Emmy-Winning Host Sally Jessy Raphael’s Lavish $5.5M Home in Pawling, New York

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Sophia Chen

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Sophia Chen

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Front View of Sally Jessy Raphael’s NY Home
Image Credit: Realtor.com

Emmy-winning host Sally Jessy Raphael’s home in Pawling, New York, is an exquisite equestrian estate spanning 25.5 acres atop Quaker Hill.

The property features a 43-room Elizabethan-style manor with 15,000 square feet of space, including 17 bedrooms, 13 baths, and 10 fireplaces.

Its intricate details include hand-carved pilasters, leaded glass windows, and a grand oak staircase adorned with whimsical animal carvings.

Additional highlights include two caretaker homes, a carriage house with groom’s quarters, a yoga studio, a 12,000-square-foot stable, and a greenhouse.

A separate wing on the second floor showcases hand-painted storybook murals.

With breathtaking views and luxurious amenities, this estate epitomizes elegance and charm.

Scroll through the images to explore the breathtaking features of this stunning estate and discover the unique charm of Sally Jessy Raphael’s home.

An aerial view of the estate showcases its expansive layout, nestled in the serene countryside, with picturesque landscapes stretching as far as the eye can see.

Aerial View of Sally Jessy Raphael’s NY Estate
Image Credit: Realtor.com
Aerial View of Sally Jessy Raphael’s NY Estate
Image Credit: Realtor.com

The side view of the manor highlights its impressive towers and chimneys, blending seamlessly with the surrounding trees and natural environment.

Side View of Sally Jessy Raphael’s NY Home
Image Credit: Realtor.com

Meticulously maintained gardens and pathways lead to the stately home, creating a breathtaking approach that emphasizes the estate’s grandeur.

Garden Pathway at Sally Jessy Raphael’s NY Estate
Image Credit: Realtor.com

The intricately designed wooden double doors at the entrance of the home reflect the estate’s rich historical charm and craftsmanship.

Entrance Doors of Sally Jessy Raphael’s NY Home
Image Credit: Realtor.com

A vast barn complex on the property includes multiple structures, offering ample space for equestrian activities and storage, surrounded by rolling fields and scenic vistas.

Barn Complex at Sally Jessy Raphael’s NY Estate
Image Credit: Realtor.com

With expansive green lawns and meticulously landscaped gardens, the estate offers a serene retreat, perfect for hosting outdoor events or simply enjoying the tranquility of nature.

Wooden Barn at Sally Jessy Raphael’s NY Estate
Image Credit: Realtor.com

The wooden barn with its intricate Gothic detailing and rustic charm stands out against the lush green surroundings, offering a glimpse into its historic architecture.

Gothic Barn at Sally Jessy Raphael’s NY Estate
Image Credit: Realtor.com

Horses graze peacefully near a smaller, open-air barn, surrounded by lush fields and framed by a simple wooden fence.

Horses Grazing at Sally Jessy Raphael’s NY Estate
Image Credit: Realtor.com

An aerial view captures the expansive estate, showcasing vast green fields, winding paths, and multiple structures nestled among mature trees.

Aerial Estate View of Sally Jessy Raphael’s NY Home
Image Credit: Realtor.com

The Tudor-style manor house features a striking red brick chimney and dark timber accents, exuding historical charm and grandeur.

Tudor-Style Manor at Sally Jessy Raphael’s NY Home
Image Credit: Realtor.com

Inside the archway of the barn, a lone horse stands, highlighting the rustic and serene rural lifestyle offered by this estate.

Barn Archway at Sally Jessy Raphael’s NY Estate
Image Credit: Realtor.com

Gothic-inspired architectural details adorn the manor’s roofline, with ornate woodwork and leaded glass windows creating a timeless aesthetic.

Gothic Roofline at Sally Jessy Raphael’s NY Home
Image Credit: Realtor.com

Grand Interiors

Inside the sunroom, floor-to-ceiling windows flood the space with natural light, offering panoramic views of the verdant grounds and creating an inviting space for relaxation.

Sunroom in Sally Jessy Raphael’s NY Home
Image Credit: Realtor.com

This cozy nook in the sunroom, adorned with comfortable seating and surrounded by glass walls, provides a perfect spot for enjoying the beauty of the outdoors from within.

Cozy Nook in Sally Jessy Raphael’s NY Sunroom
Image Credit: Realtor.com

A cozy nook in the sunroom features a plush, leopard-print loveseat framed by large arched windows, providing a serene view of the lush garden outside.

Cozy Nook in Sally Jessy Raphael’s NY Home
Image Credit: Realtor.com

The living room is richly decorated with dark wood paneling, plush seating, and an elaborate fireplace, evoking a sense of cozy elegance.

Living Room in Sally Jessy Raphael’s NY Home
Image Credit: Realtor.com

A grand piano takes center stage in the bright, airy music room, flanked by large windows draped in delicate curtains and adorned with classic artwork.

Music Room in Sally Jessy Raphael’s NY Home
Image Credit: Realtor.com

The bedroom showcases a luxurious four-poster bed, an intricately carved fireplace, and comfortable seating, all set against a backdrop of rich wood paneling and vibrant red carpet.

Bedroom in Sally Jessy Raphael’s NY Home
Image Credit: Realtor.com

A vibrant bedroom with floral wallpaper and matching bedding creates a cohesive, serene environment, complemented by a cozy sitting area and elegant furniture.

Bedroom in Sally Jessy Raphael’s NY Home
Image Credit: Realtor.com

The sitting room features arched windows with intricate lattice designs, plush seating, and delicate decor, perfect for relaxation and reflection.

Sitting Room in Sally Jessy Raphael’s NY Home
Image Credit: Realtor.com

An enchanting room adorned with green floral wallpaper and matching curtains boasts cozy seating arrangements and a serene ambiance.

Room in Sally Jessy Raphael’s NY Home
Image Credit: Realtor.com

The living space with vaulted ceilings and wooden beams highlights plush leather furniture and a cozy, welcoming atmosphere.

Living Space in Sally Jessy Raphael’s NY Home
Image Credit: Realtor.com

A chapel-like room with vibrant stained glass windows and ornate wooden benches offers a serene, reflective space within the home.

Chapel Room in Sally Jessy Raphael’s NY Home
Image Credit: Realtor.com

An opulent dining room with a coffered ceiling, luxurious chandelier, and grand fireplace sets the stage for elegant dinner parties.

Dining Room in Sally Jessy Raphael’s NY Home
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Blending rustic charm with modern flair, the kitchen showcases checkered floors, sleek appliances, and a spacious center island with ample counter space for culinary creativity.

Kitchen in Sally Jessy Raphael’s NY Home
Image Credit: Realtor.com

Featuring a large marble island, hanging copper pots, and vintage lighting, the spacious kitchen perfectly balances charm and functionality.

Kitchen in Sally Jessy Raphael’s NY Home
Image Credit: Realtor.com

The entrance with exquisite stained glass panels provides a colorful, intricate welcome into the home’s elegant interior.

Entrance of Sally Jessy Raphael’s NY Home
Image Credit: Realtor.com

This staircase with intricately carved wooden railings and a rich wooden finish offers a grand ascent to the upper floors, enhancing the home’s historic charm.

Staircase in Sally Jessy Raphael’s NY Home
Image Credit: Realtor.com

A beautifully carved wooden newel post featuring animal figures adds a touch of whimsy to the staircase.

Newel Post in Sally Jessy Raphael’s NY Home
Image Credit: Realtor.com

Detailed wood carvings, including busts and intricate patterns, adorn the walls and doorways, showcasing the home’s artistic design.

Wood Carvings in Sally Jessy Raphael’s NY Home
Image Credit: Realtor.com

A cozy library and game room, complete with a billiards table, offers a perfect retreat for reading or entertaining.

Library and Game Room in Sally Jessy Raphael’s NY Home
Image Credit: Realtor.com

Vibrant, whimsical murals featuring circus-themed characters bring a playful and artistic flair to the hallway.

Circus Mural in Sally Jessy Raphael’s NY Home
Image Credit: Realtor.com

The spacious garage houses vintage cars and features rich wooden paneling and high ceilings, ideal for automobile enthusiasts.

Vintage Car Garage at Sally Jessy Raphael’s NY Estate
Image Credit: Realtor.com

An elegant bathroom, with its vintage charm, includes a classic pedestal sink, an oval mirror, and pristine white tiles.

Bathroom in Sally Jessy Raphael’s NY Home
Image Credit: Realtor.com

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