5 Landmark New England Waterfront and Acreage Estates Over $4M

Along the coastal countryside of Kennebunkport, this one-of-a-kind estate unfolds across more than 37 acres between the fishing village of Cape Porpoise and the sandy shores of Goose Rocks Beach. At its center is a charming antique farmhouse with four bedrooms, oversized living spaces, beautiful beamed ceilings, and three fireplaces that lend warmth and enduring character. Two separate guest cottages expand the possibilities for extended family, guests, rental income, or caretaker accommodations—one with a cozy one-bedroom layout, the other offering two bedrooms and added flexibility. A substantial barn invites agricultural pursuits, storage, workshops, events, hobbies, or future creative ventures. Open fields and natural landscapes frame peaceful marsh views with distant ocean vistas, creating a rare sense of privacy in a coveted Southern Maine coastal corridor—ready to be shaped into a legacy.

Beyond a gated entrance in Bridgewater, this newly constructed Georgian colonial estate unfolds with complete privacy and panoramic views over Lake Lillinonah and distant hills. A long paved driveway winds through 26± acres, where mature landscaping, specimen trees and bushes, and designed gardens shape an immersive arrival. Inside, high ceilings, expansive walls of windows, and architectural symmetry keep the rooms sunlit from dawn to dusk. The Living Room’s central fireplace, formal Dining Room, and west-facing Sunroom frame floor-to-ceiling sunset views, while the Chef’s Kitchen is paired with a spacious Butler’s Pantry and an entrance gallery made to showcase art. Two first-floor primary-bedroom suites sit alongside a home office; upstairs, three additional bedrooms share an adjacent Family Room. An indoor exercise pool, Gym/Wellness Spa with full bath, Guest House, Pool and Pool Cabana extend the day’s rhythm outdoors.

Size: 26.25 acres

Set on over 30 acres in Lyme, 150 Joshuatown Road unfolds as a custom-built residence surrounded by specimen trees, beautiful landscaping, and more than a quarter mile of impressive rebuilt stone walls. Inside, the main level balances gracious scale with warmth: a welcoming foyer leads to a Chef’s kitchen with a breakfast room, while a cherry-paneled library pairs a vaulted ceiling with a fireplace for quiet evenings in. A commodious dining room and a living room arranged with separate seating areas make everyday living—and entertaining—feel effortless. The first-floor primary suite adds an easy sense of retreat. Upstairs, additional bedrooms are joined by a beautiful family room currently used as an art studio. Beyond the main house, a fully functioning guest house with a full kitchen and ample bedroom space extends the property’s flexibility for hosting and longer stays.

Along the water’s edge at the confluence of Fresh Creek and the Cocheco River, this privately situated shingle-style estate unfolds across 3.6 acres in Dover. Inside, elegant living spaces include a sunroom, multiple dining areas, a private office, a rec room, and a covered balcony—layered with custom cabinetry, high-end appliances, wood floors, fireplaces, and premium fixtures. Outdoors, days move easily from the heated saltwater pool with spa to the private dock, with a firepit positioned for sunset viewing. Comfort and efficiency are thoughtfully addressed with geothermal HVAC, spray foam insulation, and a standby generator, creating year-round ease without sacrificing atmosphere. A separate carriage house is approved for the property, offering flexibility for the future. Life here is defined by water, privacy, and an unhurried rhythm.

Along the water’s edge on Lake Winnipesaukee, this custom-built home enjoys 275 feet of shoreline and coveted southwestern exposure at the mouth of Winter Harbor. Inside, thoughtful details include custom cabinetry, a wood-burning fireplace, and the ease of first-floor laundry. The spacious primary suite is designed as a true retreat, complete with an office, sitting area, and a spa-like bath. Daily life spills naturally outdoors, where a large screened porch and wraparound deck frame constant water views. Downstairs, a partially finished walkout lower level adds welcome flexibility for work, hobbies, or relaxed overflow. A separate three-season guest cottage, an oversized detached garage, and a substantial dock system round out the property with exceptional storage and options for hosting. Days here unfold with effortless boating access and a front-row seat to the harbor.