Upper Brookville Homes with Ann Macarthur Primary School Elementary school

Welcome to Upper Brookville, a picturesque gem nestled in the heart of Nassau County, New York. This enchanting village is known for its lush landscapes, serene atmosphere, and a strong sense of community. With its sprawling estates and charming homes, Upper Brookville offers an idyllic retreat just a stone's throw away from the hustle and bustle of city life.

One of the standout features of this neighborhood is its commitment to education, highlighted by the presence of Ann Macarthur Primary School. This esteemed elementary school is dedicated to nurturing young minds, providing a robust curriculum and a supportive environment for students. Families seeking a high-quality education for their children will find that Upper Brookville is an ideal place to call home.

The homes in Upper Brookville reflect the area's elegance and sophistication. From sprawling mansions set on expansive lots to charming family homes, there is a diverse selection to suit every lifestyle. Many properties boast stunning architectural designs, beautifully landscaped gardens, and modern amenities, making them perfect for both entertaining and everyday living.

Residents of Upper Brookville enjoy a tranquil lifestyle, with access to beautiful parks, nature trails, and recreational facilities. The community is known for its friendly neighbors and active social calendar, ensuring that newcomers feel welcomed and connected. Whether you’re taking a leisurely stroll through the tree-lined streets or enjoying a family picnic in one of the local parks, the charm of Upper Brookville is undeniable.

If you’re searching for a place where education, community, and natural beauty come together, Upper Brookville is the perfect destination for you and your family. Welcome home!

Newest Upper Brookville Homes with Ann Macarthur Primary School Elementary school

31 Chestnut Hill Drive, Upper Brookville

$7,850,000

6 Beds ⋅ 10 Baths ⋅ 1061123 MLS

Introducing 31 Chestnut Hill Drive, an extraordinary contemporary estate situated on five private acres at the end of a prestigious cul-de-sac in Upper Brookville. Originally designed by renowned architect Gary Gallagher and comprehensively reimagined from 2023 to 2026 by award-winning architect Stuart Narofsky, this exceptional residence seamlessly blends striking modern architecture with sophisticated design, cutting-edge technology, and resort-style amenities. Spanning over 10,000 square feet, the home features six bedrooms, six full and four half bathrooms, including a luxurious first-floor primary suite. Dramatic architectural details, including two custom floating staircases with glass railings, expansive walls of glass, porcelain flooring, and polished white oak floors, create a remarkable sense of openness and light. Thoughtfully designed living and entertaining spaces are complemented by a state-of-the-art chef's kitchen featuring custom cabinetry, integrated Thermador appliances, specialty quartz countertops, and an expansive center island. The home's extensive accommodations include multiple home offices, a library, and beautifully appointed guest suites. The fully finished lower level offers an exceptional collection of recreational and wellness amenities, including a Dolby Atmos home theater, custom wine room and tasting area, wet bar, fitness room, Finnish sauna, and dedicated yoga and massage space. Outdoors, the estate unfolds into a private resort-like setting, complete with a newly rebuilt heated saline pool and spa, expansive porcelain patios, and a fully renovated guest/pool house with its own kitchen. An outdoor kitchen and beautifully landscaped grounds provide an ideal setting for both intimate gatherings and large-scale entertaining. Additional highlights include a heated four-car garage, five-zone energy-efficient climate control, whole-house generator, and comprehensive smart-home technology managing lighting, security, motorized shades, and numerous additional systems. Offering exceptional privacy, architectural distinction, and an extraordinary level of modern luxury, 31 Chestnut Hill Drive represents a rare opportunity to experience contemporary estate living on Long Island's Gold Coast.

31 Chestnut Hill Drive, Upper Brookville

$4,200,000

6 Beds ⋅ 8 Baths ⋅ 1043804 MLS

Welcome to 10 Laurel Woods Drive, an expansive 8,000+ square-foot residence privately situated on 5.45 park-like acres in Upper Brookville. Set behind wrought iron gates at the end of a quiet, tree-lined cul-de-sac, this impressive expanded ranch offers exceptional scale, privacy, and a true estate-like setting. The home features six bedrooms and eight bathrooms, including a spacious first-floor primary suite. Generously proportioned interiors are designed for both everyday living and large-scale entertaining, with formal living and dining rooms, a sitting room, and an expansive great room, all enhanced by new flooring. A newly renovated, state-of-the-art chef’s kitchen serves as the heart of the home, thoughtfully equipped with both gas and electric cooking stations. Just beyond, a dedicated mudroom provides direct access to the four-car garage, offering exceptional space for car enthusiasts, collectors, or additional storage. The fully finished lower level provides extensive additional living and entertaining space, complete with a dedicated theater room, wet bar, gym, and ample room for recreation, gatherings, and flexible use. Outside, the property unfolds as a private retreat. A newly repaved tennis court, updated gunite swimming pool with new equipment, and dedicated pool house are surrounded by sweeping lawns and mature landscaping. Meandering walking paths extend throughout the grounds, complemented by a fire pit and garden, creating numerous spaces to relax, entertain, and enjoy the remarkable natural setting. Offering substantial interior space, extensive amenities, and more than five acres of beautifully established grounds, 10 Laurel Woods Drive presents a rare opportunity to enjoy estate living in one of the North Shore’s most desirable villages

10 Laurel Woods Drive, Upper Brookville

343 Chicken Valley Road, Upper Brookville

$3,700,000

4 Beds ⋅ 4 Baths ⋅ 955669 MLS

Move right into this stunning four-bedroom ranch residence set on 5.5 beautifully landscaped acres. Thoughtfully updated and impeccably maintained, this light-filled home offers an open-concept floor plan designed for today’s modern lifestyle. There is an updated one bedroom guest cottage and a separate office. Built on one level, the home showcases expansive floor-to-ceiling windows and doors that frame picturesque garden views and flood the interiors with natural light. The gracious living and dining areas are anchored by a striking double-sided stone fireplace, creating architectural interest and a warm, inviting ambiance. A sophisticated bar room with wine refrigeration and custom painted cabinetry enhances the cozy den, offering the perfect setting for entertaining. The expansive kitchen and family room serve as the heart of the home, featuring a dramatic double-height vaulted ceiling with loft above and seamless access to a side terrace ideal for outdoor dining and gatherings. Beautifully appointed with crisp white cabinetry, honed Absolute Black granite countertops, top-of-the-line appliances, and radiant heated floors, the kitchen flows effortlessly into the informal dining area and family room, complete with a raised-hearth stone fireplace. Additional highlights include pristine condition throughout, Newly painted and redone guest quarters, separate living and dining rooms, and a separate hot water heater., New generator, new gas line (2025), House newly painted and redecorated and grounds re landscaped. The Property in Spring is filled with an abundance of color with the Hellebores, Azaleas, Rhododendron. It is private and magical.

343 Chicken Valley Road, Upper Brookville

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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.