Behind stately iron gates on a quiet, tree-lined street in the heart of Briarcliff Manor, a remarkable home awaits—steeped in history, wrapped in charm, and gracefully updated for modern living. Originally built in 1897 as part of the historic Macy Estate, this enchanting Tudor-style Gate House offers a rare blend of vintage character and contemporary comfort across approx 2,800 square feet of artfully designed space on a bucolic 1.36 acres. Expanded in 2019 with a 1,000-square-foot European-inspired addition, the home now features a stunning chef’s kitchen and a luxurious first-floor primary suite, each crafted to harmonize with the home's original architectural details. Rich wood paneling, antique lighting, leaded glass windows, and multiple wood-burning fireplaces infuse each room with a quiet elegance, while thoughtful updates bring ease and style to everyday life. The oversized, sun-filled eat-in kitchen is the heart of the home—a luminous, high-performance space designed for entertaining and inspired living. Two custom islands, premium appliances, and a cozy sitting area by the double-sided fireplace invite both lively gatherings and quiet mornings. French doors lead to a picturesque deck, offering seamless access to the gardens beyond. The formal living and dining rooms provide warm, sophisticated spaces for hosting, while a versatile library or home office with a separate Dutch door entrance offers potential for a guest suite, den, or creative studio. The first-floor primary suite is a private sanctuary with garden views, its own fireplace, a spa-like marble tiled bath with soaking tub, in-suite laundry, and a walk-in closet. Upstairs are two additional bedrooms, an updated full bath, and abundant storage space. Outdoors, is the real showstopper—lush gardens, layered, and alive with color and movement. Meandering stone paths lead through perennial beds filled with lilacs, lupine, larkspur, peonies, milkweed, echinacea, and California poppies. Towering maple, birch, beech, and willow trees provide a stately canopy, while fruit trees—peach, cherry, apple varieties, and blueberry bushes—add seasonal delight. A private courtyard, cobblestone fire pit, and multiple patios create intimate settings for al fresco dining, morning coffee, or stargazing under the evening sky. The grounds are alive with wildlife: red cardinals, goldfinches, hummingbirds, monarch butterflies, and the occasional flight of geese pass through like brushstrokes on an ever-changing canvas. This is a garden that doesn’t just bloom—it sings. The home’s storybook charm is matched by its practicality. A detached garage with attic storage and an 18-foot workbench, a garden shed, and a brick-lined picnic area provide additional function and flexibility. The lion-adorned electric entry gate, original waist-high stacked stone wall along Holbrook Road, and 8-foot deer fencing preserve the property’s serenity and security. Even the lamp posts tell a tale—they were sourced from Central Park, lending a timeless grace to the landscape. All of this, just minutes from Metro-North, parks, trails, shopping, dining, and the village pool and recreation center. At 3 Holbrook Road, you are close to it all—yet worlds away. Rare, refined, and radiating charm—this is a home that honors its past while embracing the present.
Single-familyProperty Type
1897Year Built
1.36 acresLot Size
$456Est. Price/Sq.Ft.
2 car garageParking
Listing by Kathryn Weinberger• Compass Greater NY, LLC
Listing by Callan Bergmann• Compass Greater NY, LLC
Contact: 914-238-0676
Bought with Jennifer Fischman• Houlihan Lawrence Inc.
Enchanting updated and expanded Tudor style Gate House privately set on 1.3 acres with gated entry originally built for the Macy Estate in 1897. The 1000 sq. ft.European inspired addition (2019 ) boasts a fabulous chefs kitchen and luxuriousu primary suite that blends old world character with modern amenities and space to reflect todays living yet maintaining historical integrity. Lush verdant landscape, spacious decks, patios and perennial gardens surround the outdoor space creating a bucolic and serene setting. Wood paneled foyer, character filled library/home office/den, formal living room with wood burning fireplace, formal dining room that opens to a new fabulous chef’s EIK with high end appliances, dual custom islands, sitting area/2 sided wood-burning FB &French door to deck. New Sunlit Primary suite with wood burning FP, wic,storage,laundry,marble bath, soaking tub & French door to deck complete the first floor. 2nd floor includes 2nd br/wic/built-in storage,updated hall bath,3rd br. Additional updates incl. new electric panel, new 70 gal HW heater. Original house roof approx 12 years old.Enjoy Briarcliff Recreation including pool& tennis. Minutes to Metro North,Hiking Trails,Parks, Shops,Dining Additional Information: ParkingFeatures:2 Car Detached,
OneKey® MLS as Distributed by MLS Grid #H6069878
May 15, 2021
Listing Removed
—
Apr 14, 2021
Price Changed
$1,150,000
$402/sq ft
Sep 15, 2020
Listed
$1,175,000
$411/sq ft
OneKey® MLS as Distributed by MLS Grid #H4703803
Aug 1, 2017
Listing Removed
—
Feb 3, 2017
Listed
$709,000
$248/sq ft
Public Records
Nov 19, 2015
Sold
$610,000
$213/sq ft
OneKey® MLS as Distributed by MLS Grid #H4525918
Sep 15, 2015
Listing Removed
—
Jun 9, 2015
Listed
$675,000
$236/sq ft
Public Records
Dec 24, 1996
Sold
$325,000
$114/sq ft
Public Records
Oct 1, 1982
Sold
$164,000
$57/sq ft
Year
Property tax
Land + Additions
Assessment*
2026
$30,597 (+0.4%)
$555,200 + $500,500
$1,055,700
2025
$30,467 (+6.4%)
$555,200 + $500,500
$1,055,700
2024
$28,634 (+6.7%)
$334,000 + $684,600
$1,018,600
2023
$26,828 (+1.5%)
$334,000 + $596,100
$930,100
2022
$26,441 (−0.3%)
$334,000 + $491,900
$825,900
2021
$26,524 (+12.2%)
$334,000 + $410,100
$744,100
2020
$23,646 (−0.3%)
$334,000 + $410,100
$744,100
2019
$23,722
$392,900 + $254,600
$647,500
2018
$392,900 + $254,600
$647,500
2017
$392,900 + $248,300
$641,200
2016
$392,900 + $235,800
$628,700
2014
$13,400 + $15,500
$28,900
2013
$13,400 + $15,500
$28,900
2012
$13,400 + $15,500
$28,900
2011
$13,400 + $15,500
$28,900
2010
$13,400 + $15,500
$28,900
2009
$13,400 + $15,500
$28,900
2008
$13,400 + $15,500
$28,900
Tax history for 3 Holbrook Rd
Year
Property tax
Land + Additions
Assessment*
2026
$30,597 (+0.4%)
$555,200 + $500,500
$1,055,700
2025
$30,467 (+6.4%)
$555,200 + $500,500
$1,055,700
2024
$28,634 (+6.7%)
$334,000 + $684,600
$1,018,600
2023
$26,828 (+1.5%)
$334,000 + $596,100
$930,100
2022
$26,441 (−0.3%)
$334,000 + $491,900
$825,900
2021
$26,524 (+12.2%)
$334,000 + $410,100
$744,100
2020
$23,646 (−0.3%)
$334,000 + $410,100
$744,100
2019
$23,722
$392,900 + $254,600
$647,500
2018
$392,900 + $254,600
$647,500
2017
$392,900 + $248,300
$641,200
2016
$392,900 + $235,800
$628,700
2014
$13,400 + $15,500
$28,900
2013
$13,400 + $15,500
$28,900
2012
$13,400 + $15,500
$28,900
2011
$13,400 + $15,500
$28,900
2010
$13,400 + $15,500
$28,900
2009
$13,400 + $15,500
$28,900
2008
$13,400 + $15,500
$28,900
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.