Chester County, TN Homes

/3
$23,000

Sold Sep 03, 2025

lot 3 W 3rd St, Henderson, TN 38340
- Land
- 0 Sq Ft
Last Sold Summary
- 8% Below List Price
- 0 Days On Market
Last Listing Agent Linda Carter Casey Realtors

lot 3 W 3rd St, Henderson, TN 38340

/21
Est $114,412

Not Listed For Sale

11910 State Route 225, Bethel Springs, TN 38315
- 2 Beds
- 2 Baths
- 1,000 Sq Ft
- Built 2019
11910 State Route 225, Bethel Springs, TN 38315

Last Sold Summary
- 28 Days On Market
Last Listing Agent Brooke Redmon Benton Action Realty

/8
$55,000

$10K PRICE DROP
- 2 Beds
- 1 Bath
- 1,864 Sq Ft
2160 Jones Rd, Luray, TN 38352

Renovations have been started on this large country home sitting on one acre. Staircase to unfinished attic area could also be finished. Needs complete remodel including floors. New well installed June 2022. TWO ADDITIONAL LOTS ARE AVAILABLE FOR PURCHASE BY BUYER, BUT ACREAGE CANT BE SOLD UNTIL HOUSE SITTING ON 1 ACRE CLOSED

Linda Carter Casey Realtors

2160 Jones Rd, Luray, TN 38352
/2
$275,000

Sold Mar 20, 2026

105 Fieldcrest Cove, Henderson, TN 38340
- 1,576 Sq Ft
- Built 2017
Last Sold Summary
- $174/SF
- 0 Days On Market
Current Estimated Value $276,290

Last Listing Agent Destiny Burns Stellar Realty Group

105 Fieldcrest Cove, Henderson, TN 38340

/12
Est $176,427

Not Listed For Sale

5830 Old Friendship Rd, Finger, TN 38334
- 2 Beds
- 1 Bath
- 672 Sq Ft
- Built 1948
5830 Old Friendship Rd, Finger, TN 38334

Last Sold Summary
- 37 Days On Market
Last Listing Agent Todd Haltom Haltom Real Estate Group

/29
$319,000
- Land
- 23 Acres
- $13,870 per Acre
00 Williams Rd, Henderson, TN 38340

23 ACRES OF LAND IN CHESTER COUNTY! Discover the perfect blend of privacy, convenience, and versatility with this beautiful 23-acre tract with app 1/4 mile of road frontage on Meadows Lane, located just 5 minutes from downtown Henderson, TN - Freed Hardeman University, schools, shopping and dining all while being just outside the city limits . Tucked away in a quiet, low-traffic setting, this

Tiffany Elder Porchlight Realty West TN

00 Williams Rd, Henderson, TN 38340
/29
$190,000

Sold Feb 27, 2026

372 Kitchen Dr, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,232 Sq Ft
- Built 1981
Last Sold Summary
- 10% Below List Price
- $154/SF
- 35 Days On Market
Current Estimated Value $178,044

Last Listing Agent Jennifer Maness-Scott Coldwell Banker Southern Realty

372 Kitchen Dr, Henderson, TN 38340

/26
Est $205,195

Not Listed For Sale

4260 Old Friendship Rd, Finger, TN 38334
- 3 Beds
- 2 Baths
- 1,400 Sq Ft
- Built 1960
4260 Old Friendship Rd, Finger, TN 38334

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

/39
$255,000

Pending
- 3 Beds
- 2 Baths
- 1,439 Sq Ft
3190 Plainview Rd, Henderson, TN 38340

Welcome to this beautifully updated brick home situated on 4.1 acres in Chester County! This move-in-ready property offers the perfect blend of modern updates & peaceful country living. Nearly every detail has been refreshed, including a newly painted interior, new windows & flooring throughout, completely renovated kitchen & baths, and more. Outside you'll find a freshly painted exterior, and

Jennifer Maness-Scott Coldwell Banker Southern Realty

3190 Plainview Rd, Henderson, TN 38340
/4
$547,000

Sold May 06, 2026

300 Greystone Cove, Henderson, TN 38340
- 4 Beds
- 3.5 Baths
- 3,038 Sq Ft
- Built 2025
Last Sold Summary
- $180/SF
- 79 Days On Market
Current Estimated Value $542,339

Last Listing Agent Destiny Burns Stellar Realty Group

300 Greystone Cove, Henderson, TN 38340

/36
Est $250,000

Not Listed For Sale

2685 Sunshine Rd, Henderson, TN 38340
- 2 Beds
- 2 Baths
- 1,617 Sq Ft
- Built 1958
2685 Sunshine Rd, Henderson, TN 38340

Last Sold Summary
- 8 Days On Market
Last Listing Agent Richard Emison NextHome 383 Real Estate

/13
$325,000

$50K PRICE DROP
- Land
- 45.72 Acres
- $7,108 per Acre
320 Peddy Vestal Loop, Henderson, TN 38340

Escape to your own private slice of the countryside with this stunning 46-acre property! Featuring a private gated entrance and established driveway, this land offers security and seclusion. A homesite has already been started with an existing foundation in place- saving you time and money on building your dream home! Surrounded by beautiful timber, this property provides a peaceful, natural

Jennifer Stevens Coldwell Banker Southern Realty

320 Peddy Vestal Loop, Henderson, TN 38340
/33
$210,000

Sold Dec 02, 2025

661 Mifflin Ave, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,276 Sq Ft
- Built 2023
Last Sold Summary
- 12% Below List Price
- $165/SF
- 192 Days On Market
Current Estimated Value $216,718

Last Listing Agent Richard Emison NextHome 383 Real Estate

661 Mifflin Ave, Henderson, TN 38340

/14
Est $177,583

Not Listed For Sale

180 Taylor Trail, Henderson, TN 38340
- 2 Beds
- 1 Bath
- 1,056 Sq Ft
- Built 1999
180 Taylor Trail, Henderson, TN 38340

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

/37
$279,900

Pending
- 3 Beds
- 2.5 Baths
- 1,928 Sq Ft
255 Mitchell Ln, Henderson, TN 38340

Looking for a great home right outside city limits . Then this could be the right home for you. This pretty home is sitting on a great corner lot and has so much to offer. The inside of this home has 3 br., office or nursery, 2.5 baths, large eat in kitchen, large master closet which contains the washer and dryer, plus an internal storm shelter right beside the closet/laundry. Outside has 2

Linda Carter Casey Realtors

255 Mitchell Ln, Henderson, TN 38340
/24
$315,000

Sold Dec 05, 2025

164 Ben Cove, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,949 Sq Ft
- Built 2008
Last Sold Summary
- 7% Below List Price
- $162/SF
- 2 Days On Market
Current Estimated Value $330,171

Last Listing Agent Jennifer Scott RE/MAX Realty Source

164 Ben Cove, Henderson, TN 38340

/51
Est $378,023

Not Listed For Sale

5160 Sunshine Rd, Henderson, TN 38340
- 3 Beds
- 3 Baths
- 2,080 Sq Ft
- Built 1976
5160 Sunshine Rd, Henderson, TN 38340

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

/21
$455,000
- Land
- 119 Acres
- $3,824 per Acre
000 Stewart Cemetery Ln, Enville, TN 38332

Immerse yourself in the epitome of rural sophistication at this captivating farm. Featuring a harmonious blend of wooded timber, expansive pasture land, and an abundance of wildlife, this property exudes unparalleled natural beauty. A meandering creek traverses the landscape, adding a touch of tranquility to the surroundings. With essential amenities such as a well, septic tank, and electricity

Larry Roberts Casey Realtors

000 Stewart Cemetery Ln, Enville, TN 38332
/15
$181,500

Sold Feb 11, 2026

927 Woodland Dr, Henderson, TN 38340
- 3 Beds
- 1 Bath
- 1,363 Sq Ft
- Built 1968
Last Sold Summary
- 1% Below List Price
- $133/SF
- 107 Days On Market
Current Estimated Value $184,695

Last Listing Agent Linda Carter Casey Realtors

927 Woodland Dr, Henderson, TN 38340

/43
Est $413,529

Not Listed For Sale

315 Millers Ln, Henderson, TN 38340
- 4 Beds
- 2 Baths
- 2,400 Sq Ft
- Built 2003
315 Millers Ln, Henderson, TN 38340

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

/29
$60,000

$26K PRICE DROP
- Land
- 13.42 Acres
- $4,471 per Acre
TRACT 9 Highway 22 A, Jacks Creek, TN 38347

SELLER FINANCE - NO CREDIT CHECKS - $1000 DOWN & ONLY $518/MTH 13.42 ACRES - LAND FOR SALE – JACKS CREEK, TN TRACT 8 HWY 22A JACKS CREEK, TN Looking for affordable land with natural beauty and water on-site? These tracts in Jacks Creek, TN offer a great mix of road frontage, wooded privacy, and several creeks running through most of the property. THIS PROPERTY IS IN THE FLOOD ZONE - SEE MAP IN

Timothy Crane 2 Cranes Realty

TRACT 9 Highway 22 A, Jacks Creek, TN 38347
/5
$25,000

Sold May 08, 2026

0 Clarks Creek Rd, Luray, TN 38352
- Land
- 1.25 Acres
- $20,000 per Acre
Last Sold Summary
- 2 Days On Market
Last Listing Agent Brooke Baker Greer Real Estate Group

0 Clarks Creek Rd, Luray, TN 38352

/43
Est $574,496

Not Listed For Sale

240 Millers Ln, Henderson, TN 38340
- 5 Beds
- 4 Baths
- 3,586 Sq Ft
- Built 2006
240 Millers Ln, Henderson, TN 38340

Last Sold Summary
- 82 Days On Market
Last Listing Agent Heather Pierce Nest Realty

/33
$279,000
- 3 Beds
- 2 Baths
- 1,408 Sq Ft
2345 Old Jacks Creek Rd, Henderson, TN 38340

LOOKING FOR A WONDERFUL HOUSE WITH PLENTY OF ROOM FOR THE FAMILY. THEN THIS COULD BE IT. THIS HOME HAS JUST BEEN RECENTLY REMODELED, (NEW KITCHEN CABINETS, (LOVE THE ISLAND) NEW APPLIANCES, NEW FLOORING, FRESHLY PAINTED, NEW ROOF AND SO MUCH MORE, THIS HOME HAS A LIVING ROOM (KITCHEN, LIVING AND DINING ROOM ALL OPEN), PLUS NICE DEN WITH AN AREA WALLED OF HIDING THE INTERNAL STORM SHELTER (EASY

Larry Roberts Casey Realtors

2345 Old Jacks Creek Rd, Henderson, TN 38340
/39
$558,700

Sold Feb 24, 2026

10430 Tennessee 100, Henderson, TN 38340
- 3 Beds
- 2.5 Baths
- 2,216 Sq Ft
- Built 1993
Last Sold Summary
- 9% Below List Price
- $252/SF
- 186 Days On Market
10430 Tennessee 100, Henderson, TN 38340

/23
Est $144,215

Not Listed For Sale

505 Patterson Ln, Finger, TN 38334
- 3 Beds
- 1 Bath
- 1,000 Sq Ft
- Built 1982
505 Patterson Ln, Finger, TN 38334

Last Sold Summary
- 104 Days On Market
Last Listing Agent Brooke Redmon Benton Action Realty

/23
$255,000
- 3 Beds
- 2 Baths
- 1,360 Sq Ft
200 Westwood Cove, Henderson, TN 38340

Discover modern living at 200 Westwood Cove, a brand-new 3-bedroom, 2-bath home featuring a spacious open-concept living room, sleek kitchen with new appliances, a large backyard patio, and a 2-car garage. Located just 3 minutes from Henderson, TN, this move-in-ready home offers the perfect blend of convenience and comfort, all with no city taxes in a peaceful private cove.

Brent West Crye-Leike Elite

200 Westwood Cove, Henderson, TN 38340
/19
$239,950

Sold Dec 11, 2025

2215 Old Jacks Creek Rd, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,680 Sq Ft
- Built 1955
Last Sold Summary
- $143/SF
- 5 Days On Market
Current Estimated Value $230,493

Last Listing Agent Larry Roberts Casey Realtors

2215 Old Jacks Creek Rd, Henderson, TN 38340

/18
Est $125,639

Not Listed For Sale

7765 Broad St, Milledgeville, TN 38359
- 3 Beds
- 2 Baths
- 1,791 Sq Ft
- Built 1978
7765 Broad St, Milledgeville, TN 38359

Last Sold Summary

/25
$35,000

$5K PRICE DROP
- Land
- 5.5 Acres
- $6,364 per Acre
Tract 7 State Route 225, Bethel Springs, TN 38315

A great opportunity for unrestricted land and one of two possible lots in Chester Co. 5.5 acres on Hwy 225. Is your dream: a getaway with a trailer or mobile home, small pasture for farm animals or an escape to a quiet home in the country with no restrictions? This lot has 5.5 acres and 140 feet of road frontage. Tracts 7 & 8 are still available. Is your fantasy: a tiny home, fifth wheel,

Mike Singleton McIver Land & Realty

Tract 7 State Route 225, Bethel Springs, TN 38315
/25
$213,900

Sold Aug 21, 2026

30 Roby Rd, Reagan, TN 38368
- 2 Beds
- 2 Baths
- 2,080 Sq Ft
- Built 2001
Last Sold Summary
- 2% Below List Price
- $103/SF
- 16 Days On Market
Current Estimated Value $204,497

Last Listing Agent Brandi Isom RE/MAX Realty Source

30 Roby Rd, Reagan, TN 38368

/40
Est $367,000

Not Listed For Sale

5340 Enville Rd, Henderson, TN 38340
- 5 Beds
- 3.5 Baths
- 3,258 Sq Ft
- Built 2005
5340 Enville Rd, Henderson, TN 38340

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

/8
$42,995

$4K PRICE DROP
- Land
- 7.84 Acres
- $5,484 per Acre
0 Hughes Rd, Henderson, TN 38340

Newly survyed 7.84 acre property close to Chickasaw State Park! This property features a cleared building site and frontage on two roads with Chickasaw State Park owning the land right across the road. Give me a call today for more information.

Braden Rickman Farm & Home Realty

0 Hughes Rd, Henderson, TN 38340
/44
$289,000

Sold Oct 23, 2025

135 Harris Ln, Henderson, TN 38340
- 3 Beds
- 2 Baths
- 1,878 Sq Ft
- Built 1978
Last Sold Summary
- $154/SF
- 4 Days On Market
Current Estimated Value $302,696

Last Listing Agent Hadeel Alkiswani BHGRE Conner Jackson

135 Harris Ln, Henderson, TN 38340

/28
Est $240,698

Not Listed For Sale

3870 Sweet Lips Rd, Henderson, TN 38340
- 5 Beds
- 5.5 Baths
- 3,838 Sq Ft
- Built 1900
3870 Sweet Lips Rd, Henderson, TN 38340

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

/32
$410,000

$40K PRICE DROP
- 4 Beds
- 2 Baths
- 3,051 Sq Ft
100 Mary Kate Ln, Henderson, TN 38340

Located in an established and desirable Henderson neighborhood, this spacious home offers the perfect blend of suburban comfort, functional living, and sustainable, farm-to-table functionality. Situated on a generously sized lot, this exceptional property delivers all the infrastructure and charm you need to start your hobby farm from day one without sacrificing the conveniences of neighborhood

Christy Fullington Crye-Leike Elite

100 Mary Kate Ln, Henderson, TN 38340
/11
$55,000

Sold Jun 30, 2026

2580 Knuckles Rd, Henderson, TN 38340
- Land
- 8.2 Acres
- $6,707 per Acre
Last Sold Summary
- 21% Below List Price
- 7 Days On Market
Last Listing Agent Jodie Parrish RE/MAX Realty Source

2580 Knuckles Rd, Henderson, TN 38340

/26
Not Listed For Sale

6100 Enville Rd, Henderson, TN 38340
- 4 Beds
- 2 Baths
- 2,139 Sq Ft
- Built 1990
6100 Enville Rd, Henderson, TN 38340

Last Sold Summary
- 319 Days On Market
Last Listing Agent Jennifer Scott RE/MAX Realty Source

/2
$19,900
- Land
- 0 Sq Ft
00 Sanford St, Henderson, TN 38340

Great building lot. Located in city limits and has all city utilities available.

Zach Hannis Casey Realtors

00 Sanford St, Henderson, TN 38340
/56
$579,000

Sold Dec 30, 2025

1005 State Route 200, Henderson, TN 38340
- 4 Beds
- 3 Baths
- 3,554 Sq Ft
- Built 1986
Last Sold Summary
- 3% Below List Price
- $163/SF
- 35 Days On Market
Current Estimated Value $586,650

Last Listing Agent Lori Yarbro Evans Real Estate

1005 State Route 200, Henderson, TN 38340

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Chester County, TN Homes

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