Wolfeboro NH Waterfront Real Estate, Homes, Condos for Sale

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

$1,498,000

2 Beds ⋅ 2 Baths ⋅ 5108772 MLS

OPEN HOUSE SATURDAY 10/3/26 FROM 12-2. A rare opportunity to own a waterfront home on beautiful Crescent Lake. This home offers 150 feet of a natural sandy beach and dock which is perfect for swimming, relaxing, launching a kayak, or enjoying endless days by the water. Access to Lake Wentworth thru the Smith River provides even more opportunity to enjoy the area's beautiful lakes and recreational activities. Cherished by the same family for many years, this property is now ready for its next chapter, offering an excellent opportunity for the new buyers to bring their ideas, add personal touches, and make it truly their own. Whether looking for a peaceful escape, a place to create generations of family memories, or your own waterfront haven, this home has all the ingredients for lakeside living at its best. To top it all off, there is also an additional .42 acre lot adjacent to the home that is also available. Together, the two properties offer flexibility for creating a larger lakeside estate or securing additional privacy and space. Don't miss this opportunity to make this home your own.

49 Kings Pine Rd, Wolfeboro

$13,900,000

9 Beds ⋅ 11 Baths ⋅ 5108354 MLS

There is nothing like this on Lake Winnipesaukee. Offered together as a private Winter Harbor compound, 14 & 20 Gateway Road encompass approximately 3 acres +/- with approximately 370' +/- of combined waterfront, two residences, extensive docking, and a sandy walk-in beach. The centerpiece, completed in 2023, is an approximately 8,600-square-foot contemporary residence was engineered by Thornton Tomasetti. Brazilian black slate and engineered rift oak floors, solid rift oak interior doors, hand-selected natural quartzite, custom millwork, stained red cedar siding, Douglas fir porch ceilings, and IPE decking define the build. A fully integrated Control4 system governs lighting, climate, Lutron power shades, and distributed audio. An 800-amp electrical service is supported by 45 kW generator backup. Six bedrooms, six full baths, three half baths, generous gathering spaces, and multiple professional-grade kitchen and prep stations support serious entertaining. At 20 Gateway, a cantilevered steel boathouse with rooftop entertaining deck is paired with a no-profile boat lift, 50-foot aluminum Lift-A-Dock, and sandy walk-in beach. At 14 Gateway, 195 feet of Winter Harbor frontage includes expansive U-shaped covered docking with room for multiple boats and watercraft. The classic 1958 Winnipesaukee cabin at 14 Gateway sits on approximately two additional acres and offers three bedrooms, one full bath, warm wood interiors, and a broad lakeside deck. More time capsule than guest house, it provides a distinct counterpoint to the contemporary residence. This is a finished, move-in-ready Winter Harbor compound that brings together contemporary architecture, a preserved vintage lake cabin, approximately 370' +/- of waterfront, extensive boating infrastructure, and approximately 3 acres +/- in one exceptional offering. Please note all acreage, waterfrontage, sq footage, bedrooms and baths have been combined to reflect the whole compound.

14 & 20 Gateway Rd, Wolfeboro

$895,000

4 Beds ⋅ 4 Baths ⋅ 5108315 MLS

Welcome to 37 14 Harbor Way on Lake Winnipesaukee, offering carefree lakefront living with timeless style. This immaculate 4-bedroom, 4-bath waterfront home enjoys unobstructed lake views across three beautifully finished levels, set amid manicured grounds in highly sought-after Winter Harbor. The open-concept main level features hardwood floors, a spacious kitchen, dining, and living area with a wood fireplace, all opening to a private sundeck with electric awning—ideal for entertaining or relaxing lakeside. Upstairs, the primary suite captures stunning lake views, joined by two additional bedrooms and a full bath.The walk-out lower level offers a sunlit family room featuring a wall of custom book cases, a cozy wood stove, 4th bedroom, 3/4 bath and laundry room with access to a private patio. The deck is being replaced this month at the sellers expense. An oversized garage is included. Pine Harbor spans 34 acres with 34 residences and 703’ of pristine shoreline, featuring a sandy beach, sunset deck, dock/mooring usage, kayak storage, and a pickleball/tennis court and only minutes to downtown Wolfeboro restaurants and shopping.

37-14 Harbor Way Unit 14, 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

$3,245,000

4 Beds ⋅ 4 Baths ⋅ 5105279 MLS

Some waterfront properties are defined by the home. Others begin with the setting. Tucked into a sheltered cove on Crescent Lake, away from heavier boat traffic, 6 Millwood Road offers a distinctive Wolfeboro waterfront experience with direct navigable access to Lake Wentworth. Enjoy the calmer waters of Crescent Lake for swimming, kayaking, and paddleboarding from your own shoreline, then venture out to explore an entirely different lake experience. Set on 2.76 acres, the property offers more than 5,700 square feet of finished living space across three levels, with multiple gathering areas and flexible spaces throughout. The open, light-filled main level features water views, a spacious living area with gas fireplace and built-ins, an extended dining area, and kitchen with separate pantry and coffee bar. A primary suite and additional flex rooms offer options for guests, office space, hobbies, or other uses. The finished walkout lower level includes a large family room, oak bar and kitchenette, game room, additional flexible spaces, and direct lake access. Above the attached garage, a separate bunk-style area provides additional versatile space. Waterside decks and patios extend the living outdoors, while walk-in water access makes swimming, paddling, and boating easily accessible from the property. The protected cove offers a quieter setting for waterfront enjoyment, while the connection to Lake Wentworth expands the possibilities. Within walking distance of downtown Wolfeboro, 6 Millwood offers a compelling combination of acreage, sheltered waterfront, generous living space, and access to two lakes-with the opportunity for the next owner to make the home distinctly their own. Two lakes. One waterfront lifestyle.

6 Millwood Rd, Wolfeboro

$3,950,000

6 Beds ⋅ 3 Baths ⋅ 5103036 MLS

Some properties are purchased for what they are. Others are acquired for what they can become. Perfectly positioned in the heart of downtown Wolfeboro, yet privately nestled behind mature trees, perennial gardens, and classic New England stone walls, this extraordinary property offers 138 feet of pristine Lake Winnipesaukee waterfront on Wolfeboro Bay and nearly eight-tenths of an acre of beautifully landscaped grounds. Whether your vision is to preserve and thoughtfully modernize the existing residence or create an entirely new architectural masterpiece, the opportunity is unmatched. Raze-and-rebuild permits are already in place, dramatically reducing the time and uncertainty often associated with premier waterfront development. The existing home may also be redesigned within its current footprint, with professionally designed renderings available to showcase its remarkable potential. The gracious six-bedroom Colonial spans three levels and offers timeless character, two lakeside sunrooms, a spacious living room with wood-burning fireplace, formal dining room with butler's pantry, updated kitchen, refinished hardwood floors, and a first-floor guest suite with private entrance. Equally exceptional are the waterfront improvements. The impressive 48' x 58' dry boathouse provides space for multiple boats or up to six vehicles and includes a lakeside sun porch, workshop, and attic storage. Multiple stone patios, a substantial crib dock, and a protected lagoon create an extraordinary setting for boating, swimming, fishing, and lakeside entertaining. Just steps from Wolfeboro's shops, restaurants, marinas, and year-round attractions, yet offering remarkable privacy, this is one of the most significant waterfront opportunities to come to market in years. This is more than a remarkable waterfront property. It is an invitation to create something truly iconic.

69 S Main St, Wolfeboro

$3,999,000

3 Beds ⋅ 3 Baths ⋅ 5102855 MLS

Spanning the full width of Melody Island, 2 Melody Island is a truly remarkable and one-of-a-kind Lake Winnipesaukee retreat. With approximately 315 feet of waterfront on both sides of the island, the property offers the rare opportunity to enjoy beautiful sunrises from one shoreline and spectacular long-range sunset views from the other. The property’s diverse shoreline features multiple swimming areas, including sandy beaches and a naturally formed submerged stone terrace. This distinctive in-water gathering area provides a wonderful place for swimmers to stand, sit, and relax while surrounded by the lake (an especially memorable feature for family and friends of all ages). The main residence offers three bedrooms and a spacious, open-concept living area centered around a beautiful stone fireplace. Expansive lake views bring the beauty of Winnipesaukee indoors, while comfortable gathering spaces create an inviting setting for entertaining, relaxing, and making lasting memories. A separate bunkhouse provides additional privacy and flexibility for guests, complete with its own bathroom, laundry facilities, and generous sleeping accommodations. Together, the main house and bunkhouse offer ample space to welcome extended family and friends while allowing everyone to enjoy a sense of privacy. Conveniently located just a 5 minute boat ride from Wolfeboro, Melody Island offers close proximity to shopping, dining, coffee shops, and town docks adding to the ease and enjoyment of island living. With its extraordinary shoreline, sunrise-to-sunset views, 2 Melody Island is a rare and unforgettable retreat that captures the very best of Lake Winnipesaukee island living.

2 Melody Is, Wolfeboro

$3,950,000

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

$9,800,000

3 Beds ⋅ 1 Baths ⋅ 5095854 MLS

A truly rare offering on the shores of Winter Harbor, this remarkable 40± acre property presents a once-in-a-generation opportunity to own one of the most extraordinary waterfront estates in Wolfeboro. Comprised of two 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. Across the road, rolling fields and open meadows surround an antique Cape, forming a timeless pastoral landscape rich with character and possibility. 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, an equestrian estate, a multigenerational retreat, or a thoughtfully designed development opportunity, the rare combination of substantial acreage, waterfront, open fields, 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 And 607 N Main St, Wolfeboro

$7,900,000

5095838 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

$9,800,000

5094444 MLS

A truly rare offering on the shores of Winter Harbor, this remarkable 40± acre property presents a once-in-a-generation opportunity to own one of the most extraordinary waterfront estates in Wolfeboro. Comprised of two 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. Across the road, rolling fields and open meadows surround an antique Cape, forming a timeless pastoral landscape rich with character and possibility. 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, an equestrian estate, a multigenerational retreat, or a thoughtfully designed development opportunity, the rare combination of substantial acreage, waterfront, open fields, 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 And 607 N Main St, Wolfeboro

$4,900,000

6 Beds ⋅ 6 Baths ⋅ 5091162 MLS

Have you been dreaming of lakefront living? Welcome to 74 Keewaydin Road in Wolfeboro, on Lake Winnipesaukee! This property has over 5 acres of land that sit on the shores of Winter Harbor in Wolfeboro, one of the premier areas of the lake! The harbor is perfect for paddle boarding, kayaking, or rowing as well as water skiing, wake boarding or just swimming too. The southwest exposure allows for sun all day and absolutely beautiful sunsets. With a winding driveway thru the woods, there is plenty of privacy as you approach the home. The waterfront boasts a sandy beach and a U-shaped covered dock with a storage shed. The home has plenty of room for everyone plus all the friends and guests! Sitting close to the water, there are endless views from just about every room in the house plus the outdoor space! There are 6 bedrooms with 5 baths. There is a full living space on the first floor with a fireplaced living room, primary suite bedroom, second bedroom, office, kitchen and screened porch as well as an outside deck to enjoy all the waterfront activities! The full second floor has four bedrooms, three baths, second kitchen, living room with woodstove and deck. The lower level is daylight with plenty of storage space for all the toys! This is the perfect place to spend long summer days watching the loons swim. Come and see what lake living is really all about!

74 Keewaydin 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. 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

$595,000

5078985 MLS

"Naturalist's Paradise" This waterfront property offers privacy and wildlife. A quieter location , great for kayaking and pddleboarding , plus access to both the main side of Lake Wentworth and entry into Crescent Lake. Exceptional waterfront opportunity on Lake Wentworth. Create your dream home on this stunning 4-acre waterfront parcel offering 370 feet of shoreline and an impressive 1,100 feet of road frontage on Camp Road in Wolfeboro. The property has already been surveyed by Prospect Mountain Survey, and septic approval is in place for a 4-bedroom primary residence plus a 2-bedroom ADU, giving you flexibility for guests, extended family, or additional living space. This picturesque lot offers a beautiful natural setting with ample privacy while remaining just minutes from downtown Wolfeboro, where you’ll enjoy charming shops, restaurants, and convenient access to the town docks. A seasonal dock may be possible, allowing you to take full advantage of lakefront living. A rare chance to design and build a custom waterfront retreat in one of the Lakes Region’s most desirable locations!

Camp Road, Wolfeboro

$3,000,000

5055754 MLS

Own Your Dream Campground in Wolfeboro! Come see this amazing 80+ acre campground with 60 campsites, each with water, septic, electric, and Wi-Fi. There are also tent sites for those who love a simpler camping experience. The property includes a beautiful 2-story owner’s home with over 2,000 square feet of space,including 2 bedrooms, 2 baths, 2 living rooms a sitting room, dining room, kitchen and lovely porch so you can live right where you work. You’ll enjoy frontage on WileyBrook, a bathhouse, a camp store, and plenty of sheds and storage buildings. There’s even an extra 11-acre lot where you could add fun features like a pool, playground,or tennis/pickleball courts. Located in Wolfeboro, America’s Oldest Summer Resort, this campground has a loyal group of campers and lots of room to grow especially with more online advertising and social media. Or, if you prefer, the land could possibly be used for a future housing development buyer to do their due diligence on this.Live where you play and make this campground your own adventure!

883 Center St, Wolfeboro

$2,700,000

5055753 MLS

Own Your Dream Campground in Wolfeboro! Come see this amazing 80+ acre campground with 60 campsites, each with water, septic, electric, and Wi-Fi. There are also tent sites for those who love a simpler camping experience. The property includes a beautiful 2-story owner’s home with over 2,000 square feet of space,including 2 bedrooms, 2 baths, 2 living rooms a sitting room, dining room, kitchen and lovely porch so you can live right where you work. You’ll enjoy frontage on Willey Brook, a bathhouse, a camp store, and plenty of sheds and storage buildings. There’s even an extra 11-acre lot where you could add fun features like a pool, playground,or tennis/pickleball courts. Located in Wolfeboro, America’s Oldest Summer Resort, this campground has a loyal group of campers and lots of room to grow especially with more online advertising and social media. Or, if you prefer, the land could .possibly be used for a future housing development buyer to do their due diligence on this.Live where you play and make this campground your own adventure! Also available with MLS # 5055570 and 5055571

883 Center St, Wolfeboro

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