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$749,900
3 Beds ⋅ 3 Baths
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

Listing Courtesy of : Rahna J Barthelmess ---- Maxfield Real Estate/Wolfeboro

$9,500,000
6 Beds ⋅ 7 Baths
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

Listing Courtesy of : Brian Neidhardt ---- Four Seasons Sotheby's Int'l Realty

$799,000
3 Beds ⋅ 3 Baths
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

Listing Courtesy of : Carrie Kellerman ---- KW Coastal and Lakes & Mountains Realty

$122,000
Get your building plans ready! Opportunity awaits on this beautiful 5.4-acre parcel on North Wakefield Road in Wolfeboro. With much of the groundwork already completed, this property offers a strong head start toward building your future home or getaway. The lot has been cleared with some new growth and thoughtfully prepared for construction. With a gradual rise in elevation that opens up to beautiful view potential as you walk farther into the property especially around the midway point. A completed perc test and approved septic design for a 3-bedroom home are already in place, making the process that much easier for the next owner. Enjoy the peacefulness of a country setting while still being conveniently close to Wolfeboro’s lakes, beaches, town docks, restaurants, shopping, and year-round recreation. Whether you’re dreaming of a primary home, vacation escape, or investment property, this land offers the space and setting to bring your vision to life. Lot is located on a town maintained road, Rt16 Sanbornville to N. Wakefield Rd

8 Wakefield North Rd, Wolfeboro

Listing Courtesy of : Ashley Mailloux ---- EXIT Reward Realty

$399,000
3 Beds ⋅ 1 Baths
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

Listing Courtesy of : Julie Moore ---- Maxfield Real Estate/Wolfeboro

$1,500,000
4 Beds ⋅ 5 Baths
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

Listing Courtesy of : Krissy LaPorte ---- Keller Williams Realty-Metropolitan

$75,000
Are you longing to live in a beautiful town? Now is your chance build your home in Wolfeboro - The Oldest Summer Resort in America! There are a variety of great restaurants (some overlooking the lake) and quaint shops in downtown Wolfeboro. This nicely wooded one acre lot is located approximately 5 minutes to both the Allen Albee Beach and Wentworth State Park on Lake Wentworth and only 9 minutes to downtown Wolfeboro. Enjoy Brewster Beach or Carry Beach on Lake Winnipesaukee as well as the municipal town docks. Brewster Academy is located on the shores of Winnipesaukee in Wolfeboro. You will love Wolfeboro and all it has to offer! There is an expired two bedroom septic design and expired driveway permit on file.

1237 Center St, Wolfeboro

Listing Courtesy of : Robin Dionne ---- Coldwell Banker Realty Gilford NH Off: 603-524-2255
$769,000
4 Beds ⋅ 4 Baths
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

Listing Courtesy of : Norma Joy ---- KW Coastal and Lakes & Mountains Realty

$1,700,000
4 Beds ⋅ 5 Baths
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

Listing Courtesy of : Sara Reineman ---- BHHS Verani Wolfeboro Cell: 781-708-5825
$668,000
4 Beds ⋅ 3 Baths
Spacious Lakes Region Living – 4BR/3BA Condo Near Downtown Wolfeboro Welcome to your ideal New Hampshire getaway or year-round residence! This tastefully transformed 4-bedroom, 3-bath condo is perfectly situated just 1 mile from historic downtown Wolfeboro, offering the perfect blend of convenience, comfort, and charm. Step inside to find a bright and open floor plan designed for both relaxation and entertaining. The main living area features abundant natural light, a cozy fireplace, and seamless flow into the dining space and kitchen. The kitchen is well appointed with new appliances, ample cabinetry with a cozy area for casual dining, plus a bonus media room with built-ins. With four generously sized bedrooms, including a primary suite with a private bath, there’s plenty of room for family and guests. Three fully renovated bathrooms ensure comfort and privacy for everyone. Enjoy the community amenities, including a sparkling in-ground pool—perfect for summer days. Located just minutes from Wolfeboro’s charming shops, restaurants, marinas, and Lake Winnipesaukee access, this home offers the lifestyle you’ve been looking for—whether it’s boating, hiking, or simply enjoying small-town charm. Highlights: 4 Bedrooms | 3 Bathrooms Open-concept Living and Dining Area Fireplace in Living Room Charming Gas Stove Insert in Second Fireplace Community Pool 1 mile to Downtown Wolfeboro Close to Lake Winnipesaukee and Local Attractions Don’t miss this opportunity to own a piece of the Lakes Region—schedule your showing today!

1 Farm House Ln Unit 2, Wolfeboro

Listing Courtesy of : Jon Parker ---- Maxfield Real Estate/Wolfeboro

$4,990,000
4 Beds ⋅ 4 Baths
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

Listing Courtesy of : Joy Messineo ---- LandVest, Inc./New Hampshire

$725,000
3 Beds ⋅ 2 Baths
Enjoy easy lakeside living in this renovated, stand-alone condo in Winter Harbor on Lake Winnipesaukee. This home offers the privacy of a single-family setting with the ease of shared care. The association includes a large sandy beach and southwest exposure and dock slip with this cottage. Take in sunset views from the living room or the screened porch. Inside, the home has 3 bedrooms and 2 baths. Features include a fireplace, central air, and a finished lower level with a rec room. Both the indoor and outdoor kitchens offer lake views. Located a short drive from Wolfeboro, known for its shops, dining, and small town charm. Enjoy boating, swimming, fishing, and exploring the lake this summer!

680 N Main St Unit 13, Wolfeboro

Listing Courtesy of : Kristina Maus ---- Maxfield Real Estate/Wolfeboro

$10,950,000
7 Beds ⋅ 8 Baths
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. 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

Listing Courtesy of : Jamieson Duston ---- Duston Leddy Real Estate Cell: 603-365-5848
$665,000
3 Beds ⋅ 3 Baths
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

Listing Courtesy of : Gerard Costantino ---- Costantino Real Estate LLC - Wolfeboro

$325,000
3 Beds ⋅ 1 Baths
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

Listing Courtesy of : Fae Moore ---- BHHS Verani Wolfeboro Cell: 603-833-0644
$695,000
3 Beds ⋅ 3 Baths
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

Listing Courtesy of : Sara Reineman ---- BHHS Verani Wolfeboro Cell: 781-708-5825
$179,000
Come build your dream home on this desirable 3.51-acre lot set within a quiet pocket of Wolfeboro, NH. With the land partially cleared, this homesite on Winnipesaukee Drive offers a great opportunity to move forward with ease. State-approved for a four-bedroom septic system, the groundwork has been prepared to streamline your path from vision to reality. Tucked within a private neighborhood setting, the property offers a sense of seclusion while remaining just minutes from downtown Wolfeboro and the shores of Lake Winnipesaukee. Life in Wolfeboro unfolds at a quieter, more intentional pace—where mornings begin with light over Lake Winnipesaukee and days are shaped by time outdoors, close community, and a deep sense of place. Known as the “Oldest Summer Resort in America,” it offers a rare blend of timeless New England charm, natural beauty, and year-round livability. Easy drive to Portsmouth, Concord, and to Boston. Preliminary building plans and wetlands assessment available to interested parties.

24-12 Winnipesaukee Dr, Wolfeboro

Listing Courtesy of : Sara Reineman ---- BHHS Verani Wolfeboro Cell: 781-708-5825
$2,295,000
8 Beds ⋅ 7 Baths
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

Listing Courtesy of : Steve Patriquin ---- Maxfield Real Estate/Wolfeboro

$899,000
3 Beds ⋅ 2 Baths
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

Listing Courtesy of : Sarah Blair ---- Wolfeboro Bay Real Estate, LLC

$3,795,000
3 Beds ⋅ 3 Baths
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

Listing Courtesy of : Kristina Maus ---- Maxfield Real Estate/Wolfeboro

$1,645,000
6 Beds ⋅ 4 Baths
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

Listing Courtesy of : Robert Casoni ---- KW Coastal and Lakes & Mountains Realty/Wolfeboro Cell: 603-454-8074
$1,995,000
4 Beds ⋅ 5 Baths
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

Listing Courtesy of : Joy Messineo ---- LandVest, Inc./New Hampshire

$385,000
3 Beds ⋅ 2 Baths
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

Listing Courtesy of : Adam Dow ---- KW Coastal and Lakes & Mountains Realty/Wolfeboro Phone: 866-525-3946
$159,000
Build your dream home on this beautifully prepared 0.95-acre lot in highly desirable Wolfeboro. This cleared parcel is ready for construction with a driveway already installed, wetlands permit secured, wetlands crossing completed, and perc test done—saving you valuable time and expense. Owner/Builder is also available to build the home that was designed to be built on this lot, or to build your own design. Ideally located just minutes from shopping and the charming town center, you’ll enjoy easy access to all that makes Wolfeboro so special. Spend your days exploring nearby Lake Wentworth and Lake Winnipesaukee, or take advantage of the area’s year-round recreation. Known as a premier four-season destination, Wolfeboro offers something for everyone—boating and swimming in the summer, vibrant foliage in the fall, skiing and snowmobiling in the winter, and hiking and outdoor adventures in the spring. Enjoy a variety of local shops, restaurants, and community events that make this lakeside town a favorite for both residents and visitors alike. With its convenient location—just a short drive to the mountains or the ocean—this property is perfect for a primary residence, vacation home, or retirement retreat. Don’t miss this opportunity to build in one of New Hampshire’s most sought-after communities.

00 Center St, Wolfeboro

Listing Courtesy of : Michele M Daniels ---- BHHS Verani Belmont Cell: 603-455-0804
$1,349,000
3 Beds ⋅ 3 Baths
Set on over three acres in the heart of Wolfeboro, this stately 1897 Queen Anne Victorian, attributed to renowned architect George Barber, is a rare offering where history, character, and opportunity come together. Inside, the main house welcomes you with a gracious formal entry, double parlors, a large kitchen with formal dining room, three bedrooms, and 2.5 baths, plus an unfinished attic with potential for additional living space. Original architectural details shine throughout, from three working fireplaces to the grand turret with curved glass windows and beautifully preserved period millwork. Recent upgrades, including the addition of a full bathroom, refinished floors on the second level and stairs, mini-split systems, a new boiler, updated electrical, and fresh exterior paint, add comfort and ease while honoring the home’s enduring charm. Outside, a detached carriage house currently used for retail, a separate office, dual street frontage on Center and Willow, and Limited Business District zoning open the door to a range of future possibilities. Just steps from the Cotton Valley Rail Trail, downtown Wolfeboro, and Winnipesaukee’s Back Bay, this is more than a historic property. It is a setting for the next chapter.

68 Center St, Wolfeboro

Listing Courtesy of : Margot Skelley ---- Compass New England, LLC

$354,909
2 Beds ⋅ 2 Baths
Welcome to easy living in this premier 55+ community! This beautifully maintained home offers numerous recent updates, including a new HVAC system, water heater and new roofs on both the home and garage within the last 3 years. The kitchen features all new stainless steel appliances, making it both stylish and functional. Enjoy your morning coffee on the inviting front porch or host family and friends on the spacious deck designed for entertaining. Conveniently located near shopping, restaurants, walking trails and cultural attractions, this home provides the perfect balance of relaxation and accessibilty. Experience the benefits of a close knit community where neighbors become friends and low maintenance living provides added peace of mind. This is a wonderful opportunity to enjoy an active and confortable lifestyle in one of the area's most desirable 55+ communities. Membership Approval required prior to closing. Client is having a home built out of State, would like a quick close.

9 Kenyann Dr, Wolfeboro

Listing Courtesy of : Jane Griffin ---- Realty Leaders

$354,909
2 Beds ⋅ 2 Baths
Welcome to easy living in this premier 55+ community! This beautifully maintained home offers numerous recent updates, including a new HVAC system, water heater and new roofs on both the home and garage within the last 3 years. The kitchen features all new stainless steel appliances, making it both stylish and functional. Enjoy your morning coffee on the inviting front porch or host family and friends on the spacious deck designed for entertaining. Conveniently located near shopping, restaurants, walking trails and cultural attractions, this home provides the perfect balance of relaxation and accessibilty. Experience the benefits of a close knit community where neighbors become friends and low maintenance living provides added peace of mind. This is a wonderful opportunity to enjoy an active and confortable lifestyle in one of the area's most desirable 55+ communities. Membership Approval required prior to closing. Client is building out of State and would like a quick close.

9 Kenyann Dr, Wolfeboro

Listing Courtesy of : Jane Griffin ---- Realty Leaders

$329,000
2 Beds ⋅ 2 Baths
Welcome to 1 Harvey Brook! Located in the desirable Birch Hill over 55 Co-Op community, this home is on a spacious corner lot with an oversized one car garage. The home features two bedrooms and two full bathrooms. Arched doorway in the Foyer, high ceilings and large windows create a bright and airy atmosphere. It offers comfortable living for residents seeking a peaceful environment. The location provides convenient access to a variety of amenities, including dining options, shops, lakes, walking trails, and museums in Wolfeboro and the surrounding area. Residents can enjoy both natural beauty and cultural attractions just a short distance from their doorstep. This is an Estate Sale and Trustee would pefer a quick sale. Park Approval is required.

1 Harvey Brook Rd, Wolfeboro

Listing Courtesy of : Jane Griffin ---- Realty Leaders

$329,000
2 Beds ⋅ 2 Baths
Welcome to 1 Harvey Brook! Located in the desirable Birch Hill over 55 Co-Op community, this home is on a spacious corner lot with an oversized one car garage. The home features two bedrooms and two full bathrooms. Arched doorway in the Foyer, high ceilings and large windows create a bright and airy atmosphere. It offers comfortable living for residents seeking a peaceful environment. The location provides convenient access to a variety of amenities, including dining options, shops, lakes, walking trails, and museums in Wolfeboro and the surrounding area. Residents can enjoy both natural beauty and cultural attractions just a short distance from their doorstep. This is an Estate Sale and Trustee would like a quick sale. Park Approval is required.

1 Harvey Brook Rd, Wolfeboro

Listing Courtesy of : Jane Griffin ---- Realty Leaders

$511,000
3 Beds ⋅ 3 Baths
PRICE IMPROVEMENT! Enjoy refined New England living in this spacious Cape-style residence located in one of Wolfeboro's most highly sought-after neighborhoods. Thoughtfully designed and impeccably maintained, this 3-bedroom, 3-bath home blends timeless charm with modern comfort, where you can even hear the loons on Lake Winnipesaukee! Schedule your showings today.

12 Laurel Cir, Wolfeboro

Listing Courtesy of : Heather Sargent ---- Realty One Group Next Level

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