Sold
Last Sold Price
4 beds2,100 sqft
255 Pinesbridge Rd, Ossining, NY 10562
Single FamilyProperty Type
5.48 acresLot Size
1877Year Built
$202/sq ftPrice per sq ft

Description

Antique Colonial With Lovely Pond; 3.23 Acres In Yorktown; 2.25 Acres In New Castle. Detached 2 Car Garage With Accessory ApartmentAntique Colonial With Lovely Pond; 3.23 Acres In Yorktown; 2.25 Acres In New Castle. Detached 2 Car Garage With Accessory Apartment
  • Listed by: Susanne Lerch • Century 21 Country Living
Listing closed: 11/29/2001 12:00 AM • Source: HGMLS, MLS#: 2017910

Recent comparable sales

Median sold price

$750,000

Avg days on market

34

Sale-to-list ratio

111.0%

Ossining, NY

9 comparable properties found

$540,000 | 5 Maria Lane, Ossining, NY 10562
1

$540,000

Sold 09/11/26

4
Bedrooms
2,374
Square Feet
2.07
Acres
a view of a house with a snow in the yard
2

$750,000

Sold 06/24/25

4
Bedrooms
2,310
Square Feet
1.82
Acres
a front view of a house with a yard
3

$768,250

Sold 12/19/24

4
Bedrooms
1,888
Square Feet
1.22
Acres
a front view of a house with iron fence
4

$490,000

Sold 06/03/25

4
Bedrooms
2,300
Square Feet
0.19
Acres
a view of a house with a yard
5

$499,000

Sold 12/31/25

4
Bedrooms
1,296
Square Feet
0.19
Acres
a front view of a house with a yard and garage
6

$635,000

Sold 12/16/25

4
Bedrooms
2,049
Square Feet
0.20
Acres
a front view of a house with a yard patio and fire pit
7

$827,000

Sold 07/03/25

4
Bedrooms
2,460
Square Feet
1
Acres
an aerial view of a house with swimming pool and garden
8

$1,041,000

Sold 08/04/26

4
Bedrooms
2,032
Square Feet
1
Acres
a front view of a house with a yard
9

$799,000

Sold 09/24/25

3
Bedrooms
2,067
Square Feet
1
Acres

Amenities

  • Colonial
  • Garage
  • Parking Included
  • Waterfront

Location

Listing Courtesy of Century 21 Country Living

Sold By Non-Member MLS (888888)

Add your commute

Payment Calculator

$3,248 per month

30 year fixed, 6.71% Interest

Principal and Interest

$2,196

Property Taxes

$1,052

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 255 Pinesbridge Road

Property Details
Building Information
  • Year Built: 1877
  • Lot Size: 5.48 AC / 238,709 SF

Property History for 255 Pinesbridge Road

DateEvent & SourcePriceAppreciation
Feb 7, 2002

Sold (Public Record)

Public Record #84842011

$425,000
DateEvent & SourcePrice
02/07/2002

Sold (Public Record)

Public Record #84842011

$425,000

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

Public Records for 255 Pinesbridge Road

Taxable ValueLand$35,000Additions$70,100Total$105,100
Tax Record2025$22,440 ($1,870 / month)
Home Facts
Beds3Baths1.5Total Finished SqFt2,327 SqFtAbove Grade Finished SqFt2,327 SqFtStories2Lot Size98,010 SqFtStyleSingle Family ResidenceYear Built1877ZoningR-2ACountyWESTCHESTERAPN553600 80.8-1-31Fireplace TypeHas Fireplace

Schools near 255 Pinesbridge 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...

Similar Homes

New listings in 10562

$469,900 | 88 Broadway, Unit 2B, Ossining, NY 10562
1/18

Listing Courtesy of Julia B Fee Sothebys Int. Rlty

Open: 9/20 12:00PM - 02:00PMNew

$469,900

2
Bedrooms
1,245
Square Feet
$550,000 | 42 Hudson Watch Drive, Ossining, NY 10562
1/34

Listing Courtesy of Julia B Fee Sothebys Int. Rlty

New

$550,000

1
Bedrooms
1,195
Square Feet
0.00
Acres
$599,222 | 81 Snowden Avenue, Ossining, NY 10562
1/32

Listing Courtesy of Mark Seiden Real Estate Team

Open: 9/19 02:30PM - 04:00PMNew

$599,222

4
Bedrooms
1,600
Square Feet
0.17
Acres
$590,000 | 88 Broadway, Unit PH4, Ossining, NY 10562
1/49

Listing Courtesy of Giner Real Estate Inc.

$590,000

2
Bedrooms
1,178
Square Feet
$800,000 | 81 Glendale Road, Ossining, NY 10562
1/27

Listing Courtesy of Houlihan Lawrence Inc.

Open: 9/19 12:00PM - 02:00PM

$800,000

3
Bedrooms
3,990
Square Feet
14.36
Acres
$575,000 | 5-03 Brooke Club Drive, Ossining, NY 10562
1/33

Listing Courtesy of Redfin Real Estate

Virtual Tour

$575,000

1
Bedrooms
1,568
Square Feet
0.01
Acres
$349,900 | 1 Briarcliff Drive South, Unit 4, Ossining, NY 10562
1/30

Listing Courtesy of ERA Insite Realty Services

$349,900

1
Bedrooms
700
Square Feet
$806,000 | 6 Brookside Lane, Ossining, NY 10562
1/10

Listing Courtesy of REALHome Services & Solutions

$806,000

3
Bedrooms
2,914
Square Feet
1.24
Acres
$895,000 | 33 Mystic Drive, Ossining, NY 10562
1/24

Listing Courtesy of Houlihan Lawrence Inc.

$895,000

2
Bedrooms
2,700
Square Feet

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 255 Pinesbridge Road, Ossining, NY 10562
$425,000
4
2,100
238,709
$1,080,000
5
3,325
248,292
$1,176,000
4
4,172
32,522
$599,000
4
2,441
39,631
$660,000
3
2,207
99,765
4
3
3,026
140,699

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 Century 21 Country Living

The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. The data relating to real estate for sale or lease on this webpage comes from the the IDX Program of OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS. Real estate listings held by brokerage firms other than Compass are marked with a OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS or Ulster County Board of REALTORS Logo. Use of these search facilities other than by a consumer seeking to purchase or lease real estate is prohibited. The accuracy of all information is deemed reliable but not guaranteed and should be verified through personal inspection by and/or with appropriate professionals. The data contained herein is copyrighted by the IDX Program of OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited. Information Copyright 2026, OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS. All rights reserved. Data last updated: 01/27/2014 03:42 PM