Wolfeboro Homes for Sale

Welcome to Wolfeboro, New Hampshire—often referred to as the "Oldest Summer Resort in America." Nestled on the picturesque shores of Lake Winnipesaukee, Wolfeboro is a charming town that effortlessly combines natural beauty with a rich historical backdrop. With its stunning waterfront views, lush forests, and vibrant community, it’s no wonder that Wolfeboro has become a sought-after destination for both seasonal and year-round residents.

This delightful town boasts a quaint downtown area filled with boutique shops, delightful eateries, and local art galleries, all set against the backdrop of breathtaking lake views. Residents and visitors alike enjoy a plethora of outdoor activities, including boating, fishing, hiking, and skiing in the nearby mountains. The town also hosts a variety of community events throughout the year, fostering a warm and welcoming atmosphere.

For those seeking a new home in this idyllic setting, Wolfeboro offers a diverse range of properties for sale. From charming lakeside cottages to spacious family homes nestled in serene wooded areas, there’s something for everyone. Whether you’re looking for a peaceful retreat or a vibrant community to call home, Wolfeboro’s real estate market has options that cater to all lifestyles and budgets.

Explore the possibilities of life in Wolfeboro, where the beauty of nature meets the comforts of home. With homes for sale that reflect the unique character of this enchanting town, your dream residence is just a step away. Embrace the Wolfeboro lifestyle and discover the perfect place to create lasting memories.

Newest Wolfeboro Homes for Sale

$590,000

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

$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

$359,000

1 Beds ⋅ 1 Baths ⋅ 5104513 MLS

Price Reduction!!!Welcome to your peaceful retreat nestled within the quiet and highly desirable Kehonka Hill Development. The cottage offers unique bead board walls and ceilings with midwest yellow pine floors throughout the home. Situated on a secluded, wooded lot, this charming cottage offers the ultimate blend of privacy and community with access to 24 shared, beautifully landscaped acres. Nature lovers will thrive here, with the property located just steps from the scenic trails of Knights Pond, offering miles of pristine walking and hiking paths right outside your door. Seller is offering $5000 towards closing cost .Open house Sunday 8/30 from 12 to 2 While you will feel worlds away in your private forest sanctuary, everyday conveniences and recreation are just minutes away. The home sits a short 5-minute drive from vibrant downtown Wolfeboro, where you can enjoy local dining, shopping, nick center and the community offerings at the local Huggins Hospital/Winnipesaukee area centers. Ideal as a year-round residence or a seasonal escape, this property offers easy access to major ski areas, regional lakes, and Interstate 93 for effortless commuting. Embrace the quiet beauty of the Lakes Region in this special move in ready cottage ! Seller is offering $5000 towards closing cost...Open House Sunday August 30 from 12-2

6 Kehonka Hill Rd, Wolfeboro

$950,000

3 Beds ⋅ 3 Baths ⋅ 5103732 MLS

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

25 Upper Trask Mountain, Wolfeboro

$3,950,000

6 Beds ⋅ 3 Baths ⋅ 5103036 MLS

Some properties are purchased for what they are. Others are acquired for what they can become. Perfectly positioned in the heart of downtown Wolfeboro, yet privately nestled behind mature trees, perennial gardens, and classic New England stone walls, this extraordinary property offers 138 feet of pristine Lake Winnipesaukee waterfront on Wolfeboro Bay and nearly eight-tenths of an acre of beautifully landscaped grounds. Whether your vision is to preserve and thoughtfully modernize the existing residence or create an entirely new architectural masterpiece, the opportunity is unmatched. Raze-and-rebuild permits are already in place, dramatically reducing the time and uncertainty often associated with premier waterfront development. The existing home may also be redesigned within its current footprint, with professionally designed renderings available to showcase its remarkable potential. The gracious six-bedroom Colonial spans three levels and offers timeless character, two lakeside sunrooms, a spacious living room with wood-burning fireplace, formal dining room with butler's pantry, updated kitchen, refinished hardwood floors, and a first-floor guest suite with private entrance. Equally exceptional are the waterfront improvements. The impressive 48' x 58' dry boathouse provides space for multiple boats or up to six vehicles and includes a lakeside sun porch, workshop, and attic storage. Multiple stone patios, a substantial crib dock, and a protected lagoon create an extraordinary setting for boating, swimming, fishing, and lakeside entertaining. Just steps from Wolfeboro's shops, restaurants, marinas, and year-round attractions, yet offering remarkable privacy, this is one of the most significant waterfront opportunities to come to market in years. This is more than a remarkable waterfront property. It is an invitation to create something truly iconic.

69 S Main St, Wolfeboro

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