Explore five remarkable properties that offer a blend of historic charm, luxury, and prime locations across New York State. In Matinecock, a grand Colonial estate sits on over seven acres, featuring multiple guest cottages, a pool, and resort-style amenities. Rye’s historic Hilltop estate, once owned by the former Bergdorf Goodman owner, offers a private retreat with a guest house, pool, and tennis court overlooking Apawamis Country Club.
On Long Island’s North Fork, an elegant Orient estate boasts water views, a swimming pool, and classic architectural details. Meanwhile, in New York City, an exquisite Italianate townhouse on the Upper East Side features four outdoor spaces, a private elevator, and high-end modern finishes, while a restored Hudson River manor in Hastings-on-Hudson provides breathtaking views, historic craftsmanship, and a serene escape just 40 minutes from Manhattan.
1. Grand Colonial Estate
Priced at $8,995,000, this 19,903 sq ft Colonial estate, built in 1925, sits on 7.23 meticulously landscaped acres in the prestigious Village of Matinecock. The main residence features 8 bedrooms, 11 baths, a formal living room, a sunroom, a marble-accented dining room, and an expansive eat-in kitchen with a butler’s pantry. The property includes two charming guest cottages, a fully equipped gym, a media room, a wine cellar, and a billiards/playroom. Outdoor amenities abound with a heated saltwater gunite pool, a tennis court, lush gardens, and a newly constructed greenhouse, all within walking distance of upscale shops, fine dining, and top-tier yacht and country clubs.
Where is Locust Valley, NY?
Locust Valley, NY, is a hamlet in Nassau County on the North Shore of Long Island, about 30 miles east of Midtown Manhattan. It is known for its affluent residential areas, country clubs, and proximity to the Gold Coast mansions of Long Island. The hamlet is bordered by Oyster Bay to the east and Glen Cove to the west, offering access to scenic waterfront views. Locust Valley has a Long Island Rail Road (LIRR) station, providing a direct commute to New York City in about an hour.
Foyer
Wide foyer with a black-and-white staircase leading to the upper level. White paneled walls contrast with dark hardwood floors and contemporary artwork. Recessed lighting and an open layout create a bright and welcoming space.
Living Room
Spacious living area with a fireplace surrounded by built-in bookshelves. Large windows allow natural light to fill the space, complementing the neutral-toned furniture. A plush sectional and accent chairs provide ample seating around the fireplace.
Bedroom
Primary bedroom with a tufted bed, herringbone wood floors, and soft pink walls. A chandelier hangs over a cozy sitting area near the window. A large decorative mirror reflects light, adding to the room’s airy feel.
Poolside
Backyard with a rectangular swimming pool surrounded by lounge chairs and landscaping. A white shingled guesthouse with ivy-covered walls sits at the far end. Tall trees and hedges create a secluded and peaceful outdoor space.
Source: Coldwell Banker
2. Hilltop Colonial Estate
Priced at $11,750,000, this 11,236 sq ft Colonial estate, built in 1922, was once the country retreat of Andrew Goodman, former owner of Bergdorf Goodman. Set on 2.6 private, gated acres bordering Apawamis Country Club, the 9-bedroom, 12-bath main residence has been meticulously restored and upgraded while maintaining its 1920s elegance. The estate features formal gardens, a heated in-ground pool with a 1,000+ sq ft pool house, an illuminated tennis court, a bocce ball court, and an 800+ sq ft guest house. Just 30 miles from Manhattan, this rare Rye retreat offers classic grandeur with modern luxury in an exclusive setting.
Where is Rye, NY?
Rye, NY, is a city in Westchester County, located about 25 miles northeast of Midtown Manhattan. Situated along the Long Island Sound, it is known for its waterfront parks, historic landmarks, and the famous Playland amusement park. Covering approximately 20 square miles, Rye offers a mix of suburban and coastal living with access to beaches and marinas. The city is well-connected by Metro-North Railroad, providing a direct train ride to Grand Central Terminal in about 40 minutes.
Living Room
Neutral-toned furniture is arranged around a fireplace with a white mantel. A grand piano sits near the window, and a crystal chandelier hangs from the ceiling. An adjoining room with wooden bookshelves is visible through an open doorway.
Dining Room
A large dining table with dark wood chairs is set with fine china and blue floral centerpieces. A fireplace with a white mantel is positioned against patterned wallpaper. French doors with floor-length curtains open to an outdoor space.
Kitchen
Wooden dining table is surrounded by six matching chairs on a tiled floor. White cabinetry with glass doors houses books and dishware. A geometric gold chandelier hangs above the table.
Pool
Rectangular swimming pool with a built-in spa sits in front of a guesthouse with white siding and stone accents. Lounge chairs and patio furniture surround the pool. Lush landscaping and mature trees provide privacy.
Source: Coldwell Banker
3. ‘The Hill’ Estate
Priced at $2,250,000, this 6-bedroom, 5-bath historic estate, built in 1900, is located in The Hill, one of Orient’s most coveted enclaves overlooking the Long Island Sound. Featuring classic architectural details such as 16/1 windows, five fireplaces, and a grand entry with sidelight panes, the home offers timeless charm with generous-sized rooms and a waterside screened porch. Set on 1.3 beautifully landscaped acres, the property includes a swimming pool, rolling gardens, and stunning sunset views. Owned by the same family for 65 years, this rare North Fork retreat presents an incredible opportunity to create your dream home in an unparalleled setting.
Where is Orient, NY?
Orient, NY, is a small hamlet in Suffolk County, located at the easternmost tip of Long Island’s North Fork, about 120 miles east of Midtown Manhattan. It is surrounded by Gardiners Bay and Long Island Sound, offering scenic waterfront views and access to boating and fishing. The area is known for its rural charm, historic homes, and the nearby Orient Beach State Park, which features protected wetlands and hiking trails. Orient is accessible via Route 25 and the Cross Sound Ferry, which connects it to New London, Connecticut.
Living Room
Neutral-toned living room with a fireplace and a grand piano. Plush seating is arranged around a wooden coffee table on a patterned area rug. Large windows allow natural light to brighten the space.
Dining Room
Formal dining room with a long wooden table set for eight guests. A crystal chandelier hangs above the table, and a fireplace with a white mantel is on one wall. French doors lead to an outdoor area.
Kitchen
Spacious kitchen with built-in cabinetry and glass display shelves. A wooden dining table with six chairs sits under a geometric light fixture. White countertops and tiled floors contrast with the warm wood tones.
Bedroom
White upholstered bed and a built-in window seat. A brick fireplace with a white mantel is on one wall, complementing the vintage floral wallpaper. Large windows with sheer curtains allow natural light to fill the space.
Pool
Expansive poolside patio with a rectangular swimming pool and lounge chairs. A two-story guesthouse with stone and siding accents sits in the background. Lush greenery surrounds the outdoor area.
Source: Coldwell Banker
4. Upper East Side Townhouse
Priced at $13,450,000, this 7,100 sq ft Italianate townhouse, built in 1915, offers six bedrooms, eight bathrooms, and unparalleled luxury in the heart of the Upper East Side. Designed by Baxt Ingui and Birgit Klein, the home features a skylit spiral staircase, a chef’s kitchen with a double-height family room, and a parlor-level living and dining area with a wet bar and gas fireplace. The primary suite includes a walk-in closet and spa-like bath, while the upper levels boast additional bedrooms, a laundry room, and a media room with two sun terraces. Additional amenities include a private gym, climate-controlled wine cellar, playroom, heated sidewalks, an elevator, and state-of-the-art smart home technology, just blocks from Central Park and premier cultural institutions.
Where is Manhattan, NY?
Manhattan, NY, is the central borough of New York City, covering approximately 23 square miles and located between the Hudson River and the East River. It is about 10 miles from John F. Kennedy International Airport and 5 miles from LaGuardia Airport. Manhattan is home to iconic landmarks such as Times Square, Central Park, Wall Street, and the Empire State Building, making it a global center for finance, culture, and tourism. The borough is connected to the Bronx, Queens, Brooklyn, and New Jersey through a network of bridges, tunnels, and ferries.
Living Room
A spacious living room with floor-to-ceiling windows allows natural light to brighten the space. A large sectional sofa, a modern fireplace, and built-in shelving provide a contemporary aesthetic. An outdoor patio is visible through glass doors, creating a seamless indoor-outdoor connection.
Dining Room
Formal dining room is decorated with a dark wood table surrounded by upholstered chairs. Tall windows with floor-length curtains provide natural light and a view of the outside. A rectangular chandelier hangs from the ceiling, complementing the neutral-toned decor.
Bedroom
Modern bedroom features a large upholstered bed with a geometric-patterned area rug beneath it. Floor-to-ceiling windows with blue gradient curtains provide ample natural light. A unique pink glass chandelier hangs from the ceiling, adding a bold contrast to the neutral walls.
Terrace
Private terrace offers outdoor seating with cushioned sofas and a wooden coffee table. The surrounding potted plants create a relaxed and inviting atmosphere. The city skyline with a mix of historic and modern buildings serves as the backdrop.
Source: Coldwell Banker
5. Hudson River Manor
Priced at $3,900,000, this 5,120 sq ft early 20th-century manor, originally built in 1902 and fully rebuilt in 2010, offers 5 bedrooms and 5 baths on over two acres of rolling lawns overlooking the Hudson River and Palisades Cliffs. Designed by architect Stephen Tilly, the home blends historic elegance with modern updates, featuring 9’ ceilings, oversized windows, crown molding, and wide-plank oak floors. The sunlit kitchen opens to a spacious family room with a gas fireplace and built-in bookshelves, while the second-floor primary suite boasts breathtaking river views, a dressing room, and a luxurious bath. Outdoor amenities include a sparkling lap pool and a converted barn pool house, all within 40 minutes of Grand Central in the vibrant village of Hastings-on-Hudson.
Where is Hastings-on-Hudson, NY?
Hastings-on-Hudson, NY, is a village in Westchester County, located along the eastern bank of the Hudson River, about 20 miles north of Midtown Manhattan. Covering approximately 2.9 square miles, it offers scenic river views, historic architecture, and a vibrant arts community. The village is well-connected by the Metro-North Railroad, providing a 35-minute direct train ride to Grand Central Terminal in New York City. Hastings-on-Hudson is known for its charming downtown, outdoor recreation opportunities, and strong sense of community.
Living Room
Large windows bring in natural light and offer a view of the outdoors. Neutral-colored furniture with soft fabric contrasts with the hardwood flooring. Glass coffee table and simple wall art complement the minimalist decor.
Kitchen
White cabinetry surrounds a large center island with black countertops. Stainless steel appliances, including a double oven and large refrigerator, enhance functionality. Large windows provide natural light and a view of the greenery outside.
Bedroom
Wooden bed frame with intricate detailing is paired with light bedding and matching furniture. Large windows with simple white blinds offer an abundance of natural light. Hardwood flooring and soft area rugs add warmth to the space.
Pool
Rectangular swimming pool sits within a well-manicured lawn. A circular stone hot tub is positioned in the foreground. Trees and shrubs provide natural privacy, with lounge chairs placed nearby for relaxation.
Source: Coldwell Banker
