Chester County TN Homes for Sale

• 

  

  

  /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
• 

  

  

  /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
• 

  

  

  /65

  $825,000

  $25K PRICE DROP

  • 5,952 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
• 

  

  /2

  $37,500

  • Land
  • 0 Sq Ft

  00 Barham Ave, Henderson, TN 38340

  Great lot to build your dream home in Chester County. Great schools and family friendly community. Call Melanie at 731.879.9655

  

  Melanie Malone

  Crye-Leike Elite

  00 Barham Ave, 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 Isom

  RE/MAX Realty Source

  0 Old Sobby Rd, Bethel Springs, TN 38315
• 

  

  /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
• 

  

  /9

  $19,900

  • Land
  • 1 Acre
  • $19,900 per Acre

  285 Cedar Brook Ln, Henderson, TN 38340

  Build the home you've been dreaming of in beautiful Hidden Hills Estates! This 1-acre building lot offers the perfect setting for a basement home, with a gentle slope that creates ideal elevation and design opportunities. Tucked at the back of the property, Tar Creek runs behind the lot, adding a peaceful natural backdrop and enhancing the privacy this homesite provides. Wildlife is

  

  Brandi Isom

  RE/MAX Realty Source

  285 Cedar Brook Ln, Henderson, TN 38340
• 

  

  /13

  $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
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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
• 

  

  /35

  $480,000

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

  0 Highway 22 A, 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

  0 Highway 22 A, Enville, TN 38332
• 

  

  /22

  $99,900

  $18K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  105 Meadowland Ln, Henderson, TN 38340

  Acreage, privacy, and potential await at 105 Meadowland Lane! Situated on approximately 2.87 acres, this 3-bedroom, 1-bath home offers 1,056 square feet of finished living space plus an additional 1,056 square feet of unfinished basement space, providing plenty of room for storage, a workshop, hobbies, or future expansion. Inside, the home offers a comfortable layout with a spacious living area,

  

  Seth Lester

  NEXTHOME MAGNOLIA REALTY

  105 Meadowland Ln, Henderson, TN 38340
• 

  

  /23

  $150,000

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  304 Mifflin Ave, Henderson, TN 38340

  Discover the perfect blend of convenience and affordability in this move-in-ready home just steps from Freed-Hardeman University and minutes from downtown Henderson. This inviting 2-bedroom, single-story home is ideal for anyone seeking an easy, low-maintenance lifestyle. Offering just under 1,000 square feet, the home features comfortable living areas and an eat-in kitchen with abundant cabinet

  

  Brandi Isom

  RE/MAX Realty Source

  304 Mifflin Ave, Henderson, TN 38340
• 

  

  /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
• 

  

  /29

  $696,000

  • 5 Beds
  • 4 Baths
  • 3,734 Sq Ft

  585 Smith Rd, Luray, TN 38352

  Luxury, space, and opportunity come together in this exceptional 5-bedroom, 4-bath home situated on nearly 2 acres in Chester County. With impressive design details, generous living spaces, and a layout made for both everyday living and entertaining, this foreclosure offers a rare opportunity to purchase a home of this caliber and complete the remaining finishing touches to make it your own.

  

  Brandi Isom

  RE/MAX Realty Source

  585 Smith Rd, Luray, TN 38352
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  /44

  $744,000

  $16K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 4,845 Sq Ft

  25 Oak Ridge Dr, Henderson, TN 38340

  Looking for country living with plenty of space? Welcome to Oakmont Estates. This 5 bedroom, 3.5 bath home offers approximately 4,845 square feet of living space on 2.05 acres in Chester County, with no city taxes. Two additional bonus rooms could potentially serve as sixth and seventh bedrooms, guest rooms, entertainment areas, or flexible living spaces. Inside, the home features a functional

  

  Darrick Mann

  Crye-Leike Elite

  25 Oak Ridge Dr, Henderson, TN 38340
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  /72

  $824,900

  $10K PRICE DROP

  • 6 Beds
  • 5 Baths
  • 4,772 Sq Ft

  746 Oneal Ln, Henderson, TN 38340

  Okay, friend... this one is special. With 6 bedrooms, 3 full baths, and 2 half baths, there's room here for just about everyone. The main floor offers an open-concept layout with 4 bedrooms and 2.5 baths, making everyday living easy and comfortable. But wait until you see what's upstairs. The sellers recently finished and expanded the space beyond the rec room, adding 2 additional bedrooms, a

  

  Destiny Burns

  Stellar Realty Group

  746 Oneal Ln, Henderson, TN 38340
• 

  

  /67

  $489,900

  • 4 Beds
  • 4 Baths
  • 3,322 Sq Ft

  659 White Ave, Henderson, TN 38340

  Built back when they built them RIGHT! This solid 1987 home offers space you just don't find every day—including more closet space than some people have in their entire house! Featuring 4 bedrooms, 4 baths, a library, sunroom, screened-in porch, plus a private sunroom off the primary suite, there's room for everyone and everything. Sitting on approximately 1.61 acres on one of Henderson's most

  

  Destiny Burns

  Stellar Realty Group

  659 White Ave, Henderson, TN 38340
• 

  

  /16

  $325,000

  • 4 Beds
  • 2.5 Baths
  • 2,619 Sq Ft

  10440 State Route 100 W, Henderson, TN 38340

  Welcome to your new home on 2.75 beautiful acres in Chester County! Acoss the road from Chickasaw State Park !This property offers the perfect combination of space, comfort, & recent updates, with plenty of room to enjoy the outdoors and make the property your own. Inside, the home has been freshly painted throughout, creating a clean and inviting feel. Brand-new carpet has been installed

  

  Lisa Cox

  Groome & Co.

  10440 State Route 100 W, Henderson, TN 38340
• 

  /2

  $239,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,274 Sq Ft

  636 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

  636 Mifflin Ave, Henderson, TN 38340
• 

  /2

  $224,900

  New Construction $10K PRICE DROP

  • 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
• 

  /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
• 

  /2

  $239,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,525 Sq Ft

  634 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

  634 Mifflin Ave, Henderson, TN 38340
• 

  

  /33

  $244,700

  New Construction

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

  135 W Third St, Henderson, TN 38340

  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 plan, & master suite with a walk-in closet.

  

  Ashton Roberts

  Molly Moore Realty

  135 W Third St, Henderson, TN 38340
• 

  /2

  $515,000

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  385 Greystone Cove, Henderson, TN 38340

  NEW CONSTRUCTION in Greystone Estates! This custom-built 4BR/2.5BA home sits on approximately 1.61 acres and is scheduled for completion mid-October. Quality features include Andersen windows, luxury vinyl plank flooring, solid-surface countertops and a gas-log fireplace. The kitchen offers a Kenmore stainless steel appliance package, pot filler, abundant cabinetry and a large walk-in pantry.

  

  Destiny Burns

  Stellar Realty Group

  385 Greystone Cove, Henderson, TN 38340
• 

  

  /82

  $159,900

  • Land
  • 22 Acres
  • $7,268 per Acre

  Cave Springs Rd, Henderson, TN 38340

  22 Acres Timberland with Survey, Soil Map, Electric, Perc Tested near Jackson TnCash Price: $159,900Owner Finance: $4,900 down, then $1,390.24/Month for 30 years (includes principal, interest and processing).Reservation Fee: $900 non-refundable reservation fee secures this property. Reservation fee will be counted toward purchase price or down payment.With your

  Elegment Land Elegment.com

  Cave Springs Rd, Henderson, TN 38340
• 

  

  /10

  $799,900

  $100K PRICE DROP

  • Land
  • 108 Acres
  • $7,406 per Acre

  80 Proctor Rd, Henderson, TN 38340

  Discover a gorgeous 108 acres offering the perfect blend of open pasture, water, woods, and functionality. The property features cross fencing with seperated pastures, ponds, a shop with two bays, and underground utilities already in place. Wooded trails wind throughout the acreage, creating opportunities for horseback riding, ATVs, hunting, or simply enjoying the privacy and natural beauty of

  Rachel Fullington Hickman Realty Group Inc.-Jack

  80 Proctor Rd, Henderson, TN 38340
• 

  

  /16

  $93,100

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

  2404 Grooms Rd, Henderson, TN 38340

  This 38+/- acre tract in southwest Chester County offers a diverse mixture of hunting, recreation, and potential homesites. With approximately 900 feet of frontage on Grooms Road and a private shared-use easement road forming the western boundary, the property has practical access and multiple ways to approach future layout, hunting access, or site planning.The land is made up of

  Austin Carroll Tutt Land Company

  2404 Grooms Rd, Henderson, TN 38340
• 

  

  /38

  $269,000

  • 1 Bed
  • 1 Bath
  • 1,281 Sq Ft

  5725 Old Friendship Rd, Finger, TN 38334

  Tucked away in a fantastic area of West Tennessee, this 35+/- acre property offers the perfect blend of a comfortable homestead and hands-on farm living in close proximity to Henderson, Jackson, and Selmer. Rolling hills provide excellent grazing ground for cattle or other livestock, with 17+/- acres of partially fenced pasture ready to put to work. At the heart of the property sits a 1,281 sq ft

  Austin Carroll Tutt Land Company

  5725 Old Friendship Rd, Finger, TN 38334
• 

  

  /16

  $148,500

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

  0 Grooms Rd Unit 27226129, Henderson, TN 38340

  This 66-acre tract offers a balanced mix of timber, wildlife habitat, and usable ground in southwest Chester County, Tennessee. The property has frontage on Grooms Road and is accessed by a private shared-use easement road, providing easy accesswhile maintaining privacy off the main road.The timber makeup includes approximately 18 acres of 27-year-old loblolly pine, 19 acres of

  Austin Carroll Tutt Land Company

  0 Grooms Rd Unit 27226129, Henderson, TN 38340
• 

  

  /30

  $424,000

  • Land
  • 105 Acres
  • $4,038 per Acre

  935 Big Rock Trail, Henderson, TN 38340

  105 AC. BIG ROCK TRAIL, HENDERSON TN. OFF THE GRID LIVING Want to truly get away from it all? Look no further-this is as private and secluded as it gets. Tucked away at the end of a 1.5-mile winding driveway with no thru traffic, this incredible 105-acre retreat borders Chickasaw State Park-offering unmatched peace, privacy, and natural beauty. NO neighbors just you and nature. PROPERTY

  Jeremy Ryan Crye-Leike, Inc., REALTORS

  935 Big Rock Trail, Henderson, TN 38340
• 

  

  /32

  $95,000

  • Land
  • 10.3 Acres
  • $9,223 per Acre

  Enville Rd, Henderson, TN 38340

  10.30 Acres Unrestricted Private Land 15 Min. Outside of Henderson TNCash Price: $95,000Reservation Fee: $900 non-refundable reservation fee secures this property. Reservation fee will be counted toward purchase price or down payment.With your Purchase You Get:1. Clean Title with a Deed in Your Name2. Build on your Land During the Financing Period3. Live on

  Elegment Land Elegment.com

  Enville Rd, Henderson, TN 38340
• 

  

  /85

  $3,499,000

  • 5 Beds
  • 8 Baths
  • 8,264 Sq Ft

  140 Lake Shore Ln, Henderson, TN 38340

  Nestled on 51 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. It offers an exceptional blend of sophistication, style and functionality. It boasts 5 spacious bedrooms, 4 full bathrooms

  Brandon Pendergrass Hayden Outdoors LLC

  140 Lake Shore Ln, Henderson, TN 38340
• 

  

  /32

  $437,500

  • Land
  • 175 Acres
  • $2,500 per Acre

  3390 Sand Mountain Rd, Enville, TN 38332

  175+/- acres on Sand Mountain in Chester County, Tennessee. This hunting/recreational tract and timber investment has more than 500 feet of frontage along Sand Mountain Road and is situated along the Tennessee Valley Divide.The property sits atop Sand Mountain, which is the highest point in all of West Tennessee. The property contains approximately 155 acres of 7-year-old loblolly pine

  Austin Carroll Tutt Land Company

  3390 Sand Mountain Rd, Enville, TN 38332
• 

  

  /18

  $131,100

  • Land
  • 57 Acres
  • $2,300 per Acre

  0 Grooms Rd Unit 27226896, Henderson, TN 38340

  This 57+/- acre hunting and recreational tract in southwest Chester County offers the kind of layout serious land buyers look for: road frontage, terrain, habitat diversity, and multiple potential building sites.The property includes approximately 950 feet of frontage on Grooms Road, while the eastern boundary is defined by a private shared-use easement road. That combination gives the

  Austin Carroll Tutt Land Company

  0 Grooms Rd Unit 27226896, Henderson, TN 38340
• 

  

  /22

  $125,000

  • Land
  • 18.84 Acres
  • $6,635 per Acre

  1555 U S 45, Henderson, TN 38340

  18.84-acre Development Opportunity | US Hwy 45 | Henderson, TNPositioned along the highly traveled corridor of US Highway 45 in Henderson, this 18.84 acre tract presents a compelling opportunity for investors, developers, and end-users seeking visibility and long-term growth potential in a great location.Currently zoned agricultural, the property offers rezoning potential to

  Austin Carroll Tutt Land Company

  1555 U S 45, Henderson, TN 38340
• 

  

  /13

  $152,075

  • Land
  • 77 Acres
  • $1,975 per Acre

  0 Grooms Rd, Henderson, TN 38340

  77+/- acres of diverse timber and recreational/hunting land waiting for your next adventure. This property offers an excellent mix of timber stands for investment potential: 15+/- acres of aging hardwoods, 18+/- acres of 13 year-old pine, 13+/- acres of 5 year-old pine, and 30+/- acres of naturally regenerating hardwoods. The rolling and sloping terrain and terriffic diversity creates ideal

  Austin Carroll Tutt Land Company

  0 Grooms Rd, Henderson, TN 38340
• 

  

  /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
• 

  

  /27

  $196,000

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

  2700 Bear Creek Rd, Pinson, TN 38366

  Situated on Bear Creek Road in northwest Chester County, this impressive 56-acre tract offers an excellent blend of natural beauty, recreational appeal, and future homesite potential. The property features gently rolling topography with approximately 800 feet of county road frontage, providing easy access and multiple attractive locations for building a cabin, weekend retreat, or full-time

  Cameron Isbell Mossy Oak Properties Southeast Land & Wildlife LLC

  2700 Bear Creek Rd, Pinson, TN 38366
• 

  

  /59

  $599,900

  $25K PRICE DROP

  • Land
  • 151 Acres
  • $3,973 per Acre

  00 Garland Rd, Henderson, TN 38340

  Located just outside of Henderson and just downriver from Tull Bottom Wildlife Management Area, this exceptional 151-acre recreational farm offers a rare opportunity to own a truly turnkey riverfront property along the South Forked Deer River. With approximately three quarters of a mile of river frontage, this farm has been thoughtfully developed for hunting, recreation, and year-round enjoyment

  Brice Carlton Hickman Realty Group Inc.-Jack

  00 Garland Rd, Henderson, TN 38340
• 

  

  /17

  $159,900

  $5K PRICE DROP

  • Land
  • 75 Acres
  • $2,132 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 Tutt Land Company

  0 Grooms Rd, Henderson, TN 38340

Showing Results 1 - 40, Page 1 of 4