Chester, TN Homes in ZIP Code 38340

• 

  

  

  /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
• 

  

  

  /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
• 

  

  

  /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
• 

  

  

  /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
• 

  

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /22

  $125,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,168 Sq Ft

  447 Mifflin Ave, Henderson, TN 38340

  This cute cottage is ideal for First-Time Buyers, Downsizers, or Investors!This well-maintained 2 bedroom, 1 bath home is full of charm and modern touches. Recent updates include luxury vinyl flooring throughout the living room, dining room, and kitchen. The kitchen has been recently updated with stylish cabinets, subway tile backsplash, countertops, dishwasher, microwave vent hood, plumbing

  

  Brandi Wilson

  RE/MAX Realty Source

  (731) 316-0543

  447 Mifflin Ave, 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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /40

  $303,000 Sold Aug 13, 2025

  • 2,000+ Sq Ft
  • $152/SF
  • 16 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1998

  860 Plainview Rd, Henderson, TN 38340

  Welcome to your slice of country paradise! Nestled on 4.1 acres, this charming 3-bedroom, 2-bath home offers space, comfort, and the perfect mix of relaxation and functionality. Enjoy summer days in the above-ground pool or unwind on the spacious back deck, which flows seamlessly from the living room—ideal for entertaining or peaceful evenings. A bonus sitting area adds extra space for gatherings

  Darby Drinkard Action Realty

  860 Plainview Rd, Henderson, TN 38340
• 

  

  /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
• 

  

  /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
• 

  

  /15

  $159,000 Sold Aug 11, 2025

  • 1,400+ Sq Ft
  • $114/SF
  • 33 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1963

  1980 Sanford Rd, Henderson, TN 38340

  **New Price Alert**This unique gem sits just shy of an acre lot in Henderson, TN, offering peaceful country living and room to grow. The property features mature pecan, walnut, pear, apple, and fig trees—perfect for those who appreciate nature and space. Inside, you'll find original hardwood floors, a spacious layout, a large laundry room, and a custom walk-in closet designed by the owner. The

  Evett Furr D. C. A. Realty, LLC

  1980 Sanford Rd, Henderson, TN 38340
• 

  

  /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
• 

  

  /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
• 

  

  /70

  $525,000 Sold Aug 05, 2025

  • 2,927 Sq Ft
  • $179/SF
  • 6 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2001

  5755 Old Jacks Creek Rd, Henderson, TN 38340

  Discover your dream home in this stunning property featuring three spacious bedrooms and 2.5 baths. The finished rec room in the basement provides ample space for entertainment, while a dedicated office in the main house offers a perfect work-from-home setup. The detached garage is a standout, boasting a workroom and a full bath, plus a dedicated workshop for all your projects. Enjoy the

  Destiny Burns Stellar Realty Group

  5755 Old Jacks Creek Rd, Henderson, TN 38340
• 

  

  /22

  Est $325,326 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 3,276 Sq Ft

  95 Village Way, Henderson, TN 38340

  95 Village Way, 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
• 

  

  /95

  $1,195,000 Sold Aug 04, 2025

  • 3,090 Sq Ft
  • $387/SF
  • 113 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 2014

  375 Glendale Rd, Henderson, TN 38340

  Welcome to 375 Glendale Road, also affectionately known as Pierce Point. You won't find a more beautiful, manicured or pristinely cared for property. Only five minutes and two turns from downtown, you will love this private, 40-acre retreat in Henderson, TN. With fenced, wooded and open land, the possibilities are endless. The custom-built main house boasts 5 bedrooms, 3 full baths and

  Tori Wilkerson Hickman Realty Group Inc.-Jack

  375 Glendale Rd, Henderson, TN 38340
• 

  

  /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
• 

  

  /47

  $525,000 Under Contract

  • 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
• 

  

  /14

  $47,000 Sold Jul 31, 2025

  • 822 Sq Ft
  • $57/SF
  • 1 Day On Market

  • 3 Beds
  • 1 Bath
  • Built 1957

  492 Anderson Cir, Henderson, TN 38340

  This home features fresh paint and brand new vinyl flooring, offering a clean, updated feel throughout. With 3 bedrooms and one bath, its a great opportunity to make it your own. Conveniently located close to town-call today to schedule your private showing.

  Jennifer Scott RE/MAX Realty Source

  492 Anderson Cir, Henderson, TN 38340
• 

  

  /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
• 

  

  /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
• 

  

  /19

  $234,900 Sold Jul 30, 2025

  • 1,600 Sq Ft
  • $147/SF
  • 204 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2020

  2580 Rabbit Ranch Rd, Henderson, TN 38340

  Country living, peaceful, charming. This property has so many wonderful features and so many possibilities! The covered front porch is a great place to relax with a cup of coffee or after a long day at work. Enter the home and find a massive great room, with tons of cabinetry and recessed lighting. What an amazing place to host family and friend gatherings. The split floor plan creates

  Angie Morris Hickman Realty Group, Inc.-Mil

  2580 Rabbit Ranch Rd, Henderson, TN 38340
• 

  

  /22

  Est $235,784 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,554 Sq Ft

  190 Shannon Dr, Henderson, TN 38340

  190 Shannon Dr, Henderson, TN 38340
• 

  

  /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
• 

  

  /24

  $439,900 Sold Jul 25, 2025

  • 1,583 Sq Ft
  • $278/SF
  • 18 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2000

  2845 Sanford Rd, Henderson, TN 38340

  Charming 3-Bedroom Brick Home on 5+ Private Acres with Workshop & RV HookupsWelcome to your own peaceful retreat! Nestled on over 5 beautiful, tree-filled acres, this bright and inviting 3-bedroom, 2-bath brick home offers the perfect blend of privacy, functionality, and natural beauty. Mature trees surround the property, creating a serene, park-like setting ideal for relaxation or

  Jon Putt Putt Real Estate Advisors

  2845 Sanford Rd, Henderson, TN 38340
• 

  

  /19

  Est $166,482 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,162 Sq Ft

  1320 Parker Loop, Henderson, TN 38340

  1320 Parker Loop, Henderson, TN 38340
• 

  

  /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
• 

  

  /19

  $199,900 Sold Jul 25, 2025

  • 1,196 Sq Ft
  • $167/SF
  • 281 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1976

  1040 Parker Loop, Henderson, TN 38340

  Convenient Country Living: 3 Bed, 2 Bath Brick Home. Discover the perfect blend of comfort and convenience in this 3-bedroom, 2-bath brick home, situated in a beautiful country setting. Just minutes from downtown Henderson Tn and Chickasaw State Park & Golf Course. County taxes only. Recent upgrades include fresh exterior paint, new roof May 2023, new windows Feb 2022. Spacious Master Suite with

  Richard Emison NextHome 383 Real Estate

  1040 Parker Loop, Henderson, TN 38340
• 

  

  /22

  Est $249,997 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,730 Sq Ft

  Unlisted Address

  Unlisted Address

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