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4 Beds
4 Baths
5,240 sqft

$2,445,000

4 Roads End, Brookville NY, 11545

Price per sqft$466.60
Built in1860
Property size5,240 sqft
Property typeResidential
Courtesy of Douglas Elliman Real Estate, Paul J. Mateyunas Listing Contact: 516-759-0400

Overview

Active

Listed May 15, 2026

Updated 3h ago

An exceptional piece of North Shore history, “Lily Pond Hollow” is nestled in the heart of prestigious Brookville, offering an extraordinary combination of expansive living space, complete privacy, breathtaking scenic views, and convenience to New York City. This distinguished gentleman’s farmhouse has been seamlessly and thoughtfully expanded for modern living, featuring a great room, grand primary suite, and three-car garage, while preserving its timeless character and historic charm. Set on over two bucolic acres, this remarkable estate features arboretum-like grounds with rolling lawns, formal gardens, mature specimen trees, and original stone garden walls. Named for its serene views overlooking a picturesque freshwater lily pond, the property offers a setting of natural beauty and tranquility. The residence boasts generous square footage and expansive, light-filled interiors, striking the perfect balance between grand entertaining spaces and intimate everyday comfort. A banquet-sized dining room, inviting sitting room, charming breakfast room, and sun-drenched great room lined with French doors showcase panoramic views of the picturesque grounds and pond throughout the seasons. Upstairs, four generously proportioned bedrooms with fireplaces offer warmth and character, with the potential for a fifth guest bedroom. The primary suite occupies its own private wing, featuring high ceilings, elegant crown molding, a fireplace, custom built-ins, and a spacious sitting area highlighted by a large Palladian window. The expansive primary bathroom includes a separate soaking tub room with its own fireplace, creating a peaceful retreat. Location is among the estate’s most desirable assets. Situated within the nationally recognized Jericho Union Free School District, the property offers the perfect combination of North Shore living and exceptional accessibility. Enjoy immediate proximity to major highways, convenient access to nearby train stations, and an easy commute to Manhattan, approximately 25 miles away, with direct train service available in as little as 43 minutes.

$16,267/mo

Est. mortgage payment based on a $2,445,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
998655

Interior Features

Bedrooms
4
Bathrooms
4
Fireplace
Yes
Cooling
Yes
Heating
Yes
Basement
Yes

Exterior Features

Lot Size
2.1 Acres

Other Property Details

Taxes
$40,437
Tax Frequency
Annually
Garage
Yes
55+/Senior Community
No

Listings courtesy of OneKey MLS as distributed by MLS GRID

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Based on information submitted to the MLS GRID as of 7:40 PM UTC on 10/20/2026. 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.

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