Map location of
Charlton Hall, Glen Head, NY, USA

15 Winchester Drive, Glen Head, New York, 11545, United States

Homes for sale near Charlton Hall, Glen Head, NY, USA

Address Bed / Bath Listing Price
Picture of 735 Remsens Lane
735 Remsens Lane
Welcome to Orchard Fields set on over 2 acres of beautifully flat and private grounds, this stunning 6-bedroom, 5-bathroom Colonial blends timeless elegance with modern comfort in one of Upper Brookville’s most prestigious enclaves. Completely and tastefully renovated, this home offers an effortle
Upper Brookville, NY
Living Area: 6100 Sqft.
6 Beds, 5 Baths
$3,850,000
Picture of 897 Ripley Lane
897 Ripley Lane
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 remod
Muttontown, NY
Living Area: 3124 Sqft.
4 Beds, 3 Baths
$2,575,000
Picture of 11 Victorian Lane
11 Victorian Lane
Perfectly situated on over two acres in the heart of Brookville, this stately stone residence combines classic European architecture with modern comfort. Built in 2008 with meticulous attention to detail, the home showcases a full stone exterior with limestone accents and refined finishes throughout
Brookville, NY
Living Area: Sqft.
6 Beds, 7 Baths
$4,250,000
Picture of 2 Summerwind Drive
2 Summerwind Drive
Welcome to 2 Summerwind Drive, a truly exceptional estate that combines luxury, comfort, and resort-style living on 2 private acres. This magnificent 6-bedroom, 5-bath home is designed for both everyday living and grand entertaining, offering expansive open spaces, high ceilings, and skylights that
Muttontown, NY
Living Area: 4807 Sqft.
6 Beds, 6 Baths
$2,299,999
Picture of 5 Farmwoods Lane
5 Farmwoods Lane
This gorgeous Brick Colonial, located in Upper Brookville, is a beautiful and elegant estate that sits on 2.53 acres. Built in 2007, this residence offers an impressive 6 bedrooms and 7 bathrooms within its expansive 6,921 square feet of living space. Step inside to find a home designed for both gr
Upper Brookville, NY
Living Area: 6921 Sqft.
6 Beds, 9 Baths
$5,698,000
Picture of 8 Dogwood Hill
8 Dogwood Hill
Brookville | An immaculate modern colonial has made its debut in Brookville. Sitting on 2.57 acres and totaling over 8,600 sq.ft. of living space, welcome to 8 Dogwood Hill - a newly completed luxury residence located on a lengthy, picturesque street just off of Cedar Swamp Road. Beyond the stone pi
Brookville, NY
Living Area: 8600 Sqft.
6 Beds, 8 Baths
$8,499,000
Picture of 5 Carol Lane
5 Carol Lane
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 dr
Upper Brookville, NY
Living Area: 8000 Sqft.
6 Beds, 9 Baths
$2,999,000
Picture of 60 Piping Rock Road
60 Piping Rock Road
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 througho
Upper Brookville, NY
Living Area: 17587 Sqft.
9 Beds, 12 Baths
$7,488,000
Picture of 63 Fruitledge Road
63 Fruitledge Road
Brookville New Construction | 63 Fruitledge Road offers an unparalleled lifestyle of luxury on Long Island's Gold Coast. This newly completed home features a sleek, modern colonial exterior, with countless, black-encased windows allowing natural light to flood the entire interior. Upon entering, the
Brookville, NY
Living Area: 6885 Sqft.
6 Beds, 7 Baths
$5,950,000
Picture of 11 Black Rock Road
11 Black Rock Road
9/21/2025 open house had been canceled!!!!! This custom-built brick estate in the highly sought-after Jericho School District offers over 7,900 square feet of luxurious living space, plus a full walk-out lower level, all set on more than two acres of beautifully landscaped grounds. Behind a dual-gat
Muttontown, NY
Living Area: 7900 Sqft.
8 Beds, 9 Baths
$5,280,000
Picture of 22 Brookville Road
22 Brookville Road
Price Improvement! Once a stately Carriage House, this reimagined main residence seamlessly blends historic character with modern comfort. Featuring an open floorplan with 3 spacious bedrooms and 2.5 baths, the home is bathed in natural light from a dramatic wall of windows that opens to a serene, g
Muttontown, NY
Living Area: 3818 Sqft.
6 Beds, 5 Baths
$2,099,000
Picture of 1629 Cedar Swamp Road
1629 Cedar Swamp Road
Beautiful Flat 2 Acre Home in Jericho SD in Upper Brookville. Cabana with Gunite Pool, Elevator, Top Appliances, High Ceilings, Great Room w/ Linear Fire Place, Chefs Kitchen+Spice Kitchen, Top Appliances. Hide-A-Hose Central Vacuum. 5 Central Air Zones. Huge Backyard, Professionally designed lands
Upper Brookville, NY
Living Area: 7500 Sqft.
7 Beds, 8 Baths
$6,300,000
Picture of 1 Pine Valley Road
1 Pine Valley Road
Tucked away on a fully fenced, over two-acre, park-like, electronic-gated property, stands a sprawling Farm Rach expanded and remodeled in 2007. This 5,400-square-foot mini estate of your dreams is located in the scenic Upper Brookville village. With rolling wooded open spaces rife with wildlife and
Upper Brookville, NY
Living Area: 5405 Sqft.
5 Beds, 5 Baths
$2,340,000
Picture of 5 Peacock Lane
5 Peacock Lane
Rare Opportunity on Private Gated Upper Brookville Lane. Only 11 Homes Built & Seldom Offered For Sale. Pride of Ownership throughout This Turn Key Brick Colonial on Quiet Interior 2A+ Site. Attention to Detail, Functional Floor Plan for Contemporary Living & Entertaining Indoors and Outdoors. Mag
Upper Brookville, NY
Living Area: Sqft.
5 Beds, 5 Baths
$3,699,000