$299,888
- 2 Beds
- 1 Bath
- 736 Sq Ft
81 SW Colony Rd, Hillsdale, NY 12529
Mark Saxby
Berkshire Hathaway HomeService
$299,888
81 SW Colony Rd, Hillsdale, NY 12529
Mark Saxby
Berkshire Hathaway HomeService
$620,000
33 Twin Bridges Rd, Copake, NY 12516
Brad Rebillard
DUTCHESS COUNTRY REALTY INC. M
$225,000
L135.2 Rockledge Rd, Hillsdale, NY 12529
L135.2 Rockledge Rd, Hillsdale, NY 12529$650,000
3493 County Route 7, Hillsdale, NY 12529
Sabrina Puppolo
Corcoran Country Living
$290,000
0 Anthony St Unit LotWP001, Copake, NY 12529
0 Anthony St Unit LotWP001, Copake, NY 12529$900,000
309 Pine Ridge Ln, Hillsdale, NY 12529
Margaret Bower Avenia Columbia County RE Specialist
$1,300,000
351 Dugway Rd, Austerlitz, NY 12017
Anthony D'Argenzio Houlihan Lawrence Inc.
$649,000
261 Yonderview Rd, Hillsdale, NY 12529
Barbara Robinson Red Apple Realty
$175,000
50 Dugway Rd, Hillsdale, NY 12529
50 Dugway Rd, Hillsdale, NY 12529$849,900
2955 State Route 23, Hillsdale, NY 12529
Jason Walch Coldwell Banker Advisor Realty
$799,000
44 SW Colony Rd, Hillsdale, NY 12529
Austin Urban Venture Fox Realty Group
$21,000,000
21 Schoolhouse Rd, Hillsdale, NY 12529
Nikki Carchedi STONE HOUSE PROPERTIES, LLC
$575,000
5 Adams Dr, Hillsdale, NY 12529
Russ Stein Compass Greater NY LLC
$1,485,000
51 Taconic Creek Rd, Hillsdale, NY 12529
Thomas Pawlowski Four Seasons Sotheby's Int.
$2,195,000
292 White Hill Rd, Hillsdale, NY 12529
Jen Harvey COMPASS MASSACHUSETTS , LLC GB
$649,000
261 Yonderview Rd, Copake, NY 12516
Barbara Robinson Red Apple Realty Inc
$259,000
191 Berkshire Rd, Hillsdale, NY 12529
191 Berkshire Rd, Hillsdale, NY 12529$575,000
416 Whippoorwill Rd, Hillsdale, NY 12529
Margaret Avenia COLUMBIA COUNTY REAL ESTATE SPECIALISTS LLC
$392,500
155 Pumpkin Hollow Rd N, Hillsdale, NY 12529
Jonathan Scarinzi Elyse Harney Real Estate
$795,000
0 Rd Unit 20264993, Hillsdale, NY 12529
0 Rd Unit 20264993, Hillsdale, NY 12529$75,000
00 Stone Ledge Rd, Hillsdale, NY 12529
00 Stone Ledge Rd, Hillsdale, NY 12529$698,000
695 Wolf Hill Rd, Hillsdale, NY 12529
Kimberly Baker BHHS Hudson Valley Properties
$595,000
0 Labranch Unit 20252234, Hillsdale, NY 12529
0 Labranch Unit 20252234, Hillsdale, NY 12529$339,900
9659 New York 22, Hillsdale, NY 12529
Tammy Molinski Coldwell Banker Advisor Realty
$1,398,000
63 Knapp Hollow Ln, Hillsdale, NY 12529
Martin Salerno The Kinderhook Group, Inc.
$850,000
400 Overlook Dr, Hillsdale, NY 12529
400 Overlook Dr, Hillsdale, NY 12529$365,000
251 Overlook Dr, Hillsdale, NY 12529
Margaret Bower Avenia Columbia County RE Specialist
$39,900
0 Prach Road Extension Unit 20263433, Claverack, NY 12513
0 Prach Road Extension Unit 20263433, Claverack, NY 12513$575,000
416 Whippoorwill Rd, Hillsdale, NY 12529
Margaret Bower Avenia Columbia County RE Specialist
$3,600,000
90 W End Rd, Hillsdale, NY 12529
Parker Meyer Four Seasons Sotheby's Int.
$850,000
0 Overlook Dr, Hillsdale, NY 12529
0 Overlook Dr, Hillsdale, NY 12529$275,000
0 County Route 21, Hillsdale, NY 12529
0 County Route 21, Hillsdale, NY 12529$849,900
2955 New York 23, Hillsdale, NY 12529
Jason Walch Coldwell Banker Advisor Realty
$725,000
65 Meadow Ln, Hillsdale, NY 12529
Margaret Bower Avenia Columbia County RE Specialist
$85,000
0 Ny 22 Unit 20264890, Hillsdale, NY 12529
0 Ny 22 Unit 20264890, Hillsdale, NY 12529$995,000
2227 New York 23, Hillsdale, NY 12529
Theresa Westlake Copake Lake Realty Corp.
$725,000
2999 New York 23, Hillsdale, NY 12529
Tyler Bervy Stone House Properties, LLC
$649,000
81 Black Grocery Rd, Hillsdale, NY 12529
Shaina Marron Houlihan Lawrence Inc.
$290,000
00WTP Anthony St, Hillsdale, NY 12529
00WTP Anthony St, Hillsdale, NY 12529$1,100,000
2666 New York 23, Hillsdale, NY 12529
Margaret Bower Avenia Columbia County RE Specialist
Showing Results 1 - 40, Page 1 of 2
Hillsdale is a rural Columbia County town set against the Berkshire Mountains, appealing to buyers who want a quieter lifestyle surrounded by nature. With Catamount Mountain Resort nearby, residents have easy access to skiing, snowboarding and year-round hiking, along with quick trips to nearby Great Barrington. The town feels less busy than Copake or Chatham and offers more open, gently rolling land than neighboring Austerlitz, creating wide farmland views and a sense of space. Many buyers are drawn to Hillsdale for second homes or vacation properties, though there is also a core group of year-round residents. Living here means embracing rural infrastructure, including private wells and septic systems, occasional spotty cell service and winter maintenance responsibilities on private roads. At the same time, strong fiber internet coverage makes remote work realistic for many households. The hamlet itself is small but provides essential amenities, including a grocery store, library, farmers market and a handful of well-loved restaurants. Families have access to the Taconic Hills Central School District for public education and a highly rated private Hawthorne Valley Waldorf School. While daily errands usually require a car, Hillsdale is within easy driving distance of Hudson and New York City is two to three hours away.
| Hillsdale, NY | |
|---|---|
| Median Home Price |
$879,000
|
| Median Sale Price |
$725,000
-34% YoY
|
| Avg. Price per Square Foot |
$587
|
| Median Single Family Price |
$849,950
|
| Median Townhouse Price |
$580,000
|
| Total Active Listings |
54 listings
|
| Market Conditions |
8 Months of Supply
Buyer's Market
|