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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

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

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

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

15 Abenaukee Dr, Wolfeboro
$895,000
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. Opportunity knocks! Winni Lake access back on market with significant price adjustment to address delayed maintenance repairs.

15 Abenaukee Dr, Wolfeboro

3 And 5 Ryefield Ter, Wolfeboro
$538,800
5107407 MLS
NEW PRICE!! 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

6 Kehonka Hill Rd, Wolfeboro
$329,000
1 Beds ⋅ 1 Baths ⋅ 5104513 MLS
$30,000 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. 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 !

6 Kehonka Hill Rd, Wolfeboro

5 Brummitt Ct, 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 deeded 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

21 Trask Mountain Rd, Wolfeboro
$875,000
4 Beds ⋅ 2 Baths ⋅ 5099338 MLS
This c1820 4Bdrm/2Bath Ctr Chimney Federal on 14 Acres (1/3 Pasture & 2/3 Woodlot) abuts an 87-Acre Conservation lot in an area of other late 18th and early-to-mid 19th century homes. Built for Dr. Thomas J. Tebbetts (N Wolfeboro's earliest physician) this home was possibly started a few years earlier, as his grandfather Jonathan (who fought FOR the British in the "French & Indian" wars and AGAINST the Brits in the Revolution!) owned the land from 1807 (& their descendents stayed until 1914) The current owners' Grandparents purchased this home in 1928, with its attached 50x20 Woodshed. The c1985 rebuilt Ctr Chimney makes the 5 original fireplaces safer while the 24x30 2 story Barn & 24x30 2-car Garage provide multiple work & storage spaces. Hannafords, Walgreens, Tractor Supply, Dunkin, etc. at the intersection of Rtes 28 & 16, and an easy 1-hour commute N to the WHITE MOUNTAINS or S to the SEACOAST, are only 10 minutes away. Meanwhile it's <15 minutes to Wolfeboro's Historic Lakeside Downtown w/Town Beaches on Lakes Wentworth & Winnipesaukee, Shopping, Restaurants, updated Library & Public Safety complex, as well as our upgraded (& award-winning) Huggins Hospital. Families will also enjoy "The Nick" Recreation Park, the multi-use 12-mile (downtown to Wakefield) Cotton Valley Rail Trail and the 5 well-regarded K-12 Governor Wentworth/Kingswood Schools, (including the Lakes Region Tech Center). While ready for immediate occupancy, most folks will probably want to upgrade the Kitchen sooner rather than later. However both bathrooms, the 2 new rooms on the 3rd floor & the 4-Bedroom Septic System were all completed in last couple of decades. If you are looking for a quality Wolfeboro home with attached out-buildings, a large yard (including a 14x10 Sap House & a 20x12 "3-sided run-in" for the horse/s) and space for Gardening and/or family Farming with an attached Woodlot, this stonewall-bounded property may be for you. (See the 3 Floor PLANS in Documents.)

21 Trask Mountain Rd, Wolfeboro

108 Center St, Wolfeboro
$645,000
3 Beds ⋅ 3 Baths ⋅ 5095217 MLS
NEW PRICE IMPROVEMENT! Imagine living within walking distance of the charming downtown Wolfeboro, in a beautifully restored historic home featuring 3 BRs, 3 BAs, attached barn/garage with views of Back Bay from the inviting sunroom. Wonderfully updated kitchen (w/ granite counters) leads into a spacious DR, with alcove perfectly suited to a home office. Front-to-back living room offers built-in shelving for your books and collections, a bath and a flexible den/optional 3rd BR rounds out the first floor. Upstairs are two generously sized bedrooms each with it's own en-suite bath. This classic Cape set on a beautiful sloping 3/4 acre lot, with frontage on both Rtes. 109 and 109A and has a fenced yard for your little ones or pets. Established trees and flowering bushes offer a sense of privacy and the Bridge Falls Rail Trail is just steps away for easy access to town, Foss Field tennis/pickleball courts/playground and even Albee Beach. Come explore this in-town gem today!

108 Center St, Wolfeboro

153 N Main St, Wolfeboro
$1,685,000
5 Beds ⋅ 4 Baths ⋅ 5092835 MLS
Built in 1853 and known to generations of Wolfeboro residents as "The Varney House," this iconic Greek Revival stands as one of downtown's most recognized landmarks. The Fourth of July parade passes right by your front door, and steps from the property are charming boutiques, local restaurants, waterfront parks, and year-round community events. With easy access to scenic biking/walking trails and Lake Winnipesaukee, this exceptional property offers a lifestyle that is as active as it is relaxed. Rich with original character, wide-plank floors, natural woodwork, and 170 years of New England craftsmanship, this spacious home features 5 bedrooms and 4 bathrooms on 2 acres. The finished barn is the showpiece: soaring exposed beams, a magnificent custom stone fireplace, and a balcony overlooking the backyard. The home's energy systems are a standout: radiant floor heating, whole-home mini-splits, owned solar panels, and EV chargers in both the garage and barn modern efficiency in a historic shell. Recent upgrades including a new roof (2024), updated electrical, vinyl siding, and added insulation mean the character comes without the upkeep and a dry, insulated full basement means no surprises below grade either. Outside, an expansive composite deck with screened gazebo overlooks a beautifully maintained yard with mature fruit trees and a fenced area perfect for pets. A two-car garage, two lower barn levels, and an attached shed provide exceptional space for vehicles, tools, and toys. A landmark address in America's oldest summer resort town, this is Wolfeboro living at its finest.

153 N Main St, Wolfeboro

580 Pine Hill Rd, Wolfeboro
$2,195,000
4 Beds ⋅ 3 Baths ⋅ 5090749 MLS
Come experience the remarkable 4,400 square foot historic Hersey Homestead! Circa 1810, with charming period features complemented by quality, modern improvements and sensitive restoration. Upgrades to the property were begun in 2025/26 and are on-going, adding to the additions made in the 1990's. Stunning, expansive luxury kitchen offers all new "chef-grade" appliances, granite counters, spacious custom island and endless cabinetry. Walk out to the masonry patio or enjoy the sunny LR with built-in entertainment shelving. In the original LR you will be welcomed by a Rumford FP with convenient gas insert, vintage beams and access to the patio. A music room and a South facing den/BR round out the first level. Upstairs are 3 additional BRs with thoughtfully re-designed baths. Warm wood flooring, crown moldings and colonial trim may be found throughout this 4 BR/3 BA stately home, with new Anderson windows, recent roof, modern septic and fresh interior/exterior paint and att. over-sized 2 car garage. Bonus space includes a large in-law/ADU with kitchenette, sep. entrance and huge storage space. Set on 10+ acres (pending sub-division) of rare open meadows with western sunset exposure, picturesque stonewalls overlooking mountain views and peek-a-boo glimpses of distant Lake Winnipesaukee. New Amish storage shed, a garden shed and original hand-hewn barn add to the opportunities of this remarkable, one-of-a-kind property. This is your chance to own a special piece of NH history! (Property is offered on 12+/- acres, subject to subdivision. Additional land available for purchase from 3 to 35 acres. Septic and new oil tank passed inspections in 2025. Seller is offering a credit of $100,000 at closing for updating the older (functional) HVAC as Buyer desires.)

580 Pine Hill Rd, Wolfeboro

6 Percy Dr, Wolfeboro
$749,900
3 Beds ⋅ 3 Baths ⋅ 5090215 MLS
Active Under Contract. Seller is continuing to show and welcomes backup offers. Tucked into a peaceful wooded setting on a level lot, yet wonderfully convenient to downtown Wolfeboro, area beaches, and "The Nick" recreational area, this 3-bedroom expanded Cape offers the space, flexibility, and location buyers are looking for in the heart of Wolfeboro. Inside, you’ll find a warm and welcoming floor plan with a first-floor primary suite w/ walk-in closet, a vaulted-ceiling great room, oversized upstairs bedrooms, and plenty of room for family, guests, work, and play. The kitchen opens directly to a large covered porch, creating an easy place for outdoor dining, morning coffee, or quiet evenings overlooking the fenced-in backyard. Upstairs, the generously-sized bedrooms provide comfortable retreats, and the second-floor bath features an oversized soaking tub for relaxing at the end of the day. The lower level adds even more usable space, including a spacious rec room, laundry area, storage, and mechanical space, ideal for movie nights, hobbies, workouts, or projects. Outside, the oversized two-car garage is a standout feature, offering approximately 688 square feet, 9'7" doors, and a spacious bonus room above for a home office, game room, studio, or guest overflow space. With numerous recent cosmetic and maintenance updates already completed, this home in low-tax Wolfeboro blends comfort, function, charm, and peace of mind, all close to downtown, the lakes, and the best of Wolfeboro living, including resident access to town beaches. Note: Seller is a licensed NH Real Estate Agent. Measurements are approximate.

6 Percy Dr, Wolfeboro

20 Wyman Dr, Wolfeboro
$10,950,000
7 Beds ⋅ 8 Baths ⋅ 5086004 MLS
Commanding a rare and remarkably private 6.2-acre site along the sun-drenched edge of Lake Winnipesaukee, this Wolfeboro Neck estate occupies one of the most coveted stretches in all of New Hampshire's lakes region. With an extraordinary 430 feet of frontage and uninterrupted south-to-southwest exposure, the property captures sweeping, cinematic views across the Broads, without a neighboring home in sight. It is a setting of uncommon seclusion within one of the region’s most prestigious enclaves. The residence itself, spanning nearly 15,000 square feet, was conceived on a grand architectural scale, offering 7 bedrooms and 8 baths across a layout designed for both entertaining and retreat. The home presents a compelling opportunity for a discerning owner to curate and elevate the interiors to their own high standards, transforming it into a truly bespoke lakeside compound. Outdoor living is equally ambitious, with more than 5,000 square feet of terraces, decks, and balconies that unfold toward the water, creating an effortless flow between interior and exterior spaces. A two-slip boathouse with protective breakwater anchors the waterfront experience, while the acreage affords exceptional flexibility for the addition of a guest residence, caretaker’s cottage, or recreational barn. Inside, a soaring great room wrapped in glass frames the lake as living art, flooding the home with natural light. The layout balances grand entertaining spaces with intimate retreats, including a private media room and a chef’s kitchen. Wellness amenities include a fully equipped gym, spa, and sauna, all oriented toward the tranquil lakefront. Defined by its irreplaceable combination of scale, privacy, and premier Wolfeboro Neck location, this offering represents a singular opportunity to craft a generational estate on one of New Hampshire’s most storied lakes. By appointment.

20 Wyman Dr, Wolfeboro

68 Railroad Ave Unit 3, Wolfeboro
$795,000
2 Beds ⋅ 2 Baths ⋅ 5079552 MLS
WATERFRONT CONDO equals Summer days on your private patio overlooking Lake Winnipesaukee's quiet Back Bay, surrounded by your garden with a sunset view. Featuring 2 BRs with a BONUS 3rd SLEEPING AREA that can be utilized as guest space, office, den, exercise room or hobby space! Your canoe or kayak may be launched (and stored) right outside your back door. Morning coffee on your sunny front patio is a beautiful way to begin your day... This lovely condo is only steps from shopping the quaint stores and enjoying a meal - or ice cream!- at one of the fine local restaurants. Located at the beginning of the Rail Trail for walking or biking and adjacent to tennis and pickleball courts, you will find yourself with many options each day. Wolfeboro offers 3 town beaches nearby, along with boating options, local theater, music festivals, health care center, library and so much more... This immaculate town home features 2 BRS plus a loft for expanded living space, updated kitchen, and convenient floor-plan for an ease of living that is rare to find today!

68 Railroad Ave Unit 3, Wolfeboro

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