Chester County TN Homes for Sale

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  /29

  $399,900

  • 3 Beds
  • 2 Baths
  • 2,112 Sq Ft

  2130 Hughes Rd, Henderson, TN 38340

  Private Country Living - Enjoy the peace and serenity of the West Tennessee countryside in this beautiful brick home set on approximately 1.87 acres, perfectly nestled among mature trees & accessed by a picturesque rolling driveway. Privacy is a defining feature here, offering a quiet, relaxing retreat surrounded by natural beauty & tranquil country views. This three-bedroom, two-bath home offers

  Alan Castleman Hickman Realty Group Inc.-Jack

  2130 Hughes Rd, Henderson, TN 38340
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  /52

  $329,000

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  980 Johnson Crossroads Rd, Jacks Creek, TN 38347

  Country living on approximately 4 acres, tucked among mature trees — a peaceful retreat with plenty of privacy. This well-kept 3-bedroom, 2-bath home features hardwood floors throughout, a generous kitchen/dining combo for family meals, a comfortable living room, and a dedicated office space. Step outside to a nice backyard patio ideal for relaxing or entertaining. Practical extras include a

  Logan Drewry Casey Drewry Realty

  980 Johnson Crossroads Rd, Jacks Creek, TN 38347
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  /32

  $319,000

  • 4 Beds
  • 2.5 Baths
  • 1,948 Sq Ft

  2925 State Route 100 W, Henderson, TN 38340

  Welcome to peaceful country living just minutes from town! This beautifully remodeled 4-bedroom, 2.5-bath home sits on 2.65 acres just outside the Henderson city limits and less than half a mile from West Chester Elementary. Completely renovated in 2022, the home was updated with improvements including updated wiring, plumbing, HVAC, roof, tilt windows and more. Inside, you'll find durable luxury

  Jennifer Scott RE/MAX Realty Source

  2925 State Route 100 W, Henderson, TN 38340
• 

  

  

  /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
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  /69

  $575,000

  • 4 Beds
  • 3.5 Baths
  • 3,426 Sq Ft

  614 Oneal Ln, Henderson, TN 38340

  This beautiful home is located in one of the most desirable subdivisions in town — a wonderful walking neighborhood with easy access to Jackson. Built by the former owner of City Lumber Co., it features top-quality materials and thoughtful design throughout. Enjoy a newly paved circular driveway, large front yard, cozy living spaces. Spacious master suite with private patio, his and her bathroom,

  Craig Casey Casey Realtors

  614 Oneal Ln, Henderson, TN 38340
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  /32

  $269,900

  • 3 Beds
  • 2 Baths
  • 1,607 Sq Ft

  3180 State Route 200, Henderson, TN 38340

  THIS LOVELY HOME NEEDS A NEW FAMILY, GREAT VINYL SIDING, 3 BR., 2 BATHS, LARGE LIVING ROOM, NICE KITCHEN, SMALL SUNROOM, ALL KITCHEN APPLIANCES, COVERED FRONT PORCH, COVERED PATIO ON BACK, 2-CAR GARAGE, NICE YARD, 3 MILES OR SO FROM THE TOWN OF HENDERSON, CALL FOR A SHOWING OR MORE DETAILS

  Linda Carter Casey Realtors

  3180 State Route 200, Henderson, TN 38340
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  /26

  $375,000

  • Land
  • 45.72 Acres
  • $8,202 per Acre

  320 Peddy Vestal Loop, Henderson, TN 38340

  Escape to your own private slice of the countryside with this stunning 46-acre property! Featuring a private gated entrance and established driveway, this land offers security and seclusion. A homesite has already been started with an existing foundation in place- saving you time and giving you a head start on building your dream home. Surrounded by beautiful mature timber, this property provides

  Jennifer Stevens Stellar Realty Group

  320 Peddy Vestal Loop, Henderson, TN 38340
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  /2

  $299,000

  • Land
  • 156 Acres
  • $1,917 per Acre

  0 Old Cave Springs Rd, Henderson, TN 38340

  Nestled in serene seclusion, this 156 acre parcel offers a rare opportunity to escape into nature, app 15 minutes from Henderson's grocery stores, shops and restaurants. Ideal for avid hunters, the land is rich with wildlife and diverse terrain. Plus, it's a perfect canvas to build your dream home, surrounded by peace, privacy, and endless potential. Don't miss your chance to claim this private

  Tiffany Elder Porchlight Realty West TN

  0 Old Cave Springs Rd, Henderson, TN 38340
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  /5

  $24,900

  • Land
  • 1.3 Acres
  • $19,154 per Acre

  Lot 21 Timberwood Cove, Henderson, TN 38340

  Exclusive 1.3-acre lot in a stunning subdivision with restricted covenants, offering a serene and mature environment. Enjoy the benefits of county taxes while building your dream home in this sought-after location. Don't miss this rare opportunity to own a piece of land in this prestigious community. Situated within a prestigious and coveted exclusive subdivision, this 1.3-acre property adheres

  Zach Hannis Casey Realtors

  Lot 21 Timberwood Cove, 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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  /20

  $185,000

  • 1 Bed
  • 1 Bath
  • 1,387 Sq Ft

  11350 State Route 100 E, Reagan, TN 38368

  Owner says bring all offers!! Tucked away in the quiet countryside of Reagan, TN, this one-of-a-kind custom home feels like a secret waiting to be discovered. Set on 7.35 acres of peaceful land, this charming one-bedroom, one-bath retreat offers the kind of privacy and simplicity that's getting harder to find. Step inside and you'll immediately notice the craftsmanship - especially in the

  Michael Hughes Greer Real Estate Group

  11350 State Route 100 E, Reagan, TN 38368
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  /4

  $99,000

  • Land
  • 0 Sq Ft

  xxx Center Point Rd S, Reagan, TN 38368

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

  Sheila Darnell EXIT Realty Blues City

  xxx Center Point Rd S, Reagan, TN 38368
• 

  

  /22

  $125,000

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

  0 U S 45, Henderson, TN 38340

  Positioned 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 commercial, making it well-suited for a variety of development opportunities

  Austin Carroll Tutt Land Company

  0 U S 45, Henderson, TN 38340
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  /24

  $235,000

  • 3 Beds
  • 2 Baths
  • 1,424 Sq Ft

  155 Whitley Ave, Henderson, TN 38340

  Welcome to this charming home built in 2023 that blends modern style with comfortable everyday living. This super cute 3-bedroom, 2-bath home features an open-concept floor plan designed for both entertaining and relaxing. The kitchen and living area flow seamlessly together, highlighted by white shaker cabinets, granite countertops throughout, and a roomy walk-in pantry that offers exceptional

  Amanda Driver Wendell Alexander Realty

  155 Whitley Ave, Henderson, TN 38340
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  /6

  $20,000

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

  Lot 22 Timberwood Cove, Henderson, TN 38340

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

  Tara Joyner BHGRE Conner Brownsville

  Lot 22 Timberwood Cove, Henderson, TN 38340
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  /16

  $159,000

  • 2 Beds
  • 1 Bath
  • 1,156 Sq Ft

  237 E Third St, Henderson, TN 38340

  Beautiful basically remodeled home, great location in town close to everything! ALL NEW Vinyl plank flooring, paint, cabinets, countertops. Bathroom was completely remodeled. Kitchen appliances include dishwasher, stove and micro-vent hood. Brick on the outside of house is freshly painted, storage room on carport. within 2 blocks to FHU and downtown Call today to schedule a showing!

  Linda Carter Casey Realtors

  237 E Third St, Henderson, TN 38340
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  /49

  $759,900

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

  25 Oak Ridge Dr, Henderson, TN 38340

  Welcome to Oakmont Estates! This spacious 5 bedroom, 3.5 bath home offers approximately 4,845 square feet of living space and sits on 2.05 acres in the heart of Chester County, where you can enjoy peaceful living with no city taxes. Inside, you'll find a functional layout featuring granite countertops in the kitchen, a dedicated office, and two large bonus rooms that provide flexibility for a

  Darrick Mann Crye-Leike Elite

  25 Oak Ridge Dr, Henderson, TN 38340
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  /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
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  /2

  $64,900

  • Land
  • 8.9 Acres
  • $7,292 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. A private water well is already in place, providing a valuable resource for future development. With its convenient location and

  Richard Emison NextHome 383 Real Estate

  8705 Highway 100, Jacks Creek, TN 38347
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  /8

  $59,900

  • 2 Beds
  • 1 Bath
  • 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. TWO ADDITIONAL LOTS ARE AVAILABLE FOR PURCHASE BY BUYER, BUT ACREAGE CANT BE SOLD UNTIL HOUSE SITTING ON 1 ACRE CLOSED

  Linda Carter Casey Realtors

  2160 Jones Rd, Luray, TN 38352
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  /2

  $28,500

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

  234 N Franklin Ave, Henderson, TN 38340

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

  Linda Carter Casey Realtors

  234 N Franklin Ave, Henderson, TN 38340
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  /29

  $319,000

  • Land
  • 23 Acres
  • $13,870 per Acre

  00 Williams Rd, Henderson, TN 38340

  23 ACRES OF LAND IN CHESTER COUNTY! Discover the perfect blend of privacy, convenience, and versatility with this beautiful 23-acre tract with app 1/4 mile of road frontage on Meadows Lane, located just 5 minutes from downtown Henderson, TN - Freed Hardeman University, schools, shopping and dining all while being just outside the city limits . Tucked away in a quiet, low-traffic setting, this

  Tiffany Elder Porchlight Realty West TN

  00 Williams Rd, Henderson, TN 38340
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  /29

  $60,000

  • Land
  • 13.42 Acres
  • $4,471 per Acre

  TRACT 9 Highway 22 A, Jacks Creek, TN 38347

  SELLER FINANCE - NO CREDIT CHECKS - $1000 DOWN & ONLY $518/MTH 13.42 ACRES - LAND FOR SALE – JACKS CREEK, TN TRACT 8 HWY 22A JACKS CREEK, TN Looking for affordable land with natural beauty and water on-site? These tracts in Jacks Creek, TN offer a great mix of road frontage, wooded privacy, and several creeks running through most of the property. THIS PROPERTY IS IN THE FLOOD ZONE - SEE MAP IN

  Timothy Crane 2 Cranes Realty

  TRACT 9 Highway 22 A, Jacks Creek, TN 38347
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  /8

  $42,995

  • Land
  • 7.84 Acres
  • $5,484 per Acre

  0 Hughes Rd, Henderson, TN 38340

  Newly survyed 7.84 acre property close to Chickasaw State Park! This property features a cleared building site and frontage on two roads with Chickasaw State Park owning the land right across the road. Give me a call today for more information.

  Braden Rickman Farm & Home Realty

  0 Hughes Rd, Henderson, TN 38340
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  /39

  $150,000

  • Land
  • 26.29 Acres
  • $5,706 per Acre

  TRACT 10 Highway 22 A, Jacks Creek, TN 38347

  OWNER FINANCE - NO CREDIT CHECKS - $1316 DOWN & $1316/MTH 26.29 ACRES - LAND FOR SALE – JACKS CREEK, TN TRACT 10 HWY 22A JACKS CREEK, TN Looking for affordable land with natural beauty and water on-site? These tracts in Jacks Creek, TN offer a great mix of road frontage, wooded privacy, and several creeks running through most of the property. ?? Price: $150,000 ?? Down Payment: $1316 ??

  Timothy Crane 2 Cranes Realty

  TRACT 10 Highway 22 A, Jacks Creek, TN 38347
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  /11

  $85,000

  • Land
  • 22 Acres
  • $3,864 per Acre

  225 Henderson Rd, Henderson, TN 38340

  22 Acres - Chester County A blank canvas in the country! 22 acres of raw land ready for your dream home, hunting spot, investment or weekend retreat! Peace, space, and endless possibilities.

  Dustin Insell Coldwell Banker Southern Realty

  225 Henderson Rd, Henderson, TN 38340
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  /19

  $39,000

  • Land
  • 7.64 Acres
  • $5,105 per Acre

  TRACT 7 Highway 22 A, Jacks Creek, TN 38347

  NO CREDIT CHECKS - $1000 DOWN & ONLY $333/MTH 7.64 ACRES - LAND FOR SALE – JACKS CREEK, TN TRACT 7 HWY 22A JACKS CREEK, TN Looking for affordable land with natural beauty and water on-site? These tracts in Jacks Creek, TN offer a great mix of road frontage, wooded privacy, and several creeks running through most of the property. The front of this property is high and dry but the back of this

  Timothy Crane 2 Cranes Realty

  TRACT 7 Highway 22 A, Jacks Creek, TN 38347
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  /33

  $199,900

  • 2 Beds
  • 2 Baths
  • 1,868 Sq Ft

  444 Galbraith Ave, Henderson, TN 38340

  This charming two-bedroom, two-bath home offers generous living space and thoughtful design, featuring a large office with built-in bookshelves, a sunroom, a formal living room with a beautiful fireplace, a dining room, and a cozy breakfast nook. The residence includes a spacious walkout basement and multiple sitting areas that invite you to enjoy the surrounding nature. A well-appointed backyard

  Zach Hannis Casey Realtors

  444 Galbraith Ave, Henderson, TN 38340
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  /65

  $850,000

  • 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
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  /9

  $284,900

  • Land
  • 0 Sq Ft

  X Cedar Brook Ln, Henderson, TN 38340

  Discover 63 acres of wooded landscape offering privacy and natural beauty just minutes from the conveniences of Henderson. The property features multiple potential building sites surrounded by mature trees and abundant wildlife. An entrance is located on Cedar Brook Lane, providing easy access while maintaining a peaceful country setting. Whether you're looking for a future home site,

  Sheila Darnell EXIT Realty Blues City

  X Cedar Brook Ln, Henderson, TN 38340
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  /25

  $53,000

  • Land
  • 11.86 Acres
  • $4,469 per Acre

  TRACT 8 Highway 22 A, Jacks Creek, TN 38347

  SELLER FINANCE - NO CREDIT CHECKS - $1000 DOWN & ONLY $456/MTH 11.86 ACRES - LAND FOR SALE – JACKS CREEK, TN TRACT 8 HWY 22A JACKS CREEK, TN Affordable land with natural beauty and water on-site These tracts in Jacks Creek, TN offer a great mix of road frontage, wooded privacy, and creek runs through property. THIS PROPERTY IS IN THE FLOOD ZONE - SEE MAP IN PICS $60,000 - Down $1,000 - 10% APR

  Timothy Crane 2 Cranes Realty

  TRACT 8 Highway 22 A, Jacks Creek, TN 38347
• 

  

  /23

  $157,400

  • 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 provide a modern touch. Benefit from county taxes and a convenient location near Henderson, Jackson, Selmer, and Corinth. This property boasts a circle driveway, covered porches for outdoor relaxation, and sits on over a 1-acre lot. A $2000 appliance

  Linda Carter Casey Realtors

  1295 Mayfield Rd, Henderson, TN 38340
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  /3

  $301,600

  • Land
  • 30.16 Acres
  • $10,000 per Acre

  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 property.

  Linda Carter Casey Realtors

  00 Woodland Dr, Henderson, TN 38340
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  /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
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  /23

  $95,000

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

  0 Enville Rd, Henderson, TN 38340

  Own 10.30 fully wooded acres with total privacy in Sweet Lips, Tennessee. This unrestricted property features mature oak and pine hardwoods, flat terrain with only 1-5% slope, and 314 feet of road frontage on Enville Road. Only one neighbor borders the western boundary, with undeveloped land surrounding the remaining sides. Power lines and gas service are available at the road. The rare flat

  David VanSteenkiste The Homestead Group

  0 Enville Rd, Henderson, TN 38340
• 

  

  /21

  $35,000

  • Land
  • 6.89 Acres
  • $5,080 per Acre

  TRACT 6 Highway 22 A, Jacks Creek, TN 38347

  $1000 DOWN & NO CREDIT CHECKS - ONLY $298/MTH 6.89 ACRES - LAND FOR SALE – JACKS CREEK, TN TRACT 6 HWY 22A JACKS CREEK, TN Looking for affordable land with natural beauty and water on-site? Tracts in Jacks Creek, TN offer a great mix of road frontage, wooded privacy, and several creeks running through most of the property. The front of this property is high and dry but the back of this property

  Timothy Crane 2 Cranes Realty

  TRACT 6 Highway 22 A, Jacks Creek, TN 38347
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  /15

  $47,000

  • Land
  • 7.83 Acres
  • $6,003 per Acre

  TRACT 14 Highway 22 A, Jacks Creek, TN 38347

  NO CREDIT CHECKS - $1000 DOWN & ONLY $404/MTH 7.83 ACRES - LAND FOR SALE – JACKS CREEK, TN TRACT 14 HWY 22A JACKS CREEK, TN Looking for affordable land with natural beauty and wooded? These tracts in Jacks Creek, TN offer a great mix of road frontage and wooded privacy. Price: $47,000 ?? Down Payment: $1,000 Financing: 10% APR (no bank needed) Monthly Payment Options: 30 Years: ~$404/mo + $10

  Timothy Crane 2 Cranes Realty

  TRACT 14 Highway 22 A, Jacks Creek, TN 38347
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  /14

  $145,000

  • 3 Beds
  • 1 Bath
  • 1,025 Sq Ft

  429 Regina Dr, Henderson, TN 38340

  Looking for a brick home on a nice wooded lot and a privacy fenced backyard in Chester County / Henderson TN? When you pull in your driveway and park in the carport, you are welcomed home to a nice open concept kitchen and living room. Wood kitchen cabinets and all appliances in the kitchen stay. Easy access to your laundry room off kitchen. Down the hallway are 3 bedrooms and 1 full bath. Want

  Julia Crow Sunrise Properties

  429 Regina Dr, Henderson, TN 38340
• 

  

  /74

  $734,900

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

  215 Benson Rd, Reagan, TN 38368

  HUGE PRICE DROP + MOTIVATED SELLERS! Now is your chance to own peaceful country 40 breathtaking acres with this beautifully updated home that blends modern elegance with rural charm. This spacious residence offers 3 generously sized bedrooms, along with a second large living area upstairs featuring an additional bedroom, private bathroom, and convenient storage room—perfect for guests. The

  Heather Pierce Coldwell Banker Southern Realty

  215 Benson Rd, Reagan, TN 38368
• 

  

  /6

  $20,000

  • Land
  • 1.18 Acres
  • $16,949 per Acre

  Lot 23 Timberwood Cove, Henderson, TN 38340

  Nice residential lot in great location! This 1.18 ac lot in Creekside Estates is waiting for your dream home!

  Tara Joyner BHGRE Conner Brownsville

  Lot 23 Timberwood Cove, Henderson, TN 38340

Showing Results 41 - 80, Page 2 of 3