- 3 bds
- 2 ba
- 1,161 sqft
LISTING BY: REAL BROKER NY LLC
Full unfinished basement
Homes for Sale Under $500K in Middletown NY
108 results
- 243-247 Monhagen Avenue, Middletown, NY 10940
- 256 Cottage Street, Middletown, NY 10940
- 3 bds
- 1 ba
- 860 sqft
LISTING BY: KW HUDSON VALLEY UNITEDOpen: Sun 11am-1pm (8/30)
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- 4 Woodrose Court, Middletown, NY 10940
- 3 bds
- 3 ba
- 2,257 sqft
LISTING BY: HOWARD HANNA RAND REALTYOn Market Sep 02
- 9 Ashland Avenue, Middletown, NY 10940
- 4 bds
- 3 ba
- 1,716 sqft
LISTING BY: KW HUDSON VALLEY UNITEDExisting solar panel system
- 10 Creeden Drive, Middletown, NY 10940
- 3 bds
- 2 ba
- 2,210 sqft
LISTING BY: HOMESMART HOMES & ESTATESSpacious level yard
- 608 Kirbytown Road, Middletown, NY 10940
- 2 bds
- 1 ba
- 1,007 sqft
LISTING BY: BHG REAL ESTATE GREEN TEAM5 days on Zillow
- 45 Brola Road, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,966 sqft
LISTING BY: KELLER WILLIAMS REALTYCozy wood-burning fireplace
- 23 W Conkling Avenue, Middletown, NY 10940
- 4 bds
- 3 ba
- 1,625 sqft
LISTING BY: KW HUDSON VALLEY UNITED16 days on Zillow
- 79 Stern Scenic Drive, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,500 sqft
LISTING BY: EXIT REALTY CONNECTIONSModern touches
- 13 Birch Street, Middletown, NY 10940
- 2 bds
- 1 ba
- 432 sqft
LISTING BY: PICTURE IT SOLD, LLCStone wall
- 495 Guymard Turnpike, Middletown, NY 10940
- 5 bds
- 3 ba
- 2,448 sqft
LISTING BY: CRONIN & COMPANY REAL ESTATE31 days on Zillow
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- 21 Manhattan Avenue #19, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,640 sqft
LISTING BY: WEICHERT REALTORSBeautiful fireplace
- 293 Highland Ave Extension, Middletown, NY 10940
- 3 bds
- 1 ba
- 1,246 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPDetached two-car garage
- 43 Brick Pond Road, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,460 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPeaceful setting
- 1630 Goshen Turnpike, Middletown, NY 10941
- 3 bds
- 1 ba
- 1,092 sqft
LISTING BY: MS REALTY GROUP USA, INC15 days on Zillow
- 50 Hampton Court, Middletown, NY 10941
- 3 bds
- 2 ba
- 1,440 sqft
LISTING BY: HOMESMART HOMES & ESTATESRecessed lighting
- 8 Pine Street, Middletown, NY 10940
- 4 bds
- 3 ba
- 2,152 sqft
LISTING BY: KW HUDSON VALLEY UNITEDSpacious canopied deck
- 63 Sycamore Drive #63, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,110 sqft
LISTING BY: PATRICIA SCHILLER REAL EST CO.Open: Sun 12-2pm (8/30)
- 32 Woodstock Lane, Middletown, NY 10941
- 3 bds
- 3 ba
- 2,198 sqft
LISTING BY: HUDSON VALLEY HOME CONNECTIONTons of light
- 50 Scott Drive, Middletown, NY 10941
- 4 bds
- 2 ba
- 1,796 sqft
LISTING BY: KW HUDSON VALLEY UNITEDExpansive backyard
- 27 Lake Claire Drive, Middletown, NY 10940
- 2 bds
- 1 ba
- 1,016 sqft
LISTING BY: COLDWELL BANKER REALTYPrice cut: $20,000 (8/17)
- 50 Sycamore Drive #50, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,340 sqft
LISTING BY: COTTRELL & ASSOCIATES RE CORP.On Market Aug 31
- 25 Church Street, Howells, NY 10932
- 4 bds
- 2 ba
- 1,723 sqft
LISTING BY: REAL ESTATE CIRCUIT INC14 days on Zillow
- On Market Aug 30
- 30 Chestnut Avenue, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,316 sqft
LISTING BY: CORCORAN BAER & MCINTOSHRich dark hardwood floors
- 32 Tarbell Road, Bloomingburg, NY 12721
- 2 bds
- 1 ba
- 1,131 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrice cut: $24,100 (8/27)
- 34 Adams Avenue, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,656 sqft
LISTING BY: IRON VALLEY RE TRI-STATEBright versatile flex room
- 93 Meadow View Drive, Middletown, NY 10940
- 3 bds
- 4 ba
- 1,827 sqft
LISTING BY: KW HUDSON VALLEY UNITEDTwo large bedrooms
- 51 S Shore Drive, Middletown, NY 10940
- 1 bd
- 1 ba
- 360 sqft
LISTING BY: EREALTY ADVISORS, INCBrand-new oversized deck
- 43 Mayer Drive, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,496 sqft
LISTING BY: KW HUDSON VALLEY UNITEDOpen: Sun 1-3pm (8/30)
- 21 Keystone Park, Middletown, NY 10940
- 3 bds
- 1 ba
- 1,080 sqft
LISTING BY: HUDSON VALLEY GRIFFITH23 days on Zillow
- 41 Roosevelt Avenue #39, Middletown, NY 10940
- 3 bds
- 1 ba
- 1,104 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPAbundant natural light
- 141 Ruth Court, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,049 sqft
LISTING BY: CURASI REALTY, INC.Cathedral ceilings
- 122 Castle High Road, Middletown, NY 10940
- 3 bds
- 1 ba
- 1,830 sqft
LISTING BY: CURASI REALTY, INC.Price cut: $15,000 (8/17)
- Spacious bedrooms
- 4 Lincoln Street, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,398 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrice cut: $11,000 (8/10)
- 168 Shawangunk Road, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,545 sqft
LISTING BY: WILLIAM RAVEIS REAL ESTATEOpen: Sun 12-2pm (8/30)
- 39 California Avenue, Middletown, NY 10940
- 4 bds
- 1 ba
- 1,204 sqft
LISTING BY: DALTON WADE INC.Price cut: $20,000 (8/20)
- 678 Prosperous Valley Road, Middletown, NY 10940
- 4 bds
- 2 ba
- 1,861 sqft
LISTING BY: EXP REALTYPrice cut: $14,999 (8/25)
- 172 Mt Joy Road, Middletown, NY 10941
- 3 bds
- 2 ba
- 1,248 sqft
LISTING BY: HOWARD HANNA RAND REALTYCentral air
- 16 Woodland Road, Middletown, NY 10940
- 3 bds
- 1 ba
- 1,250 sqft
LISTING BY: HOWARD HANNA RAND REALTYThree bedroom seasonal ranch
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Based on information submitted to the MLS GRID as of 2026-08-29 16:47:59 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)
