Chester County TN Homes for Sale

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  /29

  $435,000

  • 4 Beds
  • 2 Baths
  • 2,774 Sq Ft

  320 Rabbit Ranch Rd, Henderson, TN 38340

  4 bedroom 2 bath Brick home on 57.6 acres that offers everything. This 2774 Sq Ft home features Luxury Vinyl floors and a very spacious Living, Dinning and Kitchen area. Other features include a single attach garage and a separate unattached storage and shop. Great place to live and the 57.6 acres offers a great place for hunting and recreation or a good hobby farm. The land also has a Creek that

  Larry Childers Childers Real Estate

  320 Rabbit Ranch Rd, Henderson, TN 38340
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  /82

  $574,900

  • 3 Beds
  • 2.5 Baths
  • 3,786 Sq Ft

  231 Mitchell St, Henderson, TN 38340

  Imagine starting your morning with a cup of coffee on the back patio, overlooking the beautiful flower gardens. This backyard is truly something special—you'll feel like you've been transported to the English countryside. Peaceful, picturesque, and full of charm, it's the perfect place to slow down and enjoy the beauty around you.

  

  Destiny Burns

  Stellar Realty Group

  231 Mitchell St, Henderson, TN 38340
• 

  

  

  /91

  $589,499

  • 4 Beds
  • 3 Baths
  • 2,800 Sq Ft

  705 Cave Springs Rd, Henderson, TN 38340

  Welcome to your private Tennessee retreat, tucked well off the road on 28 scenic acres. A tranquil pond, surrounded by beautiful trees, and a classic barn set a picturesque scene. Inside this newly remodeled home cathedral ceilings soar above the open living area, while beautiful light finishes, rich hardwood floors, and a striking fireplace create an inviting atmosphere. The beautifully

  Tiffany Elder Porchlight Realty West TN

  705 Cave Springs Rd, Henderson, TN 38340
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  /24

  $340,000

  • 4 Beds
  • 3 Baths
  • 1,899 Sq Ft

  2515 State Route 125, Henderson, TN 38340

  Welcome home to the peace and privacy of country living in Chester County, Tennessee! Situated on approximately 1.5 acres with no city taxes, this spacious 4-bedroom, 3-bath home offers the perfect blend of comfort, functionality, and room to grow. Includes a private mother-in-law suite, making it ideal for guests or family. A detached workshop provides plenty of space for hobbies, storage, or

  Mary Lawson Nest Realty

  2515 State Route 125, Henderson, TN 38340
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  /34

  $164,500

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  7475 State Route 100 E, Jacks Creek, TN 38347

  GREAT OLDER HOME WITH A LOT OF CHARACTER, THIS WONDERFUL 2 BR., 1 BATH HOME IS GREAT FOR A YOUNG COUPLE STARTING OUT OR A COUPLE THAT WANT TO DOWNSIZE, COVERED BACK DECK (GREAT FOR EARLY MORNING COFFEE AND WATCHING THE ANIMALS, OR FRONT OF HOUSE HAS A COVERED ENCLOSED PORCH, PLUS A GREAT SUNROOM THAT HAS A WINDOW UNIT,(SO MANY CHOICES, HARDWOOD FLOORS THROUGH, BATHROOM HAS HANDICAP RAILS ON WALL

  Linda Carter Casey Realtors

  7475 State Route 100 E, Jacks Creek, TN 38347
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  /69

  $999,999

  • 5 Beds
  • 4 Baths
  • 4,497 Sq Ft

  1580 Short Rd, Pinson, TN 38366

  Escape to your own private retreat with this custom-built home offering the perfect blend of privacy, security, and endless outdoor adventure. Featuring nearly 4,500 heated square feet under roof, including a finished basement ideal for an in-law suite, this exceptional property spans 81.24 acres across Madison and Chester Counties. Enjoy the beauty of nature with a private pond, a scenic creek

  Jodie Parrish RE/MAX Realty Source

  1580 Short Rd, Pinson, TN 38366
• 

  

  /23

  $480,000

  • Land
  • 143.34 Acres
  • $3,349 per Acre

  00 S State Route 22a S, Enville, TN 38332

  Don't miss this rare opportunity to own 143.34 unrestricted acres in a fantastic location just off Hwy 22 in Enville, Tennessee. This versatile tract offers convenient access to Lexington, Henderson, and Adamsville while still providing the privacy, nature, and wide-open space buyers are looking for. With electricity available at the road and multiple ideal building sites, this property is

  

  Lori Yarbro

  Evans Real Estate

  00 S State Route 22a S, Enville, TN 38332
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  /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 Isom

  RE/MAX Realty Source

  0 Old Sobby Rd, Bethel Springs, TN 38315
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  /37

  $191,500

  • 2 Beds
  • 1 Bath
  • 1,082 Sq Ft

  432 Galbraith Ave, Henderson, TN 38340

  LOOKING FOR A GREAT STARTER HOME TWO BLOCKS FROM FHU AND DOWNTOWN. AND ALL YOU WOULD HAVE TO DO IS MOVE IN. THEN THIS COULD BE THE ONE. A GORGEOUS 2 BR., 1 BATH HOME, LIVING ROOM, FANTASTIC KITCHEN, GREAT DINING AREA, NICE LAUNDRY ROOM., THIS HOME HAS BEEN REMODELED COMPLETELY, SO JUST BRING IN YOUR BELONGING AND ENJOY, THE BATHROOM ONLY HAS A SHOWER, (NO TUB), THIS HOME HAS CENTRAL HEAT AND AIR,

  Linda Carter Casey Realtors

  432 Galbraith Ave, Henderson, TN 38340
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  /66

  $699,000

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

  215 Benson Rd, Reagan, TN 38368

  215 Benson Road | Country Luxury on 40 Acres Welcome to the perfect blend of modern comfort and peaceful country living! Situated on 40 picturesque acres, this stunning custom-built farmhouse offers 4 bedrooms, 3.5 bathrooms, and over 3,300 square feet of beautifully designed living space. Whether you're looking for a family homestead, hobby farm, hunting retreat, or simply room to roam, this

  Ginger Teague Clear Choice Realty

  215 Benson Rd, Reagan, TN 38368
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  /10

  $224,900

  • 3 Beds
  • 2 Baths
  • 1,356 Sq Ft

  137 Fourth St, Henderson, TN 38340

  Welcome home to this charming 3-bedroom, 2-bath residence with attached single car garage. This home blends classic character with thoughtful updates that provide comfort and peace of mind. Ideally located within walking distance to Freed-Hardeman University, this property offers convenient access to campus, local amenities, and the surrounding community. Inside, you'll find a functional layout

  Christopher Lankford Casey Realtors

  137 Fourth St, Henderson, TN 38340
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  /10

  $64,500

  • Land
  • 3 Acres
  • $21,500 per Acre

  1295 Weaver Thomas Rd, Henderson, TN 38340

  BEAUTIFUL WOODED LOT, WITH A NICE OPEN AREA, 3 ACRES M/L, WITH A 16X32 UTILITY BLDG.9wired with outlets) AND 10X30 OPEN SHED, GATE ACROSS DRIVEWAY, SELMER WATER AVAILABLE AT THE ROAD,. ELECTRICITY TO BE DETERMINE ( SOUTHWEST OR PICKWICK ELECTRIC, CALL FOR MORE INFO OR A SHOWING. MUST HAVE AN APPT TO SHOW

  Linda Carter Casey Realtors

  1295 Weaver Thomas Rd, Henderson, TN 38340
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  /31

  $70,000

  • 3 Beds
  • 2 Baths
  • 2,009 Sq Ft

  425B Second St, Henderson, TN 38340

  Rare investment opportunity in the heart of Henderson! This historic home sits on approximately 1.2 acres in an established neighborhood and offers tremendous potential. The home was damaged by fire several years ago and is being sold as-is, but much of the structure remains, making it a strong candidate for restoration by the right contractor. The oversized lot also presents excellent

  

  Joshua Trammell

  EXIT Realty Blues City

  425B Second St, Henderson, TN 38340
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  /25

  $419,900

  • 3 Beds
  • 3 Baths
  • 2,581 Sq Ft

  1615 Holly Springs Rd, Henderson, TN 38340

  Looking for that little slice of country living? Look no further, this 3 bed 3 bath home checks the boxes. Completely remodeled on all fronts. Each bedroom has it's own bathroom. No matter how you unwind, there's room for it. A formal living room for close family nights and a large den for all the family gatherings. Don't want to be stuck inside? Head outdoors and enjoy peaceful views. Fully

  Christopher Wilkerson Ragan Realty Group

  1615 Holly Springs Rd, Henderson, TN 38340
• 

  

  /23

  $255,000

  • 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
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  /29

  $209,000

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,471 Sq Ft

  460 Kendyl Cove, Henderson, TN 38340

  Unlock the Potential at 460 Kendyl Cove, Henderson, TN! Bring your vision and transform this 3-bedroom, 2-bath home offering 1,471 square feet on a spacious half-acre lot into the home of your dreams. Whether you're a first-time homebuyer ready to build equity or an investor looking to expand your portfolio, this fixer-upper is packed with opportunity and endless possibilities. Conveniently

  Lisa McGhee Davis ReZults Realty, LLC

  460 Kendyl Cove, Henderson, TN 38340
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  /19

  $249,900

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  8800 State Route 100 E, Jacks Creek, TN 38347

  This beautiful 2024 manufactured home is move-in ready & offers the perfect blend of modern comfort & country living. Step inside to an inviting open-concept floor plan featuring a spacious living area, stunning kitchen w/abundant cabinetry, generous counter space & all-new appliances included. The thoughtfully designed split-bedroom layout provides added privacy, w/2Br & full bath on 1 side of

  Nicole Jarrett Weichert, REALTORS - Crunk Rea

  8800 State Route 100 E, Jacks Creek, TN 38347
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  /66

  $349,900

  $39K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,631 Sq Ft

  450 North Ave, Henderson, TN 38340

  AT NO FAULT OF THE SELLERS , BACK ON THE MARKET, BUYER FINANCING FELL THROUGH, AND YOUR CHANCE TO MAKE IT YOURS! Step into timeless charm with this beautifully constructed home filled with original woodwork, hardwood floors, and character you simply can't recreate. With 5 bedrooms and 4 baths, there's plenty of room for everyone to spread out and feel at home. Need extra income or space for

  

  Destiny Burns

  Stellar Realty Group

  450 North Ave, Henderson, TN 38340
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  /31

  $148,050

  • Land
  • 63 Acres
  • $2,350 per Acre

  Laurel Hill Rd, Henderson, TN 38340

  Escape to 63± acres of West Tennessee hunting, recreational, and timber land in Chester County, where mature hardwoods, regenerating timber, and rolling ridge terrain combine to create one of the most diverse wildlife habitats on the market. This is an excellent hunting and timber tract built for the buyer who wants seclusion, strong deer and turkey hunting opportunities, and the flexibility to

  Austin Carroll Tutt Land Company

  Laurel Hill Rd, Henderson, TN 38340
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  /32

  $148,050

  • Land
  • 63 Acres
  • $2,350 per Acre

  1300 Laurel Hill Rd, Henderson, TN 38340

  63± acres of hunting, recreational, and timber land in Chester County, TN. Approx. 32 ac of mature upland hardwoods and pine provide standing timber value and hard/soft mast production. Remaining 29 ac of regenerating hardwoods offer thick cover and browse to hold deer and turkey on the property year-round. Rolling ridge topography creates natural travel corridors, pinch points, and bedding areas

  Austin Carroll Tutt Land Company

  1300 Laurel Hill Rd, Henderson, TN 38340
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  /42

  $249,000

  • 2 Beds
  • 1 Bath
  • 1,279 Sq Ft

  470 North Ave, Henderson, TN 38340

  This Charming Cottage is perfect for those seeking a Home with a heart. This beautiful Home features vintage details throughout, a cozy fireplace, original hardwood, stone counters, spacious backyard, plenty of natural light, hydrangeas, large front porch, and all the attention to details that will make you feel like you are living in a storybook! If you are looking for a beautiful Home that

  

  Destiny Burns

  Stellar Realty Group

  470 North Ave, Henderson, TN 38340
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  /12

  $674,999

  • Land
  • 141 Acres
  • $4,787 per Acre

  00 State Route 22a S, Henderson, TN 38340

  Discover the perfect blend of investment, recreation, and future potential with this exceptional ±141-acre property in Chester County, Tennessee. Conveniently located off State Route 22A South with extensive county road frontage, this versatile tract offers countless opportunities for investors, farmers, hunters, or those looking to potentially build their dream home. The property features high

  Jacob Shelton Buy Dirt Auctions & Realty

  00 State Route 22a S, Henderson, TN 38340
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  /39

  $249,900

  • 4 Beds
  • 2 Baths
  • 1,456 Sq Ft

  130 Simmons St, Henderson, TN 38340

  LOOKING FOR A GREAT 4 BEDROOM IN TOWN, THEN THIS IS IT. BRICK 4 BR., 2 BATH, HOME LOCATED IN A GREAT LOCATION, GREAT LOT. THIS HOME HAS BEEN VERY WELL MAINTAIN, WITH A METAL ROOF INSTALLED AROUND 4 YEARS AGO. CH/A - 3 MONTHS OLD, THIS IS A MUST SEE, SO CALL AND MAKE THAT APPT TO TAKE A LOOK

  Linda Carter Casey Realtors

  130 Simmons St, Henderson, TN 38340
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  /28

  $258,000

  New Construction

  • 3 Beds
  • 2 Baths
  • 2,175 Sq Ft

  3045 Clifford Rd, Luray, TN 38352

  Welcome to 3045 Clifford Road in Luray! This brand-new mobile home offers the perfect blend of modern style, thoughtful design, and country living on a full one-acre lot. Inside, you'll find 3 bedrooms plus a bonus room, 2 full bathrooms, and luxury vinyl plank flooring throughout. The open-concept living area features a custom accent wall and flows seamlessly into the kitchen, complete with

  Julie Holt Blue Suede Realty

  3045 Clifford Rd, Luray, TN 38352
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  /41

  $325,000

  $18K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,363 Sq Ft

  1160 Wilson School Rd, Henderson, TN 38340

  Warmth, character, and room to enjoy. This beautiful home on nearly 3 acres offers the space and features you've been seeking. From the moment you step inside, you'll notice the craftsmanship and attention to detail with hardwood floors, rich custom woodwork, detailed trim, and architectural accents that create a timeless and inviting feel throughout the home. Designed with both everyday living

  

  Brandi Wilson Isom

  RE/MAX Realty Source

  1160 Wilson School Rd, Henderson, TN 38340
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  /9

  $750,000

  • Land
  • 7 Acres
  • $107,143 per Acre

  3695 US Highway 45 N, Henderson, TN 38340

  Position your business for success with this exceptional ± or - 7-acre commercial tract offering over 250 feet of frontage on highly traveled US Highway 45 in Henderson, Tennessee. With outstanding visibility, easy access, and ample space for development, this property presents an outstanding opportunity for investors, developers, and owner-users alike. Ideally suited for light industrial,

  

  Chris Miller

  Crye-Leike Elite

  3695 US Highway 45 N, Henderson, TN 38340
• 

  /2

  $241,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,251 Sq Ft

  618 Mifflin Ave, Henderson, TN 38340

  Welcome to your brand-new home in the highly anticipated Henderson Station subdivision! This stunning 3-bedroom, 2-bathroom property perfectly blends modern design with everyday functionality, starting with a welcoming front porch that offers excellent curb appeal for your morning coffee. Step inside to discover a bright, open-concept living area that flows seamlessly into a chef-inspired

  

  Melanie Malone

  Crye-Leike Elite

  618 Mifflin Ave, Henderson, TN 38340
• 

  

  /12

  $377,000

  • Land
  • 0 Sq Ft

  00 Highway 100 E (Tract 2), Henderson, TN 38340

  Discover an exceptional opportunity with this +/- 50-acre tract located in Chester County, just outside the city limits of Henderson, TN. Offering a prime location with convenient access from Mickens Lane, this property is ideal for investors, farmers, or those looking to build for the future. The majority of the acreage is currently tillable, providing immediate income-producing potential while

  Jacob Shelton Buy Dirt Auctions & Realty

  00 Highway 100 E (Tract 2), Henderson, TN 38340
• 

  

  /10

  $225,250

  • Land
  • 0 Sq Ft

  00 Highway 100 E (Tract 1), Henderson, TN 38340

  Located just outside the city limits of Henderson, Tennessee, this +/- 17.62-acre property offers an exceptional opportunity for investors, farmers, or anyone looking to own land in a highly desirable location. With road frontage on both Fourth Street and Mickens Lane, the property provides excellent accessibility and multiple possibilities for future use. Currently in row crop production, the

  Jacob Shelton Buy Dirt Auctions & Realty

  00 Highway 100 E (Tract 1), Henderson, TN 38340
• 

  

  /15

  $576,500

  • Land
  • 0 Sq Ft

  00 E State Route 100 E (Tract 3), Henderson, TN 38340

  Discover the perfect combination of investment potential and outdoor recreation with this beautiful +/- 128.44 acre property located just off Highway 100 East in Chester County, only minutes from Henderson, TN. Offering an excellent mix of productive row crop farmland and mature timber, this property provides multiple income opportunities through both agricultural production and hunting leases.

  Jacob Shelton Buy Dirt Auctions & Realty

  00 E State Route 100 E (Tract 3), Henderson, TN 38340
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  /16

  $195,900

  $14K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,272 Sq Ft

  454 White Ave, Henderson, TN 38340

  Adorable 3 br Brick home sitting on large city lot with lots of character, Built ins and Mantle in living room, Hardwood floors throughout, Newly remodeled Kitchen with all new appliances, cabinets, laminate flooring and a Bar. Master has 2 large closets. Home has newer windows, metal roof, outbuilding for storage, new landscaping and a concrete driveway. Only a few blocks from Freed Hardeman

  Tammi McCall United Country - Columbia Realty & Auction

  454 White Ave, Henderson, TN 38340
• 

  

  /7

  $169,900

  • Land
  • 50.1 Acres
  • $3,391 per Acre

  0 Arl Bailey Rd, Finger, TN 38334

  Located entirely in Chester County, TN, this approximately 50.1 acre parcel was surveyed in 2021 and features roughly a quarter mile of road frontage with power and fiber internet already available via the utility easement on the property. A septic system and well would be needed, with local well drillers indicating water is typically found at approximately 80 to 100 feet, and the property also

  Daniel Demers Sell Your Home Services, LLC

  0 Arl Bailey Rd, Finger, TN 38334
• 

  

  /38

  $579,900

  $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,642 Sq Ft

  3290 Silerton Rd, Henderson, TN 38340

  Exquisite custom built home in Chester County with 3 car garage on 10 acres! This open floorplan offers a chefs dream kitchen with high end stainless appliances, large great room for entertaining with corner gas fireplace, tankless water heater, upgraded sprayed foam insulation for efficiency, lots of outdoor entertaining areas including covered front and back porches and side court yard area. So

  

  Ben Roberts

  RE/MAX Realty Source

  3290 Silerton Rd, Henderson, TN 38340
• 

  /2

  $234,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,258 Sq Ft

  610 Mifflin Ave, Henderson, TN 38340

  Welcome to your brand-new home in the highly anticipated Henderson Station subdivision! This stunning 3-bedroom, 2.5 bathroom property perfectly blends modern design with everyday functionality, starting with a welcoming front porch that offers excellent curb appeal for your morning coffee. Step inside to discover a bright, open-concept living area that flows seamlessly into a chef-inspired

  

  Melanie Malone

  Crye-Leike Elite

  610 Mifflin Ave, Henderson, TN 38340
• 

  

  /7

  $1,700,000

  • Land
  • 112 Acres
  • $15,179 per Acre

  1120 Pleasant Ridge Rd, Finger, TN 38334

  Discover your own rural paradise. Featuring pristine rolling acreage. 24 acres of beautiful woodland and 84 acres of pasture with fences.

  Barry Smith Crye-Leike Elite

  1120 Pleasant Ridge Rd, Finger, TN 38334
• 

  

  /33

  $65,500

  • Land
  • 7.28 Acres
  • $8,997 per Acre

  00 Old Lula Rd, Reagan, TN 38368

  Looking for the perfect place to build without the work of clearing land? This beautiful 7.28-acre tract on Old Lula Road is already off to a great start. With approximately 702 feet of road frontage, a cleared driveway, and a 90' x 100' homesite already established, much of the groundwork has been completed. Surrounded by mature timber and peaceful countryside, this property offers the ideal

  Jennifer Scott RE/MAX Realty Source

  00 Old Lula Rd, Reagan, TN 38368
• 

  

  /37

  $141,500

  • Land
  • 15.71 Acres
  • $9,007 per Acre

  0 Old Lula Rd, Reagan, TN 38368

  Discover the perfect place to build your dream home on this beautiful 15.71-acre tract located on Old Lula Road. Offering approximately 745 feet of road frontage, this property provides privacy, space, and endless possibilities. A driveway has already been cleared, leading to a spacious 100' x 100' homesite, giving the future owner a head start on construction. The property features a beautiful

  Jennifer Scott RE/MAX Realty Source

  0 Old Lula Rd, Reagan, TN 38368
• 

  

  /30

  $245,000

  • 3 Beds
  • 2 Baths
  • 1,850 Sq Ft

  320 Benson Rd, Reagan, TN 38368

  Welcome home to this beautifully updated 3-bedroom, 2-bath property nestled on 2.17 acres of peaceful, wooded surroundings! This home features an inviting open floor plan perfect for everyday living and entertaining, highlighted by a fully updated kitchen with granite countertops, stainless steel appliances, new cabinetry, and a stylish coffee bar. Need extra space? You'll love the additional

  Andrea Crawford RE/MAX Unlimited

  320 Benson Rd, Reagan, TN 38368
• 

  

  /17

  $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
• 

  

  /27

  $285,000

  • 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. Home Selling "AS IS". 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. Backyard has organic compost for a beautiful garden.

  Jodie Parrish RE/MAX Realty Source

  2985 Sand Mountain Rd, Enville, TN 38332

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