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4 Beds
4 Baths
5,240 sqft

$2,595,000

4 Roads End, Brookville NY, 11545

Price per sqft$495.23
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 12 days ago

An exceptional piece of North Shore history, “Lily Pond Hollow” is nestled in the heart of Brookville. This gentleman’s farmhouse was seamlessly and thoughtfully expanded with a great room, grand primary suite, and 3 car garage to make it comfortable for modern living. Standing as a reminder of Long Island’s rich history, the estate spreads out over two spectacular acres with an arboretum-like property featuring rolling lawns, formal gardens, mature specimen trees, and original stone garden walls. It is named for the home’s serene direct views overlooking a large freshwater lily pond that creates an extraordinary setting of privacy and natural beauty. Offering exceptional natural light, the residence strikes the perfect balance between grand, flowing entertaining spaces and cozy, intimate nooks tailored for remote work or quiet relaxation. A banquet-sized dining room, an inviting sitting room, a charming breakfast room, and a sun-drenched great room lined with French doors open to panoramic views of the picturesque grounds and pond which can be enjoyed year-round. Upstairs, there are four comfortable bedrooms with fireplaces and the possibility of creating a fifth guest room. The primary suite is located within its own dedicated wing, catching light from three exposures. Complete with a high ceiling, crown molding, and a fireplace. There are numerous built-ins and a spacious seating area with a large Palladian window. The large primary bathroom is complete with a separate soaking tub room with its own fireplace. Located within the nationally recognized Jericho Union Free School District, “Lily Pond Hollow” is a captivating historic estate offering a rare combination of privacy, community, and unmatched New England charm, just moments from major highways and only 25 miles from Manhattan by car or a direct 43-minute train ride. It is not just a house, but a complete lifestyle that must be experienced in person to be fully appreciated.

$17,265/mo

Est. mortgage payment based on a $2,595,000 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

All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) nor Irene Renee Rallis shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Properties displayed may be listed or sold by various participants in the MLS.

Based on information submitted to the MLS GRID as of 5:16 AM UTC on 9/19/2026. 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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