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Property at 416 Whippoorwill Road, Hillsdale, NY 12529
ACTIVE
0
$649,000

416 Whippoorwill RoadHillsdale, NY, 12529

2 Beds2 Baths1,500 SqFt5 Acres
416 Whippoorwill Rd, Hillsdale, one of the prettiest country roads Columbia County has to offer!! 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!
1 / 25

Est. Monthly

$3,076/MO

$649,000

416 Whippoorwill Road, Hillsdale, NY

2 Beds2 Baths1,500 SqFt5 Acres

416 Whippoorwill Rd, Hillsdale, one of the prettiest country roads Columbia County has to offer!! 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!

StatusActive
Property TypeResidential
Property Subtype—
Year Built2000
Total Rooms8 rooms
Days on Market22 days

Est. Monthly Payment

$3,076.24

%
%
yr

Private Mortgage Insurance

Not required

Affordability Checkoptional
$

Enter your annual income to check affordability

Property Details

Property Information

416 Whippoorwill Road

Hillsdale, NY 12529 • Columbia
2
Beds
2
Baths
1,500
SqFt
5
Acres
Status
Active
Property Type
Residential
Property Subtype
—
Year Built
200026 years ago
Total Rooms
8 rooms
Days on Market
22 days
Tax History
Estimated values, may not reflect current amounts.
  • Annual Tax Amount
    $545,935
Property History
  • Listed for sale
    May 10, 2026 • NY State MLS • 11741859
    $649,000
Mortgage Calculator
Estimated monthly payment for this property
$3,076.24
Down Payment
Interest Rate
Loan Term
%
%
yearsyrs.
Affordability Checkoptional
$

Enter your annual income to see if this home fits your budget

Private Mortgage Insurance

Not required — down payment above 20%
MLS Information
  • Source
    NY State MLS
  • MLS#
    11741859
  • Listing Office
    COLUMBIA COUNTY REAL ESTATE SPECIALISTS LLC
  • Last Updated
    17 days ago

Appliances

  • Appliances
    • Washer
    • Range
    • Microwave
    • Refrigerator
    • Dryer
    • Dishwasher

Climate & Systems

  • Heating
    • Baseboard
    • Oil
  • Fireplace
    Propane

Interior Features

  • Flooring
    Hardwood
  • Basement
    Unfinished
  • Interior Features
    • Walk-In Closet(s)
    • Entrance Foyer

Parking

  • Parking Features
    Driveway

Lot & Grounds

  • Lot Size
    5 acres
  • Lot Features
    On Golf Course
  • View
    • Trees or Woods
    • Scenic
    • Private
    • Mountain(s)
  • Patio & Porch
    • Enclosed
    • Deck

Type

  • Property Type
    Residential

Structure

  • Construction
    Vinyl Siding
  • Roof
    Asphalt

Condition

  • Year Built
    2000
  • Days on Market
    22 days
  • Water
    None
  • Sewer
    Septic Tank

607-282-6242, (607) 282-6242, or +1 607 282 6242

Kevin Lucero

Kevin Lucero

Lic. Real Estate Salesperson

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