Wolfeboro Homes for Sale

Wolfeboro Homes for Sale

Welcome to Wolfeboro, New Hampshire—often referred to as the "Oldest Summer Resort in America." Nestled in the picturesque Carroll County, this charming town is situated on the shores of Lake Winnipesaukee, offering breathtaking views and a wealth of outdoor activities year-round. With its rich history, vibrant community, and stunning natural surroundings, Wolfeboro is a perfect blend of small-town charm and modern conveniences.

As you stroll through the quaint streets of downtown, you’ll discover an array of boutique shops, delightful eateries, and local art galleries that showcase the creativity of the region. The town hosts numerous events throughout the year, from summer farmers' markets to festive winter celebrations, fostering a strong sense of community among residents and visitors alike.

For those looking to call Wolfeboro home, the real estate market offers an enticing selection of homes for sale. Whether you’re seeking a cozy lakeside cottage, a grand family estate, or a charming historic home, there’s something for everyone. Properties here often boast stunning views of the lake, expansive outdoor spaces, and easy access to recreational activities such as boating, hiking, and skiing in the nearby mountains.

With a strong sense of community, beautiful landscapes, and a variety of homes to choose from, Wolfeboro is not just a place to live—it’s a lifestyle. Explore the available homes for sale today and discover why so many have chosen to make this enchanting town their forever home. Your dream home awaits in the heart of New Hampshire!

Newest Wolfeboro Homes for Sale

$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

$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

$1,440,000
3 Beds 4 Baths 5105776 MLS
OPEN HOUSE: Sunday, 9/13 from 11:00 - 1:00. 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

$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

Start Your Search

board logoCopyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .