, TN 38340

  • 4 Beds
  • 2 Baths
  • 2,400 Sq Ft
  • Built 2003

  315 Millers Ln, Henderson, TN 38340

  Last Sold Summary

  • 3 Days On Market
• 

  

  /24

  $235,000

  $20K PRICE DROP

  • 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 Wendell Alexander Realty

  155 Whitley Ave, Henderson, TN 38340
• 

  

  /19

  $239,950

  Sold Dec 11, 2025

  2215 Old Jacks Creek Rd, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1955

  Last Sold Summary

  • $143/SF
  • 5 Days On Market

  Current Estimated Value $226,541

  Last Listing Agent Larry Roberts Casey Realtors

  2215 Old Jacks Creek Rd, Henderson, TN 38340
• 

  

  /43

  Est $564,970

  Not Listed For Sale

  240 Millers Ln, Henderson, TN 38340

  • 5 Beds
  • 4 Baths
  • 3,586 Sq Ft
  • Built 2006

  240 Millers Ln, Henderson, TN 38340

  Last Sold Summary

  • 82 Days On Market
• 

  

  /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
• 

  

  /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 $294,591

  Last Listing Agent Hadeel Alkiswani BHGRE Conner Jackson

  135 Harris Ln, Henderson, TN 38340
• 

  

  /23

  Est $133,565

  Not Listed For Sale

  505 Patterson Ln, Finger, TN 38334

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1982

  505 Patterson Ln, Finger, TN 38334

  Last Sold Summary

  • 104 Days On Market
• 

  

  /18

  $131,100

  • Land
  • 57 Acres
  • $2,300 per Acre

  2424 Grooms Rd Unit PT-12, Henderson, TN 38340

  This 57+/- acre hunting and recreational tract in southwest Chester County offers the kind of layout serious land buyers look for: road frontage, terrain, habitat diversity, and multiple potential building sites. The property includes approximately 950 feet of frontage on Grooms Road, while the eastern boundary is defined by a private shared-use easement road. That combination gives the tract

  Austin Carroll Tutt Land Company

  2424 Grooms Rd Unit PT-12, Henderson, TN 38340
• 

  

  /11

  $55,000

  Sold Jun 30, 2026

  2580 Knuckles Rd, Henderson, TN 38340

  • Land
  • 8.2 Acres
  • $6,707 per Acre

  Last Sold Summary

  • 21% Below List Price
  • 7 Days On Market

  Last Listing Agent Jodie Parrish RE/MAX Realty Source

  2580 Knuckles Rd, Henderson, TN 38340
• 

  

  /18

  Est $114,485

  Not Listed For Sale

  7765 Broad St, Milledgeville, TN 38359

  • 3 Beds
  • 2 Baths
  • 1,791 Sq Ft
  • Built 1978

  7765 Broad St, Milledgeville, TN 38359

  Last Sold Summary
• 

  

  /16

  $65,500

  • Land
  • 7.28 Acres
  • $8,997 per Acre

  00 Old Lula Rd, Reagan, TN 38368

  Looking for the perfect place to build without the work of clearing land? This beautiful 7.28-acre tract on Old Lula Road is already off to a great start. With approximately 702 feet of road frontage, a cleared driveway, and a 90' x 100' homesite already established, much of the groundwork has been completed. Surrounded by mature timber and peaceful countryside, this property offers the ideal

  Jennifer Scott RE/MAX Realty Source

  00 Old Lula Rd, Reagan, TN 38368
• 

  

  /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

  Current Estimated Value $577,806

  Last Listing Agent Lori Yarbro Evans Real Estate

  1005 State Route 200, Henderson, TN 38340
• 

  

  /40

  Est $341,000

  Not Listed For Sale

  5340 Enville Rd, Henderson, TN 38340

  • 5 Beds
  • 3.5 Baths
  • 3,258 Sq Ft
  • Built 2005

  5340 Enville Rd, Henderson, TN 38340

  Last Sold Summary

  • 24 Days On Market
• 

  /2

  $64,900

  • Land
  • 8.9 Acres
  • $7,292 per Acre

  8705 Highway 100, Jacks Creek, TN 38347

  Discover 8.9 acres of opportunity in a peaceful rural setting in Jacks Creek, Tn. This versatile property offers plenty of space and potential for a variety of uses, whether you're looking to build your home, start a small business, or simply enjoy a quiet retreat. A private water well is already in place, providing a valuable resource for future development. With its convenient location and

  Richard Emison NextHome 383 Real Estate

  8705 Highway 100, Jacks Creek, TN 38347
• 

  

  /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

  Current Estimated Value $320,751

  Last Listing Agent Craig Casey Casey Realtors

  115 Harmony Ln, Henderson, TN 38340
• 

  

  /28

  Est $234,514

  Not Listed For Sale

  3870 Sweet Lips Rd, Henderson, TN 38340

  • 5 Beds
  • 5.5 Baths
  • 3,838 Sq Ft
  • Built 1900

  3870 Sweet Lips Rd, Henderson, TN 38340

  Last Sold Summary

  • 140 Days On Market
• 

  

  /22

  $179,950

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft

  478 Woods Dr, Henderson, TN 38340

  3BR 1 BA home in city limits of Henderson, TN . Home just freshened up. New windows installed, new floor covering through out, and new exterior vinyl installed. Great rental or starter home. Closing on home to take place after January 1, 2027 and before February 1, 2027. Potential buyer will need to provide a preapproval letter when contract is written, but they will need to rent the property

  Linda Carter Casey Realtors

  478 Woods Dr, Henderson, TN 38340
• 

  

  /21

  $225,000

  Sold Mar 18, 2026

  934 Sand Ave, Henderson, TN 38340

  • 4 Beds
  • 2 Baths
  • 2,570 Sq Ft
  • Built 1980

  Last Sold Summary

  • 6% Below List Price
  • $88/SF
  • 112 Days On Market

  Current Estimated Value $189,406

  Last Listing Agent Linda Carter Casey Realtors

  934 Sand Ave, Henderson, TN 38340

Showing Results 201 - 240, Page 6 of 18