Hillsdale

Home to Roeliff Jansen Park, the town of Hillsdale in Columbia County offers a plethora of hiking and picnic areas, scenic parks, historic districts and a close-knit community atmosphere.

Hillsdale is known for its gorgeous landscapes, rolling hills, open farmland and strong community spirit. The Hillsdale Hamlet District with 82 historic structures has been placed on the National Register of Historic Places. Within town is the Roeliff Jansen Park, a state park where land is leased to local farmers. The park is quite scenic and was captured by the Hillsdale branch of the Hudson River School. There are trails, picnic area, farmers market, dog run and special events are held there. It is close to Bash Bish Falls, Taconic State Park and Catamount Ski Area. For cultural pursuits the Tanglewood and Jacob’s Pillow are not far in Massachusetts.

Hillsdale is known for its gorgeous landscapes, rolling hills, open farmland and strong community spirit. The Hillsdale Hamlet District with 82 historic structures has been placed on the National Register of Historic Places. Within town is the Roeliff Jansen Park, a state park where land is leased to local farmers. The park is quite scenic and was captured by the Hillsdale branch of the Hudson River School. There are trails, picnic area, farmers market, dog run and special events are held there. It is close to Bash Bish Falls, Taconic State Park and Catamount Ski Area. For cultural pursuits the Tanglewood and Jacob’s Pillow are not far in Massachusetts.

Hillsdale is known for its gorgeous landscapes, rolling hills, open farmland and strong community spirit. The Hillsdale Hamlet District with 82 historic structures has been placed on the National Register of Historic Places. Within town is the Roeliff Jansen Park, a state park where land is leased to local farmers. The park is quite scenic and was captured by the Hillsdale branch of the Hudson River School. There are trails, picnic area, farmers market, dog run and special events are held there. It is close to Bash Bish Falls, Taconic State Park and Catamount Ski Area. For cultural pursuits the Tanglewood and Jacob’s Pillow are not far in Massachusetts.

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Featured Listings

523 Breezy Hill Road
Hillsdale, NY $1,195,000

523 Breezy Hill Road

Hillsdale, NY

$1,195,000
  • 3 Beds
  • 2/1 Baths
  • 1,931 Sqft
449 New York 71
Hillsdale, NY $75,000

449 New York 71

Hillsdale, NY

$75,000
  • 0.58 Acres
85 Gellert Lane
Hillsdale, NY $13,000/mo

85 Gellert Lane

Hillsdale, NY

$13,000/mo
  • 4 Beds
  • 3 Baths
  • 3,164 Sqft
54 Far View Lane
Hillsdale, NY $3,995,000

54 Far View Lane

Hillsdale, NY

$3,995,000
  • 4 Beds
  • 3 Baths
  • 3,666 Sqft
335 Dawson Road
Hillsdale, NY $3,850,000

335 Dawson Road

Hillsdale, NY

$3,850,000
  • 5 Beds
  • 5/1 Baths
  • 5,083 Sqft
90 W End Road
Hillsdale, NY $3,600,000

90 W End Road

Hillsdale, NY

$3,600,000
  • 4 Beds
  • 2 Baths
  • 4,843 Sqft
110 Mansfield Road
Hillsdale, NY $3,395,000

110 Mansfield Road

Hillsdale, NY

$3,395,000
  • 4 Beds
  • 4 Baths
  • 3,855 Sqft
292 White Hill Road
Hillsdale, NY $2,195,000

292 White Hill Road

Hillsdale, NY

$2,195,000
  • 3 Beds
  • 3 Baths
  • 2,755 Sqft

Hillsdale

Area Map

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Hillsdale

Market Snapshot

Units Sold

May 2026

2 TOTAL UNITS

image description -50.0% image description -75.0% vs

Median Sales Price

May 2026 - Single Family Homes

$865K
image description +20.9% image description +27.8% vs

Percentage of Asking Price

May 2026 Single Family Homes

94%
image description -5.3% image description +21.4% vs
94%
image description -5.3% image description +21.4% vs