Chester County, TN Homes

/16
$93,100
- Land
- 38 Acres
- $2,450 per Acre
2181 Grooms Rd Unit PT-13, Henderson, TN 38340

This 38+/- acre tract in southwest Chester County offers a diverse mixture of hunting, recreation, and potential homesites. With approximately 900 feet of frontage on Grooms Road and a private shared-use easement road forming the western boundary, the property has practical access and multiple ways to approach future layout, hunting access, or site planning. The land is made up of approximately 6

Austin Carroll Tutt Land Company

2181 Grooms Rd Unit PT-13, Henderson, TN 38340
/55
$579,000

Sold Dec 30, 2025

1005 Tennessee 200, Henderson, TN 38340
- 4 Beds
- 3 Baths
- 3,555 Sq Ft
- Built 1986
Last Sold Summary
- 3% Below List Price
- $163/SF
- 40 Days On Market
Last Listing Agent Lori Yarbro Evans Real Estate

1005 Tennessee 200, Henderson, TN 38340

/5
Est $97,877

Not Listed For Sale

580 Sanford St, Henderson, TN 38340
- 2 Beds
- 1.5 Baths
- 606 Sq Ft
- Built 1950
580 Sanford St, Henderson, TN 38340

Last Sold Summary
- 24 Days On Market
Last Listing Agent Zach Hannis Casey Realtors

/10
$64,500
- Land
- 3 Acres
- $21,500 per Acre
1295 Weaver Thomas Rd, Henderson, TN 38340

BEAUTIFUL WOODED LOT, WITH A NICE OPEN AREA, 3 ACRES M/L, WITH A 16X32 UTILITY BLDG.9wired with outlets) AND 10X30 OPEN SHED, GATE ACROSS DRIVEWAY, SELMER WATER AVAILABLE AT THE ROAD,. ELECTRICITY TO BE DETERMINE ( SOUTHWEST OR PICKWICK ELECTRIC, CALL FOR MORE INFO OR A SHOWING. MUST HAVE AN APPT TO SHOW

Linda Carter Casey Realtors

1295 Weaver Thomas Rd, Henderson, TN 38340
/15
$85,000

Sold Oct 23, 2025

0 Sanford Rd, Henderson, TN 38340
- Land
- 17.18 Acres
- $4,948 per Acre
Last Sold Summary
- 15% Below List Price
- 65 Days On Market
Last Listing Agent Kevin Gioia Beycome Brokerage Realty, LLC

0 Sanford Rd, Henderson, TN 38340

/26
Est $248,472

Not Listed For Sale

722 Hearn St, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,477 Sq Ft
- Built 2002
722 Hearn St, Henderson, TN 38340

Last Sold Summary
- 46 Days On Market
Last Listing Agent Madison Balding Town and Country

/27
$285,000
- 4 Beds
- 2.5 Baths
- 2,475 Sq Ft
2985 Sand Mountain Rd, Enville, TN 38332

Very well maintained spacious home w/several extra rooms & unfinished basement. Home Selling "AS IS". Beautiful hardwood floors, sunroom, stone patio, wired workshop. Also, a single wide mobile home on the property that could be converted to rental property or in-law suite. Sits on 2.1 acres, very private, beautiful lot w/circle drive. Backyard has organic compost for a beautiful garden.

Jodie Parrish RE/MAX Realty Source

2985 Sand Mountain Rd, Enville, TN 38332
/6
$20,000

Sold Oct 08, 2025

6530 Main St, Enville, TN 38332
- Land
- 22,651 Sq Ft
- $38,462 per Acre
Last Sold Summary
- 43% Below List Price
- 39 Days On Market
Last Listing Agent Charissa Paniuski EXIT Realty Blues City

6530 Main St, Enville, TN 38332

/14
Est $63,286

Not Listed For Sale

492 Anderson Cir, Henderson, TN 38340
- 3 Beds
- 1 Bath
- 822 Sq Ft
- Built 1957
492 Anderson Cir, Henderson, TN 38340

Last Sold Summary
- 1 Day On Market
Last Listing Agent Jennifer Scott RE/MAX Realty Source

/23
$157,400

$17K PRICE DROP
- 3 Beds
- 1.5 Baths
- 960 Sq Ft
1295 Mayfield Rd, Henderson, TN 38340

Completely renovated 3 bed, 1.5 bath home with brand new roof, siding, windows, HVAC, fixtures, subfloor, and flooring. Fresh paint, doors, and trim provide a modern touch. Benefit from county taxes and a convenient location near Henderson, Jackson, Selmer, and Corinth. This property boasts a circle driveway, covered porches for outdoor relaxation, and sits on over a 1-acre lot. A $2000 appliance

Linda Carter Casey Realtors

1295 Mayfield Rd, Henderson, TN 38340
/43
$514,900

Sold Dec 23, 2025

175 Ridgewood Dr, Henderson, TN 38340
- 5 Beds
- 3.5 Baths
- 3,194 Sq Ft
- Built 2017
Last Sold Summary
- 1% Below List Price
- $161/SF
- 20 Days On Market
Current Estimated Value $518,622

Last Listing Agent Michelle Lilly Lilly Realty

175 Ridgewood Dr, Henderson, TN 38340

/4
Est $177,656

Not Listed For Sale

1041 W Main St, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,338 Sq Ft
- Built 1947
1041 W Main St, Henderson, TN 38340

Last Sold Summary
- 6 Days On Market
Last Listing Agent Candy MacDiarmid Macdiarmid Real Estate

/29
$389,900

$10K PRICE DROP
- 3 Beds
- 2 Baths
- 2,112 Sq Ft
2130 Hughes Rd, Henderson, TN 38340

Private Country Living - Enjoy the peace and serenity of the West Tennessee countryside in this beautiful brick home set on approximately 1.87 acres, perfectly nestled among mature trees & accessed by a picturesque rolling driveway. Privacy is a defining feature here, offering a quiet, relaxing retreat surrounded by natural beauty & tranquil country views. This three-bedroom, two-bath home offers

Alan Castleman Hickman Realty Group Inc.-Jack

2130 Hughes Rd, Henderson, TN 38340
/14
$50,000

Sold Jul 14, 2026

TRACT 5 Highway 22 A, Jacks Creek, TN 38347
- Land
- 8.84 Acres
- $5,656 per Acre
Last Sold Summary
- 14% Below List Price
- 28 Days On Market
Last Listing Agent Timothy Crane 2 Cranes Realty

TRACT 5 Highway 22 A, Jacks Creek, TN 38347

/28
Est $222,570

Not Listed For Sale

105 Simmons St, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,220 Sq Ft
- Built 1940
105 Simmons St, Henderson, TN 38340

Last Sold Summary
- 21 Days On Market
Last Listing Agent Jennifer Maness-Scott Coldwell Banker Southern Realty

/3
$301,600
- Land
- 30.16 Acres
- $10,000 per Acre
00 Woodland Dr, Henderson, TN 38340

"DEVELOPMENT ACREAGE: ONE OF THE LARGEST ZONED R3 CHUNKS OF LAND IN CITY LIMITS. Start a new subdivision and build houses, duplexes or apartments. R-3 has the smallest lot size requirement for any restricted zoning. Sewer main already runs through it, and all utilities are available on both roads-- Woodland Drive and Forrest Drive. Three 50' access points to build roads through the property.

Linda Carter Casey Realtors

00 Woodland Dr, Henderson, TN 38340
/40
$558,700

Sold Feb 24, 2026

10430 State Route 100 W, Henderson, TN 38340
- 3 Beds
- 2.5 Baths
- 2,200+ Sq Ft
- Built 1993
Last Sold Summary
- 9% Below List Price
- $254/SF
- 154 Days On Market
Current Estimated Value $494,186

Last Listing Agent Joseph Cummings Epique Realty

10430 State Route 100 W, Henderson, TN 38340

/40
Est $316,414

Not Listed For Sale

860 Plainview Rd, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 2,000 Sq Ft
- Built 1998
860 Plainview Rd, Henderson, TN 38340

Last Sold Summary
- 16 Days On Market
Last Listing Agent Darby Drinkard Action Realty

/29
$209,000

$15K PRICE DROP
- 3 Beds
- 2 Baths
- 1,471 Sq Ft
460 Kendyl Cove, Henderson, TN 38340

Unlock the Potential at 460 Kendyl Cove, Henderson, TN! Bring your vision and transform this 3-bedroom, 2-bath home offering 1,471 square feet on a spacious half-acre lot into the home of your dreams. Whether you're a first-time homebuyer ready to build equity or an investor looking to expand your portfolio, this fixer-upper is packed with opportunity and endless possibilities. Conveniently

Lisa McGhee Davis ReZults Realty, LLC

460 Kendyl Cove, Henderson, TN 38340
/27
$315,000

Sold Jul 31, 2026

746 Mason Ave, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,818 Sq Ft
- Built 2006
Last Sold Summary
- $173/SF
- 8 Days On Market
Current Estimated Value $313,747

Last Listing Agent Jennifer Maness-Scott Coldwell Banker Southern Realty

746 Mason Ave, Henderson, TN 38340

/10
Est $160,000

Not Listed For Sale

5330 Cash School Rd, Enville, TN 38332
- 3 Beds
- 1 Bath
- 1,351 Sq Ft
- Built 1967
5330 Cash School Rd, Enville, TN 38332

Last Sold Summary
- 130 Days On Market
Last Listing Agent Cole Murray Town and Country

/23
$95,000
- Land
- 10.3 Acres
- $9,223 per Acre
0 Enville Rd, Henderson, TN 38340

Own 10.30 fully wooded acres with total privacy in Sweet Lips, Tennessee. This unrestricted property features mature oak and pine hardwoods, flat terrain with only 1-5% slope, and 314 feet of road frontage on Enville Road. Only one neighbor borders the western boundary, with undeveloped land surrounding the remaining sides. Power lines and gas service are available at the road. The rare flat

David VanSteenkiste The Homestead Group

0 Enville Rd, Henderson, TN 38340
/27
$364,900

Sold Aug 14, 2026

359 Meadow Brook Dr, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,950 Sq Ft
- Built 2009
Last Sold Summary
- 3% Below List Price
- $187/SF
- 22 Days On Market
Current Estimated Value $370,097

Last Listing Agent Alexander Verduzco RE/MAX Realty Source

359 Meadow Brook Dr, Henderson, TN 38340

/48
Est $415,303

Not Listed For Sale

735 Benson Rd, Reagan, TN 38368
- 5 Beds
- 3 Baths
- 3,600 Sq Ft
- Built 1973
735 Benson Rd, Reagan, TN 38368

Last Sold Summary
- 191 Days On Market
Last Listing Agent Jessica Asberry EXIT Realty Blues City

/32
$299,000

$30K PRICE DROP Pending
- 4 Beds
- 2.5 Baths
- 1,948 Sq Ft
2925 State Route 100 W, Henderson, TN 38340

SELLER IS MOTIVATED AND HAS REDUCED THE PRICE BY $30,000 FOR A QUICK SALE! Welcome to peaceful country living just minutes from town! This beautifully remodeled 4-bedroom, 2.5-bath home sits on 2.65 acres just outside the Henderson city limits and less than half a mile from West Chester Elementary. Completely renovated in 2022, the home was updated with improvements including updated wiring,

Jennifer Scott RE/MAX Realty Source

2925 State Route 100 W, Henderson, TN 38340
/32
$469,900

Sold Nov 21, 2025

137 Gibson Dr, Henderson, TN 38340
- 4 Beds
- 3 Baths
- 2,720 Sq Ft
- Built 1952
Last Sold Summary
- 6% Below List Price
- $173/SF
- 118 Days On Market
Current Estimated Value $415,584

Last Listing Agent Brent West Crye-Leike Elite

137 Gibson Dr, Henderson, TN 38340

/25
Est $239,691

Not Listed For Sale

2410 Carroll Rd, Enville, TN 38332
- Built 1960
2410 Carroll Rd, Enville, TN 38332

Last Sold Summary
- 121 Days On Market
Last Listing Agent Heather Pierce Coldwell Banker Southern Realty

/32
$259,975

$4K PRICE DROP Pending
- 3 Beds
- 2 Baths
- 1,564 Sq Ft
265 Ollie Ln, Henderson, TN 38340

Recently renovated 3 bed, 2 bath home with 1564 sq ft of living space. Master bedroom features a spacious closet. Luxury vinyl plank flooring flows through the entire home. Updates include fresh paint, fixtures, and appliances. Situated on a generous 1+ acre lot in a desirable subdivision with the benefit of county taxes.

Larry Roberts Casey Realtors

265 Ollie Ln, Henderson, TN 38340
/2
$213,000

Sold Jul 31, 2026

90 River Ln, Beech Bluff, TN 38313
- 3 Beds
- 2 Baths
- 1,271 Sq Ft
- Built 2004
Last Sold Summary
- $168/SF
Current Estimated Value $220,651

Last Listing Agent Tony Neihoff RE/MAX Realty Source

90 River Ln, Beech Bluff, TN 38313

/39
Est $461,152

Not Listed For Sale

150 Tall Pines Rd, Henderson, TN 38340
- 4 Beds
- 3.5 Baths
- 2,660 Sq Ft
- Built 2006
150 Tall Pines Rd, Henderson, TN 38340

Last Sold Summary
- 26 Days On Market
Last Listing Agent Destiny Burns Stellar Realty Group

/50
$3,499,000

$401K PRICE DROP
- 6 Beds
- 9 Baths
140 Lake Shore Ln, Henderson, TN 38340

Nestled on 54 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 Real Estate

140 Lake Shore Ln, Henderson, TN 38340
/22
$240,000

Sold Dec 30, 2025

457 Kendyl Cove, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,555 Sq Ft
- Built 2008
Last Sold Summary
- 8% Below List Price
- $154/SF
- 33 Days On Market
Current Estimated Value $243,366

Last Listing Agent Raven Taylor BHGRE Conner Jackson

457 Kendyl Cove, Henderson, TN 38340

/32
Est $453,837

Not Listed For Sale

5370 State Route 100 E, Henderson, TN 38340
- 5 Beds
- 3 Baths
- 3,411 Sq Ft
- Built 1974
5370 State Route 100 E, Henderson, TN 38340

Last Sold Summary
- 208 Days On Market
Last Listing Agent Madison Balding Town and Country

/17
$565,000

$35K PRICE DROP
- Land
- 217.58 Acres
- $2,597 per Acre
0 Garland Rd, Henderson, TN 38340

217 ACRES ALONG THE FORKED DEER RIVER - PRIME TURKEY, DEER, AND DUCK HUNTING. Located just north of Chester County and adjacent to the backside of Pinson Mounds State Archaeological Park, this 217+- acre tract is an outdoorsman's dream. With approximately a mile of river frontage and a natural habitat that consistently holds wildlife, you'll find exceptional turkey, deer and duck hunting

Tiffany Elder Porchlight Realty West TN

0 Garland Rd, Henderson, TN 38340
/22
$126,800

Sold May 14, 2026

456 Galbraith Ave, Henderson, TN 38340
- 4 Beds
- 2 Baths
- 2,138 Sq Ft
- Built 1958
Last Sold Summary
- 21% Below List Price
- $59/SF
- 63 Days On Market
Current Estimated Value $148,773

Last Listing Agent John Alsobrook Pritchard Realty

456 Galbraith Ave, Henderson, TN 38340

/26
Est $254,059

Not Listed For Sale

330 Courtney Cove, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,577 Sq Ft
- Built 2007
330 Courtney Cove, Henderson, TN 38340

Last Sold Summary
- 2 Days On Market
Last Listing Agent Buffy Creekmore 731 Village Realtors

/36
$431,900
- Land
- 192 Acres
- $2,249 per Acre
0 Hurst Rd, Henderson, TN 38340

PT-03 is a 192+/- acre hunting, recreational, and timber tract located on Grooms Road and Hurst Road in Chester County, Tennessee. The topography consists of ridges with rolling and sloping hills, offering scenic views and excellent wildlife habitat. Approximately 85 acres consists aging upland pine and hardwoods, as well as an additional 95 acres of loblolly pine plantations planted in 2021,

Austin Carroll Tutt Land Company

0 Hurst Rd, Henderson, TN 38340
/21
$184,800

Sold Jan 23, 2026

0 Grooms Rd Unit PT-14, Henderson, TN 38340
- Land
- 84 Acres
- $2,200 per Acre
Last Sold Summary
- 4% Below List Price
- 39 Days On Market
Last Listing Agent Austin Carroll Tutt Land Company

0 Grooms Rd Unit PT-14, Henderson, TN 38340

/13
Est $166,015

Not Listed For Sale

450 Second St, Henderson, TN 38340
- 3 Beds
- 1 Bath
- 1,171 Sq Ft
- Built 1964
450 Second St, Henderson, TN 38340

Last Sold Summary
- 4 Days On Market
Last Listing Agent Kathy Holder Town and Country

/23
$275,000
- 3 Beds
- 2 Baths
- 1,475 Sq Ft
90 Mitchell Ln, Henderson, TN 38340

Brent West Crye-Leike Elite

90 Mitchell Ln, Henderson, TN 38340

Showing Results 281 - 320, Page 8 of 18

Tennessee

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.

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.
Listings courtesy of Realtracs as distributed by MLS GRID.

Listing Information presented by local MLS brokerage: Ten-X, LLC dba Homes.com, local broker - Arlene Richardson - 888-952-6393 - 17600 Laguna Canyon Rd, Irvine, CA 92618.

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