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Browse All Wolfeboro NH Waterfront Properties for Sale

$1,698,000
2 Beds ⋅ 2 Baths ⋅ 5108772 MLS
OPEN HOUSE SATURDAY & SUNDAY 9/12 and 9/13 from 11-1 Welcome to your own slice of paradise on beautiful Crescent Lake. This home offers 150 feet of waterfront, complete with 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.

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
$995,000
3 Beds ⋅ 1 Baths ⋅ 5107813 MLS
Classic Lake Wentworth cottage nestled right at the water’s edge, offering the quintessential lakeside getaway. Enjoy beautiful lake views and abundant sunshine from the level lot with desirable southern exposure. The cottage features a propane fireplace and a charming screened porch - perfect for relaxing and taking in the peaceful surroundings. A brand-new three-bedroom septic system and established drilled well add convenience and peace of mind. Step outside to crystal-clear Lake Wentworth waters with a sandy bottom, ideal for swimming and enjoying classic summer days on the lake. Come make lasting memories in Wolfeboro on beautiful Lake Wentworth!

53 Fernald Xing, Wolfeboro
$1,750,000
2 Beds ⋅ 2 Baths ⋅ 5107780 MLS
Welcome to 8 Shady Lane, a quintessential Lake Wentworth retreat being offered for the very first time. Set along the shores of one of Wolfeboro’s most treasured lakes, this special property has been enjoyed by generations of the same family. Now, it is ready for its next chapter and a new generation of memories. The classic lake cottage captures the simplicity and charm of lake living, with additional sleeping space in the house and above the garage providing plenty of room for family and friends. But what truly sets this property apart is the land. A beautiful, level lot leads directly to a sandy beach and the clear waters of Lake Wentworth, creating an ideal setting for swimming, boating, gathering, and long summer days by the lake. Additional features include public water and a location on a private road used exclusively by residents, creating a peaceful setting while remaining just minutes from downtown Wolfeboro’s shops, restaurants, and waterfront. Nearby, the Bridge Falls Path offers miles of trails for walking, biking, and cross-country skiing. Golf, skiing, hiking, the White Mountains, and year-round recreation are all within easy reach. Less than two hours from Boston and an hour to the Seacoast. 8 Shady Lane is more than a cottage on the lake. It is the kind of place where summers are remembered, traditions are created, and family and friends return year after year. A rare opportunity for another family to call this very special piece of Lake Wentworth their own.

8 Shady Ln, 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
$3,495,000
4 Beds ⋅ 4 Baths ⋅ 5105279 MLS
Some waterfront properties are defined by the home. Others begin with the setting. Tucked into a quiet cove on Crescent Lake, 6 Millwood Road offers a distinctive Wolfeboro waterfront experience with direct navigable access to Lake Wentworth. Enjoy the peaceful character of Crescent Lake from your own shoreline, then head out by boat, kayak or paddleboard to explore an entirely different lake experience. Set on 2.76 acres, the property offers more than 5,000 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, kayaking, paddleboarding and boating easily accessible from the property. The protected cove provides a peaceful setting, while the connection to Lake Wentworth expands the possibilities from your own waterfront. Just minutes from downtown Wolfeboro, 6 Millwood offers a compelling combination of acreage, 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
$625,000
4 Beds ⋅ 1 Baths ⋅ 5104662 MLS
A rare opportunity awaits on Triggs Island, peacefully situated along the shores of beautiful Lake Wentworth in Wolfeboro, New Hampshire. Island properties on this pristine lake seldom become available, making 11 Triggs Island a truly special offering. Built in 1906, this charming four-bedroom cottage has been meticulously maintained and thoughtfully updated over the years while preserving its original character. Arrive by boat and immediately appreciate the property’s expansive waterfront, offering approximately 200 feet of frontage, a sandy beach and a delightful gazebo—the perfect place to relax by the lake. Just steps from the water, the home welcomes you through a spacious three-season porch featuring wonderful lake views. Long enjoyed for meals, game nights, reading and additional sleeping space, this inviting porch is certain to become a favorite gathering place. Inside, the living room is centered around a timeless brick fireplace, creating a warm and comfortable setting. The main level also includes the kitchen, dining area, a bedroom and a bathroom. Upstairs, three generously sized bedrooms provide ample accommodations for family and friends. The property enjoys spectacular long range views and amazing sunsets along with all-day sunshine on the dock. Also included is an interest in Triggs Landing, providing mainland parking and docking for your boat. This is an exceptional opportunity to enjoy the crystal-clear waters of Lake Wentworth from a private and serene island retreat—a truly magical place where lasting memories are waiting to be made.

11 Triggs Is, Wolfeboro
$9,100,000
5 Beds ⋅ 3 Baths ⋅ 5104599 MLS
Commanding 485' of Lake Winnipesaukee shoreline at the end of its own peninsula, 65 Tips Cove is a generational offering of rare provenance in America's oldest summer resort. Frontage of this scale on a point lot cannot be replicated. Set on 2.75± level, landscaped acres between Tips Cove and Jockey Cove - with a separate .51± acre garden lot available — the property is enveloped by water on nearly every side. Mature white pine buffers behind; ahead, lawn falls to a granite shoreline where the water runs clear. Privacy here is measured not in hedgerows but in open water and quiet. Multiple docking options serve the property: a granite breakwater dock, a U-shaped covered slip, and open-water docking off the deck. Capacity at this scale is difficult to permit anew, and places the Broads, Winter Harbor, and downtown Wolfeboro moments away by boat. The southwesterly exposure is the signature. From a lakeside deck cantilevered above the rocks, summer sunsets fall down the open lake, swinging through autumn to settle behind the Belknap Range, with Rattlesnake Island anchoring the view to the northwest. It is the orientation this lake pays a premium for. The residence is itself a landmark, its red roof recognizable from the summit of Mount Major. Gracious single-level living unfolds beneath soaring ceilings, where grand hallways lead to four private sleeping quarters set apart from a primary suite with en-suite bath. Stone fireplaces anchor the principal rooms, beadboard and natural woodwork frame the ever-present water views, and a formal dining room stands ready for the gatherings to come — an enduring plan, built for multigenerational use and for owners measuring the next thirty years, not the next three. Days begin at the shoreline; nights belong to loon calls and unlit skies. A singular opportunity to acquire one of Winnipesaukee's defining shorefront estates.

65 Tips Cove 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
$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
$898,000
2 Beds ⋅ 3 Baths ⋅ 5097883 MLS
EXCEPTIONAL OWNERSHIP OPPORTUNITY | YEAR-ROUND HOME | VACATION RETREAT WITH DEEDED DOCK SLIP ON LAKE WINNIPESAUKEE Your summer starts here! Move right into this fully furnished, exquisite Craftsman gambrel offering deeded water access and a dock slip at Sawmill Marina across the road on beautiful Lake Winnipesaukee. Enjoy stunning views of the lake and downtown Wolfeboro from this exceptional 2-bedroom, 3-bath home.Located on a charming side street just a short walk to postcard-perfect downtown Wolfeboro, known as “America’s Oldest Summer Resort,” this property offers easy access to waterfront restaurants, unique shops, and Cate Park, where summer concerts fill the gazebo overlooking the shores of Lake Winnipesaukee.Newly constructed with a timeless blend of craftsmanship and modern luxury, this home features wide plank oak flooring, 9-foot ceilings, and a custom kitchen with floor-to-ceiling cabinetry, granite countertops, tile backsplash, and premium Bosch appliances. Central air conditioning provides year-round comfort, while thoughtful finishes create effortless living throughout.As beautiful as the home is inside, the outdoor spaces are equally inviting. Relax or entertain on the bluestone patio or mahogany deck while enjoying scenic views of Lake Winnipesaukee’s Back Bay. Professionally landscaped grounds with irrigation create a private, low-maintenance oasis.Whether you are seeking a primary residence, a second home retreat that can help offset ownership costs, or a flexible investment opportunity, this exceptional Wolfeboro property offers the rare combination of luxury, location, and deeded lake access.

46 King St, 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
$779,000
3 Beds ⋅ 3 Baths ⋅ 5095195 MLS
The allure of Pine Harbor Condominiums is immediately evident, spanning 34 acres of lush grounds and a pristine waterfront complete with a private beach, docks, and moorings for boats and jet skis. Inside, the open-concept living room draws the eye to tranquil lake views, featuring a wood-burning fireplace that leads to a covered patio, the perfect setting for relaxed lakeside entertaining. This main level flows seamlessly from a sunlit dining area with a bay window into a spacious kitchen with a breakfast bar, rounded out by a powder room and an enclosed entry. Upstairs, the primary suite offers a private deck, two additional bedrooms, a shared bath, and a conveniently located laundry area. Recent upgrades add significant value, including new kitchen appliances, a stacking washer/dryer, a new hot water heater, updated flooring throughout the first floor, and relaid brick patio. As a coveted end unit positioned just steps from the beach and docks, the home offers lake views and privacy, complemented by a detached garage and parking right at your front door.

40-24 Harbor Way Unit 24, Wolfeboro
$3,395,000
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
$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
$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
$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
$9,500,000
6 Beds ⋅ 7 Baths ⋅ 5089994 MLS
Lake Winnipesaukee waterfront living at its finest. "Woodland Cove" is set on three private acres with 310 feet of pristine sandy shoreline and coveted southern exposure, this extraordinary custom estate captures sweeping views of the lake and the Belknap Mountain range while offering rare protection from prevailing winds. The sugar sand beach allows you to wade in slowly with a sandy bottom extending well off shore. The park-like grounds are a masterpiece of natural beauty, featuring mature gardens, handcrafted stonework, and multiple outdoor living spaces designed to embrace the waterfront setting. A stunning mahogany-and-fieldstone boathouse which is architecturally exceptional—stands as a true centerpiece of the property. The boathouse features a large lift to keep your boat pristine as well. Spanning more than 8,000 square feet, the 13-room residence combines timeless craftsmanship with luxurious comfort. The home features six spacious bedrooms and seven baths, with every bedroom offering its own en-suite bath for ultimate privacy and convenience. Soaring ceilings, elegant crown molding, and walls of glass create an atmosphere of light, space, and sophistication throughout. The decorator furnishings have been curated specifically for this home and are included. Designed for both relaxed lake living and entertaining, the home offers expansive decks, patios, and a beautiful screened porch that seamlessly blends indoor and outdoor living. The first-floor primary suite is a private retreat with breathtaking lake and mountain views, a generous walk-in closet, and a spa-inspired bath. Located just 10 minutes from downtown Wolfeboro, this remarkable property delivers the perfect balance of convenience, exclusivity, and complete privacy on New Hampshire’s most sought-after lake. This is truly a special property in the nations "Oldest Summer Resort."

80 Parker Island Rd, Wolfeboro
$725,000
3 Beds ⋅ 2 Baths ⋅ 5086026 MLS
Enjoy easy lakeside living in this renovated, stand-alone condo in Winter Harbor on Lake Winnipesaukee. This home offers the privacy of a single-family setting with the ease of shared care. The association includes a large sandy beach and southwest exposure and dock slip with this cottage. Take in sunset views from the living room or the screened porch. Inside, the home has 3 bedrooms and 2 baths. Features include a fireplace, central air, and a finished lower level with a rec room. Both the indoor and outdoor kitchens offer lake views. Located a short drive from Wolfeboro, known for its shops, dining, and small town charm. Enjoy boating, swimming, fishing, and exploring the lake this summer!

680 N Main St Unit 13, 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
$3,500,000
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
$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—especiallywith 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—especiallywith 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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