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Enjoy the privacy, space, and versatility of this 3-bedroom, 2-bath home offering 2,360 square feet of living space on 8 private acres. At 325 Middleton Rd, Wolfeboro, you’ll enjoy the convenience of Wolfeboro with plenty of space to call your own. This inviting Cape blends classic charm with a flexible layout. The main level features one bedroom, a full bathroom, and a bonus room ideal for a home office, guest space, or hobby room. An enclosed three-season porch provides the perfect place to relax and take in the peaceful surroundings. Upstairs, two full-size bedrooms provide comfortable retreats. Outside, enjoy the expansive property with an irrigation system, a dedicated hot tub deck pad, and plenty of room to explore, garden, or simply enjoy the privacy of your own acreage. An oversized detached three-car garage with additional storage above provides exceptional space for vehicles, recreational equipment, tools, or workshop needs. A separate storage shed and unfinished basement offer even more room for equipment and seasonal belongings. With low-maintenance vinyl siding, you’ll have more time to enjoy everything this property has to offer. If you’ve been searching for a property that combines comfortable living, generous storage, and a peaceful private setting, this one is worth a look! Open House, Saturday, November 7th from 9am–11am.

3 Beds ⋅ 2 Baths ⋅ 5116805 MLS

Enjoy the privacy, space, and versatility of this 3-bedroom, 2-bath home offering 2,360 square feet of living space on 8 private acres. At 325 Middleton Rd, Wolfeboro, you’ll enjoy the convenience of Wolfeboro with plenty of space to call your own. This inviting Cape blends classic charm with a flexible layout. The main level features one bedroom, a full bathroom, and a bonus room ideal for a home office, guest space, or hobby room. An enclosed three-season porch provides the perfect place to relax and take in the peaceful surroundings. Upstairs, two full-size bedrooms provide comfortable retreats. Outside, enjoy the expansive property with an irrigation system, a dedicated hot tub deck pad, and plenty of room to explore, garden, or simply enjoy the privacy of your own acreage. An oversized detached three-car garage with additional storage above provides exceptional space for vehicles, recreational equipment, tools, or workshop needs. A separate storage shed and unfinished basement offer even more room for equipment and seasonal belongings. With low-maintenance vinyl siding, you’ll have more time to enjoy everything this property has to offer. If you’ve been searching for a property that combines comfortable living, generous storage, and a peaceful private setting, this one is worth a look! Open House, Saturday, November 7th from 9am–11am.

325 Middleton Rd, Wolfeboro

$915,000

To-be-built new construction on a 2.05-acre lot on newly created Whispering Pines Way off Middleton Road, 3.4 miles from downtown Wolfeboro. The proposed single-level ranch offers 1,827 sq. ft. of finished living space with 3 bedrooms and 2 full baths. Plans show an open kitchen, dining and living area with a vaulted ceiling, gas fireplace and kitchen island; a primary bedroom with walk-in closet and bath with double vanity; a laundry room; mudroom; covered front porch; full basement; and an attached 2-car garage. Specifications include quartz kitchen counters, hardwood and tile flooring, forced hot air with central AC, tankless hot water and a private well. Sale is subject to completion of the private drive and stormwater management improvements. Renderings are representative; details, finishes and measurements are subject to change. Agent Interest.

3 Beds ⋅ 2 Baths ⋅ 5116649 MLS

To-be-built new construction on a 2.05-acre lot on newly created Whispering Pines Way off Middleton Road, 3.4 miles from downtown Wolfeboro. The proposed single-level ranch offers 1,827 sq. ft. of finished living space with 3 bedrooms and 2 full baths. Plans show an open kitchen, dining and living area with a vaulted ceiling, gas fireplace and kitchen island; a primary bedroom with walk-in closet and bath with double vanity; a laundry room; mudroom; covered front porch; full basement; and an attached 2-car garage. Specifications include quartz kitchen counters, hardwood and tile flooring, forced hot air with central AC, tankless hot water and a private well. Sale is subject to completion of the private drive and stormwater management improvements. Renderings are representative; details, finishes and measurements are subject to change. Agent Interest.

4 Whispering Pines Way, Wolfeboro

$950,000

Excellent location! Wonderful floor plan! Seasonal views of Lake Winnipesaukee! Welcome to 21 Pointe Sewall Road! This ranch-style home is located on a cul-de-sac in the sought-after Sewall Road neighborhood, offering all the conveniences of one-level living and easy access to downtown Wolfeboro and Lake Winnipesaukee. A covered brick patio adorns the front entrance of the home. This entrance leads to the eat-in kitchen with plenty of windows and a skylight providing abundant natural light. The heart of the home is the beautiful living room with cathedral ceilings and a large brick fireplace with propane insert. This room has wood floors, skylights, and sliding doors that open to a large deck with seasonal views of Wolfeboro Bay. The primary bedroom suite has tiled floors in the bathroom and a walk-in oversized shower. On the opposite side of the main living area are two additional bedrooms and a full bath. The laundry room is conveniently located just off the two-car garage. The walk-out lower level has additional living space that includes a bedroom, flex room, ¾ bath, and bar area. Ample storage is available in the tidy attic above the garage and in the basement as well.

3 Beds ⋅ 3 Baths ⋅ 5111843 MLS

Excellent location! Wonderful floor plan! Seasonal views of Lake Winnipesaukee! Welcome to 21 Pointe Sewall Road! This ranch-style home is located on a cul-de-sac in the sought-after Sewall Road neighborhood, offering all the conveniences of one-level living and easy access to downtown Wolfeboro and Lake Winnipesaukee. A covered brick patio adorns the front entrance of the home. This entrance leads to the eat-in kitchen with plenty of windows and a skylight providing abundant natural light. The heart of the home is the beautiful living room with cathedral ceilings and a large brick fireplace with propane insert. This room has wood floors, skylights, and sliding doors that open to a large deck with seasonal views of Wolfeboro Bay. The primary bedroom suite has tiled floors in the bathroom and a walk-in oversized shower. On the opposite side of the main living area are two additional bedrooms and a full bath. The laundry room is conveniently located just off the two-car garage. The walk-out lower level has additional living space that includes a bedroom, flex room, ¾ bath, and bar area. Ample storage is available in the tidy attic above the garage and in the basement as well.

21 Pointe Sewall Rd, Wolfeboro

$1,499,000

Make this immaculate, luxury condo in the heart of desirable Wolfeboro your new home! Elegance and quality are evident from the secure lobby and welcoming common areas, elevator and the rare amenities offered just steps from Lake Winnipesaukee, public docks, fine dining, unique shopping, local museums, theater and music venues. Watch the fireworks from the spacious private balcony, stroll the waterside walking path, enjoy tennis or pickleball at the nearby park. Truly a gracious home for all seasons, you will be welcomed by a large foyer, 2 commodious bedrooms, 2 full baths, open concept living and dining area perfect for cozy evenings and comfortable entertaining. The beautifully appointed kitchen offers extensive custom cabinetry, stainless appliances, and space for all of your culinary adventures. There is a well-designed in-unit laundry room and the option for a gas fireplace. A one-of-a-kind feature is the additional private in-law/guest suite on the lower level with studio living area, private bath and direct entry. An over-sized 2 car garage with work-shop space, deeded storage room and additional exterior parking space round out the many attractions that grace this wonderful opportunity.

3 Beds ⋅ 3 Baths ⋅ 5101400 MLS

Make this immaculate, luxury condo in the heart of desirable Wolfeboro your new home! Elegance and quality are evident from the secure lobby and welcoming common areas, elevator and the rare amenities offered just steps from Lake Winnipesaukee, public docks, fine dining, unique shopping, local museums, theater and music venues. Watch the fireworks from the spacious private balcony, stroll the waterside walking path, enjoy tennis or pickleball at the nearby park. Truly a gracious home for all seasons, you will be welcomed by a large foyer, 2 commodious bedrooms, 2 full baths, open concept living and dining area perfect for cozy evenings and comfortable entertaining. The beautifully appointed kitchen offers extensive custom cabinetry, stainless appliances, and space for all of your culinary adventures. There is a well-designed in-unit laundry room and the option for a gas fireplace. A one-of-a-kind feature is the additional private in-law/guest suite on the lower level with studio living area, private bath and direct entry. An over-sized 2 car garage with work-shop space, deeded storage room and additional exterior parking space round out the many attractions that grace this wonderful opportunity.

61-2 Central Ave Unit 2, Wolfeboro

$645,000

NEW PRICE IMPROVEMENT! 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!

3 Beds ⋅ 3 Baths ⋅ 5095217 MLS

NEW PRICE IMPROVEMENT! 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

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.)

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

$749,900

Active Under Contract. Seller is continuing to show and welcomes backup offers. Tucked into a peaceful wooded setting on a level lot, yet wonderfully convenient to downtown Wolfeboro, area beaches, and "The Nick" recreational area, this 3-bedroom expanded Cape offers the space, flexibility, and location buyers are looking for in the heart of Wolfeboro. Inside, you’ll find a warm and welcoming floor plan with a first-floor primary suite w/ walk-in closet, a vaulted-ceiling great room, oversized upstairs bedrooms, and plenty of room for family, guests, work, and play. The kitchen opens directly to a large covered porch, creating an easy place for outdoor dining, morning coffee, or quiet evenings overlooking the fenced-in backyard. Upstairs, the generously-sized bedrooms provide comfortable retreats, and the second-floor bath features an oversized soaking tub for relaxing at the end of the day. The lower level adds even more usable space, including a spacious rec room, laundry area, storage, and mechanical space, ideal for movie nights, hobbies, workouts, or projects. Outside, the oversized two-car garage is a standout feature, offering approximately 688 square feet, 9'7" doors, and a spacious bonus room above for a home office, game room, studio, or guest overflow space. With numerous recent cosmetic and maintenance updates already completed, this home in low-tax Wolfeboro blends comfort, function, charm, and peace of mind, all close to downtown, the lakes, and the best of Wolfeboro living, including resident access to town beaches. Note: Seller is a licensed NH Real Estate Agent. Measurements are approximate.

3 Beds ⋅ 3 Baths ⋅ 5090215 MLS

Active Under Contract. Seller is continuing to show and welcomes backup offers. Tucked into a peaceful wooded setting on a level lot, yet wonderfully convenient to downtown Wolfeboro, area beaches, and "The Nick" recreational area, this 3-bedroom expanded Cape offers the space, flexibility, and location buyers are looking for in the heart of Wolfeboro. Inside, you’ll find a warm and welcoming floor plan with a first-floor primary suite w/ walk-in closet, a vaulted-ceiling great room, oversized upstairs bedrooms, and plenty of room for family, guests, work, and play. The kitchen opens directly to a large covered porch, creating an easy place for outdoor dining, morning coffee, or quiet evenings overlooking the fenced-in backyard. Upstairs, the generously-sized bedrooms provide comfortable retreats, and the second-floor bath features an oversized soaking tub for relaxing at the end of the day. The lower level adds even more usable space, including a spacious rec room, laundry area, storage, and mechanical space, ideal for movie nights, hobbies, workouts, or projects. Outside, the oversized two-car garage is a standout feature, offering approximately 688 square feet, 9'7" doors, and a spacious bonus room above for a home office, game room, studio, or guest overflow space. With numerous recent cosmetic and maintenance updates already completed, this home in low-tax Wolfeboro blends comfort, function, charm, and peace of mind, all close to downtown, the lakes, and the best of Wolfeboro living, including resident access to town beaches. Note: Seller is a licensed NH Real Estate Agent. Measurements are approximate.

6 Percy Dr, Wolfeboro

$1,695,000

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

$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

$795,000

WATERFRONT CONDO equals Summer days on your private patio overlooking Lake Winnipesaukee's quiet Back Bay, surrounded by your garden with a sunset view. Featuring 2 BRs with a BONUS 3rd SLEEPING AREA that can be utilized as guest space, office, den, exercise room or hobby space! Your canoe or kayak may be launched (and stored) right outside your back door. Morning coffee on your sunny front patio is a beautiful way to begin your day... This lovely condo is only steps from shopping the quaint stores and enjoying a meal - or ice cream!- at one of the fine local restaurants. Located at the beginning of the Rail Trail for walking or biking and adjacent to tennis and pickleball courts, you will find yourself with many options each day. Wolfeboro offers 3 town beaches nearby, along with boating options, local theater, music festivals, health care center, library and so much more... This immaculate town home features 2 BRS plus a loft for expanded living space, updated kitchen, and convenient floor-plan for an ease of living that is rare to find today!

2 Beds ⋅ 2 Baths ⋅ 5079552 MLS

WATERFRONT CONDO equals Summer days on your private patio overlooking Lake Winnipesaukee's quiet Back Bay, surrounded by your garden with a sunset view. Featuring 2 BRs with a BONUS 3rd SLEEPING AREA that can be utilized as guest space, office, den, exercise room or hobby space! Your canoe or kayak may be launched (and stored) right outside your back door. Morning coffee on your sunny front patio is a beautiful way to begin your day... This lovely condo is only steps from shopping the quaint stores and enjoying a meal - or ice cream!- at one of the fine local restaurants. Located at the beginning of the Rail Trail for walking or biking and adjacent to tennis and pickleball courts, you will find yourself with many options each day. Wolfeboro offers 3 town beaches nearby, along with boating options, local theater, music festivals, health care center, library and so much more... This immaculate town home features 2 BRS plus a loft for expanded living space, updated kitchen, and convenient floor-plan for an ease of living that is rare to find today!

68 Railroad Ave Unit 3, Wolfeboro

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