Vintage homes for sale & real estate in Waldo County, ME

Vintage Home for sale in Waldo County, ME:

This property offering includes an historic Arts and Craftsman-style Foursquare house - thought to be one of the first houses built in Dark Harbor - set on a sunny and open lot, as well as an additional vacant wooded lot both, just a short walk from the charm and amenities of Dark Harbor Village, Gilkey Harbor, and scenic Kissel Point. Brimming with original character and island warmth, the residence offers the best of both community connection and personal retreat. Ascend granite steps and enter through the welcoming formal front door beneath a gracious covered porch, perfect for waving to neighbors or enjoying a quiet cup of coffee. Inside, a central hall anchors the home, with a lovely p

Vintage Home for sale in Waldo County, ME:

Step into history with this stately 1815 sea captain's home, overlooking Searsport Harbor and Penobscot Bay. Once owned by members of the Colcord and McGilvery seafaring families, this gracious property embodies timeless elegance, coastal charm, and a deep connection to Searsport's storied maritime past. Set on a 0.45-acre lot with a spacious lawn, the home enjoys water views and a sun-drenched stone patio. Inside, it offers a blend of historic character and modern livability. Original architectural details—including wood floors, moldings, and trim—have been thoughtfully preserved, while updates enhance comfort and functionality. A sunroom bathed in natural light provides a comf

Vintage Home for sale in Waldo County, ME:

Rarely does a property like this become available in Islesboro's storied and much-loved summer colony, Sabbathday Harbor. Perfectly sited, up high on the shores of East Penobscot Bay, this classic cottage offers sweeping easterly water views extending to Cape Rosier and approximately 100 feet of bold, accessible shoreline. The first floor features a living room with a wood stove and doors that open to a spacious water view deck, a functional galley kitchen, and a full bath. The generous wrap-around deck provides the perfect vantage point for sunrise coffee, afternoon reading, or evening gatherings with the bay as your backdrop. Upstairs, three charming bedrooms capture the light and se

Vintage Home for sale in Waldo County, ME:

Welcome to 177 Lebanon Road—a spacious and inviting 6-bedroom, 2-bathroom multi-unit home that perfectly blends small-town charm with modern comfort. Set on a beautifully landscaped, open, and level lot, this property offers room to relax, entertain, and enjoy the best of Maine living. Inside, you'll find a warm and functional layout featuring vinyl, laminate, and carpet flooring throughout, with plenty of space for family gatherings or quiet evenings at home. The full, unfinished basement provides excellent storage or the potential to create additional living space tailored to your needs. Outside, the property's lush, well-maintained grounds invite you to garden, host outdoor get-tog