- 4 bds
- 2 ba
- 2,824 sqft
LISTING BY: HOWARD HANNA RAND REALTY
Off-street parking
Chester NY Luxury Homes
69 results
- 147 Main Street, Chester, NY 10918
- 19 Meadow Avenue, Chester, NY 10918
- 2 bds
- 2 ba
- 1,910 sqft
LISTING BY: RE/MAX TOWN & COUNTRY18 days on Zillow
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- 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)
- 94 Booth Road, Chester, NY 10918
- 3 bds
- 3 ba
- 2,441 sqft
LISTING BY: HOWARD HANNA RAND REALTY9 days on Zillow
- 11 Chandler Drive, Chester, NY 10918
- 3 bds
- 3 ba
- 1,908 sqft
LISTING BY: COLDWELL BANKER REALTYOpen: Sun 12:30-2:30pm (10/4)
- Private loft
- 63 Hubshop Road, Chester, NY 10918
- 4 bds
- 3 ba
- 2,060 sqft
LISTING BY: KELLER WILLIAMS REALTY42 days on Zillow
- 8 Townsend Place, Chester, NY 10918
- 4 bds
- 2 ba
- 1,832 sqft
LISTING BY: HOWARD HANNA RAND REALTYShowcase 
- 1367 Kings Highway, Chester, NY 10918
- 3 bds
- 2 ba
- 1,728 sqft
LISTING BY: GREENE REALTY GROUPOriginal exposed hand-hewn beams
- 66 Whitetail Run, Chester, NY 10918
- 3 bds
- 2 ba
- 1,500 sqft
LISTING BY: HOWARD HANNA RAND REALTYOpen: Sat 12-2pm (10/3)
- 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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- Scenic surroundings
- 260 Gibson Hill Road, Chester, NY 10918
- 3 bds
- 2 ba
- 1,644 sqft
LISTING BY: KELLER WILLIAMS REALTYPeaceful setting
- 33 Meadow Avenue, Chester, NY 10918
- 3 bds
- 1 ba
- 1,561 sqft
LISTING BY: RIVER REALTY SERVICES, INC.Private deck
- 4704 Whispering Hills, Chester, NY 10918
- 3 bds
- 3 ba
- 1,331 sqft
LISTING BY: SAHAGIAN REALTY LLCPrice cut: $10,000 (9/22)
- 2921 Whispering Hills, Chester, NY 10918
- 3 bds
- 3 ba
- 1,331 sqft
LISTING BY: ARC REALTY 1 IN SALESPrice cut: $10,000 (9/24)
- 2522 Whispering Hills, Chester, NY 10918
- 3 bds
- 3 ba
- 1,331 sqft
LISTING BY: HOWARD HANNA RAND REALTYPrice cut: $10,000 (9/9)
- 241 Meadow Avenue, Chester, NY 10918
- 4 bds
- 2 ba
- 1,560 sqft
LISTING BY: KELLER WILLIAMS REALTY80 days on Zillow
- Fresh well-cared-for appeal
- 4 days on Zillow
- 8 days on Zillow
- 1223 Whispering Hills, Chester, NY 10918
- 3 bds
- 2 ba
- 1,316 sqft
LISTING BY: KW HUDSON VALLEY UNITEDCozy fireplace
- 151 Main Street, Chester, NY 10918
- 4 bds
- 1 ba
- 1,504 sqft
LISTING BY: HUDSON VALLEY GRIFFITHRear deck and yard
- 552 Pine Hill Road, Chester, NY 10918
- 5.7 acres lot
LISTING BY: EREALTY ADVISORS, INCPeaceful private setting
- 1005 Whispering Hills, Chester, NY 10918
- 2 bds
- 2 ba
- 1,053 sqft
LISTING BY: CENTURY 21 FULL SERVICE REALTYCentral air conditioning
- 2124 Whispering Hills, Chester, NY 10918
- 2 bds
- 1 ba
- 1,084 sqft
LISTING BY: HOWARD HANNA RAND REALTYShowcase 
- 2113 Whispering Hills, Chester, NY 10918
- 2 bds
- 1 ba
- 1,084 sqft
LISTING BY: KELLER WILLIAMS REALTYNew bathroom
- 1212 Whispering Hills, Chester, NY 10918
- 2 bds
- 1 ba
- 1,084 sqft
LISTING BY: KELLER WILLIAMS REALTYCozy fireplace
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Based on information submitted to the MLS GRID as of 2026-10-01 01:18:05 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)
