Across New England, this quintet shares a lifestyle-first sensibility where land and water shape the rhythms of everyday living. From a private Windham cul-de-sac colonial designed for poolside gatherings to a restored c.1825 Milford Greek Revival with a substantial ADU near downtown, each home balances character with flexibility. Along the Maine coast and lakes, long-held waterfront holdings bring rarity into focus: dual residences with sweeping ocean and marsh views in Wells, a legendary 1898 lakefront camp on a peninsula, and a furnished Boothbay Harbor cottage with dock, beach, and harbor vistas.
11 Longmeadow Road | $1,105,000


Amanda Bradford

Amanda Bradford
Set on over an acre at the end of a private cul-de-sac in Windham, this custom Colonial is framed by mature landscaping that brings both beauty and privacy. Timeless design and refined finishes shape a layout that feels equally suited to entertaining and everyday rhythms. Formal living and dining rooms set an elegant tone for gatherings, while the inviting family room—anchored by a vaulted ceiling and fireplace—offers a warmer, more relaxed retreat. Upstairs, four spacious bedrooms include a well-appointed primary suite with a jetted tub, creating a quiet place to unwind. Outside, an in-ground pool and paver patio form a secluded summer setting, with space to linger long after the day’s last swim. Life here is defined by calm mornings, easy hosting, and unhurried evenings at home.
- Price:
- $1,105,000
- Size:
- 4,440 sq ft
- Contact:
- Amanda Bradford, RE/MAX Synergy, 603.930.8714
403 Webhannet Drive | $1,100,000


Brenda Maggy

Brenda Maggy
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, the property offers a sense of legacy paired with unusual flexibility: two separate residences, each oriented to the water and each complemented by outdoor living spaces designed to make the most of the coastal setting. Mornings can begin with shifting light over the marsh; evenings invite an easy rhythm outdoors as the ocean draws the horizon close. Whether envisioned as a private coastal retreat, a multi-generational compound, an income-producing arrangement, or a canvas for future reimagining, the configuration supports a range of lifestyles without losing what matters most—the uninterrupted relationship to Maine’s coastline and its ever-changing views.
- Price:
- $1,100,000
- Size:
- 3,124 sq ft
- Contact:
- Brenda Maggy, Lexi Leddy Real Estate, 603.531.3839
Endless Potential Historic Home | $1,099,000


Susanna Corriveau

Susanna Corriveau
Originally built circa 1825, this beautifully restored Greek Revival residence offers timeless character just steps from downtown Milford, with its local shops and the iconic Suspension Bridge close at hand. The generous living space is thoughtfully complemented by a sizeable Accessory Dwelling Unit, creating a flexible setup that suits extended family living, work-from-home needs, or the option of rental income. With two living areas under one roof, the home supports a rhythm of daily life that can shift with the seasons—quiet mornings focused on work, weekends shared with guests, or a more independent arrangement for family members. From its walkable setting near the center of town, life here feels connected and convenient, with classic architecture anchoring a distinctly Milford way of living.
- Price:
- $1,099,000
- Size:
- 4,548 sq ft
- Contact:
- Susanna Corriveau, Coldwell Banker Realty, 603.566.6806
1174 Cove Road | $1,098,900


Michaela Kinghorn

Michaela Kinghorn
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 long favored by generations of sportsmen and families. Set on a beautifully maintained 5.9-acre peninsula with 1,677 feet of private shoreline, the setting feels secluded in the Maine woods while remaining 45 minutes from Bangor and 15 minutes from Interstate 95. Eleven fully furnished cabins feature knotty pine interiors, heating, half baths, and screened porches with sweeping lake views; the three largest add full kitchens for longer stays. At the center, a furnished 2,600-square-foot main lodge includes a commercial kitchen, spacious dining area, screened porch, tackle shop, and two guest suites. A recreation center, two shower houses, dock house, large garage and outbuildings, oversized lakeside firepit, three seasonal dock systems, and included boats, canoes, and kayaks complete a true lakefront rhythm from day one.
- Price:
- $1,098,900
- Size:
- 7,000 sq ft
- Contact:
- Michaela Kinghorn, Realty of Maine, 617.651.1904
Experience Classic Maine Waterfront Living At Its Finest | $1,050,000


Nancy Carleton

Nancy Carleton
Along the water’s edge in Boothbay Harbor, this classic Maine waterfront cottage pairs coastal charm with a thoughtful update. The two-bedroom retreat was renovated in 2021 and is offered turnkey, fully furnished for an easy transition into harbor life. An expansive south-facing deck sits directly over the water, framing sunsets, shimmering coastal views, and a steady parade of tall ships across the ever-changing scenery. From your private dock, launch into the harbor, cruise through Townsend Gut, or follow the Sheepscot River and beyond. Set within a protected cove, the setting feels calm and sheltered, enhanced by lush landscaping, vibrant gardens, and a secluded private beach. Days here unfold naturally—on the deck, on the water, and with the light lingering late into evening.
- Price:
- $1,050,000
- Size:
- 893 sq ft
- Contact:
- Nancy Carleton, Vitalius Real Estate Group, 207.751.7693













