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$1,050,000
3 Beds 4 Baths 5102184 MLS
Just ten minutes from Lake Winnipesaukee and the vibrant lakeside village of Wolfeboro, lies a remarkable property where over two centuries of New England history has been thoughtfully preserved. This 1812 three bedroom (plus bonus room) and 3.5 bathroom residence offers a rare opportunity to own one of Wolfeboro's defining country properties. Surrounded by 8.47 private acres, the home gracefully blends authentic period craftsmanship with thoughtful modern updates. Wide pine floors, hand hewn beams, 5 original fireplaces, and centuries old architectural details reflect its heritage, while a substantial addition introduces soaring ceilings, sun filled gathering spaces, and a beautifully appointed Chef’s kitchen featuring Wolf appliances and Bosch refrigeration and dishwasher. Recent improvements, including: Andersen replacement windows, updated electrical, plumbing, insulation, generator and water filtration, provide modern reliability while respecting the home's historic character. The home features a spacious primary suite with a fireplace and flexible bonus space. A second suite with a deck overlooking the pool provides guests with comfort and privacy. Outside, mature gardens, newly planted peach trees, expansive lawns, an in ground heated pool, hot tub, 2 screened porches, and exceptional privacy create a setting that feels worlds away from everyday life. The Cotton Valley Rail Trail borders the property, offering 12 miles of year-round recreation for walking, cycling, horseback riding, cross-country skiing, and snowmobiling. The crystal clear waters of Lake Winnipesaukee, golf courses, hiking trails, ski mountains, and the charm of downtown Wolfeboro remain only minutes away. Rich in history, beautifully maintained, and thoughtfully enhanced for modern living, 324 Cotton Valley Road offers a rare opportunity to own one of New Hampshire's most memorable country estates. Open House Saturday, Aug. 1 from 11-1:00.

324 Cotton Valley Rd, Wolfeboro

$850,000
3 Beds 3 Baths 5101491 MLS
Welcome to this beautifully reimagined home in the heart of Wolfeboro, proudly known as America's oldest summer resort. Ideally located within walking distance of historic downtown, you'll enjoy easy access to charming boutiques, local restaurants, parks, and the public docks along the shores of beautiful Lake Winnipesaukee. Completely rebuilt in 2022, this exceptional home offers the peace of mind that comes with extensive updates, including new electrical, plumbing, insulation, siding, roof, kitchen, bathrooms and a spacious 24' x 24' garage. Thoughtfully designed with quality craftmanship throughout, the home features abundant natural light, custom cabinetry, a cozy window seat, and a beautiful bay window that creates a warm and inviting atmosphere. First floor primary bedroom with ensuite bath, powder room with laundry for convenience. The second floor offers two comfortable bedrooms and a full bathroom, while the newly finished lower level (completed in 2026) significantly expands the living space. Designed for both comfort and funtionality, the lower level includes custom cabinetry, luxury vinyl plank flooring, a new HVAC system with integrated dehumidifier, and a new egress doghouse with exterior stairs, providing flexibility for guests, a home office, recreation space, or additional living quarters. Additional improvements include Drylok waterproofing, foam insulation, a perimeter drain system, and a monitored sump pump for added confidence and year round comfort. Whether you're searching for a full-time residence, a weekend getaway, or an investment opportunity in one of New Hampshire's most sought-after lake communities, this turnkey property is ready to enjoy from day one.

25 Old Lakeview Ter, Wolfeboro

$695,000
3 Beds 2 Baths 5101120 MLS
Nestled on a quiet side street in the heart of downtown Wolfeboro, 5 Brummitt Court, a beautifully renovated 2,316 square foot home offers the rare combination of Main Street convenience and exceptional privacy. Just moments from Brewster Academy, Lake Winnipesaukee, shops, restaurants, and the town docks, this property places you in the center of everything while providing a peaceful retreat to come home to. Set on a 0.22-acre lot, the home features three bedrooms and a bonus space on the second floor, one and a half bathrooms, a two-car garage, and a private garden and patio space, creating the perfect canvas for outdoor dining, gardening, or simply enjoying a quiet afternoon. Inside, thoughtful updates blend seamlessly with timeless character. The beautifully renovated kitchen, equipped with brand new plumbing and appliances, is complemented by completely redone bathrooms. There is hardwood and slate flooring throughout, and a spacious sunroom that opens into the home's inviting entertaining space. The sunny dining room, complete with built-in shelving, is ideal for hosting family and friends, while the bright living room and classic foyer create a warm and welcoming first impression. Extensive recent improvements provide peace of mind for years to come, including a new boiler with central air conditioning, water heater, oil tank, and a sewer line. 5 Brummitt Court also enjoys deed vehicular access from Main Street through the Pickering House security gate. Whether you're looking for a primary home in the heart of the Oldest Summer Resort in America, a vacation home, or an investment property, this classic hidden gem is not to be missed! Open House Saturday, July 25, from 10-1.

5 Brummitt Ct, Wolfeboro

$7,395,000
4 Beds 4 Baths 5101021 MLS
Rare Sewall Road Offering... One of the largest waterfront lots on Sewall Road 1.57 acres in one of the most coveted addresses on Lake Winnipesaukee. This prime parcel enjoys a sunny eastern exposure, town water and sewer, and 188 feet of pristine shoreline overlooking downtown Wolfeboro, the Brewster Academy campus, and the mountains beyond. Wolfeboro has earned its title as the "Oldest Summer Resort in America" a legacy dating to 1771, when Colonial Governor John Wentworth built his summer estate on the shores of nearby Lake Wentworth. That tradition of lakeside retreat took root and flourished over the following century and a half, drawing prominent Boston and NY area families who built the shingle-style "camps" and grand cottages that still line the water today. Many of the area's most storied waterfront estates began exactly this way. Modest family camps, over generations, gave way to the refined lakefront residences the region is now known for. Your legacy begins here at 180 Sewall, on one of the area's most sought-after shorelines on the lake, within walking distance of downtown and the Sewall Woods Conservation area. This property is historically known as "Wiscasset" and was owned by the late Rev. A Edwin Keigwin who held Sunday Vespar services on the shoreline in the early 1900's. The same sheltered waterfront, deep water docking and sweeping views that have welcomed generations continue to set the stage for Lake Winnipesaukee memories. This offering includes the existing land and buildings "as is", plus newly completed and NH-approved plans and permits for a stately 9,000-square-foot Lake Compound, featuring a main house, guest house, deep-water boathouse, barn, garage, warming pool, elegant patios and hardscape. All recently approved by the State of New Hampshire. Build your dream home in one of Wolfeboro's most iconic and historic settings. This will be one of the nicest homes on the lake in one of the most desirable areas on Lake Winnipesaukee.

180 Sewall Rd, Wolfeboro

$2,248,888
4 Beds 5 Baths 5100995 MLS
Welcome to 28 Lady Slipper Lane, a stunning new construction home thoughtfully designed for comfort, style, and effortless first-floor living. Set in a peaceful setting just minutes to downtown Wolfeboro, this beautifully crafted property blends modern luxury with timeless design. Step inside to discover custom tile flooring and a breathtaking great room with soaring ceilings, a striking stone fireplace, and expansive windows that fill the home with natural light. The custom kitchen is built for gathering and entertaining, featuring luxury appliances, an oversized island, and exceptional craftsmanship throughout. The main-level primary suite offers a private retreat with radiant heated floors in the bath, creating a spa-like experience year-round. In total, the home offers four spacious bedrooms and 4.5 bathrooms, providing plenty of room for family and guests. Outdoor living is just as inviting with a wrap-around porch perfect for relaxing mornings or evening gatherings. The oversized garage provides ample space for vehicles, an EV charger built in, space for recreational equipment, and storage. The finished lower level expands the living space with a large family area, a massive custom bar ideal for entertaining, and a convenient ¾ bathroom, creating the perfect space for game nights, celebrations, or casual gatherings. With central air conditioning, forced hot air heat, and high-end finishes throughout, this exceptional home offers comfort, quality, and room to enjoy every season.

28 Lady Slipper Ln, Wolfeboro

$4,300,000
4 Beds 5 Baths 5100917 MLS
Near the protected waters of Diamond Cove, nestled within Winter Harbor, one of Lake Winnipesaukee's most sheltered and sought-after areas, this rare offering in the prestigious Wyanoke Harbors Association presents an exceptional opportunity to create a lasting legacy in New Hampshire's premier lakefront destination. Set on approximately 1.78 acres with nearly 200 feet of shoreline, this property combines privacy, protected waters, and an exceptional lifestyle minutes from downtown Wolfeboro, America's Oldest Summer Resort. Charming boutiques, acclaimed restaurants, marinas, Carry Beach, and a vibrant year-round community have made Wolfeboro one of New England's most sought-after waterfront destinations. Designed for gathering family and friends, the home features four generously sized bedrooms (plus 2 bonus rooms), 5 baths, and a functional floor plan with an expansive recreation room with a second kitchen—ideal for entertaining, multi-generational living, rainy-day games, or seamless indoor-outdoor summer living. Separate bedroom wings provide privacy for owners and guests, while expansive waterfront-facing living spaces offer the perfect canvas for updates tailored to your vision. An attached two-car garage with Level II electric vehicle charging and access to public water add modern convenience. Outside, a cozy sandy beach invites swimming, kayaking, or simply relaxing along the shoreline, while a substantial T-shaped dock provides effortless access to New Hampshire's largest lake, with 72 square miles of crystal-clear water, hundreds of islands, and countless secluded coves. Ownership also includes access to the Wyanoke Harbors tennis pickleball, and basketball courts. Whether enjoyed as it is or thoughtfully reimagined over time, this is a rare opportunity to secure one of Wolfeboro's premier waterfront settings, where protected waters, timeless views, and an exceptional Lakes Region lifestyle come together in a property to be treasured for generations.

6 Wyanoke Gate Ln, Wolfeboro

$689,900
3 Beds 2 Baths 5100140 MLS
Beautifully restored home in one of Wolfeboro's sought-after private communities, walking distance to Lake Wentworth via walking trail to Albee Beach, just minutes from Lake Winnipesaukee, downtown Wolfeboro, waterfront restaurants, shopping, public docks, and year round recreation. Start your day with a cup of coffee on the covered front porch while enjoying the peaceful wooded surroundings. Inside, the spacious living room features soaring cathedral ceilings, abundant natural light, and a cozy wood stove, optionally used for a secondary heat source while creating a warm and welcoming space to relax or gather with family and friends. The open dining area flows into a beautifully updated kitchen with two-tone cabinetry, white upper cabinets, warm maple lower cabinets, modern finishes, and direct access to the rear deck overlooking the private backyard. Whether you're hosting friends for dinner or grilling on a summer evening, the layout is designed for everyday living and easy entertaining. Outside, the backyard has been freshly regraded, loamed, and seeded, providing a private setting surrounded by nature and a blank canvas ready for you to make your own. Maple hardwood flooring runs throughout the main living areas, while the bathrooms feature custom tile showers and flooring. All bedrooms offer brand-new carpeting for added comfort. The finished lower level provides valuable additional living space with a versatile bonus room that can easily serve as a family room, home office, gym, or guest area. A mudroom with laundry, mechanical room, and direct access to the garage adds convenience to daily life. Located in historic Wolfeboro “America's First Summer Resort” this thoughtfully renovated home combines quality craftsmanship and modern updates in one of the Lakes Region’s most desirable locations. Enjoy boating, swimming, hiking, skiing, dining, and all that Wolfeboro has to offer. Seller is a licensed real estate agent.

4 Olsen Ln, Wolfeboro

$875,000
4 Beds 2 Baths 5099338 MLS
This c1820 4Bdrm/2Bath Ctr Chimney Federal on 14 Acres (half Pasture & half Woodlot) abuts an 87-Acre Conservation lot in an area of other late 18th and early-to-mid 19th century homes. Built for Dr. Thomas J. Tebbetts (N Wolfeboro's earliest physician) this home was possibly started a few years earlier, as his grandfather Jonathan (who fought FOR the British in the "French & Indian" wars and AGAINST the Brits in the Revolution!) owned the land from 1807 (& their descendents stayed until 1914) The current owners' Grandparents purchased this home in 1928, with its attached 50x20 Woodshed. The c1985 rebuilt Ctr Chimney makes the 5 original fireplaces safer while the 24x30 2 story Barn & 24x30 2-car Garage provide multiple work & storage spaces. Hannafords, Walgreens, Tractor Supply, Dunkin, etc. at the intersection of Rtes 28 & 16, and an easy 1-hour commute N to the WHITE MOUNTAINS or S to the SEACOAST, are only 10 minutes away. Meanwhile it's <15 minutes to Wolfeboro's Historic Lakeside Downtown w/Town Beaches on Lakes Wentworth & Winnipesaukee, Shopping, Restaurants, updated Library & Public Safety complex, as well as our upgraded (& award-winning) Huggins Hospital. Families will also enjoy "The Nick" Recreation Park, the multi-use 12-mile (downtown to Wakefield) Cotton Valley Rail Trail and the 5 well-regarded K-12 Governor Wentworth/Kingswood Schools, (including the Lakes Region Tech Center). While ready for immediate occupancy, most folks will probably want to upgrade the Kitchen sooner rather than later. However both bathrooms, the 2 new rooms on the 3rd floor & the 4-Bedroom Septic System were all completed in last couple of decades. If you are looking for a quality Wolfeboro home with attached out-buildings, a large yard (including a 14x10 Sap House & a 20x12 "3-sided run-in" for the horse/s) and space for Gardening and/or family Farming with an attached Woodlot, this stonewall-bounded property may be for you. (See the 3 Floor PLANS in Documents.)

21 Trask Mountain Rd, Wolfeboro

$895,000
3 Beds 3 Baths 5098030 MLS
Welcome to 79 Waumbeck Road, a beautifully maintained 3-bedroom, 2.5 bath home that blends modern comfort, quality craftsmanship, and an exceptional Wolfeboro location. Nestled in one of the area's most desirable neighborhoods, this move-in-ready property offers the perfect balance of privacy and convenience, just minutes from downtown Wolfeboro, Lake Winnipesaukee, golf, hiking trails, restaurants, and year-round recreation. Designed for today's lifestyle, the open-concept floor plan is bright and inviting, offering spacious living areas equally suited to everyday living and entertaining. The chef's kitchen showcases GE Café appliances, an XO beverage refrigerator, and quality finishes that balance style with everyday functionality. Hardwood flooring extends throughout most of the home, creating a warm, cohesive feel. The spacious primary suite provides a relaxing retreat, while two additional bedrooms offer flexibility for family and guests. Significant capital improvements include a high-efficiency Viessmann propane boiler and hot water tank, central air conditioning, a Kohler whole-house generator, hardwood floors, new windows, a custom front door, upgraded interior and exterior lighting and numerous additional improvements that allow the next owner to simply move in and enjoy. Outside, beautifully maintained grounds and inviting outdoor living spaces create an ideal setting for al fresco dining, entertaining friends, or simply enjoying the peaceful surroundings. Whether you're searching for a year-round residence or a Lakes Region retreat, 79 Waumbeck Road delivers exceptional quality, meaningful improvements, and an unbeatable Wolfeboro lifestyle. **OPEN HOUSES HAVE BEEN CANCELLED**

79 Waumbeck Rd, Wolfeboro

$898,000
2 Beds 3 Baths 5097883 MLS
EXCEPTIONAL OWNERSHIP OPPORTUNITY | YEAR-ROUND HOME | VACATION RETREAT WITH DEEDED DOCK SLIP ON LAKE WINNIPESAUKEE Your summer starts here! Move right into this fully furnished, exquisite Craftsman gambrel offering deeded water access and a dock slip at Sawmill Marina across the road on beautiful Lake Winnipesaukee. Enjoy stunning views of the lake and downtown Wolfeboro from this exceptional 2-bedroom, 3-bath home.Located on a charming side street just a short walk to postcard-perfect downtown Wolfeboro, known as “America’s Oldest Summer Resort,” this property offers easy access to waterfront restaurants, unique shops, and Cate Park, where summer concerts fill the gazebo overlooking the shores of Lake Winnipesaukee.Newly constructed with a timeless blend of craftsmanship and modern luxury, this home features wide plank oak flooring, 9-foot ceilings, and a custom kitchen with floor-to-ceiling cabinetry, granite countertops, tile backsplash, and premium Bosch appliances. Central air conditioning provides year-round comfort, while thoughtful finishes create effortless living throughout.As beautiful as the home is inside, the outdoor spaces are equally inviting. Relax or entertain on the bluestone patio or mahogany deck while enjoying scenic views of Lake Winnipesaukee’s Back Bay. Professionally landscaped grounds with irrigation create a private, low-maintenance oasis.Whether you are seeking a primary residence, a second home retreat that can help offset ownership costs, or a flexible investment opportunity, this exceptional Wolfeboro property offers the rare combination of luxury, location, and deeded lake access.

46 King St, Wolfeboro

$479,900
3 Beds 2 Baths 5097183 MLS
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)

5 Council Tree Ln, Wolfeboro

$749,000
3 Beds 3 Baths 5096057 MLS
Looking for a hidden Wolfeboro sanctuary where 7 acres of manicured grounds, natural beauty, and exceptional privacy meet effortless convenience? Discreetly tucked away and completely hidden from street view, this remarkable North Main Street property offers a rare opportunity to enjoy a secluded retreat while remaining less than 2 miles from downtown Wolfeboro. Follow the driveway to a stunning park-like setting featuring expansive lawns, a private pond, meandering brook, and wooded walking trails. Enjoy outdoor living at its finest with a park-style BBQ area, fire pit, and year-round screened pavilion complete with a gas fireplace, electricity, refrigeration, TV, bar, and running water. Relax, entertain, and take in the beauty of nature with frequent visits from local wildlife including deer, moose, owls, and the occasional bear. The meticulously maintained 3-bedroom, 3-bath home is as unique as the grounds. The inviting interior features a sunken living room with a stunning fieldstone fireplace, rustic exposed beams, and timeless character. The spacious kitchen offers abundant cabinetry, generous workspace, and a welcoming dining area. The primary suite enjoys serene views, a custom bath, and an oversized walk-in closet. Two additional bedrooms provide plenty of space for family or guests. A dedicated hot tub/exercise room with a third full bath adds versatility. The impressive 1,000 sq. ft. family room is designed for entertaining with abundant windows, natural light, multiple gathering areas, a cozy wood-burning stove, and direct access to the exceptional outdoor amenities. Additional features include an RV/boat garage and separate storage/cordwood building. All of this privacy and tranquility, while remaining just minutes from the shopping, dining, and year-round amenities of downtown Wolfeboro. Call for a private showing appointment or come to the Open House Saturday & Sunday June 27th and 28th from 11am to 2pm.

539 N Main St, Wolfeboro

$9,800,000
3 Beds 1 Baths 5095854 MLS
A truly rare offering on the shores of Winter Harbor, this remarkable 40± acre property presents a once-in-a-generation opportunity to own one of the most extraordinary waterfront estates in Wolfeboro. Comprised of two distinct 20-acre parcels, the property captures the very essence of lakeside New England living. On the lake side of North Main Street, an antique seasonal cottage overlooks the sparkling waters of Lake Winnipesaukee, where breathtaking sunsets paint the sky above Winter Harbor each evening. Sandy waterfront, sweeping views, and the tranquil setting create an idyllic retreat to enjoy today while envisioning what tomorrow may bring. Across the road, rolling fields and open meadows surround an antique Cape, forming a timeless pastoral landscape rich with character and possibility. The existing home offers an opportunity for restoration or redevelopment, while the gently sloping terrain provides exceptional flexibility for future plans, including the potential for walkout lower levels designed to maximize both views and indoor-outdoor living. Whether your vision is a private family compound, an equestrian estate, a multigenerational retreat, or a thoughtfully designed development opportunity, the rare combination of substantial acreage, waterfront, open fields, and lake views offers possibilities that are nearly impossible to replicate in today's market. This is a property meant to be cherished, shaped by its next steward, and enjoyed for generations to come. Adding to its appeal is the location itself. Welcome to Wolfeboro, often regarded as one of New England's most charming villages. Here, you'll find the perfect balance of peace and privacy while remaining just minutes from the vibrant downtown, with its boutique shops, restaurants, marinas, and year-round community events.

606 And 607 N Main St, Wolfeboro

$7,900,000
5 Beds 1 Baths 5095851 MLS
A truly rare offering on the shores of Winter Harbor, this remarkable 20 acre property presents a once-in-a-generation opportunity to own one of the most extraordinary waterfront estates in Wolfeboro. Comprised of one distinct 20-acre parcels, the property captures the very essence of lakeside New England living. On the lake side of North Main Street, an antique seasonal cottage overlooks the sparkling waters of Lake Winnipesaukee, where breathtaking sunsets paint the sky above Winter Harbor each evening. Sandy waterfront, sweeping views, and the tranquil setting create an idyllic retreat to enjoy today while envisioning what tomorrow may bring. The existing home offers an opportunity for restoration or redevelopment, while the gently sloping terrain provides exceptional flexibility for future plans, including the potential for walkout lower levels designed to maximize both views and indoor-outdoor living. Whether your vision is a private family compound, or a multigenerational retreat, or a thoughtfully designed development opportunity, the rare combination of substantial acreage, waterfront, and lake views offers possibilities that are nearly impossible to replicate in today's market. This is a property meant to be cherished, shaped by its next steward, and enjoyed for generations to come. Adding to its appeal is the location itself. Welcome to Wolfeboro, often regarded as one of New England's most charming villages. Here, you'll find the perfect balance of peace and privacy while remaining just minutes from the vibrant downtown, with its boutique shops, restaurants, marinas, and year-round community events.

606 N Main St, Wolfeboro

$7,900,000
5095838 MLS
A truly rare offering on the shores of Winter Harbor, this remarkable 20 acre property presents a once-in-a-generation opportunity to own one of the most extraordinary waterfront estates in Wolfeboro. Comprised of one distinct 20-acre parcels, the property captures the very essence of lakeside New England living. On the lake side of North Main Street, an antique seasonal cottage overlooks the sparkling waters of Lake Winnipesaukee, where breathtaking sunsets paint the sky above Winter Harbor each evening. Sandy waterfront, sweeping views, and the tranquil setting create an idyllic retreat to enjoy today while envisioning what tomorrow may bring. The existing home offers an opportunity for restoration or redevelopment, while the gently sloping terrain provides exceptional flexibility for future plans, including the potential for walkout lower levels designed to maximize both views and indoor-outdoor living. Whether your vision is a private family compound, or a multigenerational retreat, or a thoughtfully designed development opportunity, the rare combination of substantial acreage, waterfront, and lake views offers possibilities that are nearly impossible to replicate in today's market. This is a property meant to be cherished, shaped by its next steward, and enjoyed for generations to come. Adding to its appeal is the location itself. Welcome to Wolfeboro, often regarded as one of New England's most charming villages. Here, you'll find the perfect balance of peace and privacy while remaining just minutes from the vibrant downtown, with its boutique shops, restaurants, marinas, and year-round community events.

606 N Main St, Wolfeboro

$1,250,000
3 Beds 2 Baths 5095143 MLS
8 Edwards Way, Wolfeboro – Your Ticket to Lake Wentworth Living! Discover a truly unique waterfront property offering access to two of New Hampshire's most desirable lakes. Nestled along the tranquil Smith River, just seconds from Lake Wentworth and with direct access to Crescent Lake, this exceptional home delivers the ultimate lakeside lifestyle. Designed for easy one-level living, this impeccably maintained home features 3 bedrooms, 2 baths, a spacious kitchen, open living area, and a peaceful setting that feels like your own private retreat. A wall of windows fills the home with natural light while capturing beautiful views of Lake Wentworth. The grounds are beautifully landscaped and meticulously maintained. Thoughtfully updated and cared for, the home features a newer roof, newer siding, energy-efficient mini-split systems for heating and cooling, and an irrigation system, providing comfort, convenience, and peace of mind. Boating enthusiasts will appreciate 153 feet of waterfront, a private dock with room for multiple boats, and the rare opportunity to enjoy two lakes from one property. A detached 2-car garage provides additional storage and convenience. Located on a paved private road used exclusively by residents, the property offers privacy and tranquility while remaining just minutes from downtown Wolfeboro's shops, restaurants, and waterfront. Outdoor enthusiasts will love the nearby Bridge Falls Path, offering miles of trails for walking, hiking, biking, and cross-country skiing. The White Mountains, ski areas, golf courses, and countless recreational opportunities are all within easy reach. Conveniently located less than 2 hours from Boston and about an hour from New Hampshire's Seacoast, this remarkable waterfront retreat offers the perfect blend of relaxation, recreation, and accessibility. Rarely does a property combine direct access to two pristine lakes, modern updates, and proximity to downtown Wolfeboro in one exceptional offering. Welcome home.

8 Edwards Way, Wolfeboro

$899,900
3 Beds 3 Baths 5094991 MLS
NEW CONSTRUCTION! This beautifully designed 3-bedroom, 3-bath ranch is set on 2.36 private acres, offering a peaceful setting while remaining close to all that Wolfeboro has to offer. Thoughtfully crafted with quality finishes throughout, this home features a stunning designer kitchen with high-end appliances, modern cabinetry, and ample workspace, making it ideal for everyday living and entertaining alike. The open-concept living area is filled with natural light and centered around a stylish wall-mounted electric fireplace, creating a warm and inviting gathering space. The walkout lower level expands the living area with a finished family/game room, perfect for movie nights, hobbies, or hosting guests. A spacious 2-car garage provides plenty of room for vehicles, recreational equipment, and storage. Outside, beautifully landscaped grounds and established perennial gardens complement the natural surroundings, creating a private retreat where you can relax and enjoy the quiet setting. Located in Wolfeboro, known as “America’s Oldest Summer Resort,” this home offers convenient access to the best of the Lakes Region. Spend your days enjoying Lake Winnipesaukee at one of Wolfeboro’s three town beaches, walking the charming downtown filled with cafés, restaurants, galleries, and unique shops, or taking advantage of the many programs and amenities at the Nick Recreation Center. Brewster Academy, one of New England’s premier boarding schools, is also nearby. Whether you’re boating, swimming, hiking, golfing, snowmobiling, or simply enjoying the vibrant community atmosphere, Wolfeboro provides four seasons of recreation and small-town charm. Conveniently located approximately two hours from Boston and just over an hour from the Seacoast, this exceptional new construction home offers the perfect balance of privacy, comfort, and accessibility.

82-12 N Line Rd, Wolfeboro

$750,000
3 Beds 3 Baths 5094938 MLS
Nestled in the sought-after Port Wedeln Association, this beautifully maintained and thoughtfully updated home offers an exceptional opportunity to enjoy life on Lake Winnipesaukee. Just steps from the association's sandy beach and waterfront, and only minutes from downtown Wolfeboro, the location perfectly balances lakeside relaxation with convenient access to shopping, dining, and year-round activities. A welcoming covered front porch invites you inside, where an open-concept living and dining area is filled with natural light and designed for comfortable everyday living. The bright kitchen features granite countertops, stainless steel appliances, and ample space for entertaining. Just off the dining area, a private deck provides the perfect setting for summer barbecues, morning coffee, or unwinding after a day on the water. The first floor also offers a dedicated office or study, a full bath, and a convenient laundry area. An attached two-car garage provides excellent storage, with unfinished space above offering future expansion potential or additional storage options. Upstairs, the spacious primary suite offers dual closets and an ensuite bath. Two additional bedrooms and a three-quarter bath provide comfortable accommodations for family and guests. Equipped with central air conditioning on the main level, mini-split systems upstairs, and numerous updates throughout, this move-in-ready property is ideal as either a year-round residence or a seasonal getaway. Spend your days enjoying the association beach, boating on Lake Winnipesaukee, or exploring the charm of Wolfeboro—this is Lakes Region living at its best.

5 Lloyd Rd, Wolfeboro

$9,800,000
5094444 MLS
A truly rare offering on the shores of Winter Harbor, this remarkable 40± acre property presents a once-in-a-generation opportunity to own one of the most extraordinary waterfront estates in Wolfeboro. Comprised of two distinct 20-acre parcels, the property captures the very essence of lakeside New England living. On the lake side of North Main Street, an antique seasonal cottage overlooks the sparkling waters of Lake Winnipesaukee, where breathtaking sunsets paint the sky above Winter Harbor each evening. Sandy waterfront, sweeping views, and the tranquil setting create an idyllic retreat to enjoy today while envisioning what tomorrow may bring. Across the road, rolling fields and open meadows surround an antique Cape, forming a timeless pastoral landscape rich with character and possibility. The existing home offers an opportunity for restoration or redevelopment, while the gently sloping terrain provides exceptional flexibility for future plans, including the potential for walkout lower levels designed to maximize both views and indoor-outdoor living. Whether your vision is a private family compound, an equestrian estate, a multigenerational retreat, or a thoughtfully designed development opportunity, the rare combination of substantial acreage, waterfront, open fields, and lake views offers possibilities that are nearly impossible to replicate in today's market. This is a property meant to be cherished, shaped by its next steward, and enjoyed for generations to come. Adding to its appeal is the location itself. Welcome to Wolfeboro, often regarded as one of New England's most charming villages. Here, you'll find the perfect balance of peace and privacy while remaining just minutes from the vibrant downtown, with its boutique shops, restaurants, marinas, and year-round community events.

606 And 607 N Main St, Wolfeboro

$1,100,000
3 Beds 3 Baths 5094386 MLS
Introducing Dark Lake Lodge, WATERFRONT ACCESS WITH DEEDED WATERFRONT RIGHTS TO SHARED WATERFRONT LOT with rights established & enjoyed for decades. Compare for yourself what Dark Lake Lodge offers the rare experience of waterfront living without waterfront taxes. Year round enjoyment, this special property invites you to savor lake views, peaceful mornings, cozy evenings, and a feeling of a place deeply loved. Conveniently located near all that Wolfeboro has to offer, yet tucked into its own peaceful rhythm, Dark Lodge is more than a home, it is a retreat! This Custom built home situated on a quiet dead end road with access to Crescent Lake and comes with a DEEDED BOAT DOCK, it doesn't get much better than this! Farmers Porch perfect for morning coffee and afternoon drinks. The home boasts approx. 2,592 sq. ft. of living space above grade, plus additional space in the lower-level~Just over a 20,000' lot this home has 7 Rooms/3 Bedroom/2.5 Baths~Primary Bedroom & 2 Car Heated Garage (24'x24') added 2012. Resort style front & backyard designed for outdoor entertaining with deck(s), patio, fire pit, hot tub, outdoor shower. Beautiful wood floors throughout giving this home its cozy feel w/ the wood stove in the Family Room. Eat-in Kitchen w/custom Maple Cabinets, Granite Counter tops ideal for all your needs & a 1/2 Bath. Second Floor has 2 generous size bedrooms, large full bathroom and a huge Primary Bedroom Suite that is breath taking(a must see). 2nd Flr separate Laundry Room. Close to downtown Wolfeboro with access to Cotton Valley Rail Trail walks/jogging/biking/snowmobiles to Town~Extraordinary shopping & many restaurants to enjoy. It's nostalgic 4th of July celebrations, fireworks over Wolfeboro Bay, Concerts by the town docks at Cate Park, Winter Holiday parade & tree lighting, New Years fireworks~Wolfeboro so much to offer w/ it's own ski slopes at Abenaki Ski Area~Pop Whalen Ice Arena~World Class Cross Country Trails~Golf Course~Quick closing available!!

56 Kings Pine Rd, Wolfeboro

$799,000
3 Beds 3 Baths 5092843 MLS
Turnkey and fully updated! This home has a new exterior and interior from floor to ceiling! 7 Loon also offers easy access to the Lake Winni public boat ramp and the Winter Harbor scenic view picnic area across the street! It is also very close to Mirror Lake beach. Two Lakes within a stone's throw! Set at the end of a quiet cul-de-sac in one of Wolfeboro’s private neighborhoods, this home feels like a retreat from the moment you arrive. From the front yard, take in filtered views of Winter Harbor and the Belknap Mountains and Lake Winnipesaukee, a daily reminder of the natural beauty that surrounds you. Inside, every space has been transformed with high-end finishes and thoughtful design. The large brand-new designer kitchen features quartz countertops, a full-height quartz backsplash, custom cabinetry and hood vent, and a dramatic 10-foot island perfect for gathering and entertaining. All of the bathrooms have been fully remodeled with elegant tile, heated floors, and modern fixtures. With 3 bedrooms and 3 full baths, including a primary suite with a walk-in closet that doubles as a home office or flex space. The 2nd bedroom also provides an en-suite bathroom for easy access. Year-round efficiency and comfort are ensured by a new whole-house Samsung Max Heat Mini Split System, along with a 50-year Owen’s Corning roof, new vinyl siding, windows, and skylights all with transferable warranties for peace of mind. Every detail has been carefully crafted. The appealing floor plan offers open concept living and enough private spaces to achieve an ideal balance. Additional added benefits include a fully set up gym in the basement, and a parking area for your RV or boat. Just minutes from downtown Wolfeboro and about two hours from Boston, it offers the perfect combination of a peaceful full-time residence or a convenient weekend escape where lakes, mountains, and small-town charm meet effortlessly all with low taxes. Agent is also owner.

7 Loon St, Wolfeboro

$1,825,000
5 Beds 4 Baths 5092835 MLS
Built in 1853 and known to generations of Wolfeboro residents as "The Varney House," this iconic Greek Revival stands as one of downtown's most recognized landmarks. The Fourth of July parade passes right by your front door, and steps from the property are charming boutiques, local restaurants, waterfront parks, and year-round community events. With easy access to scenic biking/walking trails and Lake Winnipesaukee, this exceptional property offers a lifestyle that is as active as it is relaxed. Rich with original character, wide-plank floors, natural woodwork, and 170 years of New England craftsmanship, this spacious home features 5 bedrooms and 4 bathrooms on 2 acres. The finished barn is the showpiece: soaring exposed beams, a magnificent custom stone fireplace, and a balcony overlooking the backyard. The home's energy systems are a standout: radiant floor heating, whole-home mini-splits, owned solar panels, and EV chargers in both the garage and barn modern efficiency in a historic shell. Recent upgrades including a new roof (2024), updated electrical, vinyl siding, and added insulation mean the character comes without the upkeep and a dry, insulated full basement means no surprises below grade either. Outside, an expansive composite deck with screened gazebo overlooks a beautifully maintained yard with mature fruit trees and a fenced area perfect for pets. A two-car garage, two lower barn levels, and an attached shed provide exceptional space for vehicles, tools, and toys. A landmark address in America's oldest summer resort town, this is Wolfeboro living at its finest. OPEN HOUSE SATURDAY 7/18/2026 from 10-12

153 N Main St, Wolfeboro

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