1909 Shingle Style Waterfront Estate in Connecticut With 6 Bedrooms, Private Boat Dock and Gazebo with Fireplace

Written By

Mathew Abraham

Updated on

Mathew Abraham

Mathew Abraham, editor of Century Homes America, brings his passion for architectural history to explore the stories behind America’s most iconic homes.

Margriet McGowan of Sotheby’s International Realty

This unique century home in Greenwich, offers sweeping views of Long Island Sound and the charm of private island living. Nestled on a half-acre plot with mature trees, it features a private boat dock, two boats, and meticulously landscaped perennial gardens. The architectural style blends classic coastal New England charm with modern luxury. Its spacious wrap-around porch, stone fireplace, and upgraded kitchen with Subzero and Wolf appliances highlight recent renovations. The home includes multiple bedrooms and an office with harbor views. Listed at $6,500,000, this property offers outdoor amenities like a gazebo with fireplace, kayak and paddleboard launch, and expansive decks, embodying coastal elegance and proximity to NYC.

Private Waterfront Estate

Margriet McGowan of Sotheby’s International Realty

Set on a small, lushly landscaped peninsula, this historic house sits surrounded by water on three sides, offering panoramic views of the tranquil bay. Mature trees provide natural shade, while manicured lawns and flowering shrubs frame the classic white wooden structure. Stone retaining walls edge the waterfront, blending natural and built elements seamlessly. Warm interior lighting glows through the windows, adding a cozy ambiance to the evening scene. A wooden dock with two moored boats extends into the water, providing private boat access. The serene setting, combined with timeless architectural charm and picturesque surroundings, creates an intimate and idyllic retreat.

Historic Waterfront Home

Margriet McGowan of Sotheby’s International Realty

A stately, three-story house rests on a stone foundation surrounded by a protective stone seawall. The exterior is clad in light-colored shingles with a classic gambrel roof featuring dormer windows. A wraparound porch on the first level offers a welcoming outdoor space with railings and columns typical of early American coastal architecture. The property is lush with mature trees and manicured greenery, enhancing the natural charm while blending into its waterfront setting. Beyond the house, calm waters and a neighboring beach with additional greenery and structures complete this serene island-like retreat under a bright blue sky.

Waterfront Pavilion

Margriet McGowan of Sotheby’s International Realty

Stone path and pier extend over calm water to a charming pavilion with a peaked metal roof, supported by white columns and stone bases. An inviting stone fireplace with a burning fire serves as the central feature under the pavilion. Blue cushioned seating surrounds a low rectangular fire pit near the flagpole flying the American flag. Lush greenery and mature trees frame the background, with serene water reflecting the natural and built elements. The setting combines rustic stone textures with clean white accents, creating a peaceful and classic waterfront retreat.

Waterfront Garden View

Margriet McGowan of Sotheby’s International Realty

A well-manicured green lawn slopes gently toward a calm waterfront lined with a marina dock and moored boats. Mature trees with twisted trunks form a natural border along the water’s edge, adding privacy and shade. To the right, a lush flower bed bursts with vibrant blue hydrangeas, contrasting richly with the green grass and foliage. The sky is bright and partly cloudy, enhancing the peaceful, scenic atmosphere. Stone edging and a few ground lights pepper the garden, suggesting a carefully curated outdoor space blending natural beauty with classic landscaping elements near the water.

Waterfront Garden and Dock

Margriet McGowan of Sotheby’s International Realty

A mature, coastal garden embraces a quaint historic home with light gray clapboard siding. Lush green grass carpets the gently sloping terrain, dotted with mature trees providing dappled shade. A rustic stone and rock seawall lines the water’s edge, with a rocky boat launch or dock centrally positioned, showcasing natural stone textures and seaweed along the waterline. The tranquil waterfront setting is complemented by a marina with moored boats visible in the background. The bright blue sky with scattered clouds mirrors the calm, peaceful aesthetic of this charming waterside retreat.

Waterfront Exterior View

Margriet McGowan of Sotheby’s International Realty

A multi-story historic home sits gracefully on a stone foundation with a view overlooking calm waters. The exterior walls are clad in soft gray wooden shingles, complemented by a natural wood-shingled roof with multiple dormer windows. A spacious wrap-around porch with classic white balustrades and cozy seating areas offers an inviting space to enjoy the waterfront scenery. Mature trees and lush green landscaping surround the home, blending nature with architecture. A notable stone retaining wall and rocky shoreline mark the boundary between the manicured lawn and the water’s edge. The house combines rustic charm with waterfront tranquility.

Waterfront Lawn

Margriet McGowan of Sotheby’s International Realty

A gently sloping green lawn leads down to a waterfront, bordered by mature trees including pines and leafy deciduous varieties. The water is calm and clear, hinting at a lake or river setting. A simple wooden dock extends into the water with a small rack holding boats or kayaks. The sky is mostly clear with some soft cloud coverage, adding brightness and a serene ambiance. The lush greenery and open space suggest a peaceful outdoor area ideal for relaxation or enjoying water activities, blending natural beauty with recreational use.

Waterfront Deck and Pier

Margriet McGowan of Sotheby’s International Realty

A serene waterfront deck constructed from weathered wood overlooks a calm body of water. The deck is furnished with three modern, reclining chairs, offering a perfect spot for relaxation. Lush greenery and manicured bushes surround the deck, adding to its natural charm. A stone seawall curves gently around the water’s edge, providing a sturdy boundary between the land and water. Extending into the water, a long stone pier leads to a small gazebo with a pitched roof, enhancing the peaceful and inviting atmosphere. The sky is clear with scattered clouds, and large, mature trees provide shade and privacy.

Outdoor Fireplace Pavilion

Margriet McGowan of Sotheby’s International Realty

A stone-paved waterfront pavilion stands on a rocky jetty, surrounded by calm waters. The structure has a dark metal hip roof supported by white columns, lending a classic coastal charm. At the pavilion’s center, a robust stone fireplace emits a warm fire, creating a cozy gathering spot. White Adirondack-style chairs and a matching coffee table complete the seating arrangement, complementing the pavilion’s serene blue and gray tones. Nearby, two blue reclining lounge chairs offer sunbathing options. A tall flagpole with an American flag marks the perimeter, enhancing the scenic, peaceful harbor atmosphere with lush green treeline backdrop.

Lakeside Garden Seating

Margriet McGowan of Sotheby’s International Realty

Two modern gray chaise lounges rest on lush green grass, positioned to face a stunning waterfront view. Mature leafy trees provide partial shade and are softly illuminated by ground lighting, adding warmth and ambiance as dusk settles. The garden is bordered by colorful flowering plants and neatly maintained shrubbery, contrasting the vibrant lawn. A stone wall edges the property, separating this serene, landscaped yard from calm blue waters, where a sailboat drifts gently in the distance. The setting sun or moonlight reflects on the water’s surface, creating a tranquil, picturesque retreat blending nature and quiet luxury.

Waterfront Covered Porch

Margriet McGowan of Sotheby’s International Realty

Expansive covered porch overlooking a serene waterfront, supported by square tapered wooden columns clad in shingles. The gabled ceiling, painted in a soft cream tone, highlights exposed beams with subtle lighting that casts a warm glow. Comfortable wicker seating, including armchairs and cushioned sofas, are arranged for relaxation, accompanied by small wooden side tables. The white wooden balustrade features detailed, symmetrical cutouts that add a historic charm. The porch floor is neutral-toned, complementing the natural textures of the furniture. The tranquil blue water extends beyond, framed by a distant view of lush greenery and classic coastal homes, evoking a peaceful, coastal ambiance.

Waterfront Deck Seating

Margriet McGowan of Sotheby’s International Realty

A serene wooden deck extends outward offering unobstructed views of a calm body of water under a dusky sky illuminated by a bright moon. The deck has simple railings and lattice skirting underneath, adding subtle texture and a classic touch. Two lounge chairs with wheels are positioned on the deck, angled for optimal relaxation and viewing. A large, sturdy tree trunk frames one side, blending natural elements with the built environment. The color palette includes soft blues, gentle pinks, and natural wood tones, creating a tranquil, inviting atmosphere perfect for peaceful evenings.

Waterfront Property Aerial

Margriet McGowan of Sotheby’s International Realty

This aerial view reveals a serene waterfront estate situated on a small peninsula surrounded by calm water. The property includes a classic home with multi-tiered roofing nestled among mature trees which provide ample shade. The lush green lawn extends toward the water’s edge, bordered by a rocky shoreline and a breakwater. A long, stone-paved jetty with a covered gazebo projects into the water, creating an inviting spot for relaxation or fishing. Below, a marina with several neatly docked boats showcases this home’s access to boating and water activities, blending natural beauty with leisure amenities harmoniously.

Dock Entrance to Historic Home

Margriet McGowan of Sotheby’s International Realty

A narrow wooden dock with sturdy white metal railings extends over calm water, leading directly to a paved stone walkway. The path gently ascends a lush, manicured green lawn dotted with mature trees that provide a blend of light and shadow. At the top of the incline, a classic American house with historic charm stands confidently. The home combines light gray siding with a simple architectural style, white trim around windows, a dormered roof, and a chimney. A covered porch wraps part of the house, offering a welcoming touch. The overall scene exudes serene waterfront elegance with a timeless aesthetic.

Private Dock and Boathouse

Margriet McGowan of Sotheby’s International Realty

A wooden dock extends over calm blue waters of a river or lake, with a small white motorboat securely moored alongside. The dock is weathered, adding a rustic charm, and is enclosed by metal railings with a steering wheel-like design element visible in close-up. To the right, evergreen trees provide natural shade and contrast with the open sky, while in the distance, a quaint stone pier supports a white gazebo with a metal roof, enhancing the serene waterside atmosphere. The scene evokes peaceful outdoor living with a maritime aesthetic and natural beauty.

Community Pool House Exterior

Margriet McGowan of Sotheby’s International Realty

A charming pool house building with a light blue shingle façade and white trim, topped with a steeply pitched gray shingled roof. A cupola with windows crowns the roof, adding historic architectural character. The entrance is marked by a curved arch with “BYRAM PARK POOL” signage. Surrounding landscaping includes manicured bushes, trees, large natural rocks, and a stone pillar displaying a commemorative plaque. A white directional signpost nearby points to local destinations and amenities including the pool, restrooms, lifeguards, town hall, and beach. The setting is peaceful with mature greenery and clear blue skies.

Waterfront Garden Seating

Margriet McGowan of Sotheby’s International Realty

Two sleek, modern chaise lounges with light gray fabric and wooden frames are positioned on a lush, well-maintained green lawn. The garden area is bordered by dense, colorful shrubbery and flowering plants, adding natural vibrancy to the space. A low stone wall separates the garden from the serene waterfront, offering unobstructed views of the calm blue water and distant islands. Mature trees with sprawling branches provide partial shade, creating a peaceful and inviting outdoor retreat. The clear sky with scattered clouds and the gentle shadows cast on the grass enhance the tranquil ambiance of this elegant waterside garden.

Waterfront Deck

Margriet McGowan of Sotheby’s International Realty

Wooden deck overlooking a calm, expansive body of water, framed by lush green shrubbery and a large, mature tree. The deck’s rustic, weathered wood planks and railings evoke a natural, relaxed coastal vibe. Two lounge chairs and a low wooden table offer seating for enjoying the serene water views. Stone retaining wall separates the deck from the water’s edge, complementing the home’s traditional exterior. The adjacent covered porch features classic tapered columns and additional seating, with a muted color palette of natural wood and soft grays enhancing the peaceful, seaside ambiance.

Seaside Garden View

Margriet McGowan of Sotheby’s International Realty

Blue hydrangeas flourish beside a white wooden staircase leading to a covered porch with outdoor seating. The grey shingle siding of the house contrasts softly with vibrant greenery and a well-manicured lawn. A large, mature tree rises gracefully, its branches casting dappled shadows on the grass. Beyond the garden, a stone wall marks the boundary with calm, expansive water under a partly cloudy, bright blue sky. The overall atmosphere is serene and inviting, blending coastal charm with lush garden landscaping for a classic seaside retreat.

Covered Porch Dining

Margriet McGowan of Sotheby’s International Realty

A spacious covered porch overlooking a serene body of water with lush greenery in the distance. The ceiling is painted a soft, calming blue paired with white exposed beams that create an airy, cottage-like charm. The walls are clad in weathered gray shingles, adding to the traditional coastal vibe. A large rustic wooden door with black iron hardware opens into the porch area. At the center, a wooden dining table with matching chairs is set atop a neutral striped rug, adorned with a green patterned tablecloth and a vase of fresh greenery, inviting leisurely outdoor meals.

Living Room with Fireplace

Margriet McGowan of Sotheby’s International Realty

Neutral tones dominate the space, with beige walls and a pale sectional sofa accented by patterned throw pillows. Large windows offer expansive views of the ocean, flooding the room with natural light and creating a serene ambiance. The stone fireplace, constructed from irregular natural rocks, acts as a rustic focal point topped with artful décor including a sculptural branch and vases. Complementing this is a modern glass coffee table with a wooden frame and a patterned light area rug. Occupying the foreground, natural wood stools add organic texture, blending contemporary comfort with coastal charm.

Dining Room with Water View

Margriet McGowan of Sotheby’s International Realty

A spacious dining area framed by large windows offers a picturesque view of a waterfront landscape, creating a serene ambiance. The dark wooden table serves as the room’s centerpiece, surrounded by olive green ladder-back chairs with woven seats, introducing subtle rustic warmth. Light blue-gray curtains complement the neutral wall colors and wooden window trims, harmonizing with the pastel striped rug underfoot, which adds texture and color cohesion. The modern chandelier with white lampshades suspended above the table provides gentle illumination, while fresh tulips in a decorative vase bring a lively, natural accent to the elegant yet inviting space.

Kitchen Island and Storage

Margriet McGowan of Sotheby’s International Realty

Large central island with a polished granite countertop anchors the kitchen, providing both workspace and storage. The cabinetry is painted in a creamy off-white, blending seamlessly with the matching paneled refrigerator and built-in double oven. Glass-front upper cabinets display neatly arranged dishes and glassware, adding lightness to the design. A stainless steel range hood complements the modern appliances and contrasts with the rustic terracotta tile floor, adding warmth and texture. A window above the sink offers a scenic waterfront view, bringing natural light and a sense of openness to the bright, airy kitchen.

Breakfast Nook View

Margriet McGowan of Sotheby’s International Realty

Wooden dining table accompanied by four rustic chairs with striped and patterned cushions, arranged neatly by a large window capturing an expansive view of a marina and lush trees beyond. The walls are painted in soft white, complementing the natural warm tones of the terracotta tile flooring. To the left, a white door with multiple glass panes and white cabinetry with granite countertops provide a functional yet cozy kitchen ambience. Bright daylight pours through the large windows, enhancing the room’s airy, inviting atmosphere while blending classic rustic charm with coastal serenity.

Sunroom with Water View

Margriet McGowan of Sotheby’s International Realty

Corner sunroom featuring expansive windows framed in warm natural wood that bring in abundant daylight while offering unobstructed views of a serene blue water body with distant islands and overhanging tree branches. The room’s neutral palette consists of soft whites and light beiges that enhance the airy feeling. Furnishings include a pair of armchairs upholstered in subtly patterned fabric with wooden arms and legs, and a sleek, modern white marble-topped table supporting plants, adding greenery and softness. The space combines minimalistic comfort with a strong connection to nature through the panoramic waterfront outlook.

Bedroom with Water View

Margriet McGowan of Sotheby’s International Realty

Bright and airy bedroom featuring large, wood-framed windows that overlook a stunning body of water, bringing natural light into the space. White walls and ceiling emphasize a clean, minimalist aesthetic, complementing the light wood elements such as the door, dresser, and window trim. A neatly made bed with crisp white linens and a single blue-gray bolster pillow adds subtle contrast. Two modern, mid-century style armchairs with curved wooden arms face the window, accompanied by a small table with potted plants, adding a touch of nature indoors. Subtle decorative touches include a mirror above the dresser and a sculptural wall piece near the window, blending simplicity with warmth.

Bedroom with Waterfront View

Margriet McGowan of Sotheby’s International Realty

The room is painted in soft, neutral tones that enhance the natural light flooding through the large, waterfront-facing windows. These windows provide a stunning view of the water, framed by lush green trees. The bed, dressed in crisp white linens and a textured white throw, is positioned to enjoy the scenic outlook. A beige woven rug covers warm wooden floors, adding a subtle texture. A muted beige curtain hangs on a metal rod, complementing a simple wooden chair in the corner. A framed artwork with light pastel colors adorns the wall, contributing to the serene, coastal ambiance.

Listing Agent: Margriet McGowan of Sotheby’s International Realty via Zillow 

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