
Kirby Hill Farm, a distinguished equestrian estate in Pawling, NY, spans 247 acres and features a main estate from circa 1860, skillfully renovated into a modern facility of 3,942 square feet, offering 4 bedrooms and 4 bathrooms. The property, priced at $14,995,000, boasts extensive equestrian amenities, including 81 stalls across four barns and multiple riding arenas, catering to various disciplines. Recent renovations enhance its historical charm while adding luxurious features like an in-ground pool and guest accommodations. Nestled in the scenic Hudson Valley, this prime location offers easy access to local culture and is just 90 minutes from NYC, making it a prime opportunity for equestrian enthusiasts and investors alike.
Historic Estate

An expansive view of a historic estate surrounded by lush greenery and rolling hills. A charming white and blue house sits centrally, flanked by trees and a circular driveway. The residence features a classic architectural style with a steeply pitched roof and multiple gabled peaks. In the background, a large barn with a red and white color scheme complements the pastoral landscape. The property shows a blend of manicured lawns and naturally occurring foliage, presenting a serene countryside vibe. Adjacent facilities and fencing suggest equestrian activities, enhancing the estate’s rustic charm.
Indoor Arena

A spacious indoor equestrian arena with a large, arched roof made of corrugated metal, allowing for ample overhead lighting. The flooring is dark, textured sand, offering a soft surface for horses. Along the perimeter, smooth wooden barriers define the arena, adding warmth to the industrial feel. Tall, rectangular windows line the upper walls, flooding the area with natural light. At one end, distinctive green double doors feature a unique window design, inviting entry. Various grooming tools and jump equipment are visible, enhancing the functionality of this well-designed equestrian space.
Outdoor Stable Area

A panoramic view reveals a spacious outdoor arena surrounded by neatly trimmed grass and tree lines. The foreground features a charming gazebo constructed from dark wood, set on a stone base, providing a serene resting spot. Expansive dirt riding arenas are visible, framed by sturdy wooden fencing, showcasing a well-maintained environment. Lush green pastures stretch into the distance, dotted with trees and bordered by white fencing, creating a picturesque rural scene. A long, winding driveway leads deeper into the estate, inviting exploration of the scenic grounds and reinforcing the sense of tranquility in this equestrian paradise.
Stable Interior

A wide corridor separates rows of wooden stalls, showcasing a rustic stable design. The wooden walls, stained deep brown, create a warm, inviting atmosphere, contrasting with the bright metal ceiling overhead, which includes fluorescent lighting for illumination. Each stall features black metal grilles, allowing visibility while ensuring safety for the horses inside. The flooring is a combination of smooth concrete and black rubber matting, providing slip resistance. Natural light filters in from openings at the far end, enhancing the spaciousness. Accessories such as hooks for equipment and water troughs indicate functionality and readiness for equine care.
Stable Exterior

This image features the exterior of a spacious stable displaying traditional barn architecture. The building showcases a striking red wooden facade complemented by white cross-braces on the doors. Tall, peaked roofs with decorative cupolas add height and character. Surrounding the stable are manicured lawns and healthy trees providing shade, enhancing the rustic feel. The smooth pavement leads to the entryway, facilitating access for vehicles and equipment. Well-placed windows create a harmonious balance with the structure while allowing ample natural light inside. Overall, the design merges functionality with quaint charm, ideal for a historical rural setting.
Backyard Retreat

This spacious backyard features a stunning rectangular swimming pool surrounded by manicured green grass. The pool’s crystal-clear water reflects the blue sky, creating a serene atmosphere. A charming two-story house stands nearby, showcasing traditional white siding with black shutters and a gracefully sloped roof. Multiple lounge chairs, neatly arranged around the pool, invite relaxation. Lush greenery surrounds the property, providing privacy and enhancing the natural beauty. Mature trees stand tall in the background, complementing the idyllic setting. The overall aesthetic combines classic architecture with inviting outdoor leisure, perfect for leisurely afternoons.
Front Exterior

The front exterior of a historic American home showcases classic architectural design with multiple gables and a symmetrical facade. The white clapboard siding contrasts sharply with black shutters on tall, rectangular windows. A central front door, adorned with a transom window, invites visitors in. The large porch features white columns, providing a welcoming entry. Lush green lawns surround the house, complemented by carefully manicured shrubs. A prominent stone wall borders the property, enhancing its rustic charm, while a brick pathway leads to the entrance. The roof is shingled, adding texture against a clear blue sky.
Riding Arena

The spacious indoor riding arena features a high, slanted roof supported by exposed steel beams, adding an industrial aesthetic. Natural light floods the space through large windows on one side, which overlook the surrounding greenery. The floor is covered in a soft layer of sand, perfect for equestrian activities, while wooden paneling creates a warm, inviting atmosphere against the rich, dark tones of the beams. Along the walls, additional structures hint at storage for riding gear and equipment. Overall, the design balances functionality with a rustic charm suitable for horse enthusiasts.
Farm Overview

A sprawling historic farm showcases lush green pastures, dotted with fenced areas and various structures. The main barn, painted a rich red with white trim, features multiple gabled roofs and ventilators. Surrounding meticulously landscaped lawns, gentle rolling hills create a serene backdrop against a clear blue sky. The property includes additional barns and paddocks, enhancing the rustic charm. Gravel paths meander through the landscape, leading to neatly arranged planting areas. The design harmonizes with nature, promoting agricultural utility while offering aesthetic appeal, making it an idyllic representation of traditional rural architecture.
Aerial View

The image showcases a sprawling property characterized by multiple structures nestled in lush greenery. Dominating the foreground is a large, red barn-like building with multiple peaked roofs featuring decorative cupolas. Surrounding it are well-maintained lawns and scattered trees, creating a serene atmosphere. In the background, a gentle slope of rolling hills covered in varied foliage enhances the natural beauty of the site. The layout includes gravel pathways winding through the property, with several smaller buildings and silos visible, emphasizing the rustic charm and agricultural heritage of this historic American estate.
Horse Ranch

A vast ranch landscape stretches out, featuring numerous green pastures separated by rustic wooden fences. Horses graze leisurely in the enclosures, contributing to the serene countryside vibe. In the background, a large red barn with a white roof stands prominently, while additional structures hint at a functional farm setting. Lush trees encircle the pasture, adding a natural backdrop. The clear blue sky enhances the overall brightness of the scene, evoking tranquility and pastoral beauty. A winding road rounds the lower edge, inviting exploration of this idyllic rural retreat.
Riding Arena

An expansive riding arena features a sandy surface, bordered by white posts that define the perimeter. A shaded gazebo sits in one corner, providing a resting spot with seating under its roof. The surrounding grass is lush and maintains a vibrant green hue, complementing the natural beauty of the landscape. Tall trees line the edges, creating a serene environment, while the distant hills add depth to the view. The clear blue sky overhead enhances the scene, making it ideal for outdoor equestrian activities. The overall aesthetic reflects a harmonious blend of functionality and nature.
Horse Barn

A large, red horse barn features a distinct curved metal roof, providing a rustic yet modern aesthetic. The structure is surrounded by lush greenery, creating a serene rural atmosphere. A well-maintained riding arena with sandy ground is situated in front, framed by wooden fencing. Multiple windows on the barn allow natural light to flood in, enhancing the welcoming vibe. The exterior showcases a warm color palette of red and gray, harmonizing with the surrounding nature. Nearby, additional farm structures and fenced pastures are visible, emphasizing the property’s equestrian purpose and inviting outdoor lifestyle.
Outbuilding Design

This image showcases a series of arched outbuildings characterized by a rustic aesthetic. The structures feature wooden siding stained in a dark hue, presenting a warm, natural appearance that integrates harmoniously with the surrounding greenery. Large windows with multiple panes adorn the sides, allowing abundant light to penetrate and creating an inviting atmosphere. The roofs are made of corrugated metal, painted in a soft, rust-like color, echoing the natural landscape. The smooth concrete pathway in front enhances accessibility, while tall trees in the background contribute to a serene, countryside vibe.
Stable Interior

An expansive stable corridor showcases a series of horse stalls aligned on either side. Each stall features sturdy wooden walls and green, ribbed metal grills, allowing visibility into the stalls. The flooring is composed of durable brick pavers, featuring a well-maintained appearance. Natural light filters through the open ends of the stable, illuminating the space. Above, a gently arched ceiling reveals a corrugated metal design, adding to the rustic aesthetic. Various horse gear, including saddles and hats, hang on hooks, providing functional detail alongside the practical design of the stalls, giving a sense of a well-utilized equestrian facility.
Barn Exterior

The barn presents a charming rustic aesthetic with its deep red siding accented by white trims around the windows and doors. The sloped roof features a traditional thatched design, contributing to its historical character. Three large stalls are visible, each framed with barred windows, offering a glimpse into the interior. The ground is paved with cobblestones, leading to the entrance, creating a welcoming approach. Flanking the barn, lush green trees add natural beauty, while the fenced area emphasizes the rural setting. This structure balances functionality and classic design, reflective of traditional American barn architecture.
Exterior View

A vibrant, rustic farmhouse showcases a rich red exterior with white trim, exuding classic Americana. The gabled roof features intricate thatching, highlighting traditional craftsmanship. A charming wooden front porch provides a welcoming entry, flanked by manicured hedges and a lush green lawn that enhances the homely feel. Nearby, a smaller red structure mirrors the main building’s aesthetic, complete with classic barn doors. Lush trees add natural beauty, while the expansive outdoor space suggests ample room for relaxation or gardening. The overall atmosphere is peaceful, drawing on the home’s connection to nature and rural living.
Front Porch

The front porch features a cozy seating area with light gray wicker furniture, complemented by mint green cushions. A long wooden dining table with matching chairs invites gatherings. Architectural details include a striking red metal roof, contrasting with white clapboard siding and large windows. Two dormer windows add character to the structure, while wall-mounted sconces provide subtle lighting. Surrounding greenery enhances the outdoor ambiance, suggesting a tranquil setting. A small grill sits nearby, perfect for outdoor cooking. Potted plants add touches of nature, creating a welcoming atmosphere that emphasizes both charm and functionality.
Historic Cottages

A picturesque view featuring three charming red cottages nestled amidst lush greenery. Each cottage boasts a rustic design with thatched roofs, exuding a cozy, inviting aesthetic. The cottages are set against a backdrop of dense trees, providing a sense of seclusion and tranquility. A gentle slope of vibrant green grass stretches in the foreground, enhancing the serene atmosphere. A wooden fence encircles the property, adding to its quaint charm. The cottages’ large windows and simple details reflect traditional craftsmanship, melding beautifully with the natural surroundings, creating a harmonious blend of architecture and landscape.
Listing Agent: Brian McGrath of McGrath Realty Inc via Zillow



