6,828

Chester County, TN Homes

Section Image
    • /40

      Est $336,000 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

      • 44% Below List Price
      • $184/SF
      • 24 Days On Market

      Last Sold Price $600,000

      Last Listing Agent Craig Casey Casey Realtors

  • /21

    $455,000

    000 Stewart Cemetery Ln, Enville, TN 38332

    Immerse yourself in the epitome of rural sophistication at this captivating farm. Featuring a harmonious blend of wooded timber, expansive pasture land, and an abundance of wildlife, this property exudes unparalleled natural beauty. A meandering creek traverses the landscape, adding a touch of tranquility to the surroundings. With essential amenities such as a well, septic tank, and electricity

    Larry Roberts Casey Realtors

    000 Stewart Cemetery Ln, Enville, TN 38332
  • /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 $184,758

    Last Listing Agent Jennifer Maness-Scott Stellar Realty Group

    372 Kitchen Dr, Henderson, TN 38340
    • /28

      Est $234,155 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

      • 9% Above List Price
      • $56/SF
      • 140 Days On Market

      Last Sold Price $215,000

      Last Listing Agent Madison Balding Town and Country

  • /2

    $21,000 Pending

    • Land
    • 3.05 Acres
    • $6,885 per Acre

    4570 State Route 200, Henderson, TN 38340

    Nice 3.05 acre lot right on Hwy 200., no restrictions that we are aware of. 173 ft of road frontage.

    Jennifer Scott RE/MAX Realty Source

    4570 State Route 200, 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 $212,806

    Last Listing Agent Richard Emison NextHome 383 Real Estate

    661 Mifflin Ave, Henderson, TN 38340
    • /26

      Est $153,000 Not Listed For Sale

      6100 Enville Rd, Henderson, TN 38340

      • 4 Beds
      • 2 Baths
      • 2,139 Sq Ft
      • Built 1990
      6100 Enville Rd, Henderson, TN 38340

      Last Sold Summary

      • 20% Below List Price
      • $90/SF
      • 319 Days On Market

      Last Sold Price $191,559

      Last Listing Agent Jennifer Scott RE/MAX

  • /18

    $185,000

    • 1 Bed
    • 1 Bath
    • 1,387 Sq Ft

    11350 State Route 100 E, Reagan, TN 38368

    Tucked away in the quiet countryside of Reagan, TN, this one-of-a-kind custom home feels like a secret waiting to be discovered. Set on 7.35 acres of peaceful land, this charming one-bedroom, one-bath retreat offers the kind of privacy and simplicity that's getting harder to find. Step inside and you'll immediately notice the craftsmanship - especially in the kitchen, where hand-made cabinets

    Michael Hughes Greer Real Estate Group

    11350 State Route 100 E, Reagan, TN 38368
  • /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 $319,308

    Last Listing Agent Jennifer Scott RE/MAX Realty Source

    164 Ben Cove, Henderson, TN 38340
    • /29

      Est $426,711 Not Listed For Sale

      810 Charles Smith Loop, Henderson, TN 38340

      • 4 Beds
      • 2 Baths
      • 2,298 Sq Ft
      • Built 1940
      810 Charles Smith Loop, Henderson, TN 38340

      Last Sold Summary

      • 15% Above List Price
      • $161/SF
      • 1 Day On Market

      Last Sold Price $371,000

      Last Listing Agent Adam Cash Real Broker

  • /3

    $260,000

    • Land
    • 2.7 Acres
    • $96,296 per Acre

    00 Highway 45 S, Henderson, TN 38340

    Excellent location with high traffic count. Close proximity to Jackson & Henderson. Property is ready to build on. Owner is open to financing.

    Craig Casey Casey Realtors

    00 Highway 45 S, 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 $207,349

    Last Listing Agent Cosmelitia 'Coz' Sain simpliHOM

    3190 Plainview Rd, Henderson, TN 38340
    • /19

      Est $176,756 Not Listed For Sale

      650 Old Finger Rd, Henderson, TN 38340

      • 3 Beds
      • 2 Baths
      • 1,651 Sq Ft
      • Built 1969
      650 Old Finger Rd, Henderson, TN 38340

      Last Sold Summary

      • 686% Above List Price
      • $14/SF
      • 112 Days On Market

      Last Sold Price $22,500

      Last Listing Agent Shirley McKee Coldwell Banker McKee Realty

  • /4

    $104,900

    • Land
    • 0 Acre

    xxx Center Point Rd S, Reagan, TN 38368

    Beautiful 9.1-acre tract in Chester County offering an ideal setting to build your dream home. Just off Highway 22 and convenient to Highway 100, this property provides easy access while maintaining a peaceful, private atmosphere. A long, private driveway leads to an elevated homesite perched on a hill, offering privacy and one of the most scenic locations in the county. If you've been searching

    Sheila Darnell EXIT Realty Blues City

    xxx Center Point Rd S, Reagan, TN 38368
  • /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 $286,624

    Last Listing Agent Mike Singleton McIver Land & Realty

    734 Mason Ave, Henderson, TN 38340
    • /14

      Est $320,854 Not Listed For Sale

      1555 Us Highway 45 S, Henderson, TN 38340

      • 3 Beds
      • 2 Baths
      • 1,823 Sq Ft
      • Built 1987
      1555 Us Highway 45 S, Henderson, TN 38340

      Last Sold Summary

      • 24% Below List Price
      • $230/SF
      • 158 Days On Market

      Last Sold Price $420,000

      Last Listing Agent Linda Carter Casey Realtors

  • /23

    $230,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,840 Sq Ft

    755 Holmes Dr, Henderson, TN 38340

    Nestled at the end of a quiet cul-de-sac and backing up to peaceful woods, this 3 bedroom, 2 bath home sits on almost half an acre and offers a sense of privacy and calm that just feels like home the moment you arrive. Step inside to a comfortable living space that flows easily into the kitchen and dining area, perfect for everyday living and gathering with the ones you love. The kitchen features

    Dessie Hardee RE/MAX Realty Source

    755 Holmes Dr, 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 $180,645

    Last Listing Agent Linda Carter Casey Realtors

    927 Woodland Dr, Henderson, TN 38340
    • /44

      Not Listed For Sale

      2065 Hughes Rd, Henderson, TN 38340

      • 3 Beds
      • 2 Baths
      • 1,624 Sq Ft
      • Built 1998
      2065 Hughes Rd, Henderson, TN 38340

      Last Sold Summary

      • $135/SF
      • 64 Days On Market

      Last Sold Price $220,000

      Last Listing Agent Jennifer Scott RE/MAX

  • /37

    $75,000

    • Land
    • 6.3 Acres
    • $11,905 per Acre

    1 U S 45, Henderson, TN 38340

    Beautiful 6.3 acre lot with 504ft of US Hwy 45 frontage - eligible for commercial rezoning. The property is mostly level & gently slopes toward a small stream flowing through a mix of marketable pine & hardwood timber. Power, water, & gas are available. Sewer is also available but may require an easement from a neighbor. USDA soil maps are favorable for a septic permit if preferred. Survey

    Sam Wallace The Homestead Group

    1 U S 45, 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
    • /70

      Est $704,515 Not Listed For Sale

      5280 State Route 100 W, Henderson, TN 38340

      • 3 Beds
      • 2 Baths
      • 1,794 Sq Ft
      • Built 1996
      5280 State Route 100 W, Henderson, TN 38340

      Last Sold Summary

      • 12% Below List Price
      • $446/SF
      • 24 Days On Market

      Last Sold Price $799,900

      Last Listing Agent Tami Reid Hickman Realty Group Inc

  • /8

    $39,900 Pending

    • Land
    • 0 Acre

    570 Hill Ave, Henderson, TN 38340

    Prime corner lot in a highly desirable location featuring a 1,330 sq. ft. storage building. Currently zoned commercial, this property offers excellent visibility and accessibility, making it ideal for a variety of business or investment opportunities. The versatile lot could also serve as a potential residential homesite, providing multiple development possibilities. Don't miss this opportunity

    Zach Hannis Casey Realtors

    570 Hill 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 $225,720

    Last Listing Agent Larry Roberts Casey Realtors

    2215 Old Jacks Creek Rd, Henderson, TN 38340
    • /38

      Est $553,961 Not Listed For Sale

      1045 Pleasant Springs Rd, Henderson, TN 38340

      • 5 Beds
      • 3 Baths
      • 2,300 Sq Ft
      • Built 2008
      1045 Pleasant Springs Rd, Henderson, TN 38340

      Last Sold Summary

      • $241/SF
      • 61 Days On Market

      Last Sold Price $555,000

      Last Listing Agent Jon Putt Putt Real Estate Advisors

  • /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
  • /35

    $170,000 Sold Apr 30, 2025

    608 Rosebud St, Henderson, TN 38340

    • 3 Beds
    • 1.5 Baths
    • 1,258 Sq Ft
    • Built 1973

    Last Sold Summary

    • 10% Below List Price
    • $135/SF
    • 3 Days On Market

    Current Estimated Value $186,652

    Last Listing Agent Jessica Asberry EXIT Realty Blues City

    608 Rosebud St, Henderson, TN 38340
    • /41

      Est $479,034 Not Listed For Sale

      1350 Deanburg Rd, Henderson, TN 38340

      • 3 Beds
      • 2.5 Baths
      • 3,501 Sq Ft
      • Built 2001
      1350 Deanburg Rd, Henderson, TN 38340

      Last Sold Summary

      • $137/SF
      • 200 Days On Market

      Last Sold Price $478,000

      Last Listing Agent Joseph King Greer Real Estate Group

  • /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
  • /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 $299,750

    Last Listing Agent Hadeel Alkiswani BHGRE Conner Jackson

    135 Harris Ln, Henderson, TN 38340
    • /24

      Est $364,117 Not Listed For Sale

      1100 Bear Creek Rd S, Pinson, TN 38366

      • 4 Beds
      • 2.5 Baths
      • 2,482 Sq Ft
      • Built 1990
      1100 Bear Creek Rd S, Pinson, TN 38366

      Last Sold Summary

      • 9% Below List Price
      • $161/SF
      • 4 Days On Market

      Last Sold Price $399,900

      Last Listing Agent Brandi Wilson RE/MAX

  • /16

    $159,000

    • 2 Beds
    • 1 Bath
    • 1,156 Sq Ft

    237 E Third St, Henderson, TN 38340

    Beautiful basically remodeled home, great location in town close to everything! ALL NEW Vinyl plank flooring, paint, cabinets, countertops. Bathroom was completely remodeled. Kitchen appliances include dishwasher, stove and micro-vent hood. Brick on the outside of house is freshly painted, storage room on carport. within 2 blocks to FHU and downtown Call today to schedule a showing!

    Linda Carter Casey Realtors

    237 E Third St, Henderson, TN 38340
  • /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 $568,327

    Last Listing Agent Lori Yarbro Evans Real Estate

    1005 State Route 200, Henderson, TN 38340
    • /16

      Est $149,153 Not Listed For Sale

      20 Bear Rd, Pinson, TN 38366

      • 2 Beds
      • 1 Bath
      • 1,039 Sq Ft
      • Built 1954
      20 Bear Rd, Pinson, TN 38366

      Last Sold Summary

      • 10% Above List Price
      • $130/SF
      • 6 Days On Market

      Last Sold Price $135,000

      Last Listing Agent Jon Putt Putt Real Estate Advisors

  • /49

    $759,900

    • 5 Beds
    • 3.5 Baths
    • 4,845 Sq Ft

    25 Oak Ridge Dr, Henderson, TN 38340

    Welcome to Oakmont Estates! This spacious 5 bedroom, 3.5 bath home offers approximately 4,845 square feet of living space and sits on 2.05 acres in the heart of Chester County, where you can enjoy peaceful living with no city taxes. Inside, you'll find a functional layout featuring granite countertops in the kitchen, a dedicated office, and two large bonus rooms that provide flexibility for a

    Darrick Mann Crye-Leike Elite

    25 Oak Ridge Dr, Henderson, TN 38340
  • /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 $330,798

    Last Listing Agent Craig Casey Casey Realtors

    115 Harmony Ln, Henderson, TN 38340
    • /13

      Est $219,111 Not Listed For Sale

      709 Sanford St, Henderson, TN 38340

      • 3 Beds
      • 2 Baths
      • 2,362 Sq Ft
      • Built 1940
      709 Sanford St, Henderson, TN 38340

      Last Sold Summary

      • 29% Above List Price
      • $72/SF
      • 179 Days On Market

      Last Sold Price $170,000

      Last Listing Agent Melanie Malone Crye-Leike Elite

  • /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
  • /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 $189,999

    Last Listing Agent Linda Carter Casey Realtors

    934 Sand Ave, Henderson, TN 38340
    • /4

      Est $183,885 Not Listed For Sale

      1041 W Main St, Henderson, TN 38340

      • 3 Beds
      • 2 Baths
      • 1,338 Sq Ft
      • Built 1947
      1041 W Main St, Henderson, TN 38340

      Last Sold Summary

      • 17% Above List Price
      • $118/SF
      • 6 Days On Market

      Last Sold Price $157,500

      Last Listing Agent Candy MacDiarmid Macdiarmid Real Estate

Showing Results 201 - 240, Page 6 of 18

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