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29 Pine St, Wolfeboro
$459,900
2 Beds ⋅ 1 Baths ⋅ 5116910 MLS
Discover the charm of Wolfeboro living with this beautifully renovated boutique-style home, perfectly situated in the heart of one of New Hampshire’s most sought-after lakeside communities. Thoughtfully updated throughout, this inviting 2-bedroom, 1-bath residence offers the perfect blend of modern comfort, timeless charm, and the convenience of one-level living. From the moment you step inside, there’s an undeniable feeling of warmth—a place that simply feels like home. The thoughtfully designed main level offers comfortable everyday living, while a flexible bonus space upstairs provides endless possibilities for a home office, guest retreat, creative studio, or additional relaxation space. Every detail has been carefully considered to create a welcoming retreat, whether you're seeking a year-round residence or the perfect getaway. Step outside to a spacious, open backyard offering endless possibilities for entertaining, summer barbecues, evenings around the fire, or simply relaxing in your own private outdoor setting. Just minutes from the sparkling waters of Lake Winnipesaukee, downtown Wolfeboro's charming shops, restaurants, and year-round recreation, this home places you in the heart of the Lakes Region lifestyle. Whether you're looking for a peaceful escape or a place to create lasting memories, this charming retreat is ready to welcome you home. Your next chapter in the Lakes Region begins here! Open House – Sunday, November 8th | 10:00 AM – 11:30 AM!

29 Pine St, Wolfeboro

165 Ambrose Way, Wolfeboro
$1,995,000
4 Beds ⋅ 5 Baths ⋅ 5116852 MLS
Set high on 3.62 quiet acres above Wolfeboro, this custom 2007 home looks across Lake Winnipesaukee to the Belknap Range and Gunstock. Built for longevity, it lets you age in place with ease: an elevator serves all three floors, hallways run wide, and the first-floor owners’ suite opens to a den with a floor-to-ceiling stone fireplace. Southern sun pours through the kitchen and across the deck, and an indoor potting room lets you start seeds early and grow salad greens nearly year-round. Upstairs, a parlor with Palladian windows and a gas fireplace adjoins a bright studio for quilting, painting, or quiet work. A hickory staircase with oak banisters, pocket and French doors, built-in bookshelves, and crown moulding throughout. The owners’ bath offers a Jacuzzi soaking tub, and the kitchen’s Italian porcelain counters and walk-through pantry make cooking easy. An oversized garage with a third bay for the ATV, and the walkout lower level stands ready for a gym or wellness room. Minutes to Main Street cafés, the farmers market, Huggins Hospital, the Cotton Valley Rail Trail, Abenaki ski area, and the town docks. A home for slow mornings, good light, and many well-lived years.

165 Ambrose Way, Wolfeboro

325 Middleton Rd, Wolfeboro
$699,000
3 Beds ⋅ 2 Baths ⋅ 5116805 MLS
Enjoy the privacy, space, and versatility of this 3-bedroom, 2-bath home offering 2,360 square feet of living space on 8 private acres. At 325 Middleton Rd, Wolfeboro, you’ll enjoy the convenience of Wolfeboro with plenty of space to call your own. This inviting Cape blends classic charm with a flexible layout. The main level features one bedroom, a full bathroom, and a bonus room ideal for a home office, guest space, or hobby room. An enclosed three-season porch provides the perfect place to relax and take in the peaceful surroundings. Upstairs, two full-size bedrooms provide comfortable retreats. Outside, enjoy the expansive property with an irrigation system, a dedicated hot tub deck pad, and plenty of room to explore, garden, or simply enjoy the privacy of your own acreage. An oversized detached three-car garage with additional storage above provides exceptional space for vehicles, recreational equipment, tools, or workshop needs. A separate storage shed and unfinished basement offer even more room for equipment and seasonal belongings. With low-maintenance vinyl siding, you’ll have more time to enjoy everything this property has to offer. If you’ve been searching for a property that combines comfortable living, generous storage, and a peaceful private setting, this one is worth a look! Open House, Saturday, November 7th from 9am–11am.

325 Middleton Rd, Wolfeboro

15 Tibbetts Rd, Wolfeboro
$875,000
4 Beds ⋅ 2 Baths ⋅ 5116696 MLS
Set on 60 acres in Wolfeboro, NH, this circa 1825 Colonial timber-frame home offers a unique opportunity to embrace country living, establish a homestead, or create the farm you've envisioned. Rich in character, this four bedroom, two full bath home blends historic charm with recent kitchen and upstairs bathroom updates. The property offers a wonderful foundation for self-sufficient living. A hoop house, raised garden beds, and existing livestock fencing provide a head start on your agricultural operation. The current owners have also raised chickens and rabbits here. A cleared barn site awaits construction, with timber beams already milled on-site and ready to use. Beautiful stone walls, established landscaping, and a fully fenced backyard complement the setting. A timber harvest several years ago opened portions of the acreage for pasture, recreation, and trails. Explore the woods, enjoy abundant wildlife, and discover the stream along the rear property boundary. Deer, bear, and other wildlife are frequent visitors. Enjoy peaceful country living just minutes from local amenities and recreation. The Nick Recreation Area and town beach are approximately three minutes away, while downtown Wolfeboro, grocery shopping, and schools are about ten minutes away. Lake Winnipesaukee, Brewster Academy, and the Mount Washington Valley and Conway area are also nearby. Whether you envision a working homestead, small farm, private retreat, or simply room to spread out, the possibilities are exceptional. Properties combining historic character, agricultural infrastructure, and 60 acres of New Hampshire countryside are increasingly hard to find. Bring your vision and make this property your own!

15 Tibbetts Rd, Wolfeboro

85 York Rd, Wolfeboro
$675,000
3 Beds ⋅ 2 Baths ⋅ 5116657 MLS
Welcome to 85 York Road, where you'll find 42 acres of privacy, wooded trails, and endless possibilities. Tucked away in a peaceful, wooded setting, this inviting 3-bedroom, 2-bathroom home offers a rare opportunity to enjoy the tranquility of expansive acreage while remaining just minutes from the shops, restaurants, and waterfront of downtown Wolfeboro. Built in 1991, this home features thoughtful updates such as a new roof, new carpeting, minisplits for additional heating and cooling, and a beautifully updated first floor bathroom. Step inside and find an inviting open concept layout, where dining and living spaces flow together beside the kitchen, complete with updated quality appliances. The first floor includes a sizeable primary bedroom, and upstairs are two large bedrooms with an adjoining bathroom, new carpets and plenty of storage. The home includes garage space for two cars and further basement space for storage. A brand-new, generously sized deck provides the perfect setting to relax, entertain, or simply take in the surrounding natural beauty. Overlooking the property's picturesque woodlands and pond, it's an ideal vantage point to appreciate the serenity and privacy that make this property so special. The true standout is the land itself. 42 acres of wooded landscape, extensive trails, and peaceful natural surroundings create an exceptional setting for hiking, exploring, outdoor recreation, or simply enjoying the beauty of New Hampshire's changing seasons. A large outbuilding offers substantial storage space for equipment, recreational gear, and more. Just an hour north of Portsmouth, 45 minutes south of Conway, and 35 minutes from Maine, this property provides an exceptional offering in the heart of New Hampshire. With remarkable acreage, exceptional privacy, and convenient access to all that Wolfeboro and the Lakes Region have to offer, this property delivers a unique combination of seclusion, comfort, and convenience.

85 York Rd, Wolfeboro

4 Whispering Pines Way, Wolfeboro
$915,000
3 Beds ⋅ 2 Baths ⋅ 5116649 MLS
To-be-built new construction on a 2.05-acre lot on newly created Whispering Pines Way off Middleton Road, 3.4 miles from downtown Wolfeboro. The proposed single-level ranch offers 1,827 sq. ft. of finished living space with 3 bedrooms and 2 full baths. Plans show an open kitchen, dining and living area with a vaulted ceiling, gas fireplace and kitchen island; a primary bedroom with walk-in closet and bath with double vanity; a laundry room; mudroom; covered front porch; full basement; and an attached 2-car garage. Specifications include quartz kitchen counters, hardwood and tile flooring, forced hot air with central AC, tankless hot water and a private well. Sale is subject to completion of the private drive and stormwater management improvements. Renderings are representative; details, finishes and measurements are subject to change. Agent Interest.

4 Whispering Pines Way, Wolfeboro

449 N Wakefield Rd, Wolfeboro
$630,000
3 Beds ⋅ 3 Baths ⋅ 5116403 MLS
Enjoy peace and quiet on over 5 acres with a warm and inviting home featuring wood accents, spacious living areas, abundant natural light, and a comfortable layout for both everyday living and entertaining. A 2019 addition expanded the home and adds to the overall living space and functionality. The kitchen offers stainless steel appliances, quartz countertops, plenty of workspace, and ample storage, while the main living areas provide a cozy country feel and views of the surrounding property. Outside, the property includes five total garage stalls three attached with a car lift and two in the barn plus an outdoor wood boiler servicing both the home and barn/garage. Enjoy established fruit trees, blueberry bushes, a raised garden bed with water source, a seasonal man-made pond, and a hillside perfect for winter sledding. From the top of the hill, you can even catch a view of Mount Washington. Approximately 45 minutes to Conway. Seller is offering a $2,500 credit toward siding repair near deck. DRIVING DIRECTIONS: Put GPS to Town Farm Country Market on 5 Pine River Rd in Sanborville. At the intersection of Pine River Pond Rd and Old Farms Rd, turn left away from the market. Continue to the row of mailboxes, then bear right and head up the hill. The property will be on the left. Look for a tan house with green garage doors, across from a white house.

449 N Wakefield Rd, Wolfeboro

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 flooring. 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 cat or one small dog is permitted.

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

10 Pine Hill Rd, Wolfeboro
$433,000
3 Beds ⋅ 1 Baths ⋅ 5114740 MLS
Welcome to 10 Pine Hill Road in the lovely town of Wolfeboro, New Hampshire! This charming 1920 Cape offers 3 bedrooms, 1 full bath, and a cozy, inviting feel throughout. Situated on 0.36 acres, the home features a beautifully renovated kitchen, a convenient first-floor bedroom and full bath, and several recent improvements, including new siding, an on-demand hot water system, and a connection to town sewer and water. Outside, you’ll find an original barn serving as a one-car garage, along with a southwest exposure backyard featuring raspberry bushes, a grapevine, and a gazebo perfect for relaxing and enjoying the outside. Located just minutes from downtown Wolfeboro, Lake Winnipesaukee, local shops, restaurants, and all that this wonderful lakeside community has to offer. A charming place to call home! Open House - Saturday, November 7th, 11:00 AM to 1:00 PM.

10 Pine Hill Rd, 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

21 Waumbeck Rd, Wolfeboro
$500,000
5114378 MLS
Two living spaces, one incredible opportunity, and a location that's hard to beat! Welcome to 21 Waumbeck Road in Wolfeboro, where income potential meets endless possibilities just 2 miles from downtown and beautiful Lake Winnipesaukee! Situated on a level, one-acre lot, this spacious two-family property offers the flexibility to live in one unit while renting the other, accommodate extended family, or add to your investment portfolio. The updated second-floor apartment features two bedrooms, a private entrance, new windows, hardwood and tile flooring, a mini-split system. Downstairs, discover generous living space with vaulted ceilings, three spacious bedrooms, first-floor laundry, an updated bathroom, and plenty of opportunity to make it your own! A stunning primary bedroom accented by pine V-groove walls and exposed hemlock beams. Recent improvements include foundation perimeter drainage, updated finishes, and more. Outside, enjoy a sprawling, level backyard surrounded by mature trees, a 12' x 16' storage shed, and plenty of room for gardens, entertaining, or outdoor activities. With renovations underway, this property is being sold as-is, offering the perfect opportunity to build equity while creating something special. Minutes from Wolfeboro's charming shops, restaurants, schools, and year-round recreation, this isn't just a home with potential. It's an opportunity with options!

21 Waumbeck Rd, Wolfeboro

21 Waumbeck Rd, Wolfeboro
$500,000
5 Beds ⋅ 2 Baths ⋅ 5114371 MLS
Two living spaces, one incredible opportunity, and a location that's hard to beat! Welcome to 21 Waumbeck Road in Wolfeboro, where income potential meets endless possibilities just 2 miles from downtown and beautiful Lake Winnipesaukee! Situated on a level, one-acre lot, this spacious two-family property offers the flexibility to live in one unit while renting the other, accommodate extended family, or add to your investment portfolio. The updated second-floor apartment features two bedrooms, a private entrance, new windows, hardwood and tile flooring, a mini-split system. Downstairs, discover generous living space with vaulted ceilings, three spacious bedrooms, first-floor laundry, an updated bathroom, and plenty of opportunity to make it your own! A stunning primary bedroom accented by pine V-groove walls and exposed hemlock beams. Recent improvements include foundation perimeter drainage, updated finishes, and more. Outside, enjoy a sprawling, level backyard surrounded by mature trees, a 12' x 16' storage shed, and plenty of room for gardens, entertaining, or outdoor activities. With renovations underway, this property is being sold as-is, offering the perfect opportunity to build equity while creating something special. Minutes from Wolfeboro's charming shops, restaurants, schools, and year-round recreation, this isn't just a home with potential. It's an opportunity with options!

21 Waumbeck Rd, Wolfeboro

850 Center St, Wolfeboro
$419,000
3 Beds ⋅ 1 Baths ⋅ 5114303 MLS
Welcome to 850 Center Street in Wolfeboro! This well-maintained 3-bedroom, 1-bath ranch has been lovingly cared for by its owners, with the current owners enjoying the home for the past 4 years after the previous owner cherished it for 59 years. Pride of ownership shines throughout! The single-level layout offers convenient, accessible living for a variety of lifestyles, while the attached 2-car garage provides the perfect place to park out of the elements during New Hampshire’s winter months. Situated on a beautiful, level 1.5-acre lot, this property offers room to enjoy the outdoors, watch wildlife from your back door, and take in the stunning colors of the changing seasons. All this, just 8 minutes from downtown Wolfeboro and its charming shops, restaurants, and amenities. A home this well cared for, with so much to offer, is a special find!

850 Center St, Wolfeboro

36 Point Breeze Rd, Wolfeboro
$1,199,000
3 Beds ⋅ 3 Baths ⋅ 5114007 MLS
Exceptional privacy and the pleasures of Lake Wentworth come together at 36 Point Breeze. Set at the end of a cul de sac, this three bedroom, 3 bathroom stand alone condominium offers an inviting year round retreat with the beach just a short walk away and your own dock for days on the water. Inside, a vaulted ceiling gives the living room an airy sense of space, while abundant windows welcome natural light. A fireplace anchors the room, creating a comfortable gathering place after a day on the lake or an afternoon exploring the changing seasons. The generous deck extends everyday living outdoors, with room to relax and entertain, while the screened porch offers a sheltered spot for morning coffee, a leisurely meal, or a quiet evening. Life at Point Breeze can be as active or as unhurried as you choose. Enjoy tennis and pickleball, walk to the beach for a swim, beautiful views from the boathouse deck with sunrises and sunsets, head out by boat to explore Lake Wentworth or take a short ride to downtown Wolfeboro to enjoy the quaint shops, restaurants and coffee shops. Return home to the privacy of a tucked-away setting and the comfort of a residence that stands entirely on its own. Equally appealing as a full-time home or a seasonal escape, 36 Point Breeze brings together space, privacy, and the enduring appeal of lake living in Wolfeboro. Open House Saturday Oct. 17, 10:30-12:30

36 Point Breeze 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

116 Middleton Rd, Wolfeboro
$699,000
3 Beds ⋅ 4 Baths ⋅ 5113065 MLS
All the best of Old and New! This classic NH Cape retains it's charm and features such as hand-hewn beams, original brick fireplace, wood floors BUT the countless, quality upgrades since 2024 make this a true masterpiece! Re-imagined sunny kitchen with high-end appliances, imported tile floor, granite counters, French doors to a patio/pocket garden. Front to back living room warmed by the wood-burning, relined and pointed FP, family room/office. First -floor primary suite with large closet and new tile bath over-looking the garden. An additional full tile bath and dedicated, spacious laundry room round out the main level for true convenience. The upper level includes two en-suite bedrooms with stunning spa-style, luxury tile baths, including a soaking tub. The mechanicals have been upgraded to include full central air, new electric and plumbing, new roof, fresh paint inside and out, and every bedroom boasts its' own electric fireplace for ambience! Set on 4 acres, just minutes to shopping, dining, schools, hospital and all the year-round lake and mountain recreation opportunities, in America's Oldest Resort! This treasure can YOUR new home!!!

116 Middleton Rd, Wolfeboro

2 Whispering Pines Way, Wolfeboro
$210,000
5112397 MLS
Build your new home in Wolfeboro on this 3.5-acre lot located on newly created Whispering Pines Way, a private drive off Middleton Road. One of just three homesites in this small development, the property offers a quiet setting while remaining convenient to everything Wolfeboro has to offer, just 3.4 miles from downtown and approximately 2.4 miles from Kingswood Regional High School. The builder is a partner in the development, creating an opportunity to bring your own plans or choose from available home designs and work directly with the builder to create a home tailored to your needs and preferences. Sale is subject to completion of the private drive and stormwater management improvements. An excellent opportunity to secure a new homesite close to downtown Wolfeboro while enjoying the privacy and flexibility of a thoughtfully planned three-lot development. Agent Interest.

2 Whispering Pines Way, Wolfeboro

3 Whispering Pines Way, Wolfeboro
$275,000
5112396 MLS
Build your new home in Wolfeboro on this 9.17-acre lot located on newly created Whispering Pines Way, a private drive off Middleton Road. One of just three homesites in this small development, the property offers a quiet setting while remaining convenient to everything Wolfeboro has to offer, just 3.4 miles from downtown and approximately 2.4 miles from Kingswood Regional High School. The builder is a partner in the development, creating an opportunity to bring your own plans or choose from available home designs and work directly with the builder to create a home tailored to your needs and preferences. Sale is subject to completion of the private drive and stormwater management improvements. An excellent opportunity to secure a new homesite close to downtown Wolfeboro while enjoying the privacy and flexibility of a thoughtfully planned three-lot development. Agent Interest.

3 Whispering Pines Way, Wolfeboro

4 Whispering Pines Way, Wolfeboro
$170,000
5112395 MLS
Build your new home in Wolfeboro on this 2.05-acre lot located on newly created Whispering Pines Way, a private road off Middleton Road. One of just three homesites in this small development, the property offers a quiet setting while remaining convenient to everything Wolfeboro has to offer, just 3.4 miles from downtown and approximately 2.4 miles from Kingswood Regional High School. The builder is a partner in the development, creating an opportunity to bring your own plans or choose from available home designs and work directly with the builder to create a home tailored to your needs and preferences. Sale is subject to completion of the private drive and stormwater management improvements. An excellent opportunity to secure a new homesite close to downtown Wolfeboro while enjoying the privacy and flexibility of a thoughtfully planned three-lot development. Agent Interest.

4 Whispering Pines Way, Wolfeboro

16 Canopache Rd, Wolfeboro
$649,900
2 Beds ⋅ 2 Baths ⋅ 5112207 MLS
Single-floor living, a short walk from everything Wolfeboro has to offer. This 2-bedroom, 2-bath ranch sits on 1.21 acres, a rare amount of land for an in-town location. The home was originally a 3-bedroom and has a 3-bedroom septic, so converting it back is an option if you need the extra space. Wood floors run through the main living spaces. The kitchen has room for a table, where everyday meals happen, and an office nook off the living room gives you a quiet place to work or read. The sunroom is the heart of the house. It looks out over a level, private backyard, the kind of view that makes morning coffee last a little longer. Outside, there’s a shed for gardening tools or storage for lawn equipment, and plenty of room to plant, play, or just leave it open. A two-car garage opens directly into the house, so groceries and snowy days are simple. A full walk-out basement adds storage and flexibility. Stroll to the shops, restaurants, and waterfront downtown, then come home to quiet and space.

16 Canopache Rd, Wolfeboro

21 Pointe Sewall Rd, Wolfeboro
$950,000
3 Beds ⋅ 3 Baths ⋅ 5111843 MLS
Excellent location! Wonderful floor plan! Seasonal views of Lake Winnipesaukee! Welcome to 21 Pointe Sewall Road! This ranch-style home is located on a cul-de-sac in the sought-after Sewall Road neighborhood, offering all the conveniences of one-level living and easy access to downtown Wolfeboro and Lake Winnipesaukee. A covered brick patio adorns the front entrance of the home. This entrance leads to the eat-in kitchen with plenty of windows and a skylight providing abundant natural light. The heart of the home is the beautiful living room with cathedral ceilings and a large brick fireplace with propane insert. This room has wood floors, skylights, and sliding doors that open to a large deck with seasonal views of Wolfeboro Bay. The primary bedroom suite has tiled floors in the bathroom and a walk-in oversized shower. On the opposite side of the main living area are two additional bedrooms and a full bath. The laundry room is conveniently located just off the two-car garage. The walk-out lower level has additional living space that includes a bedroom, flex room, ¾ bath, and bar area. Ample storage is available in the tidy attic above the garage and in the basement as well.

21 Pointe Sewall 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

84 N Line Rd, Wolfeboro
$299,900
1 Beds ⋅ 1 Baths ⋅ 5110923 MLS
Bring your ideas to this 1945 Cape set on over an acre in Wolfeboro, New Hampshire, known as America’s Oldest Summer Resort. This home has 1 bedroom and 1 bathroom and is priced with needed updates and repairs in mind. This was originally a 2-bedroom home but the current owner took out a wall and closet to convert it but it would be fairly simple to bring that setup back. With some work and sweat equity, this property could become a great year-round home, vacation getaway, or investment. The home was occupied by the current owner until recently. Enjoy all that Wolfeboro has to offer, including two public beaches on Lake Winnipesaukee, one on Lake Wentworth, public boat launches, cute shops, and local restaurants.

84 N Line Rd, Wolfeboro

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