$1,650,000 $325 per sq.ft. Winhall VT Home »

3 Beds | 4 Baths |   Total Sq. Ft. 5072  |  Acres: 1
Listed on Wednesday Jul 1, 2026
Description: Your Ultimate Vermont Mountain Retreat Awaits! Luxury log home plus a 2,250 sqft guest house! Just 4 miles from Stratton & minutes to Bromley, this inviting log home is the perfect year-round escape - crafted for adventure, relaxation, and making lasting memories in every season. Whether you're hitting the slopes in winter, hiking through summer trails, or soaking in the stunning fall foliage, this property delivers! Plus, it's only a 10-minute drive to Manchester, where you'll find excellent dining and local shops. Step inside the main house to a soaring great room with exposed beams, a dramatic stone fireplace, and lodge vibes that scream cozy comfort. At the heart is a chef's kitchen that opens to a bright sunroom and dining area, ideal for gathering with family and friends. Fireplaces throughout, plus a game-packed entertainment zone with pool table, shuffleboard, arcade games, TVs, and a wet bar bring endless fun indoors. With 3 bedrooms, 2 bonus rooms and 4 bathrooms, there's room for everyone to relax in comfort. But that's not all - this expansive property also includes a 2,250 sqft guest house with an open kitchen, 1.5 baths, covered porch, and an epic downstairs arcade/bar. Outside is a private playground for all ages: fire pit, hot tub, full outdoor kitchen with fireplace, TV, and grills. Enjoy the pond, playground, horseshoes, and a court for basketball, pickleball, or badminton. Whether you're carving fresh powder, basking in summer nights or soaking in Fall colors - this is Vermont living on a whole new level! See Listing Details & 60 images. Includes a Virtual Tour

$385,000 $139 per sq.ft. Wolfeboro NH Home »


Price Change! Reduced by $40,000 down 10% on June 15th 2026
3 Beds | 2 Baths |   Total Sq. Ft. 2762  |  Acres: 1.93
Listed on Thursday Apr 9, 2026
Description: 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! See Listing Details & 43 images. Includes a Virtual Tour

Under Contract Wolfeboro NH Home for sale $399,000 $334 per sq.ft.

$399,000 $334 per sq.ft. Wolfeboro NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1586  |  Acres: 1.85
Listed on Monday Dec 15, 2025
Description: Welcome to 156 Trotting Track Road, Wolfeboro, NH, a well-maintained single-family home set on a private, wooded lot in an established residential setting. The home offers comfortable single-level living with a functional layout, warm wood accents, and a welcoming connection to the outdoors. A double-decker screened porch provides multiple spaces to enjoy the surrounding natural landscape throughout the seasons, while the detached garage adds everyday convenience and storage. Inside, the bright kitchen features breakfast bar seating and opens to an adjacent dining area, creating an easy flow for daily living and entertaining. The fully finished basement expands the living area, offering flexible space well suited for guests, recreation, or additional living needs. Just behind the "Nick," the home is conveniently located near Wolfeboro's downtown amenities, Lake Winnipesaukee, and year-round recreation, this property offers an opportunity to enjoy the Lakes Region lifestyle in a peaceful residential setting. Access to multiple town beaches including Albee Beach and Wentworth State Park. Open House: Saturday, December 20th from 10:00 AM-2:00 PM, held concurrently with an on-site estate sale. See Listing Details & 39 images.

$479,900 $278 per sq.ft. Wolfeboro NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1968  |  Acres: 1.05
Listed on Sunday Jun 28, 2026
Description: Welcome to 5 Council Tree Lane in beautiful Wolfeboro, New Hampshire -- a wonderful opportunity to enjoy life in one of the Lakes Region's most desirable communities. Tucked away in a peaceful setting, this home offers the perfect blend of privacy, comfort, and convenience while still being close to everything Wolfeboro has to offer. Step inside and you'll find a warm and inviting layout with plenty of space for everyday living, entertaining, or simply relaxing after a day on the lake. The home offers a comfortable flow, natural light, and a setting that makes it easy to feel right at home. Whether you are looking for a year-round residence, vacation getaway, or investment opportunity, this property has plenty of potential. Outside, enjoy the quiet surroundings and the charm of a private neighborhood setting. There is room to garden, gather, play, or simply take in the fresh New Hampshire air. Located just minutes from downtown Wolfeboro, Lake Winnipesaukee, shops, restaurants, marinas, beaches, walking trails, golf, skiing, and year-round recreation, this location is hard to beat. Known as "The Oldest Summer Resort in America," Wolfeboro offers small-town charm with four-season fun. From boating and swimming in the summer to snowmobiling, skiing, and cozy local dining in the winter, there is always something to enjoy.5 Council Tree Lane is a great chance to own in a highly sought-after area with access to all the beauty and lifestyle the Lakes Region is known for. Don't miss your opportunity to make this Wolfeboro property your own! (Could potentially be converted to 4 bedroom with one wall install and movement of door entrance and necessary steps etc) See Listing Details & 60 images.

$499,000 $247 per sq.ft. Wolfeboro NH Home »


Price Change! Reduced by $76,000 down 15% on July 24th 2026
3 Beds | 3 Baths |   Total Sq. Ft. 2017  |  Acres: 3.3
Listed on Friday Feb 27, 2026
Description: 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. See Listing Details & 51 images.

$499,000 $371 per sq.ft. Wolfeboro NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1824  |  Acres: 1.44
Listed on Friday Jun 19, 2026
Description: Welcome to 527 North Main Street, a move-in ready home offering over 1,800 square feet of comfortable living space just minutes from downtown Wolfeboro. This charming property features 3 spacious bedrooms, 2 bathrooms, and thoughtful updates throughout, including fresh interior and exterior paint and new appliances, making it easy to settle in and enjoy from day one. The inviting floor plan provides plenty of room to spread out, highlighted by a large finished basement that offers excellent flexibility for a family room, home office, recreation space, or guest overflow. Upstairs, you'll find generously sized bedrooms and a beautifully appointed bathroom featuring a large walk-in shower. Step outside and enjoy the private deck, perfect for entertaining friends and family, summer cookouts, or simply relaxing while overlooking the yard. The property also offers great curb appeal with a nicely sized lawn and a large driveway capable of accommodating multiple vehicles with ease. Conveniently located just 5 minutes from downtown Wolfeboro, you'll enjoy easy access to shopping, restaurants, grocery stores, local amenities, and all that "The Oldest Summer Resort in America" has to offer. Whether you're searching for a primary residence, vacation getaway, or investment opportunity, this property combines space, comfort, and a desirable location in one attractive package. See Listing Details & 39 images. Includes a Virtual Tour

$548,000 $305 per sq.ft. Wolfeboro NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1796  |  Acres: 1.38
Listed on Wednesday Jul 22, 2026
Description: 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. See Listing Details & 30 images. Includes a Virtual Tour

Under Contract Wolfeboro NH Home for sale $549,000 $403 per sq.ft.

$549,000 $403 per sq.ft. Wolfeboro NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2170  |  Acres: 0.94
Listed on Friday Jun 12, 2026
Description: Charming 3-bedroom, 2-bath ranch set on a spacious, level lot in a convenient neighborhood within walking distance to town. Enjoy the ease of one-floor living with a bright, functional layout and a welcoming kitchen featuring granite countertops and stainless steel appliances. The relaxing sunroom overlooks the generous, fully fenced backyard, while the deck offers a natural extension for outdoor dining, relaxing, or entertaining. A large finished basement provides excellent additional living space, perfect for a family room, home office, guest overflow, or recreation area. The oversized one-car garage offers plenty of storage, and the location is hard to beat, with schools, golf, downtown shops, restaurants, and local amenities all nearby. See Listing Details & 42 images. Includes a Virtual Tour

$549,900 $358 per sq.ft. Wolfeboro NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2112  |  Acres: 2.06
Listed on Wednesday Jul 15, 2026
Description: 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. See Listing Details & 55 images.

$575,000 $553 per sq.ft. Wolfeboro NH Home »


Price Change! Reduced by $54,000 down 9% on July 20th 2026
3 Beds | 2 Baths |   Total Sq. Ft. 2016  |  Acres: 0.74
Listed on Thursday Jul 9, 2026
Description: This home features a to-the-studs renovation transforming a dated property into a brand-new home. This extensive process stripped the structure to its skeleton, allowing for modern infrastructure, enhanced energy efficiency, and completely customized contemporary floor plan. New electrical, plumbing, insulation, roofing, siding, wallboard, Kitchen, baths, decking, entry doors and new kitchen appliances! Walk to the Wolfeboro Boat Launch, a short drive to the Wolfeboro Beaches. Visit the many fine restaurants and shops in town! Available to show Immediately and ready for Immediate Oc See Listing Details & 14 images.

$589,000 $342 per sq.ft. Wolfeboro NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2344  |  Acres: 0
Listed on Wednesday Jul 15, 2026
Description: 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! See Listing Details & 40 images. Includes a Virtual Tour

Under Contract Wolfeboro NH Home for sale $599,000 $389 per sq.ft.

$599,000 $389 per sq.ft. Wolfeboro NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1540  |  Acres: 0.6
Listed on Monday Jul 6, 2026
Description: Perfectly located just off North Main Street in a lovely walking neighborhood, only 1 mile from downtown and just 1/2 mile to Carry Beach, this immaculate, energy-efficient 3-bedroom, 2-bath home is sure to impress. The beautifully updated maple kitchen features striking glass countertops and opens to a spacious dining area. The inviting fireplaced living room creates a warm and welcoming atmosphere, while the fabulous attached 3-season porch overlooks beautifully landscaped grounds, providing the perfect place to relax, entertain, or simply enjoy the peaceful surroundings. The extensive renovations extend well beyond the interior. Approximately seven years ago, the home received new windows, siding, and upgraded wall insulation, offering improved energy efficiency, low-maintenance living, and lasting peace of mind. This move-in-ready home combines an exceptional location with thoughtful updates and is one you won't want to miss. OPEN HOUSE SATURDAY JULY 11th from 11:00 to 12:30. See Listing Details & 29 images.

$599,900 $356 per sq.ft. Wolfeboro NH Home »

3 Beds | 3 Baths |   Total Sq. Ft. 1686  |  Acres: 0.64
Listed on Monday Jul 20, 2026
Description: When out-of-staters think of a quintessential New Hampshire home, they think of a home like this one. Vaulted ceilings, a cabin-like feel in a contemporary home, hardwood floors, and a stunning lot. Walking in from the 2 car garage, the lower level features 3 spacious bedrooms and 2 full bathrooms, one of which is in the primary suite. Walking up to the main level is where you will be stunned by the kitchen, dining room, and living room, with a deck off the living room and a loft above it. This is a space where you can enjoy alone or gather with a dozen of your loved ones. Now let's talk improvements... fresh paint throughout, brand new driveway, brand new heating system, brand new appliances, brand new garage doors. All that is missing is a brand new owner! Schedule your showing today at this property that is sure to be enjoyed all year long. See Listing Details & 54 images.

$645,000 $342 per sq.ft. Wolfeboro NH Home »


Price Change! Reduced by $20,000 down 3% on July 30th 2026
3 Beds | 2 Baths |   Total Sq. Ft. 2656  |  Acres: 0.09
Listed on Thursday Jun 18, 2026
Description: 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. See Listing Details & 42 images.

$649,000 $237 per sq.ft. Wolfeboro NH Home »


Price Change! Reduced by $71,000 down 11% on July 31st 2026
3 Beds | 3 Baths |   Total Sq. Ft. 2737  |  Acres: 0.59
Listed on Wednesday Apr 29, 2026
Description: 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. See Listing Details & 59 images.

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