- 3 bds
- 2 ba
- 1,451 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUP
Original details
Homes for Sale Under 300K in Middletown NY
43 results
- 721 Goshen Turnpike, Circleville, NY 10919
- 542 Dosen Road, Middletown, NY 10940
- 2 bds
- 1 ba
- 826 sqft
LISTING BY: KELLER WILLIAMS REALTYDetached garage
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- 122 Castle High Road, Middletown, NY 10940
- 3 bds
- 1 ba
- 1,830 sqft
LISTING BY: CURASI REALTY, INC.Price cut: $24,001 (10/7)
- 13 Birch Street, Middletown, NY 10940
- 2 bds
- 1 ba
- 432 sqft
LISTING BY: PICTURE IT SOLD, LLCPrice cut: $10,000 (9/15)
- 79 Stern Scenic Drive, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,500 sqft
LISTING BY: EXIT REALTY CONNECTIONSModern touches
- 32 Abraham Joseph Cir #32, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,232 sqft
LISTING BY: ELLIOTT AND POMEROY INC, Mary Hovanec. Listing provided by NY State MLS4 days on Zillow
- 25 Church Street, Howells, NY 10932
- 4 bds
- 2 ba
- 1,723 sqft
LISTING BY: REAL ESTATE CIRCUIT INCPrice cut: $20,000 (9/17)
- 32 Tarbell Road, Bloomingburg, NY 12721
- 2 bds
- 1 ba
- 1,131 sqft
LISTING BY: KW HUDSON VALLEY UNITEDPrice cut: $14,901 (10/8)
- Ample visitor parking
- 35 Lake Claire Drive, Middletown, NY 10940
- 2 bds
- 1 ba
- 742 sqft
LISTING BY: EREALTY ADVISORS, INCQuiet lake
- 50 Hampton Court, Middletown, NY 10941
- 3 bds
- 2 ba
- 1,440 sqft
LISTING BY: HOMESMART HOMES & ESTATESRecessed lighting
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- 51 S Shore Drive, Middletown, NY 10940
- 1 bd
- 1 ba
- 360 sqft
LISTING BY: EREALTY ADVISORS, INCBrand-new oversized deck
- Modern appliances
- 10 days on Zillow
- 256 Cottage Street, Middletown, NY 10940
- 3 bds
- 1 ba
- 860 sqft
LISTING BY: KW HUDSON VALLEY UNITEDNatural gas heat
- 13 Jimal Drive, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,245 sqft
LISTING BY: HUDSON PREMIUM REALTYRecently updated condo
- Price cut: $15,000 (9/21)
- 11 Brittany Drive, Middletown, NY 10940
- 1 bd
- 1 ba
- 879 sqft
LISTING BY: HUDSON VALLEY GRIFFITHPrice cut: $16,000 (9/18)
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Fill out a short survey to help others know what it's like to live here. - 27 Bonnell Pl, Middletown, NY 10940
- 2 bds
- 1 ba
- 864 sqft
LISTING BY: HARMONIOUS HOME REALTY LLC, Yixuan Zhao. Listing provided by NY State MLSPrice cut: $10,000 (10/6)
- 136 Sycamore Drive, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,110 sqft
LISTING BY: CURASI REALTY, INC.Price cut: $15,100 (10/8)
- 43 Brick Pond Road, Middletown, NY 10940
- 3 bds
- 3 ba
- 1,460 sqft
LISTING BY: KW HUDSON VALLEY UNITEDOpen: Sat 1-3pm (10/17)
- 21 Dolson Avenue, Middletown, NY 10940
- 2 bds
- 1 ba
- 1,181 sqft
LISTING BY: KELLER WILLIAMS REALTYFunctional kitchen
- 122 Sycamore Drive, Middletown, NY 10940
- 1 bd
- 1 ba
- 830 sqft
LISTING BY: RE/MAX BENCHMARK REALTY GROUPGenerously sized bedroom
- 143 Deer Ct Drive, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,291 sqft
LISTING BY: HOWARD HANNA RAND REALTY26 days on Zillow
- 12 Hidden Valley Drive, Middletown, NY 10941
- 2 bds
- 2 ba
- 1,152 sqft
LISTING BY: EPIQUE REALTYCentral air
- 91 Jimal Drive, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,133 sqft
LISTING BY: HOWARD HANNA RAND REALTY26 days on Zillow
- 412 4TH Avenue, Middletown, NY 10940
- 2 bds
- 2 ba
- 924 sqft
LISTING BY: HOWARD HANNA RAND REALTY5 days on Zillow
- 141 Ruth Court, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,049 sqft
LISTING BY: CURASI REALTY, INC.Cathedral ceilings
- 394 Concord Lane, Middletown, NY 10940
- 1 bd
- 1 ba
- 735 sqft
LISTING BY: KELLER WILLIAMS REALTYPrice cut: $7,900 (10/2)
- 187 Watkins Avenue, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,545 sqft
REALHOME SERVICES AND SOLUTIONS INC285 days on Zillow
- 132 Sycamore Drive, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,342 sqft
LISTING BY: CURASI REALTY, INC.21 days on Zillow
- 2 S Aspen Road, Middletown, NY 10940
- 3 bds
- 2 ba
- 1,884 sqft
LISTING BY: GREENE REALTY GROUPInviting outdoor space
- 14 Brick Pond Road, Middletown, NY 10940
- 1 bd
- 2 ba
- 785 sqft
LISTING BY: HOWARD HANNA RAND REALTY36 days on Zillow
- 14 Airport Road, Middletown, NY 10940
- 2 bds
- 1 ba
- 1,164 sqft
LISTING BY: KW HUDSON VALLEY UNITEDRear deck
- 40 Academy Avenue, Middletown, NY 10940
- 2 bds
- 1 ba
- 1,248 sqft
LISTING BY: KW HUDSON VALLEY UNITED39 days on Zillow
- 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
- 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)
- 125 days on Zillow
- 66 Deer Ct Drive, Middletown, NY 10940
- 2 bds
- 2 ba
- 1,146 sqft
LISTING BY: KW HUDSON VALLEY UNITED165 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
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IDX information © 2026 by the Hudson Valley Catskill Region MLS. All Rights Reserved. The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS. Information is deemed reliable but is not guaranteed accurate by the MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of 2026-10-14 07:53:15 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)
