Wolfeboro Homes with Natural Shade Exterior Features

Welcome to Wolfeboro, New Hampshire, a picturesque town nestled on the shores of Lake Winnipesaukee, often dubbed the "Oldest Summer Resort in America." With its charming blend of natural beauty and rich history, Wolfeboro offers an idyllic setting for both residents and visitors. The town is surrounded by lush forests, rolling hills, and sparkling waters, making it a haven for outdoor enthusiasts. Whether you're hiking the scenic trails, boating on the lake, or enjoying a leisurely stroll through the quaint downtown filled with boutique shops and delightful eateries, Wolfeboro captivates with its small-town charm and vibrant community spirit.

One of the standout features of homes in this area is their natural shade exterior, which seamlessly integrates with the surrounding landscape. Many properties boast beautifully landscaped yards adorned with mature trees, providing a serene and inviting atmosphere. These natural shade features not only enhance the aesthetic appeal of the homes but also offer a cool retreat during the warm summer months. Imagine sipping your morning coffee on a spacious deck, surrounded by the gentle rustle of leaves and the sweet scent of pine.

In Wolfeboro, you can find a diverse range of homes, from cozy cottages to elegant waterfront estates, all designed to embrace the beauty of their natural surroundings. With its stunning scenery, rich history, and welcoming community, Wolfeboro is not just a place to live; it’s a lifestyle waiting to be embraced. Come discover your dream home in this enchanting lakeside town!

Newest Wolfeboro Homes with Natural Shade Exterior Features

$630,000

3 Beds ⋅ 3 Baths ⋅ 5116403 MLS

Enjoy peace and quiet on over 5 acres with a warm and inviting home featuring wood accents, spacious living areas, abundant natural light, and a comfortable layout for both everyday living and entertaining. A 2019 addition expanded the home and adds to the overall living space and functionality. The kitchen offers stainless steel appliances, quartz countertops, plenty of workspace, and ample storage, while the main living areas provide a cozy country feel and views of the surrounding property. Outside, the property includes five total garage stalls three attached with a car lift and two in the barn plus an outdoor wood boiler servicing both the home and barn/garage. Enjoy established fruit trees, blueberry bushes, a raised garden bed with water source, a seasonal man-made pond, and a hillside perfect for winter sledding. From the top of the hill, you can even catch a view of Mount Washington. Approximately 45 minutes to Conway. Seller is offering a $2,500 credit toward siding repair near deck. DRIVING DIRECTIONS: Put GPS to Town Farm Country Market on 5 Pine River Rd in Sanborville. At the intersection of Pine River Pond Rd and Old Farms Rd, turn left away from the market. Continue to the row of mailboxes, then bear right and head up the hill. The property will be on the left. Look for a tan house with green garage doors, across from a white house.

449 N Wakefield 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

$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

$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

$1,498,000

2 Beds ⋅ 2 Baths ⋅ 5108772 MLS

OPEN HOUSE SATURDAY 10/3/26 FROM 12-2. A rare opportunity to own a waterfront home on beautiful Crescent Lake. This home offers 150 feet of 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. To top it all off, there is also an additional .42 acre lot adjacent to the home that is also available. Together, the two properties offer flexibility for creating a larger lakeside estate or securing additional privacy and space. Don't miss this opportunity to make this home your own.

49 Kings Pine Rd, Wolfeboro

$899,900

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 29 Hemlock Drive is ready for its first owners.

29 Hemlock Dr, 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

$378,500

3 Beds ⋅ 2 Baths ⋅ 5102271 MLS

Located in a quiet 55+ community, this beautifully renovated home is close to a variety of fun and leisurely activities. Enjoy peace of mind knowing the home has undergone a complete renovation over the past three years. Updates include new flooring, fresh paint throughout, remodeled bathrooms, a modern kitchen, updated appliances, a standby generator, new skirting, and a newly landscaped lawn, just to name a few. No expense was spared in creating this move-in-ready home. Now is your opportunity to relax and enjoy life in America's oldest summer resort, where comfort, convenience, and recreation come together.

10 Harvey Brook Rd, Wolfeboro

$378,500

3 Beds ⋅ 2 Baths ⋅ 5102181 MLS

10 Harvey Brook Rd, Wolfeboro

$3,950,000

4 Beds ⋅ 5 Baths ⋅ 5100917 MLS

Near the protected waters of Diamond Cove, nestled within Winter Harbor, one of Lake Winnipesaukee's most sheltered and sought after areas, this rare offering in the prestigious Wyanoke Harbors Association presents an exceptional opportunity to create a lasting legacy in New Hampshire's premier lakefront destination. Set on approximately 1.78 acres with nearly 200 feet of shoreline, this property combines privacy, protected waters, and an exceptional lifestyle minutes from downtown Wolfeboro, America's Oldest Summer Resort. Charming boutiques, acclaimed restaurants, marinas, Carry Beach, and a vibrant year round community have made Wolfeboro one of New England's most sought-after waterfront destinations. Designed for gathering family and friends, the home features four generously sized bedrooms (plus 2 bonus rooms), 5 baths, and a functional floor plan with an expansive recreation room with a second kitchen ideal for entertaining, multi generational living, rainy day games, or seamless indoor/outdoor summer living. Separate bedroom wings provide privacy for owners and guests, while expansive waterfront-facing living spaces offer the perfect canvas for updates tailored to your vision. An attached two-car garage with Level II electric vehicle charging and access to public water add modern convenience. Outside, a cozy sandy beach invites swimming, kayaking, or simply relaxing along the shoreline, while a substantial T shaped dock provides effortless access to New Hampshire's largest lake, with 72 square miles of crystal-clear water, hundreds of islands, and countless secluded coves. Ownership also includes access to the Wyanoke Harbors tennis pickleball, and basketball courts. Whether enjoyed as it is or thoughtfully reimagined over time, this is a rare opportunity to secure one of Wolfeboro's premier waterfront settings, where protected waters, timeless views, and an exceptional Lakes Region lifestyle come together in a property to be treasured for generations.

6 Wyanoke Gate Ln, 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

$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

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Wolfeboro Homes with Natural Shade Exterior Features

Newest Wolfeboro Homes with Natural Shade Exterior Features

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