Chester County, TN Homes

/16
Est $206,433 Not Listed For Sale

695 Jacks Creek Cove, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,138 Sq Ft
- Built 2001
695 Jacks Creek Cove, Henderson, TN 38340

Last Sold Summary
- $181/SF
Last Sold Price $206,000

Last Listing Agent Jennifer Scott RE/MAX

/4
$547,000 Pending
- 4 Beds
- 3.5 Baths
- 3,038 Sq Ft
300 Greystone Cove, Henderson, TN 38340

New Construction! Your new home in Greystone Estates awaits! This stunning custom-built home will feature 4 bedrooms, 3.5 baths, an office, and a spacious bonus room. Designed with brick, Hardie board, stone, and cedar, it blends timeless style with modern charm. Inside, you'll find all the finest amenities and high-quality finishes throughout. Don't wait—secure this home early and make it yours

Destiny Burns

Stellar Realty Group

(731) 236-3442

300 Greystone Cove, Henderson, TN 38340
/35
$258,500 Sold Jan 23, 2026

210 Baker Rd, Henderson, TN 38340
- 3 Beds
- 2.5 Baths
- 1,840 Sq Ft
- Built 2003
Last Sold Summary
- 4% Below List Price
- $140/SF
- 16 Days On Market
Last Listing Agent Aaliyah Cupples Stellar Realty Group

210 Baker Rd, Henderson, TN 38340

/23
Est $215,796 Not Listed For Sale

825 Sanford St, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,306 Sq Ft
- Built 1975
825 Sanford St, Henderson, TN 38340

Last Sold Summary
- 35% Above List Price
- $123/SF
- 59 Days On Market
Last Sold Price $160,000

Last Listing Agent Jon Putt Putt Real Estate Advisors

/32
$459,900 Pending
- 3 Beds
- 2 Baths
- 2,450 Sq Ft
550 Trice Rd, Henderson, TN 38340

Magnolia Springs Subdivision - New Construction by Anderson Blackwell Construction - Be the first to own a home in Magnolia Springs, one of Henderson's newest and most exciting subdivisions! This stunning white brick home with black accents combines modern elegance, functional design, and beautiful natural light throughout. Step inside to a spacious open-concept living area featuring soaring

Brandi Wilson

RE/MAX Realty Source

(731) 982-2209

550 Trice Rd, Henderson, TN 38340
/2
$225,000 Sold Sep 05, 2025

685 Plunk Rd, Henderson, TN 38340
- 3 Beds
- 2 Baths
- Built 1996
Last Sold Summary
Last Listing Agent Destiny Burns Stellar Realty Group

685 Plunk Rd, Henderson, TN 38340

/27
Est $195,012 Not Listed For Sale

165 North Rd, Enville, TN 38332
- 4 Beds
- 3 Baths
- 1,600 Sq Ft
- Built 1994
165 North Rd, Enville, TN 38332

Last Sold Summary
- 32% Above List Price
- $92/SF
- 72 Days On Market
Last Sold Price $147,400

Last Listing Agent Xavier Crane 2 Cranes Realty

/44
$469,500
- Land
- 180 Acres
- $2,608 per Acre
3385 Tennessee 125, Henderson, TN 38340

180+/- acres | Hunting • Recreation • Timber | Silerton, TNThis 180+/- acre hunting and recreational tract is ideally located in Silerton, Tennessee, with extensive frontage along Highway 125, Hickory Grove Cemetery Lane, and Big Rock Trail. The property features a blend of rolling and sloping hills, and a minor creek bottom, creating both scenic views and diverse wildlife

Austin Carroll Tutt Land Company

3385 Tennessee 125, Henderson, TN 38340
/37
$725,000 Sold Apr 22, 2025

2995 Laurel Hill Rd, Henderson, TN 38340
- 4 Beds
- 2.5 Baths
- 3,579 Sq Ft
- Built 2001
Last Sold Summary
- 15% Below List Price
- $203/SF
- 250 Days On Market
Current Estimated Value $789,565

Last Listing Agent Kim Gray Five Star Real Estate Services

2995 Laurel Hill Rd, Henderson, TN 38340

/38
Est $302,791 Not Listed For Sale

390 Julian Ln, Pinson, TN 38366
- 3 Beds
- 3 Baths
- 2,400 Sq Ft
- Built 1935
390 Julian Ln, Pinson, TN 38366

Last Sold Summary
- 6% Above List Price
- $119/SF
- 466 Days On Market
Last Sold Price $285,000

Last Listing Agent Judy McLean Farm & Home Realty

/20
$469,385
- Land
- 241 Acres
- $1,948 per Acre
0 Highway 100, 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.

Compass Sales Compass South Land Sales

0 Highway 100, Henderson, TN 38340
/28
$279,000 Sold Aug 29, 2025

130 Old Sobby Rd, Bethel Springs, TN 38315
- 3 Beds
- 2 Baths
- 1,400+ Sq Ft
- Built 1979
Last Sold Summary
- $199/SF
- 6 Days On Market
Current Estimated Value $357,000

Last Listing Agent Brandi Wilson RE/MAX Realty Source

130 Old Sobby Rd, Bethel Springs, TN 38315

/41
Est $293,674 Not Listed For Sale

1825 Dennis Latham Rd, Beech Bluff, TN 38313
- 5 Beds
- 3 Baths
- 2,264 Sq Ft
- Built 1988
1825 Dennis Latham Rd, Beech Bluff, TN 38313

Last Sold Summary
- 4% Below List Price
- $135/SF
- 120 Days On Market
Last Sold Price $305,000

Last Listing Agent Zach Hannis Casey Realtors

/32
$437,500
- Land
- 175 Acres
- $2,500 per Acre
3390 Sand Mountain Rd, Enville, TN 38332

175+/- acres on Sand Mountain in Chester County, Tennessee. This hunting/recreational tract and timber investment has more than 500 feet of frontage along Sand Mountain Road and is situated along the Tennessee Valley Divide.The property sits atop Sand Mountain, which is the highest point in all of West Tennessee. The property contains approximately 155 acres of 7-year-old loblolly pine

Austin Carroll Tutt Land Company

3390 Sand Mountain Rd, Enville, TN 38332
/19
$234,900 Sold Jul 30, 2025

2580 Rabbit Ranch Rd, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,600 Sq Ft
- Built 2020
Last Sold Summary
- 16% Below List Price
- $147/SF
- 204 Days On Market
Current Estimated Value $249,564

Last Listing Agent Angie Morris Hickman Realty Group, Inc.-Mil

2580 Rabbit Ranch Rd, Henderson, TN 38340

/37
Est $216,538 Not Listed For Sale

343 Steed St, Henderson, TN 38340
- 2 Beds
- 2 Baths
- 1,455 Sq Ft
- Built 1958
343 Steed St, Henderson, TN 38340

Last Sold Summary
- 5% Above List Price
- $142/SF
- 29 Days On Market
Last Sold Price $207,000

Last Listing Agent Larry Roberts Casey Realtors

/35
$123,930
- Land
- 55.08 Acres
- $2,250 per Acre
0 Grooms Rd, Henderson, TN 38340

PT-01 is located in southwest Chester Co. on Grooms Rd. This recreational and hunting tract contains 55.08 acres, of which approximately 15 acres being mature loblolly pine with the remaining acreage being a stand of two year old loblolly pine. This habitat diversity makes for great deer and turkey hunting opportunities.The topography is considered rolling and sloping hills. It has

Austin Carroll Tutt Land Company

0 Grooms Rd, Henderson, TN 38340
/9
$128,000 Sold Feb 02, 2026

961 Woodland Dr, Henderson, TN 38340
- 1,656 Sq Ft
- Built 1975
Last Sold Summary
- 20% Below List Price
- $77/SF
- 17 Days On Market
Current Estimated Value $136,699

Last Listing Agent Zach Hannis Casey Realtors

961 Woodland Dr, Henderson, TN 38340

/6
Est $282,209 Not Listed For Sale

122 Fifth St, Henderson, TN 38340
- 3 Beds
- 2.5 Baths
- 1,988 Sq Ft
- Built 2023
122 Fifth St, Henderson, TN 38340

Last Sold Summary
- 8% Below List Price
- $154/SF
- 27 Days On Market
Last Sold Price $306,000

Last Listing Agent Melanie Malone Crye-Leike Elite

/13
$152,075
- Land
- 77 Acres
- $1,975 per Acre
0 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

0 Grooms Rd, Henderson, TN 38340
/10
$199,900 Sold Jun 10, 2025

0 Wilson School Rd, Henderson, TN 38340
- Land
- 2.5 Acres
- $79,960 per Acre
Last Sold Summary
- 2 Days On Market
Last Listing Agent Dylan Jones Southern LifeStyle Properties

0 Wilson School Rd, Henderson, TN 38340

/12
Est $168,752 Not Listed For Sale

219 Barham Ave, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,125 Sq Ft
- Built 2000
219 Barham Ave, Henderson, TN 38340

Last Sold Summary
- 9% Above List Price
- $138/SF
- 280 Days On Market
Last Sold Price $155,000

Last Listing Agent Linda Carter Casey Realtors

/15
$100,000
- Land
- 14.09 Acres
- $7,097 per Acre
0 Sheila Dr, Henderson, TN 38340

Calling all existing/new developers, or someone looking for a dream home site to build a single family in Chester County!! This is a PRIME opportunity!! This property was designed to be neighborhood(see subdivision plat in associated docs) and now available for new development. This parcel is mostly wooded, predominately pine, and hasn't been cut in 15 years. Generously priced to sell, in a quiet

Robert Eatman Hickman Realty Group Inc.-Jack

0 Sheila Dr, Henderson, TN 38340
/55
$550,000 Sold Dec 05, 2025

165 Hunters Glen Ln, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 2,638 Sq Ft
- Built 2002
Last Sold Summary
- 8% Below List Price
- $208/SF
- 98 Days On Market
Current Estimated Value $558,203

Last Listing Agent Destiny Burns Stellar Realty Group

165 Hunters Glen Ln, Henderson, TN 38340

/48
Est $258,545 Not Listed For Sale

612 Galbraith Ave, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,547 Sq Ft
- Built 1965
612 Galbraith Ave, Henderson, TN 38340

Last Sold Summary
- 15% Above List Price
- $145/SF
- 166 Days On Market
Last Sold Price $225,000

Last Listing Agent John Sweeney Crye-Leike Elite

/30
$171,900 Pending
- Land
- 76 Acres
- $2,262 per Acre
0 Grooms Rd, Henderson, TN 38340

This 76+/- acre hunting/recreational tract and timber investment is located north of Palestine Ln in southwest Chester County. It consists of ridges with sloping hills, as well as a minor creek bottom.The property contains 10+/- acres of 25 year old loblolly pine, 12+/- acres of 13 year old loblolly pine, 20+/- acres of 5 year old loblolly pine, and 32+/- acres of aging upland and

Austin Carroll Tutt Land Company

0 Grooms Rd, Henderson, TN 38340
/26
$210,700 Sold Sep 24, 2025

70 E Haven Ln, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,318 Sq Ft
- Built 2009
Last Sold Summary
- 3% Above List Price
- $160/SF
- 1 Day On Market
Current Estimated Value $221,000

Last Listing Agent Destiny Burns Stellar Realty Group

70 E Haven Ln, Henderson, TN 38340

/24
Est $251,774 Not Listed For Sale

1515 Lott Rd, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,942 Sq Ft
- Built 1989
1515 Lott Rd, Henderson, TN 38340

Last Sold Summary
- 9% Above List Price
- $118/SF
- 1 Day On Market
Last Sold Price $230,000

Last Listing Agent Riley Ragan Ragan Realty Group

/32
$431,900
- Land
- 192 Acres
- $2,249 per Acre
0 Grooms Rd, Henderson, TN 38340

PT-03 is located on Grooms Rd and Hurst Rd in Chester County. This hunting/recreational and timber tract contains approximately 192 acres of ridgetops with rolling and sloping hills. It contains roughly 85 acres in mature upland hardwoods and pine, as well as another 95 acres in loblolly pine plantations planted in 2021. There is a good ridge system that could be used for additional roads/trails,

Austin Carroll Tutt Land Company

0 Grooms Rd, Henderson, TN 38340
/21
$379,900 Sold Dec 19, 2025

135 Fox Run Cove, Henderson, TN 38340
- 4 Beds
- 3 Baths
- 2,437 Sq Ft
- Built 2007
Last Sold Summary
- 10% Below List Price
- $156/SF
- 52 Days On Market
Current Estimated Value $382,895

Last Listing Agent Melanie Malone Crye-Leike Elite

135 Fox Run Cove, Henderson, TN 38340

/29
Est $274,845 Not Listed For Sale

520 Johnson Cir, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,964 Sq Ft
- Built 1965
520 Johnson Cir, Henderson, TN 38340

Last Sold Summary
- 28% Above List Price
- $109/SF
- 150 Days On Market
Last Sold Price $215,000

Last Listing Agent Julie Holt Blue Suede Realty

/2
$749,000
- Land
- 210 Acres
- $3,567 per Acre
0 Highway 100 Unit 23269256, Reagan, TN 38368

Check out this remarkable 210+/- acre tract in Hardeman County that directly adjoins Chickasaw State Forest. Ideally situated just 4 miles from Madison County and approximately 35 miles from Memphis, Tennessee, this property offers a rare combination of recreational appeal with short and long-term investment potential.The land features a robust stand of mature timberapproximately 200

Taylor Howell Premier Farm Realty Group & Auction

0 Highway 100 Unit 23269256, Reagan, TN 38368
/2
$199,999 Sold Jun 20, 2025

120 Carl McGill Rd, Pinson, TN 38366
- 3 Beds
- 1 Bath
- 1,395 Sq Ft
- Built 1972
Last Sold Summary
- $143/SF
- 117 Days On Market
Current Estimated Value $207,825

Last Listing Agent NONMLS NONMLS

120 Carl McGill Rd, Pinson, TN 38366

/23
Est $362,000 Not Listed For Sale

3185 Old Friendship Rd, Finger, TN 38334
- 3 Beds
- 2 Baths
- 2,343 Sq Ft
- Built 1977
3185 Old Friendship Rd, Finger, TN 38334

Last Sold Summary
- 22% Below List Price
- $198/SF
- 40 Days On Market
Last Sold Price $465,000

Last Listing Agent Melanie Malone Crye-Leike Elite

/22
$136,300 Pending
- Land
- 58 Acres
- $2,350 per Acre
0 Grooms Rd, Henderson, TN 38340

58+/- Acres of Hunting & Timberland - Grooms Rd, Chester County, TNQuick Facts:• Acreage: 58+/- acres• Location: Grooms Road, Chester County, Tennessee• Nearby Towns: Within 15 miles of Henderson, Selmer & Bolivar; 20 miles from Jackson• Land Use: Hunting, recreation, and timber investment• Timber Mix: 16± acres of 13-year-old loblolly pine, 10± acres of 4–5-year-old

Austin Carroll Tutt Land Company

0 Grooms Rd, Henderson, TN 38340
/11
$200,000 Sold Apr 14, 2025

990 Cox Rd, Henderson, TN 38340
- 3 Beds
- 2.5 Baths
- 3,188 Sq Ft
- Built 1999
Last Sold Summary
- 20% Below List Price
- $63/SF
- 8 Days On Market
Current Estimated Value $245,285

Last Listing Agent Craig Casey Casey Realtors

990 Cox Rd, Henderson, TN 38340

/27
Est $202,366 Not Listed For Sale

228 Tulip St, Henderson, TN 38340
- 3 Beds
- 1.5 Baths
- 1,026 Sq Ft
- Built 1973
228 Tulip St, Henderson, TN 38340

Last Sold Summary
- 1% Above List Price
- $195/SF
- 2 Days On Market
Last Sold Price $200,000

Last Listing Agent Morgan Costello RE/MAX

/17
$159,900
- Land
- 75 Acres
- $2,132 per Acre
0 Grooms Rd, Henderson, TN 38340

This 75+/- acre hunting and recreational tract is located north of Palestine Ln in southwest Chester County. It primarily consists of naturally regenerating hardwoods resulting from a silvicultural clearcut in 2023, as well as approximately 15 acres of loblolly pine planted in 2012. The western property line is a gated, shared-use road that is only used to access PT-07, PT-08, and PT-09. The

Austin Carroll Tutt Land Company

0 Grooms Rd, Henderson, TN 38340
/2
$35,000 Sold Mar 05, 2026

610 Mifflin Ave, Henderson, TN 38340
- Land
- 0.21 Acre
- $166,667 per Acre
Last Sold Summary
Last Listing Agent Tiffany Elder Porchlight Realty West TN

610 Mifflin Ave, Henderson, TN 38340

/33
Est $312,128 Not Listed For Sale

765 Cherry Dr, Henderson, TN 38340
- 4 Beds
- 3 Baths
- 2,133 Sq Ft
- Built 1996
765 Cherry Dr, Henderson, TN 38340

Last Sold Summary
- 2% Above List Price
- $143/SF
- 2 Days On Market
Last Sold Price $305,000

Last Listing Agent Destiny Burns Stellar Realty Group

Showing Results 81 - 120, Page 3 of 18

Tennessee Chester County

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website.
Based on information submitted to the MLS GRID

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Chester County, TN Homes

Real Estate & Homes