$800,000
3 Beds
2.5 Baths
3,990 sqft (on 14.36 acres)
81 Glendale Road, Ossining, NY 10562
Est. Mortgage $5,333/mo*
Get Pre-QualifiedWe estimate this home will sell faster than 92% nearby.
Home Highlights
Single-Family Home
Built in 1870
14.36 acre lot
$201/sqft
Garage
Local Information
- Map ViewExplore the area around 81 Glendale Road.
- Schools1 Preschool School4 Elementary Schools1 Middle School1 High School
- Shop & Eat
-- mins to
About this House
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.
~4 acres and the house are enclosed by a 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, 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.
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.
~4 acres and the house are enclosed by a 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, 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.
We estimate this home will sell faster than 92% nearby.
Open House
Saturday, September 19
12:00 PM to 2:00 PM
Last check for updates: about 11 hours ago
Listing by: Houlihan Lawrence Inc., (914) 273-9505
David M. Valdez, (212) 614-9456
Source: OneKey® MLS as distributed by MLS GRID, MLS#1048991
Also Listed on OneKey® MLS as distributed by MLS GRID.
Home Details for 81 Glendale Road
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Interior Details Number of Rooms: 10Types of Rooms: Bedroom 1, Bedroom 2, Bedroom 3, Bathroom 1, Bathroom 2, Family Room, Kitchen, Lavatory, Living Room, Media Room, Sauna |
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 3990 Square Feet |
Appliances & Utilities Utilities: Cable Available, Cable Connected, Electricity Connected, Phone Available, Trash Collection Public, Water ConnectedAppliances: Convection Oven, Cooktop, Dishwasher, Dryer, Electric Cooktop, Electric Oven, Electric Range, Refrigerator, Washer, Indirect Water Heater, Water Purifier OwnedDishwasherDryerLaundry: Washer/Dryer Hookup,Electric Dryer Hookup,Washer HookupRefrigeratorWasher |
Heating & Cooling Heating: Hot WaterHas CoolingAir Conditioning: Wall/Window Unit(s)Has HeatingHeating Fuel: Hot Water |
Fireplace & Spa Number of Fireplaces: 5Fireplace: Family Room, Living Room, Wood Burning StoveHas a FireplaceNo Spa |
Gas & Electric Has Electric on Property |
Windows, Doors, Floors & Walls Window: Insulated WindowsFlooring: Ceramic Tile, Hardwood |
Levels, Entrance, & Accessibility Levels: Three Or MoreFloors: Ceramic Tile, Hardwood |
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Exterior Home Features Patio / Porch: Covered, Deck, Patio, PorchFencing: Chain Link, PartialExterior: Garden, Mailbox, Playground, Rain GuttersGardenNo Private Pool |
Parking & Garage Number of Garage Spaces: 1Number of Carport Spaces: 1Number of Covered Spaces: 1Has a CarportHas a GarageHas Open ParkingParking Spaces: 2Parking: Driveway |
Frontage Road Frontage: MunicipalResponsible for Road Maintenance: Public Maintained Road |
Water & Sewer Sewer: Septic Tank |
Farm & Range Allowed to Raise Horses |
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Cumulative Days on Market: 271Days on Market: 4 |
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Year Built Year Built: 1870Year Renovated: 1985 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Other |
Building Construction Materials: Clapboard, Wood SidingNot Attached Property |
Property Information Condition: ActualNot Included in Sale: List, if any, to be included in ContractIncluded in Sale: FF&E on the property on Closing, except excluded itemsParcel Number: 3600079012000010000002 |
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Price List Price: $800,000Price Per Sqft: $201 |
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MLS Status: Active |
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Direction & Address City: Ossining |
School Information Elementary School: BrooksideJr High / Middle School: Anne M Dorner Middle SchoolHigh School: Ossining High SchoolHigh School District: Ossining |
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Listing Agent Listing ID: 1048991 |
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Building Area Building Area: 3990 Square Feet |
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Not Senior Community |
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No HOA |
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Lot Area: 14.3609 Acres |
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Special Conditions: None |
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Listing Agreement Type: Exclusive Right To Sell |
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Mls Number: 1048991Attic: Partially Finished, Pull StairsAttribution Contact: 914-273-9505Showing Requirements: See Remarks |
Around this home
What Locals Say about Ossining
At least 374 Trulia users voted on each feature.
83 % Say it's dog friendly
75 % Say car is needed
75 % Say there's holiday spirit
71 % Say there are sidewalks
69 % Say yards are well-kept
69 % Say people would walk alone at night
66 % Say streets are well-lit
66 % Say parking is easy
65 % Say it's walkable to grocery stores
64 % Say it's walkable to restaurants
63 % Say they plan to stay for at least 5 years
62 % Say kids play outside
60 % Say it's quiet
53 % Say neighbors are friendly
50 % Say there's wildlife
42 % Say there are community events
Sourced by Trulia users. Learn more about our methodology.
Market trends in Ossining
Last updated August 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
54
6MoM
Home Value
Trulia Estimate
$793KSince last month
Decreased$2K (-0.3%)Since last year
Decreased$697K (-46.8%)Since last sale
Decreased$173K (-17.9%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value decreased by -35% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $792K |
| August 2026 | $793K |
| July 2026 | $794K |
| June 2026 | $794K |
| May 2026 | $887K |
| March 2026 | $866K |
| February 2026 | $867K |
| January 2026 | $872K |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.43 | Single-Family Home | $1,075,000 | 12/12/25 | 4 | 3.5 | 3,240 | |
0.54 | Single-Family Home | $780,000 | 05/22/26 | 3 | 1.5 | 1,612 | |
0.82 | Single-Family Home | $1,700,000 | 07/31/26 | 4 | 4 | 4,000 | |
0.79 | Single-Family Home | $1,210,000 | 09/19/25 | 4 | 2.5 | 3,246 | |
0.99 | Single-Family Home | $900,000 | 09/09/26 | 3 | 3 | 2,477 | |
1.16 | Single-Family Home | $1,100,000 | 08/17/26 | 4 | 3 | 3,012 | |
0.93 | Single-Family Home | $710,000 | 10/10/25 | 3 | 2 | 1,710 | |
1.07 | Single-Family Home | $1,300,000 | 05/18/26 | 3 | 2 | 2,200 | |
1.34 | Single-Family Home | $1,330,000 | 02/18/26 | 4 | 3 | 3,813 | |
1.20 | Single-Family Home | $540,000 | 09/11/26 | 4 | 2.5 | 2,374 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.32 | $1,535,700 | 5 | 3.5 | - | Off Market | |
0.37 | - | - | - | - | Off Market | |
0.34 | $1,057,200 | 5 | 3 | 2,754 | Off Market | |
0.41 | $1,129,000 | 4 | 3 | 3,195 | Off Market | |
0.41 | $1,663,100 | 3 | 3.5 | 3,902 | Off Market | |
0.43 | $1,075,000 | 4 | 3.5 | 3,240 | Recently Sold | |
0.54 | $780,000 | 3 | 1.5 | 1,612 | Recently Sold | |
0.62 | $2,607,600 | 4 | 5.5 | 6,038 | Off Market | |
0.63 | $1,279,900 | 4 | 2.5 | 2,412 | Off Market | |
0.62 | $1,580,900 | 4 | 4 | 4,850 | Off Market | |
0.62 | $881,500 | - | - | - | Off Market |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Sep 12, 2026 Source: OneKey® MLS as distributed by MLS GRID #1048991 | Listed For Sale | $800,000 |
Aug 14, 2026 Source: OneKey® MLS as distributed by MLS GRID #888472 | ListingRemoved | $825,000 |
Jun 20, 2026 Source: OneKey® MLS as distributed by MLS GRID #888472 | Listed For Sale | $825,000 |
Jun 10, 2026 Source: OneKey® MLS as distributed by MLS GRID #888472 | ListingRemoved | $825,000 |
Jun 1, 2026 Source: OneKey® MLS as distributed by MLS GRID #888472 | PriceChange | $825,000 Price decreased by 10% |
Apr 2, 2026 Source: OneKey® MLS as distributed by MLS GRID #888472 | PriceChange | $918,000 Price increased by 2% |
Mar 12, 2026 Source: OneKey® MLS as distributed by MLS GRID #888472 | Listed For Sale | $900,000 |
Feb 24, 2026 Source: OneKey® MLS as distributed by MLS GRID #888472 | ListingRemoved | $900,000 |
Jan 16, 2026 Source: OneKey® MLS as distributed by MLS GRID #888472 | Listed For Sale | $900,000 |
Jan 7, 2026 Source: OneKey® MLS as distributed by MLS GRID #888472 | ListingRemoved | $900,000 |
Dec 22, 2025 Source: OneKey® MLS as distributed by MLS GRID #888472 | PriceChange | $900,000 Price decreased by 17% |
Nov 13, 2025 Source: OneKey® MLS as distributed by MLS GRID #888472 | PendingToActive | $1,090,000 |
Sep 25, 2025 Source: OneKey® MLS as distributed by MLS GRID #888472 | Pending | $1,090,000 |
Sep 12, 2025 Source: OneKey® MLS as distributed by MLS GRID #888472 | ListingRemoved | $1,090,000 |
Aug 13, 2025 Source: OneKey® MLS as distributed by MLS GRID #888472 | Listed For Sale | $1,090,000 |
Feb 18, 2020 Source: OneKey® MLS as distributed by MLS GRID #H5021245 | Sold | $965,000 |
Oct 23, 2019 Source: Agent Provided | ListingRemoved | $965,000 |
Oct 22, 2019 Source: Agent Provided | Pending | $965,000 |
Aug 23, 2019 Source: Agent Provided | Listed For Sale | $965,000 |
Feb 1, 2018 Source: Agent Provided | ListingRemoved | $973,000 |
Oct 18, 2017 Source: Agent Provided | PriceChange | $973,000 Price decreased by 9% |
Jul 20, 2017 Source: Agent Provided | Listed For Sale | $1,073,000 |
Dec 2, 2016 Source: Agent Provided | ListingRemoved | $1,272,000 |
Jul 27, 2016 Source: Agent Provided | PriceChange | $1,272,000 Price decreased by 20% |
Aug 8, 2015 Source: Agent Provided | PriceChange | $1,595,000 Price decreased by 18% |
Jun 27, 2015 Source: Agent Provided | Listed For Sale | $1,939,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | Unavailable | $199,500 |
Home facts updated by county records
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
David M. Valdez, Houlihan Lawrence Inc., (914) 273-9505
Agent Phone: (212) 614-9456
Based on information submitted to the MLS GRID as of 2026-09-16 01:38:13 PDT 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. Some IDX listings have been excluded from this website. Click here for more information
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Frequently asked questions about 81 Glendale Road
- What is the estimated monthly payment for 81 Glendale Road?Based on a $800,000 list price with 20% down at today's rates, the estimated monthly payment for 81 Glendale Road in Ossining, NY is approximately $5,437 (about $4,315 principal & interest, $1,047 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- What do residents say about Ossining?Residents describe Ossining, NY as dog-friendly, pedestrian-friendly, and well-kept. See homes for sale in Ossining, NY.
- What are the closest schools to 81 Glendale Road?The closest schools to 81 Glendale Road in Ossining, NY are Anne M Dorner Middle School (rated 6/10), Brookside School (Elementary), Claremont School (Elementary, rated 5/10).
- What is 81 Glendale Road estimated to be worth?Trulia's estimated value for 81 Glendale Road in Ossining, NY is $792,500.
- Does 81 Glendale Road have air conditioning?Yes, 81 Glendale Road in Ossining, NY has air conditioning.
- Does 81 Glendale Road have laundry facilities?Yes, 81 Glendale Road in Ossining, NY has in-unit laundry.
81 Glendale Road, Ossining, NY 10562 is a 3 bedroom, 3 bathroom, 3,990 sqft single-family home built in 1870. This property is currently available for sale and was listed by OneKey® MLS as distributed by MLS GRID on Sep 12, 2026. The MLS # for this home is MLS# 1048991.