Designed for comfort and flexibility, these homes offer the perfect blend of privacy and togetherness. Featuring in-law suites, guest cottages, or accessory living spaces, each property provides room for family and friends to gather while still enjoying their own space. Ideal for hosting guests or accommodating multigenerational living, these homes make it easy to enjoy the beauty of Maine together. Explore the homes with additional living spaces currently for sale below.
36 Roxmont Road, Rockport, ME 04856
Represented by Brian Wickenden | Offered at $3,995,000
Perched above Penobscot Bay, this beautifully updated shingle-style home features a private first-floor guest suite, offering a comfortable and welcoming space for visitors. Thoughtfully designed with both connection and privacy in mind, the layout makes hosting guests or accommodating multigenerational living effortless.
3 and 5 Graves Lane, Northeast Harbor, Mount Desert, ME 04662
Represented by Linda Jonas | Offered at $2,750,000
Tucked in a private setting near the heart of Northeast Harbor, this beautifully crafted property includes a fully renovated guest house with 3 bedrooms and 2 bathrooms, perfect for multigenerational living or hosting guests. The main residence and guest house together offer flexibility, privacy, and comfort, making it ideal for family, friends, or extended stays while enjoying Mount Desert Island’s village amenities.
160 Main Street Rear, Kennebunkport, ME 04046
Represented by Marika Clark| Offered at $1,895,000
In the heart of Cape Porpoise, this coastal retreat includes a beautifully appointed detached guest cottage, offering a private and comfortable space for visitors or extended stays. Complete with its own kitchen, bedroom, bath, and loft, the cottage is ideal for hosting guests or supporting multigenerational living while maintaining privacy from the main home.
115 Pirates Cove Road, Stockton Springs, ME 04981
Represented by Brian Wickenden and Kristin Heal | Offered at $1,595,000
Beautifully sited on the shores of Penobscot Bay, this exceptional property offers two year-round waterfront residences with expert craftsmanship and refined finishes throughout. Ideal as a private family compound, multi-generational retreat, or investment property with an established rental history.
175 Milliken Island Road, Newcastle, ME 04553
Represented by Randy Miller and Charlie Richardson | Offered at $1,450,000
This extraordinary lakefront retreat on Damariscotta Lake features a light-filled apartment above the two-car garage, complete with two bedrooms, a full kitchen, bath, and loft spaces—perfect for hosting guests or supporting multigenerational living. The private suite allows family and visitors to enjoy comfort and independence while still being part of the home’s serene lakefront setting.
15 Southwest Harbor Road, Deer Isle, ME 04627
Represented by Laura Farr | Offered at $1,000,000
This Danish-inspired home near Southwest Harbor features a flexible layout with separate living areas and two kitchens, perfect for an in-law suite or multigenerational living. Private spaces and walk-out basements ensure comfort and independence while enjoying the island setting.
453 Union Road, Appleton, ME 04862
Represented by Kristin Heal | Offered at $899,000
This beautiful Midcoast home features a spacious in-law apartment above the oversized four-bay garage, complete with high ceilings, abundant natural light, and a full bath for comfortable independent living. With its own outdoor space, the suite provides the perfect retreat for guests or multigenerational living while remaining private from the main home.
