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Chester County, TN - single-family homes for sale
71 of 71 results displayed
- New
$51,900Active3 beds 2 baths167 W Third Street, Henderson, TN 38340
MLS# 2603321Listed by: COLDWELL BANKER MCKEE REALTY - New
$415,000Active3 beds 3 baths25 Max Lott Lane, Henderson, TN 38340
MLS# 2603294Listed by: STELLAR REALTY GROUP - New
$135,000Active3 beds 2 baths1,484 sq. ft.5885 State Route 225, Henderson, TN 38340
MLS# 3278521Listed by: SELL YOUR HOME SERVICES, LLC - New
$229,900Active4 beds 2 baths2215 State Route 22a S, Jacks Creek, TN 38347
MLS# 2603242Listed by: RE/MAX REALTY SOURCE - New
$249,000Active2 beds 1 baths470 North Avenue, Henderson, TN 38340
MLS# 2603206Listed by: STELLAR REALTY GROUP - New
$239,900Active3 beds 2 baths347 E 4th Street, Henderson, TN 38340
MLS# 2603196Listed by: NEXTHOME 383 REAL ESTATE 
$515,000Pending3 beds -- baths2,488 sq. ft.280 Wayne Harris Road, Henderson, TN 38340
MLS# 2603186Listed by: RE/MAX REALTY SOURCE- New
$218,400Active2 beds 2 baths30 Roby Road, Reagan, TN 38368
MLS# 2603184Listed by: RE/MAX REALTY SOURCE - New
$249,900Active4 beds 2 baths130 Simmons Street, Henderson, TN 38340
MLS# 2603178Listed by: CASEY REALTORS 
$342,500Active3 beds 2 baths2,363 sq. ft.1160 Wilson School Road, Henderson, TN 38340
MLS# 2603155Listed by: RE/MAX REALTY SOURCE
$324,500Pending3 beds 2 baths2,237 sq. ft.1280 Wilson School Road, Henderson, TN 38340
MLS# 2603144Listed by: RE/MAX REALTY SOURCE
$699,000Active4 beds 4 baths3,314 sq. ft.215 Benson Rd, Reagan, TN 38368
MLS# 3260351Listed by: CLEAR CHOICE REALTY
$241,900Active3 beds 2 baths1,678 sq. ft.618 Mifflin Avenue, Henderson, TN 38340
MLS# 2603098Listed by: CRYE-LEIKE ELITE
$89,900Pending1 beds 1 baths412 E Mill Street, Henderson, TN 38340
MLS# 2602985Listed by: CASEY REALTORS
$269,900Pending4 beds 2 baths170 LEAPWOOD DR, Enville, TN 38332-2024
MLS# 10224816Listed by: 2 RIVERS REALTY, LLC
$579,900Active3 beds 3 baths4,486 sq. ft.3290 Silerton Road, Henderson, TN 38340
MLS# 2602945Listed by: RE/MAX REALTY SOURCE
$234,900Active3 beds 3 baths610 Mifflin Avenue, Henderson, TN 38340
MLS# 2602931Listed by: CRYE-LEIKE ELITE
$245,000Active3 beds 2 baths1,850 sq. ft.320 Benson Rd, Reagan, TN 38368
MLS# 3246905Listed by: RE/MAX UNLIMITED
$213,000Active3 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
$388,900Active5 beds 4 baths5,779 sq. ft.450 North Avenue, Henderson, TN 38340
MLS# 2602838Listed by: STELLAR REALTY GROUP
$319,000Pending3 beds 2 baths6 SUNBRIGHT CV, Henderson, TN 38340-1551
MLS# 10224135Listed by: GROOME & CO.
$250,000Pending3 beds 2 baths125 Benson Lane, Luray, TN 38352
MLS# 2602768Listed by: HALTOM REAL ESTATE GROUP
$139,900Active3 beds 1 baths1,368 sq. ft.334 Baughn Street, Henderson, TN 38340
MLS# 2602704Listed by: CASEY REALTORS
$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
$199,900Active3 beds 1 baths1,272 sq. ft.454 White Ave, Henderson, TN 38340
MLS# 3230112Listed by: UNITED COUNTRY - COLUMBIA REALTY & AUCTION
$364,900Pending3 beds 2 baths359 Meadow Brook Drive, Henderson, TN 38340
MLS# 2602589Listed by: RE/MAX REALTY SOURCE
$348,000Active3 beds 2 baths521 Crook Avenue, Henderson, TN 38340
MLS# 2602585Listed by: CASEY REALTORS
$279,900Active3 beds 3 baths255 Mitchell Lane, Henderson, TN 38340
MLS# 2602566Listed by: CASEY REALTORS
$834,900Active6 beds 5 baths5,831 sq. ft.746 Oneal Lane, Henderson, TN 38340
MLS# 2602558Listed by: STELLAR REALTY GROUP
$179,950Active3 beds 1 baths478 Woods Drive, Henderson, TN 38340
MLS# 2602542Listed by: CASEY REALTORS
$385,923Active3 beds 2 baths1155 Ludell Ross Road, Enville, TN 38332
MLS# 2602496Listed by: RE/MAX REALTY SOURCE
$315,000Pending3 beds 2 baths746 Mason Avenue, Henderson, TN 38340
MLS# 2602430Listed by: COLDWELL BANKER SOUTHERN REALTY
$225,000Pending3 beds 2 baths5195 Tn-200, Henderson, TN 38340
MLS# 2602418Listed by: COLDWELL BANKER SOUTHERN REALTY
$239,900Pending4 beds 2 baths484 White Avenue, Henderson, TN 38340
MLS# 2602355Listed by: CRYE-LEIKE ELITE
$399,000Active3 beds 3 baths2,036 sq. ft.1555 Short Road, Pinson, TN 38366
MLS# 2602353Listed by: TOTAL REALTY SOURCE
$195,000Active3 beds 2 baths318 Mifflin Avenue, Henderson, TN 38340
MLS# 2602322Listed by: RE/MAX REALTY SOURCE
$475,000Active3 beds 2 baths1555 Us Highway 45 S Highway, Henderson, TN 38340
MLS# 2602307Listed by: CASEY REALTORS
$2,100,000Active4 beds 5 baths6,943 sq. ft.60 Proctor Road, Henderson, TN 38340
MLS# 2602272Listed by: HICKMAN REALTY GROUP INC.-JACK
$420,000Active4 beds 2 baths100 Mary Kate Lane, Henderson, TN 38340
MLS# 2602168Listed by: CRYE-LEIKE ELITE
$210,000Pending3 beds 2 baths2,046 sq. ft.7435 State Route 100 E, Jacks Creek, TN 38347
MLS# 2602065Listed by: RE/MAX REALTY SOURCE
$319,900Pending3 beds 2 baths766 Mason Avenue, Henderson, TN 38340
MLS# 2601857Listed by: CRYE-LEIKE ELITE
$189,900Pending3 beds 2 baths3705 Clarks Creek Road, Luray, TN 38352
MLS# 2601768Listed by: GREER REAL ESTATE GROUP
$244,900Active3 beds 2 baths3180 State Route 200, Henderson, TN 38340
MLS# 2601708Listed by: CASEY REALTORS
$245,000Active3 beds 2 baths2,452 sq. ft.320 Benson Road, Reagan, TN 38368
MLS# 2601667Listed by: RE/MAX UNLIMITED
$525,000Active4 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
$749,900Active5 beds 4 baths25 Oak Ridge Drive, Henderson, TN 38340
MLS# 2601343Listed by: CRYE-LEIKE ELITE
$188,000Pending3 beds 2 baths473 Galbraith Avenue, Henderson, TN 38340
MLS# 2601262Listed by: PORCHLIGHT REALTY WEST TN
$896,000Active5 beds 5 baths7,126 sq. ft.575 Homestead Lane, Henderson, TN 38340
MLS# 2601184Listed by: STELLAR REALTY GROUP
$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
$869,900Active4 beds 3 baths495 Knuckles Road, Henderson, TN 38340
MLS# 2600907Listed by: CASEY REALTORS
$225,000Pending3 beds 2 baths515 Plunk Road, Henderson, TN 38340
MLS# 2600888Listed by: CRYE-LEIKE ELITE
$264,900Active3 beds 2 baths341 Melodie Circle, Henderson, TN 38340
MLS# 2600829Listed by: PHILLIPS REALTY GROUP
$335,000Pending3 beds 3 baths2,156 sq. ft.185 Leath Ln, Finger, TN 38334
MLS# 3135722Listed by: BST REALTY
$299,000Active4 beds 3 baths2925 State Route 100 W, Henderson, TN 38340
MLS# 2600758Listed by: RE/MAX REALTY SOURCE
$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
$210,000Pending4 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
$389,900Active3 beds 2 baths2130 Hughes Road, Henderson, TN 38340
MLS# 2600066Listed by: HICKMAN REALTY GROUP INC.-JACK
$239,900Pending3 beds 2 baths707 Mifflin Avenue Extension, Henderson, TN 38340
MLS# 2505818Listed by: CRYE-LEIKE ELITE
$112,000Active3 beds 2 baths225 Capps Lane, Pinson, TN 38366
MLS# 2505798Listed by: CASEY REALTORS
$550,000Active4 beds 4 baths614 Oneal Lane, Henderson, TN 38340
MLS# 2504894Listed by: CASEY REALTORS
$244,700Active3 beds 2 baths135 W THIRD ST, Henderson, TN 38340-1805
MLS# 10216352Listed by: MOLLY MOORE REALTY
$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
$157,400Active3 beds 2 baths1295 Mayfield Road, Henderson, TN 38340
MLS# 2502190Listed by: CASEY REALTORS
$55,000Active2 beds 1 baths2160 Jones Road, Luray, TN 38352
MLS# 245782Listed by: CASEY REALTORS
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.