Active
3 beds3,990 sqft$201/sqft
81 Glendale Rd, Ossining, NY 10562
Est: $6,962/moGet pre-approved
Single FamilyProperty Type
14.36 acresLot Size
1870Year Built
$201/sq ftPrice per sq ft
1 carParking Spaces

Description

A rare convergence of land, privacy and proximity, 81 Glendale Road consists of 14.36 breathtaking acres in the Teatown area of New Castle, surrounded by some of Westchester County's most treasured protected landscapes. Set back from one of the area's most scenic roads, and nearly hidden from view (even in winter), the 3,990-square-foot residence is in the midst of a remarkable landscape of mature woodland, ponds and the streaming waters of Indian Brook. Built in 1870 and updated in the mid-1980s,...A rare convergence of land, privacy and proximity, 81 Glendale Road consists of 14.36 breathtaking acres in the Teatown area of New Castle, surrounded by some of Westchester County's most treasured protected landscapes. Set back from one of the area's most scenic roads, and nearly hidden from view (even in winter), the 3,990-square-foot residence is in the midst of a remarkable landscape of mature woodland, ponds and the streaming waters of Indian Brook. 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, 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 kitchen that discreetly supports both everyday living and entertaining. Throughout the residence, carefully placed windows and french doors frame the surrounding woods, allowing the landscape to be part of the interior experience. The private quarters include 3 bedrooms, two full baths. A lower service level provides a mudroom, enclosed porch, media room, pantry, food-storage and preparation areas, lavatory and the home's mechanical systems. The land makes 81 Glendale Rd. truly exceptional. The properties private acres adjoins lands of Teatown Lake Reservation, and the protected, un-developable watershed property of the Ossining water supply. Teatown's 1,000-acre nature preserve and 15 mile long trail system is at the property's doorstep. Here, mornings can begin beside the brook, the woodland paths and the trails of Teatown without getting into a car. 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, subject to applicable municipal requirements and approvals. 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 an asking price substantially below what its underlying market value and opportunity represents, with the expectation that prospective purchasers will evaluate the property, its existing improvements and its considerable potential. The buyer will be the party that would make any changes found necessary. Additional information is available for discussion with qualified interested buyers. 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. The residence dates to 1870 and predates the Town's current zoning framework. Prospective purchasers and their professional advisors should independently complete their own due diligence on current conditions and any contemplated future improvements.
Days on Market Listed Today
  • Listed by: David M. Valdez 914.273.9505 DValdez@houlihanlawrence.com • Houlihan Lawrence Inc.
Last updated: 09/12/2026 10:32 AM • Source: ONEKEY as distributed by MLS GRID, MLS#: 1048991

Location

Listing Courtesy of Houlihan Lawrence Inc.
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$6,962 per month

30 year fixed, 6.71% Interest

Principal and Interest

$4,134

Property Taxes

$2,828

HOA Dues

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Property Information for 81 Glendale Road

Property Details
  • Taxes: $33,936 / year
  • MLS Type: Single Family
  • City/Township: New Castle
  • Architectural Style: Other
  • Garage Spaces: 1
  • Waterfront: No
  • Section Area: Between Spring Valley Rd. and Quaker Bridge Rd.
Building Information
  • Year Built: 1870
  • Lot Size: 14.36 AC / 625,562 SF
Summary
Location and General Information
  • Senior Community YN: No
  • Year Built Effective: 1985
  • Property Attached: No
  • Structure Type: Detached
  • Levels: Three Or More
  • Property Condition: Actual
  • State Or Province: NY
  • Water Access YN: No
School Information
  • School District: Ossining
  • Elementary School District: Ossining
  • Elementary School: Brookside
  • Middle Or Junior School District: Ossining
  • Middle Or Junior School: Anne M Dorner Middle School
  • High School District: Ossining
  • High School: Ossining High School
Rental
Rental
  • Lease Considered: No
Unit Information
Unit Information
  • Building Units Total: 1
Room Information
Room 1 Information
  • Room Level: Third
  • Room Type: Bedroom 1
Room 2 Information
  • Room Level: Third
  • Room Type: Bedroom 2
Room 3 Information
  • Room Level: Third
  • Room Type: Bedroom 3
Room 4 Information
  • Room Level: Third
  • Room Type: Bathroom 1
  • Room Description: includes sauna, bidet, commode, shower, whirlpool tub, and sink
Room 5 Information
  • Room Level: Third
  • Room Type: Bathroom 2
  • Room Description: full bath with shower, whirlpool tub, commode and sink
Room 6 Information
  • Room Level: Second
  • Room Type: Lavatory
  • Room Description: Half Bath with sink and commode
Room 7 Information
  • Room Level: Second
  • Room Type: Family Room
  • Room Description: large with fireplace/wood-burning-stove insert
Room 8 Information
  • Room Level: Second
  • Room Type: Living Room
  • Room Description: large with fireplace; french doors; high ceilings
Room 9 Information
  • Room Level: Second
  • Room Type: Kitchen
  • Room Description: large eat-in kitchen with granite-topped island, Subzero, GenAir electric stove, two electric ovens, trash compactor, cabinets
Room 10 Information
  • Room Level: First
  • Room Type: Media Room
  • Room Description: Media room, next to indoor heated porch with entry/exit door access, and pantry area for food prep, cold and frozen food storage, lavatory, and "mud room" with access in an out of the house.
Room 11 Information
  • Room Level: Third
  • Room Type: Sauna
  • Room Description: working sauna
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 3600-079-012-00001-000-0002
  • Tax Assessed Value: $183,929.00
  • Included In Taxes: Trash
  • Additional Fees: No
  • Tax Source: Municipality
  • Tax Year: 2026
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: except excluded items, Bath, Built-in Features, Ceiling Fan(s), Ceramic Tile, Chain Link, Covered, Deck, Eat in Kitchen, Electric Dryer Hookup, FF&E on the property on Closing, Family Room, Garden, Hardwood Floors As Seen, High Ceilings, Insulated Windows, Kitchen Island, Living Room, Mailbox, Other, Pantry, Partial, Patio, Playground, Porch, Rain Gutters, Sauna, Stone Counters, Storage, Washer Hookup, Washer/Dryer Hookup, Well, Wood Burning Stove
  • Interior Features: Built-in Features, Ceiling Fan(s), Eat-in Kitchen, High Ceilings, Kitchen Island, Pantry, Sauna, Stone Counters, Storage, Washer/Dryer Hookup
  • Appliances: Convection Oven, Cooktop, Dishwasher, Dryer, Electric Cooktop, Electric Oven, Electric Range, Refrigerator, Washer, Indirect Water Heater, Water Purifier Owned
  • Number Of Kitchens: 1
  • Total Rooms: 10
  • Attic Description: Partially Finished,Pull Stairs
  • Fireplace: Yes
  • Fireplaces Total: 5
  • Fireplace Features: Family Room, Living Room, Wood Burning Stove
  • Location Amenities: Other/See Remarks, Exposure South, Wood Burning Stove, Hardwood Floors As Seen, Eat in Kitchen, High Ceilings, Island Kitchen, Pantry, Storage, WD Hookup, Privacy, Deck, Patio, Porch
  • Laundry Features: Electric Dryer Hookup, Washer Hookup
  • Spa Features: Bath
  • Spa: No
  • Window Features: Insulated Windows
  • Flooring: Ceramic Tile, Hardwood
  • Inclusions: FF&E on the property on Closing, except excluded items
  • Exclusions: List, if any, to be included in Contract
  • Living Area: 3990
  • Basement: No
Exterior Features
  • Exterior Features: Garden, Mailbox, Playground, Rain Gutters
  • Exterior Property Features: Garden, Mailbox, Playground, Rain Gutters, Covered, Deck, Patio, Porch, Driveway, Chain Link, Partial, Insulated Windows, Private, Secluded, See Remarks, Split Possible, Wooded
  • Elevation Certificate: No
  • Fencing: Chain Link, Partial
  • Patio And Porch Features: Covered, Deck, Patio, Porch
  • Construction Materials: Clapboard, Wood Siding
  • Road Frontage Type: Municipal
  • Road Responsibility: Public Maintained Road
  • Horse: Yes
  • Pool Private: No
  • Direction Faces: South
Lot Information
  • Lot Features: Private, Secluded, See Remarks, Split Possible, Wooded
  • Additional Parcel: No
  • Site Features: Private, Secluded, See Remarks, Split Possible, Wooded
  • Building Area Units: Square Feet
Parking
  • Parking Features: Driveway
  • Garage: Yes
  • Carport: Yes
  • Carport Spaces: 1.0
Utilities
  • Cooling: Wall/Window Unit(s)
  • Heating: Hot Water
  • Heat Fuel Type: Hot Water
  • Number Of Heating Zones: 3
  • Sewer: Septic Tank
  • Water Source: Well
  • Utilities: Cable Available, Cable Connected, Electricity Connected, Phone Available, Trash Collection Public, Water Connected
Green Features
  • Green Features: Insulated Windows, Convection Oven, Cooktop, Dishwasher, Dryer, Electric Cooktop, Electric Oven, Electric Range, Refrigerator, Washer, Indirect Water Heater, Water Purifier Owned, Hot Water, Garden, Mailbox, Playground, Rain Gutters

Property History for 81 Glendale Road

DateEvent & SourcePriceAppreciation
Sep 12, 2026

Listed (Active)

ONEKEY #1048991

$800,000
Aug 14, 2026

Expired

ONEKEY #888472

$825,000
Feb 24, 2026

Temporarily Off Market

ONEKEY #888472

$900,000
DateEvent & SourcePrice
09/12/2026

Listed (Active)

ONEKEY #1048991

$800,000
08/14/2026

Expired

ONEKEY #888472

$825,000
02/24/2026

Temporarily Off Market

ONEKEY #888472

$900,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 81 Glendale Road

Taxable ValueLand$150,000Additions$33,929Total$183,929
Tax Record2025$28,138 ($2,345 / month)
Home Facts
Beds3Baths2Total Finished SqFt3,990 SqFtAbove Grade Finished SqFt3,990 SqFtStories3Lot Size631,620 SqFtStyleMiscellaneous ResidentialYear Built1870ZoningR-2ACountyWESTCHESTERAPN553600 79.12-1-2Fireplace TypeHas Fireplace

Schools near 81 Glendale Road

This home is within Ossining Union Free School District.
Rating
School
Type
Grades
Distance
Public - 1 to 2
Public - 2 to 4
Public - 5
Public - 6 to 8
Rating
School
Distance
Brookside School
Public1 to 2

Claremont School
Public2 to 4

Roosevelt School
Public5

Anne M Dorner Middle School
Public6 to 8

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.

Chappaqua
Chappaqua
A leafy hamlet that’s sleepy, but polished. The name of this picturesque wooded hamlet comes from tribes of the Mohegan Confederation, who called it “Shepequa” because of its plentiful water sources. Today, Chappaqua’s abundance of natural beauty—parks, trails, and nature preserves—continues to...

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81 Glendale Road is a single family home for sale in Ossining, NY 10562. This property was listed for sale on September 12, 2026 by Houlihan Lawrence Inc., it's currently listed at $800,000. It has been on the market for a total of 269 days and was last sold on February 18, 2020. This listing's school district is Ossining Union Free School District. Nearby schools include Brookside School, Claremont School and Roosevelt School. 81 Glendale Road is a 3-bed, 3-bath, 3,990 sqft single family home built in 1870.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Houlihan Lawrence Inc.

Based on information submitted to the MLS GRID as of 09/12/2026 10:32 AM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. 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. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.