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luxury seaside houses for sale Winter Harbor, United States

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Seaside house with terrace Winter Harbor (United States)

Set high above the shores of Winter Harbor, this striking contemporary residence pairs modern architecture with expansive views of the rugged Maine coast. Located on 20 private wooded acres just minutes from the Schoodic Peninsula of Acadia National Park, the home includes 3,676 square feet of finished living space overlooking Mount Desert Narrows, the mountains of Acadia, Ironbound and Jordan Islands, and Egg Rock. Walls of glass, soaring ceilings, and exposed beams create a light-filled interior designed around the surrounding landscape. The open main living area flows naturally into a modern kitchen with premium cabinetry, generous granite countertops, and a layout equally suited to entertaining or relaxed everyday living. Three spacious ensuite bedrooms provide comfort and privacy, each with sweeping ocean views, while four full bathrooms accommodate family and guests. A dramatic cantilevered wing extends above the forest canopy, creating a distinctive architectural feature and an exceptional vantage point over the coastline below. Nearly every room captures the changing light, islands, mountains, and open water. Outside, the 20 acre property provides remarkable privacy, opportunities for recreation, and potential for future development. Wild blueberries, soaring eagles, and unforgettable sunrises are all part of daily life here. Well suited as a year-round residence, refined seasonal retreat, or legacy property, this is a rare opportunity to enjoy modern coastal living in one of the most captivating settings in Downeast Maine.

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$2,200,000
3bedrooms
4bathrooms

By Legacy Properties Sotheby's International Realty

50

Seaside house with terrace Winter Harbor (United States)

A distinguished offering in the heart of Winter Harbor, this exceptional property encompasses two turnkey residences on a single parcel, thoughtfully positioned to capture views of the harbor while enjoying the convenience of village living. Held by the same owners for more than two decades, the property presents a compelling opportunity for investment, multi-generational living, or a private coastal retreat with income-producing potential. The primary residence is a beautifully maintained turn-of-the-century home offering three bedrooms and two baths, rich in character and timeless New England charm. Complementing the main house is a separate two-bedroom, two-bath residence that has generated a strong and consistent vacation rental history over the past fifteen years. Just a short stroll from the village's shops, restaurants, public boat launch, and everyday conveniences, both residences offer an enviable lifestyle in one of Downeast Maine's most authentic coastal communities. Live in one home and rent the other, establish a family compound, or continue operating both as income-producing properties. This residence is ideally situated near the Schoodic Peninsula and Acadia National Park, with access to miles of scenic hiking trails, rugged granite shoreline, and some of Maine's most breathtaking coastal scenery. As a turnkey offering in one of Downeast Maine's most desirable waterfront communities, it combines historic character, proven income potential, and an exceptional location. This is a legacy property ready for its next chapter.

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$550,000
5bedrooms
4bathrooms

By Legacy Properties Sotheby's International Realty

7 listings near Winter Harbor

Nearby
50

Seaside house Gouldsboro (United States)

Set above the waters of Prospect Harbor with sweeping views toward its iconic lighthouse, 159 Main Street is a remarkable Downeast Maine waterfront retreatoffering approximately 570 feet of privately owned shoreline, deep-water access, potential for a seasonal dock and mooring, and the harbor's only beach suitable for launching a boat. Originally dating to 1900, the residence has been thoughtfully renovated and seamlessly expanded while preserving the craftsmanship and New England character of the original home. With approximately 5,300 square feet, four bedrooms, and four baths, the home offers the scale and comfort of a substantial year-round residence, with rich hardwood floors, custom millwork, a dramatic stone fireplace, generous living and entertaining spaces, a chef's kitchen, private office, and two-tier home theater. At the heart of the property is an expansive covered porch overlooking Prospect Harbor. Watch lobster boats cross the working harbor and the tides change beneath the lighthouse, or step down to your own waterfront to launch a kayak or small boat from the beach, with the potential to add seasonal dock and mooring access for even greater enjoyment of the harbor and surrounding coastline. The third-floor primary suite creates a private retreat with beautiful views across the harbor. A heated three-car garage with additional finished space above, whole-house generator, and modern heating and cooling systems add the conveniences expected of a thoughtfully updated coastal residence. Near the Schoodic Peninsula and Acadia National Park, 159 Main Street provides a rare combination of historic New England character, substantial living and entertaining space, and approximately 570 feet of privately owned shoreline with genuine access to the water. Set on more than an acre overlooking Prospect Harbor, it is a property that captures both the beauty of the Maine coast and the character of life along a working harbor.

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$2,490,000
4bedrooms
4bathrooms

By Legacy Properties Sotheby's International Realty

Nearby
50

Seaside house with garden and terrace Mount Desert (United States)

Just imagine spending Summers in the magical village of Seal Harbor on Mount Desert Island. The current residents named this extraordinary place Wanakiwin. Which means '' harmony, peace and tranquility.'' This enchanting estate by the sea transports you with its secluded driveway that winds through a pristine woodland of mosses and lichen-covered boulders as the majestic residence comes into view. You have arrived at this architectural tour-de-force. Distinctly drawn in the highest order of shingle-style the home is dramatically anchored to what is perhaps the most magnificent parcel along the entire Maine coastline. Upon entering, the three-story fir-paneled hall is flanked by a massive staircase fashioned from white oak. Two steps down into the grand living room reveal a pleasing fireplace to the left and a pair of French doors leading out to the sprawling covered porch. Take in the sweeping panoramic views of 780' glittering ocean frontage that merges with the rugged pink granite bluff known as Ingraham Point. All while perched high and dry above the bold Atlantic.Welcome multiple generations to partake in all of the captivating ocean view bedrooms. Here, the Owners' suite boasts cathedral ceilings and its very own waterside balcony. A charming country kitchen with a gas-fired range adjoins a soaring breakfast space. The dining room features a boxed-beamed ceiling and offers yet another cozy fireplace.A library with built-ins is paired next to the den which is trimmed in mahogany and beadboard reminiscent of the captains' quarters aboard a ship. There is an arts & crafts space, a lower-level gym, and an extensive wine cellar. Explore the epic grandeur of nearby Acadia, including Sand Beach, nature hikes, popovers at the Jordan Pond House and amazing sunsets atop Cadillac Mountain. Invite company over for a Gatsby era soiree' in the gardens while overlooking the majestic surf below. Embrace it all and make it yours. Three room staff quarters.

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$11,000,000
10bedrooms
11bathrooms

By Legacy Properties Sotheby's International Realty

Nearby
48

Seaside house with terrace Mount Desert (United States)

Cliffhanger rises above the village of Seal Harbor as one of Mount Desert Island's most extraordinary private estates. Designed by renowned architect Douglass Fitch and built in 1928, this residence is sculpted from pink granite, crowned with a slate roof, and positioned to capture sweeping views of the harbor, outer islands, and the mountains of Acadia National Park. This exceptional three-season residence blends timeless coastal architecture with thoughtful modern renovations designed for effortless multigenerational living, entertaining, or peaceful retreat. At the heart of the home is a dramatic great room featuring soaring vaulted and beamed ceilings, fireplaces at each end, and direct access to both a covered outdoor sitting area and an expansive terrace overlooking the harbor. The bright, open kitchen flows naturally into a welcoming family room, formal dining room, and butler's pantry, creating an ideal setting for relaxed gatherings and elegant entertaining alike. The home offers seven bedrooms, including a spacious bunk room tucked into a separate wing above the attached two-car garage, perfect for guests, family, or private accommodations. Throughout the property, granite pathways wind through beautifully landscaped grounds filled with perennial gardens, flowering shrubs, and wooded privacy. An outdoor hot tub, discreetly nestled among the trees and overlooking the water, provides a serene place to unwind. Meticulously maintained and exceptionally private, Cliffhanger is a rare offering in one of Mount Desert Island's most coveted enclaves - a remarkable property that must be experienced to be fully appreciated.

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$6,499,500
7bedrooms
5bathrooms

By Legacy Properties Sotheby's International Realty

Nearby
50

Seaside house with garden Sullivan (United States)

Welcome to Highbanks, a gracious and historically significant coastal estate dating to 1831, beautifully situated on 10.24 meticulously maintained acres, with an additional 1.5-acre parcel across the street overlooking Route 1. Set upon a substantial granite foundation, this distinguished five-bedroom, three-bath residence offers an exceptional blend of architectural character, thoughtful modern improvements, and commanding ocean views from many rooms, with protected vistas across Frenchman Bay to the majestic peaks of Cadillac Mountain. Rich in history and timeless appeal, Highbanks offers generously proportioned living spaces designed for both comfortable everyday living and elegant entertaining. A formal living room, inviting dining room, spacious family room, and dedicated office provide versatility, while expansive water views from numerous rooms create a remarkable connection to the surrounding coastal landscape. The welcoming eat-in kitchen features a charming breakfast nook, walk-in pantry, and gas range. A first-floor laundry room, mudroom, abundant closets, and thoughtfully incorporated built-ins add convenience and functionality. Freshly painted interiors enhance the home's warmth. The primary suite features a generous walk-in closet, and the home's spacious accommodations offer comfort for family and guests alike. Recent improvements include a new roof, exterior painting, a Kohler whole-house generator, and a new septic system designed for five bedrooms, providing peace of mind and supporting comfortable year-round living. The property features flowering fruit trees, established perennial gardens, and thoughtfully designed plantings that provide seasonal color and natural beauty. An attached barn adds character, reflecting the estate's fascinating history and its former connection to the local granite industry. With its ocean views and architectural charm, this property offers history and coastal elegance.

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$875,000
5bedrooms
3bathrooms

By Legacy Properties Sotheby's International Realty

Nearby
42

Seaside house with terrace Mount Desert (United States)

Situated overlooking Somes Sound, this unique, Bob Patterson-designed cottage offers stunning views of the Acadia National Park mountain peaks, located on a protected cove with a private dock. The property features 1,262 feet of waterfront frontage across 7.44 acres. The main cottage provides convenient one-floor living with two bedrooms, two bathrooms, a fireplace, and cathedral ceilings. Additionally, the lower level includes office space with views of the Sound. The property's footprint comprises the main cottage and a small guest house both surrounded by a deck. Being Sold As Is.

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$2,450,000
2bedrooms
2bathrooms

By Legacy Properties Sotheby's International Realty

Nearby
42

Seaside house with garden and terrace Bar Harbor (United States)

At the top of Mount Desert Island, just five miles from the entrance to Acadia National Park and the village of Bar Harbor, sits this recently renovated year-round cottage on 1.45 acres. With 150 ft of frontage on Hadley Point Beach accessed via an aluminum ramp instead of stairs, getting to the sandy shore and portaging paddleboards, kayaks, and picnics is super easy. Bird and marine life abound (seals!). Sunsets are spectacular as are walks on the beach in any season. With an open loft, the ceiling soars above the combined living/dining room, which features hardwood floors and a cozy woodstove. A door leads directly from the kitchen to the wraparound deck, ideal for grilling, al fresco dining, lounging, and hosting larger summer gatherings. The spacious primary bedroom is on the first floor with carpet, a full tiled bath, and laundry. Stairs access the versatile loft on the second floor with water views. Currently the garage is used for beach toys, a workspace and ample storage. Hummingbird Lane is just off Bay View Drive, a quiet paved road beloved by area locals for running and walking anytime of the year. Enjoy it privately or have the option to continue successful short-term rentals if purchased as a primary residence (30 days or more if not).

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$1,100,050
2bedrooms
1bathroom

By Legacy Properties Sotheby's International Realty

Nearby
30

Seaside house with terrace Surry (United States)

Between the incredible beach setting, the architecture, light filled rooms and style of this Peter Forbes designed masterpiece, you'll enjoy all this property has with plenty of room for your extended family and guests. The purpose in the design was to wrap the beautiful gravel beach shoreline with the curve of the house and to keep it simple with uncluttered spaces with extensive storage space in the unique 'saddlebag' style closets hanging off the back and to be able to display their art along with having an art studio off the north end. With spectacular views of Union River Bay to the mountains of Acadia the home was built on concrete pillars that go all the way to the roofline to support the unique steel and wood structure and the decks even fold up in the winter to become storm shutters for the wall of glass on the water side. The main house is basically one bedroom and the guest house. that is just a few feet apart on the deck, includes another three bedrooms down and two more in the loft. The detached garage has an office and finished shop area that could be more living space or an additional upstairs in that building that is also finished.

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$2,750,000
335m²
6bedrooms
3bathrooms

By Annonceur International

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