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Middletown, NY - homes for sale
102 of 102 results displayed
- New
$318,000Active2 beds 2 baths1,460 sq. ft.47 Brick Pond Road, Middletown, NY 10940
MLS# 952238Listed by: KELLER WILLIAMS HUDSON VALLEY - Coming Soon
$499,000Coming Soon3 beds 3 baths14 Rdean Place, Middletown, NY 10940
MLS# 917166Listed by: KELLER WILLIAMS HUDSON VALLEY - New
$389,000Active3 beds 2 baths1,509 sq. ft.23 Independence Avenue, Middletown, NY 10940
MLS# 954748Listed by: KELLER WILLIAMS HUDSON VALLEY - New
$329,900Active3 beds 1 baths976 sq. ft.39 Orange Terrace, Middletown, NY 10940
MLS# 954732Listed by: EICHNER REALTY GROUP INC. - New
$339,000Active40.6 AcresIngrassia Road, Middletown, NY 10940
MLS# 953770Listed by: BLU WAVE VENTURES - New
$435,000Active3 beds 2 baths1,939 sq. ft.35 East Avenue, Middletown, NY 10940
MLS# 901698Listed by: KELLER WILLIAMS HUDSON VALLEY - New
$625,000Active2 beds 3 baths2,975 sq. ft.24 Juniper Circle, Middletown, NY 10940
MLS# 948272Listed by: RE/MAX BENCHMARK REALTY GROUP 
$380,000Pending6 beds 2 baths2,738 sq. ft.48 Beacon Street, Middletown, NY 10940
MLS# 946584Listed by: EXP REALTY
$345,000Active3 beds 1 baths914 sq. ft.55 Hulse Avenue, Middletown, NY 10940
MLS# 950909Listed by: KELLER WILLIAMS HUDSON VALLEY
$329,000Active3 beds 1 baths1,400 sq. ft.26 Ridge Street, Middletown, NY 10940
MLS# 927011Listed by: BLOOMING REALTY
$225,000Active2 beds 2 baths1,000 sq. ft.366 Concord Lane, Middletown, NY 10940
MLS# 948367Listed by: MORE AND MORE REAL ESTATE
$310,000Active4 beds 2 baths1,998 sq. ft.21 Ridge Street, Middletown, NY 10940
MLS# 949348Listed by: KELLER WILLIAMS HUDSON VALLEY
$269,000Active2 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
$274,900Active2 beds 2 baths1,200 sq. ft.121 Sprague Avenue, Middletown, NY 10940
MLS# 948794Listed by: DIMATTEO REALTY LLC
$499,950Active4 beds 2 baths1,901 sq. ft.15 Phillips Street, Middletown, NY 10940
MLS# 945911Listed by: COMPASS GREATER NY, LLC
$332,900Active3 beds 2 baths1,545 sq. ft.187 Watkins Avenue, Middletown, NY 10940
MLS# 202610042Listed by: REALHOME SERVICES & SOLUTIONS, INC
$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
$469,000Active3 beds 2 baths2,056 sq. ft.171 High Barney Road, Middletown, NY 10940
MLS# 943071Listed by: HOMESMART HOMES & ESTATES
$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
$429,999Active3 beds 2 baths1,748 sq. ft.13 Forest Avenue, Middletown, NY 10940
MLS# 941047Listed by: HUDSON VALLEY HOME CONNECTION
$674,999Pending5 beds 5 baths3,642 sq. ft.14 Lincoln Terrace, Middletown, NY 10940
MLS# 939706Listed by: CRONIN & COMPANY REAL ESTATE
$185,000Pending1 beds 1 baths830 sq. ft.59 Sycamore Drive, Middletown, NY 10940
MLS# 939548Listed by: REAL BROKER NY LLC
$279,000Active2 beds 2 baths1,291 sq. ft.78 Deer Ct Drive #78, Middletown, NY 10940
MLS# 939410Listed by: EXP REALTY
$549,900Pending2 beds 2 baths1,868 sq. ft.21 Cyprus Drive, Middletown, NY 10940
MLS# 938656Listed by: RE/MAX BENCHMARK REALTY GROUP
$299,999Active3 beds 2 baths1,248 sq. ft.6 Eaton Court, Middletown, NY 10940
MLS# 938529Listed by: KELLER WILLIAMS REALTY
$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
$340,000Active3 beds 1 baths1,344 sq. ft.71 Commonwealth Avenue, Middletown, NY 10940
MLS# 936595Listed by: KELLER WILLIAMS HUDSON VALLEY 
$310,000Pending2 beds 3 baths1,473 sq. ft.146 Deer Ct Drive, Middletown, NY 10940
MLS# 936284Listed by: KELLER WILLIAMS REALTY
$350,000Pending5 beds 3 baths3,581 sq. ft.57 Overhill Road, Middletown, NY 10940
MLS# 935730Listed by: EXP REALTY- Open Sun, 12 to 2pmNew
$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
$230,000Pending2 beds 2 baths880 sq. ft.261 Ruth Court, Middletown, NY 10940
MLS# 935671Listed by: RE/MAX BENCHMARK REALTY GROUP
$329,000Active3 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
$215,000Active2 beds 2 baths924 sq. ft.326 Concord Lane, Middletown, NY 10940
MLS# 935167Listed by: KELLER WILLIAMS HUDSON VALLEY
$499,000Pending3 beds 2 baths1,868 sq. ft.9 Randall Heights, Middletown, NY 10940
MLS# 932768Listed by: Q HOME SALES
$264,999Active2 beds 3 baths1,348 sq. ft.11 Jordan Lane, Middletown, NY 10940
MLS# 934865Listed by: KERALA REALTY, LLC
$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
$90,000Pending-- beds 1 baths480 sq. ft.115 Concord Lane #115, Middletown, NY 10940
MLS# 931873Listed by: WEICHERT REALTORS
$279,900Pending3 beds 1 baths1,144 sq. ft.37 Hanford Street, Middletown, NY 10940
MLS# 930710Listed by: CRONIN & COMPANY REAL ESTATE
$259,900Pending2 beds 2 baths1,291 sq. ft.118 Deer Ct Drive #bldg 5, Middletown, NY 10940
MLS# 931282Listed by: ARC REALTY 1 IN SALES
$359,000Pending3 beds 2 baths1,344 sq. ft.14 Knox Avenue, Middletown, NY 10940
MLS# 931022Listed by: HOMESMART HOMES & ESTATES
$525,000Active0.38 AcresTBD Silver Lake Scotchtown Road, Middletown, NY 10940
MLS# 928228Listed by: KELLER WILLIAMS HUDSON VALLEY
$155,000Active1 beds 1 baths735 sq. ft.234 Concord Lane #234, Middletown, NY 10940
MLS# 926294Listed by: WEICHERT REALTORS
$489,900Active3 beds 3 baths1,827 sq. ft.15 Lindentree Lane, Middletown, NY 10940
MLS# 930168Listed by: REAL ESTATE CIRCUIT INC
$21,200Pending0.13 Acres8 Knapp Avenue, Middletown, NY 10940
MLS# 929928Listed by: REALHOME SERVICES & SOLUTIONS
$499,000Pending3 beds 3 baths2,484 sq. ft.119 Meadow View Drive, Middletown, NY 10940
MLS# 921885Listed by: KELLER WILLIAMS HUDSON VALLEY
$399,900Pending4 beds 2 baths2,200 sq. ft.56 Mulberry Street #54, Middletown, NY 10940
MLS# 927368Listed by: RE/MAX BENCHMARK REALTY GROUP
$714,900Active4 beds 4 baths2,987 sq. ft.326 Ingrassia Road, Middletown, NY 10940
MLS# 925007Listed by: EICHNER REALTY GROUP INC.
$625,000Pending8 beds 6 baths3,240 sq. ft.128 W Main Street, Middletown, NY 10940
MLS# 939478Listed by: KELLER WILLIAMS HUDSON VALLEY
$368,800Pending4 beds 3 baths1,505 sq. ft.8 Ebury, Middletown, NY 10940
MLS# 924863Listed by: KELLER WILLIAMS HUDSON VALLEY
$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
$575,000Pending6 beds 4 baths2,074 sq. ft.126 W Main Street, Middletown, NY 10940
MLS# 922957Listed by: KELLER WILLIAMS HUDSON VALLEY
$489,000Pending6 beds 2 baths2,584 sq. ft.96-96.5 Beattie Avenue #2, Middletown, NY 10940
MLS# 923753Listed by: JOHN J LEASE REALTORS INC
$369,999Pending3 beds 1 baths1,550 sq. ft.7 Manhattan Avenue, Middletown, NY 10940
MLS# 923151Listed by: R NEW YORK
$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
$169,900Active2 beds 2 baths924 sq. ft.238 Concord Lane, Middletown, NY 10940
MLS# 918188Listed by: BHHS HUDSON VALLEY PROPERTIES
$425,000Pending4 beds 3 baths1,728 sq. ft.42 Genung Street, Middletown, NY 10940
MLS# 917120Listed by: KELLER WILLIAMS HUDSON VALLEY
$277,000Pending2 beds 2 baths1,291 sq. ft.193 Deer Ct Drive, Middletown, NY 10940
MLS# 914420Listed by: EXIT REALTY CONNECTIONS
$220,000Active2 beds 2 baths995 sq. ft.302 Concord Lane, Middletown, NY 10940
MLS# 908658Listed by: R2M REALTY INC
$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
$379,000Active3 beds 1 baths1,100 sq. ft.1 Chestnut Street, Middletown, NY 10940
MLS# 902008Listed by: HOMESMART HOMES & ESTATES
$259,900Pending4 beds 2 baths1,848 sq. ft.12 Westminister Drive, Middletown, NY 10940
MLS# 901793Listed by: KELLER WILLIAMS VALLEY REALTY
$720,000Active4 beds 3 baths2,000 sq. ft.191-193 South St, Hingham, MA 02043
MLS# 73443182Listed by: Century 21 Limitless
$414,999Pending3 beds 3 baths1,795 sq. ft.11 Dolson, Middletown, NY 10940
MLS# 901050Listed by: COLDWELL BANKER REALTY
$399,000Pending3 beds 3 baths1,245 sq. ft.77 Prince Street, Middletown, NY 10940
MLS# 894700Listed by: HOMESMART HOMES & ESTATES
$359,999Active3 beds 2 baths1,160 sq. ft.5 Mills Avenue, Middletown, NY 10940
MLS# 893182Listed by: KELLER WILLIAMS REALTY
$220,000Active2 beds 1 baths820 sq. ft.58 Wawayanda Avenue, Middletown, NY 10940
MLS# 888435Listed by: CRONIN & COMPANY REAL ESTATE
$369,900Pending5 beds 2 baths2,440 sq. ft.44 Houston Avenue, Middletown, NY 10940
MLS# 879210Listed by: KELLER WILLIAMS HUDSON VALLEY
$335,000Active3 beds 2 baths1,484 sq. ft.2 Rivervale Road, Middletown, NY 10940
MLS# 869398Listed by: YOURHOMESOLD GUARANTEED REALTY
$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
$599,999Pending4 beds 4 baths2,188 sq. ft.26 Kyleigh Way, Middletown, NY 10940
MLS# 863142Listed by: LIST 4 LESS REALTY
$199,999Pending2 beds 2 baths1,290 sq. ft.183 Deer Court Drive, Middletown, NY 10940
MLS# 20253782Listed by: KELLER WILLIAMS REALTY HV NORT
$449,900Pending3 beds 2 baths1,756 sq. ft.7001 James Francis Drive, Lockport, NY 14094
MLS# B1599260Listed by: HUNT REAL ESTATE CORPORATION
$275,000Active40.2 AcresRebecca Drive, Middletown, NY
MLS# 839331Listed by: HOWARD HANNA RAND REALTY
$314,900Pending3 beds 2 baths1,608 sq. ft.10 Myrtle Avenue, Middletown, NY 10940
MLS# 835018Listed by: BHHS HUDSON VALLEY PROPERTIES
$319,900Active3 beds 2 baths1,056 sq. ft.9 Fairview Avenue, Middletown, NY 10940
MLS# 828225Listed by: HOMESMART HOMES & ESTATES
$213,999Pending2 beds 2 baths955 sq. ft.350 Concord Lane, Middletown, NY 10940
MLS# H6329690Listed by: EXP REALTY
$329,000Pending4 beds 2 baths1,696 sq. ft.28 Spring Street, Middletown, NY 10940
MLS# 930885Listed by: HOWARD HANNA RAND REALTY
$750,000Pending8 beds 5 baths4,000 sq. ft.256 E Main Street, Middletown, NY 10940
MLS# H6326544Listed by: EREALTY ADVISORS, INC
$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
$160,000Active0.43 Acres47 Carpenter Avenue, Middletown, NY 10940
MLS# H6283785Listed by: JACKIE HENRY REALTY LLC
$8,900,000Active215 AcresMaples Road, Middletown, NY
MLS# 883753Listed by: FIRST HAMPTON INT'L REALTY LLC
$450,000Active2.9 AcresAirport Road, Middletown, NY 10940
MLS# H6195533Listed by: KELLER WILLIAMS REALTY
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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.