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$8,937,200
6 Beds 12 Baths 958234 MLS
660 Chicken Valley Road | Locust Valley, Long Island Gold Coast Positioned within the most coveted enclave of Locust Valley on Long Island’s historic Gold Coast, 660 Chicken Valley Road is not merely a residence—it is a private estate of enduring significance, designed for a highly discerning buyer who values legacy, discretion, and uncompromising quality. Set across approximately 5.33 acres of secluded, manicured grounds and encompassing nearly 16,500 square feet of interior living space, the estate embodies a rare combination of architectural integrity, refined craftsmanship, and long-term asset strength—an offering seldom available in today’s market. Architectural Integrity & Engineering Excellence The residence far exceeds conventional residential standards, delivering exceptional structural durability and long-term stability. Every element—from roofing systems to drainage engineering, from acoustic insulation to thermal efficiency—has been executed to a near commercial-grade level, ensuring the property performs as beautifully as it presents over time. A fully integrated geothermal heating system, paired with advanced climate and humidity control, provides year-round comfort while preserving fine art, furnishings, and materials at an optimal level. Smart home integration allows full remote operation globally, supported by central vacuum, multi-zone climate control, and a whole-house generator—ensuring seamless living without compromise. Security and privacy are paramount, with dual gated access, an extended private drive, and discreet contingency features that elevate the estate to a level of true residential security. Interiors | Bespoke Craft, Quiet Luxury The interior experience is defined not by excess, but by precision. From hand-finished hardwood floors to finely executed crown moldings, each detail reflects a commitment to craftsmanship that is increasingly rare. The kitchen and service areas are appointed with best-in-class appliances—including Wolf, Sub-Zero, and Miele—integrated with custom millwork and carefully selected stone surfaces. These spaces function equally as a private culinary environment and a sophisticated setting for entertaining. The primary suite is conceived as a private retreat, featuring a fireplace, a fully appointed dressing room, and a spa-caliber bathroom with radiant heated floors, a freestanding soaking tub, and a multi-function shower system—delivering a daily experience of understated indulgence. Technology is seamlessly embedded throughout the home, integrating lighting, climate, and security into a unified system that supports effortless, modern living while preserving warmth and timeless character. Grounds | A Private Landscape of Distinction The estate grounds offer a level of scale and privacy rarely achieved. A defining feature is the approximately 2,000-foot cherry blossom-lined drive, creating a seasonal spectacle that transforms the approach into an experience of quiet grandeur—both cinematic and deeply personal. The landscape unfolds with expansive lawns, mature trees, and curated outdoor environments designed for both solitude and large-scale entertaining. Recreational amenities further enhance the lifestyle offering, positioning the estate as a true private resort. Location & Investment Perspective Locust Valley remains one of the most tightly held and supply-constrained markets on the Gold Coast. Properties of this caliber—combining land scale, construction quality, and privacy—are increasingly rare. This offering represents not only a primary or secondary residence, but a strategic long-term asset with strong preservation of value and generational appeal. 660 Chicken Valley Road is not defined by square footage alone, but by what it represents. It is a residence for those who understand that true luxury is not declared—it is recognized. Here, ownership is not simply acquired. It is inherited forward.

660 Chicken Valley Road, Matinecock

$7,950,000
6 Beds 9 Baths 953633 MLS
Introducing a newly constructed custom Brookville Colonial crowned with a stunning slate roof, offering an extraordinary blend of classic architecture and elevated designer finishes. Privately set behind an electric gate on over 2.53 fully landscaped acres, this exceptional estate, constructed in 2020, has been thoughtfully designed for both grand-scale entertaining and refined everyday living. A long, stone driveway leads to the residence, accented by elegant black-trimmed windows, courtyard entrance and timeless curb appeal. This bespoke home features six generously sized bedrooms, seven full bathrooms, and two half baths, complemented by soaring ceilings and exquisite millwork throughout. A gracious foyer creates an impressive first impression, opening to sophisticated formal spaces including a sunken living room with a custom fireplace, and a refined parlor or music room adorned with elegant stone floors and dramatic walls of glass. Rich herringbone hardwood flooring flows seamlessly throughout the home, enhancing its timeless elegance. A formal dining room and private office, each with a fireplace, complete the main entertaining areas. At the heart of the home is a spectacular double-island gourmet kitchen, impeccably outfitted for the most discerning chef and ideal for hosting. The kitchen features a wet bar, oversized pantry, and flows effortlessly into a warm and inviting den. A first-floor junior primary suite with a private full bath offers flexibility, with direct access to the attached 2+ car garage. A thoughtfully designed laundry and mudroom area includes a built-in dog wash for added convenience. The primary suite is a true private retreat, showcasing cathedral ceilings, a fireplace with an adjoining lounge area, a spacious custom walk-in dressing room, and a spa-inspired bath with a soaking tub and oversized shower. A private rooftop terrace/sundeck overlooks the serene backyard, creating a peaceful escape. All additional bedrooms are generously sized and feature beautifully appointed ensuite baths, all of which have radiant floor heating. The fully finished lower level further elevates the lifestyle experience, offering a state-of-the-art media room and theater, a large matted gym, and a luxurious spa bathroom with a steam shower. Outdoors, the property is designed for resort-style living, featuring an in-ground pool, spa with pergola, expansive patios, and meticulously manicured grounds that provide privacy, scale, and elegance. This exceptional estate presents a rare opportunity to own a newly built, turnkey residence of enduring quality - crafted for those who value sophistication, comfort, and distinction - located within the highly regarded Locust Valley Central School District.

30 Wood Acres Road, Brookville

$5,495,000
6 Beds 7 Baths 949662 MLS
Set on two private acres in the heart of Brookville and located within the Locust Valley School District, 63 Fruitledge Road offers refined luxury living on Long Island’s prestigious Gold Coast. This newly completed 6,880 Sq ft residence features a striking modern Colonial exterior with expansive windows and 10-foot ceilings throughout, creating an airy, light-filled atmosphere and large-scale rooms ideal for both everyday living and entertaining. A grand foyer introduces the home’s elegant flow. The formal living room includes a fully equipped custom marble wet bar, while the open-concept den is framed by floor-to-ceiling windows overlooking the backyard and anchored by a marble fireplace.The custom kitchen opens seamlessly to the formal dining room and is complimented by thoughtful storage cabinetry, a large center island, Gaggenau gas appliances, double Bosch dishwashers, and a Sub-Zero refrigerator/freezer. Upstairs, all five bedrooms are en suite, offering privacy and comfort for guests alike. The extra-large primary suite serves as a private retreat, featuring dual outfitted custom walk-in closets and a luxurious marble bath with a steam shower, soaking tub, and two vanities. A spacious laundry room is conveniently located on this level. A well-designed service area beyond the kitchen includes a mudroom, a walk-in pantry, a full bath, and convenient access to the three-car garage, back staircase, and steps leading to the basement. The main level also features a generously sized bedroom, ideal for guests or extended stays. Radiant heated floors are featured in all bathrooms and the mudroom. The outdoor space is equally impressive, featuring a heated 40' x 20' Gunite saltwater pool, paver patio, and outdoor kitchen—perfect for entertaining or enjoying the serene, private grounds.

63 Fruitledge Road, Brookville

$1,190,000
3 Beds 3 Baths 936207 MLS
Just steps from a private beach, this stunning brick ranch at 9 Oak Shore Drive in Bayville offers quintessential Sound-side living. With three bedrooms and 2.5 baths, the home’s open layout and hardwood floors create an inviting, sunlit atmosphere. The spacious living room, complete with skylights and a gas-burning fireplace, flows to a large eat-in kitchen with tile floors and sliding glass doors that open to a backyard deck—perfect for quick walks to the sand or watching evening sunsets over the water. A recently updated half bath and a main-level full bath with a deep soaking tub and separate shower add modern comfort. The fully finished basement includes a renovated full bath, laundry room, boiler room and exterior egress. Outdoor amenities feature a swimming pool and pool house with a half bath and storage, plus a one-car garage. Embrace a rare opportunity to live just steps from your private beach.

9 Oak Shore Drive, Bayville

$2,575,000
4 Beds 3 Baths 923225 MLS
With all that is going on in this hectic world today, wouldn’t it be nice to go back to a more peaceful time? But what about today’s comforts and state-of-the-art amenities? Welcome to “Green Meadow” – a serene, park-like two acres of sprawling lawns, majestic trees, and a completely remodeled and updated white colonial sparkling like a diamond ringed by emeralds. Off a wooded country road in the heart of Long Island’s North Shore area that is lovingly called the Locust Valley area, a recent competitor to the Hamptons because of its easy access from New York City and its many recreational, shopping, and dining venues, a home like this is a rare opportunity. It not only offers a timeless elegance with modern convenience but is close to mansion museums of the island’s Golden Age, quaint village shops and restaurants, boating, beaches, nightlife, golfing, universities, theatres, equestrian and hiking trails, and high-end shopping centers. As you take a dip in your very secluded, estate-fenced inground pool or relax on your stone patio and look out on your property, visited occasionally by a deer or a fox, you can hardly believe your good fortune to enjoy a pristine, four-bedroom, three-bath home offering the latest in luxury living and modern elegance ideal for entertaining guests in style and grace. After driving up a tree-lined circular driveway and walking past a striking Japanese maple, guests will be impressed by the new Pella windows, classic front portico, and new, imported front door. It opens to a bright and airy foyer with bridal staircase displaying an elegant wrought-iron-filigree balustrade. Gleaming porcelain floors flow into the rear hall that opens to the rear patio and to an exquisite new powder room. A wide doorway leads into the spacious living room, illuminated by large front and rear windows, LED lighting, and featuring new white oak hardwood floors and French doors opening to a spacious loggia. Adjoining the foyer, a cheery breakfast area has similar floors that flow into the chef’s dream kitchen and light up when stepped upon. Ideal for entertaining, the sleek kitchen offers extensive cabinetry, a large waterfall center island, two workstations with farm sinks beneath triple windows, and high-end Cafe stainless steel appliances that include two wall ovens, large refrigerator/freezer with in-door ice and water, two dishwasher, beverage cooler, and glass cooktop with hood and pot filler. The adjoining, elegant, banquet-sized dining room is filled with sunny views of the backyard through a wall of windows and French doors to the rear stone patio, an ideal place for al fresco dining. A wood-burning fireplace, faced in marble-like porcelain, adds a dramatic focal point to the space. Also, off the kitchen is a well-equipped laundry/mudroom (new washer and dryer), with entry to the attached two-car garage. One the second floor, large, new, dramatic hall bathroom, featuring lapis-lazuli-style porcelain-covered walls, floor, and shower, serves three bedrooms, each with two windows, hardwood floors, and a closet. In its own wing, the primary suite includes a large bedroom with three windows, hardwood floors, a small closet plus a large walk-in closet, and an attractive, new primary bath with large twin vanity, towel warmer, glass-enclosed dark-blue porcelain shower, and marble-like porcelain walls and floors. A full, unfinished basement with high ceiling offers ample space for storage and/or expansion. Let your imagination run wild. Additional features include new flooring throughout; all new plumbing; new central-air with compressor; three-year-old emergency generator, inground sprinklers, and new roof. Come, experience this sparkling gem, and you will know you are home. View 3D tour and Floor plans.

897 Ripley Lane, Muttontown

$3,500,000
6 Beds 9 Baths 906347 MLS
Elegance redefined in this stunning gem that blends an eclectic mix of mid-century modern design with a touch of contemporary sophistication, nestled on two lush, gated acres in Upper Brookville. From the moment you enter, the home captivates your imagination with its soaring 30-foot ceilings and dramatic windows and wood architectural elements. Clean lines, warm textures, and artful finishes create a sanctuary where luxury and tranquility meet. The expansive great room features floor-to-ceiling windows that flood the space with natural light, while rich wood accents and sculptural details evoke timeless mid-century character. Accents of bold color and modern materials add a sophisticated edge, striking the perfect balance between vintage charm and modern elegance. Stone fireplace soars through the expansive space, reminiscent of western grandeur. The design invites you to indulge in large-scale living without sacrificing comfort or intimacy. This home offers 6 bedrooms, 7 full baths plus 2 half baths, and a 3-car garage.Tennis court, Multiple heat and AC zones, electric Hunter Douglas window shades, full pool cabana with bath, and a fully gated property with separate entry and exit complete the offering. A true masterpiece, where the intersection of Zen design and glamour creates a lifestyle that embraces calm and beauty.

5 Carol Lane, Upper Brookville

$5,585,000
9 Beds 12 Baths 885874 MLS
Welcome to GRAY HORSE FARM - Just Updated & Renovated for 2025 luxury living! Recently transformed with a gut-renovated Top of the line chef's kitchen with new cabinets, countertops, backsplash, floor, and high-end appliances. There are six new designer bathrooms, all-new recessed lighting throughout, upgraded 800-AMP electric and utility systems. This grand estate seamlessly blends timeless elegance with modern comforts. A truly iconic Georgian estate nestled in the heart of Upper Brookville, this 17,587 square feet of total living space, this sprawling residence features 9 bedrooms, 9.555+ bathrooms, 10 wood-burning fireplaces, and exquisite architectural details, including vintage millwork, antique hand-painted wallpaper, and Samuel Yellin wrought-iron gates from the JP Morgan estate. Designed in 1924 by renowned architect James W. O’Connor and landscape architect Robert Ludlow Fowler, Gray Horse Farm is where classic architecture meets nearly 9 acres of pristine, equestrian-ready grounds. Perfectly suited for multigenerational living, the estate includes three separate guest/staff quarters (two 1-bedrooms and one 3-bedroom), offering privacy while staying connected. For those who love to entertain and enjoy the outdoors, the estate features a 20' x 55' heated saltwater pool with a pool house that's fully equipped, tennis and basketball courts, and a secret meditation garden you don't want to miss. For the car enthusiast there's a 7-car garage. Equestrian enthusiasts will appreciate the 3-stall stable, multiple paddocks, and run-in horse shed, all designed for top-tier country living. Additional highlights include a whole-house generator, —all just 27 miles from Manhattan. Whether you're seeking a premier equestrian retreat or an expansive generational compound, Gray Horse Farm delivers an unmatched lifestyle of luxury, privacy, and prestige. A rare offering close to top universities,marinas, beaches, golf, museums and americana shopping!

60 Piping Rock Road, Upper Brookville

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.