Wolfeboro Real Estate

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 Wambeck Rd, Wolfeboro

$2,500,000

5106954 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

$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

$438,000

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

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

$748,000

4 Beds ⋅ 3 Baths ⋅ 5105342 MLS

Welcome to 6 Eagle Trace, where neighborhood living and the best of Wolfeboro are right outside your door. Located in one of Wolfeboro’s most desirable neighborhoods, homes in Eagle Trace are not often available. This 4-bedroom home offers the convenience of public water and sewer along with an exceptional location where you can walk to downtown, the library, town beach, hospital, schools, shopping and restaurants. Set on a corner lot, the home features 9-foot ceilings, hardwood floors and a comfortable, inviting floor plan. The kitchen offers granite countertops and stainless steel appliances, while the living area is warmed by a gas fireplace. A spacious primary suite provides a private retreat, with three additional bedrooms offering flexibility for guests, a home office or hobbies. Step outside to the back deck for outdoor dining, entertaining or simply relaxing. The full basement includes a finished room, with plenty of additional space to finish if desired. A new roof and oversized garage add even more value, with room for vehicles, storage and all the gear that comes with enjoying life in the Lakes Region. With four bedrooms, public utilities and a location that combines a true neighborhood setting with walk-to-town convenience, 6 Eagle Trace is a wonderful opportunity to enjoy Wolfeboro year-round.

6 Eagle Trce, Wolfeboro

$3,495,000

4 Beds ⋅ 4 Baths ⋅ 5105279 MLS

Discover a waterfront opportunity on Crescent Lake, tucked into a quiet cove with direct navigable access to Lake Wentworth. With more than 5,000 square feet of finished living space across three levels, this expansive home offers exceptional flexibility for year-round living, a vacation getaway, or investment use in Wolfeboro’s Lakes Region. The main level features an open, light-filled layout with a spacious living area, gas fireplace, built-ins, and direct water views. The kitchen area includes a large separate pantry/coffee bar and an extended dining area that flows naturally together. A primary suite and additional flex rooms which currently used as sleeping spaces which offer options for a home office, hobbies, or other uses. A waterside deck and patio expands the living space, creating an inviting setting for dining, entertaining, or relaxing along the cove. The finished walkout lower level offers a large family room with oak bar and kitchenette, a game room, three additional flex rooms currently used as sleeping spaces, and easy walkout access to the lake. Above the attached garage, a spacious bunk-style sleeping area with individual cubbies provides a separate space. Outside, go and enjoy walk-in water access for swimming, kayaking, paddleboarding, and boating. The quiet cove provides a peaceful setting with navigable access between Crescent Lake and Lake Wentworth. Just minutes from downtown Wolfeboro’s shops, restaurants, and year-round activities, this property combines waterfront recreation, generous living space, and convenient access to the amenities of the Lakes Region.

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

Wolfeboro Real Estate

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