6,811

Chester County, TN Homes

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  • /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
  • /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
    • /24

      Est $221,488 Not Listed For Sale

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

      230 Robin Cove, Henderson, TN 38340

      230 Robin Cove, 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
  • /2

    $30,000 Sold Nov 05, 2025

    4875 Clifford Rd, Luray, TN 38352

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

    Last Sold Summary

    Current Estimated Value $91,108

    Last Listing Agent Brandi Ragan Ragan Realty Group

    4875 Clifford Rd, Luray, TN 38352
    • /20

      Est $189,602 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
  • /34

    $309,900 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,728 Sq Ft

    815 Trice Rd, Henderson, TN 38340

    This well-priced Chester County home offers over 2,700 square feet of living space on a 1.29-acre lot, combining space, flexibility, and peaceful country living. With 4 bedrooms and multiple layout options, this property is ideal for multigenerational living or buyers needing extra space to work from home. Two of the bedrooms feature private en-suite bathrooms, providing comfort and convenience

    Agent Photo

    Brandi Wilson

    RE/MAX Realty Source

    (731) 251-2886

    815 Trice 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 $491,923

    Last Listing Agent Phil Hopewell ResultsMLS Realtors

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

      Est $193,350 Not Listed For Sale

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

      60 Stewart Rd, Henderson, TN 38340

      60 Stewart Rd, Henderson, TN 38340
  • /48

    $509,900

    • 4 Beds
    • 3 Baths
    • 3,316 Sq Ft

    515 Ridgewood Dr, Henderson, TN 38340

    This is one of those homes that just feels right the moment you walk in. Offering 4 bedrooms, 3 full baths, and 3,316 heated square feet, there's room to spread out and truly live. The primary suite is on the main level, along with a second bedroom and full bath—perfect for guests, family, or a home office setup. Situated on 1.3 acres, this home is surrounded by beautiful Tennessee hardwoods,

    Agent Photo

    Destiny Burns

    Stellar Realty Group

    (731) 200-6888

    515 Ridgewood Dr, 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 $231,861

    Last Listing Agent Brandi Wilson RE/MAX Realty Source

    1280 Mockingbird Rd, Medon, TN 38356
    • /14

      Est $242,953 Not Listed For Sale

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

      870 Simmons Rd, Henderson, TN 38340

      870 Simmons Rd, 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
  • /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
  • /27

    $299,000

    • 4 Beds
    • 2 Baths
    • 1,922 Sq Ft

    6525 State Route 225, Henderson, TN 38340

    This one sure has style. This 4-bedroom, 2-full-bath home is full of personality, comfort, and thoughtful design. The beautiful kitchen is the heart of the home, offering great flow, eye-catching details, and space to gather. And yes... let's talk about that refrigerator — it's a showstopper. The kind you immediately fall in love with and wish you could take home. Spacious bedrooms, inviting

    Agent Photo

    Destiny Burns

    Stellar Realty Group

    (731) 868-7932

    6525 State Route 225, 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 $357,374

    Last Listing Agent Jacob Shelton Buy Dirt Auctions & Realty

    1147 Woodland Dr, Henderson, TN 38340
    • /23

      Est $262,221 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
  • /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
  • /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
    • /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
  • /22

    $110,000

    • Land
    • 8.77 Acres
    • $12,543 per Acre

    0 Peddy Vestal Loop, Henderson, TN 38340

    Land for Sale! Don't miss this opportunity to own approximately 8.77 acres in a prime location to build your dream home! With no restrictions, the possibilities are endless—design, build, or create exactly what you've imagined. Conveniently zoned for East Chester Schools in Chester County, this property won't last long. Act fast and make it yours today!

    Agent Photo

    Destiny Burns

    Stellar Realty Group

    (731) 251-4562

    0 Peddy Vestal Loop, Henderson, TN 38340
  • /34

    $205,000 Sold Oct 06, 2025

    175 S State Route 22a S St, Jacks Creek, TN 38347

    • 3 Beds
    • 2 Baths
    • 2,146 Sq Ft
    • Built 1900

    Last Sold Summary

    • 37% Below List Price
    • $96/SF

    Current Estimated Value $199,931

    175 S State Route 22a S St, Jacks Creek, TN 38347
    • /51

      Est $258,962 Not Listed For Sale

      • Studio
      • 1,518 Sq Ft

      280 Bray Rd, Beech Bluff, TN 38313

      280 Bray Rd, Beech Bluff, TN 38313
  • /64

    $619,000

    • 3 Beds
    • 3.5 Baths
    • 4,108 Sq Ft

    325 Ridgewood Dr, Henderson, TN 38340

    * HIGHLY MOTIVATED SELLERS * Welcome to 325 Ridgewood Dr. in Creekside Estates! This custom-built home offers over 4,100 heated square feet with three bedrooms and two full baths on the main floor, all centered around an open floor plan. The fully finished basement includes an oversized one-car garage, game room, family room, full bath, extra room that could be used as a bedroom, and an

    Agent Photo

    Destiny Burns

    Stellar Realty Group

    (731) 389-9336

    325 Ridgewood Dr, 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
    • /40

      Est $169,295 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
  • /4

    $42,000

    • Land
    • 1.65 Acres
    • $25,455 per Acre

    Lot 7 Greystone Cove, Henderson, TN 38340

    Greystone Estates presents Lot 7! 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) 666-6365

    Lot 7 Greystone Cove, Henderson, TN 38340
  • /2

    $30,000 Sold Jan 22, 2026

    145 Parson Ln, Jacks Creek, TN 38347

    • Land
    • 1.18 Acres
    • $25,424 per Acre

    Last Sold Summary

    • 14% Below List Price
    • 35 Days On Market

    Last Listing Agent Richard Emison NextHome 383 Real Estate

    145 Parson Ln, Jacks Creek, TN 38347
    • /33

      Est $256,766 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
  • /45

    $389,900 Pending

    • 5 Beds
    • 4 Baths
    • 3,672 Sq Ft

    680 Lott Rd, Henderson, TN 38340

    BACK ON THE MARKET DUE TO BUYERS FINANCING. Looking for a home you can truly make your own? This is it! Situated on approximately 1.5 acres, this spacious property features 5 bedrooms, 4 baths, an additional detached 2-car garage, and an inviting inground saltwater pool. With plenty of room to spread out and endless potential to customize, this home is ready for your personal touch. Don't miss

    Agent Photo

    Destiny Burns

    Stellar Realty Group

    (731) 260-2754

    680 Lott Rd, 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
    • /45

      Est $411,719 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
  • /26

    $375,000

    • 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
  • /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
    • /24

      Est $480,603 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
  • /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
  • /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

    Current Estimated Value $289,553

    Last Listing Agent Michelle Lilly Lilly Realty

    380 Melodie Cir, Henderson, TN 38340
    • /32

      Est $190,855 Not Listed For Sale

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

      300 Proctor Rd, Henderson, TN 38340

      300 Proctor 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

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