Chester County, TN Homes

/82
$159,899
- Land
- 22 Acres
- $7,268 per Acre
Cave Springs Rd, Henderson, TN 38340

22 Acres Timberland with Survey, Soil Map, Electric, Perc Tested near Jackson TnCash Price: $159,899Owner Finance: $4,900 down, then $1,390.24/Month for 30 years (includes principal, interest and processing).Reservation Fee: $900 non-refundable reservation fee secures this property. Reservation fee will be counted toward purchase price or down payment.With your

Elegment Land

Elegment.com

(970) 420-2440

Cave Springs Rd, Henderson, TN 38340
/18
$400,000 Sold Oct 29, 2025

1450 Busby Ln, Henderson, TN 38340
- Land
- 91.7 Acres
- $4,362 per Acre
Last Sold Summary
- 21% Below List Price
- 153 Days On Market
Last Listing Agent Robert Eatman Hickman Realty Group Inc.-Jack

1450 Busby Ln, Henderson, TN 38340

/20
Est $201,295 Not Listed For Sale

1341 Old Jacks Creek Rd, Henderson, TN 38340
- 3 Beds
- 1.5 Baths
- 1,526 Sq Ft
- Built 1906
1341 Old Jacks Creek Rd, Henderson, TN 38340

Last Sold Summary
- 13% Above List Price
- $117/SF
- 79 Days On Market
Last Sold Price $178,000

Last Listing Agent Andrew Houston Coldwell Banker Southern Realty

/41
$299,999
- 3 Beds
- 2 Baths
- 2,101 Sq Ft
205 Pinecrest Dr, Henderson, TN 38340

Welcome home to 205 Pinecrest Drive - a beautifully maintained brick home offering warmth, space, and timeless appeal in one of Henderson's most established neighborhoods. Built in 1978 and featuring over 2,100 square feet, this 3-bedroom, 2-bath home combines comfort and function with a layout designed for everyday living. You'll appreciate the inviting curb appeal, manicured landscaping, and

Brandi Wilson

RE/MAX Realty Source

(731) 330-8286

205 Pinecrest Dr, Henderson, TN 38340
/2
$30,000 Sold Nov 05, 2025

4875 Clifford Rd, Luray, TN 38352
- Land
- 6.28 Acres
- $4,777 per Acre
Last Sold Summary
Current Estimated Value $94,961

Last Listing Agent Brandi Ragan Ragan Realty Group

4875 Clifford Rd, Luray, TN 38352

/6
Est $174,495 Not Listed For Sale

60 Stewart Rd, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,196 Sq Ft
- Built 2009
60 Stewart Rd, Henderson, TN 38340

Last Sold Summary
- 21% Above List Price
- $121/SF
Last Sold Price $144,500

Last Listing Agent Craig Casey Casey Realtors

/32
$94,999
- Land
- 10.3 Acres
- $9,223 per Acre
Enville Rd, Henderson, TN 38340

10.30 Acres Unrestricted Private Land 15 Min. Outside of Henderson TNCash Price: $94,999Reservation Fee: $900 non-refundable reservation fee secures this property. Reservation fee will be counted toward purchase price or down payment.With your Purchase You Get:1. Clean Title with a Deed in Your Name2. Build on your Land During the Financing Period3. Live on

Elegment Land

Elegment.com

(970) 420-2440

Enville Rd, Henderson, TN 38340
/14
$235,000 Sold Sep 10, 2025

1280 Mockingbird Rd, Medon, TN 38356
- 2 Beds
- 2 Baths
- 1,388 Sq Ft
- Built 1995
Last Sold Summary
- 3% Above List Price
- $169/SF
- 0 Days On Market
Current Estimated Value $237,406

Last Listing Agent Brandi Wilson RE/MAX Realty Source

1280 Mockingbird Rd, Medon, TN 38356

/14
Est $234,969 Not Listed For Sale

870 Simmons Rd, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,358 Sq Ft
- Built 2009
870 Simmons Rd, Henderson, TN 38340

Last Sold Summary
- 4% Above List Price
- $166/SF
- 69 Days On Market
Last Sold Price $225,000

Last Listing Agent Aaliyah Cupples Stellar Realty Group

/80
$926,900
- 5 Beds
- 4.5 Baths
- 6,888 Sq Ft
575 Homestead Ln, Henderson, TN 38340

If you've been needing space for everybody without giving up comfort or privacy, this home is one you need to see. Sitting on approximately 3.11 acres at the end of a dead-end road, it offers 5 bedrooms, 4 full baths, and a half bath in the garage with a layout that just makes sense. The main floor includes the primary suite, 2 additional bedrooms, an office, and laundry room, while upstairs has

Destiny Burns

Stellar Realty Group

(731) 330-1771

575 Homestead Ln, Henderson, TN 38340
/3
$35,000 Sold Sep 03, 2025

0 LOT 2 W 3rd St, Henderson, TN 38340
- Land
- 0 Acre
Last Sold Summary
- 3% Below List Price
- 0 Days On Market
Last Listing Agent Linda Carter Casey Realtors

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

/15
Est $290,947 Not Listed For Sale

740 Corson Rd, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,981 Sq Ft
- Built 2009
740 Corson Rd, Henderson, TN 38340

Last Sold Summary
- 9% Above List Price
- $134/SF
- 4 Days On Market
Last Sold Price $266,000

Last Listing Agent Madison Balding Town and Country

/34
$249,900
- 4 Beds
- 2 Baths
- 1,333 Sq Ft
2215 State Route 22a S, Jacks Creek, TN 38347

Country living at its best! 4BR/2BA home on approximately 3 acres. Some recent remodeling including new vanities and countertops in the bathroom, new island in the kitchen, new kitchen appliances and new shelving in the laundry room. New HVAC in 2025. Unrestricted, perfect for a mini farm. Barn and partial fencing already in place. Lot dimensions are approximate.

Jesse Bradley

Tennessee Valley Realty and In

(731) 207-4441

2215 State Route 22a S, Jacks Creek, TN 38347
/18
$359,000 Sold Jun 03, 2025

1147 Woodland Dr, Henderson, TN 38340
- 2 Beds
- 2.5 Baths
- 1,927 Sq Ft
- Built 1964
Last Sold Summary
- $186/SF
- 6 Days On Market
Current Estimated Value $386,115

Last Listing Agent Jacob Shelton Buy Dirt Auctions & Realty

1147 Woodland Dr, Henderson, TN 38340

/23
Est $237,141 Not Listed For Sale

290 Bray Ln, Beech Bluff, TN 38313
- 3 Beds
- 2 Baths
- 1,392 Sq Ft
- Built 2009
290 Bray Ln, Beech Bluff, TN 38313

Last Sold Summary
- 7% Above List Price
- $159/SF
- 30 Days On Market
Last Sold Price $222,000

Last Listing Agent Linda Carter Casey Realtors

/5
$42,000
- Land
- 2.27 Acres
- $18,502 per Acre
Lot 18 Greystone Cove, Henderson, TN 38340

Greystone Estates presents Lot 18! This beautiful 2.27-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) 257-2344

Lot 18 Greystone Cove, Henderson, TN 38340
/108
$1,550,000 Sold Jun 10, 2025

1175 Holly Springs Rd, Henderson, TN 38340
- 7 Beds
- 5 Baths
- 7,309 Sq Ft
- Built 1998
Last Sold Summary
- 14% Below List Price
- $212/SF
- 155 Days On Market
Current Estimated Value $1,673,595

Last Listing Agent Madison Balding Town and Country

1175 Holly Springs Rd, Henderson, TN 38340

/36
Est $278,512 Not Listed For Sale

280 Bray Ln, Beech Bluff, TN 38313
- 3 Beds
- 2 Baths
- 1,545 Sq Ft
- Built 2009
280 Bray Ln, Beech Bluff, TN 38313

Last Sold Summary
- 1% Below List Price
- $181/SF
- 76 Days On Market
Last Sold Price $280,000

/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
/34
$205,000 Sold Oct 06, 2025

175 S State Route 22a S St, Jacks Creek, TN 38347
- 3 Beds
- 2 Baths
- 2,146 Sq Ft
- Built 1900
Last Sold Summary
- 37% Below List Price
- $96/SF
Current Estimated Value $185,302

175 S State Route 22a S St, Jacks Creek, TN 38347

/51
Est $249,891 Not Listed For Sale

280 Bray Rd, Beech Bluff, TN 38313
- Studio
- 1,518 Sq Ft
- Built 2009
280 Bray Rd, Beech Bluff, TN 38313

Last Sold Summary
- 4% Above List Price
- $158/SF
- 49 Days On Market
Last Sold Price $240,000

Last Listing Agent Chris Miller Crye-Leike Elite

/41
$335,000
- 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

(731) 577-3370

980 Johnson Crossroads Rd, Jacks Creek, TN 38347
/23
$235,000 Sold Feb 13, 2026

337 Morning View Cove, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,393 Sq Ft
- Built 1999
Last Sold Summary
- 4% Below List Price
- $169/SF
- 36 Days On Market
Current Estimated Value $236,732

Last Listing Agent Jennifer Scott RE/MAX Realty Source

337 Morning View Cove, Henderson, TN 38340

/40
Est $169,449 Not Listed For Sale

10680 State Route 22a S, Enville, TN 38332
- 3 Beds
- 2 Baths
- 1,400 Sq Ft
- Built 1979
10680 State Route 22a S, Enville, TN 38332

Last Sold Summary
- 11% Above List Price
- $109/SF
- 11 Days On Market
Last Sold Price $153,000

Last Listing Agent Katie Hughes Tiffany Jones Realty Group

/14
$850,000
- Land
- 149 Acres
- $5,705 per Acre
0 Highway 22 A, Henderson, TN 38340

149-Acre Farm in Highly Sought-After Western Tennessee! Escape to the peaceful countryside with this beautiful 149-acre farm offering the best of Tennessee living. This versatile property features 60 acres of productive cotton fields, perfect for continued agricultural use or future expansion. For outdoor enthusiasts, a current hunting lease is already in place—providing prime access to an

Destiny Burns

Stellar Realty Group

(731) 330-1977

0 Highway 22 A, Henderson, TN 38340
/37
$245,000 Sold Sep 22, 2025

3605 Old Jacks Creek Rd, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,485 Sq Ft
- Built 1979
Last Sold Summary
- 8% Below List Price
- $165/SF
- 95 Days On Market
Current Estimated Value $260,860

Last Listing Agent Sheila Darnell EXIT Realty Blues City

3605 Old Jacks Creek Rd, Henderson, TN 38340

/33
Est $236,223 Not Listed For Sale

360 Jacks Creek St, Henderson, TN 38340
- 3 Beds
- 2.5 Baths
- 2,050 Sq Ft
- Built 1989
360 Jacks Creek St, Henderson, TN 38340

Last Sold Summary
- 12% Above List Price
- $102/SF
- 113 Days On Market
Last Sold Price $210,000

Last Listing Agent Michael Burkeens Crye-Leike Elite

/48
$509,900 Pending
- 4 Beds
- 3 Baths
- 3,316 Sq Ft
515 Ridgewood Dr, Henderson, TN 38340

This is one of those homes that just feels right the moment you walk in. Offering 4 bedrooms, 3 full baths, and 3,316 heated square feet, there's room to spread out and truly live. The primary suite is on the main level, along with a second bedroom and full bath—perfect for guests, family, or a home office setup. Situated on 1.3 acres, this home is surrounded by beautiful Tennessee hardwoods,

Destiny Burns

Stellar Realty Group

(731) 200-6888

515 Ridgewood Dr, Henderson, TN 38340
/2
$35,000 Sold Mar 05, 2026

618 Mifflin Ave, Henderson, TN 38340
- Land
- 0 Acre
Last Sold Summary
Last Listing Agent Tiffany Elder Porchlight Realty West TN

618 Mifflin Ave, Henderson, TN 38340

/45
Est $522,665 Not Listed For Sale

215 Harris Ln, Henderson, TN 38340
- 4 Beds
- 2.5 Baths
- 2,614 Sq Ft
- Built 1990
215 Harris Ln, Henderson, TN 38340

Last Sold Summary
- 27% Below List Price
- $274/SF
- 25 Days On Market
Last Sold Price $715,000

Last Listing Agent Tami Reid Hickman Realty Group Inc.-Jack

/8
$42,000
- Land
- 2.12 Acres
- $19,811 per Acre
Lot 8 Greystone Cove, Henderson, TN 38340

Greystone Estates presents Lot 8! This beautiful 3.12-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) 330-8452

Lot 8 Greystone Cove, Henderson, TN 38340
/2
$30,000 Sold Jan 22, 2026

145 Parson Ln, Jacks Creek, TN 38347
- Land
- 1.18 Acres
- $25,424 per Acre
Last Sold Summary
- 14% Below List Price
- 35 Days On Market
Last Listing Agent Richard Emison NextHome 383 Real Estate

145 Parson Ln, Jacks Creek, TN 38347

/32
Est $190,897 Not Listed For Sale

300 Proctor Rd, Henderson, TN 38340
- 3 Beds
- 1 Bath
- 1,066 Sq Ft
- Built 1981
300 Proctor Rd, Henderson, TN 38340

Last Sold Summary
- 2% Above List Price
- $175/SF
- 0 Days On Market
Last Sold Price $187,000

Last Listing Agent Jessica Asberry EXIT Realty Blues City

/27
$275,000
- 4 Beds
- 2 Baths
- 1,922 Sq Ft
6525 State Route 225, Henderson, TN 38340

Seller offering 3% closing cost assistance to the buyer! This 4 bedroom, 2 bath home offers plenty of space and great potential. Inside you'll find a comfortable layout with room to spread out and make it your own. Step outside and you'll find a double shed out back, perfect for storage, hobbies, or a workshop. The property also includes a storm shelter, adding an extra level of safety and peace

Destiny Burns

Stellar Realty Group

(731) 868-7932

6525 State Route 225, Henderson, TN 38340
/26
$365,000 Sold Mar 20, 2026

316 Meadow Brook Dr, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,912 Sq Ft
- Built 2010
Last Sold Summary
- 6% Below List Price
- $191/SF
- 279 Days On Market
Current Estimated Value $372,457

Last Listing Agent Destiny Burns Stellar Realty Group

316 Meadow Brook Dr, Henderson, TN 38340

/17
Est $115,571 Not Listed For Sale

480 Patterson Ln, Finger, TN 38334
- 3 Beds
- 1.5 Baths
- 1,080 Sq Ft
- Built 1991
480 Patterson Ln, Finger, TN 38334

Last Sold Summary
- 22% Above List Price
- $88/SF
- 4 Days On Market
Last Sold Price $95,000

Last Listing Agent Larry Roberts Casey Realtors

/2
$50,000 Pending
- Land
- 6.35 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
/6
$30,000 Sold Aug 01, 2025

217 McGee Trail, Henderson, TN 38340
- Land
- 5 Acres
- $6,000 per Acre
Last Sold Summary
- 8% Below List Price
- 108 Days On Market
Last Listing Agent Bryana Harris William Wilson Homes

217 McGee Trail, Henderson, TN 38340

/19
Est $220,794 Not Listed For Sale

566 Todd Ray Cove, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,160 Sq Ft
- Built 2002
566 Todd Ray Cove, Henderson, TN 38340

Last Sold Summary
- 1% Below List Price
- $192/SF
- 15 Days On Market
Last Sold Price $223,000

Last Listing Agent Linda Carter Casey Realtors

/9
$19,900
- Land
- 1 Acre
- $19,900 per Acre
285 Cedar Brook Ln, Henderson, TN 38340

Build the home you've been dreaming of in beautiful Hidden Hills Estates! This 1-acre building lot offers the perfect setting for a basement home, with a gentle slope that creates ideal elevation and design opportunities. Tucked at the back of the property, Tar Creek runs behind the lot, adding a peaceful natural backdrop and enhancing the privacy this homesite provides. Wildlife is

Brandi Wilson

RE/MAX Realty Source

(731) 318-4546

285 Cedar Brook Ln, Henderson, TN 38340

Showing Results 1 - 40, Page 1 of 18

Tennessee Chester County

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