4 Roads End Brookville, NY 11545 Price Dropped by $280K
UPDATED: 07/11/2026 06:10 PM ON MARKET: 76 days on market
$2,595,000
4 Beds4 Baths5,240 SqFt
Key Details
Property Type Single Family Home
Sub Type Single Family Residence
Listing Status Active
Purchase Type For Sale
Square Footage 5,240 sqft
Price per Sqft $495
MLS Listing ID 998655
Style Colonial
Bedrooms 4
Full Baths 3
Half Baths 1
HOA Y/N No
Rental Info No
Year Built 1860
Annual Tax Amount $40,437
Lot Size 2.100 Acres
Acres 2.1
Property Sub-Type Single Family Residence
Source onekey2
Property Description
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.
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