Chester County, TN homes for sale & real estate

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NEW 20 HRS AGO

ABOUT THIS HOME
Chester County, TN Homes for Sale
One-bedroom, one-bath home set on about 12 acres, with an unfinished interior that's ready for the buyer to add their own personal touches and make it their own. The property offers valuable utilities already in place, including a septic system that's been installed and a city water tap that's already paid for, helping reduce some initial site-work concerns. Outside, the land is highlighted for its beautiful landscaping and rolling hills, along with valley views that can be enjoyed from the back deck.

$119,000

1 bed1 bath720 sq ft

7780 Tn-225, Henderson, TN 38340

City water tap • Rolling hills • Valley views

NEW 18 HRS AGO

ABOUT THIS HOME
Chester County, TN Homes for Sale
Beautifully remodeled 4-bedroom, 2.5-bath home with a spacious main-level layout and plenty of parking, featuring a two-car garage on the main level and an additional two-car shop underneath in the basement. Enjoy all-new flooring, light fixtures, cabinets, fresh paint, and many more upgrades throughout. Set on a gorgeous, wooded lot, this home also offers a back deck for relaxing and a barn for extra storage.

$329,900

4 beds2.5 baths2,220 sq ft

315 Patterson Ln, Finger, TN 38334

Light fixtures • Two-car shop • All-new flooring

NEW 27 HRS AGO3D WALKTHROUGH

ABOUT THIS HOME
Chester County, TN Homes for Sale
Experience the privacy and beauty of this exceptional custom-built estate situated on approximately 80 acres in Henderson, Tennessee. Beyond the private gated entrance, a 1/8-mile paved driveway winds through mature trees, leading to an impressive residence surrounded by peaceful countryside and abundant wildlife. Inside, soaring ceilings and a magnificent 20-foot ornate gas fireplace create a striking focal point in the main living area, overlooked by an upper-level balcony and sitting area. The gourmet kitchen features custom KraftMaid cabinetry, granite countertops, a six-burner gas cooktop, double convection ovens, and two islands, including an impressive 51x112-inch Multi-Fusion Quartz

$1,900,000

4 beds4.5 baths5,000 sq ft

195 Holly Springs Rd, Henderson, TN 38340

Paved driveway • Gourmet kitchen • Custom built estate

ABOUT THIS HOME
Chester County, TN Homes for Sale
Charm, Character & Space Right in Town! Updated 3BR Home on 0.38 Acres Welcome home to this charming home with timeless character! Situated on a rare, generous 0.38-acre city lot, this beautifully updated 3-bedroom, 1-bathroom home offers the peace of a large yard with all the conveniences of living right in town. Standout Interior Features: • Warm & Inviting Living Spaces: Fall in love with the stunning, rich hardwood floors that flow through the main living areas, offering durability and classic style. • Stunning Wood Ceilings: The gorgeous character-rich wood ceilings add incredible warmth, architectural detail, and unmatched charm to the home. • Dedicated La

$189,900

3 beds1 bath944 sq ft

301 Fourth St, Henderson, TN 38340

Attached carport • Wood ceilings • Storage shed

ABOUT THIS HOME
Chester County, TN Homes for Sale
WANT TO BE IN TOWN BUT NEED A HOME WITH GOOD SQ. FT, AND PRICED GREAT. THEN THIS COULD BE THE ONE. THIS IS THE CUTEST HOUSE. COULD HAVE 4 BEDROOMS, 2 BATHS, OFFICE, EXTRA AREA, GREAT LIVING ROOM, DINING ROOM, AND A GREAT KITCHEN. LAUNDRY ROOM IS A GOOD SIZE, NEW FLOORING AND PAINT AND GREAT WALK-IN SHOWER IN MASTER BATHROOM, EXTERNAL STORM SHELTER, DETACHED GARAGE/SMALL WORKSHOP, AND LARGE LOT, ( large hole in backyard where owners Son started to put a small pond in but never finished) WITHIN WALKIN DISTANCE TO STORES, DOWNTOWN, CHURCHES ETC. CALL FOR A GREAT SHOWING ON THIS ONE. SOME FOUNDATION ISSUE ON SOUTH WALL OF HOUSE

$164,500

4 beds2 baths1,832 sq ft

323 N Church Ave, Henderson, TN 38340

4 parking spots • Built 1940 • Listed 15 days

Property at 563 E Main St, Henderson, TN 38340, 4 beds, 1.5 baths

$234,900

4 beds1.5 baths2,351 sq ft

563 E Main St, Henderson, TN 38340

Property at 1430 State Route 197, Beech Bluff, TN 38313, 3 beds, 2 baths

$225,000

3 beds2 baths1,632 sq ft

1430 State Route 197, Beech Bluff, TN 38313

Property at 989 Sanford St, Henderson, TN 38340, 3 beds, 2 baths

$414,900

3 beds2 baths3,066 sq ft

989 Sanford St, Henderson, TN 38340

Property at 1670 Talley Store Rd, Henderson, TN 38340, 3 beds, 2 baths

$284,000

3 beds2 baths1,400 sq ft

1670 Talley Store Rd, Henderson, TN 38340

Property at 215 Williams Rd, Henderson, TN 38340, 4 beds, 3.5 baths

$599,000

4 beds3.5 baths3,173 sq ft

215 Williams Rd, Henderson, TN 38340

Property at 1000 Glendale Rd, Henderson, TN 38340, 5 beds, 4.5 baths

$750,000

5 beds4.5 baths4,116 sq ft

1000 Glendale Rd, Henderson, TN 38340

Property at 2825 Hughes Rd, Henderson, TN 38340, 3 beds, 2 baths

$199,900

3 beds2 baths1,056 sq ft

2825 Hughes Rd, Henderson, TN 38340

Property at 715 Roundtree Ln, Beech Bluff, TN 38313, 5 beds, 4.5 baths

$725,000

5 beds4.5 baths4,280 sq ft

715 Roundtree Ln, Beech Bluff, TN 38313

Property at 10440 W State Route 100 Hwy, Henderson, TN 38340-8408, 4 beds, 2.5 baths

$318,500

4 beds2.5 baths— sq ft

10440 W State Route 100 Hwy, Henderson, TN 38340-8408

Property at 405 Baughn St, Henderson, TN 38340, 2 beds, 1 bath

$99,900

2 beds1 bath725 sq ft

405 Baughn St, Henderson, TN 38340

Property at 128 E 6th St, Henderson, TN 38340, 3 beds, 2 baths

$199,999

3 beds2 baths1,304 sq ft

128 E 6th St, Henderson, TN 38340

Property at 659 White Avenue Ave, Henderson, TN 38340, 4 beds, 4 baths

$489,900

4 beds4 baths3,322 sq ft

659 White Avenue Ave, Henderson, TN 38340

Property at 50 Harmony Ln, Henderson, TN 38340, 4 beds, 3 baths

$399,000

4 beds3 baths2,286 sq ft

50 Harmony Ln, Henderson, TN 38340

Property at 130 N State Route 22a Hwy N, Jacks Creek, TN 38347, 3 beds, 2 baths

$245,000

3 beds2 baths1,648 sq ft

130 N State Route 22a Hwy N, Jacks Creek, TN 38347

Property at 270 Oak Ridge Dr, Henderson, TN 38340, 3 beds, 3.5 baths

$595,000

3 beds3.5 baths2,748 sq ft

270 Oak Ridge Dr, Henderson, TN 38340

Property at 135 W Third St, Henderson, TN 38340-1805, 3 beds, 2 baths

$229,900

3 beds2 baths— sq ft

135 W Third St, Henderson, TN 38340-1805

Property at 221 Sanford Cv, Henderson, TN 38340, 3 beds, 1 bath

$99,500

3 beds1 bath756 sq ft

221 Sanford Cv, Henderson, TN 38340

Property at 2345 Old Jacks Creek Rd, Henderson, TN 38340, 3 beds, 2 baths

$244,800

3 beds2 baths1,408 sq ft

2345 Old Jacks Creek Rd, Henderson, TN 38340

Property at 705 Cave Springs Rd, Henderson, TN 38340, 4 beds, 3 baths

$565,000

4 beds3 baths2,800 sq ft

705 Cave Springs Rd, Henderson, TN 38340

Property at 825 Woodland Dr, Henderson, TN 38340, 3 beds, 1.5 baths

$180,000

3 beds1.5 baths1,740 sq ft

825 Woodland Dr, Henderson, TN 38340

Property at 636 Mifflin Ave, Henderson, TN 38340, 3 beds, 2 baths

$239,900

3 beds2 baths1,274 sq ft

636 Mifflin Ave, Henderson, TN 38340

Property at 234 Sanford Cv, Henderson, TN 38340, 3 beds, 1 bath

$89,900

3 beds1 bath816 sq ft

234 Sanford Cv, Henderson, TN 38340

Property at 659 Luray Ave, Henderson, TN 38340, 3 beds, 2 baths

$199,900

3 beds2 baths1,100 sq ft

659 Luray Ave, Henderson, TN 38340

Property at 385 Greystone Cv, Henderson, TN 38340, 4 beds, 2.5 baths

$515,000

4 beds2.5 baths2,000 sq ft

385 Greystone Cv, Henderson, TN 38340

Property at 304 Mifflin Ave, Henderson, TN 38340, 2 beds, 1 bath

$150,000

2 beds1 bath960 sq ft

304 Mifflin Ave, Henderson, TN 38340

Property at 534 Galbraith Ave, Henderson, TN 38340, 2 beds, 1.5 baths

$199,999

2 beds1.5 baths1,316 sq ft

534 Galbraith Ave, Henderson, TN 38340

Property at 1615 Holly Springs Rd, Henderson, TN 38340, 3 beds, 3 baths

$409,900

3 beds3 baths2,581 sq ft

1615 Holly Springs Rd, Henderson, TN 38340

Property at 585 Smith Rd, Luray, TN 38352, 5 beds, 4 baths

$675,000

5 beds4 baths3,734 sq ft

585 Smith Rd, Luray, TN 38352

Property at 231 Mitchell St, Henderson, TN 38340, 3 beds, 2.5 baths

$574,900

3 beds2.5 baths3,786 sq ft

231 Mitchell St, Henderson, TN 38340

Property at 3045 Clifford Rd, Luray, TN 38352, 3 beds, 2 baths

$239,900

3 beds2 baths2,175 sq ft

3045 Clifford Rd, Luray, TN 38352

Property at 3290 Silerton Rd, Henderson, TN 38340, 3 beds, 2.5 baths

$579,900

3 beds2.5 baths2,642 sq ft

3290 Silerton Rd, Henderson, TN 38340

Property at 746 Oneal Ln, Henderson, TN 38340, 6 beds, 4 baths

$824,900

6 beds4 baths4,772 sq ft

746 Oneal Ln, Henderson, TN 38340

Property at 521 Crook Ave, Henderson, TN 38340, 3 beds, 2 baths

$318,700

3 beds2 baths1,985 sq ft

521 Crook Ave, Henderson, TN 38340

Property at 2985 Sand Mt Rd, Enville, TN 38332, 4 beds, 2.5 baths

$285,000

4 beds2.5 baths2,475 sq ft

2985 Sand Mt Rd, Enville, TN 38332

Property at 1555 US Highway 45 Hwy S, Henderson, TN 38340, 3 beds, 2 baths

$450,000

3 beds2 baths1,823 sq ft

1555 US Highway 45 Hwy S, Henderson, TN 38340

Property at 610 Mifflin Ave, Henderson, TN 38340, 3 beds, 2.5 baths

$224,900

3 beds2.5 baths1,258 sq ft

610 Mifflin Ave, Henderson, TN 38340

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Average home prices near Chester County, TN

Cities

Counties

Chester County, TN real estate trends

All Home Types trends in Chester County, TN

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$243,455

-2.6% YoY | Sep 2026

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Sep 2026

Growth

% YoY

Chester County, TN

$243,455

-2.6%

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Based on information submitted to the MLS GRID as of Fri Oct 16 2026. 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.

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