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Signature Premier Properties, 7 West Main Street, Smithtown, NY 11787 Office: (631) 360-2800

Signature Premier Properties
Stephanie Calinoff at Signature Premier Properties

For Sale

4 Roads End Brookville, NY 11545

$2,445,000

Listed May 11, 2026, 163 days ago

Listing courtesy of Paul J. Mateyunas, Douglas Elliman Real Estate MLS #KEY998655

  • 4Bedrooms
  • 3.5Bathrooms
  • 5,240Square feet
  • $467Per square foot
  • 1860Year built

About this home

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.

Description supplied by the listing broker.

Features

  • Crown Molding
  • Entrance Foyer
  • Formal Dining
  • Marble Counters
  • Original Details
  • Primary Bathroom
  • Storage
  • Walk-In Closet(s)

Property details

Interior

Attic
Partial
Kitchens
1
Flooring
Hardwood, Tile
Fireplace
Yes
Fireplaces
9
Appliances
Dishwasher, Dryer, Oven, Range, Refrigerator, Washer

Systems and utilities

Heating
Hot Water, Oil, Radiant Floor
Cooling
Central Air
Utilities
Cable Connected, Electricity Connected
Water
Well

Exterior and lot

Construction
Shingle Siding
Architectural style
Colonial
Parking
Detached, Driveway, Garage, Off Street

Tax and legal

Parcel number
2403-17-009-00-0210-0
Listing agreement
Exclusive Right To Sell

Property details supplied by the listing broker through OneKey MLS, as of October 25, 2026. Fields not shown were not supplied and should not be read as absent from the property.

This listing

  1. October 20, 2026 Reduced to $2,445,000 from $2,595,000

Location

4 Roads End, Brookville, NY 11545

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