Chester County TN Homes for Sale

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  /31

  $310,000

  • 3 Beds
  • 2 Baths
  • 2,059 Sq Ft

  836 Hill Ave, Henderson, TN 38340

  FANTASTIC BRICK HOME IN AN EXCELLENT LOCATION JUST WAITING ON ITS NEW FAMILY, 3 BR., 2 BATHS, FORMAL DINING ROOM, LARGE GARAGE, LOTS OF BEAUTIFUL FLOWER BEDS, LARGE DECK AND GREAT BACK FENCED IN YARD

  Linda Carter Casey Realtors

  836 Hill Ave, Henderson, TN 38340
• 

  

  

  /23

  $260,000

  • 3 Beds
  • 2 Baths
  • 1,360 Sq Ft

  200 Westwood Cove, Henderson, TN 38340

  Discover modern living at 200 Westwood Cove, a brand-new 3-bedroom, 2-bath home featuring a spacious open-concept living room, sleek kitchen with new appliances, a large backyard patio, and a 2-car garage. Located just 3 minutes from Henderson, TN, this move-in-ready home offers the perfect blend of convenience and comfort, all with no city taxes in a peaceful private cove.

  Brent West Crye-Leike Elite

  200 Westwood Cove, Henderson, TN 38340
• 

  

  /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

  

  Brandi Wilson

  RE/MAX Realty Source

  (731) 503-4833

  0 Old Sobby Rd, Bethel Springs, TN 38315
• 

  

  

  /44

  $469,500

  • Land
  • 180 Acres
  • $2,608 per Acre

  3385 Tennessee 125, Henderson, TN 38340

  180+/- acres | Hunting • Recreation • Timber | Silerton, TNThis 180+/- acre hunting and recreational tract is ideally located in Silerton, Tennessee, with extensive frontage along Highway 125, Hickory Grove Cemetery Lane, and Big Rock Trail. The property features a blend of rolling and sloping hills, and a minor creek bottom, creating both scenic views and diverse wildlife

  Austin Carroll Tutt Land Company

  3385 Tennessee 125, 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
• 

  

  /24

  $265,000

  • 3 Beds
  • 2 Baths
  • 1,596 Sq Ft

  65 Bavarian Dr, Henderson, TN 38340

  Welcome home! This 3-bedroom, 2-bath home offers 1,596 square feet of comfortable living space on a spacious 1.43-acre lot. The living room features skylights that bring in abundant natural light, and the welcoming entrance foyer sets the tone upon arrival. Several closets throughout the home provide ample storage, including a large closet in the primary bedroom. Enjoy the fenced yard—perfect for

  Aaliyah Cupples Stellar Realty Group

  65 Bavarian Dr, Henderson, TN 38340
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  /34

  $294,700

  • 3 Beds
  • 2 Baths
  • 1,465 Sq Ft

  4745 Enville Rd, Henderson, TN 38340

  Looking for a great house out in the country. This is it. 3 br., 2 baths, open floor plan, 2 car garage, lots of closet space, all kitchen appliances, covered front porch, large deck, LARGE LOT AND NEW CH/A PLUS DUCTWORK. AENEAS INTERNET, CALL FOR A WONDERFUL SHOWING

  Linda Carter Casey Realtors

  4745 Enville Rd, Henderson, TN 38340
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  /30

  $279,900

  • 3 Beds
  • 2 Baths
  • 1,522 Sq Ft

  90 Timber Ridge Cove, Henderson, TN 38340

  FANTASTIC HOME LOCATED IN A SMALL SUBDIVISION, DEAD END OF THE CUL DE SAC, 3 BR., 2 BATHS, OPEN LIVING ROOM, KITCHEN AND DINING ROOM, LOTS OF CLOSET SPACE IN EACH BEDROOM, ALL KITCHEN APPLIANCES, GREAT PATIO OUT BACK WITH A PAVILLION COVER ON A PORTION OF IT. ABOVE GROUND POOL AREA, FENCED IN WITH A WROUGHT IRON FENCE AROUND POOL AND PATIO, THE REMAINING BACK YARD ALSO FENCED IN WITH A WOOD AND

  Linda Carter Casey Realtors

  90 Timber Ridge Cove, Henderson, TN 38340
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  /4

  $104,900

  • Land
  • 0 Acre

  xxx Center Point Rd S, Reagan, TN 38368

  Beautiful 9.1-acre tract in Chester County offering an ideal setting to build your dream home. Just off Highway 22 and convenient to Highway 100, this property provides easy access while maintaining a peaceful, private atmosphere. A long, private driveway leads to an elevated homesite perched on a hill, offering privacy and one of the most scenic locations in the county. If you've been searching

  Sheila Darnell EXIT Realty Blues City

  xxx Center Point Rd S, Reagan, TN 38368
• 

  

  /20

  $299,900

  • 3 Beds
  • 2 Baths
  • 1,693 Sq Ft

  766 Mason Ave, Henderson, TN 38340

  Charming 3-Bedroom Brick Home on a Private Street Welcome to this inviting 3-bedroom, 2-bath brick home tucked away at the end of a quiet private street, offering comfort, privacy, and convenience. The open living area creates a warm and welcoming atmosphere, highlighted by a cozy gas fireplace—perfect for relaxing evenings or entertaining guests. The thoughtfully designed layout flows seamlessly

  Melanie Malone Crye-Leike Elite

  766 Mason Ave, Henderson, TN 38340
• 

  

  /25

  $259,900

  • 3 Beds
  • 2 Baths
  • 1,354 Sq Ft

  707 Mifflin Avenue Extension, Henderson, TN 38340

  Welcome home to this beautifully maintained 3-bedroom, 2-bath residence located in the heart of the city. Designed with an open floor plan, this home offers seamless flow between the living, dining, and kitchen areas—perfect for everyday living and entertaining. There's plenty of space for a large dining table, complemented by a kitchen peninsula with seating for casual meals and gatherings.

  Melanie Malone Crye-Leike Elite

  707 Mifflin Avenue Extension, Henderson, TN 38340
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  /9

  $159,900

  • 1,656 Sq Ft

  961 Woodland Dr, Henderson, TN 38340

  Fully Occupied 2BR/1BA Investment Property in a prime central location, just minutes from everything. The property features two identical, well-maintained units with tenants and stable cash flow, offering an easy-to-manage investment with room for rent growth at lease renewals. Investors seeking reliable income and straightforward management call today. Fully Occupied 2BR/1BA Investment Property

  Zach Hannis Casey Realtors

  961 Woodland Dr, Henderson, TN 38340
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  /29

  $139,900

  • 3 Beds
  • 2 Baths
  • 1,164 Sq Ft

  225 Capps Ln, Pinson, TN 38366

  Quiet country living in this 3 BR 2 BA Chester County home, with no city taxes. Ideal for first-time buyers or investors, offering a blend of serenity and financial potential. Quiet country living in this 3 BR 2 BA Chester County home, with no city taxes. Ideal for first-time buyers or investors, offering a blend of serenity and financial potential.

  Zach Hannis Casey Realtors

  225 Capps Ln, Pinson, TN 38366
• 

  

  /23

  $279,900

  • 4 Beds
  • 2.5 Baths
  • 1,880 Sq Ft

  533 North Ave, Henderson, TN 38340

  Discover this stunning, completely remodeled 4-bedroom, 2.5-bath home featuring a spacious 2-car garage. Every detail has been thoughtfully updated, including brand-new cabinets, flooring, and lighting fixtures, creating a fresh and modern living space. The HVAC system has been replaced for optimal comfort year-round. Enjoy the beautifully landscaped yard—perfect for outdoor gatherings,

  Zach Hannis Casey Realtors

  533 North Ave, Henderson, TN 38340
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  /22

  $259,900

  • 3 Beds
  • 2 Baths
  • 1,895 Sq Ft

  414 Galbraith Ave, Henderson, TN 38340

  This modern remodeled 3-bedroom, 2-bath home features vinyl siding, a carport with extra storage ideal for a workshop, and spacious rooms with a large backyard. Inside, it offers new flooring and fresh paint throughout, plus a master suite with a double vanity and a walk-in tiled shower. A turnkey property that combines modern updates with practical amenities for versatile living. This modern

  Zach Hannis Casey Realtors

  414 Galbraith Ave, Henderson, TN 38340
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  /2

  $41,250

  • Land
  • 15 Acres
  • $2,750 per Acre

  705 Cave Springs Rd, Henderson, TN 38340

  Proposed 15 acres from a larger tract offering an excellent opportunity for hunting, recreation, and leisure use. This property provides a rural setting ideal for outdoor enjoyment. Final acreage, boundaries, road frontage and legal description to be determined by survey prior to closing.

  Tiffany Elder Porchlight Realty West TN

  705 Cave Springs Rd, Henderson, TN 38340
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  /6

  $20,000

  • Land
  • 0.42 Acre
  • $47,619 per Acre

  0 Carolina St Unit 10211177, Henderson, TN 38340

  +/- .42 ACRES IN THE HEART OF HENDERSON. GREAT BUILDING LOT. ROAD FRONTAGE ON SOUTH CAROLINA AVENUE. CLOSE TO DOWNTOWN. NEARBY PUBLIC SCHOOLS & FREED HARDEMAN UNIVERSITY. FLAT LAND. PAVED ROAD FRONTAGE. CITY RESTRICTIONS TO PROTECT YOUR INVESTMENT. CALL TODAY!

  Ashton Roberts Molly Moore Realty

  0 Carolina St Unit 10211177, Henderson, TN 38340
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  /15

  $143,500

  • 3 Beds
  • 1 Bath
  • 1,032 Sq Ft

  629 Luray Ave, Henderson, TN 38340

  Great home for a family with a wonderful price or A GREAT INVESTMENT PROPERTY. 3 br., 1 bath, eat in kitchen, large living room, laundry room, covered front porch, large deck on back, Carport with a storage room. GREAT LOT. This is a must see. Close to downtown, stores and Freed Hardeman

  Linda Carter Casey Realtors

  629 Luray Ave, Henderson, TN 38340
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  /14

  $58,000

  • Land
  • 2 Acres
  • $29,000 per Acre

  0 Hill Ave, Henderson, TN 38340

  2 acres outside the city of Henderson and zoned for residential use. City water and natural gas are available, but a septic system is required. The lots are under the jurisdiction of the local Planning Committee to protect your investment. A soil map has been completed & suggests it is suitable for a one-bedroom home. Shipping containers on the property do not convey. It is a corner lot with road

  Ashton Roberts Molly Moore Realty

  0 Hill Ave, Henderson, TN 38340
• 

  /2

  $35,000

  • 4 Beds
  • 2 Baths
  • 1,100 Sq Ft

  234 N Franklin Ave, Henderson, TN 38340

  ARE YOU LOOKING FOR A COMPLETE FLIP PROJECT, THEN THIS COULD BE IT. GREAT LOT . SQ. FT IS APPROXIMATED

  Linda Carter Casey Realtors

  234 N Franklin Ave, Henderson, TN 38340
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  /26

  $299,900

  • 3 Beds
  • 2 Baths
  • 1,510 Sq Ft

  2930 Sanford Rd, Henderson, TN 38340

  This well-maintained 3-bed, 2-bath home is a great fit for first-time buyers who want space, privacy, and manageable monthly expenses. Located in the county, you'll avoid city taxes while still having plenty of room to spread out on 1.54 acres. The property gives you the kind of outdoor freedom that's hard to find—whether you've got pets, kids, hobbies, or just want a quiet place to unwind. The

  Jon Putt Putt Real Estate Advisors

  2930 Sanford Rd, Henderson, TN 38340
• 

  

  /23

  $245,000

  • 3 Beds
  • 2 Baths
  • 1,393 Sq Ft

  337 Morning View Cove, Henderson, TN 38340

  Welcome to this super cute, well maintained 3 bedroom, 2 bath home tucked away on a quiet cul-de-sac. Inside you will find a cozy, comfortable layout with an easy flow throughout. The kitchen offers an eat in space that keeps everything convenient and easy. The primary bedroom features its own ensuite bathroom with a double vanity. The additional bedrooms work well for guests, kids, a home

  Jennifer Scott RE/MAX Realty Source

  337 Morning View Cove, Henderson, TN 38340
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  /2

  $34,900

  • Land
  • 1.18 Acres
  • $29,576 per Acre

  145 Parson Ln, Jacks Creek, TN 38347

  Great opportunity on this 1.18-acre property located just minutes from Henderson, offering plenty of potential for your next project. The existing mobile home could be updated with some TLC for a great rental opportunity or removed to make space for a new build. With an established well and septic already in place, much of the groundwork is done. Enjoy quiet country living with the benefit of

  Richard Emison NextHome 383 Real Estate

  145 Parson Ln, Jacks Creek, TN 38347
• 

  

  /29

  $205,000

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  372 Kitchen Dr, Henderson, TN 38340

  Welcome to 372 Kitchen Drive in the heart of Henderson, TN. This 3-bedroom, 2-bath home offers 1232 sq ft of comfortable living space & modern updates throughout. Step inside to find fresh paint, new flooring, new spacious laundry room (and more), as well as a brand new master bedroom complete with its own private bath. The fenced backyard is perfect for children, pets, or entertaining, and the

  Jennifer Maness-Scott Stellar Realty Group

  372 Kitchen Dr, Henderson, TN 38340
• 

  

  /13

  $159,000

  • 3 Beds
  • 2 Baths
  • 1,396 Sq Ft

  150 Jacks Creek St, Henderson, TN 38340

  Location Location Location.. Home perfectly located in the heart of Henderson! This property offers unbeatable convenience, just a short walk to Freed-Hardeman University, local restaurants, coffee shops, and all the best area amenities. Whether you’re looking for a personal home or an investment opportunity, this prime location delivers. It has a metal roof, and an Acre Land. Location truly is

  Sana Shah The Agency Nashville, LLC

  150 Jacks Creek St, Henderson, TN 38340
• 

  

  /50

  $4,500,000

  • 5 Beds
  • 8 Baths

  140 Lake Shore Ln, Henderson, TN 38340

  Nestled on 52 pristine acres, this sprawling 8,264 square-foot estate offers unparalleled luxury and privacy. A true masterpiece of design and craftsmanship, the home features an open, expansive layout, high-end finishes, and sweeping views of the surrounding natural beauty. Step outside and discover your own personal paradise. A beautifully designed pool and hot tub overlook the tranquil,

  Brandon Pendergrass Hayden Outdoors Real Estate

  140 Lake Shore Ln, Henderson, TN 38340
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  /5

  $16,500

  • Land
  • 1.44 Acres
  • $11,458 per Acre

  19 Chisum Ln, Beech Bluff, TN 38313

  Lovely 1+ acre lot in Chester County. Chester County Schools. County taxes only. Some restrictive covenants, Perfect for your dream home. Property is at the end of a cul de sac. Aeneas internet available. Call Larry for your private showing 731-267-1580.

  Larry Roberts Casey Realtors

  19 Chisum Ln, Beech Bluff, TN 38313
• 

  

  /16

  $750,000

  • Land
  • 14 Acres
  • $53,571 per Acre

  0 Steed St, Henderson, TN 38340

  PRIME 14 ACRE DEVELOPMENT OPPORTUNITY WITH DUAL ROAD FRONTAGE. Explore the possibilities on this 14 acre gem located within the city limits. This property boasts road frontage on two separate roads offering excellent entry points. With utilities available and a prime location close to schools, local amenities and offering easy access into town, this land is an outstanding investment. Seize the

  Tiffany Elder Porchlight Realty West TN

  0 Steed St, Henderson, TN 38340
• 

  

  /33

  $469,000 New Construction

  • 3 Beds
  • 2 Baths
  • 2,450 Sq Ft

  550 Trice Rd, Henderson, TN 38340

  Magnolia Springs Subdivision - New Construction by Anderson Blackwell Construction - Be the first to own a home in Magnolia Springs, one of Henderson's newest and most exciting subdivisions! This stunning white brick home with black accents combines modern elegance, functional design, and beautiful natural light throughout. Step inside to a spacious open-concept living area featuring soaring

  

  Brandi Wilson

  RE/MAX Realty Source

  (731) 982-2209

  550 Trice Rd, Henderson, TN 38340
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  /6

  $20,000

  • Land
  • 1.3 Acres
  • $15,385 per Acre

  Lot 22 Timberwood Cove, Henderson, TN 38340

  Nice residential lot in great location! This 1.3 acre vacant lot in Creekside Estates is ready for your dream home!

  Tara Joyner BHGRE Conner Brownsville

  Lot 22 Timberwood Cove, 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
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  /8

  $208,000

  • Land
  • 93 Acres
  • $2,237 per Acre

  0 Talley Store Rd, Henderson, TN 38340

  Explore 93 acres of beautiful Chester County land on Talley Store Road. This large tract offers a diverse mix of open fields, wooded acreage, natural wetlands, and gently rolling terrain. Much of the property lies within a natural floodplain, creating rich habitat ideal for abundant wildlife and excellent hunting opportunities. Portions of the land are also enrolled in a wetlands conservation

  Jennifer Scott RE/MAX Realty Source

  0 Talley Store Rd, Henderson, TN 38340
• 

  /2

  $79,900

  • Land
  • 8.84 Acres
  • $9,038 per Acre

  1770 Sweet Lips Rd, Henderson, TN 38340

  Discover 8.84 serene acres in Chester County at 1770 Sweet Lips Rd. This property is development-ready with an electric meter, functioning well, and septic system already in place, saving you time and cost. Light restrictions provide flexibility to build your vision. A well kept shed with power adds valuable storage or workspace. Perfect for anyone seeking a peaceful, prepared homesite with room

  Jake Morford Phillips Realty Group

  1770 Sweet Lips Rd, Henderson, TN 38340
• 

  

  /21

  $399,900

  • Land
  • 98.23 Acres
  • $4,071 per Acre

  0 Highway 22 A, Enville, TN 38332

  Don't miss this rare opportunity to own 98.23 unrestricted acres in a fantastic location just off Hwy 22 in Enville, Tennessee. This versatile tract is ideally situated with convenient access to Lexington, Henderson, and Adamsville. Whether you're looking to build your dream home, develop a recreational retreat, or invest in land with excellent potential, this property fits the bill. With

  Lori Yarbro Evans Real Estate

  0 Highway 22 A, Enville, TN 38332
• 

  

  /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
• 

  

  /15

  $225,550

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

  0 Highway 22 A, Enville, TN 38332

  Escape to Tennessee Country Living on this 45.11 parcel situated in Enville, TN. Ideally located just 20 miles from Lexington, Henderson, and Savannah, TN, this property offers no restrictions and lies outside city limits, giving you the perfect chance to make your dreams come true. Part of tract has already been cleared and ready to build on. Soil mapping has been done. Call today!

  Lori Yarbro Evans Real Estate

  0 Highway 22 A, Enville, TN 38332
• 

  

  /25

  $524,900

  • 7 Beds
  • 4 Baths
  • 5,248 Sq Ft

  4335 Silerton Rd, Henderson, TN 38340

  Spacious 7-bedroom, 4-bath home on 44 acres featuring a full basement, bonus room, and a large workshop. The main level offers 3 bedrooms, a full kitchen, living areas, and easy access to the sunroom that overlooks the property. The basement adds 4 more bedrooms, a second full kitchen, and additional living space, plus a second wood-burning fireplace for cozy nights. A 2-car attached garage,

  Zach Hannis Casey Realtors

  4335 Silerton Rd, Henderson, TN 38340
• 

  

  /20

  $469,385

  • Land
  • 241 Acres
  • $1,948 per Acre

  0 Highway 100, Henderson, TN 38340

  Located north of Hwy 100, only 80 miles east of Memphis and 30 minutes south of Jackson, the Deberry Tract in Chester County, Tennessee, is an exceptional hunting and recreational property!The tract is fully wooded with approximately 1/3 of the acreage in mature merchantable loblolly pine. The remainder of the timber is white oak dominated hardwoods that were lightly thinned in 2015.

  Compass Sales Compass South Land Sales

  0 Highway 100, Henderson, TN 38340
• 

  

  /27

  $359,900

  • 4 Beds
  • 2.5 Baths
  • 2,475 Sq Ft

  2985 Sand Mountain Rd, Enville, TN 38332

  Very well maintained spacious home w/several extra rooms & unfinished basement. Beautiful hardwood floors, sunroom, stone patio, wired workshop. Also, a single wide mobile home on the property that could be converted to rental property or in-law suite. Sits on 2.1 acres, very private, beautiful lot w/circle drive.

  Jodie Parrish RE/MAX Realty Source

  2985 Sand Mountain Rd, Enville, TN 38332
• 

  

  /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

  

  Brandi Wilson

  RE/MAX Realty Source

  (731) 330-8286

  205 Pinecrest Dr, Henderson, TN 38340

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