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65 Tips Cove Rd, Wolfeboro
$8,525,000
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

80 Parker Island Rd, Wolfeboro
$8,500,000
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

51 Rocky Shore Rd, Wolfeboro
$7,500,000
8 Beds ⋅ 11 Baths ⋅ 5032686 MLS
Located in Wolfeboro, NH; one of America’s classic summer resort towns, 51 Rocky Shore Rd is a once-in-a generation opportunity to own one of the finest estates on Lake Winnipesaukee. Spanning 10,300 sq ft over two homes, spread over 1.76 acres of land and 350 ft of shoreline with majestic views of the lake and Belknap mountains, your family and guests will never cease to be amazed. The main home features 5 bedrooms, 7.5 bathrooms, oversized entertainment and living spaces and large sunlit views throughout. When even more space is needed, the carriage house has ample amounts of room and an original character that harkens back to the days of the Winnipesaukee lakeside cottage era. And while the homes are impressive, the property itself is the crown jewel; with several grandfathered features, like an over-the-water boathouse, a private walk-in sand beach and a footprint that is front and center to the lake. Shade and level lawn spaces abound; a custom designed brook tumbling through well-appointed landscaping into a coy fishpond; sunlit crystal-clear waters, and a bridge to your own island where you can look back and reflect on it all. Do not miss your chance to live the lake-life dream! (Sale includes 49 Rocky Shore)

51 Rocky Shore Rd, Wolfeboro

81 Timberlane Rd, Wolfeboro
$5,300,000
4 Beds ⋅ 5 Baths ⋅ 5059704 MLS
Welcome to 81 Timber Lane Road in Wolfeboro, NH—a true Lake Winnipesaukee retreat. This lakefront home is the perfect blend of comfort and craftsmanship, offering southwest views of the water and mountains with sunsets that put on a new show every night. This home spans three floors with thoughtful spaces throughout.The main floor features an open layout with a beautiful kitchen, living room with a floor-to-ceiling stone fireplace, and a first-floor primary suite with its own screened porch and deck access. The lakeside deck has glass panels for unobstructed views. Upstairs, two bedrooms each have private lake-facing decks. Over the 3-car garage is a spacious bonus suite with full bath and sitting area, and sleeps 10+. The walkout lower level is designed for fun with a custom bar, family/rec room, reclaimed barn board accents, 11ft ceilings, a two-sided fireplace, full bath, and an additional bedroom—a stones throw from the lake. Details include hardwood floors, exposed beams, fir doors, central air, state of the art mechanicals and epoxy garage floors. Even has a heated driveway! Outside, enjoy your own perched beach and deep-water docking, making the most of everything Winnipesaukee has to offer. The location is unbeatable—located on the south side of town just 1.5 miles to downtown Wolfeboro (you can even walk via sidewalk) to shops and restaurants, minutes to schools, golf, and the hospital, with easy access to the Seacoast and less than two hours to Boston.

81 Timberlane Rd, Wolfeboro

77 Worcester Island Rd, Wolfeboro
$4,700,000
6 Beds ⋅ 4 Baths ⋅ 5060619 MLS
Lake Winnipesaukee – Wolfeboro, NH 77 Worcester Island Road A rare and exceptional opportunity awaits on one of Lake Winnipesaukee’s most sought-after stretches of shoreline. Perfectly positioned on the desirable southwest side of Worcester Island, this level lot boasts 238 feet of prime frontage with a perched sandy beach, deep-water covered docks, a protective breakwater, and wide panoramic sunset views—all naturally sheltered from rough weather. The year-round main home features 4 bedrooms, 2.5 baths, a wood-burning fireplace, and timeless wood floors that add warmth and character. A charming seasonal guest cottage offers 2 more bedrooms, a full bath, its own fireplace, and a private deck with a view of the lake—an ideal retreat for family or friends. A detached 2-car garage provides ample storage for vehicles and lake toys, while a regulation-sized horseshoe pit adds a fun and unique way to enjoy lakeside living. Whether you choose to enjoy the property as-is or design your dream retreat, this location and lifestyle are unmatched. Properties like this rarely come available—truly a once-in-a-generation offering. All this is just 5 minutes from downtown Wolfeboro with shopping, quaint restaurants, schools, and a hospital. Less than 30 minutes to Gunstock Ski Mountain, under 45 minutes to the Seacoast, and less than 2 hours to Boston. Delayed showings begin Saturday, 9/13 from 11 AM to 3 PM.

77 Worcester Island Rd, Wolfeboro

266 Sewall Rd, Wolfeboro
$4,500,000
5 Beds ⋅ 5 Baths ⋅ 5058313 MLS
Welcome to Wolfeboro, NH and the premier address of Sewall Road. Located a little over a mile from the downtown area, this property offers the benefits of being "in-town" without the hustle and bustle. The house sits on a beautiful south/eastern facing lot with 149 feet of pristine waterfront offering a large dock, boat mooring and perched beach. Close to the waters edge sits a wonderful year round home with space of all to enjoy. The home has a large covered porch on the water side along with a screened porch. Inside there is a first floor primary bedroom and bath that has access to sitting room with lake views. The living room has wood floors, a fireplace and lake views. The nicely appointed kitchen has lake views as well. There are 3 bedrooms and a bath on the second floor, a finished multi-purpose room over the garage along with a finished day-light basement boasting another fireplace, a bedroom, a family room and two bathrooms. Come and see how lakefront living can be! Showings start at the public open house on 8/30 from 10:00 to 1:00.

266 Sewall Rd, Wolfeboro

163 Clark Rd, Wolfeboro
$4,145,000
2 Beds ⋅ 3 Baths ⋅ 5064836 MLS
Discover a rare waterfront offering on Clark Point in Wolfeboro Bay—set within walking distance to the town center and storied embrace of “America’s Oldest Summer Resort.” With over 100 feet of pristine frontage, this West-facing property is perfectly positioned to capture sunsets that drift across Wolfeboro Bay, the Broads, and the distant mountain horizon. Engineered for both elegance and ease, the residence features deep-water docking with a classic crib dock, composite decking, and a newly rebuilt breakwater (2023) ensuring protected moorage. A swim ladder provides effortless lake access. Completed in 2019 by Carroll County Construction and artfully envisioned by Wentworth Style LLC, the home blends timeless craftsmanship with modern refinement. Bespoke windows frame sweeping lake vistas, while interiors showcase 9’ ceilings, custom cabinetry, Fisher & Paykel appliances, and radiant heat in the primary bath. Thoughtful details abound: a screened porch for summer evenings, a lower-level kitchenette, tailored built-ins on every floor, and gas fireplaces for year-round warmth. Outdoors, manicured perennial gardens, bluestone patios, and multiple seating areas invite lakeside living at its finest. Town water and sewer, central air, and a whole-house generator provide comfort and convenience. Offered fully furnished (with a few family heirloom exceptions), this turnkey retreat is an uncommon opportunity along one of Wolfeboro’s most coveted shorelines.

163 Clark Rd, Wolfeboro

79 River St, Wolfeboro
$3,135,000
5 Beds ⋅ 4 Baths ⋅ 5063249 MLS
Wolfeboro, NH – A rare opportunity to own a 5-bedroom custom-built home on over 4 acres with 175’ of direct frontage on Crescent Lake. Just 4 years old, this property blends luxury and lifestyle seamlessly. first-floor primary suite with 10’ tray ceiling set the stage for comfort and 9' ceilings through the rest of the home. Four fireplaces, including two with striking stonework, add warmth and charm. The kitchen is amazing with top of the line appliances and cabinetry. Exceptional mechanicals include central air, radiant floors, an EV hookup, underground utilities and whole-house generator. Serviced by public water and sewer. The level, south-facing lot is naturally sheltered and allows easy boating access from Crescent Lake into sought out Lake Wentworth. Located on a quiet cul de sac in a beautiful neighborhood. New Dock, outdoor shower and sandy bottom, even comes with two 2024 Jet Ski's, outdoor furniture and more. Offered fully furnished with designer touches, this turnkey home is ready for immediate enjoyment. Walk into downtown Wolfeboro for shopping, dining, and events, or step onto the nearby Cotton Valley Trail for miles of recreation. A rare combination of quality construction, modern systems, and unbeatable location in the heart of the Lakes Region. 5 min to Lake Winnipesaukee.—move right in and start enjoying lake life year-round. There is no doubt you will be impressed with all this home has to offer.

79 River St, Wolfeboro

140 Holden Shore Rd, Wolfeboro
$2,989,000
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

122 Broadside Rd, Wolfeboro
$2,650,000
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

222 N Main St, Wolfeboro
$2,550,000
7 Beds ⋅ 5 Baths ⋅ 5068852 MLS
Built in 1895, this magnificent Victorian residence stands as one of Wolfeboro’s finest off-lake estates—where historic craftsmanship meets contemporary luxury living. Set on 2.7 acres along the town’s idyllic North Main Street, the home offers rare privacy within walking distance to the village and Lake Winnipesaukee. Inside, original woodwork, oversized windows and five fireplaces evoke a grander era, while thoughtful renovations introduce contemporary comfort. The designer kitchen features Miele, Bosch and Wolf appliances along with custom cabinetry and a butler’s pantry with a copper sink. 7 bedrooms and 5 baths provide ample space for family and guests. Gathering rooms, a movie room and a workshop add versatility, while a ground-level studio opens to a 35×25 patio — perfect for a painter, potter, or summer entertainer. The original 2,500 sq. ft. carriage house includes a four-car garage ideal for collectors. Outdoors, an 18×40 heated pool with swim jet and pergola anchors lush, landscaped grounds. With town approval, the property would also be suitable for a luxury inn, wedding venue or condominiums. Property is on public water and sewer. Meticulously maintained and lovingly restored, this home represents Wolfeboro’s architectural heritage at its most graceful — a timeless in-town estate that balances history, artistry, and modern ease.

222 N Main St, Wolfeboro

40 S Kenney Shr, Wolfeboro
$2,318,000
3 Beds ⋅ 2 Baths ⋅ 5085483 MLS
The views from this exceptional Lake Wentworth property are truly breathtaking. Enjoy savoring the 180-degree southeasterly vistas across the lake from the waterfront deck as the sun rises. Granite steps lead to a 40-foot dock on the pristine shoreline. Tastefully expanded and updated by the current owners, this 3-bedroom, 3-bath home was designed to take advantage of the setting with water views from nearly every room. The heart of the home is the open concept kitchen, dining and living area featuring high end appliances, floor to ceiling windows and vaulted ceilings that bring the outdoors in. The adjacent room is a cozy four-season porch with a gas fireplace, lots of windows and a door to the deck. The first-floor primary bedroom provides convenience and privacy. The upper level offers additional bedrooms for family and guests while the newer wing above the oversized two car garage has a multi-function room with 2 walk-in closets to be used as an office, a media room or perhaps a family game room. This special home is located a short walk or bike ride to the popular “Rail Trail” that runs from Downtown Wolfeboro, only 3 miles away, to Sanbornville providing year-round recreation including biking, walking, cross-country skiing and snowmobiling.

40 S Kenney Shr, Wolfeboro

139 Governor Wentworth Hwy, Wolfeboro
$2,300,000
5058299 MLS
Very rare opportunity to purchase 10.5 acres of level, potentially developable land on a One-of-a-Kind Waterfront on Lake Wentworth. This exceptional property offers over 1,000 feet of frontage on Willey Brook and beautiful Lake Wentworth and features a year-round, 2 bedroom/ 2 bath, Cape-style home (built in 2005) plus a charming, well maintained 2 bedroom, 1 bath seasonal camp with an incredible screened porch. The property currently has 41 RV sites—leased seasonally from May 15 through September 30. Located less than 5 miles from downtown Wolfeboro, whether you choose to continue operating this long-standing family-run summer campground or envision redeveloping the property into your private lakeside retreat or multiple waterfront lots (with planning board approval) the opportunities are endless. List Price serves as the starting point for consideration. Don’t miss this rare opportunity! Call today to arrange your private showing!

139 Governor Wentworth Hwy, Wolfeboro

208 Forest Rd, Wolfeboro
$2,200,000
4 Beds ⋅ 3 Baths ⋅ 5034239 MLS
For the first time in 64 years, a unique Wolfeboro waterfront opportunity awaits situated in the prestigious & coveted Jockey Cove and only minutes to downtown Wolfeboro. This square lot property features 175 feet of level water frontage with an oversized walk-in sandy beach, a grandfathered boat launch, two covered boat slips, and an additional crib dock, providing a total of six slips just steps from the water's edge. Revel in protected unparalleled water views and sunsets from both sides, between Jockey Cove and Winter Harbor, with incredible sun exposure in all directions. The home offers the added convenience of town water and sewer, and a charming 3-bedroom, 2.5-bath layout with complete first floor living. A detached garage with additional storage provides ample space for all your water toys. Walk or travel by boat into downtown Wolfeboro, "The Oldest Summer Resort in America", where you'll find shops, abundant restaurants, and quintessential lakeside energy. Seize the opportunity to create a new legacy in this special location!

208 Forest Rd, Wolfeboro

126 S Main St, Wolfeboro
$1,950,000
5071100 MLS
Fully restored and meticulously renovated, the Samuel Avery House stands as a historic landmark in the heart of Wolfeboro, NH. Known as Pavilion Restaurant, the building was restored and nearly every component replaced, including floor joists, structural components, windows, all mechanicals and the roof. The restaurant has 52 seats indoors and 24 seats outdoors on a patio with a gas fire pit. The building also has rental units upstairs, currently leased as a spa, a room above the restaurant, perfect for private gatherings, and is approved for 2 apartments above. Additionally, approvals are in place for a 4 unit residential building. The restaurant is completely turn-key and ready to open. The building is eligible for listing in the National Register of Historic Places.

126 S Main St, Wolfeboro

73 Sewall Rd, Wolfeboro
$1,800,000
4 Beds ⋅ 5 Baths ⋅ 5094776 MLS
Nestled in prestigious Wolfeboro, New Hampshire, 73 Sewall Road presents an extraordinary opportunity to own a quintessential Lake Winnipesaukee residence. The home offers four beautifully appointed bedrooms with cottage-inspired aesthetics that perfectly balance luxury and lakeside charm. Every detail has been meticulously designed to provide comfort and sophistication for family and visitors alike. The property showcases timeless architectural elements while featuring modern amenities throughout. The fully outfitted car barn is a standout feature for automotive enthusiasts. This exceptional space provides climate-controlled storage for your prized vehicle collection, with custom details and functional design that elevates it beyond a typical garage. The car barn represents the perfect blend of practicality and luxury craftsmanship.The location provides easy access to year-round recreational activities, abutting Sewall Woods Conservation - Located just half a mile from Wolfeboro's vibrant center, this estate is more than a home—it's a lifestyle of distinction, where elegance meets nature.

73 Sewall Rd, Wolfeboro

27 Abenaukee Dr, Wolfeboro
$1,750,000
4 Beds ⋅ 5 Baths ⋅ 5081035 MLS
Discover an exceptional standard of living in this exquisitely constructed 2007 estate, combining fine craftsmanship and luxury with private Lake Winnipesaukee water access. Spanning two thoughtfully designed levels, this home greets you with gleaming cherry floors and an expansive open living room anchored by a gorgeous wood fireplace with custom built-ins, and a lovely appointed dining room offers intimate dinners and larger gatherings. Every detail has been curated for comfort and beauty, from thermopane windows with custom window treatments and ceiling fans, to central air conditioning and ambient lighting on dimmers and a whole house generator. Enjoy the chef’s kitchen, featuring warm cherry cabinetry, a professional gas cooktop and double ovens, and a butcher block island. Retreat to the main-floor primary suite, or utilize the second primary suite upstairs for guests with additional bedrooms. Enjoy the finished lower level with more entertaining space and radiant heat, and additional rooms including an office and craft room. Outdoor living is unrivaled: relax on the tiled floor heated three-season porch with ceiling fans, the sprawling back deck, or follow the path to your deeded private beach shared by 9 properties on Lake Winnipesaukee. With access to a boat slip or mooring for a 22-foot boat, your lake life adventures begin right at your doorstep. Come view this beautiful Wolfeboro home and begin making your own lake memories today.

27 Abenaukee Dr, Wolfeboro

87 Timberlane Rd, Wolfeboro
$1,720,000
4 Beds ⋅ 1 Baths ⋅ 5062758 MLS
Are you dreaming of stunning southwestern views over Lake Winnipesaukee? Discover 87 Timberlane Rd, where breathtaking sunsets and lakefront living become a reality. This rustic lodge-style home offers 101 feet of pristine waterfrontage, ideal for those who have always wanted direct access to New Hampshire's most sought-after lake. Imagine lounging on your deck, accessed through sliding glass doors, with the waters stretching before you. With a sandy bottom and breakwater docking, your days can be filled with swimming and boating right from your doorstep. Situated in South Wolfeboro, with sidewalks to town, where local shops and dining await. Plus, easy commuting and straightforward off-water storage make this home as functional as it is beautiful. Don't let the opportunity for lakeside living slip away. Embrace the chance to own a slice of New Hampshire's natural beauty and community warmth.

87 Timberlane Rd, Wolfeboro

86 River St, Wolfeboro
$1,650,000
3 Beds ⋅ 3 Baths ⋅ 5017761 MLS
Welcome to this 3-bedroom, 3-bathroom year-round home on Crescent Lake & direct boating access to Lake Wentworth, offering 275 feet of shoreline and endless possibilities for enjoying the two beautiful lakes. This waterfront property provides direct access to boating, fishing, and swimming, all while being just a short walk to charming Wolfeboro Center. The home features a spacious floor plan, with large windows in the living area that allow natural light to fill the space. The primary suite includes a private bathroom and ample closet space. Two additional bedrooms and two full bathrooms offer comfort and convenience for family and guests. Step outside to enjoy the 1 acre lot with 275 feet of direct waterfront. Imagine relaxing on the deck or enjoying the water from your own private shoreline.This home is located in the highly desirable neighborhood on River Street, with the rail trail nearby for walking, biking, running, and other outdoor activities. You’ll enjoy the best of both worlds—peaceful lakefront living with easy access to Wolfeboro’s shops, restaurants. If you're seeking a waterfront property in an ideal location with endless recreational opportunities, this Crescent Lake home offers the perfect blend of nature and convenience! There is both a third floor and basement partially finished and could be additional living space both bedrooms or familyroom. There are permits in place to allow improvement to the waterfront including adding docks/sand and removing rocks.

86 River St, Wolfeboro

108 Whitten Neck Rd, Wolfeboro
$1,535,000
4 Beds ⋅ 5 Baths ⋅ 5086791 MLS
In the heart of Wolfeboro, 108 Whitten Neck Road is a stunning pastoral retreat that reflects the timeless character of a classic country home. Nestled right between Lake Wentworth and Crescent Lake and just moments from Wolfeboro's center where New England charm meets lake town leisure with boutique shops, restaurants, town docks, and a vibrant year-round community. This c.1788 farmhouse offers four bedrooms (plus bonus room), four and a half baths, and a striking 1810 post-and-beam barn, all set on nearly six acres of meadows and gardens. Inside, the home unfolds with the grace of another century: wide pine floors worn smooth with age, exposed beams, hand-planed paneling, and a living room where the fireplace anchors the home. The kitchen is bright with contemporary Viking appliances, the transitions are seamless, and every space feels light-filled, natural, and serene. The primary bedroom and laundry are on the main floor, offering easy living. Outside, the gardens brim with hydrangeas, clipped hedges, and fieldstone paths. Horse and walking trails lead directly from the home to nearby conservation land. The barn, with its soaring ceilings and heirloom framing, offers endless possibilities—a sculptor’s studio, a summer gathering space, or simply a vessel for decades of stories. This historic haven is a sanctuary and an invitation to live with beauty, purpose, and place in the heart of the Lakes Region.

108 Whitten Neck Rd, Wolfeboro

92 Canopache Rd, Wolfeboro
$1,475,000
3 Beds ⋅ 3 Baths ⋅ 5076277 MLS
Welcome to this property with load of opportunity nestled in the quiet Canopache association offering a harmonious blend of tranquility and convenience. Here are the key features of this remarkable home: Southwest Exposure & Spectacular Sunsets: Bask in the warmth of abundant natural light throughout the day, thanks to the house's southwestern exposure. Experience the joy of picturesque sunsets of lake Winnipesaukee, creating captivating moments to cherish with family and friends. Lakefront Bliss & Deep Water Boat Slip: Prepare for endless lakeside fun as this property is situated in beautiful South Wolfeboro Bay. With the added bonus of having access to a deep water boat slip, you can fully immerse yourself in boating, fishing, and water sports, creating unforgettable memories. Prime Location: Just a quick 5-minute drive from downtown Wolfeboro, or 25 minute walk, Enjoy the serenity of the lake while still being within easy reach of shops, restaurants, and entertainment options. Near Kingswood Golf Course: Golf enthusiasts will delight in the proximity of 0.9 miles to Kingswood Golf Course. Whether you're an avid golfer or a beginner, this convenient location allows you to indulge in your passion with ease. The Seller is a Licensed NH Real Estate Agent

92 Canopache Rd, Wolfeboro

61 Central Ave Unit 4, Wolfeboro
$1,320,000
2 Beds ⋅ 2 Baths ⋅ 5098223 MLS
Enjoy luxury living in downtown Wolfeboro from this exceptional penthouse-level residence with stunning views of Lake Winnipesaukee, Back Bay, and downtown. This 2-bedroom, 2-bath home offers approximately 2,200 square feet of single-level living with high-end finishes and thoughtful design. The open great room features custom built-ins, gas fireplace, hardwood floors, expansive windows, and access to a private deck overlooking the water and downtown. The impressive kitchen offers custom cabinetry, marble countertops, and quality appliances. The primary suite includes a private balcony, walk-in closet, and spacious tiled bath. A bright guest bedroom, full bath, laundry, heated two-car garage, private storage, elevator, security, sound system, and sprinkler system complete the home. Located near the Bridge Falls Path and within easy access to Lake Winnipesaukee, shops, restaurants, town docks, and Cate Park, this rare penthouse residence offers the best of in-town Wolfeboro living.

61 Central Ave Unit 4, Wolfeboro

103 Clark Rd Unit 7, Wolfeboro
$1,250,000
3 Beds ⋅ 4 Baths ⋅ 5079956 MLS
Lake Winnipesaukee waterfront in Wolfeboro—recognized as the Oldest Summer Resort in America—offering private dock access and a sandy beach along 275 feet of desirable west-facing shoreline. Enjoy full afternoon sun and sweeping sunset views across Wolfeboro Harbor. This end-unit residence (#7) features three levels of well-appointed living space. The main level is anchored by an updated kitchen with Corian surfaces, gas range, and quality cabinetry, seamlessly opening to a spacious living and dining area with propane fireplace and a private deck overlooking the water. Upstairs, the primary suite captures expansive harbor views, complemented by a guest bedroom and full bath. The walkout lower level provides additional living space with a family room, bedroom, 3/4 bath, and kitchenette—ideal for guests—with direct access to the patio, beach, and docks. A rare opportunity to enjoy classic Lake Winnipesaukee living with direct views of the harbor, passing Mount Washington cruises, and seasonal fireworks. Seller is licensed Real Estate agent.

103 Clark Rd Unit 7, Wolfeboro

8 Edwards Way, Wolfeboro
$1,225,000
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

13 Pointe Sewall Rd, Wolfeboro
$1,186,053
3 Beds ⋅ 4 Baths ⋅ 5093096 MLS
This exquisite 3-4 bedroom, 4 bath Sewall Pointe residence exemplifies timeless design and features over 3,000 square feet of sophisticated craftsmanship and modern luxury. Step through the door and you'll be instantly impressed. Every detail reflects design excellence and makes this home a standout. The property has been completely updated with nothing left to do but enjoy easy living with a stunning new kitchen, an impressive first floor primary bedroom suite, 2 bedrooms on the second floor and guest quarters and work area on the lower level. There is a covered front porch, spacious backyard deck, an attached 2 car garage plus a separate 1 car garage and storage area. The 1.17 acres are beautifully landscaped with pretty fencing, garden arbors and inground irrigation. Ideally located close to downtown yet in a quiet neighborhood with nearby access to the Sewall Woods recreation trails, this move-in ready property is a pleasure to see!

13 Pointe Sewall Rd, Wolfeboro

11-2 Mountain West Dr, Wolfeboro
$1,100,000
4 Beds ⋅ 3 Baths ⋅ 5079755 MLS
Welcome to a lifestyle defined by tranquility and convenience on the shores of South Wolfeboro Bay. This condo offers direct access to your deeded dock slip, setting the stage for endless adventures on the water. As part of an exclusive association, indulge in amenities including a sandy beach, tennis courts, and a charming clubhouse. Enjoy seamless living with comprehensive services like landscaping, snow removal, and trash pick-up. Enter through a delightful breezeway that leads to the first floor, featuring a welcoming sitting area with double sliders opening to a deck. Here, savor southwest lake views that redefine everyday living. The open dining area, adorned with wood floors and granite counters, boasts a breakfast bar perfect for gatherings. A modern mini split system ensures year-round comfort. Ascend to the second floor, where the primary bedroom captivates with an en suite bath and expansive walk-in closet. Two additional bedrooms and a full bath provide space for family or guests. The third floor unveils a versatile bonus area, ideal for crafting an additional bedroom or creative space. The walkout basement beckons with double sliders to a patio, a wood stove, and a game room area, complemented by ample storage. Positioned near a golf course with effortless commuting routes, embrace the vibrant community of Wolfeboro. Delight in boutique shopping, fine dining, and the serene lakeside ambiance that Mountain West Condo offers. Discover a haven where everyday living feels like a retreat.

11-2 Mountain West Dr, Wolfeboro

2 Mountain West Dr Unit 17, Wolfeboro
$983,500
3 Beds ⋅ 4 Baths ⋅ 5086076 MLS
Rare Mountain West end unit offered with a coveted deeded dock slip, ideally set in South Wolfeboro Bay on Lake Winnipesaukee. This exceptional four-level townhouse captures sweeping western lake views with the Belknap Mountains as a stunning backdrop. Set across 24 private acres, Mountain West offers over 550 feet of pristine waterfront, including a sugar-sand beach, tennis courts, clubhouse, one-car garage and canoe/kayak racks. The residence features nearly all new windows and sliders, energy-efficient mini-split systems, and two gas fireplaces that bring warmth and ambiance throughout the seasons. The bright eat in kitchen flows seamlessly into a spacious living area designed for both comfort and entertaining. A Trex deck extends the living space outdoors, perfectly positioned to take in the lake and sunset views. The lakeside primary suite offers a refined living space with a walk-in closet and private deck overlooking the water. A well-appointed guest bedroom and bath complete the second level, while the top floor provides a generous third bedroom with ample storage. The basement is finished and is a perfect area for extended family or guests with private bathroom, living area warmed by wood burning stove and full walkout sliders to patio. Located just minutes from downtown Wolfeboro by car or by boat, this property offers effortless access to dining, shopping, golf course and year-round recreation. An exceptional opportunity to enjoy refined waterfront living on Lake Winnipesaukee. Open house Saturday 5/2 from 11am to 1pm.

2 Mountain West Dr Unit 17, Wolfeboro

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