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$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
$449,000
1 Beds ⋅ 1 Baths ⋅ 5104513 MLS
Welcome to your peaceful retreat nestled within the quiet and highly desirable Kehonka Hill Development. 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. 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 !

6 Kehonka Hill Rd Unit 6, Wolfeboro
$385,000
3 Beds ⋅ 2 Baths ⋅ 5102271 MLS
Located in a quiet 55+ community, this beautifully renovated home is close to a variety of fun and leisurely activities. Enjoy peace of mind knowing the home has undergone a complete renovation over the past three years. Updates include new flooring, fresh paint throughout, remodeled bathrooms, a modern kitchen, updated appliances, a standby generator, new skirting, and a newly landscaped lawn, just to name a few. No expense was spared in creating this move-in-ready home. Now is your opportunity to relax and enjoy life in America's oldest summer resort, where comfort, convenience, and recreation come together.

10 Harvey Brook Rd, 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 on Saturday August 1 has been cancelled****

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

506 N Main St, Wolfeboro
$7,395,000
4 Beds ⋅ 4 Baths ⋅ 5101021 MLS
Rare Sewall Road Offering... Including the existing land and buildings "as is", plus newly completed and NH-approved plans and permits for a stately 9,000-square-foot Lake Compound. Featuring a main house, guest house, deep-water boathouse, barn, garage, warming pool, elegant patios and hardscape. All recently approved by the State of New Hampshire. One of the largest waterfront lots on Sewall Road 1.57 acres in one of the most coveted addresses on Lake Winnipesaukee. This prime parcel enjoys a sunny eastern exposure, town water and sewer, and 188 feet of pristine shoreline overlooking downtown Wolfeboro, the Brewster Academy campus, and the mountains beyond. Wolfeboro has earned its title as the "Oldest Summer Resort in America" a legacy dating to 1771, when Colonial Governor John Wentworth built his summer estate on the shores of nearby Lake Wentworth. That tradition of lakeside retreat took root and flourished over the following century and a half, drawing prominent Boston and NY area families who built the shingle-style "camps" and grand cottages that still line the water today. Many of the area's most storied waterfront estates began exactly this way. Modest family camps, over generations, gave way to the refined lakefront residences the region is now known for. Your legacy begins here at 180 Sewall, on one of the area's most sought-after shorelines on the lake, within walking distance of downtown and the Sewall Woods Conservation area. This property is historically known as "Wiscasset" and was owned by the late Rev. A Edwin Keigwin who held Sunday Vespar services on the shoreline in the early 1900's. The same sheltered waterfront, deep water docking and sweeping views that have welcomed generations continue to set the stage for Lake Winnipesaukee memories. Build your dream home in one of Wolfeboro's most iconic and historic settings. This will be one of the nicest homes on the lake in one of the most desirable areas on Lake Winnipesaukee.

180 Sewall Rd, Wolfeboro
$4,300,000
4 Beds ⋅ 5 Baths ⋅ 5100917 MLS
Near the protected waters of Diamond Cove, nestled within Winter Harbor, one of Lake Winnipesaukee's most sheltered and sought after areas, this rare offering in the prestigious Wyanoke Harbors Association presents an exceptional opportunity to create a lasting legacy in New Hampshire's premier lakefront destination. Set on approximately 1.78 acres with nearly 200 feet of shoreline, this property combines privacy, protected waters, and an exceptional lifestyle minutes from downtown Wolfeboro, America's Oldest Summer Resort. Charming boutiques, acclaimed restaurants, marinas, Carry Beach, and a vibrant year round community have made Wolfeboro one of New England's most sought-after waterfront destinations. Designed for gathering family and friends, the home features four generously sized bedrooms (plus 2 bonus rooms), 5 baths, and a functional floor plan with an expansive recreation room with a second kitchen ideal for entertaining, multi generational living, rainy day games, or seamless indoor/outdoor summer living. Separate bedroom wings provide privacy for owners and guests, while expansive waterfront-facing living spaces offer the perfect canvas for updates tailored to your vision. An attached two-car garage with Level II electric vehicle charging and access to public water add modern convenience. Outside, a cozy sandy beach invites swimming, kayaking, or simply relaxing along the shoreline, while a substantial T shaped dock provides effortless access to New Hampshire's largest lake, with 72 square miles of crystal-clear water, hundreds of islands, and countless secluded coves. Ownership also includes access to the Wyanoke Harbors tennis pickleball, and basketball courts. Whether enjoyed as it is or thoughtfully reimagined over time, this is a rare opportunity to secure one of Wolfeboro's premier waterfront settings, where protected waters, timeless views, and an exceptional Lakes Region lifestyle come together in a property to be treasured for generations.

6 Wyanoke Gate Ln, Wolfeboro
$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
$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
$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
$668,000
4 Beds ⋅ 3 Baths ⋅ 5086059 MLS
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
$649,000
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
$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
$1,589,000
4 Beds ⋅ 4 Baths ⋅ 5080870 MLS
Fully refurbished throughout! Wolfeboro country estate prioritizing privacy and luxury with surrounding mountain views and an in-ground pool with cabana. This stunning home is set atop a quiet knoll surrounded by classic New England stone walls and 4.8 acres. The residence itself presents a thoughtful layout with four bedrooms, including the unique flexibility to choose a primary suite on either the first or second floors with updated master baths. The heart of the home is a brand-new, custom light-cherry kitchen, redesigned with quartz countertops, abundant custom cabinetry, and a spacious pantry. Upstairs, a dedicated entertainment level awaits with a full wet bar, separate media room, and game room. Three fireplaces—two propane and one wood-burning—provide warmth and ambiance, while multiple balconies and patios invite you to soak in the ever-changing scenery. Beyond the walls, your private oasis unfolds. The centerpiece is a heated Gunite pool and spa, reconditioned in 2025, accompanied by a convenient pool house with an outdoor shower. Practical luxury is ensured with a heated garage featuring new epoxy flooring, a whole-house generator, and comprehensive air conditioning, preparing you for year-round comfort. Every detail has been carefully considered, creating not just a home, but a peaceful escape from the ordinary.

33 Sky Ln, Wolfeboro
$499,000
3 Beds ⋅ 3 Baths ⋅ 5077690 MLS
For those who appreciate history, craftsmanship, and the satisfaction of bringing a special home back to life, this picturesque antique brick property offers an exciting opportunity in the heart of Wolfeboro. Set on three private acres, this three-bedroom home offers three baths, bonus spaces for an office, studio, or creative pursuits, and the kind of character that simply cannot be replicated. Original architectural details including barn-board ceilings, exposed beams, exposed brick, and fireplaces reflect the timeless craftsmanship of classic New England homes. Sun-filled living spaces, cozy gathering rooms, and an updated kitchen create a welcoming foundation for everyday living, while the home’s next owner has the opportunity to restore and enhance the property according to their own vision. Being sold as is and offered at new, reduced price, this is a chance to invest in a home with built-in potential—and ultimately reap the rewards of the work you put into it. Outside, the expansive grounds offer privacy, mature perennial gardens, and plenty of room to enjoy the outdoors. A tree house adds a touch of whimsy for the young at heart, while the outbuilding provides additional storage and the detached two-car garage adds convenience. Located near Routes 28 and 109 for easy travel north or south, the property is also close to Fernald Station, The Nick, Huggins Hospital, local beaches, and lake access. With its historic character, generous acreage, desirable Wolfeboro location, and opportunity to create something truly special, this is a rare chance to own a Lakes Region home where the right vision—and the work to bring it forward can pay off in a big way.

11 N Line Rd, Wolfeboro

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