Wolfeboro Homes with Natural Shade Exterior Features

Welcome to Wolfeboro, New Hampshire, a charming town nestled in the heart of Carroll County, often referred to as the "Oldest Summer Resort in America." With its picturesque scenery, stunning lakes, and vibrant community, Wolfeboro offers a unique blend of natural beauty and rich history. The town is beautifully situated along the shores of Lake Winnipesaukee, providing residents and visitors alike with an abundance of recreational opportunities, from boating and fishing to hiking and biking on the scenic trails that wind through the surrounding forests.

One of the highlights of Wolfeboro's real estate is the charming homes that feature natural shade exterior elements. These properties are thoughtfully designed to blend seamlessly with the lush landscape, offering a serene retreat from the hustle and bustle of everyday life. Picture yourself relaxing on a spacious deck, surrounded by mature trees that provide dappled sunlight and a cool breeze on warm summer days. The natural shade not only enhances the aesthetic appeal of these homes but also promotes energy efficiency, keeping interiors cooler and more comfortable.

Wolfeboro is more than just a beautiful place to live; it’s a community where neighbors become friends, and every season brings new excitement. From the annual Wolfeboro Winter Carnival to local farmers' markets in the summer, there's always something happening in this vibrant town. Whether you're seeking a cozy cottage or a more expansive family home, Wolfeboro's real estate market offers a diverse range of options to suit your lifestyle. Embrace the charm of Wolfeboro and discover your dream home today!

Newest Wolfeboro Homes with Natural Shade Exterior Features

$7,395,000

4 Beds ⋅ 4 Baths ⋅ 5101021 MLS

Rare Sewall Road Offering... One of the largest waterfront lots on Sewall Road 1.57 acres in one of the most coveted addresses on Lake Winnipesaukee. This prime parcel enjoys a sunny eastern exposure, town water and sewer, and 188 feet of pristine shoreline overlooking downtown Wolfeboro, the Brewster Academy campus, and the mountains beyond. Wolfeboro has earned its title as the "Oldest Summer Resort in America" a legacy dating to 1771, when Colonial Governor John Wentworth built his summer estate on the shores of nearby Lake Wentworth. That tradition of lakeside retreat took root and flourished over the following century and a half, drawing prominent Boston and NY area families who built the shingle-style "camps" and grand cottages that still line the water today. Many of the area's most storied waterfront estates began exactly this way. Modest family camps, over generations, gave way to the refined lakefront residences the region is now known for. Your legacy begins here at 180 Sewall, on one of the area's most sought-after shorelines on the lake, within walking distance of downtown and the Sewall Woods Conservation area. This property is historically known as "Wiscasset" and was owned by the late Rev. A Edwin Keigwin who held Sunday Vespar services on the shoreline in the early 1900's. The same sheltered waterfront, deep water docking and sweeping views that have welcomed generations continue to set the stage for Lake Winnipesaukee memories. This offering includes the existing land and buildings "as is", plus newly completed and NH-approved plans and permits for a stately 9,000-square-foot Lake Compound, featuring a main house, guest house, deep-water boathouse, barn, garage, warming pool, elegant patios and hardscape. All recently approved by the State of New Hampshire. Build your dream home in one of Wolfeboro's most iconic and historic settings. This will be one of the nicest homes on the lake in one of the most desirable areas on Lake Winnipesaukee.

180 Sewall Rd, Wolfeboro

$4,300,000

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

$589,000

3 Beds ⋅ 2 Baths ⋅ 5100780 MLS

Your peaceful getaway awaits! This beautiful quiet and serene renovated historical home is located in the Kehonka Hill Development. Located on the south side of town just 5 minutes from downtown Wolfeboro, this peaceful spot enjoys 24 shared and landscaped acres with just 8 other houses. Enjoy the outdoors on the covered wrap around porch overlooking the backyard and campfires! Inside we have a light and bright kitchen that leads into the dining room. A wood stove gives comfort and warmth to the living room and main downstairs areas. There is a flex space just off the living room, currently used as an overflow room, but is perfect for a home office. Upstairs there are 3 bedrooms and a full bathroom with a clawfoot shower tub. The newly renovated finished basement could be used for all sorts of purposes, either a family room, a work out space, a playroom or additional weather tight storage. The backyard is perfect for entertainment and gatherings! Outside you will also find an oversized one car garage with pull down stairs to storage above. Kehonka Hill is also located in close walking distance proximity to Knights Pond with miles of walking trails to enjoy. Come see this special property today! Open House is Saturday, July 18th from 12pm-2pm!

2 Kehonka Hill Rd, Wolfeboro

$549,900

3 Beds ⋅ 2 Baths ⋅ 5099872 MLS

Charming 2BR and finished living area below with just 1 mile from downtown Wolfeboro and Lake Winnipesaukee. Updated kitchen with butcher block counters, modern cabinets, all new appliances, new lighting fixtures, new tiled bath, living room with hardwood and wood fireplace with hearth. Two bedrooms up with attached garage. Downstairs in expansive walkout basement is separate living space with wood stove, summer kitchen, work area and still rooms expand. Home offers town water, private septic and low cost Wolfeboro electric. Easy-care private backyard perfect for gardening or relaxing. Situated in desirable Wolfeboro with rights to public docks, boat launch and close to Lake Wentworth, Carry Beach and Lake Winnipesaukee for year round enjoyment.

519 N Main St, Wolfeboro

$589,000

3 Beds ⋅ 2 Baths ⋅ 5099863 MLS

2 Kehonka Hill Rd, Wolfeboro

$205,000

2 Beds ⋅ 1 Baths ⋅ 5098931 MLS

Easy living in the Birches of Wolfeboro Welcome to this inviting 2-bedroom, 1-bath home in Birch Hill, located on a quiet cul-de-sac in one of the best co-op communities in New Hampshire. This home offers a warm and open feel, highlighted by a cathedral ceiling and a versatile den that can serve as a home office, reading room, guest space, or hobby area. Enjoy outdoor living on the deck overlooking a flat yard, ideal for relaxing, entertaining, gardening, or simply taking in the peaceful surroundings. With its desirable layout, comfortable living areas, and sought-after location, this Birch Hill home is a wonderful opportunity for buyers looking for easy living in a welcoming community. Park Approval Required Suitable Housing to be found by seller.

3 Bayberry Ln, Wolfeboro

$205,000

2 Beds ⋅ 1 Baths ⋅ 5098932 MLS

Easy living in the Birches of Wolfeboro Welcome to this inviting 2-bedroom, 1-bath home in Birch Hill, located on a quiet cul-de-sac in one of the best co-op communities in New Hampshire. This home offers a warm and open feel, highlighted by a cathedral ceiling in the versatile den that can serve as a home office, reading room, guest space, or hobby area. Enjoy outdoor living on the deck overlooking a flat yard, ideal for relaxing, entertaining, gardening, or simply taking in the peaceful surroundings. With its desirable layout, comfortable living areas, and sought-after location, this Birch Hill home is a wonderful opportunity for buyers looking for easy living in a welcoming community. Park Approval Required Suitable Housing to be found by seller.

3 Bayberry Ln, Wolfeboro

$820,000

5 Beds ⋅ 3 Baths ⋅ 5097338 MLS

Fantastic location within walking distance to downtown, docks, parks, restaurants and shopping. Short drive to many private town sandy beaches including Brewster Beach over seen by Wolfeboro Parks & Recreation. This tastefully updated home can easily be an investment property or family compound. 5+ bedrooms 2.5 baths, cozy sitting areas inside and outside. The cook of the family will love the well thought out kitchen, with 2 cookstoves, abundance of counter space, dovetail drawers and plenty of cabinet space. Room for a 1st floor bedroom if you choose, and still plenty of bedrooms upstairs, Buderus Boiler with 5 heat zones to keep everyone comfortable. Relax on the covered porch or covered patio with room to expand above if you find yourself in need of more space. Wolfeboro is one of New England's oldest resort community's. Abundance of recreation opportunities, Loon Mountain 1hr 20 mins., Gunstock Ski Area 40 mins, King Pine 40 mins, Albee Beach 10 mins, Brewster Beach 6 mins, Carry Beach 4 mins, plus the Cotton Valley Rail Trail downtown. Showings start at OPEN HOUSE JULY 5TH 12- 3PM

146 N Main St, Wolfeboro

$589,000

4 Beds ⋅ 3 Baths ⋅ 5096503 MLS

Beautifully updated 4-bedroom, 3-bath Cape ideally located less than five minutes from downtown Wolfeboro and close to beaches, restaurants, parks, shopping, and all the amenities the Lakes Region has to offer. This move-in-ready home features three levels of finished living space, providing plenty of room for a growing family, guests, or flexible work-from-home needs. Step inside to a bright, open-concept floor plan filled with natural light, where the spacious living, dining, and kitchen areas flow seamlessly together, creating the perfect setting for everyday living and entertaining. Recent updates include new flooring and beautifully updated bathrooms throughout. Outdoor living is just as impressive with a large composite deck overlooking the private 1.15-acre lot, offering endless opportunities for summer barbecues, family gatherings, and relaxing evenings. The expansive yard provides plenty of space to play lawn games, lounge by the pool, or gather around the fire pit for s'mores under the stars. The finished walkout lower level adds even more versatility with additional living space, a ¾ bath, laundry area, and direct access to the backyard. Additional highlights include town water and a recently installed state-approved 4-bedroom septic system. Updated and ready for its next owners, this Wolfeboro home delivers the perfect blend of comfort, convenience, and outdoor enjoyment.

39 Beach Pond Rd, Wolfeboro

$699,000

3 Beds ⋅ 3 Baths ⋅ 5095217 MLS

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

$1,250,000

3 Beds ⋅ 2 Baths ⋅ 5095143 MLS

8 Edwards Way, Wolfeboro – Your Ticket to Lake Wentworth Living! Discover a truly unique waterfront property offering access to two of New Hampshire's most desirable lakes. Nestled along the tranquil Smith River, just seconds from Lake Wentworth and with direct access to Crescent Lake, this exceptional home delivers the ultimate lakeside lifestyle. Designed for easy one-level living, this impeccably maintained home features 3 bedrooms, 2 baths, a spacious kitchen, open living area, and a peaceful setting that feels like your own private retreat. A wall of windows fills the home with natural light while capturing beautiful views of Lake Wentworth. The grounds are beautifully landscaped and meticulously maintained. Thoughtfully updated and cared for, the home features a newer roof, newer siding, energy-efficient mini-split systems for heating and cooling, and an irrigation system, providing comfort, convenience, and peace of mind. Boating enthusiasts will appreciate 153 feet of waterfront, a private dock with room for multiple boats, and the rare opportunity to enjoy two lakes from one property. A detached 2-car garage provides additional storage and convenience. Located on a paved private road used exclusively by residents, the property offers privacy and tranquility while remaining just minutes from downtown Wolfeboro's shops, restaurants, and waterfront. Outdoor enthusiasts will love the nearby Bridge Falls Path, offering miles of trails for walking, hiking, biking, and cross-country skiing. The White Mountains, ski areas, golf courses, and countless recreational opportunities are all within easy reach. Conveniently located less than 2 hours from Boston and about an hour from New Hampshire's Seacoast, this remarkable waterfront retreat offers the perfect blend of relaxation, recreation, and accessibility. Rarely does a property combine direct access to two pristine lakes, modern updates, and proximity to downtown Wolfeboro in one exceptional offering. Welcome home.

8 Edwards Way, Wolfeboro

$3,495,000

4 Beds ⋅ 5 Baths ⋅ 5095129 MLS

"Be Still" - a fitting name for this extraordinary lakeside retreat on beautiful Lake Wentworth. Set in a remarkably peaceful and private setting, this property offers the perfect escape to relax, recharge, and enjoy the beauty of nature. Overlooking 3,000 acres of crystal-clear water, Be Still captures breathtaking lake and mountain views while providing access to endless year-round recreation, including boating, swimming, fishing, waterskiing, skating, and cross-country skiing right from your doorstep. This quality-built home, built by Wood and Clay Fine Homes Builders, is designed for comfortable single-floor living and features exceptional craftsmanship throughout. The hardwood floors, soaring cathedral ceiling, a spacious walk-in pantry, a chef's kitchen equipped with high-end appliances, and an inviting screened porch to enjoy. Expansive windows fill the home with natural light and capture stunning views from nearly every room, creating a seamless connection between the home and its remarkable waterfront setting. Adding to the home's versatility is a large bonus room above the attached two-car garage, complete with its own bathroom - ideal for guests, a home office, media room, or fitness space. Offering exceptional privacy, tranquility, and timeless craftsmanship, Be Still is more than a home - it's a place to slow down, take in the views, and enjoy the unmatched beauty of Lake Wentworth.

140 Holden Shore Rd, Wolfeboro

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