- 3 bds
- 3 ba
- 1,660 sqft
LISTING BY: HOMESMART HOMES & ESTATES
71 days on Zillow
Homes for Sale Under $500K in Middletown NY
124 results
- 81 Silver Lake Sctn Road, Middletown, NY 10940
- 412 4TH Avenue, Middletown, NY 10940
- 2 bds
- 2 ba
- 924 sqft
LISTING BY: HOWARD HANNA RAND REALTY5 days on Zillow
Loading...
- 13 Forest Avenue, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,748 sqft
LISTING BY: HUDSON VALLEY HOME CONNECTIONPrice cut: $31,000 (9/17)
- 141 Ruth Court, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,049 sqft
LISTING BY: CURASI REALTY, INC.Cathedral ceilings
- 6 Charlotte Mews, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,413 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrice cut: $10,000 (9/19)
- 187 Watkins Avenue, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,545 sqft
REALHOME SERVICES AND SOLUTIONS INC285 days on Zillow
- 58 Cobblestone Lane, Middletown, NY 10940
- 3 bds
- 3 ba
- 2,500 sqft
LISTING BY: HOWARD HANNA RAND REALTYTwo-car attached garage
- 202 Concord Lane, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,200 sqft
LISTING BY: HOWARD HANNA RAND REALTY125 days on Zillow
- 12 Walnut Lane, Middletown, NY 10940
- 4 bds
- 2 ba
- 1,932 sqft
LISTING BY: KW HUDSON VALLEY UNITEDSpacious backyard
- 95 Silver Lake Sctn Road, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,753 sqft
LISTING BY: EXP REALTYPrice cut: $20,000 (10/14)
- 132 Sycamore Drive, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,342 sqft
LISTING BY: CURASI REALTY, INC.21 days on Zillow
Loading...
- One car garage
- 2 S Aspen Road, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,884 sqft
LISTING BY: GREENE REALTY GROUPInviting outdoor space
- 63 Greenway Terrace, Middletown, NY 10941
- 3 bds
- 2 ba
- 1,480 sqft
LISTING BY: KELLER WILLIAMS REALTYPrice cut: $10,000 (9/24)
- 25 Independence Avenue, Middletown, NY 10940
- 4 bds
- 2 ba
- 1,770 sqft
LISTING BY: PANORAMA REALTYPrice cut: $29,000 (10/13)
- 21 Black Stallion Court, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,388 sqft
LISTING BY: KELLER WILLIAMS REALTY63 days on Zillow
- 83 Deer Ct Drive, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,919 sqft
LISTING BY: KW HUDSON VALLEY UNITEDInground pool
- 14 Brick Pond Road, Middletown, NY 10940
- 1 bd
- 2 ba
- 785 sqft
LISTING BY: HOWARD HANNA RAND REALTY37 days on Zillow
- 14 Airport Road, Middletown, NY 10940
- 2 bds
- 1 ba
- 1,164 sqft
LISTING BY: KW HUDSON VALLEY UNITEDRear deck
- 19 Putters Way #9, Middletown, NY 10940
- 2 bds
- 3 ba
- 1,337 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPCommunity pool
- 40 Academy Avenue, Middletown, NY 10940
- 2 bds
- 1 ba
- 1,248 sqft
LISTING BY: KW HUDSON VALLEY UNITED39 days on Zillow
- 225 Monhagen Avenue, Middletown, NY 10940
- 4 bds
- 2 ba
- 1,466 sqft
LISTING BY: PANORAMA REALTYPrice cut: $6,000 (10/13)
- 4 Woodrose Court, Middletown, NY 10940
- 3 bds
- 3 ba
- 2,257 sqft
LISTING BY: HOWARD HANNA RAND REALTYSwimming pool
- 16 Earle Street #14 1/2, Middletown, NY 10940
- 2 bds
- 1 ba
- 1,019 sqft
LISTING BY: PREFERRED PROPERTIES REAL ESTA59 days on Zillow
- 11 Columbia Avenue, Middletown, NY 10940
- 3 bds
- 1 ba
- 1,248 sqft
LISTING BY: N TIRADO REALTY LLC122 days on Zillow
- 19 Putters Way #6, Middletown, NY 10940
- 2 bds
- 3 ba
- 1,337 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrice cut: $10,000 (10/8)
- 18 Deer Court Drive, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,291 sqft
LISTING BY: HUDSON PREMIUM REALTYPrice cut: $8,000 (10/5)
- 7 Harding Street, Middletown, NY 10940
- 1 bd
- 1 ba
- 980 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrice cut: $15,000 (10/13)
- 24 Lilac Street, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,473 sqft
LISTING BY: KW HUDSON VALLEY UNITEDSingle-level living
- 126 days on Zillow
- 50 Sycamore Drive #50, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,340 sqft
LISTING BY: COTTRELL & ASSOCIATES RE CORP.49 days on Zillow
- 66 Deer Ct Drive, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,146 sqft
LISTING BY: KW HUDSON VALLEY UNITED166 days on Zillow
- 48 days on Zillow
- 22 Atwood Drive, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,723 sqft
LISTING BY: CURASI REALTY, INC.40 days on Zillow
- 63 Sycamore Drive #63, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,110 sqft
LISTING BY: PATRICIA SCHILLER REAL EST CO.Formal dining room
- 132 days on Zillow
- 65 Jimal Drive, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,133 sqft
LISTING BY: KW HUDSON VALLEY UNITEDCentral air
- 15 Kendal Lane, Middletown, NY 10940
- 2 bds
- 3 ba
- 1,241 sqft
LISTING BY: KW HUDSON VALLEY UNITEDSpacious second bedroom
- 35 Lexington Way, Middletown, NY 10940
- 2 bds
- 3 ba
- 1,348 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrice cut: $14,100 (10/5)
- 5 Kendal Lane, Middletown, NY 10940
- 2 bds
- 3 ba
- 1,241 sqft
LISTING BY: KW HUDSON VALLEY UNITEDBright open floor plan
- 21 days on Zillow
to get email alerts when listings hit the market.
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 2026-10-14 14:43:19 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)
