5 Charming Homes in Vermont and Rhode Island and Maine with Unique Character and Appeal

Perched on an elevated haven overlooking Cutler Harbor, this historic seasonal cottage offers a rare glimpse into a storied past. Once the summer retreat of renowned artist and sculptress Hazel Brill Jackson, this charming abode has been cherished by the same family for nearly a century. Its wrap-around deck reveals breathtaking views of the harbor, Little River Island, and distant Grand Manan, while eagles and osprey glide on gentle sea breezes. Inside, a wood stove in the kitchen and a Franklin fireplace in the living room create a cozy ambiance during cooler shoulder seasons. The second floor, an open expanse, houses a bedroom on each side with three single beds and one double. Nature lovers will delight in nearby Bold Coast trails, like Western Head, just a quarter mile away, as well as abundant wildlife and the serene scent of sweetgrass. With deep-water anchorage and access to Cutler Harbor, this retreat promises endless outdoor adventures and a timeless connection to the rugged Maine coast.

Rising above the vibrant pulse of Bridgton, this modern Maine Eco Home, built in 2020, offers an elevated retreat with stunning mountain views. Designed for versatility, its thoughtful layout and high-end finishes cater to a variety of lifestyles—whether as a primary residence, a cozy second home, or a first-time haven. The open-concept living, dining, and kitchen area boasts soaring ceilings and abundant windows, creating a spacious ambiance that belies the home’s actual footprint. A walk-in pantry, generous closets, and well-proportioned bedrooms elevate everyday comfort. Outside, a meticulously landscaped yard with boulders, flower beds, and a low-maintenance exterior enhances the property’s charm. Located on a serene dead-end road off Knights Hill Road, it’s just minutes from downtown Bridgton, Pleasant Mountain Ski Area, and Moose Pond’s public lake access for swimming and boating. With a Generac whole-house generator and no HOA, this home blends convenience with tranquility.

Situated in a convenient and vibrant area, this two-unit income property offers a unique blend of residential charm and versatile zoning for office use. Ideal for investors or first-time homebuyers, the property boasts a spacious backyard with ample parking, ensuring ease for all occupants. The first-floor unit welcomes you with a charming front porch, opening into a shared hallway. Inside, a generous living room flows seamlessly into an open-concept dining area, with a kitchen, bedroom, and full bath completing the layout. Basement access provides extra storage and washer-dryer hookups. Upstairs, the second-floor unit features a private deck, a kitchen with laundry and pantry space, a cozy living room, two bedrooms, and a full bath, plus walk-up attic storage. Positioned on a public bus route, this home offers effortless access to nearby shopping, restaurants, and the turnpike, blending practicality with lifestyle appeal.

Situated in the serene countryside of Glocester, Rhode Island, this inviting single-level ranch embodies the essence of rural charm. With three spacious bedrooms and two full bathrooms, the home offers a perfect blend of comfort and practicality. Sunlight pours into the thoughtfully designed spaces, creating a warm and welcoming atmosphere throughout. Imagine starting your day with a cup of coffee, surrounded by the tranquil beauty of nature, or unwinding in the evening beneath expansive, open skies. This property provides a rare opportunity to embrace a slower pace of life, with ample room to relax and recharge. Whether you’re seeking a peaceful retreat or a place to create lasting memories, this Glocester gem offers a unique connection to the simplicity and splendor of country living, where every moment feels like a breath of fresh air.

Tucked away on a serene dead-end street, this beautifully maintained split-level ranch home offers a harmonious blend of tranquility and accessibility. Just moments from downtown amenities and steps from city-maintained hiking trails, it provides an ideal escape without sacrificing convenience. Inside, an open floor plan welcomes with a custom kitchen featuring granite countertops, stainless steel appliances, and hardwood floors that flow into the dining area. Sliding glass doors open to a spacious private deck, perfect for entertaining or soaking in winter views of Camel’s Hump and vibrant sunsets. A light-filled living room with expansive windows enhances the airy ambiance, while the first floor hosts a luxurious primary bedroom, a full bath, and a second bedroom used as an office. Downstairs, a generous family room, an additional bedroom, a renovated 3/4 bath, and a laundry room complete this thoughtfully designed retreat.