Chester County, TN Homes

• 

  

  

  /13

  $38,000 Sold May 01, 2025

  • Land
  • 5 Acres
  • $7,525 per Acre

  • 52 Days On Market

  TRACT 4 Tennessee 225, Henderson, TN 38340

  OWNER FINANCE LAND - $42K - $1000 DOWN & $360/MTH NO CREDIT CHECKS BEAUTIFUL TENNESSEE LAND IN CHESTER COUNTY, TN. NICE 5.05 ACRES LOT SR 225 BETHEL SPRINGS TN. LAND IS UNRESTRICTED AND POWER IS AVAILABLE THIS IS VERY USABLE LAND! Build a house, mobile home or many different uses If you notice in the survey, there is a gas pipeline easement going thru a portion of the middle of the property,

  Timothy Crane 2 Cranes Realty

  TRACT 4 Tennessee 225, Henderson, TN 38340
• 

  

  

  /14

  Est $94,747 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 620 Sq Ft

  1133 Phillips Dr, Henderson, TN 38340

  1133 Phillips Dr, Henderson, TN 38340
• 

  

  

  /27

  $299,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  2305 Mockingbird Rd, Medon, TN 38356

  Peaceful country setting with so much to offer. Enjoy nature and entertaining while sitting on the front porch, on the amazing covered patio or in the 30x40 shop. The workshop currently is a hunter's dream! Inside the house you have 3 beds, 2 baths that have been freshly painted. Beautiful hardwood throughout. The open living and dining area provide yet another area to entertain. You'll

  Brandi Ragan Ragan Realty Group

  2305 Mockingbird Rd, Medon, TN 38356
• 

  

  

  /35

  $170,000 Sold Apr 30, 2025

  • 1,258 Sq Ft
  • $135/SF
  • 3 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1973

  608 Rosebud St, Henderson, TN 38340

  Move in ready! This beautiful 3 bed 1.5 bath home is located in the Wamble Subdivision and has so much to offer! Enjoy sipping your coffee and relaxing on the front covered porch. The fenced in backyard offers security for children and pets to play. The patio is the perfect place to entertain friends or family outdoors. The master bedroom offers a half bath for convenience. The spacious

  Jessica Asberry EXIT Realty Blues City

  608 Rosebud St, Henderson, TN 38340
• 

  

  

  /26

  Est $171,864 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,622 Sq Ft

  7235 Sweet Lips Rd, Enville, TN 38332

  7235 Sweet Lips Rd, Enville, TN 38332
• 

  

  /26

  $289,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  290 Potleg Trail, Henderson, TN 38340

  Loretta Martin Chamberwood Realty Group

  290 Potleg Trail, Henderson, TN 38340
• 

  

  /25

  $215,000 Sold Apr 30, 2025

  • 1,238 Sq Ft
  • $174/SF
  • 29 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2009

  75 Bray Ln, Beech Bluff, TN 38313

  Discover the perfect blend of relaxation and comfort in this delightful 3-bedroom, 2-bath home. Spend your evenings on the expansive deck, sipping a cup of coffee and immersing yourself in your favorite book, all while basking in the glow of breathtaking sunsets. This home invites you to unwind and enjoy the beauty of nature right at your doorstep!

  Destiny Burns Stellar Realty Group

  75 Bray Ln, Beech Bluff, TN 38313
• 

  

  /21

  Est $128,398 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 100 Sq Ft

  220 Robertson Rd, Bethel Springs, TN 38315

  220 Robertson Rd, Bethel Springs, TN 38315
• 

  

  /22

  $219,900

  • 3 Beds
  • 2 Baths
  • 2,366 Sq Ft

  129 N Carolina Ave, Henderson, TN 38340

  Charming Move-In Ready Home Near Freed-Hardeman University! 129 North Carolina Ave, Henderson, TNWelcome to this beautifully updated single-family home located just minutes from Freed-Hardeman University and historic downtown Henderson. Whether you're a first-time homebuyer, an investor looking for strong rental potential, or someone seeking extra space without breaking the bank—this

  Billy Cromwell EXIT Realty Blues City

  129 N Carolina Ave, Henderson, TN 38340
• 

  

  /24

  $290,000 Sold Apr 25, 2025

  • 2,240 Sq Ft
  • $129/SF
  • 2 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 2007

  210 Bray Rd, Beech Bluff, TN 38313

  This charming five bedroom, three bath home in Beech Bluff, Chester County, is a must-see! Situated on a spacious one-acre lot, this home features fresh paint throughout, brand-new flooring in the main living areas, and a wonderful open floor plan perfect for modern living. Don't miss this opportunity to enjoy country living with plenty of space inside and out!

  Madison Balding Town and Country

  210 Bray Rd, Beech Bluff, TN 38313
• 

  

  /23

  Est $429,105 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,898 Sq Ft

  6430 Glendale Rd, Henderson, TN 38340

  6430 Glendale Rd, Henderson, TN 38340
• 

  

  /18

  $259,000

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

  135 W Third St, Henderson, TN 38340

  BUYERS! SELLER WILL PAY $5,000 TOWARDS CLOSING! This upscale, modern inspired REMODELED home seems brand new. It offers the perfect blend of upscale living. It boasts 1400 sq ft of living space on .92 acres right in the heart of Henderson. This beautifully crafted home features a spacious floor plan, high-end finishes, and functional, charming rooms. 3 bed, 2 bath w/ an open kitchen/living floor

  Ashton Roberts Molly Moore Realty

  135 W Third St, Henderson, TN 38340
• 

  

  /15

  $154,000 Sold Apr 25, 2025

  • 1,024 Sq Ft
  • $150/SF
  • 15 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1950

  439 Galbraith Ave, Henderson, TN 38340

  This beautifully renovated 2-bedroom, 2-bathroom home offers 1,024 sq. ft. of modern living on a spacious lot! Featuring a brand-new roof, windows, LVP flooring, and complete flooring system, this home is built to last. Enjoy a freshly updated kitchen with new countertops and lighting fixtures, plus completely remodeled bathrooms. Updated electrical outlets, new gutters, and a fresh coat of paint

  Riley Ragan Ragan Realty Group

  439 Galbraith Ave, Henderson, TN 38340
• 

  

  /8

  Est $77,392 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft

  10475 State Route 225, Bethel Springs, TN 38315

  10475 State Route 225, Bethel Springs, TN 38315
• 

  

  /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
• 

  

  /27

  $240,000 Sold Apr 25, 2025

  • 1,520 Sq Ft
  • $158/SF
  • 9 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1995

  766 Sand Ave, Henderson, TN 38340

  Charming and updated! This three-bedroom, two-bath brick home in Chester County offers the perfect blend of comfort and convenience. Located on Sand Ave just off the 45 Bypass, you'll enjoy easy access to both Downtown Henderson and Jackson. Inside, fresh paint and brand-new LVP flooring create a modern and inviting atmosphere. The detached garage adds extra versatility—perfect for a workshop or

  Madison Balding Town and Country

  766 Sand Ave, Henderson, TN 38340
• 

  

  /12

  Est $165,845 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  5830 Old Friendship Rd, Finger, TN 38334

  5830 Old Friendship Rd, Finger, TN 38334
• 

  

  /18

  $184,900

  • 3 Beds
  • 2 Baths
  • 1,066 Sq Ft

  543 Anderson Cir, Henderson, TN 38340

  Check out this lovely 3 bedroom, 2 bath home located in Henderson, TN. Sitting just inside the city limits, this property offers the convenience of being close to schools, shopping, and a variety of eating establishments, all while giving you that country feel. You'll love having your own shop for all your projects! Come by, step inside, picture yourself living here and see how this could be YOUR

  Jennifer Maness-Scott Stellar Realty Group

  543 Anderson Cir, Henderson, TN 38340
• 

  /2

  $12,500 Sold Apr 25, 2025

  • Land
  • 0.49 Acre
  • $25,510 per Acre

  • 307 Days On Market

  232 W Third St, Henderson, TN 38340

  Nice lot in town with all utilities available. Mostly level. Survey has been done on the property

  Linda Carter Casey Realtors

  232 W Third St, Henderson, TN 38340
• 

  

  /18

  Est $173,164 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft

  545 Fairview Rd, Finger, TN 38334

  545 Fairview Rd, Finger, TN 38334
• 

  

  /56

  $599,000

  • 4 Beds
  • 3 Baths
  • 3,554 Sq Ft

  1005 State Route 200, Henderson, TN 38340

  This unique property offers the perfect blend of space, comfort, and opportunity. The main home features 4 bedrooms, 3 bathrooms, and 3,555 sq ft of living space, highlighted by stunning stained-glass details throughout. A 3-bedroom, 2-bath manufactured home with 1,512 sq ft is also on the property, providing additional living space or rental potential. The 10 acres offer plenty of room for

  Lori Yarbro Evans Real Estate

  1005 State Route 200, Henderson, TN 38340
• 

  

  /37

  $725,000 Sold Apr 22, 2025

  • 3,579 Sq Ft
  • $203/SF
  • 250 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2001

  2995 Laurel Hill Rd, Henderson, TN 38340

  If you’re an outdoor enthusiast searching for the perfect one of a kind custom built home located on just over 70 beautiful acres, then look no further … this is it! With 3,579 heated sq. ft, this 4 bedroom 2.5 bath with bonus room, sunroom, 4 car garage with insulated doors including heat and air on one side and beautiful front and reach porches overlooking the most beautiful country landscape

  Kim Gray Five Star Real Estate Services

  2995 Laurel Hill Rd, Henderson, TN 38340
• 

  

  /24

  Est $265,995 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,350 Sq Ft

  580 State Route 125, Henderson, TN 38340

  580 State Route 125, Henderson, TN 38340
• 

  

  /6

  $35,000

  • Land
  • 0.52 Acre
  • $67,308 per Acre

  6530 Main St, Enville, TN 38332

  Unique Investment Opportunity - .52 Acre lot with former church building, being sold As-Is.Situated on a .52 acre lot, this property offers endless potential for investors or visionaries looking for a project. Currently featuring an uninhabitable church building, the structure provides a blank canvas for restoration, repurposing, or redevelopment. The lot is level with a slope in the back,

  Charissa Paniuski EXIT Realty Blues City

  6530 Main St, Enville, TN 38332
• 

  

  /16

  $132,900 Sold Apr 14, 2025

  • 1,303 Sq Ft
  • $102/SF
  • 9 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1952

  313 Iris St, Henderson, TN 38340

  Check out this great home with lots of possibilities!!! This charming 3-bedroom, 2-bathroom residence features a desirable split floor plan, ensuring privacy and space for everyone. Enjoy the peace of mind that comes with a fully fenced-in yard, perfect for kids and pets to play freely. The property includes a workshop for all your DIY projects and hobbies, as well as covered patios both in the

  Melanie Malone Crye-Leike Elite

  313 Iris St, Henderson, TN 38340
• 

  

  /43

  Est $392,915 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,400 Sq Ft

  315 Millers Ln, Henderson, TN 38340

  315 Millers Ln, Henderson, TN 38340
• 

  

  /32

  $499,900

  0 Old Cave Springs Rd, Henderson, TN 38340

  246 acres of opportunity approximately 15 minutes from the city limits of Henderson. Offers privacy, abundant wildlife and endless possibilities. Perfect for hunting, building or creating your own country retreat. Don't miss this opportunity.

  Tiffany Elder Porchlight Realty West TN

  0 Old Cave Springs Rd, Henderson, TN 38340
• 

  

  /11

  $200,000 Sold Apr 14, 2025

  • 3,188 Sq Ft
  • $63/SF
  • 8 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1999

  990 Cox Rd, Henderson, TN 38340

  Beautiful setting with open fields all around. West end of the county with easy access to town, Jackson, or Chickasaw. Hose does need some remodeling and updating. Home is need of extensive updating, but would be a BEAUTIFUL home when completed.

  Craig Casey Casey Realtors

  990 Cox Rd, Henderson, TN 38340
• 

  

  /43

  Est $518,930 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,586 Sq Ft

  240 Millers Ln, Henderson, TN 38340

  240 Millers Ln, Henderson, TN 38340
• 

  

  /14

  $163,000

  • Land
  • 45 Acres
  • $3,597 per Acre

  0 Tucker Rd, Henderson, TN 38340

  Discover 50 acres of beautiful Tennessee countryside, perfect for creating your own mini farm or building the permanent home you've always dreamed of. This private setting offers the peace and quiet you've been searching for, surrounded by nature and open space. Whether you're looking for a homestead, recreational retreat, or a serene place to put down roots, this property delivers the best of

  Lori Yarbro Evans Real Estate

  0 Tucker Rd, Henderson, TN 38340
• 

  

  /38

  $465,000 Sold Apr 10, 2025

  • 2,691 Sq Ft
  • $173/SF
  • 34 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 2000

  40 E Wind Cove, Henderson, TN 38340

  4.1 acres comes with this gorgeous 5 BR 2.5 BA home with large eat n kitchen with island, sep formal dining room. Greatroom has vaulted ceiling with stone gas log fireplace with built in. Master bedroom has lots of natural light with sep salon bath, double vanities, whirlpool/ sep shower and walk in closet. 2nd bedroom on main level. Upstairs has 3 bedroom with bath. Lot of nice closets and

  Tami Reid Hickman Realty Group Inc.-Jack

  40 E Wind Cove, Henderson, TN 38340
• 

  

  /25

  Est $362,390 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,600 Sq Ft

  175 Autumn Hills Ln, Finger, TN 38334

  175 Autumn Hills Ln, Finger, TN 38334
• 

  

  /64

  $850,000

  • 1,600 Sq Ft

  115 Chalet Ln, Henderson, TN 38340

  Secluded retreat featuring 7 charming cabins on 12.81 acres in a gated community with a private drive leading to all cabins. Currently operated as a 55+ community, 5 of the cabins are rented, offering excellent income potential. The main cabin is a spacious 2-bedroom, 3-bath home with 1,600 sq. ft. and is occupied by the owner. Five cabins are 2-bedroom, 1-bath units with 768 sq. ft. each, and

  Lori Yarbro Evans Real Estate

  115 Chalet Ln, Henderson, TN 38340
• 

  

  /25

  $210,000 Sold Apr 10, 2025

  • 1,475 Sq Ft
  • $142/SF
  • 70 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2024

  470 Hill Ave, Henderson, TN 38340

  NEW CONSTRUCTION 4BR 2BA. Welcome to your slice of paradise in Henderson, TN! Nestled in a prime location within walking distance to FHU, schools, shopping, this brand-new construction boasts 4BR & 2 BA, perfect for families or those seeking space to grow. Discover the exquisite craftsmanship, highlighted by beautiful board & batten siding and luxurious LVP flooring that flows seamlessly

  Richard Emison NextHome 383 Real Estate

  470 Hill Ave, Henderson, TN 38340
• 

  

  /14

  Est $175,902 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,361 Sq Ft

  315 Pleasant Ridge Rd, Finger, TN 38334

  315 Pleasant Ridge Rd, Finger, TN 38334
• 

  

  /40

  $799,900

  • 6 Beds
  • 5 Baths
  • 5,000+ Sq Ft

  165 Tennessee 201, Reagan, TN 38368

  CHECK OUT this gorgeous country property with beautiful rolling hills loaded with great timber and open land that offers a great place for the outdoorsmen to the avid entertainer! The primary house was built in 1990 and is around 5,000 SF heated and cooled space with 3 garage bays. This home is SO spacious; it features 6 bedrooms, 5 bathrooms and great spaces for entertaining friends and family!

  Bret Carroll Coldwell Banker Southern R/E

  165 Tennessee 201, Reagan, TN 38368
• 

  

  /21

  $110,000 Sold Apr 07, 2025

  • Land
  • 12 Acres
  • $9,182 per Acre

  • 220 Days On Market

  00 Tennessee 200, Henderson, TN

  11.98 +/- acres with road frontage. Looking for privacy? Mini Farm? Hunting? Place to build your DREAM HOME? Great location just minutes from town. No restrictions. Mixed hardwoods including mature white oak. Endless possibilities.

  Richard Emison NextHome 383 Real Estate

  00 Tennessee 200, Henderson, TN
• 

  

  /40

  Est $398,000 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,258 Sq Ft

  5340 Enville Rd, Henderson, TN 38340

  5340 Enville Rd, Henderson, TN 38340
• 

  

  /9

  $39,500

  • Land
  • 7 Acres
  • $5,309 per Acre

  000 Stewart Rd, Henderson, TN 38340

  7.44 serene, wooded acres in Chester County offer endless possibilities for unrestricted living. Create your dream retreat in this peaceful rural setting, where the blank canvas allows you to design and build as you please. Embrace the tranquility of country living on this spacious parcel of land. 7.44 acres of beautiful rural wooded land in Chester County offering endless possibilities for

  Larry Roberts Casey Realtors

  000 Stewart Rd, Henderson, TN 38340
• 

  

  /48

  $580,000 Sold Apr 04, 2025

  • 3,500 Sq Ft
  • $166/SF
  • 128 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2024

  315 Greystone Cove, Henderson, TN 38340

  Seller is offering upto $10,000 credit for buyers to use towards closing costs and prepaids!!!! Do you need help with closing costs or prepaids? We got you covered! Welcome home to Greystone Estates and your stunning custom-built new construction! This exceptional residence boasts 3,500 heated square feet, featuring 4 spacious bedrooms and 3.5 luxurious bathrooms. Enjoy high-end finishes

  Destiny Burns Stellar Realty Group

  315 Greystone Cove, Henderson, TN 38340

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