Keelerfamily.com Search Results

$649,000

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.

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

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.

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

$1,995,000

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.

8 Beds ⋅ 7 Baths ⋅ 5084817 MLS

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

244 N Main St, Wolfeboro

$3,500,000

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.

3 Beds ⋅ 3 Baths ⋅ 5083555 MLS

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

9 Umbrella Pt, Wolfeboro

$1,550,000

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

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

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.

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

$1,589,000

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.

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

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.

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