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765 N Main St, Wolfeboro
$2,500,000
5 Beds ⋅ 6 Baths ⋅ 5115890 MLS
Welcome to Libby Lodge, originally built in 1896 as a guest house for Dr. Libby of the Libby Museum. Set on more than two acres, the property offers pleasant views, sandy beach frontage on Mirror Lake, and convenient access to Lake Winnipesaukee just across the street. A dock and level beach make it easy to enjoy swimming, boating, and other waterfront activities. Over the years, the Lodge evolved from a single-family home to seasonal rentals and condominiums before returning to single-family use in 2018, when it underwent a major renovation. The restoration adapts the home for today’s lifestyle while recreating the elegance of the 1920s. High ceilings and large windows fill the rooms with natural light. The first floor includes a spacious living and dining room with a fireplace, a kitchen, a sitting room, a family room with a second fireplace, two bedrooms with en-suite baths, a mudroom, a half bath, and an elevator. The living room opens onto a porch overlooking the grounds and lake. Upstairs, the large primary suite features walk-in closets and a spacious bath. Two additional bedrooms each have a private bath, and the laundry room is also located on this level. A four-car garage provides ample space for vehicles, recreational equipment, and storage above. With generous indoor and outdoor space, sandy beach frontage, and easy access to both Mirror Lake and Lake Winnipesaukee, Libby Lodge offers comfortable waterfront living and plenty of room for every season’s activities.

765 N Main St, Wolfeboro

4 Wolfeboro Cmn, Wolfeboro
$495,000
3 Beds ⋅ 2 Baths ⋅ 5115715 MLS
NEW, NEW, NEW! This stunning end unit at Wolfeboro Common I has just undergone a complete renovation and now you can be the first one to enjoy the fabulous results. Updates include new oak, tile and carpeted flooring, a totally new kitchen featuring high-end white cabinetry, quartz countertops, a custom cherry bar and new stainless steel appliances, plus new bathrooms, new lighting, new washer & dryer, new hot water heater, new Pella double-hung tilt-in/wash windows and freshly painted throughout in tasteful neutral shades. There is also a large and private new deck off the back of the unit made of Trex composite decking where you can relax with a good book or grill and entertain family and friends. This exceptionally appealing 2 level condo has a nice floor plan with an open concept living and dining area off the kitchen, a generous first floor bedroom and a full bath, plus a laundry room, 2 spacious bedrooms upstairs and a shared bath with shower. Both bathrooms have a brand new vanity, sink, toilet, lighting and new quartz tile. Additionally there is a painted brick hearth with a woodstove hook-up in the living room should you wish to have supplemental heat and the cozy ambiance of a crackling fire. This sale also includes a 1 car garage only a few steps from your front door. Keep life simple and become a member of this inviting 12 unit association where you'll enjoy the care-free life style of condo living with the convenience of a short drive or brisk walk to downtown Wolfeboro and Lake Winnipesaukee. No rentals allowed but one small dog or cat is permitted. PUBLIC OPEN HOUSE on Saturday, October 31st from 12:00 noon to 2:00 PM.

4 Wolfeboro Cmn, Wolfeboro

27 Robin Acres Dr, Wolfeboro
$499,000
3 Beds ⋅ 2 Baths ⋅ 5115600 MLS
Welcome to easy, one-level living in the beautiful Lakes Region town of Wolfeboro! This lovingly maintained 3-bedroom, 2-bath ranch sits on a .55-acre lot, just a short walk from Mirror Lake and Winter Harbor on Lake Winnipesaukee, where you'll find a public boat launch. Mirror Lake is perfect for kayaking in the warmer months and ice fishing when winter arrives! Inside, you'll appreciate hardwood floors, a cozy living room with a brick fireplace, and a spacious living and dining area ideal for everyday living or entertaining. Large windows fill the home with natural light, while French doors lead to an expansive deck with filtered views of Lake Winnipesaukee. The kitchen features maple cabinetry, and thoughtful updates include newer windows, siding, and roof, along with central air conditioning. A spacious, dry basement offers plenty of room for storage, hobbies, or a workshop, with convenient access from the attached garage. Additional storage off the deck provides even more space for outdoor essentials. Just five minutes from downtown Wolfeboro, enjoy local shops, restaurants, and the town's beautiful waterfront. Wolfeboro residents can enjoy Carry Beach on Lake Winnipesaukee, just seven minutes away, as well as Albee Beach on Lake Wentworth and The Nick recreation area. From boating, swimming, and kayaking to hiking, skiing, and ice fishing, there's something to enjoy in every season! With easy access to the NH Seacoast and White Mountains, this location offers the perfect balance of small-town charm and year-round recreation. Whether you're looking for a primary residence or a Lakes Region getaway, this well-cared-for home has so much to offer. Come enjoy everything Wolfeboro has to offer!

27 Robin Acres Dr, Wolfeboro

19 Old Lakeview Ter, Wolfeboro
$879,000
3 Beds ⋅ 3 Baths ⋅ 5115428 MLS
Just a half-mile stroll to downtown Wolfeboro, tucked into a wonderful walkable neighborhood just off North Main Street, this immaculate 4-bedroom, 3-bath home offers an exceptional blend of timeless charm, thoughtful updates, and inviting spaces designed for everyday living and entertaining. At the heart of the home, a beautifully renovated kitchen showcases custom Fred Varney cabinetry, granite countertops, new appliances, and a center island. The inviting living room features oversized windows, an electric awning, a wood-burning fireplace, and beautiful hardwood floors that add warmth and character, flowing effortlessly into the dining room and an extraordinary new, custom-designed 30-foot four-season sunroom with attractive plank flooring. A true showpiece of the home, this spectacular sun-filled retreat provides the perfect setting to unwind, entertain, and enjoy the changing seasons, bringing the beauty of the outdoors into everyday living. From quiet morning coffee to gatherings with family and friends, this remarkable space is sure to become a favorite. The thoughtfully designed main level features a private primary suite with a beautifully updated tile bath and custom shower, along with two generously sized bedrooms and a full bath. The finished lower level offers exceptional additional living space, including a spacious family room with a fireplace, a fourth bedroom, a full bath, laundry room, and dedicated office space, with convenient access to the oversized heated two-car garage. Outside, lush lawns and beautiful landscaping create an inviting setting to relax and enjoy the peaceful surroundings. An exceptional opportunity to enjoy the best of Wolfeboro living, this beautifully updated home combines comfort, quality, and versatility in a sought-after neighborhood just minutes from Carry Beach on Lake Winnipesaukee and the shopping, dining, and attractions this charming lakeside town has to offer.

19 Old Lakeview Ter, Wolfeboro

65 Trotting Track Rd, Wolfeboro
$399,900
5114636 MLS
BEST AND FINAL OFFERS DUE NLT 5PM EDT, 10/20/2026. 33 ACRES WITH 4,960 SF GARAGE – PRIME WOLFEBORO LOCATION NEAR ROUTE 28: A unique opportunity to acquire a substantial landholding with existing commercial-style improvements in one of the Lakes Region's most desirable communities. Located at 65 Trotting Track Road, just off Route 28, this 33-acre property offers exceptional potential for an owner-operator, contractor, investor, or developer seeking space for business operations, equipment storage, or future redevelopment. The property features a 4,960-square-foot garage and maintenance building, originally constructed in 1986 for Albee Construction. The steel-frame, metal-sided building includes approximately 4,080 square feet of garage/shop space and 880 square feet of office area, four oversized 14-foot drive-in doors, concrete floors, and heating. Previously utilized for construction equipment maintenance and more recently for storage, the building offers a practical starting point for a variety of potential uses. The surrounding acreage consists of an established yard and cleared areas near the building, with predominantly wooded land extending beyond. The parcel features generally level to gently sloping terrain in portions, with Hersey Brook running through the southern section. Its substantial acreage, existing improvements, and proximity to Route 28 create opportunities to explore commercial, industrial, storage, or mixed-use development concepts, subject to applicable zoning and municipal approvals. Access is provided from Trotting Track Road through a gated entrance. Historical Phase I and Phase II environmental assessments are available for review, documenting prior site conditions. Buyers are encouraged to conduct their own due diligence regarding zoning, permitted uses, environmental conditions, access, and development feasibility. Property is being offered as-is. Also being offered as commercial sale (see MLS#5514645).

65 Trotting Track Rd, Wolfeboro

127 Forest Rd, Wolfeboro
$870,000
3 Beds ⋅ 4 Baths ⋅ 5113530 MLS
Welcome to 127 Forest Road in beautiful Wolfeboro, NH, just a short walk to Carry Beach, one of Wolfeboro’s beautiful resident beaches on Lake Winnipesaukee and a favorite spot for swimming, relaxing, and taking in incredible sunsets. Built just nine years ago, this home underwent an amazing transformation over the past year, resulting in a fresh, beautifully updated interior with a modern yet comfortable feel. High ceilings, shiplap details, abundant natural light, and a gas fireplace create an inviting atmosphere from the moment you step inside. The thoughtfully designed floor plan offers generous room sizes and plenty of flexible living spaces. The first-floor primary en suite features a beautiful custom walk-in shower, complemented by the convenience of first-floor laundry. A wonderful mudroom/entry provides plenty of space for everything that comes with four-season living in the Lakes Region.The finished lower level is a true bonus, providing even more space for guests, entertaining, hobbies, a home office, or simply spreading out. Central air conditioning, a whole-house generator, irrigation, and extensive recent updates add to the home's appeal. And then there’s the location. Walk to beautiful Carry Beach for a day on Lake Winnipesaukee or an unforgettable evening sunset. Enjoy the convenience of being within walking distance of downtown Wolfeboro, with its charming shops, restaurants, cafés, and picturesque waterfront. Whether you're looking for a year-round residence or the perfect four-season getaway, 127 Forest Road offers an exceptional opportunity to enjoy everything that makes the Wolfeboro lifestyle so special.

127 Forest Rd, Wolfeboro

00 N Wakefield Rd, Wolfeboro
$5,500,000
5111207 MLS
A rare opportunity to acquire approximately 604 acres across a 21-parcel assemblage in Wolfeboro, New Hampshire. Located along North Wakefield Road in the northern part of town, this expansive offering combines exceptional scale, varied terrain, and a landscape shaped by generations of agricultural use. Former farmland remains a defining feature of the property, including more than 30 acres of open pasture with broad mountain views, complemented by extensive wooded acreage. The assemblage offers a striking mix of open fields, forest, elevation changes, and large contiguous landholdings within one of the Lakes Region's best-known communities. Its location provides access to Lake Winnipesaukee while remaining within reach of Route 16, the major north-south corridor connecting New Hampshire's Seacoast with the White Mountains. The result is a distinctly rural setting within an established year-round destination. With 21 individual tax parcels comprising the offering, this property presents uncommon scale for a buyer seeking a substantial New Hampshire landholding. The combination of open ground, woodland, historic agricultural use, and previously disturbed areas creates a diverse property worthy of careful evaluation, with multiple distinct settings across the assemblage. Buyers may investigate uses consistent with their objectives, but no representation is made as to the feasibility, permitting, yield, or approval of any future subdivision, development, excavation, agricultural operation, or other use. Offered as a single assemblage, this is an opportunity to control approximately 604 acres in Wolfeboro with more than 30 acres of pasture, mountain views, extensive woodland, and a long agricultural history. Buyers should independently verify acreage, boundaries, access, zoning, soils, wetlands, utilities, and suitability for any intended use.

00 N Wakefield Rd, Wolfeboro

960 Beach Pond Rd, Wolfeboro
$1,325,000
3 Beds ⋅ 4 Baths ⋅ 5110504 MLS
Set on 12.6 private acres with commanding, unobstructed views sweeping across the sparkling waters of Ossipee Lake to the majestic White Mtns. and Mt. Washington, this extraordinary Wolfeboro retreat offers a rare blend of luxury, privacy, and natural beauty. Thoughtfully positioned to maximize its breathtaking setting, the residence fuses timeless craftsmanship, modern amenities, and intelligent design, creating an exceptional year-round sanctuary in NH Lakes Region. Inside, the home features a design that is both elegant and inviting. The stunning great room is the heart of the home, showcasing a coved cathedral ceiling, expansive windows that frame the endless horizons, a wood-burning fireplace insert that adds warmth and ambiance on cooler evenings. The well-appointed kitchen is complemented by a walk-in pantry, first-floor laundry, and seamless access to both the screened porch and covered deck, where the ever-changing mountain and lake views provide a spectacular backdrop for entertaining or quiet relaxation. The first-floor primary suite offers a gas fireplace and serene views of the surrounding landscape. A walkout lower level provides additional finished space with flexibility for recreation, hobbies, guests, or a home office. Built with both comfort and peace of mind in mind, the property is enhanced by radiant propane heat, central A/C, whole-house audio, central vac, alarm system, fire suppression system, radon mitigation, a standby generator, and an outdoor shower. A two-car attached garage with an expansive bonus room above is paired with a substantial 36' x 28' detached garage with loft storage, providing abundant space for vehicles, equipment, recreational gear and a sizable workshop with pellet stove. Ownership also includes access to a nearby marina on Lower Beach Pond with accommodation for a motorboat or small pontoon, along with access to two beaches and a tennis/pickleball court. Seller holds a NH Real Estate License

960 Beach Pond Rd, Wolfeboro

25 N Main St Unit 2, Wolfeboro
$585,000
1 Beds ⋅ 1 Baths ⋅ 5110387 MLS
An exceptional opportunity to own a piece of Wolfeboro’s storied downtown, Unit 2 at the Bay Manor offers the rare combination of historic elegance, water views, and an address that places the very best of village life just beyond your door. Overlooking Wolfeboro Bay from the center of town, this beautifully maintained 930-square-foot residence is a sophisticated retreat where timeless New England character meets effortless modern living. Inside, beautiful original woodwork, period doors, and original hardware preserve the craftsmanship and architectural detail of the building’s history. The open-concept kitchen, living, and dining spaces are filled with natural light and framed by views of the bay, while a generous bedroom and separate office provide flexibility for quiet work or guests. Thoughtfully maintained inside and out, Bay Manor retains its historic character while offering modern comforts, including a distinctive slate roof, updated windows, and improved insulation. A shared porch overlooking downtown provides an enviable vantage point for summer evenings, holiday parades, and fireworks over the bay. Step outside and Wolfeboro unfolds at your doorstep, with boutique shopping, dining, the waterfront, and the energy of downtown just moments away. With dedicated parking and an extraordinary location, Bay Manor is a rare offering for those who appreciate historic architecture, beautiful surroundings, and the privilege of living at the center of it all.

25 N Main St Unit 2, Wolfeboro

14 & 20 Gateway Rd, Wolfeboro
$13,900,000
9 Beds ⋅ 11 Baths ⋅ 5108354 MLS
There is nothing like this on Lake Winnipesaukee. Offered together as a private Winter Harbor compound, 14 & 20 Gateway Road encompass approximately 3 acres +/- with approximately 370' +/- of combined waterfront, two residences, extensive docking, and a sandy walk-in beach. The centerpiece, completed in 2023, is an approximately 8,600-square-foot contemporary residence was engineered by Thornton Tomasetti. Brazilian black slate and engineered rift oak floors, solid rift oak interior doors, hand-selected natural quartzite, custom millwork, stained red cedar siding, Douglas fir porch ceilings, and IPE decking define the build. A fully integrated Control4 system governs lighting, climate, Lutron power shades, and distributed audio. An 800-amp electrical service is supported by 45 kW generator backup. Six bedrooms, six full baths, three half baths, generous gathering spaces, and multiple professional-grade kitchen and prep stations support serious entertaining. At 20 Gateway, a cantilevered steel boathouse with rooftop entertaining deck is paired with a no-profile boat lift, 50-foot aluminum Lift-A-Dock, and sandy walk-in beach. At 14 Gateway, 195 feet of Winter Harbor frontage includes expansive U-shaped covered docking with room for multiple boats and watercraft. The classic 1958 Winnipesaukee cabin at 14 Gateway sits on approximately two additional acres and offers three bedrooms, one full bath, warm wood interiors, and a broad lakeside deck. More time capsule than guest house, it provides a distinct counterpoint to the contemporary residence. This is a finished, move-in-ready Winter Harbor compound that brings together contemporary architecture, a preserved vintage lake cabin, approximately 370' +/- of waterfront, extensive boating infrastructure, and approximately 3 acres +/- in one exceptional offering. Please note all acreage, waterfrontage, sq footage, bedrooms and baths have been combined to reflect the whole compound.

14 & 20 Gateway Rd, Wolfeboro

290 Pine Hill Rd, Wolfeboro
$2,500,000
5106950 MLS
A rare and compelling development opportunity has arrived in one of New Hampshire's most sought-after Lakes Region communities. 290 Pine Hill Road in Wolfeboro offers nearly 100 acres of dual-zoned land across three subdividable parcels, perfectly positioned for both commercial and residential development, with the infrastructure and approvals already in motion. On the commercial side, the Wickers Drive parcel presents an exceptional opportunity for a boat and toy storage facility; a high demand, yearround venture in a Lakes Region community where watercraft and recreational vehicles need a home. With proximity to Lake Winnipesaukee and the marina, the demand is built in. The residential parcels along Filter Bed Road offer equally exciting potential, ideal for a thoughtfully designed single family subdivision, workforce housing, or a phased lot buildout. A private brook runs through the property, creating natural appeal and seclusion while remaining within walking distance of downtown Wolfeboro's restaurants, businesses, hockey rink, lumberyard, and marina. The nearby ski area and Lake Winnipesaukee shores are just minutes away. Access off Pine Hill Road, Filter Bed Road, and Route 109A provides outstanding flexibility. Three phase power on the road supports a wide range of development options. This property has already been before the ZBA with some variances in place providing a significant head start for any serious developer. Scale, location, dual zoning, AND development momentum: 290 Pine Hill Road has it all.

290 Pine Hill Rd, Wolfeboro

369 Stoddard Rd, Wolfeboro
$1,440,000
3 Beds ⋅ 4 Baths ⋅ 5105776 MLS
Stunning Post & Beam where distinctive architectural character meets thoughtfully curated modern updates. At the heart of the home, an 1840 Vermont barn forms the frame, surrounded by newer construction while preserving character and craftsmanship. Beautifully appointed and rich in authentic New England charm, this exceptional property combines elevated living spaces with a private natural setting and an enviable Wolfeboro location, just ~15 minutes from downtown. Open-concept layout anchored by the stunning kitchen, renovated in 2025 with quartz countertops and brick-tile backsplash. The kitchen flows seamlessly into the dining area and spacious living room, where soaring ceilings create an impressive sense of volume and provide an exceptional setting for both intimate gatherings and entertaining. Wide pine floors and exposed beams carry throughout the home. The 2025 updates extend to the entry mudroom and laundry area. The versatile layout allows you to choose your ideal primary retreat, with a spacious en-suite bedroom on the first floor, or a private second-floor primary suite with a renovated 3/4 bath and walk-in tiled shower. Upstairs, the charming mezzanine overlooks the living space below, creating an open connection between the levels. The third bedroom also enjoys its own private 3/4 bath and extends to an additional level, where a bonus room/loft provides exceptional flexibility for guests, a home office, or gym. With all three bedrooms offering private baths, the home is well suited for hosting family and guests. Outside, enjoy a peaceful and private natural setting with a brook meandering along the property. A detached two-car garage provides ample parking and storage. Standby whole house generator. Enjoy easy access to dining, shopping, waterfront amenities, and the quintessential Lakes Region lifestyle. Seller is licenced agent. Sold fully furnished, with select seller exclusions.

369 Stoddard Rd, Wolfeboro

23 Crystal Shore 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

6 Millwood Rd, Wolfeboro
$3,245,000
4 Beds ⋅ 4 Baths ⋅ 5105279 MLS
Some waterfront properties are defined by the home. Others begin with the setting. Tucked into a sheltered cove on Crescent Lake, away from heavier boat traffic, 6 Millwood Road offers a distinctive Wolfeboro waterfront experience with direct navigable access to Lake Wentworth. Enjoy the calmer waters of Crescent Lake for swimming, kayaking, and paddleboarding from your own shoreline, then venture out to explore an entirely different lake experience. Set on 2.76 acres, the property offers more than 5,700 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, paddling, and boating easily accessible from the property. The protected cove offers a quieter setting for waterfront enjoyment, while the connection to Lake Wentworth expands the possibilities. Within walking distance of downtown Wolfeboro, 6 Millwood offers a compelling combination of acreage, sheltered 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

270 S Main St, Wolfeboro
$549,900
3 Beds ⋅ 3 Baths ⋅ 5104582 MLS
Opportunity awaits in the heart of downtown Wolfeboro! Looking for an updated primary home, multi-family or a vacation rental? This location is walkable to shops, restaurants and the town docks where you can launch your boat. This reimagined home has been transformed into a two family with a stunning first floor remodel. The first floor has been custom designed into a beautifully renovated 2-bedroom apartment featuring a stunning new kitchen with granite/stainless, 2 bedrooms and 2 baths. Upstairs, the existing one-bedroom apartment provides an excellent opportunity for rental income, making this property ideal for an owner-occupant looking to offset their mortgage or an investor seeking a turnkey multi-unit opportunity. Newer windows, heating system, roof and public water/sewer make this a low maintenance home. Situated near Huggins Hospital and walkable to downtown Wolfeboro, this a perfect location for short or long term rentals for hospital staff. The beautiful entry and staircase also allows for a spacious single family home, with 3 rooms on the second floor. Outside, enjoy a generous yard, ample off-street parking, and a full basement offering exceptional storage. Zoned for multiple uses, the property also presents future possibilities for mixed-use or commercial ventures, subject to any necessary town approvals. Whether you're searching for an investment property, a downtown home with supplemental rental income, or a flexible property with future potential, this prime Wolfeboro location delivers endless possibilities. Just steps from Lake Winnipesaukee, the town docks, Brewster Academy, and all that "The Oldest Summer Resort in America" has to offer, this is a rare opportunity to own a move-in ready property in one of New Hampshire's most sought-after communities.

270 S Main St, Wolfeboro

270 S Main St, Wolfeboro
$549,900
5104581 MLS
Opportunity awaits in the heart of downtown Wolfeboro! Looking for an updated primary home, multi-family or a vacation rental? This location is walkable to shops, restaurants and the town docks where you can launch your boat. This reimagined home has been transformed into a two family with a stunning first floor remodel. The first floor has been custom designed into a beautifully renovated 2-bedroom apartment featuring a stunning new kitchen with granite/stainless, 2 bedrooms and 2 baths. Upstairs, the existing one-bedroom apartment provides an excellent opportunity for rental income, making this property ideal for an owner-occupant looking to offset their mortgage or an investor seeking a turnkey multi-unit opportunity. Newer windows, heating system, roof and public water/sewer make this a low maintenance home. Situated near Huggins Hospital and walkable to downtown Wolfeboro, this a perfect location for short or long term rentals for hospital staff. The beautiful entry and staircase also allows for a spacious single family home, with 3 rooms on the second floor. Outside, enjoy a generous yard, ample off-street parking, and a full basement offering exceptional storage. Zoned for multiple uses, the property also presents future possibilities for mixed-use or commercial ventures, subject to any necessary town approvals. Whether you're searching for an investment property, a downtown home with supplemental rental income, or a flexible property with future potential, this prime Wolfeboro location delivers endless possibilities. Just steps from Lake Winnipesaukee, the town docks, Brewster Academy, and all that "The Oldest Summer Resort in America" has to offer, this is a rare opportunity to own a move-in ready property in one of New Hampshire's most sought-after communities.

270 S Main St, Wolfeboro

69 S Main St, Wolfeboro
$3,950,000
6 Beds ⋅ 3 Baths ⋅ 5103036 MLS
Some properties are purchased for what they are. Others are acquired for what they can become. Perfectly positioned in the heart of downtown Wolfeboro, yet privately nestled behind mature trees, perennial gardens, and classic New England stone walls, this extraordinary property offers 138 feet of pristine Lake Winnipesaukee waterfront on Wolfeboro Bay and nearly eight-tenths of an acre of beautifully landscaped grounds. Whether your vision is to preserve and thoughtfully modernize the existing residence or create an entirely new architectural masterpiece, the opportunity is unmatched. Raze-and-rebuild permits are already in place, dramatically reducing the time and uncertainty often associated with premier waterfront development. The existing home may also be redesigned within its current footprint, with professionally designed renderings available to showcase its remarkable potential. The gracious six-bedroom Colonial spans three levels and offers timeless character, two lakeside sunrooms, a spacious living room with wood-burning fireplace, formal dining room with butler's pantry, updated kitchen, refinished hardwood floors, and a first-floor guest suite with private entrance. Equally exceptional are the waterfront improvements. The impressive 48' x 58' dry boathouse provides space for multiple boats or up to six vehicles and includes a lakeside sun porch, workshop, and attic storage. Multiple stone patios, a substantial crib dock, and a protected lagoon create an extraordinary setting for boating, swimming, fishing, and lakeside entertaining. Just steps from Wolfeboro's shops, restaurants, marinas, and year-round attractions, yet offering remarkable privacy, this is one of the most significant waterfront opportunities to come to market in years. This is more than a remarkable waterfront property. It is an invitation to create something truly iconic.

69 S Main St, Wolfeboro

2 Melody Is, Wolfeboro
$3,999,000
3 Beds ⋅ 3 Baths ⋅ 5102855 MLS
Spanning the full width of Melody Island, 2 Melody Island is a truly remarkable and one-of-a-kind Lake Winnipesaukee retreat. With approximately 315 feet of waterfront on both sides of the island, the property offers the rare opportunity to enjoy beautiful sunrises from one shoreline and spectacular long-range sunset views from the other. The property’s diverse shoreline features multiple swimming areas, including sandy beaches and a naturally formed submerged stone terrace. This distinctive in-water gathering area provides a wonderful place for swimmers to stand, sit, and relax while surrounded by the lake (an especially memorable feature for family and friends of all ages). The main residence offers three bedrooms and a spacious, open-concept living area centered around a beautiful stone fireplace. Expansive lake views bring the beauty of Winnipesaukee indoors, while comfortable gathering spaces create an inviting setting for entertaining, relaxing, and making lasting memories. A separate bunkhouse provides additional privacy and flexibility for guests, complete with its own bathroom, laundry facilities, and generous sleeping accommodations. Together, the main house and bunkhouse offer ample space to welcome extended family and friends while allowing everyone to enjoy a sense of privacy. Conveniently located just a 5 minute boat ride from Wolfeboro, Melody Island offers close proximity to shopping, dining, coffee shops, and town docks adding to the ease and enjoyment of island living. With its extraordinary shoreline, sunrise-to-sunset views, 2 Melody Island is a rare and unforgettable retreat that captures the very best of Lake Winnipesaukee island living.

2 Melody Is, Wolfeboro

324 Cotton Valley Rd, Wolfeboro
$1,050,000
3 Beds ⋅ 4 Baths ⋅ 5102184 MLS
Just ten minutes from Lake Winnipesaukee and the vibrant lakeside village of Wolfeboro, lies a remarkable property where over two centuries of New England history has been thoughtfully preserved. This 1812 three bedroom (plus bonus room) and 3.5 bathroom residence offers a rare opportunity to own one of Wolfeboro's defining country properties. Surrounded by 8.47 private acres, the home gracefully blends authentic period craftsmanship with thoughtful modern updates. Wide pine floors, hand hewn beams, 5 original fireplaces, and centuries old architectural details reflect its heritage, while a substantial addition introduces soaring ceilings, sun filled gathering spaces, and a beautifully appointed Chef’s kitchen featuring Wolf appliances and Bosch refrigeration and dishwasher. Recent improvements, including: Andersen replacement windows, updated electrical, plumbing, insulation, generator and water filtration, provide modern reliability while respecting the home's historic character. The home features a spacious primary suite with a fireplace and flexible bonus space. A second suite with a deck overlooking the pool provides guests with comfort and privacy. Outside, mature gardens, newly planted peach trees, expansive lawns, an in ground heated pool, hot tub, 2 screened porches, and exceptional privacy create a setting that feels worlds away from everyday life. The Cotton Valley Rail Trail borders the property, offering 12 miles of year-round recreation for walking, cycling, horseback riding, cross-country skiing, and snowmobiling. The crystal clear waters of Lake Winnipesaukee, golf courses, hiking trails, ski mountains, and the charm of downtown Wolfeboro remain only minutes away. Rich in history, beautifully maintained, and thoughtfully enhanced for modern living, 324 Cotton Valley Road offers a rare opportunity to own one of New Hampshire's most memorable country estates. Open House Saturday 8/22 11:00-1:00 and Sunday 8/23 11:00-1:00

324 Cotton Valley Rd, Wolfeboro

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