Chester County, TN Homes

• 

  

  

  /18

  $223,500 Sold Jan 03, 2025

  840 Woodland Dr, Henderson, TN 38340

  • 4 Beds
  • 4 Baths
  • 1,944 Sq Ft
  • Built 1976

  Last Sold Summary

  • 25% Below List Price
  • $115/SF
  • 21 Days On Market

  Current Estimated Value $278,795

  Last Listing Agent Melanie Malone Crye-Leike Elite

  840 Woodland Dr, Henderson, TN 38340
• 

  

  

  /18

  Est $219,603 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,603 Sq Ft

  655 Glendale Rd, Henderson, TN 38340

  655 Glendale Rd, Henderson, TN 38340
• 

  

  

  /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
• 

  

  

  /40

  $303,000 Sold Aug 13, 2025

  860 Plainview Rd, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 2,000+ Sq Ft
  • Built 1998

  Last Sold Summary

  • 13% Below List Price
  • $152/SF
  • 16 Days On Market

  Current Estimated Value $309,224

  Last Listing Agent Darby Drinkard Action Realty

  860 Plainview Rd, Henderson, TN 38340
• 

  

  

  /42

  Est $401,752 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,041 Sq Ft

  470 Ludell Ross Rd, Enville, TN 38332

  470 Ludell Ross Rd, Enville, TN 38332
• 

  

  /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
• 

  

  /46

  $495,000 Sold Sep 03, 2025

  1166 White Ave, Henderson, TN 38340

  • 5 Beds
  • 3.5 Baths
  • 4,801 Sq Ft
  • Built 1967

  Last Sold Summary

  • 20% Below List Price
  • $103/SF
  • 41 Days On Market

  Current Estimated Value $501,468

  Last Listing Agent Melanie Malone Crye-Leike Elite

  1166 White Ave, Henderson, TN 38340
• 

  

  /16

  Est $163,661 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft

  740 Smith Rd, Luray, TN 38352

  740 Smith Rd, Luray, TN 38352
• 

  

  /9

  $159,900

  • 1,656 Sq Ft

  961 Woodland Dr, Henderson, TN 38340

  Fully Occupied 2BR/1BA Investment Property in a prime central location, just minutes from everything. The property features two identical, well-maintained units with tenants and stable cash flow, offering an easy-to-manage investment with room for rent growth at lease renewals. Investors seeking reliable income and straightforward management call today. Fully Occupied 2BR/1BA Investment Property

  Zach Hannis Casey Realtors

  961 Woodland Dr, Henderson, TN 38340
• 

  

  /18

  $80,000 Sold Jun 06, 2025

  7765 Broad St, Milledgeville, TN 38359

  • 3 Beds
  • 2 Baths
  • 1,600+ Sq Ft
  • Built 1978

  Last Sold Summary

  • 42% Below List Price
  • $50/SF
  • 113 Days On Market

  Current Estimated Value $131,872

  Last Listing Agent Pam Dickerson Weichert, REALTORS - Crunk Rea

  7765 Broad St, Milledgeville, TN 38359
• 

  

  /24

  Est $224,148 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,434 Sq Ft

  6650 State Route 22, Enville, TN 38332

  6650 State Route 22, Enville, TN 38332
• 

  

  /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
• 

  

  /3

  $23,000 Sold Sep 03, 2025

  lot 3 W 3rd St, Henderson, TN 38340

  • Land
  • 0 Acre

  Last Sold Summary

  • 8% Below List Price
  • 0 Days On Market

  Last Listing Agent Linda Carter Casey Realtors

  lot 3 W 3rd St, Henderson, TN 38340
• 

  

  /25

  Est $177,489 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,175 Sq Ft

  419 Regina Dr, Henderson, TN 38340

  419 Regina Dr, Henderson, TN 38340
• 

  

  /26

  $289,900 Pending

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

  290 Potleg Trail, Henderson, TN 38340

  Loretta Martin Chamberwood Realty Group

  290 Potleg Trail, Henderson, TN 38340
• 

  

  /17

  $95,500 Sold Jun 11, 2025

  324 Baughn St, Henderson, TN 38340

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft
  • Built 1950

  Last Sold Summary

  • 20% Below List Price
  • $124/SF
  • 23 Days On Market

  Current Estimated Value $95,883

  Last Listing Agent Larry Roberts Casey Realtors

  324 Baughn St, Henderson, TN 38340
• 

  

  /19

  Est $223,139 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,949 Sq Ft

  241 Crook Ave, Henderson, TN 38340

  241 Crook Ave, 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
• 

  /2

  $339,000 Sold May 27, 2025

  1180 Mayfield Rd, Henderson, TN 38340

  • 4 Beds
  • 2.5 Baths
  • 2,240 Sq Ft
  • Built 1995

  Last Sold Summary

  • 3% Below List Price
  • $151/SF

  Last Listing Agent Jennifer Scott RE/MAX Realty Source

  1180 Mayfield Rd, Henderson, TN 38340
• 

  

  /46

  Est $535,325 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,814 Sq Ft

  4125 Old Jacks Creek Rd, Henderson, TN 38340

  4125 Old Jacks Creek Rd, Henderson, TN 38340
• 

  

  /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
• 

  

  /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

  Last Listing Agent Richard Emison NextHome 383 Real Estate

  661 Mifflin Ave, Henderson, TN 38340
• 

  

  /38

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,277 Sq Ft

  2600 Silerton Rd, Henderson, TN 38340

  2600 Silerton Rd, Henderson, TN 38340
• 

  

  /7

  $80,000

  • Land
  • 8.9 Acres
  • $8,989 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. Included on the property is a 15x40 building that could be ideal for an office, workshop, or studio space. There's also a 12x24

  Richard Emison NextHome 383 Real Estate

  8705 Highway 100, Jacks Creek, TN 38347
• 

  

  /30

  $170,000 Sold Feb 11, 2025

  270 Potleg Trail, Henderson, TN 38340

  • 2 Beds
  • 1 Bath
  • 1,362 Sq Ft
  • Built 2005

  Last Sold Summary

  • 3% Below List Price
  • $125/SF
  • 1 Day On Market

  Current Estimated Value $184,469

  Last Listing Agent Madison Balding Town and Country

  270 Potleg Trail, Henderson, TN 38340
• 

  

  /18

  Est $158,745 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft

  1147 W Main St, Henderson, TN 38340

  1147 W Main St, Henderson, TN 38340
• 

  

  /23

  $24,900

  • Land
  • 5.5 Acres
  • $4,527 per Acre

  2035 Brown Cemetery Rd, Luray, TN 38352

  This property features a burned down home with a shed on about 5.5 acres of land. Some of the land is yard and the rest is wooded area. This is located deep in the country of Chester county and borders Henderson County. Located just a few miles from the beautiful Sunset Valley Farms.

  Todd Clouser RE/MAX Realty Source

  2035 Brown Cemetery Rd, Luray, TN 38352
• 

  

  /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

  Last Listing Agent Jennifer Scott RE/MAX Realty Source

  164 Ben Cove, Henderson, TN 38340
• 

  

  /14

  Est $124,716 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 620 Sq Ft

  1133 Phillips Dr, Henderson, TN 38340

  1133 Phillips Dr, Henderson, TN 38340
• 

  

  /34

  $294,700

  • 3 Beds
  • 2 Baths
  • 1,465 Sq Ft

  4745 Enville Rd, Henderson, TN 38340

  Looking for a great house out in the country. This is it. 3 br., 2 baths, open floor plan, 2 car garage, lots of closet space, all kitchen appliances, covered front porch, large deck, LARGE LOT AND NEW CH/A PLUS DUCTWORK. AENEAS INTERNET, CALL FOR A WONDERFUL SHOWING

  Linda Carter Casey Realtors

  4745 Enville Rd, Henderson, TN 38340
• 

  

  /24

  $145,000 Sold Jan 15, 2025

  153 N Carolina Ave, Henderson, TN 38340

  • 2 Beds
  • 2 Baths
  • 884 Sq Ft
  • Built 2015

  Last Sold Summary

  • $164/SF
  • 6 Days On Market

  Current Estimated Value $145,515

  Last Listing Agent Linda Carter Casey Realtors

  153 N Carolina Ave, Henderson, TN 38340
• 

  

  /21

  Est $134,657 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 100 Sq Ft

  220 Robertson Rd, Bethel Springs, TN 38315

  220 Robertson Rd, Bethel Springs, TN 38315
• 

  

  /13

  $185,000 Pending

  • 4 Beds
  • 1.5 Baths
  • 1,232 Sq Ft

  2555 Old Finger Rd, Finger, TN 38334

  Check out this Finger-lickin' good deal! This beautifully remodeled home delivers comfort, space, and style all in one package. You'll love the brand-new HVAC, new floors, new appliances, fresh paint, and so much more—move in and enjoy without lifting a finger! Need storage or workspace? You've got it! This property includes a massive 30×30 shop plus an attached garage for over 1,300 sq. ft. of

  Erik Pieniazek Steadfast Home Advisors

  2555 Old Finger Rd, Finger, TN 38334
• 

  

  /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

  Last Listing Agent Cosmelitia 'Coz' Sain simpliHOM

  3190 Plainview Rd, Henderson, TN 38340
• 

  

  /12

  Est $180,802 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  5830 Old Friendship Rd, Finger, TN 38334

  5830 Old Friendship Rd, Finger, TN 38334
• 

  

  /12

  $235,000

  • Land
  • 50.1 Acres
  • $4,691 per Acre

  0 Arl Bailey Rd, Finger, TN 38334

  Capture the essence of distinction on this prestigious 50.1-acre wooded estate in rural Chester County. With a perennial spring, numerous prime building locations, and unparalleled serenity, this property offers the ultimate retreat. Strategically located near Henderson, Lexington, Jackson, and the Tennessee River, convenience harmonizes with seclusion, presenting a unique opportunity for refined

  Larry Roberts Casey Realtors

  0 Arl Bailey Rd, Finger, TN 38334
• 

  

  /24

  $255,000 Sold May 16, 2025

  734 Mason Ave, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,679 Sq Ft
  • Built 2006

  Last Sold Summary

  • 3% Below List Price
  • $152/SF
  • 49 Days On Market

  Current Estimated Value $260,728

  Last Listing Agent Mike Singleton McIver Land & Realty

  734 Mason Ave, Henderson, TN 38340
• 

  

  /18

  Est $178,633 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft

  545 Fairview Rd, Finger, TN 38334

  545 Fairview Rd, Finger, TN 38334
• 

  

  /33

  $525,000

  • 4 Beds
  • 2 Baths
  • 2,600+ Sq Ft

  320 Rabbit Ranch Rd, Henderson, TN 38340

  Welcome to your private retreat—this charming 4-bedroom, 2-bath brick home is nestled on a sprawling 57-acre estate offering a rare combination of space, seclusion, and opportunity. Whether you’re looking for a forever home, hobby farm, or hunter’s paradise, this property delivers. Step inside to find a warm and inviting interior with spacious living areas, a functional kitchen, and a cozy

  Erica Maxwell Tiffany Jones Realty Group

  320 Rabbit Ranch Rd, Henderson, TN 38340
• 

  

  /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 $786,383

  Last Listing Agent Destiny Burns Stellar Realty Group

  220 Teague Trace Ln, Luray, TN 38352

Showing Results 161 - 200, Page 5 of 18