See What $20M Buys You in Westport, Connecticut

The iconic estate, a former Bedford family residence, offers a unique blend of historical significance and luxury, located on Fairfield County’s Gold Coast. Built in an elegant architectural style, featuring leaded glass windows and grand millwork, it encompasses over 3.55 acres with stunning views of Long Island Sound. Recently listed for $19.8 million, the property includes a waterfront pool, a pool house, and a 3-bedroom guest cottage. Notable for its storied past, it was once home to Lucie Bedford and renowned race car driver Briggs Cunningham. This extraordinary estate, rich in character and charm, provides a remarkable opportunity to own a piece of Westport’s illustrious history.
Exterior View

The historic American home showcases a charming Tudor architectural style with a blend of stone and timber-framed elements. The façade features a multi-pitched roof covered in textured shingles, while decorative half-timbering adds character to the upper stories. Lush green trees and well-manicured hedges surround the home, enhancing its stately presence. A gravel driveway leads to the entrance, flanked by neatly trimmed boxwoods. Large windows, adorned with decorative wrought iron grills, invite natural light. The overall color palette combines earthy tones of stone with warm wooden accents, creating a welcoming, timeless atmosphere.
Exterior View

A grand historic American home stands majestically overlooking a tranquil body of water. The stone facade features large, paneled windows framed by elegant stone detailing, while a steeply pitched slate roof adds character. Lush greenery surrounds the property, with perfectly manicured lawns leading to a beach-like shoreline. The outdoor space includes a shimmering pool tucked near the house, complemented by vibrant flower beds and thick trees, enhancing the natural beauty. A gentle slope transitions from the water’s edge to the expansive green expanse, inviting peaceful outdoor gatherings and offering spectacular views of the landscape and sky.
Backyard Oasis

This outdoor space features a serene swimming pool framed by lush greenery and well-manicured gardens. The pool itself has clear water reflecting the blue sky above, bordered by textured stone tiles that offer a sophisticated look. Comfy lounge chairs, positioned on one side, provide a perfect spot for relaxation. The vibrant flower pots add pops of color, contrasting beautifully with the deep green grass that blankets the ground. Tall hedges and flowering shrubs create a private, tranquil atmosphere, making this backyard a delightful retreat for sunbathing or enjoying nature in a luxurious setting.
Lawn View

A vast green lawn stretches out, meticulously maintained with lush grass presenting a vibrant look. To the left, a historic stone house with a textured façade features multiple windows, allowing natural light to flood in. Towering trees provide ample shade, enhancing the serene atmosphere. In the background, a glimpse of the coastline peeks through, with the ocean softly lapping at the shore. The sky is a bright blue, dotted with wispy clouds, completing this picturesque setting. The combination of natural greenery and the charming stone architecture creates a harmonious balance between nature and human design.
Pool Area

The pool area features a sparkling, turquoise swimming pool with a unique, smooth contour edged by white stone tiles, creating an inviting and luxurious feel. Surrounding the pool, sleek, modern lounge chairs are arranged for relaxation, complemented by vibrant flower pots adding a splash of color. Lush greenery lines the perimeter, with tall shrubs and flowering plants that enhance the natural beauty. The expansive lawn provides an open space, seamlessly merging with the stunning view of the ocean in the background, where bright blue skies reflect off the water, creating a serene and tranquil atmosphere ideal for outdoor leisure.
Home Exterior

The view showcases a charming historic home with a distinct Tudor architectural style. The stone façade contrasts beautifully with the wooden beams, creating an inviting yet classic appearance. Surrounding the house, lush greenery and mature trees provide shade and enhance the natural beauty of the property. The entrance features a pebbled driveway leading to a prominent front door, framed by well-maintained landscaping. A stone gate flanked by spherical lights welcomes visitors. The overall color palette is a soothing mix of earthy tones and greenery, emphasizing a harmonious blend of rustic elegance and nature.
Entry Hall

The entry hall features high ceilings with exposed wooden beams, creating a rustic charm. Dark wooden railings line the staircase, showcasing intricate carvings. A sleek, dark wooden console table with ornate detailing sits against the wall, topped with elegant glass candle holders. The walls are painted a soft white, enhancing the airy feel of the space. Natural light floods in through large windows, offering a view of the landscaped garden outside. Antique framed artwork adorns the walls, complementing the refined aesthetic. The warm wooden flooring contributes to the inviting atmosphere, merging classic and contemporary design elements.
Living Room

A spacious living room showcases an elegant mix of classic and contemporary design. Rich wooden details adorn the walls, highlighted by large windows that invite ample natural light, creating an airy atmosphere. The color scheme features soft creams and light browns, complemented by floral and geometric patterns across the upholstery. A grand fireplace serves as the focal point, framed by intricate wooden cabinetry. Plush sofas and armchairs with ornate detailing and cushions add comfort and sophistication. A round table with a polished surface sits nearby, adorned with crystal décor, enhancing the luxurious aesthetic while maintaining an inviting ambiance.
Living Room

A grand living room featuring a striking fireplace framed by an ornate wooden mantel with intricate carvings. The rich, dark hardwood flooring contrasts with the light, softly hued wooden paneling that adds warmth and sophistication. Two luxurious armchairs, upholstered in a delicate patterned fabric, boast elegant gold detailing and plush cushions, inviting comfort. A large, decorative mirror reflects the room’s spaciousness, complemented by subtle artwork hung above the fireplace. Natural light streams in, enhancing the elegant ambiance and showcasing the detailed craftsmanship of the furniture and architecture, creating a refined yet cozy atmosphere.
Living Room

The living room features a spacious layout enhanced by natural light streaming through large windows, offering scenic views of the outdoors. A traditional fireplace anchors the room, surrounded by ornate, cream-colored sofas adorned with intricate patterns and plush cushions. Elegant wooden accents complement the warm, hardwood flooring, while a large area rug adds comfort. Decorative elements include vintage-style chandeliers and tall vases, providing a refined aesthetic. A mix of styles is present, with a cozy seating arrangement and a tasteful blend of classic furniture, creating an inviting atmosphere ideal for relaxation and gatherings.
Sunroom

A spacious sunroom features large arched windows framing sweeping views of a lush green lawn and serene ocean. Soft, light-colored furniture, including a plush sofa adorned with multiple white throw pillows, invites relaxation. A simple wooden coffee table, set atop a textured area rug, complements the soft elegance of the space. The ceiling showcases a stylish lattice design that enhances the airy atmosphere, while the neutral color palette harmonizes with the natural light flooding in. Adjacent to the sunroom, sliding doors lead out to a tranquil pool area, seamlessly blending indoor and outdoor living.
Library Lounge

This cozy space features rich wooden beams and paneled walls, creating a warm, inviting atmosphere. A plush purple sectional sofa dominates the room, adorned with an array of decorative pillows, enhancing the comfort. Complementing the seating are two stylish light fixtures that add a modern touch amidst the historic details. A circular coffee table sits centrally, with a sleek gold finish that contrasts beautifully with the dark tones of the seating. Floor-to-ceiling bookshelves line the walls, filled with an eclectic collection of books, while framed artwork adds character and intrigue to this reading oasis.
Kitchen Details

This kitchen features vintage floral wallpaper, enveloping the space with vibrant hues of pink and red against a dark background, creating a warm ambiance. Exposed wooden beams stretch across the ceiling, complementing the rustic charm. A central island is equipped with a gray countertop, surrounded by high wooden stools adorned with floral-patterned cushions. A large range hood, metallic and stylish, is prominently displayed above the stove, while framed botanical art enhances the walls. Light fixtures offer soft illumination, and the terracotta tile flooring adds texture, balancing the color scheme with its earthy tones.
Dining Room

This vibrant dining room features an ornate floral wallpaper that envelops the space, creating a cozier atmosphere. An octagonal shape framed by large, dark-framed windows allows ample natural light to filter in, highlighting the intricate details of the décor. In the center, a round dining table is dressed with a floral tablecloth, surrounded by six elegant upholstered chairs. Potted greenery adds a touch of nature, enhancing the lively ambiance. The flooring consists of warm, terracotta hexagonal tiles that contrast beautifully with the vivid colors of the room. A decorative chandelier hangs overhead, enhancing the room’s charm.
Backyard Oasis

A serene backyard featuring a sparkling blue swimming pool is framed by lush green trees and manicured lawns. The pool has a smooth, rectangular edge with a light-colored stone coping, accentuating the clear water. White lounge chairs are strategically placed beside the pool, inviting relaxation under the sun. In the background, a beautifully designed historic home showcases stone and wood details, with large windows allowing natural light to flood in. Nearby, a cozy seating area under a trellis, adorned with soft cushions, adds to the inviting essence of this outdoor space, perfect for gatherings or quiet retreats.
Backyard Oasis

The image shows a spacious backyard featuring a pristine pool surrounded by manicured lawn. The pool is in the foreground, with sleek lounge chairs positioned nearby for relaxation. A charming stone building, likely a pool house, is adjacent to the pool, providing additional outdoor space. The main house boasts a mix of natural stone and large windows that enhance light and views of the surroundings. Lush trees and flowering shrubs frame the scene, creating a serene atmosphere. The overall color scheme blends earthy tones with vibrant greens, embodying a classic and cohesive design aesthetic.
Backyard Oasis

A serene outdoor space featuring a sparkling pool that curves elegantly into the landscape, surrounded by a meticulously maintained lawn. Plush lounge chairs are positioned alongside the pool, inviting relaxation under the sun. Lush greenery, including a large tree and blooming flowers in elegant planters, enhance the vibrant outdoor atmosphere. The stone patio bordering the pool seamlessly integrates natural elements with thoughtful design. In the background, the expansive view of the calm water extends to the horizon, bringing a sense of tranquility. The clear blue sky complements the inviting aquatic hues, creating a perfect environment for leisure.
Exterior View

A charming exterior of a historic American home is showcased with soft beige stucco walls and a pitched roof featuring gray shingles. Tall, rectangular windows framed in white let in abundant natural light and maintain a classic aesthetic. A manicured lawn expands in front, vibrant green and evenly trimmed, bordered by lush, neatly-shaped hedges. The home is accompanied by a symmetrical arrangement of small trees in stone planters that add character. A traditional brick chimney rises prominently, enhancing the architectural detail. The overall scene is serene and inviting, set against a backdrop of clear blue skies.
Patio

A spacious patio features a cozy sitting area made up of stylish white cushions resting on sleek black metal frames. A low coffee table, also in black, sits at the center, accented with fresh flowers. Large glass doors behind the seating provide an inviting view of the interior space, showcasing soft lighting and a warm ambiance. The patio is bordered by lush greenery, including vibrant trees and ornamental plants, enhancing the sense of tranquility. An awning above offers gentle shade, while the stone flooring adds a rustic charm, making it an ideal place for relaxation and outdoor gatherings.
Living Room

A bright living room featuring a coastal aesthetic with an open layout. Soft, white walls and a light beige carpet create a calming backdrop. Large glass doors frame the breathtaking ocean view, enhancing natural light. Rattan furniture, including a plush sofa and armchairs, adds warmth, complemented by decorative throw pillows. A sleek glass dining table sits nearby, surrounded by upholstered chairs, echoing the room’s light palette. Elegant mirrors with intricate designs adorn the wall, reflecting the outdoor scenery. The ceiling features a unique fabric detail, creating a relaxed ambiance, while subtle light fixtures enhance the inviting atmosphere.
Exterior View

A sprawling green lawn stretches across the foreground, leading to a grand historic home with stone facades and characteristic architectural details. Towering trees and lush shrubbery border the property, enhancing the natural beauty. The house showcases a steeply pitched roof adorned with intricate gables, large windows framed in dark wood, and decorative stonework that enhances its timeless allure. Soft sunlight bathes the scene, highlighting the vibrancy of the manicured grass and creating a serene ambiance. The space exudes elegance and charm, inviting contemplation of leisurely afternoons spent enjoying the picturesque surroundings.
Waterfront View

The image highlights a serene waterfront area featuring a gently curving seawall that transitions smoothly into the shoreline. The broad, concrete steps lead down to a tranquil beach area where the water meets the shore. Lush greenery, including trees and shrubbery, frames the scene, adding a refreshing contrast to the blue hues of the sky and water. A vast expanse of clear, shimmering water reflects the sunlight, creating a calming ambiance. The light-colored concrete and well-maintained grass enhance the outdoor living experience, making it an inviting space for relaxation and enjoyment of nature.
Garden View

A vast expanse of manicured lawn stretches towards a tranquil shoreline, bordered by a sturdy concrete seawall. The lush green grass leads to a sandy beach where gentle waves kiss the shore. Towering trees provide shade and natural beauty, while elegant historic homes are scattered throughout the landscape, showcasing varied architectural styles. The house on the left displays intricate stonework and large, welcoming windows, inviting light into the interior. Bright blue skies overhead contrast beautifully with the emerald greenery, enhancing the serene atmosphere of this picturesque waterfront property.
Listing Agent: Cyd Hamer of William Pitt Sotheby’s Int’l via Zillow