Chester County, TN Homes

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  /22

  $223,500 Sold Nov 06, 2025

  110 Guy McAdams Rd, Henderson, TN 38340

  • 4 Beds
  • 2 Baths
  • 1,509 Sq Ft
  • Built 2002

  Last Sold Summary

  • 11% Below List Price
  • $148/SF
  • 53 Days On Market

  Current Estimated Value $233,021

  Last Listing Agent Hunter Ross Blue Suede Realty

  110 Guy McAdams Rd, Henderson, TN 38340
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  /7

  Not Listed For Sale

  00 Lipscomb Ln, Henderson, TN 38340

  00 Lipscomb Ln, Henderson, TN 38340
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  /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
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  /40

  $188,000 Sold Nov 25, 2025

  2400 Peddy Vestal Loop, Henderson, TN 38340

  • 4 Beds
  • 3 Baths
  • 1,400 Sq Ft
  • Built 1968

  Last Sold Summary

  • 2% Above List Price
  • $134/SF
  • 6 Days On Market

  Last Listing Agent Linda Carter Casey Realtors

  2400 Peddy Vestal Loop, Henderson, TN 38340
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  /26

  Est $201,498 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,152 Sq Ft

  6885 Wilson School Rd, Henderson, TN 38340

  6885 Wilson School Rd, Henderson, TN 38340
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  /58

  $4,500,000

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

  140 Lake Shore, Henderson, TN 38340

  Nestled on 52 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. Step outside and discover your own personal paradise. A beautifully designed pool and hot tub overlook the tranquil,

  Brandon Pendergrass Hayden Outdoors LLC

  140 Lake Shore, Henderson, TN 38340
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  /27

  $38,000 Sold Nov 07, 2025

  TRACT 4 Tennessee 225, Henderson, TN 38340

  • Land
  • 5.05 Acres
  • $7,525 per Acre

  Last Sold Summary

  • 47 Days On Market

  Last Listing Agent Timothy Crane 2 Cranes Realty

  TRACT 4 Tennessee 225, Henderson, TN 38340
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  /34

  Est $128,738 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,174 Sq Ft

  230 Second St, Enville, TN 38332

  230 Second St, Enville, TN 38332
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  /21

  $185,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,168 Sq Ft

  1675 Emerson Rd, Henderson, TN 38340

  Looking for a home that's as cute as it is functional? This adorable 2-bedroom, 2-bath country gem checks all the boxes! Inside, you'll love the large, comfortable rooms and an updated kitchen with a fantastic island that opens right into the living room—perfect for morning coffee, meal prep, or keeping an eye on the action while entertaining. The oversized laundry/mud room is ready for muddy

  Brandi Ragan Ragan Realty Group

  1675 Emerson Rd, Henderson, TN 38340
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  /12

  $155,000 Sold Apr 02, 2025

  219 Barham Ave, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,125 Sq Ft
  • Built 2000

  Last Sold Summary

  • 14% Below List Price
  • $138/SF
  • 280 Days On Market

  Current Estimated Value $157,791

  Last Listing Agent Linda Carter Casey Realtors

  219 Barham Ave, Henderson, TN 38340
• 

  

  /25

  Not Listed For Sale

  • 1,585 Sq Ft

  352 E 3rd St, Henderson, TN 38340

  352 E 3rd St, Henderson, TN 38340
• 

  

  /25

  $146,900 Pending

  • 2 Beds
  • 1 Bath
  • 800+ Sq Ft

  5865 Enville Rd, Henderson, TN 38340

  Check out this quaint home on 9 acres in the Sweet Lips community.This home does have an extra room upstairs with a closet & toilet. You’ll enjoy the slow afternoon front porch sitting. Home has well water that’s sweet to the lips. There are several mature hardwoods on the property too.Home only 15 minutes from Freed-Hardeman University. Home is being sold As-Is.

  Marisa Casteel BST Realty

  5865 Enville Rd, Henderson, TN 38340
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  /27

  $240,000 Sold Apr 25, 2025

  766 Sand Ave, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,520 Sq Ft
  • Built 1995

  Last Sold Summary

  • 2% Below List Price
  • $158/SF
  • 9 Days On Market

  Current Estimated Value $238,083

  Last Listing Agent Madison Balding Town and Country

  766 Sand Ave, Henderson, TN 38340
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  /33

  Est $289,210 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,472 Sq Ft

  1775 Dennis Latham Rd, Beech Bluff, TN 38313

  1775 Dennis Latham Rd, Beech Bluff, TN 38313
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  /5

  $16,500

  • Land
  • 1.44 Acres
  • $11,458 per Acre

  19 Chisum Ln, Beech Bluff, TN 38313

  Lovely 1+ acre lot in Chester County. Chester County Schools. County taxes only. Some restrictive covenants, Perfect for your dream home. Property is at the end of a cul de sac. Aeneas internet available. Call Larry for your private showing 731-267-1580.

  Larry Roberts Casey Realtors

  19 Chisum Ln, Beech Bluff, TN 38313
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  /26

  $235,000 Sold May 02, 2025

  722 Hearn St, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,477 Sq Ft
  • Built 2002

  Last Sold Summary

  • 4% Below List Price
  • $159/SF
  • 46 Days On Market

  Current Estimated Value $241,417

  Last Listing Agent Madison Balding Town and Country

  722 Hearn St, Henderson, TN 38340
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  /4

  Not Listed For Sale

  00 Cherry Dr, Henderson, TN 38340

  00 Cherry Dr, Henderson, TN 38340
• 

  

  /22

  $136,300 Pending

  • Land
  • 58 Acres
  • $2,350 per Acre

  1600 Grooms Rd, Henderson, TN 38340

  This 58+/- acre tract in Chester County, Tennessee, offers a perfect blend of timber investment and outdoor recreation. The property features a diverse mix of pine and hardwood stands, providing future timber value while supporting abundant wildlife habitat. Two, one-acre game fields and a variety of forest ages make this an ideal hunting property for deer and turkey. Rolling and sloping

  Austin Carroll Tutt Land Company

  1600 Grooms Rd, Henderson, TN 38340
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  /19

  $42,500 Sold Dec 17, 2025

  1945 Hughes Rd, Henderson, TN 38340

  • Land
  • 4.22 Acres
  • $10,071 per Acre

  Last Sold Summary

  • 15% Below List Price
  • 60 Days On Market

  Last Listing Agent Braden Rickman Farm & Home Realty

  1945 Hughes Rd, Henderson, TN 38340
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  /13

  Not Listed For Sale

  0 Anderson Cir, Henderson, TN 38340

  0 Anderson Cir, Henderson, TN 38340
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  /47

  $1,350,000

  • 5 Beds
  • 4 Baths
  • 3,798 Sq Ft

  280 Harris Ln, Henderson, TN 38340

  LOOKING FOR SECULSION. THEN THIS IS IT. BEAUTIFUL 180 ACRES OF PARADISE . LOCATED CLOSE TO CHICKASAW PARK, THIS PIECE OF HEAVEN HAS SO MUCH TO OFFER, HUNTERS PARADISE (GREAT LODGE POTENTIAL, AN AIR B/B,) MULTIPLE FAMILY AREAS BESIDE THE MAIN HOME, (MAIN HOME IS A CUSTOM BUILT MODULAR HOME ON A PERMANENT FOUNDATION), 3 BR.,, 2 BATHS, DEN W/FIREPLACE, LIVING ROOM W/FIREPLACE, KITCHEN WITH BREAKFAST

  Linda Carter Casey Realtors

  280 Harris Ln, Henderson, TN 38340
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  /25

  $215,000 Sold Apr 30, 2025

  75 Bray Ln, Beech Bluff, TN 38313

  • 3 Beds
  • 2 Baths
  • 1,238 Sq Ft
  • Built 2009

  Last Sold Summary

  • 4% Below List Price
  • $174/SF
  • 29 Days On Market

  Current Estimated Value $217,734

  Last Listing Agent Destiny Burns Stellar Realty Group

  75 Bray Ln, Beech Bluff, TN 38313
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  /13

  Est $167,008 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,076 Sq Ft

  319 E 2nd St, Henderson, TN 38340

  319 E 2nd St, Henderson, TN 38340
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  /22

  $239,900

  • 3 Beds
  • 2 Baths
  • 1,895 Sq Ft

  414 Galbraith Ave, Henderson, TN 38340

  This modern remodeled 3-bedroom, 2-bath home features vinyl siding, a carport with extra storage ideal for a workshop, and spacious rooms with a large backyard. Inside, it offers new flooring and fresh paint throughout, plus a master suite with a double vanity and a walk-in tiled shower. A turnkey property that combines modern updates with practical amenities for versatile living. This modern

  Zach Hannis Casey Realtors

  414 Galbraith Ave, Henderson, TN 38340
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  /39

  $465,000 Sold Mar 07, 2025

  1330 Cox Rd, Henderson, TN 38340

  • 4 Beds
  • 3 Baths
  • 2,633 Sq Ft
  • Built 1993

  Last Sold Summary

  • 4% Below List Price
  • $177/SF
  • 59 Days On Market

  Current Estimated Value $458,441

  Last Listing Agent Melanie Malone Crye-Leike Elite

  1330 Cox Rd, Henderson, TN 38340
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  /47

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,913 Sq Ft

  6155 Tennessee 200, Henderson, TN 38340

  6155 Tennessee 200, Henderson, TN 38340
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  /3

  $375,000

  • Land
  • 60 Acres
  • $6,250 per Acre

  795 Hill Ave, Henderson, TN 38340

  You have access from three locations, 1) Williams Rd. 2) A 55 ft. strip between 751 and 777 Hill Ave, and 3) End of Mason Street. This is approximately 60-acre tract more or less that is behind a 10-acre tract at 817 Hill Avenue Ext. and runs from the end of Mason St. to Williams Rd. approximately 2,445 feet from Williams rd to Mason Street. This tract is an irregular shape. Survey available on

  Garry Carroll Crye-Leike Elite

  795 Hill Ave, Henderson, TN 38340
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  /20

  $42,000 Sold Oct 06, 2025

  TRACT 6 Tennessee 225, Bethel Springs, TN 38340

  • Land
  • 5.55 Acres
  • $7,568 per Acre

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Timothy Crane 2 Cranes Realty

  TRACT 6 Tennessee 225, Bethel Springs, TN 38340
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  /8

  Not Listed For Sale

  1239 Arl Bailey Rd, Finger, TN 38334

  1239 Arl Bailey Rd, Finger, TN 38334
• 

  

  /24

  $219,000

  • 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
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  /2

  $12,500 Sold Apr 25, 2025

  232 W Third St, Henderson, TN 38340

  • Land
  • 0.49 Acre
  • $25,510 per Acre

  Last Sold Summary

  • 307 Days On Market

  Current Estimated Value $71,933

  Last Listing Agent Linda Carter Casey Realtors

  232 W Third St, Henderson, TN 38340
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  /26

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,647 Sq Ft

  9600 Tennessee 100, Henderson, TN 38340

  9600 Tennessee 100, Henderson, TN 38340
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  /28

  $359,900

  • 4 Beds
  • 2 Baths
  • 1,991 Sq Ft

  110 Harmony Ln, Henderson, TN 38340

  Welcome to 110 Harmony Lane, a beautiful home offering comfort, style, and convenience. The luxury kitchen features elegant granite countertops, perfect for cooking and entertaining alike. This spacious home includes four generously sized bedrooms, each with walk-in closets providing ample storage. Step outside to enjoy the fenced-in backyard, complete with a cozy fire pit—ideal for relaxing

  Brent West Crye-Leike Elite

  110 Harmony Ln, Henderson, TN 38340
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  /29

  $215,000 Sold Dec 05, 2025

  1140 Plainview Rd, Henderson, TN 38340

  • 3 Beds
  • 1.5 Baths
  • 1,645 Sq Ft
  • Built 1978

  Last Sold Summary

  • 16% Below List Price
  • $131/SF
  • 100 Days On Market

  Last Listing Agent Dustin Insell Coldwell Banker Southern Realty

  1140 Plainview Rd, Henderson, TN 38340
• 

  

  /23

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft

  85 Tranquility Dr, Enville, TN 38332

  85 Tranquility Dr, Enville, TN 38332
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  /24

  $774,000

  • 5 Beds
  • 4.5 Baths
  • 4,280 Sq Ft

  715 Roundtree Ln, Beech Bluff, TN 38313

  This beautiful home features 5 bedrooms, 4 1/2 baths, wrap around porch, 9 ft ceilings on main level.... 13 + or - park like acres, 2 acre stocked pond... Koi pond and firepit in backyard...this fabulous home features 3 stories, full basement with bedroom, bath, den and office space....main floor features large eat-n-kitchen, formal dining, large greatroom with fireplace, built in bookcases and

  Joyce Addison Coldwell Banker Southern Realty

  715 Roundtree Ln, Beech Bluff, TN 38313
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  /42

  $475,000 Sold Jan 09, 2026

  562 Old Jackson Rd, Henderson, TN 38340

  • 6 Beds
  • 4.5 Baths
  • 5,922 Sq Ft
  • Built 1975

  Last Sold Summary

  • 14% Below List Price
  • $80/SF
  • 147 Days On Market

  Last Listing Agent Destiny Burns Stellar Realty Group

  562 Old Jackson Rd, Henderson, TN 38340
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  /7

  Not Listed For Sale

  0 4th St, Henderson, TN 38340

  0 4th St, Henderson, TN 38340
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  /7

  $25,000

  • Land
  • 2 Acres
  • $12,500 per Acre

  1575 Hurst Rd, Henderson, TN 38340

  Enjoy country living on this 2 acre lot, only 20 minutes from town of Henderson. Unlimited potential awaits you at this property!

  Linda Carter Casey Realtors

  1575 Hurst Rd, Henderson, TN 38340
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  /32

  $279,900 Sold Dec 12, 2025

  448 Old Jackson Rd, Henderson, TN 38340

  • 3 Beds
  • 2 Baths
  • 1,439 Sq Ft
  • Built 2025

  Last Sold Summary

  • $195/SF
  • 12 Days On Market

  Last Listing Agent Jennifer Knolton Coldwell Banker Southern Realty

  448 Old Jackson Rd, Henderson, TN 38340

Showing Results 401 - 440, Page 11 of 18