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3 Holbrook RoadBriarcliff Manor, NY 10510

For Sale

$1,100,000

Smart Buyer Rebate $11,000

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.

Listed by Kathryn Weinberger

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Compass Greater NY, LLC

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914-238-0676

Listed by Callan Bergmann

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Compass Greater NY, LLC

Last updated September 05, 2025

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Source: OneKey #905668

Listing Facts

  • TypeSingle-family
  • NeighborhoodChilmark
  • Bedrooms3
  • Bathrooms3
  • Days on Prevu2
  • Taxes$30,467.13/year
  • Size2,860 sqft
  • Price per sqft$385

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

09/05/2025
Status changed to Active
$1,100,000
09/05/2025
Listed by Compass Greater NY, LLC
$1,100,000

Property Details for 3 Holbrook Road

Exterior

Construction

  • Property Condition: Actual
  • Year Built: 1897
  • Architectural Style: Tudor
  • Construction Materials: Frame, Stucco, Wood Siding
  • Exterior Features: Courtyard, Fire Pit

Features

  • Other Structures: Carport(s), Shed(s)
  • Patio And Porch Features: Deck

Measurements

  • Building Area Total: 56,628
  • Building Area Units: Square Feet
  • Lot Size Acres: 1.36
  • Lot Size Square Feet: 59,242

Financial

Taxes

  • Parcel Number: 4201-097-016-00000-000-0027-000-0-1
  • Tax Annual Amount: $30,467.13
  • Tax Year: 2025

Interior

Features

  • Appliances: Dishwasher, Dryer, Freezer, Range, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater
  • Fireplace Features: Wood Burning
  • Fireplace: Yes
  • Fireplaces Total: 2
  • Flooring: Hardwood
  • Interior Features: Chefs Kitchen, Eat-in Kitchen, Formal Dining, Kitchen Island, Primary Bathroom, Master Downstairs, Walk-In Closet(s)

Measurements

  • Living Area: 2,860
  • Living Area Source: Public Records

Rooms

  • Basement: Unfinished
  • Has Basement: Yes
  • Bathrooms Full: 2
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 3
  • Bedrooms Total: 3
  • Rooms Total: 7

Parking

Parking

  • Garage Spaces: 2
  • Garage: Yes
  • Parking Features: Garage

Schools

Elementary School

  • Elementary School: Brookside
  • Elementary School District: Ossining

High School

  • High School: Ossining High School
  • High School District: Ossining

Middle or Junior School

  • Middle Or Junior School: Anne M Dorner Middle School
  • Middle Or Junior School District: Ossining

Utilities

Equipment

  • Cooling: Central Air, Wall/Window Unit(s)
  • Heating: Baseboard, Forced Air, Natural Gas
  • Laundry Features: In Hall
  • Sewer: Public Sewer
  • Utilities: Trash Collection Public
  • Water Source: Public

The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey™ MLS. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. Information Copyright 2025, OneKey™ MLS. All Rights Reserved.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.