$29.9M Oyster Bay Waterfront Estate with 20,000 Sq Ft Red-Brick Mansion, Private Beach, Bowling Alley & Waterfall

August 5, 2025

MiddleSea is an extraordinary 14.6-acre waterfront estate located in Oyster Bay, NY, recently remodeled with a multimillion-dollar renovation that blends timeless elegance and modern luxury. The estate features three exquisite homes, including a 20,000 sq. ft. main red-brick mansion with classic architectural elements such as a wrought iron and marble staircase, high ceilings, and multiple fireplaces. Boasting approximately 2,000 feet of sandy beach frontage, this private retreat offers panoramic water views, a private bowling alley, a wine cellar, a spa, a ballroom, and a gourmet kitchen outfitted with professional appliances. Outdoor amenities include a swimming pool, waterfall, floating dock, and boat ramp. Listed at $29.9 million, this estate is an unrivaled sanctuary just minutes from New York City.

Entrance Gate

Lisa M. Lavelle CBR of BERKSHIRE HATHAWAY

A grand wrought-iron gate with ornate decorative scrollwork sits between four brick columns topped with light-colored caps. Elegant lantern-style lights are mounted on the brick pillars, adding a vintage charm. The gate opens to a paved driveway that curves gently into a lush, green estate filled with mature trees and well-maintained landscaping. The hedge and low-growing plants lining the pathway provide a neat and orderly frame. The scene combines classic ironwork craftsmanship with traditional brick masonry, evoking timeless elegance and welcoming visitors into a stately and serene property.

Waterfront View

Lisa M. Lavelle CBR of BERKSHIRE HATHAWAY

A scenic waterfront area featuring a sandy beach bordered by a low stone wall. A small, quaint building with multiple chimneys and dormer windows sits directly behind the beach, surrounded by green lawns and trees. The property rises gently behind the building, with a larger historic house partially visible on the hill, accompanied by manicured terraces and shrubbery. A wooden dock extends into the calm blue water, suitable for boats to moor. In the broader background, numerous sailboats float peacefully on the water, and a winding pathway runs along the grassy slope toward the larger residence.

Estate Garden

Lisa M. Lavelle CBR of BERKSHIRE HATHAWAY

This luxurious estate garden features a spacious, formal layout descending toward a large historic brick home with tall chimneys and multiple windows. A central water fountain with a jet creates a serene focal point, surrounded by stone and pebble detailing. The garden is bordered by manicured green hedges, neatly trimmed bushes, and flower beds with symmetrical landscaping. Brick pathways and terraces lead down the slope, flanked by stone benches for seating. Large trees frame the garden, enhancing its natural charm, while a distant waterfront with boats is visible beyond the property, adding a scenic backdrop.

Garage Exterior

Lisa M. Lavelle CBR of BERKSHIRE HATHAWAY

A spacious brick-paved courtyard is surrounded by a classic red brick garage structure with two sections, each having two carriage-style garage doors painted in a muted green. The garage sections feature gabled rooflines with slate gray shingles and dormer windows that add an elegant architectural dimension. Between the garage wings, a covered walkway with decorative columns provides access to additional doors painted in the same green. The garage structure is complemented by neatly arranged flower pots with vibrant greenery and blooms, set against a backdrop of tall trees under a clear blue sky.

Grand Foyer Entry

Lisa M. Lavelle CBR of BERKSHIRE HATHAWAY

This grand foyer features a striking black and white checkered marble floor that adds a dramatic and classic feel to the space. The walls are painted bright white, creating an airy and open atmosphere. An ornate wrought iron railing lines the sweeping staircase that curves gracefully to the second floor. Large, multi-paned windows behind the stairs flood the area with natural light and offer views of the outdoors. Architectural details include a coffered ceiling with intricate molding and a large, round chandelier hanging centrally, enhancing the elegant and timeless design. To the right, a wide doorway with white trim leads to an adjoining room with warm-toned parquet flooring and a statement chandelier.

Kitchen Island

Lisa M. Lavelle CBR of BERKSHIRE HATHAWAY

This kitchen features a spacious and elegant design centered around two large white islands with marble countertops, offering ample workspace and storage. The cabinetry is classic white with detailed paneling and brass handles, creating a refined and timeless look. Four large globe pendant lights with brass fixtures hang above the islands, adding warmth and sophistication. The kitchen has a rich wood floor that contrasts beautifully with the bright white cabinetry and ceiling. A distinct blue range hood adds a pop of color, flanked by glass-front cabinets with gold accents. Recessed ceiling lights brighten the entire space, enhancing the airy and open atmosphere.

Kitchen Details

Lisa M. Lavelle CBR of BERKSHIRE HATHAWAY

This kitchen features a stylish blend of classic and contemporary elements. The standout piece is a large blue stove with bronze hardware, paired with a matching blue range hood accented with brass trim. Surrounding cabinetry is painted white with bronze handles and extends up to the ceiling, flanking small stained glass windows on either side of the hood. White marble countertops and backsplash add a luxurious tone, complementing the warm wooden flooring. The layout includes a central island with a sink and modern chrome faucet, positioned near two large windows that let in natural light and offer views of lush greenery outside.

Modern Kitchen

Lisa M. Lavelle CBR of BERKSHIRE HATHAWAY

This kitchen features a sleek, industrial design dominated by stainless steel surfaces and appliances. The cabinetry, countertops, and backsplash are all stainless steel, creating a seamless, polished look that emphasizes cleanliness and durability. A deep sink with a modern, flexible pull-down faucet is positioned on the left, flanked by multiple drawers and a built-in dishwasher below. On the right side, a stove with multiple burners and a stainless steel range hood complements the cabinetry. The floor is light-colored tile, and white walls, partially tiled with subway tiles, brighten the space. A glass and metal door at the far end adds contemporary sophistication and access.

Dining Room Centerpiece

Lisa M. Lavelle CBR of BERKSHIRE HATHAWAY

A spacious dining room features a large oval table surrounded by ten modern chairs with beige upholstery and metallic gold frames. Above the table, two elegant pendant lights with layered, translucent shades hang from a white coffered ceiling adorned with detailed crown molding. The floor is covered by a neutral-toned area rug that complements the warm wood parquet flooring. The room’s bright white walls and ceiling create an airy atmosphere, further enhanced by a large window letting in natural light. Ornamental plants and a classic mantelpiece add refined character to this sophisticated setting.

Master Bedroom

Lisa M. Lavelle CBR of BERKSHIRE HATHAWAY

This master bedroom features an elegant white and neutral color scheme with soft accents. The vaulted ceiling has gentle arches and is finished in white, complemented by two silver chandeliers with fabric shades. A large bed with white linens and a matching bench rests on a patterned beige rug over richly grained hardwood flooring arranged in a geometric parquet design. A carved fireplace with a lit fire and a vase of white lilies adorns one wall beneath a mounted flat-screen TV. The room includes expansive windows and French doors that open to reveal views of water and lush greenery outside, allowing abundant natural light to fill the space.

Bathroom Shower Area

Lisa M. Lavelle CBR of BERKSHIRE HATHAWAY

A spacious and elegant bathroom featuring a large glass-enclosed shower with dual windows offering a scenic view of a tree and water outside. The shower has multiple showerheads and a built-in bench running beneath the windows. The color palette is primarily white, creating a bright and clean atmosphere. The floor has a subtle border design in a neutral tone. Alongside the shower, a white vanity with a single sink and multiple drawers and cabinets provides storage. Modern light fixtures and a chandelier add a touch of sophistication to the airy, luxurious space.

Grand Hall

Lisa M. Lavelle CBR of BERKSHIRE HATHAWAY

A spacious grand hall characterized by a polished light wood floor running down the center, bordered by white marble flooring with intricate dark detailing. The room features a series of classical-style columns with decorative capitals supporting gracefully arched ceilings, all painted in soft white tones that enhance the brightness. Elegant wall sconces and ceiling light fixtures provide soft illumination. A decorative fireplace with detailed tile work and a large ornate mirror above it is situated on the left-hand side. French doors with large windows open to the exterior, allowing natural light to flood the room, emphasizing its airy and majestic ambiance.

Wine Cellar

Lisa M. Lavelle CBR of BERKSHIRE HATHAWAY

This wine cellar features a gently arched ceiling with a warm, textured plaster finish, complemented by soft, ambient lighting from multiple wall-mounted and ceiling fixtures. The floor is laid with large, rectangular stone tiles in varying beige tones. Along one wall, extensive wooden wine racks with individual slots for bottles provide ample storage, labeled for organization. A central dark wood table with intricate carved details depicting wine-themed motifs offers a focal point. Adjacent to it, a small round table with four matching wooden chairs and a black candelabra create a cozy sampling area. The overall aesthetic blends rustic charm with functional elegance.

Living Room View

Lisa M. Lavelle CBR of BERKSHIRE HATHAWAY

This living room exudes coastal elegance with a bright, airy layout centered around a large beige sofa adorned with blue and neutral cushions. Two tufted blue armchairs and a matching ottoman provide additional seating, while a plush, tufted beige ottoman serves as a coffee table. The floor features a richly patterned Persian-style rug in deep hues, adding warmth and character. Natural light floods the room through expansive French doors and multiple windows, offering stunning views of a water body beyond a brick patio. Nautical decor, including sizable model sailboats, enhances the serene, seaside ambiance. White walls and detailed molding emphasize a classic, refined look.

Kitchen Island

Lisa M. Lavelle CBR of BERKSHIRE HATHAWAY

This kitchen features a large white island with ornate detailing and multiple drawers, serving as a central workspace. Surrounding cabinetry is painted white with classic panel designs, extending to the ceiling with elegant crown molding and corbels in a historic style. The room showcases beautiful dark wooden parquet flooring with geometric patterns that contrast with the predominantly white color scheme. A luxurious, circular chandelier with crystal accents hangs over the island, providing an upscale focal point. Large windows allow natural light to flood the space, framing a serene waterside view. An integrated television is installed within the cabinetry, combining modern technology with traditional design.

Living Room View

Lisa M. Lavelle CBR of BERKSHIRE HATHAWAY

This living room features a cozy yet elegant design with a beige and white color palette accented by a vibrant red and blue patterned area rug. A light gray sofa adorned with purple and red cushions sits opposite a cream-colored armchair with a patriotic pillow. A wooden coffee table with metal legs anchors the seating area. The room has a traditional fireplace with intricate molding and a large flat-screen TV mounted above. Multiple windows and glass French doors let in natural light and offer a scenic view of a waterfront patio and greenery beyond, enhancing the airy ambiance.

Bowling Alley

Lisa M. Lavelle CBR of BERKSHIRE HATHAWAY

A compact, private bowling alley designed in a long, narrow space framed by light beige paneled walls with vertical detailing. The polished wooden floor contrasts subtly with the white ceilings that incorporate recessed lighting for bright, even illumination. Two bowling lanes extend toward a set of pins under large, animated screens showing bowling-themed visuals. A ball return system holds various bowling balls in colors like blue, teal, and maroon. The overall ambiance is sleek and functional, offering a playful yet refined entertainment area blending classic sporting elements with minimalist design.

Listing Agent: Lisa M. Lavelle CBR of BERKSHIRE HATHAWAY via Zillow