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Middletown, NY - homes for sale
120 of 120 results displayed
- New
$699,999Active4 beds 4 baths3,200 sq. ft.11 Oakridge Road, Middletown, NY 10940
MLS# 848187Listed by: JACKIE HENRY REALTY LLC - New
$319,000Active3 beds 1 baths1,152 sq. ft.37 California Avenue, Middletown, NY 10940
MLS# 1006802Listed by: KELLER WILLIAMS HUDSON VALLEY - Coming Soon
$278,000Coming Soon4 beds 2 baths22 Chestnut Street, Middletown, NY 10940
MLS# 1006581Listed by: YOURHOMESOLD GUARANTEED REALTY - New
$349,000Active3 beds 2 baths1,540 sq. ft.39 Cedar Court, Middletown, NY 10940
MLS# 1004789Listed by: KELLER WILLIAMS HUDSON VALLEY - New
$299,900Active3 beds 2 baths1,884 sq. ft.2 S Aspen Road, Middletown, NY 10940
MLS# 1005556Listed by: GREENE REALTY GROUP - New
$350,000Active4 beds 2 baths1,124 sq. ft.319 Wawayanda Avenue, Middletown, NY 10940
MLS# 1005463Listed by: NICOLI REALTY - New
$449,000Active3 beds 4 baths2,041 sq. ft.60 Peach Place, Middletown, NY 10940
MLS# 1004718Listed by: KELLER WILLIAMS HUDSON VALLEY - New
$399,000Active3 beds 2 baths1,446 sq. ft.4 Saint Eve Court, Middletown, NY 10940
MLS# 1004538Listed by: KELLER WILLIAMS REALTY - New
$315,000Active2 beds 1 baths689 sq. ft.15 Anthony Street, Middletown, NY 10940
MLS# 1003933Listed by: PREFERRED PROPERTIES REAL ESTA - Coming Soon
$599,000Coming Soon3 beds 3 baths1 Parkview Drive, Middletown, NY 10940
MLS# 1003482Listed by: HOWARD HANNA RAND REALTY - New
$475,000Active3 beds 3 baths1,781 sq. ft.33 Maple Fields Drive, Middletown, NY 10940
MLS# 1001181Listed by: HOWARD HANNA RAND REALTY - New
$575,000Active3 beds 3 baths5,157 sq. ft.20 John Street, Middletown, NY 10940
MLS# 1003208Listed by: KELLER WILLIAMS HUDSON VALLEY 
$385,000Active3 beds 2 baths1,382 sq. ft.120 Prospect Avenue, Middletown, NY 10940
MLS# 999664Listed by: HOMESMART HOMES & ESTATES
$599,900Active6 beds 2 baths3,190 sq. ft.215 Linden Avenue, Middletown, NY 10940
MLS# 1001604Listed by: KELLER WILLIAMS HUDSON VALLEY
$399,999Active5 beds 2 baths1,664 sq. ft.341 Highland Ave Extension, Middletown, NY 10940
MLS# 1001800Listed by: KELLER WILLIAMS REALTY
$625,000Active3 beds 3 baths2,053 sq. ft.45 Randall Heights, Middletown, NY 10940
MLS# 972224Listed by: KELLER WILLIAMS HUDSON VALLEY
$399,900Active4 beds 2 baths1,472 sq. ft.25 Mill Street, Middletown, NY 10940
MLS# 1001186Listed by: KELLER WILLIAMS REALTY
$390,000Active4 beds 2 baths1,652 sq. ft.21 Albert Street, Middletown, NY 10940
MLS# 1001050Listed by: RE/MAX BENCHMARK REALTY GROUP
$630,000Active10 beds 4 baths317 E Main Street #309, Middletown, NY 10940
MLS# 997729Listed by: Q HOME SALES
$539,000Active4 beds 3 baths2,644 sq. ft.20 Park Circle Drive, Middletown, NY 10940
MLS# 998648Listed by: EREALTY ADVISORS, INC
$499,900Active2 beds 2 baths1,473 sq. ft.28 Cyprus Drive, Middletown, NY 10940
MLS# 998266Listed by: RE/MAX BENCHMARK REALTY GROUP
$539,900Active4 beds 3 baths2,560 sq. ft.55 Eisenhower Drive, Middletown, NY 10940
MLS# 999918Listed by: EREALTY ADVISORS, INC
$479,000Active3 beds 3 baths2,228 sq. ft.217-219 Highland Avenue, Middletown, NY 10940
MLS# 977631Listed by: KELLER WILLIAMS HUDSON VALLEY
$460,000Active5 beds 2 baths2,132 sq. ft.8 Roberts Street, Middletown, NY 10940
MLS# 998312Listed by: KELLER WILLIAMS HUDSON VALLEY
$298,900Active3 beds 1 baths1,180 sq. ft.44 Commonwealth Avenue, Middletown, NY 10940
MLS# 998424Listed by: FRANK TANGREDI REALTY COMPANY
$450,000Active3 beds 1 baths1,478 sq. ft.47 Wickham Avenue #45, Middletown, NY 10940
MLS# 997491Listed by: HOWARD HANNA RAND REALTY
$980,000Active6 beds 6 baths4,480 sq. ft.5-7 Blanchard Street, Middletown, NY 10940
MLS# 997547Listed by: HOWARD HANNA RAND REALTY
$310,000Active3 beds 2 baths1,061 sq. ft.205 Linden Avenue, Middletown, NY 10940
MLS# 996009Listed by: EPIQUE REALTY
$434,999Active3 beds 2 baths1,614 sq. ft.9 Chestnut Street, Middletown, NY 10940
MLS# 988951Listed by: HOWARD HANNA RAND REALTY
$574,990Active3 beds 2 baths2,596 sq. ft.12 Oak Ridge Road, Middletown, NY 10940
MLS# 994308Listed by: JACKIE HENRY REALTY LLC
$425,000Active3 beds 3 baths1,919 sq. ft.83 Deer Ct Drive, Middletown, NY 10940
MLS# 994032Listed by: KELLER WILLIAMS HUDSON VALLEY
$290,000Active2 beds 2 baths1,146 sq. ft.66 Deer Ct Drive, Middletown, NY 10940
MLS# 990896Listed by: KELLER WILLIAMS HUDSON VALLEY
$399,999Pending3 beds 2 baths1,756 sq. ft.16 Brewster Drive, Middletown, NY 10940
MLS# 993388Listed by: REAL ESTATE CIRCUIT INC
$475,000Active3 beds 2 baths1,577 sq. ft.153 Ridgewood Avenue, Middletown, NY 10940
MLS# 992982Listed by: KELLER WILLIAMS HUDSON VALLEY
$429,000Active3 beds 1 baths1,043 sq. ft.79 Vincent Drive, Middletown, NY 10940
MLS# 986748Listed by: KELLER WILLIAMS HUDSON VALLEY
$199,000Active2 beds 2 baths924 sq. ft.326 Concord Lane, Middletown, NY 10940
MLS# 991697Listed by: KELLER WILLIAMS HUDSON VALLEY
$469,900Pending3 beds 3 baths1,508 sq. ft.80 Excelsior Avenue, Middletown, NY 10940
MLS# 990351Listed by: CURASI REALTY, INC.
$369,000Pending2 beds 2 baths1,922 sq. ft.5 Mayer Drive, Middletown, NY 10940
MLS# 990568Listed by: HOMESMART HOMES & ESTATES
$380,000Active3 beds 2 baths1,413 sq. ft.6 Charlotte Mews, Middletown, NY 10940
MLS# 990169Listed by: KELLER WILLIAMS HUDSON VALLEY
$399,999Active3 beds 2 baths1,410 sq. ft.22 Oak Lane, Middletown, NY 10940
MLS# 988510Listed by: HOWARD HANNA RAND REALTY
$499,999Active3 beds 3 baths2,427 sq. ft.9 Cornwall Lane, Middletown, NY 10940
MLS# 986627Listed by: COLDWELL BANKER REALTY
$165,000Pending1 beds 1 baths475 sq. ft.13 Anthony Street, Middletown, NY 10940
MLS# 989175Listed by: KELLER WILLIAMS REALTY
$269,000Active3 beds 1 baths1,091 sq. ft.188 Linden Avenue, Middletown, NY 10940
MLS# 986125Listed by: KELLER WILLIAMS VALLEY REALTY
$829,000Active4 beds 4 baths3,340 sq. ft.571 Route 17m, Middletown, NY 10940
MLS# 984442Listed by: BHG REAL ESTATE GREEN TEAM
$470,000Active3 beds 3 baths1,723 sq. ft.22 Atwood Drive, Middletown, NY 10940
MLS# 987116Listed by: CURASI REALTY, INC.- Open Wed, 5 to 7pm
$329,000Active2 beds 2 baths1,144 sq. ft.15 N Aspen Road, Middletown, NY 10940
MLS# 982545Listed by: SERHANT LLC - Open Wed, 5 to 7pm
$349,000Active3 beds 2 baths1,484 sq. ft.13 N Aspen Road, Middletown, NY 10940
MLS# 986211Listed by: SERHANT LLC 
$499,900Pending2 beds 2 baths1,868 sq. ft.19 Sunflower Street, Middletown, NY 10940
MLS# 985640Listed by: RE/MAX BENCHMARK REALTY GROUP
$499,000Pending4 beds 3 baths1,944 sq. ft.19 Livingston Street, Middletown, NY 10940
MLS# 985594Listed by: HUDSON VALLEY GRIFFITH
$319,000Pending3 beds 2 baths1,484 sq. ft.15 Rivervale Road, Middletown, NY 10940
MLS# 983798Listed by: KELLER WILLIAMS HUDSON VALLEY
$210,000Active3 beds 2 baths1,320 sq. ft.8 Grant Street, Middletown, NY 10940
MLS# 983082Listed by: RISING STAR REALTY
$535,000Pending7 beds 5 baths3,592 sq. ft.104-108 Highland Avenue, Middletown, NY 10940
MLS# 980025Listed by: HOWARD HANNA RAND REALTY
$325,000Pending4 beds 1 baths1,248 sq. ft.206 W Main Street, Middletown, NY 10940
MLS# 979822Listed by: KELLER WILLIAMS HUDSON VALLEY
$499,000Pending3 beds 3 baths2,211 sq. ft.60 Magnolia Park Road, Middletown, NY 10940
MLS# 981574Listed by: REDFIN REAL ESTATE
$259,000Active2 beds 2 baths1,230 sq. ft.129 Concord Lane, Middletown, NY 10940
MLS# 982111Listed by: KELLER WILLIAMS HUDSON VALLEY
$450,000Active3 beds 3 baths2,427 sq. ft.3 Arden Court, Middletown, NY 10940
MLS# 957904Listed by: KELLER WILLIAMS REALTY
$400,000Pending8 beds 3 baths2,121 sq. ft.29 Columbia Avenue, Middletown, NY 10940
MLS# 980231Listed by: HOMESMART HOMES & ESTATES
$435,000Pending3 beds 2 baths1,232 sq. ft.47 Liberty Street, Middletown, NY 10940
MLS# 980038Listed by: KELLER WILLIAMS HUDSON VALLEY
$489,999Pending2 beds 2 baths1,612 sq. ft.10 Cyprus Drive, Middletown, NY 10940
MLS# 979212Listed by: HOWARD HANNA RAND REALTY
$460,000Active3 beds 2 baths1 Royce Avenue, Middletown, NY 10940
MLS# 979190Listed by: JOSEPH BARATTA COMPANY REALTY
$575,000Active12 beds 10 baths5,004 sq. ft.5 Wawayanda Place, Middletown, NY 10940
MLS# 202614218Listed by: FIND ADVISORS
$329,000Pending2 beds 3 baths1,473 sq. ft.209 Deer Ct Drive, Middletown, NY 10940
MLS# 978576Listed by: HOWARD HANNA RAND REALTY
$249,999Pending2 beds 1 baths864 sq. ft.18-20 Bedford Avenue, Middletown, NY 10940
MLS# 977561Listed by: KELLER WILLIAMS REALTY
$550,000Active5 beds 4 baths1,911 sq. ft.35 Dogwood Drive, Middletown, NY 10940
MLS# 976162Listed by: KELLER WILLIAMS REALTY NYC GRP
$199,990Pending2 beds 2 baths924 sq. ft.238 Concord Lane, Middletown, NY 10940
MLS# 977735Listed by: BHHS HUDSON VALLEY PROPERTIES
$299,900Pending3 beds 1 baths1,620 sq. ft.46 Knapp Avenue, Middletown, NY 10940
MLS# 977556Listed by: KELLER WILLIAMS HUDSON VALLEY
$155,000Active1 beds 1 baths784 sq. ft.45 Knapp Avenue, Middletown, NY 10940
MLS# 977325Listed by: KELLER WILLIAMS HUDSON VALLEY
$159,000Active0.43 Acres47 Carpenter Avenue, Middletown, NY 10940
MLS# 976142Listed by: JACKIE HENRY REALTY LLC
$425,000Pending4 beds 2 baths1,666 sq. ft.39 Hanford Street, Middletown, NY 10940
MLS# 977011Listed by: HOWARD HANNA RAND REALTY
$90,000Pending-- beds 1 baths480 sq. ft.109 Concord Lane, Middletown, NY 10940
MLS# 948587Listed by: WEICHERT REALTORS
$490,000Pending3 beds 3 baths2,191 sq. ft.19 Magnolia Park Road, Middletown, NY 10940
MLS# 974551Listed by: AMO REALTY
$389,000Pending2 beds 2 baths1,346 sq. ft.36 Vincent Drive, Middletown, NY 10940
MLS# 972516Listed by: KELLER WILLIAMS HUDSON VALLEY
$335,000Pending2 beds 3 baths1,473 sq. ft.51 Deer Ct Drive, Middletown, NY 10940
MLS# 973106Listed by: KELLER WILLIAMS HUDSON VALLEY
$399,998Pending4 beds 1 baths1,296 sq. ft.10 Wisner Avenue, Middletown, NY 10940
MLS# 972215Listed by: HOWARD HANNA RAND REALTY
$425,000Active3 beds 2 baths1,363 sq. ft.24 Rockwell Avenue, Middletown, NY 10940
MLS# 973580Listed by: HOWARD HANNA RAND REALTY
$340,000Pending2 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
$490,000Pending3 beds 3 baths2,211 sq. ft.28 Magnolia Park, Middletown, NY 10940
MLS# 970865Listed by: WORLD HOMES REALTY
$575,000Pending3 beds 3 baths2,809 sq. ft.7 Starhaven Avenue, Middletown, NY 10940
MLS# 970509Listed by: REAL ESTATE CIRCUIT INC
$278,000Pending2 beds 1 baths1,142 sq. ft.108 Sproat Street, Middletown, NY 10940
MLS# 968831Listed by: HOWARD HANNA RAND REALTY
$259,000Pending1 beds 2 baths960 sq. ft.331 Highland Ave Extension, Middletown, NY 10940
MLS# 967269Listed by: KELLER WILLIAMS HUDSON VALLEY
$344,900Pending4 beds 2 baths1,598 sq. ft.16 Mountain Avenue, Middletown, NY 10940
MLS# 968044Listed by: KELLER WILLIAMS REALTY
$674,900Pending4 beds 3 baths2,360 sq. ft.320 Highland Ave Ext. Extension, Middletown, NY 10940
MLS# 966914Listed by: KELLER WILLIAMS HUDSON VALLEY
$489,998Pending3 beds 3 baths1,781 sq. ft.131 Meadow View Drive, Middletown, NY 10940
MLS# 967141Listed by: HOWARD HANNA RAND REALTY
$479,999Pending6 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
$483,900Pending3 beds 4 baths2,521 sq. ft.53 Cornwall Lane, Middletown, NY 10940
MLS# 965281Listed by: KELLER WILLIAMS HUDSON VALLEY
$359,000Pending3 beds 3 baths1,345 sq. ft.18 Jordan Lane, Middletown, NY 10940
MLS# 961715Listed by: KELLER WILLIAMS HUDSON VALLEY
$439,990Pending5 beds 2 baths2,586 sq. ft.14 Bonnell Street, Middletown, NY 10940
MLS# 964041Listed by: KELLER WILLIAMS HUDSON VALLEY
$394,900Pending4 beds 2 baths1,417 sq. ft.20 Dubois Street #18 1/2, Middletown, NY 10940
MLS# 962004Listed by: KELLER WILLIAMS HUDSON VALLEY
$300,000Active6 AcresMount Hope Road, Middletown, NY
MLS# 899476Listed by: HUDSON VALLEY GRIFFITH
$410,000Pending5 beds 4 baths41 Monhagen Avenue #39, Middletown, NY 10940
MLS# 960537Listed by: KELLER WILLIAMS HUDSON VALLEY
$294,000Pending2 beds 1 baths800 sq. ft.109 Watkins Avenue, Middletown, NY 10940
MLS# 962056Listed by: R2M REALTY INC.
$26,000Active0.03 Acres138-1/2 Linden Avenue, Middletown, NY 10940
MLS# 961697Listed by: DONNA RUFFINO REALTY CORP
$335,000Pending3 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
$499,000Pending-- beds -- baths121 Monhagen Avenue, Middletown, NY 10940
MLS# 959666Listed by: PREFERRED PROPERTIES REAL ESTA
$315,000Active2 beds 2 baths1,460 sq. ft.47 Brick Pond Road, Middletown, NY 10940
MLS# 952238Listed by: KELLER WILLIAMS HUDSON VALLEY
$299,999Pending4 beds 1 baths1,316 sq. ft.86 Linden Avenue, Middletown, NY 10940
MLS# 954319Listed by: EXP REALTY
$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
$205,000Active2 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
$490,000Active3 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
$283,000Active3 beds 2 baths1,545 sq. ft.187 Watkins Avenue, Middletown, NY 10940
MLS# 202610042Listed by: REALHOME SERVICES & SOLUTIONS, INC
$469,000Pending3 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
$505,000Pending3 beds 3 baths2,763 sq. ft.17 Woodrose Court, Middletown, NY 10940
MLS# 974251Listed by: EXP REALTY
$575,000Active12 beds 10 baths5,004 sq. ft.5 Wawayanda Place, Middletown, NY 10940
MLS# 20255950Listed by: FIND ADVISORS
$375,000Active3 beds 2 baths1,470 sq. ft.4 Eaton Court, Middletown, NY 10940
MLS# 939211Listed by: KELLER WILLIAMS HUDSON VALLEY
$399,000Active3.8 AcresTBD Silver Lake Scotchtown Road, Middletown, NY 10940
MLS# 928228Listed by: KELLER WILLIAMS HUDSON VALLEY
$149,000Pending1 beds 1 baths735 sq. ft.234 Concord Lane #234, Middletown, NY 10940
MLS# 926294Listed by: WEICHERT REALTORS
$399,900Pending4 beds 2 baths2,200 sq. ft.56 Mulberry Street #54, Middletown, NY 10940
MLS# 973649Listed by: RE/MAX BENCHMARK REALTY GROUP
$520,000Active3 beds 2 baths2,321 sq. ft.3 Parkview Drive, Middletown, NY 10940
MLS# 872465Listed by: EREALTY ADVISORS, INC
$199,999Pending2 beds 2 baths1,290 sq. ft.183 Deer Court Drive, Middletown, NY 10940
MLS# 20253782Listed by: KELLER WILLIAMS REALTY HV NORT
$195,000Active39.2 AcresRebecca Drive, Middletown, NY
MLS# 839331Listed by: HOWARD HANNA RAND REALTY
$350,000Active1.42 Acres65 James P Kelly Way, Middletown, NY 10940
MLS# 970556Listed by: KELLER WILLIAMS HUDSON VALLEY
$450,000Pending2.9 AcresAirport Road, Middletown, NY 10940
MLS# H6195533Listed by: KELLER WILLIAMS REALTY
Local realty services provided by:CENTURY 21 Full Service Realty, CENTURY 21 North East, CENTURY 21 AllPoints Realty, CENTURY 21 Hudson Valley 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.
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.