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Middletown, NY - homes for sale
96 of 96 results displayed
- Coming SoonOpen Sat, 12 to 3pm
$329,000Coming Soon2 beds 3 baths209 Deer Ct Drive, Middletown, NY 10940
MLS# 978576Listed by: HOWARD HANNA RAND REALTY - New
$289,000Active2 beds 2 baths1,049 sq. ft.185 Ruth Court, Middletown, NY 10940
MLS# 977760Listed by: KELLER WILLIAMS HUDSON VALLEY - Coming SoonOpen Sat, 11am to 1pm
$249,999Coming Soon2 beds 1 baths18-20 Bedford Avenue, Middletown, NY 10940
MLS# 977561Listed by: KELLER WILLIAMS REALTY - New
$560,000Active5 beds 4 baths1,911 sq. ft.35 Dogwood Drive, Middletown, NY 10940
MLS# 976162Listed by: KELLER WILLIAMS REALTY NYC GRP - New
$199,990Active2 beds 2 baths924 sq. ft.238 Concord Lane, Middletown, NY 10940
MLS# 977735Listed by: BHHS HUDSON VALLEY PROPERTIES - New
$299,900Active3 beds 1 baths1,620 sq. ft.46 Knapp Avenue, Middletown, NY 10940
MLS# 977556Listed by: KELLER WILLIAMS HUDSON VALLEY - New
$175,000Active1 beds 1 baths784 sq. ft.45 Knapp Avenue, Middletown, NY 10940
MLS# 977325Listed by: KELLER WILLIAMS HUDSON VALLEY - New
$159,000Active0.43 Acres47 Carpenter Avenue, Middletown, NY 10940
MLS# 976142Listed by: JACKIE HENRY REALTY LLC - New
$455,000Active4 beds 2 baths1,466 sq. ft.225 Monhagen Avenue, Middletown, NY 10940
MLS# 970343Listed by: PANORAMA REALTY - New
$425,000Active4 beds 2 baths1,666 sq. ft.39 Hanford Street, Middletown, NY 10940
MLS# 977011Listed by: HOWARD HANNA RAND REALTY - New
$90,000Active-- beds 1 baths480 sq. ft.109 Concord Lane, Middletown, NY 10940
MLS# 948587Listed by: WEICHERT REALTORS - New
$509,900Active4 beds 3 baths2,052 sq. ft.127 Sproat Street, Middletown, NY 10940
MLS# 973409Listed by: KELLER WILLIAMS HUDSON VALLEY - New
$629,000Active4 beds 3 baths2,560 sq. ft.55 Eisenhower Drive, Middletown, NY 10940
MLS# 975115Listed by: EREALTY ADVISORS, INC - Open Sat, 1 to 3pm
$490,000Active3 beds 3 baths2,191 sq. ft.19 Magnolia Park Road, Middletown, NY 10940
MLS# 974551Listed by: AMO REALTY 
$389,000Active2 beds 2 baths1,346 sq. ft.36 Vincent Drive, Middletown, NY 10940
MLS# 972516Listed by: KELLER WILLIAMS HUDSON VALLEY
$399,998Active4 beds 1 baths1,296 sq. ft.10 Wisner Avenue, Middletown, NY 10940
MLS# 972215Listed by: HOWARD HANNA RAND REALTY
$435,000Active3 beds 2 baths1,363 sq. ft.24 Rockwell Avenue, Middletown, NY 10940
MLS# 973580Listed by: HOWARD HANNA RAND REALTY
$340,000Active2 beds 1 baths1,050 sq. ft.164 Brookline Avenue, Middletown, NY 10940
MLS# 202613576Listed by: REMAX SOLUTIONS
$489,000Active3 beds 3 baths2,427 sq. ft.59 Woodside Knolls Drive, Middletown, NY 10940
MLS# 955278Listed by: KELLER WILLIAMS HUDSON VALLEY
$900,000Active4 beds 3 baths2,000 sq. ft.191-193 South St, Hingham, MA 02043
MLS# 73487688Listed by: Century 21 Limitless
$535,000Active2 beds 2 baths1,868 sq. ft.19 Sunflower Street, Middletown, NY 10940
MLS# 972868Listed by: OWNER ENTRY.COM
$349,000Active3 beds 1 baths1,132 sq. ft.29 Lafayette Avenue, Middletown, NY 10940
MLS# 971493Listed by: RE/MAX BENCHMARK REALTY GROUP
$349,900Active3 beds 2 baths1,340 sq. ft.70 Linden Avenue, Middletown, NY 10940
MLS# 970815Listed by: HOWARD HANNA RAND REALTY
$564,900Active4 beds 3 baths2,344 sq. ft.1 Hulse Street, Middletown, NY 10940
MLS# 928460Listed by: MS REALTY GROUP USA, INC
$490,000Pending3 beds 3 baths2,211 sq. ft.28 Magnolia Park, Middletown, NY 10940
MLS# 970865Listed by: WORLD HOMES REALTY
$575,000Active3 beds 3 baths2,809 sq. ft.7 Starhaven Avenue, Middletown, NY 10940
MLS# 970509Listed by: REAL ESTATE CIRCUIT INC
$259,999Active4 beds 1 baths1,140 sq. ft.29 Parsons Lane, Middletown, NY 10940
MLS# 963209Listed by: RE/MAX DISTINGUISHED HMS.&PROP
$344,900Active4 beds 2 baths1,598 sq. ft.16 Mountain Avenue, Middletown, NY 10940
MLS# 968044Listed by: KELLER WILLIAMS REALTY
$674,900Active4 beds 3 baths2,360 sq. ft.320 Highland Ave Ext. Extension, Middletown, NY 10940
MLS# 966914Listed by: KELLER WILLIAMS HUDSON VALLEY
$399,900Pending3 beds 3 baths1,724 sq. ft.2 Thomas Jefferson Place, Middletown, NY 10940
MLS# 966132Listed by: RE/MAX BENCHMARK REALTY GROUP
$489,998Active3 beds 3 baths1,781 sq. ft.131 Meadow View Drive, Middletown, NY 10940
MLS# 967141Listed by: HOWARD HANNA RAND REALTY
$479,999Active6 beds 2 baths2,424 sq. ft.80 Prospect Avenue, Middletown, NY 10940
MLS# 966756Listed by: LOCQUBE NEW YORK, INC.
$320,000Pending5 beds 2 baths16 Liberty Street, Middletown, NY 10940
MLS# 962558Listed by: KELLER WILLIAMS HUDSON VALLEY
$483,900Active3 beds 4 baths2,521 sq. ft.53 Cornwall Lane, Middletown, NY 10940
MLS# 965281Listed by: KELLER WILLIAMS HUDSON VALLEY
$385,000Pending4 beds 2 baths2,144 sq. ft.14 Albert Street, Middletown, NY 10940
MLS# 963890Listed by: HOWARD HANNA RAND REALTY
$359,000Pending3 beds 3 baths1,345 sq. ft.18 Jordan Lane, Middletown, NY 10940
MLS# 961715Listed by: KELLER WILLIAMS HUDSON VALLEY
$300,000Active6 AcresMount Hope Road, Middletown, NY
MLS# 899476Listed by: HUDSON VALLEY GRIFFITH
$399,900Pending5 beds 3 baths3,103 sq. ft.54 Ogden Street, Middletown, NY 10940
MLS# 962828Listed by: KELLER WILLIAMS HUDSON VALLEY
$410,000Active5 beds 4 baths41 Monhagen Avenue #39, Middletown, NY 10940
MLS# 960537Listed by: KELLER WILLIAMS HUDSON VALLEY
$26,900Active0.03 Acres138-1/2 Linden Avenue, Middletown, NY 10940
MLS# 961697Listed by: DONNA RUFFINO REALTY CORP
$335,000Active3 beds 1 baths914 sq. ft.55 Hulse Avenue, Middletown, NY 10940
MLS# 961603Listed by: KELLER WILLIAMS HUDSON VALLEY
$429,000Active3 beds 3 baths2,097 sq. ft.4 Kless Court, Middletown, NY 10940
MLS# 960173Listed by: YOURHOMESOLD GUARANTEED REALTY
$409,000Pending3 beds 3 baths1,919 sq. ft.227 Deer Ct Drive, Middletown, NY 10940
MLS# 959466Listed by: KELLER WILLIAMS HUDSON VALLEY
$499,000Pending-- beds -- baths121 Monhagen Avenue, Middletown, NY 10940
MLS# 959666Listed by: PREFERRED PROPERTIES REAL ESTA
$425,000Pending3 beds 1 baths1,886 sq. ft.29 Beacon Street, Middletown, NY 10940
MLS# 952469Listed by: KELLER WILLIAMS HUDSON VALLEY
$399,000Pending5 beds 2 baths262-264 Cottage Street, Middletown, NY 10940
MLS# 957932Listed by: KELLER WILLIAMS VALLEY REALTY
$485,000Pending3 beds 4 baths2,521 sq. ft.49 Woodside Knolls Drive, Middletown, NY 10940
MLS# 956446Listed by: Q HOME SALES
$400,000Active30.5 AcresCounty Hwy 76, Middletown, NY 10940
MLS# L3479668Listed by: VILLA GROUP REAL ESTATE LLC
$250,000Pending3 beds 1 baths1,464 sq. ft.212 Cottage Street, Middletown, NY 10940
MLS# 955084Listed by: JOHN J LEASE REALTORS INC
$499,000Pending3 beds 3 baths2,016 sq. ft.14 Rdean Place, Middletown, NY 10940
MLS# 917166Listed by: KELLER WILLIAMS HUDSON VALLEY
$389,000Pending3 beds 2 baths1,509 sq. ft.23 Independence Avenue, Middletown, NY 10940
MLS# 954748Listed by: KELLER WILLIAMS HUDSON VALLEY
$329,900Pending3 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
$269,000Active40.6 AcresIngrassia Road, Middletown, NY 10940
MLS# 953770Listed by: BLU WAVE VENTURES
$435,000Pending3 beds 2 baths1,939 sq. ft.35 East Avenue, Middletown, NY 10940
MLS# 901698Listed by: KELLER WILLIAMS HUDSON VALLEY
$625,000Pending2 beds 3 baths2,975 sq. ft.24 Juniper Circle, Middletown, NY 10940
MLS# 948272Listed by: RE/MAX BENCHMARK REALTY GROUP
$329,000Pending3 beds 1 baths1,400 sq. ft.26 Ridge Street, Middletown, NY 10940
MLS# 927011Listed by: BLOOMING REALTY
$325,000Pending2 beds 3 baths1,831 sq. ft.6 Deer Ct Drive, Middletown, NY 10940
MLS# 948848Listed by: REAL ESTATE CIRCUIT INC
$225,000Active2 beds 2 baths1,000 sq. ft.366 Concord Lane, Middletown, NY 10940
MLS# 948367Listed by: MORE AND MORE REAL ESTATE
$269,000Pending2 beds 2 baths960 sq. ft.Address Withheld By Seller, Middletown, NY 10940
MLS# 949982Listed by: Q HOME SALES
$425,000Pending3 beds 3 baths1,184 sq. ft.1065 Dolsontown Road, Middletown, NY 10940
MLS# 947122Listed by: JOHN J LEASE REALTORS INC
$500,000Pending3 beds 3 baths2,167 sq. ft.76 Magnolia Park Road, Middletown, NY 10940
MLS# 948827Listed by: HOWARD HANNA RAND REALTY
$499,000Pending6 beds 5 baths3,000 sq. ft.17 Blanchard Street, Middletown, NY 10940
MLS# 948579Listed by: CHRISTIE'S INT. REAL ESTATE
$274,900Pending2 beds 2 baths1,200 sq. ft.121 Sprague Avenue, Middletown, NY 10940
MLS# 948794Listed by: DIMATTEO REALTY LLC
$405,000Pending3 beds 3 baths1,540 sq. ft.23 Peach Place, Middletown, NY 10940
MLS# 947603Listed by: KELLER WILLIAMS HUDSON VALLEY
$288,000Active3 beds 2 baths1,545 sq. ft.187 Watkins Avenue, Middletown, NY 10940
MLS# 202610042Listed by: REALHOME SERVICES & SOLUTIONS, INC
$493,000Active3 beds 3 baths2,521 sq. ft.43 Woodside Knolls Drive, Middletown, NY 10940
MLS# 939041Listed by: EXP REALTY
$445,000Pending4 beds 2 baths2,545 sq. ft.145 Academy Avenue, Middletown, NY 10940
MLS# 922972Listed by: KELLER WILLIAMS HUDSON VALLEY
$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# 974251Listed by: EXP REALTY
$279,000Pending2 beds 2 baths1,291 sq. ft.78 Deer Ct Drive #78, Middletown, NY 10940
MLS# 939410Listed by: EXP REALTY
$299,999Pending3 beds 2 baths1,248 sq. ft.6 Eaton Court, Middletown, NY 10940
MLS# 938529Listed by: KELLER WILLIAMS REALTY
$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 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
$215,000Active2 beds 2 baths924 sq. ft.326 Concord Lane, Middletown, NY 10940
MLS# 935167Listed by: KELLER WILLIAMS HUDSON VALLEY
$264,999Active2 beds 3 baths1,348 sq. ft.11 Jordan Lane, Middletown, NY 10940
MLS# 934865Listed by: KERALA REALTY, LLC
$495,000Active0.38 AcresTBD Silver Lake Scotchtown Road, Middletown, NY 10940
MLS# 928228Listed by: KELLER WILLIAMS HUDSON VALLEY
$149,000Active1 beds 1 baths735 sq. ft.234 Concord Lane #234, Middletown, NY 10940
MLS# 926294Listed by: WEICHERT REALTORS
$489,900Pending3 beds 3 baths1,827 sq. ft.15 Lindentree Lane, Middletown, NY 10940
MLS# 930168Listed by: REAL ESTATE CIRCUIT INC
$399,900Active4 beds 2 baths2,200 sq. ft.56 Mulberry Street #54, Middletown, NY 10940
MLS# 973649Listed by: RE/MAX BENCHMARK REALTY GROUP
$625,000Pending8 beds 6 baths3,240 sq. ft.128 W Main Street, Middletown, NY 10940
MLS# 939478Listed by: KELLER WILLIAMS HUDSON VALLEY
$99,900Active0.28 Acres28 Genung Street, Middletown, NY 10940
MLS# 923156Listed by: WEICHERT REALTORS
$425,000Pending4 beds 3 baths1,728 sq. ft.42 Genung Street, Middletown, NY 10940
MLS# 917120Listed by: KELLER WILLIAMS HUDSON VALLEY
$319,999Pending3 beds 2 baths1,504 sq. ft.20 Benton Avenue, Middletown, NY 10940
MLS# 907148Listed by: KELLER WILLIAMS REALTY
$284,999Pending3 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
$339,999Active3 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
$199,999Pending2 beds 2 baths1,290 sq. ft.183 Deer Court Drive, Middletown, NY 10940
MLS# 20253782Listed by: KELLER WILLIAMS REALTY HV NORT
$319,900Pending3 beds 2 baths1,056 sq. ft.9 Fairview Avenue, Middletown, NY 10940
MLS# 828225Listed by: HOMESMART HOMES & ESTATES
$350,000Active1.42 Acres65 James P Kelly Way, Middletown, NY 10940
MLS# 970556Listed by: KELLER WILLIAMS HUDSON VALLEY
$329,000Pending4 beds 2 baths1,696 sq. ft.28 Spring Street, Middletown, NY 10940
MLS# 930885Listed by: HOWARD HANNA RAND REALTY
$575,000Active12 beds 10 baths5,004 sq. ft.5 Wawayanda Place, Middletown, NY 10940
MLS# 202526980Listed by: FIND ADVISORS
$450,000Pending2.9 AcresAirport Road, Middletown, NY 10940
MLS# H6195533Listed by: KELLER WILLIAMS REALTY
Local realty services provided by:CENTURY 21 American Homes, CENTURY 21 North East, CENTURY 21 Professionals, CENTURY 21 Alliance Realty Group
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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.
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.