6,799

Chester County, TN Homes

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  • /26

    $384,000

    • 3 Beds
    • 2 Baths
    • 1,912 Sq Ft

    316 Meadow Brook Dr, Henderson, TN 38340

    Welcome to this beautiful brick home located on the sought-after Meadowbrook Drive in Henderson, Tennessee! This charming residence features three spacious bedrooms and two full baths, all designed around an inviting open floor plan. Enjoy the outdoors with a brand new deck, perfect for entertaining or relaxing. Conveniently situated near Freed Hardeman University and downtown Henderson, this

    Agent Photo

    Destiny Burns

    Stellar Realty Group

    (731) 535-7172

    316 Meadow Brook Dr, Henderson, TN 38340
  • /18

    $400,000 Sold Oct 29, 2025

    1450 Busby Ln, Henderson, TN 38340

    • Land
    • 91.7 Acres
    • $4,362 per Acre

    Last Sold Summary

    • 21% Below List Price
    • 153 Days On Market

    Last Listing Agent Robert Eatman Hickman Realty Group Inc.-Jack

    1450 Busby Ln, Henderson, TN 38340
    • /23

      Est $110,728 Not Listed For Sale

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

      505 Patterson Ln, Finger, TN 38334

      505 Patterson Ln, Finger, TN 38334
  • /31

    $499,900

    6145 Tennessee 225, Henderson, TN 38340

    You will never find a more beautiful piece of land in Chester County! This stunning +/- 79.97-acre property is a true gem, featuring a natural spring and a serene pond that enhance its picturesque landscape. Approximately 40 acres fenced and ready for a cattle farmer, this land offers the perfect setting for livestock.With timber that will be ready for cutting in just five years, there's

    Agent Photo

    Destiny Burns

    Stellar Realty Group

    (731) 224-4661

    6145 Tennessee 225, Henderson, TN 38340
  • /2

    $30,000 Sold Nov 05, 2025

    4875 Clifford Rd, Luray, TN 38352

    • Land
    • 6.28 Acres
    • $4,777 per Acre

    Last Sold Summary

    Last Listing Agent Brandi Ragan Ragan Realty Group

    4875 Clifford Rd, Luray, TN 38352
    • /20

      Est $189,884 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,526 Sq Ft

      1341 Old Jacks Creek Rd, Henderson, TN 38340

      1341 Old Jacks Creek Rd, Henderson, TN 38340
  • /66

    $549,000

    • 4 Beds
    • 5 Baths
    • 3,376 Sq Ft

    50 Braund Rd, Henderson, TN 38340

    Agent Photo

    Destiny Burns

    Stellar Realty Group

    (731) 252-5648

    50 Braund Rd, Henderson, TN 38340
  • /10

    $485,000 Sold Feb 26, 2025

    405 Fox Run Cove, Henderson, TN 38340

    • 4 Beds
    • 3 Baths
    • 3,099 Sq Ft
    • Built 2007

    Last Sold Summary

    • 10% Below List Price
    • $157/SF
    • 115 Days On Market

    Current Estimated Value $495,460

    Last Listing Agent Phil Hopewell ResultsMLS Realtors

    405 Fox Run Cove, Henderson, TN 38340
    • /6

      Est $207,317 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,196 Sq Ft

      60 Stewart Rd, Henderson, TN 38340

      60 Stewart Rd, Henderson, TN 38340
  • /7

    $42,000

    • Land
    • 1.61 Acres
    • $26,087 per Acre

    Lot 5 Greystone Cove, Henderson, TN 38340

    Greystone Estates presents Lot 5! This beautiful 1.65-acre lot is nestled in one of Chester County's most desirable subdivisions. If you're looking for the perfect spot to build your forever home, this is it!

    Agent Photo

    Destiny Burns

    Stellar Realty Group

    (731) 327-6186

    Lot 5 Greystone Cove, Henderson, TN 38340
  • /14

    $235,000 Sold Sep 10, 2025

    1280 Mockingbird Rd, Medon, TN 38356

    • 2 Beds
    • 2 Baths
    • 1,388 Sq Ft
    • Built 1995

    Last Sold Summary

    • 3% Above List Price
    • $169/SF
    • 0 Days On Market

    Current Estimated Value $234,618

    Last Listing Agent Brandi Wilson RE/MAX Realty Source

    1280 Mockingbird Rd, Medon, TN 38356
    • /14

      Est $241,172 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,358 Sq Ft

      870 Simmons Rd, Henderson, TN 38340

      870 Simmons Rd, Henderson, TN 38340
  • /7

    $42,000

    • Land
    • 2.94 Acres
    • $14,286 per Acre

    Lot 22 Greystone Cove, Henderson, TN 38340

    Greystone Estates presents Lot 22! This beautiful 2.94-acre lot is nestled in one of Chester County's most desirable subdivisions. If you're looking for the perfect spot to build your forever home, this is it!

    Agent Photo

    Destiny Burns

    Stellar Realty Group

    (731) 316-0342

    Lot 22 Greystone Cove, Henderson, TN 38340
  • /3

    $35,000 Sold Sep 03, 2025

    0 LOT 2 W 3rd St, Henderson, TN 38340

    • Land
    • 0 Acre

    Last Sold Summary

    • 3% Below List Price
    • 0 Days On Market

    Last Listing Agent Linda Carter Casey Realtors

    0 LOT 2 W 3rd St, Henderson, TN 38340
    • /15

      Est $292,775 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,981 Sq Ft

      740 Corson Rd, Henderson, TN 38340

      740 Corson Rd, Henderson, TN 38340
  • /14

    $35,000

    • Land
    • 0.95 Acre
    • $36,842 per Acre

    2975 State Route 100 W, Henderson, TN 38340

    Beautiful lot available on the west side of town! This property is just under an acre and offers mature trees, city water, and endless possibilities. Whether you're looking to build your dream home or invest in land, this lot provides the perfect setting to create your forever home.

    Agent Photo

    Destiny Burns

    Stellar Realty Group

    (731) 540-8559

    2975 State Route 100 W, Henderson, TN 38340
  • /29

    $48,500 Sold Feb 05, 2025

    0 Pleasant Springs Rd, Henderson, TN 38340

    • Land
    • 3.37 Acres
    • $14,392 per Acre

    Last Sold Summary

    • 8% Below List Price
    • 138 Days On Market

    Last Listing Agent Dustin Insell Coldwell Banker Southern Realty

    0 Pleasant Springs Rd, Henderson, TN 38340
    • /23

      Est $251,381 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,392 Sq Ft

      290 Bray Ln, Beech Bluff, TN 38313

      290 Bray Ln, Beech Bluff, TN 38313
  • /41

    $315,000

    • 3 Beds
    • 2 Baths
    • 2,101 Sq Ft

    205 Pinecrest Dr, Henderson, TN 38340

    Welcome home to 205 Pinecrest Drive - a beautifully maintained brick home offering warmth, space, and timeless appeal in one of Henderson's most established neighborhoods. Built in 1978 and featuring over 2,100 square feet, this 3-bedroom, 2-bath home combines comfort and function with a layout designed for everyday living. You'll appreciate the inviting curb appeal, manicured landscaping, and

    Agent Photo

    Brandi Wilson

    RE/MAX Realty Source

    (731) 330-8286

    205 Pinecrest Dr, Henderson, TN 38340
  • /18

    $359,000 Sold Jun 03, 2025

    1147 Woodland Dr, Henderson, TN 38340

    • 2 Beds
    • 2.5 Baths
    • 1,927 Sq Ft
    • Built 1964

    Last Sold Summary

    • $186/SF
    • 6 Days On Market

    Current Estimated Value $356,925

    Last Listing Agent Jacob Shelton Buy Dirt Auctions & Realty

    1147 Woodland Dr, Henderson, TN 38340
    • /36

      Est $279,567 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,545 Sq Ft

      280 Bray Ln, Beech Bluff, TN 38313

      280 Bray Ln, Beech Bluff, TN 38313
  • /5

    $42,000

    • Land
    • 2.27 Acres
    • $18,502 per Acre

    Lot 18 Greystone Cove, Henderson, TN 38340

    Greystone Estates presents Lot 18! This beautiful 2.27-acre lot is nestled in one of Chester County's most desirable subdivisions. If you're looking for the perfect spot to build your forever home, this is it!

    Agent Photo

    Destiny Burns

    Stellar Realty Group

    (731) 257-2344

    Lot 18 Greystone Cove, Henderson, TN 38340
  • /24

    $220,000 Sold Feb 07, 2025

    230 Robin Cove, Henderson, TN 38340

    • 3 Beds
    • 2 Baths
    • 1,301 Sq Ft
    • Built 2021

    Last Sold Summary

    • 2% Below List Price
    • $169/SF
    • 18 Days On Market

    Current Estimated Value $222,269

    Last Listing Agent Andrea Crawford RE/MAX Unlimited

    230 Robin Cove, Henderson, TN 38340
    • /40

      Est $164,288 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,400 Sq Ft

      10680 State Route 22a S, Enville, TN 38332

      10680 State Route 22a S, Enville, TN 38332
  • /8

    $42,000

    • Land
    • 3.77 Acres
    • $11,141 per Acre

    Lot 21 Greystone Cove, Henderson, TN 38340

    Greystone Estates presents Lot 21! This beautiful 3.77-acre lot is nestled in one of Chester County's most desirable subdivisions. If you're looking for the perfect spot to build your forever home, this is it!

    Agent Photo

    Destiny Burns

    Stellar Realty Group

    (731) 257-2136

    Lot 21 Greystone Cove, Henderson, TN 38340
  • /108

    $1,550,000 Sold Jun 10, 2025

    1175 Holly Springs Rd, Henderson, TN 38340

    • 7 Beds
    • 5 Baths
    • 7,309 Sq Ft
    • Built 1998

    Last Sold Summary

    • 14% Below List Price
    • $212/SF
    • 155 Days On Market

    Current Estimated Value $1,533,180

    Last Listing Agent Madison Balding Town and Country

    1175 Holly Springs Rd, Henderson, TN 38340
    • /33

      Est $279,042 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,050 Sq Ft

      360 Jacks Creek St, Henderson, TN 38340

      360 Jacks Creek St, Henderson, TN 38340
  • /65

    $489,900 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,338 Sq Ft

    240 Greystone CV St, Henderson, TN 38340

    Beautiful custom brick home located in the serene Greystone Estates of Chester County! This property features 3 bedrooms, 2.5 baths, a spacious primary suite with a huge walk-in closet connected to the oversized laundry room, and a stunning 25x30 detached brick double garage. Nestled on nearly 8 acres, this home offers both space and privacy. Don't miss your chance to make it yours!

    Agent Photo

    Destiny Burns

    Stellar Realty Group

    (731) 260-2721

    240 Greystone CV St, Henderson, TN 38340
  • /37

    $245,000 Sold Sep 22, 2025

    3605 Old Jacks Creek Rd, Henderson, TN 38340

    • 3 Beds
    • 2 Baths
    • 1,485 Sq Ft
    • Built 1979

    Last Sold Summary

    • 8% Below List Price
    • $165/SF
    • 95 Days On Market

    Current Estimated Value $242,954

    Last Listing Agent Sheila Darnell EXIT Realty Blues City

    3605 Old Jacks Creek Rd, Henderson, TN 38340
    • /45

      Est $412,886 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,614 Sq Ft

      215 Harris Ln, Henderson, TN 38340

      215 Harris Ln, Henderson, TN 38340
  • /14

    $1,200,000

    • Land
    • 149 Acres
    • $8,054 per Acre

    0 Highway 22 A, Henderson, TN 38340

    149-Acre Farm in Highly Sought-After Western Tennessee! Escape to the peaceful countryside with this beautiful 149-acre farm offering the best of Tennessee living. This versatile property features 60 acres of productive cotton fields, perfect for continued agricultural use or future expansion. For outdoor enthusiasts, a current hunting lease is already in place—providing prime access to an

    Agent Photo

    Destiny Burns

    Stellar Realty Group

    (731) 330-1977

    0 Highway 22 A, Henderson, TN 38340
  • /6

    $30,000 Sold Aug 01, 2025

    217 McGee Trail, Henderson, TN 38340

    • Land
    • 5 Acres
    • $6,000 per Acre

    Last Sold Summary

    • 8% Below List Price
    • 108 Days On Market

    Last Listing Agent Bryana Harris William Wilson Homes

    217 McGee Trail, Henderson, TN 38340
    • /24

      Est $465,839 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 4,239 Sq Ft

      6245 State Route 200, Henderson, TN 38340

      6245 State Route 200, Henderson, TN 38340
  • /8

    $42,000

    • Land
    • 2.12 Acres
    • $19,811 per Acre

    Lot 8 Greystone Cove, Henderson, TN 38340

    Greystone Estates presents Lot 8! This beautiful 3.12-acre lot is nestled in one of Chester County's most desirable subdivisions. If you're looking for the perfect spot to build your forever home, this is it!

    Agent Photo

    Destiny Burns

    Stellar Realty Group

    (731) 330-8452

    Lot 8 Greystone Cove, Henderson, TN 38340
  • /28

    $94,500 Sold Mar 17, 2025

    2215 Old Jacks Creek Rd, Henderson, TN 38340

    • 3 Beds
    • 1 Bath
    • 1,572 Sq Ft
    • Built 1955

    Last Sold Summary

    • 13% Below List Price
    • $60/SF
    • 97 Days On Market

    Last Listing Agent Todd Clouser RE/MAX Realty Source

    2215 Old Jacks Creek Rd, Henderson, TN 38340
    • /32

      Est $188,121 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,066 Sq Ft

      300 Proctor Rd, Henderson, TN 38340

      300 Proctor Rd, Henderson, TN 38340
  • /15

    $54,500

    • Land
    • 7.5 Acres
    • $7,267 per Acre

    0 Highway 100, Henderson, TN 38340

    Looking for Land?Here's your opportunity! Approximately 7.5 acres of unrestricted land in Chester County is ready for you to make it your own. Whether you're dreaming of building a home, starting a mini farm, or just having space to spread out, this property offers endless potential with no restrictions. Don't miss out!

    Agent Photo

    Destiny Burns

    Stellar Realty Group

    (731) 497-1325

    0 Highway 100, Henderson, TN 38340
  • /27

    $289,900 Sold Oct 14, 2025

    380 Melodie Cir, Henderson, TN 38340

    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft
    • Built 2024

    Last Sold Summary

    • 3% Below List Price
    • $173/SF
    • 87 Days On Market

    Last Listing Agent Michelle Lilly Lilly Realty

    380 Melodie Cir, Henderson, TN 38340
    • /17

      Est $116,413 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,080 Sq Ft

      480 Patterson Ln, Finger, TN 38334

      480 Patterson Ln, Finger, TN 38334
  • /2

    $50,000

    • Land
    • 6.35 Acres
    • $7,874 per Acre

    0 Old Sobby Rd, Bethel Springs, TN 38315

    Beautiful wooded acreage, perfect for building your perfect country dreamhome! Land is directly across from 130 Old Sobby Road that is listed for sale. MLS #2502842

    Agent Photo

    Brandi Wilson

    RE/MAX Realty Source

    (731) 503-4833

    0 Old Sobby Rd, Bethel Springs, TN 38315

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