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51 Pinesbridge Road

$1,750,000

Est. $11,046/mo

Ossining, NY 10562 · Westchester County

Beds
9
Baths
7
Sqft
5,337
Status
Active
On site
113 days

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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.

Listed with William Raveis Real Estate · Cathy DeBow · Source: OneKey MLS

One Key MLS

Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Sep 18, 2026, 7:07 AM ET. ©2026 One Key MLS.

Estimate Your Monthly Payment

Estimate your mortgage payment, including the principal and interest, taxes, insurance, HOA, and Private Mortgage Insurance.

$11,045.87Total / mo

Estimated Monthly Payment

Principal & interest
$8,620.04 (78.0%)
Taxes
$2,225.83 (20.2%)
Insurance
$200.00 (1.8%)

Representative rates

Representative rates only, indicative for comparison. Edit the interest rate for your own quote; your lender’s numbers vary with credit, points, and insurance.

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Market Insights

The market around Ossining, NY

Current Listings

New in the last 30 days

20

Sep 2026

Average Price

Active listings

$919,898

Sep 2026

Average Days on Market

Active listings

103 days

Sep 2026

Computed from 102 active OneKey MLS listings in Ossining, NY.

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