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Woodbury, NY - single-family homes for sale
86 of 86 results displayed
- New
$449,000Active3 beds 2 baths1,008 sq. ft.30 Olympus Road, Highland Mills, NY 10930
MLS# 1007229Listed by: HOWARD HANNA RAND REALTY - New
$1,150,000Active4 beds 5 baths2,532 sq. ft.8 Apple Hill Drive, Highland Mills, NY 10930
MLS# 1008594Listed by: FLAG REALTY GROUP - New
$325,000Active4 beds 2 baths1,488 sq. ft.3 Jefferson Street, Highland Mills, NY 10930
MLS# 1002174Listed by: HOWARD HANNA RAND REALTY - Coming Soon
$379,900Coming Soon3 beds 2 baths2 Acorn Court, Highland Mills, NY 10930
MLS# 1002400Listed by: EXP REALTY - New
$599,999Active4 beds 2 baths1,884 sq. ft.5 Columbia Circle, Highland Mills, NY 10930
MLS# 1006054Listed by: KELLER WILLIAMS REALTY - New
$819,000Active5 beds 3 baths4,231 sq. ft.8 Alloway Crescent, Highland Mills, NY 10930
MLS# 1004118Listed by: PREFERRED PROPERTIES REAL ESTA - New
$619,000Active3 beds 3 baths1,834 sq. ft.29 Olympus Road, Highland Mills, NY 10930
MLS# 1005423Listed by: HOWARD HANNA RAND REALTY 
$679,000Active4 beds 3 baths2,076 sq. ft.383 Route 32, Woodbury, NY 10917
MLS# 1004180Listed by: EREALTY ADVISORS, INC
$700,000Active4 beds 3 baths2,434 sq. ft.33 Sutherland Drive, Highland Mills, NY 10930
MLS# 1004321Listed by: HOWARD HANNA RAND REALTY
$674,900Active4 beds 3 baths2,559 sq. ft.12 Midland Avenue, Central Valley, NY 10917
MLS# 1003043Listed by: KELLER WILLIAMS REALTY- Open Sun, 2 to 4pm
$529,000Active3 beds 2 baths1,472 sq. ft.15 Maple Road, Central Valley, NY 10917
MLS# 1004032Listed by: HOWARD HANNA RAND REALTY 
$960,000Active4 beds 4 baths3,817 sq. ft.3 Braemar Way, Highland Mills, NY 10930
MLS# 997814Listed by: KELLER WILLIAMS HUDSON VALLEY
$700,000Active4 beds 3 baths2,492 sq. ft.109 Woodbury Road, Highland Mills, NY 10930
MLS# 1001169Listed by: HOWARD HANNA RAND REALTY
$225,000Active2 beds 2 baths1,388 sq. ft.43 Redwood Drive, Highland Mills, NY 10930
MLS# 999057Listed by: RE/MAX TOWN & COUNTRY
$669,000Active4 beds 3 baths2,012 sq. ft.95 Pine Hill Road, Highland Mills, NY 10930
MLS# 1000710Listed by: HOMESMART HOMES & ESTATES
$729,000Active4 beds 3 baths1,903 sq. ft.47 Burrow Road, Highland Mills, NY 10930
MLS# 994626Listed by: MK REALTY INC
$435,000Pending3 beds 3 baths1,196 sq. ft.15 Pleasant Drive, Highland Mills, NY 10930
MLS# 994137Listed by: RE/MAX PRIME PROPERTIES
$379,900Active3 beds 2 baths1,518 sq. ft.30 Sycamore Court, Highland Mills, NY 10930
MLS# 997661Listed by: KELLER WILLIAMS HUDSON VALLEY
$639,000Active4 beds 3 baths2,130 sq. ft.9 Jackson Street, Highland Mills, NY 10930
MLS# 997144Listed by: ROCK REALTY GROUP USA INC
$415,000Active3 beds 3 baths1,363 sq. ft.22 Plum Court, Highland Mills, NY 10930
MLS# 996688Listed by: NEIGHBORHOOD ASSISTANCE CORP
$429,900Active3 beds 1 baths1,243 sq. ft.23 Valley Avenue, Central Valley, NY 10917
MLS# 995681Listed by: KELLER WILLIAMS REALTY
$1,300,000Active4 beds 4 baths1,785 sq. ft.3 Stillman Wye, Monroe, NY 10950
MLS# 992399Listed by: EXP REALTY
$14,000,000Active16 beds 16 baths15,252 sq. ft.14 Castleton Drive, Highland Mills, NY 10930
MLS# 974021Listed by: CORCORAN BAER & MCINTOSH
$1,980,000Active5 beds 7 baths7,512 sq. ft.23 Greenwich Avenue, Woodbury, NY 10917
MLS# 994262Listed by: KELLER WILLIAMS HUDSON VALLEY
$499,999Active3 beds 2 baths1,600 sq. ft.172 Ridge Road, Highland Mills, NY 10930
MLS# 993892Listed by: KELLER WILLIAMS REALTY
$470,000Pending3 beds 3 baths1,704 sq. ft.19 Butternut Court, Highland Mills, NY 10930
MLS# 988952Listed by: WEICHERT REALTORS
$575,000Pending3 beds 2 baths1,878 sq. ft.31 Sunset Terrace, Highland Mills, NY 10930
MLS# 991993Listed by: HOWARD HANNA RAND REALTY
$675,000Pending4 beds 3 baths2,352 sq. ft.17 Yale Drive, Highland Mills, NY 10930
MLS# 954548Listed by: JACKIE HENRY REALTY LLC- Open Sun, 12 to 1:30pm
$799,000Active4 beds 3 baths3,024 sq. ft.17 Oldwyck Crescent, Highland Mills, NY 10930
MLS# 989739Listed by: PREFERRED PROPERTIES REAL ESTA 
$669,999Active4 beds 3 baths2,489 sq. ft.66 Summit Avenue, Central Valley, NY 10917
MLS# 989752Listed by: HUDSON VALLEY HOME CONNECTION
$589,900Pending3 beds 2 baths1,932 sq. ft.48 Jones Drive, Highland Mills, NY 10930
MLS# 989625Listed by: KELLER WILLIAMS REALTY
$625,000Pending3 beds 3 baths1,850 sq. ft.93 Dunderberg Road, Central Valley, NY 10917
MLS# 988574Listed by: HOMESMART HOMES & ESTATES
$565,000Active4 beds 2 baths2,328 sq. ft.4 Westend Drive, Highland Mills, NY 10930
MLS# 989622Listed by: EREALTY ADVISORS, INC
$359,000Pending3 beds 2 baths1,084 sq. ft.32 Burrow Drive, Highland Mills, NY 10930
MLS# 988742Listed by: WEICHERT REALTORS
$649,000Active3 beds 3 baths2,400 sq. ft.96 Edgewood Drive, Central Valley, NY 10917
MLS# 987700Listed by: RE/MAX PRIME PROPERTIES
$550,000Active4 beds 3 baths1,952 sq. ft.381 Route 32, Central Valley, NY 10917
MLS# 976497Listed by: CORCORAN BAER & MCINTOSH
$449,000Active3 beds 3 baths1,689 sq. ft.8 Laurel Court, Highland Mills, NY 10930
MLS# 987125Listed by: CENTURY 21 REALTY CENTER
$665,000Active3 beds 3 baths2,386 sq. ft.35 Depalma Drive, Highland Mills, NY 10930
MLS# 987346Listed by: SAGE REALTY CENTER LLC
$574,999Active4 beds 3 baths2,485 sq. ft.69 Edgewood Drive, Central Valley, NY 10917
MLS# 986327Listed by: KELLER WILLIAMS REALTY
$499,999Active3 beds 2 baths1,720 sq. ft.5 Scaglione Court, Highland Mills, NY 10930
MLS# 986876Listed by: TUX PARK TOWNE & COUNTRY
$8,955,000Pending9 beds 5 baths7,000 sq. ft.415 State Route 32, Highland Mills, NY 10930
MLS# 984858Listed by: CORCORAN BAER & MCINTOSH
$399,000Active3 beds 3 baths1,779 sq. ft.36 Weygant Hill, Highland Mills, NY 10930
MLS# 985451Listed by: MK REALTY INC
$500,000Pending3 beds 2 baths1,590 sq. ft.15 Rose Place, Central Valley, NY 10917
MLS# 985999Listed by: CHRISTIE'S INT. REAL ESTATE
$739,000Active4 beds 3 baths2,566 sq. ft.3 Moorefield Circle, Highland Mills, NY 10930
MLS# 967915Listed by: KELLER WILLIAMS REALTY
$849,000Active6 beds 5 baths3,857 sq. ft.155 Roselawn Road, Highland Mills, NY 10930
MLS# 976525Listed by: MS REALTY GROUP USA, INC
$624,900Active4 beds 3 baths2,678 sq. ft.2 Berkeley Court, Highland Mills, NY 10930
MLS# 984963Listed by: MK REALTY INC
$979,000Pending4 beds 4 baths4,262 sq. ft.35 Greenwich Avenue, Central Valley, NY 10917
MLS# 984779Listed by: COLDWELL BANKER REALTY- Open Sun, 12 to 2pm
$989,900Active4 beds 4 baths5,440 sq. ft.32 Pearce Drive, Highland Mills, NY 10930
MLS# 983753Listed by: DIMATTEO REALTY LLC 
$588,000Active2 beds 1 baths1,224 sq. ft.17 Pine Hill Road, Highland Mills, NY 10930
MLS# 980393Listed by: CENTURY 21 FULL SERVICE REALTY
$569,500Pending4 beds 3 baths2,052 sq. ft.42 Rutledge Avenue, Highland Mills, NY 10930
MLS# 982717Listed by: WEICHERT REALTORS
$519,000Active3 beds 3 baths1,784 sq. ft.25 Hollis Street, Highland Mills, NY 10930
MLS# 980731Listed by: OVERSOUTH LLC
$675,000Active5 beds 3 baths2,625 sq. ft.3 Emory Road, Highland Mills, NY 10930
MLS# 960068Listed by: WEICHERT REALTORS
$624,950Pending5 beds 4 baths2,876 sq. ft.10 Leone Court, Woodbury, NY 10930
MLS# 981295Listed by: KELLER WILLIAMS VALLEY REALTY
$625,000Active3 beds 3 baths2,328 sq. ft.41 Rutledge Avenue, Highland Mills, NY 10930
MLS# 968339Listed by: HOMESMART HOMES & ESTATES
$599,999Active5 beds 3 baths2,112 sq. ft.2 Olympus Road, Highland Mills, NY 10930
MLS# 977872Listed by: HUDSON VALLEY HOME CONNECTION
$569,900Active4 beds 3 baths2,100 sq. ft.62 Woodland Road, Highland Mills, NY 10930
MLS# 975825Listed by: KELLER WILLIAMS HUDSON VALLEY
$940,000Active7 beds 4 baths3,575 sq. ft.27 Catskill High Rail, Monroe, NY 10950
MLS# 975712Listed by: MK REALTY INC- Open Sun, 12 to 2pm
$910,000Active5 beds 4 baths3,154 sq. ft.43 Greenwich Avenue, Central Valley, NY 10917
MLS# 957281Listed by: CENTURY 21 REALTY CENTER 
$779,000Active5 beds 3 baths2,180 sq. ft.41 Serpi Road, Highland Mills, NY 10930
MLS# 976052Listed by: LOOP REALTY INC
$649,900Pending4 beds 3 baths2,814 sq. ft.22 Dogwood Drive, Central Valley, NY 10917
MLS# 974891Listed by: HOWARD HANNA RAND REALTY
$499,900Pending4 beds 2 baths1,588 sq. ft.28 Olympus Road, Highland Mills, NY 10930
MLS# 973610Listed by: WEICHERT REALTORS
$599,925Active3 beds 2 baths1,632 sq. ft.29 Lexington Avenue, Highland Mills, NY 10930
MLS# 970964Listed by: HOWARD HANNA RAND REALTY
$599,000Active4 beds 2 baths2,368 sq. ft.52 Woodland Road, Highland Mills, NY 10930
MLS# 971134Listed by: HOULIHAN LAWRENCE INC.
$759,000Active4 beds 3 baths2,510 sq. ft.5 Oldwyck Crescent, Highland Mills, NY 10930
MLS# 954754Listed by: KELLER WILLIAMS REALTY
$850,000Pending2 beds 2 baths2,150 sq. ft.47 Southfield Falls, Monroe, NY 10950
MLS# 960669Listed by: MK REALTY INC
$1,290,000Active4 beds 5 baths5,142 sq. ft.221 Smith Clove Road, Highland Mills, NY 10930
MLS# 956130Listed by: SERHANT LLC
$434,900Pending3 beds 3 baths1,363 sq. ft.14 Woodbine Drive, Highland Mills, NY 10930
MLS# 960461Listed by: ARC REALTY 1 IN SALES
$1,325,000Active5 beds 3 baths3,769 sq. ft.44 Southfield Falls, Monroe, NY 10950
MLS# 960181Listed by: MK REALTY INC
$1,350,000Pending5 beds 3 baths3,769 sq. ft.40 Southfield Falls, Monroe, NY 10950
MLS# 960190Listed by: MK REALTY INC
$900,000Active2 beds 2 baths2,073 sq. ft.57 Southfield Falls, Monroe, NY 10950
MLS# 959166Listed by: MK REALTY INC
$799,000Active2 beds 2 baths1,338 sq. ft.39 Southfield Falls, Monroe, NY 10950
MLS# 959201Listed by: MK REALTY INC
$799,000Active2 beds 2 baths1,702 sq. ft.4 Stillman Wye, Monroe, NY 10950
MLS# 959204Listed by: MK REALTY INC
$1,100,000Pending4 beds 5 baths3,855 sq. ft.21 Castleton Drive, Highland Mills, NY 10930
MLS# 948094Listed by: KELLER WILLIAMS REALTY
$749,000Pending2 beds 2 baths2,190 sq. ft.22 Lionel Passage, Monroe, NY 10950
MLS# 942723Listed by: MS REALTY GROUP USA, INC
$1,250,000Pending5 beds 4 baths3,100 sq. ft.23 Central Valley, Monroe, NY 10950
MLS# 938515Listed by: EREALTY ADVISORS, INC
$599,999Pending3 beds 3 baths1,880 sq. ft.77 Woodbury Road, Highland Mills, NY 10930
MLS# 921087Listed by: HOWARD HANNA RAND REALTY
$380,000Active2 beds 2 baths1,432 sq. ft.20 Redwood Drive, Highland Mills, NY 10930
MLS# 913681Listed by: RIVER REALTY SERVICES, INC.
$225,900Pending2 beds 2 baths1,388 sq. ft.15 Redwood Drive, Highland Mills, NY 10930
MLS# 912198Listed by: RIVER REALTY SERVICES, INC.
$850,000Pending2 beds 2 baths2,150 sq. ft.37 Southfield Falls, Monroe, NY 10950
MLS# 960660Listed by: MK REALTY INC
$835,000Pending5 beds 4 baths3,022 sq. ft.4 Carlisle Court, Highland Mills, NY 10930
MLS# H6325015Listed by: WEICHERT REALTORS
$1,750,000Pending6 beds 4 baths6,576 sq. ft.24 Jill Road, Highland Mills, NY 10930
MLS# 879994Listed by: HOWARD HANNA RAND REALTY
$875,000Active4 beds 4 baths4,290 sq. ft.9 Roselawn Road, Highland Mills, NY 10930
MLS# 887870Listed by: HUDSON HERITAGE REALTY
$725,000Pending4 beds 3 baths2,002 sq. ft.300 Estrada Road, Central Valley, NY 10917
MLS# 886356Listed by: WEICHERT REALTORS
$810,000Pending6 beds 4 baths4,517 sq. ft.3 Caledonia Circle, Highland Mills, NY 10930
MLS# 935619Listed by: PREFERRED PROPERTIES REAL ESTA
$660,000Pending3 beds 3 baths2,680 sq. ft.7 Paisley Court, Highland Mills, NY 10930
MLS# 857428Listed by: WEICHERT REALTORS
$1,199,000Pending4 beds 3 baths2,893 sq. ft.4 Smithfield Spur, Monroe, NY 10950
MLS# 852756Listed by: MS REALTY GROUP USA, INC
Local realty services provided by:CENTURY 21 Monticello 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.