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Middletown, NY - single-family homes for sale
114 of 114 results displayed
- Coming Soon
$499,999Coming Soon4 beds 2 baths2,188 sq. ft.4 Francis Drive, Middletown, NY 10940
MLS# 1061004Listed by: KELLER WILLIAMS REALTY - Coming Soon
$339,000Coming Soon2 beds 2 baths1,360 sq. ft.21 Fair Avenue, Middletown, NY 10940
MLS# 1060943Listed by: HOMESMART HOMES & ESTATES - Coming Soon
$330,000Coming Soon2 beds 1 baths962 sq. ft.54 Western Avenue, Middletown, NY 10940
MLS# 1058671Listed by: EXP REALTY - Coming Soon
$309,900Coming Soon2 beds 1 baths778 sq. ft.102 Sproat Street, Middletown, NY 10940
MLS# 1053243Listed by: CURASI REALTY, INC. - New
$475,000Active3 beds 3 baths2,128 sq. ft.5 Pilgrim Corners Road, Middletown, NY 10940
MLS# 1057338Listed by: HOWARD HANNA RAND REALTY - New
$350,000Active2 beds 1 baths1,078 sq. ft.367 Route 211 W, Middletown, NY 10940
MLS# 1060758Listed by: EXP REALTY - New
$311,000Active3 beds 1 baths954 sq. ft.14 Columbia Avenue, Middletown, NY 10940
MLS# 1058581Listed by: KW HUDSON VALLEY UNITED - New
$385,000Active3 beds 3 baths1,252 sq. ft.6-8 Forest Avenue, Middletown, NY 10940
MLS# 1049921Listed by: HUDSON PREMIUM REALTY - New
$599,900Active3 beds 2 baths1,839 sq. ft.53 Highland View Place, Middletown, NY 10940
MLS# 1060129Listed by: HOMESMART HOMES & ESTATES - Open Mon, 10am to 12pmNew
$299,000Active2 beds 2 baths1,144 sq. ft.15 N Aspen Road, Middletown, NY 10940
MLS# 1058387Listed by: SERHANT LLC - New
$374,999Active2 beds 1 baths1,422 sq. ft.138 Prospect Avenue, Middletown, NY 10940
MLS# 1053196Listed by: HOWARD HANNA RAND REALTY - New
$499,500Active3 beds 3 baths1,976 sq. ft.15 Randall Heights, Middletown, NY 10940
MLS# 1057215Listed by: KW HUDSON VALLEY UNITED - Open Sun, 1 to 3pmNew
$365,000Active4 beds 1 baths1,264 sq. ft.74 Genung Street, Middletown, NY 10940
MLS# 1058181Listed by: HOMESMART HOMES & ESTATES - New
$540,000Active3 beds 2 baths1,850 sq. ft.51 Overhill Road, Middletown, NY 10940
MLS# 1057947Listed by: FOUR POINTS REALTY INC. - New
$499,900Active2 beds 2 baths1,473 sq. ft.24 Lilac Street, Middletown, NY 10940
MLS# 1052305Listed by: KW HUDSON VALLEY UNITED - New
$425,000Active3 beds 2 baths1,352 sq. ft.159 Wawayanda Avenue, Middletown, NY 10940
MLS# 1055220Listed by: CRONIN & COMPANY REAL ESTATE 
$399,000Active3 beds 1 baths912 sq. ft.8 Keystone Park, Middletown, NY 10940
MLS# 1055264Listed by: CRONIN & COMPANY REAL ESTATE
$299,900Active4 beds 2 baths1,416 sq. ft.4 Harding Street, Middletown, NY 10940
MLS# 1055722Listed by: KW HUDSON VALLEY UNITED
$749,999Active3 beds 3 baths1,981 sq. ft.29 Orange Terrace #29, Middletown, NY 10940
MLS# 1055723Listed by: PREFERRED PROPERTIES REAL ESTA
$425,000Active5 beds 2 baths1,736 sq. ft.88 Grand Avenue, Middletown, NY 10940
MLS# 1054997Listed by: DONNA RUFFINO REALTY CORP
$499,000Active4 beds 3 baths1,848 sq. ft.12 Westminister Drive, Middletown, NY 10940
MLS# 1051888Listed by: CENTURY 21 FULL SERVICE REALTY
$325,000Active3 beds 1 baths1,092 sq. ft.55 Orange Terrace, Middletown, NY 10940
MLS# 1052724Listed by: EXP REALTY
$420,000Active3 beds 2 baths1,344 sq. ft.4 Westminster Drive, Middletown, NY 10940
MLS# 1052153Listed by: KELLER WILLIAMS REALTY
$224,000Active1 beds 1 baths980 sq. ft.7 Harding Street, Middletown, NY 10940
MLS# 1052461Listed by: KW HUDSON VALLEY UNITED
$245,000Pending4 beds 2 baths1,613 sq. ft.191 Wickham Avenue, Middletown, NY 10940
MLS# 1050322Listed by: EXP REALTY
$265,000Pending3 beds 2 baths1,288 sq. ft.41 Wallkill Avenue, Middletown, NY 10940
MLS# 1045317Listed by: CRONIN & COMPANY REAL ESTATE
$380,000Active3 beds 3 baths1,676 sq. ft.11 Gardner Avenue, Middletown, NY 10940
MLS# 1050843Listed by: KW HUDSON VALLEY UNITED
$549,900Pending2 beds 3 baths2,454 sq. ft.6 Cyprus Drive, Middletown, NY 10940
MLS# 1049692Listed by: RE/MAX BENCHMARK REALTY GROUP
$369,000Active3 beds 2 baths1,922 sq. ft.3 Moriah Lane, Middletown, NY 10940
MLS# 1050156Listed by: HOMESMART HOMES & ESTATES
$899,900Active4 beds 4 baths3,699 sq. ft.19-21 Lincoln Terrace #19, Middletown, NY 10940
MLS# 1048837Listed by: RE/MAX BENCHMARK REALTY GROUP
$550,000Active4 beds 3 baths2,540 sq. ft.44-50 Ingalls Street, Middletown, NY 10940
MLS# 1049857Listed by: KW HUDSON VALLEY UNITED
$399,999Active3 beds 1 baths1,320 sq. ft.13 Columbia Avenue, Middletown, NY 10940
MLS# 1020678Listed by: EXP REALTY
$510,000Active4 beds 3 baths2,308 sq. ft.326 North Street, Middletown, NY 10940
MLS# 1049537Listed by: REAL BROKER NY LLC
$350,000Active5 beds 2 baths1,914 sq. ft.580 Route 17m, Middletown, NY 10940
MLS# 1046630Listed by: KW HUDSON VALLEY UNITED
$385,000Pending2 beds 2 baths1,922 sq. ft.22 Mayer Drive, Middletown, NY 10940
MLS# 1047462Listed by: KW HUDSON VALLEY UNITED
$295,000Active2 beds 1 baths1,248 sq. ft.40 Academy Avenue, Middletown, NY 10940
MLS# 1047286Listed by: KW HUDSON VALLEY UNITED
$299,000Pending3 beds 1 baths1,248 sq. ft.41 Irwin Avenue, Middletown, NY 10940
MLS# 1045708Listed by: KW HUDSON VALLEY NORTH
$369,000Active2 beds 2 baths1,136 sq. ft.49 Brewster Drive, Middletown, NY 10940
MLS# 1045687Listed by: EXP REALTY
$345,000Pending3 beds 1 baths1,380 sq. ft.8 Budd Avenue, Middletown, NY 10940
MLS# 1046566Listed by: RE/MAX BENCHMARK REALTY GROUP
$449,000Active3 beds 3 baths1,781 sq. ft.34 Field Stone Drive, Middletown, NY 10940
MLS# 1043873Listed by: Q HOME SALES
$475,000Active3 beds 3 baths2,257 sq. ft.4 Woodrose Court, Middletown, NY 10940
MLS# 1042482Listed by: HOWARD HANNA RAND REALTY
$335,000Active3 beds 1 baths1,224 sq. ft.41 Clinton Street, Middletown, NY 10940
MLS# 1043690Listed by: RIVER REALTY SERVICES, INC.
$239,000Pending3 beds 2 baths1,161 sq. ft.243-247 Monhagen Avenue, Middletown, NY 10940
MLS# 1043571Listed by: REAL BROKER NY LLC
$489,999Active3 beds 4 baths1,827 sq. ft.93 Meadow View Drive, Middletown, NY 10940
MLS# 1009337Listed by: KELLER WILLIAMS HUDSON VALLEY
$299,900Active3 beds 1 baths860 sq. ft.256 Cottage Street, Middletown, NY 10940
MLS# 1041109Listed by: KW HUDSON VALLEY UNITED
$260,000Pending3 beds 1 baths1,342 sq. ft.13 Ogden Street, Middletown, NY 10940
MLS# 1040507Listed by: HUDSON PREMIUM REALTY
$385,000Pending3 beds 3 baths1,496 sq. ft.43 Mayer Drive, Middletown, NY 10940
MLS# 1040368Listed by: KW HUDSON VALLEY UNITED
$299,000Pending3 beds 1 baths1,246 sq. ft.293 Highland Ave Extension, Middletown, NY 10940
MLS# 1040200Listed by: RE/MAX BENCHMARK REALTY GROUP
$680,000Active4 beds 3 baths2,646 sq. ft.130 Apple Lane Drive, Middletown, NY 10940
MLS# 1041345Listed by: DOUGLAS ELLIMAN REAL ESTATE
$355,000Pending3 beds 2 baths1,649 sq. ft.43 Prospect Avenue, Middletown, NY 10940
MLS# 1040142Listed by: WEICHERT REALTORS
$399,900Pending3 beds 2 baths2,210 sq. ft.10 Creeden Drive, Middletown, NY 10940
MLS# 1038714Listed by: HOMESMART HOMES & ESTATES
$285,000Active2 beds 1 baths1,019 sq. ft.16 Earle Street #14 1/2, Middletown, NY 10940
MLS# 1039284Listed by: PREFERRED PROPERTIES REAL ESTA
$339,000Pending2 beds 1 baths992 sq. ft.26 Gardner Avenue, Middletown, NY 10940
MLS# 1039162Listed by: HOWARD HANNA RAND REALTY
$299,999Active2 beds 1 baths1,164 sq. ft.14 Airport Road, Middletown, NY 10940
MLS# 1038590Listed by: KW HUDSON VALLEY UNITED
$415,000Pending4 beds 3 baths1,625 sq. ft.23 W Conkling Avenue, Middletown, NY 10940
MLS# 1019526Listed by: KW HUDSON VALLEY UNITED
$329,000Active3 beds 1 baths1,176 sq. ft.195 Commonwealth Avenue, Middletown, NY 10940
MLS# 1038167Listed by: NEXLVL REAL ESTATE INC.
$499,000Pending4 beds 3 baths2,388 sq. ft.1 Hulse Street, Middletown, NY 10940
MLS# 1037204Listed by: HOMESMART HOMES & ESTATES
$395,000Active4 beds 2 baths1,560 sq. ft.21 Harrison Street, Middletown, NY 10940
MLS# 1035684Listed by: KW HUDSON VALLEY UNITED
$489,000Pending3 beds 3 baths1,827 sq. ft.37 Lindentree Lane, Middletown, NY 10940
MLS# 1033808Listed by: KW HUDSON VALLEY UNITED
$389,000Active3 beds 2 baths1,316 sq. ft.30 Chestnut Avenue, Middletown, NY 10940
MLS# 1029395Listed by: CORCORAN BAER & MCINTOSH
$359,000Pending3 beds 1 baths1,080 sq. ft.21 Keystone Park, Middletown, NY 10940
MLS# 1033567Listed by: HUDSON VALLEY GRIFFITH
$505,000Pending2 beds 2 baths1,473 sq. ft.111 Jasmine Drive, Middletown, NY 10940
MLS# 1035731Listed by: COLDWELL BANKER CHOICE PROP.
$549,999Active4 beds 4 baths2,298 sq. ft.19 Davidge Road, Middletown, NY 10940
MLS# 1020924Listed by: KW HUDSON VALLEY UNITED
$579,000Pending2 beds 2 baths1,875 sq. ft.65 Jasmine Drive, Middletown, NY 10940
MLS# 1034467Listed by: HOWARD HANNA RAND REALTY
$354,900Pending3 beds 1 baths1,104 sq. ft.41 Roosevelt Avenue #39, Middletown, NY 10940
MLS# 1033985Listed by: RE/MAX BENCHMARK REALTY GROUP
$350,000Pending4 beds 2 baths1,164 sq. ft.12 Randall Terrace, Middletown, NY 10940
MLS# 1034044Listed by: RE/MAX BENCHMARK REALTY GROUP- Open Sun, 12 to 2pm
$360,000Active3 beds 2 baths1,650 sq. ft.7 Allan Park Mews, Middletown, NY 10940
MLS# 1029852Listed by: CENTURY 21 FULL SERVICE REALTY 
$420,000Active3 beds 3 baths2,097 sq. ft.4 Kless Court, Middletown, NY 10940
MLS# 1033242Listed by: YOURHOMESOLD GUARANTEED REALTY
$379,900Active4 beds 1 baths1,204 sq. ft.39 California Avenue, Middletown, NY 10940
MLS# 1031475Listed by: DALTON WADE REAL ESTATE GROUP
$498,000Pending4 beds 3 baths1,716 sq. ft.9 Ashland Avenue, Middletown, NY 10940
MLS# 1030876Listed by: KW HUDSON VALLEY UNITED
$489,900Pending3 beds 3 baths1,899 sq. ft.6 Avoncroft Lane, Middletown, NY 10940
MLS# 1028819Listed by: R NEW YORK
$299,900Pending3 beds 2 baths1,610 sq. ft.158 Cottage Street, Middletown, NY 10940
MLS# 1030626Listed by: GREENE REALTY GROUP
$489,999Active3 beds 3 baths2,500 sq. ft.58 Cobblestone Lane, Middletown, NY 10940
MLS# 1027934Listed by: HOWARD HANNA RAND REALTY
$420,500Pending3 beds 2 baths1,656 sq. ft.34 Adams Avenue, Middletown, NY 10940
MLS# 1025550Listed by: IRON VALLEY RE TRI-STATE
$450,000Pending3 beds 2 baths1,640 sq. ft.21 Manhattan Avenue #19, Middletown, NY 10940
MLS# 1029090Listed by: WEICHERT REALTORS
$394,000Pending3 beds 2 baths1,928 sq. ft.48-50 Mountain Avenue, Middletown, NY 10940
MLS# 1025851Listed by: KW HUDSON VALLEY UNITED
$349,000Active4 beds 2 baths1,770 sq. ft.26 1/2 Ridge Street, Middletown, NY 10940
MLS# 970803Listed by: MOUNT REALTY
$299,900Pending2 beds 1 baths1,010 sq. ft.32 W Conkling Avenue, Middletown, NY 10940
MLS# 1021463Listed by: KW HUDSON VALLEY UNITED
$499,900Pending3 beds 3 baths1,781 sq. ft.37 Meadow View Drive, Middletown, NY 10940
MLS# 1021212Listed by: KW HUDSON VALLEY UNITED
$478,000Active4 beds 2 baths1,770 sq. ft.25 Independence Avenue, Middletown, NY 10940
MLS# 1021551Listed by: PANORAMA REALTY
$325,000Pending2 beds 1 baths1,080 sq. ft.10 Forest Avenue, Middletown, NY 10940
MLS# 1020584Listed by: RE/MAX BENCHMARK REALTY GROUP
$355,000Pending2 beds 1 baths936 sq. ft.92 Beattie Avenue, Middletown, NY 10940
MLS# 1020112Listed by: RE/MAX BENCHMARK REALTY GROUP
$599,000Active3 beds 3 baths3,225 sq. ft.23 Orange Terrace, Middletown, NY 10940
MLS# 1019155Listed by: PREFERRED PROPERTIES REAL ESTA
$395,000Pending4 beds 2 baths1,428 sq. ft.24 Mountain Avenue, Middletown, NY 10940
MLS# 1016433Listed by: KW HUDSON VALLEY UNITED
$489,000Active4 beds 2 baths1,932 sq. ft.12 Walnut Lane, Middletown, NY 10940
MLS# 1016454Listed by: KW HUDSON VALLEY UNITED
$259,999Pending4 beds 1 baths1,140 sq. ft.29 Parsons Lane, Middletown, NY 10940
MLS# 1016325Listed by: RE/MAX DISTINGUISHED HMS.&PROP
$299,000Pending3 beds 2 baths1,398 sq. ft.4 Lincoln Street, Middletown, NY 10940
MLS# 1014764Listed by: KW HUDSON VALLEY UNITED
$339,900Pending3 beds 2 baths1,240 sq. ft.101 N Beacon Street, Middletown, NY 10940
MLS# 1015028Listed by: KW HUDSON VALLEY UNITED
$499,000Pending3 beds 2 baths2,014 sq. ft.1 Brewster Drive, Middletown, NY 10940
MLS# 1015287Listed by: HOMESMART HOMES & ESTATES
$399,999Active3 beds 3 baths1,540 sq. ft.70 Peach Place, Middletown, NY 10940
MLS# 1014371Listed by: EXP REALTY
$529,000Pending3 beds 3 baths2,504 sq. ft.37-39 Wisner Avenue, Middletown, NY 10940
MLS# 1013818Listed by: KW HUDSON VALLEY UNITED
$430,000Active3 beds 1 baths1,248 sq. ft.11 Columbia Avenue, Middletown, NY 10940
MLS# 1013260Listed by: N TIRADO REALTY LLC
$375,000Pending3 beds 1 baths1,032 sq. ft.80 Beattie Avenue, Middletown, NY 10940
MLS# 1012752Listed by: HOWARD HANNA RAND REALTY
$225,000Active2 beds 1 baths921 sq. ft.45 John Street, Middletown, NY 10940
MLS# 1011268Listed by: CURASI REALTY, INC.
$394,999Pending3 beds 3 baths1,496 sq. ft.21 Evan Court, Middletown, NY 10940
MLS# 1011457Listed by: HOMESMART HOMES & ESTATES
$479,900Pending4 beds 3 baths2,331 sq. ft.36 Hoover Drive, Middletown, NY 10940
MLS# 1009967Listed by: EXP REALTY
$739,000Pending5 beds 5 baths4,085 sq. ft.3 Truman Court, Middletown, NY 10940
MLS# 1011283Listed by: RE/MAX BENCHMARK REALTY GROUP
$289,000Active2 beds 1 baths1,181 sq. ft.21 Dolson Avenue, Middletown, NY 10940
MLS# 1002333Listed by: KELLER WILLIAMS REALTY
$369,900Pending3 beds 2 baths1,248 sq. ft.145 Wawayanda Avenue, Middletown, NY 10940
MLS# 1009905Listed by: REAL ESTATE CIRCUIT INC
$375,000Active3 beds 1 baths1,100 sq. ft.1 Chestnut Street, Middletown, NY 10940
MLS# 1009319Listed by: EXP REALTY
$349,999Pending4 beds 2 baths1,854 sq. ft.36 Prospect Street, Middletown, NY 10940
MLS# 1007539Listed by: OUR COMMUNITY REALTY LTD
$305,000Pending2 beds 1 baths689 sq. ft.15 Anthony Street, Middletown, NY 10940
MLS# 1003933Listed by: PREFERRED PROPERTIES REAL ESTA
$559,000Pending3 beds 3 baths2,929 sq. ft.1 Parkview Drive, Middletown, NY 10940
MLS# 1003482Listed by: HOWARD HANNA RAND REALTY
$399,999Pending5 beds 2 baths1,664 sq. ft.341 Highland Ave Extension, Middletown, NY 10940
MLS# 1001800Listed by: KELLER WILLIAMS REALTY
$350,000Active3 beds 1 baths1,478 sq. ft.47 Wickham Avenue #45, Middletown, NY 10940
MLS# 997491Listed by: HOWARD HANNA RAND REALTY
$360,000Active3 beds 2 baths1,413 sq. ft.6 Charlotte Mews, Middletown, NY 10940
MLS# 990169Listed by: KW HUDSON VALLEY UNITED
$699,000Active4 beds 4 baths3,340 sq. ft.571 Route 17m, Middletown, NY 10940
MLS# 984442Listed by: BHG REAL ESTATE GREEN TEAM
$210,000Pending3 beds 2 baths1,320 sq. ft.8 Grant Street, Middletown, NY 10940
MLS# 983082Listed by: RISING STAR REALTY
$530,000Active5 beds 4 baths1,911 sq. ft.35 Dogwood Drive, Middletown, NY 10940
MLS# 976162Listed by: KELLER WILLIAMS REALTY NYC GRP
$455,000Active4 beds 2 baths1,466 sq. ft.225 Monhagen Avenue, Middletown, NY 10940
MLS# 970343Listed by: PANORAMA REALTY- Open Sat, 2 to 4pm
$485,000Active3 beds 3 baths2,191 sq. ft.19 Magnolia Park Road, Middletown, NY 10940
MLS# 974551Listed by: AMO REALTY 
$269,000Pending2 beds 2 baths960 sq. ft.Address Withheld By Seller, Middletown, NY 10940
MLS# 949982Listed by: Q HOME SALES
$283,000Active3 beds 2 baths1,545 sq. ft.187 Watkins Avenue, Middletown, NY 10940
MLS# 202610042Listed by: REALHOME SERVICES AND SOLUTIONS INC
$399,000Active3 beds 2 baths1,748 sq. ft.13 Forest Avenue, Middletown, NY 10940
MLS# 941047Listed by: HUDSON VALLEY HOME CONNECTION
Local realty services provided by:CENTURY 21 AllPoints Realty, CENTURY 21 Adirondacks
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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.