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$674,900
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, town 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
$649,500
3 Beds ⋅ 3 Baths ⋅ 5099943 MLS
Enjoy effortless lake life living in this beautiful three-story townhouse, perfectly positioned 1/4 mile to beautiful downtown Wolfeboro. Leave the car behind and completely bypass summer traffic and enjoy local shops, dining, and community events. This property features a rare, highly valuable asset: a deeded private boat dock on Lake Winnipesaukee Back Bay (fitting up to a 20-foot boat) at Sawmill Marina, located just a short four-minute stroll away. Because the townhome sits tucked away without a direct water view, you enjoy the luxury of private lake access with the massive benefit of significantly lower property taxes than traditional waterfront homes. Inside, the beautifully staged space highlights a bright, spacious multi-level layout. This peaceful haven is located within a quiet neighborhood, offering a serene escape that welcomes pets. Benefit from low-maintenance living and financial peace of mind with remarkably low HOA fees. Best of all, the deeded dock can be legally sold separately in the future if a buyer chooses, adding incredible flexibility and investment value to this rare offering!

1 Ians Way, 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
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
$649,000
3 Beds ⋅ 3 Baths ⋅ 5099684 MLS
Custom built, one-owner Colonial nestled on a private lot in convenient South Wolfeboro location offers 3 BRs and 2.5 BA, gas fireplace, hardwood pre-finished flooring, attached garage, full basement ready for finishing (with future bath, baseboard heat) and walk-out double doors. Home sits well back from the road and features an expansive deck, front porch and large 2 story barn for extra parking, storage, workshop, etc. Ready to move-in and enjoy the rest of the Summer with all that Wolfeboro has to offer - beaches, boating, dining, music, theater, shopping and more. Easy access to commute to the south, as well as nearby medical center and schools. Make this YOUR new home!

40 Friar Tuck Way Unit 278-023, Wolfeboro
$875,000
4 Beds ⋅ 2 Baths ⋅ 5099338 MLS
This c1820 4Bdrm/2Bath Ctr Chimney Federal on 14 Acres (half Pasture & half Woodlot) abuts an 87-Acre Conservation lot in an area of other late 18th and early-to-mid 19th century homes. Built for Dr. Thomas J. Tebbetts (N Wolfeboro's earliest physician) this home was possibly started a few years earlier, as his grandfather Jonathan (who fought FOR the British in the "French & Indian" wars and AGAINST the Brits in the Revolution!) owned the land from 1807 (& their descendents stayed until 1914) The current owners' Grandparents purchased this home in 1928, with its attached 50x20 Woodshed. The c1985 rebuilt Ctr Chimney makes the 5 original fireplaces safer while the 24x30 2 story Barn & 24x30 2-car Garage provide multiple work & storage spaces. Hannafords, Walgreens, Tractor Supply, Dunkin, etc. at the intersection of Rtes 28 & 16, and an easy 1-hour commute N to the WHITE MOUNTAINS or S to the SEACOAST, are only 10 minutes away. Meanwhile it's <15 minutes to Wolfeboro's Historic Lakeside Downtown w/Town Beaches on Lakes Wentworth & Winnipesaukee, Shopping, Restaurants, updated Library & Public Safety complex, as well as our upgraded (& award-winning) Huggins Hospital. Families will also enjoy "The Nick" Recreation Park, the multi-use 12-mile (downtown to Wakefield) Cotton Valley Rail Trail and the 5 well-regarded K-12 Governor Wentworth/Kingswood Schools, (including the Lakes Region Tech Center). While ready for immediate occupancy, most folks will probably want to upgrade the Kitchen sooner rather than later. However both bathrooms, the 2 new rooms on the 3rd floor & the 4-Bedroom Septic System were all completed in last couple of decades. If you are looking for a quality Wolfeboro home with attached out-buildings, a large yard (including a 14x10 Sap House & a 20x12 "3-sided run-in" for the horse/s) and space for Gardening and/or family Farming with an attached Woodlot, this stonewall-bounded property may be for you. (See the 3 Floor PLANS in Documents.)

21 Trask Mountain Rd, Wolfeboro
$335,000
5099201 MLS
Views as far as the eye can see. Perched privately atop a well-established subdivision, this rare 3.67-acre lot offers a sweeping, nearly 180-degree panorama rising above miles of rolling New Hampshire hills. A cut-in driveway leads up to a partially cleared, leveled home site, ready for the home you've always imagined, whether a full-time residence or a mountain getaway. The lot backs up to more than 260 acres of protected community open space, offering lasting privacy. Septic design is already underway, giving you a head start toward breaking ground. The setting is as convenient as it is scenic. You're just a short drive from resident-only beaches on Lake Wentworth and Lake Winnipesaukee, with easy commuter access off Route 16 just under an hour to both the Seacoast and the White Mountains. A rare opportunity to build your future here and enjoy the relaxed pace of New Hampshire living.

Lot 5 Village Corner, Wolfeboro
$575,000
3 Beds ⋅ 2 Baths ⋅ 5099090 MLS
This home features a to-the-studs renovation transforming a dated property into a brand-new home. This extensive process stripped the structure to its skeleton, allowing for modern infrastructure, enhanced energy efficiency, and completely customized contemporary floor plan. New electrical, plumbing, insulation, roofing, siding, wallboard, Kitchen, baths, decking, entry doors and new kitchen appliances! Walk to the Wolfeboro Boat Launch, a short drive to the Wolfeboro Beaches. Visit the many fine restaurants and shops in town! Available to show Immediately and ready for Immediate Oc

5 Robin Acres Dr, Wolfeboro
$785,000
4 Beds ⋅ 2 Baths ⋅ 5098881 MLS
Well located in town spacious Cape with large landscaped lot abutting Kingswood Golf Course. Home offers four bedrooms and two full baths. First floor primary bedroom, oak hardwood floors and formal dining room. Enter from the covered porch to the family room boasting inviting brick gas fired fireplace and cozy knotty pine interior. Eat in kitchen provides two large pantry closets. Attractive front entry hall leads to 3 good size bedrooms two with dormers, all with large walk in closets. Shared full bath with double sinks services the 3 bedrooms. There is a finished basement to meet all your storage and family overflow needs...office, media space, exercise area, sewing or crafts rooms. Also a workshop area with direct outside access. Two car garage, auto openers and paved drive with extra parking area. There is a bright and sunny finished rec room over the garage also accessed from the main house. Level .92 acre lot sports a fenced in ground pool and pastural views over looking Kingswood golf course. A handy storage shed will house all your garden equipment. Plenty of space inside and out to meet your needs. Excellent walk to town location yet off the bustle of the main street. Make your viewing appointment today. This well maintained home will be sure to please. Sellers prefer a September/October closing.

10 Old Mill Dr, Wolfeboro
$898,000
2 Beds ⋅ 3 Baths ⋅ 5097883 MLS
EXCEPTIONAL OWNERSHIP OPPORTUNITY | YEAR-ROUND HOME | VACATION RETREAT WITH DEEDED DOCK SLIP ON LAKE WINNIPESAUKEE Your summer starts here! Move right into this fully furnished, exquisite Craftsman gambrel offering deeded water access and a dock slip at Sawmill Marina across the road on beautiful Lake Winnipesaukee. Enjoy stunning views of the lake and downtown Wolfeboro from this exceptional 2-bedroom, 3-bath home.Located on a charming side street just a short walk to postcard-perfect downtown Wolfeboro, known as “America’s Oldest Summer Resort,” this property offers easy access to waterfront restaurants, unique shops, and Cate Park, where summer concerts fill the gazebo overlooking the shores of Lake Winnipesaukee.Newly constructed with a timeless blend of craftsmanship and modern luxury, this home features wide plank oak flooring, 9-foot ceilings, and a custom kitchen with floor-to-ceiling cabinetry, granite countertops, tile backsplash, and premium Bosch appliances. Central air conditioning provides year-round comfort, while thoughtful finishes create effortless living throughout.As beautiful as the home is inside, the outdoor spaces are equally inviting. Relax or entertain on the bluestone patio or mahogany deck while enjoying scenic views of Lake Winnipesaukee’s Back Bay. Professionally landscaped grounds with irrigation create a private, low-maintenance oasis.Whether you are seeking a primary residence, a second home retreat that can help offset ownership costs, or a flexible investment opportunity, this exceptional Wolfeboro property offers the rare combination of luxury, location, and deeded lake access.

46 King St, 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
$468,900
3 Beds ⋅ 2 Baths ⋅ 5097183 MLS
Welcome to 5 Council Tree Lane in beautiful Wolfeboro, New Hampshire a wonderful opportunity to enjoy life in one of the Lakes Region’s most desirable communities. Tucked away in a peaceful setting, this home offers the perfect blend of privacy, comfort, and convenience while still being close to everything Wolfeboro has to offer. Step inside and you’ll find a warm and inviting layout with plenty of space for everyday living, entertaining, or simply relaxing after a day on the lake. The home offers a comfortable flow, natural light, and a setting that makes it easy to feel right at home. Whether you are looking for a year-round residence, vacation getaway, or investment opportunity, this property has plenty of potential. Outside, enjoy the quiet surroundings and the charm of a private neighborhood setting. There is room to garden, gather, play, or simply take in the fresh New Hampshire air. Located just minutes from downtown Wolfeboro, Lake Winnipesaukee, shops, restaurants, marinas, beaches, walking trails, golf, skiing, and year-round recreation, this location is hard to beat. Known as “The Oldest Summer Resort in America,” Wolfeboro offers small-town charm with four-season fun. From boating and swimming in the summer to snowmobiling, skiing, and cozy local dining in the winter, there is always something to enjoy.5 Council Tree Lane is a great chance to own in a highly sought-after area with access to all the beauty and lifestyle the Lakes Region is known for. Don’t miss your opportunity to make this Wolfeboro property your own! (Could potentially be converted to 4 bedroom with one wall install and movement of door entrance and necessary steps etc)

5 Council Tree Ln, Wolfeboro
$550,000
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
$749,000
3 Beds ⋅ 3 Baths ⋅ 5096057 MLS
Looking for a hidden Wolfeboro sanctuary where 7 acres of manicured grounds, natural beauty, and exceptional privacy meet effortless convenience? Discreetly tucked away and completely hidden from street view, this remarkable North Main Street property offers a rare opportunity to enjoy a secluded retreat while remaining less than 2 miles from downtown Wolfeboro. Follow the driveway to a stunning park-like setting featuring expansive lawns, a private pond, meandering brook, and wooded walking trails. Enjoy outdoor living at its finest with a park-style BBQ area, fire pit, and year-round screened pavilion complete with a gas fireplace, electricity, refrigeration, TV, bar, and running water. Relax, entertain, and take in the beauty of nature with frequent visits from local wildlife including deer, moose, owls, and the occasional bear. The meticulously maintained 3-bedroom, 3-bath home is as unique as the grounds. The inviting interior features a sunken living room with a stunning fieldstone fireplace, rustic exposed beams, and timeless character. The spacious kitchen offers abundant cabinetry, generous workspace, and a welcoming dining area. The primary suite enjoys serene views, a custom bath, and an oversized walk-in closet. Two additional bedrooms provide plenty of space for family or guests. A dedicated hot tub/exercise room with a third full bath adds versatility. The impressive 1,000 sq. ft. family room is designed for entertaining with abundant windows, natural light, multiple gathering areas, a cozy wood-burning stove, and direct access to the exceptional outdoor amenities. Additional features include an RV/boat garage and separate storage/cordwood building. All of this privacy and tranquility, while remaining just minutes from the shopping, dining, and year-round amenities of downtown Wolfeboro. Call for a private showing appointment or come to the Open House Saturday & Sunday June 27th and 28th from 11am to 2pm.

539 N Main St, Wolfeboro
$1,900,000
5095872 MLS
**606 North Main Street, Wolfeboro, NH** A rare opportunity to own one of Wolfeboro's historic treasures. This remarkable 20-acre parcel is believed to be one of the original homesteads of the seven founding settlers of Wolfeboro, offering a rich connection to the town's early heritage. The property features an antique farmhouse that is likely best suited for redevelopment, allowing the next owner to create a new vision while honoring the property's historic roots. The land itself is exceptional—comprised of open fields and gently rolling terrain that is ideal for agricultural use, equestrian pursuits, or a potential subdivision opportunity, subject to local approvals. Peaceful and private, yet just minutes from downtown Wolfeboro, Lake Winnipesaukee, shopping, dining, and all the amenities that make "America's Oldest Summer Resort" so desirable, this property presents a truly unique blend of history, natural beauty, and future potential. Whether you're seeking a legacy estate, a farm, or a development opportunity, 606 North Main Street offers endless possibilities in one of New Hampshire's most sought-after communities.

607 N Main St, Wolfeboro
$1,900,000
3 Beds ⋅ 1 Baths ⋅ 5095867 MLS
**606 North Main Street, Wolfeboro, NH** A rare opportunity to own one of Wolfeboro's historic treasures. This remarkable 20-acre parcel is believed to be one of the original homesteads of the seven founding settlers of Wolfeboro, offering a rich connection to the town's early heritage. The property features an antique farmhouse that is likely best suited for redevelopment, allowing the next owner to create a new vision while honoring the property's historic roots. The land itself is exceptional—comprised of open fields and gently rolling terrain that is ideal for agricultural use, equestrian pursuits, or a potential subdivision opportunity, subject to local approvals. Peaceful and private, yet just minutes from downtown Wolfeboro, Lake Winnipesaukee, shopping, dining, and all the amenities that make "America's Oldest Summer Resort" so desirable, this property presents a truly unique blend of history, natural beauty, and future potential. Whether you're seeking a legacy estate, a farm, or a development opportunity, 606 North Main Street offers endless possibilities in one of New Hampshire's most sought-after communities.

607 N Main St, Wolfeboro
$9,800,000
3 Beds ⋅ 1 Baths ⋅ 5095854 MLS
A truly rare offering on the shores of Winter Harbor, this remarkable 40± acre property presents a once-in-a-generation opportunity to own one of the most extraordinary waterfront estates in Wolfeboro. Comprised of two distinct 20-acre parcels, the property captures the very essence of lakeside New England living. On the lake side of North Main Street, an antique seasonal cottage overlooks the sparkling waters of Lake Winnipesaukee, where breathtaking sunsets paint the sky above Winter Harbor each evening. Sandy waterfront, sweeping views, and the tranquil setting create an idyllic retreat to enjoy today while envisioning what tomorrow may bring. Across the road, rolling fields and open meadows surround an antique Cape, forming a timeless pastoral landscape rich with character and possibility. The existing home offers an opportunity for restoration or redevelopment, while the gently sloping terrain provides exceptional flexibility for future plans, including the potential for walkout lower levels designed to maximize both views and indoor-outdoor living. Whether your vision is a private family compound, an equestrian estate, a multigenerational retreat, or a thoughtfully designed development opportunity, the rare combination of substantial acreage, waterfront, open fields, and lake views offers possibilities that are nearly impossible to replicate in today's market. This is a property meant to be cherished, shaped by its next steward, and enjoyed for generations to come. Adding to its appeal is the location itself. Welcome to Wolfeboro, often regarded as one of New England's most charming villages. Here, you'll find the perfect balance of peace and privacy while remaining just minutes from the vibrant downtown, with its boutique shops, restaurants, marinas, and year-round community events.

606 And 607 N Main St, Wolfeboro
$7,900,000
5 Beds ⋅ 1 Baths ⋅ 5095851 MLS
A truly rare offering on the shores of Winter Harbor, this remarkable 20 acre property presents a once-in-a-generation opportunity to own one of the most extraordinary waterfront estates in Wolfeboro. Comprised of one distinct 20-acre parcels, the property captures the very essence of lakeside New England living. On the lake side of North Main Street, an antique seasonal cottage overlooks the sparkling waters of Lake Winnipesaukee, where breathtaking sunsets paint the sky above Winter Harbor each evening. Sandy waterfront, sweeping views, and the tranquil setting create an idyllic retreat to enjoy today while envisioning what tomorrow may bring. The existing home offers an opportunity for restoration or redevelopment, while the gently sloping terrain provides exceptional flexibility for future plans, including the potential for walkout lower levels designed to maximize both views and indoor-outdoor living. Whether your vision is a private family compound, or a multigenerational retreat, or a thoughtfully designed development opportunity, the rare combination of substantial acreage, waterfront, and lake views offers possibilities that are nearly impossible to replicate in today's market. This is a property meant to be cherished, shaped by its next steward, and enjoyed for generations to come. Adding to its appeal is the location itself. Welcome to Wolfeboro, often regarded as one of New England's most charming villages. Here, you'll find the perfect balance of peace and privacy while remaining just minutes from the vibrant downtown, with its boutique shops, restaurants, marinas, and year-round community events.

606 N Main St, Wolfeboro
$7,900,000
5095838 MLS
A truly rare offering on the shores of Winter Harbor, this remarkable 20 acre property presents a once-in-a-generation opportunity to own one of the most extraordinary waterfront estates in Wolfeboro. Comprised of one distinct 20-acre parcels, the property captures the very essence of lakeside New England living. On the lake side of North Main Street, an antique seasonal cottage overlooks the sparkling waters of Lake Winnipesaukee, where breathtaking sunsets paint the sky above Winter Harbor each evening. Sandy waterfront, sweeping views, and the tranquil setting create an idyllic retreat to enjoy today while envisioning what tomorrow may bring. The existing home offers an opportunity for restoration or redevelopment, while the gently sloping terrain provides exceptional flexibility for future plans, including the potential for walkout lower levels designed to maximize both views and indoor-outdoor living. Whether your vision is a private family compound, or a multigenerational retreat, or a thoughtfully designed development opportunity, the rare combination of substantial acreage, waterfront, and lake views offers possibilities that are nearly impossible to replicate in today's market. This is a property meant to be cherished, shaped by its next steward, and enjoyed for generations to come. Adding to its appeal is the location itself. Welcome to Wolfeboro, often regarded as one of New England's most charming villages. Here, you'll find the perfect balance of peace and privacy while remaining just minutes from the vibrant downtown, with its boutique shops, restaurants, marinas, and year-round community events.

606 N Main St, Wolfeboro
$499,000
3 Beds ⋅ 2 Baths ⋅ 5095643 MLS
Welcome to 527 North Main Street, a move-in ready home offering over 1,800 square feet of comfortable living space just minutes from downtown Wolfeboro. This charming property features 3 spacious bedrooms, 2 bathrooms, and thoughtful updates throughout, including fresh interior and exterior paint and new appliances, making it easy to settle in and enjoy from day one. The inviting floor plan provides plenty of room to spread out, highlighted by a large finished basement that offers excellent flexibility for a family room, home office, recreation space, or guest overflow. Upstairs, you'll find generously sized bedrooms and a beautifully appointed bathroom featuring a large walk-in shower. Step outside and enjoy the private deck, perfect for entertaining friends and family, summer cookouts, or simply relaxing while overlooking the yard. The property also offers great curb appeal with a nicely sized lawn and a large driveway capable of accommodating multiple vehicles with ease. Conveniently located just 5 minutes from downtown Wolfeboro, you'll enjoy easy access to shopping, restaurants, grocery stores, local amenities, and all that "The Oldest Summer Resort in America" has to offer. Whether you're searching for a primary residence, vacation getaway, or investment opportunity, this property combines space, comfort, and a desirable location in one attractive package.

527 N Main St, Wolfeboro
$645,000
3 Beds ⋅ 2 Baths ⋅ 5095502 MLS
Opportunity knocks! Located at 16 Depot St in downtown Wolfeboro, this property is ready for your residential downtown living dreams! While this has most recently been used for offices, single family uses are a permissible use in the C1 zoning district, and residential conversion of this property for residential use is subject to applicable Town of Wolfeboro regulations and inspections. The seller has obtained licensed architectural renderings showing the existing conditions as well as two proposed floor plan designs. One of the options even includes a roof top viewing deck that would overlook downtown Wolfeboro. The property has 4 deeded parking spaces on the property, with potentially room for 5 vehicles. Make an appointment to view this opportunity today! Buyer and Buyer agent are encouraged to verify residential conversion of this property with the town.

16 Depot St, 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
$779,000
3 Beds ⋅ 3 Baths ⋅ 5095195 MLS
The allure of Pine Harbor Condominiums is immediately evident, spanning 34 acres of lush grounds and a pristine waterfront complete with a private beach, docks, and moorings for boats and jet skis. Inside, the open-concept living room draws the eye to tranquil lake views, featuring a wood-burning fireplace that leads to a covered patio, the perfect setting for relaxed lakeside entertaining. This main level flows seamlessly from a sunlit dining area with a bay window into a spacious kitchen with a breakfast bar, rounded out by a powder room and an enclosed entry. Upstairs, the primary suite offers a private deck, two additional bedrooms, a shared bath, and a conveniently located laundry area. Recent upgrades add significant value, including new kitchen appliances, a stacking washer/dryer, a new hot water heater, updated flooring throughout the first floor, and relaid brick patio. As a coveted end unit positioned just steps from the beach and docks, the home offers lake views and privacy, complemented by a detached garage and parking right at your front door.

40-24 Harbor Way Unit 24, Wolfeboro
$519,000
2 Beds ⋅ 3 Baths ⋅ 5095131 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
$3,395,000
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
$899,900
3 Beds ⋅ 3 Baths ⋅ 5094991 MLS
NEW CONSTRUCTION! This beautifully designed 3-bedroom, 3-bath ranch is set on 2.36 private acres, offering a peaceful setting while remaining close to all that Wolfeboro has to offer. Thoughtfully crafted with quality finishes throughout, this home features a stunning designer kitchen with high-end appliances, modern cabinetry, and ample workspace, making it ideal for everyday living and entertaining alike. The open-concept living area is filled with natural light and centered around a stylish wall-mounted electric fireplace, creating a warm and inviting gathering space. The walkout lower level expands the living area with a finished family/game room, perfect for movie nights, hobbies, or hosting guests. A spacious 2-car garage provides plenty of room for vehicles, recreational equipment, and storage. Outside, beautifully landscaped grounds and established perennial gardens complement the natural surroundings, creating a private retreat where you can relax and enjoy the quiet setting. Located in Wolfeboro, known as “America’s Oldest Summer Resort,” this home offers convenient access to the best of the Lakes Region. Spend your days enjoying Lake Winnipesaukee at one of Wolfeboro’s three town beaches, walking the charming downtown filled with cafés, restaurants, galleries, and unique shops, or taking advantage of the many programs and amenities at the Nick Recreation Center. Brewster Academy, one of New England’s premier boarding schools, is also nearby. Whether you’re boating, swimming, hiking, golfing, snowmobiling, or simply enjoying the vibrant community atmosphere, Wolfeboro provides four seasons of recreation and small-town charm. Conveniently located approximately two hours from Boston and just over an hour from the Seacoast, this exceptional new construction home offers the perfect balance of privacy, comfort, and accessibility.

82-12 N Line Rd, Wolfeboro
$9,800,000
5094444 MLS
A truly rare offering on the shores of Winter Harbor, this remarkable 40± acre property presents a once-in-a-generation opportunity to own one of the most extraordinary waterfront estates in Wolfeboro. Comprised of two distinct 20-acre parcels, the property captures the very essence of lakeside New England living. On the lake side of North Main Street, an antique seasonal cottage overlooks the sparkling waters of Lake Winnipesaukee, where breathtaking sunsets paint the sky above Winter Harbor each evening. Sandy waterfront, sweeping views, and the tranquil setting create an idyllic retreat to enjoy today while envisioning what tomorrow may bring. Across the road, rolling fields and open meadows surround an antique Cape, forming a timeless pastoral landscape rich with character and possibility. The existing home offers an opportunity for restoration or redevelopment, while the gently sloping terrain provides exceptional flexibility for future plans, including the potential for walkout lower levels designed to maximize both views and indoor-outdoor living. Whether your vision is a private family compound, an equestrian estate, a multigenerational retreat, or a thoughtfully designed development opportunity, the rare combination of substantial acreage, waterfront, open fields, and lake views offers possibilities that are nearly impossible to replicate in today's market. This is a property meant to be cherished, shaped by its next steward, and enjoyed for generations to come. Adding to its appeal is the location itself. Welcome to Wolfeboro, often regarded as one of New England's most charming villages. Here, you'll find the perfect balance of peace and privacy while remaining just minutes from the vibrant downtown, with its boutique shops, restaurants, marinas, and year-round community events.

606 And 607 N Main St, Wolfeboro
$1,100,000
3 Beds ⋅ 3 Baths ⋅ 5094386 MLS
WATERFRONT ACCESS WITH DEEDED WATERFRONT RIGHTS TO SHARED WATERFRONT LOT with rights established & enjoyed for decades. Compare for yourself what Dark Lake Lodge offers the rare experience of waterfront living without waterfront taxes. Year round enjoyment in this custom built home invites you to savor lake views, peaceful mornings, cozy evenings, and a feeling of a place deeply loved. Conveniently located near all that Wolfeboro has to offer, yet tucked into its own peaceful rhythm, Dark Lodge is more than a home, it is a retreat! This Custom built home situated on a quiet dead end road with access to Crescent Lake and comes with a DEEDED BOAT DOCK, it doesn't get much better than this! Farmers Porch perfect for morning coffee and afternoon drinks. The home boasts approx. 2,592 sq. ft. of living space above grade, plus additional space in the lower-level~Just over a 20,000' lot this home has 7 Rooms/3 Bedroom/2.5 Baths~Primary Bedroom & 2 Car Heated Garage (24'x24') added 2012. Resort style front & backyard designed for outdoor entertaining with deck(s), patio, fire pit, hot tub, outdoor shower. Beautiful wood floors throughout giving this home its cozy feel w/ the wood stove in the Family Room. Eat-in Kitchen w/custom Maple Cabinets, Granite Counter tops ideal for all your needs & a 1/2 Bath. Second Floor has 2 generous size bedrooms, large full bathroom and a huge Primary Bedroom Suite that is breath taking(a must see). 2nd Flr separate Laundry Room. Close to downtown Wolfeboro with access to Cotton Valley Rail Trail walks/jogging/biking/snowmobiles to Town~Extraordinary shopping & many restaurants to enjoy. It's nostalgic 4th of July celebrations, fireworks over Wolfeboro Bay, Concerts by the town docks at Cate Park, Winter Holiday parade & tree lighting, New Years fireworks~Wolfeboro so much to offer w/ it's own ski slopes at Abenaki Ski Area~Pop Whalen Ice Arena~World Class Cross Country Trails~Golf Course~Quick closing available!!

56 Kings Pine Rd, Wolfeboro
$1,749,000
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
$2,899,900
3 Beds ⋅ 3 Baths ⋅ 5092536 MLS
A rare legacy offering on the shores of Lake Winnipesaukee. This private waterfront retreat has been cherished by the same family for over sixty-five years & represents the first lot developed on Broadside Road—one of Wolfeboro’s most exclusive lakeside enclaves. Owning 100 feet of pristine frontage, the property offers an unparalleled 180-degree panorama from Wolfeboro Bay to the east & Meredith to the west, with the Belknap Mountains rising to the south & Gunstock’s ski trails visible in the distance. The home enjoys exceptional privacy & natural protection. A paved circular driveway winds through moss-covered woodlands, encircling a wooded center island & providing ample guest parking. The centerpiece is an authentic Ward Log Cabin featuring rough-hewn logs, rich cedar interiors with polyurethane finish, a grand fieldstone fireplace, & modern upgrades including a new kitchen & bath, & updated plumbing & electrical. Highlights include a front room with an expansive picture window framing sweeping lake, island, & mountain views—ideal for watching snow-making at Gunstock. A bright three-season porch with skylights provides excellent entertaining space next to the kitchen. Additional living areas feature a second-story office with breathtaking lake views (easily convertible to a suite with wet bar), an accessible attic loft for guests, & abundant storage. Outdoor amenities shine with a King Stoneworks stone patio (perfect for a firepit), a double-railing staircase leading to a shaded lakeside platform, & a professionally built breakwater dock system complete with canopy, lighting, power, & potential jet ski lift. Meticulously landscaped grounds include stone retaining walls from Maine, perennial gardens, a Blue Spruce, window boxes, & a potting shed. Privacy is enhanced by cedar fencing & natural shrubbery, while the expansive backyard offers complete seclusion. The property is ready for immediate enjoyment.

122 Broadside Rd, Wolfeboro

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