A detached space for guests that includes its own entrance, full bathroom, and kitchen or kitchenette, is a popular selling point for buyers in Maine. A separate guesthouse or in-law apartment helps hosts offer high-end hospitality to their visitors, whether it’s extended family, friends, or other guests. We’re highlighting incredible properties throughout the state, from the Western Maine mountains to oceanfront estates, with plenty of overflow space to spread out.
76 Seasmoke Road, Saint George, Maine
Offered at $10,900,000
Represented by Brian Wickenden
This extraordinary oceanfront estate in Saint George, known as Seasmoke Farm, was featured in Architectural Digest for its stunning interior design and attention to detail while showcasing the natural landscape. The 32-acre coastal getaway includes a shingle-style main house, two guest cottages, a pool house, and a farm, and was a collaboration between Portland-based landscape architects Mohr & Seredin, Alabama–based Cole & Cole Architects, and Atlanta interior designer Suzanne Kasler. Learn more about this Maine estate for sale here.
135 Mountain Arrow Drive, Camden, Maine
Offered at $6,850,000
Represented by Brian Wickenden
Set on over 18 acres of private land with gardens overlooking Camden Harbor and the islands of Penobscot Bay, this expansive estate is an ideal year-round oasis. The stunning main house offers a home theater, rec room, sauna, exercise room, wine cellar, and infinity pool, and the beautifully appointed one-bedroom guest cottage has a 2-car garage and attached greenhouse. The cottage includes a kitchen, dining and living areas, and features central air conditioning and radiant heat, as well as spectacular craftsmanship and detailing. It looks over a pond and down to the main home with distant views out toward Penobscot Bay. Learn more about this Camden estate here.
402 Baker Hill Road, Freeman Township, Maine
Offered at $5,800,000
Represented by Glenn Jonsson and Marika Clark
Welcome to Windledge Farm, a stunning equestrian compound in the Western Maine Mountains on 308 acres with breathtaking views of the surrounding peaks. The 4,500 sq ft contemporary main house was designed by renowned architect Frank Robinson and is an homage to Frank Lloyd Wright. The handsome stable contains 8 stalls, a tack room, and more, plus a gorgeous guest house upstairs. Also includes a barn, paddocks, 7 acres of hay pasture, and miles of wonderful trails that access the far reaches of the property. Learn more about this equestrian estate here.
2 Maine Street, Kennebunkport, Maine
Offered at $2,495,000
Represented by Randal Simon & Rosane Hirschy
Awarded the 2022 Downeast Magazine Home Design Award, this elegant recently-built waterfront home on Mast Cove is offered fully furnished and only a half-block stroll to Dock Square in Kennebunkport. The unique design distributes bedrooms and baths across two floors in two connected buildings, providing privacy for your family and guests. Enjoy the whole home or close off one side for visiting families or seasonal rentals, with 5 ensuite bedrooms and 2 custom kitchens. Learn more about this Kennebunkport property here.
39 Ficketts Point Road, Milbridge, Maine
Offered at $2,400,000
Represented by Abigail Curless
This idyllic Downeast 16-acre estate along Narraguagus Bay features a historic 4-bedroom Cape and a 3-story timber frame barn with a spacious in-law apartment, including a remarkable loft and cupola. The special coastal Maine property is perfect for large family gatherings, with 3 custom kitchens and a dramatic Great Room with cathedral ceilings overlooking the water. Learn more about this Maine property for sale here.
37 & 50 Bucklin Lane, Trenton, Maine
Offered at $2,025,000
Represented by Nicole Richardson
This classic Maine property includes two 3-bedroom cottages with expansive views of Acadia National Park, including five acres of land and 525 ft of shore frontage on quiet Goose Cove. Take your kayaks down the custom kayak slide to the shore and plan your adventures from this quiet yet convenient location at the end of a private lane just minutes from Mount Desert Island. Both cottages have a strong rental history and were fully booked for the 2022 season. Learn more about this Maine property for sale here.
12 Hill Way, Cape Elizabeth, Maine
Offered at $1,149,000
Represented by Andrea Pellechia
This fantastic two-unit property in the heart of Cape Elizabeth offers many options: owner-occupy one unit and rent the other to offset expenses or rent both units as investment properties. Boasts a premier location just steps from the town center, library, and Shore Road Pathway, and a short drive to area beaches and downtown Portland. Learn more about this Cape Elizabeth property here.
