- 3 bds
- 3 ba
- 1,200 sqft
LISTING BY: HOWARD HANNA RAND REALTY
139 days on Zillow
Homes for Sale Under $500K in Middletown NY
135 results
- 202 Concord Lane, Middletown, NY 10940
- 91 Jimal Drive, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,133 sqft
LISTING BY: HOWARD HANNA RAND REALTY40 days on Zillow
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- 187 Watkins Avenue, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,545 sqft
REALHOME SERVICES AND SOLUTIONS INC300 days on Zillow
- 678 Prosperous Valley Road, Middletown, NY 10940
- 4 bds
- 2 ba
- 1,861 sqft
LISTING BY: EXP REALTYCozy fireplace
- 95 days on Zillow
- 25 Independence Avenue, Middletown, NY 10940
- 4 bds
- 2 ba
- 1,770 sqft
LISTING BY: PANORAMA REALTYPrice cut: $29,000 (10/13)
- 143 Deer Ct Drive, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,291 sqft
LISTING BY: HOWARD HANNA RAND REALTY41 days on Zillow
- 13 Forest Avenue, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,748 sqft
LISTING BY: HUDSON VALLEY HOME CONNECTIONAdditional living space
- 3 Moriah Lane, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,922 sqft
LISTING BY: HOMESMART HOMES & ESTATESTucked away
- Beautiful outdoor space
- 47 Wickham Avenue #45, Middletown, NY 10940
- 3 bds
- 1 ba
- 1,478 sqft
LISTING BY: HOWARD HANNA RAND REALTYCentral air conditioning
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- 140 days on Zillow
- 30 Reservoir Road, Middletown, NY 10940
- 3 bds
- 1 ba
- 1,072 sqft
LISTING BY: REAL ESTATE CIRCUIT INCPrice cut: $14,999 (10/28)
- 22 Atwood Drive, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,723 sqft
LISTING BY: CURASI REALTY, INC.54 days on Zillow
- 15 Randall Heights, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,976 sqft
LISTING BY: KW HUDSON VALLEY UNITEDNice level backyard
- 86 Woodlake Drive, Middletown, NY 10940
- 3 bds
- 4 ba
- 2,161 sqft
LISTING BY: CRONIN & COMPANY REAL ESTATEPrice cut: $5,000 (10/27)
- 470 Ingrassia Road, Middletown, NY 10940
- 3 bds
- 3 ba
- 2,040 sqft
LISTING BY: HOWARD HANNA RAND REALTYPrice cut: $100 (10/6)
- 12 Walnut Lane, Middletown, NY 10940
- 4 bds
- 2 ba
- 1,932 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrice cut: $20,000 (10/17)
- Finished lower level
- Central air
- 63 Greenway Terrace, Middletown, NY 10941
- 3 bds
- 2 ba
- 1,480 sqft
LISTING BY: KELLER WILLIAMS REALTYPrice cut: $5,000 (10/27)
- 14 Columbia Avenue, Middletown, NY 10940
- 3 bds
- 1 ba
- 954 sqft
LISTING BY: KW HUDSON VALLEY UNITED20 days on Zillow
3D Tour 
- 11 Brittany Drive, Middletown, NY 10940
- 1 bd
- 1 ba
- 879 sqft
LISTING BY: HUDSON VALLEY GRIFFITHSecond-floor condo
- Gas fireplace
- 6-8 Forest Avenue, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,252 sqft
LISTING BY: HUDSON PREMIUM REALTYFlexible living spaces
- 141 Ruth Court, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,049 sqft
LISTING BY: CURASI REALTY, INC.Cathedral ceilings
- 7 Harding Street, Middletown, NY 10940
- 1 bd
- 1 ba
- 980 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrice cut: $15,000 (10/13)
- 1413 Goshen Turnpike, Middletown, NY 10941
- 4 bds
- 3 ba
- 1,796 sqft
LISTING BY: CURASI REALTY, INC.Spacious home
- 83 Deer Ct Drive, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,919 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrice cut: $4,000 (10/23)
- 225 Monhagen Avenue, Middletown, NY 10940
- 4 bds
- 2 ba
- 1,466 sqft
LISTING BY: PANORAMA REALTYPrice cut: $6,000 (10/13)
- 25 Church Street, Howells, NY 10932
- 4 bds
- 2 ba
- 1,723 sqft
LISTING BY: REAL ESTATE CIRCUIT INCOriginal details
- 136 Sycamore Drive, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,110 sqft
LISTING BY: CURASI REALTY, INC.Price cut: $15,100 (10/8)
- 7 Hanover Mews, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,623 sqft
LISTING BY: LOCQUBE NEW YORK, INC.On Market Nov 03
- Spacious bedrooms
- 2 S Aspen Road, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,884 sqft
LISTING BY: GREENE REALTY GROUPInviting outdoor space
- 65 Jimal Drive, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,133 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrice cut: $16,000 (10/16)
- 412 4TH Avenue, Middletown, NY 10940
- 2 bds
- 2 ba
- 924 sqft
LISTING BY: HOWARD HANNA RAND REALTY20 days on Zillow
- One car garage
- 19 Putters Way #9, Middletown, NY 10940
- 2 bds
- 3 ba
- 1,337 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPCommunity pool
- 11 Columbia Avenue, Middletown, NY 10940
- 3 bds
- 1 ba
- 1,248 sqft
LISTING BY: N TIRADO REALTY LLC136 days on Zillow
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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Judy Moriarty, Zillow, Inc., Corp. Broker
Based on information submitted to the MLS GRID as of 2026-10-28 17:23:20 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)
