5 Distinctive New England Retreats from Bath to Sugarloaf

On Washington Street in Bath, Maine, this fully furnished, tastefully appointed four-plex offers a turnkey approach to rental living. The layout is thoughtfully divided: two one-bedroom units occupy the lower level, while the second level features two two-bedroom, two-bath units. Each apartment comes equipped with furnishings, linens, household items, and appliances, creating true move-in-ready rentals where daily life can begin with ease. Access is practical as well, with entry to the two-bedroom residences located at the back of the building—an arrangement that supports privacy and simple comings and goings. Outside, off-street parking for approximately four to six vehicles sits on the property, adding everyday convenience for residents and guests alike. It’s a streamlined setup designed for comfort, flexibility, and an effortless routine.

Set on 24.9 wooded acres in Shapleigh, this one-of-a-kind property pairs everyday functionality with rare privacy, abutting conservation land with Norton Brook winding through the back forest. The main residence is centered on a chef’s kitchen with granite and tile countertops, a custom copper farmhouse sink, and an oversized island for easy entertaining. A dining room connects to a great room warmed by a gas fireplace and mantel, while the farmer’s porch opens to peaceful views of the surrounding landscape. Upstairs, the primary suite offers two walk-in closets and an en-suite bath with jetted tub, double vanity with marble countertops, and a separate shower room, plus two additional bedrooms, a full bath, an exercise room, and a bonus room. An attached one-bedroom apartment adds a private entrance, custom cabinetry, a three-season screened porch, and flexible living. Heated garages, a workshop, and a 30′ x 40′ detached garage with automotive lift round out the setting for work, hobbies, and quiet days outdoors.

Originally built circa 1855 for mill owner Arnold Fenner, the Fenner-Matthewson Mansion stands as a rare surviving example of Italian Villa architecture in Plainfield. Across twelve rooms, the interiors preserve the details many houses of its age have surrendered: original red pine floors underfoot, mercury glass doorknobs in hand, and soaring twelve-foot ceilings overhead. Nine hearths anchor the home with a sense of rhythm and permanence, while nearly 6,000 square feet have been carefully preserved rather than remodeled—allowing the craftsmanship and character of another era to remain legible in daily life. Recognized as a contributing property within a National Register Historic District, it offers the quiet privilege of living with history, where every threshold and ceiling height speaks to a long, continuous story.

From its elevated setting on 7.44 private acres in Dunbarton, 101 Mansion Road takes in westerly views of Pat’s Peak—an ever-changing backdrop that turns especially memorable at sunset. Inside, a thoughtfully designed floor plan centers on a dramatic great room with soaring ceilings, abundant natural light, and easy flow for entertaining. Three generously sized bedrooms and three well-appointed bathrooms balance everyday comfort with a sense of retreat, while seamless indoor-outdoor living invites you to step out and linger with the landscape. Beautifully landscaped grounds enhance privacy and reinforce the home’s quiet, nature-surrounded feel. A substantial five-car garage adds rare flexibility for vehicles, equipment, or dedicated workshop space. Minutes from recreation and skiing at Pat’s Peak, with convenient access to Manchester and Concord, it’s a setting that makes everyday life feel unhurried.

From its elevated setting at Sugarloaf in Carrabassett Valley, this fully furnished condo is designed around days on the mountain and easy evenings at home. With access to the trails and the ability to ski home on the Little Stubs Trail behind the condo, the location keeps winter rhythms effortless. Inside, a light-filled open floor plan rises to a vaulted ceiling, anchored by a wood-burning stone fireplace insert on the main level. The kitchen has been completely upgraded with high-end appliances, cabinets, and countertops, setting the scene for big, cozy dinners. Two living areas offer flexible space, including a large lower-level living room warmed by a gas stove. Step out to the large lower deck for a soak in the hot tub, then head to the base lodge—plus restaurants and bars—less than a 10-minute walk away.