36 Revolutionary Road
Briarcliff Manor, NY, 10510 $ 2,995,000
Bedrooms5 Baths5.2 Sq 7,931 Monthly Estimate*
$ 18,441
for $2,995,000 with 5 bedrooms and 5 full baths, 2 half baths. This 7,931 square foot home was built in 1916 on a lot size of 3.83.
There are homes… and then there are places that feel quietly set apart from the world around them. Tucked behind a gentle approach, on nearly four private acres in the heart of Briarcliff Manor, 36 Revolutionary Road reveals itself slowly, intentionally… like a secret meant only for those who understand what true luxury feels like. This is not just a home. This is a legacy estate. Set perfectly between the Hudson River and Sleepy Hollow Country Club, the location offers the rare balance today’s buyers search for privacy, proximity, and prestige. Minutes to Metro North, fine dining, boutique shopping, and everything that defines Westchester luxury living… yet once you arrive, the outside world seems to soften. There is a stillness here. You feel it walking the grounds, where mature trees frame rolling lawns and sunlight filters through in that unmistakable golden way. There is a rhythm to the property… the kind that invites long mornings on the porch, quiet afternoons by the pool, and evenings that stretch just a little longer than planned. And somewhere within it all… life quietly thrives. Bees drift from bloom to bloom, tending to the landscape in a way that feels both timeless and grounding… a subtle reminder that this estate is not just maintained, it is alive. Inside, the home unfolds with a level of craftsmanship and scale rarely seen today. Five ensuite bedrooms offer both privacy and comfort, anchored by a truly exceptional primary suite with its own fireplace, spa like bath, expansive dressing room, and a private sleeping porch… a nod to a more romantic era of living, where fresh air and slow mornings were part of everyday life. The kitchen is designed not just for cooking, but for gathering… a chef’s workspace complemented by a generous butler’s pantry, ideal for seamless entertaining. It flows effortlessly into a formal dining room that feels pulled from the pages of a design magazine, where hand printed Zuber wallpaper and a fireplace create a setting that is both refined and deeply inviting. Every room tells a story. A wood paneled office with its own fireplace opens to the front porch, offering a work from home experience that feels anything but ordinary. The living room, wrapped in double walls of French doors, blurs the line between indoors and out, filling the space with natural light throughout the day. Nearby, the sunroom becomes its own retreat… a place to pause, unwind, and simply take in the beauty of the property. Step outside, and the estate continues to reveal itself. A gunite pool set within manicured grounds. Multiple porches designed for every mood and moment. A historic Lord and Burnham greenhouse… a rare and remarkable feature that speaks to the property’s heritage. And a four plus car garage with a private apartment above, offering flexibility for guests, extended stays, or staff. This is Westchester luxury real estate at its finest, where historic architecture meets modern lifestyle, where privacy meets convenience, and where every detail has been thoughtfully considered. Because the truth is… You can always renovate a home. But you cannot recreate land like this. You cannot replicate this setting. And you cannot manufacture the feeling this property gives you the moment you arrive. 36 Revolutionary Road is not just being listed. It is being offered.
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FeaturesInteriorInterior Amenities Chefs Kitchen Eat-in Kitchen High Ceilings Kitchen Island
Basement Full
Flooring Hardwood
Total Fireplaces 6
Fireplace Features Bedroom Family Room Living Room Wood Burning
Basement Features Full
Basement (Y/N) Y
Fireplace Y/N Y
Half Baths 2
Total Bedrooms 5
Total Baths 7
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GeneralSewer Public Sewer
Heating Hot Water
Cooling Central Air
Utilities Sewer Connected Trash Collection Public Water Connected
Appliances Gas Range Microwave Washer
Garage Spaces 4
Patio/Porch Features Patio Porch
Architectural Style Estate
Pool Features In Ground Pool Cover
Construction Materials Clapboard
Year Built 1916
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 4201-104-007-00000-000-0056-000-0-1
County Westchester County
Property Type Residential
HOA N
Garage Y/N Y
Other Structures Garage(s) Greenhouse Guest House Shed(s)
Total Rooms 11
Full Baths 5
High School Ossining High School
City Ossining
Senior Community Y/N N
High School District Ossining
Carport Y/N N
Elementary School Park School
Property Attached Y/N N
Tax Annual Amount 76954
Middle/Junior High School Anne M Dorner Middle School
Additional Parcels Y/N N
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Ossining
Elementary School District Ossining
Tax Assessed Value 2679300
Year Built Effective 1916
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ExteriorParking Features Detached Heated Garage Oversized Detached Heated Garage Oversized
Water Source Public
Spa N
Building Area Total 7931
Waterfront Y/N N
Horse Y/N N
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* Excluded FeaturesList ByElaine WassermanListing Agent
Houlihan Lawrence Inc.Broker
Affordability Calculator
- Monthly Principal & Interest
- $18,441
- Monthly Property Taxes
- $6,413
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Briarcliff Manor, NY
Average List Price $1,635,208
Percent of Sale Price 45%
About Briarcliff Manor, NY 10,205 Population
4% Since 2002
$ 152,031 Median Income
45.33 Median Age
36% Households with Children
Trends Information provided by ATTOM Data Solutions.
5165494 Elementary School
4100185 Middle School
Ossining High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 4/24/2026 | $2,995,000 | | Listed Price |