265 Chadeayne Road, Ossining, NY 10562
OFF MARKET

$1,288,900

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 2,392 sqft (on 1.87 acres)

265 Chadeayne Road, Ossining, NY 10562

Kitchawan
Est. Refi. Payment $8,238/mo*
Refinance Your Home
Currently Off Market - Sold Dec 21, 2023 for $1,050,000

Home Value

Trulia Estimate
$1.29M
Since last month
Increased$4K (+0.3%)
Since last year
Increased$114K (+9.8%)
Since last sale
Increased$232K (+22.1%)
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 increased by +104% in the last 10 years
MonthEstimated value
2026
August 2026$1.28M
July 2026$1.28M
June 2026$1.27M
May 2026$1.24M
April 2026$1.22M
March 2026$1.2M
February 2026$1.18M
January 2026$1.18M
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
1002 Kitchawan Road, Ossining, NY
0.30
Single-Family Home
$799,000
09/24/25
3
2
2,067
320 Illington Road, Ossining, NY
0.86
Single-Family Home
$1,025,000
03/23/26
4
3
2,950
18 Adams Road, Ossining, NY
0.75
Single-Family Home
$816,000
04/22/26
3
2
1,658
459 Illington Road, Ossining, NY
0.90
Single-Family Home
$765,000
12/03/25
3
2
2,658
10 Lakeview Road, Ossining, NY
0.91
Single-Family Home
$715,000
08/26/26
3
2.5
2,270
1364 Spring Valley Road, Ossining, NY
1.08
Single-Family Home
$950,000
03/05/26
3
2.5
2,424
9 Possum Road, Ossining, NY
0.81
Single-Family Home
$721,000
02/27/26
3
2
1,528
81 Hidden Hollow Lane, Millwood, NY
1.06
Single-Family Home
$1,040,000
11/25/25
4
2.5
2,368
383 Illington Road, Ossining, NY
0.85
Single-Family Home
$1,530,000
03/27/26
3
3.5
4,300

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
255 Chadeayne Road, Ossining, NY 10562
0.04
$818,700
4
2.5
2,310
Off Market
800 Syska Road, Ossining, NY 10562
0.26
$874,000
3
2
1,196
Off Market
1002 Kitchawan Road, Ossining, NY 10562
0.30
$862,600
3
2
2,067
Off Market
801 Syska Road, Ossining, NY 10562
0.31
$873,400
2
1.5
1,328
Off Market
335 Jaclyn Lane, Ossining, NY 10562
0.35
$1,733,400
4
3.5
3,294
Off Market
796 Pinesbridge Road, Ossining, NY 10562
0.40
$1,027,100
3
2.5
2,900
Off Market
648 Pinesbridge Road, Ossining, NY 10562
0.61
-
-
-
-
Off Market
644 Pinesbridge Road, Ossining, NY 10562
0.63
-
-
-
-
Off Market
245A Pinesbridge Road, Ossining, NY 10562
0.67
$1,012,600
3
2.5
2,207
Off Market
18 Adams Road, Ossining, NY 10562
0.75
$816,000
3
2
1,658
Recently Sold
6 Timberline, Millwood, NY 10546
0.76
$1,068,800
3
3
2,728
Off Market

Local Information

  • Map ViewExplore the area around 265 Chadeayne Road.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1968
Lot Size
1.87 acres
Living Area
2,392 sqft
Price/Sqft
$539
Parking
Garage

About this House

Yorktown municipality, Yorktown Schools in the Kitchawan area. Set back from the road sits this stately colonial. The most, move in ready home, to be had. Beautifully updated with the latest technology and energy efficient amenities including insulation, heat pumps, LED lighting, very environmentally conscious upgrades, The architectural and design elements are just as impressive. Rich hard wood floors, open floor plan, gorgeous natural light, again the list is endless. The grounds boast perennial plantings, specimen trees and a woodland walk. All this convenient to NYC by either car or train. Additional Information: Amenities:Storage,ParkingFeatures:2 Car Attached,
265 Chadeayne Road, Ossining, NY 10562 is a 4 bedroom, 3 bathroom, 2,392 sqft single-family home in Kitchawan, built in 1968. It last sold for $1,050,000 on Dec 21, 2023 (8% above the $975,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,288,900, with a rent estimate of $5,967/month.
Last check for updates: about 9 hours ago
Listed by Douglas Dill, (914) 671-7730
Houlihan Lawrence Inc., (914) 962-4900
Bought with: Francie F. Malina, (914) 261-0276, Compass Greater NY, LLC, (914) 327-2777
Source: OneKey® MLS as distributed by MLS GRID, MLS#H6272173

Home Details for 265 Chadeayne Road

Interior Features

Interior Details
Basement: Full,UnfinishedNumber of Rooms: 8
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2392 Square Feet
Appliances & Utilities
Utilities: Trash Collection PublicAppliances: Dishwasher, Dryer, Electric Water Heater, Refrigerator, Stainless Steel Appliance(s), WasherDishwasherDryerRefrigeratorWasher
Heating & Cooling
Heating: Electric,Heat Pump,OtherHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Electric
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Flooring: Hardwood
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Hardwood
Security
Security: Security Gate

Exterior Features

Exterior Home Features
Patio / Porch: DeckExterior: Mailbox
Parking & Garage
No CarportGarageHas Open ParkingParking Spaces: 2Parking: Attached,Driveway,Garage Door Opener
Frontage
Responsible for Road Maintenance: Public Maintained Road
Water & Sewer
Sewer: Septic Tank

Property Information

Year Built
Year Built: 1968Year Renovated: 2023
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Colonial
Building
Construction Materials: Cedar, Shake Siding, Vinyl SidingNot Attached Property
Property Information
Included in Sale: Light Fixtures, Oven/RangeParcel Number: 5400070009000010000007

Price & Status

Price
List Price: $975,000
Status Change & Dates
Off Market Date: Sat Oct 28 2023

Active Status

MLS Status: Sold

Location

Direction & Address
City: Ossining
School Information
Elementary School: BrooksideJr High / Middle School: Mildred E Strang Middle SchoolHigh School: Yorktown High SchoolHigh School District: Yorktown

Building

Building Area
Building Area: 2392 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 1.8656 Acres

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: H6272173Attic: Pull StairsAttribution Contact: (914) 962-4900Showing Requirements: Call Listing Office, Combination Lock Box

Price and Tax history

DateEventPrice
Dec 21, 2023
Source: OneKey® MLS as distributed by MLS GRID #H6272173
Sold
$1,050,000
Oct 28, 2023
Source: OneKey® MLS as distributed by MLS GRID #H6272173
Pending
$975,000
Oct 14, 2023
Source: OneKey® MLS as distributed by MLS GRID #H6272173
Listed For Sale
$975,000
Jun 30, 2023
Source: OneKey® MLS as distributed by MLS GRID #H6247819
Sold
$735,000
May 25, 2023
Source: OneKey® MLS as distributed by MLS GRID #H6247819
Pending
$624,000

Market trends in Ossining

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
60

Around this home

Neighborhood Overview

Kitchawan
See Local Highlights
Neighborhood stats provided by third party data sources.

LGBTQ Local Legal Protections

Based on information submitted to the MLS GRID as of 2026-08-30 07:53:28 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

Frequently asked questions about 265 Chadeayne Road

  • What is 265 Chadeayne Road estimated to be worth?
    Trulia's estimated value for 265 Chadeayne Road in Ossining, NY is $1,288,900.
  • What is the price history for 265 Chadeayne Road?
    265 Chadeayne Road in Ossining, NY last sold for $1,050,000 in December 2023.
  • Is Ossining a buyer's or seller's market?
    Ossining is currently a seller's market, based on recent for-sale activity.
  • What are the closest schools to 265 Chadeayne Road?
    The closest schools to 265 Chadeayne Road in Ossining, NY are Brookside School (Elementary, rated 9/10), Mildred E Strang Middle School (rated 7/10), Yorktown High School (rated 9/10).
  • Does 265 Chadeayne Road have air conditioning?
    Yes, 265 Chadeayne Road in Ossining, NY has air conditioning.
  • Does 265 Chadeayne Road have laundry facilities?
    Yes, 265 Chadeayne Road in Ossining, NY has in-unit laundry.

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