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$350,000
4 Beds 2 Baths 5109567 MLS
Three lots of record being offered as a package: a 0.39 acre lot with an antique house in need of restoration at 125 Center Street, a 0.19 acre abutting vacant lot at 127 Center Street with an old cellar hole and a landlocked 1.0 acre vacant lot in back for a combined 1.58 acres. All three lots have frontage on the Bridge Falls Path providing easy recreational access to the downtown shops and nearby Albee Beach on Lake Wentworth. The circa 1845 cape-style home has 4 bedrooms, 1.25 bathrooms and an attached post and beam barn. There is a newer roof and vinyl siding on the house which benefits from town water and town sewer but the vintage interior is a step back in time requiring your imagination and vision. This Wolfeboro Falls property has been in the same family for many years and is being sold "as is" with all contents included.

125-127 Center St, Wolfeboro

$1,750,000
2 Beds 2 Baths 5107780 MLS
Welcome to 8 Shady Lane, a quintessential Lake Wentworth retreat being offered for the very first time. Set along the shores of one of Wolfeboro’s most treasured lakes, this special property has been enjoyed by generations of the same family. Now, it is ready for its next chapter and a new generation of memories. The classic lake cottage captures the simplicity and charm of lake living, with additional sleeping space in the house and above the garage providing plenty of room for family and friends. But what truly sets this property apart is the land. A beautiful, level lot leads directly to a sandy beach and the clear waters of Lake Wentworth, creating an ideal setting for swimming, boating, gathering, and long summer days by the lake. Additional features include public water and a location on a private road used exclusively by residents, creating a peaceful setting while remaining just minutes from downtown Wolfeboro’s shops, restaurants, and waterfront. Nearby, the Bridge Falls Path offers miles of trails for walking, biking, and cross-country skiing. Golf, skiing, hiking, the White Mountains, and year-round recreation are all within easy reach. Less than two hours from Boston and an hour to the Seacoast. 8 Shady Lane is more than a cottage on the lake. It is the kind of place where summers are remembered, traditions are created, and family and friends return year after year. A rare opportunity for another family to call this very special piece of Lake Wentworth their own.

8 Shady Ln, Wolfeboro

$549,000
5 Beds 3 Baths 5106982 MLS
Investment opportunity in one of Wolfeboro's most desirable neighborhoods! Just 2 miles from downtown Wolfeboro and Lake Winnipesaukee, this spacious 2 family home offers flexibility, income potential, and an unbeatable location near schools, shops, restaurants, and year-round outdoor recreation. Situated on a level, grassy lot surrounded by mature trees, the property features a private backyard, town water, and a 12' x 16' storage shed. A former 35' x 55' vegetable garden offers endless possibilities for gardening enthusiasts. The home offers approximately 2,824 square feet with 5 bedrooms and 2.5 baths, including a beautifully updated second-floor 2 bedroom apartment with a private entrance, making it ideal for rental income, multigenerational living, or owner occupancy. The first floor features 3 additional bedrooms and generous living space ready for your finishing touches. Recent improvements include all new windows in the second-floor apartment, a stunning pine V-groove and hemlock beam primary bedroom with walk in closet, hardwood and tile flooring, a newly remodeled second bedroom, updated bathroom/laundry area, new perimeter drainage around the foundation, and a mini-split system providing efficient heating and air conditioning. A wood stove and riding lawn mower will convey with the sale. The property is currently undergoing renovation and is being offered as is. Ongoing projects include flooring, drywall, painting, tile work, exterior improvements, and landscaping. The homeowner, a builder, plans to continue work until the property is sold. The kitchen presents an opportunity for customization, with a framed passthrough already in place for future counter seating. Whether you're looking for an investment property, an owner occupied income producer, or a spacious home in sought-after Wolfeboro, this property offers exceptional value and tremendous potential. Live in the finished apartment while completing the main living area, or enjoy immediate rent.

21 Waumbeck Rd, Wolfeboro

$423,000
3 Beds 2 Baths 5106363 MLS
Only 2 miles to downtown Wolfeboro, this charming 3-bedroom, 1½-bath Cape offers classic character, beautiful woodwork, and lovely wood flooring throughout. The inviting kitchen features a sweet breakfast nook, while the dining room overlooks the private backyard. The sunny living room is sure to be a favorite gathering spot, and the first floor is rounded out by a comfortable bedroom and full bath. Upstairs, you’ll find two additional bedrooms, a ½ bath with room to expand. A full basement and 1-car garage provide plenty of storage. Outside, the beautiful grounds feature a large garden shed, a vintage stone fireplace, garden space, stone walls, a level yard, and one of the property’s most special features, a gorgeous, maturely treed side yard that creates a peaceful, private setting. With its charming character, beautiful grounds, convenient location, and attractive price, this Wolfeboro property is truly a home run! Open House Saturday, 10 AM–1 PM.

44 Waumbeck Rd, Wolfeboro

$879,000
6 Beds 4 Baths 5104711 MLS
A Rare In-Town Oasis offers a striking Brick 6 BR/3.5 BA Home featuring timeless Craftsmanship and updated systems for comfort and peace of mind. Nestled back from the road on a beautifully landscaped 1+ acre, surrounded by majestic old growth trees and manicured gardens, yet just steps from local shopping and dining options. With the potential option of in-home business use, and a separate self-contained apartment for rental income or extended family use, this unique property has something for everyone and every phase of life. Screened porches, light-filled floor to ceiling windows, vintage details, a detached 2 car garage, patio and even space for a min-farm collection of chickens or small farm animals! Spacious lot allows for potential additional development... Be part of vibrant downtown Wolfeboro while feeling like you are in your own country setting.

49 Center St, Wolfeboro

$625,000
4 Beds 1 Baths 5104662 MLS
A rare opportunity awaits on Triggs Island, peacefully situated along the shores of beautiful Lake Wentworth in Wolfeboro, New Hampshire. Island properties on this pristine lake seldom become available, making 11 Triggs Island a truly special offering. Built in 1906, this charming four-bedroom cottage has been meticulously maintained and thoughtfully updated over the years while preserving its original character. Arrive by boat and immediately appreciate the property’s expansive waterfront, offering approximately 200 feet of frontage, a sandy beach and a delightful gazebo—the perfect place to relax by the lake. Just steps from the water, the home welcomes you through a spacious three-season porch featuring wonderful lake views. Long enjoyed for meals, game nights, reading and additional sleeping space, this inviting porch is certain to become a favorite gathering place. Inside, the living room is centered around a timeless brick fireplace, creating a warm and comfortable setting. The main level also includes the kitchen, dining area, a bedroom and a bathroom. Upstairs, three generously sized bedrooms provide ample accommodations for family and friends. The property enjoys spectacular long range views and amazing sunsets along with all-day sunshine on the dock. Also included is an interest in Triggs Landing, providing mainland parking and docking for your boat. This is an exceptional opportunity to enjoy the crystal-clear waters of Lake Wentworth from a private and serene island retreat—a truly magical place where lasting memories are waiting to be made.

11 Triggs Is, Wolfeboro

$9,100,000
5 Beds 3 Baths 5104599 MLS
Commanding 485' of Lake Winnipesaukee shoreline at the end of its own peninsula, 65 Tips Cove is a generational offering of rare provenance in America's oldest summer resort. Frontage of this scale on a point lot cannot be replicated. Set on 2.75± level, landscaped acres between Tips Cove and Jockey Cove - with a separate .51± acre garden lot available — the property is enveloped by water on nearly every side. Mature white pine buffers behind; ahead, lawn falls to a granite shoreline where the water runs clear. Privacy here is measured not in hedgerows but in open water and quiet. Multiple docking options serve the property: a granite breakwater dock, a U-shaped covered slip, and open-water docking off the deck. Capacity at this scale is difficult to permit anew, and places the Broads, Winter Harbor, and downtown Wolfeboro moments away by boat. The southwesterly exposure is the signature. From a lakeside deck cantilevered above the rocks, summer sunsets fall down the open lake, swinging through autumn to settle behind the Belknap Range, with Rattlesnake Island anchoring the view to the northwest. It is the orientation this lake pays a premium for. The residence is itself a landmark, its red roof recognizable from the summit of Mount Major. Gracious single-level living unfolds beneath soaring ceilings, where grand hallways lead to four private sleeping quarters set apart from a primary suite with en-suite bath. Stone fireplaces anchor the principal rooms, beadboard and natural woodwork frame the ever-present water views, and a formal dining room stands ready for the gatherings to come — an enduring plan, built for multigenerational use and for owners measuring the next thirty years, not the next three. Days begin at the shoreline; nights belong to loon calls and unlit skies. A singular opportunity to acquire one of Winnipesaukee's defining shorefront estates.

65 Tips Cove Rd, Wolfeboro

$599,900
3 Beds 3 Baths 5104582 MLS
Opportunity awaits in the heart of downtown Wolfeboro! Looking for an updated primary home, multi-family or a vacation rental? This location is walkable to shops, restaurants and the town docks where you can launch your boat. This reimagined home has been transformed into a two family with a stunning first floor remodel. The first floor has been custom designed into a beautifully renovated 2-bedroom apartment featuring a stunning new kitchen with granite/stainless, 2 bedrooms and 2 baths. Upstairs, the existing one-bedroom apartment provides an excellent opportunity for rental income, making this property ideal for an owner-occupant looking to offset their mortgage or an investor seeking a turnkey multi-unit opportunity. Newer windows, heating system, roof and public water/sewer make this a low maintenance home. Situated near Huggins Hospital and walkable to downtown Wolfeboro, this a perfect location for short or long term rentals for hospital staff. The beautiful entry and staircase also allows for a spacious single family home, with 3 rooms on the second floor. Outside, enjoy a generous yard, ample off-street parking, and a full basement offering exceptional storage. Zoned for multiple uses, the property also presents future possibilities for mixed-use or commercial ventures, subject to any necessary town approvals. Whether you're searching for an investment property, a downtown home with supplemental rental income, or a flexible property with future potential, this prime Wolfeboro location delivers endless possibilities. Just steps from Lake Winnipesaukee, the town docks, Brewster Academy, and all that "The Oldest Summer Resort in America" has to offer, this is a rare opportunity to own a move-in ready property in one of New Hampshire's most sought-after communities.

270 S Main St, Wolfeboro

$599,900
5104581 MLS
Opportunity awaits in the heart of downtown Wolfeboro! Looking for an updated primary home, multi-family or a vacation rental? This location is walkable to shops, restaurants and the town docks where you can launch your boat. This reimagined home has been transformed into a two family with a stunning first floor remodel. The first floor has been custom designed into a beautifully renovated 2-bedroom apartment featuring a stunning new kitchen with granite/stainless, 2 bedrooms and 2 baths. Upstairs, the existing one-bedroom apartment provides an excellent opportunity for rental income, making this property ideal for an owner-occupant looking to offset their mortgage or an investor seeking a turnkey multi-unit opportunity. Newer windows, heating system, roof and public water/sewer make this a low maintenance home. Situated near Huggins Hospital and walkable to downtown Wolfeboro, this a perfect location for short or long term rentals for hospital staff. The beautiful entry and staircase also allows for a spacious single family home, with 3 rooms on the second floor. Outside, enjoy a generous yard, ample off-street parking, and a full basement offering exceptional storage. Zoned for multiple uses, the property also presents future possibilities for mixed-use or commercial ventures, subject to any necessary town approvals. Whether you're searching for an investment property, a downtown home with supplemental rental income, or a flexible property with future potential, this prime Wolfeboro location delivers endless possibilities. Just steps from Lake Winnipesaukee, the town docks, Brewster Academy, and all that "The Oldest Summer Resort in America" has to offer, this is a rare opportunity to own a move-in ready property in one of New Hampshire's most sought-after communities.

270 S Main St, Wolfeboro

$359,000
1 Beds 1 Baths 5104513 MLS
Price Reduction!!!Welcome to your peaceful retreat nestled within the quiet and highly desirable Kehonka Hill Development. The cottage offers unique bead board walls and ceilings with midwest yellow pine floors throughout the home. Situated on a secluded, wooded lot, this charming cottage offers the ultimate blend of privacy and community with access to 24 shared, beautifully landscaped acres. Nature lovers will thrive here, with the property located just steps from the scenic trails of Knights Pond, offering miles of pristine walking and hiking paths right outside your door. Seller is offering $5000 towards closing cost .Open house Sunday 9/11/2026 2 to 4 While you will feel worlds away in your private forest sanctuary, everyday conveniences and recreation are just minutes away. The home sits a short 5-minute drive from vibrant downtown Wolfeboro, where you can enjoy local dining, shopping, nick center and the community offerings at the local Huggins Hospital/Winnipesaukee area centers. Ideal as a year-round residence or a seasonal escape, this property offers easy access to major ski areas, regional lakes, and Interstate 93 for effortless commuting. Embrace the quiet beauty of the Lakes Region in this special move in ready cottage ! Seller is offering $5000 towards closing cost...Open House Sunday August 30 from 12-2

6 Kehonka Hill Rd, Wolfeboro

$3,950,000
6 Beds 3 Baths 5103036 MLS
Some properties are purchased for what they are. Others are acquired for what they can become. Perfectly positioned in the heart of downtown Wolfeboro, yet privately nestled behind mature trees, perennial gardens, and classic New England stone walls, this extraordinary property offers 138 feet of pristine Lake Winnipesaukee waterfront on Wolfeboro Bay and nearly eight-tenths of an acre of beautifully landscaped grounds. Whether your vision is to preserve and thoughtfully modernize the existing residence or create an entirely new architectural masterpiece, the opportunity is unmatched. Raze-and-rebuild permits are already in place, dramatically reducing the time and uncertainty often associated with premier waterfront development. The existing home may also be redesigned within its current footprint, with professionally designed renderings available to showcase its remarkable potential. The gracious six-bedroom Colonial spans three levels and offers timeless character, two lakeside sunrooms, a spacious living room with wood-burning fireplace, formal dining room with butler's pantry, updated kitchen, refinished hardwood floors, and a first-floor guest suite with private entrance. Equally exceptional are the waterfront improvements. The impressive 48' x 58' dry boathouse provides space for multiple boats or up to six vehicles and includes a lakeside sun porch, workshop, and attic storage. Multiple stone patios, a substantial crib dock, and a protected lagoon create an extraordinary setting for boating, swimming, fishing, and lakeside entertaining. Just steps from Wolfeboro's shops, restaurants, marinas, and year-round attractions, yet offering remarkable privacy, this is one of the most significant waterfront opportunities to come to market in years. This is more than a remarkable waterfront property. It is an invitation to create something truly iconic.

69 S Main St, Wolfeboro

$3,999,000
3 Beds 3 Baths 5102855 MLS
Spanning the full width of Melody Island, 2 Melody Island is a truly remarkable and one-of-a-kind Lake Winnipesaukee retreat. With approximately 315 feet of waterfront on both sides of the island, the property offers the rare opportunity to enjoy beautiful sunrises from one shoreline and spectacular long-range sunset views from the other. The property’s diverse shoreline features multiple swimming areas, including sandy beaches and a naturally formed submerged stone terrace. This distinctive in-water gathering area provides a wonderful place for swimmers to stand, sit, and relax while surrounded by the lake (an especially memorable feature for family and friends of all ages). The main residence offers three bedrooms and a spacious, open-concept living area centered around a beautiful stone fireplace. Expansive lake views bring the beauty of Winnipesaukee indoors, while comfortable gathering spaces create an inviting setting for entertaining, relaxing, and making lasting memories. A separate bunkhouse provides additional privacy and flexibility for guests, complete with its own bathroom, laundry facilities, and generous sleeping accommodations. Together, the main house and bunkhouse offer ample space to welcome extended family and friends while allowing everyone to enjoy a sense of privacy. Conveniently located just a 5 minute boat ride from Wolfeboro, Melody Island offers close proximity to shopping, dining, coffee shops, and town docks adding to the ease and enjoyment of island living. With its extraordinary shoreline, sunrise-to-sunset views, 2 Melody Island is a rare and unforgettable retreat that captures the very best of Lake Winnipesaukee island living.

2 Melody Is, Wolfeboro

$1,050,000
3 Beds 4 Baths 5102184 MLS
Just ten minutes from Lake Winnipesaukee and the vibrant lakeside village of Wolfeboro, lies a remarkable property where over two centuries of New England history has been thoughtfully preserved. This 1812 three bedroom (plus bonus room) and 3.5 bathroom residence offers a rare opportunity to own one of Wolfeboro's defining country properties. Surrounded by 8.47 private acres, the home gracefully blends authentic period craftsmanship with thoughtful modern updates. Wide pine floors, hand hewn beams, 5 original fireplaces, and centuries old architectural details reflect its heritage, while a substantial addition introduces soaring ceilings, sun filled gathering spaces, and a beautifully appointed Chef’s kitchen featuring Wolf appliances and Bosch refrigeration and dishwasher. Recent improvements, including: Andersen replacement windows, updated electrical, plumbing, insulation, generator and water filtration, provide modern reliability while respecting the home's historic character. The home features a spacious primary suite with a fireplace and flexible bonus space. A second suite with a deck overlooking the pool provides guests with comfort and privacy. Outside, mature gardens, newly planted peach trees, expansive lawns, an in ground heated pool, hot tub, 2 screened porches, and exceptional privacy create a setting that feels worlds away from everyday life. The Cotton Valley Rail Trail borders the property, offering 12 miles of year-round recreation for walking, cycling, horseback riding, cross-country skiing, and snowmobiling. The crystal clear waters of Lake Winnipesaukee, golf courses, hiking trails, ski mountains, and the charm of downtown Wolfeboro remain only minutes away. Rich in history, beautifully maintained, and thoughtfully enhanced for modern living, 324 Cotton Valley Road offers a rare opportunity to own one of New Hampshire's most memorable country estates. Open House Saturday 8/22 11:00-1:00 and Sunday 8/23 11:00-1:00

324 Cotton Valley Rd, Wolfeboro

$799,000
3 Beds 3 Baths 5101491 MLS
Welcome to this beautifully reimagined home in the heart of Wolfeboro, proudly known as America's oldest summer resort. Ideally located within walking distance of historic downtown, you'll enjoy easy access to charming boutiques, local restaurants, parks, and the public docks along the shores of beautiful Lake Winnipesaukee. Completely rebuilt in 2022, this exceptional home offers the peace of mind that comes with extensive updates, including new electrical, plumbing, insulation, siding, roof, kitchen, bathrooms and a spacious 24' x 24' garage. Thoughtfully designed with quality craftmanship throughout, the home features abundant natural light, custom cabinetry, a cozy window seat, and a beautiful bay window that creates a warm and inviting atmosphere. First floor primary bedroom with ensuite bath, powder room with laundry for convenience. The second floor offers two comfortable bedrooms and a full bathroom, while the newly finished lower level (completed in 2026) significantly expands the living space. Designed for both comfort and funtionality, the lower level includes custom cabinetry, luxury vinyl plank flooring, a new HVAC system with integrated dehumidifier, and a new egress doghouse with exterior stairs, providing flexibility for guests, a home office, recreation space, or additional living quarters. Additional improvements include Drylok waterproofing, foam insulation, a perimeter drain system, and a monitored sump pump for added confidence and year round comfort. Whether you're searching for a full-time residence, a weekend getaway, or an investment opportunity in one of New Hampshire's most sought-after lake communities, this turnkey property is ready to enjoy from day one.

25 Old Lakeview Ter, Wolfeboro

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

5 Brummitt Ct, Wolfeboro

$540,000
3 Beds 2 Baths 5101092 MLS
PLEASE CONTINUE TO SHOW.....Welcome to 506 N Main Street, Wolfeboro, NH, where the ease of single-level living meets modern comfort and timeless New England charm. This thoughtfully designed home features an open floor plan with vaulted ceilings, beautiful wood floors, a spacious kitchen, and an inviting living room centered around a wood-burning fireplace with a classic brick hearth. The bright, year-round sunporch creates the perfect space to relax in every season and opens to a private back deck, ideal for enjoying the sunshine and surrounding gardens. The attached two-car garage offers direct entry into the home, while the full basement provides abundant storage and workspace. Newer windows and a newer roof add peace of mind. There are two contiguous parcels provide additional space and privacy. Established perennial gardens offer a succession of blooms throughout the growing season. Located less than five minutes from downtown Wolfeboro and Carry Beach on Lake Winnipesaukee you'll enjoy convenient access to the public beach, boating, shopping, dining, hiking, skiing, and the many recreational opportunities the Lakes Region is known for. Whether you're looking for a primary residence or a four-season getaway, this home offers the perfect combination of comfort, convenience, and classic Wolfeboro living.

506 N Main St, Wolfeboro

$498,000
2 Beds 3 Baths 5100784 MLS
Amazing Opportunity! End-Unit Condo Offering Privacy & Modern Luxury Near Downtown! Discover the perfect blend of comfort, style, and convenience in this meticulously maintained end-unit condo. Nestled in a prime location, this residence offers an exceptional level of privacy while remaining just moments from downtown Wolfeboro and 1 mile to the town beach. Step inside to experience an open-concept living space highlighted by stunning cathedral ceilings and warm, gleaming hardwood floors. The heart of the home features a beautiful stone fireplace, serving as the perfect focal point for cozy evenings. The primary suite has been thoughtfully renovated to include a beautiful, updated bathroom, providing a true sanctuary to unwind. Additional amenities include the convenience of a dedicated 1-car garage and access to a sparkling in-ground pool. With its seamless mix of modern updates and desirable layout, this property is ready for you to move in and enjoy a lifestyle of ease and sophistication.

4 Farmhouse Ln, Wolfeboro

$589,000
3 Beds 2 Baths 5100780 MLS
Your peaceful getaway awaits! This beautiful quiet and serene renovated historical home is located in the Kehonka Hill Development. Located on the south side of town just 5 minutes from downtown Wolfeboro, this peaceful spot enjoys 24 shared and landscaped acres with just 8 other houses. Enjoy the outdoors on the covered wrap around porch overlooking the backyard and campfires! Inside we have a light and bright kitchen that leads into the dining room. A wood stove gives comfort and warmth to the living room and main downstairs areas. There is a flex space just off the living room, currently used as an overflow room, but is perfect for a home office. Upstairs there are 3 bedrooms and a full bathroom with a clawfoot shower tub. The newly renovated finished basement could be used for all sorts of purposes, either a family room, a work out space, a playroom or additional weather tight storage. The backyard is perfect for entertainment and gatherings! Outside you will also find an oversized one car garage with pull down stairs to storage above. Kehonka Hill is also located in close walking distance proximity to Knights Pond with miles of walking trails to enjoy. Come see this special property today! Open House is Saturday, July 18th from 12pm-2pm!

2 Kehonka Hill Rd, Wolfeboro

$529,900
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

$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

$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

$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

$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

$498,000
2 Beds 3 Baths 5095131 MLS
Amazing Opportunity!! 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

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