$2,899,900 $1,783 per sq.ft. Wolfeboro NH Home »

3 Beds | 3 Baths |   Total Sq. Ft. 1626  |  Acres: 0.49
Listed on Wednesday Jun 3, 2026
Description: A rare legacy offering on the shores of Lake Winnipesaukee. This private waterfront retreat has been cherished by the same family for over sixty-five years & represents the first lot developed on Broadside Road--one of Wolfeboro's most exclusive lakeside enclaves. Owning 100 feet of pristine frontage, the property offers an unparalleled 180-degree panorama from Wolfeboro Bay to the east & Meredith to the west, with the Belknap Mountains rising to the south & Gunstock's ski trails visible in the distance. The home enjoys exceptional privacy & natural protection. A paved circular driveway winds through moss-covered woodlands, encircling a wooded center island & providing ample guest parking. The centerpiece is an authentic Ward Log Cabin featuring rough-hewn logs, rich cedar interiors with polyurethane finish, a grand fieldstone fireplace, & modern upgrades including a new kitchen & bath, & updated plumbing & electrical. Highlights include a front room with an expansive picture window framing sweeping lake, island, & mountain views--ideal for watching snow-making at Gunstock. A bright three-season porch with skylights provides excellent entertaining space next to the kitchen. Additional living areas feature a second-story office with breathtaking lake views (easily convertible to a suite with wet bar), an accessible attic loft for guests, & abundant storage. Outdoor amenities shine with a King Stoneworks stone patio (perfect for a firepit), a double-railing staircase leading to a shaded lakeside platform, & a professionally built breakwater dock system complete with canopy, lighting, power, & potential jet ski lift. Meticulously landscaped grounds include stone retaining walls from Maine, perennial gardens, a Blue Spruce, window boxes, & a potting shed. Privacy is enhanced by cedar fencing & natural shrubbery, while the expansive backyard offers complete seclusion. The property is ready for immediate enjoyment. See Listing Details & 34 images.

$3,795,000 $1,607 per sq.ft. Wolfeboro NH Home »


Price Change! Reduced by $200,000 down 5% on June 18th 2026
250 Ft. of Waterfront on Lake Winnipesaukee
3 Beds | 3 Baths |   Total Sq. Ft. 2670  |  Acres: 1.9
Listed on Wednesday Apr 15, 2026
Description: Set along the shores of Lake Winnipesaukee in desirable Wolfeboro, 9 Umbrella Point offers 250 feet of exceptional waterfront and sweeping sunset views across the lake toward Gunstock Mountain and Rattlesnake Island. This well-maintained home is designed for true single-level living, featuring a wide-open floor plan and large windows that bring in natural light and showcase the water from nearly every room. A fantastic study upstairs offers a peaceful retreat with stunning lake views--ideal for working from home or unwinding with a good book. The seamless flow between living spaces makes the home feel both comfortable and ideal for entertaining. Outside, the yard is level and inviting, with stairs leading down to the water's edge. A brand-new dock accommodates two boats with ease, making it simple to enjoy everything lake life has to offer. Whether you're relaxing on the deck, gathering by the shoreline, or heading out on the water, the setting is both functional and picturesque. Additional features include a two-car attached garage and a separate three-car garage, perfect for storing boats, watercraft, and recreational gear. Located in a quiet, private association just off Forest Road, this property offers a sense of seclusion while remaining just minutes from downtown Wolfeboro's shops, dining, and amenities. An outstanding opportunity to enjoy turnkey waterfront living in the heart of the Lakes Region. See Listing Details & 52 images. Includes a Virtual Tour

New Listing! Wolfeboro NH Home for sale $3,999,000 $2,067 per sq.ft.

$3,999,000 $2,067 per sq.ft. Wolfeboro NH Home »

315 Ft. of Waterfront on Lake Winnipesaukee
3 Beds | 3 Baths |   Total Sq. Ft. 1935  |  Acres: 0.76
Listed on Saturday Aug 1, 2026
Description: Spanning the full width of Melody Island, 2 Melody Island is a truly remarkable and one-of-a-kind Lake Winnipesaukee retreat. With approximately 315 feet of waterfront on both sides of the island, the property offers the rare opportunity to enjoy beautiful sunrises from one shoreline and spectacular long-range sunset views from the other. The property's diverse shoreline features multiple swimming areas, including sandy beaches and a naturally formed submerged stone terrace. This distinctive in-water gathering area provides a wonderful place for swimmers to stand, sit, and relax while surrounded by the lake (an especially memorable feature for family and friends of all ages). The main residence offers three bedrooms and a spacious, open-concept living area centered around a beautiful stone fireplace. Expansive lake views bring the beauty of Winnipesaukee indoors, while comfortable gathering spaces create an inviting setting for entertaining, relaxing, and making lasting memories. A separate bunkhouse provides additional privacy and flexibility for guests, complete with its own bathroom, laundry facilities, and generous sleeping accommodations. Together, the main house and bunkhouse offer ample space to welcome extended family and friends while allowing everyone to enjoy a sense of privacy. Conveniently located just a 5 minute boat ride from Wolfeboro, Melody Island offers close proximity to shopping, dining, coffee shops, and town docks adding to the ease and enjoyment of island living. With its extraordinary shoreline, sunrise-to-sunset views, 2 Melody Island is a rare and unforgettable retreat that captures the very best of Lake Winnipesaukee island living. See Listing Details & 56 images. Includes a Virtual Tour

$9,800,000 $7,000 per sq.ft. Wolfeboro NH Home »

Waterfront on Lake Winnipesaukee
3 Beds | 1 Baths |   Total Sq. Ft. 1400  |  Acres: 40.83
Listed on Saturday Jun 20, 2026
Description: 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. See Listing Details & 58 images. Includes a Virtual Tour

$345,000 $369 per sq.ft. Woodbury VT Home »


Price Change! Reduced by $30,000 down 9% on July 23rd 2026
3 Beds | 2 Baths |   Total Sq. Ft. 1786  |  Acres: 1
Listed on Wednesday Mar 11, 2026
Description: Price Reduced! Motivated Sellers! Don't miss your opportunity to be the next owner of this well cared for home! Set on a spacious 1 +/- acre corner lot, this raised ranch offers comfort, functionality, and easy access to outdoor recreation. The attached two-car garage provides convenient direct entry into the lower level great room, making everyday living easy in all seasons. The main level features a bright and inviting living room with an electric fireplace, perfect for relaxing evenings in the cooler months and a wall air conditioning unit for the warm months. The eat-in kitchen offers plenty of space for casual dining and includes a door that opens to the back deck--ideal for enjoying morning coffee or summer grilling. This level also includes a full bath, a spacious primary bedroom with double closets, and a comfortable guest bedroom. Downstairs, the lower level provides a great room warmed by a cozy wood stove, creating a welcoming gathering space. You'll also find an additional guest bedroom, a half bath, laundry, and utility room. Outside, the open acre offers plenty of room to garden, play, or simply enjoy the surroundings. A small stream runs behind the home, adding to the charm, and a storage shed provides extra space for tools and outdoor equipment. Located at the corner of two town-maintained gravel roads, the property offers a country setting while being just up the hill from VT Route 14 for an easy commute. With numerous nearby lakes and ponds to explore, this home is a great base for enjoying Vermont's outdoor lifestyle. See Listing Details & 30 images.

Under Contract Woodbury VT Home for sale $360,000 $376 per sq.ft.

$360,000 $376 per sq.ft. Woodbury VT Home »

Waterfront on Lake Sabin Pond
3 Beds | 1 Baths |   Total Sq. Ft. 958  |  Acres: 0.3
Listed on Friday May 15, 2026
Description: Experience the quintessential Vermont lifestyle in this year-round home with breathtaking views of Woodbury Lake. Enjoy spectacular sunsets from the new partially covered deck and host friends and family for memorable long summer weekends. Originally a summer camp, this property has been converted into a comfortable year-round home, featuring single-level living with extra sleeping quarters upstairs. With both oil baseboard heat and a wood stove, this is the perfect year-round residence for those looking to downsize, or a comfortable 4-season camp. This versatile property allows you to enjoy the best of what Vermont offers throughout the seasons. The lake access is directly across the road, giving you the ability to enjoy paddling, swimming, fishing, and boating, and guarantees the best view of the lake for years to come. See Listing Details & 25 images.

$495,000 $362 per sq.ft. Woodbury VT Home »

Waterfront on Pond _Unnamed
3 Beds | 2 Baths |   Total Sq. Ft. 1368  |  Acres: 10.6
Listed on Monday Jul 6, 2026
Description: A Vermont Lifestyle Property with Surprises Around Every Corner! So much more than just a home, this unique property offers the space and versatility to live, work, gather, and explore. The inviting 3-bedroom farmhouse was moved back onto a new full foundation and renovated inside and out in the early 1990s, blending classic farmhouse charm with important updates. Inside you will find an eat-in kitchen that opens nicely into the dining and living areas, full bath, 3 bedrooms upstairs with 1/4 bath~ creating a warm and welcoming space to call home. The massive garage/barn opens the door to endless possibilities. The owner has run a successful repair shop in this fully insulated, wood-heated space that includes a car lift and air compressor, making it ideal for a continued workspace, hobbies, equipment, storage, or future ventures. Beyond the home and garage is where this property truly sets itself apart. A small barn and level pasture area offer the opportunity for horses, smaller farm animals, or homesteading. Continue along the gravel drive and discover a private retreat created for relaxing and gathering, complete with a spacious pavilion that doubles as RV winter storage, two storage sheds, a sleeping cottage, and a stone fire pit perfect for evenings under the stars. Travel farther into the land to find a hidden pond that has provided years of summer enjoyment. With some clearing, this peaceful setting could be opened back up to capture more sunlight and beautiful views overlooking the gathering field below. The adventure continues into the back acreage with wooded terrain, hiking opportunities, and an ATV-accessible trail leading toward a level area near the top. From workspaces to recreation, animals to quiet escapes, this is a property designed to be enjoyed in every season. There is more than meets the eye-a property you need to explore! Bring your ideas and discover all the possibilities waiting here! See Listing Details & 36 images.

$595,000 $285 per sq.ft. Woodbury VT Home »


Price Change! Reduced by $55,000 down 9% on June 26th 2026
3 Beds | 2 Baths |   Total Sq. Ft. 2088  |  Acres: 48.6
Listed on Monday Apr 20, 2026
Description: Forty-eight and a half acres of Woodbury homestead has been waiting for you. Hill pasture rolls into mixed softwood forest as you climb the old farm road into the mature maple stand, where the ghost of an old sugarhouse still lingers among the trees. Apple trees, blueberries, organic gardens, trails that invite you to lose track of time. Views of the local hills remind you exactly where you are. This land has been lived on, loved, tended well and it shows. The home sits quietly tucked away from the road, conscientiously sited to let the sun do some of the work. Passive solar design fills the interior with natural light and warmth. The kind that feels authentic rather than forced. Built with intention, the craftsmanship inside rewards a slow look. Sawn tamarack boards, hand hewn timbers, Rutland slate, salvaged Vermont hardwood floors, and custom woodwork sourced from the land itself. Architectural salvage chosen with a discerning eye complements the hand-crafted natural interior elements. Three bedrooms, two full baths, a dedicated office and plenty of common area make the interior spacious and comfortable. There is a stillness about the place that the road noise can't reach. Inside and outside space negotiate here, equally, by design. Two porches, an elevated deck, and a gazebo invite you to linger in the spaces between nature and home. Here the practical and the purposeful coexist in easy harmony. A new high-efficiency LP wall-hung boiler with individual room zones, 4.4kw of roof-mounted solar panels net metering against your electric bill, two EV charging plugs and wiring for a generator. An attached workshop and garage for the projects that never quite finish, plus sheds for wood, and equipment. A second building site was designed for the property about a decade ago adding versatility with an eye toward the future. Woodbury's many lakes and ponds are just a stone's skip away and 'city' amenities in Hardwick, Montpelier, and Morrisville are all within easy reach. See Listing Details & 60 images.

$1,249,950 $411 per sq.ft. Woodbury VT Home »

3 Beds | 4 Baths |   Total Sq. Ft. 3041  |  Acres: 218
Listed on Friday Sep 26, 2025
Description: Welcome to 187 East Hill Road, an extraordinary 218-acre estate in the serene town of Woodbury, Vermont. This remarkable property is a rare find, offering unparalleled natural beauty and luxurious rustic living. At the heart of this expansive estate lies a charming log cabin, meticulously crafted with exotic hardwoods that infuse warmth and character into every room. Flooring is Brazilian Cherry, the kitchen is custom crafted of Guyana Mahogany, the great room ceiling is finished in Spanish cedar, and the expansive decks and porches are made of luxurious Ipe decking. The cabin seamlessly blends with its surroundings, providing a cozy retreat while offering modern comforts. The property boasts extensive frontage on the pristine Woodbury Lake. Enjoy serene water views from your private dock, or while kayaking, fishing, and peaceful lakeside moments on your private beach, or your additional deeded access to the lake. The estate's vast network of trails invites you to explore the diverse landscape, whether by foot, horseback, or ATV, making it an outdoor enthusiast's dream. Trails follow waterfalls on one border of the property and will allow the perfect location for a zen / meditation garden allowing the opportunity to get lost in the sound of rushing water as your stress melts away. Whether you seek a private retreat, a family compound, or a nature lover's paradise, 187 East Hill Road offers endless possibilities. See Listing Details & 52 images. Includes a Virtual Tour

$104,900 $137 per sq.ft. Woodford VT Home »


Price Change! Reduced by $20,100 down 19% on July 7th 2026
3 Beds | 1 Baths |   Total Sq. Ft. 768  |  Acres: 0.28
Listed on Tuesday Apr 21, 2026
Description: Your wait is over--an exceptional opportunity to own in the highly sought-after Woodford Lake Estates! This unique property offers direct access to the beauty of the surrounding Green Mountain National Forest and is ideally located near VAST snowmobile trails, making it a year-round haven for outdoor enthusiasts. Enjoy cross-country skiing just minutes away at Prospect Mountain, along with beach and boat rights to the lake. Set in a peaceful, nature-filled setting, this property is ready for your vision. The existing cottage requires significant foundation repair or replacement, presenting the perfect chance to restore the structure or start fresh and build your dream mountain lake retreat. A rare opportunity for investors, builders, or buyers looking to create something special in a truly desirable Vermont location. Being sold As-Is. This is a cash-only sale. See Listing Details & 14 images.

$299,900 $500 per sq.ft. Woodstock NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1200  |  Acres: 2.39
Listed on Monday Jun 29, 2026
Description: Nestled in a peaceful, natural setting overlooking scenic Mirror Lake, this small and charming cabin offers a true retreat for those seeking simplicity and a connection to nature. With its rustic appeal, the property could be a cozy year-round residence, vacation rental or getaway escape, with three private rooms as well as a shared kitchen and common space. Located on 2.30 conserved acres with its own driveway, adjacent to the Hubbard Brook Research Foundation's Likens Conservation Campus, the home offers tranquil lake views and the soothing sounds of bird song and breezes through the trees. The cozy interior provides a comfortable space to unwind, while the compact footprint ensures easy maintenance and a low-impact lifestyle. Please note: although there is a friendly relationship with the neighbors, there is no legal right to access the nearby lakeshore, and access is subject to revocable permission. This property is priced to reflect the need for a new septic system installation (a septic system has already been designed) which may limit some loan types. This unique offering is perfect for buyers who value privacy, conservation, and a quiet lakeside ambiance. See Listing Details & 27 images.

$430,000 $256 per sq.ft. Woodstock NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1680  |  Acres: 1.04
Listed on Friday Jul 3, 2026
Description: Welcome to 5 Downing Drive, where a peaceful setting and convenient location come together in the heart of the White Mountains. Expansive windows fill the home with abundant natural light, creating warm, inviting living spaces that bring the outdoors in. Step outside onto the spacious new wraparound deck, the perfect place to enjoy your morning coffee, entertain family and friends, or simply unwind while taking in the tranquil surroundings. Just minutes from Interstate 93, this property offers exceptional access to year-round recreation and local amenities. Loon Mountain, Cannon Mountain, hiking and biking trails, golf courses, rivers, restaurants, shopping, and the attractions of Lincoln and North Woodstock are all nearby. Whether you're looking for a full-time residence, a weekend getaway, or an investment property, this home offers the ideal combination of comfort, privacy, and accessibility in one of New Hampshire's premier four-season destinations. See Listing Details & 43 images.

$449,000 $398 per sq.ft. Woodstock NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1128  |  Acres: 0.23
Listed on Tuesday May 20, 2025
Description: A GREAT Opportunity to Purchase a Residential home - with many commercial possibilities. Featuring Frontage on the Kanc Scenic Highway / Route 112 within sight of the Exit 32 on-ramp to I93 South Bound. No zoning in Woodstock Allows for mixed use, business options, or alteration of the building to a new use. Currently a 3-bedroom 2 bath home with a full unfinished basement and offering Town water & Town Sewer. So close to Loon Mountain and all the other New Hampshire White Mountain attractions. Brand New Kitchen installed, New Flooring, and all new Thermo Pane windows installed, Newer Oil Base Board heating system, a Covered Porch and Fenced in Yard. See Listing Details & 33 images.

$449,000 $198 per sq.ft. Woodstock VT Home »


Price Change! Reduced by $16,000 down 4% on July 30th 2026
3 Beds | 3 Baths |   Total Sq. Ft. 2268  |  Acres: 15
Listed on Sunday Jun 21, 2026
Description: Spacious, immaculate, and beautifully maintained Federal-style brick townhouse located in the prestigious village of Woodstock, often recognized as one of America's most beautiful small towns. Three finished levels, the larger size residence of 24 homes. Surrounded by mature woods, perennial gardens, & maple trees. A peaceful setting just minutes from Woodstock Village. The Woodstock Farmers' Market is located at the end of the street. Outdoor enthusiasts will appreciate being less than one mile from trailheads leading into Marsh-Billings-Rockefeller National Historical Park, as well as nearby aqueduct and cycling trails. Killington Resort is approximately 20 minutes away. Leave message. Gorgeous hardwood floors. The first level features a flexible room with pocket doors that can be used as guest bedroom, home office, studio, den, providing exceptional versatility for today's lifestyle. The spacious floor plan lives more like a single-family home, with generous room sizes, abundant natural light, and a deluxe wood-burning fireplace. Additional features include: Full bathroom on each level Oversized private deck Covered bridge in town Brand new dryer Updated electrical and plumbing 2019 furnace This Property is conveyed subject to the Woodstock Community Trust Local Deeds covenant, a copy of which is attached to this listing. Leave message See Listing Details & 31 images.

New Listing! Woodstock NH Home for sale $450,000 $300 per sq.ft.

$450,000 $300 per sq.ft. Woodstock NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1500  |  Acres: 2
Listed on Friday Jul 31, 2026
Description: Enjoy peace, privacy, and endless possibilities on 2 quiet acres, just 3 miles from downtown Woodstock! This adorable ranch-style double-wide offers a bright, open-concept kitchen, dining, and living area perfect for entertaining or relaxing by the wood-burning fireplace. Vaulted ceilings and abundant natural light enhance the spacious feel. The impressive kitchen features solid hickory cabinetry, stainless steel appliances, a tile backsplash, pot filler, apron-front sink, oversized island with extensive storage, and a charming window seat with additional storage. The primary suite includes a spacious bathroom with double sinks, a stand-up shower, soaking tub, and direct access from both the bedroom and bathroom to a large walk-in closet. The property's standout feature is the nearly new, never-used, three-story barn measuring approximately 40' x 28'. With 14-foot ceilings and 13-foot entry doors, it is ideal for RV storage, classic cars, animals, a workshop, or other recreational uses. Above the barn is an additional 20' x 40' open space, accessed by interior stairs, offering approximately 800 square feet of storage or potential finished space. The barn may also offer future residential conversion possibilities, subject to all required permits and approvals. Additional features include a 30-amp electrical hookup in the driveway for an RV or hot tub, a lovely brook that feeds a private pond, and a peaceful mountain setting. Perfect for year-round living, a second-home getaway, or a potential Airbnb opportunity! See Listing Details & 60 images. Includes a Virtual Tour

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