For sale

$1,750,000

Est. $11,758/mo —

•

5,337

sq ft

51 Pinesbridge Rd, Ossining, NY 10562

About this home

Step into timeless elegance with this extraordinary mini estate in the heart of New Castle, just 45 minutes from New York City. Originally built in 1935 and thoughtfully reimagined for modern luxury living, this remarkable 3.91-acre property seamlessly blends historic charm with today’s most sought-after amenities. The beautifully renovated 5,337-square-foot Main House features 5 spacious bedrooms and 3.5 bathrooms, showcasing refined craftsmanship and sophisticated updates throughout. At the center of the home is a stunning chef’s kitchen equipped with premium Sub-Zero appliances, designed for both everyday living and elegant entertaining. Recent upgrades include new windows, a new roof, and solar panels on the Main House, offering enhanced efficiency and sustainability. Beyond the main residence, the estate includes a charming 1,020-square-foot Guest House with 3 bedrooms and 2 bathrooms, ideal for long term guests, or private office space. A separate Gate House with 2 bedrooms and 2 bathrooms adds even more versatility and privacy. Surrounded by lush grounds and mature landscaping, the property offers resort-style amenities including an in-ground swimming pool and private tennis courts, creating a true retreat just outside the city. A rare opportunity to own a distinguished estate that delivers privacy, luxury, and convenience in one of Westchester County’s most coveted locations.

Single-familyProperty Type

1935Year Built

3.95 acresLot Size

$328Price/Sq.Ft.

2 car garageParking

Listing by Cathy DeBow • William Raveis Real Estate

Contact: 914-723-1331

Listing updated: Jun 10, 2026 at 11:55am

Redfin checked: a minute ago

•Source:OneKey® MLS as Distributed by MLS Grid #1005133

Payment calculator

$11,758 per month

Principal and interest$9,197

Property taxes

$2,226

HOA dues

Home insurance

$335

Utilities

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Open houses

No upcoming open houses.

Nearby open houses (10)

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Around this home

Schools

K - 12
Preschool & daycare

Brookside School

Public 1-2 • Assigned • 1.0mi

Anne M Dorner Middle School

Public 6-8 • Assigned • 2.2mi

6/10

Ossining High School

Public 9-12 • Assigned • 2.6mi

4/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Offer insights

51 Pinesbridge Rd · $1,750,000

Strong offer

$1.74M and above

75% chance or better to win

Why $1.74M+ is a strong offer

DAYS ON MARKET

The average home goes pending in 22 days.

SALE-TO-LIST

Most homes are selling 6% above list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
First floor bedroom
First floor full bath
Beamed ceilings
Built-in features
Chef's kitchen
Crown molding
Eat-in kitchen
Entrance foyer
Granite counters
Kitchen island
Pantry
Storage
Washer/dryer hookup

Bedrooms
15 total rooms (includes bedroom count within room total)

Bathrooms
6 full bathrooms
2 half bathrooms

Kitchen
Dishwasher
Electric cooktop
Electric oven
Microwave
Refrigerator
Stainless steel appliances
Wine refrigerator

Laundry & utility
Laundry room
Electric dryer hookup
Washer
Dryer

Flooring
Ceramic tile
Hardwood

Heating & cooling
Central air
Hot water heating
Oil heating
Solar heating
Steam heating
3 fireplaces

Sale and tax history for 51 Pinesbridge Rd

Sale History
Tax History

Date

Event

Price

OneKey® MLS as Distributed by MLS Grid #1005133

Jun 9, 2026

Price Changed

$1,750,000

$328/sq ft

May 15, 2026

Listed

$1,900,000

$356/sq ft

OneKey® MLS as Distributed by MLS Grid #H6229881

Jul 28, 2023

Sold

$950,000

$178/sq ft

Apr 26, 2023

Pending

—

Apr 15, 2023

Listed

$849,000

$159/sq ft

Amazing opportunity to restore an iconic 1935 compound with main house, pool, tennis, guest house/barn and gate house on beautiful property just 45 min from NYC. Perfect for contractors, builders and end users who are ready to create a home for today’s living. Main house is 5337 sf, 3 bedroom/2.2 baths, guest house is 1020 sf, 3 bedroom/2 baths, gate house is 2 bedroom/2 baths. Located in the town of New Castle with easy commuting from Ossining or Croton Harmon train stations and a hop to the Taconic. Downtown Ossining is close by with its lovely access to the Hudson River and its vibrant Main Street. House and property sold AS IS/no contingencies. Current taxes overassessed and reflect a market value of $1,080,597. Bedroom and bath count include all structures combined. Additional Information: Amenities:Guest Quarters,Tennis,HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Detached,

Year

Property tax

Land + Additions

Assessment*

2026

$26,789 (+0.3%)

$52,300 + $88,300

$140,600

2025

$26,710 (+1.1%)

$52,300 + $88,300

$140,600

2024

$26,424 (−17.9%)

$52,300 + $88,300

$140,600

2023

$32,181 (+3.2%)

$52,300 + $88,300

$140,600

2022

$31,181 (−2.3%)

$52,300 + $128,700

$181,000

2021

$31,906 (−2.7%)

$52,300 + $128,700

$181,000

2020

$32,782 (−6.9%)

$52,300 + $128,700

$181,000

2019

$35,211

$52,300 + $142,700

$195,000

2018

$52,300 + $142,700

$195,000

2017

$52,300 + $142,700

$195,000

2016

$52,300 + $195,700

$248,000

2014

$52,300 + $214,800

$267,100

2013

$52,300 + $214,800

$267,100

2012

$52,300 + $259,700

$312,000

2011

$52,300 + $259,700

$312,000

2010

$52,300 + $259,700

$312,000

2009

$52,300 + $259,700

$312,000

2008

$52,300 + $259,700

$312,000

Public record

Beds

Baths

Stories

—

Lot width

—

Lot depth

—

Lot size

3.91 Acres

Year renovated

—

Finished Sq. Ft.

3,926

Unfinished Sq. Ft.

—

Total Sq. Ft.

3,926

Year built

1935

Style

Other

County

Westchester County

APN

553600A08001800010030000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 30, 2026.

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.62% chance of being in a wildfire in next 30 years

4/10 Heat Factor

7 days above 99° expected this year, 15 days in 30 years

4/10 Wind Factor

23% chance of strong winds in next 30 years

4/10 Air Factor

4 unhealthy days expected this year, 5 days in 30 years

Provided by First Street

Historical weather

Ossining, NY • 10562

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Redfin Estimate for 51 Pinesbridge Rd

We cannot show automated home-value estimates for this home.

Nearby homes have recently sold between $865,000 and $1,630,000.

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $865K to $1.6M.

SOLD AUG 4, 2026
$865,000 Last sold price
3 beds2 baths2,292 sq ft
55 Hoags Cross Rd, Ossining, NY 10562
Listing by Coldwell Banker Realty
$49/sq ft
smaller lot
29 years newer
SOLD AUG 21, 2026
$1,630,000 Last sold price
5 beds3.5 baths4,317 sq ft
77 Central Dr, Briarcliff Manor, NY 10510
Listing by Houlihan Lawrence Inc.
$50/sq ft
smaller lot
49 years newer
SOLD AUG 19, 2026
$1,450,000 Last sold price
4 beds3.5 baths4,290 sq ft
352 Croton Dam Rd, Ossining, NY 10562
Listing by Compass Greater NY, LLC
$10/sq ft
smaller lot
67 years newer
SOLD JUL 31, 2026
$1,350,000 Last sold price
3 beds3 baths3,155 sq ft
10 North Ln, Chappaqua, NY 10514
Listing by Keller Williams Realty Partner
$100/sq ft
smaller lot
15 years newer
SOLD JUN 12, 2026
$1,099,900 Last sold price
5 beds3.5 baths2,520 sq ft
200 Route 9A, Ossining, NY 10562
Listing by eXp Realty
$108/sq ft
smaller lot
57 years newer
SOLD DEC 12, 2025
$1,075,000 Last sold price
4 beds3.5 baths3,240 sq ft
70 Spring Valley Rd, Ossining, NY 10562
Listing by Compass Greater NY, LLC
$4/sq ft
smaller lot
145 years older

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