Chester County, TN Homes

/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
/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

/24
Est $221,488 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,301 Sq Ft
230 Robin Cove, Henderson, TN 38340

230 Robin Cove, Henderson, TN 38340

/14
$1,200,000
- Land
- 149 Acres
- $8,054 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
/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 $91,108

Last Listing Agent Brandi Ragan Ragan Realty Group

4875 Clifford Rd, Luray, TN 38352

/20
Est $189,602 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,526 Sq Ft
1341 Old Jacks Creek Rd, Henderson, TN 38340

1341 Old Jacks Creek Rd, Henderson, TN 38340

/34
$309,900 Pending
- 4 Beds
- 2.5 Baths
- 2,728 Sq Ft
815 Trice Rd, Henderson, TN 38340

This well-priced Chester County home offers over 2,700 square feet of living space on a 1.29-acre lot, combining space, flexibility, and peaceful country living. With 4 bedrooms and multiple layout options, this property is ideal for multigenerational living or buyers needing extra space to work from home. Two of the bedrooms feature private en-suite bathrooms, providing comfort and convenience

Brandi Wilson

RE/MAX Realty Source

(731) 251-2886

815 Trice Rd, Henderson, TN 38340
/10
$485,000 Sold Feb 26, 2025

405 Fox Run Cove, Henderson, TN 38340
- 4 Beds
- 3 Baths
- 3,099 Sq Ft
- Built 2007
Last Sold Summary
- 10% Below List Price
- $157/SF
- 115 Days On Market
Current Estimated Value $491,923

Last Listing Agent Phil Hopewell ResultsMLS Realtors

405 Fox Run Cove, Henderson, TN 38340

/6
Est $193,350 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,196 Sq Ft
60 Stewart Rd, Henderson, TN 38340

60 Stewart Rd, Henderson, TN 38340

/48
$509,900
- 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
/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 $231,861

Last Listing Agent Brandi Wilson RE/MAX Realty Source

1280 Mockingbird Rd, Medon, TN 38356

/14
Est $242,953 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,358 Sq Ft
870 Simmons Rd, Henderson, TN 38340

870 Simmons Rd, Henderson, TN 38340

/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
/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 $292,775 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,981 Sq Ft
740 Corson Rd, Henderson, TN 38340

740 Corson Rd, Henderson, TN 38340

/27
$299,000
- 4 Beds
- 2 Baths
- 1,922 Sq Ft
6525 State Route 225, Henderson, TN 38340

This one sure has style. This 4-bedroom, 2-full-bath home is full of personality, comfort, and thoughtful design. The beautiful kitchen is the heart of the home, offering great flow, eye-catching details, and space to gather. And yes... let's talk about that refrigerator — it's a showstopper. The kind you immediately fall in love with and wish you could take home. Spacious bedrooms, inviting

Destiny Burns

Stellar Realty Group

(731) 868-7932

6525 State Route 225, Henderson, TN 38340
/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 $357,374

Last Listing Agent Jacob Shelton Buy Dirt Auctions & Realty

1147 Woodland Dr, Henderson, TN 38340

/23
Est $262,221 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,392 Sq Ft
290 Bray Ln, Beech Bluff, TN 38313

290 Bray Ln, Beech Bluff, TN 38313

/2
$50,000
- 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
/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 $1,533,180

Last Listing Agent Madison Balding Town and Country

1175 Holly Springs Rd, Henderson, TN 38340

/36
Est $279,567 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,545 Sq Ft
280 Bray Ln, Beech Bluff, TN 38313

280 Bray Ln, Beech Bluff, TN 38313

/22
$110,000
- Land
- 8.77 Acres
- $12,543 per Acre
0 Peddy Vestal Loop, Henderson, TN 38340

Land for Sale! Don't miss this opportunity to own approximately 8.77 acres in a prime location to build your dream home! With no restrictions, the possibilities are endless—design, build, or create exactly what you've imagined. Conveniently zoned for East Chester Schools in Chester County, this property won't last long. Act fast and make it yours today!

Destiny Burns

Stellar Realty Group

(731) 251-4562

0 Peddy Vestal Loop, 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 $199,931

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

/51
Est $258,962 Not Listed For Sale
- Studio
- 1,518 Sq Ft
280 Bray Rd, Beech Bluff, TN 38313

280 Bray Rd, Beech Bluff, TN 38313

/64
$619,000
- 3 Beds
- 3.5 Baths
- 4,108 Sq Ft
325 Ridgewood Dr, Henderson, TN 38340

* HIGHLY MOTIVATED SELLERS * Welcome to 325 Ridgewood Dr. in Creekside Estates! This custom-built home offers over 4,100 heated square feet with three bedrooms and two full baths on the main floor, all centered around an open floor plan. The fully finished basement includes an oversized one-car garage, game room, family room, full bath, extra room that could be used as a bedroom, and an

Destiny Burns

Stellar Realty Group

(731) 389-9336

325 Ridgewood Dr, 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 $242,954

Last Listing Agent Sheila Darnell EXIT Realty Blues City

3605 Old Jacks Creek Rd, Henderson, TN 38340

/40
Est $169,295 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,400 Sq Ft
10680 State Route 22a S, Enville, TN 38332

10680 State Route 22a S, Enville, TN 38332

/4
$42,000
- Land
- 1.65 Acres
- $25,455 per Acre
Lot 7 Greystone Cove, Henderson, TN 38340

Greystone Estates presents Lot 7! This beautiful 1.65-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) 666-6365

Lot 7 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

/33
Est $256,766 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,050 Sq Ft
360 Jacks Creek St, Henderson, TN 38340

360 Jacks Creek St, Henderson, TN 38340

/45
$389,900 Pending
- 5 Beds
- 4 Baths
- 3,672 Sq Ft
680 Lott Rd, Henderson, TN 38340

BACK ON THE MARKET DUE TO BUYERS FINANCING. Looking for a home you can truly make your own? This is it! Situated on approximately 1.5 acres, this spacious property features 5 bedrooms, 4 baths, an additional detached 2-car garage, and an inviting inground saltwater pool. With plenty of room to spread out and endless potential to customize, this home is ready for your personal touch. Don't miss

Destiny Burns

Stellar Realty Group

(731) 260-2754

680 Lott Rd, Henderson, TN 38340
/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

/45
Est $411,719 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,614 Sq Ft
215 Harris Ln, Henderson, TN 38340

215 Harris Ln, Henderson, TN 38340

/26
$375,000
- 3 Beds
- 2 Baths
- 1,912 Sq Ft
316 Meadow Brook Dr, Henderson, TN 38340

Welcome to this beautiful brick home located on the sought-after Meadowbrook Drive in Henderson, Tennessee! This charming residence features three spacious bedrooms and two full baths, all designed around an inviting open floor plan. Enjoy the outdoors with a brand new deck, perfect for entertaining or relaxing. Conveniently situated near Freed Hardeman University and downtown Henderson, this

Destiny Burns

Stellar Realty Group

(731) 535-7172

316 Meadow Brook Dr, Henderson, TN 38340
/28
$94,500 Sold Mar 17, 2025

2215 Old Jacks Creek Rd, Henderson, TN 38340
- 3 Beds
- 1 Bath
- 1,572 Sq Ft
- Built 1955
Last Sold Summary
- 13% Below List Price
- $60/SF
- 97 Days On Market
Last Listing Agent Todd Clouser RE/MAX Realty Source

2215 Old Jacks Creek Rd, Henderson, TN 38340

/24
Est $480,603 Not Listed For Sale
- 5 Beds
- 2.5 Baths
- 4,239 Sq Ft
6245 State Route 200, Henderson, TN 38340

6245 State Route 200, Henderson, TN 38340

/31
$499,900
6145 Tennessee 225, Henderson, TN 38340

You will never find a more beautiful piece of land in Chester County! This stunning +/- 79.97-acre property is a true gem, featuring a natural spring and a serene pond that enhance its picturesque landscape. Approximately 40 acres fenced and ready for a cattle farmer, this land offers the perfect setting for livestock.With timber that will be ready for cutting in just five years, there's

Destiny Burns

Stellar Realty Group

(731) 224-4661

6145 Tennessee 225, Henderson, TN 38340
/27
$289,900 Sold Oct 14, 2025

380 Melodie Cir, Henderson, TN 38340
- 3 Beds
- 2.5 Baths
- 1,680 Sq Ft
- Built 2024
Last Sold Summary
- 3% Below List Price
- $173/SF
- 87 Days On Market
Current Estimated Value $289,553

Last Listing Agent Michelle Lilly Lilly Realty

380 Melodie Cir, Henderson, TN 38340

/32
Est $190,855 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,066 Sq Ft
300 Proctor Rd, Henderson, TN 38340

300 Proctor Rd, Henderson, TN 38340

/66
$549,000
- 4 Beds
- 5 Baths
- 3,376 Sq Ft
50 Braund Rd, Henderson, TN 38340

Destiny Burns

Stellar Realty Group

(731) 252-5648

50 Braund Rd, Henderson, TN 38340

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