6,799

Chester County, TN Homes

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  • /40

    $299,900 Sold Feb 28, 2025

    95 Rushing Creek Ln, Henderson, TN 38340

    • 4 Beds
    • 2 Baths
    • 1,902 Sq Ft
    • Built 2013

    Last Sold Summary

    • $158/SF
    • 31 Days On Market

    Current Estimated Value $304,533

    Last Listing Agent Richard Emison NextHome 383 Real Estate

    95 Rushing Creek Ln, Henderson, TN 38340
    • /39

      Est $468,099 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,660 Sq Ft

      150 Tall Pines Rd, Henderson, TN 38340

      150 Tall Pines Rd, Henderson, TN 38340
  • /11

    $99,000

    • Land
    • 22 Acres
    • $4,500 per Acre

    00 Tennessee 225, Henderson, TN 38340

    22 Acres - Chester CountyA blank canvas in the country! 22 acres of raw land ready for your dream home, hunting spot, investment or weekend retreat! Peace, space, and endless possibilities. Seller will sell all 22 acres as one tract or will divide evenly into two equal tracts of 11 acres. Seller will pay for survey upon contract. Land has been select cut by seller. Gas line easement runs

    Dustin Insell Coldwell Banker Southern Realty

    00 Tennessee 225, Henderson, TN 38340
  • /9

    $65,000 Sold Dec 11, 2025

    237 E Third St, Henderson, TN 38340

    • 2 Beds
    • 1 Bath
    • 1,156 Sq Ft
    • Built 1946

    Last Sold Summary

    • 24% Below List Price
    • $56/SF
    • 7 Days On Market

    Last Listing Agent Linda Carter Casey Realtors

    237 E Third St, Henderson, TN 38340
    • /32

      Est $444,765 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 3,411 Sq Ft

      5370 State Route 100 E, Henderson, TN 38340

      5370 State Route 100 E, Henderson, TN 38340
  • /3

    $301,600

    00 Woodland Dr, Henderson, TN 38340

    "DEVELOPMENT ACREAGE: ONE OF THE LARGEST ZONED R3 CHUNKS OF LAND IN CITY LIMITS. Start a new subdivision and build houses, duplexes or apartments. R-3 has the smallest lot size requirement for any restricted zoning. Sewer main already runs through it, and all utilities are available on both roads-- Woodland Drive and Forrest Drive. Three 50' access points to build roads through the property.

    Linda Carter Casey Realtors

    00 Woodland Dr, Henderson, TN 38340
  • /54

    $181,443 Sold Oct 28, 2025

    1710 Clarks Creek Rd, Henderson, TN 38340

    • 4 Beds
    • 2 Baths
    • 2,065 Sq Ft
    • Built 1979

    Last Sold Summary

    • 39% Below List Price
    • $88/SF
    • 21 Days On Market

    Last Listing Agent Destiny Burns Stellar Realty Group

    1710 Clarks Creek Rd, Henderson, TN 38340
    • /26

      Est $267,061 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,577 Sq Ft

      330 Courtney Cove, Henderson, TN 38340

      330 Courtney Cove, Henderson, TN 38340
  • /22

    $259,900 Pending

    • 3 Beds
    • 2 Baths
    • 1,555 Sq Ft

    457 Kendyl Cove, Henderson, TN 38340

    Come see this charming, move-in ready three bedroom, two bath home in the heart of Chester County! This is a very well-cared-for property that has been freshly painted and offers a desirable split floor plan, providing privacy for the master suite. Master bath features his and hers vanity and separate shower and jacuzzi tub! Kitchen features beautiful cabinets with under cabinet lighting and

    Raven Taylor BHGRE Conner Jackson

    457 Kendyl Cove, Henderson, TN 38340
  • /47

    $282,900 Sold Oct 28, 2025

    185 Dry Creek Rd, Pinson, TN 38366

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 1981

    Last Sold Summary

    • $189/SF
    • 19 Days On Market

    Last Listing Agent Destiny Burns Stellar Realty Group

    185 Dry Creek Rd, Pinson, TN 38366
    • /13

      Est $161,539 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,171 Sq Ft

      450 Second St, Henderson, TN 38340

      450 Second St, Henderson, TN 38340
  • /5

    $20,000

    • Land
    • 1 Acre
    • $20,000 per Acre

    00 Deerfield Loop, Henderson, TN 38340

    Take a look at this beautiful lot in WestChester Hills, West of Henderson, and 3 blocks from West Chester Elementary. Wonderful area to build a home and raise a family. You can build a great home with a basement or a tornado area. Just lok at this look and we will go from there.

    Linda Carter Casey Realtors

    00 Deerfield Loop, Henderson, TN 38340
  • /26

    $316,900 Sold Sep 08, 2025

    145 Dlynn Cove, Henderson, TN 38340

    • 4 Beds
    • 2 Baths
    • 1,940 Sq Ft
    • Built 2009

    Last Sold Summary

    • 1% Below List Price
    • $163/SF
    • 1 Day On Market

    Current Estimated Value $324,121

    Last Listing Agent Kristen Londe Town and Country

    145 Dlynn Cove, Henderson, TN 38340
    • /11

      Est $241,142 Not Listed For Sale

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

      553 Fawn Dr, Henderson, TN 38340

      553 Fawn Dr, Henderson, TN 38340
  • /4

    $79,900

    • Land
    • 26.85 Acres
    • $2,976 per Acre

    000 Sweetlips Rd, Henderson, TN 38340

    26.85 acres rural Chester County with no city taxes and unrestricted land. Easy access to Henderson and Jackson. Ideal for various uses, offering a prime location and potential for growth. A versatile property with endless possibilities in desirable Chester County. across the road from 1740 Sweetlips Road, Henderson, TN

    Larry Roberts Casey Realtors

    000 Sweetlips Rd, Henderson, TN 38340
  • /11

    $145,000 Sold Aug 28, 2025

    471 Woods Dr, Henderson, TN 38340

    • 3 Beds
    • 2 Baths
    • 1,146 Sq Ft
    • Built 1981

    Last Sold Summary

    • 19% Below List Price
    • $127/SF
    • 95 Days On Market

    Current Estimated Value $143,959

    Last Listing Agent Linda Carter Casey Realtors

    471 Woods Dr, Henderson, TN 38340
    • /11

      Est $175,016 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,254 Sq Ft

      425 Fourth St, Henderson, TN 38340

      425 Fourth St, Henderson, TN 38340
  • /32

    $259,975 Pending

    • 3 Beds
    • 2 Baths
    • 1,564 Sq Ft

    265 Ollie Ln, Henderson, TN 38340

    Recently renovated 3 bed, 2 bath home with 1564 sq ft of living space. Master bedroom features a spacious closet. Luxury vinyl plank flooring flows through the entire home. Updates include fresh paint, fixtures, and appliances. Situated on a generous 1+ acre lot in a desirable subdivision with the benefit of county taxes.

    Larry Roberts Casey Realtors

    265 Ollie Ln, Henderson, TN 38340
  • /16

    $206,000 Sold Feb 07, 2025

    695 Jacks Creek Cove, Henderson, TN 38340

    • 3 Beds
    • 2 Baths
    • 1,138 Sq Ft
    • Built 2001

    Last Sold Summary

    • 2% Below List Price
    • $181/SF

    Current Estimated Value $201,530

    Last Listing Agent Jennifer Scott RE/MAX Realty Source

    695 Jacks Creek Cove, Henderson, TN 38340
    • /48

      Est $527,023 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 4,200 Sq Ft

      370 Meadows Ln, Henderson, TN 38340

      370 Meadows Ln, Henderson, TN 38340
  • /62

    $269,900

    • 6 Beds
    • 2.5 Baths
    • 2,290 Sq Ft

    208 Fourth St, Henderson, TN 38340

    208 Fourth St, Henderson, TN — Charming and spacious 6-bedroom, 2.5-bath home with an office, ideally located on a corner lot in the heart of Henderson and just a short walk to Freed-Hardeman University, Main Street, shopping, dining, and local amenities, this property offers both convenience and character. This beautifully updated home has been completely remodeled from top to bottom, featuring

    Richard Emison NextHome 383 Real Estate

    208 Fourth St, Henderson, TN 38340
  • /51

    $380,000 Sold May 29, 2025

    5160 Sunshine Rd, Henderson, TN 38340

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

    Last Sold Summary

    • 5% Below List Price
    • $183/SF
    • 11 Days On Market

    Current Estimated Value $372,645

    Last Listing Agent Madison Balding Town and Country

    5160 Sunshine Rd, Henderson, TN 38340
    • /14

      Est $149,802 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 996 Sq Ft

      311 Memorial Ave, Henderson, TN 38340

      311 Memorial Ave, Henderson, TN 38340
  • /14

    $178,800

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

    234 Tulip St, Henderson, TN 38340

    Charming 3 bedroom, 1 bathroom brick/vinyl home in the heart of Henderson city. Situated on a spacious lot with a large backyard adorned with a stunning shade tree. This cozy abode comes complete with a refrigerator, stove, and dishwasher. Ideal as a starter home or as a lucrative investment property. This home has been freshly painted inside, new flooring, new windows and new shingles. call for

    Linda Carter Casey Realtors

    234 Tulip St, Henderson, TN 38340
  • /37

    $260,000 Sold Jun 09, 2025

    2885 State Route 100 W, Henderson, TN 38340

    • 3 Beds
    • 2 Baths
    • 2,321 Sq Ft
    • Built 1983

    Last Sold Summary

    • 7% Below List Price
    • $112/SF
    • 63 Days On Market

    Current Estimated Value $263,410

    Last Listing Agent Richard Emison NextHome 383 Real Estate

    2885 State Route 100 W, Henderson, TN 38340
    • /14

      Est $152,183 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,230 Sq Ft

      539 Woods Dr, Henderson, TN 38340

      539 Woods Dr, Henderson, TN 38340
  • /67

    $899,900

    • 4 Beds
    • 3.5 Baths
    • 3,314 Sq Ft

    215 Benson Rd, Reagan, TN 38368

    Are you ready to experience peaceful country living on 40 breathtaking acres with this beautifully updated home that perfectly blends modern elegance and rural charm. Inside you will find 3 spacious bedrooms and an office on the main level and a second large living area with a full bedroom with a private bathroom and a convenient storage room on the second level. The Kitchen has been thoughtfully

    Heather Pierce Coldwell Banker Southern Realty

    215 Benson Rd, Reagan, TN 38368
  • /5

    $100,900 Sold May 20, 2025

    580 Sanford St, Henderson, TN 38340

    • 2 Beds
    • 1.5 Baths
    • 606 Sq Ft
    • Built 1950

    Last Sold Summary

    • 8% Below List Price
    • $167/SF
    • 24 Days On Market

    Current Estimated Value $95,111

    Last Listing Agent Zach Hannis Casey Realtors

    580 Sanford St, Henderson, TN 38340
    • /23

      Est $133,255 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,832 Sq Ft

      323 N Church Ave, Henderson, TN 38340

      323 N Church Ave, Henderson, TN 38340
  • /54

    $364,900 Pending

    • 3 Beds
    • 2 Baths
    • 2,394 Sq Ft

    1890 Montezuma Rd, Henderson, TN 38340

    Take a look at this beautiful 3 bedroom, 2 bath brick home with bonus room, located just minutes from town in a great neighborhood. This home welcomes you with a spacious foyer that leads into a large living room featuring a cozy gas fireplace and new luxury vinyl plank flooring. The adjoining kitchen offers solid surface countertops, new stainless steel appliances, and plenty of cabinet space.

    Richard Emison NextHome 383 Real Estate

    1890 Montezuma Rd, Henderson, TN 38340
  • /6

    $18,000 Sold Jul 03, 2025

    8705 Main St, Enville, TN 38332

    • 3 Beds
    • 1 Bath
    • 1,162 Sq Ft
    • Built 1930

    Last Sold Summary

    • $15/SF
    • 23 Days On Market

    Current Estimated Value $81,463

    Last Listing Agent Daniel Demers Sell Your Home Services, LLC

    8705 Main St, Enville, TN 38332
    • /16

      Est $154,248 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 954 Sq Ft

      358 E Third St, Henderson, TN 38340

      358 E Third St, Henderson, TN 38340
  • /6

    $20,000

    • Land
    • 1.18 Acres
    • $16,949 per Acre

    Lot 23 Timberwood Cove, Henderson, TN 38340

    Nice residential lot in great location! This 1.18 ac lot in Creekside Estates is waiting for your dream home!

    Tara Joyner BHGRE Conner Brownsville

    Lot 23 Timberwood Cove, Henderson, TN 38340
  • /31

    $161,000 Sold Jan 29, 2025

    00 Weaver Thomas Rd, Henderson, TN 38340

    • Land
    • 57.8 Acres
    • $2,785 per Acre

    Last Sold Summary

    • 5% Below List Price
    • 96 Days On Market

    Last Listing Agent Larry Roberts Casey Realtors

    00 Weaver Thomas Rd, Henderson, TN 38340
    • /18

      Est $206,701 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,211 Sq Ft

      337 E Third St, Henderson, TN 38340

      337 E Third St, Henderson, TN 38340
  • /20

    $169,900

    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft

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

    *MOTIVATED SELLER* BRING ALL OFFERS!! Per a completed elevation survey, this property is confirmed to be outside of a FEMA flood zone, providing peace of mind and potential savings on insurance. Come see this beautifully renovated 3-bedroom, 2-bath home in Chester County! Situated on a spacious 1.4 acre lot with county taxes only, this home has been updated with a New HVAC, New Roof, New

    Jennifer Scott RE/MAX Realty Source

    180 State Route 22a S, Jacks Creek, TN 38347
  • /36

    $492,275 Sold Jul 09, 2025

    855 Rabbit Ranch Rd, Henderson, TN 38340

    • 4 Beds
    • 3 Baths
    • 3,220 Sq Ft
    • Built 2004

    Last Sold Summary

    • 10% Below List Price
    • $153/SF
    • 20 Days On Market

    Current Estimated Value $495,224

    Last Listing Agent Brooke Madden Greer Real Estate Group

    855 Rabbit Ranch Rd, Henderson, TN 38340
    • /17

      Est $210,488 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,702 Sq Ft

      337 Barham Ave, Henderson, TN 38340

      337 Barham Ave, Henderson, TN 38340
  • /16

    $600,000

    • Land
    • 217.58 Acres
    • $2,758 per Acre

    0 Garland Rd, Henderson, TN 38340

    217 ACRES ALONG THE FORKED DEER RIVER - PRIME TURKEY, DEER, AND DUCK HUNTING. Located just north of Chester County and adjacent to the backside of Pinson Mounds State Archaeological Park, this 217+- acre tract is an outdoorsman's dream. With approximately a mile of river frontage and a natural habitat that consistently holds wildlife, you'll find exceptional turkey, deer and duck hunting

    Tiffany Elder Porchlight Realty West TN

    0 Garland Rd, Henderson, TN 38340
  • /16

    $108,000 Sold Jan 17, 2025

    00 Holmes Rd and Hwy 225 (North Tract), Henderson, TN 38340

    Last Sold Summary

    • 14% Below List Price
    • 412 Days On Market

    Last Listing Agent Tami Reid Hickman Realty Group Inc.-Jack

    00 Holmes Rd and Hwy 225 (North Tract), Henderson, TN 38340

Showing Results 281 - 320, Page 8 of 18

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