Homes for Sale Under 300K in Dutchess County NY
146 results
Showcase - 106 Winding Wood, Hopewell Junction, NY 12533
- 3 bds
- 2 ba
- 1,680 sqft
LISTING BY: BHHS HUDSON VALLEY PROPERTIES3D Tour 
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- 11 days on Zillow
- Newer roof
- 12 Gary Drive, Hyde Park, NY 12538
- 4 bds
- 2 ba
- -- sqft
LISTING BY: K. FORTUNA REALTY, INC.Newer roof
- 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
- Three generously sized bedrooms
- 1498 Route 55, Lagrangeville, NY 12540
- 3 bds
- 2 ba
- 2,352 sqft
LISTING BY: HOULIHAN LAWRENCE INC.New laminate flooring
- 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 
- 22 hours ago
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- 11 Buttonwood Road, Dover Plains, NY 12522
- 2 bds
- 1 ba
- 480 sqft
LISTING BY: NESTEDGE REALTYShared private pond access
- 206 Old Route 22, Wassaic, NY 12592
- 3 bds
- 1 ba
- 1,360 sqft
LISTING BY: BHHS HUDSON VALLEY PROPERTIES7 days on Zillow
- 2802 Fox Lane, Poughkeepsie, NY 12603
- 2 bds
- 2 ba
- 1,120 sqft
LISTING BY: CLARKE REALTY & ASSOCIATES LLCBeautifully landscaped gated community
- 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
- 10 Cedar Street, Staatsburg, NY 12580
- 3 bds
- 2 ba
- 1,541 sqft
LISTING BY: K. FORTUNA REALTY, INC.38 days on Zillow
- 122 Weil Road, Wingdale, NY 12594
- 2 bds
- 1 ba
- 1,378 sqft
LISTING BY: RIVER REALTY SERVICES, INC.Amazing pastoral setting
- 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)
- 158 Violet Avenue, Poughkeepsie, NY 12601
- 4 bds
- 1 ba
- 1,196 sqft
LISTING BY: BERKSHIRE HATHAWAY HS NY PROP21 days on Zillow
- 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
- 274 Hooker Avenue #B3, Poughkeepsie, NY 12603
- 2 bds
- 2 ba
- 1,200 sqft
LISTING BY: HOWARD HANNA RAND REALTYPrivate fenced patio
- 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)
- 152 N Clinton Street, Poughkeepsie, NY 12601
- 2 bds
- 2 ba
- 1,064 sqft
LISTING BY: CLARKE REALTY & ASSOCIATES LLCContemporary finishes
- 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
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Based on information submitted to the MLS GRID as of 2026-10-20 11:23:10 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)
