376-approx Whippoorwill Rd

Hillsdale, NY 12529

$295,000
Last Sold Price
522,720 / 12
Lot Size / Acres
Closed 12/30/25
Closed 12/30/25
Aerial 1
Frontage 1
Pillar 1
Pillar 2
Frontage 4
Frontage 5
Land 2
Land 4
Land 5
Land 6
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Land 9
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Frontage 2
Frontage 3

Description

Discover the true tranquility offered by this 12-acre parcel located on Whippoorwill Road in Hillsdale. Originally created and purchased in 1975, the property has remained undisturbed for the last fifty years. Located only a few miles from the hamlet of Hillsdale on Whippoorwill Road, one of Hillsdale's most scenic and historic roadways. On your way home you will travel by White Oak Farm, with its renowned sweet corn, vegetables and homemade jams; Vine Gate Lavender Floral Farm, where peace and tranquility...Discover the true tranquility offered by this 12-acre parcel located on Whippoorwill Road in Hillsdale. Originally created and purchased in 1975, the property has remained undisturbed for the last fifty years. Located only a few miles from the hamlet of Hillsdale on Whippoorwill Road, one of Hillsdale's most scenic and historic roadways. On your way home you will travel by White Oak Farm, with its renowned sweet corn, vegetables and homemade jams; Vine Gate Lavender Floral Farm, where peace and tranquility can be found at any time of day, and BridleWood Dressage equine facility. Continue home past farm fields, rolling pastures with grazing cows and deep woodlands to the driveway that delivers you to your sanctuary in the center of everything, yet away from it all. The totally wooded parcel is surrounded by stone walls and offers total privacy and seclusion throughout. It is flat - to - slightly sloping and features multiple secluded building sites for anyone seeking multiple residences. Marked on its southern corner by an historic 1914 stone boundary pillar this unique property is anxiously awaiting its next owner's vision and execution.
  1. Listed by John Avenia • Columbia County RE Specialist
    P: (518)-567-4404 C: (518)-567-4404 johnaavenia@gmail.com
  2. Listed by Margaret Bower Avenia • Columbia County RE Specialist
    P: (518)-697-9865 C: (518)-697-9865 margaretavenia@gmail.com

Property Details for 376-approx Whippoorwill Road

Zoning
RU
Zoning Description
Rural - Residential
LISTING UPDATED: 01/09/2026 05:04 PM

Property Details for 376-approx Whippoorwill Road

StatusClosed
MLS #20253870
Days on Market40
Taxes$1,574 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeLand
MLS TypeLand / Unimproved Land
Year Built-
Lot Size12.00 AC
CountyColumbia County

Location

Listing Courtesy of Columbia County RE Specialist

Sold By Columbia County RE Specialist

Add your commute

Building Information for 376-approx Whippoorwill Road

Lot Size12.00 AC

Payment Calculator

$1,569 per month

30 year fixed, 6.15% Interest

Principal and Interest

$1,438

Property Taxes

$131

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 376-approx Whippoorwill Road

Summary
Location and General Information
  • Directions: From the traffic light in Hillsdale travel north on Route 22 to Whippoorwill RD on the left. Travel 2.2 miles to property on the right. Across street from #365. See our sign and park near it.
  • Township: Hillsdale
  • MLS Area Major: Hillsdale
  • County: Columbia
  • Latitude: 42.21094
  • Longitude: -73.529195
  • MLS Area Major: Hillsdale
  • Sign On Property YN: Yes
  • Forest: Yes
  • Hills: Yes
  • Rural: Yes
Taxes and HOA
  • Association YN: No
  • Association Fee: $.00
  • Parcel Number: 135.-2-4
  • Tax Block: 2
  • Tax Legal Description: That tract or parcel of land, situate in the town of Hillsdale, county of Columbia and state of New York.
  • Tax Annual Amount: $1,574.00
  • Association YN: No
Property
Lot Information
  • Lot Size Acres: 12.0
  • Lot Size Area: 12.0
  • Lot Size Units: Acres
  • Lot Size Square Feet: 522720.0
  • Lot Size Acres: 12.0
  • Many Trees: Yes
  • Native Plants: Yes
  • Rectangular Lot: Yes
  • Subdivide Possible: Yes
  • Chip And Seal: Yes
Property and Assessments
  • Owner Name: Strauss and Oster
  • Total Floor Plans Count: 0
  • Property Type: Land
  • Property Sub Type: Unimproved Land
  • Page: 291
  • Section: Deeds
  • Vacant: Yes
  • Raw Land: Yes
Taxes and HOA
  • Tax Assessed Value: 85000.0
  • Tax Lot: 4
Utilities
  • Septic Needed: Yes
Interior and Exterior Features
Interior Features
  • Bathrooms Total (Integer): 0
  • Bathrooms Total (Decimal): 0.0
  • Bathrooms Total (Notational): 0.0
Mobile Home
Mobile Home Information
  • Sign On Property YN: Yes

Schools near 376-approx Whippoorwill Road

This home is within Taconic Hills Central School District.
Rating
School
Type
Grades
Distance
Taconic Hills Elementary School
Public - PK to 6
Taconic Hills High School
Public - 7 to 12
Rating
School
Distance
Taconic Hills Elementary School
PublicPK to 6

Taconic Hills High School
Public7 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Listing Courtesy of Columbia County RE Specialist

The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. The data relating to real estate for sale or lease on this webpage comes from the the IDX Program of OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS. Real estate listings held by brokerage firms other than Compass are marked with a OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS or Ulster County Board of REALTORS Logo. Use of these search facilities other than by a consumer seeking to purchase or lease real estate is prohibited. The accuracy of all information is deemed reliable but not guaranteed and should be verified through personal inspection by and/or with appropriate professionals. The data contained herein is copyrighted by the IDX Program of OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited. Information Copyright 2026, OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS. All rights reserved. Data last updated: 01/09/2026 05:04 PM