5 Northeast Retreats from Portland’s Waterfront to Point Beach

A study in contemporary new construction, this first-lot residence in a desirable new Lebanon subdivision pairs a level homesite with an easy indoor-outdoor rhythm. A wraparound porch sets the tone for quiet mornings and casual entertaining, while inside, thoughtfully selected finishes bring modern polish throughout. The main level begins with a mudroom entry from the attached two-car garage, complete with a generator hookup, and flows into a well-composed kitchen featuring soft-close cabinetry, granite countertops, high-end appliances, and a generous pantry. Open-concept dining and living areas create a natural gathering space, supported by a convenient half bath. A first-floor primary suite offers privacy with an ensuite bath and expansive walk-in closet. Upstairs, two additional bedrooms, a full bath, and two bonus rooms add flexible options, plus a walk-up area above the garage with future finishing potential. A paved driveway and hydroseeded lawn complete the exterior.

Along the waterfront in Portland, Maine’s historic Old Port neighborhood, Hobson’s Landing frames luxury urban living with an easy, walkable rhythm. Loft residence #413 offers single-level, upscale interiors with hardwood floors throughout and a commanding gas fireplace that anchors the living space. Step outside to a spacious private deck—an inviting extension for morning coffee or a quiet evening reset. Comfort is thoughtfully handled with high-efficiency heat and air conditioning, while the master bath adds a warm finish with radiant heated floors. Daily life runs smoothly with an in-unit washer/dryer, concierge service, premium garage parking, and community bicycles ready for a quick ride into town. Building amenities include a club room, fitness center, and dog wash facilities, all just steps from renowned restaurants, specialty shops, museums, live music venues, and galleries.

Along the water’s edge on Shapleigh Pond, this spacious colonial pairs everyday comfort with true lakeside ease, including a private adjacent waterfront lot. Entry from the attached garage leads to a new entryway and a bright living room with hardwood floors. At the heart of the home, an open-concept kitchen and dining area is warmed by a central wood stove and lit by a bay window—an inviting setting for casual meals and lingering conversations. A sunny three-season room extends the living space, ideal for morning coffee or winding down at day’s end. The layout includes 3–4 bedrooms and two full baths, with a convenient first-floor bedroom, laundry, and three additional bedrooms upstairs alongside a generous family/game room. Outside, enjoy a well-landscaped lot, front patio, private dock, and a large open yard for swimming and boating.

Set slopeside at Sunday River in Newry, this cozy condominium is designed around seamless mountain days. Enter the building on the main level and head down one flight to the unit, thoughtfully positioned on the same level as the owner storage area. Dedicated space for skis, boots, and outerwear keeps transitions easy—less time sorting gear, more time outside. From here, you’ll enjoy excellent access to multiple lift options, including the North Peak Quad, South Ridge, the Chondola, and ski school, with the added bonus of nearby night skiing for late-day laps. After first tracks or an after-dark run, the interior reads as a warm, comfortable retreat—simple, inviting, and ready for the rhythm of a ski-season weekend.

Steps from the shoreline in Milford’s sought-after Point Beach community, this charming Colonial offers an easy rhythm of coastal living with everyday convenience. The open-concept main level centers on a bright living and kitchen area, where vaulted ceilings, exposed beams, and skylights bring light and volume to daily life. White shaker cabinetry keeps the kitchen crisp and welcoming for casual meals or entertaining. A flexible layout includes a main-level bedroom—ideal for guests or single-level living—while two additional bedrooms upstairs provide comfort and privacy. Set on a rare double lot totaling 0.16 acres, the fully fenced yard invites gardening, lounging, and gathering, with a shed for beach gear close at hand. A partially finished basement adds bonus space for a home office, gym, or playroom, all just minutes to downtown Milford.