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$2,199,000
5 Beds 5 Baths 1026272 MLS
Welcome to 23 Wildwood Lane - an expansive modern contemporary located on a Old Brookville Street and set on .60 flat usable acres. This spacious home includes 5 oversized bedrooms and 5 well-appointed baths, including two primary ensuites with one located on the main level. Designed with flexibility in mind, this layout is ideal for multi-generational living. A dramatic entry foyer features 20-ft. soaring ceilings and the elegant and timeless marble floors set the tone for the rest of this unique home. Multiple sun-filled living spaces, and an open floor plan are designed for both everyday living and hosting large gatherings. The meticulously constructed eat-in kitchen flows seamlessly into generous living, dining and lounge areas overlooking the deck and yard while the rear property offers endless opportunities to create your own private oasis with room for a pool, and/or outdoor kitchen and more. Conveniently located near parks, shopping, dining, and transportation, this move-in ready home is a rare opportunity in one of the area’s most desirable neighborhoods. North Shore School District.

23 Wildwood Lane, Greenvale

$2,695,000
2 Beds 3 Baths 1021582 MLS
One of the most unique luxury condos at The Residences at Glen Harbor with the largest patio over 1,200 that fully wraps around and is ideally situated on the first floor with panoramic waterfront views of the harbor and LI Sound. Unit #101 is being offered fully furnished as an option allowing for immediate enjoyment on day one with many upgrades made too, including custom entertainment built-ins, bedroom closets and a functional in unit mud room with storage, plus laundry. In addition, this particular condo also comes with a private secure storage space inside the building located just by the unit. 2 parking spaces in the garage. This newly listed condo is spacious and a beautiful open floor plan. The kitchen has two islands now, quartz countertops featuring Sub-Zero and Wolf appliances. Dining Room open to Living Room with walls of windows bringing in the natural light and looking out to the direct waterfront view. Modern and effortless living at this luxury condo building full of amenities. The primary bedroom suite offers a serene oasis overlooking the water, custom built-in closets throughout and the two walk-in closets, porcelain spa bathroom. The guest bedroom was created to become an en-suite experience, very private and comfortable. The Residences at Glen Harbor delivers a luxury waterfront lifestyle with exceptional amenities including 24 hour doorman and concierge services, welcome lobby, clubhouse lounge, coffee bar, two fitness centers including a cardio room and free weight room, resort-style heated swimming pool outside, pool house pavilion, sun decks, bbq area and so much more. Full building generator. Residents also enjoy a scenic boardwalk along the waterfront, unobstructed views of Hempstead Harbor and the Long Island Sound, beautifully landscaped grounds, and a private community atmosphere. Conveniently located near shopping, dining, transportation, and North Shore conveniences. Fully furnished option. Move in immediately and enjoy, just bring your toothbrush.

10 Shore Road Unit #101, Glenwood Landing

$2,849,000
5 Beds 4 Baths 1019591 MLS
ROSLYN HARBOR. Beautifully positioned on a private, park-like acre in the heart of Roslyn Harbor, this exquisitely renovated ranch seamlessly blends sophisticated design with the ease of luxurious single-level living. Completely reimagined in 2017, meticulously kept and renovated again in 2022 by the current owners, this exceptional residence offers 5 bedrooms, 3 full and 1 half baths, and an expansive open-concept floor plan thoughtfully designed for both elegant entertaining and everyday comfort. Bathed in natural light from 15 strategically placed skylights and expansive walls of glass, the home's sun-drenched interiors create a seamless connection between indoor and outdoor living. Refined architectural details, generous proportions, and impeccable craftsmanship are showcased throughout. The formal living room, anchored by a fireplace, is thoughtfully defined by a custom wood bench that creates a subtle transition into the designer kitchen. A true showpiece, the kitchen features stainless steel appliances, quartz countertops, custom cabinetry, and a dramatic suspended architectural truss lighting installation with museum-quality adjustable LED illumination. The adjoining formal dining room is equally impressive, appointed with custom built-in cabinetry, a Sub-Zero wine cooler, and floor-to-ceiling windows overlooking the picturesque grounds. The inviting family room, complete with a second fireplace and direct access to the outdoor patio, provides the perfect setting for effortless indoor-outdoor living. Privately situated, the luxurious primary suite serves as a tranquil retreat, featuring two walk-in closets—including one with a dedicated vanity—and a spa-inspired bath appointed with radiant heated floors, a double vanity, bidet, private water closet, and designer finishes. Four additional bedrooms, including one en-suite, a beautifully appointed full bath, powder room, and a spacious laundry/mudroom complete the home's thoughtfully designed layout. Outside, the beautifully manicured grounds offer exceptional privacy and an idyllic backdrop for entertaining and relaxation. A rare offering that pairs timeless architecture with contemporary sophistication, this move-in-ready Roslyn Harbor residence presents an extraordinary opportunity to enjoy refined North Shore living just moments from shopping, fine dining, golf courses, country clubs, and major parkways.

3 Engineers Road, Roslyn Harbor

$4,399,000
5 Beds 8 Baths 987442 MLS
Set within the rarefied landscape of Old Brookville, this striking Mid-Century Modern residence is a study in architectural drama and refined design. Celebrated in Luxe Interiors + Design at the time of its transformation, the home reflects the visionary collaboration between its owners and the acclaimed firm Garcia/Maldonado, Inc.. The result is a masterwork where every line, material, and proportion has been considered with uncompromising precision. A rich palette of exotic woods—mahogany, oak, and birch—anchors the interiors with warmth and texture, while the architecture itself unfolds with quiet grandeur. The great room is nothing short of breathtaking: a soaring vaulted ceiling, commanding fireplace, and an expansive wall of glass dissolve the boundary between indoors and out, flooding the space with natural light and framing the surrounding landscape as living art. An elegant dining room overlooks the property and is the perfect venue for entertaining. At the heart of the home, the kitchen is both generous and inviting—designed for gathering and everyday luxury—with a substantial center island, sunlit breakfast room, and seamless connection to an open den. A separate media room, complete with a built-in bar and sliding doors, offers the flexibility for both intimate evenings and vibrant entertaining. The first-floor primary suite is a private sanctuary, opening directly to the grounds and featuring its own fireplace. A dramatic staircase leads to a secluded study—an architectural moment that elevates both function and form. The suite is further enhanced by a bespoke fitted closet room and a spa-like bath, exquisitely detailed in teak wood to evoke a sense of serenity, complete with dual vanities, a soaking tub, and a separate glass-enclosed shower. Upstairs, three oversized ensuite bedrooms, each with their own bath are complemented by an open lounge, creating a natural gathering space bathed in light. The lower level extends the lifestyle with a recreation room, additional den, and dedicated gym. Set across three exquisitely landscaped acres, the property evokes a private country club experience: a newly crafted Ipe deck, sparkling in-ground pool, Har-tru tennis court, and cabana complete this exceptional offering—where architecture and setting exist in perfect harmony.

93 Hoaglands Lane, Old Brookville

$3,795,000
6 Beds 6 Baths 996646 MLS
Framed by sweeping pond views and surrounded by over 2 private acres of beautifully landscaped grounds, this beautifully renovated brick estate offers a rare blend of luxury, privacy, and serene waterfront living. Tucked away on a quiet cul-de-sac, the home is perfectly positioned to capture the beauty of the pond from both the interior living spaces and the resort-style outdoor setting. A circular driveway and expansive paving-stone walkway introduce this impressive 6-bedroom, 5.5-bath residence featuring a bright, flowing layout designed for both everyday comfort and elegant entertaining. The custom gourmet kitchen overlooks the scenic backyard with tranquil water views, while the first-floor primary suite serves as a private retreat within the home. Designed with exceptional functionality, every bedroom enjoys direct bathroom access through either private en-suite baths or thoughtfully designed Jack-and-Jill layouts, offering comfort and convenience. Additional highlights include hardwood floors throughout, spacious entertaining areas, a full finished basement, guest accommodations, a full-house natural gas generator, and a 3-car attached garage. Outdoors, beautifully crafted stone patios and a fully equipped outdoor kitchen create the ideal backdrop for entertaining beside the pond, with direct water access and breathtaking year-round views completing this extraordinary Upper Brookville offering. **Some photos have been virtually staged for illustrative purposes to showcase the potential use and design of the space.**

23 Overbrook Lane, Upper Brookville

$1,375,000
4 Beds 2 Baths 991457 MLS
Fully renovated home completed in 2018. Craftsman doors and windows welcome you to this very special home. Updates include new roof, siding, Anderson windows, plumbing, electric, hard wood floors, gourmet kitchen, baths, central air conditioning, lighting, fireplace. Outside are copper gutters and a large, lush, private backyard with a beautiful inviting deck off the kitchen. The lower level guest suite offers endless possibilities. The 2 car garage enters into the lower level. This home also boasts a smart security system. High quality, well thought out details throughout. Nestled conveniently close to so many of Sea Cliff's quaint village charms; with the beach just down the hill, and shopping and dining 2 blocks up.

9 Winding Way, Sea Cliff

$3,899,000
6 Beds 5 Baths 957864 MLS
Nestled in the heart of Old Brookville, this private oasis offers the perfect blend of luxury, tranquility, and modern living. Set on a sprawling, flat 3.2 -acre lot within the prestigious North Shore School District, this property feels like your own year-round retreat. As you approach via the picturesque private driveway, you're greeted by lush, mature landscaping that ensures complete seclusion. The property boasts a sparkling gunite saltwater pool with a chic pool house, a clay tennis court, and plenty of open space to enjoy outdoor living at its finest. Step inside this contemporary gem, and you'll find a thoughtfully designed floor plan that caters to comfort and style. The main level features a stunning primary ensuite with its own private deck—your perfect sanctuary for morning coffee or evening relaxation. The home has been meticulously updated with hardy plank siding, new windows, a modern A/C system, and a hot water heater. Simply move in and make it your own! Whether you're lounging by the pool, hosting friends on the tennis court, or unwinding in your serene retreat, this home truly offers a vacation lifestyle all year long. Don’t miss your chance to experience the ultimate in privacy and luxury living.

91 Hoaglands Lane, Old Brookville

$2,699,900
5 Beds 4 Baths 974758 MLS
Stunning Old Brookville Estate on 2 Acres with Pool & Outdoor Oasis Welcome to this exquisite 5-bedroom, 4-bathroom home nestled on 2 acres of beautifully landscaped property in the prestigious area of Old Brookville. This elegant residence offers the perfect blend of luxury, comfort, and privacy. Step inside to discover spacious living areas filled with natural light, including a grand living room with a cozy fireplace, a formal dining room, and a gourmet kitchen. The primary suite is a private retreat, complete with a spa-like en-suite bathroom. The fully finished basement is an entertainer’s dream, featuring a custom bar and ample space for gatherings. Outdoors, enjoy a serene backyard paradise with an in-ground pool, a charming gazebo, and a spacious patio—perfect for relaxing or entertaining. This exceptional property offers a rare opportunity to own a piece of paradise in one of Long Island’s most desirable locations. Don’t miss out on this remarkable home!

Glen Head

$3,499,000
6 Beds 9 Baths 921399 MLS
Welcome to 12 Ridge Ct, located in the heart of Old Brookville in the Brookville Meadows. This is your window of opportunity to live in the Gold Coast on 3.4 acres of flat land. From the moment you turn on to the tree-lined street (White Gate Dr.) entering Brookville Meadows, you will feel the caliber of luxury you are about to enter. This home boasts over 7,800 sq feet, the open layout will give you endless possibilities. Enjoy your very own private elevator that goes to every level of the house. This estate offers 6 bedrooms, 7 full baths, and 2 half baths. Step inside and experience the grand scale of the first floor, where the expansive Great Room serves as the heart of the home. Featuring a striking two-sided fireplace, it seamlessly flows into a cozy Family Room, perfect for gatherings or quiet evenings. The Primary Suite occupies its own private wing on the main level with a guest powder room and offers a serene retreat, complete with a sitting area and fireplace, two full bathrooms, two full closets, and an adjoining bedroom with elegant French doors — ideal as a nursery, home office, or additional private suite. On the opposite wing, a private entrance leads to a sun-drenched, oversized Eat-In Kitchen, featuring Marvin windows that flood the space with natural light, Sub-Zero refrigerator, and two Bosh dishwashers. This space opens directly into a formal Dining Room, ideal for hosting. Nearby, you'll find a spacious Guest Ensuite, a convenient Laundry Room, and interior access to a 4-car garage. A hallway from the garage leads to both the backyard and the enormous, partially finished full basement — the full footprint of the home, offering endless potential. There are two full bathrooms with direct access to the pool. The second floor features three large bedrooms. Two share a Jack & Jill style full bathroom, while the third enjoys its own ensuite bath and a private balcony with stunning views of the backyard. An additional oversized bonus room offers incredible flexibility — ideal for a playroom, gym, media room, or extra bedroom. Step outside into your resort-style oasis. The beautifully renovated in-ground gunite pool is the centerpiece of this entertainer’s dream yard. A poolside kitchenette, a charming gazebo, and a pristine tennis court complete the scene — perfect for hosting, relaxing, or simply enjoying the peace and privacy of your own estate.

12 Ridge Court, Old 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.