Hillsdale, NY - homes for sale

47 of 47 results displayed

$310,000Active
3 beds 2 baths2,048 sq. ft.
2408 New York 23, Hillsdale, NY 12529
MLS# 20266037Listed by: COPAKE LAKE REALTY CORP.
$248,000Active
15.8 Acres
10695 Route 22, Hillsdale, NY 12529
MLS# 202628023Listed by: HOWARD HANNA CAPITAL INC
$255,000Active
2 beds 2 baths2,304 sq. ft.
9249 State Route 22, Hillsdale, NY 12529
MLS# 1055103Listed by: BARNS AND FARMS REALTY LLC
$1,398,000Active
3 beds 3 baths2,366 sq. ft.
63 Knapp Hollow Lane, Hillsdale, NY 12529
MLS# 1053625Listed by: THE KINDERHOOK GROUP, INC.
$1,250,000Active
3 beds 3 baths2,350 sq. ft.
501 Birch Street, Craryville, NY 12521
MLS# 1051645Listed by: COMPASS GREATER NY, LLC
$995,000Active
3 beds 2 baths1,890 sq. ft.
2227 New York 23, Hillsdale, NY 12529
MLS# 20265349Listed by: COPAKE LAKE REALTY CORP.
$879,000Active
3 beds 3 baths2,204 sq. ft.
310 Pine Ridge Lane, Hillsdale, NY 12529
MLS# 1048206Listed by: CORCORAN COUNTRY LIVING
$575,000Active
2 beds 2 baths1,500 sq. ft.
416 Whippoorwill Road, Hillsdale, NY 12529
MLS# 20265193Listed by: COLUMBIA COUNTY RE SPECIALIST
$21,000,000Active
5 beds 6 baths5,203 sq. ft.
21 Schoolhouse Road, Hillsdale, NY 12529
MLS# 20265125Listed by: STONE HOUSE PROPERTIES, LLC
$729,900Active
3 beds 3 baths1,834 sq. ft.
417 Overlook Drive, Hillsdale, NY 12529
MLS# 202625294Listed by: RED APPLE REALTY INC
$650,000Active
3 beds 3 baths1,824 sq. ft.
30 Ridge Lane, Hillsdale, NY 12529
MLS# 20265084Listed by: COMPASS, HILLSDALE
$850,000Pending
40 Acres
790 W End Road, Hillsdale, NY 12529
MLS# 20265000Listed by: BHHS HUDSON VALLEY PROP-WDST
$795,000Active
50.5 Acres
0 Darling Rd Road, Hillsdale, NY 12529
MLS# 20264993Listed by: COMPASS, HILLSDALE
$325,000Pending
24.4 Acres
120 Dugway Road, Hillsdale, NY 12529
MLS# 20264414Listed by: BEACH & BARTOLO REALTORS
$3,300,000Active
4 beds 3 baths5,760 sq. ft.
124 Syre Lane, Hillsdale, NY 12529
MLS# 20264310Listed by: COLUMBIA COUNTY RE SPECIALIST
$698,000Pending
3 beds 2 baths2,040 sq. ft.
695 Wolf Hill Road, Hillsdale, NY 12529
MLS# 1005033Listed by: BHHS HUDSON VALLEY PROPERTIES
$729,900Active
3 beds 3 baths2,210 sq. ft.
417 Overlook Drive, Hillsdale, NY 12529
MLS# 20263699Listed by: RED APPLE REALTY
$725,000Pending
3 beds 3 baths2,400 sq. ft.
65 Meadow Lane, Hillsdale, NY 12529
MLS# 20263652Listed by: COLUMBIA COUNTY RE SPECIALIST
$1,485,000Pending
3 beds 3 baths2,100 sq. ft.
51 Taconic Creek Road, Hillsdale, NY 12529
MLS# 20263579Listed by: FOUR SEASONS SOTHEBY'S INT.
$75,000Active
6.25 Acres
0 Stone Ledge Road, Hillsdale, NY 12529
MLS# 20263252Listed by: GABEL REAL ESTATE
$849,900Active
3 beds 2 baths1,600 sq. ft.
2955 State Route 23, Hillsdale, NY 12529
MLS# 1011743Listed by: COLDWELL BANKER ADVISOR REALTY
$849,900Active
3 beds 2 baths1,600 sq. ft.
2955 New York 23, Hillsdale, NY 12529
MLS# 20263193Listed by: COLDWELL BANKER ADVISOR REALTY
$3,485,000Active
5 beds 7 baths5,083 sq. ft.
335 Dawson Road, Hillsdale, NY 12529
MLS# 1009156Listed by: BROWN HARRIS STEVENS HV LLC
$815,000Active
19.7 Acres
2 Ridge Lane, Hillsdale, NY 12529
MLS# 20262980Listed by: NICOLE VIDOR REAL ESTATE INC.
$1,525,000Active
4 beds 5 baths3,666 sq. ft.
83 Schmeichel Rd, Hillsdale, NY 12529
MLS# 249705Listed by: COMPASS MASSACHUSETTS , LLC GB
$1,100,000Active
3 beds 4 baths5,000 sq. ft.
2666 Ny-23, Hillsdale, NY 12529
MLS# 20262810Listed by: COLUMBIA COUNTY RE SPECIALIST
$260,000Active
22.84 Acres
0 County Route 21, Hillsdale, NY 12529
MLS# 996860Listed by: FOUR SEASONS SOTHEBYS INTL
$1,100,000Active
3 beds 4 baths2,880 sq. ft.
2666 New York 23, Hillsdale, NY 12529
MLS# 20262449Listed by: COLUMBIA COUNTY RE SPECIALIST
$900,000Active
3 beds 3 baths2,495 sq. ft.
309 Pine Ridge Lane, Hillsdale, NY 12529
MLS# 20262412Listed by: COLUMBIA COUNTY RE SPECIALIST
$695,000Active
4 beds 3 baths2,225 sq. ft.
2999 New York 23, Hillsdale, NY 12529
MLS# 20262358Listed by: STONE HOUSE PROPERTIES, LLC
$3,148,000Pending
4 beds 4 baths3,855 sq. ft.
110 Mansfield Road, Hillsdale, NY 12529
MLS# 20262231Listed by: FOUR SEASONS SOTHEBY'S INT.
$1,995,000Active
3 beds 3 baths2,755 sq. ft.
292 White Hill Road, Hillsdale, NY 12529
MLS# 20262073Listed by: COMPASS GREATER NY LLC
$850,000Active
150 Acres
Overlook Drive, Hillsdale, NY 12529
MLS# 986731Listed by: ROUSE + CO REAL ESTATE LLC
$850,000Active
150 Acres
400 Overlook Drive, Hillsdale, NY 12529
MLS# 20261668Listed by: ROUSE + CO REAL ESTATE
$255,000Active
3 beds -- baths2,304 sq. ft.
9249 Route 22, Hillsdale, NY 12529
MLS# 20261520Listed by: BARNS & FARMS REALTY, LLC
$1,250,000Active
3 beds 3 baths2,350 sq. ft.
501 Birch Street, Craryville, NY 12521
MLS# 20261318Listed by: COMPASS, HILLSDALE
$305,000Pending
2 beds 1 baths925 sq. ft.
9377 New York 22, Hillsdale, NY 12529
MLS# 20261307Listed by: KW MID-HUDSON
$695,000Pending
3 beds 3 baths1,824 sq. ft.
30 Ridge Lane, Hillsdale, NY 12529
MLS# 20260990Listed by: COMPASS, HILLSDALE
$339,900Active
3 beds 1 baths1,381 sq. ft.
9659 Ny-22, Hillsdale, NY 12529
MLS# 20260373Listed by: COLDWELL BANKER ADVISOR REALTY
$3,600,000Active
4 beds 2 baths3,200 sq. ft.
90 W End Road, Hillsdale, NY 12529
MLS# 20256016Listed by: FOUR SEASONS SOTHEBY'S INT.
$785,000Pending
3 beds 3 baths1,500 sq. ft.
9254 Route 22, Hillsdale, NY 12529
MLS# 202530180Listed by: BARNS & FARMS REALTY
$1,225,000Active
4 beds 3 baths2,395 sq. ft.
9960 Route 22, Hillsdale, NY 12529
MLS# 882928Listed by: FOUR SEASONS SOTHEBYS INTL
$595,000Active
30 Acres
0 Labranch, Hillsdale, NY 12529
MLS# 20252234Listed by: GABEL REAL ESTATE
$599,999Pending
70 Acres
1 West Hill Road, Austerlitz, NY 12017
MLS# 152558Listed by: HOULIHAN LAWRENCE, INC.
$175,000Pending
33.31 Acres
50 Dugway Road, Hillsdale, NY 12529
MLS# 155009Listed by: BEACH & BARTOLO REALTORS
$399,000Active
83.22 Acres
50 - 61 Dugway, Hillsdale, NY 12529
MLS# 156997Listed by: BEACH & BARTOLO REALTORS
$1,080,000Active
72 Acres
Yonderview Road, Hillsdale, NY 12529
MLS# H6300032Listed by: R. FERRIS REAL ESTATE, LLC

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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.

Terms of use Accessibility DMCA notice Fraud alert Privacy policy Fair housing Do not sell info NY reasonable accommodation Submit agent or broker complaint

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.