Chester County TN Homes for Sale

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  /74

  $975,000

  • 5 Beds
  • 4.5 Baths
  • 6,888 Sq Ft

  575 Homestead Ln, Henderson, TN 38340

  Custom build dream home w/well thought out upgrades on 3.11 acres. Brick 5BR/4.5BA with fully finished walk-out basement/in-law suite. Large Master Bedroom with 2 walk-in closets with heated whirlpool tub. Large 3 car garage with ample room. Small red barn for your lawn equipment and other outdoor items. State of the art recently upgraded 4k movie theater (8k capable), 100" sound perforated

  

  Jesse Bradley

  Tennessee Valley Realty and Investment Group, PLLC

  (731) 200-1270

  575 Homestead Ln, Henderson, TN 38340
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  /15

  $235,000

  • Land
  • 32 Acres
  • $7,388 per Acre

  305 Smith Rd, Luray, TN 38352

  Land Land Land! This incredible opportunity features approximately 31.81 acres of unrestricted land, ready for you to transform into your dream property. The land has already been cleared for building, perc tested, and includes two 30 ft culverts installed for easy access. Don't miss out on this rare find—land like this is hard to come by!

  

  Destiny Burns

  Stellar Realty Group

  (731) 747-3504

  305 Smith Rd, Luray, TN 38352
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  /31

  $549,900

  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

  

  Destiny Burns

  Stellar Realty Group

  (731) 224-4661

  6145 Tennessee 225, Henderson, TN 38340
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  /66

  $549,000

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

  50 Braund Rd, Henderson, TN 38340

  

  Destiny Burns

  Stellar Realty Group

  (731) 252-5648

  50 Braund Rd, Henderson, TN 38340
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  /24

  $329,900 Open Sun 2PM - 4PM

  • 3 Beds
  • 2 Baths
  • 1,949 Sq Ft

  164 Ben Cove, Henderson, TN 38340

  Welcome to 164 Ben Cove, a well kept 3 bedroom, 2 bath brick home nestled on a peaceful cul-de-sac in one of Henderson's most desirable neighborhoods. With just under 2,000 sq ft of space, this home offers a warm, comfortable layout, perfect for everyday living and entertaining. The main living area features hardwood floors and a spacious, open feel. You'll love the seamless flow from the living

  

  Jennifer Scott

  RE/MAX Realty Source

  (731) 236-2986

  164 Ben Cove, Henderson, TN 38340
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  /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!

  

  Destiny Burns

  Stellar Realty Group

  (731) 316-0342

  Lot 22 Greystone Cove, Henderson, TN 38340
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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!

  

  Destiny Burns

  Stellar Realty Group

  (731) 257-2136

  Lot 21 Greystone Cove, Henderson, TN 38340
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  /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!

  

  Destiny Burns

  Stellar Realty Group

  (731) 257-2344

  Lot 18 Greystone Cove, Henderson, TN 38340
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  /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!

  

  Destiny Burns

  Stellar Realty Group

  (731) 330-8452

  Lot 8 Greystone Cove, Henderson, TN 38340
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  /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!

  

  Destiny Burns

  Stellar Realty Group

  (731) 666-6365

  Lot 7 Greystone Cove, Henderson, TN 38340
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  /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!

  

  Destiny Burns

  Stellar Realty Group

  (731) 327-6186

  Lot 5 Greystone Cove, Henderson, TN 38340
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  /22

  $110,000

  • Land
  • 9 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!

  

  Destiny Burns

  Stellar Realty Group

  (731) 251-4562

  0 Peddy Vestal Loop, Henderson, TN 38340
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  /65

  $499,900

  • 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!

  

  Destiny Burns

  Stellar Realty Group

  (731) 260-2721

  240 Greystone CV St, Henderson, TN 38340
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  /26

  $189,900

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

  1341 Old Jacks Creek Rd, Henderson, TN 38340

  Recently renovated farmhouse in Chester County on 1.46 acres! Many updates include newer metal roof, HVAC, updated kitchen and bathrooms. The open floorplan and spacious bedrooms offer natural lighting and provides function and relaxation throughout the home. The exterior includes an inviting covered front porch, circular driveway, separate storage shed along with a large concrete pad that would

  

  Ben Roberts

  RE/MAX Realty Source

  (731) 224-4313

  1341 Old Jacks Creek Rd, Henderson, TN 38340
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  /55

  $599,000

  • 3 Beds
  • 2 Baths
  • 2,638 Sq Ft

  165 Hunters Glen Ln, Henderson, TN 38340

  This immaculate custom-built home sits on approximately 2.76 beautiful acres in the effluent estates of Hunters Glen , offering the perfect blend of luxury, functionality, and privacy. From the moment you enter, you'll notice quality craftsmanship throughout—featuring soaring 11-foot ceilings, elegant crown molding, and fresh paint in every room.The home offers 3 spacious bedrooms, 2

  

  Destiny Burns

  Stellar Realty Group

  (731) 318-1604

  165 Hunters Glen Ln, Henderson, TN 38340
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  /49

  $541,800

  • Land
  • 252 Acres
  • $2,150 per Acre

  388 Old Cave Springs Rd, Henderson, TN 38340

  Welcome to a true outdoor haven tucked away in the heart of Chester County, TN. Spanning an impressive 252 acres, this property offers a diverse landscape with plantation pines, thinned timber, and areas of cutover, creating a dynamic mix of habitat. This combination is ideal for supporting the region's thriving wildlife population. Known for its trophy bucks and exceptional turkey hunting, this

  Annah Barnes

  SmallTown Hunting Properties & Real Estate

  (662) 316-3971

  388 Old Cave Springs Rd, Henderson, TN 38340
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  /19

  $125,000

  • 2 Beds
  • 1 Bath
  • 1,000+ Sq Ft

  447 Mifflin Ave, Henderson, TN 38340

  This charming 2 bed, 1 bath cottage is perfect for first-time buyers, downsizers, or investors! With modern updates like luxury vinyl flooring, an updated kitchen with stylish finishes, and a cozy living room featuring a gas fireplace, it’s full of character and comfort. Bonus spaces offer flexibility for a guest room, playroom, or office. Just a short walk to Freed-Hardeman University, schools,

  

  Brandi Wilson

  RE/MAX Realty Source

  (731) 316-0543

  447 Mifflin Ave, Henderson, TN 38340
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  /59

  $699,000

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

  70 Mosier Ln, Henderson, TN 38340

  NEW ROOF!!! UNDERGROUND PROPANE TAKE!!! WHOLE HOME GENERATOR!!! Expansive Country Estate with Modern Comforts and Premium Features Welcome to 70 Mosier Lane, a picturesque 18-acre estate in the serene countryside of Henderson, TN. Built in 2009, this 4-bedroom, 3-bathroom home offers the perfect blend of privacy, functionality, and high-end amenities—ideal for those seeking a self-sufficient

  

  Joshua Trammell

  EXIT Realty Blues City

  (731) 330-2283

  70 Mosier Ln, Henderson, TN 38340
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  /15

  $54,500

  • Land
  • 8 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!

  

  Destiny Burns

  Stellar Realty Group

  (731) 497-1325

  0 Highway 100, Henderson, TN 38340
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  /42

  $499,900

  • 6 Beds
  • 4.5 Baths
  • 5,922 Sq Ft

  562 Old Jackson Rd, Henderson, TN 38340

  This spacious home is ideal for a large or extended family, offering comfort, functionality, and room to grow. The main floor features a cozy living room, a den, formal dining area, 3 bedrooms, and 2.5 bathrooms—perfect for daily living and entertaining. The fully finished walkout basement adds even more living space with its own kitchen, den, living room, 3 additional bedrooms, and 2 full

  

  Destiny Burns

  Stellar Realty Group

  (731) 330-2632

  562 Old Jackson Rd, Henderson, TN 38340
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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

  

  Destiny Burns

  Stellar Realty Group

  (731) 535-7172

  316 Meadow Brook Dr, Henderson, TN 38340
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  /20

  $269,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,515 Sq Ft

  757 Christi Loop, Henderson, TN 38340

  **Incredible Opportunity: $3,000 Credit Towards Closing Costs!**Don't miss your chance to own this brand-new custom-built home! With approximately 1,515 heated square feet and around 2,026 square feet under roof, this stunning residence combines luxury and comfort. Inside, you'll find exquisite custom cabinets, elegant quartz countertops, and high-end luxury vinyl flooring

  

  Destiny Burns

  Stellar Realty Group

  (731) 462-4165

  757 Christi Loop, Henderson, TN 38340
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  /4

  $547,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,038 Sq Ft

  300 Greystone Cove, Henderson, TN 38340

  New Construction! Your new home in Greystone Estates awaits! This stunning custom-built home will feature 4 bedrooms, 3.5 baths, an office, and a spacious bonus room. Designed with brick, Hardie board, stone, and cedar, it blends timeless style with modern charm. Inside, you'll find all the finest amenities and high-quality finishes throughout. Don't wait—secure this home early and make it yours

  

  Destiny Burns

  Stellar Realty Group

  (731) 236-3442

  300 Greystone Cove, Henderson, TN 38340
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  /20

  $469,000 New Construction

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

  550 Trice Rd, Henderson, TN 38340

  $5,000 CREDIT BEING OFFERED TO GO TOWARDS BUYERS CLOSING COSTS AND PREPAIDS!! **Discover Luxury Living in Magnolia Springs!** This stunning property, currently under construction in the highly sought-after subdivision of Magnolia Springs in Chester County, features a striking white brick exterior. Offering 3 spacious bedrooms and 2 full baths, the master bath is a true retreat with a relaxing

  

  Destiny Burns

  Stellar Realty Group

  (731) 251-4730

  550 Trice Rd, Henderson, TN 38340
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  /40

  $615,000

  • 3 Beds
  • 2.5 Baths
  • 2,200+ Sq Ft

  10430 State Route 100 W, Henderson, TN 38340

  This charming 25 acres of property, comes with a private lake. It offers the perfect blend of rural tranquility and convenient access to the heart of Henderson. Nestled on a spacious lot, this home provides plenty of room to enjoy the outdoors, whether you’re dreaming of a lush garden, a play area, or simply relaxing in nature. The home has been newly renovated. The upgrades include a new roof,

  Joseph Cummings Epique Realty

  10430 State Route 100 W, Henderson, TN 38340
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  /15

  $99,900

  • Land
  • 17 Acres
  • $5,815 per Acre

  0 Sanford Rd, Henderson, TN 38340

  Located just outside Henderson city limits on Sanford Road, this 17.18-acre property offers a rare combination of natural water features and flexible zoning options. The parcel features a creek flowing consistently across one side of the property, Farm Agricultural Residential (FAR) zoning that allows for multiple development options, and complete readiness for residential construction with

  Kevin Gioia BEYCOME BROKERAGE REALTY, LLC

  0 Sanford Rd, Henderson, TN 38340
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  /22

  $178,600

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

  0 Grooms Rd, Henderson, TN 38340

  This 76+/- acre hunting/recreational tract and timber investment is located north of Palestine Ln in southwest Chester County. It consists of ridges with sloping hills, as well as a minor creek bottom.The property contains 10+/- acres of 25 year old loblolly pine, 12+/- acres of 13 year old loblolly pine, 20+/- acres of 5 year old loblolly pine, and 32+/- acres of aging upland and

  Austin Carroll

  0 Grooms Rd, Henderson, TN 38340
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  /17

  $165,000

  • Land
  • 75 Acres
  • $2,200 per Acre

  0 Grooms Rd, Henderson, TN 38340

  This 75+/- acre hunting and recreational tract is located north of Palestine Ln in southwest Chester County. It primarily consists of naturally regenerating hardwoods resulting from a silvicultural clearcut in 2023, as well as approximately 15 acres of loblolly pine planted in 2012. The western property line is a gated, shared-use road that is only used to access PT-07, PT-08, and PT-09. The

  Austin Carroll

  0 Grooms Rd, Henderson, TN 38340
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  /11

  $49,000

  • Land
  • 10 Acres
  • $4,743 per Acre

  0 Cash School Rd, Enville, TN 38332

  Private and peaceful tract just outside town. No rules, no neighbors on top of you. Covered in 25 year loblolly pine and mostly level ground. Ideal for a homestead, camper, or long-term hold. Power at the road. Owner Financing Available.

  Ronald (Ron) Daniel, II Daniel Auction & Real Estate, LLC

  0 Cash School Rd, Enville, TN 38332
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  /9

  $44,900

  • Land
  • 13 Acres
  • $3,376 per Acre

  285 Sherry Ln, Enville, TN 38332

  Discover your private sanctuary..13.3 Acres of Secluded Land. Are you looking for a hunting retreat or are you ready to escape the hustle and bustle of city life? Imagine owning 13.3 acres of pristine, secluded lane that offers you the perfect blend of tranquility and adventure. This is an opportunity to create your own private sanctuary far away from the noise an distractions of everyday life.

  Chris Carothers

  285 Sherry Ln, Enville, TN 38332
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  /18

  $503,500

  • Land
  • 92 Acres
  • $5,491 per Acre

  1450 Busby Ln, Henderson, TN 38340

  Rolling fields, open pasture, and scattered wooded areas create a diverse landscape that's both functional and beautiful. Whether you're looking to cultivate crops, raise animals, or simply enjoy wide-open spaces, this land offers both privacy and potential. Complete with a classic barn, perfect for storage, livestock, or conversion into a workshop, 2 active wells, and 3 manufactured trailers for

  Robert Eatman Hickman Realty Group Inc.-Jack

  1450 Busby Ln, Henderson, TN 38340
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  /50

  $4,250,000

  • 5 Beds
  • 8 Baths

  140 Lake Shore Ln, Henderson, TN 38340

  Nestled on 151 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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  /24

  $120,050

  • Land
  • 49 Acres
  • $2,450 per Acre

  0 Grooms Rd, Henderson, TN 38340

  PT-04a is the northern 49+/- acre portion of PT-04. It is located in the Pine Top area in the southwest quadrant of Chester County. It consists of 49+/- acres of ridges and rolling hills. The ridgetops contain a 3 to 4 year old loblolly pine plantation, while the drainages consist of varying age classes of mixed hardwoods and pine. There is roughly 2,000 feet of frontage along Grooms

  Austin Carroll Tutt Land Company

  0 Grooms Rd, Henderson, TN 38340
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  /32

  $431,900

  • Land
  • 192 Acres
  • $2,249 per Acre

  0 Grooms Rd, Henderson, TN 38340

  PT-03 is located on Grooms Rd and Hurst Rd in Chester County. This hunting/recreational and timber tract contains approximately 192 acres of ridgetops with rolling and sloping hills. It contains roughly 85 acres in mature upland hardwoods and pine, as well as another 95 acres in loblolly pine plantations planted in 2021. There is a good ridge system that could be used for additional roads/trails,

  Austin Carroll Tutt Land Company

  0 Grooms Rd, Henderson, TN 38340
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  /35

  $123,930

  • Land
  • 55 Acres
  • $2,250 per Acre

  0 Grooms Rd, Henderson, TN 38340

  PT-01 is located in southwest Chester Co. on Grooms Rd. This recreational and hunting tract contains 55.08 acres, of which approximately 15 acres being mature loblolly pine with the remaining acreage being a stand of two year old loblolly pine. This habitat diversity makes for great deer and turkey hunting opportunities.The topography is considered rolling and sloping hills. It has

  Austin Carroll Tutt Land Company

  0 Grooms Rd, Henderson, TN 38340
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  /2

  $749,000

  • Land
  • 210 Acres
  • $3,567 per Acre

  0 Highway 100 Unit 23269256, Reagan, TN 38368

  Check out this remarkable 210+/- acre tract in Hardeman County that directly adjoins Chickasaw State Forest. Ideally situated just 4 miles from Madison County and approximately 35 miles from Memphis, Tennessee, this property offers a rare combination of recreational appeal with short and long-term investment potential.The land features a robust stand of mature timberapproximately 200

  Taylor Howell Premier Farm Realty Group & Auction

  0 Highway 100 Unit 23269256, Reagan, TN 38368
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  /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
• 

  

  /49

  $374,900

  • 3 Beds
  • 2 Baths
  • 2,394 Sq Ft

  1890 Montezuma Rd, Henderson, TN 38340

  Take a look at this beautiful 3 bedroom, 2 bath brick home with bonus room, located just minutes from town in a great neighborhood. This home welcomes you with a spacious foyer that leads into a large living room featuring a cozy gas fireplace and new luxury vinyl plank flooring. The adjoining kitchen offers solid surface countertops, new stainless steel appliances, and plenty of cabinet space.

  Richard Emison NextHome 383 Real Estate

  1890 Montezuma Rd, Henderson, TN 38340
• 

  

  /55

  $599,000

  • 4 Beds
  • 3 Baths
  • 3,555 Sq Ft

  1005 Tennessee 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 Tennessee 200, Henderson, TN 38340
• 

  

  /45

  $590,000

  • 4 Beds
  • 3 Baths
  • 2,673 Sq Ft

  95 Teague Trace Ln, Luray, TN 38352

  BRAND NEW ROOF IN PROGRESS! Would you like to buy with the confidence of knowing one of the biggest, most costly updates in home ownership is already taken care of? Take a look at 95 Teague Trace. This beautiful, four bedroom, three bath brick home nestled on five open acres adorned with mature, majestic oak trees. This exceptional property offers the perfect blend of luxury, comfort, and

  Jennifer Maness-Scott Stellar Realty Group

  95 Teague Trace Ln, Luray, TN 38352

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