Skip to content
778 Sleepy Hollow Road, Briarcliff Manor, photo 1
View all 50 photos
778 Sleepy Hollow Road, photo 2
778 Sleepy Hollow Road, photo 3
778 Sleepy Hollow Road, photo 4
778 Sleepy Hollow Road, photo 5
778 Sleepy Hollow Road, photo 6
778 Sleepy Hollow Road, photo 7
778 Sleepy Hollow Road, photo 8
778 Sleepy Hollow Road, photo 9
778 Sleepy Hollow Road, photo 10
778 Sleepy Hollow Road, photo 11
778 Sleepy Hollow Road, photo 12
778 Sleepy Hollow Road, photo 13
778 Sleepy Hollow Road, photo 14
778 Sleepy Hollow Road, photo 15
778 Sleepy Hollow Road, photo 16
778 Sleepy Hollow Road, photo 17
778 Sleepy Hollow Road, photo 18
778 Sleepy Hollow Road, photo 19
778 Sleepy Hollow Road, photo 20
778 Sleepy Hollow Road, photo 21
778 Sleepy Hollow Road, photo 22
778 Sleepy Hollow Road, photo 23
778 Sleepy Hollow Road, photo 24
778 Sleepy Hollow Road, photo 25
778 Sleepy Hollow Road, photo 26
778 Sleepy Hollow Road, photo 27
778 Sleepy Hollow Road, photo 28
778 Sleepy Hollow Road, photo 29
778 Sleepy Hollow Road, photo 30
778 Sleepy Hollow Road, photo 31
778 Sleepy Hollow Road, photo 32
778 Sleepy Hollow Road, photo 33
778 Sleepy Hollow Road, photo 34
778 Sleepy Hollow Road, photo 35
778 Sleepy Hollow Road, photo 36
778 Sleepy Hollow Road, photo 37
778 Sleepy Hollow Road, photo 38
778 Sleepy Hollow Road, photo 39
778 Sleepy Hollow Road, photo 40
778 Sleepy Hollow Road, photo 41
778 Sleepy Hollow Road, photo 42
778 Sleepy Hollow Road, photo 43
778 Sleepy Hollow Road, photo 44
778 Sleepy Hollow Road, photo 45
778 Sleepy Hollow Road, photo 46
778 Sleepy Hollow Road, photo 47
778 Sleepy Hollow Road, photo 48
778 Sleepy Hollow Road, photo 49
778 Sleepy Hollow Road, photo 50

778 Sleepy Hollow Road

$9,750,000

Est. $52,970/mo

Briarcliff Manor, NY 10510 · Westchester County

Beds
6
Baths
7
Sqft
9,005
Status
Active
On site
8 days

Know your budget before you tour. Get pre-qualified

About this home

Welcome to 778 Sleepy Hollow Road, an extraordinary custom Colonial estate nestled on 10.72 private acres in the heart of Briarcliff Manor. Originally built in 1996 and extensively renovated with uncompromising attention to detail, this exceptional residence seamlessly blends timeless elegance with today’s most sophisticated luxury amenities. The estate was also featured in Netflix’s The Diplomat, adding to its distinctive appeal and cinematic presence. Boasting 6 spacious bedrooms, 6 full bathrooms, and 2 half baths, this magnificent estate offers an unparalleled lifestyle. A grand approach leads to beautifully designed interiors featuring exquisite craftsmanship, sun-filled living spaces, and state-of-the-art technology throughout. The spectacular chef’s kitchen has been completely redesigned with premium finishes and top-of-the-line appliances, while every bathroom has been luxuriously remodeled, including elegant Japanese smart toilets. A distinguished mahogany-paneled study, featuring rich mahogany walls and ceiling, provides an elegant and sophisticated setting for work or private retreat. The stunning primary suite serves as a private sanctuary, complete with a breathtaking spa retreat featuring a hot tub on the terrace overlooking the iconic Manhattan skyline—creating the perfect setting to unwind while enjoying unforgettable sunsets. Designed for both grand-scale entertaining and everyday living, the home features a fully renovated lower level with an impressive entertainment lounge and custom bar, acoustically designed home theater, professional home gym, and beautifully updated mudroom. Five automatic Mendota fireplaces add warmth and ambiance throughout the residence. Outside, the resort-style grounds rival those of a private country club. Enjoy a spectacular swimming pool with pool house, tennis court, guest cottage, expansive terraces, and meticulously landscaped grounds offering complete privacy. A six-car garage provides abundant space for collectors and enthusiasts alike. No detail has been overlooked in the extensive capital improvements, which include a sophisticated Lutron lighting system, automatic custom draperies, a state-of-the-art Bowers & Wilkins sound system, Honeywell Vista 128 security system, 32-camera surveillance system, 2N Verso gated entry with keypad and vehicle camera monitoring, all-new windows and doors throughout the home, updated designer lighting, custom cast-iron staircase railings, new well water filtration system, and countless additional enhancements. An exceptional advantage of this remarkable property is its Mount Pleasant taxes while enjoying a prestigious Briarcliff Manor address, along with the unique opportunity to choose between the Pocantico Hills or Briarcliff Manor school districts. This is a rare offering where timeless architecture, cutting-edge technology, resort-caliber amenities, and one of Westchester County’s most desirable locations come together to create an estate unlike any other.

Listed with Julia B Fee Sothebys Int. Rlty · Jo Ann Reilly · Source: OneKey MLS

One Key MLS

Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Sep 17, 2026, 4:09 PM 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.

$52,970.11Total / mo

Estimated Monthly Payment

Principal & interest
$48,025.94 (90.7%)
Taxes
$4,744.17 (9.0%)
Insurance
$200.00 (0.4%)

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.

Never miss a property

Be the first to know when a Westchester County home hits the market.

Save this search

Market Insights

The market around Briarcliff Manor, NY

Current Listings

New in the last 30 days

16

Sep 2026

Average Price

Active listings

$1,711,056

Sep 2026

Average Days on Market

Active listings

79 days

Sep 2026

Computed from 43 active OneKey MLS listings in Briarcliff Manor, NY.

Similar homes in Westchester County

See all 24
25 Hilltop Place, Rye, NY
Photo 1 of 40
New

$11,000,000

8 Bed • 6 Bath • 8,836 Sq. Ft.

25 Hilltop Place

Rye, NY 10580

Listed with Julia B Fee Sothebys Int. Rlty

4 Commodore Avenue, Rye, NY
Photo 1 of 43
New

$6,995,000

7 Bed • 8.5 Bath • 9,314 Sq. Ft.

4 Commodore Avenue

Rye, NY 10580

Listed with Berkshire Hathaway HS NY Prop

113 Woodlands Road, Harrison, NY
Photo 1 of 9

$7,995,000

6 Bed • 8.5 Bath • 9,127 Sq. Ft.

113 Woodlands Road

Harrison, NY 10528

Listed with Douglas Elliman Real Estate