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$299,900
1 Beds ⋅ 1 Baths ⋅ 5110923 MLS
Bring your ideas to this 1945 Cape set on over an acre in Wolfeboro, New Hampshire, known as America’s Oldest Summer Resort. This home has 1 bedroom and 1 bathroom and is priced with needed updates and repairs in mind. The owner once added a wall to make the home a 2-bedroom layout, so there may be potential to bring that setup back. With some work and sweat equity, this property could become a great year-round home, vacation getaway, or investment. The home was occupied by the current owner until recently. Enjoy all that Wolfeboro has to offer, including two public beaches on Lake Winnipesaukee, one on Lake Wentworth, public boat launches, cute shops, and local restaurants.

84 N Line Rd, Wolfeboro
$318,000
2 Beds ⋅ 2 Baths ⋅ 5110804 MLS
Here's a great chance to own a 2 bedroom 2 bath home in the quiet neighborhood of The Birches of Wolfeboro, a 55+ community. This home comes with a dedicated 1+ car garage with enough space for your vehicle and storage or a work shop. Step inside and you will see an open floor plan, large living room that flows to a dining room and the big U-shaped kitchen with plenty of storage. Down the hall, you will find the primary bedroom suite, and a secondary bedroom and hall bathroom. This home has been lovingly cared for and landscaped. Here's a great opportunity to call Wolfeboro home and enjoy all that the lakes region has to offer at an approachable price point. Open House Saturday, September 26th from 9:30-11:30am.

1 Harvey Brook Rd, Wolfeboro
$318,000
2 Beds ⋅ 2 Baths ⋅ 5110795 MLS
Here's a great chance to own a 2 bedroom 2 bath home in the quiet neighborhood of The Birches of Wolfeboro, a 55+ community. This home comes with a dedicated 1+ car garage with enough space for your vehicle and storage or a work shop. Step inside and you will see an open floor plan, large living room that flows to a dining room and the big U-shaped kitchen with plenty of storage. Down the hall, you will find the primary bedroom suite, and a secondary bedroom and hall bathroom. This home has been lovingly cared for and landscaped. Here's a great opportunity to call Wolfeboro home and enjoy all that the lakes region has to offer at an approachable price point. Open House Saturday, September 26th from 9:30-11:30am.

1 Harvey Brook Rd, Wolfeboro
$625,000
2 Beds ⋅ 2 Baths ⋅ 5110601 MLS
Completely Remodeled Home Near Lake Winnipesaukee all the work has been done for you! This completely remodeled home is move-in ready and offers the perfect mix of comfort, style, and outdoor living. The home features 2 bedrooms plus an office and a beautiful new kitchen that opens to the living room. The open-concept layout is perfect for relaxing or entertaining. A large gas fireplace with a gorgeous stone surround creates a warm and inviting space to gather. Outside, the beautifully landscaped yard offers plenty of room to enjoy the peaceful setting. Relax in the special meditation area, store your outdoor gear in the large shed, or step right onto the nearby cross-country ski and hiking trails. The property sits on a quiet cul-de-sac and backs up to the trails, giving you easy access to nature. Parking is easy with a large garage and two driveways, providing plenty of space for cars, guests, and recreational vehicles. Location is a major plus! You are less than ¼ mile from Carry Beach on Lake Winnipesaukee and just 1.5 miles from downtown Wolfeboro, known as “America’s Oldest Summer Resort.” Enjoy quaint shops, local restaurants, beautiful lake views, and all that Wolfeboro has to offer. This is a special home in a great location. Just move in, relax, and enjoy!

11 Knoll Rd, Wolfeboro
$1,325,000
3 Beds ⋅ 4 Baths ⋅ 5110504 MLS
Set on 12.6 private acres with commanding, unobstructed views sweeping across the sparkling waters of Ossipee Lake to the majestic White Mtns. and Mt. Washington, this extraordinary Wolfeboro retreat offers a rare blend of luxury, privacy, and natural beauty. Thoughtfully positioned to maximize its breathtaking setting, the residence fuses timeless craftsmanship, modern amenities, and intelligent design, creating an exceptional year-round sanctuary in NH Lakes Region. Inside, the home features a design that is both elegant and inviting. The stunning great room is the heart of the home, showcasing a coved cathedral ceiling, expansive windows that frame the endless horizons, a wood-burning fireplace insert that adds warmth and ambiance on cooler evenings. The well-appointed kitchen is complemented by a walk-in pantry, first-floor laundry, and seamless access to both the screened porch and covered deck, where the ever-changing mountain and lake views provide a spectacular backdrop for entertaining or quiet relaxation. The first-floor primary suite offers a gas fireplace and serene views of the surrounding landscape. A walkout lower level provides additional finished space with flexibility for recreation, hobbies, guests, or a home office. Built with both comfort and peace of mind in mind, the property is enhanced by radiant propane heat, central A/C, whole-house audio, central vac, alarm system, fire suppression system, radon mitigation, a standby generator, and an outdoor shower. A two-car attached garage with an expansive bonus room above is paired with a substantial 36' x 28' detached garage with loft storage, providing abundant space for vehicles, equipment, recreational gear and a sizable workshop with pellet stove. Ownership also includes access to a nearby marina on Lower Beach Pond with accommodation for a motorboat or small pontoon, along with access to two beaches and a tennis/pickleball court. Seller holds a NH Real Estate License

960 Beach Pond Rd, Wolfeboro
$499,000
3 Beds ⋅ 3 Baths ⋅ 5110423 MLS
Charm abounds in this historic brick home for sale in Wolfeboro, NH. Built in 1812, this Antique Cape sits on 3.3 private acres near Fernald Brook and the rail trail. The home has a brand-new roof, so you get peace of mind with all the old-world character. Inside, you'll find barn-board ceilings, exposed brick, wood beams, and cozy fireplaces. Sunny living rooms and warm gathering spaces make this home easy to enjoy every day. Three bedrooms plus bonus rooms give you space for a home office or studio. Step outside to an expansive backyard with room to garden, relax, or entertain. Kids (and kids at heart) will love the great tree house in the yard. A two-car garage and extra storage shed round out the property. This Wolfeboro NH home is close to town center and local amenities, including shops, restaurants, and Huggins Hospital. You're also just minutes from Lake Winnipesaukee and Lake Wentworth beaches, with easy access to Routes 28 and 109. Don't miss this rare chance to own a piece of Wolfeboro history. Schedule your showing today!

11 N Line Rd, Wolfeboro
$585,000
1 Beds ⋅ 1 Baths ⋅ 5110387 MLS
An exceptional opportunity to own a piece of Wolfeboro’s storied downtown, Unit 2 at the Bay Manor offers the rare combination of historic elegance, water views, and an address that places the very best of village life just beyond your door. Overlooking Wolfeboro Bay from the center of town, this beautifully maintained 930-square-foot residence is a sophisticated retreat where timeless New England character meets effortless modern living. Inside, beautiful original woodwork, period doors, and original hardware preserve the craftsmanship and architectural detail of the building’s history. The open-concept kitchen, living, and dining spaces are filled with natural light and framed by views of the bay, while a generous bedroom and separate office provide flexibility for quiet work or guests. Thoughtfully maintained inside and out, Bay Manor retains its historic character while offering modern comforts, including a distinctive slate roof, updated windows, and improved insulation. A shared porch overlooking downtown provides an enviable vantage point for summer evenings, holiday parades, and fireworks over the bay. Step outside and Wolfeboro unfolds at your doorstep, with boutique shopping, dining, the waterfront, and the energy of downtown just moments away. With dedicated parking and an extraordinary location, Bay Manor is a rare offering for those who appreciate historic architecture, beautiful surroundings, and the privilege of living at the center of it all.

25 N Main St Unit 2, Wolfeboro
$275,000
4 Beds ⋅ 2 Baths ⋅ 5109567 MLS
Two lots of record being offered as a package: a 0.39 acre lot with an antique house in need of restoration at 125 Center Street and a 0.19 acre abutting vacant lot at 127 Center Street with an old cellar hole for a combined 0.58 acres. Both lots have frontage on the Bridge Falls Path providing easy recreational access to the downtown shops and nearby Albee Beach on Lake Wentworth. The circa 1845 cape-style home has 4 bedrooms, 1.25 bathrooms and an attached post and beam barn. There is a newer roof and vinyl siding on the house which benefits from town water and town sewer but the vintage interior is a step back in time requiring your imagination and vision. This Wolfeboro Falls property has been in the same family for many years and is being sold "as is" with all contents included.

125-127 Center St, Wolfeboro
$995,000
3 Beds ⋅ 3 Baths ⋅ 5109241 MLS
Multi- level ranch home well sited on generous 1.45 acre lot abutting shared access to Lake Winnipesaukee. Access lot is 2 acres with 258' sandy beach front, docks and moorings. Access is shared by only nine owners. Built in 1976 by local contractor for his family. Home is well constructed with an interesting floor plan. As you enter there is a library, sitting room, office to your right with a full wall of bookcases...an appealing setting to read, relax or work. The hallway opens to spacious kitchen dining room. Large windows bring the sunshine in. Two walls of cabinetry with plenty of storage. Counter buffet plus island. Perfect space to entertain and host holiday dinners. There is a large wrap around deck just of the kitchen/dining extending the space to summer grilling and enjoying the private landscaped tree lined yard with a peak of the lake in winter. A few steps down is the living/family room with gas fireplace and 3/4 bath. Upper level primary suite offers cathedral ceilings, skylights and adjoining 3/4 bath with walk in tile shower. All skylights have automatic shades. There are two other bedrooms, a full bath and laundry room. Two car direct entry garage. Paved drive. Note: Dining chandelier does not stay.

15 Abenaukee Dr, Wolfeboro
$599,000
2 Beds ⋅ 3 Baths ⋅ 5108835 MLS
Ideally located around the corner from beautiful Carry Beach and 1.5 miles from downtown Wolfeboro’s shops and restaurants. Come enjoy all four seasons in the heart of New Hampshire’s Lakes and Mountains. Walk up the new front deck and enter through the front entry and into a welcoming foyer featuring a double closet and convenient powder room. To the right, the spacious living room offers a gas fireplace, flowing seamlessly into the dining room, where sliding doors open to the newly redone large, private composite deck - perfect for outdoor entertaining and relaxing. The fully equipped kitchen has a new refrigerator and dishwasher and is conveniently adjacent to the dining area, creating an easy and functional layout. Upstairs, the sizable primary bedroom features a private 3/4 bath, laundry, and walk-in closet. A comfortable guest bedroom includes two built-in twin beds with built-in drawers, while an additional room offers flexible space for a home office or study. The 24' x 22' walk-up attic provides excellent storage and potential for future renovation or additional living space. No rental restrictions.

8 Knoll Rd, Wolfeboro
$1,698,000
2 Beds ⋅ 2 Baths ⋅ 5108772 MLS
Come to the Open House Sunday 9/20 from 11-1. Welcome to your own slice of paradise on beautiful Crescent Lake. This home offers 150 feet of waterfront, complete with a natural sandy beach and dock which is perfect for swimming, relaxing, launching a kayak, or enjoying endless days by the water. Access to Lake Wentworth thru the Smith River provides even more opportunity to enjoy the area's beautiful lakes and recreational activities. Cherished by the same family for many years, this property is now ready for its next chapter, offering an excellent opportunity for the new buyers to bring their ideas, add personal touches, and make it truly their own. Whether looking for a peaceful escape, a place to create generations of family memories, or your own waterfront haven, this home has all the ingredients for lakeside living at its best.

49 Kings Pine Rd, Wolfeboro
$13,900,000
9 Beds ⋅ 11 Baths ⋅ 5108354 MLS
There is nothing like this on Lake Winnipesaukee. Offered together as a private Winter Harbor compound, 14 & 20 Gateway Road encompass approximately 3 acres +/- with approximately 370' +/- of combined waterfront, two residences, extensive docking, and a sandy walk-in beach. The centerpiece, completed in 2023, is an approximately 8,600-square-foot contemporary residence was engineered by Thornton Tomasetti. Brazilian black slate and engineered rift oak floors, solid rift oak interior doors, hand-selected natural quartzite, custom millwork, stained red cedar siding, Douglas fir porch ceilings, and IPE decking define the build. A fully integrated Control4 system governs lighting, climate, Lutron power shades, and distributed audio. An 800-amp electrical service is supported by 45 kW generator backup. Six bedrooms, six full baths, three half baths, generous gathering spaces, and multiple professional-grade kitchen and prep stations support serious entertaining. At 20 Gateway, a cantilevered steel boathouse with rooftop entertaining deck is paired with a no-profile boat lift, 50-foot aluminum Lift-A-Dock, and sandy walk-in beach. At 14 Gateway, 195 feet of Winter Harbor frontage includes expansive U-shaped covered docking with room for multiple boats and watercraft. The classic 1958 Winnipesaukee cabin at 14 Gateway sits on approximately two additional acres and offers three bedrooms, one full bath, warm wood interiors, and a broad lakeside deck. More time capsule than guest house, it provides a distinct counterpoint to the contemporary residence. This is a finished, move-in-ready Winter Harbor compound that brings together contemporary architecture, a preserved vintage lake cabin, approximately 370' +/- of waterfront, extensive boating infrastructure, and approximately 3 acres +/- in one exceptional offering. Please note all acreage, waterfrontage, sq footage, bedrooms and baths have been combined to reflect the whole compound.

14 & 20 Gateway Rd, Wolfeboro
$895,000
4 Beds ⋅ 4 Baths ⋅ 5108315 MLS
Welcome to 37 14 Harbor Way on Lake Winnipesaukee, offering carefree lakefront living with timeless style. This immaculate 4-bedroom, 4-bath waterfront home enjoys unobstructed lake views across three beautifully finished levels, set amid manicured grounds in highly sought-after Winter Harbor. The open-concept main level features hardwood floors, a spacious kitchen, dining, and living area with a wood fireplace, all opening to a private sundeck with electric awning—ideal for entertaining or relaxing lakeside. Upstairs, the primary suite captures stunning lake views, joined by two additional bedrooms and a full bath.The walk-out lower level offers a sunlit family room featuring a wall of custom book cases, a cozy wood stove, 4th bedroom, 3/4 bath and laundry room with access to a private patio. The deck is being replaced this month at the sellers expense. An oversized garage is included. Pine Harbor spans 34 acres with 34 residences and 703’ of pristine shoreline, featuring a sandy beach, sunset deck, dock/mooring usage, kayak storage, and a pickleball/tennis court and only minutes to downtown Wolfeboro restaurants and shopping.

37-14 Harbor Way Unit 14, Wolfeboro
$949,900
3 Beds ⋅ 3 Baths ⋅ 5107894 MLS
Wake up on 5 private acres—then be downtown in minutes. This brand-new New England Colonial in Wolfeboro gives you the rare mix of seclusion and convenience in one of New Hampshire’s most livable year-round lake towns. Wolfeboro is more than a summer escape. It’s a four-season community with a walkable downtown, Thursday farmers market, restaurants, and Lake Winnipesaukee in the center of town for swimming, boating, and sunsets. Winter brings nearby skiing, snowshoeing, and a cozy small-town rhythm. You get the lake lifestyle without sacrificing everyday ease. Best of all, this is new construction that’s move-in ready. No punch lists, no waiting—just keys and a fresh start. Sun-drenched rooms and central air keep every season comfortable. Gather by the gas fireplace, work from the dedicated office, and step out to the low-maintenance Trex deck. The primary suite features a double-sink vanity and walk-in shower. First-floor laundry and a two-car garage make daily life simple. Privacy, light, and Lakes Region living—without the renovation headache. Come see why 45 Hemlock Drive is ready for its first owners.

45 Hemlock Dr, Wolfeboro
$995,000
3 Beds ⋅ 1 Baths ⋅ 5107813 MLS
Classic Lake Wentworth cottage nestled right at the water’s edge, offering the quintessential lakeside getaway. Enjoy beautiful lake views and abundant sunshine from the level lot with desirable southern exposure. The cottage features a propane fireplace and a charming screened porch - perfect for relaxing and taking in the peaceful surroundings. A brand-new three-bedroom septic system and established drilled well add convenience and peace of mind. Step outside to crystal-clear Lake Wentworth waters with a sandy bottom, ideal for swimming and enjoying classic summer days on the lake. Come make lasting memories in Wolfeboro on beautiful Lake Wentworth!

53 Fernald Xing, Wolfeboro
$639,000
5107408 MLS
A wonderful opportunity to own two townhouse-style condominium units at Mountain View Terrace Condominium located on Ryefield Terrace. Great for investment – multi-generation living – or convert them to a single family home. Ideally located in a private, peaceful setting just minutes from downtown Wolfeboro and approximately five minutes to Lake Wentworth Beach. Each unit consists of three bedrooms and two baths, with approximately 1,196 square feet of finished living space, plus an unfinished basement for storage. The first floor features a fully applianced kitchen, dining area, living room and half bath, while the second floor offers three bedrooms and a full bath. Each unit has its own driveway and outdoor area with room for a deck or gardening. Ryefield Terrace boasts a quiet residential environment with excellent natural screening from Route 109. This location is conveniently close to downtown Wolfeboro, schools, The Nick, shopping, the library, hospital and Lake Wentworth. Multiple possibilities exist with this secluded setting. Showing times can take a few days to schedule due to tenant schedules.

11 And 13 Ryefield Ter, Wolfeboro
$599,000
5107407 MLS
Wolfeboro Opportunity - Investment Property – Multi-Generation Living – Convert to Single Family Home. Mountain View Terrace Condominium is located on Ryefield Terrace, a short distance from downtown Wolfeboro. This townhouse consists of two condominiums, each with 2 bedrooms and two baths. The property for Ryfield Terrace has 6.1 acres with 4.29 acres dedicated as common area. The area is completely private, and the setting provides a peaceful residential environment and is only 5 minutes to the Lake Wentworth Beach. The two townhouse-style condominiums have fully appliance kitchens, dining areas, living areas and one-half baths on the first level. The second level features two bedrooms and a full bath, for a total of 1,044 square feet per unit, including an unfinished basement for storage. Both units have their own well and septic system, and driveway, along with an area out back for decking and a vegetable or flower garden. The condos have a strong rental history for those looking for investment property, or an alternative living option, i.e. multi-generational or converting to a single family resident. The location is ideal – close to town, schools, The Nick, shopping, the library and hospital. The property has great natural screening from the main road. Showings can take a few days due to tenant schedules.

3 And 5 Ryefield Ter, Wolfeboro
$549,000
5 Beds ⋅ 3 Baths ⋅ 5106982 MLS
Investment opportunity in one of Wolfeboro's most desirable neighborhoods! Just 2 miles from downtown Wolfeboro and Lake Winnipesaukee, this spacious 2 family home offers flexibility, income potential, and an unbeatable location near schools, shops, restaurants, and year-round outdoor recreation. Situated on a level, grassy lot surrounded by mature trees, the property features a private backyard, town water, and a 12' x 16' storage shed. A former 35' x 55' vegetable garden offers endless possibilities for gardening enthusiasts. The home offers approximately 2,824 square feet with 5 bedrooms and 2.5 baths, including a beautifully updated second-floor 2 bedroom apartment with a private entrance, making it ideal for rental income, multigenerational living, or owner occupancy. The first floor features 3 additional bedrooms and generous living space ready for your finishing touches. Recent improvements include all new windows in the second-floor apartment, a stunning pine V-groove and hemlock beam primary bedroom with walk in closet, hardwood and tile flooring, a newly remodeled second bedroom, updated bathroom/laundry area, new perimeter drainage around the foundation, and a mini-split system providing efficient heating and air conditioning. A wood stove and riding lawn mower will convey with the sale. The property is currently undergoing renovation and is being offered as is. Ongoing projects include flooring, drywall, painting, tile work, exterior improvements, and landscaping. The homeowner, a builder, plans to continue work until the property is sold. The kitchen presents an opportunity for customization, with a framed passthrough already in place for future counter seating. Whether you're looking for an investment property, an owner occupied income producer, or a spacious home in sought-after Wolfeboro, this property offers exceptional value and tremendous potential. Live in the finished apartment while completing the main living area, or enjoy immediate rent.

21 Waumbeck Rd, Wolfeboro
$2,500,000
5106950 MLS
A rare and compelling development opportunity has arrived in one of New Hampshire's most sought-after Lakes Region communities. 290 Pine Hill Road in Wolfeboro offers nearly 100 acres of dual-zoned land across three subdividable parcels, perfectly positioned for both commercial and residential development, with the infrastructure and approvals already in motion. On the commercial side, the Wickers Drive parcel presents an exceptional opportunity for a boat and toy storage facility; a high demand, yearround venture in a Lakes Region community where watercraft and recreational vehicles need a home. With proximity to Lake Winnipesaukee and the marina, the demand is built in. The residential parcels along Filter Bed Road offer equally exciting potential, ideal for a thoughtfully designed single family subdivision, workforce housing, or a phased lot buildout. A private brook runs through the property, creating natural appeal and seclusion while remaining within walking distance of downtown Wolfeboro's restaurants, businesses, hockey rink, lumberyard, and marina. The nearby ski area and Lake Winnipesaukee shores are just minutes away. Access off Pine Hill Road, Filter Bed Road, and Route 109A provides outstanding flexibility. Three phase power on the road supports a wide range of development options. This property has already been before the ZBA with some variances in place providing a significant head start for any serious developer. Scale, location, dual zoning, AND development momentum: 290 Pine Hill Road has it all.

290 Pine Hill Rd, Wolfeboro
$159,900
5106530 MLS
Opportunity to own 2.18 acres in Wolfeboro at an approachable price point. Located on quiet North Line Road, this rolling, wooded lot offers a rural and secluded setting while remaining convenient to town. Downtown Wolfeboro is approximately an 8-minute drive away, with Route 28 just about 4 minutes from the property for easy access throughout the Lakes Region. Set along a peaceful dirt road, the lot offers the privacy and country atmosphere many buyers are looking for without being far removed from local amenities. With limited affordable land options currently available in Wolfeboro, this property presents an excellent opportunity to secure your own piece of town and explore the possibilities for a future home.

67-1-3 N Line Rd, Wolfeboro
$423,000
3 Beds ⋅ 2 Baths ⋅ 5106363 MLS
Only 2 miles to downtown Wolfeboro, this charming 3-bedroom, 1½-bath Cape offers classic character, beautiful woodwork, and lovely wood flooring throughout. The inviting kitchen features a sweet breakfast nook, while the dining room overlooks the private backyard. The sunny living room is sure to be a favorite gathering spot, and the first floor is rounded out by a comfortable bedroom and full bath. Upstairs, you’ll find two additional bedrooms, a ½ bath with room to expand. A full basement and 1-car garage provide plenty of storage. Outside, the beautiful grounds feature a large garden shed, a vintage stone fireplace, garden space, stone walls, a level yard, and one of the property’s most special features, a gorgeous, maturely treed side yard that creates a peaceful, private setting. With its charming character, beautiful grounds, convenient location, and attractive price, this Wolfeboro property is truly a home run! Open House Saturday, 10 AM–1 PM.

44 Waumbeck Rd, Wolfeboro
$1,440,000
3 Beds ⋅ 4 Baths ⋅ 5105776 MLS
OPEN HOUSE: Sunday, 9/13 from 11:00 - 1:00. Stunning Post & Beam where distinctive architectural character meets thoughtfully curated modern updates. At the heart of the home, an 1840 Vermont barn forms the frame, surrounded by newer construction while preserving character and craftsmanship. Beautifully appointed and rich in authentic New England charm, this exceptional property combines elevated living spaces with a private natural setting and an enviable Wolfeboro location, just ~15 minutes from downtown. Open-concept layout anchored by the stunning kitchen, renovated in 2025 with quartz countertops and brick-tile backsplash. The kitchen flows seamlessly into the dining area and spacious living room, where soaring ceilings create an impressive sense of volume and provide an exceptional setting for both intimate gatherings and entertaining. Wide pine floors and exposed beams carry throughout the home. The 2025 updates extend to the entry mudroom and laundry area. The versatile layout allows you to choose your ideal primary retreat, with a spacious en-suite bedroom on the first floor, or a private second-floor primary suite with a renovated 3/4 bath and walk-in tiled shower. Upstairs, the charming mezzanine overlooks the living space below, creating an open connection between the levels. The third bedroom also enjoys its own private 3/4 bath and extends to an additional level, where a bonus room/loft provides exceptional flexibility for guests, a home office, or gym. With all three bedrooms offering private baths, the home is well suited for hosting family and guests. Outside, enjoy a peaceful and private natural setting with a brook meandering along the property. A detached two-car garage provides ample parking and storage. Standby whole house generator. Enjoy easy access to dining, shopping, waterfront amenities, and the quintessential Lakes Region lifestyle. Seller is licenced agent. Sold fully furnished, with select seller exclusions.

369 Stoddard Rd, Wolfeboro
$3,800,000
5 Beds ⋅ 5 Baths ⋅ 5105637 MLS
Welcome to 23 Crystal Shore Road, an exceptional waterfront retreat on the shores of Crescent Lake with direct boating access to Lake Wentworth. Designed by Lakes Region architect Vaune Dugan, this custom Adirondack-inspired lakehouse is a masterful blend of timeless craftsmanship, exceptional attention to detail, and thoughtful design. Designed for generations to gather, stories to be shared, and traditions to begin, this is a timeless lakefront retreat to be cherished for years to come. Set on a beautifully landscaped, level lot with coveted S/W exposure, the property offers a sandy beach, private dock, and a newly built lakeside cabana, creating the perfect place to unwind after a day on the water or gather with family & friends as the sun sets. Inside, rich natural wood, handcrafted millwork, & custom built-ins showcase the home's exceptional craftsmanship. At the heart of the home is an extraordinary screened porch overlooking the lake, destined to become your favorite gathering place. The spectacular great room is anchored by a breathtaking 30-foot floor-to-ceiling stone wood-burning fireplace, while the open lakeside deck extends the living space outdoors. Offering 5 bedrooms, including a first-floor primary suite, the home provides comfortable accommodations for family & guests. The finished walkout lower level features a spacious family room, full bath,workshop/exercise room, & direct access to the lakeside. Highlights include a two-car attached garage with direct entry, an additional garage under, and numerous recent improvements, including refreshed landscaping, exterior painting, trim, front steps, and updated appliances. Privately situated, yet just a scenic walk to downtown Wolfeboro, America's Oldest Summer Resort, via the Bridge Falls walking path, you'll enjoy charming shops, restaurants, & year-round recreation. Less than 2 hrs from Boston and approx 1 hour from the Seacoast, this property offers the best of the Lakes Region has to offer.

23 Crystal Shore Rd, Wolfeboro
$3,495,000
4 Beds ⋅ 4 Baths ⋅ 5105279 MLS
Open House, Sunday, 9/27/26 - 11am-2pm. Some waterfront properties are defined by the home. Others begin with the setting. Tucked into a quiet cove on Crescent Lake, 6 Millwood Road offers a distinctive Wolfeboro waterfront experience with direct navigable access to Lake Wentworth. Enjoy the peaceful character of Crescent Lake from your own shoreline, then head out by boat, kayak or paddleboard to explore an entirely different lake experience. Set on 2.76 acres, the property offers more than 5,000 square feet of finished living space across three levels, with multiple gathering areas and flexible spaces throughout. The open, light-filled main level features water views, a spacious living area with gas fireplace and built-ins, an extended dining area, and kitchen with separate pantry and coffee bar. A primary suite and additional flex rooms offer options for guests, office space, hobbies or other uses. The finished walkout lower level includes a large family room, oak bar and kitchenette, game room, additional flexible spaces and direct lake access. Above the attached garage, a separate bunk-style area provides additional versatile space. Waterside decks and patios extend the living outdoors, while walk-in water access makes swimming, kayaking, paddleboarding and boating easily accessible from the property. The protected cove provides a peaceful setting, while the connection to Lake Wentworth expands the possibilities from your own waterfront. Just minutes from downtown Wolfeboro, 6 Millwood offers a compelling combination of acreage, waterfront, generous living space and access to two lakes with the opportunity for the next owner to make the home distinctly their own. Two lakes. One waterfront lifestyle.

6 Millwood Rd, Wolfeboro
$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
$9,100,000
5 Beds ⋅ 3 Baths ⋅ 5104599 MLS
Commanding 485' of Lake Winnipesaukee shoreline at the end of its own peninsula, 65 Tips Cove is a generational offering of rare provenance in America's oldest summer resort. Frontage of this scale on a point lot cannot be replicated. Set on 2.75± level, landscaped acres between Tips Cove and Jockey Cove - with a separate .51± acre garden lot available — the property is enveloped by water on nearly every side. Mature white pine buffers behind; ahead, lawn falls to a granite shoreline where the water runs clear. Privacy here is measured not in hedgerows but in open water and quiet. Multiple docking options serve the property: a granite breakwater dock, a U-shaped covered slip, and open-water docking off the deck. Capacity at this scale is difficult to permit anew, and places the Broads, Winter Harbor, and downtown Wolfeboro moments away by boat. The southwesterly exposure is the signature. From a lakeside deck cantilevered above the rocks, summer sunsets fall down the open lake, swinging through autumn to settle behind the Belknap Range, with Rattlesnake Island anchoring the view to the northwest. It is the orientation this lake pays a premium for. The residence is itself a landmark, its red roof recognizable from the summit of Mount Major. Gracious single-level living unfolds beneath soaring ceilings, where grand hallways lead to four private sleeping quarters set apart from a primary suite with en-suite bath. Stone fireplaces anchor the principal rooms, beadboard and natural woodwork frame the ever-present water views, and a formal dining room stands ready for the gatherings to come — an enduring plan, built for multigenerational use and for owners measuring the next thirty years, not the next three. Days begin at the shoreline; nights belong to loon calls and unlit skies. A singular opportunity to acquire one of Winnipesaukee's defining shorefront estates.

65 Tips Cove Rd, Wolfeboro
$599,900
3 Beds ⋅ 3 Baths ⋅ 5104582 MLS
Opportunity awaits in the heart of downtown Wolfeboro! Looking for an updated primary home, multi-family or a vacation rental? This location is walkable to shops, restaurants and the town docks where you can launch your boat. This reimagined home has been transformed into a two family with a stunning first floor remodel. The first floor has been custom designed into a beautifully renovated 2-bedroom apartment featuring a stunning new kitchen with granite/stainless, 2 bedrooms and 2 baths. Upstairs, the existing one-bedroom apartment provides an excellent opportunity for rental income, making this property ideal for an owner-occupant looking to offset their mortgage or an investor seeking a turnkey multi-unit opportunity. Newer windows, heating system, roof and public water/sewer make this a low maintenance home. Situated near Huggins Hospital and walkable to downtown Wolfeboro, this a perfect location for short or long term rentals for hospital staff. The beautiful entry and staircase also allows for a spacious single family home, with 3 rooms on the second floor. Outside, enjoy a generous yard, ample off-street parking, and a full basement offering exceptional storage. Zoned for multiple uses, the property also presents future possibilities for mixed-use or commercial ventures, subject to any necessary town approvals. Whether you're searching for an investment property, a downtown home with supplemental rental income, or a flexible property with future potential, this prime Wolfeboro location delivers endless possibilities. Just steps from Lake Winnipesaukee, the town docks, Brewster Academy, and all that "The Oldest Summer Resort in America" has to offer, this is a rare opportunity to own a move-in ready property in one of New Hampshire's most sought-after communities.

270 S Main St, Wolfeboro
$599,900
5104581 MLS
Opportunity awaits in the heart of downtown Wolfeboro! Looking for an updated primary home, multi-family or a vacation rental? This location is walkable to shops, restaurants and the town docks where you can launch your boat. This reimagined home has been transformed into a two family with a stunning first floor remodel. The first floor has been custom designed into a beautifully renovated 2-bedroom apartment featuring a stunning new kitchen with granite/stainless, 2 bedrooms and 2 baths. Upstairs, the existing one-bedroom apartment provides an excellent opportunity for rental income, making this property ideal for an owner-occupant looking to offset their mortgage or an investor seeking a turnkey multi-unit opportunity. Newer windows, heating system, roof and public water/sewer make this a low maintenance home. Situated near Huggins Hospital and walkable to downtown Wolfeboro, this a perfect location for short or long term rentals for hospital staff. The beautiful entry and staircase also allows for a spacious single family home, with 3 rooms on the second floor. Outside, enjoy a generous yard, ample off-street parking, and a full basement offering exceptional storage. Zoned for multiple uses, the property also presents future possibilities for mixed-use or commercial ventures, subject to any necessary town approvals. Whether you're searching for an investment property, a downtown home with supplemental rental income, or a flexible property with future potential, this prime Wolfeboro location delivers endless possibilities. Just steps from Lake Winnipesaukee, the town docks, Brewster Academy, and all that "The Oldest Summer Resort in America" has to offer, this is a rare opportunity to own a move-in ready property in one of New Hampshire's most sought-after communities.

270 S Main St, Wolfeboro
$359,000
1 Beds ⋅ 1 Baths ⋅ 5104513 MLS
Price Reduction!!!Welcome to your peaceful retreat nestled within the quiet and highly desirable Kehonka Hill Development. The cottage offers unique bead board walls and ceilings with midwest yellow pine floors throughout the home. 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. Seller is offering $5000 towards closing cost .Open house Sunday 9/11/2026 2 to 4 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 ! Seller is offering $5000 towards closing cost...Open House Sunday August 30 from 12-2

6 Kehonka Hill Rd, Wolfeboro
$899,000
3 Beds ⋅ 3 Baths ⋅ 5103732 MLS
Exceptional Country Ranch with Views set on 8 acres, open concept, kitchen, dining and fireplaced living room. First floor laundry. First floor primary suite with 5-piece bath and 2 additional bedrooms with shared 3/4 bath. The enclosed porch has views of the Ossipee Mountains and seasonal lake views. Finished basement with gas stove, walkout onto patio, an additional 3/4 bath and separate work shop. 2 car detached garage with storage above. There will be a cost to take property out of current use.

25 Upper Trask Mountain, Wolfeboro

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