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Chester County, TN - homes for sale
134 of 134 results displayed
- New
$45,000Active5.5 Acres0 Moss Loop, Enville, TN 38332
MLS# 2604553Listed by: PORCHLIGHT REALTY WEST TN - New
$425,000Active3 beds 2 baths989 Sanford Street, Henderson, TN 38340
MLS# 2604548Listed by: CASEY REALTORS - New
$162,500Active25 Acres0 New Friendship Road, Beech Bluff, TN 38313
MLS# 2604540Listed by: COLDWELL BANKER SOUTHERN REALTY - New
$199,900Active3 beds 2 baths2825 Hughes Road, Henderson, TN 38340
MLS# 2604534Listed by: CASEY REALTORS - New
$199,999Active3 beds 2 baths128 E 6th Street, Henderson, TN 38340
MLS# 2604535Listed by: CASEY REALTORS - New
$599,000Active4 beds 4 baths215 Williams Road, Henderson, TN 38340
MLS# 2604471Listed by: HERITAGE REAL ESTATE, INC - New
$595,000Active3 beds 4 baths270 Oak Ridge Drive, Henderson, TN 38340
MLS# 2604446Listed by: NEXTHOME 383 REAL ESTATE - New
$259,900Active3 beds 2 baths388 Marnie Loop, Henderson, TN 38340
MLS# 2604429Listed by: COLDWELL BANKER SOUTHERN REALTY - New
$269,000Active63 Acres0 Cedar Brook, Henderson, TN 38340
MLS# 3594350Listed by: EXIT REALTY BLUES CITY 
$107,500Active2 beds 1 baths405 Baughn Street, Henderson, TN 38340
MLS# 2604418Listed by: CASEY REALTORS
$489,900Active4 beds 4 baths4,270 sq. ft.659 White Avenue, Henderson, TN 38340
MLS# 2604350Listed by: STELLAR REALTY GROUP
$399,000Active105 Acres105 AC. BIG ROCK TRL, Henderson, TN 38340
MLS# 10230385Listed by: CRYE-LEIKE, INC., REALTORS
$319,990Active3 beds 3 baths1,311 sq. ft.919 Black Heron Street, Henderson, NV 89011
MLS# 2818256Listed by: D R HORTON INC
$244,700Active3 beds 2 baths135 W THIRD ST, Henderson, TN 38340-1805
MLS# 10230341Listed by: MOLLY MOORE REALTY
$239,900Active3 beds 2 baths1,811 sq. ft.636 Mifflin Avenue, Henderson, TN 38340
MLS# 2604295Listed by: CRYE-LEIKE ELITE
$239,900Active3 beds 2 baths1,757 sq. ft.634 Mifflin Avenue, Henderson, TN 38340
MLS# 2604296Listed by: CRYE-LEIKE ELITE
$515,000Active4 beds 3 baths3,026 sq. ft.385 Greystone Cove, Henderson, TN 38340
MLS# 2604294Listed by: STELLAR REALTY GROUP
$199,900Active3 beds 2 baths659 Luray Avenue, Henderson, TN 38340
MLS# 2604282Listed by: NEXTHOME 383 REAL ESTATE
$100,000Active14.09 Acres0 Sheila Drive, Henderson, TN 38340
MLS# 2604278Listed by: HICKMAN REALTY GROUP INC.-JACK
$180,000Active3 beds 2 baths825 Woodland Drive, Henderson, TN 38340
MLS# 2604260Listed by: CASEY REALTORS
$259,900Active3 beds 2 baths3725 Clarks Creek Road, Luray, TN 38352
MLS# 2604209Listed by: NEXTHOME 383 REAL ESTATE
$199,900Active3 beds 2 baths55 Jamar Lane, Henderson, TN 38340
MLS# 2604173Listed by: RAGAN REALTY GROUP
$975,000Active3 beds 4 baths4375 STATE ROUTE 100 W HWY, Henderson, TN 38340
MLS# 10229534Listed by: TENNESSEE RIVER REALTY GROUP,
$50,000Active0.6 Acres0 W 3rd Street, Henderson, TN 38340
MLS# 2604130Listed by: RE/MAX REALTY SOURCE
$3,499,000Active5 beds 8 baths8,264 sq. ft.140 Lake Shore Lane, Henderson, TN 38340
MLS# 3529035Listed by: HAYDEN OUTDOORS LLC
$415,000Active4 beds 3 baths3,886 sq. ft.50 Harmony Lane, Henderson, TN 38340
MLS# 2604117Listed by: SUNRISE PROPERTIES
$499,000Active118 AcresOAK GROVE LN, Henderson, TN 38340
MLS# 10229310Listed by: FARM & HOME REALTY
$244,900Pending3 beds 2 baths4445 State Route 200, Henderson, TN 38340
MLS# 2604102Listed by: RE/MAX REALTY SOURCE
$325,000Active4 beds 3 baths10440 W STATE ROUTE 100 HWY, Henderson, TN 38340-8408
MLS# 10229294Listed by: GROOME & CO.
$325,650Active72.36 Acres00 Mount Pleasant Road, Beech Bluff, TN 38313
MLS# 2604084Listed by: CASEY REALTORS
$125,000Active3 beds 2 baths1341 Old Jacks Creek Road, Henderson, TN 38340
MLS# 2604028Listed by: RE/MAX REALTY SOURCE
$149,900Pending1 beds -- baths2,400 sq. ft.520 Tucker Road, Henderson, TN 38340
MLS# 2604008Listed by: STELLAR REALTY GROUP
$257,000Pending5 beds 3 baths3,054 sq. ft.4925 State Route Hwy 225, Henderson, TN 38340
MLS# 3519080Listed by: TIFFANY JONES REALTY GROUP, LLC
$254,800Active3 beds 2 baths2345 Old Jacks Creek Road, Henderson, TN 38340
MLS# 2603945Listed by: CASEY REALTORS
$299,900Pending3 beds 2 baths110 Fieldcrest Cove, Henderson, TN 38340
MLS# 2603935Listed by: TOWN AND COUNTRY
$299,000Pending3 beds 2 baths2,052 sq. ft.3910 Sand Mountain Rd, Enville, TN 38332
MLS# 2603928Listed by: WENDELL ALEXANDER REALTY
$89,900Active3 beds 1 baths234 Sanford Cove, Henderson, TN 38340
MLS# 2603898Listed by: CASEY REALTORS
$696,000Active5 beds 4 baths4,014 sq. ft.585 Smith Road, Luray, TN 38352
MLS# 2603894Listed by: RE/MAX REALTY SOURCE
$19,900Active0 Acres00 Sanford Street, Henderson, TN 38340
MLS# 2603887Listed by: CASEY REALTORS
$99,500Active3 beds 1 baths221 Sanford Cove, Henderson, TN 38340
MLS# 2603884Listed by: CASEY REALTORS
$224,900Active2 beds 2 baths1,596 sq. ft.534 Galbraith Avenue, Henderson, TN 38340
MLS# 2603857Listed by: CRYE-LEIKE ELITE
$799,900Active108 Acres80 Proctor Road, Henderson, TN 38340
MLS# 2603785Listed by: HICKMAN REALTY GROUP INC.-JACK
$35,000Active5.5 AcresTract 8 State Route 225, Bethel Springs, TN 38315
MLS# 2501415Listed by: MCIVER LAND & REALTY
$435,000Active4 beds 2 baths320 RABBIT RANCH RD, Henderson, TN 38340
MLS# 10227946Listed by: CHILDERS REAL ESTATE
$574,900Active3 beds 3 baths231 Mitchell Street, Henderson, TN 38340
MLS# 2603719Listed by: STELLAR REALTY GROUP
$565,000Active4 beds 3 baths705 Cave Springs Road, Henderson, TN 38340
MLS# 2603696Listed by: PORCHLIGHT REALTY WEST TN
$164,500Active2 beds 1 baths7475 E State Route 100, Jacks Creek, TN 38347
MLS# 2603676Listed by: CASEY REALTORS
$480,000Active143.34 Acres00 S State Route 22a S, Enville, TN 38332
MLS# 2603616Listed by: EVANS REAL ESTATE
$214,900Active3 beds 2 baths137 Fourth Street, Henderson, TN 38340
MLS# 2603526Listed by: CASEY REALTORS
$64,500Active3 Acres1295 Weaver Thomas Road, Henderson, TN 38340
MLS# 2603447Listed by: CASEY REALTORS
$409,900Active3 beds 3 baths1615 Holly Springs Road, Henderson, TN 38340
MLS# 2603438Listed by: RAGAN REALTY GROUP
$199,000Active3 beds 2 baths1,471 sq. ft.460 Kendyl Cv, Henderson, TN 38340
MLS# 3298153Listed by: REZULTS REALTY, LLC
$145,000Pending2 beds 1 baths3280 Pleasant Springs Road, Pinson, TN 38366
MLS# 2603371Listed by: COLDWELL BANKER SOUTHERN REALTY
$239,900Active3 beds 2 baths8800 100 HWY, Jacks Creek, TN 38347
MLS# 10226392Listed by: WEICHERT, REALTORS - CRUNK REA
$225,000Pending4 beds 2 baths2215 State Route 22a S, Jacks Creek, TN 38347
MLS# 2603242Listed by: RE/MAX REALTY SOURCE
$249,000Pending2 beds 1 baths470 North Avenue, Henderson, TN 38340
MLS# 2603206Listed by: STELLAR REALTY GROUP
$635,000Active141 Acres00 State Route 22a S, Henderson, TN 38340
MLS# 2603198Listed by: BUY DIRT AUCTIONS & REALTY
$239,900Active3 beds 2 baths3045 Clifford Road, Luray, TN 38352
MLS# 2603191Listed by: BLUE SUEDE REALTY
$244,900Active4 beds 2 baths130 Simmons Street, Henderson, TN 38340
MLS# 2603178Listed by: CASEY REALTORS
$325,000Pending3 beds 2 baths2,363 sq. ft.1160 Wilson School Road, Henderson, TN 38340
MLS# 2603155Listed by: RE/MAX REALTY SOURCE
$750,000Active7 Acres3695 Us Highway 45 N, Henderson, TN 38340
MLS# 2603127Listed by: CRYE-LEIKE ELITE
$183,350Pending48.25 Acres4600 Silerton Road, Henderson, TN 38340
MLS# 2603106Listed by: CASEY REALTORS
$241,900Active3 beds 2 baths1,678 sq. ft.618 Mifflin Avenue, Henderson, TN 38340
MLS# 2603098Listed by: CRYE-LEIKE ELITE
$576,500Active0 Acres00 E State Route 100 E (tract 3), Henderson, TN 38340
MLS# 2603073Listed by: BUY DIRT AUCTIONS & REALTY
$377,000Active0 Acres00 Highway 100 E (tract 2), Henderson, TN 38340
MLS# 2603074Listed by: BUY DIRT AUCTIONS & REALTY
$225,250Active0 Acres00 Highway 100 E (tract 1), Henderson, TN 38340
MLS# 2603076Listed by: BUY DIRT AUCTIONS & REALTY
$579,900Active3 beds 3 baths4,486 sq. ft.3290 Silerton Road, Henderson, TN 38340
MLS# 2602945Listed by: RE/MAX REALTY SOURCE
$224,900Active3 beds 3 baths610 Mifflin Avenue, Henderson, TN 38340
MLS# 2602931Listed by: CRYE-LEIKE ELITE
$159,900Active50.1 Acres0 Arl Bailey Road, Finger, TN 38334
MLS# 3247974Listed by: SELL YOUR HOME SERVICES, LLC
$109,900Active15.71 Acres0 Old Lula Road, Reagan, TN 38368
MLS# 2602912Listed by: RE/MAX REALTY SOURCE
$54,900Active7.28 Acres00 Old Lula Road, Reagan, TN 38368
MLS# 2602913Listed by: RE/MAX REALTY SOURCE
$245,000Active3 beds 2 baths1,850 sq. ft.320 Benson Rd, Reagan, TN 38368
MLS# 3246905Listed by: RE/MAX UNLIMITED
$182,500Active3 beds 2 baths30640 Highway 125 N, Henderson, TN 38340
MLS# 2602887Listed by: BHGRE CONNER JACKSON
$150,000Active2 beds 1 baths304 Mifflin Avenue, Henderson, TN 38340
MLS# 2602874Listed by: RE/MAX REALTY SOURCE
$1,700,000Active112 Acres1120 Pleasant Ridge Road, Finger, TN 38334
MLS# 2602901Listed by: CRYE-LEIKE ELITE
$58,000Active2 AcresHILL AVE, Henderson, TN 38340
MLS# 10224186Listed by: MOLLY MOORE REALTY
$349,900Pending5 beds 4 baths5,779 sq. ft.450 North Avenue, Henderson, TN 38340
MLS# 2602838Listed by: STELLAR REALTY GROUP
$37,500Active0 Acres00 Barham Avenue, Henderson, TN 38340
MLS# 2602717Listed by: CRYE-LEIKE ELITE
$349,900Active2 beds 2 baths2,100 sq. ft.1380 Harrison Lane, Pinson, TN 38366
MLS# 2602689Listed by: SOUTHERN LIFESTYLE PROPERTIES
$535,000Active4 beds 2 baths100 Valleyview Drive, Henderson, TN 38340
MLS# 2602672Listed by: CASEY REALTORS
$189,900Active3 beds 1 baths1,272 sq. ft.454 White Ave, Henderson, TN 38340
MLS# 3230112Listed by: UNITED COUNTRY - COLUMBIA REALTY & AUCTION
$318,700Active3 beds 2 baths521 Crook Avenue, Henderson, TN 38340
MLS# 2602585Listed by: CASEY REALTORS
$99,900Active29.86 Acres000 Cagle Trail, Henderson, TN 38340
MLS# 2602588Listed by: CASEY REALTORS
$279,900Pending3 beds 3 baths255 Mitchell Lane, Henderson, TN 38340
MLS# 2602566Listed by: CASEY REALTORS
$824,900Active6 beds 5 baths5,831 sq. ft.746 Oneal Lane, Henderson, TN 38340
MLS# 2602558Listed by: STELLAR REALTY GROUP
$325,000Active45.72 Acres320 Peddy Vestal Loop, Henderson, TN 38340
MLS# 2602417Listed by: COLDWELL BANKER SOUTHERN REALTY
$450,000Active3 beds 2 baths1555 Us Highway 45 S Highway, Henderson, TN 38340
MLS# 2602307Listed by: CASEY REALTORS
$599,900Active151 Acres00 Garland Road, Henderson, TN 38340
MLS# 2602172Listed by: HICKMAN REALTY GROUP INC.-JACK
$410,000Active4 beds 2 baths100 Mary Kate Lane, Henderson, TN 38340
MLS# 2602168Listed by: CRYE-LEIKE ELITE
$455,000Active119 Acres000 Stewart Cementery Lane, Enville, TN 38332
MLS# 2602142Listed by: CASEY REALTORS
$210,000Pending3 beds 2 baths2,046 sq. ft.7435 State Route 100 E, Jacks Creek, TN 38347
MLS# 2602065Listed by: RE/MAX REALTY SOURCE
$480,000Active143.34 Acres0 Hwy 22a S, Enville, TN 38332
MLS# 3183906Listed by: EVANS REAL ESTATE
$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
$319,000Active23 Acres00 Williams Road, Henderson, TN 38340
MLS# 2601816Listed by: PORCHLIGHT REALTY WEST TN
$245,000Pending3 beds 2 baths2,452 sq. ft.320 Benson Road, Reagan, TN 38368
MLS# 2601667Listed by: RE/MAX UNLIMITED
$449,999Active4 beds 2 baths940 OLD LULA RD, Reagan, TN 38368
MLS# 10218645Listed by: UC RIVER CITY REALTY
$285,000Active4 beds 3 baths2985 Sand Mt Road, Enville, TN 38332
MLS# 2601411Listed by: RE/MAX REALTY SOURCE
$744,000Active5 beds 4 baths25 Oak Ridge Drive, Henderson, TN 38340
MLS# 2601343Listed by: CRYE-LEIKE ELITE
$159,900Pending2 beds 1 baths337 Hill Avenue, Henderson, TN 38340
MLS# 2601101Listed by: COLDWELL BANKER SOUTHERN REALTY
$159,900Pending3 beds 2 baths730 Old Montezuma Road, Henderson, TN 38340
MLS# 2601063Listed by: STELLAR REALTY GROUP
$89,900Active12 Acres5030 Sand Mountain Rd, Enville, TN 38332
MLS# 3147736Listed by: REAL BROKER
$815,500Active4 beds 3 baths495 Knuckles Road, Henderson, TN 38340
MLS# 2600907Listed by: CASEY REALTORS
$59,900Active8.9 Acres8705 State Route 100 E, Jacks Creek, TN 38347
MLS# 2600795Listed by: NEXTHOME 383 REAL ESTATE
$299,000Pending4 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
$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
$1,300,000Active5 beds 4 baths280 Harris Lane, Henderson, TN 38340
MLS# 2600135Listed by: CASEY REALTORS
$389,900Active3 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
$225,550Active45.11 Acres0 State Route 22a S, Enville, TN 38332
MLS# 3047408Listed by: EVANS REAL ESTATE
$42,995Active7.84 AcresHUGHES RD, Henderson, TN 38340
MLS# 10208864Listed by: FARM & HOME REALTY
$565,000Active217.58 Acres0 Garland Road, Henderson, TN 38340
MLS# 2505164Listed by: PORCHLIGHT REALTY WEST TN
$550,000Pending4 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
$149,900Active0 Acres1170 Keene Road, Enville, TN 38332
MLS# 2504416Listed by: LILLY REALTY
$825,000Active-- beds -- baths5,952 sq. ft.115 Chalet Ln, Henderson, TN 38340
MLS# 2990470Listed by: EVANS REAL ESTATE
$35,750Active7.44 Acres000 Stewart Road, Henderson, TN 38340
MLS# 2504031Listed by: CASEY REALTORS
$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
$157,400Active3 beds 2 baths1295 Mayfield Road, Henderson, TN 38340
MLS# 2502190Listed by: CASEY REALTORS
$31,500Active5 AcresMULLINS RD, Luray, TN 38352
MLS# 10189824Listed by: FARM & HOME REALTY
$450,000Active157.68 AcresHWY 125 HWY, Henderson, TN 38340
MLS# 10179487Listed by: MORRIS AND MORRIS
$45,000Active2 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 
$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, CENTURY 21 Elevate
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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.