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416 Whippoorwill Road

Hillsdale, NY 12529
  • $575,000
  • STATUS: Active
  • MLS #: 20265193
UPDATED: 46 min ago
$575,000
  • 2
    BEDS
  • 5.01
    ACRES
  • 1
    BATHS
  • 1
    1/2 BATHS
  • 1,500
    SQFT
  • $383
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
2000
County:
Area:

School Ratings & Info

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!

Monthly Payment Calculator

© 2026 by Hudson Valley Catskill Region MLS. All Rights Reserved. The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS. Real estate listings held by brokerage firms other than This Old Hudson Team at Houlihan Lawrence are marked with IDX logo and the detailed information about them includes the name of the listing broker. All information provided is deemed reliable but is not guaranteed and should be independently verified. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data Last Updated:2026-10-15T14:53:22.357
www.thisoldhudsonrealestate.com/homes/180968590
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416 Whippoorwill Road Hillsdale, NY 12529

  • Price: $575,000
  • Status: Active
  • On Site: Days
  • Updated: 46 min ago
  • MLS #: 20265193
2
Beds
1
Baths
1
½ Baths
5.01
Acres
1,500
SQFT
$383
$/SQFT
2000
Built
Neighborhood:
Hillsdale
County:
Columbia
Area:
Hillsdale
School District:
Taconic Hills Central Schools
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!
Exterior Features

Architectural Style Cape Cod Exterior Features PlaygroundPrivate EntrancePrivate YardSmart Camera(s)/Recording Fencing [] Foundation Details Concrete PerimeterPermanent Garage YN No Lot Features Back YardFront YardLandscapedLevelMany TreesPrivateSecludedSloped Down Parking Features [] Patio And Porch Features CoveredDeckFront Porch Pool Features [] Road Frontage Type Town Road Surface Type Asphalt Roof AsphaltShingle View MeadowPanoramicPastureTrees/Woods Waterfront Features [] Window Features Insulated Windows

Interior Features

Appliances Washer/DryerRefrigeratorRangeDishwasher Basement ConcretePartialUnfinished Construction Materials FrameVinyl Siding Cooling Window Unit(s) Cooling YN Yes Door Features Sliding Doors Electric 200+ Amp Service Fireplace Features Living RoomPropane Fireplace YN Yes Fireplaces Total 1 Flooring CarpetHardwoodTile Great Room Yes Heating BaseboardOil Heating YN Yes Interior Features [] Laundry Features In Basement Levels One and One Half Rooms Total 9

Property Features

Accessory Dwelling Unit Yn No Association Amenities [] Association Fee Includes [] Association YN No Community Features [] Flood Plain No General Tax 2362.29 Listing Terms [] New Construction YN No Other Equipment Dehumidifier Other Structures GazeboPacking Shed Property Condition [] Property Sub Type Single Family Residence School Tax 3094.06 Security Features 24 Hour Security Sewer Septic Tank Special Listing Conditions Standard Structure Type [] Tax Annual Amount 3978 Tax Assessed Value 297000 Tax Block 2 Tax Legal Description Single Family Residential Tax Lot 58 Township Hillsdale Utilities [] Water Source Well

[Hudson Valley Catskill Region MLS] logo© 2026 by Hudson Valley Catskill Region MLS.
Listing # 20265193 provided courtesy of Margaret Bower Avenia of Columbia County RE Specialist: .
© 2026 by Hudson Valley Catskill Region MLS. All Rights Reserved. The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS. Real estate listings held by brokerage firms other than This Old Hudson Team at Houlihan Lawrence are marked with IDX logo and the detailed information about them includes the name of the listing broker. All information provided is deemed reliable but is not guaranteed and should be independently verified. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data Last Updated:2026-10-15T14:53:22.357
 
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This Old Hudson Team at Houlihan Lawrence
Hudson NY, 12534