This 1920 Coastal Gem in South Portland, Maine, Featuring Waterfront Views, Outdoor Living Spaces, and Private Beach

January 14, 2026

Property Owner of RE/MAX By The Bay

Located in South Portland, Maine, 2 Drew Road is a historically significant 1920s cottage that has been modernized for contemporary living while retaining its charming character. This coastal home features an unparalleled architectural style, epitomizing seaside aesthetics with panoramic waterfront views, including iconic lighthouses. The property boasts multiple outdoor areas, a spacious chef’s kitchen, sunroom, and a cozy sunken living room with striking vistas. Additionally, the home includes a private beach and tennis courts access for residents. Listed at $3,795,000, it spans a generous plot area with considerable square footage, ideal for hosting or relaxing. Recent renovations enhance comfort and luxury, making it a unique coastal paradise only minutes away from downtown Portland.

Coastal View

Property Owner of RE/MAX By The Bay

Overlooking a historic coastal home, this structure balances rustic charm and modern appeal. Its light blue exterior harmonizes with the sea, while large windows invite natural light and scenic views. The multi-level design features a wraparound balcony, enriching the outdoor space with seating and greenery. The rugged stone foundation merges with the rocky shore, emphasizing the home’s connection to nature. Lush trees frame the property, providing a serene backdrop against the vibrant water. Subtle architectural details, like the sloped roof and chimney, reflect traditional design while enhancing the coastal aesthetic of this unique residence.

Coastal Home

Property Owner of RE/MAX By The Bay

The image showcases a coastal property perched on rocky terrain, accentuated by the shimmering seawater below. The house, with its large windows and porch, embodies charming nautical aesthetics. Surrounding it are lush trees, offering a contrast to the rugged landscape. The architecture features a combination of classic coastal designs, noticeable in the shingled exterior and sloped roofs. Nearby, other homes display similar maritime influences, nestled among the greenery. The play of light on the water highlights the vibrant blues and greens of the coastal environment, enhancing the serene yet picturesque ambiance of this seaside retreat.

Coastal View

Property Owner of RE/MAX By The Bay

A panoramic view captures a charming coastal property nestled among rocky shorelines and vibrant greenery. The ocean glimmers in shades of blue and green, reflecting a clear sky. Multiple homes with diverse architectural styles line the coast, showcasing subtle variations in roof design and façade colors, ranging from soft grays to earthy tones. Lush trees and manicured gardens enhance the beachfront atmosphere. The area looks peaceful, perfect for relaxation, as boats drift in the distance. This serene coastal setting blends nature and habitation seamlessly, inviting exploration and tranquility.

Waterfront Pathway

Property Owner of RE/MAX By The Bay

This image showcases a serene walkway along the side of a waterfront home. A sleek, modern railing runs alongside a composite deck, leading to wooden steps that descend to the rocky shore. The gray wood siding of the house complements the natural palette of the landscape. Vibrant red flowers in a planter add a pop of color against the muted tones of the home and nature. The sky is a bright blue with scattered clouds, enhancing the tranquil atmosphere. The view extends over the calm water, inviting a sense of peace and relaxation in this coastal retreat.

Sunroom Views

Property Owner of RE/MAX By The Bay

Bright, airy sunroom showcasing large windows that frame breathtaking ocean views. The room features a white, plush sofa adorned with a colorful throw and a decorative pillow, creating a cozy seating area. A small round table hosts an assortment of potted plants, adding a touch of greenery and vibrancy. The neutral color palette, dominated by whites and soft blues, complements the natural surroundings, enhancing the calm and serene atmosphere. Ocean waves gently lap against rocky shores just outside, while a distant coastal house peeks through the lush landscape, enriching the room’s aesthetic and connection to nature.

Living Room

Property Owner of RE/MAX By The Bay

This cozy living room features large windows that frame a stunning waterfront view, allowing natural light to flood the space. The color scheme consists of soft whites and calming blues, complemented by a vibrant, patterned area rug that anchors the room. Two plush white sofas adorned with various decorative pillows offer comfortable seating. A glass coffee table, showcasing books and a small plant, adds a modern touch. Architectural details include clean lines and a minimalistic aesthetic, enhancing the airy feel of the room, while a nearby lamp provides additional lighting and a splash of color.

Sunroom Escape

Property Owner of RE/MAX By The Bay

This sunroom features expansive floor-to-ceiling windows that offer stunning views of the water, creating a bright and airy atmosphere. The plush white sectional sofa, adorned with an assortment of soft pillows, invites relaxation. A sleek glass coffee table sits atop a stylish blue patterned area rug, complementing the warm wooden floors. Natural light pours in, enhancing the soothing color palette of whites and blues. Architectural details include recessed lighting and a modern door leading to the exterior, further integrating indoor and outdoor spaces. Lush greenery outside adds to the serene, coastal aesthetic.

Oceanview Patio

Property Owner of RE/MAX By The Bay

This outdoor patio is situated adjacent to the rocky shoreline, seamlessly blending nature with modern design. A sturdy wooden table is surrounded by matching folding chairs, offering a relaxed dining space. An expansive umbrella provides shade, standing tall against the serene blue sky. The gray stone tiles create a rugged yet elegant foundation, harmonizing with the natural landscape. Lush green plants adorn the edges, adding a touch of vibrancy. Coastal views stretch endlessly, with waves gently lapping at the rocks, inviting tranquility, while the sunlight glistens off the water, enhancing the overall calming atmosphere.

Patio Area

Property Owner of RE/MAX By The Bay

This outdoor patio features a coastal view, enhanced by natural stone flooring and a low stone wall, creating a charming border. A wooden dining table surrounded by matching chairs occupies the space, beneath a large umbrella providing shade. Lush green plants in pots adorn the area, adding vibrant splashes of color against the muted gray siding of the house. The setting is serene, with the ocean visible in the background, suggesting a peaceful retreat. The light blue tones of the house complement the sky, while the rugged shoreline adds a natural, rustic touch to the aesthetic.

Bedroom

Property Owner of RE/MAX By The Bay

A serene bedroom features a sloped ceiling and large windows that provide an expansive view of the waterfront. The walls are painted a calming teal, complemented by soft, natural lighting from strategically placed recessed fixtures. Centered is a plush gray bed adorned with colorful pillows, inviting rest. A cozy yellow armchair adds a pop of warmth, creating a perfect reading nook. Modern furniture in light wood finishes offers ample storage while maintaining an airy feel. A textured area rug enhances comfort beneathfoot, contributing to the harmonious balance of furniture and decor. Plants add a touch of nature, enriching the space.

Bedroom

Property Owner of RE/MAX By The Bay

This serene bedroom features a calming blue-green accent wall, complemented by a cozy beige upholstered bed adorned with colorful throw pillows. Natural light floods the space through large windows and a skylight, enhancing the airy atmosphere. A modern yellow armchair adds a pop of color, while a plant in a sleek black pot brings a touch of nature. On one side, a minimalist side table holds a small dish, enhancing functionality. Framed art pieces are strategically displayed above the bed, contributing to a vibrant yet relaxed aesthetic. The textured area rug underfoot ties the room together, providing warmth.

Kitchen Space

Property Owner of RE/MAX By The Bay

This kitchen features rich wooden cabinetry with a warm cherry finish, offering ample storage. The backsplash consists of vibrant, textured tiles in shades of orange and red, creating a lively focal point. A sleek granite countertop encompasses a double sink, with modern faucets helping to maintain a clean aesthetic. Adjacent to the kitchen, a dining area with a round wooden table and matching chairs promotes casual interaction. Large, bright windows provide scenic views of the outdoors, allowing natural light to fill the space. Terracotta tiles on the floor add an inviting touch, complementing the overall warm color palette.

Kitchen

Property Owner of RE/MAX By The Bay

A modern kitchen with a warm aesthetic features wooden cabinetry and stainless-steel appliances. The color palette includes rich browns from the cabinets, contrasted with a vibrant mosaic backsplash in shades of red and orange. Tile flooring adds to the inviting atmosphere, reflecting a rustic charm. An expansive gas range and double ovens provide ample cooking space, while a coffee machine enhances the functionality. A dining area with wooden chairs positioned near a window offers views of the outdoors, creating a seamless connection with nature, complemented by bright natural light pouring in through large windows.

Kitchen

Property Owner of RE/MAX By The Bay

This spacious kitchen features a blend of functionality and warmth. Rich wooden cabinetry provides ample storage, with a mix of darker and lighter wood tones. The countertops are smooth and minimalistic, enhancing the uncluttered design. A peninsula extends for additional workspace, cornered by sleek appliances. Terracotta tiles create a cozy ambiance, setting a pleasant contrast against the crisp white walls. Natural light floods in from multiple windows, accentuating the space’s openness. Decorative elements, such as framed prints on the walls, add personality while maintaining the kitchen’s refined aesthetic. Overall, it symbolizes a perfect balance of modern living and classic charm.

Dining Area

Property Owner of RE/MAX By The Bay

This dining area features a spacious table surrounded by wooden chairs with a classic design. The warm tones of the wooden furniture complement the terracotta floor tiles, creating an inviting atmosphere. A large area rug defines the seating space, adding texture. Behind, a set of rich wood cabinets and an open kitchen are visible, showcasing a blend of functionality and style. Natural light streams in through multiple windows, enhancing the airy feel. An adjacent living area, visible through an archway, highlights a cozy fireplace and modern decor, tying together elegance and comfort.

Living Room

Property Owner of RE/MAX By The Bay

A cozy living room with an inviting, modern aesthetic is highlighted by a soft grey sectional sofa adorned with colorful pillows and a warm throw blanket. Natural light floods the space through expansive windows that frame a stunning coastal view. The fireplace, featuring a sleek black insert and a wooden mantel, anchors the room, adding warmth and charm. A geometric patterned rug in shades of grey offers texture beneath a circular glass coffee table. Shelves on the wall, displaying small potted plants and framed photos, enhance the personal touch, making this room feel both stylish and welcoming.

Living Room

Property Owner of RE/MAX By The Bay

This cozy living room showcases a spacious, L-shaped sectional sofa adorned with colorful throw pillows and blankets, creating a welcoming atmosphere. A sleek glass coffee table sits on a stylish area rug featuring a geometric pattern, enhancing the modern aesthetic. Natural light floods the room through expansive windows, offering picturesque water views and illuminating warm, neutral walls. Floating shelves display decorative accents and personal items, adding character to the space. Nearby, a small side table with a unique lamp complements the contemporary decor. The staircase, featuring wooden steps and a clean white railing, leads to additional living spaces.

Bedroom

Property Owner of RE/MAX By The Bay

This bright bedroom features a clean, minimalist design with a cozy, inviting atmosphere. The walls are painted in a soft white, complemented by a plush, textured area rug in calming blues and greens that evoke ocean waves. A white bed frames the space, adorned with several decorative pillows in light pastel hues and a vibrant heart design. Natural light floods in through two windows, enhancing the airy feel. A sleek nightstand holds a playful lamp, and an artistic wall poster adds a pop of color, encapsulating a relaxed, modern aesthetic perfect for restful nights.

Bathroom Space

Property Owner of RE/MAX By The Bay

This modern bathroom features a streamlined design with wall-mounted fixtures. Light beige tiles cover the walls, enhancing the space’s brightness and providing a serene ambiance. A sleek glass shower showcases a chrome showerhead and hand-held spray feature, complemented by a soft curtain. Custom cabinetry offers a minimalist white sink and clean lines, furthering the contemporary feel. Above the toilet, two vintage-style framed posters add a touch of personality and warmth to the otherwise neutral palette. The combination of efficient layout and subtle decor elements creates a functional yet inviting retreat.

Living Room

Property Owner of RE/MAX By The Bay

The living room features large panoramic windows that offer stunning views of the waterfront, flooding the space with natural light. A light color palette of whites and soft blues enhances the airy feel. Two cozy white sofas, adorned with colorful cushions and a patterned throw, invite relaxation. A modern glass coffee table sits atop a textured navy rug, anchoring the seating area. The warm, terracotta tiled floor adds earthiness, while a tall, leafy plant in a sleek planter brings vitality. A stylish wooden staircase with clean lines leads to the upper levels, complementing the room’s contemporary design.

Bedroom Details

Property Owner of RE/MAX By The Bay

This inviting bedroom features a soft, neutral color palette highlighted by crisp white walls and a plush, beige carpet. A large window allows natural light to fill the room, offering a picturesque view of the water outside. The bed, adorned with a rust-colored blanket and striped pillows, is flanked by stylish sconces for ambient lighting. A small round side table holds a clock and books, while a sleek white dresser and a cozy white armchair complete the minimalist look. Architectural elements include a sloped ceiling, enhancing the room’s airy feel, making it a perfect retreat.

Bedroom

Property Owner of RE/MAX By The Bay

This cozy bedroom features a bright, airy atmosphere with sloped ceilings and a large skylight that introduces natural light. The color scheme blends soft whites with warm earth tones, prominently displayed in the rust-colored bedding. A plush, neutral carpet adds comfort beneath the feet. The room is furnished with a modern white dresser beneath a flat-screen television, and a simple nightstand adjacent to the bed with books. A sleek white armchair provides additional seating. The walls and furniture have minimalist designs, creating an uncluttered, serene space ideal for relaxation.

Bathroom Details

Property Owner of RE/MAX By The Bay

This bathroom features a clean, modern design with a light gray color scheme that enhances its spacious feel. A circular mirror adds a contemporary touch above a simple white vanity topped with a beige countertop. The cabinetry is white, with sleek handles that maintain the minimalist aesthetic. Two unique art pieces, one depicting an elephant and the other an orange, contribute playful visuals against the soft wall color. Wall-mounted hooks provide functionality, while strategic lighting above the mirror ensures brightness. The overall design emphasizes simplicity, functionality, and a touch of whimsy through the art.

Deck Area

Property Owner of RE/MAX By The Bay

A tranquil deck overlooking the water features a rustic brick chimney, adding a warm touch to the coastal scene. The wooden flooring, in a light gray, contrasts beautifully with the turquoise cushions adorned with striped patterns on the bench. A large, vibrant green umbrella provides shade over a cozy seating arrangement consisting of sleek wooden chairs and a small round table, inviting relaxation. Colorful blooms in planters enhance the outdoor aesthetic, while the expansive view of the calm water stretches across the horizon beneath a bright blue sky, creating a serene and inviting atmosphere.

Ocean View Deck

Property Owner of RE/MAX By The Bay

A spacious deck offers a stunning view of the rocky shoreline and the ocean. The gray wooden flooring complements the clean lines of the modern railing, enhancing the coastal aesthetic. Flanking the deck are white planters, adding a touch of greenery against the backdrop of exposed rocks and gentle waves. Above, a vintage lantern hangs, providing a rustic charm to this outdoor space. The clear blue sky stretches overhead, dotted with soft white clouds, inviting relaxation. The overall design combines natural elements with contemporary style, perfect for enjoying the serene seaside atmosphere.

Coastal Retreat

Property Owner of RE/MAX By The Bay

This coastal home, perched dramatically on rocky cliffs, showcases a harmonious blend of natural beauty and architectural charm. The residence features a light blue exterior, complemented by stone accents that ground it against the rugged landscape. A spacious deck, adorned with comfortable seating, extends towards the ocean, inviting relaxation and breathtaking views. Lush greenery surrounds the home, enhancing its serene atmosphere. The sloped roofs and multiple gables evoke a classic coastal style, while large windows reflect the sky and water, seamlessly integrating indoor and outdoor spaces. The juxtaposition of earth and sea creates a tranquil retreat.

House Entrance

Property Owner of RE/MAX By The Bay

The image showcases the entrance area of a historic American home, featuring a gently sloping driveway bordered by lush greenery and vibrant foliage. A serene atmosphere is created by tall trees and well-maintained shrubs, enhancing the natural beauty of the property. The home itself presents a charming façade with soft blue siding and a matching garage, harmonizing with the surrounding landscape. Architectural details include a shingled roof and classic chimney, suggesting a blend of modern and traditional elements. The overall aesthetic emphasizes a welcoming and peaceful environment, ideal for relaxation and enjoyment.

Exterior View

Property Owner of RE/MAX By The Bay

A charming coastal home is nestled amidst lush greenery, characterized by its light blue siding and distinct stone foundation. The structure features multiple gabled roofs, enhancing its traditional aesthetic. Expansive windows offer breathtaking views of the surrounding landscape, while a sunroom extends outward, blending indoor and outdoor spaces. The patio is adorned with comfortable seating, inviting relaxation. Natural stone and vibrant foliage create an appealing contrast against the home’s coastal design. Nearby, the rocky shoreline transitions into gentle waves, crafting a serene atmosphere. This image captures both the beauty of nature and the cozy charm of home.

Attic Retreat

Property Owner of RE/MAX By The Bay

This cozy attic space features a gentle sloped ceiling and soft, neutral tones enhancing its openness. The carpeted floor adds warmth, while two woven armchairs with vibrant red cushions invite relaxation. A small side table complements the seating area, perfect for books or beverages. Opposite, a simple white desk houses a computer, supported by a stylish lamp for task lighting. A bookshelf filled with assorted books, backed by a small potted plant, adds a personal touch. Bright natural light streams through two windows, creating a serene atmosphere ideal for reading or working.

Listing Agent: Property Owner of RE/MAX By The Bay via Zillow 

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