5 New England Waterfront Retreats and Historic Homes Over $1M

Surrounded by over an acre on a private cul-de-sac in Windham, this custom colonial is framed by mature landscaping that brings both beauty and privacy. Inside, timeless design meets a thoughtful, everyday flow that works equally well for hosting and unwinding. Formal living and dining rooms set an elegant tone for gatherings, while the inviting family room—anchored by a vaulted ceiling and fireplace—creates a warm, relaxed center of the home. Upstairs, four spacious bedrooms include a well-appointed primary suite with a jetted tub, offering a quiet retreat at day’s end. Outdoors, an in-ground pool and paver patio shape a secluded setting designed for easy summer afternoons, where the landscape feels like an extension of the living space.

Along the water’s edge in Wells, this rare waterfront holding captures panoramic views of the Atlantic Ocean and surrounding marshlands. Cherished by the same family for more than 50 years, it offers a sense of continuity—and the freedom to shape what comes next—within one of the town’s most desirable coastal locations. The property is composed of two separate residences, each oriented to the water, creating options for a private retreat, a multi-generational compound, or an income-producing setup. Outdoor living spaces extend the experience beyond the walls, designed to make the most of the ever-changing light and wide-open coastal horizon. Whether enjoyed as-is, held as an investment, or reimagined over time, this is a singular chance to live with Maine’s coastline as a daily backdrop.

Steps from downtown Milford, this beautifully restored c.1825 Greek Revival home pairs timeless character with everyday versatility. The residence offers generous living space along with a substantial 1,230 sq ft Accessory Dwelling Unit, creating a flexible setup for extended family living, work-from-home needs, or the option of rental income. With shops close by and the iconic Milford Suspension Bridge just down the way, the location supports an easy, walkable routine—morning errands, an afternoon stroll, and a quick return to the comfort of home. Thoughtfully updated while honoring its historic roots, the property balances privacy and connection to the town’s center, inviting a lifestyle that can adapt as your household, schedule, or plans evolve.

Along the water’s edge on pristine South Branch Lake, South Branch Lake Camps offers a rare piece of Maine sporting history, established in 1898 and welcomed by generations of sportsmen and families, including Babe Ruth, Ted Williams, Bobby Orr, and Jerry McKinnis. Set on a beautifully maintained 5.9-acre peninsula with 1,677 feet of private shoreline, it balances seclusion in the Maine woods with easy reach—about 45 minutes from Bangor and 15 minutes from Interstate 95. The property includes 11 fully furnished cabins with knotty pine interiors, heating, half baths, and screened porches oriented to sweeping lake views; three add full kitchens for longer stays. A furnished main lodge anchors the peninsula with a commercial kitchen, spacious dining area, screened porch, tackle shop, and two guest suites, inviting long, lake-centered days that feel effortlessly complete.

Along the water’s edge in Boothbay Harbor, this classic Maine waterfront cottage captures the daily theater of the coast—breathtaking sunsets, shimmering views, and tall ships gliding past on the harbor. Inside, the beautifully updated, two-bedroom retreat is designed for easy living, with a thoughtful renovation completed in 2021 and a turnkey, fully furnished offering. Outdoors, an expansive south-facing deck set directly over the water becomes the natural gathering place, shifting from morning light to golden evening skies. A private dock invites spontaneous departures—launch into the harbor, cruise through Townsend Gut, or follow the Sheepscot River and beyond. Set within a protected cove, lush landscaping and vibrant gardens frame a secluded private beach, creating a peaceful, personal coastal oasis to return to, season after season.