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$7,395,000
4 Beds ⋅ 4 Baths ⋅ 5101021 MLS
Rare Sewall Road Offering... One of the largest waterfront lots on Sewall Road 1.57 acres in one of the most coveted addresses on Lake Winnipesaukee. This prime parcel enjoys a sunny eastern exposure, town water and sewer, and 188 feet of pristine shoreline overlooking downtown Wolfeboro, the Brewster Academy campus, and the mountains beyond. Wolfeboro has earned its title as the "Oldest Summer Resort in America" a legacy dating to 1771, when Colonial Governor John Wentworth built his summer estate on the shores of nearby Lake Wentworth. That tradition of lakeside retreat took root and flourished over the following century and a half, drawing prominent Boston and NY area families who built the shingle-style "camps" and grand cottages that still line the water today. Many of the area's most storied waterfront estates began exactly this way. Modest family camps, over generations, gave way to the refined lakefront residences the region is now known for. Your legacy begins here at 180 Sewall, on one of the area's most sought-after shorelines on the lake, within walking distance of downtown and the Sewall Woods Conservation area. This property is historically known as "Wiscasset" and was owned by the late Rev. A Edwin Keigwin who held Sunday Vespar services on the shoreline in the early 1900's. The same sheltered waterfront, deep water docking and sweeping views that have welcomed generations continue to set the stage for Lake Winnipesaukee memories. This offering includes the existing land and buildings "as is", plus newly completed and NH-approved plans and permits for a stately 9,000-square-foot Lake Compound, featuring a main house, guest house, deep-water boathouse, barn, garage, warming pool, elegant patios and hardscape. All recently approved by the State of New Hampshire. Build your dream home in one of Wolfeboro's most iconic and historic settings. This will be one of the nicest homes on the lake in one of the most desirable areas on Lake Winnipesaukee.

180 Sewall Rd, Wolfeboro
$4,300,000
4 Beds ⋅ 5 Baths ⋅ 5100917 MLS
Near the protected waters of Diamond Cove, nestled within Winter Harbor, one of Lake Winnipesaukee's most sheltered and sought-after areas, this rare offering in the prestigious Wyanoke Harbors Association presents an exceptional opportunity to create a lasting legacy in New Hampshire's premier lakefront destination. Set on approximately 1.78 acres with nearly 200 feet of shoreline, this property combines privacy, protected waters, and an exceptional lifestyle minutes from downtown Wolfeboro, America's Oldest Summer Resort. Charming boutiques, acclaimed restaurants, marinas, Carry Beach, and a vibrant year-round community have made Wolfeboro one of New England's most sought-after waterfront destinations. Designed for gathering family and friends, the home features four generously sized bedrooms (plus 2 bonus rooms), 5 baths, and a functional floor plan with an expansive recreation room with a second kitchen—ideal for entertaining, multi-generational living, rainy-day games, or seamless indoor-outdoor summer living. Separate bedroom wings provide privacy for owners and guests, while expansive waterfront-facing living spaces offer the perfect canvas for updates tailored to your vision. An attached two-car garage with Level II electric vehicle charging and access to public water add modern convenience. Outside, a cozy sandy beach invites swimming, kayaking, or simply relaxing along the shoreline, while a substantial T-shaped dock provides effortless access to New Hampshire's largest lake, with 72 square miles of crystal-clear water, hundreds of islands, and countless secluded coves. Ownership also includes access to the Wyanoke Harbors tennis pickleball, and basketball courts. Whether enjoyed as it is or thoughtfully reimagined over time, this is a rare opportunity to secure one of Wolfeboro's premier waterfront settings, where protected waters, timeless views, and an exceptional Lakes Region lifestyle come together in a property to be treasured for generations.

6 Wyanoke Gate Ln, Wolfeboro
$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
$1,250,000
3 Beds ⋅ 2 Baths ⋅ 5095143 MLS
8 Edwards Way, Wolfeboro – Your Ticket to Lake Wentworth Living! Discover a truly unique waterfront property offering access to two of New Hampshire's most desirable lakes. Nestled along the tranquil Smith River, just seconds from Lake Wentworth and with direct access to Crescent Lake, this exceptional home delivers the ultimate lakeside lifestyle. Designed for easy one-level living, this impeccably maintained home features 3 bedrooms, 2 baths, a spacious kitchen, open living area, and a peaceful setting that feels like your own private retreat. A wall of windows fills the home with natural light while capturing beautiful views of Lake Wentworth. The grounds are beautifully landscaped and meticulously maintained. Thoughtfully updated and cared for, the home features a newer roof, newer siding, energy-efficient mini-split systems for heating and cooling, and an irrigation system, providing comfort, convenience, and peace of mind. Boating enthusiasts will appreciate 153 feet of waterfront, a private dock with room for multiple boats, and the rare opportunity to enjoy two lakes from one property. A detached 2-car garage provides additional storage and convenience. Located on a paved private road used exclusively by residents, the property offers privacy and tranquility while remaining just minutes from downtown Wolfeboro's shops, restaurants, and waterfront. Outdoor enthusiasts will love the nearby Bridge Falls Path, offering miles of trails for walking, hiking, biking, and cross-country skiing. The White Mountains, ski areas, golf courses, and countless recreational opportunities are all within easy reach. Conveniently located less than 2 hours from Boston and about an hour from New Hampshire's Seacoast, this remarkable waterfront retreat offers the perfect blend of relaxation, recreation, and accessibility. Rarely does a property combine direct access to two pristine lakes, modern updates, and proximity to downtown Wolfeboro in one exceptional offering. Welcome home.

8 Edwards Way, Wolfeboro
$3,495,000
4 Beds ⋅ 5 Baths ⋅ 5095129 MLS
"Be Still" - a fitting name for this extraordinary lakeside retreat on beautiful Lake Wentworth. Set in a remarkably peaceful and private setting, this property offers the perfect escape to relax, recharge, and enjoy the beauty of nature. Overlooking 3,000 acres of crystal-clear water, Be Still captures breathtaking lake and mountain views while providing access to endless year-round recreation, including boating, swimming, fishing, waterskiing, skating, and cross-country skiing right from your doorstep. This quality-built home, built by Wood and Clay Fine Homes Builders, is designed for comfortable single-floor living and features exceptional craftsmanship throughout. The hardwood floors, soaring cathedral ceiling, a spacious walk-in pantry, a chef's kitchen equipped with high-end appliances, and an inviting screened porch to enjoy. Expansive windows fill the home with natural light and capture stunning views from nearly every room, creating a seamless connection between the home and its remarkable waterfront setting. Adding to the home's versatility is a large bonus room above the attached two-car garage, complete with its own bathroom - ideal for guests, a home office, media room, or fitness space. Offering exceptional privacy, tranquility, and timeless craftsmanship, Be Still is more than a home - it's a place to slow down, take in the views, and enjoy the unmatched beauty of Lake Wentworth.

140 Holden Shore Rd, Wolfeboro
$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
$5,400,000
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
$4,990,000
4 Beds ⋅ 4 Baths ⋅ 5086035 MLS
Die Vier Jahreszeiten - The Four Seasons - is the name the owners chose for this beautiful Winnipesaukee waterfront home because it truly can be enjoyed during each of the Four Seasons. Custom built in 1999, the home features generously sized rooms including three primary suites - one on the first floor and two on the second floor as well as two dens which can provide extra sleeping space for out-of-town guests, a wonderful living room with a cathedral ceiling and a two -story fireplace adjacent to a very pretty dining room with a gas fireplace which opens to a spacious kitchen that was completely renovated in 2025. The attached Carriage House has a lovely studio apartment on the second floor which can provide extra space for family and friends as well as a popular rental. Of course, what you will appreciate the most is the incredible setting in an enchanting cove, protecting the home from the prevailing winds but offers magnificent views across The Broads to the Belknap Mountain Range and glorious sunsets....and your own sugar sand beach along the shoreline just a few steps off the patio.

35 Rocky Shore 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
$3,795,000
3 Beds ⋅ 3 Baths ⋅ 5083555 MLS
Set along the shores of Lake Winnipesaukee in desirable Wolfeboro, 9 Umbrella Point offers 250 feet of exceptional waterfront and sweeping sunset views across the lake toward Gunstock Mountain and Rattlesnake Island. This well-maintained home is designed for true single-level living, featuring a wide-open floor plan and large windows that bring in natural light and showcase the water from nearly every room. A fantastic study upstairs offers a peaceful retreat with stunning lake views—ideal for working from home or unwinding with a good book. The seamless flow between living spaces makes the home feel both comfortable and ideal for entertaining. Outside, the yard is level and inviting, with stairs leading down to the water’s edge. A brand-new dock accommodates two boats with ease, making it simple to enjoy everything lake life has to offer. Whether you’re relaxing on the deck, gathering by the shoreline, or heading out on the water, the setting is both functional and picturesque. Additional features include a two-car attached garage and a separate three-car garage, perfect for storing boats, watercraft, and recreational gear. Located in a quiet, private association just off Forest Road, this property offers a sense of seclusion while remaining just minutes from downtown Wolfeboro’s shops, dining, and amenities. An outstanding opportunity to enjoy turnkey waterfront living in the heart of the Lakes Region.

9 Umbrella Pt, Wolfeboro
$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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