Chester County TN Homes for Sale

• 

  

  

  /20

  $132,900

  • 3 Beds
  • 1 Bath
  • 1,125 Sq Ft

  1127 Tucker Cove, Henderson, TN 38340

  Quaint 3 bedroom, 1 bathroom brick home in Henderson city situated on over 1 acre of land. This cozy property features a refrigerator, stove, and dishwasher, making it perfect for first-time homebuyers or investors. Please schedule showings with a 24-hour notice, available to show M-F after 4pm and after 12pm weekends. Ideal opportunity to own a piece of Henderson's real estate market.

  Linda Carter Casey Realtors

  1127 Tucker Cove, Henderson, TN 38340
• 

  

  

  /27

  $289,900

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft

  380 Melodie Cir, Henderson, TN 38340

  MOTIVATED SELLER! Built in 2024, this beautiful barndominium offers 3 bedrooms, 2.5 bathrooms, and nearly 1,700 sq ft of modern living on a 0.78-acre lot. Enjoy 10-foot ceilings throughout and an open-concept layout with a vaulted living room that adds warmth and charm.The kitchen features butcher block countertops and a spacious walk-in pantry with a sliding barn door. Epoxy floors run

  Michelle Lilly Lilly Realty

  380 Melodie Cir, Henderson, TN 38340
• 

  

  

  /11

  $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 remain, but contents do not convey. It is a

  Ashton Roberts Molly Moore Realty

  0 Hill Ave, Henderson, TN 38340
• 

  

  

  /7

  $80,000

  • Land
  • 8.9 Acres
  • $8,989 per Acre

  8705 Highway 100, Jacks Creek, TN 38347

  Discover 8.9 acres of opportunity in a peaceful rural setting in Jacks Creek, Tn. This versatile property offers plenty of space and potential for a variety of uses, whether you're looking to build your home, start a small business, or simply enjoy a quiet retreat.Included on the property is a 15x40 building that could be ideal for an office, workshop, or studio space. There's also a

  Richard Emison NextHome 383 Real Estate

  8705 Highway 100, Jacks Creek, TN 38347
• 

  

  

  /12

  $152,500

  • 2 Beds
  • 1 Bath
  • 800+ Sq Ft

  3515 Pleasant Springs Rd, Pinson, TN 38366

  Charming 2-bedroom home nestled on 4 acres in the country. Enjoy peaceful mornings and relaxing afternoons on a cover front porch or take a stroll to the back of the property to your own natural creek. Lots of area to entertain, garden or just enjoy the wide-open space. Minutes from the State Park, Golf Course, and Downtown Henderson. Cellar with entrance in the Kitchen can provide shelter in

  Misty Buss Molly Moore Realty

  3515 Pleasant Springs Rd, Pinson, TN 38366
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  /6

  $22,000

  • Land
  • 0.42 Acre
  • $52,381 per Acre

  0 S Carolina Ave, 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 S Carolina Ave, Henderson, TN 38340
• 

  

  /22

  $284,500

  • 3 Beds
  • 3 Baths
  • 2,440 Sq Ft

  225 E Third St, Henderson, TN 38340

  BEAUTIFUL BRICK HOME WITHIN 2 BLOCKS FROM FHU, WITH SO MUCH TO OFFER A FAMILY, DEN, LIVING,ROOM, SUNROOM, 2 BEDROOMS,DOWN WITH 2 BATHS, LARGE BONUS ROOM UP WITH BATH, PLUS AN OFFICE AREA, FIREPLACE W/GAS LOGS IN DEN, LARGE FENCED IN BACKYARD FOR OUR FUR BABIES OR YOUR REGULAR BABIES AND SO MUCH MORE. THIS IS A MUCH SEE.

  Linda Carter Casey Realtors

  225 E Third St, Henderson, TN 38340
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  /47

  $479,000

  • 3 Beds
  • 2 Baths
  • 2,201 Sq Ft

  480 Ridgewood Dr, Henderson, TN 38340

  Beautiful all brick home w/neutral paint color, 3 bedrooms, 2 baths w/ bonus room w/carpet upstairs, w/separate heat/air units. Wonderful 24 x 30 shop within a few steps of the house(extra clean) Hardwood floors throughout w/ carpet only in the two additional bedrooms. Tile in bathrooms and laundry room. Very large Laundry room. Home sits on 1.3 acres of beautiful fully sodded Bermuda hybrid

  Linda Carter Casey Realtors

  480 Ridgewood Dr, Henderson, TN 38340
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  /10

  $179,900

  • 3 Beds
  • 2 Baths
  • 1,924 Sq Ft

  4915 Clifford Rd, Luray, TN 38352

  Great Opportunity for an Investor or someone who is handy and would like to be out on 4.5 acres in Luray, TN! 3 Bedrooms and 2 full bathrooms. CASH only

  Kaysie Banville Keller Williams Realty Nashville/Franklin

  4915 Clifford Rd, Luray, TN 38352
• 

  

  /11

  $142,900

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  1310 Deming Rd, Henderson, TN 38340

  Tucked away in the peaceful woods of Chester County, this 3-bedroom, 2-bath home sits on 3.00 acres, offering the privacy and serenity you've been searching for. Surrounded by nature and well off the beaten path, it's the perfect escape from the hustle and bustle of everyday life. Step inside to find new floors throughout, a metal roof just 2 years old, and a brand new HVAC system and water

  Jennifer Scott RE/MAX Realty Source

  1310 Deming Rd, Henderson, TN 38340
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  /3

  $301,600

  00 Woodland Dr, Henderson, TN 38340

  "DEVELOPMENT ACREAGE: ONE OF THE LARGEST ZONED R3 CHUNKS OF LAND IN CITY LIMITS. Start a new subdivision and build houses, duplexes or apartments. R-3 has the smallest lot size requirement for any restricted zoning. Sewer main already runs through it, and all utilities are available on both roads-- Woodland Drive and Forrest Drive. Three 50' access points to build roads through the

  Linda Carter Casey Realtors

  00 Woodland Dr, Henderson, TN 38340
• 

  

  /23

  $159,900

  • 3 Beds
  • 1.5 Baths
  • 960 Sq Ft

  1295 Mayfield Rd, Henderson, TN 38340

  Completely renovated 3 bed, 1.5 bath home with brand new roof, siding, windows, HVAC, fixtures, subfloor, and flooring. Fresh paint, doors, and trim give a modern touch. Enjoy the convenience of county taxes only and proximity to Henderson, Jackson, Selmer, and Corinth. Features a circle driveway and covered porches, perfect for outdoor relaxation. Includes a $2000 allowance for appliances.

  Linda Carter Casey Realtors

  1295 Mayfield Rd, Henderson, TN 38340
• 

  

  /18

  $109,900

  • 2 Beds
  • 1 Bath
  • 1,308 Sq Ft

  259 E 3rd St, Henderson, TN 38340

  Great location only 3 blocks from Freed Hardeman University. Quick walk. Fixer- upper in need of many repairs. 1308 sq. ft. home hardwood floors. Shaded lot. 14x8 Covered front & side porch. Built in shelving in Kitchen and Living Rooms. This is for house only! The vacant lot to the rear is not included. Any furnishings could be purchased separately if desired. The home has not been lived

  Garry Carroll Crye-Leike Elite

  259 E 3rd St, Henderson, TN 38340
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  /6

  $22,000

  • Land
  • 1.18 Acres
  • $18,644 per Acre

  0 Lot 23 Timberwood Cove Unit 10196541, Henderson, TN 38340

  Nice residential lot in great location! This 1.18 acre vacant lot in Creekside Estates in ready for your dream home!

  Tara Joyner BHGRE Brownsville

  0 Lot 23 Timberwood Cove Unit 10196541, Henderson, TN 38340
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  /7

  $22,000

  • Land
  • 1.3 Acres
  • $16,923 per Acre

  0 Lot 22 Timberwood Cove Unit 10196540, Henderson, TN 38340

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

  Tara Joyner BHGRE Brownsville

  0 Lot 22 Timberwood Cove Unit 10196540, Henderson, TN 38340
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  /6

  $22,000

  • Land
  • 1.18 Acres
  • $18,644 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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  /6

  $22,000

  • Land
  • 1.3 Acres
  • $16,923 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
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  /53

  $900,000

  • 3 Beds
  • 2.5 Baths
  • 3,912 Sq Ft

  1620 Dry Creek Rd, Pinson, TN 38366

  Welcome home to 46 acres of heaven in West Tenn. Conveniently located between Memphis & Nashville. Built by renowned architect, Clay Chapman. This stunning brick & timber frame chateau is built atop 4 luxury horse stables. This remarkable masterpiece sits in the middle of a mature, hardwood & pine forest, providing total seclusion from the outside world. Complete privacy! This unique home

  Jodie Parrish RE/MAX Realty Source

  1620 Dry Creek Rd, Pinson, TN 38366
• 

  

  /15

  $183,900

  • 3 Beds
  • 1 Bath
  • 1,363 Sq Ft

  927 Woodland Dr, Henderson, TN 38340

  Open floorplan. Major renovation 2023. New roof 9/22. Completely renovated in 2023 with a new roof in September 2022, this home features an open floorplan and is conveniently located close to town, making it ideal for both homeownership and investment purposes. Perfect for those seeking a forever home or looking to grow their investment portfolio, this property offers modern updates and a great

  Linda Carter Casey Realtors

  927 Woodland Dr, Henderson, TN 38340
• 

  

  /23

  $224,900

  • 3 Beds
  • 2 Baths
  • 1,707 Sq Ft

  1100 Stewart Rd, Henderson, TN 38340

  Private storm shelter, den is currently being used as 4th bedroom and has a door to large back deck and fenced yard. Please give tenant 24 hour notice to show. Seller is obligated to give tenants a 30 day notice to vacate. This will be done upon either of the following; successful closing on the property or the seller the receives from the buyer a non-refundable $10,000 deposit toward the

  Linda Carter Casey Realtors

  1100 Stewart Rd, Henderson, TN 38340
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  /12

  $235,000

  • Land
  • 50.1 Acres
  • $4,691 per Acre

  0 Arl Bailey Rd, Finger, TN 38334

  Capture the essence of distinction on this prestigious 50.1-acre wooded estate in rural Chester County. With a perennial spring, numerous prime building locations, and unparalleled serenity, this property offers the ultimate retreat. Strategically located near Henderson, Lexington, Jackson, and the Tennessee River, convenience harmonizes with seclusion, presenting a unique opportunity for refined

  Larry Roberts Casey Realtors

  0 Arl Bailey Rd, Finger, TN 38334
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  /33

  $219,900

  • 3 Beds
  • 2 Baths
  • 1,276 Sq Ft

  661 Mifflin Ave, Henderson, TN 38340

  Charming 3BR/2BA Home Near FHU - Built in 2023!Welcome to 661 Mifflin Ave - a beautifully crafted 3-bedroom, 2-bath home featuring timeless board and batten siding and modern finishes throughout. Built in 2023, this home offers a fresh, move-in-ready feel and is ideally located within walking distance to Freed-Hardeman University, local schools, and shopping.Step inside to

  Richard Emison NextHome 383 Real Estate

  661 Mifflin Ave, Henderson, TN 38340
• 

  

  /21

  $94,000

  • Land
  • 12.17 Acres
  • $7,724 per Acre

  2865 Deanburg Rd, Medon, TN 38356

  Opportunity awaits on this 12.17-acre tract of unrestricted land—perfect for building, investing, or simply enjoying peaceful country living. With two scenic potential building sites—one overlooking the pond and another tucked just inside the woods—this property offers space and versatility for your vision. Hardwoods cover most of the acreage, adding privacy and natural beauty, while electricity

  Jennifer Knolton Coldwell Banker Southern Realty

  2865 Deanburg Rd, Medon, TN 38356
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  /24

  $229,900

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

  320 Benson Rd, Reagan, TN 38368

  2.17 Acres country living. Newly updated kitchen with granite countertops, stainless appliances, cabinets, coffee bar, and open to living room, rec room (which could be 4th bedroom). Main bedroom features private bath, double sinks, shower/commode room, 5x5 closet, and private access door to backyard. Outside was updated with siding, cedar posts, and shutters to match. 14x22 screened in porch

  Andrea Crawford RE/MAX Unlimited

  320 Benson Rd, Reagan, TN 38368
• 

  

  /18

  $39,900

  • Land
  • 5.5 Acres
  • $7,255 per Acre

  Tract 2 Tennessee 225, Bethel Springs, TN 38315

  A great opportunity for unrestricted land and one of 2 possible lots in Chester Co. 5.5 acres on Hwy 225. Is your dream: a getaway with a trailer or mobile home, small pasture for farm animals or an escape to a quiet home in the country with no restrictions? This lot has 5.5 acres and 140 feet of road frontage (similar to the other 3). Tracts 1,4,5,6,7 & 8 have been sold. Tracts 2 & 3 are

  Mike Singleton McIver Land & Realty

  Tract 2 Tennessee 225, Bethel Springs, TN 38315
• 

  

  /18

  $39,900

  • Land
  • 5.5 Acres
  • $7,255 per Acre

  Tract 3 Tennessee 225, Bethel Springs, TN 38315

  A great opportunity for unrestricted land and one of 2 possible lots in Chester Co. 5.5 acres on Hwy 225. Is your dream: a getaway with a trailer or mobile home, small pasture for farm animals or an escape to a quiet home in the country with no restrictions? This lot has 5.5 acres and 140 feet of road frontage (similar to the other 3). Tracts 1,4,5,6,7 & 8 have been sold. Tracts 2 & 3 are

  Mike Singleton McIver Land & Realty

  Tract 3 Tennessee 225, Bethel Springs, TN 38315
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  /8

  $58,500

  • Land
  • 8.99 Acres
  • $6,507 per Acre

  Tract 3 Highway 22 A, Enville, TN 38332

  Escape to Tennessee Country Living on this 8.99-acre 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.

  Lori Yarbro Evans Real Estate

  Tract 3 Highway 22 A, Enville, TN 38332
• 

  

  /20

  $177,000

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft

  180 State Route 22a S, Jacks Creek, TN 38347

  Come see this beautifully renovated 3-bedroom, 2-bath home in Chester County! Situated on a spacious 1.4 acre lot with county taxes only, this home has been updated with a New HVAC, New Roof, New Plumbing, and New Flooring. Fresh Paint inside and out adds to its charm, along with modern touches throughout. Enjoy the outdoors on the spacious patio, perfect for relaxing or entertaining. Don't miss

  Jennifer Scott RE/MAX Realty Source

  180 State Route 22a S, Jacks Creek, TN 38347
• 

  

  /7

  $199,900

  • Land
  • 21 Acres
  • $9,519 per Acre

  000 Morgan St, Henderson, TN 38340

  Beautiful pasture ready to be farmed or developed. Beautiful pasture ready to be farmed or developed.

  Brent West Crye-Leike Elite

  000 Morgan St, Henderson, TN 38340
• 

  

  /16

  $469,385

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

  0 Roby Trail, 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. Water

  Jared Walker Compass South, Inc.

  0 Roby Trail, Henderson, TN 38340
• 

  

  /52

  $950,000

  • Land
  • 7 Acres
  • $135,714 per Acre

  823 Us Highway 45 N, Henderson, TN 38340

  Prime Real Estate in Henderson TN! This property located on Hwy 45 consists of two separate parcels. One with 5.2 acres and one with 2.2 acres with a total of 7+/- acres. The is also a house on the smaller parcel. This property is currently zoned residential, however it can be re- zoned commercial and would be a prime location for any commercial business or businesses. Perfect location to

  Jerry Bullman Crye-Leike Elite

  823 Us Highway 45 N, Henderson, TN 38340
• 

  

  /30

  $699,995

  • 3,840 Sq Ft

  143 & 147 Whitley Ave, Henderson, TN 38340

  New Construction duplexes with hardie board siding. 2 Bedroom/2 bath in each unit. Open floor-plan with white cabinets in kitchen and bathrooms.Stainless steel appliances to include stove/oven, dishwasher, microwave and refrigerator. Tile in laundry-room and bathrooms, luxury vinyl plank flooring throughout rest of unit., separate laundry-room with covered porch. This will be a great rental

  Kathy Kitzman Hickman Realty Group Inc.-Jack

  143 & 147 Whitley Ave, Henderson, TN 38340
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  /33

  $279,900

  • 6 Beds
  • 2.5 Baths
  • 2,290 Sq Ft

  208 Fourth St, Henderson, TN 38340

  Charming 6 BR 2.5 BA Home w/Office in Henderson, TN - Prime Location near Freed Hardemon UniversityWelcome to your dream home in the heart of Henderson! This exquisite property, ideally situated on a corner lot, offers unparalleled convenience, being within walking distance to Freed Hardemon University, Main St, and all that Henderson has to offer.Key Features:Complete

  Richard Emison NextHome 383 Real Estate

  208 Fourth St, Henderson, TN 38340
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  /8

  $65,000

  • 2 Beds
  • 1,864 Sq Ft

  2160 Jones Rd, Luray, TN 38352

  Renovations have been started on this large country home sitting on one acre. Staircase to unfinished attic area could also be finished. Needs complete remodel including floors. New well installed June 2022. AGENT OWNED

  Linda Carter Casey Realtors

  2160 Jones Rd, Luray, TN 38352
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  /4

  $79,900

  • Land
  • 26.85 Acres
  • $2,976 per Acre

  000 Sweetlips Rd, Henderson, TN 38340

  26.85 acres rural Chester County with no city taxes and unrestricted land. Easy access to Henderson and Jackson. Ideal for various uses, offering a prime location and potential for growth. A versatile property with endless possibilities in desirable Chester County. across the road from 1740 Sweetlips Road, Henderson, TN

  Larry Roberts Casey Realtors

  000 Sweetlips Rd, Henderson, TN 38340
• 

  

  /5

  $20,000

  • Land
  • 1 Acre
  • $20,000 per Acre

  00 Deerfield Loop, Henderson, TN 38340

  Take a look at this beautiful lot in WestChester Hills, West of Henderson, and 3 blocks from West Chester Elementary. Wonderful area to build a home and raise a family. You can build a great home with a basement or a tornado area. Just lok at this look and we will go from there.

  Linda Carter Casey Realtors

  00 Deerfield Loop, Henderson, TN 38340
• 

  

  /35

  $750,000

  • Land
  • 1.38 Acres
  • $543,478 per Acre

  00 Newsome Ave, Henderson, TN 38340

  This corner lot on Hwy 45 Byp and West Main St/Hwy100 in Henderson with road frontage on 3 sides has endless possibilities. This is the only corner left on this high traffic intersection. This would be the perfect spot for a restaurant, general business, medical or any other type of business. Don't let this last corner lot get away, make it yours today!

  Jerry Bullman Crye-Leike Elite

  00 Newsome Ave, Henderson, TN 38340
• 

  

  /5

  $129,000

  • Land
  • 19.88 Acres
  • $6,489 per Acre

  0 Hwy 22 A S, Enville, TN 38332

  Lori Yarbro Evans Real Estate

  0 Hwy 22 A S, Enville, TN 38332
• 

  

  /23

  $275,000

  • 3 Beds
  • 2 Baths
  • 1,475 Sq Ft

  90 Mitchell Ln, Henderson, TN 38340

  Brent West Crye-Leike Elite

  90 Mitchell Ln, Henderson, TN 38340
• 

  

  /17

  $289,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  454 Old Jackson Rd, Henderson, TN 38340

  Don't miss your chance to own this beautifully designed 3 bed, 2 bath home with 1,560 sqft of modern comfort at 454 Old Jackson Rd in Henderson, TN! Step into a spacious open-concept layout that's perfect for entertaining and everyday living. The heart of the home is the luxurious kitchen—featuring sleek finishes, ample counter space, and premium appliances that will impress any home chef. With

  Brent West Crye-Leike Elite

  454 Old Jackson Rd, Henderson, TN 38340

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