36 Revolutionary Rd

7,931 Sq. Ft.
$378 / Sq. Ft.
7,931
Sq. Ft.
$378
per Sq. Ft.

Description

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...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.
  1. Listed by Elaine Wasserman • Houlihan Lawrence Inc.
    P: (914)-238-4766 C: (914)-393-8375 ewasserman@houlihanlawrence.com
  2. Listed by Kile Boga-Ibric • Houlihan Lawrence Inc.
    P: (914)-238-4766 C: (914)-374-5852 kibric@houlihanlawrence.com

Property Details for 36 Revolutionary Road

City/Township
Ossining
Architectural Style
Estate
Garage Spaces
4.00
Waterfront
No
LISTING UPDATED: 04/24/2026 04:08 PM

Property Details for 36 Revolutionary Road

StatusActive
MLS #986239
Days on MarketListed Today
Taxes$76,954 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeSingle Family
Year Built1916
Lot Size3.83 AC / 166,830 SF
CountyWestchester County

Location

Listing Courtesy of Houlihan Lawrence Inc.
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Building Information for 36 Revolutionary Road

Stories-Year Built1916Building Size-Lot Size3.83 AC / 166,830 SF

Payment Calculator

$21,494 per month

30 year fixed, 6.46% Interest

Principal and Interest

$15,081

Property Taxes

$6,413

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 36 Revolutionary Road

Summary
Location and General Information
  • Village: Briarcliff Manor
  • Senior Community YN: No
  • Year Built Effective: 1916
  • Property Attached: No
  • Structure Type: Detached
  • Levels: Three Or More
  • State Or Province: NY
  • Water Access YN: No
School Information
  • School District: Ossining
  • Elementary School District: Ossining
  • Elementary School: Park School
  • Middle Or Junior School District: Ossining
  • Middle Or Junior School: Anne M Dorner Middle School
  • High School District: Ossining
  • High School: Ossining High School
Rental
Rental
  • Lease Considered: No
Unit Information
Unit Information
  • Building Units Total: 1
Room Information
Room 1 Information
  • Room Level: First
  • RoomDescription 1: Entry foyer, Living Rm, Dining Rm, Kitchen, Butler's Pantry, Sunroom/Family Rm, Mudrm\Laundry, Powder Rm
Room 2 Information
  • Room Level: Second
  • Room Description: Lux Primary Suit/ Dressing Rm/Fpl/Ensuite Bthrm; Four additional Bedrms, each with Ensuite Bthrm
Room 3 Information
  • Room Level: Third
  • Room Description: Five Storage Rms., Cedar Closet
Room 4 Information
  • Room Type: Basement
  • Room Description: Full, Unfinished
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 4201-104-007-00000-000-0056-000-0-1
  • Tax Assessed Value: $2,679,300.00
  • Additional Fees: No
  • Tax Source: Municipality
  • Tax Year: 2025.0
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: Bedroom, Chefs Kitchen, Eat in Kitchen, Estate, Family Room, Garage(s), Greenhouse, Guest House, Hardwood Floors As Seen, High Ceilings, In Ground, Kitchen Island, Laundry Room, Living Room, Patio, Pool Cover, Porch, Public, Shed(s), Wood Burning
  • Interior Features: Chefs Kitchen, Eat-in Kitchen, High Ceilings, Kitchen Island
  • Appliances: Gas Range, Microwave, Washer
  • Total Rooms: 11
  • Basement: Full
  • Attic Description: Storage,Walkup
  • Fireplace: Yes
  • Fireplaces Total: 6
  • Fireplace Features: Bedroom, Family Room, Living Room, Wood Burning
  • Location Amenities: Hardwood Floors As Seen, Chef's Kitchen, Eat in Kitchen, High Ceilings, Island Kitchen, Greenhouse, Heated Parking, Patio, Porch, In Ground Pool
  • Laundry Features: Laundry Room
  • Spa: No
  • Flooring: Hardwood
  • Living Area: 7,931.00
  • Basement: Yes
Exterior Features
  • Exterior Property Features: In Ground, Pool Cover, Patio, Porch, Detached, Heated Garage, Oversized
  • Elevation Certificate: No
  • Patio And Porch Features: Patio, Porch
  • Construction Materials: Clapboard
  • Other Structures: Garage(s), Greenhouse, Guest House, Shed(s)
  • Horse: No
  • Pool Private: Yes
  • Pool Features: In Ground, Pool Cover
  • Pool Details: In Ground,Pool Cover
Lot Information
  • Additional Parcel: No
  • Building Area Units: Square Feet
Parking
  • Parking Features: Detached, Heated Garage, Oversized
  • Garage: Yes
  • Carport: No
Utilities
  • Cooling: Central Air
  • Heating: Hot Water
  • Heat Fuel Type: Hot Water
  • Sewer: Public Sewer
  • Water Source: Public
  • Utilities: Sewer Connected, Trash Collection Public, Water Connected
Green Features
  • Green Features: Gas Range, Microwave, Washer, Hot Water, In Ground, Pool Cover

Property History for 36 Revolutionary Road

DateEvent & SourcePriceAppreciation
Apr 24, 2026

Withdrawn

ONEKEY #886779

$3,300,000
Apr 24, 2026

Listed (Active)

ONEKEY #986239

$2,995,000
Mar 30, 2026

Temporarily Off Market

ONEKEY #886779

$2,995,000
DateEvent & SourcePrice
04/24/2026

Withdrawn

ONEKEY #886779

$3,300,000
04/24/2026

Listed (Active)

ONEKEY #986239

$2,995,000
03/30/2026

Temporarily Off Market

ONEKEY #886779

$2,995,000

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

Public Records for 36 Revolutionary Road

Taxable ValueLand$740,200Additions$1,811,500Total$2,551,700
Tax Record2020$76,180 ($6,348 / month)
Home Facts
Beds9Baths6.5Total Finished SqFt6,549 SqFtAbove Grade Finished SqFt6,549 SqFtStories2Lot Size166,835 SqFtStyleSingle Family ResidenceYear Built1916CountyWESTCHESTERAPN554201 104.07-1-56Fireplace TypeHas Fireplace

Schools near 36 Revolutionary 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.

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36 Revolutionary Road is a single family home for sale in Briarcliff Manor, NY 10510. This property was listed for sale on April 24, 2026 by Houlihan Lawrence Inc., it's currently listed at $2,995,000. It has been on the market for a total of 461 days and was last sold on November 4, 2004. This listing's school district is Ossining Union Free School District. Nearby schools include Brookside School, Claremont School and Roosevelt School. 36 Revolutionary Road is a 5-bed, 7-bath, 7,931 sqft single family home built in 1916.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Houlihan Lawrence Inc.

Based on information submitted to the MLS GRID as of 04/24/2026 04:08 PM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.