3 Holbrook Rd
$1,100,000
Price
3
Beds
3
Baths
2,860 Sq. Ft.
$385 / Sq. Ft.
2,860
Sq. Ft.
$385
per Sq. Ft.
Listed By CompassPending
Listed By CompassPending
Description
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...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.
Expanded in 2019 with a 1,000-square-foot European-inspired...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.
Listing Agents
![Kathryn Weinberger]()
kat.weinberger@compass.comP: (914)-924-7733
![Callan Bergmann]()
callan.bergmann@compass.comP: (716)-560-6944
Property Details for 3 Holbrook Road
City/Township
Ossining
Architectural StyleTudor
Garage Spaces2.00
WaterfrontNo
LISTING UPDATED: 12/04/2025 10:05 AM
Property Details for 3 Holbrook Road
| Status | Pending |
|---|---|
| MLS # | 905668 |
| Days on Market | 56 |
| Taxes | $30,467 / year |
| HOA Fees | - |
| Condo/Co-op Fees | - |
| Compass Type | Single Family |
| MLS Type | Single Family |
| Year Built | 1897 |
| Lot Size | 1.36 AC / 59,242 SF |
| County | Westchester County |
| Buyer's Agent Compensation | 2% |
Location
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Building Information for 3 Holbrook Road
Stories-Year Built1897Building Size-Lot Size1.36 AC / 59,242 SF
Payment Calculator
$7,974 per month
30 year fixed, 6.28% Interest
Principal and Interest
$5,435
Property Taxes
$2,539
HOA Dues
$0
The Payment Calculator is for illustrative purposes only.
Property Information for 3 Holbrook Road
Summary
Location and General Information
- Village: Briarcliff Manor
- Senior Community YN: No
- Year Built Effective: 1897
- Property Attached: No
- Structure Type: false
- Levels: Three Or More
- Property Condition: Actual
- State Or Province: NY
School Information
- School District: Ossining
- Elementary School District: Ossining
- Elementary School: Brookside
- 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
Taxes and HOA Information
Taxes and HOA Information
- Parcel Number: 4201-097-016-00000-000-0027-000-0-1
- Additional Fees: No
- Association: No
Interior and Exterior Features
Interior Features
- Amenities: 1st Floor Bedrm, Carport(s), Chefs Kitchen, Courtyard, Deck, Eat in Kitchen, Fire Pit, Formal Dining, Hardwood Floors As Seen, In Hall, Kitchen Island, Primary Bathroom, Public, Shed(s), Tudor, Walk In Closet, Wood Burning
- Interior Features: Chefs Kitchen, Eat-in Kitchen, Formal Dining, Kitchen Island, Primary Bathroom, 1st Fl Master Bedroom, Walk-In Closet(s)
- Appliances: Dishwasher, Dryer, Freezer, Range, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater
- Total Rooms: 7
- Primary on Main: Yes
- Basement: Unfinished
- Attic Description: Partial
- Fireplace: Yes
- Fireplaces Total: 2
- Fireplace Features: Wood Burning
- Location Amenities: Stainless Steel Appliances, Courtyard, Hardwood Floors As Seen, Chef's Kitchen, Eat in Kitchen, Formal Dining Room, Island Kitchen, 1st Fl Master Bedroom, Walk In Closet, Deck
- Laundry Features: In Hall
- Spa: No
- Flooring: Hardwood
- Living Area: 2,860.00
- Basement: Yes
Exterior Features
- Exterior Features: Courtyard, Fire Pit
- Exterior Property Features: Courtyard, Fire Pit, Deck, Garage
- Elevation Certificate: No
- Patio And Porch Features: Deck
- Construction Materials: Frame, Stucco, Wood Siding
- Other Structures: Carport(s),Shed(s)
- Horse: No
- Pool Private: No
Lot Information
- Additional Parcel: No
- Building Area Units: Square Feet
Parking
- Parking Features: Garage
- Garage: Yes
- Carport: No
Utilities
- Cooling: Central Air, Wall/Window Unit(s)
- Heating: Baseboard, Forced Air, Natural Gas
- Heat Fuel Type: Baseboard, Forced Air, Natural Gas
- Sewer: Public Sewer
- Water Source: Public
- Utilities: Trash Collection Public
Green Features
- Green Features: Dishwasher, Dryer, Freezer, Range, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater, Baseboard, Forced Air, Natural Gas, Courtyard, Fire Pit
Agent
Payment and Rate
- Down Payment Resource: Yes
Property History for 3 Holbrook Road
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| Sep 27, 2022 | Sold (Public Record) Public Record #1498890581 | $999,000 | — |
| Sep 27, 2022 | Sold (Public Record) Public Record #1498890581 | $999,000 | +7.5% / yr |
| Nov 16, 2015 | Sold (Public Record) Public Record #636185162 | $610,000 | — |
| Date | Event & Source | Price |
|---|---|---|
| 09/27/2022 | Sold (Public Record) Public Record #1498890581 | $999,000 |
| 09/27/2022 | Sold (Public Record) Public Record #1498890581 | $999,000 +7.5% / yr |
| 11/16/2015 | Sold (Public Record) Public Record #636185162 | $610,000 |
For completeness, Compass often displays two records for one sale: the MLS record and the public record.
Public Records for 3 Holbrook Road
Taxable ValueLand$334,000Additions$684,600Total$1,018,600
Home Facts
Beds2Baths1.5Total Finished SqFt1,860 SqFtAbove Grade Finished SqFt1,860 SqFtStories2Lot Size59,242 SqFtStyleSingle Family ResidenceYear Built1897CountyWESTCHESTERAPN554201 97.16-1-27Fireplace TypeHas Fireplace
Schools near 3 Holbrook Road
This home is within Ossining Union Free School District.
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Public - | K to 2 | |||
| Public - | 3 to 4 | |||
| Public - | 5 | |||
| Public - | 6 to 8 |
Rating | School | Distance |
|---|---|---|
Brookside School PublicK to 2 | ||
Claremont School Public3 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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Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 12/25/2025 07:29 AM. All data is obtained from various sources and may not have been verified by broker orMLS GRID. Supplied Open House Information is subject to change without notice. All informationshould be independently reviewed and verified for accuracy. Properties may or may not be listed bythe office/agent presenting the information.
