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Chester County, TN - homes for sale
132 of 132 results displayed
- New
$499,000Active5 beds 4 baths4,504 sq. ft.632 North Avenue, Henderson, TN 38340
MLS# 2602081Listed by: STELLAR REALTY GROUP - New
$182,000Active3 beds 2 baths2,046 sq. ft.7435 State Route 100 E, Jacks Creek, TN 38347
MLS# 2602065Listed by: RE/MAX REALTY SOURCE - New
$480,000Active143.34 Acres0 Hwy 22a S, Enville, TN 38332
MLS# 3183906Listed by: EVANS REAL ESTATE - New
$95,000Active10.3 Acres0 Enville Road, Henderson, TN 38340
MLS# 3183286Listed by: THE HOMESTEAD GROUP 
$220,000Active13.7 Acres250 Cedar Trails Lane, Jacks Creek, TN 38347
MLS# 2601898Listed by: RE/MAX REALTY SOURCE
$85,000Active22 Acres225 State Route, Henderson, TN 38340
MLS# 2601879Listed by: COLDWELL BANKER SOUTHERN REALTY
$319,900Active3 beds 2 baths766 Mason Avenue, Henderson, TN 38340
MLS# 2601857Listed by: CRYE-LEIKE ELITE
$319,000Active23 Acres00 Williams Road, Henderson, TN 38340
MLS# 2601816Listed by: PORCHLIGHT REALTY WEST TN
$399,900Active3 beds 2 baths580 Tn-125, Henderson, TN 38340
MLS# 2601769Listed by: TOTAL REALTY SOURCE
$189,900Active3 beds 2 baths3705 Clarks Creek Road, Luray, TN 38352
MLS# 2601768Listed by: GREER REAL ESTATE GROUP
$145,000Active3 beds 1 baths429 Regina Drive, Henderson, TN 38340
MLS# 2601727Listed by: SUNRISE PROPERTIES
$269,900Active3 beds 2 baths3180 State Route 200, Henderson, TN 38340
MLS# 2601708Listed by: CASEY REALTORS
$209,900Pending3 beds 2 baths1,523 sq. ft.27690 Tn-125, Henderson, TN 38340
MLS# 2601686Listed by: RE/MAX REALTY SOURCE
$245,000Pending3 beds 2 baths2,452 sq. ft.320 Benson Road, Reagan, TN 38368
MLS# 2601667Listed by: RE/MAX UNLIMITED
$440,000Active4 beds 2 baths2,960 sq. ft.100 Mary Kate Ln, Henderson, TN 38340
MLS# 3175182Listed by: EPIQUE REALTY
$25,000Pending1.25 Acres0 Clarks Creek Road, Luray, TN 38352
MLS# 2601639Listed by: GREER REAL ESTATE GROUP
$209,900Pending3 beds 2 baths259 E 3rd Street, Henderson, TN 38340
MLS# 2601547Listed by: CRYE-LEIKE ELITE
$350,000Active2 beds 2 baths195 FITTS LN, Henderson, TN 38340-6803
MLS# 10218697Listed by: HOMETOWN REALTY
$525,000Active4 beds 2 baths940 OLD LULA RD, Reagan, TN 38368
MLS# 10218645Listed by: UC RIVER CITY REALTY
$135,000Pending3 beds 2 baths1,828 sq. ft.2345 Old Jacks Creek Road, Henderson, TN 38340
MLS# 2601504Listed by: SUNRISE PROPERTIES
$55,000Active5.5 Acres00 Moss Loop, Enville, TN 38332
MLS# 2601430Listed by: CRYE-LEIKE ELITE
$460,000Active4 beds 3 baths130 Moss Loop, Enville, TN 38332
MLS# 2601416Listed by: PORCHLIGHT REALTY WEST TN
$285,000Pending4 beds 3 baths2985 Sand Mt Road, Enville, TN 38332
MLS# 2601411Listed by: RE/MAX REALTY SOURCE
$159,000Active2 beds 1 baths237 E Third Street, Henderson, TN 38340
MLS# 2601404Listed by: CASEY REALTORS
$185,000Active1 beds 1 baths2,596 sq. ft.11350 State Route 100 E, Reagan, TN 38368
MLS# 2601378Listed by: GREER REAL ESTATE GROUP
$35,000Active4.5 Acres9770 State Route 100 E, Reagan, TN 38368
MLS# 3165004Listed by: GREER REAL ESTATE GROUP
$759,900Active5 beds 4 baths25 Oak Ridge Drive, Henderson, TN 38340
MLS# 2601343Listed by: CRYE-LEIKE ELITE
$299,000Active156 Acres0 N Old Cave Springs Road, Henderson, TN 38340
MLS# 2601327Listed by: PORCHLIGHT REALTY WEST TN
$189,000Pending3 beds 2 baths473 Galbraith Avenue, Henderson, TN 38340
MLS# 2601262Listed by: PORCHLIGHT REALTY WEST TN
$209,900Pending3 beds 2 baths1,385 sq. ft.455 Hill Avenue, Henderson, TN 38340
MLS# 2601237Listed by: STELLAR REALTY GROUP
$230,000Pending3 beds 2 baths755 Holmes Drive, Henderson, TN 38340
MLS# 2601236Listed by: RE/MAX REALTY SOURCE
$89,900Pending2 beds 1 baths756 sq. ft.80 Peddy Vestal Loop, Henderson, TN 38340
MLS# 2601191Listed by: STELLAR REALTY GROUP
$926,900Active5 beds 5 baths7,126 sq. ft.575 Homestead Lane, Henderson, TN 38340
MLS# 2601184Listed by: STELLAR REALTY GROUP
$264,900Active3 beds 2 baths1,525 sq. ft.5195 Tn-200, Henderson, TN 38340
MLS# 2601185Listed by: STELLAR REALTY GROUP
$375,000Active45.72 Acres320 Peddy Vestal Loop, Henderson, TN 38340
MLS# 2601178Listed by: STELLAR REALTY GROUP
$29,000Active5.84 AcresTRACT 2 HWY 22A HWY, Jacks Creek, TN 38347
MLS# 10217052Listed by: 2 CRANES REALTY
$55,000Active10.81 AcresTRACT 3 HWY 22A HWY, Jacks Creek, TN 38347
MLS# 10217053Listed by: 2 CRANES REALTY
$35,000Active6.89 AcresTRACT 6 HWY 22A HWY, Jacks Creek, TN 38347
MLS# 10217055Listed by: 2 CRANES REALTY
$39,000Active7.64 AcresTRACT 7 HWY 22A HWY, Jacks Creek, TN 38347
MLS# 10217056Listed by: 2 CRANES REALTY
$53,000Active11.86 AcresTRACT 8 HWY 22A HWY, Jacks Creek, TN 38347
MLS# 10217058Listed by: 2 CRANES REALTY
$60,000Active13.42 AcresTRACT 9 HWY 22A HWY, Jacks Creek, TN 38347
MLS# 10217059Listed by: 2 CRANES REALTY
$150,000Active26.29 AcresTRACT 10 HWY 22A HWY, Jacks Creek, TN 38347
MLS# 10217060Listed by: 2 CRANES REALTY
$44,000Active7.3 AcresTRACT 13 HWY 22A HWY, Jacks Creek, TN 38347
MLS# 10217064Listed by: 2 CRANES REALTY
$47,000Active7.83 AcresTRACT 14 HWY 22A HWY, Jacks Creek, TN 38347
MLS# 10217066Listed by: 2 CRANES REALTY
$58,000Pending8.84 AcresTRACT 5 HWY 22A HWY, Jacks Creek, TN 38347
MLS# 10217049Listed by: 2 CRANES REALTY
$28,000Active5.22 AcresTRACT 1 HWY 22A HWY, Jacks Creek, TN 38347
MLS# 10217051Listed by: 2 CRANES REALTY
$199,999Active3 beds 2 baths5085 HARDIN GRAVEYARD RD, Enville, TN 38332
MLS# 10216963Listed by: UC RIVER CITY REALTY
$159,900Pending2 beds 1 baths337 Hill Avenue, Henderson, TN 38340
MLS# 2601101Listed by: COLDWELL BANKER SOUTHERN REALTY
$65,000Active6.3 Acres1 Us Highway 45 N, Henderson, TN 38340
MLS# 3149430Listed by: THE HOMESTEAD GROUP
$159,900Pending3 beds 2 baths730 Old Montezuma Road, Henderson, TN 38340
MLS# 2601063Listed by: STELLAR REALTY GROUP
$110,000Active12 Acres5030 Sand Mountain Rd, Enville, TN 38332
MLS# 3147736Listed by: REAL BROKER
$869,900Active4 beds 3 baths495 Knuckles Road, Henderson, TN 38340
MLS# 2600907Listed by: CASEY REALTORS
$225,000Active3 beds 2 baths515 Plunk Road, Henderson, TN 38340
MLS# 2600888Listed by: CRYE-LEIKE ELITE
$99,900Active3 beds 2 baths705 W Main Street, Henderson, TN 38340
MLS# 2600869Listed by: CRYE-LEIKE ELITE
$179,900Pending2 beds 2 baths160 Shelton Lane, Enville, TN 38332
MLS# 2600848Listed by: CASEY REALTORS
$79,900Active26.8 Acres0 Sweetlips Road, Henderson, TN 38340
MLS# 3137906Listed by: SELL YOUR HOME SERVICES, LLC
$280,000Active3 beds 2 baths1,512 sq. ft.341 Melodie Cir, Henderson, TN 38340
MLS# 3136958Listed by: PHILLIPS REALTY GROUP LLC
$64,900Active8.9 Acres8705 State Route 100 E, Jacks Creek, TN 38347
MLS# 2600795Listed by: NEXTHOME 383 REAL ESTATE
$335,000Active3 beds 3 baths2,156 sq. ft.185 Leath Ln, Finger, TN 38334
MLS# 3135722Listed by: BST REALTY
$319,000Active4 beds 3 baths2925 State Route 100 W, Henderson, TN 38340
MLS# 2600758Listed by: RE/MAX REALTY SOURCE
$19,900Active1 Acres285 Cedar Brook Lane, Henderson, TN 38340
MLS# 2600722Listed by: RE/MAX REALTY SOURCE
$44,900Active4 Acres0 Tn-125, Henderson, TN 38340
MLS# 2600701Listed by: STELLAR REALTY GROUP
$245,000Pending3 beds 2 baths1,884 sq. ft.390 Memory Lane, Henderson, TN 38340
MLS# 2600698Listed by: EXIT REALTY BLUES CITY
$244,900Pending4 beds 2 baths1,333 sq. ft.2215 State Route 22a S, Jacks Creek, TN 38347
MLS# 3130555Listed by: TENNESSEE VALLEY REALTY AND INVESTMENT GROUP, PLLC
$226,250Active4 beds 2 baths241 Crook Avenue, Henderson, TN 38340
MLS# 2600473Listed by: COMPASS RE
$125,000Active3 beds 2 baths11704 LEAPWOOD ENVILLE RD, Enville, TN 38332
MLS# 10213530Listed by: WEICHERT, REALTORS - CRUNK REA
$550,000Pending4 beds 3 baths95 Teague Trace Lane, Luray, TN 38352
MLS# 2600376Listed by: STELLAR REALTY GROUP
$100,000Active14.09 Acres0 Sheila Drive, Henderson, TN 38340
MLS# 2600353Listed by: HICKMAN REALTY GROUP INC.-JACK
$149,900Pending4 beds 2 baths456 Galbraith Avenue, Henderson, TN 38340
MLS# 2600289Listed by: PRITCHARD REALTY
$229,000Pending2 beds 2 baths12715 LEAPWOOD ENVILLE RD, Enville, TN 38332-6011
MLS# 10213124Listed by: WEICHERT, REALTORS - CRUNK REA
$264,900Active4 beds 2 baths2,834 sq. ft.6525 State Route 225, Henderson, TN 38340
MLS# 2600284Listed by: STELLAR REALTY GROUP
$235,000Active3 beds 2 baths155 Whitley Avenue, Henderson, TN 38340
MLS# 2600239Listed by: WENDELL ALEXANDER REALTY
$80,000Pending6.6 Acres00 Ridgewood Dr, Henderson, TN 38340
MLS# 2600222Listed by: COLDWELL BANKER SOUTHERN REALTY
$1,300,000Active5 beds 4 baths280 Harris Lane, Henderson, TN 38340
MLS# 2600135Listed by: CASEY REALTORS
$399,900Active3 beds 2 baths2130 Hughes Road, Henderson, TN 38340
MLS# 2600066Listed by: HICKMAN REALTY GROUP INC.-JACK
$375,000Active60 Acres795 Hill Avenue, Henderson, TN 38340
MLS# 2600005Listed by: CRYE-LEIKE ELITE
$199,900Active2 beds 2 baths444 Galbraith Avenue, Henderson, TN 38340
MLS# 2505919Listed by: CASEY REALTORS
$255,000Active3 beds 2 baths200 Westwood Cove, Henderson, TN 38340
MLS# 2505875Listed by: CRYE-LEIKE ELITE
$159,000Active3 beds 2 baths1,396 sq. ft.150 Jacks Creek St, Henderson, TN 38340
MLS# 3058477Listed by: THE AGENCY NASHVILLE, LLC
$99,000Active0 Acresxxx Center Point Road S, Reagan, TN 38368
MLS# 2505823Listed by: EXIT REALTY BLUES CITY
$239,900Active3 beds 2 baths707 Mifflin Avenue Extension, Henderson, TN 38340
MLS# 2505818Listed by: CRYE-LEIKE ELITE
$129,900Pending3 beds 2 baths225 Capps Lane, Pinson, TN 38366
MLS# 2505798Listed by: CASEY REALTORS
$228,500Active3 beds 2 baths2,315 sq. ft.414 Galbraith Avenue, Henderson, TN 38340
MLS# 2505782Listed by: CASEY REALTORS
$28,500Active4 beds 2 baths234 N Franklin Avenue, Henderson, TN 38340
MLS# 2600937Listed by: CASEY REALTORS
$289,900Pending3 beds 2 baths2930 Sanford Road, Henderson, TN 38340
MLS# 2505739Listed by: PUTT REAL ESTATE ADVISORS
$524,900Pending7 beds 4 baths4335 Silerton Road, Henderson, TN 38340
MLS# 2505415Listed by: CASEY REALTORS
$225,550Active45.11 Acres0 State Route 22a S, Enville, TN 38332
MLS# 2505408Listed by: EVANS REAL ESTATE
$299,999Active3 beds 2 baths3,476 sq. ft.205 Pinecrest Drive, Henderson, TN 38340
MLS# 2505368Listed by: RE/MAX REALTY SOURCE
$850,000Active149 Acres0 Tn-22 Alt, Henderson, TN 38340
MLS# 2505316Listed by: STELLAR REALTY GROUP
$205,000Active3 beds 2 baths2,456 sq. ft.5060 Enville Road, Henderson, TN 38340
MLS# 2505263Listed by: BLUE SUEDE REALTY
$42,995Active7.84 AcresHUGHES RD, Henderson, TN 38340
MLS# 10208864Listed by: FARM & HOME REALTY
$159,900Pending2 beds 1 baths320 CLAYTON RD, Finger, TN 38334-1723
MLS# 10208668Listed by: ACTION REALTY
$575,000Active217.58 Acres0 Garland Road, Henderson, TN 38340
MLS# 2505164Listed by: PORCHLIGHT REALTY WEST TN
$734,900Active4 beds 4 baths215 Benson Road, Reagan, TN 38368
MLS# 2504914Listed by: COLDWELL BANKER SOUTHERN REALTY
$575,000Active4 beds 4 baths614 Oneal Lane, Henderson, TN 38340
MLS# 2504894Listed by: CASEY REALTORS
$349,999Active112.22 Acres7258 Hardin Graveyard Road, Enville, TN 38332
MLS# 2600152Listed by: LILLY REALTY
$284,900Active0 AcresX Cedarbrook Lane, Henderson, TN 38340
MLS# 2504574Listed by: EXIT REALTY BLUES CITY
$35,000Active0.95 Acres2975 State Route 100 W, Henderson, TN 38340
MLS# 2504420Listed by: STELLAR REALTY GROUP
$149,900Active0 Acres1170 Keene Road, Enville, TN 38332
MLS# 2504416Listed by: LILLY REALTY
$244,700Active3 beds 2 baths135 W THIRD ST, Henderson, TN 38340-1805
MLS# 10216352Listed by: MOLLY MOORE REALTY
$850,000Active-- beds -- baths5,952 sq. ft.115 Chalet Ln, Henderson, TN 38340
MLS# 2990470Listed by: EVANS REAL ESTATE
$42,000Active2.12 AcresLot 8 Greystone Cove, Henderson, TN 38340
MLS# 2504116Listed by: STELLAR REALTY GROUP
$42,000Active2.27 AcresLot 18 Greystone Cove, Henderson, TN 38340
MLS# 2504118Listed by: STELLAR REALTY GROUP
$42,000Active3.77 AcresLot 21 Greystone Cove, Henderson, TN 38340
MLS# 2504119Listed by: STELLAR REALTY GROUP
$42,000Active2.94 AcresLot 22 Greystone Cove, Henderson, TN 38340
MLS# 2504121Listed by: STELLAR REALTY GROUP
$42,000Active1.61 AcresLot 5 Greystone Cove, Henderson, TN 38340
MLS# 2504112Listed by: STELLAR REALTY GROUP
$42,000Active1.65 AcresLot 7 Greystone Cove, Henderson, TN 38340
MLS# 2504114Listed by: STELLAR REALTY GROUP
$35,750Active7.44 Acres000 Stewart Road, Henderson, TN 38340
MLS# 2504031Listed by: CASEY REALTORS
$549,000Active4 beds 5 baths5,710 sq. ft.50 Braund Road, Henderson, TN 38340
MLS# 2503967Listed by: STELLAR REALTY GROUP
$750,000Active5 beds 5 baths715 Roundtree Lane, Beech Bluff, TN 38313
MLS# 2503887Listed by: COLDWELL BANKER SOUTHERN REALTY
$48,000Active5.2 Acres00 Lofton Road, Enville, TN 38332
MLS# 2503847Listed by: CASEY REALTORS
$50,000Pending6.35 Acres0 Old Sobby Road, Bethel Springs, TN 38315
MLS# 2503522Listed by: RE/MAX REALTY SOURCE
$182,900Pending5 beds 2 baths325 Jennings Road, Reagan, TN 38368
MLS# 2503148Listed by: CASEY REALTORS
$310,000Active3 beds 2 baths836 Hill Avenue, Henderson, TN 38340
MLS# 2502717Listed by: CASEY REALTORS
$58,000Active2 AcresHILL AVE, Henderson, TN 38340
MLS# 10211182Listed by: MOLLY MOORE REALTY
$157,400Active3 beds 2 baths1295 Mayfield Road, Henderson, TN 38340
MLS# 2502190Listed by: CASEY REALTORS
$20,000Active1.3 AcresLot 22 Timberwood Cv, Henderson, TN 38340
MLS# 2505548Listed by: BHGRE CONNER BROWNSVILLE
$20,000Active1.18 AcresLot 23 Timberwood Cv, Henderson, TN 38340
MLS# 2505551Listed by: BHGRE CONNER BROWNSVILLE
$31,500Active5 AcresMULLINS RD, Luray, TN 38352
MLS# 10189824Listed by: FARM & HOME REALTY
$469,385Active241 Acres0 Roby Trail, Henderson, TN 38340
MLS# 2774606Listed by: COMPASS SOUTH, INC.
$24,900Active1.3 AcresLot 21 Timberwood Cove, Henderson, TN 38340
MLS# 245733Listed by: CASEY REALTORS
$450,000Active157.68 AcresHWY 125 HWY, Henderson, TN 38340
MLS# 10179487Listed by: MORRIS AND MORRIS
$59,900Active2 beds 1 baths2160 Jones Road, Luray, TN 38352
MLS# 245782Listed by: CASEY REALTORS
$39,900Active5 Acres5 MULLINS RD, Luray, TN 38352
MLS# 10175487Listed by: FARM & HOME REALTY- $34,900Active5 Acres
2 MULLINS RD, Luray, TN 38352
MLS# 10175489Listed by: FARM & HOME REALTY - $29,900Active4.62 Acres
1 MULLINS RD, Luray, TN 38352
MLS# 10175490Listed by: FARM & HOME REALTY - $22,500Active2.79 Acres
6 MIDDLEFORK RD, Luray, TN 38352
MLS# 10175492Listed by: FARM & HOME REALTY 
$284,500Pending3 beds 3 baths225 East Third Street, Henderson, TN 38340
MLS# 242684Listed by: CASEY REALTORS
$20,000Active1 Acres00 Deerfield Loop, Henderson, TN 38340
MLS# 242331Listed by: CASEY REALTORS
$85,000Active15 Acres3095 Lofton Ln, Enville, TN 38332
MLS# 2604014Listed by: 731 REALTY, LLC
$301,600Active30.16 Acres00 Woodland Drive, Henderson, TN 38340
MLS# 221896Listed by: CASEY REALTORS
$750,000Active1.38 Acres00 Newsome Ave, Henderson, TN 38340
MLS# 224789Listed by: CRYE-LEIKE ELITE
Local realty services provided by:CENTURY 21 Golden Service Realty & Auction, Inc., CENTURY 21 Premier, CENTURY 21 Home First Realtors
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©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.