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$6,680,000
8 Beds ⋅ 9 Baths ⋅ 1037635 MLS
Welcome to Longview set behind gated access on almost 11 breathtaking acres, this extraordinary estate embodies timeless luxury, exceptional craftsmanship, and effortless livability. A sweeping drive, interlocking stone walkway, and stately covered entrance create an impressive arrival, while beautifully appointed interiors offer warmth, sophistication, and abundant natural light. Designed with both grand-scale entertaining and comfortable everyday living in mind, the residence features 8 bedrooms, 6 full baths, and 3 half baths, including a thoughtfully positioned first-floor guest wing offering privacy and convenience. Rich wood detailing, custom built-ins, marble finishes, and expansive windows are found throughout. A handsome wood-paneled library and bespoke study evoke classic old-world elegance, while gracious entertaining spaces flow seamlessly from one to the next. The beautifully appointed dining room is highlighted by a dramatic floor-to-ceiling bowed window that fills the space with an abundance of natural light. An adjoining wet bar leads seamlessly to the chefs's kitchen, where an oversized center island, breakfast bar, state-of-the-art appliances, and extensive prep areas create an exceptional setting for everything from intimate gatherings to large-scale entertaining. Large breakfast room off kitchen and wonderful family room w/ built-ins with fireplace off kitchen as well. An impressive array of lifestyle amenities includes a custom dance and ballet studio, expansive fitness space, resurfaced tennis court, and spectacular in-ground Gunite pool surrounded by mature trees and private lounging areas. A raised stone patio provides an elegant setting for outdoor dining and entertaining, while an attached pool cabana room with its own bathroom offers exceptional convenience and a seamless connection to the pool and outdoor living areas. From spa-inspired baths and sun-filled sitting rooms to multiple garages and extensive parking, every detail of the remarkable estate has been thoughtfully considered. Sophisticated without feeling formal, the property offers exceptional privacy, gracious proportions, and resort-style amenities in a truly magnificent setting. Radiant heat in primary bathroom and sunroom. Full house generator. Excellent location for commuting.

530 Chicken Valley Road, Matinecock
$6,400,000
10 Beds ⋅ 12 Baths ⋅ L3583831 MLS
Discover the allure of La Toscana, a stunning Italian Villa nestled on Long Island's North Shore within the Esteemed Village of Matinecock. This gated Mediterranean Estate is located down a long tree-lined driveway along a picturesque country road, set on over 5 pristine landscaped acres. Spanning approximately 13,800 Sq.Ft of luxury living space, this 10 Bedroom, 12 Bathroom Bespoke Residence is beautifully appointed, featuring several 5-Star Amenities. There is a graceful In-ground Pool and Sundeck with decorative fountains and an Electric Cover, ensuring Safety when not in use while also keeping the inside of the pool immaculate. Additionally, there is a newly resurfaced Tennis Court, with lines adhering to both the game of Tennis and PickleBall. The property is also outfitted with a serene Waterfall and two private Ponds with running streams, obtaining a considerable amount of priceless Koi Fish and custom light installations underneath the water. Recently redesigned, the interiors of this estate elegantly boast winding staircases, wide plank wood flooring, cathedral ceilings, custom stonework, several sets of French Doors, curved archways, marble fireplaces and more. There is a gourmet Eat-In-Kitchen with restaurant-grade appliances and a circular Formal Dining Room, There are also a variety of spacious entertaining spaces, including a Lounge with a Wet Bar connecting to an exquisite Living Room with Clay Tile Floors and a solid wood, coffered ceiling. Most rooms seamlessly connect to opulent terraces, enhancing the indoor/outdoor living experience ideal for both relaxation and entertaining. The lower level includes a Fitness Center, Game Room, additional Wet Bar, temperature-controlled Wine Cellar and staff quarters. Additional home details include a striking stucco exterior and a terracotta roof, a courtyard front entrance, a Whole House Generator that efficiently runs off of Natural Gas and a separate, 1,000 Gallon Propane Tank, two garages that can accommodate up to 8+ vehicles, a sizeable storage shed and a gated Dog Run. This remarkable North Shore retreat offers every conceivable amenity while ensuring comfort, sophistication and complete privacy. Located within proximity to Village Shopping and Restaurants, award-winning Country/Golf Clubs and within 1 mile of some of the Nation's most acclaimed Private Schools including The Green Vale School and Friends Academy.

587 Duck Pond Road, Matinecock
$1,775,000
6 Beds ⋅ 6 Baths ⋅ 997112 MLS
Set within the prestigious Village of Matinecock, in the heart of Locust Valley on Long Island’s legendary Gold Coast, this impeccably maintained brick Country Manor evokes timeless elegance, privacy, and endless possibilities. Beyond its stately presence, a gracious interior unfolds with generously scaled rooms, --living rm & dining room have 10' ceilings-- exquisite custom moldings, rich architectural detail, and three fireplaces that create an atmosphere of warmth and understated luxury. ALL NATURAL GAS. The gourmet eat-in kitchen serves as the heart of the home with gas cooking, and designed for both elevated entertaining and intimate everyday living. The serene primary suite offers a private retreat with 2 large walk-in closets and complete with its own deck overlooking the breathtaking grounds. A first-floor multi-guest suite provides exceptional flexibility for extended family, guests, or live-in support. Perfectly positioned on two flat, usable acres, the estate invites a lifestyle limited only by imagination — with abundant room for a resort-caliber pool, tennis court, curated gardens, or outdoor entertaining spaces tailored to your vision. A detached three-car garage further complements the property’s refined country estate appeal. Located just moments from the charming boutiques and acclaimed dining of Locust Valley Village, and surrounded by world-renowned country clubs and equestrian estates, this exceptional residence also enjoys close proximity to some of the nation’s most distinguished private schools, including The Green Vale School and Friends Academy. This is more than a home — it is an opportunity to experience the legacy, prestige, and lifestyle that define Long Island’s Gold Coast.

380 Duck Pond Road, Matinecock

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.