Wolfeboro Real Estate

Welcome to Wolfeboro, New Hampshire – often referred to as the “Oldest Summer Resort in America.” Nestled in the heart of Carroll County, this charming town is a picturesque blend of natural beauty, rich history, and vibrant community life. With its stunning views of Lake Winnipesaukee, Wolfeboro offers a year-round paradise for outdoor enthusiasts and those seeking a peaceful retreat.

As you stroll along the town’s quaint streets, you’ll discover a delightful array of boutique shops, cozy cafes, and waterfront dining options that invite you to savor the local flavors. The town’s historical significance is evident in its beautifully preserved architecture and landmarks, including the iconic Wolfeboro Inn, which has welcomed guests since the 1800s.

For nature lovers, Wolfeboro boasts an abundance of recreational activities. In the summer, enjoy boating, fishing, and swimming in the crystal-clear waters of the lake. As the seasons change, the vibrant fall foliage transforms the landscape into a breathtaking spectacle, while winter opens the door to skiing, snowshoeing, and ice fishing.

Community events abound in Wolfeboro, from farmers' markets to art fairs, fostering a warm and welcoming atmosphere. The local schools are highly regarded, making it an ideal place for families to grow and thrive.

Whether you’re looking for a summer getaway, a year-round residence, or an investment opportunity, Wolfeboro, NH, offers a unique lifestyle that captures the essence of New England charm. Discover your dream home in this enchanting town, where every day feels like a vacation!

Newest Listings in Wolfeboro

$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

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