- 4 bds
- 3 ba
- 3,408 sqft
LISTING BY: HOWARD HANNA RAND REALTY
12553 Single Family Homes
54 results
- 110 Winding Brook Court, New Windsor, NY 12553
Showcase - 258 Riley Road, New Windsor, NY 12553
- 3 bds
- 1 ba
- 1,716 sqft
LISTING BY: CENTURY 21 REALTY CENTERCharming older home
Loading...
- Peaceful setting
- 28 Marshall Drive W, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,616 sqft
LISTING BY: HOMESMART HOMES & ESTATESBeautifully updated
- 7 Kearney Drive, New Windsor, NY 12553
- 2 bds
- 2 ba
- 1,056 sqft
LISTING BY: KELLER WILLIAMS REALTY16 days on Zillow
- 2002 Independence Drive, New Windsor, NY 12553
- 4 bds
- 3 ba
- 2,889 sqft
LISTING BY: HOWARD HANNA RAND REALTY7 hours ago
- 20 Ivy Rock Lane, New Windsor, NY 12553
- 3 bds
- 2 ba
- 2,165 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUP35 days on Zillow
- 2081 Independence Drive, New Windsor, NY 12553
- 4 bds
- 3 ba
- 2,808 sqft
LISTING BY: HOWARD HANNA RAND REALTYImmaculate interior
- Single-level living
- 41 Ona Lane, New Windsor, NY 12553
- 4 bds
- 3 ba
- 1,872 sqft
LISTING BY: EXIT REALTY CONNECTIONS18 days on Zillow
- 6 Lannis Avenue, New Windsor, NY 12553
- 3 bds
- 3 ba
- 2,148 sqft
LISTING BY: EREALTY ADVISORS, INCNew roof
Loading...
- 17 Willow Parkway, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,760 sqft
LISTING BY: SHAHAR MANAGEMENT LLCNew roof
- 40 Birchwood Drive, New Windsor, NY 12553
- 4 bds
- 3 ba
- 1,296 sqft
LISTING BY: HOWARD HANNA RAND REALTYShowcase 
- 409 Carlton Circle, New Windsor, NY 12553
- 4 bds
- 3 ba
- 2,500 sqft
LISTING BY: FOUR SEASONS SOTHEBY'S INT'L RTudor-style home
- 2508 Constitution Way, New Windsor, NY 12553
- 4 bds
- 3 ba
- 2,376 sqft
LISTING BY: HOWARD HANNA RAND REALTYShowcase 
- 105 Pine Drive, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,392 sqft
LISTING BY: KELLER WILLIAMS VALLEY REALTYCozy fireplace
- 16 McDonald Court, New Windsor, NY 12553
- 4 bds
- 3 ba
- 2,772 sqft
LISTING BY: KELLER WILLIAMS VILLAGE SQ RLTOpen: Sat 12-2pm (11/14)
- 22 Hill View Drive, New Windsor, NY 12553
- 5 bds
- 2 ba
- 2,316 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrice cut: $26,000 (10/22)
- 160 Highwood Drive, New Windsor, NY 12553
- 3 bds
- 3 ba
- 1,994 sqft
LISTING BY: COMPASS GREATER NY, LLCMaster bedroom suite
- 56 days on Zillow
- 1964 State Route 32, New Windsor, NY 12553
- 4 bds
- 3 ba
- 3,160 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPPrice cut: $45,100 (11/11)
- 102 Pleasant Hill Road, New Windsor, NY 12553
- 5 bds
- 5 ba
- 4,499 sqft
LISTING BY: HOWARD HANNA RAND REALTY32 days on Zillow
- 51 days on Zillow
- 9 Broad Street, New Windsor, NY 12553
- 4 bds
- 2 ba
- 1,757 sqft
LISTING BY: COMPASS GREATER NY, LLC17 days on Zillow
- Working fireplace
- 57 Keats Drive, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,704 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPModern updates throughout
- 276 Temple Hill Road #1305, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,512 sqft
LISTING BY: HOMESMART HOMES & ESTATESModern finishes throughout
- 241 Garden Street, New Windsor, NY 12553
- 3 bds
- 3 ba
- 1,812 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrice cut: $10,000 (10/22)
- 66 Silver Spring Road, New Windsor, NY 12553
- 3 bds
- 1 ba
- 1,592 sqft
LISTING BY: HOWARD HANNA RAND REALTYPrivate koi pond
- 584 Shore Drive, New Windsor, NY 12553
- 4 bds
- 3 ba
- 2,518 sqft
LISTING BY: UNITED RE HUDSON VALLEY EDGEPrice cut: $20,000 (10/14)
- 15 days on Zillow
- 703 Little Britain Road, New Windsor, NY 12553
- 4 bds
- 2 ba
- 2,025 sqft
LISTING BY: HUDSON HERITAGE REALTYPrice cut: $20,000 (11/11)
- 15 Guernsey Drive, New Windsor, NY 12553
- 4 bds
- 3 ba
- 2,052 sqft
LISTING BY: KELLER WILLIAMS VILLAGE SQ RLT53 days on Zillow
- Recessed lighting
- 95 Riley Road, New Windsor, NY 12553
- 2 bds
- 1 ba
- 1,085 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrice cut: $5,000 (10/22)
- 2723 Colonial Drive, New Windsor, NY 12553
- 4 bds
- 3 ba
- 2,488 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUP191 days on Zillow
- 45 Frank Street, New Windsor, NY 12553
- 4 bds
- 3 ba
- 2,552 sqft
LISTING BY: KELLER WILLIAMS VILLAGE SQ RLTOpen: Sat 12-2pm (11/14)
- 39 Clintonwood Drive, New Windsor, NY 12553
- 5 bds
- 3 ba
- 2,291 sqft
LISTING BY: HOMESMART HOMES & ESTATESBright and inviting interior
- 79 Frank Street, New Windsor, NY 12553
- 4 bds
- 3 ba
- 2,661 sqft
LISTING BY: KELLER WILLIAMS VILLAGE SQ RLTOpen: Sat 12-2pm (11/14)
- 17 Old Hemlock Drive, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,807 sqft
LISTING BY: HOULIHAN LAWRENCE INC.Striking cabinetry
- Price cut: $20,000 (10/23)
to get email alerts when listings hit the market.
IDX information © 2026 by the Hudson Valley Catskill Region MLS. All Rights Reserved. The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS. Information is deemed reliable but is not guaranteed accurate by the MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of 2026-11-12 08:57:38 PST 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)
