5 Waterfront Lake Winnipesaukee Homes and a Historic Connecticut Farmstead

Along the water’s edge on Lake Winnipesaukee, this beautifully renovated timber frame home pairs classic structure with an easy, modern flow. Exposed beams frame open living spaces, while sweeping lake and mountain views keep the setting present in daily life. With 152 feet of shoreline and a level lot, outdoor time feels effortless—whether it’s a quiet morning by the water or an evening gathering on the patio with the outdoor kitchen close at hand.

Along the water’s edge on Lake Winnipesaukee, this custom-built waterfront residence pairs 275 feet of shoreline with coveted southwestern exposure at the mouth of Winter Harbor. Inside, thoughtful details lead the way: 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. Outdoors, daily life naturally drifts toward the large screened porch and wraparound deck, both oriented to water views and long afternoons by the shore. A partially finished walkout lower level adds welcome flexibility, while a separate three-season guest cottage offers room for visitors. An oversized detached garage and substantial dock system round out the property with storage and exceptional boating access—setting the stage for unhurried lake days.

Along the water’s edge on Lake Winnipesaukee in Wolfeboro, 9 Umbrella Point spans 250 feet of waterfront with sweeping sunset views toward Gunstock Mountain and Rattlesnake Island. Inside, the well-maintained residence is designed for true single-level living, anchored by an open floorplan and expansive windows that keep the lake present in nearly every moment. Upstairs, a dedicated study offers a quieter retreat, still oriented to the view. Outdoors, a level yard steps down to the shoreline via stairs, ending at a new two-boat dock for effortless days on the water. Two- and three-car garages provide generous storage without crowding the home’s easy flow. Tucked into a private setting just minutes from downtown, it’s a calm Lakes Region rhythm with the horizon always in sight.

Along the tranquil tidal Bellamy River in Dover, Breezy Point Cottage pairs timeless craftsmanship with privacy and an easy, everyday connection to the water. Sweeping, unobstructed views stretch across protected conservation land, while refined living and dining spaces flow from a gourmet kitchen anchored by a 48” Thermador chef’s range to a riverside deck. The primary suite reads as a true retreat, with custom closets, private laundry, and a spa-inspired bath featuring a jetted tub and custom tiled shower. Above the conditioned three-car garage, a flex room with direct exterior access offers an ideal office, studio, or guest suite. Downstairs, fitness and recreation rooms, abundant storage, and a private guest suite add versatility. Outside, a private dock provides deep-water access to Great Bay and the Atlantic, framed by landscaped, irrigated grounds, perennial gardens, a covered porch, and a waterfront patio with hot tub.

Set on 9 pastoral acres in a picturesque corner of Lyme, Selden Farm is a landmark 1690s property with sweeping views of Selden Cove and the Connecticut River, abutting conservation land. At its heart, a gracious and authentic 5-bedroom Colonial is rich with character—tavern room, wide board floors, original paneling and moldings, six fireplaces, and an abundance of windows that draw in light and long, tranquil outlooks. Life here extends across a rare collection of spaces: a 3-bay garage with self-sufficient guest accommodation, a renovated barn serving as studio/office/gym, several outbuildings, and a greenhouse beside a sunny open meadow suited to animals or farming. Two privately situated guest houses (one needing renovation) add flexibility for in-law, caretaker, or income use. Days can end by the large saltwater pool with patio and full-service cabana, or on the all-weather tennis court.