Open: Sat 12-2pm (10/31)
Homes for Sale Under $500K in New Windsor NY
52 results
- 806 Mount Airy Road, Cornwall, NY 12553
- 4 bds
- 2 ba
- 2,336 sqft
LISTING BY: HOWARD HANNA RAND REALTYIn-ground pool
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- 9 Broad Street, New Windsor, NY 12553
- 4 bds
- 2 ba
- 1,757 sqft
LISTING BY: COMPASS GREATER NY, LLCOpen: Sat 1-3pm (10/31)
- 41 Ona Lane, New Windsor, NY 12553
- 4 bds
- 3 ba
- 1,872 sqft
LISTING BY: EXIT REALTY CONNECTIONSOn Market Oct 29
- 28 Beaverbrook Road, New Windsor, NY 12553
- 1 bd
- 1 ba
- 1,428 sqft
LISTING BY: KELLER WILLIAMS VILLAGE SQ RLT38 days on Zillow
- 118 King George Drive, New Windsor, NY 12553
- 2 bds
- 1 ba
- 1,152 sqft
LISTING BY: KELLER WILLIAMS REALTY9 days on Zillow
- 40 Birchwood Drive, New Windsor, NY 12553
- 4 bds
- 3 ba
- 1,296 sqft
LISTING BY: HOWARD HANNA RAND REALTYShowcase 
- 7 Kearney Drive, New Windsor, NY 12553
- 2 bds
- 2 ba
- 1,056 sqft
LISTING BY: KELLER WILLIAMS REALTYOn Market Oct 30
- 160 Highwood Drive, New Windsor, NY 12553
- 3 bds
- 3 ba
- 1,994 sqft
LISTING BY: COMPASS GREATER NY, LLCMaster bedroom suite
- 6 Lannis Avenue, New Windsor, NY 12553
- 3 bds
- 3 ba
- 2,148 sqft
LISTING BY: EREALTY ADVISORS, INCNew roof
- 42 days on Zillow
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- 241 Garden Street, New Windsor, NY 12553
- 3 bds
- 3 ba
- 1,812 sqft
LISTING BY: KW HUDSON VALLEY UNITEDOpen: Sun 12-2pm (11/1)
- 50 Cromwell Terrace #6, New Windsor, NY 12553
- 2 bds
- 1 ba
- 880 sqft
LISTING BY: ARTISAN REALTYPrice cut: $9,500 (10/27)
- 26 days on Zillow
- 36 days on Zillow
- 10 Oakwood Terrace #37, New Windsor, NY 12553
- 3 bds
- 3 ba
- 1,400 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPTranquil wooded views
- 66 Silver Spring Road, New Windsor, NY 12553
- 3 bds
- 1 ba
- 1,592 sqft
LISTING BY: HOWARD HANNA RAND REALTYPrice cut: $24,000 (10/7)
- 178 Mount Airy Road, New Windsor, NY 12553
- 3 bds
- 1 ba
- 1,424 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPLarge private level backyard
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Help others discover what makes this area unique.
Fill out a short survey to help others know what it's like to live here. - 105 Pine Drive, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,392 sqft
LISTING BY: KELLER WILLIAMS VALLEY REALTYCozy fireplace
- 22 Hill View Drive, New Windsor, NY 12553
- 5 bds
- 2 ba
- 2,316 sqft
LISTING BY: KW HUDSON VALLEY UNITEDOpen: Sun 12-2pm (11/1)
- 809 Fairway Court, New Windsor, NY 12553
- 3 bds
- 3 ba
- 2,290 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPPrice cut: $5,000 (10/27)
- 1175 Washington Green, New Windsor, NY 12553
- 2 bds
- 2 ba
- 1,029 sqft
LISTING BY: HOWARD HANNA RAND REALTYTwo generously sized bedrooms
- 136 Lake Road, Salisbury Mills, NY 12577
- 2 bds
- 1 ba
- 1,058 sqft
LISTING BY: WEICHERT REALTORSCozy fireplace
- 20 Hudson Drive, New Windsor, NY 12553
- 3 bds
- 3 ba
- 1,410 sqft
LISTING BY: TACTICAL REALTY LLCCharming split-level home
- 67 Steele Road, New Windsor, NY 12553
- 3 bds
- 3 ba
- 1,934 sqft
LISTING BY: HOLLINGSWORTH REAL ESTATE GRP.18 days on Zillow
- 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)
- 276 Temple Hill Road #706, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,512 sqft
LISTING BY: EREALTY ADVISORS, INCBackyard and private shed
- 120 Highwood Drive, New Windsor, NY 12553
- 3 bds
- 3 ba
- 1,633 sqft
LISTING BY: RIVER REALTY SERVICES, INC.Fully finished basement
- 7 days on Zillow
- Price cut: $20,000 (10/23)
- 276 Temple Hill Road #2001, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,512 sqft
LISTING BY: NATIONAL VETERANS REALTY GROUPOpen: Sat 3-4:30pm (10/31)
- 810 Blooming Grove Turnpike #31, New Windsor, NY 12553
- 1 bd
- 1 ba
- 952 sqft
LISTING BY: HOWARD HANNA RAND REALTYNewer wall-unit air conditioners
- 806 Hawthorn Way, New Windsor, NY 12553
- 3 bds
- 3 ba
- 1,910 sqft
LISTING BY: HOWARD HANNA RAND REALTY64 days on Zillow
- 276 Temple Hill Road #1509, New Windsor, NY 12553
- 2 bds
- 2 ba
- 1,176 sqft
LISTING BY: HOMESMART HOMES & ESTATESPrice cut: $10,000 (9/29)
- Modern appliances
- 2898 Route 9W, Lot 15, New Windsor, NY 12553
- 2 bds
- 1 ba
- 784 sqft
LISTING BY: HOWARD HANNA RAND REALTYPrice cut: $2,000 (10/15)
- 3146 Route 9w #8A, New Windsor, NY 12553
- 2 bds
- 2 ba
- 784 sqft
LISTING BY: HOWARD HANNA RAND REALTYOpen layout
- 703 Little Britain Road, New Windsor, NY 12553
- 4 bds
- 2 ba
- 2,025 sqft
LISTING BY: HUDSON HERITAGE REALTYPrice cut: $20,000 (10/14)
- 276 Temple Hill Road #906, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,512 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUP120 days on Zillow
- 276 Temple Hill Road #1305, New Windsor, NY 12553
- 3 bds
- 2 ba
- 1,512 sqft
LISTING BY: HOMESMART HOMES & ESTATESModern finishes throughout
- 810 Blooming Grove Turnpike #72, New Windsor, NY 12553
- 2 bds
- 1 ba
- 1,260 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUP53 days on Zillow
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Based on information submitted to the MLS GRID as of 2026-10-28 10:18:19 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)
