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Serving Buyers & Sellers in Columbia County, NY

416 Whippoorwill Road, Hillsdale, NY 12529 (MLS# 20265193)


$575,000
416 Whippoorwill Road
Hillsdale, NY 12529
MLS# 20265193
2 beds  |  2 baths  |  1500 sqft


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Entry 1 House Front 5 Gazebo 1 House Rear 2 Front Yard 1 Fireplace 1 Dining Area 1 Living and Great 1 Kitchen 1 Kitchen 2 Kitchen 3 Living Room 1 Living Room 2 Living Room 3 Great Room 1 Bedroom-2 1 Bedroom-1 1 Bathroom Up 1 Bathroom Down 1 Basement 1 House Front 2 Rear Yard 1 Rear Yard 3 Shed 1 416 Whippoorwill Rd, Hillsdale NY 12529 Entry 2 Rear Yard 2 House Rear 1 House from Driveway 1 House front 1

Property Description
PRIVATE SETTING!! Cape Cod style home, built in 2000, 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!

Details
Contract Information
Current Price: $575,000
Original List Price: 575000
List Price: $575,000
Status: Active
Listing Contract Date: 2026-09-08
Property Sub Type: Single Family Residence
Accessory Dwelling Unit YN: No
Listing Agreement: Exclusive Right To Sell
Owner Name: Julio
Occupant Type: Owner
Lease Considered YN: No
General Property Information
Bedrooms Total: 2
Bathrooms Total: 2
Bathrooms Full: 1
Bathrooms Half: 1
Above Grade Finished Area: 1500
Living Area: 1500
New Construction YN: No
Year Built: 2000
Garage YN: No
Lot Size Acres: 5.01
Flood Plain YN: No
Association YN: No
Basement YN: Yes
Stories: 2
Fireplace YN: Yes
Fireplaces Total: 1
Sign On Property YN: Yes
List Price/SqFt: 383.33
Remarks and Miscellaneous
Public Remarks: PRIVATE SETTING!! Cape Cod style home, built in 2000, 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 Information
Major Change Timestamp: 2026-09-08T16:10:04Z
Major Change Type: New Listing
Status Change Timestamp: 2026-09-08
Book Information
Liber/Book: 581
Page: 70
Section: Deeds
Showing Information
Showing Attended YN: Yes
Showing Instructions: Use Showingtime or call Margaret
Room Types
Bathroom Level: First
Dining Room Level: First
Great Room Level: First
Kitchen Level: First
Living Room Level: First
Primary Bedroom Level: Second
Other Room Level: Lower
Location Tax and Legal
Street Number: 416
Street Name: Whippoorwill
Street Suffix: Road
County: Columbia
State: NY
Zip Code: 12529
Town (Taxable): Hillsdale
Property Features
Appliances: Dishwasher; Range; Refrigerator; Washer/Dryer
Architectural Style: Cape Cod
Attic Features: Pull-Down Stairs
Basement: Concrete; Partial; Unfinished
Construction Materials: Frame; Vinyl Siding
Cooling: Window Unit(s)
Door Features: Sliding Doors
Electric: 200+ Amp Service
Exterior Features: Playground; Private Entrance; Private Yard; Smart Camera(s)/Recording
Fireplace Features: Living Room; Propane
Flooring: Carpet; Hardwood; Tile
Foundation Details: Concrete Perimeter; Permanent
Heating: Baseboard; Oil
Laundry Features: In Basement
Levels: One and One Half
Lot Features: Back Yard; Front Yard; Landscaped; Level; Many Trees; Private; Secluded; Sloped Down
Other Equipment: Dehumidifier
Other Structures: Gazebo; Packing Shed
Patio And Porch Features: Covered; Deck; Front Porch
Possession: Close Of Escrow
Road Frontage Type: Town
Road Surface Type: Asphalt
Roof: Asphalt; Shingle
Security Features: 24 Hour Security
Sewer: Septic Tank
Special Listing Conditions: Standard
View: Meadow; Panoramic; Pasture; Trees/Woods
Water Source: Well
Window Features: Casement Window(s); Double Hung Window(s); Insulated Windows
Room Types: Bathroom; Bedroom; Dining Room; Great Room; Kitchen; Living Room; Primary Bedroom; Other Room
Room Information
Room Name Level Remarks
KitchenFirstHardwood Floor
Dining RoomFirstHardwood Floor
Living RoomFirstHardwood Floor
Great RoomFirstHardwood Floor
BathroomFirstHalf Bath, Tile Floor
Primary BedroomSecondCarpet Floor
BedroomSecondCarpet Floor
BathroomSecondTile Floor
Other RoomLowerDry Basement W/D

Listing Courtesy of Columbia County RE Specialist
Listing Agent: Margaret Bower Avenia

Information deemed reliable but not guaranteed.