Chester County, TN Homes

/9
$750,000
- Land
- 7 Acres
- $107,143 per Acre
3695 US Highway 45 N, Henderson, TN 38340

Position your business for success with this exceptional ± or - 7-acre commercial tract offering over 250 feet of frontage on highly traveled US Highway 45 in Henderson, Tennessee. With outstanding visibility, easy access, and ample space for development, this property presents an outstanding opportunity for investors, developers, and owner-users alike. Ideally suited for light industrial,

Chris Miller

Crye-Leike Elite

3695 US Highway 45 N, 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 $302,637

Last Listing Agent Michelle Lilly Lilly Realty

380 Melodie Cir, Henderson, TN 38340

/32
Est $197,984

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
- 0 Days On Market

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

Just had a brand new roof put on! Let me tell you about this one like I would if we were standing in the kitchen together. This isn't just a four bedroom, five bath home with a basement — it's space to actually live. Room for everyone, whether that's kids, guests, or hosting the holidays without feeling stacked on top of each other. The basement gives you even more flexibility for a second living

Destiny Burns

Stellar Realty Group

50 Braund Rd, Henderson, TN 38340
/8
$208,000

Sold Mar 31, 2026

0 Talley Store Rd, Henderson, TN 38340
- Land
- 93 Acres
- $2,237 per Acre
Last Sold Summary
- 98 Days On Market
Last Listing Agent Jennifer Scott RE/MAX Realty Source

0 Talley Store Rd, Henderson, TN 38340

/17
Est $141,085

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
- 4 Days On Market

/7
$42,000
- Land
- 1.61 Acres
- $26,087 per Acre
Lot 5 Greystone Cove, Henderson, TN 38340

Greystone Estates presents Lot 5! 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

Lot 5 Greystone Cove, Henderson, TN 38340
/2
$41,250

Sold Feb 11, 2026

705 Cave Springs Rd, Henderson, TN 38340
- Land
- 15 Acres
- $2,750 per Acre
Last Sold Summary
- 18 Days On Market
Current Estimated Value $302,953

Last Listing Agent Tiffany Elder Porchlight Realty West TN

705 Cave Springs Rd, Henderson, TN 38340

/19
Est $232,820

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
- 15 Days On Market

/49
$749,900

$10K PRICE DROP
- 5 Beds
- 3.5 Baths
- 4,845 Sq Ft
25 Oak Ridge Dr, Henderson, TN 38340

Welcome to Oakmont Estates! This spacious 5 bedroom, 3.5 bath home offers approximately 4,845 square feet of living space and sits on 2.05 acres in the heart of Chester County, where you can enjoy peaceful living with no city taxes. Inside, you'll find a functional layout featuring granite countertops in the kitchen, a dedicated office, and two large bonus rooms that provide flexibility for a

Darrick Mann

Crye-Leike Elite

25 Oak Ridge Dr, Henderson, TN 38340
/23
$230,000

Sold May 08, 2026

755 Holmes Dr, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,840 Sq Ft
- Built 1981
Last Sold Summary
- $125/SF
- 5 Days On Market
Current Estimated Value $228,547

Last Listing Agent Dessie Hardee RE/MAX Realty Source

755 Holmes Dr, Henderson, TN 38340

/35
Est $181,254

Not Listed For Sale

608 Rosebud St, Henderson, TN 38340
- 3 Beds
- 1.5 Baths
- 1,258 Sq Ft
- Built 1973
608 Rosebud St, Henderson, TN 38340

Last Sold Summary
- 3 Days On Market

/72
$834,900
- 6 Beds
- 5 Baths
- 4,772 Sq Ft
746 Oneal Ln, Henderson, TN 38340

Okay, friend... this one is special. With 6 bedrooms, 3 full baths, and 2 half baths, there's room here for just about everyone. The main floor offers an open-concept layout with 4 bedrooms and 2.5 baths, making everyday living easy and comfortable. But wait until you see what's upstairs. The sellers recently finished and expanded the space beyond the rec room, adding 2 additional bedrooms, a

Destiny Burns

Stellar Realty Group

746 Oneal Ln, Henderson, TN 38340
/75
$488,000

Sold Jun 26, 2026

632 North Ave, Henderson, TN 38340
- 5 Beds
- 3.5 Baths
- 3,860 Sq Ft
- Built 1992
Last Sold Summary
- 2% Below List Price
- $126/SF
- 10 Days On Market
Current Estimated Value $495,576

Last Listing Agent Destiny Burns Stellar Realty Group

632 North Ave, Henderson, TN 38340

/19
Est $176,294

Not Listed For Sale

1320 Parker Loop, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,162 Sq Ft
- Built 1981
1320 Parker Loop, Henderson, TN 38340

Last Sold Summary
- 10 Days On Market

/7
$42,000
- Land
- 2.94 Acres
- $14,286 per Acre
Lot 22 Greystone Cove, Henderson, TN 38340

Greystone Estates presents Lot 22! This beautiful 2.94-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

Lot 22 Greystone Cove, Henderson, TN 38340
/38
$235,000

Sold Aug 29, 2025

480 Roby Rd, Reagan, TN 38368
- 3 Beds
- 2 Baths
- 2,186 Sq Ft
- Built 1978
Last Sold Summary
- 6% Below List Price
- $108/SF
- 14 Days On Market
Current Estimated Value $234,309

Last Listing Agent Jennifer Maness-Scott Coldwell Banker Southern Realty

480 Roby Rd, Reagan, TN 38368

/28
Est $283,948

Not Listed For Sale

70 Alpine Cove, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,620 Sq Ft
- Built 1998
70 Alpine Cove, Henderson, TN 38340

Last Sold Summary
- 4 Days On Market

/89
$896,000

$31K PRICE DROP
- 5 Beds
- 4.5 Baths
- 6,888 Sq Ft
575 Homestead Ln, Henderson, TN 38340

MOTIVATED SELLERS! If you've been looking for a home with room for everyone and then some, this one is worth a look. Tucked away on approximately 3.11 acres at the end of a dead-end road, this 5-bedroom, 4 full bath home offers the space, privacy, and flexibility that's hard to find. The main floor features the primary suite, two additional bedrooms, an office, and laundry room. Upstairs, you'll

Destiny Burns

Stellar Realty Group

575 Homestead Ln, Henderson, TN 38340
/34
$205,000

Sold Oct 06, 2025

175 State Route 22a S, Jacks Creek, TN 38347
- 3 Beds
- 2 Baths
- 2,000+ Sq Ft
- Built 1900
Last Sold Summary
- 37% Below List Price
- $102/SF
- 90 Days On Market
Current Estimated Value $183,715

Last Listing Agent Elizabeth Burlew eXp Realty, LLC

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

/18
Est $213,517

Not Listed For Sale

503 Crook Ave, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,552 Sq Ft
- Built 1947
503 Crook Ave, Henderson, TN 38340

Last Sold Summary
- 21 Days On Market

/17
$58,000
- Land
- 2 Acres
- $29,000 per Acre
0 Hill Ave, Henderson, TN 38340

2 acres outside the city of Henderson and zoned for residential use. City water and natural gas are available, but a septic system is required. The lots are under the jurisdiction of the local Planning Committee to protect your investment. A soil map has been completed & suggests it is suitable for a one-bedroom home. Shipping containers on the property do not convey. It is a corner lot with road

Ashton Roberts

Molly Moore Realty

0 Hill Ave, Henderson, TN 38340
/21
$80,000

Sold Sep 16, 2025

2865 Deanburg Rd, Medon, TN 38356
- Land
- 12.17 Acres
- $6,574 per Acre
Last Sold Summary
- 15% Below List Price
- 151 Days On Market
Last Listing Agent Jennifer Knolton Coldwell Banker Southern Realty

2865 Deanburg Rd, Medon, TN 38356

/25
Not Listed For Sale

470 Hill Ave, Henderson, TN 38340
- 4 Beds
- 2 Baths
- 1,475 Sq Ft
- Built 2024
470 Hill Ave, Henderson, TN 38340

Last Sold Summary
- 70 Days On Market

/75
$342,500

Open Sun 2PM - 4PM
- 3 Beds
- 2 Baths
- 2,363 Sq Ft
1160 Wilson School Rd, Henderson, TN 38340

Warmth, character, and room to enjoy. This beautiful home on nearly 3 acres offers the space and features you've been seeking. From the moment you step inside, you'll notice the craftsmanship and attention to detail with hardwood floors, rich custom woodwork, detailed trim, and architectural accents that create a timeless and inviting feel throughout the home. Designed with both everyday living

Brandi Wilson

RE/MAX Realty Source

1160 Wilson School Rd, Henderson, TN 38340
/18
$206,500

Sold Aug 27, 2025

247 Guy Maddox Ln, Granville, TN 38564
- 1 Bed
- 1 Bath
- 957 Sq Ft
- Built 2010
Last Sold Summary
- 30% Below List Price
- $216/SF
- 0 Days On Market
Current Estimated Value $210,128

Last Listing Agent Karen Strock eXp Realty

247 Guy Maddox Ln, Granville, TN 38564

/23
Est $266,101

Not Listed For Sale

847 Walnut Cove, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,440 Sq Ft
- Built 1994
847 Walnut Cove, Henderson, TN 38340

Last Sold Summary
- 25 Days On Market

/44
$324,500

Open Sun 2PM - 4PM
- 3 Beds
- 2 Baths
- 2,237 Sq Ft
1280 Wilson School Rd, Henderson, TN 38340

Welcome home to your private retreat on 3 beautiful acres! From the moment you arrive, the covered front porch invites you to slow down, sip your coffee, and enjoy the peaceful surroundings. Inside, this 3 bedroom, 2 bathroom home offers the perfect blend of warmth, updates, and space to gather. The heart of the home features a beautifully updated kitchen with quartz countertops, stylish

Brandi Wilson

RE/MAX Realty Source

1280 Wilson School Rd, Henderson, TN 38340
/37
$110,000

Sold May 08, 2026

1 U S 45, Henderson, TN 38340
- Land
- 6.3 Acres
- $17,460 per Acre
Last Sold Summary
- 47% Above List Price
- 45 Days On Market
Last Listing Agent Sam Wallace The Homestead Group

1 U S 45, Henderson, TN 38340

/20
Est $225,546

Not Listed For Sale

412 Old Jackson Rd, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,216 Sq Ft
- Built 1997
412 Old Jackson Rd, Henderson, TN 38340

Last Sold Summary
- 55 Days On Market

/46
$349,900
- 2 Beds
- 1.5 Baths
- 1,360 Sq Ft
1380 Harrison Rd, Pinson, TN 38366

Welcome to 1380 Harrison Ln, Pinson, TN — a rare opportunity to own a private retreat in one of West Tennessee's most exclusive gated communities. Located in Deanburg Hills HOA, this unique property offers more than just a home — it offers access to an incredible lifestyle with 480 private acres, a 20-acre lake, and recreation opportunities that are nearly impossible to find. With only 16 parcels

Dylan Jones

Southern LifeStyle Properties

1380 Harrison Rd, Pinson, TN 38366
/53
$319,000

Sold Sep 18, 2025

170 Tall Pines Rd, Henderson, TN 38340
- 3 Beds
- 2.5 Baths
- 1,897 Sq Ft
- Built 2005
Last Sold Summary
- 11% Below List Price
- $168/SF
- 28 Days On Market
Current Estimated Value $337,385

Last Listing Agent Linda Carter Casey Realtors

170 Tall Pines Rd, Henderson, TN 38340

/23
Est $204,402

Not Listed For Sale

3090 Wilson School Rd, Henderson, TN 38340
- 2 Beds
- 1.5 Baths
- 1,158 Sq Ft
- Built 1960
3090 Wilson School Rd, Henderson, TN 38340

Last Sold Summary
- 3 Days On Market

/25
$218,400
- 2 Beds
- 2 Baths
- 2,080 Sq Ft
30 Roby Rd, Reagan, TN 38368

Welcome home to your charming Chester County retreat! Nestled on 1.5 beautiful acres, this farmhouse-inspired home offers the perfect blend of character, comfort, and room to grow. From the inviting front porch and beautiful landscaping to the peaceful setting, you'll feel the warmth of this property before you ever step inside. The main level features approximately 1,040 square feet with 2

Brandi Wilson

RE/MAX Realty Source

30 Roby Rd, Reagan, TN 38368
/8
$39,000

Sold Apr 29, 2026

570 Hill Ave, Henderson, TN 38340
- Land
- 0 Sq Ft
Last Sold Summary
- 2% Below List Price
- 3 Days On Market
Last Listing Agent Zach Hannis Casey Realtors

570 Hill Ave, Henderson, TN 38340

/15
Est $158,800

Not Listed For Sale

439 Galbraith Ave, Henderson, TN 38340
- 2 Beds
- 2 Baths
- 1,024 Sq Ft
- Built 1950
439 Galbraith Ave, Henderson, TN 38340

Last Sold Summary
- 15 Days On Market

/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

Lot 18 Greystone Cove, Henderson, TN 38340
/22
$255,000

Sold Jan 09, 2026

513 Crook Ave, Henderson, TN 38340
- 2 Beds
- 1 Bath
- 1,200+ Sq Ft
- Built 2022
Last Sold Summary
- 5% Below List Price
- $212/SF
- 64 Days On Market
Current Estimated Value $248,485

Last Listing Agent Ashton Roberts Molly Moore Realty

513 Crook Ave, Henderson, TN 38340

/40
Est $531,664

Not Listed For Sale

275 Meadowland Ln, Henderson, TN 38340
- 2 Beds
- 2 Baths
- 864 Sq Ft
- Built 2005
275 Meadowland Ln, Henderson, TN 38340

Last Sold Summary
- 6 Days On Market

/65
$825,000

$25K PRICE DROP
- 5,952 Sq Ft
115 Chalet Ln, Henderson, TN 38340

Secluded retreat featuring 7 charming cabins on 12.81 acres in a gated community with a private drive leading to all cabins. Currently operated as a 55+ community, 5 of the cabins are rented, offering excellent income potential. The main cabin is a spacious 2-bedroom, 3-bath home with 1,600 sq. ft. and is occupied by the owner. Five cabins are 2-bedroom, 1-bath units with 768 sq. ft. each, and

Lori Yarbro

Evans Real Estate

115 Chalet Ln, Henderson, TN 38340

Showing Results 41 - 80, Page 2 of 18

Tennessee Chester County

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Chester County, TN Homes

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