A rare convergence of land, privacy and proximity to NYC, 81 Glendale Road consists of 14.36 breathtaking acres in the Teatown area of the Town of New Castle, surrounded by some of Westchester County's most treasured protected landscapes. Glendale Road is one of the areas’ most scenic. The house offers privacy and is nearly hidden from view, even in winter. This 3,990-square-foot Glendale Road residence is in a remarkable landscape of mature and very-well-maintained-woodland comprised of large and magisterial trees: oak, beech, cedar, hemlock, pear, black walnut, and maple, with the streaming waters of the Indian Brook running nearby. Built in 1870 and updated in the mid-1980s, the 3-bedroom, 2-and-one-half-bath home is connected to its setting. Approached by two driveways, one lined with giant black-walnut-trees, and the other marked off by a beautiful stone-gated-entry off Glendale, the residence is introduced by a long covered front porch. Inside, well-proportioned living and dining/family spaces follow a traditional arrangement, organized around a well-designed central sunny kitchen that discreetly supports both everyday living and entertaining. Throughout the residence, carefully placed windows and French doors frame surrounding woods, allowing the landscape to be part of the interior experience. The private quarters include 3 bedrooms, 2 full baths. A lower service level provides a mudroom, enclosed heated porch, cedar closet, media room, pantry, clothes washer and dryer, food-storage and preparation areas, lavatory, sinks, and the home's mechanical systems. The land makes 81 Glendale Rd. truly exceptional. The properties 14.36 private acres adjoins the ~1,000 acres and ~15 miles of hiking trails and nature preserve of Teatown Lake Reservation, and the protected, un-developable watershed property of the Ossining water supply. Here, mornings can begin beside the brook, the woodland paths and the trails of Teatown without getting into a car. Approximately 4 acres and the house are enclosed by a high-quality black chain link deer-fence. Existing accessory structures include a garage, barn and storage buildings. These structures reflect their age and condition and an opportunity to reimagine the property's outbuildings and their uses. For all its privacy, the property is exceptionally well connected. Millwood, Chappaqua, Ossining, Armonk, Pound Ridge, Katonah and Bedford are within easy reach, offering the restaurants, farmers markets, shops, galleries and outdoor experiences for which northern Westchester is well known. Celebrated regional destinations, including Blue Hill at Stone Barns and The Farmer & the Fish, are also nearby. Remarkably, the Croton-Harmon Metro-North station is approximately 3.3 miles and only ~8 minutes away, providing direct service to Grand Central Terminal in 46 minutes on express trains. The result is a rare combination: the privacy, acreage and natural surroundings of a true country property with New York City close at hand. 81 Glendale Road presents an opportunity to become steward of an extraordinary piece of the Teatown-area landscape, centered around a historic home that has occupied this setting since 1870, compelling as a full-time residence or as a weekend retreat within easy reach of Manhattan. Properties offering this combination of acreage, natural beauty, privacy and accessibility are seldom available in Westchester County. The property is being offered “as is” at a highly competitive asking price. According to the parcel-history provided by the Town of New Castle for 81 Glendale Road, there are no open permits, and one Certificate of Occupancy, relating to the automobile shed. As is customary and ordinary in the Westchester residential property market, prospective purchasers and their professional advisors will independently complete their own due diligence, and complete a home inspection prior to requesting a contract.
Teatown, located between the Croton Reservoir and the Hudson River, is a wooded and conservation-minded New Castle neighborhood with trail-laced preserves and reservoir-edge scenery. The neighborhood’s character concentrates at the Teatown Lake Reservation entrance on Spring Valley Road, where trailheads, nature programs, and a steady rhythm of hikers set the tone. Homes tend toward tucked-away colonials and contemporary builds on winding lanes, with stone walls and mature trees shaping the streetscape. Teatown Lake Reservation serves as a cultural anchor through its nature center and seasonal events. Nearby, Caramoor Center for Music and the Arts and the Chappaqua Performing Arts Center add a refined arts calendar beyond the woods. Daily life leans toward outdoor time, with quiet roads feeding into long walks and birdwatching loops.
Provided by Walk Score and Local Logic
Offer insights
81 Glendale Rd · $800,000
$823K and above
75% chance or better to win
Why $823K+ is a strong offer
DAYS ON MARKET
47 days
The average home goes pending in 24 days.
SALE-TO-LIST
104.9%
Most homes are selling 5% above list price.
About offer insights
Property details
Interior
Exterior
Finance
Kitchen
Bedroom
Living
Interior features
Built-in features
Ceiling fans
Eat-in kitchen
High ceilings
Kitchen island
Pantry
Sauna
Stone counters
Storage
Insulated windows
Partially finished attic with pull-down stairs
Dining area
Home office
Library/den
Media room
Five fireplaces, including in the family room and living room, and a wood-burning stove
Bathrooms
2 full bathrooms
1 half bathroom
Kitchen
Convection oven
Cooktop
Dishwasher
Electric cooktop
Electric oven
Electric range
Refrigerator
Water purifier
Laundry & utility
Washer
Dryer
Washer and electric dryer hookups
Indirect water heater
Flooring
Ceramic tile
Hardwood
Heating & cooling
Hot water heating
Wall/window air conditioning
Exterior features
Garden
Mailbox
Playground
Rain gutters
Covered deck, patio, and porch
Private, secluded, wooded lot
Partially fenced with chain-link fencing
Home design
Single-family residence
Three or more levels
Parking
Driveway
1-car carport
1-car garage
Construction
Clapboard and wood siding
Utilities
Septic tank
Water and electricity connected
Cable connected and available
Phone service available
Public trash collection
Electricity and solar
View estimated energy costs and solar savings for this home
Welcome to Shangri La. This masterfully restored home on 14.5 acres is a nature lover's dream. The meandering deck winds past the Koi pond to perennial gardens, greenhouse, specimen trees/plantings and hiking trails that run adjacent to Teatown Lake Reservation.The massive rocking-chair front porch welcomes you and the perfect spot to take in the views. You are greeted by the hand carved staircase and large stone fireplace in a space that is the perfect gathering spot for dinner with family and friends. The adjacent light-filled living room boasts a fireplace, floor-to-ceiling windows, and doors leading to a stone patio. The oversize EIK kitchen has a fireplace, wall of windows and door to the serene deck and walkways. One master bedroom suite features fireplace and octagon sitting area, the other also a fireplace, and the third bedroom completes the second floor. Peaceful escape to the country yet only 8 minutes to the train with 45 minute express commute to GCS. Additional Information: Amenities:Storage,HeatingFuel:Oil Above Ground,ParkingFeatures:1 Car Detached,
OneKey® MLS as Distributed by MLS Grid #H4733127
Feb 1, 2018
Listing Removed
—
Oct 18, 2017
Price Changed
$973,000
$244/sq ft
Jul 20, 2017
Listed
$1,073,000
$269/sq ft
OneKey® MLS as Distributed by MLS Grid #H4444210
Dec 1, 2016
Listing Removed
—
Dec 15, 2014
Listed
$1,272,000
$319/sq ft
Year
Property tax
Land + Additions
Assessment*
2026
$33,936 (+0.2%)
$150,000 + $33,929
$183,929
2025
$33,858 (+1.0%)
$150,000 + $33,929
$183,929
2024
$33,539 (+4.7%)
$150,000 + $33,929
$183,929
2023
$32,021 (+3.1%)
$150,000 + $33,929
$183,929
2022
$31,068 (−2.5%)
$150,000 + $33,929
$183,929
2021
$31,875 (−14.6%)
$150,000 + $33,929
$183,929
2020
$37,307 (−5.0%)
$150,000 + $33,929
$183,929
2019
$39,274
$150,000 + $71,250
$221,250
2018
$150,000 + $71,250
$221,250
2017
$150,000 + $145,000
$295,000
2016
$150,000 + $145,000
$295,000
2014
$150,000 + $145,000
$295,000
2013
$150,000 + $145,000
$295,000
2012
$150,000 + $145,000
$295,000
2011
$150,000 + $145,000
$295,000
2010
$150,000 + $145,000
$295,000
2009
$150,000 + $145,000
$295,000
2008
$150,000 + $145,000
$295,000
Public record
Beds
3
Baths
2
Stories
—
Lot width
—
Lot depth
—
Lot size
14.36 Acres
Year renovated
—
Finished Sq. Ft.
3,990
Unfinished Sq. Ft.
—
Total Sq. Ft.
3,990
Year built
1870
Style
Vacant Land
County
Westchester County
APN
553600A07901200010020000000
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Sep 25, 2026.
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
3/10 Fire Factor
0.31% chance of being in a wildfire in next 30 years
5/10 Heat Factor
7 days above 99° expected this year, 15 days in 30 years
4/10 Wind Factor
21% chance of strong winds in next 30 years
3/10 Air Factor
3 unhealthy days expected this year, 4 days in 30 years
Provided by First Street
Historical weather
Ossining, NY • 10562
Average low and high temperatures (°F)
34
22
37
23
54
35
63
43
71
53
82
63
87
68
82
61
78
58
65
47
54
38
39
26
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
83/ 100
Very good sunlight
Sunscore
This home receives average direct sun exposure in Ossining. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
8.6 hrs
5.2 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 81 Glendale Rd
$855,635
$56K over list price of $800K
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $720K to $925K.