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$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
$3,495,000
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
$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
$750,000
3 Beds ⋅ 3 Baths ⋅ 5094938 MLS
Nestled in the sought-after Port Wedeln Association, this beautifully maintained and thoughtfully updated home offers an exceptional opportunity to enjoy life on Lake Winnipesaukee. Just steps from the association's sandy beach and waterfront, and only minutes from downtown Wolfeboro, the location perfectly balances lakeside relaxation with convenient access to shopping, dining, and year-round activities. A welcoming covered front porch invites you inside, where an open-concept living and dining area is filled with natural light and designed for comfortable everyday living. The bright kitchen features granite countertops, stainless steel appliances, and ample space for entertaining. Just off the dining area, a private deck provides the perfect setting for summer barbecues, morning coffee, or unwinding after a day on the water. The first floor also offers a dedicated office or study, a full bath, and a convenient laundry area. An attached two-car garage provides excellent storage, with unfinished space above offering future expansion potential or additional storage options. Upstairs, the spacious primary suite offers dual closets and an ensuite bath. Two additional bedrooms and a three-quarter bath provide comfortable accommodations for family and guests. Equipped with central air conditioning on the main level, mini-split systems upstairs, and numerous updates throughout, this move-in-ready property is ideal as either a year-round residence or a seasonal getaway. Spend your days enjoying the association beach, boating on Lake Winnipesaukee, or exploring the charm of Wolfeboro—this is Lakes Region living at its best.

5 Lloyd Rd, Wolfeboro
$549,000
3 Beds ⋅ 2 Baths ⋅ 5094570 MLS
Charming 3-bedroom, 2-bath ranch set on a spacious, level lot in a convenient neighborhood within walking distance to town. Enjoy the ease of one-floor living with a bright, functional layout and a welcoming kitchen featuring granite countertops and stainless steel appliances. The relaxing sunroom overlooks the generous, fully fenced backyard, while the deck offers a natural extension for outdoor dining, relaxing, or entertaining. A large finished basement provides excellent additional living space, perfect for a family room, home office, guest overflow, or recreation area. The oversized one-car garage offers plenty of storage, and the location is hard to beat, with schools, golf, downtown shops, restaurants, and local amenities all nearby.

4 Anagance Ln, Wolfeboro
$1,100,000
3 Beds ⋅ 3 Baths ⋅ 5094386 MLS
Introducing Dark Lake Lodge, 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, this special property 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
$1,825,000
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. OPEN HOUSE SATURDAY 7/18/2026 from 10-12

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
$969,999
3 Beds ⋅ 3 Baths ⋅ 5091614 MLS
Set on over 5 private acres with stunning mountain views, this custom new construction home on Hemlock drive offers a rare combination of luxury, privacy, and convenience just minutes from downtown Wolfeboro and close to Lake Winnipesaukee, marinas, restaurants, shopping, and private beach access. Thoughtfully designed with both style and functionality in mind, the home features 9-foot ceilings, an open-concept layout, oversized garage, efficient heating and central air conditioning, and quality luxury craftsmanship from top to bottom. Large windows and the elevated setting allow you to enjoy beautiful mountain views and a peaceful natural backdrop year-round. The expansive acreage provides exceptional privacy while still being conveniently located near everything the Lakes Region has to offer. Expected completion is approximately 45 days. Agent interest in property

45 Hemlock Dr Unit Lot 3, Wolfeboro
$5,400,000
6 Beds ⋅ 6 Baths ⋅ 5091162 MLS
Have you been dreaming of lakefront living? Welcome to 74 Keewaydin Road in Wolfeboro, on Lake Winnipesaukee! This property has over 5 acres of land that sit on the shores of Winter Harbor in Wolfeboro, one of the premier areas of the lake! The harbor is perfect for paddle boarding, kayaking, or rowing as well as water skiing, wake boarding or just swimming too. The southwest exposure allows for sun all day and absolutely beautiful sunsets. With a winding driveway thru the woods, there is plenty of privacy as you approach the home. The waterfront boasts a sandy beach and a U-shaped covered dock with a storage shed. The home has plenty of room for everyone plus all the friends and guests! Sitting close to the water, there are endless views from just about every room in the house plus the outdoor space! There are 6 bedrooms with 5 baths. There is a full living space on the first floor with a fireplaced living room, primary suite bedroom, second bedroom, office, kitchen and screened porch as well as an outside deck to enjoy all the waterfront activities! The full second floor has four bedrooms, three baths, second kitchen, living room with woodstove and deck. The lower level is daylight with plenty of storage space for all the toys! This is the perfect place to spend long summer days watching the loons swim. Come and see what lake living is really all about!

74 Keewaydin Rd, Wolfeboro
$949,000
3 Beds ⋅ 3 Baths ⋅ 5090937 MLS
VIEWS VIEWS VIEWS!! Welcome to 36 Blueberry Hill in Wolfeboro where you can see the Belknap Mnts, the Ossipee Mtns, Mount Washington, Lake Winnipesaukee and Beach Pond. The views are just spectacular from the deck, pool, living room, family room and primary suite. No bad spot here! The house offers many advantages! Pull into the attached 2 car garage and enter into the mud room with laundry and plenty of storage cabinets along with countertop space. From here, enter the kitchen with room for table and chairs. The kitchen leads into the family room / dining room with a large fireplace. To the right is a 1/2 bath and then the primary suite with a fireplace, walk-in closet and full bath. To the left of the family room is a living room with a fireplace too! That's three fireplaces on the main floor! The sliding doors off the family room lead to the deck and the views that just don't end! Downstairs is another family room with a woodstove, two bedrooms, a full bath and office space. The sliding door leads to the inbound pool, fully fenced, with plenty of hang out space! To the other side of the garage is an attached 40' x 28' two story barn that was a woodworking shop. Complete with woodstove, office space and unfinished second floor. To complete the picture there is a detached barn for extra storage! There are many apple and peach trees too! Here is everything you could need for play, work, stoarge, hobbies, and whatever life compels you to! Come and see all there is to enjoy!

36 Blueberry Hill Rd, Wolfeboro
$2,195,000
4 Beds ⋅ 3 Baths ⋅ 5090749 MLS
Come experience the remarkable 4,400 square foot historic Hersey Homestead! Circa 1810, with charming period features complemented by quality, modern improvements and sensitive restoration. Upgrades to the property were begun in 2025/26 and are on-going, adding to the additions made in the 1990's. Stunning, expansive luxury kitchen offers all new "chef-grade" appliances, granite counters, spacious custom island and endless cabinetry. Walk out to the masonry patio or enjoy the sunny LR with built-in entertainment shelving. In the original LR you will be welcomed by a Rumford FP with convenient gas insert, vintage beams and access to the patio. A music room and a South facing den/BR round out the first level. Upstairs are 3 additional BRs with thoughtfully re-designed baths. Warm wood flooring, crown moldings and colonial trim may be found throughout this 4 BR/3 BA stately home, with new Anderson windows, recent roof, modern septic and fresh interior/exterior paint and att. over-sized 2 car garage. Bonus space includes a large in-law/ADU with kitchenette, sep. entrance and huge storage space. Set on 10+ acres (pending sub-division) of rare open meadows with western sunset exposure, picturesque stonewalls overlooking mountain views and peek-a-boo glimpses of distant Lake Winnipesaukee. New Amish storage shed, a garden shed and original hand-hewn barn add to the opportunities of this remarkable, one-of-a-kind property. This is your chance to own a special piece of NH history! (Property is offered on 12+/- acres, subject to subdivision. Additional land available for purchase from 3 to 35 acres. Septic and new oil tank passed inspections in 2025. Seller is offering a credit of $100,000 at closing for updating the older (functional) HVAC as Buyer desires.)

580 Pine Hill Rd, Wolfeboro
$749,900
3 Beds ⋅ 3 Baths ⋅ 5090215 MLS
Tucked into a peaceful wooded setting on a level lot, yet wonderfully convenient to downtown Wolfeboro, area beaches, and "The Nick" recreational area, this 3-bedroom expanded Cape offers the space, flexibility, and location buyers are looking for in the heart of Wolfeboro. Inside, you’ll find a warm and welcoming floor plan with a first-floor primary suite w/ walk-in closet, a vaulted-ceiling great room, oversized upstairs bedrooms, and plenty of room for family, guests, work, and play. The kitchen opens directly to a large covered porch, creating an easy place for outdoor dining, morning coffee, or quiet evenings overlooking the fenced-in backyard. Upstairs, the generously-sized bedrooms provide comfortable retreats, and the second-floor bath features an oversized soaking tub for relaxing at the end of the day. The lower level adds even more usable space, including a spacious rec room, laundry area, storage, and mechanical space, ideal for movie nights, hobbies, workouts, or projects. Outside, the oversized two-car garage is a standout feature, offering approximately 688 square feet, 9'7" doors, and a spacious bonus room above for a home office, game room, studio, or guest overflow space. With numerous recent cosmetic and maintenance updates already completed, this home in low-tax Wolfeboro blends comfort, function, charm, and peace of mind, all close to downtown, the lakes, and the best of Wolfeboro living, including resident access to town beaches. Note: Seller is a licensed NH Real Estate Agent. Measurements are approximate.

6 Percy Dr, Wolfeboro
$9,500,000
6 Beds ⋅ 7 Baths ⋅ 5089994 MLS
Lake Winnipesaukee waterfront living at its finest. "Woodland Cove" is set on three private acres with 310 feet of pristine sandy shoreline and coveted southern exposure, this extraordinary custom estate captures sweeping views of the lake and the Belknap Mountain range while offering rare protection from prevailing winds. The sugar sand beach allows you to wade in slowly with a sandy bottom extending well off shore. The park-like grounds are a masterpiece of natural beauty, featuring mature gardens, handcrafted stonework, and multiple outdoor living spaces designed to embrace the waterfront setting. A stunning mahogany-and-fieldstone boathouse which is architecturally exceptional—stands as a true centerpiece of the property. The boathouse features a large lift to keep your boat pristine as well. Spanning more than 8,000 square feet, the 13-room residence combines timeless craftsmanship with luxurious comfort. The home features six spacious bedrooms and seven baths, with every bedroom offering its own en-suite bath for ultimate privacy and convenience. Soaring ceilings, elegant crown molding, and walls of glass create an atmosphere of light, space, and sophistication throughout. The decorator furnishings have been curated specifically for this home and are included. Designed for both relaxed lake living and entertaining, the home offers expansive decks, patios, and a beautiful screened porch that seamlessly blends indoor and outdoor living. The first-floor primary suite is a private retreat with breathtaking lake and mountain views, a generous walk-in closet, and a spa-inspired bath. Located just 10 minutes from downtown Wolfeboro, this remarkable property delivers the perfect balance of convenience, exclusivity, and complete privacy on New Hampshire’s most sought-after lake. This is truly a special property in the nations "Oldest Summer Resort."

80 Parker Island Rd, Wolfeboro
$799,000
3 Beds ⋅ 3 Baths ⋅ 5089539 MLS
Welcome to 449 N Wakefield Road in Wolfeboro, a spacious ranch-style home offering privacy, flexibility, and exceptional garage space in the heart of the Lakes Region. Set on approximately 5.5 acres, this 3-bedroom, 2.5-bath home offers over 4,000 square feet of living space with room to spread out, gather, entertain, work from home, or create the setup that best fits your needs. Inside, the home has a warm and comfortable feel with wood floors, natural wood details, and an open-concept layout that connects the main living areas. The kitchen features stainless steel appliances and flows easily into the dining and living spaces, making everyday living practical while also creating an easy layout for hosting. The game room with billiards adds another inviting space to relax, gather, or enjoy time with guests. One of the true standouts of this property is the garage capacity. The massive 3-car garage includes two oversized bays, offering valuable space for taller vehicles, boats, equipment, recreational gear, workshop needs, or additional storage. A second heated garage with electric and a game room above adds even more flexibility, whether you need hobby space, workspace, recreation space, or simply room for everything that comes with Lakes Region living. The location offers the benefit of being in Wolfeboro, one of the Lakes Region’s most desirable towns, while still providing convenient access toward Route 16 for travel to Ossipee, Conway, skiing, hiking, boating, fishing, snowmobiling, shopping, dining, and year-round outdoor recreation. You can enjoy a more private setting without feeling disconnected from the amenities and activities that make this area so special. If you are looking for space, privacy, storage, and flexibility in the Lakes Region, this property offers a rare combination of square footage, acreage, garage capacity, and location.

449 N Wakefield Rd, Wolfeboro
$399,000
3 Beds ⋅ 1 Baths ⋅ 5088559 MLS
Welcome to this inviting three-bedroom, one-bath home ideally located just minutes from downtown Wolfeboro. Combining small-town charm with everyday convenience, this property offers easy access to local shops, restaurants, beaches, and all the attractions of the Lakes Region. Abutting the scenic Bridge Falls walking path, you can step outside and enjoy peaceful strolls, biking, and outdoor recreation right from your backyard. Whether you're searching for a year-round residence, vacation retreat, or investment opportunity, this home is the perfect place to experience the beauty, charm, and lifestyle that make Wolfeboro “The Oldest Summer Resort in America.”

133 Center St, Wolfeboro
$1,500,000
4 Beds ⋅ 5 Baths ⋅ 5088361 MLS
Experience the Wolfeboro lifestyle with the space, privacy, and flexibility that are increasingly difficult to find. Set on 2.81 private acres just minutes from downtown, 151 Ambrose Way offers nearly 5,000 square feet of thoughtfully designed living space with an adaptable layout ideal for year-round living, extended guests, multigenerational needs, work-from-home space, and recreation. The backyard is a true retreat, featuring a heated pool, patio, and private sand area that creates a beach-like setting at home. The property also offers access to adjoining town-owned land connecting to scenic walking, biking, and cross-country ski trails, including a wooded path leading toward downtown Wolfeboro. Seasonal lake and mountain views add to the setting. Inside are four bedrooms, four and a half baths, expansive gathering spaces, and multiple areas that can evolve with a buyer’s lifestyle. The great room features a striking stone gas fireplace, while the chef’s kitchen offers maple cabinetry, high-end appliances, two ovens, and generous entertaining space. Additional living and recreation areas provide flexibility for guests, fitness, media, hobbies, or extended stays. A three-car attached garage includes an oversized bay ideal for boat or RV storage. Additional comforts include central air, Mitsubishi heat pumps, and a whole-house generator. Just minutes from Wolfeboro’s restaurants, galleries, boutiques, town docks, and waterfront activity, this property offers a compelling alternative for buyers seeking the Lakes Region lifestyle with more space, privacy, and amenities than direct waterfront often provides. Virtually staged/AI-modified images illustrate the potential of several spaces; original photos are included for comparison. Showings by confirmed appointment only.

151 Ambrose Way, Wolfeboro
$769,000
4 Beds ⋅ 4 Baths ⋅ 5087459 MLS
Located in a highly sought-after subdivision in Wolfeboro, this exceptional property is surrounded by over 200 acres of community land, offering privacy, natural beauty, and abundant opportunities for walking, hiking, and outdoor enjoyment. The peaceful setting combines the charm of neighborhood living with the feel of a private retreat. This beautifully maintained home at 34 Village Corner Road in Wolfeboro blends comfort, style, and functionality. The heart of the home is an impressive industrial-style kitchen featuring a Thermador gas range, Wolf double ovens, and elegant travertine tile flooring—perfect for both everyday living and entertaining. A formal dining area adds a touch of classic charm for gatherings. Cathedral ceilings and a cozy wood fireplace create a warm, open atmosphere in the main living space. The home offers two spacious primary suites with private baths, including a convenient first-floor option ideal for flexible living arrangements. First-floor laundry adds to the ease of daily life. Outside, enjoy a thoughtfully landscaped yard with mature fruit trees, a welcoming farmer’s porch in the front, and a private deck in the back—perfect for relaxing or entertaining. A two-car attached garage completes this exceptional property.

34 Village Corner Rd, Wolfeboro
$1,700,000
4 Beds ⋅ 5 Baths ⋅ 5086791 MLS
In the heart of Wolfeboro, 108 Whitten Neck Road is a stunning pastoral retreat that reflects the timeless character of a classic country home. Nestled right between Lake Wentworth and Crescent Lake and just moments from Wolfeboro's center where New England charm meets lake town leisure with boutique shops, restaurants, town docks, and a vibrant year-round community. This c.1788 farmhouse offers four bedrooms (plus bonus room), four and a half baths, and a striking 1810 post-and-beam barn, all set on nearly six acres of meadows and gardens. Inside, the home unfolds with the grace of another century: wide pine floors worn smooth with age, exposed beams, hand-planed paneling, and a living room where the fireplace anchors the home. The kitchen is bright with contemporary Viking appliances, the transitions are seamless, and every space feels light-filled, natural, and serene. The primary bedroom and laundry are on the main floor, offering easy living. Outside, the gardens brim with hydrangeas, clipped hedges, and fieldstone paths. Horse and walking trails lead directly from the home to nearby conservation land. The barn, with its soaring ceilings and heirloom framing, offers endless possibilities—a sculptor’s studio, a summer gathering space, or simply a vessel for decades of stories. This historic haven is a sanctuary and an invitation to live with beauty, purpose, and place in the heart of the Lakes Region.

108 Whitten Neck Rd, Wolfeboro
$4,990,000
4 Beds ⋅ 4 Baths ⋅ 5086035 MLS
Die Vier Jahreszeiten - The Four Seasons - is the name the owners chose for this beautiful Winnipesaukee waterfront home because it truly can be enjoyed during each of the Four Seasons. Custom built in 1999, the home features generously sized rooms including three primary suites - one on the first floor and two on the second floor as well as two dens which can provide extra sleeping space for out-of-town guests, a wonderful living room with a cathedral ceiling and a two -story fireplace adjacent to a very pretty dining room with a gas fireplace which opens to a spacious kitchen that was completely renovated in 2025. The attached Carriage House has a lovely studio apartment on the second floor which can provide extra space for family and friends as well as a popular rental. Of course, what you will appreciate the most is the incredible setting in an enchanting cove, protecting the home from the prevailing winds but offers magnificent views across The Broads to the Belknap Mountain Range and glorious sunsets....and your own sugar sand beach along the shoreline just a few steps off the patio.

35 Rocky Shore Rd, Wolfeboro
$10,950,000
7 Beds ⋅ 8 Baths ⋅ 5086004 MLS
Commanding a rare and remarkably private 6.2-acre site along the sun-drenched edge of Lake Winnipesaukee, this Wolfeboro Neck estate occupies one of the most coveted stretches in all of New Hampshire's lakes region. With an extraordinary 430 feet of frontage and uninterrupted south-to-southwest exposure, the property captures sweeping, cinematic views across the Broads, without a neighboring home in sight. It is a setting of uncommon seclusion within one of the region’s most prestigious enclaves. The residence itself, spanning nearly 15,000 square feet, was conceived on a grand architectural scale, offering 7 bedrooms and 8 baths across a layout designed for both entertaining and retreat. The home presents a compelling opportunity for a discerning owner to curate and elevate the interiors to their own high standards, transforming it into a truly bespoke lakeside compound. Select imagery has been thoughtfully enhanced to illustrate the home’s potential with refined updates. Outdoor living is equally ambitious, with more than 5,000 square feet of terraces, decks, and balconies that unfold toward the water, creating an effortless flow between interior and exterior spaces. A two-slip boathouse with protective breakwater anchors the waterfront experience, while the acreage affords exceptional flexibility for the addition of a guest residence, caretaker’s cottage, or recreational barn. Inside, a soaring great room wrapped in glass frames the lake as living art, flooding the home with natural light. The layout balances grand entertaining spaces with intimate retreats, including a private media room and a chef’s kitchen. Wellness amenities include a fully equipped gym, spa, and sauna, all oriented toward the tranquil lakefront. Defined by its irreplaceable combination of scale, privacy, and premier Wolfeboro Neck location, this offering represents a singular opportunity to craft a generational estate on one of New Hampshire’s most storied lakes. By appointment.

20 Wyman Dr, Wolfeboro
$665,000
3 Beds ⋅ 3 Baths ⋅ 5085895 MLS
Now offered at a reduced price, giving buyers added flexibility to make their own cosmetic updates! Tucked into Robin Acres, an established neighborhood off North Main Street, this gambrel offers something genuinely hard to find: a true first floor primary suite with a double vanity bath and ample closet space, making one level living a real option rather than an afterthought. The main level centers around a spacious 17 by 27 living room, along with a separate family room, formal dining room with a bay window, and a kitchen that opens directly to the attached garage. First floor laundry and a full guest bath round out the main level. The living room also features a convenient built in mini bar, positioned just steps from the 33 foot screened porch overlooking the backyard. The porch connects through to the family room, which flows into the kitchen, creating a natural loop for entertaining. It is an ideal setting for three season gatherings, lazy summer mornings, and quiet evenings with the windows open. Hardwood floors extend throughout the main living areas. Upstairs, two oversized bedrooms stretch close to 18 feet long and offer generous closet space. A full bath, central hall, and flexible bonus room provide additional options for a home office, guest space, nursery, or hobby room. The full basement adds workshop space, storage, and future finishing potential. Located just five minutes from downtown Wolfeboro, where dining and shopping surround Wolfeboro Bay, including Bailey's Bubble, Garwoods, Downtown Grill, Wolfe's Tavern at the Wolfeboro Inn, and free summer concerts at Cate Park. The Cotton Valley Rail Trail runs from downtown toward Wakefield, while Lake Winnipesaukee public access is right down the road. Lake Wentworth and Crescent Lake are also both within town limits. Enjoy easy access to downtown, three lakes, four season recreation, and everything that makes Wolfeboro a true year round Lakes Region community.

11 Robin Acres Dr, Wolfeboro
$325,000
3 Beds ⋅ 1 Baths ⋅ 5085530 MLS
Beautifully renovated and full of character, this 3-bedroom, 1 bath home has been thoughtfully updated in recent years with charming modern touches throughout. Highlights include cathedral ceilings, exposed beams, custom barn doors, gleaming wood floors, and a full daylight basement offering excellent additional potential. Set back from the road for added privacy, the property features a lovely fenced-in backyard complete with an outdoor shower, firepit, and storage shed, perfect for relaxing or entertaining. Ideally located just over a mile from Lake Wentworth’s beach and close to Nick Recreation Park, Abenaki Ski Area, Pop Whalen Ice Arena, and all the shops and dining downtown has to offer.

78 Beach Pond Rd, Wolfeboro
$695,000
3 Beds ⋅ 3 Baths ⋅ 5085498 MLS
Have you ever dreamed of living in a historic home? Take a step back in time in this thoughtfully restored 1795 Antique Center Chimney Cape in North Wolfeboro's historic “Dimon Corner.” Filled with character & steeped in history, this lovingly cared for 3 bedroom/3 bath home is absolutely stunning. A farmer’s porch greets you before you enter a large cathedral kitchen with large bespoke windows. The open kitchen has a Dacor double oven range, custom hand-built kitchen cabinets with newly painted Farrow & Ball paint, a Bosch commercial grade dishwasher, lovely exposed beams, wide plank floors & a pellet stove. Off the kitchen area is a screened-in porch for enjoying warmer days. Also on the first floor is the primary bedroom with lots of sunlight, a walk-in closet and primary bath. There is a gorgeous home office with a fireplace & a wall of built-ins. Rounding out the first floor is a very inviting den with a working fireplace and beehive oven, as well as a remodeled mudroom complete with a LG washer and dryer. The mudroom leads to a two-car garage with space above for a home gym, storage or a bonus room. The upstairs has a sunny bathroom & two charming guest bedrooms. The well landscaped property is ensconced by rock walls & has a magnificent blue stone terrace in the backyard sitting among some of Wolfeboro oldest maples trees. This tranquil sanctuary is not far from downtown Wolfeboro’s restaurants, shopping & Lake Winnipesaukee. Being sold furnished with some exceptions.

5 Trask Mountain Rd, Wolfeboro
$2,295,000
8 Beds ⋅ 7 Baths ⋅ 5084817 MLS
Historically significant 1768 Colonial with a huge 4 story Post & Beam Barn set on 4.1 +/- pastoral acres just minutes from Downtown Wolfeboro. THIS IS THE FIRST TIME OFFERED FOR SALE SINCE THE KINGS GRANT OF THE PROPERTY TO THIS FAMILY. The flexible layout of the home offers excellent opportunities for multiple uses - single family home, family compound, multi-generation living, car collector or the equestrian. The 4 story post and beam barn is an architectural site to behold with parking for up to 16 cars , the original cow stanchions are still here and even has a 2 story silo totally contained within the structure - could this be made into a climbing wall feature?? The Main portion of the home on the 1st level contains 2 Parlors with a fireplace, large Diningroom with fireplace and beehive oven, 2 Borning rooms, large fully equipped Kitchen, Familyroom with fireplace and a 1/2 bath. The second level of the main home contains 6 bedrooms and 3 bathrooms. The 3rd floor of the main home contains a bedroom, half bathroom and one of 3 attic storage areas. The 1st floor ell of the home - perfect for an in-law situation - contains a huge Livingroom with fireplace, 2 bedrooms and 2 bathrooms , one with the laundry area and 2 more attic storage areas. The grounds, with Southern exposure and distant views to the Belknap Mountains, contain a large lawn area around the home with ample area for a pool, circular driveway with a parking area for another 10 cars and approximately 3 acres of field should you desire to keep horses. Create your own utopia just minutes up the hill from Downtown Wolfeboro's restaurants, shops, marinas and Huggins Hospital. In the other direction a stroll to Carry Beach on Lake Winnipesaukee.

244 N Main St, Wolfeboro
$899,000
3 Beds ⋅ 2 Baths ⋅ 5084218 MLS
Exceptional new construction ranch will have over 2,000 sq ft of thoughtfully designed living space, perfectly blending refined finishes with the ease of one-level living. Set within an established community of distinguished homes, this 3-bedroom, 2-bath residence will showcase an open-concept design ideal for everyday comfort. The heart of the home will feature a beautifully appointed kitchen with quartz countertops, complemented by rich red oak hardwood flooring that flows seamlessly into the dining and living areas. A gas fireplace will serve as a warm and inviting focal point for the cooler months while the central air can provide a welcomed relief during the summer. The home package will include a large two-car garage with a versatile bonus room above. A full basement provides ample storage or future finishing potential with a walk out door to the side yard. Set on a private and wooded 2.39 acre lot, this property offers both tranquility and neighborhood charm. Enjoy easy access to scenic walking trails at the nearby Knights Pond Conservation Area, perfect for outdoor enthusiasts. Live near it all, dining, Lake Winnipesaukee, and downtown Wolfeboro.

00 Winnipesaukee Dr, Wolfeboro
$3,795,000
3 Beds ⋅ 3 Baths ⋅ 5083555 MLS
Set along the shores of Lake Winnipesaukee in desirable Wolfeboro, 9 Umbrella Point offers 250 feet of exceptional waterfront and sweeping sunset views across the lake toward Gunstock Mountain and Rattlesnake Island. This well-maintained home is designed for true single-level living, featuring a wide-open floor plan and large windows that bring in natural light and showcase the water from nearly every room. A fantastic study upstairs offers a peaceful retreat with stunning lake views—ideal for working from home or unwinding with a good book. The seamless flow between living spaces makes the home feel both comfortable and ideal for entertaining. Outside, the yard is level and inviting, with stairs leading down to the water’s edge. A brand-new dock accommodates two boats with ease, making it simple to enjoy everything lake life has to offer. Whether you’re relaxing on the deck, gathering by the shoreline, or heading out on the water, the setting is both functional and picturesque. Additional features include a two-car attached garage and a separate three-car garage, perfect for storing boats, watercraft, and recreational gear. Located in a quiet, private association just off Forest Road, this property offers a sense of seclusion while remaining just minutes from downtown Wolfeboro’s shops, dining, and amenities. An outstanding opportunity to enjoy turnkey waterfront living in the heart of the Lakes Region.

9 Umbrella Pt, Wolfeboro
$1,645,000
6 Beds ⋅ 4 Baths ⋅ 5083547 MLS
Grand 1840 Historic Colonial, known as "Wellsweep" in days gone by. Beautifully appointed with all contemporary conveniences yet preserved antique charm. Step inside to enjoy vintage luxury, warmth, and elegance. Private 3.2-acre setting abutting the Kingswood Golf Course. The inground pool with large pergola and private back yard porch and patio superbly complements the inviting indoor amenities. A large stately wrap-around porch is waiting for your iced tea and lemonade, so relaxing, just as the one and only Grace Kelly enjoyed right on that very porch, with a view toward the lake, hills and gorgeous sunsets! Even though situated on South Main Street, the experience once you have arrived is very private and secluded. Many substantial upgrades are listed in the Disclosure attachment, including a new 6-bedroom septic system, roof, central air, appliances, etc. totaling over $200,000. Beautiful hardwood floors throughout the first floor, formal front staircase and back servant staircase to the second floor speaks of the elegant past. Primary bedroom and ensuite with double vanity on the second floor in the rear of the house affords peace and quiet also. Detached, oversized garage with heated workshop. Beautifully maintained grounds with stately, mature trees. Minutes to private town, resident only beaches on Lake Winnipesaukee, marinas, fine dining, skiing, and all that Wolfeboro and the Lakes Region has to offer. OPEN HOUSE SAT 5/23 11:00 am to 2:00 PM

375 S Main St, Wolfeboro
$1,995,000
4 Beds ⋅ 5 Baths ⋅ 5083159 MLS
Enjoy four seasons of breathtaking, panoramic views of Lake Winnipesaukee and the Belknap Mountains from this beautiful, custom-built home on 3.62 acres about a mile north of downtown Wolfeboro "The Oldest Summer Resort in America" which offers wonderful shopping and excellent restaurants. Quality and attention to detail are obvious throughout this lovely home with hickory floors, crown molding, wainscoting, pocket doors, double sided fireplaces and an elevator to all three floors. A spacious kitchen with gorgeous views, a walk though pantry, a huge south facing deck, an impressive first floor Primary Suite, plenty of closets and large storage areas throughout make it easy living for a couple or family gatherings.

165 Ambrose Way, Wolfeboro
$385,000
3 Beds ⋅ 2 Baths ⋅ 5082831 MLS
Welcome to 9 Hemlock Drive in Wolfeboro, NH...an inviting opportunity to own a spacious home in one of the Lakes Region’s most desirable towns. Offering over 2,700 square feet of living space, this 3-bedroom, 2-bathroom property is set on a generous 1.93 lot, providing both privacy and room to enjoy the outdoors. The property also offers a 2 year old roof and generator hook up for peace of mind. Designed for convenient one-level living, the home features a functional layout ideal for a variety of lifestyles. The bright and airy sunroom is a standout space, perfect for relaxing with a morning coffee or enjoying the natural surroundings year-round. The living room has been updated with brand new carpeting, adding comfort and a fresh touch. This home also presents a great opportunity for a new owner to add new updates over time and truly make it their own. A large basement offers excellent storage or the potential to be finished for additional living space, home office, or recreation area. Whether you’re looking to expand or simply need extra room, the possibilities are there. Located less than 2 miles from historic downtown Wolfeboro, you’ll have easy access to charming shops, local restaurants, grocery stores, and the beautiful shores of Lake Winnipesaukee. Affordably priced for Wolfeboro, this property presents a fantastic opportunity for first-time homebuyers, those seeking to downsize with the ease of one-level living, or investors looking for value in a prime location. Don’t miss your chance to make this versatile home your own!

9 Hemlock Dr, Wolfeboro

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