Chester County, TN Homes

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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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  /9

  $1,200 per month

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Townhouse for Rent

  320 Samantha Cove, Henderson, TN 38340

  Property Id: 1355768Welcome to this charming 2 bedroom, 1 bathroom townhouse in Henderson, TN. Enjoy the convenience of included utilities and amenities such as refrigerator, oven, and dishwasher. With central air and forced air heating, this smoke-free property is perfect for a single unit. Don't miss out on this opportunity for a cozy home at $1200/month starting July 1, 2025. No pets

  320 Samantha Cove, Henderson, TN 38340
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  /3

  $23,000 Sold Sep 03, 2025

  • Land
  • 0.00 Acre

  • 0 Days On Market

  lot 3 W 3rd St, Henderson, TN 38340

  Rare city lot in Henderson. Perfect for a new home with all utilities. Ideal for a residential development project. Highly desirable location. Valuable investment opportunity in a prime community. Don't miss out on this chance to create a premium living space in Henderson. Private treed lot off street with permanent access to shared easement

  Linda Carter Casey Realtors

  lot 3 W 3rd St, Henderson, TN 38340
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  /21

  Est $223,136 Not Listed For Sale

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

  230 Sugar Creek Dr, Henderson, TN 38340

  230 Sugar Creek Dr, Henderson, TN 38340
• 

  

  

  /14

  $229,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,388 Sq Ft

  1280 Mockingbird Rd, Medon, TN 38356

  Peaceful Living Near Chickasaw State ParkDiscover this charming 2 bedroom, 2 bath home nestled on 1.41 wooded acres in Chester County. Immaculately maintained, this property offers the perfect blend of comfort, functionality, and serene surroundings. The open concept living area creates a warm and inviting space, ideal for relaxing or entertaining, while the grand deck is perfect for soaking

  

  Brandi Wilson

  RE/MAX Realty Source

  (731) 330-8582

  1280 Mockingbird Rd, Medon, TN 38356
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  /3

  $35,000 Sold Sep 03, 2025

  • Land
  • 0.00 Acre

  • 0 Days On Market

  0 LOT 2 W 3rd St, Henderson, TN 38340

  Rare city lot in Henderson. Perfect for a new home with all utilities. Ideal for a residential development project. Highly desirable location. Valuable investment opportunity in a prime community. Don't miss out on this chance to create a premium living space in Henderson.

  Linda Carter Casey Realtors

  0 LOT 2 W 3rd St, Henderson, TN 38340
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  /18

  Not Listed For Sale

  0 McEarl Ln, Reagan, TN 38368

  0 McEarl Ln, Reagan, TN 38368
• 

  

  /26

  $204,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,318 Sq Ft

  70 E Haven Ln, Henderson, TN 38340

  Looking to downsize or find your perfect starter home? This is it! Charming 3-bedroom, 2-bath home just seconds from Main Street in Henderson — yet in the county, so you'll enjoy only county taxes! Don't miss this ideal blend of convenience and savings!

  

  Destiny Burns

  Stellar Realty Group

  (731) 982-2163

  70 E Haven Ln, Henderson, TN 38340
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  /46

  $495,000 Sold Sep 03, 2025

  • 4,801 Sq Ft
  • $103/SF
  • 41 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1967

  1166 White Ave, Henderson, TN 38340

  Seller offering up to 10K in buyers closing costs!! Spacious 5 Bedroom, 3.5 Bath Home on 3.26 AcresEscape to your own private oasis! This stunning 5-bedroom, 3.5-bathroom home offers the perfect blend of comfort, style, and privacy. Nestled on a sprawling 3.26-acre lot, this property boasts a serene wooded backyard, a sparkling pool, and a spacious basement apartment with exterior

  Melanie Malone Crye-Leike Elite

  1166 White Ave, Henderson, TN 38340
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  /35

  Est $240,634 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,436 Sq Ft

  1470 Sanford Rd, Henderson, TN 38340

  1470 Sanford Rd, Henderson, TN 38340
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  /54

  $299,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,065 Sq Ft

  1710 Clarks Creek Rd, Henderson, TN 38340

  Discover this charming one-owner home nestled in the tranquil countryside! Set on approximately 2 acres, this property features a serene pond, perfect for relaxation and outdoor enjoyment. With no restrictions, you have the freedom to create your ideal living space. Inside, the home boasts 4 spacious bedrooms and 2 well-appointed bathrooms, providing ample space for family and guests. A versatile

  

  Destiny Burns

  Stellar Realty Group

  (731) 462-3786

  1710 Clarks Creek Rd, Henderson, TN 38340
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  /38

  $235,000 Sold Aug 29, 2025

  • 2,186 Sq Ft
  • $108/SF
  • 14 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1978

  480 Roby Rd, Reagan, TN 38368

  Welcome to peaceful, country living with this charming, well-maintained, three bedroom, two bath home sitting on 2.05 acres. Whether you're relaxing on either of two covered porches or hanging out by the pond, you'll have plenty of space to enjoy the privacy of this beautifully wooded property. With walk-in closets & additional space above the garage just waiting to be finished, you're sure to

  Jennifer Maness-Scott Stellar Realty Group

  480 Roby Rd, Reagan, TN 38368
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  /12

  Est $271,755 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,042 Sq Ft

  205 Cedar Brook Ln, Henderson, TN 38340

  205 Cedar Brook Ln, Henderson, TN 38340
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  /32

  $284,900 Pending

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

  515 Howard Rd, Henderson, TN 38340

  Back on the market due to buyer financing!! Brand new spanking roof!!! Discover country living at its finest with this charming four-bedroom, two-bath home nestled on just over 2 acres in beautiful Chester County. This inviting property boasts elegant tray ceilings, an oversized carport, and a spacious deck perfect for outdoor relaxation. Enjoy the established garden and your very own chicken

  

  Destiny Burns

  Stellar Realty Group

  (731) 497-0752

  515 Howard Rd, Henderson, TN 38340
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  /25

  $72,000 Sold Aug 29, 2025

  • 1,800 Sq Ft
  • $40/SF
  • 27 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1984

  20 Center Point Rd S, Enville, TN 38332

  Introducing a one-of-a-kind property offering approximately 1,800 sq. ft. of space, with the potential for 3-4 bedrooms and 3 bathrooms. This home is brimming with possibilities, featuring a generous 1,488 sq. ft. room that can easily be transformed into a spacious living area, kitchen, bonus room, master suite, or anything your imagination envisions. Previously used as a church, the property has

  Debbie Mays 7 Lakes Realty Inc.

  20 Center Point Rd S, Enville, TN 38332
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  /20

  Est $243,895 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,409 Sq Ft

  60 Rushing Creek Ln, Henderson, TN 38340

  60 Rushing Creek Ln, Henderson, TN 38340
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  /39

  $469,900 Pending

  • 4 Beds
  • 3 Baths
  • 3,064 Sq Ft

  210 Tall Pines Rd, Henderson, TN 38340

  Discover your dream home in this beautiful brick residence located just minutes from town, offering the benefits of only county taxes! This charming property features four spacious bedrooms and a versatile bonus room upstairs complete with a full bath, perfect for guests or a home office. Enjoy serene evenings on the screened-in porch, all nestled on just over 1 acre at the end of a peaceful

  

  Destiny Burns

  Stellar Realty Group

  (731) 201-9415

  210 Tall Pines Rd, Henderson, TN 38340
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  /68

  $455,000 Sold Aug 28, 2025

  • 2,667 Sq Ft
  • $171/SF
  • 42 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1979

  3600 Sand Mountain Rd, Enville, TN 38332

  Stunning 4-Bedroom, 2.5-Bath Trilevel Home on 25.8 Acres in Tennessee. Discover this beautifully maintained and spacious trilevel home situated on nearly 26 acres at one of the highest elevations in Tennessee west of the Tennessee River. This property offers a perfect blend of comfort, functionality, and scenic views. Features include:Four Bedrooms & 2.5 Bathrooms:** Spacious living

  Zach Hannis Casey Realtors

  3600 Sand Mountain Rd, Enville, TN 38332
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  /15

  Est $272,458 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,981 Sq Ft

  740 Corson Rd, Henderson, TN 38340

  740 Corson Rd, Henderson, TN 38340
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  /32

  $224,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,844 Sq Ft

  415 Galbraith Ave, Henderson, TN 38340

  Welcome to your Home! This completely remodeled three-bedroom, 2 1/2 bath residence boasts a versatile bonus room that can easily be converted into a fourth bedroom with the addition of an interior door. Enjoy the elegance of luxury vinyl plank flooring throughout, complemented by a stunning, all-new kitchen featuring modern appliances, sleek cabinets, beautiful countertops, and stylish

  

  Destiny Burns

  Stellar Realty Group

  (731) 318-5491

  415 Galbraith Ave, Henderson, TN 38340
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  /11

  $145,000 Sold Aug 28, 2025

  • 1,146 Sq Ft
  • $127/SF
  • 95 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1981

  471 Woods Dr, Henderson, TN 38340

  Charming 3 bed, 1.75 (full bath in hallway, .75 bath in master containing a shower, sink and commode) bath home with a unique feature - an inside-access storm shelter located off the back left bedroom. Enjoy a small back deck perfect for relaxing. Located near Henderson with easy access to Jackson, this home is situated in a great neighborhood. Incorrect tax card. Please give tenant 24 hour

  Linda Carter Casey Realtors

  471 Woods Dr, Henderson, TN 38340
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  /23

  Est $220,703 Not Listed For Sale

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

  290 Bray Ln, Beech Bluff, TN 38313

  290 Bray Ln, Beech Bluff, TN 38313
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  /47

  $525,000 Pending

  • 4 Beds
  • 2 Baths
  • 3,022 Sq Ft

  4840 Tennessee 200, Henderson, TN 38340

  A Must-See Property!Don't miss this incredible opportunity! This spacious home offers just over 3,000 heated square feet, featuring 4 bedrooms and 2 bathrooms—perfect for comfortable family living. Sitting on approximately 18.36 beautiful acres, the property also includes a massive 30' x 50' shop equipped with an electric car lift—ideal for car enthusiasts or those in need of serious

  

  Destiny Burns

  Stellar Realty Group

  (731) 540-8212

  4840 Tennessee 200, Henderson, TN 38340
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  /18

  $206,500 Sold Aug 27, 2025

  • 957 Sq Ft
  • $216/SF
  • 0 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 2010

  247 Guy Maddox Ln, Granville, TN 38564

  REDUCED.Amazing lake view from your front porch !! 1 bedroom, 1 bath cabin with wrap around porch on 3 lots totaling approx.. 1.5 acres overlooking Cordell Hull Lake. Very private setting that is perfect for a permanent residence or a weekend get-away. If you seek tranquility then this place is for you ! New roof in 2024. Within 2 miles to Granville Marina.

  Karen Strock eXp Realty

  247 Guy Maddox Ln, Granville, TN 38564
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  /36

  Est $265,499 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,545 Sq Ft

  280 Bray Ln, Beech Bluff, TN 38313

  280 Bray Ln, Beech Bluff, TN 38313
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  /28

  $279,900 Pending

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

  130 Old Sobby Rd, Bethel Springs, TN 38315

  Charming brick home on 2 peaceful acres in Chester County, blending classic country charm with modern farmhouse style. Inside, you'll find 3 spacious bedrooms, 2 full baths, and stylish updates throughout. A multi-level deck—partially covered—offers the perfect spot to relax or entertain with views of surrounding farmland. Outside, enjoy a cozy cottage ideal for a studio, gym, or retreat, plus a

  

  Brandi Wilson

  RE/MAX Realty Source

  (731) 246-9027

  130 Old Sobby Rd, Bethel Springs, TN 38315
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  /34

  $260,000 Sold Aug 25, 2025

  • 3,240 Sq Ft
  • $80/SF
  • 73 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2007

  285 Mitchell Ln, Henderson, TN 38340

  Unique 2-story barndominium/shop awaiting your personal touch! Currently 2 bed 2 bath, but a blank canvas for your creativity. Features roll-up garage doors on both ends, kitchen with appliances, 2 bathrooms, one on each floor. Ground floor spans 2400 sq ft, while the upper level offers 1200 sq ft of potential. Enjoy a cupola with panoramic 360-degree views. Located just outside city limits, this

  Larry Roberts Casey Realtors

  285 Mitchell Ln, Henderson, TN 38340
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  /33

  Est $226,808 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,050 Sq Ft

  360 Jacks Creek St, Henderson, TN 38340

  360 Jacks Creek St, Henderson, TN 38340
• 

  

  /27

  $297,000 Pending

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

  571 Todd Ray Cove, Henderson, TN 38340

  Welcome to 571 Todd Ray Cove in the Edenwood subdivision of Henderson, TN. Built in 2022, this one-owner brick home offers single-level living with an open-concept layout, three bedrooms, and two full baths. Enjoy elegant touches like plantation shutters, a cozy fireplace, and custom flooring. The kitchen includes all modern appliances, and outside you'll find a covered porch, patio, and attached

  

  Brandi Wilson

  RE/MAX Realty Source

  (731) 207-8719

  571 Todd Ray Cove, Henderson, TN 38340
• 

  

  /25

  $183,000 Sold Aug 22, 2025

  • 1,022 Sq Ft
  • $179/SF
  • 18 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1950

  6495 Tennessee 100, Henderson, TN 38340

  This charming one-level home sits on a full acre surrounded by scenic farmland. With 2 bedrooms and 2 full baths, the home offers a functional layout and easy living. Step onto the inviting front or side porch and take in the quiet views—perfect for morning coffee or evening unwinding. Inside, you'll find a spacious living area, a well-sized kitchen, and plenty of natural light. The property

  Amanda Harvey Coldwell Banker Southern Realty

  6495 Tennessee 100, Henderson, TN 38340
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  /45

  Est $444,112 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,614 Sq Ft

  215 Harris Ln, Henderson, TN 38340

  215 Harris Ln, Henderson, TN 38340
• 

  /2

  $50,000 Pending

  • Land
  • 6 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

  RE/MAX Realty Source

  (731) 503-4833

  0 Old Sobby Rd, Bethel Springs, TN 38315
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  /29

  $175,000 Sold Aug 20, 2025

  • 1,284 Sq Ft
  • $136/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1979

  948 Sand Ave, Henderson, TN 38340

  Charming 3-bedroom, 2-bathroom ranch-style home on a spacious city lot. This property features a screened porch at the front, a deck at the back with a retractable sunshade, and a small dog run in the backyard. Priced competitively for a quick sale, the home is conveniently located near Henderson and Jackson, making it ideal for both residential buyers and investors. Don't miss out on this

  Linda Carter Casey Realtors

  948 Sand Ave, Henderson, TN 38340
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  /24

  Est $477,070 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 4,239 Sq Ft

  6245 State Route 200, Henderson, TN 38340

  6245 State Route 200, 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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  /20

  $40,000 Sold Aug 18, 2025

  • 894 Sq Ft
  • $45/SF
  • 46 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1950

  7455 Tennessee 100, Jacks Creek, TN 38347

  Whether you're an investor searching for your next fix-and-flip or a homebuyer looking for an affordable property you can make your own, this one has potential written all over it. Located just outside the city limits in the peaceful community of Jacks Creek, this 2-bedroom, 1-bath home offers 894 square feet of space and is zoned for Chester county schools - one of the most desirable school

  Dylan Jones Southern LifeStyle Properties

  7455 Tennessee 100, Jacks Creek, TN 38347
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  /29

  Est $210,641 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,527 Sq Ft

  333 Steed St, Henderson, TN 38340

  333 Steed St, Henderson, TN 38340
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  /64

  $699,000

  • 3 Beds
  • 3.5 Baths
  • 4,108 Sq Ft

  325 Ridgewood Dr, Henderson, TN 38340

  Welcome to 325 Ridgewood Dr. in Creekside Estates! This custom-built home offers over 4,100 heated square feet with three bedrooms and two full baths on the main floor, all centered around an open floor plan.The fully finished basement includes an oversized one-car garage, game room, family room, full bath, extra room that could be used as a bedroom, and an extra-large safe

  

  Destiny Burns

  Stellar Realty Group

  (731) 389-9336

  325 Ridgewood Dr, Henderson, TN 38340
• 

  

  /22

  $120,000 Sold Aug 15, 2025

  • 1,292 Sq Ft
  • $93/SF
  • 10 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1920

  419 White Ave, Henderson, TN 38340

  Beautifully Remodeled 2 Bedroom, 2 Bath Home in the Heart of HendersonWelcome to this charming and thoughtfully remodeled 2-bedroom, 2-bath home, perfect for comfortable living. Featuring spacious rooms and a large front porch, this residence offers both style and functionality.Located in the vibrant heart of Henderson, you'll enjoy easy access to Freed Hardeman University, shopping,

  Zach Hannis Casey Realtors

  419 White Ave, Henderson, TN 38340
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  /32

  Est $165,674 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,066 Sq Ft

  300 Proctor Rd, Henderson, TN 38340

  300 Proctor Rd, Henderson, TN 38340

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