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416 Whippoorwill Road

Hillsdale, NY 12529

$649,000 $2,736/Mo

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Overview

Bed

Bath

1,500

Sqft

5.01

Acres(Lot)

Description

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!

Property Details

Property Type : Residential

Price : $649,000

AD Id : 77594724

MLS Id : 20262256

Beds : 2

Lot Size : 5.01 Acres

Living Area Size : 1,500

Year Built : 2000

County : Columbia

Subdivision: Mountain Acres

Map

What's Nearby

Nearby Areas

Features

Bedroom Information

Total beds: 2

Bathroom Information

Total Baths: 2 Full Baths: 1 Half Baths: 1

Room Information

Has Basement: Yes Basement: Concrete, Partial, Unfinished
Flooring Information

Carpet, Hardwood, Tile
Roofing Information

Asphalt, Shingle
Interior Features

Roof: Asphalt, Shingle Appliances: Dishwasher, Range, Refrigerator, Washer/Dryer Laundry Features: In Basement Window Features: Insulated Windows
Heating & Cooling

Has Heating: Yes Heating: Baseboard, Oil Has Cooling: Yes Cooling: Window Unit(s)

Building Information

Year Built: 2000 Building Area Total: 1500 Construction Materials: Frame, Vinyl Siding Stories: 2 Patio And Porch Features: Covered, Deck, Front Porch Private Pool: No View: Meadow, Panoramic, Pasture, Trees/Woods
Exterior Features

Exterior Features: Private Entrance, Playground, Private Yard

Lot Information

Main Square Feet: 5.01 Acres Lot Size Acres: 5.01 Lot Size Square Feet: 218235.6 Lot Description: Back Yard, Front Yard, Landscaped, Level, Many Trees, Private, Secluded, Sloped Down

Listing Price Information

Listing Price: $649000

Tax Information

Parcel Number: 135.-2-58 Tax Lot: 58 Tax Block: 2 Tax Year: 2026 Annual Tax: $5456 Tax Legal Desc: Single Family Residential

Location Information

WaterSource: Private, Well Security Features: 24 Hour Security

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Nearby Home Value

Address	Estimate	Bed	Bath	Sq. Ft	Lot Size
292 White Hill Rd, Hillsdale, NY, 12529	$2,195,000	3	3	2,755	2,755 SqFt
523 Breezy Hill Rd, Hillsdale, NY, 12529	$1,195,000	3	3	1,931	1,931 SqFt
523 Breezy Hill Road, Hillsdale, NY, 12529	$1,195,000	3	3	1,931	1,931 SqFt
523 Breezy Hill Road, Hillsdale, NY, 12529	$1,195,000	3	3	1,931	1,931 SqFt
309 Pine Ridge Lane, Hillsdale, NY, 12529	$1,100,000	3	3	2,495	2,495 SqFt
25 Nobletown Rd, Hillsdale, NY, 12529	$999,000	4	3	1,344	1,344 SqFt
25 Nobletown Road, Hillsdale, NY, 12529	$999,000	4	3	1,344	1,344 SqFt
25 Nobletown Road, Hillsdale, NY, 12529	$999,000	4	3	1,344	1,344 SqFt
2955 State Route 23, Hillsdale, NY, 12529	$999,900	2	2	1,600	1,600 SqFt
401 Collins Street, Hillsdale, NY, 12529	$1,175,000	1	2	1,700	1,700 SqFt

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The data relating to real estate for sale on this website comes in part from the Internet Data exchange (IDX) program of the Ulster County Board of REALTORS®. 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. Information deemed reliable but not guaranteed. Copyright ©2026 Ulster County Board of REALTORS®, Inc.

ByOwner last updated this listing 06/16/2026 @ 14:38

MLS: 20262256 LISTED BY: Margaret Bower Avenia, Columbia County RE Specialist SOURCE: Hudson Valley Catskills Region Multiple List Service (Ulster County Board of REALTORS)