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$9,100,000

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.

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

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.

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

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.

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

$7,395,000

Rare Sewall Road Offering... Including 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. 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. 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.

4 Beds ⋅ 4 Baths ⋅ 5101021 MLS

Rare Sewall Road Offering... Including 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. 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. 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

$2,899,900

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.

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

$725,000

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!

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

$3,500,000

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.

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