Access to content
United States
2

luxury seaside houses for sale Winter Harbor, United States

Sort by

Contract pending
50

Seaside house 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.

… 
$550,000
5bedrooms
4bathrooms

By Legacy Properties Sotheby's International Realty

50

Seaside house 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.

… 
$2,200,000
3bedrooms
4bathrooms

By Legacy Properties Sotheby's International Realty

6 listings near Winter Harbor

Nearby
50

Seaside house Sullivan (United States)

Welcome to Highbanks, a gracious and historically significant coastal estate home built in 1831, set on a granite foundation and nestled on 10.24 beautifully maintained acres, with an additional 1.5-acre parcel across the street overlooking Route 1. This five bedroom, three-full-bathroom home offers a rare combination of historic character and modern updates, all while showcasing breathtaking, protected views of Cadillac Mountain across Frenchman's Bay. Step inside to find a spacious layout ideal for both everyday living and entertaining. The home features a formal living room, dining room, comfortable family room, and a dedicated office. The eat-in kitchen includes a charming breakfast nook, walk-in pantry, and a gas range, perfect for the home chef. Enjoy the convenience of a first-floor laundry room, mudroom, and ample storage, with closets in every bedroom and built-ins throughout. The freshly painted interior exudes warmth and care, with a working fireplace adding to the home's cozy appeal. The primary suite features a generous walk-in closet, and all bathrooms and common areas are well-appointed. Recent updates include a new roof, freshly painted exterior in 2022, a Kohler whole-house generator, and a new septic system sized for five bedrooms, making it move-in ready and suitable for year-round living. Outdoors, the grounds are a garden lover's dream. Blooming fruit trees and thoughtfully designed perennial beds by owner and master gardener provide year-round beauty with potential for expansion. An attached barn adds character and utility, harkening back to the property's rich past when it served as part of a granite business. Highbanks has been lovingly held in the same family for over 40 years, offering an opportunity to own a piece of Maine's history with unmatched views, space, and timeless appeal. Experience the serenity, history, and beauty of Highbanks.

… 
$995,000
5bedrooms
3bathrooms

By Legacy Properties Sotheby's International Realty

Nearby
42

Seaside house 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.

… 
$2,950,000
2bedrooms
2bathrooms

By Legacy Properties Sotheby's International Realty

Nearby
42

Seaside house 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).

… 
$1,100,050
2bedrooms
1bathroom

By Legacy Properties Sotheby's International Realty

Nearby
42

Seaside house Steuben (United States)

Discover an exceptional opportunity to complete and customize your dream home in the heart of Downeast Maine. Situated on 5.2 private acres with approximately 570 feet of tidal frontage on Pigeon Hill Bay, this custom-designed Post & Beam contemporary home offers a stunning setting where nature, privacy, and coastal beauty come together. The shell of the home has already been constructed and includes a thoughtfully designed 2-bedroom, 2- bath floor plan with a loft, soaring vaulted ceilings, and an open-concept living area centered around a woodstove. The home has been framed, shingled, and fitted with windows, providing a solid foundation for the next owner to bring their vision to life. Significant improvements are already in place, including electrical and water lines trenched to the home, a slab plumbed for radiant heat, partial electrical wiring with panel installed, and approximately half of the exterior walls insulated with Rockwool batting insulation. Premium Allura siding is on site, along with interior tongue-and-groove pine ready for the vaulted ceilings. Enjoy peaceful easterly views across the bay and spectacular sunrises reflected on the water each morning. Wander through enchanting moss-covered walking trails that lead to and along the shoreline, where the sights and sounds of the Maine coast create a truly tranquil retreat. Outdoor enthusiasts will appreciate the property's proximity to the renowned Pigeon Hill hiking trails and the nearby Petit Manan National Wildlife Refuge, offering miles of scenic trails for hiking, biking, and wildlife observation. The charming coastal village of Milbridge is just minutes away, providing convenient access to groceries, local dining, boutique shopping, and everyday amenities. Whether you're seeking a year-round residence, seasonal getaway, or investment in Maine's beautiful coast, this unique property presents a rare chance to finish a custom waterfront home exactly to your tastes.

… 
$629,000
2bedrooms
2bathrooms

By Legacy Properties Sotheby's International Realty

Nearby
50

Seaside house Milbridge (United States)

Erne Point: A truly exceptional offering, this private oceanfront peninsula presents one of the rarest opportunities on the Maine coast. Encompassing Approximately14 acres with nearly 2,200 feet of owned deepwater Atlantic frontage, the estate is surrounded by water on three sides, offering extraordinary privacy, serenity, and natural beauty. Reached through a gated entrance, the property is framed by granite shoreline, botanical gardens, mature evergreens, and winding woodland trails. Designed as a legacy family property, the estate features two architect-designed contemporary residences totaling approximately 8,700 square feet. Thoughtfully positioned to capture sweeping Atlantic views, both homes are filled with natural light and offer seamless indoor-outdoor living. The principal residence features dramatic entertaining spaces, a gourmet kitchen, luxurious bedroom suites, office, fitness space, and exceptional craftsmanship throughout. The guest residence provides beautifully appointed accommodations while maintaining complete privacy. Waterfront amenities include a private floating dock, owned deep-water mooring, and a three-story boathouse, providing direct access to the pristine cruising grounds of Downeast Maine, nearby islands, Bar Harbor, and Acadia National Park. The meticulous grounds feature botanical gardens waterfront terraces, a beach, open lawns, and peaceful sitting areas overlooking the bay and open Atlantic. Bald eagles, ospreys, seals, and spectacular night skies create an unforgettable coastal setting. Designed for year-round living and entertaining, the estate offers high-speed fiber-optic internet, a whole house generator, and existing infrastructure for an additional two-bedroom residence. This extraordinary estate is a rare legacy property offering remarkable privacy, exceptional waterfront amenities, and timeless coastal elegance along Maine's shoreline.

… 
$3,950,000
6bedrooms
6bathrooms

By Legacy Properties Sotheby's International Realty

Nearby
29

Seaside house Southwest Harbor (United States)

Calling all boaters! Rare opportunity to have a deep water dock in Southwest Harbor with a three bedroom house that needs remodeling or to be replaced. The house is right across the street from the dock for easy access for outer island residents for docking and parking. Set up now for 8 small boats but could be 4 larger boats or any combination. Also includes Gazebo and fire pit on the ocean side

… 
$1,799,000
200
3bedrooms
1bathroom

By Annonceur International

*

Receive by email any new listing that may match your search criteria

Your criteria :

  • For sale
  • Winter Harbor, United States, +30 km
  • Houses
  • Seaside

How satisfied are you with this page?

(not the listings itself)