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765 N Main St, Wolfeboro
$2,500,000
5 Beds ⋅ 6 Baths ⋅ 5115890 MLS
Welcome to Libby Lodge, originally built in 1896 as a guest house for Dr. Libby of the Libby Museum. Set on more than two acres, the property offers pleasant views, sandy beach frontage on Mirror Lake, and convenient access to Lake Winnipesaukee just across the street. A dock and level beach make it easy to enjoy swimming, boating, and other waterfront activities. Over the years, the Lodge evolved from a single-family home to seasonal rentals and condominiums before returning to single-family use in 2018, when it underwent a major renovation. The restoration adapts the home for today’s lifestyle while recreating the elegance of the 1920s. High ceilings and large windows fill the rooms with natural light. The first floor includes a spacious living and dining room with a fireplace, a kitchen, a sitting room, a family room with a second fireplace, two bedrooms with en-suite baths, a mudroom, a half bath, and an elevator. The living room opens onto a porch overlooking the grounds and lake. Upstairs, the large primary suite features walk-in closets and a spacious bath. Two additional bedrooms each have a private bath, and the laundry room is also located on this level. A four-car garage provides ample space for vehicles, recreational equipment, and storage above. With generous indoor and outdoor space, sandy beach frontage, and easy access to both Mirror Lake and Lake Winnipesaukee, Libby Lodge offers comfortable waterfront living and plenty of room for every season’s activities.

765 N Main St, Wolfeboro

21 Waumbeck Rd, Wolfeboro
$529,000
5 Beds ⋅ 2 Baths ⋅ 5114371 MLS
Two living spaces, one incredible opportunity, and a location that's hard to beat! Welcome to 21 Waumbeck Road in Wolfeboro, where income potential meets endless possibilities just 2 miles from downtown and beautiful Lake Winnipesaukee! Situated on a level, one-acre lot, this spacious two-family property offers the flexibility to live in one unit while renting the other, accommodate extended family, or add to your investment portfolio. The updated second-floor apartment features two bedrooms, a private entrance, new windows, hardwood and tile flooring, a mini-split system. Downstairs, discover generous living space with vaulted ceilings, three spacious bedrooms, first-floor laundry, an updated bathroom, and plenty of opportunity to make it your own! A stunning primary bedroom accented by pine V-groove walls and exposed hemlock beams. Recent improvements include foundation perimeter drainage, updated finishes, and more. Outside, enjoy a sprawling, level backyard surrounded by mature trees, a 12' x 16' storage shed, and plenty of room for gardens, entertaining, or outdoor activities. With renovations underway, this property is being sold as-is, offering the perfect opportunity to build equity while creating something special. Minutes from Wolfeboro's charming shops, restaurants, schools, and year-round recreation, this isn't just a home with potential. It's an opportunity with options!

21 Waumbeck Rd, Wolfeboro

23 Crystal Shore Rd, Wolfeboro
$3,800,000
5 Beds ⋅ 5 Baths ⋅ 5105637 MLS
Welcome to 23 Crystal Shore Road, an exceptional waterfront retreat on the shores of Crescent Lake with direct boating access to Lake Wentworth. Designed by Lakes Region architect Vaune Dugan, this custom Adirondack-inspired lakehouse is a masterful blend of timeless craftsmanship, exceptional attention to detail, and thoughtful design. Designed for generations to gather, stories to be shared, and traditions to begin, this is a timeless lakefront retreat to be cherished for years to come. Set on a beautifully landscaped, level lot with coveted S/W exposure, the property offers a sandy beach, private dock, and a newly built lakeside cabana, creating the perfect place to unwind after a day on the water or gather with family & friends as the sun sets. Inside, rich natural wood, handcrafted millwork, & custom built-ins showcase the home's exceptional craftsmanship. At the heart of the home is an extraordinary screened porch overlooking the lake, destined to become your favorite gathering place. The spectacular great room is anchored by a breathtaking 30-foot floor-to-ceiling stone wood-burning fireplace, while the open lakeside deck extends the living space outdoors. Offering 5 bedrooms, including a first-floor primary suite, the home provides comfortable accommodations for family & guests. The finished walkout lower level features a spacious family room, full bath,workshop/exercise room, & direct access to the lakeside. Highlights include a two-car attached garage with direct entry, an additional garage under, and numerous recent improvements, including refreshed landscaping, exterior painting, trim, front steps, and updated appliances. Privately situated, yet just a scenic walk to downtown Wolfeboro, America's Oldest Summer Resort, via the Bridge Falls walking path, you'll enjoy charming shops, restaurants, & year-round recreation. Less than 2 hrs from Boston and approx 1 hour from the Seacoast, this property offers the best of the Lakes Region has to offer.

23 Crystal Shore Rd, Wolfeboro

606 N Main St, Wolfeboro
$7,900,000
5 Beds ⋅ 1 Baths ⋅ 5095851 MLS
A truly rare offering on the shores of Winter Harbor, this remarkable 20 acre property presents a once-in-a-generation opportunity to own one of the most extraordinary waterfront estates in Wolfeboro. Comprised of one distinct 20-acre parcels, the property captures the very essence of lakeside New England living. On the lake side of North Main Street, an antique seasonal cottage overlooks the sparkling waters of Lake Winnipesaukee, where breathtaking sunsets paint the sky above Winter Harbor each evening. Sandy waterfront, sweeping views, and the tranquil setting create an idyllic retreat to enjoy today while envisioning what tomorrow may bring. The existing home offers an opportunity for restoration or redevelopment, while the gently sloping terrain provides exceptional flexibility for future plans, including the potential for walkout lower levels designed to maximize both views and indoor-outdoor living. Whether your vision is a private family compound, or a multigenerational retreat, or a thoughtfully designed development opportunity, the rare combination of substantial acreage, waterfront, and lake views offers possibilities that are nearly impossible to replicate in today's market. This is a property meant to be cherished, shaped by its next steward, and enjoyed for generations to come. Adding to its appeal is the location itself. Welcome to Wolfeboro, often regarded as one of New England's most charming villages. Here, you'll find the perfect balance of peace and privacy while remaining just minutes from the vibrant downtown, with its boutique shops, restaurants, marinas, and year-round community events.

606 N Main St, Wolfeboro

153 N Main St, Wolfeboro
$1,685,000
5 Beds ⋅ 4 Baths ⋅ 5092835 MLS
Built in 1853 and known to generations of Wolfeboro residents as "The Varney House," this iconic Greek Revival stands as one of downtown's most recognized landmarks. The Fourth of July parade passes right by your front door, and steps from the property are charming boutiques, local restaurants, waterfront parks, and year-round community events. With easy access to scenic biking/walking trails and Lake Winnipesaukee, this exceptional property offers a lifestyle that is as active as it is relaxed. Rich with original character, wide-plank floors, natural woodwork, and 170 years of New England craftsmanship, this spacious home features 5 bedrooms and 4 bathrooms on 2 acres. The finished barn is the showpiece: soaring exposed beams, a magnificent custom stone fireplace, and a balcony overlooking the backyard. The home's energy systems are a standout: radiant floor heating, whole-home mini-splits, owned solar panels, and EV chargers in both the garage and barn modern efficiency in a historic shell. Recent upgrades including a new roof (2024), updated electrical, vinyl siding, and added insulation mean the character comes without the upkeep and a dry, insulated full basement means no surprises below grade either. Outside, an expansive composite deck with screened gazebo overlooks a beautifully maintained yard with mature fruit trees and a fenced area perfect for pets. A two-car garage, two lower barn levels, and an attached shed provide exceptional space for vehicles, tools, and toys. A landmark address in America's oldest summer resort town, this is Wolfeboro living at its finest.

153 N Main St, Wolfeboro

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