Taconic Hills Elementary School

Taconic Hills High School

Hillsdale

Egremont

Philmont

Craryville

Spencertown

Copake

Austerlitz

Ghent

Claverack

West Stockbridge

Housatonic

Lorenz Park

Sleepy Hollow Lake

Lenox Dale

Jefferson Heights

North Canaan

Lakeville

Falls Village

Cementon

Upper Red Hook

12529

12517

12565

12521

12165

12544

12516

12530

12017

12075

Hillsdale (ZIP 12529) blends historic hamlet charm with open farmland and Taconic foothill scenery at the New York–Massachusetts line. Four true seasons shape life—ski days at Catamount Mountain Resort, fiery foliage on the Harlem Valley Rail Trail, and wildflower walks at Roeliff Jansen Park. In the village core at Routes 22 and 23 you’ll find Hillsdale Supermarket, Hillsdale General Store, coffee spots, the Copake–Hillsdale Farmers Market, and pints with live music at Roe Jan Brewing Co.; Roe Jan Community Library anchors year‑round events. Expect an easygoing, community‑forward vibe that’s family‑ and pet‑friendly, with farm‑to‑table dining over big‑city nightlife. Zillow’s recent market trends show a median rent around $2,300, with typical listings ranging from the mid‑$1,600s to mid‑$3,000s depending on size and season. Most daily needs are a short drive, and quiet backroads offer biking, birding, and big‑sky sunsets.

Scenic surroundings with stunning landscapes and picturesque outlooks.

Nature Views

Ample parks and spaces for hiking, biking, and active recreation.

Outdoor Activities

From casual bites to fine dining, a haven for food lovers.

Dining Scene

Craft breweries and taprooms serve unique local flavors and gatherings.

Local Breweries

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9605 State Route 22

Available units

Neighborhood: 12529

Areas of interest

Travel times

Walk, Transit & Bike Scores

Nearby schools in Hillsdale

GreatSchools rating

Frequently asked questions