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$995,000
3 Beds ⋅ 3 Baths ⋅ 5109241 MLS
Multi- level ranch home well sited on generous 1.45 acre lot abutting shared access to Lake Winnipesaukee. Access lot is 2 acres with 258' sandy beach front, docks and moorings. Access is shared by only nine owners. Built in 1976 by local contractor for his family. Home is well constructed with an interesting floor plan. As you enter there is a library, sitting room, office to your right with a full wall of bookcases...an appealing setting to read, relax or work. The hallway opens to spacious kitchen dining room. Large windows bring the sunshine in. Two walls of cabinetry with plenty of storage. Counter buffet plus island. Perfect space to entertain and host holiday dinners. There is a large wrap around deck just of the kitchen/dining extending the space to summer grilling and enjoying the private landscaped tree lined yard with a peak of the lake in winter. A few steps down is the living/family room with gas fireplace and 3/4 bath. Upper level primary suite offers cathedral ceilings, skylights and adjoining 3/4 bath with walk in tile shower. All skylights have automatic shades. There are two other bedrooms, a full bath and laundry room. Two car direct entry garage. Paved drive. Note: Dining chandelier does not stay.

15 Abenaukee Dr, Wolfeboro
$599,000
2 Beds ⋅ 3 Baths ⋅ 5108835 MLS
Ideally located around the corner from beautiful Carry Beach and 1.5 miles from downtown Wolfeboro’s shops and restaurants. Come enjoy all four seasons in the heart of New Hampshire’s Lakes and Mountains. Walk up the new front deck and enter through the front entry and into a welcoming foyer featuring a double closet and convenient powder room. To the right, the spacious living room offers a gas fireplace, flowing seamlessly into the dining room, where sliding doors open to the newly redone large, private composite deck - perfect for outdoor entertaining and relaxing. The fully equipped kitchen has a new refrigerator and dishwasher and is conveniently adjacent to the dining area, creating an easy and functional layout. Upstairs, the sizable primary bedroom features a private 3/4 bath, laundry, and walk-in closet. A comfortable guest bedroom includes two built-in twin beds with built-in drawers, while an additional room offers flexible space for a home office or study. The 24' x 22' walk-up attic provides excellent storage and potential for future renovation or additional living space. No rental restrictions.

8 Knoll Rd, Wolfeboro
$1,698,000
2 Beds ⋅ 2 Baths ⋅ 5108772 MLS
OPEN HOUSE SATURDAY & SUNDAY 9/12 and 9/13 from 11-1 Welcome to your own slice of paradise on beautiful Crescent Lake. This home offers 150 feet of waterfront, complete with a natural sandy beach and dock which is perfect for swimming, relaxing, launching a kayak, or enjoying endless days by the water. Access to Lake Wentworth thru the Smith River provides even more opportunity to enjoy the area's beautiful lakes and recreational activities. Cherished by the same family for many years, this property is now ready for its next chapter, offering an excellent opportunity for the new buyers to bring their ideas, add personal touches, and make it truly their own. Whether looking for a peaceful escape, a place to create generations of family memories, or your own waterfront haven, this home has all the ingredients for lakeside living at its best.

49 Kings Pine 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
$895,000
4 Beds ⋅ 4 Baths ⋅ 5108315 MLS
Welcome to 37 14 Harbor Way on Lake Winnipesaukee, offering carefree lakefront living with timeless style. This immaculate 4-bedroom, 4-bath waterfront home enjoys unobstructed lake views across three beautifully finished levels, set amid manicured grounds in highly sought-after Winter Harbor. The open-concept main level features hardwood floors, a spacious kitchen, dining, and living area with a wood fireplace, all opening to a private sundeck with electric awning—ideal for entertaining or relaxing lakeside. Upstairs, the primary suite captures stunning lake views, joined by two additional bedrooms and a full bath.The walk-out lower level offers a sunlit family room featuring a wall of custom book cases, a cozy wood stove, 4th bedroom, 3/4 bath and laundry room with access to a private patio. The deck is being replaced this month at the sellers expense. An oversized garage is included. Pine Harbor spans 34 acres with 34 residences and 703’ of pristine shoreline, featuring a sandy beach, sunset deck, dock/mooring usage, kayak storage, and a pickleball/tennis court and only minutes to downtown Wolfeboro restaurants and shopping.

37-14 Harbor Way Unit 14, Wolfeboro
$949,900
3 Beds ⋅ 3 Baths ⋅ 5107894 MLS
Wake up on 5 private acres—then be downtown in minutes. This brand-new New England Colonial in Wolfeboro gives you the rare mix of seclusion and convenience in one of New Hampshire’s most livable year-round lake towns. Wolfeboro is more than a summer escape. It’s a four-season community with a walkable downtown, Thursday farmers market, restaurants, and Lake Winnipesaukee in the center of town for swimming, boating, and sunsets. Winter brings nearby skiing, snowshoeing, and a cozy small-town rhythm. You get the lake lifestyle without sacrificing everyday ease. Best of all, this is new construction that’s move-in ready. No punch lists, no waiting—just keys and a fresh start. Sun-drenched rooms and central air keep every season comfortable. Gather by the gas fireplace, work from the dedicated office, and step out to the low-maintenance Trex deck. The primary suite features a double-sink vanity and walk-in shower. First-floor laundry and a two-car garage make daily life simple. Privacy, light, and Lakes Region living—without the renovation headache. Come see why 45 Hemlock Drive is ready for its first owners.

45 Hemlock Dr, Wolfeboro
$995,000
3 Beds ⋅ 1 Baths ⋅ 5107813 MLS
Classic Lake Wentworth cottage nestled right at the water’s edge, offering the quintessential lakeside getaway. Enjoy beautiful lake views and abundant sunshine from the level lot with desirable southern exposure. The cottage features a propane fireplace and a charming screened porch - perfect for relaxing and taking in the peaceful surroundings. A brand-new three-bedroom septic system and established drilled well add convenience and peace of mind. Step outside to crystal-clear Lake Wentworth waters with a sandy bottom, ideal for swimming and enjoying classic summer days on the lake. Come make lasting memories in Wolfeboro on beautiful Lake Wentworth!

53 Fernald Xing, Wolfeboro
$639,000
5107408 MLS
A wonderful opportunity to own two townhouse-style condominium units at Mountain View Terrace Condominium located on Ryefield Terrace. Great for investment – multi-generation living – or convert them to a single family home. Ideally located in a private, peaceful setting just minutes from downtown Wolfeboro and approximately five minutes to Lake Wentworth Beach. Each unit consists of three bedrooms and two baths, with approximately 1,196 square feet of finished living space, plus an unfinished basement for storage. The first floor features a fully applianced kitchen, dining area, living room and half bath, while the second floor offers three bedrooms and a full bath. Each unit has its own driveway and outdoor area with room for a deck or gardening. Ryefield Terrace boasts a quiet residential environment with excellent natural screening from Route 109. This location is conveniently close to downtown Wolfeboro, schools, The Nick, shopping, the library, hospital and Lake Wentworth. Multiple possibilities exist with this secluded setting. Showing times can take a few days to schedule due to tenant schedules.

11 And 13 Ryefield Ter, Wolfeboro
$599,000
5107407 MLS
Wolfeboro Opportunity - Investment Property – Multi-Generation Living – Convert to Single Family Home. Mountain View Terrace Condominium is located on Ryefield Terrace, a short distance from downtown Wolfeboro. This townhouse consists of two condominiums, each with 2 bedrooms and two baths. The property for Ryfield Terrace has 6.1 acres with 4.29 acres dedicated as common area. The area is completely private, and the setting provides a peaceful residential environment and is only 5 minutes to the Lake Wentworth Beach. The two townhouse-style condominiums have fully appliance kitchens, dining areas, living areas and one-half baths on the first level. The second level features two bedrooms and a full bath, for a total of 1,044 square feet per unit, including an unfinished basement for storage. Both units have their own well and septic system, and driveway, along with an area out back for decking and a vegetable or flower garden. The condos have a strong rental history for those looking for investment property, or an alternative living option, i.e. multi-generational or converting to a single family resident. The location is ideal – close to town, schools, The Nick, shopping, the library and hospital. The property has great natural screening from the main road. Showings can take a few days due to tenant schedules.

3 And 5 Ryefield Ter, Wolfeboro
$549,000
5 Beds ⋅ 3 Baths ⋅ 5106982 MLS
Investment opportunity in one of Wolfeboro's most desirable neighborhoods! Just 2 miles from downtown Wolfeboro and Lake Winnipesaukee, this spacious 2 family home offers flexibility, income potential, and an unbeatable location near schools, shops, restaurants, and year-round outdoor recreation. Situated on a level, grassy lot surrounded by mature trees, the property features a private backyard, town water, and a 12' x 16' storage shed. A former 35' x 55' vegetable garden offers endless possibilities for gardening enthusiasts. The home offers approximately 2,824 square feet with 5 bedrooms and 2.5 baths, including a beautifully updated second-floor 2 bedroom apartment with a private entrance, making it ideal for rental income, multigenerational living, or owner occupancy. The first floor features 3 additional bedrooms and generous living space ready for your finishing touches. Recent improvements include all new windows in the second-floor apartment, a stunning pine V-groove and hemlock beam primary bedroom with walk in closet, hardwood and tile flooring, a newly remodeled second bedroom, updated bathroom/laundry area, new perimeter drainage around the foundation, and a mini-split system providing efficient heating and air conditioning. A wood stove and riding lawn mower will convey with the sale. The property is currently undergoing renovation and is being offered as is. Ongoing projects include flooring, drywall, painting, tile work, exterior improvements, and landscaping. The homeowner, a builder, plans to continue work until the property is sold. The kitchen presents an opportunity for customization, with a framed passthrough already in place for future counter seating. Whether you're looking for an investment property, an owner occupied income producer, or a spacious home in sought-after Wolfeboro, this property offers exceptional value and tremendous potential. Live in the finished apartment while completing the main living area, or enjoy immediate rent.

21 Waumbeck 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
$159,900
5106530 MLS
Opportunity to own 2.18 acres in Wolfeboro at an approachable price point. Located on quiet North Line Road, this rolling, wooded lot offers a rural and secluded setting while remaining convenient to town. Downtown Wolfeboro is approximately an 8-minute drive away, with Route 28 just about 4 minutes from the property for easy access throughout the Lakes Region. Set along a peaceful dirt road, the lot offers the privacy and country atmosphere many buyers are looking for without being far removed from local amenities. With limited affordable land options currently available in Wolfeboro, this property presents an excellent opportunity to secure your own piece of town and explore the possibilities for a future home.

67-1-3 N Line Rd, Wolfeboro
$423,000
3 Beds ⋅ 2 Baths ⋅ 5106363 MLS
Only 2 miles to downtown Wolfeboro, this charming 3-bedroom, 1½-bath Cape offers classic character, beautiful woodwork, and lovely wood flooring throughout. The inviting kitchen features a sweet breakfast nook, while the dining room overlooks the private backyard. The sunny living room is sure to be a favorite gathering spot, and the first floor is rounded out by a comfortable bedroom and full bath. Upstairs, you’ll find two additional bedrooms, a ½ bath with room to expand. A full basement and 1-car garage provide plenty of storage. Outside, the beautiful grounds feature a large garden shed, a vintage stone fireplace, garden space, stone walls, a level yard, and one of the property’s most special features, a gorgeous, maturely treed side yard that creates a peaceful, private setting. With its charming character, beautiful grounds, convenient location, and attractive price, this Wolfeboro property is truly a home run! Open House Saturday, 10 AM–1 PM.

44 Waumbeck Rd, Wolfeboro
$1,440,000
3 Beds ⋅ 4 Baths ⋅ 5105776 MLS
OPEN HOUSE: Sunday, 9/13 from 11:00 - 1:00. 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
$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
$879,000
6 Beds ⋅ 4 Baths ⋅ 5104711 MLS
A Rare In-Town Oasis offers a striking Brick 6 BR/3.5 BA Home featuring timeless Craftsmanship and updated systems for comfort and peace of mind. Nestled back from the road on a beautifully landscaped 1+ acre, surrounded by majestic old growth trees and manicured gardens, yet just steps from local shopping and dining options. With the potential option of in-home business use, and a separate self-contained apartment for rental income or extended family use, this unique property has something for everyone and every phase of life. Screened porches, light-filled floor to ceiling windows, vintage details, a detached 2 car garage, patio and even space for a min-farm collection of chickens or small farm animals! Spacious lot allows for potential additional development... Be part of vibrant downtown Wolfeboro while feeling like you are in your own country setting.

49 Center St, Wolfeboro
$9,100,000
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
$599,900
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
$599,900
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
$359,000
1 Beds ⋅ 1 Baths ⋅ 5104513 MLS
Price Reduction!!!Welcome to your peaceful retreat nestled within the quiet and highly desirable Kehonka Hill Development. The cottage offers unique bead board walls and ceilings with midwest yellow pine floors throughout the home. Situated on a secluded, wooded lot, this charming cottage offers the ultimate blend of privacy and community with access to 24 shared, beautifully landscaped acres. Nature lovers will thrive here, with the property located just steps from the scenic trails of Knights Pond, offering miles of pristine walking and hiking paths right outside your door. Seller is offering $5000 towards closing cost .Open house Sunday 9/11/2026 2 to 4 While you will feel worlds away in your private forest sanctuary, everyday conveniences and recreation are just minutes away. The home sits a short 5-minute drive from vibrant downtown Wolfeboro, where you can enjoy local dining, shopping, nick center and the community offerings at the local Huggins Hospital/Winnipesaukee area centers. Ideal as a year-round residence or a seasonal escape, this property offers easy access to major ski areas, regional lakes, and Interstate 93 for effortless commuting. Embrace the quiet beauty of the Lakes Region in this special move in ready cottage ! Seller is offering $5000 towards closing cost...Open House Sunday August 30 from 12-2

6 Kehonka Hill Rd, Wolfeboro
$950,000
3 Beds ⋅ 3 Baths ⋅ 5103732 MLS
Exceptional Country Ranch with Views set on 8 acres, open concept, kitchen, dining and fireplaced living room. First floor laundry. First floor primary suite with 5-piece bath and 2 additional bedrooms with shared 3/4 bath. The enclosed porch has views of the Ossipee Mountains and seasonal lake views. Finished basement with gas stove, walkout onto patio, an additional 3/4 bath and separate work shop. 2 car detached garage with storage above. There will be a cost to take property out of current use.

25 Upper Trask Mountain, 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
$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
$378,500
3 Beds ⋅ 2 Baths ⋅ 5102271 MLS
Located in a quiet 55+ community, this beautifully renovated home is close to a variety of fun and leisurely activities. Enjoy peace of mind knowing the home has undergone a complete renovation over the past three years. Updates include new flooring, fresh paint throughout, remodeled bathrooms, a modern kitchen, updated appliances, a standby generator, new skirting, and a newly landscaped lawn, just to name a few. No expense was spared in creating this move-in-ready home. Now is your opportunity to relax and enjoy life in America's oldest summer resort, where comfort, convenience, and recreation come together.

10 Harvey Brook Rd, Wolfeboro
$378,500
3 Beds ⋅ 2 Baths ⋅ 5102181 MLS
Located in a quiet 55+ community, this beautifully renovated home is close to a variety of fun and leisurely activities. Enjoy peace of mind knowing the home has undergone a complete renovation over the past three years. Updates include new flooring, fresh paint throughout, remodeled bathrooms, a modern kitchen, updated appliances, a standby generator, new skirting, and a newly landscaped lawn, just to name a few. No expense was spared in creating this move-in-ready home. Now is your opportunity to relax and enjoy life in America's oldest summer resort, where comfort, convenience, and recreation come together.

10 Harvey Brook 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
$799,000
3 Beds ⋅ 3 Baths ⋅ 5101491 MLS
Welcome to this beautifully reimagined home in the heart of Wolfeboro, proudly known as America's oldest summer resort. Ideally located within walking distance of historic downtown, you'll enjoy easy access to charming boutiques, local restaurants, parks, and the public docks along the shores of beautiful Lake Winnipesaukee. Completely rebuilt in 2022, this exceptional home offers the peace of mind that comes with extensive updates, including new electrical, plumbing, insulation, siding, roof, kitchen, bathrooms and a spacious 24' x 24' garage. Thoughtfully designed with quality craftmanship throughout, the home features abundant natural light, custom cabinetry, a cozy window seat, and a beautiful bay window that creates a warm and inviting atmosphere. First floor primary bedroom with ensuite bath, powder room with laundry for convenience. The second floor offers two comfortable bedrooms and a full bathroom, while the newly finished lower level (completed in 2026) significantly expands the living space. Designed for both comfort and funtionality, the lower level includes custom cabinetry, luxury vinyl plank flooring, a new HVAC system with integrated dehumidifier, and a new egress doghouse with exterior stairs, providing flexibility for guests, a home office, recreation space, or additional living quarters. Additional improvements include Drylok waterproofing, foam insulation, a perimeter drain system, and a monitored sump pump for added confidence and year round comfort. Whether you're searching for a full-time residence, a weekend getaway, or an investment opportunity in one of New Hampshire's most sought-after lake communities, this turnkey property is ready to enjoy from day one.

25 Old Lakeview Ter, Wolfeboro
$1,499,000
3 Beds ⋅ 3 Baths ⋅ 5101400 MLS
Make this immaculate, luxury condo in the heart of desirable Wolfeboro your new home! Elegance and quality are evident from the secure lobby and welcoming common areas, elevator and the rare amenities offered just steps from Lake Winnipesaukee, public docks, fine dining, unique shopping, local museums, theater and music venues. Watch the fireworks from the spacious private balcony, stroll the waterside walking path, enjoy tennis or pickleball at the nearby park. Truly a gracious home for all seasons, you will be welcomed by a large foyer, 2 commodious bedrooms, 2 full baths, open concept living and dining area perfect for cozy evenings and comfortable entertaining. The beautifully appointed kitchen offers extensive custom cabinetry, stainless appliances, and space for all of your culinary adventures. There is a well-designed in-unit laundry room and the option for a gas fireplace. A one-of-a-kind feature is the additional private in-law/guest suite on the lower level with studio living area, private bath and direct entry. An over-sized 2 car garage with work-shop space, deeded storage room and additional exterior parking space round out the many attractions that grace this wonderful opportunity.

61-2 Central Ave Unit 2, Wolfeboro
$695,000
3 Beds ⋅ 2 Baths ⋅ 5101120 MLS
Nestled on a quiet side street in the heart of downtown Wolfeboro, 5 Brummitt Court, a beautifully renovated 2,316 square foot home offers the rare combination of Main Street convenience and exceptional privacy. Just moments from Brewster Academy, Lake Winnipesaukee, shops, restaurants, and the town docks, this property places you in the center of everything while providing a peaceful retreat to come home to. Set on a 0.22-acre lot, the home features three bedrooms and a bonus space on the second floor, one and a half bathrooms, a two-car garage, and a private garden and patio space, creating the perfect canvas for outdoor dining, gardening, or simply enjoying a quiet afternoon. Inside, thoughtful updates blend seamlessly with timeless character. The beautifully renovated kitchen, equipped with brand new plumbing and appliances, is complemented by completely redone bathrooms. There is hardwood and slate flooring throughout, and a spacious sunroom that opens into the home's inviting entertaining space. The sunny dining room, complete with built-in shelving, is ideal for hosting family and friends, while the bright living room and classic foyer create a warm and welcoming first impression. Extensive recent improvements provide peace of mind for years to come, including a new boiler with central air conditioning, water heater, oil tank, and a sewer line. 5 Brummitt Court also enjoys deed vehicular access from Main Street through the Pickering House security gate. Whether you're looking for a primary home in the heart of the Oldest Summer Resort in America, a vacation home, or an investment property, this classic hidden gem is not to be missed!

5 Brummitt Ct, Wolfeboro

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