This exquisite waterfront estate, located at 5520 Leeward Lane on Tilghman Island, Maryland, epitomizes classic coastal luxury blended with timeless architectural design. The home exhibits a refined colonial-style facade characterized by its symmetrical structure, dormer windows, and a welcoming expansive front porch. Nestled at the end of a serene and tree-lined drive, this private retreat boasts panoramic water views that grace nearly every room, fostering a strong connection with the natural surroundings. Listed at $2,200,000, 5520 Leeward Lane offers more than a home—it delivers an unparalleled lifestyle where land, sea, and sky merge in harmony.

Main Level Floor Plan

This detailed floor plan presents the layout of a spacious home’s main level featuring interconnected living spaces designed for comfort and versatility. The primary bedroom is sizeable, with two walk-in closets and a large primary bath equipped with dual sinks, a bathtub, and a shower. Adjacent to this suite is a laundry room and a half bath. The kitchen lies at the home’s center, designed with a unique angled island, connecting smoothly to a breakfast nook for casual dining. The open living room flows from the kitchen, providing ample space for socializing. A formal dining room and an inviting den complete this elegant and functional layout.

Second Floor Layout

This spacious second-floor plan showcases a functional and well-organized layout featuring four bedrooms and two bathrooms connected by a wide 30’5″ hall. The bedrooms range in size from 14’1″ by 14’6″ to 15’0″ by 12’2″, offering ample private space. An open-to-below area adjacent to the stairway adds architectural interest and allows for visual connection to the first floor. The bathrooms are compact yet efficiently arranged. The floor plan emphasizes flow and accessibility, balancing personal retreats with communal areas, while providing multiple closet spaces and easy circulation through wide hallways.

Front Exterior View

This traditional two-story home features classic white siding with contrasting green shutters, enhancing its timeless charm. The roof is adorned with three dormer windows that add architectural interest and provide natural light inside. A wide, covered front porch supported by white pillars creates a welcoming entrance. The front door is painted green, harmonizing with the shutters for cohesive curb appeal. Neatly manicured bushes and trees are thoughtfully placed in the landscaped beds that border the porch and stretch out into a spacious front lawn, setting a serene and inviting tone for the property.

Front Porch Seating

This charming front porch features a spacious layout with a smooth concrete floor and a wide overhang providing ample shade. Classic white columns with black trim accents support the roof, complemented by a crisp white railing that encloses the space, enhancing safety and style. Two wooden rocking chairs offer inviting seating, creating a cozy spot to relax while enjoying the scenic view of lush greenery and a winding driveway. The pristine siding of the house and traditional lantern-style wall sconces add to the timeless, welcoming aesthetic of this outdoor living area.

Living Room and Staircase

This bright living space features a warm and inviting atmosphere with light cream walls and natural wood flooring. The room is anchored by a large dark patterned area rug, contrasting beautifully with the wooden oval coffee table that sits at the center. Soft beige and gray couches provide ample seating, enhancing comfort while maintaining a neutral palette. The open layout seamlessly connects to an adjacent room with large windows and glass doors, offering stunning waterfront views and access to outdoor seating. A classic staircase with wooden handrails and white balusters adds architectural character while leading upstairs. Traditional crown molding and a simple ceiling light fixture complete the elegant yet cozy ambiance.

Living Room Seating Area

This cozy living room features a warm, inviting space with two plush beige sofas, accented by a mix of patterned and solid throw pillows in rich burgundy and golden yellow tones. A large, intricately patterned black area rug with beige and burgundy accents anchors the seating arrangement, complementing the warm wood floors. The walls are painted a pale, neutral cream with coordinating wood trim. Windows dressed with sheer white curtains and floral valances allow ample natural light, while a framed cityscape painting enhances the traditional aesthetic. The room opens into a connected, light-filled family room, creating a spacious flow.

Spacious Kitchen Area

This kitchen exudes warmth with its extensive use of natural wood cabinetry, featuring rich honey tones and detailed paneling. A large stainless steel commercial-grade range and hood create a focal point alongside a matching microwave and refrigerator, blending functionality with style. Granite countertops in a neutral beige complement the tiled flooring, ensuring easy maintenance. Central to the space is a wooden island with open shelving below for pots and pans, topped with a butcher block surface. Above, a metal pot rack hangs, showcasing an array of cookware. The kitchen flows openly into a living area visible through large arched windows that invite natural light, enhancing the bright and airy atmosphere.

Living Room Seating Area

This inviting living room features a spacious seating arrangement with soft, light gray sectional sofas centered around an intricately patterned area rug. The hardwood floor adds warmth, contrasting elegantly with the neutral beige walls and white crown molding. A large flat-screen TV is mounted above a wooden entertainment console flanked by two glass-front cabinets with wooden frames, displaying decorative vases. Natural light filters through sheer curtains on the left, enhancing the open feel. Visible through a wide doorway, a cozy adjacent sitting area is decorated with patterned valances and comfortable cushions, while a glass-paneled door marked “Pantry” adds architectural interest.

Dining Area with Scenic Views

This dining space blends comfort and natural beauty through its layout and decor. A rectangular wooden table with a floral tablecloth anchors the room, paired with a rustic bench and cushioned chairs for varied seating. The area is softened by a plush, light beige rug on the warm-toned hardwood floor. Large sliding glass doors unveil stunning waterfront vistas, flooding the space with natural light. The light cream walls and vaulted ceiling add a sense of openness, accented by three pendant lights showcasing warm red, blue, and amber hues. Adjacent wicker furniture, greenery, and a striking red cabinet contribute a cozy, eclectic charm to the home’s inviting ambiance.

Open Living & Dining Area

This spacious open-concept living and dining area features a vaulted ceiling with soft cream walls that brighten the space. The focal point is a wicker sofa adorned with vibrant red cushions patterned with tropical flowers, paired with a matching wicker coffee table. The dining area includes a white wooden table and chairs, softened by a fluffy beige rug beneath. Large windows let in natural light, enhancing the airy feel, while pendant lights hang above the dining table. The background reveals a cozy sitting area with a sectional sofa and a connected kitchen with warm wood cabinetry and stainless steel appliances, blending comfort with functionality.

Master Bedroom Details

This spacious master bedroom features a calming neutral palette with light beige walls and plush off-white carpeting that enhances the room’s airy feel. A large upholstered bed with a wooden frame and a soft blue bedspread sits centered against the wall with matching nightstands on either side, each topped with a pale green ceramic lamp emitting soft, warm light. An elegant wooden dresser with an attached decorative mirror stands near the open double doors leading to an en-suite bathroom. The ceiling fan, designed with large leaf-shaped blades, adds a tropical touch to this classic and serene setting.

Master Bedroom with Fitness Area

This spacious master bedroom blends rest and wellness seamlessly. Soft beige carpeting and off-white walls set a calm, neutral backdrop. The bed features an upholstered headboard with dark wood trim, flanked by matching nightstands topped with pale green ceramic lamps that add a subtle pop of color. A ceiling fan with large leaf-shaped blades brings a natural, tropical touch overhead. Floor-to-ceiling windows dressed in warm brown curtains provide abundant daylight and views of lush greenery. A treadmill near the windows highlights the room’s dual purpose, combining relaxation with fitness under one roof.

Master Bathroom Details

This master bathroom features a spacious layout with a glass-enclosed shower on the left, framed with dark and light gray tiles. At the center, a double vanity with rich, warm wood cabinetry and a beige countertop is highlighted by two elegant, wall-mounted light fixtures above a large mirror that reflects the view outside. To the right, a large soaking tub is surrounded by matching tile work, offering a relaxing retreat. The white tiled floor is anchored by a bold, patterned rug in earthy red and gold tones. A metal shelving unit with woven baskets adds both storage and a touch of natural texture to the space.

Bathroom Shower Area

This bathroom features a spacious glass-enclosed shower with brass framing and a handheld showerhead, surrounded by white tiles accented with dark green and decorative border tiles. The tiled half-wall separates the shower from the rest of the bathroom. Adjacent to the shower, the white toilet sits below a mustard-colored towel on a brass towel bar that matches the shower frame fixtures. The ceiling is plain white with a round light fixture, and the flooring continues the tile motif. To the right, part of a wooden vanity with carved cabinet doors and a white countertop hints at a classic style within this clean, well-maintained space.

Dining Room Details

This formal dining room features a traditional layout centered around an oval wooden table covered with a beige tablecloth and surrounded by six cane-backed chairs with upholstered seats. A luxurious gold and crystal chandelier hangs from an ornate ceiling medallion, providing elegant lighting. The walls are painted in a soft, warm cream tone with matching crown molding and chair rail, creating subtle contrast and architectural interest. Two tall windows on adjacent walls are dressed with floral valances and sheer white curtains, allowing natural light to gently filter in. The space is anchored by a richly patterned, dark area rug with geometric and floral motifs under the table. Classic framed artwork and polished wooden furnishings enhance the room’s timeless, refined atmosphere.

Living Room Seating Area

This living room features a serene, light blue wall color complemented by white trim, creating a peaceful and airy atmosphere. The ceiling is vaulted, enhancing the sense of spaciousness. Natural light floods the room from large windows and a glass door that opens to a balcony overlooking a water view, enhancing the calming ambiance. The seating arrangement includes two brown leather sofas and a chair accented with a bold red slipcover, providing a pop of color. An intricate, richly patterned area rug anchors the space, balancing warmth with the cool tones of the walls and floor. White cabinetry with dark countertops partially divides this area from the adjacent space, maintaining an open and cohesive flow.

Kitchen Countertop and Cabinets

This kitchen section features a clean, organized layout with white cabinetry that exudes a simple yet classic charm. The upper cabinets include a wine rack on the left, contributing a subtle design element while maximizing storage. A white microwave is installed above the stove, maintaining a coordinated appliance theme. The contrasting dark blue countertops provide a striking yet subdued color contrast against the pale blue walls, enhancing the room’s brightness. The double sink is equipped with a modern faucet, and a decorative fish wall hook adds a touch of whimsy. Warm wood flooring and a patterned area rug soften the overall look, adding warmth and texture to the space.

Cozy Study Area

This serene study or small office features soft blue walls paired with plush blue carpeting, offering a calm and inviting atmosphere. Built-in corner shelving houses a collection of books, adding functional charm and character to the room. A simple folding table set against one wall provides flexible workspace, while a ceiling fan with wooden blades and three lights ensures comfort and illumination. The open doorway leads to a cozy living area with warm wood flooring and leather seating, creating a smooth transition between spaces. The room’s subtle, classic aesthetic emphasizes simplicity and light.

Cozy Bedroom Details

This bedroom features a charming and tranquil ambiance with soft pastel green walls complementing the plush green carpet underfoot. At the center, a sturdy white wooden bed with detailed posts and a louvered headboard anchors the space, dressed in a quilt with muted pink and earthy tones. On one side, a matching white nightstand with a softly glowing lamp adds warmth, while two windows dressed with delicate lace valances invite natural light filtered by white blinds. A white wicker armchair with a cushioned seat sits beside the window, completing the cozy, cottage-style feel. A ceiling fan with a light fixture balances comfort and functionality in this peaceful retreat.

Bathroom Overview

This bathroom embraces a classic, warm design with neutral beige walls complementing the light tiled floor. A wooden vanity featuring intricate panel details and brass-toned fixtures adds a traditional touch, paired with a white countertop and integrated sink. Above the vanity, a large mirror reflects natural and artificial light, enhancing the space’s brightness. The white toilet is nestled beside a towel rack holding beige towels with rich burgundy decorative accents, echoing the color of the shower curtain in the adjacent tiled shower area. The bathroom’s decor is completed with framed artwork for added character.

Sitting Room with Nautical Accents

This cozy sitting room features a warm, burgundy textured wall finish paired with large, clear windows that offer abundant natural light and scenic views. A richly patterned area rug with red, blue, and cream tones anchors the space, complementing the dark wood and leather furniture. The seating includes a plush, floral-patterned sofa and a classic burgundy leather armchair, offering comfort and character. Nautical model ships line the windowsill, enhancing the maritime theme, while a wooden side table with baskets and a small telescope add functional yet decorative charm. The ceiling light fixture brings an inviting glow to this intimate, character-filled nook.

Master Bedroom with Crib

This spacious master bedroom features a dark wood sleigh bed dressed in soft floral bedding that creates a cozy and inviting atmosphere. The room is carpeted in a warm burgundy color that complements the neutral beige walls. Natural light filters through three tall windows adorned with sheer floral curtains, adding a delicate touch to the space. A white crib stands adjacent to the bed, indicating a family-friendly setup. A matching dark wood nightstand holds a classic table lamp, while a white wicker rocking chair in the corner offers a quaint seating option. A ceiling fan with wood-toned blades and a central light fixture completes the traditional, comfortable aesthetic.

Laundry Room

This laundry room presents a clean and organized space designed for functionality. The walls are painted a soothing light blue, lending a calm atmosphere. White cabinetry with silver knobs lines one side, offering ample storage both above and below the countertop. The countertop itself is a neutral gray, providing a practical workspace. A stackable washer and dryer, with the dryer on top, are placed neatly at the end of the cabinetry, maximizing floor space. The floor is tiled in a light beige tone, accented by a brown textured rug, adding warmth and comfort to the space. Soft overhead lighting brightens the room effectively.

Rooftop Terrace With Water View

This spacious rooftop terrace features a clean, minimalist design with a white railing enclosing the deck, providing safety without obstructing the expansive view. The flooring appears to be a light-colored concrete or similar material, complementing the bright sky and emphasizing openness. Adjoining the terrace, a sloped shingled roof in a dark grey tone contrasts subtly with the light surfaces. The terrace overlooks a serene waterfront with a calm body of water and lush greenery below, inviting peaceful relaxation. Simple exterior wall lights and glass French doors connect the terrace seamlessly to the interior living space.

Waterfront Property Overview

This serene waterfront estate features a charming two-story white house with dark roof shingles and multiple dormer windows adding character and natural light to the upper floor. A spacious wrap-around porch invites relaxation while overlooking an expansive, well-manicured lawn that gently slopes toward a calm water body. Mature trees frame the property’s edges, providing privacy and enhanced greenery. Beyond, the tranquil water extends into the horizon under a partly cloudy sky, creating a peaceful ambiance. The gravel driveway curves gracefully toward the house, emphasizing the expansive, open lawn and generous outdoor living space.

Waterfront Yard View

This outdoor space features a large, open grassy lawn gently sloping toward a calm body of water. The vast blue sky complements the serene water, lending a peaceful, natural ambiance. Two sets of small wooden tables and chairs are placed on the grass, inviting quiet relaxation or intimate gatherings. A modest dock extends into the water, with a boat moored and ready for use, suggesting recreational opportunities. Scattered trees and a neat shoreline add subtle greenery and framing, blending seamlessly with the spacious, tranquil waterfront setting.

Waterfront Patio Seating

This outdoor space features two sets of rustic wooden tables and chairs symmetrically positioned on a lush green lawn, facing a tranquil body of water. The simple yet sturdy wooden furniture, finished in a natural brown tone, complements the serene blue sky and calm water backdrop. A small wooden dock with a boat tethered adds to the peaceful waterfront ambiance, while trees and a cozy shed in the distance bring natural charm and privacy. This space invites relaxation and casual outdoor dining, creating a perfect blend of nature and comfort.

Listing Agent: Samantha Jackson of Keller Williams Realty via Zillow