Chebeague Island Homes for Sale

Welcome to Chebeague Island, a hidden gem nestled in the heart of Maine’s stunning Casco Bay. Just a short ferry ride from the mainland, this enchanting island offers a unique blend of coastal charm and small-town warmth. With its picturesque landscapes, pristine beaches, and vibrant community, Chebeague Island is the perfect place to call home.

As part of Cumberland County, Chebeague Island boasts a rich history and a laid-back lifestyle that captivates both residents and visitors alike. The island is renowned for its breathtaking views, outdoor recreational opportunities, and a close-knit community that welcomes newcomers with open arms. Whether you’re exploring the scenic trails, enjoying a sunset at the beach, or indulging in fresh seafood at local eateries, there’s always something delightful to experience on Chebeague Island.

For those looking to find their dream home, Chebeague Island offers an array of charming properties for sale. From cozy cottages with ocean views to spacious family homes surrounded by nature, there’s a perfect fit for every lifestyle. The real estate market here reflects the island’s unique character, with homes that often feature rustic charm, modern amenities, and easy access to the island’s beautiful surroundings.

Imagine waking up to the sound of waves lapping against the shore, sipping your morning coffee on a sun-drenched deck, and enjoying the tranquility that only an island life can provide. With homes for sale on Chebeague Island, your dream of coastal living is within reach. Embrace the allure of this idyllic island community and discover the perfect place to create lasting memories.

Newest Chebeague Island Homes for Sale

$1,100,000

3 Beds ⋅ 2 Baths

Tucked among spruce, pines and ferns on a quiet private road, this shingled Cape Cod style cottage looks out on Casco Bay's Stockman, Bangs and Eagle Islands. Built in 1980, the well-maintained home features ocean-facing screened and open porches and a large, raftered 'open concept 'Great Room with kitchen, dining and living room areas centered around a large enameled Norwegian cast iron woodstove (Jotul). An elegant spiral steel open staircase beside it leads to the second floor. The first floor features a recently added, open-rafted, wood-paneled studio wing with five triple-windows, skylights and wood and ocean views. Also on the first floor is a primary bedroom with a triple-window facing the ocean and a full bath. The second floor includes a full bathroom and two small bedrooms, one with two single beds and a woods view, the other with a double bed and ocean views. The property is over 5 acres, including a meadow and a fern-lined path from the boathouse to the beach, one of few sandy beaches on Chebeague. There is over 300 feet of shorefront land. Beside the path is a recently rebuilt boathouse. Island amenities include public-access clay tennis courts and the 100-year-old Great Chebeague Golf Club, recently placed on the National Register of Historic Places--one of the 4 in Maine. Beside the golf course is the Chebeague Island Inn, also over 100 years old, recently declared eligible for the National Register. Two ferries serve the island daily, the nonprofit Chebeague Transportation Co. with its frequent, 15-minute trips from Cousins Island; and the Casco Bay Line infrequent ferries from Portland waterfront. The fastest boat service is with Chebeague or Portland water taxis.

26 Springettes Rd, Chebeague Island

Listing courtesy of Portside Real Estate Group.

$1,279,000

4 Beds ⋅ 3 Baths

Waterfront Retreat located on picturesque Chebeague Island. This spacious four-bedroom, two-and-a-half-bath home embodies classic island living, offering stunning, panoramic views of Casco Bay. The interior is filled with natural light, featuring gleaming hardwood floors and three cozy wood-burning fireplaces. The property sits on three acres and includes 150 feet of exclusive waterfront, providing direct access for boating, swimming, kayaking, and fishing. The main level offers an open-concept kitchen, an inviting den with a wood-burning fireplace, and direct access to a back porch and expansive deck--perfect for enjoying breathtaking sunsets. The living and dining area features coastal shiplap, a vaulted ceiling, and a wood-burning fireplace. The lower level includes a large, dry daylight basement offering expansive and versatile storage options, and the exterior features an oversized two-car attached garage. This classic coastal hideaway is situated directly on Casco Bay, offering a private setting where you are completely surrounded by nature. The location is exceptionally convenient, situated only seven minutes from the ferry and market, and a two-minute walk or bike ride to the Community Recreation Center. The property is also close to various island amenities, including golf, tennis, sailing, scenic trails, the library, a full-service boatyard, and beautiful beaches. This property is a truly versatile option, whether you are seeking a great investment, a year-round residence, or a summer retreat.

48 Pond Rd, Chebeague Island

Listing courtesy of Portside Real Estate Group.

$1,695,000

4 Beds ⋅ 5 Baths

A rare opportunity to own a spectacular waterfront property on highly sought-after Chebeague Island. Privately situated with a coveted westerly orientation, this exceptional location offers breathtaking sunsets, deep-water access, and an extraordinary island lifestyle just a short distance from Portland. The property features a substantial deep-water dock, private beach frontage, dramatic ledge outcroppings, and picturesque tidal pools that create an unforgettable coastal setting. An antique Cape, expanded and modified over the years, may be enjoyed in its current form, thoughtfully renovated, or more fully reimagined to suit your vision and make the most of the property's exceptional setting. The expansive grounds offer further potential for a legacy compound or multigenerational retreat. Combining privacy, natural beauty, and convenient proximity to the mainland, this is a truly unique offering where boating, swimming, gathering, and relaxed coastal living come together in one remarkable destination. Chebeague Island offers a unique blend of coastal charm and everyday convenience, making it one of Maine's most desirable island communities. Residents and visitors enjoy amenities such as a scenic nine-hole golf course, tennis courts, beautiful public shoreline access, and a full-service marina and boatyard. The island also features a year-round library, recreation center, community school, café dining, and the historic Chebeague Island Inn overlooking Casco Bay. Grocery delivery service adds an extra level of convenience for year-round and seasonal residents alike. Accessible by ferry from Yarmouth or Portland, Chebeague provides a peaceful island lifestyle while still remaining connected to the mainland. Outdoor recreation, boating, biking, walking trails, and strong community traditions make the island especially appealing for both seasonal and year-round living.

61 Sawyer Rd, Chebeague Island

Listing courtesy of Town & Shore Real Estate.

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