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Chester town, NY - homes for sale
51 of 51 results displayed
- New
$310,000Active2 beds 2 baths1,072 sq. ft.3120 Whispering Hills, Chester, NY 10918
MLS# 941582Listed by: JOHN J LEASE REALTORS INC - New
$319,000Active2 beds 2 baths1,072 sq. ft.3917 Whispering Hills, Chester, NY 10918
MLS# 942965Listed by: KELLER WILLIAMS HUDSON VALLEY - New
$600,000Active3 beds 2 baths1,876 sq. ft.44 Cedar Pond Lane, Chester, NY 10918
MLS# 942578Listed by: EXP REALTY - New
$275,000Active2 beds 2 baths1,240 sq. ft.503 Mountain Laurel Drive, Monroe, NY 10950
MLS# 942812Listed by: ARC REALTY 1 IN SALES 
$650,000Active4 beds 3 baths2,318 sq. ft.23 Pewter Circle, Chester, NY 10918
MLS# 939836Listed by: EXP REALTY
Listed by BHGRE$425,000Active4 beds 3 baths2,090 sq. ft.16 Oakland Avenue, Chester, NY 10918
MLS# 939522Listed by: BHG REAL ESTATE GREEN TEAM
$309,900Active3 beds 3 baths1,331 sq. ft.1503 Whispering Hills, Chester, NY 10918
MLS# 937839Listed by: CENTURY 21 E & M WILLIAMS RLTY
Listed by BHGRE$534,900Active3 beds 3 baths1,946 sq. ft.80 Pewter Circle, Chester, NY 10918
MLS# 913254Listed by: BHG REAL ESTATE GREEN TEAM
$290,000Active2 beds 1 baths1,084 sq. ft.2812 Whispering Hills, Chester, NY 10918
MLS# 936470Listed by: EXIT REALTY CONNECTIONS
$304,900Pending2 beds 1 baths1,084 sq. ft.2912 Whispering Hills, Chester, NY 10918
MLS# 937375Listed by: KELLER WILLIAMS REALTY
$299,900Pending3 beds 3 baths1,331 sq. ft.2104 Whispering Hills, Chester, NY 10918
MLS# 936624Listed by: ARC REALTY 1 IN SALES
$295,000Active2 beds 1 baths1,084 sq. ft.1401 Whispering Hills, Chester, NY 10918
MLS# 935471Listed by: HOWARD HANNA RAND REALTY
$324,000Pending4 beds 2 baths1,760 sq. ft.3 Hickory Lane, Monroe, NY 10950
MLS# 935454Listed by: BLOOMING REALTY
$369,900Pending2 beds 1 baths1,084 sq. ft.18 Oakland Avenue, Chester, NY 10918
MLS# 935124Listed by: KELLER WILLIAMS REALTY
$345,000Active3 beds 1 baths1,120 sq. ft.65 Hudson Street, Chester, NY 10918
MLS# 934146Listed by: KELLER WILLIAMS REALTY
$875,000Active3 beds 3 baths2,302 sq. ft.2 Pine Hill Road, Chester, NY 10918
MLS# 933779Listed by: SHAHAR MANAGEMENT LLC
$874,900Active4 beds 2 baths2,466 sq. ft.651 Lakes Road, Monroe, NY 10950
MLS# 929552Listed by: HOWARD HANNA RAND REALTY
$399,000Pending3 beds 4 baths1,698 sq. ft.451 Meri Lane, Monroe, NY 10950
MLS# 932221Listed by: KELLER WILLIAMS VALLEY REALTY
$500,000Active4 beds 3 baths2,098 sq. ft.16 Mari Road, Chester, NY 10918
MLS# 926859Listed by: KELLER WILLIAMS REALTY
$740,000Active4 beds 4 baths2,780 sq. ft.7 Park Place, Chester, NY 10918
MLS# 927218Listed by: CENTURY 21 FULL SERVICE REALTY
$650,000Pending5 beds 4 baths2,550 sq. ft.3 Derose Lane, Chester, NY 10918
MLS# 924694Listed by: HOWARD HANNA RAND REALTY
$425,000Pending3 beds 1 baths1,266 sq. ft.84 Pine Hill Road, Chester, NY 10918
MLS# 926175Listed by: EREALTY ADVISORS, INC
$525,000Pending4 beds 2 baths1,928 sq. ft.219 Bull Mill Road, Chester, NY 10918
MLS# 924125Listed by: KELLER WILLIAMS REALTY
$470,000Pending3 beds 2 baths1,662 sq. ft.24 Oak Drive, Monroe, NY 10950
MLS# 920753Listed by: HOWARD HANNA RAND REALTY
$1,975,000Active6 beds 8 baths7,034 sq. ft.69 Cedar Pond Lane, Chester, NY 10918
MLS# 920071Listed by: FOUR SEASONS SOTHEBYS INTL
$419,999Pending3 beds 3 baths1,698 sq. ft.354 Rande Road, Monroe, NY 10950
MLS# 918265Listed by: HOMESMART HOMES & ESTATES
$475,000Active4 beds 3 baths1,357 sq. ft.70 Main Street, Chester, NY 10918
MLS# 914556Listed by: KELLER WILLIAMS HUDSON VALLEY
$825,000Active3 beds 2 baths2,218 sq. ft.32 Stacey Lane, Chester, NH 03036
MLS# 5060101Listed by: KELLER WILLIAMS REALTY-METROPOLITAN
$430,000Active3 beds 1 baths1,561 sq. ft.33 Meadow Avenue, Chester, NY 10918
MLS# 907272Listed by: RIVER REALTY SERVICES, INC.
$369,000Pending3 beds 3 baths1,331 sq. ft.4703 Whispering Hills Drive, Chester, NY 10918
MLS# 904289Listed by: ARTISAN REALTY
$689,900Pending4 beds 3 baths3,092 sq. ft.2 Dawn Court, Chester, NY 10918
MLS# 905740Listed by: KELLER WILLIAMS HUDSON VALLEY
$559,000Active4 beds 3 baths2,288 sq. ft.12 Juniper Lane, Monroe, NY 10950
MLS# 904879Listed by: HOULIHAN LAWRENCE INC.
$849,900Active4 beds 3 baths2,603 sq. ft.32 Mountainside Drive, Chester, NY 10918
MLS# 901144Listed by: OUR HOUSE REAL ESTATE GROUP
$845,000Pending4 beds 4 baths3,489 sq. ft.11 Saddle Hill Road, Chester, NY 10918
MLS# 899626Listed by: KELLER WILLIAMS REALTY
$425,000Pending4 beds 2 baths1,386 sq. ft.47 Greycourt Avenue, Chester, NY 10918
MLS# 901280Listed by: CURASI REALTY, INC.
$359,900Pending3 beds 2 baths1,376 sq. ft.264 Heritage Lane, Monroe, NY 10950
MLS# 899973Listed by: HOWARD HANNA RAND REALTY
$699,990Active4 beds 3 baths1,867 sq. ft.34 Mountainside Drive, Chester, NY 10918
MLS# 895079Listed by: OUR HOUSE REAL ESTATE GROUP
$509,999Active3 beds 2 baths1,800 sq. ft.391 Bull Mill Road, Chester, NY 10918
MLS# 880804Listed by: CENTURY 21 REALTY CENTER
$515,000Active4 beds 3 baths2,898 sq. ft.25 High Street, Chester, NY 10918
MLS# 883804Listed by: CHRISTIE'S INT. REAL ESTATE
$1,100,000Active4 beds 4 baths4,467 sq. ft.53 Odyssey Drive, Chester, NY 10918
MLS# 881474Listed by: HOWARD HANNA RAND REALTY
$369,000Pending3 beds 3 baths1,585 sq. ft.252 Heritage Lane, Monroe, NY 10950
MLS# 876159Listed by: HOWARD HANNA RAND REALTY
$569,999Active4 beds 3 baths2,040 sq. ft.78 Pickerel Road, Monroe, NY 10950
MLS# 873579Listed by: HOWARD HANNA RAND REALTY
$1,498,888Active4 beds 4 baths7,308 sq. ft.37-39 Main Street, Chester, NY 10918
MLS# 873541Listed by: EXP REALTY
$999,000Pending4 beds 3 baths2,700 sq. ft.893 Laroe And Co Hwy 45, Monroe, NY 10950
MLS# 868706Listed by: CORCORAN COUNTRY LIVING
$350,000Active5.1 AcresOdyssey Drive, Chester, NY 10918
MLS# 858370Listed by: KELLER WILLIAMS REALTY
$1,500,000Active-- beds -- baths206 Greycourt Road #190, Chester, NY 10918
MLS# 836663Listed by: EXP REALTY
$259,000Active20.18 Acres32 Mountainside Drive, Chester, NY 10918
MLS# H6328761Listed by: OUR HOUSE REAL ESTATE GROUP
$225,000Active1 Acres34 Mountainside Drive, Chester, NY 10918
MLS# H6326715Listed by: OUR HOUSE REAL ESTATE GROUP
$479,900Active8.38 Acres30 Harding Way, Monroe, NY 10950
MLS# H6306567Listed by: KELLER WILLIAMS REALTY
$499,000Active4.5 Acres1414 Kings Highway, Chester, NY 10918
MLS# H6282627Listed by: KELLER WILLIAMS REALTY
$500,000Active0.83 AcresMain Street, Chester, NY 10918
MLS# H6204360Listed by: KELLER WILLIAMS REALTY
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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 with an American Home Shield© home warranty. Learn more© 2025 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.