Wolfeboro Homes with Private Dock Exterior Features

Welcome to Wolfeboro, New Hampshire—an enchanting lakeside town nestled in the heart of Carroll County. Known as the "Oldest Summer Resort in America," Wolfeboro boasts a rich history and a vibrant community, making it a perfect destination for both year-round residents and seasonal visitors. With its stunning views of Lake Winnipesaukee, charming downtown shops, and a plethora of outdoor activities, Wolfeboro offers a unique blend of tranquility and adventure.

Imagine waking up to the gentle sounds of water lapping against your private dock, your own slice of paradise right in your backyard. Homes in Wolfeboro with private dock exterior features provide the ultimate lakeside lifestyle, allowing you to embrace the beauty of nature at your doorstep. Whether you’re an avid boater, a fishing enthusiast, or simply someone who enjoys peaceful evenings by the water, these properties offer unparalleled access to the lake’s recreational opportunities.

Explore the scenic trails, indulge in local dining, or take a leisurely stroll through the historic streets lined with quaint shops. In the winter, the area transforms into a winter wonderland, perfect for skiing, snowshoeing, and cozying up by the fire. With a strong sense of community and a variety of local events, Wolfeboro invites you to experience the warmth of small-town living while enjoying the natural beauty that surrounds you.

Discover your dream home with a private dock in Wolfeboro and immerse yourself in the serene lifestyle that this picturesque town has to offer. Your lakeside retreat awaits!

Newest Wolfeboro Homes with Private Dock Exterior Features

$7,395,000

4 Beds ⋅ 4 Baths ⋅ 5101021 MLS

Rare Sewall Road Offering... One of the largest waterfront lots on Sewall Road 1.57 acres in one of the most coveted addresses on Lake Winnipesaukee. This prime parcel enjoys a sunny eastern exposure, town water and sewer, and 188 feet of pristine shoreline overlooking downtown Wolfeboro, the Brewster Academy campus, and the mountains beyond. Wolfeboro has earned its title as the "Oldest Summer Resort in America" a legacy dating to 1771, when Colonial Governor John Wentworth built his summer estate on the shores of nearby Lake Wentworth. That tradition of lakeside retreat took root and flourished over the following century and a half, drawing prominent Boston and NY area families who built the shingle-style "camps" and grand cottages that still line the water today. Many of the area's most storied waterfront estates began exactly this way. Modest family camps, over generations, gave way to the refined lakefront residences the region is now known for. Your legacy begins here at 180 Sewall, on one of the area's most sought-after shorelines on the lake, within walking distance of downtown and the Sewall Woods Conservation area. This property is historically known as "Wiscasset" and was owned by the late Rev. A Edwin Keigwin who held Sunday Vespar services on the shoreline in the early 1900's. The same sheltered waterfront, deep water docking and sweeping views that have welcomed generations continue to set the stage for Lake Winnipesaukee memories. This offering includes the existing land and buildings "as is", plus newly completed and NH-approved plans and permits for a stately 9,000-square-foot Lake Compound, featuring a main house, guest house, deep-water boathouse, barn, garage, warming pool, elegant patios and hardscape. All recently approved by the State of New Hampshire. Build your dream home in one of Wolfeboro's most iconic and historic settings. This will be one of the nicest homes on the lake in one of the most desirable areas on Lake Winnipesaukee.

180 Sewall Rd, Wolfeboro

$4,300,000

4 Beds ⋅ 5 Baths ⋅ 5100917 MLS

Near the protected waters of Diamond Cove, nestled within Winter Harbor, one of Lake Winnipesaukee's most sheltered and sought-after areas, this rare offering in the prestigious Wyanoke Harbors Association presents an exceptional opportunity to create a lasting legacy in New Hampshire's premier lakefront destination. Set on approximately 1.78 acres with nearly 200 feet of shoreline, this property combines privacy, protected waters, and an exceptional lifestyle minutes from downtown Wolfeboro, America's Oldest Summer Resort. Charming boutiques, acclaimed restaurants, marinas, Carry Beach, and a vibrant year-round community have made Wolfeboro one of New England's most sought-after waterfront destinations. Designed for gathering family and friends, the home features four generously sized bedrooms (plus 2 bonus rooms), 5 baths, and a functional floor plan with an expansive recreation room with a second kitchen—ideal for entertaining, multi-generational living, rainy-day games, or seamless indoor-outdoor summer living. Separate bedroom wings provide privacy for owners and guests, while expansive waterfront-facing living spaces offer the perfect canvas for updates tailored to your vision. An attached two-car garage with Level II electric vehicle charging and access to public water add modern convenience. Outside, a cozy sandy beach invites swimming, kayaking, or simply relaxing along the shoreline, while a substantial T-shaped dock provides effortless access to New Hampshire's largest lake, with 72 square miles of crystal-clear water, hundreds of islands, and countless secluded coves. Ownership also includes access to the Wyanoke Harbors tennis pickleball, and basketball courts. Whether enjoyed as it is or thoughtfully reimagined over time, this is a rare opportunity to secure one of Wolfeboro's premier waterfront settings, where protected waters, timeless views, and an exceptional Lakes Region lifestyle come together in a property to be treasured for generations.

6 Wyanoke Gate Ln, Wolfeboro

$1,250,000

3 Beds ⋅ 2 Baths ⋅ 5095143 MLS

8 Edwards Way, Wolfeboro – Your Ticket to Lake Wentworth Living! Discover a truly unique waterfront property offering access to two of New Hampshire's most desirable lakes. Nestled along the tranquil Smith River, just seconds from Lake Wentworth and with direct access to Crescent Lake, this exceptional home delivers the ultimate lakeside lifestyle. Designed for easy one-level living, this impeccably maintained home features 3 bedrooms, 2 baths, a spacious kitchen, open living area, and a peaceful setting that feels like your own private retreat. A wall of windows fills the home with natural light while capturing beautiful views of Lake Wentworth. The grounds are beautifully landscaped and meticulously maintained. Thoughtfully updated and cared for, the home features a newer roof, newer siding, energy-efficient mini-split systems for heating and cooling, and an irrigation system, providing comfort, convenience, and peace of mind. Boating enthusiasts will appreciate 153 feet of waterfront, a private dock with room for multiple boats, and the rare opportunity to enjoy two lakes from one property. A detached 2-car garage provides additional storage and convenience. Located on a paved private road used exclusively by residents, the property offers privacy and tranquility while remaining just minutes from downtown Wolfeboro's shops, restaurants, and waterfront. Outdoor enthusiasts will love the nearby Bridge Falls Path, offering miles of trails for walking, hiking, biking, and cross-country skiing. The White Mountains, ski areas, golf courses, and countless recreational opportunities are all within easy reach. Conveniently located less than 2 hours from Boston and about an hour from New Hampshire's Seacoast, this remarkable waterfront retreat offers the perfect blend of relaxation, recreation, and accessibility. Rarely does a property combine direct access to two pristine lakes, modern updates, and proximity to downtown Wolfeboro in one exceptional offering. Welcome home.

8 Edwards Way, Wolfeboro

$3,495,000

4 Beds ⋅ 5 Baths ⋅ 5095129 MLS

"Be Still" - a fitting name for this extraordinary lakeside retreat on beautiful Lake Wentworth. Set in a remarkably peaceful and private setting, this property offers the perfect escape to relax, recharge, and enjoy the beauty of nature. Overlooking 3,000 acres of crystal-clear water, Be Still captures breathtaking lake and mountain views while providing access to endless year-round recreation, including boating, swimming, fishing, waterskiing, skating, and cross-country skiing right from your doorstep. This quality-built home, built by Wood and Clay Fine Homes Builders, is designed for comfortable single-floor living and features exceptional craftsmanship throughout. The hardwood floors, soaring cathedral ceiling, a spacious walk-in pantry, a chef's kitchen equipped with high-end appliances, and an inviting screened porch to enjoy. Expansive windows fill the home with natural light and capture stunning views from nearly every room, creating a seamless connection between the home and its remarkable waterfront setting. Adding to the home's versatility is a large bonus room above the attached two-car garage, complete with its own bathroom - ideal for guests, a home office, media room, or fitness space. Offering exceptional privacy, tranquility, and timeless craftsmanship, Be Still is more than a home - it's a place to slow down, take in the views, and enjoy the unmatched beauty of Lake Wentworth.

140 Holden Shore Rd, Wolfeboro

$2,899,900

3 Beds ⋅ 3 Baths ⋅ 5092536 MLS

A rare legacy offering on the shores of Lake Winnipesaukee. This private waterfront retreat has been cherished by the same family for over sixty-five years & represents the first lot developed on Broadside Road—one of Wolfeboro’s most exclusive lakeside enclaves. Owning 100 feet of pristine frontage, the property offers an unparalleled 180-degree panorama from Wolfeboro Bay to the east & Meredith to the west, with the Belknap Mountains rising to the south & Gunstock’s ski trails visible in the distance. The home enjoys exceptional privacy & natural protection. A paved circular driveway winds through moss-covered woodlands, encircling a wooded center island & providing ample guest parking. The centerpiece is an authentic Ward Log Cabin featuring rough-hewn logs, rich cedar interiors with polyurethane finish, a grand fieldstone fireplace, & modern upgrades including a new kitchen & bath, & updated plumbing & electrical. Highlights include a front room with an expansive picture window framing sweeping lake, island, & mountain views—ideal for watching snow-making at Gunstock. A bright three-season porch with skylights provides excellent entertaining space next to the kitchen. Additional living areas feature a second-story office with breathtaking lake views (easily convertible to a suite with wet bar), an accessible attic loft for guests, & abundant storage. Outdoor amenities shine with a King Stoneworks stone patio (perfect for a firepit), a double-railing staircase leading to a shaded lakeside platform, & a professionally built breakwater dock system complete with canopy, lighting, power, & potential jet ski lift. Meticulously landscaped grounds include stone retaining walls from Maine, perennial gardens, a Blue Spruce, window boxes, & a potting shed. Privacy is enhanced by cedar fencing & natural shrubbery, while the expansive backyard offers complete seclusion. The property is ready for immediate enjoyment.

122 Broadside Rd, Wolfeboro

$10,950,000

7 Beds ⋅ 8 Baths ⋅ 5086004 MLS

Commanding a rare and remarkably private 6.2-acre site along the sun-drenched edge of Lake Winnipesaukee, this Wolfeboro Neck estate occupies one of the most coveted stretches in all of New Hampshire's lakes region. With an extraordinary 430 feet of frontage and uninterrupted south-to-southwest exposure, the property captures sweeping, cinematic views across the Broads, without a neighboring home in sight. It is a setting of uncommon seclusion within one of the region’s most prestigious enclaves. The residence itself, spanning nearly 15,000 square feet, was conceived on a grand architectural scale, offering 7 bedrooms and 8 baths across a layout designed for both entertaining and retreat. The home presents a compelling opportunity for a discerning owner to curate and elevate the interiors to their own high standards, transforming it into a truly bespoke lakeside compound. Select imagery has been thoughtfully enhanced to illustrate the home’s potential with refined updates. Outdoor living is equally ambitious, with more than 5,000 square feet of terraces, decks, and balconies that unfold toward the water, creating an effortless flow between interior and exterior spaces. A two-slip boathouse with protective breakwater anchors the waterfront experience, while the acreage affords exceptional flexibility for the addition of a guest residence, caretaker’s cottage, or recreational barn. Inside, a soaring great room wrapped in glass frames the lake as living art, flooding the home with natural light. The layout balances grand entertaining spaces with intimate retreats, including a private media room and a chef’s kitchen. Wellness amenities include a fully equipped gym, spa, and sauna, all oriented toward the tranquil lakefront. Defined by its irreplaceable combination of scale, privacy, and premier Wolfeboro Neck location, this offering represents a singular opportunity to craft a generational estate on one of New Hampshire’s most storied lakes. By appointment.

20 Wyman Dr, Wolfeboro

$3,795,000

3 Beds ⋅ 3 Baths ⋅ 5083555 MLS

Set along the shores of Lake Winnipesaukee in desirable Wolfeboro, 9 Umbrella Point offers 250 feet of exceptional waterfront and sweeping sunset views across the lake toward Gunstock Mountain and Rattlesnake Island. This well-maintained home is designed for true single-level living, featuring a wide-open floor plan and large windows that bring in natural light and showcase the water from nearly every room. A fantastic study upstairs offers a peaceful retreat with stunning lake views—ideal for working from home or unwinding with a good book. The seamless flow between living spaces makes the home feel both comfortable and ideal for entertaining. Outside, the yard is level and inviting, with stairs leading down to the water’s edge. A brand-new dock accommodates two boats with ease, making it simple to enjoy everything lake life has to offer. Whether you’re relaxing on the deck, gathering by the shoreline, or heading out on the water, the setting is both functional and picturesque. Additional features include a two-car attached garage and a separate three-car garage, perfect for storing boats, watercraft, and recreational gear. Located in a quiet, private association just off Forest Road, this property offers a sense of seclusion while remaining just minutes from downtown Wolfeboro’s shops, dining, and amenities. An outstanding opportunity to enjoy turnkey waterfront living in the heart of the Lakes Region.

9 Umbrella Pt, Wolfeboro

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