Wolfeboro Real Estate

Wolfeboro Real Estate

Welcome to Wolfeboro, New Hampshire—a picturesque gem nestled in Carroll County that offers a unique blend of natural beauty, rich history, and vibrant community spirit. Often referred to as the “Oldest Summer Resort in America,” Wolfeboro is renowned for its stunning views of Lake Winnipesaukee, where crystal-clear waters invite both relaxation and adventure.

As you stroll through the charming downtown area, you'll discover a delightful mix of boutique shops, cozy cafes, and local eateries that serve up delicious, farm-to-table fare. The town’s historical charm is evident in its well-preserved architecture, including the iconic Wolfeboro Town Hall and the fascinating Wright Museum of WWII. Whether you’re an outdoor enthusiast or a history buff, Wolfeboro has something for everyone.

The surrounding natural beauty is truly breathtaking. With miles of hiking trails, pristine beaches, and opportunities for boating, fishing, and swimming, residents and visitors alike can immerse themselves in the great outdoors. During the winter months, the area transforms into a winter wonderland, perfect for skiing, snowshoeing, and cozy fireside gatherings.

Wolfeboro is not just a place to visit; it's a community where neighbors become friends and traditions are cherished. With a strong sense of community, excellent schools, and a variety of local events throughout the year, Wolfeboro is an ideal place to raise a family or enjoy a peaceful retirement.

Discover the charm of Wolfeboro, where every season brings its own magic, and find your perfect home in this enchanting lakeside town.

Newest Listings in Wolfeboro

$850,000
3 Beds ⋅ 3 Baths ⋅ 5101491 MLS
Welcome to this beautifully reimagined home in the heart of Wolfeboro, proudly known as America's oldest summer resort. Ideally located within walking distance of historic downtown, you'll enjoy easy access to charming boutiques, local restaurants, parks, and the public docks along the shores of beautiful Lake Winnipesaukee. Completely rebuilt in 2022, this exceptional home offers the peace of mind that comes with extensive updates, including new electrical, plumbing, insulation, siding, roof, kitchen, bathrooms and a spacious 24' x 24' garage. Thoughtfully designed with quality craftmanship throughout, the home features abundant natural light, custom cabinetry, a cozy window seat, and a beautiful bay window that creates a warm and inviting atmosphere. First floor primary bedroom with ensuite bath, powder room with laundry for convenience. The second floor offers two comfortable bedrooms and a full bathroom, while the newly finished lower level (completed in 2026) significantly expands the living space. Designed for both comfort and funtionality, the lower level includes custom cabinetry, luxury vinyl plank flooring, a new HVAC system with integrated dehumidifier, and a new egress doghouse with exterior stairs, providing flexibility for guests, a home office, recreation space, or additional living quarters. Additional improvements include Drylok waterproofing, foam insulation, a perimeter drain system, and a monitored sump pump for added confidence and year round comfort. Whether you're searching for a full-time residence, a weekend getaway, or an investment opportunity in one of New Hampshire's most sought-after lake communities, this turnkey property is ready to enjoy from day one. Showings begin at Open House on Sunday, July 26th from 11:00 to 1:00 pm

25 Old Lakeview Ter, Wolfeboro
$1,499,000
3 Beds ⋅ 3 Baths ⋅ 5101400 MLS
Make this immaculate, luxury condo in the heart of desirable Wolfeboro your new home! Elegance and quality are evident from the secure lobby and welcoming common areas, elevator and the rare amenities offered just steps from Lake Winnipesaukee, public docks, fine dining, unique shopping, local museums, theater and music venues. Watch the fireworks from the spacious private balcony, stroll the waterside walking path, enjoy tennis or pickleball at the nearby park. Truly a gracious home for all seasons, you will be welcomed by a large foyer, 2 commodious bedrooms, 2 full baths, open concept living and dining area perfect for cozy evenings and comfortable entertaining. The beautifully appointed kitchen offers extensive custom cabinetry, stainless appliances, and space for all of your culinary adventures. There is a well-designed in-unit laundry room and the option for a gas fireplace. A one-of-a-kind feature is the additional private in-law/guest suite on the lower level with studio living area, private bath and direct entry. An over-sized 2 car garage with work-shop space, deeded storage room and additional exterior parking space round out the many attractions that grace this wonderful opportunity.

61-2 Central Ave Unit 2, Wolfeboro
$695,000
3 Beds ⋅ 2 Baths ⋅ 5101120 MLS
Nestled on a quiet side street in the heart of downtown Wolfeboro, 5 Brummitt Court, a beautifully renovated 2,316 square foot home offers the rare combination of Main Street convenience and exceptional privacy. Just moments from Brewster Academy, Lake Winnipesaukee, shops, restaurants, and the town docks, this property places you in the center of everything while providing a peaceful retreat to come home to. Set on a 0.22-acre lot, the home features three bedrooms and a bonus space on the second floor, one and a half bathrooms, a two-car garage, and a private garden and patio space, creating the perfect canvas for outdoor dining, gardening, or simply enjoying a quiet afternoon. Inside, thoughtful updates blend seamlessly with timeless character. The beautifully renovated kitchen, equipped with brand new plumbing and appliances, is complemented by completely redone bathrooms. There is hardwood and slate flooring throughout, and a spacious sunroom that opens into the home's inviting entertaining space. The sunny dining room, complete with built-in shelving, is ideal for hosting family and friends, while the bright living room and classic foyer create a warm and welcoming first impression. Extensive recent improvements provide peace of mind for years to come, including a new boiler with central air conditioning, water heater, oil tank, and a sewer line. 5 Brummitt Court also enjoys deed vehicular access from Main Street through the Pickering House security gate. Whether you're looking for a primary home in the heart of the Oldest Summer Resort in America, a vacation home, or an investment property, this classic hidden gem is not to be missed! Open House Saturday, July 25, from 10-1.

5 Brummitt Ct, Wolfeboro
$548,000
3 Beds ⋅ 2 Baths ⋅ 5101092 MLS
Welcome to 506 N Main Street, Wolfeboro, NH, where the ease of single-level living meets modern comfort and timeless New England charm. This thoughtfully designed home features an open floor plan with vaulted ceilings, beautiful wood floors, a spacious kitchen, and an inviting living room centered around a wood-burning fireplace with a classic brick hearth. The bright, year-round sunporch creates the perfect space to relax in every season and opens to a private back deck, ideal for enjoying the sunshine and surrounding gardens. The attached two-car garage offers direct entry into the home, while the full basement provides abundant storage and workspace. Newer windows and a newer roof add peace of mind. There are two contiguous parcels provide additional space and privacy. Established perennial gardens offer a succession of blooms throughout the growing season. Located less than five minutes from downtown Wolfeboro and Carry Beach on Lake Winnipesaukee you'll enjoy convenient access to the public beach, boating, shopping, dining, hiking, skiing, and the many recreational opportunities the Lakes Region is known for. Whether you're looking for a primary residence or a four-season getaway, this home offers the perfect combination of comfort, convenience, and classic Wolfeboro living.

506 N Main St, Wolfeboro
$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
$2,248,888
4 Beds ⋅ 5 Baths ⋅ 5100995 MLS
Welcome to 28 Lady Slipper Lane, a stunning new construction home thoughtfully designed for comfort, style, and effortless first-floor living. Set in a peaceful setting just minutes to downtown Wolfeboro, this beautifully crafted property blends modern luxury with timeless design. Step inside to discover custom tile flooring and a breathtaking great room with soaring ceilings, a striking stone fireplace, and expansive windows that fill the home with natural light. The custom kitchen is built for gathering and entertaining, featuring luxury appliances, an oversized island, and exceptional craftsmanship throughout. The main-level primary suite offers a private retreat with radiant heated floors in the bath, creating a spa-like experience year-round. In total, the home offers four spacious bedrooms and 4.5 bathrooms, providing plenty of room for family and guests. Outdoor living is just as inviting with a wrap-around porch perfect for relaxing mornings or evening gatherings. The oversized garage provides ample space for vehicles, an EV charger built in, space for recreational equipment, and storage. The finished lower level expands the living space with a large family area, a massive custom bar ideal for entertaining, and a convenient ¾ bathroom, creating the perfect space for game nights, celebrations, or casual gatherings. With central air conditioning, forced hot air heat, and high-end finishes throughout, this exceptional home offers comfort, quality, and room to enjoy every season.

28 Lady Slipper Ln, 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
$599,900
3 Beds ⋅ 3 Baths ⋅ 5100805 MLS
When out-of-staters think of a quintessential New Hampshire home, they think of a home like this one. Vaulted ceilings, a cabin-like feel in a contemporary home, hardwood floors, and a stunning lot. Walking in from the 2 car garage, the lower level features 3 spacious bedrooms and 2 full bathrooms, one of which is in the primary suite. Walking up to the main level is where you will be stunned by the kitchen, dining room, and living room, with a deck off the living room and a loft above it. This is a space where you can enjoy alone or gather with a dozen of your loved ones. Now let's talk improvements... fresh paint throughout, brand new driveway, brand new heating system, brand new appliances, brand new garage doors. All that is missing is a brand new owner! Schedule your showing today at this property that is sure to be enjoyed all year long.

20 Alpine Meadows Rd, Wolfeboro
$519,000
2 Beds ⋅ 3 Baths ⋅ 5100784 MLS
End-Unit Condo Offering Privacy & Modern Luxury Near Downtown! Discover the perfect blend of comfort, style, and convenience in this meticulously maintained end-unit condo. Nestled in a prime location, this residence offers an exceptional level of privacy while remaining just moments from downtown Wolfeboro and 1 mile to the town beach. Step inside to experience an open-concept living space highlighted by stunning cathedral ceilings and warm, gleaming hardwood floors. The heart of the home features a beautiful stone fireplace, serving as the perfect focal point for cozy evenings. The primary suite has been thoughtfully renovated to include a beautiful, updated bathroom, providing a true sanctuary to unwind. Additional amenities include the convenience of a dedicated 1-car garage and access to a sparkling in-ground pool. With its seamless mix of modern updates and desirable layout, this property is ready for you to move in and enjoy a lifestyle of ease and sophistication.

4 Farmhouse 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
$589,900
4 Beds ⋅ 3 Baths ⋅ 5100400 MLS
Charming 4-bedroom, 2.5-bath Cape-style home set on 3.44 private acres in desirable Wolfeboro, NH. This well-maintained property offers a flexible floor plan with comfortable living spaces and plenty of room to spread out. The main level features a welcoming living area and easy flow between rooms, ideal for everyday living and entertaining. The finished basement adds valuable extra space and includes a woodstove for cozy supplemental heat, perfect for a family room, playroom, home gym, or office. Outside, the 3.44-acre lot offers a peaceful setting with room for gardens, outdoor activities, or simply enjoying the natural surroundings. Located just a short drive to downtown Wolfeboro, schools, shops, and Lake Winnipesaukee, this property combines privacy with easy access to all the area has to offer.

1341 Center St, Wolfeboro
$689,900
3 Beds ⋅ 2 Baths ⋅ 5100140 MLS
Beautifully restored home in one of Wolfeboro's sought-after private communities, walking distance to Lake Wentworth via walking trail to Albee Beach, just minutes from Lake Winnipesaukee, downtown Wolfeboro, waterfront restaurants, shopping, public docks, and year round recreation. Start your day with a cup of coffee on the covered front porch while enjoying the peaceful wooded surroundings. Inside, the spacious living room features soaring cathedral ceilings, abundant natural light, and a cozy wood stove, optionally used for a secondary heat source while creating a warm and welcoming space to relax or gather with family and friends. The open dining area flows into a beautifully updated kitchen with two-tone cabinetry, white upper cabinets, warm maple lower cabinets, modern finishes, and direct access to the rear deck overlooking the private backyard. Whether you're hosting friends for dinner or grilling on a summer evening, the layout is designed for everyday living and easy entertaining. Outside, the backyard has been freshly regraded, loamed, and seeded, providing a private setting surrounded by nature and a blank canvas ready for you to make your own. Maple hardwood flooring runs throughout the main living areas, while the bathrooms feature custom tile showers and flooring. All bedrooms offer brand-new carpeting for added comfort. The finished lower level provides valuable additional living space with a versatile bonus room that can easily serve as a family room, home office, gym, or guest area. A mudroom with laundry, mechanical room, and direct access to the garage adds convenience to daily life. Located in historic Wolfeboro “America's First Summer Resort” this thoughtfully renovated home combines quality craftsmanship and modern updates in one of the Lakes Region’s most desirable locations. Enjoy boating, swimming, hiking, skiing, dining, and all that Wolfeboro has to offer. Seller is a licensed real estate agent.

4 Olsen Ln, Wolfeboro
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