Homes for Sale Under 250K in Dutchess County NY
112 results
Showcase - Newer roof
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- 811 Regency Drive #802, Fishkill, NY 12524
- 2 bds
- 2 ba
- 1,100 sqft
LISTING BY: TOLL BROTHERS REAL ESTATE INC.Outdoor saltwater pool
- 34 McKinley Lane, Poughkeepsie, NY 12601
- 2 bds
- 1 ba
- 972 sqft
LISTING BY: HOWARD HANNA RAND REALTYVersatile loft area
- 14 Cedar St, Staatsburg, NY 12580
- 3 bds
- 2 ba
- 1,000 sqft
LISTING BY: THE TRUSS GROUP LLC, Justice Suafoa. Listing provided by NY State MLS3D Tour 
- 11 Buttonwood Road, Dover Plains, NY 12522
- 2 bds
- 1 ba
- 480 sqft
LISTING BY: NESTEDGE REALTYShared private pond access
- 5 Old Post Rd 3 Lot 9, Millerton, NY 12546
- 3 bds
- 1 ba
- 948 sqft
LISTING BY: BHHS HUDSON VALLEY PROPERTIESCentral air
- 44 Oak Drive, Hopewell Junction, NY 12533
- 3 bds
- 2 ba
- 1,472 sqft
LISTING BY: COMPASS GREATER NY, LLCPrice cut: $19,999 (10/7)
- 20 Cardinal Road #117, Hyde Park, NY 12538
- 2 bds
- 2 ba
- 1,248 sqft
LISTING BY: RE/MAX TOWN & COUNTRYPrice cut: $10,000 (9/30)
- 4 Wilbur Road, Pleasant Valley, NY 12569
- 2 bds
- 1 ba
- 1,098 sqft
LISTING BY: BHHS HUDSON VALLEY PROPERTIESHuge deck
- Beautifully renovated bathroom
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- 10 Cedar Street, Staatsburg, NY 12580
- 3 bds
- 2 ba
- 1,541 sqft
LISTING BY: K. FORTUNA REALTY, INC.38 days on Zillow
- 5108 Route 9, Staatsburg, NY 12580
- 4 bds
- 2 ba
- 1,343 sqft
LISTING BY: RIVER REALTY SERVICES, INC.Full basement
- 266 Sylvan Lake Rd #B-19, Hopewell Junction, NY 12533
- 2 bds
- 1 ba
- 1,100 sqft
LISTING BY: HOWARD HANNA RAND REALTYTwo generously sized bedrooms
- 16 jennifer Court, Poughkeepsie, NY 12601
- 2 bds
- 1 ba
- 980 sqft
LISTING BY: RE/MAX TOWN & COUNTRYComfortable bedrooms
- 160 Academy Street #10G, Poughkeepsie, NY 12601
- 1 bd
- 1 ba
- 900 sqft
LISTING BY: HOULIHAN LAWRENCE INC.Beautiful poughkeepsie waterfront
- 109 Bluebird Way, Dover Plains, NY 12522
- 2 bds
- 2 ba
- 980 sqft
LISTING BY: BHHS HUDSON VALLEY PROPERTIESSecond good-sized bedroom
- Price cut: $10,000 (10/12)
- 42 Feller Court, Lagrangeville, NY 12603
- 3 bds
- 2 ba
- 1,300 sqft
LISTING BY: BHHS HUDSON VALLEY PROPERTIESAbundance of natural light
- 139 Sterling Street #139, Beacon, NY 12508
- 2 bds
- 2 ba
- 1,050 sqft
LISTING BY: BHHS HUDSON VALLEY PROPERTIESOpen: Sat 12-2pm (10/24)
- Price cut: $5,000 (10/17)
- 9 Edgar Street, Poughkeepsie, NY 12603
- 4 bds
- 2 ba
- 1,044 sqft
LISTING BY: EREALTY ADVISORS, INC200 days on Zillow
- 95 New Hackensack Rd Road #29, Wappingers Falls, NY 12590
- 3 bds
- 2 ba
- 1,325 sqft
LISTING BY: K. FORTUNA REALTY, INC.Price cut: $5,000 (10/8)
- 166 Rinaldi Boulevard #A, Poughkeepsie, NY 12601
- 2 bds
- 1 ba
- 980 sqft
LISTING BY: INSPIRE REALTY5 days on Zillow
- 4 Benview Road, Hyde Park, NY 12538
- 2 bds
- 1 ba
- 1,388 sqft
LISTING BY: HOWARD HANNA RAND REALTYPrice cut: $5,000 (10/7)
- 149 South Avenue, Poughkeepsie, NY 12601
- 2 bds
- 1 ba
- 850 sqft
LISTING BY: K. FORTUNA REALTY, INC.Price cut: $20,000 (10/16)
- 2 Carnaby #D, Wappingers Falls, NY 12590
- 2 bds
- 1 ba
- 1,030 sqft
LISTING BY: BHHS HUDSON VALLEY PROPERTIESPrice cut: $16,000 (10/14)
- 62 days on Zillow
- 82 Sterling Street #82, Beacon, NY 12590
- 1 bd
- 1 ba
- 714 sqft
LISTING BY: BHHS HUDSON VALLEY PROPERTIESInground pool
- 2740 South Road #H6, Poughkeepsie, NY 12601
- 1 bd
- 1 ba
- 840 sqft
LISTING BY: BHHS HUDSON VALLEY PROPERTIESNewly renovated bathroom
- 52 OSBORNE HILL Road #2, Wappingers Falls, NY 12590
- 3 bds
- 2 ba
- 1,400 sqft
LISTING BY: K. FORTUNA REALTY, INC.Elevated samsung appliances
- 1668 Route 9 #3H, Wappingers Falls, NY 12590
- 2 bds
- 1 ba
- 970 sqft
LISTING BY: BHHS HUDSON VALLEY PROPERTIESAmple visitor parking
- Price cut: $3,000 (10/15)
- 71 MILLER Road #5-6, Hopewell Junction, NY 12533
- 4 bds
- 2 ba
- 1,000 sqft
LISTING BY: HOULIHAN LAWRENCE INC.Perennial gardens
- 2710 South Road #A5, Poughkeepsie, NY 12601
- 2 bds
- 1 ba
- 840 sqft
LISTING BY: BHHS HUDSON VALLEY PROPERTIESQuality vinyl flooring
- 5 Wildwood Drive #18A, Wappingers Falls, NY 12590
- 1 bd
- 1 ba
- 727 sqft
LISTING BY: BHHS HUDSON VALLEY PROPERTIESBasketball court
- 37 View Drive #49, Pleasant Valley, NY 12569
- 3 bds
- 1 ba
- 1,002 sqft
LISTING BY: K FORTUNA LIGHTHOUSE REALTYOpen: Sat 12-5pm (10/24)
- 26 Cooper Road #810, Poughkeepsie, NY 12603
- 2 bds
- 2 ba
- 1,100 sqft
LISTING BY: HOWARD HANNA RAND REALTYPrice cut: $4,900 (10/1)
- 135 Sterling Street #135, Beacon, NY 12508
- 2 bds
- 2 ba
- 1,050 sqft
LISTING BY: COMPASS GREATER NY, LLCPrice cut: $10,000 (10/14)
- 90 Osborne Hill Road #B14, Wappingers Falls, NY 12590
- 2 bds
- 2 ba
- 960 sqft
LISTING BY: EXP REALTYTwo nicely sized bedrooms
- Price cut: $5,000 (10/19)
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Based on information submitted to the MLS GRID as of 2026-10-20 11:18:03 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)
