- 2 bds
- 1 ba
- 1,004 sqft
LISTING BY: KELLER WILLIAMS VALLEY REALTY
Price cut: $51,000 (9/10)
Chester NY Real Estate & Homes For Sale
73 results
- 166 Bull Mill Road, Chester, NY 10918
- 6 Old Dominion Road, Blooming Grove, NY 10914
- 4 bds
- 2 ba
- 2,116 sqft
LISTING BY: RE/MAX PRIME PROPERTIESFarmhouse character
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- 241 Meadow Avenue, Chester, NY 10918
- 4 bds
- 2 ba
- 1,560 sqft
LISTING BY: KELLER WILLIAMS REALTY71 days on Zillow
- Fresh well-cared-for appeal
- 8 Townsend Place, Chester, NY 10918
- 4 bds
- 2 ba
- 1,832 sqft
LISTING BY: HOWARD HANNA RAND REALTYShowcase 
- 260 Gibson Hill Road, Chester, NY 10918
- 3 bds
- 2 ba
- 1,644 sqft
LISTING BY: KELLER WILLIAMS REALTYPeaceful setting
- 151 Main Street, Chester, NY 10918
- 4 bds
- 1 ba
- 1,504 sqft
LISTING BY: HUDSON VALLEY GRIFFITHPrice cut: $26,000 (8/27)
- 1223 Whispering Hills, Chester, NY 10918
- 3 bds
- 2 ba
- 1,316 sqft
LISTING BY: KW HUDSON VALLEY UNITEDCozy fireplace
- 66 Whitetail Run, Chester, NY 10918
- 3 bds
- 2 ba
- 1,500 sqft
LISTING BY: HOWARD HANNA RAND REALTYPrice cut: $14,000 (9/15)
- 1212 Whispering Hills, Chester, NY 10918
- 2 bds
- 1 ba
- 1,084 sqft
LISTING BY: KELLER WILLIAMS REALTYCozy fireplace
- 21 Trotting Drive, Chester, NY 10918
- 3 bds
- 2 ba
- 1,624 sqft
LISTING BY: KELLER WILLIAMS REALTYFully renovated kitchen
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- 38 Shore Drive, Blooming Grove, NY 10914
- 3 bds
- 3 ba
- 3,591 sqft
LISTING BY: KW HUDSON VALLEY UNITED24 days on Zillow
- Full basement
- Price cut: $14,000 (8/31)
- Covered porch
- 63 Hubshop Road, Chester, NY 10918
- 4 bds
- 3 ba
- 2,060 sqft
LISTING BY: KELLER WILLIAMS REALTY33 days on Zillow
- 1 Oakland Avenue, Chester, NY 10918
- 4 bds
- 3 ba
- 3,955 sqft
LISTING BY: HOWARD HANNA RAND REALTYOpen: Sat 12-2pm (9/26)
- 69 Cedar Pond Lane, Chester, NY 10918
- 6 bds
- 8 ba
- 7,034 sqft
LISTING BY: PROMINENT PROPERTIES SOTHEBY'SPrice cut: $85,001 (9/21)
- 1005 Whispering Hills, Chester, NY 10918
- 2 bds
- 2 ba
- 1,053 sqft
LISTING BY: CENTURY 21 FULL SERVICE REALTYCentral air conditioning
- 173 Creamery Pond Road, Chester, NY 10918
- 3 bds
- 3 ba
- 2,533 sqft
LISTING BY: KELLER WILLIAMS REALTYPrice cut: $30,000 (9/11)
- 68 Conklingtown Road #1&2, Chester, NY 10918
- 6 bds
- 2 ba
- -- sqft
LISTING BY: MS REALTY GROUP USA, INC62 days on Zillow
- 2124 Whispering Hills, Chester, NY 10918
- 2 bds
- 1 ba
- 1,084 sqft
LISTING BY: HOWARD HANNA RAND REALTYOpen: Sat 12-2pm (9/26)
- Garage doors
- 5 Red Fox Run, Chester, NY 10918
- 4 bds
- 4 ba
- 2,960 sqft
LISTING BY: HOWARD HANNA RAND REALTYTiffany-style lighting
- 4008 Whispering Hills Drive, Chester, NY 10918
- 2 bds
- 2 ba
- 1,072 sqft
LISTING BY: HOWARD HANNA RAND REALTYCentral air
- 34 Boville Court, Chester, NY 10918
- 4 bds
- 4 ba
- 2,707 sqft
LISTING BY: KELLER WILLIAMS VALLEY REALTY33 days on Zillow
- 1168 Craigville Road, Chester, NY 10918
- 4 bds
- 3 ba
- 2,616 sqft
LISTING BY: ARC REALTY 1 IN SALESPrivate wooded colonial
- 11 Chandler Drive, Chester, NY 10918
- 3 bds
- 3 ba
- 1,908 sqft
LISTING BY: COLDWELL BANKER REALTYFinished basement
- 24 Walnut Street, Chester, NY 10918
- 4 bds
- 3 ba
- 2,698 sqft
LISTING BY: KELLER WILLIAMS VILLAGE SQ RLTPrice cut: $14,000 (9/11)
- 2 Pine Hill Road, Chester, NY 10918
- 3 bds
- 3 ba
- 2,302 sqft
LISTING BY: ELLIS SOTHEBY'S INTL REALTY164 days on Zillow
- 412 Laroe Road, Chester, NY 10918
- 3 bds
- 2 ba
- 1,848 sqft
LISTING BY: HOWARD HANNA RAND REALTYPrice cut: $10,000 (9/10)
- 147 Main Street, Chester, NY 10918
- 4 bds
- 2 ba
- 2,824 sqft
LISTING BY: HOWARD HANNA RAND REALTYOff-street parking
- 2113 Whispering Hills, Chester, NY 10918
- 2 bds
- 1 ba
- 1,084 sqft
LISTING BY: KELLER WILLIAMS REALTYPrice cut: $20,000 (8/26)
- 1367 Kings Highway, Chester, NY 10918
- 3 bds
- 2 ba
- 1,728 sqft
LISTING BY: GREENE REALTY GROUPOriginal exposed hand-hewn beams
- 82 days on Zillow
- 89 days on Zillow
- 50 Hambletonian Avenue, Chester, NY 10918
- 3 bds
- 2 ba
- 1,583 sqft
LISTING BY: HOWARD HANNA RAND REALTYPrice cut: $29,900 (8/26)
- 58 Nancy Lane, Chester, NY 10918
- 4 bds
- 3 ba
- 2,718 sqft
LISTING BY: HOWARD HANNA RAND REALTYPrice cut: $5,000 (9/16)
- 3 Garnett Hill Road, Chester, NY 10918
- 4 bds
- 3 ba
- 2,516 sqft
LISTING BY: KELLER WILLIAMS REALTY42 days on Zillow
- 2 Garnett Hill Road, Chester, NY 10918
- 5 bds
- 3 ba
- 4,772 sqft
LISTING BY: PLATINUM REALTY ASSOCIATESExpansive windows
- 13 Bianca Boulevard, Chester, NY 10918
- 4 bds
- 3 ba
- 3,296 sqft
LISTING BY: KELLER WILLIAMS REALTY34 days on Zillow
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Based on information submitted to the MLS GRID as of 2026-09-21 19:53:33 PDT All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. [Click here for more information](/mls-disclaimers/#778)
