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$2,595,000
4 Beds ⋅ 4 Baths ⋅ 998655 MLS
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.

4 Roads End, Brookville
$2,999,000
5 Beds ⋅ 5 Baths ⋅ 993215 MLS
JERICHO SCHOOLS * OLD WESTBURY * LUXURIOUS GILDED-AGE GOLD COAST ESTATE --set on several beautifully landscaped acres on a private cul-de-sac along prestigious Clock Tower Lane. Positioned at one of the highest elevations on Long Island, this exceptional property offers privacy, scale, and timeless elegance. The grand interior features soaring ceilings, exquisite millwork, expansive formal rooms, and 8 original woodburning fireplaces. A state-of-the-art Rutt kitchen with premium Viking ovens anchors the home. Everything has been upgraded for today's elegance and style. Resort-style grounds include a sparkling pool with pool house, beautiful patio, and private tennis court, surrounded by lush perennial gardens. Additional amenities include central air, full-house generator, Tesla charger, security system, 2-car garage, and handicap accessibility. Located in the award-winning Jericho School District. A rare opportunity to own a truly iconic Gold Coast estate.

42 Clocktower Lane, Old Westbury
$3,295,000
7 Beds ⋅ 8 Baths ⋅ 916110 MLS
OLD WESTBURY. ICONIC COLONIAL-REVIVAL MANOR - Set on 2.26 private acres, this 1932 William Lawrence Bottomley–designed Colonial-Revival estate is distinguished by its remarkable architectural form. A four-story brick center residence is flanked by two sweeping first-floor wings that extend in a graceful semi-circle, creating both symmetry and a sense of grandeur rarely seen. Inside, timeless details include a dramatic spiral floating staircase, arched windows, intricate moldings, multiple fireplaces, and light-filled entertaining spaces. The home features 7 bedrooms, 5 full and 3 half baths, including a regal primary suite with study, dual baths, and walk-in closets. Elegant gathering rooms include a banquet-sized dining room, a solarium with wet bar and billiards area, and a stunning octagonal library with imported, fluted, conical ceiling and incredible acoustics. The grounds are equally impressive, offering a heated gunite pool with brick surround, outdoor kitchen, and a pool house with party room, kitchenette, and baths, a circular courtyard with 5 garage bays, and slate and copper roofing complete this one-of-a-kind estate. A must see!!

88 Wheatley Road, Old Westbury
$5,900,000
5 Beds ⋅ 7 Baths ⋅ 894364 MLS
Welcome to 4 Clock Tower Lane – A Private Estate in Prestigious Old Westbury Nestled on 7.96 beautifully landscaped acres, this extraordinary estate offers the ultimate in luxury, privacy, and resort-style living. The elegant main residence features 5 spacious bedrooms and 5 full bathrooms, 2 powder rooms, designed with timeless sophistication and modern functionality. The primary bedroom has two en-suite bathrooms and two walk-in closets Inside, you’ll find a gourmet kitchen perfect for entertaining, a formal dining room with a fireplace, a gracious living room with a fireplace, a family room with a fireplace, and a richly appointed library/home office. Every space is thoughtfully crafted with custom finishes and architectural detail. Beyond the main home, the estate boasts a fully equipped pool house complete with a kitchen, dining room, changing room, and bathroom—perfect for hosting unforgettable summer gatherings. An apartment above the detached 5-car garage offers a private retreat with a bedroom, full kitchen, dining area, and living room—ideal for guests, staff, or extended family. An additional 2-car garage ensures ample vehicle storage. Enjoy resort-style amenities including a sparkling in-ground pool, full-size tennis court, basketball court, private golf area, and a serene koi pond that adds a touch of tranquility to the grounds. 4 Clock Tower Lane is a rare offering that combines expansive indoor and outdoor living, all in one of Long Island’s most sought-after locations. A true legacy property ready to be enjoyed for generations.

4 Clock Tower Lane, Old Westbury

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . 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.