Oversized windows
Homes for Sale Under $500K in Middletown NY
62 results
- Open: Sun 12-2pm (1/11)
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- 121 Sprague Avenue, Middletown, NY 10940LISTING BY: DIMATTEO REALTY LLC
- 2 bds
- 2 ba
- 1,200 sqft
On Market Jan 15 - 74 Pocatello Road, Middletown, NY 10940LISTING BY: EICHNER REALTY GROUP INC.
- 3 bds
- 2 ba
- 1,736 sqft
Open: Sun 1-3pm (1/11) - 5 Sayer Lane, Middletown, NY 10940LISTING BY: HUDSON VALLEY HOME CONNECTION
- 3 bds
- 2 ba
- 1,080 sqft
40 days on Zillow - 29 Little Avenue, Middletown, NY 10940LISTING BY: CHRISTIE'S INT. REAL ESTATE
- 4 bds
- 3 ba
- 1,668 sqft
Dedicated home office - 16 Woodland Road, Middletown, NY 10940LISTING BY: HOWARD HANNA RAND REALTY
- 3 bds
- 1 ba
- 1,250 sqft
Price cut: $7,000 (12/22) - 917 Scotchtown Collabar Road, Middletown, NY 10941LISTING BY: BHHS HUDSON VALLEY PROPERTIES
- 3 bds
- 2 ba
- 1,300 sqft
Fully renovated kitchen - 58 Wawayanda Avenue, Middletown, NY 10940LISTING BY: CRONIN & COMPANY REAL ESTATE
- 2 bds
- 1 ba
- 820 sqft
Serene and private backyard - 927 Tower Ridge Circle, Middletown, NY 10941LISTING BY: CRONIN & COMPANY REAL ESTATE
- 2 bds
- 2 ba
- 1,216 sqft
Refined finishes throughout
- 6 hours ago
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- 551 5th Avenue, Middletown, NY 10941LISTING BY: KELLER WILLIAMS HUDSON VALLEY
- 3 bds
- 2 ba
- 1,344 sqft
One level living - 71 Commonwealth Avenue, Middletown, NY 10940LISTING BY: KELLER WILLIAMS HUDSON VALLEY
- 3 bds
- 1 ba
- 1,344 sqft
Gleaming finishes - (undisclosed Address), Middletown, NY 10940LISTING BY: Q HOME SALES
- 2 bds
- 2 ba
- 960 sqft
Spacious rooms throughout - 529 5th Ave, Middletown, NY 10941LISTING BY: CENTURY 21 FULL SERVICE REALTY
- 3 bds
- 2 ba
- 1,152 sqft
Upgraded en-suite bathroom - 15 Lindentree Lane, Middletown, NY 10940LISTING BY: REAL ESTATE CIRCUIT INC
- 3 bds
- 3 ba
- 1,827 sqft
73 days on Zillow - 21 Ridge Street, Middletown, NY 10940LISTING BY: KELLER WILLIAMS HUDSON VALLEY
- 4 bds
- 2 ba
- 1,998 sqft
Traditional colonial layout - 76 Magnolia Park Road, Middletown, NY 10940LISTING BY: HOWARD HANNA RAND REALTY
- 3 bds
- 3 ba
- 2,167 sqft
Open: Sun 12-2pm (1/11) - 15 Phillips Street, Middletown, NY 10940LISTING BY: COMPASS GREATER NY, LLC
- 4 bds
- 2 ba
- 1,901 sqft
18 days on Zillow - 52 Scotchtown Drive, Middletown, NY 10941LISTING BY: CENTURY 21 FULL SERVICE REALTY
- 3 bds
- 2 ba
- 1,309 sqft
Modern faucets - 63 Blumel Road, Middletown, NY 10941LISTING BY: KELLER WILLIAMS REALTY
- 4 bds
- 3 ba
- 1,960 sqft
21 days on Zillow - 23 Peach Place, Middletown, NY 10940LISTING BY: KELLER WILLIAMS HUDSON VALLEY
- 3 bds
- 3 ba
- 1,540 sqft
Two additional well-sized bedrooms - Parking off the street
- 145 Academy Avenue, Middletown, NY 10940LISTING BY: KELLER WILLIAMS HUDSON VALLEY
- 4 bds
- 2 ba
- 2,545 sqft
11 days on Zillow - 5 Mills Avenue, Middletown, NY 10940LISTING BY: KELLER WILLIAMS REALTY
- 3 bds
- 2 ba
- 1,160 sqft
169 days on Zillow - 238 Concord Lane, Middletown, NY 10940LISTING BY: BHHS HUDSON VALLEY PROPERTIES
- 2 bds
- 2 ba
- 924 sqft
Modern appliances - 20 Benton Avenue, Middletown, NY 10940LISTING BY: KELLER WILLIAMS REALTY
- 3 bds
- 2 ba
- 1,504 sqft
Formal dining room - 9 Fairview Avenue, Middletown, NY 10940LISTING BY: HOMESMART HOMES & ESTATES
- 3 bds
- 2 ba
- 1,056 sqft
319 days on Zillow - Warm fireplace
- 51 S Shore Drive, Middletown, NY 10940LISTING BY: EREALTY ADVISORS, INC
- 1 bd
- 1 ba
- 360 sqft
Brand-new oversized deck - Beautifully updated townhouse
- 15 Clark Street, Middletown, NY 10940LISTING BY: HOWARD HANNA RAND REALTY
- 2 bds
- 2 ba
- 1,036 sqft
Laundry hookups - 727 Route 17M, Middletown, NY 10940LISTING BY: CRONIN & COMPANY REAL ESTATE
- 1 bd
- 1 ba
- 1,088 sqft
Price cut: $49,900 (1/6) - 171 High Barney Road, Middletown, NY 10940LISTING BY: HOMESMART HOMES & ESTATES
- 3 bds
- 2 ba
- 2,056 sqft
Showcase - 4 Kless Court, Middletown, NY 10940LISTING BY: YOURHOMESOLD GUARANTEED REALTY
- 3 bds
- 3 ba
- 2,097 sqft
Price cut: $44,000 (1/6) - 8 Hill Road, Goshen, NY 10924LISTING BY: KELLER WILLIAMS HUDSON VALLEY
- 3 bds
- 1 ba
- 924 sqft
Price cut: $1,000 (1/10) - 2 Rivervale Road, Middletown, NY 10940LISTING BY: YOURHOMESOLD GUARANTEED REALTY
- 3 bds
- 2 ba
- 1,484 sqft
Price cut: $5,000 (1/5) - 6 Eaton Court, Middletown, NY 10940LISTING BY: KELLER WILLIAMS REALTY
- 3 bds
- 2 ba
- 1,248 sqft
Price cut: $5,000 (1/2) - Price cut: $4,500 (12/24)
- 36 Bert Crawford Road, Middletown, NY 10940LISTING BY: KELLER WILLIAMS REALTY
- 2 bds
- 1 ba
- 836 sqft
Newer roof - 29 Howard Drive, Middletown, NY 10941LISTING BY: HOMESMART HOMES & ESTATES
- 4 bds
- 2 ba
- 1,676 sqft
Dining room
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Based on information submitted to the MLS GRID as of 2026-01-10 20:23:13 PST. 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)
