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$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

$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
2 Beds 2 Baths 5102093 MLS
Welcome to 14 Village Corner Road, an impeccably maintained custom ranch offering the perfect balance of quality craftsmanship, thoughtful design, and peaceful country living. Set on just over an acre in one of Wolfeboro's newer neighborhoods, this 1,464 square foot home is surrounded by other well-built residences and borders ample conservation land, creating an exceptional setting for those who appreciate privacy and year-round outdoor recreation. With direct access to nearby snowmobile and ATV trails, adventure begins just beyond your doorstep. Inside, the bright, open-concept floor plan is both inviting and functional. The living, dining, and kitchen areas flow seamlessly together with warm maple floors, creating an ideal space for everyday living and effortless entertaining. The beautifully appointed kitchen features custom cabinetry, quality appliances, generous workspace, and a large pantry for storage. A convenient first-floor laundry space adds to the home's practical layout. The spacious primary suite offers a relaxing retreat with a walk-in closet and private en suite 3/4 bath, while a second bedroom and adjacent full bathroom provide more comfortable accommodations. Enjoy quiet mornings with coffee or peaceful evenings overlooking the serene backyard from the expansive screened porch, an ideal extension of the home's living space. Additional highlights include an attached two-car garage, central AC, updated utilities, and a spotless walkout basement offering tremendous potential for storage, hobbies, a workshop, or future finished living space. Perfectly positioned just 20 minutes from downtown Wolfeboro, moments from Route 16 for an easy commute, and less than an hour from North Conway and the Maine border, this home offers the best of New Hampshire living. Whether you're seeking a low-maintenance primary residence or a peaceful getaway, 14 Village Corner Road delivers exceptional quality, comfort, and convenience in a beautiful setting.

14 Village Corner Rd, Wolfeboro

$820,000
5 Beds 3 Baths 5097338 MLS
Fantastic location within walking distance to downtown, docks, parks, restaurants and shopping. Short drive to many private town sandy beaches including Brewster Beach over seen by Wolfeboro Parks & Recreation. This tastefully updated home can easily be an investment property or family compound. 5+ bedrooms 2.5 baths, cozy sitting areas inside and outside. The cook of the family will love the well thought out kitchen, with 2 cookstoves, abundance of counter space, dovetail drawers and plenty of cabinet space. Room for a 1st floor bedroom if you choose, and still plenty of bedrooms upstairs, Buderus Boiler with 5 heat zones to keep everyone comfortable. Relax on the covered porch or covered patio with room to expand above if you find yourself in need of more space. Wolfeboro is one of New England's oldest resort community's. Abundance of recreation opportunities, Loon Mountain 1hr 20 mins., Gunstock Ski Area 40 mins, King Pine 40 mins, Albee Beach 10 mins, Brewster Beach 6 mins, Carry Beach 4 mins, plus the Cotton Valley Rail Trail downtown. Showings start at OPEN HOUSE JULY 5TH 12- 3PM

146 N Main St, 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

$969,999
3 Beds 3 Baths 5091614 MLS
Set on over 5 private acres with stunning mountain views, this custom new construction home on Hemlock drive offers a rare combination of luxury, privacy, and convenience just minutes from downtown Wolfeboro and close to Lake Winnipesaukee, marinas, restaurants, shopping, and private beach access. Thoughtfully designed with both style and functionality in mind, the home features 9-foot ceilings, an open-concept layout, oversized garage, efficient heating and central air conditioning, and quality luxury craftsmanship from top to bottom. Large windows and the elevated setting allow you to enjoy beautiful mountain views and a peaceful natural backdrop year-round. The expansive acreage provides exceptional privacy while still being conveniently located near everything the Lakes Region has to offer. Expected completion is approximately 45 days. Agent interest in property

45 Hemlock Dr Unit Lot 3, 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

$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

$1,995,000
4 Beds 5 Baths 5083159 MLS
Enjoy four seasons of breathtaking, panoramic views of Lake Winnipesaukee and the Belknap Mountains from this beautiful, custom-built home on 3.62 acres about a mile north of downtown Wolfeboro "The Oldest Summer Resort in America" which offers wonderful shopping and excellent restaurants. Quality and attention to detail are obvious throughout this lovely home with hickory floors, crown molding, wainscoting, pocket doors, double sided fireplaces and an elevator to all three floors. A spacious kitchen with gorgeous views, a walk though pantry, a huge south facing deck, an impressive first floor Primary Suite, plenty of closets and large storage areas throughout make it easy living for a couple or family gatherings.

165 Ambrose Way, Wolfeboro

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