416 Whippoorwill Road, Hillsdale, NY 12529 (MLS# 20262256)

Listing Agreement: Exclusive Right To Sell

Owner Name: Acevedo

Occupant Type: Owner

Lease Considered YN: No

Current Price: $619,000

Original List Price: 649000

List Price: $619,000

Status: Active

Listing Contract Date: 2026-05-09

Property Sub Type: Single Family Residence

911 Address: 416 Whippoorwill RD, Hillsdale, NY 12529

Township: Hillsdale

School District: Taconic Hills Central Schools

General Tax: 2362.29

School Tax: 3094.06

Tax Annual Amount: 5456

Tax Year: 2026

Assessors Full Market Value: 479032

Tax Assessed Value: 297000

Tax Legal Description: Single Family Residential

Parcel Number: 135.-2-58

Tax Lot: 58

Tax Block: 2

Tax Exemptions YN: No

Zoning: Residential

Directions: From traffic light in Hillsdale go North on Route 22. Continue North to left on Whippoorwill Road. Continue past Vine Gate and uphill to 416 on the right. See sign. Pumpkin Hill RD is too far.

Bathrooms Half: 1

Above Grade Finished Area: 1500

Below Grade Finished Area: 0

Lot Size Acres: 5.01

Association YN: No

New Construction YN: No

Garage YN: No

Flood Plain YN: No

Sign On Property YN: Yes

Basement YN: Yes

Stories: 2

Fireplace YN: Yes

Fireplaces Total: 1

List Price/SqFt: 412.67

Bedrooms Total: 2

Bathrooms Total: 2

Bathrooms Full: 1

Living Area: 1500

Year Built: 2000

Public Remarks: This one checks all of the boxes. Our newly listed two bedroom, two bath Cape Cod style home in Hillsdale has been meticulously maintained and is in excellent condition inside and out. The main level features a functional kitchen, dining area, bathroom, and living room centered around a propane fireplace; all with hardwood floors. A 12x12 great room with hardwood floors was added to provide additional living space. Ideally located on one of Hillsdale's prettiest country roads and in close proximity to everything that makes Hillsdale such a popular destination. Whippoorwill Road is within a short drive of Catamount Ski Area, Vine Gate Lavender Farm, the HV Rail Trail, Taghkanic State Park, The Copake-Hillsdale Farmers Market, Copake Lake, downtown Hudson and the Berkshires. The 5-acre parcel is completely tree lined for total privacy and seclusion. A garden shed, large gazebo and spacious deck overlooking the back yard make enjoying the outdoors a breeze all summer long. ''Neat as a pin'', ''cute as a button'', ''big things come in small packages''. These superlatives all ring true. You have the power to make them more than a superlative. You can make them become a reality!

Status Change Timestamp: 2026-05-10

Major Change Timestamp: 2026-06-26T15:08:37Z

Major Change Type: Price Reduced

Price Change Timestamp: 2026-06-26T15:08:37Z

Dishwasher: 1

Range: 1

Refrigerator: 1

Washer/Dryer: 1

Cape Cod: 1

Pull-Down Stairs: 1

Concrete: 1

Partial: 1

Unfinished: 1

Liber/Book: 581

Page: 70

Section: Deeds

Frame: 1

Vinyl Siding: 1

Window Unit(s): 1

Sliding Doors: 1

200+ Amp Service: 1

Playground: 1

Private Entrance: 1

Private Yard: 1

Smart Camera(s)/Recording: 1

Living Room: 1

Propane: 1

Carpet: 1

Hardwood: 1

Tile: 1

Concrete Perimeter: 1

Permanent: 1

Baseboard: 1

Oil: 1

In Basement: 1

One and One Half: 1

Back Yard: 1

Front Yard: 1

Landscaped: 1

Level: 1

Many Trees: 1

Private: 1

Secluded: 1

Sloped Down: 1

Dehumidifier: 1

Gazebo: 1

Packing Shed: 1

Covered: 1

Deck: 1

Front Porch: 1

Close Of Escrow: 1

Town: 1

Asphalt: 1

Asphalt: 1

Shingle: 1

24 Hour Security: 1

Septic Tank: 1

Standard: 1

Meadow: 1

Panoramic: 1

Pasture: 1

Trees/Woods: 1

Well: 1

Casement Window(s): 1

Double Hung Window(s): 1

Insulated Windows: 1

Showing Attended YN: Yes

Showing Instructions: Use Showingtime or call Margaret

Bathroom: 1

Bathroom Level: First

Bedroom: 1

Dining Room: 1

Dining Room Level: First

Great Room: 1

Great Room Level: First

Kitchen: 1

Kitchen Level: First

Living Room: 1

Living Room Level: First

Primary Bedroom: 1

Primary Bedroom Level: Second

Other Room: 1

Other Room Level: Lower

Street Number: 416

Street Name: Whippoorwill

Street Suffix: Road

County: Columbia

State: NY

Zip Code: 12529

Town (Taxable): Hillsdale