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3 Exquisite Wolfeboro, New Hampshire Residences with Water Access and Timeless Elegance

By edson alejandro

1 min read

Nestled in the heart of Wolfeboro, NH, three remarkable properties capture the essence of privacy, exclusivity, and a deep connection to the natural beauty of Lake Winnipesaukee and its surroundings. From a sprawling waterfront estate to a meticulously restored 1895 historic gem and a serene country retreat with trail access, each offers a unique blend of luxury and charm. Whether drawn to architectural grandeur, historical significance, or immersive outdoor living, these homes invite you to explore what makes this region a timeless haven.

20 Wyman Drive | $10,950,000

4958433 1
20 Wyman Drive, Wolfeboro, NH 03894
jamiesonduston
LISTING AGENT:
Jamieson Duston

Set against the serene backdrop of Lake Winnipesaukee’s Wolfeboro Neck, this extraordinary waterfront estate offers unparalleled privacy on a sprawling 6.2-acre parcel. With 430 feet of prime shoreline along the coveted “Gold Coast,” the architecturally stunning residence spans nearly 15,000 square feet, featuring seven bedrooms and eight bathrooms for ultimate comfort and space. Expansive south/southwest exposure ensures breathtaking long-range views, bathing the home in natural light. Outside, over 5,000 square feet of patios, decks, and balconies invite endless relaxation or entertaining, while a remarkable two-slip boathouse and protective breakwater enhance the waterfront lifestyle. Ideal for those seeking solitude and natural beauty, this estate promises a rare blend of luxury and lakeside living, where every detail captures the essence of refined retreat. Days here are defined by tranquil waters and sweeping vistas, a true sanctuary from the everyday.

Price:
$10,950,000
Size:
14,778 sq ft
Contact:
Jamieson Duston, Duston Leddy Real Estate, 603.365.5848
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222 North Main Street | $2,995,000

5028239 1
222 North Main Street, Wolfeboro, NH 03894
randyparker
LISTING AGENT:
Randy Parker

Set against the serene waterfront of Wolfeboro, this historic estate, built in 1895 on a sprawling 2.7-acre parcel, echoes the charm of one of the town’s original farms. A short stroll brings you to local beaches and the heart of town. Step through the wraparound porch into a parlor adorned with an original chandelier, intricate rosettes, and fresh crown molding. The first floor unfolds with a cozy den, complete with a fireplace crafted by Portuguese masons, and a dining room boasting a vintage copper sink and butler’s pantry. Restored stained-glass doors open to outdoor spaces, revealing a brick patio, stone wall, and a quaint carriage house. The kitchen, a hub for family gatherings, features modern appliances and unique lighting salvaged from a Pennsylvania railroad station. With panoramic views of a saltwater pool, a historic mantel, and outdoor amenities like a pergola and stone pillars, this property marries timeless elegance with contemporary comfort.

Price:
$2,995,000
Size:
7,230 sq ft
Contact:
Randy Parker, Maxfield Real Estate/Wolfeboro, 603.455.6913

Gorgeous Property | $845,000

5040607 1
19 Cotton Mountain Road, Wolfeboro, NH 03894
kenperry
LISTING AGENT:
Ken Perry

Situated in the serene embrace of historic North Wolfeboro’s Cotton Valley, this 6.7-acre waterfront estate offers a harmonious blend of rural charm and natural beauty. The primary dwelling, a spacious 2,366-square-foot Country Cape, boasts three bedrooms and three baths, enhanced by a four-season sunroom, a fire-placed family room, and an expansive kitchen. Thoughtful additions include a two-car garage with a heated, multi-use 284-square-foot loft, and a quaint 14’x10’ cabin tucked along a private wooded trail. Outdoor delights await with a fully landscaped yard, a paved circular driveway, and a private deck overlooking the vast wooded lot. Direct access to a quarter-mile of the Cotton Valley Rail Trail invites year-round adventure, from walking and biking to snowmobiling. With proximity to Lake Winnipesaukee’s golf courses and conserved lands, this property embodies the essence of New Hampshire’s four-season lifestyle.

Price:
$845,000
Size:
2,366 sq ft
Contact:
Ken Perry, K A Perry Real Estate, LLC, 603.569.1563