Chester County, TN Homes

/29
$398,000

$31K PRICE DROP Pending
- 3 Beds
- 2.5 Baths
- 2,036 Sq Ft
1555 Short Rd, Pinson, TN 38366

CHESTER COUNTY SCHOOLS - Time to settle into a new home before school starts. Enjoy peaceful country living in this charming home situated on 6.61 scenic areas just 15 minutes from shopping and dining. There are a new dishwasher and double oven from Coffman's which have never been used. Newly poured sidewalk. This property offers privacy with trees all around. Relax on the wide front porch or

Lynda Climer Total Realty Source

1555 Short Rd, Pinson, TN 38366
/22
$55,000

Sold Jun 25, 2026

0 Ridgewood Dr, Henderson, TN 38340
- Land
- 0 Sq Ft
Last Sold Summary
- 8% Below List Price
- 3 Days On Market
Last Listing Agent Destiny Burns Stellar Realty Group

0 Ridgewood Dr, Henderson, TN 38340

/14
Est $89,142

Not Listed For Sale

20 Campground Ln, Enville, TN 38332
- Studio
- 1 Bath
- 384 Sq Ft
- Built 2016
20 Campground Ln, Enville, TN 38332

Last Sold Summary
- 23 Days On Market
Last Listing Agent Debby Dorris Cornerstone Realty and Property Management

/19
$225,000

$5K PRICE DROP Pending
- 4 Beds
- 2 Baths
- 1,333 Sq Ft
2215 State Route 22a S, Jacks Creek, TN 38347

Welcome to your own slice of country paradise! Nestled on approximately 3 beautiful acres, this charming 4-bedroom, 2-bath home offers the perfect blend of peaceful country living and modern updates. This property is ready for its next owners to make it their own. Inside, you'll find several recent improvements, including updated bathroom vanities and countertops, a beautiful new kitchen island,

Tonya Scarbrough RE/MAX Realty Source

2215 State Route 22a S, Jacks Creek, TN 38347
/2
$445,800

Sold Jun 18, 2026

0 Roby Trail, Henderson, TN 38340
- Land
- 240.71 Acres
- $1,852 per Acre
Last Sold Summary
Last Listing Agent Non Member NON MEMBER

0 Roby Trail, Henderson, TN 38340

/21
Est $250,806

Not Listed For Sale

230 Sugar Creek Dr, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,400 Sq Ft
- Built 1997
230 Sugar Creek Dr, Henderson, TN 38340

Last Sold Summary
- 18 Days On Market
Last Listing Agent Molly Moore Molly Moore Realty

/7
$159,900

$10K PRICE DROP
- Land
- 50.1 Acres
- $3,192 per Acre
0 Arl Bailey Rd, Finger, TN 38334

Located entirely in Chester County, TN, this approximately 50.1 acre parcel was surveyed in 2021 and features roughly a quarter mile of road frontage with power and fiber internet already available via the utility easement on the property. A septic system and well would be needed, with local well drillers indicating water is typically found at approximately 80 to 100 feet, and the property also

Daniel Demers Sell Your Home Services, LLC

0 Arl Bailey Rd, Finger, TN 38334
/2
$85,000

Sold Sep 26, 2025

278 Plunk St, Henderson, TN 38340
- 3 Beds
- 1 Bath
- 1,036 Sq Ft
- Built 1900
Last Sold Summary
- $82/SF
Current Estimated Value $90,516

Last Listing Agent Brandi Ragan Ragan Realty Group

278 Plunk St, Henderson, TN 38340

/17
Est $90,130

Not Listed For Sale

324 Baughn St, Henderson, TN 38340
- 2 Beds
- 1 Bath
- 768 Sq Ft
- Built 1950
324 Baughn St, Henderson, TN 38340

Last Sold Summary
- 23 Days On Market
Last Listing Agent Larry Roberts Casey Realtors

/39
$244,900

$5K PRICE DROP
- 4 Beds
- 2 Baths
- 1,456 Sq Ft
130 Simmons St, Henderson, TN 38340

LOOKING FOR A GREAT 4 BEDROOM IN TOWN, THEN THIS IS IT. BRICK 4 BR., 2 BATH, HOME LOCATED IN A GREAT LOCATION, GREAT LOT. THIS HOME HAS BEEN VERY WELL MAINTAIN, WITH A METAL ROOF INSTALLED AROUND 4 YEARS AGO. CH/A - 3 MONTHS OLD, SELLERS WILLING TO LEAVE THE LIVING ROOM FURNITURE FOR BUYERS IF DESIRED. THIS IS A MUST SEE, SO CALL AND MAKE THAT APPT TO TAKE A LOOK

Linda Carter Casey Realtors

130 Simmons St, Henderson, TN 38340
/44
$305,000

Sold Aug 21, 2026

1280 Wilson School Rd, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 2,237 Sq Ft
- Built 1991
Last Sold Summary
- 6% Below List Price
- $136/SF
- 11 Days On Market
Current Estimated Value $297,496

Last Listing Agent Brandi Isom RE/MAX Realty Source

1280 Wilson School Rd, Henderson, TN 38340

/24
Est $158,735

Not Listed For Sale

221 Crook Ave, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,739 Sq Ft
- Built 1900
221 Crook Ave, Henderson, TN 38340

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

/22
$125,000
- Land
- 18.84 Acres
- $6,635 per Acre
0 U S 45, Henderson, TN 38340

Positioned along the highly traveled corridor of US Highway 45 in Henderson, this 18.84 acre tract presents a compelling opportunity for investors, developers, and end-users seeking visibility and long-term growth potential in a great location. Currently zoned agricultural, the property offers rezoning potential to commercial, making it well-suited for a variety of development opportunities

Austin Carroll Tutt Land Company

0 U S 45, Henderson, TN 38340
/17
$98,000

Sold Apr 10, 2026

328 Baughn St, Henderson, TN 38340
- 2 Beds
- 1 Bath
- 768 Sq Ft
- Built 1950
Last Sold Summary
- 18% Below List Price
- $128/SF
- 162 Days On Market
Current Estimated Value $94,068

Last Listing Agent Zach Hannis Casey Realtors

328 Baughn St, Henderson, TN 38340

/31
Est $242,117

Not Listed For Sale

6450 Old Jacks Creek Rd, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,512 Sq Ft
- Built 1931
6450 Old Jacks Creek Rd, Henderson, TN 38340

Last Sold Summary
- 114 Days On Market
Last Listing Agent Linda Carter Casey Realtors

/19
$239,900

$10K PRICE DROP
- 3 Beds
- 2 Baths
- 1,568 Sq Ft
8800 State Route 100 E, Jacks Creek, TN 38347

This beautiful 2024 manufactured home is move-in ready & offers the perfect blend of modern comfort & country living. Step inside to an inviting open-concept floor plan featuring a spacious living area, stunning kitchen w/abundant cabinetry, generous counter space & all-new appliances included. The thoughtfully designed split-bedroom layout provides added privacy, w/2Br & full bath on 1 side of

Nicole Jarrett Weichert, REALTORS - Crunk Rea

8800 State Route 100 E, Jacks Creek, TN 38347
/6
$20,000

Sold May 01, 2026

0 Carolina St Unit 10211177, Henderson, TN 38340
- Land
- 18,295 Sq Ft
- $47,619 per Acre
Last Sold Summary
- 137 Days On Market
Last Listing Agent Ashton Roberts Molly Moore Realty

0 Carolina St Unit 10211177, Henderson, TN 38340

/11
Est $170,380

Not Listed For Sale

654 Luray Ave, Henderson, TN 38340
- 2 Beds
- 1,000 Sq Ft
- Built 2007
654 Luray Ave, Henderson, TN 38340

Last Sold Summary
- 203 Days On Market
Last Listing Agent Rudy Grice Crye-Leike Preferred Realty

/25
$190,000

$10K PRICE DROP Pending
- Land
- 65.9 Acres
- $2,883 per Acre
0 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

Christy Fullington Crye-Leike Elite

0 Plainview Rd, Henderson, TN 38340
/2
$35,000

Sold Mar 05, 2026

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

582 Mifflin Ave, Henderson, TN 38340

/42
Est $366,319

Not Listed For Sale

470 Ludell Ross Rd, Enville, TN 38332
- 3 Beds
- 2.5 Baths
- 2,041 Sq Ft
- Built 2008
470 Ludell Ross Rd, Enville, TN 38332

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

/66
$699,000

Pending
- 4 Beds
- 3.5 Baths
- 3,314 Sq Ft
215 Benson Rd, Reagan, TN 38368

215 Benson Road | Country Luxury on 40 AcresWelcome to the perfect blend of modern comfort and peaceful country living! Situated on 40 picturesque acres, this stunning custom-built farmhouse offers 4 bedrooms, 3.5 bathrooms, and over 3,300 square feet of beautifully designed living space. Whether you're looking for a family homestead, hobby farm, hunting retreat, or simply room to roam,

Ginger Teague Clear Choice Realty

215 Benson Rd, Reagan, TN 38368
/46
$495,000

Sold Sep 03, 2025

1166 White Ave, Henderson, TN 38340
- 5 Beds
- 3.5 Baths
- 4,801 Sq Ft
- Built 1967
Last Sold Summary
- 20% Below List Price
- $103/SF
- 41 Days On Market
Current Estimated Value $523,795

Last Listing Agent Melanie Malone Crye-Leike Elite

1166 White Ave, Henderson, TN 38340

/24
Est $211,939

Not Listed For Sale

6650 State Route 22, Enville, TN 38332
- 3 Beds
- 2 Baths
- 1,434 Sq Ft
- Built 1977
6650 State Route 22, Enville, TN 38332

Last Sold Summary
- 50 Days On Market
Last Listing Agent Linda Carter Casey Realtors

/7
$1,700,000
- Land
- 112 Acres
- $15,179 per Acre
1120 Pleasant Ridge Rd, Finger, TN 38334

Discover your own rural paradise. Featuring pristine rolling acreage. 24 acres of beautiful woodland and 84 acres of pasture with fences.

Barry Smith Crye-Leike Elite

1120 Pleasant Ridge Rd, Finger, TN 38334
/20
$270,000

Sold Feb 05, 2026

766 Mason Ave, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,693 Sq Ft
- Built 2006
Last Sold Summary
- 10% Below List Price
- $159/SF
- 21 Days On Market
Current Estimated Value $314,320

Last Listing Agent Melanie Malone Crye-Leike Elite

766 Mason Ave, Henderson, TN 38340

/22
Est $271,984

Not Listed For Sale

757 Cherry Dr, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,569 Sq Ft
- Built 2006
757 Cherry Dr, Henderson, TN 38340

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

/46
$450,000

$25K PRICE DROP
- 3 Beds
- 2 Baths
- 1,823 Sq Ft
1555 Hwy, Henderson, TN 38340

OK HERE YOU GO, SO MUCH TO OFFER A FAMILY ON THIS PROPERTY, A BEAUTIFUL HOME (3 BR., 2 BATHS), FORMAL D/R, LIVING ROOM W/FIREPLACE, SUNROOM WITH LOTS OF WINDOWS FOR THE OUTSIDE LIGHT) COVERED DECK ON BACK AND COVERED FRONT PORCH. 2 CAR GARAGE WITH A UPRIGHT STORM SHELTER, EXTERNAL STORM SHELTER, 24 X 36 WORKSHOP BY THE HOUSE (HEATED AND COOLED), STORAGE BUILDING, 3 OTHER GREAT BUILDING AND A POLE

Linda Carter Casey Realtors

1555 Hwy, Henderson, TN 38340
/9
$47,000

Sold Dec 29, 2025

0 McEarl Ln, Reagan, TN 38368
- Land
- 8.9 Acres
- $5,281 per Acre
Last Sold Summary
- 15% Below List Price
- 58 Days On Market
Last Listing Agent Lori Yarbro Evans Real Estate

0 McEarl Ln, Reagan, TN 38368

/38
Est $368,034

Not Listed For Sale

380 Jr Arnold Loop, Beech Bluff, TN 38313
- 3 Beds
- 4.5 Baths
- 2,056 Sq Ft
- Built 2013
380 Jr Arnold Loop, Beech Bluff, TN 38313

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

/35
$750,000
- Land
- 1.38 Acres
- $543,478 per Acre
00 Newsome Ave, Henderson, TN 38340

This corner lot on Hwy 45 Byp and West Main St/Hwy100 in Henderson with road frontage on 3 sides has endless possibilities. This is the only corner left on this high traffic intersection. This would be the perfect spot for a restaurant, general business, medical or any other type of business. Don't let this last corner lot get away, make it yours today!

Jerry Bullman Crye-Leike Elite

00 Newsome Ave, Henderson, TN 38340
/52
$300,000

Sold Apr 16, 2026

1310 Inca Rd, Henderson, TN 38340
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Built 1992
Last Sold Summary
- 8% Below List Price
- $250/SF
- 58 Days On Market
Current Estimated Value $302,939

Last Listing Agent Jessica Asberry EXIT Realty Blues City

1310 Inca Rd, Henderson, TN 38340

/38
Not Listed For Sale

2600 Silerton Rd, Henderson, TN 38340
- 3 Beds
- 2.5 Baths
- 2,277 Sq Ft
- Built 1986
2600 Silerton Rd, Henderson, TN 38340

Last Sold Summary
- 168 Days On Market
Last Listing Agent Todd Clouser RE/MAX Realty Source

/38
$269,000
- 1 Bed
- 1 Bath
- 1,281 Sq Ft
5725 Old Friendship Rd, Finger, TN 38334

Tucked away in a fantastic area of West Tennessee, this 35+/- acre property offers the perfect blend of a comfortable homestead and hands-on farm living in close proximity to Henderson, Jackson, and Selmer. Rolling hills provide excellent grazing ground for cattle or other livestock, with 17+/- acres of partially fenced pasture ready to put to work. At the heart of the property sits a 1,281 sq ft

Austin Carroll Tutt Land Company

5725 Old Friendship Rd, Finger, TN 38334
/38
$300,000

Sold Jul 06, 2026

836 Hill Ave, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 2,059 Sq Ft
- Built 1999
Last Sold Summary
- 9% Below List Price
- $146/SF
- 176 Days On Market
Current Estimated Value $318,366

Last Listing Agent Linda Carter Casey Realtors

836 Hill Ave, Henderson, TN 38340

/14
Est $110,609

Not Listed For Sale

1133 Phillips Dr, Henderson, TN 38340
- 2 Beds
- 1 Bath
- 620 Sq Ft
- Built 1970
1133 Phillips Dr, Henderson, TN 38340

Last Sold Summary
- 18 Days On Market
Last Listing Agent Linda Carter Casey Realtors

/18
$131,100
- Land
- 57 Acres
- $2,300 per Acre
2424 Grooms Rd Unit PT-12, Henderson, TN 38340

This 57+/- acre hunting and recreational tract in southwest Chester County offers the kind of layout serious land buyers look for: road frontage, terrain, habitat diversity, and multiple potential building sites. The property includes approximately 950 feet of frontage on Grooms Road, while the eastern boundary is defined by a private shared-use easement road. That combination gives the tract

Austin Carroll Tutt Land Company

2424 Grooms Rd Unit PT-12, Henderson, TN 38340
/25
$80,000

Sold May 19, 2026

80 Peddy Vestal Loop, Henderson, TN 38340
- 2 Beds
- 1 Bath
- 756 Sq Ft
- Built 1995
Last Sold Summary
- 11% Below List Price
- $106/SF
- 3 Days On Market
Last Listing Agent Jennifer Stevens Coldwell Banker Southern Realty

80 Peddy Vestal Loop, Henderson, TN 38340

/21
Est $127,241

Not Listed For Sale

220 Robertson Rd, Bethel Springs, TN 38315
- 2 Beds
- 1 Bath
- 936 Sq Ft
- Built 1996
220 Robertson Rd, Bethel Springs, TN 38315

Last Sold Summary

/2
$59,900

$5K PRICE DROP
- Land
- 8.9 Acres
- $6,730 per Acre
8705 Highway 100, Jacks Creek, TN 38347

Discover 8.9 acres of opportunity in a peaceful rural setting in Jacks Creek, Tn. This versatile property offers plenty of space and potential for a variety of uses, whether you're looking to build your home, start a small business, or simply enjoy a quiet retreat. A private water well is already in place, providing a valuable resource for future development. With its convenient location and

Richard Emison NextHome 383 Real Estate

8705 Highway 100, Jacks Creek, TN 38347

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Chester County, TN Homes

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