6,858

Chester County, TN Homes

Section Image
    • /26

      Est $184,667

      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

      • 319 Days On Market

  • /8

    $55,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 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. TWO ADDITIONAL LOTS ARE AVAILABLE FOR PURCHASE BY BUYER, BUT ACREAGE CANT BE SOLD UNTIL HOUSE SITTING ON 1 ACRE CLOSED

    Linda Carter Casey Realtors

    2160 Jones Rd, Luray, TN 38352
  • /30

    $167,618

    Sold Apr 23, 2026

    0 Palestine Ln, Henderson, TN 38340

    • Land
    • 76 Acres
    • $2,206 per Acre

    Last Sold Summary

    • 2% Below List Price
    • 66 Days On Market

    Last Listing Agent Austin Carroll Tutt Land Company

    0 Palestine Ln, Henderson, TN 38340
    • /19

      Est $182,469

      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

      • 112 Days On Market

  • /29

    $319,000

    • Land
    • 23 Acres
    • $13,870 per Acre

    00 Williams Rd, Henderson, TN 38340

    23 ACRES OF LAND IN CHESTER COUNTY! Discover the perfect blend of privacy, convenience, and versatility with this beautiful 23-acre tract with app 1/4 mile of road frontage on Meadows Lane, located just 5 minutes from downtown Henderson, TN - Freed Hardeman University, schools, shopping and dining all while being just outside the city limits . Tucked away in a quiet, low-traffic setting, this

    Tiffany Elder Porchlight Realty West TN

    00 Williams Rd, Henderson, TN 38340
  • /13

    $345,000

    Sold Oct 21, 2025

    2070 Talley Store Rd, Henderson, TN 38340

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Below List Price
    • $192/SF
    • 26 Days On Market

    Last Listing Agent Brent West Crye-Leike Elite

    2070 Talley Store Rd, Henderson, TN 38340
    • /14

      Est $360,149

      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

      • 158 Days On Market

  • /13

    $325,000

    $50K PRICE DROP
    • Land
    • 45.72 Acres
    • $7,108 per Acre

    320 Peddy Vestal Loop, Henderson, TN 38340

    Escape to your own private slice of the countryside with this stunning 46-acre property! Featuring a private gated entrance and established driveway, this land offers security and seclusion. A homesite has already been started with an existing foundation in place- saving you time and money on building your dream home! Surrounded by beautiful timber, this property provides a peaceful, natural

    Jennifer Stevens Coldwell Banker Southern Realty

    320 Peddy Vestal Loop, Henderson, TN 38340
  • /33

    $255,000

    Sold Nov 17, 2025

    1825 Island Rd, Beech Bluff, TN 38313

    • 3 Beds
    • 2 Baths
    • 1,523 Sq Ft
    • Built 2002

    Last Sold Summary

    • 2% Above List Price
    • $167/SF
    • 2 Days On Market

    Last Listing Agent Shelby Robertson Nest Realty

    1825 Island Rd, Beech Bluff, TN 38313
    • /27

      Est $171,891

      Not Listed For Sale

      950 Old Montezuma Rd, Henderson, TN 38340

      • 2 Beds
      • 1 Bath
      • 1,002 Sq Ft
      • Built 1949
      950 Old Montezuma Rd, Henderson, TN 38340

      Last Sold Summary

      • 84 Days On Market

  • /37

    $279,900

    • 3 Beds
    • 2.5 Baths
    • 1,928 Sq Ft

    255 Mitchell Ln, Henderson, TN 38340

    Looking for a great home right outside city limits . Then this could be the right home for you. This pretty home is sitting on a great corner lot and has so much to offer. The inside of this home has 3 br., office or nursery, 2.5 baths, large eat in kitchen, large master closet which contains the washer and dryer, plus an internal storm shelter right beside the closet/laundry. Outside has 2

    Linda Carter Casey Realtors

    255 Mitchell Ln, Henderson, TN 38340
  • /22

    $279,900

    Sold Jun 05, 2026

    225 E Third St, Henderson, TN 38340

    • 3 Beds
    • 3 Baths
    • 2,440 Sq Ft
    • Built 1936

    Last Sold Summary

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

    Current Estimated Value $344,734

    Last Listing Agent Linda Carter Casey Realtors

    225 E Third St, 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

      • 64 Days On Market

  • /21

    $455,000

    • Land
    • 119 Acres
    • $3,824 per Acre

    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
  • /9

    $218,400

    Sold Dec 02, 2025

    0 Terry Ln, Henderson, TN 38340

    • Land
    • 104 Acres
    • $2,100 per Acre

    Last Sold Summary

    • 6% Below List Price

    Last Listing Agent Jennifer Scott RE/MAX Realty Source

    0 Terry Ln, Henderson, TN 38340
    • /70

      Est $749,155

      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

      • 24 Days On Market

  • /29

    $60,000

    $26K PRICE DROP
    • Land
    • 13.42 Acres
    • $4,471 per Acre

    TRACT 9 Highway 22 A, Jacks Creek, TN 38347

    SELLER FINANCE - NO CREDIT CHECKS - $1000 DOWN & ONLY $518/MTH 13.42 ACRES - LAND FOR SALE – JACKS CREEK, TN TRACT 8 HWY 22A JACKS CREEK, TN Looking for affordable land with natural beauty and water on-site? These tracts in Jacks Creek, TN offer a great mix of road frontage, wooded privacy, and several creeks running through most of the property. THIS PROPERTY IS IN THE FLOOD ZONE - SEE MAP IN

    Timothy Crane 2 Cranes Realty

    TRACT 9 Highway 22 A, Jacks Creek, TN 38347
  • /40

    $245,000

    Sold Sep 19, 2025

    245 Henderson Rd, Pinson, TN 38366

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft
    • Built 1940

    Last Sold Summary

    • 2% Below List Price
    • $157/SF
    • 48 Days On Market

    Current Estimated Value $240,245

    Last Listing Agent Leigh Ann Smalley-Ward Fisher Realty & Auction

    245 Henderson Rd, Pinson, TN 38366
    • /38

      Est $552,849

      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

      • 61 Days On Market

  • /18

    $270,000

    $10K 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 flooring,

    Jake Morford Phillips Realty Group

    341 Melodie Cir, Henderson, TN 38340
  • /47

    $495,000

    Sold Sep 25, 2025

    4840 Tennessee 200, Henderson, TN 38340

    • 4 Beds
    • 2 Baths
    • 3,022 Sq Ft
    • Built 1995

    Last Sold Summary

    • 9% Below List Price
    • $164/SF
    • 32 Days On Market

    Last Listing Agent Destiny Burns Stellar Realty Group

    4840 Tennessee 200, Henderson, TN 38340
    • /41

      Est $478,805

      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

      • 200 Days On Market

  • /34

    $269,900

    Pending
    • 4 Beds
    • 3 Baths
    • 1,568 Sq Ft

    170 Leapwood Dr, Enville, TN 38332

    Wow! What a deal! 13.8 acres. 2 parcels 2.3 acres and 11.5 acres 4 bedrooms 3 full baths completely renovated! New laminate through out the house! All new kitchen appliances, cabinets, bathroom fixtures, new lights throughout, new hot water. Ac unit! Fresh paint! Nice covered front and back porch! Over sized double garage with an attached RV storage! Plus an extra structural on the property that

    Hattie Davidson Brawley 2 Rivers Realty, LLC

    170 Leapwood Dr, Enville, TN 38332
  • /10

    $185,000

    Sold Nov 05, 2025

    11715 State Route 22a S, Enville, TN 38332

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft
    • Built 2009

    Last Sold Summary

    • 10% Below List Price
    • $122/SF
    • 6 Days On Market

    Current Estimated Value $192,208

    Last Listing Agent Shirley McKee Coldwell Banker McKee Realty

    11715 State Route 22a S, Enville, TN 38332
    • /24

      Est $391,478

      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

      • 4 Days On Market

  • /37

    $319,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,675 Sq Ft

    6 Sunbright Cove, Henderson, TN 38340

    6 Sunbright Cv., the name says it all! Bright and Cheery is this home! A 3br/2ba split floorplan on 4.5 Acres that has been meticulously taken care of and is ready for a new owner. The land is just beautiful and is perfect for any idea you have, garden, animals, barn, shop! New garage door in 2024, roof 2018, and a large unfinished bonus up that wouldn't take much to finish. Put it on your list

    Andrea Moore Groome & Co.

    6 Sunbright Cove, Henderson, TN 38340
  • /21

    $253,900

    Sold Apr 08, 2026

    757 Christi Loop, Henderson, TN 38340

    • 3 Beds
    • 2 Baths
    • 1,514 Sq Ft
    • Built 2025

    Last Sold Summary

    • 2% Below List Price
    • $168/SF
    • 154 Days On Market

    Last Listing Agent Brandi Wilson RE/MAX Realty Source

    757 Christi Loop, Henderson, TN 38340
    • /16

      Est $216,770

      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

      • 6 Days On Market

  • /8

    $42,995

    $4K PRICE DROP
    • Land
    • 7.84 Acres
    • $5,484 per Acre

    0 Hughes Rd, Henderson, TN 38340

    Newly survyed 7.84 acre property close to Chickasaw State Park! This property features a cleared building site and frontage on two roads with Chickasaw State Park owning the land right across the road. Give me a call today for more information.

    Braden Rickman Farm & Home Realty

    0 Hughes Rd, Henderson, TN 38340
  • /55

    $579,000

    Sold Dec 30, 2025

    1005 Tennessee 200, Henderson, TN 38340

    • 4 Beds
    • 3 Baths
    • 3,555 Sq Ft
    • Built 1986

    Last Sold Summary

    • 3% Below List Price
    • $163/SF
    • 40 Days On Market

    Last Listing Agent Lori Yarbro Evans Real Estate

    1005 Tennessee 200, Henderson, TN 38340
    • /37

      Est $276,913

      Not Listed For Sale

      2885 State Route 100 W, Henderson, TN 38340

      • 3 Beds
      • 2 Baths
      • 2,321 Sq Ft
      • Built 1983
      2885 State Route 100 W, Henderson, TN 38340

      Last Sold Summary

      • 63 Days On Market

  • /32

    $425,000

    $25K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 3,051 Sq Ft

    100 Mary Kate Ln, Henderson, TN 38340

    Located in an established and desirable Henderson neighborhood, this spacious home offers the perfect blend of suburban comfort, functional living, and sustainable, farm-to-table functionality. Situated on a generously sized lot, this exceptional property delivers all the infrastructure and charm you need to start your hobby farm from day one without sacrificing the conveniences of neighborhood

    Christy Fullington Crye-Leike Elite

    100 Mary Kate Ln, Henderson, TN 38340
  • /7

    $18,500

    Sold Jul 23, 2025

    151 N Carolina Ave, Henderson, TN 38340

    • 2 Beds
    • 1 Bath
    • 694 Sq Ft
    • Built 1954

    Last Sold Summary

    • 63% Below List Price
    • $27/SF
    • 2 Days On Market

    Current Estimated Value $68,522

    Last Listing Agent Dustin Hepburn Rebuilt Brokerage LLC

    151 N Carolina Ave, Henderson, TN 38340
    • /13

      Est $209,721

      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

      • 179 Days On Market

  • /13

    $348,000

    • 3 Beds
    • 2 Baths
    • 1,985 Sq Ft

    521 Crook Ave, Henderson, TN 38340

    ENJOY THE COMFORT OF A PEACEFUL NEIGHBORHOOD WHILE HAVING PLENTY OF ROOM TO GROW. PROPERTIES WITH THIS MUCH POTENTIAL AND OUTDOOR SPACE ARE HARD TO FIND! BEAUTIFUL BRICK, 3 BEDROOM, 2 BATH HOME IN A HIGHLY DESIRABLE NEIGHBORHOOD! FEATURES INCLUDE: NEARLY 1/2 ACRE LOT W/FENCED IN BACK YARD, NEW METAL ROOF, DOUBLE CARPORT W/ATTACHED SHOP/WORKSHOP, TWO ATTICS FOR EXCEPTIONAL STORAGE (1 FLOORED IN

    Linda Carter Casey Realtors

    521 Crook Ave, Henderson, TN 38340
  • /29

    $160,000

    Sold Jul 25, 2025

    955 Leo Weaver Rd, Finger, TN 38334

    • 3 Beds
    • 2 Baths
    • 1,150 Sq Ft
    • Built 2007

    Last Sold Summary

    • 3% Above List Price
    • $139/SF
    • 3 Days On Market

    Last Listing Agent Madison Balding Town and Country

    955 Leo Weaver Rd, Finger, TN 38334
    • /23

      Not Listed For Sale

      154 N Carolina Ave, Henderson, TN 38340

      • 4 Beds
      • 3 Baths
      • 2,809 Sq Ft
      • Built 1969
      154 N Carolina Ave, Henderson, TN 38340

      Last Sold Summary

      • 90 Days On Market

  • /31

    $219,900

    • 3 Beds
    • 2 Baths
    • 1,528 Sq Ft

    248 E 3rd St, Henderson, TN 38340

    Currently a duplex with a 1 BR 1BA unit and a 2BR 1BA unit, (separated by a breezeway), Just remodeled and freshened up with new paint, new floor covering throughout 2BR unit and new paint and new floor covering through most of 1 BR unit. Seller to installed a new Stove and Refrigerator & Dishwasher in both units before closing. ' ALL NEW WINDOWS IN BOTH UNITS. Could be turned into home with

    Linda Carter Casey Realtors

    248 E 3rd St, Henderson, TN 38340
  • /6

    $20,000

    Sold Oct 08, 2025

    6530 Main St, Enville, TN 38332

    • Land
    • 22,651 Sq Ft
    • $38,462 per Acre

    Last Sold Summary

    • 43% Below List Price
    • 39 Days On Market

    Last Listing Agent Charissa Paniuski EXIT Realty Blues City

    6530 Main St, Enville, TN 38332
    • /5

      Est $105,527

      Not Listed For Sale

      580 Sanford St, Henderson, TN 38340

      • 2 Beds
      • 1.5 Baths
      • 606 Sq Ft
      • Built 1950
      580 Sanford St, Henderson, TN 38340

      Last Sold Summary

      • 24 Days On Market

Showing Results 241 - 280, Page 7 of 18

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