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Middletown, NY - single-family homes for sale
63 of 63 results displayed
- New
$459,000Active3 beds 3 baths2,097 sq. ft.4 Kless Court, Middletown, NY 10940
MLS# 960173Listed by: YOURHOMESOLD GUARANTEED REALTY - New
$425,000Active3 beds 1 baths1,886 sq. ft.29 Beacon Street, Middletown, NY 10940
MLS# 952469Listed by: KELLER WILLIAMS HUDSON VALLEY - New
$250,000Active4 beds 2 baths1,863 sq. ft.5 School Street, Middletown, NY 10940
MLS# 957906Listed by: KELLER WILLIAMS VALLEY REALTY - New
$485,000Active3 beds 4 baths2,521 sq. ft.49 Woodside Knolls Drive, Middletown, NY 10940
MLS# 956446Listed by: Q HOME SALES 
$349,000Active3 beds 1 baths1,278 sq. ft.39 Crescent Place, Middletown, NY 10940
MLS# 956953Listed by: KELLER WILLIAMS HUDSON VALLEY- Open Sat, 12 to 2pm
$499,000Active3 beds 3 baths2,016 sq. ft.14 Rdean Place, Middletown, NY 10940
MLS# 917166Listed by: KELLER WILLIAMS HUDSON VALLEY 
$389,000Active3 beds 2 baths1,509 sq. ft.23 Independence Avenue, Middletown, NY 10940
MLS# 954748Listed by: KELLER WILLIAMS HUDSON VALLEY- Open Sat, 1 to 3pm
$329,900Active3 beds 1 baths976 sq. ft.39 Orange Terrace, Middletown, NY 10940
MLS# 954732Listed by: EICHNER REALTY GROUP INC. 
$299,999Pending4 beds 1 baths1,316 sq. ft.86 Linden Avenue, Middletown, NY 10940
MLS# 954319Listed by: EXP REALTY
$625,000Active2 beds 3 baths2,975 sq. ft.24 Juniper Circle, Middletown, NY 10940
MLS# 948272Listed by: RE/MAX BENCHMARK REALTY GROUP
$329,000Active3 beds 1 baths1,400 sq. ft.26 Ridge Street, Middletown, NY 10940
MLS# 927011Listed by: BLOOMING REALTY
$310,000Pending4 beds 2 baths1,998 sq. ft.21 Ridge Street, Middletown, NY 10940
MLS# 949348Listed by: KELLER WILLIAMS HUDSON VALLEY
$269,000Pending2 beds 2 baths960 sq. ft.Address Withheld By Seller, Middletown, NY 10940
MLS# 949982Listed by: Q HOME SALES
$425,000Active3 beds 3 baths1,184 sq. ft.1065 Dolsontown Road, Middletown, NY 10940
MLS# 947122Listed by: JOHN J LEASE REALTORS INC
$500,000Active3 beds 3 baths2,167 sq. ft.76 Magnolia Park Road, Middletown, NY 10940
MLS# 948827Listed by: HOWARD HANNA RAND REALTY
$274,900Pending2 beds 2 baths1,200 sq. ft.121 Sprague Avenue, Middletown, NY 10940
MLS# 948794Listed by: DIMATTEO REALTY LLC
$499,950Pending4 beds 2 baths1,901 sq. ft.15 Phillips Street, Middletown, NY 10940
MLS# 945911Listed by: COMPASS GREATER NY, LLC
$316,300Active3 beds 2 baths1,545 sq. ft.187 Watkins Avenue, Middletown, NY 10940
MLS# 202610042Listed by: REALHOME SERVICES & SOLUTIONS, INC- Open Sun, 12 to 2pm
$499,000Active3 beds 3 baths2,521 sq. ft.43 Woodside Knolls Drive, Middletown, NY 10940
MLS# 939041Listed by: EXP REALTY 
$210,000Pending3 beds 1 baths1,040 sq. ft.34 - 36 Mountain Avenue #34, Middletown, NY 10940
MLS# 814721Listed by: SKYLER REALTY LLC
$485,000Pending3 beds 4 baths2,784 sq. ft.40 Cornwall Lane, Middletown, NY 10940
MLS# 943926Listed by: ROYALTY REALTY NY LLC
$350,000Active3 beds 1 baths892 sq. ft.91 Mountain Avenue, Middletown, NY 10940
MLS# 941164Listed by: KELLER WILLIAMS HUDSON VALLEY
$515,000Active3 beds 3 baths2,763 sq. ft.17 Woodrose Court, Middletown, NY 10940
MLS# 941339Listed by: EXP REALTY
$429,000Pending3 beds 3 baths1,902 sq. ft.25 Clinton Street, Middletown, NY 10940
MLS# 922965Listed by: KELLER WILLIAMS HUDSON VALLEY
$674,999Pending5 beds 5 baths3,642 sq. ft.14 Lincoln Terrace, Middletown, NY 10940
MLS# 939706Listed by: CRONIN & COMPANY REAL ESTATE
$549,900Pending2 beds 2 baths1,868 sq. ft.21 Cyprus Drive, Middletown, NY 10940
MLS# 938656Listed by: RE/MAX BENCHMARK REALTY GROUP
$505,000Pending3 beds 3 baths2,996 sq. ft.22 Rosecrest Court, Middletown, NY 10940
MLS# 938197Listed by: HUDSON VALLEY HOME CONNECTION
$258,000Pending2 beds 2 baths1,144 sq. ft.17 N Aspen Road, Middletown, NY 10940
MLS# 938270Listed by: KELLER WILLIAMS HUDSON VALLEY
$330,000Pending3 beds 2 baths1,470 sq. ft.10 Royce Ave, Middletown, NY 10940
MLS# 937950Listed by: EXP REALTY- Open Sat, 2 to 3:30pm
$330,000Active3 beds 1 baths1,344 sq. ft.71 Commonwealth Avenue, Middletown, NY 10940
MLS# 936595Listed by: KELLER WILLIAMS HUDSON VALLEY 
$500,000Pending3 beds 3 baths2,211 sq. ft.17 Magnolia Park Road, Middletown, NY 10940
MLS# 926510Listed by: HOWARD HANNA RAND REALTY
$350,000Pending5 beds 3 baths3,581 sq. ft.57 Overhill Road, Middletown, NY 10940
MLS# 935730Listed by: EXP REALTY- Open Fri, 12 to 3pm
$350,000Active3 beds 3 baths930 sq. ft.65 Monhagen Avenue, Middletown, NY 10940
MLS# 953178Listed by: KELLER WILLIAMS HUDSON VALLEY 
$479,900Pending3 beds 3 baths2,427 sq. ft.4 Avoncroft Lane, Middletown, NY 10940
MLS# 935508Listed by: KELLER WILLIAMS HUDSON VALLEY
$324,000Active3 beds 2 baths1,528 sq. ft.21 N Aspen Road, Middletown, NY 10940
MLS# 935832Listed by: GREENE REALTY GROUP
$409,999Pending3 beds 2 baths1,560 sq. ft.27-29 W Conkling Avenue, Middletown, NY 10940
MLS# 933968Listed by: KELLER WILLIAMS REALTY
$499,000Pending3 beds 2 baths1,868 sq. ft.9 Randall Heights, Middletown, NY 10940
MLS# 932768Listed by: Q HOME SALES
$558,000Pending3 beds 3 baths2,108 sq. ft.78 Commonwealth Avenue, Middletown, NY 10940
MLS# 932713Listed by: KELLER WILLIAMS HUDSON VALLEY
$450,000Pending3 beds 3 baths1,858 sq. ft.5 Cobblestone Lane #4301, Middletown, NY 10940
MLS# 929874Listed by: EXP REALTY
$489,900Active3 beds 3 baths1,827 sq. ft.15 Lindentree Lane, Middletown, NY 10940
MLS# 930168Listed by: REAL ESTATE CIRCUIT INC
$499,000Pending3 beds 3 baths2,484 sq. ft.119 Meadow View Drive, Middletown, NY 10940
MLS# 921885Listed by: KELLER WILLIAMS HUDSON VALLEY
$714,900Pending4 beds 4 baths2,987 sq. ft.326 Ingrassia Road, Middletown, NY 10940
MLS# 925007Listed by: EICHNER REALTY GROUP INC.
$295,000Pending3 beds 1 baths1,264 sq. ft.143 N Beacon Street, Middletown, NY 10940
MLS# 20255140Listed by: CORCORAN COUNTRY LIVING
$325,000Pending3 beds 2 baths1,496 sq. ft.14 Spruce Peak Road, Middletown, NY 10940
MLS# 923725Listed by: CRONIN & COMPANY REAL ESTATE
$460,000Pending3 beds 3 baths2,567 sq. ft.23 Avoncroft Lane, Middletown, NY 10940
MLS# 920431Listed by: KELLER WILLIAMS HUDSON VALLEY
$375,000Pending3 beds 2 baths1,608 sq. ft.5 Raleigh Close, Middletown, NY 10940
MLS# 918721Listed by: KELLER WILLIAMS HUDSON VALLEY
$515,000Active3 beds 3 baths1,645 sq. ft.5 Magar Street, Middletown, NY 10940
MLS# 918099Listed by: HOMESMART HOMES & ESTATES
$425,000Pending4 beds 3 baths1,728 sq. ft.42 Genung Street, Middletown, NY 10940
MLS# 917120Listed by: KELLER WILLIAMS HUDSON VALLEY
$465,000Pending3 beds 3 baths1,899 sq. ft.11 Cobblestone Lane, Middletown, NY 10940
MLS# 910643Listed by: HOMESMART HOMES & ESTATES
$513,999Pending3 beds 3 baths2,696 sq. ft.2 Danielle Court, Middletown, NY 10940
MLS# 908591Listed by: YOURHOMESOLD GUARANTEED REALTY
$319,999Pending3 beds 2 baths1,504 sq. ft.20 Benton Avenue, Middletown, NY 10940
MLS# 907148Listed by: KELLER WILLIAMS REALTY
$299,999Pending3 beds 2 baths1,240 sq. ft.9 Genung Street, Middletown, NY 10940
MLS# 907464Listed by: KELLER WILLIAMS HUDSON VALLEY
$259,900Pending4 beds 2 baths1,848 sq. ft.12 Westminister Drive, Middletown, NY 10940
MLS# 901793Listed by: KELLER WILLIAMS VALLEY REALTY
$414,999Pending3 beds 3 baths1,795 sq. ft.11 Dolson, Middletown, NY 10940
MLS# 901050Listed by: COLDWELL BANKER REALTY- Open Sat, 11am to 1pm
$349,999Active3 beds 2 baths1,160 sq. ft.5 Mills Avenue, Middletown, NY 10940
MLS# 893182Listed by: KELLER WILLIAMS REALTY 
$220,000Pending2 beds 1 baths820 sq. ft.58 Wawayanda Avenue, Middletown, NY 10940
MLS# 888435Listed by: CRONIN & COMPANY REAL ESTATE
$535,000Active3 beds 2 baths2,321 sq. ft.3 Parkview Drive, Middletown, NY 10940
MLS# 872465Listed by: EREALTY ADVISORS, INC
$320,000Pending3 beds 2 baths1,964 sq. ft.115 Vincent Drive, Middletown, NY 10940
MLS# 872206Listed by: KELLER WILLIAMS HUDSON VALLEY
$319,900Active3 beds 2 baths1,056 sq. ft.9 Fairview Avenue, Middletown, NY 10940
MLS# 828225Listed by: HOMESMART HOMES & ESTATES
$329,000Pending4 beds 2 baths1,696 sq. ft.28 Spring Street, Middletown, NY 10940
MLS# 930885Listed by: HOWARD HANNA RAND REALTY
$625,000Pending4 beds 4 baths2,760 sq. ft.214 Phillips Street, Middletown, NY 10940
MLS# 856747Listed by: REDFIN REAL ESTATE
$625,000Active12 beds 10 baths5,004 sq. ft.5 Wawayanda Place, Middletown, NY 10940
MLS# 202526980Listed by: FIND ADVISORS
$349,999Pending5 beds 2 baths1,670 sq. ft.17 Little Avenue, Middletown, NY 10940
MLS# H6310576Listed by: KELLER WILLIAMS REALTY
Local realty services provided by:CENTURY 21 Full Service Realty, CENTURY 21 North East, CENTURY 21 Stoeckeler Real Estate
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©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.