Tucked among the leafy enclaves of New York’s Hudson Valley and Long Island’s North Shore, these secluded mansions offer a rare mix of historical charm and contemporary luxury. Behind stone gates and nestled within acres of mature landscaping, each estate is a private retreat—complete with pools, terraces, and elegant interiors that speak to both past and present.
Whether it’s a stately Tudor in Lloyd Harbor or a restored 1920s gem in Briarcliff Manor, these homes deliver grandeur in quiet, wooded settings. Here are two standout New York estates where privacy and timeless design meet.
1. Tudor Estate on 3 Acres
Built in the 1920s and extensively renovated between 2014 and 2020, this 6,000 square foot Tudor mansion in Lloyd Harbor features 5 bedrooms and 7 bathrooms. Situated on 3 acres, the property includes a heated saltwater pool, tennis/basketball court, pool house, and three-car garage. Listed at $3,199,000, the estate offers privacy and modern amenities within the Cold Spring Harbor school district.
Where is Lloyd Harbor, NY?
Lloyd Harbor, New York, is a village on the North Shore of Long Island in Suffolk County. It is largely residential and surrounded by parks, preserves, and waterfront. The village was incorporated in 1926 and has roots in colonial settlement. Lloyd Harbor is part of the town of Huntington.
Living Room
Two facing sofas and armchairs frame the fireplace in the main living room, with symmetrical decor and wide walkways emphasizing the room’s spaciousness. French doors on both sides connect to adjacent areas, including a sunroom and hallway. Soft neutral tones, crown molding, and natural light complete the clean layout.
Kitchen
Long counters, a large island, and seamless cabinetry shape the open kitchen, where mosaic backsplash tiles rise behind the stove. A nearby breakfast area sits in front of a wall of windows, with a secondary dining area beyond. Recessed lighting and white finishes reflect the natural light across the space.
Dining Room
Open floor space surrounds the formal dining room, where a large rectangular table and twelve chairs sit on a light rug over warm wood floors. Full-length windows and French doors bring in outdoor views, while modern wall art and a low buffet furnish the perimeter. The layout flows into a nearby living room through a wide entry.
Game Room
Multiple windows line the game room walls, where a green sectional faces a pool table and dining space in the back. Recessed lighting and wood floors carry throughout, creating a continuous, open feel. A door leads to an exterior balcony at the far end of the room.
Bedroom
Vaulted ceilings and a wall of glass doors define the primary bedroom, where a green-upholstered bed anchors the center of the room. Wood flooring and modern furniture complement the crisp, minimal design. An outdoor balcony is accessed through the glass double doors.
Source: Edward Schmidt, Nikki Taylor Friedman @ Douglas Elliman Real Estate via Coldwell Banker Realty
2. Restored 1920s Home in Briarcliff
Timeless elegance meets thoughtful renovation in this 5,139 square foot residence in Briarcliff Manor, offering 4 bedrooms and 6 bathrooms. Built in the 1920s and set on nearly three acres, the home blends original details with modern upgrades, including an elevator, updated kitchen and baths, and a slate roof. Listed at $2,850,000, the property also includes a pool with cabana, terraces, and easy access to nearby villages and Metro North.
Where is Briarcliff Manor, NY?
Briarcliff Manor, New York, is a village in Westchester County along the Hudson River. It includes parts of the towns of Ossining and Mount Pleasant. The area features residential neighborhoods, parks, and a historic downtown. Briarcliff Manor is served by its own school district and local services.
Living Room
Curved white lounge chairs and a sculpted fireplace define the main living room, with soft tones balanced by dark wood flooring. Large windows and glass doors bring in natural light from two sides. Two ceiling fixtures with geometric cone shades hang above the seating area.
Kitchen
Mint green cabinets and black countertops frame the kitchen, anchored by a long island with glass cabinet panels and a marble top. A round dining table sits nearby, next to a trio of large wall art pieces. Stainless steel appliances and a wide gas range finish the layout.
Dining Room
Bold wallpaper surrounds the dining room, where mustard-colored chairs frame an oval wood table under a dark beaded chandelier. Large windows overlook the garden, while the opening to the kitchen shows green cabinetry beyond. A cushioned bench sits along the wall, blending with the detailed rug below.
Bedroom
Soft textures and white tones fill the bedroom, where a large upholstered bed sits between windows with built-in shades. Two rounded chairs and a small desk complete the layout. Angled walls and a central ceiling fixture add interest to the room’s clean design.
Pool Area
Stone paths and landscaping surround the backyard pool, bordered by large rocks and dense trees. A curved patio lines the water’s edge, with multiple seating areas including one tucked under umbrellas. A small light-blue structure with a moss-covered roof sits near the far end of the pool deck.
Source: David Turner @ Compass Greater Ny, LLC. via Coldwell Banker Realty
