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Chester County, TN - homes for sale
138 of 138 results displayed
- New
$4,500,000Active5 beds 8 baths8,264 sq. ft.140 Lake Shore, Henderson, TN 38340
MLS# 3118346Listed by: HAYDEN OUTDOORS LLC - New
$95,000Active3 beds 1 baths454 Fourth Street, Henderson, TN 38340
MLS# 2600424Listed by: GREER REAL ESTATE GROUP - New
$125,000Active3 beds 2 baths11704 LEAPWOOD ENVILLE RD, Enville, TN 38332
MLS# 10213530Listed by: WEICHERT, REALTORS - CRUNK REA - New
$565,000Active4 beds 3 baths95 Teague Trace Lane, Luray, TN 38352
MLS# 2600376Listed by: STELLAR REALTY GROUP - New
$509,900Active4 beds 3 baths3,838 sq. ft.515 Ridgewood Drive, Henderson, TN 38340
MLS# 2600369Listed by: STELLAR REALTY GROUP - New
$100,000Active14.09 Acres0 Sheila Drive, Henderson, TN 38340
MLS# 2600353Listed by: HICKMAN REALTY GROUP INC.-JACK - New
$199,000Active4 beds 1 baths45 Mockingbird Road, Medon, TN 38356
MLS# 2600352Listed by: HALTOM REAL ESTATE GROUP - New
$255,000Active4 beds 2 baths1,333 sq. ft.2215 State Route 22a S, Jacks Creek, TN 38347
MLS# 2600350Listed by: TENNESSEE VALLEY REALTY AND IN - New
$990,000Active5 beds 4 baths2490 Old Friendship Road, Finger, TN 38334
MLS# 2600348Listed by: LISTWITHFREEDOM.COM 
$159,900Active4 beds 2 baths456 Galbraith Avenue, Henderson, TN 38340
MLS# 2600289Listed by: PRITCHARD REALTY
$229,000Active2 beds 2 baths12715 LEAPWOOD ENVILLE RD, Enville, TN 38332-6011
MLS# 10213124Listed by: WEICHERT, REALTORS - CRUNK REA
$299,000Active4 beds 2 baths2,834 sq. ft.6525 State Route 225, Henderson, TN 38340
MLS# 2600284Listed by: STELLAR REALTY GROUP
$325,000Active2 beds 2 baths1,200 sq. ft.1310 Inca Rd, Henderson, TN 38340
MLS# 3098633Listed by: EXIT REALTY BLUES CITY
$249,000Active3 beds 2 baths155 Whitley Avenue, Henderson, TN 38340
MLS# 2600239Listed by: BLACKWELL REALTY AND AUCTION
$90,000Active6.6 Acres00 Ridgewood Dr, Henderson, TN 38340
MLS# 2600222Listed by: COLDWELL BANKER SOUTHERN REALTY
$679,000Active-- beds -- baths495 Highway 22, Jacks Creek, TN 38347
MLS# 2923822Listed by: BST REALTY
$309,900Pending4 beds 3 baths815 Trice Road, Henderson, TN 38340
MLS# 2600221Listed by: RE/MAX REALTY SOURCE
$209,900Active4 beds 2 baths1,248 sq. ft.2305 Enville Road, Henderson, TN 38340
MLS# 2600216Listed by: CRYE-LEIKE ELITE
$550,000Pending6 beds 5 baths230 Oak Ridge Drive, Henderson, TN 38340
MLS# 2600195Listed by: COLDWELL BANKER SOUTHERN REALTY
$275,000Active90 Acres0 Tn-200, Luray, TN 38352
MLS# 2600180Listed by: CASEY REALTORS
$1,350,000Active5 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
$39,900Pending5.28 Acres0 Clifford Road, Luray, TN 38352
MLS# 2600018Listed by: RAGAN REALTY GROUP
$375,000Active60 Acres795 Hill Avenue, Henderson, TN 38340
MLS# 2600005Listed by: CRYE-LEIKE ELITE
$359,900Active4 beds 2 baths110 Harmony Lane, Henderson, TN 38340
MLS# 2505921Listed by: CRYE-LEIKE ELITE
$209,900Active2 beds 2 baths444 Galbraith Avenue, Henderson, TN 38340
MLS# 2505919Listed by: CASEY REALTORS
$260,000Active3 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
$265,000Pending3 beds 2 baths65 Bavarian Drive, Henderson, TN 38340
MLS# 2505865Listed by: STELLAR REALTY GROUP
$269,900Pending6 beds 3 baths2,775 sq. ft.208 Fourth Street, Henderson, TN 38340
MLS# 2505859Listed by: NEXTHOME 383 REAL ESTATE
$294,700Active3 beds 2 baths4745 Enville Road, Henderson, TN 38340
MLS# 2505847Listed by: CASEY REALTORS
$279,900Active3 beds 2 baths90 Timber Ridge Cove, Henderson, TN 38340
MLS# 2505849Listed by: CASEY REALTORS
$104,900Active0 Acresxxx Center Point Road S, Reagan, TN 38368
MLS# 2505823Listed by: EXIT REALTY BLUES CITY
$249,900Active3 beds 2 baths707 Mifflin Avenue Extension, Henderson, TN 38340
MLS# 2505818Listed by: CRYE-LEIKE ELITE
$299,900Pending3 beds 2 baths766 Mason Avenue, Henderson, TN 38340
MLS# 2505819Listed by: CRYE-LEIKE ELITE
$159,900Pending-- beds -- baths961 Woodland Drive, Henderson, TN 38340
MLS# 2505808Listed by: CASEY REALTORS
$139,900Active3 beds 2 baths225 Capps Lane, Pinson, TN 38366
MLS# 2505798Listed by: CASEY REALTORS
$269,900Active4 beds 3 baths533 North Avenue, Henderson, TN 38340
MLS# 2505789Listed by: CASEY REALTORS
$239,900Active3 beds 2 baths2,315 sq. ft.414 Galbraith Avenue, Henderson, TN 38340
MLS# 2505782Listed by: CASEY REALTORS
$41,250Pending15 Acres705 Cave Springs Road, Henderson, TN 38340
MLS# 2505781Listed by: PORCHLIGHT REALTY WEST TN
$143,500Active3 beds 1 baths629 Luray Avenue, Henderson, TN 38340
MLS# 2505769Listed by: CASEY REALTORS
$20,000Active0.42 Acres0 CAROLINA ST, Henderson, TN 38340
MLS# 10211177Listed by: MOLLY MOORE REALTY
$289,900Active3 beds 2 baths2930 Sanford Road, Henderson, TN 38340
MLS# 2505739Listed by: PUTT REAL ESTATE ADVISORS
$205,000Pending3 beds 2 baths372 Kitchen Drive, Henderson, TN 38340
MLS# 2505674Listed by: STELLAR REALTY GROUP
$16,500Active1.01 Acres00 Chisum Lot 17 Lane, Beech Bluff, TN 38313
MLS# 2505663Listed by: CASEY REALTORS
$16,500Active1.44 Acres00 Chisum Lane Lot 19, Beech Bluff, TN 38313
MLS# 2505664Listed by: CASEY REALTORS
$240,000Pending3 beds 2 baths337 Morning View Cove, Henderson, TN 38340
MLS# 2505662Listed by: RE/MAX REALTY SOURCE
$599,900Pending3 beds 3 baths5,060 sq. ft.96 Tn-200, Luray, TN 38352
MLS# 2505634Listed by: RE/MAX UNLIMITED
$750,000Active14 Acres0 Steed Street, Henderson, TN 38340
MLS# 2505627Listed by: PORCHLIGHT REALTY WEST TN
$208,000Active93 Acres0 Talley Store Road, Henderson, TN 38340
MLS# 2505538Listed by: RE/MAX REALTY SOURCE
$399,900Active98.23 Acres0 State Route 22a Road S, Enville, TN 38332
MLS# 2505482Listed by: EVANS REAL ESTATE
$225,550Active45.11 Acres0 State Route 22a S, Enville, TN 38332
MLS# 3047408Listed by: EVANS REAL ESTATE
$524,900Active7 beds 4 baths4335 Silerton Road, Henderson, TN 38340
MLS# 2505415Listed by: CASEY REALTORS
$359,900Pending4 beds 3 baths2985 Sand Mt Road, Enville, TN 38332
MLS# 2505394Listed by: RE/MAX REALTY SOURCE
$389,900Pending5 beds 4 baths4,636 sq. ft.680 Lott Road, Henderson, TN 38340
MLS# 2505391Listed by: STELLAR REALTY GROUP
$315,000Active3 beds 2 baths3,476 sq. ft.205 Pinecrest Drive, Henderson, TN 38340
MLS# 2505368Listed by: RE/MAX REALTY SOURCE
$289,900Active4 beds 3 baths524 Hill Avenue, Henderson, TN 38340
MLS# 2505359Listed by: EVANS REAL ESTATE
$1,200,000Active149 Acres0 Tn-22 Alt, Henderson, TN 38340
MLS# 2505316Listed by: STELLAR REALTY GROUP
$196,900Active4 beds 2 baths380 Patterson Lane, Finger, TN 38334
MLS# 2505308Listed by: NEXTHOME 383 REAL ESTATE
$235,000Active3 beds 2 baths1980 Sanford Road, Henderson, TN 38340
MLS# 2505300Listed by: CASEY REALTORS
$210,000Active3 beds 2 baths2,456 sq. ft.5060 Enville Road, Henderson, TN 38340
MLS# 2505263Listed by: BLUE SUEDE REALTY
$172,000Active3 beds 1 baths1,365 sq. ft.576 Luray Avenue, Henderson, TN 38340
MLS# 2505218Listed by: EXP REALTY, LLC
$47,000Active7.84 AcresHUGHES RD, Henderson, TN 38340
MLS# 10208864Listed by: FARM & HOME REALTY
$172,000Active3 beds 1 baths576 LURAY AVE, Henderson, TN 38340
MLS# 10208870Listed by: EXP REALTY, LLC
$169,900Active2 beds 1 baths320 CLAYTON RD, Finger, TN 38334-1723
MLS# 10208668Listed by: ACTION REALTY
$60,000Active5.79 Acres315 Roby Road, Reagan, TN 38368
MLS# 2505188Listed by: BLUE SUEDE REALTY
$239,900Active4 beds 2 baths934 Sand Avenue, Henderson, TN 38340
MLS# 2505181Listed by: CASEY REALTORS
$600,000Active217.58 Acres0 Garland Road, Henderson, TN 38340
MLS# 2505164Listed by: PORCHLIGHT REALTY WEST TN
$250,000Active3 beds 2 baths1,682 sq. ft.841 Sanford St, Henderson, TN 38340
MLS# 3032581Listed by: TIFFANY JONES REALTY GROUP, LLC
$146,900Pending2 beds 1 baths806 sq. ft.5865 Enville Rd, Henderson, TN 38340
MLS# 3016079Listed by: BST REALTY
$859,000Pending4 beds 4 baths215 Benson Road, Reagan, TN 38368
MLS# 2504914Listed by: COLDWELL BANKER SOUTHERN REALTY
$598,500Active4 beds 4 baths614 Oneal Lane, Henderson, TN 38340
MLS# 2504894Listed by: CASEY REALTORS
$334,900Active3 beds 2 baths2,112 sq. ft.2885 Old Friendship Road, Finger, TN 38334
MLS# 2504809Listed by: STELLAR REALTY GROUP
$169,900Active3 beds 2 baths1,924 sq. ft.4915 Clifford Rd, Luray, TN 38352
MLS# 3007070Listed by: KELLER WILLIAMS REALTY NASHVILLE/FRANKLIN
$99,900Active2 beds 1 baths328 Baughn Street, Henderson, TN 38340
MLS# 2504731Listed by: CASEY REALTORS
$369,900Active112.22 Acres7258 Hardin Graveyard Road, Enville, TN 38332
MLS# 2600152Listed by: LILLY REALTY
$254,900Pending3 beds 2 baths2,060 sq. ft.757 Christie Loop, Henderson, TN 38340
MLS# 2504611Listed by: RE/MAX REALTY SOURCE
$649,000Pending5 beds 3 baths5166 MIDDLEFORK RD, Luray, TN 38352-0000
MLS# 10211663Listed by: WEICHERT, REALTORS - CRUNK REA
$284,900Active0 AcresX Cedarbrook Lane, Henderson, TN 38340
MLS# 2504574Listed by: EXIT REALTY BLUES CITY
$244,900Active65.9 Acres2800 Plainview Road, Henderson, TN 38340
MLS# 2504461Listed by: CASEY REALTORS
$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
$85,000Active22 Acres00 Tn-225, Henderson, TN 38340
MLS# 2504397Listed by: COLDWELL BANKER SOUTHERN REALTY
$149,999Pending3 beds 2 baths2,366 sq. ft.129 N Carolina Avenue, Henderson, TN 38340
MLS# 2504301Listed by: EXIT REALTY BLUES CITY
$245,000Active3 beds 2 baths135 W THIRD ST, Henderson, TN 38340-1805
MLS# 10205215Listed by: MOLLY MOORE REALTY
$850,000Active-- beds -- baths1,600 sq. ft.115 Chalet Ln, Henderson, TN 38340
MLS# 2990470Listed by: EVANS REAL ESTATE
$619,000Active3 beds 4 baths5,585 sq. ft.325 Ridgewood Drive, Henderson, TN 38340
MLS# 2504214Listed by: STELLAR REALTY GROUP
$229,900Active3 beds 2 baths263 North Avenue, Henderson, TN 38340
MLS# 2504199Listed by: NEXTHOME 383 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
$110,000Active8.77 Acres0 Peddy Vestal Loop, Henderson, TN 38340
MLS# 2504098Listed by: STELLAR REALTY GROUP
$479,900Active246 Acres0 Old Cave Springs Road, Henderson, TN 38340
MLS# 2504093Listed by: PORCHLIGHT REALTY WEST TN
$35,750Active7.44 Acres000 Stewart Road, Henderson, TN 38340
MLS# 2504031Listed by: CASEY REALTORS
$574,900Active3 beds 3 baths10430 STATE ROUTE 100 HWY, Henderson, TN 38340-8408
MLS# 10204209Listed by: EPIQUE REALTY
$549,000Active4 beds 5 baths5,710 sq. ft.50 Braund Road, Henderson, TN 38340
MLS# 2503967Listed by: STELLAR REALTY GROUP
$39,900Active5.5 AcresTract 3 State Route 225, Bethel Springs, TN 38315
MLS# 2501414Listed by: MCIVER LAND & REALTY
$25,000Active2 Acres1575 Hurst Road, Henderson, TN 38340
MLS# 2503934Listed by: CASEY REALTORS
$547,000Pending4 beds 4 baths4,200 sq. ft.300 Greystone Cove, Henderson, TN 38340
MLS# 2503890Listed by: STELLAR REALTY GROUP
$774,000Active5 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
$50,000Active6.35 Acres0 Old Sobby Road, Bethel Springs, TN 38315
MLS# 2503522Listed by: RE/MAX REALTY SOURCE
$525,000Pending4 beds 2 baths2,744 sq. ft.320 Rabbit Ranch Rd, Henderson, TN 38340
MLS# 2963172Listed by: TIFFANY JONES REALTY GROUP, LLC
$185,000Pending2 beds 2 baths1675 Emerson Road, Henderson, TN 38340
MLS# 2600393Listed by: RAGAN REALTY GROUP
$182,900Active5 beds 2 baths325 Jennings Road, Reagan, TN 38368
MLS# 2503148Listed by: CASEY REALTORS
$599,900Pending3 beds 3 baths495 TN-22 ALT HWY, Jacks Creek, TN 38347
MLS# 10199920Listed by: BST REALTY
$464,000Active3 beds 2 baths550 Trice Road, Henderson, TN 38340
MLS# 2505564Listed by: RE/MAX REALTY SOURCE
$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
$375,000Active3 beds 2 baths2,650 sq. ft.316 Meadow Brook Drive, Henderson, TN 38340
MLS# 2502044Listed by: STELLAR REALTY GROUP
$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
$900,000Active3 beds 3 baths1620 Dry Creek Road, Pinson, TN 38366
MLS# 2502000Listed by: RE/MAX REALTY SOURCE
$174,500Pending3 beds 1 baths1,363 sq. ft.927 Woodland Drive, Henderson, TN 38340
MLS# 2504500Listed by: CASEY REALTORS
$224,900Active3 beds 2 baths1,707 sq. ft.1100 Stewart Road, Henderson, TN 38340
MLS# 2501958Listed by: CASEY REALTORS
$219,000Active3 beds 2 baths2,452 sq. ft.320 Benson Road, Reagan, TN 38368
MLS# 2501503Listed by: RE/MAX UNLIMITED
$199,900Pending21 Acres000 Morgan Street, Henderson, TN 38340
MLS# 2500973Listed by: CRYE-LEIKE ELITE
$499,900Active79.97 Acres6145 Tn-225, Henderson, TN 38340
MLS# 2500811Listed by: STELLAR REALTY GROUP
$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.
$44,900Pending13.3 Acres285 Sherry Lane, Enville, TN 38332
MLS# 247770Listed by: HICKMAN REALTY GROUP, INC.-MIL
$29,900Active1.3 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 -- baths2160 Jones Road, Luray, TN 38352
MLS# 245782Listed by: CASEY REALTORS- $39,900Active5 Acres
5 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 
$289,900Pending3 beds 2 baths1,600 sq. ft.290 Potleg, Henderson, TN 38340
MLS# 240367Listed by: CHAMBERWOOD REALTY GROUP
$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
$455,000Active119 Acres000 Stewart Cementery Lane, Enville, TN 38332
MLS# 241461Listed by: CASEY REALTORS
$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 Premier, CENTURY 21 Golden Service Realty & Auction, Inc., 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.