Chester County, TN Homes

/7
$79,900
- Land
- 26.8 Acres
- $2,981 per Acre
0 Sweet Lips Rd, Henderson, TN 38340

Located in Henderson within Chester County, this approximately 26 to 27 acre parcel offers road access (no driveway currently installed) and was cleared and perc tested around 30 years ago, though updated testing would be recommended. Utilities are not currently installed, electric is likely available nearby, and the area typically utilizes well water and septic systems; the property appears to

Daniel Demers Sell Your Home Services, LLC

0 Sweet Lips Rd, Henderson, TN 38340
/28
$255,000

Sold Sep 08, 2025

35 Mitchell Ln, Henderson, TN 38340
- 4 Beds
- 2 Baths
- 1,873 Sq Ft
- Built 1977
Last Sold Summary
- 4% Below List Price
- $136/SF
- 1 Day On Market
Current Estimated Value $268,890

Last Listing Agent Jennifer Maness-Scott Coldwell Banker Southern Realty

35 Mitchell Ln, Henderson, TN 38340

/40
Est $478,565

Not Listed For Sale

235 Cedar Field Ln, Henderson, TN 38340
- 4 Beds
- 2.5 Baths
- 2,000 Sq Ft
- Built 2007
235 Cedar Field Ln, Henderson, TN 38340

Last Sold Summary
- 80 Days On Market

/33
$226,250

$3K PRICE DROP
- 4 Beds
- 2 Baths
- 1,949 Sq Ft
241 Crook Ave, Henderson, TN 38340

Vintage 4-bedroom, 2-bath home that's been totally revamped! With new flooring, fresh paint, and cool light fixtures, it's ready for you to move right in. It's super close to Freed Hardeman and all the fun stuff downtown Henderson has to offer. You'll love the big, roomy spaces with tons of storage for all your stuff. The kitchen's got shiny stainless steel appliances that are perfect for

Katie Mitchell Townsend Compass RE

241 Crook Ave, Henderson, TN 38340
/2
$35,000

Sold Mar 05, 2026

602 Mifflin Ave, Henderson, TN 38340
- Land
- 0 Sq Ft
Last Sold Summary
Last Listing Agent Tiffany Elder Porchlight Realty West TN

602 Mifflin Ave, Henderson, TN 38340

/20
Est $151,416

Not Listed For Sale

1730 Glendale Rd, Henderson, TN 38340
- 3 Beds
- 1 Bath
- 1,319 Sq Ft
- Built 1965
1730 Glendale Rd, Henderson, TN 38340

Last Sold Summary

/4
$48,000
- Land
- 5.2 Acres
- $9,231 per Acre
00 Lofton Rd, Enville, TN 38332

Analytical: Unveiling 5.25 acres of unrestricted land in Enville, TN, this property is tailored for off the grid living. The front portion boasts a flat and clear terrain, while the back section is densely wooded. This juxtaposition of open space and seclusion creates a harmonious blend of possibilities for the prospective buyer seeking a versatile setting. Explore the untapped potential of this

Larry Roberts Casey Realtors

00 Lofton Rd, Enville, TN 38332
/21
$270,000

Sold Nov 21, 2025

1510 Talley Store Rd, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,424 Sq Ft
- Built 2012
Last Sold Summary
- 10% Below List Price
- $190/SF
- 7 Days On Market
Current Estimated Value $263,932

Last Listing Agent Scott Shelton Crye-Leike Elite

1510 Talley Store Rd, Henderson, TN 38340

/24
Est $171,654

Not Listed For Sale

6970 State Route 100 E, Henderson, TN 38340
- 3 Beds
- 1 Bath
- 1,200 Sq Ft
- Built 1963
6970 State Route 100 E, Henderson, TN 38340

Last Sold Summary
- 21 Days On Market

/18
$89,900

Pending
- 1 Bed
- 1 Bath
- 587 Sq Ft
412 E Mill St Unit 420, Henderson, TN 38340

Take a look at this cutie, Small 1 bedroom, 1 bath house, one room with kitchen and living room together, laundry room, convenient to everything, GREAT AB&B,, great deck, nice fenced back yard, within walking distance to FHU, Church, Grocery and downtown. Call for a great showing

Linda Carter Casey Realtors

412 E Mill St Unit 420, Henderson, TN 38340
/16
$157,500

Sold May 22, 2026

320 Clayton Rd, Finger, TN 38334
- 2 Beds
- 1 Bath
- 956 Sq Ft
- Built 1990
Last Sold Summary
- 7% Below List Price
- $165/SF
- 181 Days On Market
Current Estimated Value $158,639

Last Listing Agent Brooke Redmon Benton Action Realty

320 Clayton Rd, Finger, TN 38334

/29
Est $314,533

Not Listed For Sale

690 Roby Rd, Reagan, TN 38368
- Studio
- 1,878 Sq Ft
- Built 1995
690 Roby Rd, Reagan, TN 38368

Last Sold Summary
- 6 Days On Market

/17
$189,900

$26K PRICE DROP Pending
- 3 Beds
- 2 Baths
- 1,600 Sq Ft
5060 Enville Rd, Henderson, TN 38340

SELLER SAYS SELL! Welcome to 5060 Enville Rd, a move-in ready country home on 2 acres of beautiful Tennessee land. This 3-bedroom, 2-bathroom home features a brand new roof, well water, and a fully powered workshop, perfect for hobbies, projects, or small business use. Enjoy rural living with a chicken coop and plenty of space for outdoor activities, gardening, or entertaining. The country-style

Braden Mileham Blue Suede Realty

5060 Enville Rd, Henderson, TN 38340
/19
$199,900

Sold Jul 25, 2025

1040 Parker Loop, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,196 Sq Ft
- Built 1976
Last Sold Summary
- 9% Below List Price
- $167/SF
- 281 Days On Market
Current Estimated Value $191,084

Last Listing Agent Richard Emison NextHome 383 Real Estate

1040 Parker Loop, Henderson, TN 38340

/14
Est $136,495

Not Listed For Sale

40 Sand Mountain Rd, Jacks Creek, TN 38347
- 3 Beds
- 2 Baths
- 1,140 Sq Ft
- Built 2020
40 Sand Mountain Rd, Jacks Creek, TN 38347

Last Sold Summary
- 6 Days On Market

/32
$148,050
- Land
- 63 Acres
- $2,350 per Acre
1300 Laurel Hill Rd, Henderson, TN 38340

63± acres of hunting, recreational, and timber land in Chester County, TN. Approx. 32 ac of mature upland hardwoods and pine provide standing timber value and hard/soft mast production. Remaining 29 ac of regenerating hardwoods offer thick cover and browse to hold deer and turkey on the property year-round. Rolling ridge topography creates natural travel corridors, pinch points, and bedding areas

Austin Carroll Tutt Land Company

1300 Laurel Hill Rd, Henderson, TN 38340
/52
$210,000

Sold Jul 21, 2025

325 Crook Ave, Henderson, TN 38340
- 4 Beds
- 2 Baths
- 2,265 Sq Ft
- Built 1946
Last Sold Summary
- 25% Below List Price
- $93/SF
Current Estimated Value $259,877

Last Listing Agent Linda Carter Casey Realtors

325 Crook Ave, Henderson, TN 38340

/67
Est $701,543

Not Listed For Sale

220 Teague Trace Ln, Luray, TN 38352
- 4 Beds
- 5 Baths
- 3,682 Sq Ft
- Built 2007
220 Teague Trace Ln, Luray, TN 38352

Last Sold Summary
- 16 Days On Market

/60
$220,000

$7K PRICE DROP
- Land
- 13.7 Acres
- $16,058 per Acre
250 Cedar Trails Ln, Jacks Creek, TN 38340

Welcome to your own private slice of Tennessee Countryside. Nestled on 13.70 acres of gently rolling land, this unique property offers the perfect blend of privacy, functionality and opportunity. The property features a thoughtfully updated 1bedroom, 1bath tiny home with modern comforts, including a brand new kitchen with quartz countertops, propane stove, new laundry room, updated electrical,

Jennifer Scott RE/MAX Realty Source

250 Cedar Trails Ln, Jacks Creek, TN 38340
/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 $230,964

Last Listing Agent Hunter Ross Blue Suede Realty

110 Guy McAdams Rd, Henderson, TN 38340

/29
Est $361,478

Not Listed For Sale

795 Smith Rd, Luray, TN 38352
- 3 Beds
- 2 Baths
- 2,142 Sq Ft
- Built 1975
795 Smith Rd, Luray, TN 38352

Last Sold Summary
- 43 Days On Market

/7
$119,900
- Land
- 29.86 Acres
- $4,015 per Acre
000 Cagle Trail, Henderson, TN 38340

This 29.86-acre parcel sits beside Chickasaw State Park, offering a private, secluded retreat ideal for hunting, recreation, or a nature-rich residence. It features abundant wildlife, including deer and turkey, and provides ample privacy while showcasing everything nature has to offer.

Zach Hannis Casey Realtors

000 Cagle Trail, Henderson, TN 38340
/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
Current Estimated Value $199,085

Last Listing Agent Linda Carter Casey Realtors

2400 Peddy Vestal Loop, Henderson, TN 38340

/108
Est $1,610,552

Not Listed For Sale

1175 Holly Springs Rd, Henderson, TN 38340
- 7 Beds
- 5 Baths
- 7,309 Sq Ft
- Built 1998
1175 Holly Springs Rd, Henderson, TN 38340

Last Sold Summary
- 155 Days On Market

/12
$674,999
- Land
- 141 Acres
- $4,787 per Acre
00 State Route 22a S, Henderson, TN 38340

Discover the perfect blend of investment, recreation, and future potential with this exceptional ±141-acre property in Chester County, Tennessee. Conveniently located off State Route 22A South with extensive county road frontage, this versatile tract offers countless opportunities for investors, farmers, hunters, or those looking to potentially build their dream home. The property features high

Jacob Shelton Buy Dirt Auctions & Realty

00 State Route 22a S, Henderson, TN 38340
/22
$157,199

Sold Feb 13, 2026

129 N Carolina Ave, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 2,366 Sq Ft
- Built 1927
Last Sold Summary
- 29% Below List Price
- $66/SF
- 123 Days On Market
Current Estimated Value $160,857

Last Listing Agent Billy Cromwell EXIT Realty Blues City

129 N Carolina Ave, Henderson, TN 38340

/24
Est $315,926

Not Listed For Sale

210 Bray Rd, Beech Bluff, TN 38313
- 5 Beds
- 3 Baths
- 2,240 Sq Ft
- Built 2007
210 Bray Rd, Beech Bluff, TN 38313

Last Sold Summary
- 2 Days On Market

/25
$200,000
- Land
- 65.9 Acres
- $3,035 per Acre
2800 Plainview Rd, Henderson, TN 38340

Discover your own private retreat on this secluded 65+ acre rural paradise. Featuring pristine woodlands and the peaceful flow of Jacks Creek winding through the property, this untouched land offers a rare opportunity to embrace nature at its finest. Ideal for off-grid living, recreation, hunting, or creating a one-of-a-kind private estate, the possibilities are endless. Escape the noise and

Kenneth Fullington Crye-Leike Elite Realtors

2800 Plainview Rd, Henderson, TN 38340
/22
$85,000

Sold Apr 22, 2026

0 Peddy Vestal Loop, Henderson, TN 38340
- Land
- 8.77 Acres
- $9,692 per Acre
Last Sold Summary
- 23% Below List Price
- 198 Days On Market
Last Listing Agent Destiny Burns Stellar Realty Group

0 Peddy Vestal Loop, Henderson, TN 38340

/48
Est $299,574

Not Listed For Sale

735 Wyatt Ln, Beech Bluff, TN 38313
- 3 Beds
- 1.5 Baths
- 1,500 Sq Ft
- Built 1982
735 Wyatt Ln, Beech Bluff, TN 38313

Last Sold Summary
- 21 Days On Market

/13
$152,075
- Land
- 77 Acres
- $1,975 per Acre
1700 Grooms Rd, Henderson, TN 38340

77+/- acres of diverse timber and recreational/hunting land waiting for your next adventure. This property offers an excellent mix of timber stands for investment potential: 15+/- acres of aging hardwoods, 18+/- acres of 13 year-old pine, 13+/- acres of 5 year-old pine, and 30+/- acres of naturally regenerating hardwoods. The rolling and sloping terrain and terriffic diversity creates ideal

Austin Carroll Tutt Land Company

1700 Grooms Rd, Henderson, TN 38340
/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

/28
Est $286,263

Not Listed For Sale

205 Jr Arnold Loop, Beech Bluff, TN 38313
- 4 Beds
- 2 Baths
- 2,105 Sq Ft
- Built 1995
205 Jr Arnold Loop, Beech Bluff, TN 38313

Last Sold Summary
- 5 Days On Market

/15
$576,500
- Land
- 0 Sq Ft
00 E State Route 100 E (Tract 3), Henderson, TN 38340

Discover the perfect combination of investment potential and outdoor recreation with this beautiful +/- 128.44 acre property located just off Highway 100 East in Chester County, only minutes from Henderson, TN. Offering an excellent mix of productive row crop farmland and mature timber, this property provides multiple income opportunities through both agricultural production and hunting leases.

Jacob Shelton Buy Dirt Auctions & Realty

00 E State Route 100 E (Tract 3), Henderson, TN 38340
/32
$199,000

Sold Mar 23, 2026

45 Mockingbird Rd, Medon, TN 38356
- 4 Beds
- 1 Bath
- 1,600 Sq Ft
- Built 1993
Last Sold Summary
- $124/SF
- 12 Days On Market
Current Estimated Value $200,074

Last Listing Agent Todd Haltom Haltom Real Estate Group

45 Mockingbird Rd, Medon, TN 38356

/19
Est $329,510

Not Listed For Sale

2690 Peddy Vestal Loop, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,950 Sq Ft
- Built 1972
2690 Peddy Vestal Loop, Henderson, TN 38340

Last Sold Summary
- 33 Days On Market

/23
$210,000

$28K PRICE INCREASE Pending
- 3 Beds
- 1.5 Baths
- 1,150 Sq Ft
7435 State Route 100 E, Jacks Creek, TN 38347

Ready for your personal touch? This brick home has a full walkout basement and sits on a spacious lot in Jacks Creek. This 3 Bedroom, 1.5 bath home has a functional layout with plenty of space inside and out. The eat in Kitchen has good cabinet space. Basement provides additional space with a garage door and a safe room already in place. Laundry is currently in one of the bedrooms but could be

Jennifer Scott RE/MAX Realty Source

7435 State Route 100 E, Jacks Creek, TN 38347
/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
Current Estimated Value $42,551

Last Listing Agent Braden Rickman Farm & Home Realty

1945 Hughes Rd, Henderson, TN 38340

/10
Not Listed For Sale

00 Wilson School Rd, Henderson, TN 38340
00 Wilson School Rd, Henderson, TN 38340

Last Sold Summary
- 2 Days On Market

/27
$163,000

$22K PRICE DROP Pending
- 3 Beds
- 2 Baths
- 1,389 Sq Ft
5310 Old Friendship Rd, Finger, TN 38334

MOTIVATED SELLER!! Take a look at this adorable remodeled 3 Bedroom, 2 bath home sits on a 1.15 acre lot. Boasting a new HVAC system and roof that is a year old. The home features modern stainless steel appliances, a kitchen island ,tankless water heater and a 46x48 lean-to for your outdoor equipment and vehicles. With a covered front porch inviting relaxation and a convenient mudroom. Seller is

Jennifer Scott RE/MAX Realty Source

5310 Old Friendship Rd, Finger, TN 38334

Showing Results 401 - 440, Page 11 of 18

Tennessee Chester County

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Chester County, TN Homes

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