Priced at $8,500,000, this 13,200 sq. ft. waterfront estate, built in 1908, sits on 4.3 acres along Penobscot Bay in Islesboro, Maine. The home features 15 bedrooms, 17 bathrooms, an expansive west-facing porch, and 800+ feet of private shoreline. Amenities include a deep-water dock, heated in-ground pool, carriage house with a year-round apartment, and beautifully landscaped gardens. Accessible by water taxi, private charter, or ferry, this rare offering blends historic charm with modern comforts.

Secluded Waterfront Estate

Tucked away on Maine’s pristine coastline, this historic retreat offers breathtaking views of Penobscot Bay. The home is surrounded by lush woodlands, providing privacy and tranquility. A private dock extends into the calm waters, offering seamless access to the bay. The estate’s timeless architecture blends effortlessly with nature, creating a peaceful escape where land and sea meet in perfect harmony.

Where is Islesboro Maine?

Islesboro, Maine, is a serene island town located in Penobscot Bay, off the coast of midcoast Maine. It lies approximately 3 miles east of Lincolnville and is accessible via a 20-minute ferry ride or private boat. Known for its rugged coastline, peaceful atmosphere, and stunning waterfront views, Islesboro offers a secluded retreat while remaining within easy reach of Camden and Belfast, two of Maine’s charming coastal towns.

Pool

Nestled among towering pines and overlooking the tranquil bay, this stone-lined pool offers a peaceful escape into nature. The natural rock patio blends seamlessly with the forest surroundings, while lush greenery provides shade and privacy. Comfortable loungers and umbrellas invite relaxation, making this the perfect spot to unwind in harmony with the serene coastal landscape.

Carriage House

This classic New England-style carriage house, painted in deep blue, adds character and functionality to the estate. Featuring a steeply pitched roof and barn-style doors, it blends historic charm with modern utility. The adjacent garage provides ample storage, while the surrounding trees offer a scenic, private setting just steps from the water.

Lawn & Waterfront

This stunning waterfront lawn stretches toward the calm blue waters of Penobscot Bay, creating a peaceful coastal setting. A charming white-railed terrace leads from the home’s sunroom, offering a perfect place to relax with ocean views. Manicured greenery and a gently swaying flag complete the classic New England charm of this historic retreat.

Main Entrance

This elegant early 20th-century home features a timeless white clapboard exterior, complemented by dark shutters and a welcoming front porch. The gabled roof and dormer windows add to its historic character. Set against a backdrop of mature trees and lush landscaping, the home exudes warmth and tranquility, offering a serene retreat with a touch of traditional New England grace.

Elegant Hallway

This elegant foyer welcomes guests with timeless charm, featuring a grand curved staircase with a dark wood handrail. Soft lighting, antique furnishings, and classic artwork create a warm, inviting ambiance. Large windows draped in neutral-toned curtains allow natural light to highlight the rich wood accents and refined architectural details, making this space a perfect blend of sophistication and comfort.

Dining Room

This elegant dining room exudes historic charm with its hand-painted wall murals, intricate crown molding, and classic fireplace. Large windows invite natural light and offer glimpses of the waterfront beyond. A vintage brass chandelier casts a warm glow over the polished wood dining table, while a rich red area rug adds warmth and sophistication to this timeless gathering space.

Sitting Room

This bright and inviting sitting room is bathed in natural light from a wall of expansive windows overlooking the lush gardens. Plush white seating, a patterned area rug, and warm wood furnishings create a cozy yet elegant atmosphere. A charming dining nook with vintage-style drapery adds character, making this space perfect for quiet relaxation or intimate gatherings.

Breakfast Room

This cozy breakfast room offers stunning waterfront views through its large windows, creating a bright and inviting space. The soft green walls add warmth, while a rustic wooden chandelier adds character. A round farmhouse-style table sits atop a striped area rug, making it the perfect spot to enjoy morning coffee while overlooking the peaceful bay.

Kitchen

A spacious central island with a marble countertop serves as the heart of this inviting kitchen. Overhead pot racks display copper cookware, adding a rustic touch, while glass-front cabinets keep dishware within view. Gingham curtains frame the windows, letting in natural light that brightens the warm wood tones and vintage-inspired details, creating a perfect blend of style and function.

Pantry

Tall white cabinetry stretches to the ceiling, offering ample storage while maintaining a clean, classic aesthetic. Wooden countertops add warmth, complementing the vintage-style refrigerator and built-in shelving. A window framed by gingham curtains allows soft natural light to brighten the space. A doorway leads to an adjoining prep area, blending convenience with timeless charm.

Sunroom

Surrounded by large windows, this bright sunroom offers a seamless connection to the outdoors. A natural wood dining table with rattan chairs provides a casual yet elegant space for gathering, while built-in seating with plush cushions adds comfort. Soft, neutral tones complement the airy design, creating a tranquil retreat perfect for enjoying coastal breezes and warm sunlight.

Covered Porch

A sweeping waterfront porch offers breathtaking views of Penobscot Bay, framed by classic white railings and deep green awnings. Comfortable wicker seating with plush cushions creates an inviting spot to relax, while a rustic wooden dining table makes al fresco meals effortless. Lush potted ferns add a touch of nature, making this the perfect setting to enjoy coastal breezes and stunning sunsets.

Upper Hallway

A gracefully curved staircase with a dark wood handrail leads to this spacious upper landing, bathed in soft natural light from double-hung windows. Neutral-toned walls and plush carpeting enhance the warmth of the space, while an arched hallway stretches into the distance. Elegant touches like vintage furniture and draped curtains add to the timeless charm of this serene retreat.

Bedroom

Large windows fill this serene bedroom with natural light, offering breathtaking waterfront views. Soft neutral tones, delicate floral drapes, and classic furnishings create a peaceful retreat. A cozy armchair and vintage writing desk add charm, while plush carpeting enhances the warmth of the space. This inviting room is designed for both relaxation and timeless elegance.

Guest Bedroom

Soft natural light fills this inviting guest bedroom, where elegant floral drapes frame large windows overlooking the bay. A vintage wooden dresser and a cozy upholstered chair add warmth, while a striped area rug brings subtle texture to the space. Neutral tones and classic furnishings create a peaceful retreat with timeless coastal charm.

Cozy Bedroom

A simple yet elegant bedroom with a white iron bed frame exudes a timeless charm. Floor-length patterned drapes frame the large windows, offering peaceful waterfront views. Soft lighting from classic table lamps enhances the warm, inviting ambiance. Thoughtfully placed decor, including a coastal painting, adds a touch of character to this serene retreat.

Powder Room

Soft lighting and rich wood paneling create a refined ambiance in this charming powder room. A vintage pedestal sink and brass sconces add to its historical appeal. A delicate window with patterned curtains allows natural light to filter in, highlighting the thoughtful details, from framed artwork to fresh florals, that bring warmth and character to the space.

Bathroom

Crisp white tiles and soft lighting bring a refreshing touch to this classic bathroom. A vintage-inspired pedestal sink and chrome fixtures reflect timeless craftsmanship. The combination of a deep soaking tub, glass shelf, and framed artwork creates a simple yet elegant space, perfect for relaxation. Soft natural light filters in, enhancing the clean and airy feel.

Laundry Room

A spacious and functional laundry room with large windows bringing in natural light. Multiple washers, dryers, and an expansive countertop create an efficient space for household tasks. The vintage utility sink adds character, while warm wooden accents and classic cabinetry reflect the home’s timeless charm. Thoughtful details, like the wall-mounted clock and ironing station, enhance both convenience and style.

Listing agent: Michael Kevin Lynch @ Legacy Properties Sotheby’s International Realty