255 Chadeayne Road, Ossining, NY 10562
OFF MARKET

255 Chadeayne Road
Ossining, NY 10562

Kitchawan
  • 4 Beds
  • 2.5 Baths
  • 2,310 sqft (on 1.82 acres)

$820,500

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $5,306/mo*
Refinance Your Home

$820,500

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $5,306/mo*
Refinance Your Home
4 Beds
2.5 Baths
2,310 sqft
(on 1.82 acres)

Home Value

Trulia Estimate
$821K
Since last month
Increased$15K (+1.9%)
Since last year
Increased$62K (+8.2%)
Since last sale
Increased$71K (+9.4%)
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 +45% in the last 10 years
MonthEstimated value
2026
August 2026$821K
July 2026$805K
June 2026$796K
May 2026$784K
April 2026$787K
March 2026$789K
February 2026$765K
January 2026$776K
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
0.33
Single-Family Home
$799,000
09/24/25
3
2
2,067
18 Adams Road, Ossining, NY
0.73
Single-Family Home
$816,000
04/22/26
3
2
1,658
459 Illington Road, Ossining, NY
0.94
Single-Family Home
$765,000
12/03/25
3
2
2,658
9 Possum Road, Ossining, NY
0.81
Single-Family Home
$721,000
02/27/26
3
2
1,528
320 Illington Road, Ossining, NY
0.89
Single-Family Home
$1,025,000
03/23/26
4
3
2,950
1364 Spring Valley Road, Ossining, NY
1.11
Single-Family Home
$950,000
03/05/26
3
2.5
2,424
81 Hidden Hollow Lane, Millwood, NY
1.02
Single-Family Home
$1,040,000
11/25/25
4
2.5
2,368
550 Saw Mill River Road, Millwood, NY
1.02
Single-Family Home
$799,000
04/27/26
3
3
1,692
383 Illington Road, Ossining, NY
0.89
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
265 Chadeayne Road, Ossining, NY 10562
0.04
$1,288,900
4
2.5
2,392
Off Market
800 Syska Road, Ossining, NY 10562
0.23
$877,000
3
2
1,196
Off Market
801 Syska Road, Ossining, NY 10562
0.27
$872,100
2
1.5
1,328
Off Market
335 Jaclyn Lane, Ossining, NY 10562
0.34
$1,737,500
4
3.5
3,294
Off Market
1002 Kitchawan Road, Ossining, NY 10562
0.33
$859,000
3
2
2,067
Off Market
796 Pinesbridge Road, Ossining, NY 10562
0.36
$1,023,300
3
2.5
2,900
Off Market
648 Pinesbridge Road, Ossining, NY 10562
0.58
-
-
-
-
Off Market
644 Pinesbridge Road, Ossining, NY 10562
0.61
-
-
-
-
Off Market
245A Pinesbridge Road, Ossining, NY 10562
0.65
$1,019,600
3
2.5
2,207
Off Market
6 Timberline, Millwood, NY 10546
0.72
$1,066,200
3
3
2,728
Off Market
18 Adams Road, Ossining, NY 10562
0.73
$816,000
3
2
1,658
Recently Sold

Local Information

  • Map ViewExplore the area around 255 Chadeayne Road.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1967
Lot Size
1.82 acres
Living Area
2,310 sqft
Price/Sqft
$355
Parking
Garage

About this House

Yorktown municipality, Yorktown Schools in the Kitchawan area. Set back from the road sits this stately home. Rich hardwood floors open floor plan and gorgeous natural light. The lower-level area is absolutely enormous and can accommodate ping pong, pool table and with the intimate fireplace, the entertainment options are limitless. With four bedrooms upstairs and an office downstairs could be used as a five-bedroom home. The Kitchawan area is one of the most desirable areas of Yorktown with convenient access to Teatown Preserve. Live in nature yet have access to NYC by either car or train in less than an hour.
255 Chadeayne Road, Ossining, NY 10562 is a 4 bedroom, 3 bathroom, 2,310 sqft single-family home in Kitchawan, built in 1967. It last sold for the $749,000 asking price on Jun 24, 2025. It is currently off market. The Trulia Estimate is $820,500, with a rent estimate of $6,172/month.
Last check for updates: about 2 hours ago
Listed by Douglas Dill, (914) 671-7730
Houlihan Lawrence Inc., (914) 962-4900
Bought with: Ana L. Bermeo, (914) 837-9447, Keller Williams Realty Partner, (914) 962-0007
Source: OneKey® MLS as distributed by MLS GRID, MLS#825555

Home Details for 255 Chadeayne Road

Interior Features

Interior Details
Basement: FinishedNumber of Rooms: 7
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2310 Square Feet
Appliances & Utilities
Utilities: Cable Available, Trash Collection PublicAppliances: Dishwasher, Dryer, Electric Oven, Microwave, Refrigerator, WasherDishwasherDryerLaundry: Washer/Dryer Hookup,Laundry RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,Hot WaterNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 2Fireplace: ElectricHas a FireplaceNo Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Flooring: Vinyl, Wood
Levels, Entrance, & Accessibility
Levels: TwoFloors: Vinyl, Wood

Exterior Features

Exterior Home Features
Patio / Porch: DeckNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas Open ParkingParking Spaces: 2Parking: Driveway,Garage
Water & Sewer
Sewer: Septic Tank

Days on Market

Cumulative Days on Market: 30

Property Information

Year Built
Year Built: 1967
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, Residential
Building
Construction Materials: Cedar, Wood SidingNot Attached Property
Property Information
Condition: ActualIncluded in Sale: Refrigerator, , stove/oven, dishwasher, microwave, washer, dryer.Parcel Number: 5400070009000010000006

Price & Status

Price
List Price: $749,000
Status Change & Dates
Off Market Date: Fri Jun 20 2025

Active Status

MLS Status: Sold

Location

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

Building

Building Area
Building Area: 2310 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 1.8162 Acres

Listing Info

Special Conditions: None

Offer

Listing Agreement Type: Exclusive Right To SellListing Terms: Cash, Conventional

Miscellaneous

BasementMls Number: 825555Attic: Pull Stairs, ScuttleAttribution Contact: 914-962-4900Showing AttendedShowing Requirements: Showing Service

Price and Tax history

DateEventPrice
Jun 24, 2025
Source: OneKey® MLS as distributed by MLS GRID #825555
Sold
$750,000
Jun 20, 2025
Source: OneKey® MLS as distributed by MLS GRID #825555
Pending
$749,000
Jun 10, 2025
Source: OneKey® MLS as distributed by MLS GRID #825555
PendingToActive
$749,000
Mar 21, 2025
Source: OneKey® MLS as distributed by MLS GRID #825555
Pending
$749,000
Mar 1, 2025
Source: OneKey® MLS as distributed by MLS GRID #825555
Listed For Sale
$749,000

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 2026-08-22 10:53:02 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 255 Chadeayne Road

  • What is 255 Chadeayne Road estimated to be worth?
    Trulia's estimated value for 255 Chadeayne Road in Ossining, NY is $820,500.
  • What is the price history for 255 Chadeayne Road?
    255 Chadeayne Road in Ossining, NY last sold for $750,000 in June 2025.
  • 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 255 Chadeayne Road?
    The closest schools to 255 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 255 Chadeayne Road have laundry facilities?
    Yes, 255 Chadeayne Road in Ossining, NY has in-unit laundry.
  • How big is the lot at 255 Chadeayne Road?
    The lot at 255 Chadeayne Road in Ossining, NY is about 1.8 acres.

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