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

375 S Main St, Wolfeboro

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

165 Ambrose Way, Wolfeboro

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

9 Hemlock Dr, Wolfeboro

$1,349,000
3 Beds 3 Baths 5081887 MLS
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

$329,000
2 Beds 2 Baths 5081247 MLS
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

$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

$699,000
3 Beds 4 Baths 5034913 MLS
Welcome to Twin Eagle Farm: an exquisite NE Cape, originally built circa 1812, featuring the very best updates and amenities sought after in 2026. Highlights include 3 BRs, each with its' own custom tiled, spa bath. Primary suite on the first floor, for ease of living at any stage of life, and 2 gracious BRs on the upper level. You will also appreciate the versatile den/library/office, and the dedicated laundry room, along with a full bath on the first floor. The well-appointed kitchen is ready for all of your culinary adventures with high-end appliances, plenty of cabinet space, beautiful French flooring, spacious dining area and direct access to both the deck for grilling & relaxing as well as the pocket garden, perfect for growing your own herbs. The striking cabinet color and beautiful counters are complimented by warm wood details and original exposed beams blending the best of old and new. The large, wood-burning fireplace in the LR will the take chill off the cooler months. Throughout the home the thoughtful upgrades include high-efficiency ANDERSON WINDOWS, new central A/C and true attention to detail. The home is now offered on 4 acres, with potential for future subdivision of a 2 acre lot. Bonus features include a small, 3 level storage barn and a pad ready to build your future shed or garage. Convenient to downtown Wolfeboro, lake activities, beaches, schools and medical ctr. Truly a one-of-a-kind opportunity to live your dream life!

116 Middleton Rd, Wolfeboro

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