$7,395,000 $2,767 per sq.ft. Wolfeboro NH Home »

188 Ft. of Waterfront on Lake Winnipesaukee
4 Beds | 4 Baths |   Total Sq. Ft. 2673  |  Acres: 1.57
Listed on Tuesday Jul 21, 2026
Description: 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. See Listing Details & 33 images.

$7,900,000 $5,643 per sq.ft. Wolfeboro NH Home »

5 Beds | 1 Baths |   Total Sq. Ft. 1400  |  Acres: 20.52
Listed on Saturday Jun 20, 2026
Description: 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. See Listing Details & 51 images. Includes a Virtual Tour

$9,500,000 $1,289 per sq.ft. Wolfeboro NH Home »

310 Ft. of Waterfront on Lake Winnipesaukee
6 Beds | 7 Baths |   Total Sq. Ft. 8144  |  Acres: 3.03
Listed on Wednesday May 20, 2026
Description: Lake Winnipesaukee waterfront living at its finest. "Woodland Cove" is set on three private acres with 310 feet of pristine sandy shoreline and coveted southern exposure, this extraordinary custom estate captures sweeping views of the lake and the Belknap Mountain range while offering rare protection from prevailing winds. The sugar sand beach allows you to wade in slowly with a sandy bottom extending well off shore. The park-like grounds are a masterpiece of natural beauty, featuring mature gardens, handcrafted stonework, and multiple outdoor living spaces designed to embrace the waterfront setting. A stunning mahogany-and-fieldstone boathouse which is architecturally exceptional--stands as a true centerpiece of the property. The boathouse features a large lift to keep your boat pristine as well. Spanning more than 8,000 square feet, the 13-room residence combines timeless craftsmanship with luxurious comfort. The home features six spacious bedrooms and seven baths, with every bedroom offering its own en-suite bath for ultimate privacy and convenience. Soaring ceilings, elegant crown molding, and walls of glass create an atmosphere of light, space, and sophistication throughout. The decorator furnishings have been curated specifically for this home and are included. Designed for both relaxed lake living and entertaining, the home offers expansive decks, patios, and a beautiful screened porch that seamlessly blends indoor and outdoor living. The first-floor primary suite is a private retreat with breathtaking lake and mountain views, a generous walk-in closet, and a spa-inspired bath. Located just 10 minutes from downtown Wolfeboro, this remarkable property delivers the perfect balance of convenience, exclusivity, and complete privacy on New Hampshire's most sought-after lake. This is truly a special property in the nations "Oldest Summer Resort." See Listing Details & 46 images. Includes a Virtual Tour

$10,950,000 $741 per sq.ft. Wolfeboro NH Home »

430 Ft. of Waterfront on Lake Winnipesaukee
7 Beds | 8 Baths |   Total Sq. Ft. 14778  |  Acres: 6.2
Listed on Wednesday Apr 29, 2026
Description: Commanding a rare and remarkably private 6.2-acre site along the sun-drenched edge of Lake Winnipesaukee, this Wolfeboro Neck estate occupies one of the most coveted stretches in all of New Hampshire's lakes region. With an extraordinary 430 feet of frontage and uninterrupted south-to-southwest exposure, the property captures sweeping, cinematic views across the Broads, without a neighboring home in sight. It is a setting of uncommon seclusion within one of the region's most prestigious enclaves. The residence itself, spanning nearly 15,000 square feet, was conceived on a grand architectural scale, offering 7 bedrooms and 8 baths across a layout designed for both entertaining and retreat. The home presents a compelling opportunity for a discerning owner to curate and elevate the interiors to their own high standards, transforming it into a truly bespoke lakeside compound. Outdoor living is equally ambitious, with more than 5,000 square feet of terraces, decks, and balconies that unfold toward the water, creating an effortless flow between interior and exterior spaces. A two-slip boathouse with protective breakwater anchors the waterfront experience, while the acreage affords exceptional flexibility for the addition of a guest residence, caretaker's cottage, or recreational barn. Inside, a soaring great room wrapped in glass frames the lake as living art, flooding the home with natural light. The layout balances grand entertaining spaces with intimate retreats, including a private media room and a chef's kitchen. Wellness amenities include a fully equipped gym, spa, and sauna, all oriented toward the tranquil lakefront. Defined by its irreplaceable combination of scale, privacy, and premier Wolfeboro Neck location, this offering represents a singular opportunity to craft a generational estate on one of New Hampshire's most storied lakes. By appointment. See Listing Details & 55 images. Includes a Virtual Tour

$375,000 $245 per sq.ft. Woodbury VT Home »


Price Change! Reduced by $24,000 down 6% on July 17th 2026
4 Beds | 2 Baths |   Total Sq. Ft. 1530  |  Acres: 11.74
Listed on Monday Jan 12, 2026
Description: Back on Market so if you missed it before,take another look! Country contemporary home features 4 beds,1-1/2 baths. A main level bedroom,half bath and laundry area walks up to livingroom,dining area and kitchen. Enclosed sunroom off kitchen makes a very nice place to soak in sun during winter months and makes a great greenhouse for the gardener. Three beds and full bath on second level. Attached one car garage. Attached shed for wood storage. The barn houses small animals, once home to goats and chickens. Mature fruit trees and plantings abound. Located on surveyed 11.7 acres with a path into the woods for walks anytime of the year. Town maintained road drops onto paved Route 14 for an easy commute to the Hardwick,Stowe,and Morrisville areas as well as Montpelier and Barre hubs. All kinds of recreation abound in this location.The home been under good stewardship with added solar roof array,insulation upgrades and heat pump additions. Heated primarily with oil furnace(new tank installed 7/14/26 and furnace serviced and ready for heating season)you get the benefit of offsetting costs by wood heat and heat pump when desired. See additional details and Seller improvements attached to listing for full disclosures. The home is ready for the new owner to take to the next level. Selling as-is with minor roof repair in progress. See Listing Details & 60 images.

New Listing! Woodford VT Home for sale $150,000 $98 per sq.ft.

$150,000 $98 per sq.ft. Woodford VT Home »

Waterfront on Pond Big Pond
4 Beds | 1 Baths |   Total Sq. Ft. 1536  |  Acres: 0.22
Listed on Wednesday Jul 29, 2026
Description: Rehabbers rejoice! This 4-bedroom lakehouse has been in the family since it was built in the late 1980s, and is now available on the cheap for you to restore and enjoy! A short stroll from Big Pond and backing up to a tremendous amount of National Forest, this property puts you near the water for summer enjoyment and near VAST trails for the winter. Enjoy the amenities of neighboring Bennington and then come back to the solace of the woods. Foundation needs repair. 3 bedrooms upstairs along the balcony and one downstairs by the kitchen and living room. Inquire today! See Listing Details & 21 images.

$395,000 $244 per sq.ft. Woodstock VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1617  |  Acres: 0.65
Listed on Wednesday Oct 1, 2025
Description: Classic Vermont farmhouse just minutes from the heart of Woodstock. This charming 4 bedroom , 2 bath home offers the character of a traditional New England property with comfortable , move in ready living spaces. The home features a bright eat-in kitchen, spacious dining room, and a welcoming living room with a wood-burning fireplace--perfect for cozy Vermont evenings. Freshly painted interiors and updated flooring provide a clean , inviting feel while preserving the home's classic farmhouse charm. An attached barn/ garage offers excellent storage and flexible space for outdoor gear , a workshop, or hobby area--ideal for those who enjoy Vermont's year-round outdoor lifestyle. Located just a short drive to the Village Green in Woodstock, the property also provides convenient access to hiking, biking, and skiing at nearby Killington Resort. Whether you are seeking a full time residence or a Vermont getaway , this property offers an excellent opportunity to enjoy one of Vermont's most desirable areas at an attractive price point. Call today for a private viewing. See Listing Details & 47 images.

Under Contract Village of Taftsville in Town of Woodstock VT Home for sale $502,000 $275 per sq.ft.

$502,000 $275 per sq.ft. Village of Taftsville in Town of Woodstock VT Home »


Price Change! Reduced by $25,000 down 5% on June 12th 2026
4 Beds | 3 Baths |   Total Sq. Ft. 1824  |  Acres: 0.42
Listed on Friday Apr 24, 2026
Description: Step into a rare offering where timeless New England charm meets contemporary comfort. Originally built in 1846 and thoughtfully reimagined, this exceptional Taftsville, Vermont residence is set along Happy Valley Brook, creating a private sanctuary defined by peace, beauty, and understated elegance. Historic character is beautifully complemented by carefully curated upgrades, including energy-efficient heat pumps, enhanced electrical systems, basement insulation, and newer windows--ensuring comfort and efficiency in every season. Recent capital improvements, such as updated siding, a newer drilled well, and new oil and propane tanks, underscore the home's turnkey reliability, while generator-ready capability provides an added layer of confidence. Enjoy a kitchen built for making memories anchored by a newly installed and sleek granite island perfect for connection and celebration. Outdoors, the revitalized grounds invite both quiet relaxation and effortless entertaining, all framed by the natural splendor of this picturesque village setting. Positioned on coveted Happy Valley Road, the property offers a lifestyle as desirable as the home itself--where morning strolls and evening bike rides become part of your daily rhythm. Just minutes from the boutiques, dining, and charm of Woodstock, as well as convenient access to Interstate 89, this location perfectly balances a charming, village-like setting with accessibility. Imagine summer evenings spent beside the gently flowing stream, gathered around a glowing fire under the stars--an experience that captures the very essence of elevated Vermont living. See Listing Details & 48 images. Includes a Virtual Tour

$519,000 $197 per sq.ft. Woodstock NH Home »

5 Beds | 3 Baths |   Total Sq. Ft. 2629  |  Acres: 1
Listed on Tuesday Jun 9, 2026
Description: Believed to be the oldest home in town, this remarkable c.1790 property offers a rare opportunity to own a piece of local heritage. Located in the town of Woodstock, and just 5 minutes from the Jack O'Lantern Golf Course and 10 minutes from Loon Mountain Ski Resort, the location is ideal for those who appreciate the outdoors and the four-season lifestyle of the White Mountains. For more than 50 years, this home has been treasured by the same family as a second home, where generations of children, grandchildren, and cousins have gathered to enjoy hiking, skiing, snowmobiling, kayaking, golf, and all the recreational opportunities the region has to offer. The home features 10 rooms, including 5 bedrooms, 2 bathrooms, with 2,629 square feet of living space, providing plenty of room for family and friends to gather. A standout feature is the large barn, once home to the Woodstock Canoe Company, offering exceptional space for storage, hobbies, a workshop, or future possibilities. An added bonus is the studio loft apartment, providing a private retreat for guests or potential rental income opportunities. As part of the Pine Crest Homeowners Association, owners enjoy access to a swimming pool and tennis court, adding even more opportunities for recreation and relaxation. Combining history, location, and lifestyle, this is a unique opportunity to create your own lasting family memories in the heart of New Hampshire's White Mountains. See Listing Details & 51 images.

Under Contract Woodstock NH Home for sale $589,900 $266 per sq.ft.

$589,900 $266 per sq.ft. Woodstock NH Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2219  |  Acres: 0.49
Listed on Sunday Jun 7, 2026
Description: Charming New Englander with Income-Producing Apartment in a Prime Location Well-maintained 4-bedroom, 3-bathroom New Englander-style single-family home featuring an attached apartment that offers excellent rental income potential or can serve as a comfortable in-law suite. This home has seen numerous updates, including a new roof with a transferable lifetime warranty, new windows, new siding, blown-in insulation, and a new propane-fueled wall furnace. All appliances are included, making this property truly move-in ready. A quality Reeds Ferry shed provides additional storage and functionality. Enjoy the convenience of being close to some of New Hampshire's most popular outdoor attractions, including golf courses, Loon Mountain Resort and Cannon Mountain Ski Area, snowmobile trails, grocery shopping, and a variety of restaurants. Experience the charm of small-town living while being just a couple of miles from the town center. Whether you're looking for a primary residence, a multi-generational living arrangement, or a property with supplemental income potential, this home offers exceptional versatility and value. Highlights: 4 bedrooms, 3 bathrooms Attached apartment/in-law suite New roof with transferable lifetime warranty New windows and siding New propane wall furnace Blown-in insulation All appliances included Reeds Ferry shed Close to skiing, golf, shopping, dining, and recreation Minutes from town center This property combines classic New England character with modern updates and outstanding income potential. See Listing Details & 49 images.

$649,000 $284 per sq.ft. Woodstock VT Home »


Price Change! Reduced by $46,000 down 7% on July 7th 2026
4 Beds | 2 Baths |   Total Sq. Ft. 2288  |  Acres: 0.15
Listed on Monday May 11, 2026
Description: A rare Woodstock Village opportunity! A Victorian style home located in Woodstock's much desired Maple Street neighborhood! Popular Vail Field recreation area is conveniently nearby! For children in Maple Street's Neighborhood, Woodstock Elementary School is just a short walk away. Currently the residence is configured as home to 2 generations of occupants. A ground floor apartment conveniently accessed from 3 sides of the home comfortably provides accommodation for practical single level living. The main entrance is through a spacious 12'x10' mudroom. A great attribute in Vermont winters! On 1 end of a well thought out floor plan is a generously sized bedroom with a nearby bathroom. Midway in the apartment is a nicely appointed kitchen that then leads to an appealing dining area. Through a door off the dining area several steps lead to a laundry room that conveniently has an exit leading out to the rear of the property. A living room off the dining area completes the attractive apartment. Well placed windows throughout this ground floor provide pleasant views and natural light. A spacious 2nd floor apartment, with 2 levels of living space, is accessed through a private doorway on the front exterior of the residence. A flight of stairs leads up to the primary apartment area consisting of a bedroom, a dining room, a living room, a kitchen and a bath. Off the kitchen is a partially finished laundry area and then stairs leading down to a ground level workshop. Above the primary apartment is a useful 2 room attic area and a potential bath. Although this 2nd floor apartment has been a full time residence, a new owner will certainly choose to renovate some components of the apartment. The landscaped lot has much appeal with space for gardens and for relaxing outside. Residents in this neighborhood can enjoy walking to village amenities of shopping, dining and cultural events. A Victorian style home full of enormous potential! Location, location! See Listing Details & 39 images.

Under Contract Woodstock VT Home for sale $659,000 $207 per sq.ft.

$659,000 $207 per sq.ft. Woodstock VT Home »


Price Change! Reduced by $30,000 down 5% on June 25th 2026
4 Beds | 3 Baths |   Total Sq. Ft. 3190  |  Acres: 2.94
Listed on Friday Feb 20, 2026
Description: Historic Woodstock, Vermont - Spacious Home on Nearly 3 Acres. Welcome to a rare opportunity in the heart of Woodstock, one of Vermont's most picturesque and sought-after villages. This expansive home offers generous living space with many rooms, providing flexibility for a large household, home offices, guest quarters, or the potential to create multiple apartments (buyer to verify local regulations). Inside, you'll find two charming fireplaces that add warmth and character, perfect for cozy Vermont evenings. The home's classic architecture blends timeless appeal with endless possibilities for customization. Set on over 2 acres, the property features a fenced yard ideal for pets, gardening, or outdoor entertaining. A one-car garage adds convenience, while the separate potting shed - complete with electricity and a heater - offers wonderful space for gardening enthusiasts, creative projects, or additional storage. Located just minutes from Woodstock Village, you'll enjoy easy access to boutique shopping, dining, and the renowned Woodstock Inn & Resort and its spa amenities. Vermont's natural beauty surrounds you - world-class skiing, hiking, biking, and year-round recreation make this an exceptional place to unwind, recharge, and truly enjoy life. A unique property with space, charm, and opportunity in historic Woodstock. See Listing Details & 41 images.

Under Contract Woodstock VT Home for sale $785,000 $239 per sq.ft.

$785,000 $239 per sq.ft. Woodstock VT Home »


Price Change! Reduced by $30,000 down 4% on June 11th 2026
5 Beds | 4 Baths |   Total Sq. Ft. 3284  |  Acres: 2.84
Listed on Tuesday May 12, 2026
Description: This lovely four-bedroom, 2.5-bath cape features a two-car attached garage and a separate 700+/- sq. ft. one-bedroom apartment. The property also includes a separate outbuilding ideal for a workshop or additional storage. The primary living space boasts a modern kitchen with updated cabinetry, granite countertops, and cherry floors. The open-concept family and dining rooms flow into a bright living room equipped with a Woodstock soapstone woodstove, brick hearth, and built-in bookshelves. A three-season porch offers additional space for entertaining. Showings to start May 18, 2026. Open House on May 23, 2026 from 11am to 1pm. The first-floor master suite includes a private full bathroom, two large closets, and a deck. Upstairs, you will find three additional bedrooms, an office/study, and a full bathroom. The separate one-bedroom apartment provides an excellent opportunity for rental income or private guest accommodations. Additional features include a two-car garage and a dog fence/kennel. Located near Mount Tom trails, the home is just five minutes from Woodstock, two minutes from the high school, and twenty minutes from Killington, making it a perfect primary residence or vacation getaway. See Listing Details & 41 images.

$865,000 $311 per sq.ft. Woodstock VT Home »


Price Change! Reduced by $320,000 down 37% on June 10th 2026
4 Beds | 3 Baths |   Total Sq. Ft. 2785  |  Acres: 5.01
Listed on Monday Jul 21, 2025
Description: This early Woodstock residence was built in 1792 by Joseph Wood on a parcel of land he purchased in 1786 from Ebenezer Kingsley, one of Woodstock early settlers. A classic New England Cape of the period with the notable features of a central chimney with multiple fireplaces and a second story overhang on the gables. The house retains a great deal of original features and fabric including wide board flooring, horizontal wainscotting, period doors and hardware and a keeping room fireplace. Massive exposed beams substantiate the date of construction. The four bedrooms and three baths include a first floor primary en suite bedroom. Spacious rooms with unusually high ceilings and multi pane windows create a comfortable living space. Beautifully sited and located on the exclusive Randall Road within a grove of ancient sugar maples. See Listing Details & 37 images.

$1,050,000 $279 per sq.ft. Woodstock NH Home »

5 Beds | 4 Baths |   Total Sq. Ft. 4148  |  Acres: 5
Listed on Tuesday Jun 30, 2026
Description: OPEN HOUSE - Sunday July 12th - 10:00am to 2:00pm. Perched high above the valley on 5 private acres, 81 Meadow Lane offers one of the most spectacular panoramic mountain view settings in the White Mountains. With over 90 degrees of unobstructed views stretching across Franconia Notch and the surrounding peaks, this extraordinary property combines exceptional privacy with easy access to Lincoln, Woodstock, Loon Mountain Resort, hiking, golf, and year-round recreation. Blending historic New England character with thoughtful modern updates, the home has been carefully maintained and improved while preserving its timeless appeal. Warm, inviting living spaces, handcrafted details, and expansive windows create the perfect backdrop for gathering with family and friends after a day spent exploring the mountains. A truly rare offering, the property is configured in a unique tri-plex-style layout connected by enclosed breezeways, providing outstanding flexibility for today's buyers. With three full kitchens and accommodations for 18+ guests, it's ideally suited as a luxury vacation home, multi-generational retreat, corporate getaway, or income-producing investment with outstanding short-term rental potential. The thoughtful design allows large groups to enjoy time together while still providing privacy and separate living spaces. Major updates include standing seam metal roofing, updated electrical, plumbing, and heating systems, along with the added security of a whole-home standby propane generator, providing comfort and peace of mind in every season. Whether you're searching for an unforgettable second home, a one-of-a-kind family compound, or a versatile investment property in one of New Hampshire's premier four-season destinations, 81 Meadow Lane is a rare opportunity to own an exceptional mountaintop retreat where breathtaking sunsets, unmatched privacy, and endless mountain adventures await. See Listing Details & 57 images.

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