Unmatched 1987 Masterpiece in Pawling, New York, 55,000-Square-Foot Estate with 20 Fireplaces, Indoor Pool, and Over 1,300 Acres

Daniel Whitaker

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July 5, 2026

Amy Smith Sroka of Julia B Fee Sothebys Int. Rlty

Nestled in Pawling, NY, Woodland Waters is a unique estate spanning nearly 1,338 acres, embodying a harmonious blend of luxury and nature. This architectural masterpiece features approximately 55,000 square feet, nine bedrooms, and extensive recreational amenities. Built with meticulous artistry, the property includes additional residences and reflects the Appalachian spirit through native landscapes. With a listing price of $39 million, the estate highlights extensive renovations over five decades, showcasing features such as an indoor pool, art storage, and expansive gathering spaces. The extensive infrastructure supports seamless management, enhancing its historical significance as a true legacy property in the Hudson Valley, waiting for its next steward to preserve its beauty and grace for generations.

Aerial View

Amy Smith Sroka of Julia B Fee Sothebys Int. Rlty

An expansive aerial view of a historic American home nestled among vibrant landscapes. The property features a spacious yard dotted with trees in vivid fall colors—reds, oranges, and yellows dominate the scene. In the center, a large swimming pool is framed by a patio area, perfect for outdoor gatherings. Surrounding the house are manicured gardens and a mix of shrubs and mature trees providing natural beauty and privacy. Two small ponds add tranquility and reflection, while rolling hills in the background enhance the picturesque setting. The overall atmosphere conveys serenity and a connection to nature.

Autumn Landscape

Amy Smith Sroka of Julia B Fee Sothebys Int. Rlty

A breathtaking aerial view captures the essence of autumn with vibrant foliage in hues of orange, red, and yellow. Rolling hills stretch in the background, bathed in warm sunlight that filters through scattered clouds. A winding path meanders through the woods, bordered by lush greenery and a shimmering pond reflecting the colorful trees. Expansive fields with patches of green create a stunning contrast against the vibrant autumn palette. The scene evokes tranquility and the serene beauty of nature, inviting viewers to experience a peaceful retreat in this picturesque, rural setting.

Library Space

Amy Smith Sroka of Julia B Fee Sothebys Int. Rlty

A grand library featuring an octagonal design, the space exudes sophistication. Rich wooden paneling surrounds the room, with a cozy fireplace inset into the wall. Floor-to-ceiling bookshelves line the walls, filled with an array of books, providing a warm and inviting atmosphere. Above, a balcony with a wooden railing offers additional storage for books. Soft lighting illuminates the area, highlighting the intricate woodwork. The floor boasts smooth hardwood, complemented by a deep blue carpet at the center, accented with a red border. This combination creates an elegant yet comfortable reading environment.

Entry Hall

Amy Smith Sroka of Julia B Fee Sothebys Int. Rlty

The entry hall features an expansive, airy layout, highlighted by walls and accents of warm, rich wood. Tall columns frame openings to adjoining spaces, adding grandeur. A staircase with decorative balustrades ascends elegantly, while the polished floor showcases intricate geometric patterns. Soft, ambient lighting illuminates the area, enhancing the natural beauty of the wood. Fixtures mounted on the walls offer a subtle glow, complementing the architectural details. Windows high above invite natural light, creating a bright atmosphere. This harmonious design balances sophistication and warmth, establishing a welcoming first impression in this historic home.

Riverbank Retreat

Amy Smith Sroka of Julia B Fee Sothebys Int. Rlty

A tranquil riverbank scene showcases a rustic wooden bench positioned on a rocky ledge, inviting contemplation. Surrounding the bench, lively autumn foliage displays vibrant hues of orange, yellow, and red, contrasting beautifully against rich greens. The calm water reflects the colorful leaves and clouds above, enhancing the serene atmosphere. Tall grasses and gentle reeds frame the space, adding texture and natural elements. In the distance, trees of varying heights line the riverbank, leading the eye toward the horizon where water meets sky. Sunlight filters through, casting warm tones and soft shadows, creating an idyllic escape.

Sunroom

Amy Smith Sroka of Julia B Fee Sothebys Int. Rlty

This sunroom features expansive glass walls, seamlessly blending indoor and outdoor environments. Elegant stone columns support the ceiling, enhancing the room’s classic charm. The floor showcases irregularly shaped, smoothly finished stone tiles, adding a natural touch underfoot. A cozy fireplace with a granite surround offers warmth, while its minimalist design complements the room’s clean lines. The surrounding landscape is vibrant with greenery, inviting botanical life indoors. Soft, ambient lighting from recessed ceiling fixtures creates a warm atmosphere, encouraging relaxation. This space exemplifies harmonious design, emphasizing tranquility and connection to nature.

Staircase Hallway

Amy Smith Sroka of Julia B Fee Sothebys Int. Rlty

The image reveals a spacious staircase hallway characterized by rich, warm wood paneling. Multiple levels are visible, showcasing a uniquely designed balustrade that features vertical slats, creating an airy yet structured look. The clean, geometric lines of the architecture enhance the sense of modern sophistication. A soft, neutral color scheme is complemented by the warm hues of the wood, further illuminated by strategically placed wall sconces. Large windows at the base allow natural light to flood in, illuminating the intricately patterned flooring, which consists of light and dark wood parquet, adding depth to the elegant design.

Basketball Court

Amy Smith Sroka of Julia B Fee Sothebys Int. Rlty

The space presents a private basketball court, featuring smooth, polished hardwood flooring that enhances the athletic ambiance. High ceilings are accented with recessed lighting, illuminating the expansive area while emphasizing the sleek lines of the design. Surrounding walls boast padded paneling, providing safety and sound absorption during play. Two basketball hoops are mounted at opposite ends, complete with backboards, inviting competitive spirit. Subtle blue lines mark the court boundaries, enhancing the professional feel. The warm wood tones create a cozy yet energizing atmosphere, perfect for training or casual games.

Music Studio

Amy Smith Sroka of Julia B Fee Sothebys Int. Rlty

A stylish music studio showcasing rich wooden paneling that creates a warm, inviting atmosphere. The room features a variety of overhead track lighting in vivid colors, enhancing its dynamic feel. Elegant wooden flooring complements the sleek design, while the deep red seating along the base adds a touch of comfort. In the background, a black grand piano stands as a focal point, surrounded by professional sound equipment, hinting at its primary function. Architectural elements like double doors leading to an adjoining space and the stone wall add depth and texture, emphasizing the studio’s sophisticated character.

Indoor Pool

Amy Smith Sroka of Julia B Fee Sothebys Int. Rlty

A spacious indoor pool area features high, vaulted ceilings with skylights that allow natural light to flood the space. The serene blue of the pool contrasts elegantly with beige stone walls and dark accents. Lush greenery surrounds the pool, including tropical plants and ferns that create a soothing ambiance. The area is framed by large windows, providing a picturesque view of the outdoors. Sleek, modern lighting fixtures line the walls, enhancing the luxurious feel. The pool itself has a dark-lined edge, making it visually striking against the light-toned flooring.

Indoor Pool

Amy Smith Sroka of Julia B Fee Sothebys Int. Rlty

This indoor pool area features a striking, high vaulted ceiling with soft cream tones and golden accents. The pool, lined with deep blue tiles, reflects the stylish lighting fixtures mounted on the walls. A wide, white swim lane runs down the center, inviting relaxation. Natural light filters in through large windows, creating a tranquil atmosphere enhanced by views of lush greenery outside. Flanked by polished stone columns, the space is divided from a nearby wet bar area, adding convenience. The overall aesthetic balances elegance with serenity, making it a perfect retreat for leisure and fitness.

Nature Trail

Amy Smith Sroka of Julia B Fee Sothebys Int. Rlty

A winding pathway meanders through a vibrant autumn forest, framed by towering trees dressed in hues of orange, yellow, and green. Large, rugged rock formations rise majestically, contrasting with the soft, earthy tones of fallen leaves carpeting the trail. To the side, a wooden signpost directs visitors, its weathered surface hinting at years of adventure. The scene is alive with a serene atmosphere, inviting exploration and reflection amidst the breathtaking natural beauty. Sunlight filters through the foliage, casting dappled patterns on the ground, enhancing the tranquility of this picturesque woodland path.

Exterior View

Amy Smith Sroka of Julia B Fee Sothebys Int. Rlty

This image captures a striking exterior view of a contemporary home nestled in a forest setting. The architecture showcases a unique blend of natural materials, prominently featuring wood and stone. A low-profile wooden deck extends outward, supported by a combination of smooth stone and wooden beams. Large glass windows illuminate the interior, casting a warm glow that contrasts with the cool, dusky blue of the sky. Surrounding foliage displays vibrant autumn colors, enhancing the cozy ambiance. Strategic outdoor lighting highlights the textured wooden siding, while ferns and wild vegetation create a seamless integration with the natural environment.

Living Room

Amy Smith Sroka of Julia B Fee Sothebys Int. Rlty

This spacious living room features a harmonious blend of wood and stone elements. The ceiling showcases exposed wooden beams with a warm tone, complemented by the natural wooden paneling on both the floors and walls. A prominent stone fireplace, crafted from large, irregular stones, serves as a focal point, adding rustic charm. Large windows line the walls, inviting natural light and providing views of the surrounding nature. A built-in wooden bench runs beneath the windows, enhancing comfort. Subtle recessed lights provide illumination without disrupting the organic aesthetic, making the space feel inviting and serene.

Front View

Amy Smith Sroka of Julia B Fee Sothebys Int. Rlty

The exterior showcases a charming brick facade with a warm earthy tone, accented by a sloped roof and inviting front porch. Large windows allow natural light to flood the interior, framed by simple, classic trim. Lush greenery surrounds the house, featuring well-maintained flower beds and ornamental plants that provide a vibrant contrast against the brick. A neatly manicured lawn leads to a gently curved pathway, enhancing the welcoming atmosphere. The overall aesthetic combines rustic charm with natural beauty, emphasizing the home’s integration into its landscape while hinting at classic American architectural styles.

Exterior View

Amy Smith Sroka of Julia B Fee Sothebys Int. Rlty

The image showcases a charming two-story home set against a lush, green landscape. The exterior features a light beige siding complemented by a dark brown roof. A welcoming front entry displays a white door, framed by small windows and surrounded by a vibrant garden. Mature trees and shrubs provide natural privacy, enhancing the home’s serene atmosphere. The expansive lawn is perfectly manicured, offering a harmonious connection to the surrounding nature. The architectural lines are simple yet elegant, giving a cozy feel. Bright sunlight filters through the foliage, casting gentle patterns on the ground, creating a peaceful retreat.

Garden View

Amy Smith Sroka of Julia B Fee Sothebys Int. Rlty

This image showcases a picturesque garden setting surrounding a charming red home. The house is set back with a sloping green lawn leading up to it, framed by abundant trees and shrubs. A stone pathway meanders through the vibrant foliage, adding texture and natural elegance. The lush grass is interspersed with wildflowers, introducing splashes of color. Large, mature trees provide shade and character, creating a peaceful and inviting atmosphere. Sky blue overhead contrasts beautifully with the greenery, suggesting a clear, sunny day, enhancing the tranquil feel of this outdoor retreat.

Exterior View

Amy Smith Sroka of Julia B Fee Sothebys Int. Rlty

A charming two-story house nestled among vibrant autumn foliage. The exterior features warm wooden tones, complemented by crisp, large windows framed in red, allowing natural light to stream into the interior. A stone pathway winds through the garden, lined with fallen leaves, enhancing the rustic appeal. The roof is sloped with dark shingles, presenting a classic shape. Surrounding greenery includes bushes and small trees, creating a serene, inviting atmosphere. The attached sunroom, with its expansive windows, offers a seamless connection to nature. This quaint setting exudes warmth and tranquility, embodying the essence of peaceful living.

Front View

Amy Smith Sroka of Julia B Fee Sothebys Int. Rlty

The image showcases the front exterior of a charming historic American home, characterized by a gentle slope of the roof and white wooden siding. The porch features a light fixture and an inviting bench, alongside neatly placed potted plants. Flanking the entrance, large windows offer a glimpse of the inside, framed by shutters that harmonize with the aesthetic. Lush greenery surrounds the house, with well-maintained bushes and colorful flower beds, enhancing the vibrant landscape. The expansive lawn provides ample space, contributing to a welcoming atmosphere. A flag adds a touch of patriotism, complementing the serene environment.

Front View

Amy Smith Sroka of Julia B Fee Sothebys Int. Rlty

The front of the house features a charming ranch-style design, characterized by a low, sloped roof and wide porch. White horizontal siding creates a clean, classic look, complemented by dark shutters on the windows. The entrance is inviting, framed by greenery and flower beds, enhancing the exterior’s warmth. A gravel driveway leads up to the house, bordered by lush green lawns and mature trees, providing a sense of tranquility. The setting is brightened by scattered clouds in a blue sky, adding a picturesque quality to the scene, while a chimney suggests a cozy interior warmth.

Front Entrance

Amy Smith Sroka of Julia B Fee Sothebys Int. Rlty

The front entrance features a warm, rustic appeal, marked by dark wood siding that harmonizes with natural surroundings. Stone pathway leads to a charming overhang, supported by slender posts, providing shelter. A large, glass-paneled door invites light, flanked by windows that enhance brightness. The design incorporates a balanced mix of angles and straight lines, showcasing modern architectural elements. Lush greenery and a sturdy tree create a serene atmosphere, while carefully placed shrubs add depth to the landscape. The combination of earthy tones and natural textures evokes a welcoming and tranquil essence, drawing one into the heart of the home.

Front Exterior

Amy Smith Sroka of Julia B Fee Sothebys Int. Rlty

A charming historic American home sits nestled on a vast expanse of lush green lawn, bordered by mature trees that offer a natural backdrop. The house features a traditional one-story design, characterized by its simple yet elegant white siding and a gray gabled roof. Large windows illuminate the interiors, framed by well-kept shrubs. The symmetry of the facade is complemented by a central entrance, accented by clean lines typical of mid-20th century architecture. A feeling of openness is conveyed through the expansive yard, inviting outdoor activities and leisure, while the serene atmosphere enhances the home’s timeless appeal.

Exterior View

Amy Smith Sroka of Julia B Fee Sothebys Int. Rlty

The image showcases a stunning exterior of a historic American home set amidst a lush forest backdrop. The house features an intriguing blend of stone and wood, with large windows illuminated by warm light, creating a welcoming ambiance. Architectural details include a steeply pitched roof and prominent chimneys, emphasizing its classic design. Surrounding trees offer natural privacy, while outdoor lighting highlights the landscape. Evening sky displays soft pink and blue hues, enhancing the serene atmosphere. The home’s spacious decks extend into the environment, inviting relaxation and connection to nature, making it a perfect retreat.

Exterior View

Amy Smith Sroka of Julia B Fee Sothebys Int. Rlty

This historic home showcases a charming, rustic exterior with dark wooden shingles and rich red accents around the windows and door. The asymmetrical roofline, complemented by a prominent chimney, adds character. A manicured front yard features diverse foliage and carefully curated landscaping, enhancing the natural beauty surrounding the house. Towering trees provide shade and contrast against the blue skies. A winding path leads to the entrance, inviting exploration of the property. The blend of nature and architecture creates a harmonious and welcoming ambiance, reflecting classic American design elements while seamlessly integrating with its picturesque environment.

Listing Agent: Amy Smith Sroka of Julia B Fee Sothebys Int. Rlty via Zillow 

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