This architectural masterpiece of incomparable beauty is meticulously maintained and showcases unparalleled craftsmanship, slate roof, high ceilings, exposed beams, vaulted living room with grand fireplace, chef's kitchen, central AC, and solid oak flooring throughout. Situated at the top of a hill overlooking the Hudson River, the mature gardens with massive cedar trees are fully fenced, featuring two slate patios for entertaining and custom pergola. Additional Information: ParkingFeatures:2 Car Attached,
Single-familyProperty Type
1927Year Built
10,018 sq ftLot Size
$405Est. Price/Sq.Ft.
2 spacesParking
Listing by Christopher Cawley• Corcoran Legends Realty
This architectural masterpiece of incomparable beauty is meticulously maintained and showcases unparalleled craftsmanship, slate roof, high ceilings, exposed beams, vaulted living room with grand fireplace, chef's kitchen, central AC, and solid oak flooring throughout. Situated at the top of a hill overlooking the Hudson River, the mature gardens with massive cedar trees are fully fenced, featuring two slate patios for entertaining and custom pergola.
OneKey® MLS as Distributed by MLS Grid #H3405378
Jul 22, 2014
Sold
$568,000
$240/sq ft
Mar 3, 2014
Listed
$578,000
$244/sq ft
Public Records
Sep 28, 1998
Sold
$308,000
$130/sq ft
Public Records
Dec 31, 1990
Sold
$265,000
$112/sq ft
Public Records
Nov 18, 1987
Sold
$325,000
$137/sq ft
Year
Property tax
Land + Additions
Assessment*
2026
$26,389 (+0.2%)
$264,400 + $560,900
$825,300
2025
$26,327 (+3.9%)
$264,400 + $560,900
$825,300
2024
$25,329 (+5.3%)
$174,000 + $635,100
$809,100
2023
$24,061 (−0.3%)
$174,000 + $575,200
$749,200
2022
$24,126 (+25.3%)
$174,000 + $491,300
$665,300
2021
$19,255 (−17.9%)
$174,000 + $425,400
$599,400
2020
$23,459
$174,000 + $425,400
$599,400
2019
$23,453
$204,700 + $400,400
$605,100
2018
$204,700 + $400,400
$605,100
2017
$204,700 + $394,500
$599,200
2016
$204,700 + $382,800
$587,500
2014
$5,700 + $18,300
$24,000
2013
$5,700 + $18,300
$24,000
2012
$5,700 + $18,300
$24,000
2011
$5,700 + $18,300
$24,000
2010
$5,700 + $18,300
$24,000
2009
$5,700 + $18,300
$24,000
2008
$5,700 + $18,300
$24,000
Tax history for 27 Underhill Rd
Year
Property tax
Land + Additions
Assessment*
2026
$26,389 (+0.2%)
$264,400 + $560,900
$825,300
2025
$26,327 (+3.9%)
$264,400 + $560,900
$825,300
2024
$25,329 (+5.3%)
$174,000 + $635,100
$809,100
2023
$24,061 (−0.3%)
$174,000 + $575,200
$749,200
2022
$24,126 (+25.3%)
$174,000 + $491,300
$665,300
2021
$19,255 (−17.9%)
$174,000 + $425,400
$599,400
2020
$23,459
$174,000 + $425,400
$599,400
2019
$23,453
$204,700 + $400,400
$605,100
2018
$204,700 + $400,400
$605,100
2017
$204,700 + $394,500
$599,200
2016
$204,700 + $382,800
$587,500
2014
$5,700 + $18,300
$24,000
2013
$5,700 + $18,300
$24,000
2012
$5,700 + $18,300
$24,000
2011
$5,700 + $18,300
$24,000
2010
$5,700 + $18,300
$24,000
2009
$5,700 + $18,300
$24,000
2008
$5,700 + $18,300
$24,000
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Public record
Zoning
Beds
3
Baths
2
Stories
—
Lot width
70 ft.
Lot depth
140 ft.
Lot size
10,081 Sq. Ft.
Year renovated
—
Sq. Ft.
2,370
Year built
1927
Style
Single Family Residential
County
Westchester County
APN
554203A09700800010070000000
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Sep 25, 2026.
S-100
Single-Family Residence District
To maintain the character, scale and density of existing single-family residential neighborhoods in the Village of Ossining consistent with the protection and promotion of public health, safety and general welfare.; To encourage homeowners to maintain and improve their properties in keeping with the character of the surrounding neighborhood.