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10918, NY - homes for sale
98 of 98 results displayed
- Coming Soon
$325,900Coming Soon2 beds 2 baths1,072 sq. ft.4108 Whispering Hills, Chester, NY 10918
MLS# 1069532Listed by: KELLER WILLIAMS REALTY - New
$299,900Active3 beds 2 baths1,316 sq. ft.1223 Whispering Hills, Chester, NY 10918
MLS# 1073427Listed by: KW HUDSON VALLEY UNITED - Open Sat, 12 to 2pmNew
$750,000Active4 beds 4 baths2,240 sq. ft.32 Rose Ann Lane, Chester, NY 10918
MLS# 1073047Listed by: DOUGLAS ELLIMAN REAL ESTATE - Open Sat, 12 to 2pmNew
$249,000Active2 beds 1 baths1,084 sq. ft.1212 Whispering Hills, Chester, NY 10918
MLS# 1072811Listed by: KELLER WILLIAMS REALTY - New
$799,000Active4 beds 3 baths2,763 sq. ft.3147 State Route 94, Chester, NY 10918
MLS# 1066197Listed by: MK REALTY INC - Open Sun, 1:30 to 3pmNew
$499,000Active3 beds 2 baths1,712 sq. ft.2836 Route 94, Blooming Grove, NY 10992
MLS# 1070037Listed by: MS REALTY GROUP USA, INC - Open Sun, 1 to 3pmNew
$849,000Active4 beds 3 baths3,676 sq. ft.56 Hardscrabble Road, Chester, NY 10918
MLS# 1067519Listed by: HOWARD HANNA RAND REALTY - New
$475,000Active3 beds 2 baths1,848 sq. ft.3 Mari Road, Sugar Loaf, NY 10918
MLS# 1068654Listed by: DIVINE REALTY NY, LLC - Open Sat, 10am to 12pmNew
$299,999Active3 beds 1 baths1,046 sq. ft.14 School Street, Chester, NY 10918
MLS# 1069090Listed by: HOWARD HANNA RAND REALTY 
$360,000Active3 beds 1 baths1,561 sq. ft.33 Meadow Avenue, Chester, NY 10918
MLS# 1068790Listed by: RIVER REALTY SERVICES, INC.
$919,000Active4 beds 3 baths3,406 sq. ft.82 Goosepond Mountain Road, Chester, NY 10918
MLS# 1034493Listed by: MK REALTY INC
$365,000Active5.1 Acres90 Odyssey Drive, Chester, NY 10918
MLS# 1067328Listed by: RE/MAX TOWN & COUNTRY
$499,000Active3 beds 2 baths2,000 sq. ft.7 Townsend Place, Chester, NY 10918
MLS# 1045305Listed by: NATIONAL VETERANS REALTY GROUP
$250,000Active2.5 AcresQuaker Hill Road, Blooming Grove, NY 10918
MLS# 946165Listed by: FLAG REALTY GROUP
$1,599,999Active6 beds 8 baths7,034 sq. ft.69 Cedar Pond Lane, Chester, NY 10918
MLS# 1066175Listed by: PROMINENT PROPERTIES SOTHEBY'S
$945,000Active4 beds 3 baths2,777 sq. ft.504 Bull Mill Road, Chester, NY 10918
MLS# 1059896Listed by: FLAG REALTY GROUP
$799,000Active4 beds 3 baths2,671 sq. ft.87 Hardscrabble Road, Blooming Grove, NY 10918
MLS# 1063958Listed by: HOMESMART HOMES & ESTATES
$975,000Active5 beds 4 baths5,312 sq. ft.53 Gibson Hill Road, Chester, NY 10918
MLS# 1065336Listed by: EXP REALTY
$880,000Active5 beds 3 baths3,600 sq. ft.2 Periwinkle Court, Chester, NY 10918
MLS# 1062146Listed by: MK REALTY INC
$719,000Active4 beds 3 baths3,763 sq. ft.28 Pewter Circle, Chester, NY 10918
MLS# 1056857Listed by: CENTURY 21 FULL SERVICE REALTY
$239,900Active2 beds 1 baths1,084 sq. ft.2313 Whispering Hills, Chester, NY 10918
MLS# 1061960Listed by: R2M REALTY INC
$1,725,000Active4 beds 3 baths3,348 sq. ft.20 Goshen Road, Chester, NY 10918
MLS# 1061638Listed by: EXP REALTY
$750,000Active4 beds 4 baths3,100 sq. ft.985 Craigville Road, Chester, NY 10918
MLS# 1057348Listed by: HOULIHAN LAWRENCE INC.
$399,000Active3 beds 2 baths1,658 sq. ft.45 Sayer Road, Blooming Grove, NY 10914
MLS# 1057065Listed by: EXP REALTY
$599,000Pending4 beds 5 baths3,326 sq. ft.111 Ayr Road, Chester, NY 10918
MLS# 1049653Listed by: CURASI REALTY, INC.
$1,850,000Active3 beds 3 baths2,404 sq. ft.7 Greycourt Road, Chester, NY 10918
MLS# 1054698Listed by: KW HUDSON VALLEY UNITED
$339,900Active2 beds 2 baths1,086 sq. ft.3706 Whispering Hills, Chester, NY 10918
MLS# 1039289Listed by: EXP REALTY
$299,000Active2 beds 2 baths1,086 sq. ft.2107 Whispering Hills, Chester, NY 10918
MLS# 1050213Listed by: WANSOR REALTY
$485,000Active3 beds 3 baths2,441 sq. ft.94 Booth Road, Chester, NY 10918
MLS# 1050173Listed by: HOWARD HANNA RAND REALTY
$549,000Active4 beds 2 baths2,824 sq. ft.147 Main Street, Chester, NY 10918
MLS# 1052484Listed by: HOWARD HANNA RAND REALTY
$765,000Active4 beds 3 baths2,616 sq. ft.1168 Craigville Road, Chester, NY 10918
MLS# 1050193Listed by: ARC REALTY 1 IN SALES
$499,999Active2 beds 2 baths1,910 sq. ft.19 Meadow Avenue, Chester, NY 10918
MLS# 1050131Listed by: RE/MAX TOWN & COUNTRY
$499,000Pending3 beds 3 baths1,848 sq. ft.264 Bull Mill Road, Chester, NY 10918
MLS# 1049026Listed by: KELLER WILLIAMS REALTY
$879,000Pending3 beds 4 baths3,764 sq. ft.101 Beverly Road, Chester, NY 10918
MLS# 1048079Listed by: GREENE REALTY GROUP
$449,000Pending4 beds 2 baths1,832 sq. ft.8 Townsend Place, Chester, NY 10918
MLS# 1047996Listed by: HOWARD HANNA RAND REALTY
$679,000Active4 beds 4 baths2,960 sq. ft.5 Red Fox Run, Chester, NY 10918
MLS# 1046418Listed by: HOWARD HANNA RAND REALTY
$370,000Active3 beds 3 baths1,331 sq. ft.4704 Whispering Hills, Chester, NY 10918
MLS# 1038636Listed by: SAHAGIAN REALTY LLC
$374,900Pending3 beds 2 baths1,644 sq. ft.260 Gibson Hill Road, Chester, NY 10918
MLS# 1044316Listed by: KELLER WILLIAMS REALTY
$949,000Pending3 beds 3 baths3,591 sq. ft.38 Shore Drive, Blooming Grove, NY 10914
MLS# 1042337Listed by: KW HUDSON VALLEY UNITED
$354,900Active3 beds 3 baths1,331 sq. ft.2921 Whispering Hills, Chester, NY 10918
MLS# 1043986Listed by: ARC REALTY 1 IN SALES
$290,000Active2 beds 2 baths1,053 sq. ft.1005 Whispering Hills, Chester, NY 10918
MLS# 1043197Listed by: CENTURY 21 FULL SERVICE REALTY- Open Sun, 1 to 2:30pm
$729,000Active4 beds 3 baths2,599 sq. ft.121 Conklingtown Road, Chester, NY 10918
MLS# 1042913Listed by: MS REALTY GROUP USA, INC 
$289,000Active2 beds 1 baths1,084 sq. ft.2124 Whispering Hills, Chester, NY 10918
MLS# 1042658Listed by: HOWARD HANNA RAND REALTY- Open Sun, 1:30 to 3:30pm
$599,999Active3 beds 3 baths2,902 sq. ft.3561 Rte 94, Chester, NY 10918
MLS# 1041906Listed by: HOWARD HANNA RAND REALTY 
$699,000Active5 beds 4 baths3,463 sq. ft.65 Oxford Springs Road, Chester, NY 10918
MLS# 1041722Listed by: HOMESMART HOMES & ESTATES
$725,000Active4 beds 3 baths2,280 sq. ft.1 Sanford Avenue, Chester, NY 10918
MLS# 1041533Listed by: REDFIN REAL ESTATE
$459,000Pending4 beds 3 baths2,060 sq. ft.63 Hubshop Road, Chester, NY 10918
MLS# 1039933Listed by: KELLER WILLIAMS REALTY
$839,000Pending4 beds 4 baths2,707 sq. ft.34 Boville Court, Chester, NY 10918
MLS# 1040485Listed by: KELLER WILLIAMS VALLEY REALTY
$690,000Active4 beds 3 baths3,296 sq. ft.13 Bianca Boulevard, Chester, NY 10918
MLS# 1040084Listed by: KELLER WILLIAMS REALTY
$675,000Pending3 beds 3 baths3,202 sq. ft.188 Creamery Pond Road, Chester, NY 10918
MLS# 1038759Listed by: KELLER WILLIAMS REALTY
$440,000Active3 beds 2 baths1,728 sq. ft.1367 Kings Highway, Chester, NY 10918
MLS# 1036770Listed by: GREENE REALTY GROUP
$739,900Active4 beds 4 baths3,080 sq. ft.20 Mountainside Drive, Chester, NY 10918
MLS# 1037562Listed by: EXP REALTY
$789,000Active4 beds 3 baths2,516 sq. ft.3 Garnett Hill Road, Chester, NY 10918
MLS# 1034771Listed by: KELLER WILLIAMS REALTY
$495,000Pending4 beds 2 baths1,820 sq. ft.8 Bridle Lane, Chester, NY 10918
MLS# 1036394Listed by: KELLER WILLIAMS REALTY
$289,000Pending2 beds 1 baths1,004 sq. ft.166 Bull Mill Road, Chester, NY 10918
MLS# 1030923Listed by: KELLER WILLIAMS VALLEY REALTY
$475,000Pending3 beds 2 baths1,624 sq. ft.21 Trotting Drive, Chester, NY 10918
MLS# 1030740Listed by: KELLER WILLIAMS REALTY
$419,000Active3 beds 3 baths1,357 sq. ft.70 Main Street, Chester, NY 10918
MLS# 1034449Listed by: CURASI REALTY, INC.
$724,000Pending4 beds 3 baths2,547 sq. ft.11 Old Dominion Road, Blooming Grove, NY 10914
MLS# 1033893Listed by: MOUNT REALTY
$355,000Active3 beds 3 baths1,331 sq. ft.2522 Whispering Hills, Chester, NY 10918
MLS# 1027103Listed by: HOWARD HANNA RAND REALTY
$399,999Active3 beds 2 baths1,500 sq. ft.66 Whitetail Run, Chester, NY 10918
MLS# 1033721Listed by: HOWARD HANNA RAND REALTY
$750,000Active5 beds 3 baths2,700 sq. ft.3 Hilltop Lane, Chester, NY 10918
MLS# 1031147Listed by: MK REALTY INC
$275,000Active4 beds 1 baths1,504 sq. ft.151 Main Street, Chester, NY 10918
MLS# 1031155Listed by: HUDSON VALLEY GRIFFITH
$760,000Active5 beds 3 baths2,700 sq. ft.1 Hilltop Lane, Chester, NY 10918
MLS# 1031045Listed by: MK REALTY INC
$775,000Active4 beds 3 baths3,070 sq. ft.197 Oxford Road, Chester, NY 10918
MLS# 1012284Listed by: HOWARD HANNA RAND REALTY
$575,000Active6 beds 2 baths68 Conklingtown Road #1&2, Chester, NY 10918
MLS# 992189Listed by: MS REALTY GROUP USA, INC
$750,000Pending5 beds 3 baths2,700 sq. ft.2 Hemlock Court, Chester, NY 10918
MLS# 1025992Listed by: MK REALTY INC
$325,000Active4 beds 2 baths1,560 sq. ft.241 Meadow Avenue, Chester, NY 10918
MLS# 1024779Listed by: KELLER WILLIAMS REALTY
$725,000Pending3 beds 3 baths2,677 sq. ft.1 Arborvitae Court, Chester, NY 10918
MLS# 1024518Listed by: MK REALTY INC
$349,999Pending3 beds 2 baths1,316 sq. ft.3414 Whispering Hills, Chester, NY 10918
MLS# 974398Listed by: KW HUDSON VALLEY UNITED
$499,999Active3 beds 3 baths1,908 sq. ft.11 Chandler Drive, Chester, NY 10918
MLS# 1018371Listed by: COLDWELL BANKER REALTY
$850,000Pending5 beds 3 baths3,200 sq. ft.5 Hilltop Lane, Chester, NY 10918
MLS# 1020076Listed by: MK REALTY INC
$634,999Active4 beds 3 baths2,316 sq. ft.424 Laroe Road, Chester, NY 10918
MLS# 1013375Listed by: EPIQUE REALTY
$769,900Active5 beds 4 baths4,697 sq. ft.19 Grand View Terrace, Chester, NY 10918
MLS# 1012919Listed by: EXP REALTY
$540,000Pending3 beds 2 baths2,332 sq. ft.44 Sayer Road, Blooming Grove, NY 10914
MLS# 1010809Listed by: SAGE REALTY CENTER LLC
$875,000Active4 beds 3 baths3,656 sq. ft.49 Stone Mountain Trail, Chester, NY 10918
MLS# 1011165Listed by: EREALTY ADVISORS, INC
$1,200,000Active4 beds 3 baths2,711 sq. ft.63 Whitetail Run, Chester, NY 10918
MLS# 1010784Listed by: SPIRAL NY REAL ESTATE LLC
$910,000Active4 beds 3 baths3,955 sq. ft.1 Oakland Avenue, Chester, NY 10918
MLS# 1006113Listed by: HOWARD HANNA RAND REALTY
Listed by BHGRE$949,000Active4 beds 3 baths3,332 sq. ft.19 Bull Mine Road, Chester, NY 10918
MLS# 1007687Listed by: BHG REAL ESTATE GREEN TEAM
$549,900Pending3 beds 2 baths2,138 sq. ft.3318 State Route 94, Chester, NY 10918
MLS# 1008703Listed by: HOWARD HANNA RAND REALTY
$999,900Active-- beds -- baths4,032 sq. ft.206 Greycourt Road, Chester, NY 10918
MLS# 1003998Listed by: CRONIN & COMPANY REAL ESTATE
$525,000Pending4 beds 3 baths2,698 sq. ft.24 Walnut Street, Chester, NY 10918
MLS# 1004369Listed by: KELLER WILLIAMS VILLAGE SQ RLT
$349,000Active46 Acres492 Black Meadow Road, Chester, NY 10918
MLS# 1002697Listed by: EXP REALTY
$900,000Active4 beds 3 baths2,588 sq. ft.60 Whitetail Run, Chester, NY 10918
MLS# 1002536Listed by: REALTY BLUE CORP
$894,000Active3 beds 4 baths3,535 sq. ft.220 Oxford Road, Chester, NY 10918
MLS# 000137Listed by: BLOOMING REALTY
$825,000Pending4 beds 3 baths2,732 sq. ft.45 Whitetail Run, Chester, NY 10918
MLS# 999741Listed by: HUDSON VALLEY HOME CONNECTION
$744,999Active4 beds 3 baths2,718 sq. ft.58 Nancy Lane, Chester, NY 10918
MLS# 995624Listed by: HOWARD HANNA RAND REALTY
$1,145,000Active9 beds 7 baths4,965 sq. ft.19 High Street, Chester, NY 10918
MLS# 995148Listed by: KELLER WILLIAMS REALTY
$3,400,000Active4 beds 4 baths7,750 sq. ft.19 Greentree Lane, Chester, NY 10918
MLS# 988789Listed by: SERHANT LLC
$759,900Active4 beds 3 baths2,250 sq. ft.90 Pewter Circle, Chester, NY 10918
MLS# 981270Listed by: KELLER WILLIAMS REALTY
$869,900Pending4 beds 3 baths3,000 sq. ft.10 Wells Sweep Lane, Chester, NY 10918
MLS# 966048Listed by: KELLER WILLIAMS REALTY
$879,900Active4 beds 3 baths3,200 sq. ft.1414 Kings Highway, Chester, NY 10918
MLS# 965992Listed by: KELLER WILLIAMS REALTY
$299,000Active5.7 Acres552 Pine Hill Road, Chester, NY 10918
MLS# 958740Listed by: EREALTY ADVISORS, INC
$379,900Pending2 beds 1 baths1,026 sq. ft.7 Hambletonian Avenue, Chester, NY 10918
MLS# 964090Listed by: HOMESMART HOMES & ESTATES
$699,995Active6 beds 4 baths4,204 sq. ft.487 Black Meadow Road, Chester, NY 10918
MLS# 960665Listed by: JOSEPH BARATTA COMPANY REALTY
$875,000Active5 beds 4 baths3,136 sq. ft.12 Damian Court, Chester, NY 10918
MLS# 950640Listed by: MS REALTY GROUP USA, INC
$275,000Active2 beds 1 baths1,084 sq. ft.2113 Whispering Hills, Chester, NY 10918
MLS# 950534Listed by: KELLER WILLIAMS REALTY
$690,000Pending3 beds 3 baths3,200 sq. ft.23 Renies Road, Monroe, NY 10918
MLS# 904334Listed by: CENTURY 21 FULL SERVICE REALTY
$85,000Active2.08 AcresShaw Rd Off Oxford Road, Blooming Grove, NY 10914
MLS# H6289963Listed by: KELLER WILLIAMS REALTY
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© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.
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 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.