795 Pinesbridge Rd, Ossining, NY 10562
Property image
Property image
OFF MARKET

$1,332,100

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 3,642 sqft (on 2.85 acres)

795 Pinesbridge Rd, Ossining, NY 10562

Kitchawan
Est. Refi. Payment $8,547/mo*
Refinance Your Home
Currently Off Market - Sold Jul 6, 2021 for $880,000

Home Value

Trulia Estimate
$1.33M
Since last month
Decreased$19K (-1.4%)
Since last year
Increased$120K (+9.9%)
Since last sale
Increased$452K (+51.4%)
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 +75% in the last 10 years
MonthEstimated value
2026
August 2026$1.33M
August 2026$1.33M
July 2026$1.35M
June 2026$1.34M
May 2026$1.31M
April 2026$1.26M
March 2026$1.25M
February 2026$1.23M
January 2026$1.22M
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
36 Overbrook Dr, Millwood, NY
0.47
Single-Family Home
$1,075,000
06/04/26
3
3
3,106
320 Illington Road, Ossining, NY
1.20
Single-Family Home
$1,025,000
03/23/26
4
3
2,950
1002 Kitchawan Road, Ossining, NY
0.62
Single-Family Home
$799,000
09/24/25
3
2
2,067
10 Lakeview Road, Ossining, NY
0.93
Single-Family Home
$715,000
08/26/26
3
2.5
2,270
35 Whitlaw Lane, Chappaqua, NY
0.91
Single-Family Home
$1,775,000
02/20/26
4
3.5
3,732
81 Hidden Hollow Lane, Millwood, NY
0.87
Single-Family Home
$1,040,000
11/25/25
4
2.5
2,368
18 Adams Road, Ossining, NY
0.80
Single-Family Home
$816,000
04/22/26
3
2
1,658
20 Pamela Place, Millwood, NY
0.97
Single-Family Home
$1,436,000
12/05/25
4
2.5
3,103
341 Millwood Road, Chappaqua, NY
1.20
Single-Family Home
$1,375,000
02/02/26
4
2.5
2,541
550 Saw Mill River Road, Millwood, NY
0.80
Single-Family Home
$799,000
04/27/26
3
3
1,692

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
796 Pinesbridge Road, Ossining, NY 10562
0.10
$1,017,000
3
2.5
2,900
Off Market
801 Syska Road, Ossining, NY 10562
0.15
$873,400
2
1.5
1,328
Off Market
800 Syska Road, Ossining, NY 10562
0.16
$869,400
3
2
1,196
Off Market
255 Chadeayne Road, Ossining, NY 10562
0.31
$818,700
4
2.5
2,310
Off Market
335 Jaclyn Lane, Ossining, NY 10562
0.32
$1,721,600
4
3.5
3,294
Off Market
265 Chadeayne Road, Ossining, NY 10562
0.34
$1,273,900
4
2.5
2,392
Off Market
648 Pinesbridge Road, Ossining, NY 10562
0.41
-
-
-
-
Off Market
6 Timberline, Millwood, NY 10546
0.47
$1,065,100
3
3
2,728
Off Market
644 Pinesbridge Road, Ossining, NY 10562
0.45
-
-
-
-
Off Market
24 Overbrook Drive, Millwood, NY 10546
0.52
$1,084,400
3
3.5
3,412
Off Market
7 Deer Ridge, Millwood, NY 10546
0.59
$1,119,800
3
3
3,005
Off Market
15 Deer Ridge, Millwood, NY 10546
0.61
$1,172,700
3
3.5
2,939
Off Market

Local Information

  • Map ViewExplore the area around 795 Pinesbridge Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1982
2.85 acre lot
3,642 sqft
$366/sqft

About this House

YORKTOWN SCHOOLS AND REC! Are you searching for privacy and plenty of space - a MOTHER/DAUGHTER set up? With 2.85 wooded acres in the Yorktown School District, this home features windows with fabulous views of the surrounding property. An oversized LR is centered by a gas Fpl and opens to a FDR. From both the DR and EIK, doorways enter into the charming Solarium/Family Room. Three BRs on the main level inc an en suite MBR, Bath & Walk in Closet as well as a Full Hall Bath. The Family Entrance opens to a Deck with space for Dining and enjoying the wooded views. The LL, with multiple Windows, includes a Second Family Room with Wood burning FPL & Doors to the Patio & Yard. The Fourth BR is located on this level and is adjacent to the Third Full Bathroom. A nearby room offers space for an Office or Craft Room. This level also contains a second Door to the Yard & Storage/Workshop. Complete with Central Air and Wired for a Whole House Generator, there is nothing to do but move in & Enjoy!
795 Pinesbridge Rd, Ossining, NY 10562 is a 4 bedroom, 3 bathroom, 3,642 sqft single-family home in Kitchawan, built in 1982. It last sold for $880,000 on Jul 6, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,332,100, with a rent estimate of $7,131/month.

Home Details for 795 Pinesbridge Rd

Interior Features

Interior Details
BasementNumber of Rooms: 10
Heating & Cooling
Heating: OilAir ConditioningCooling System: CentralHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1982
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Exterior Features

Exterior Home Features
Exterior: Wood

Community

Units in Building: 1

Lot Information

Lot Area: 2.85 acres

Price and Tax history

DateEventPrice
Jul 6, 2021
Source: Smart MLS #170394760
Sold
$880,000
May 7, 2021
Source: MHMLS #400025
Pending
$799,000
Apr 30, 2021
Source: MHMLS #400025
Listed For Sale
$799,000
Oct 10, 2019
Source: N/A
Sold
$520,000
Sep 6, 2019
Source: Agent Provided
Pending
$580,000

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

Frequently asked questions about 795 Pinesbridge Rd

  • What is 795 Pinesbridge Rd estimated to be worth?
    Trulia's estimated value for 795 Pinesbridge Rd in Ossining, NY is $1,332,100.
  • What is the price history for 795 Pinesbridge Rd?
    795 Pinesbridge Rd in Ossining, NY last sold for $880,000 in July 2021.
  • 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 795 Pinesbridge Rd?
    The closest schools to 795 Pinesbridge Rd 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 795 Pinesbridge Rd have air conditioning?
    Yes, 795 Pinesbridge Rd in Ossining, NY has air conditioning.
  • How big is the lot at 795 Pinesbridge Rd?
    The lot at 795 Pinesbridge Rd in Ossining, NY is about 2.9 acres.

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