$4,600,000 $911 per sq.ft. Wolfeboro NH Home »

155 Ft. of Waterfront on Lake Winnipesaukee
4 Beds | 6 Baths |   Total Sq. Ft. 5049  |  Acres: 1.31
Wednesday Mar 19, 2025
Description: Experience the unparalleled luxury of having your own gradual sandy beach at this exclusive South Wolfeboro Bay estate. On over an acre of prime Lake Winnipesaukee waterfront, this home offers a unique blend of privacy & direct access to the lake's waters--a rare find for those seeking the ultimate lakeside retreat. Situated on 1.3 beautifully landscaped acres, this home is just a short boat ride from Wolfeboro Bay & is perfect for creating cherished generational memories. Expansive living areas feature reclaimed barnwood floors & custom wrought iron railings, with floor-to-ceiling windows that perfectly lake views. The gourmet kitchen is equipped with premium appliances, granite countertops, & a spacious 8-person island, ideal for entertaining, with every level of the home, welcoming guests. The luxurious primary suite, complete with a private balcony, offers breathtaking views of the lake. Outdoors, enjoy a sprawling deck & screened porch that lead to your private, gradual sandy beach with 155 feet of Lake Winnipesaukee frontage, perfect for swimming, boating, & water sports. The manicured lawns, bold stone wall, & ample parking enhance your waterfront experience. Located in America's "Oldest Summer Resort," Wolfeboro offers a rich tapestry of history & year-round recreation, from boating to skiing. Embrace the rare privilege of owning over an acre on Lake Winnipesaukee, where privacy, space, and natural beauty converge. This property is more than a home - its a lifestyle. See MLS Property & Listing Details & 44 images. Includes a Virtual Tour

$8,400,000 $811 per sq.ft. Wolfeboro NH Home »

350 Ft. of Waterfront on Lake Winnipesaukee
8 Beds | 11 Baths |   Total Sq. Ft. 10357  |  Acres: 1.76
Tuesday Mar 18, 2025
Description: Located in Wolfeboro, NH; one of America's classic summer resort towns, 51 Rocky Shore Rd is a once-in-a generation opportunity to own one of the finest estates on Lake Winnipesaukee. Spanning 10,300 sq ft over two homes, spread over 1.76 acres of land and 350 ft of shoreline with majestic views of the lake and Belknap mountains, your family and guests will never cease to be amazed. The main home features 5 bedrooms, 7.5 bathrooms, oversized entertainment and living spaces and large sunlit views throughout. When even more space is needed, the carriage house has ample amounts of room and an original character that harkens back to the days of the Winnipesaukee lakeside cottage era. And while the homes are impressive, the property itself is the crown jewel; with several grandfathered features, like an over-the-water boathouse, a private walk-in sand beach and a footprint that is front and center to the lake. Shade and level lawn spaces abound; a custom designed brook tumbling through well-appointed landscaping into a coy fishpond; sunlit crystal-clear waters, and a bridge to your own island where you can look back and reflect on it all. Do not miss your chance to live the lake-life dream! See MLS Property & Listing Details & 33 images.

$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
Thursday Jun 22, 2023
Description: Extraordinarily private 6.2 acre site featuring 430' of prime frontage along the highly coveted southern shores of Lake Winnipesaukee's Wolfeboro Neck. Architecturally designed, and expertly crafted for a family unrestrained by budget. The result is a near 15,000 square foot, 7Bed/8Bath masterpiece unlike anything else in the Northeast. The home enjoys S/SW exposure and exceptional, long-range views. There are no neighbors in view and you'll enjoy more than 5,000SF of patio, deck and balconies, along with a remarkable, 2-slip boathouse and breakwater. The property will allow for additional structures to include a guest house or caretaker's cottage, a hobby barn, greenhouse or any number of recreational options. Inside, the home features soaring ceilings above intimate living spaces. A wall of windows pours natural light into the Great Room, where the owners have enjoyed hosting not only friends and family, but private events and concerts. An adjacent media room provides privacy without sacrificing views of the lake, which is less than 30' away! The kitchen was designed for the homeowner (a classically trained chef) and features both butler's and dry good pantries, professional appliances, stone counters and easy access to the rear deck for grilling. The home offers a professional waterside gym, spa and sauna, an elevator for ease of access and much more. Homes of this caliber rarely become available and they are virtually impossible to recreate. By appointment only. See MLS Property & Listing Details & 49 images. Includes a Virtual Tour

$1,275,000 $419 per sq.ft. Woodbury VT Home »

Price Change! Reduced by $100,000 down 8% on April 3rd 2025
3 Beds | 4 Baths |   Total Sq. Ft. 3041  |  Acres: 100
Wednesday Aug 28, 2024
Description: Welcome to 187 East Hill Road, an extraordinary 100-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. 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. Whether you seek a private retreat, a family compound, or a nature lover's paradise, 187 East Hill Road offers endless possibilities. See MLS Property & Listing Details & 52 images. Includes a Virtual Tour

$1,225,000 $305 per sq.ft. Woodstock NH Home »

Price Change! Reduced by $100,000 down 8% on April 24th 2025
Waterfront on River Pemigewasset River
6 Beds | 5 Baths |   Total Sq. Ft. 4011  |  Acres: 11.58
Wednesday Apr 9, 2025
Description: Nestled in the White Mountains, this 6-bedroom colonial home sits on 11 private acres with over 1,000 feet of riverfront along the Pemi River, offering endless opportunities for fishing, kayaking, and peaceful strolls. The property also features its own serene pond, perfect for summer picnics and winter ice skating. Inside, spacious living areas are filled with natural light and breathtaking mountain views. The main level includes a dining area that opens to a large deck overlooking the pastoral landscape. Upstairs, the primary suite offers stunning views, while three additional bedrooms provide ample space for family or guests. The lower level is an entertainer's dream, with a family/game room, bar, and theater area centered around a cozy wood stove. Enjoy evenings on the covered patio with a hot tub. A detached guest house includes a first-floor bedroom, bath, kitchenette, and second-floor bunk room for added privacy. The property is conveniently located near hiking, skiing, golf, and downtown Woodstock, and it abuts snowmobile trails. With strong rental history, this rare opportunity offers both a peaceful retreat and a potential income source. Don't miss your chance to own this White Mountain paradise. Please Check the open house time change! See MLS Property & Listing Details & 58 images.

$1,399,000 $331 per sq.ft. Woodstock VT Home »

Price Change! Reduced by $96,000 down 7% on March 10th 2025
4 Beds | 4 Baths |   Total Sq. Ft. 4228  |  Acres: 5.4
Monday Feb 3, 2025
Description: Open House Sunday, April 13, 12:00 to 2:00 - Tucked away in the serene forests of Woodstock, Vermont, this beautifully remodeled 11-room home offers 4 bedrooms, 4 bathrooms, and 4,225 sq. ft. of luxurious living space on 5.4 private acres. The open-concept design is flooded with natural light, featuring a stunning chef's kitchen with high-end stainless steel appliances, Vermont soapstone counters, custom cabinetry, and a spacious and sunny dining room. The cozy living room boasts one of two wood stoves, creating a warm and inviting space for relaxation. The massive family room is home to the second wood stove. There are two primary en-suites, each with a fireplace and spa-like bathroom, one in a private wing of the home, while the additional bedrooms and updated baths provide comfort and style. Outside, a large, partially screened-in deck and hot tub offer perfect spots to unwind and enjoy the tranquil surroundings--there is even a sauna off the rec room! Plenty of storage is available in the two-car garage or the two-stall barn. With solar panels, propane heating, two fireplaces, and two wood stoves, this home combines eco-friendly features with modern amenities. Its peaceful setting, just minutes from downtown Woodstock, is also close to the Green Mountain Horse Association, VAST snowmobile trails, Killington Mountain, Mount Tom, and the Saskadena Six Ski Area, making it a perfect full-time residence or seasonal escape. Enjoy Vermont living or work from home with EC Fiber! See MLS Property & Listing Details & 53 images. Includes a Virtual Tour

$1,550,000 $258 per sq.ft. Village of Woodstock in Town of Woodstock VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 6014  |  Acres: 0.05
Thursday Mar 6, 2025
Description: 15 Central Street is one of the finest commercial locations in Woodstock with two of the most creative and successful businesses as the anchor tenants. The property has adapted to changes of the course of its long history of uses including residential shop owner, a barber shop, a dance & pool hall, law office, architectural services and a variety of mercantile endeavors. Notably, the building was the headquarters of Lt Colonel Peter T. Washburn, who led the 1st Vermont Regiment troops in their crucial role at Gettysburg. He returned to become Adjutant and Inspector General to organize and direct Vermont's military efforts through the rest of the Civil War from his offices at 15 Central Street. The current owner, recognizing it was time to adapt the building to the 21st Century, developed plans to upgrade and modernize the second and third floors for mixed use including an incredible residential unit with exposed brick walls and timber framing. The story high historic windows have been restored, and the second level has been reframed with new sheetrock for office or residential use. The third level partition walls have been removed to create a dramatic open area with views over the village to the north and south leaving the finishes and uses of the two levels up to your imagination. This is a once-in-a-lifetime opportunity to acquire a property with a remarkable history and become part of creating Woodstock's future. See MLS Property & Listing Details & 43 images.

$1,800,000 $439 per sq.ft. Woodstock VT Home »

800 Ft. of Waterfront on River Ottauquechee River
4 Beds | 5 Baths |   Total Sq. Ft. 4100  |  Acres: 7.66
Wednesday Mar 19, 2025
Description: Make this unique Adirondack-style home, with its rich stone and timber frame, and perfect location along the banks of the Ottauquechee River, your new Vermont retreat. Every window offers a stunning view of Mt. Tom, and the rushing river, making it a nature lover's paradise. The fieldstone fireplace soars two stories high in the great room, which is flooded with natural light through expansive thermal glass windows. This generous gathering space hosts a dining area and breakfast bar adjacent to an outstanding chef's kitchen. Crafted with meticulous attention to detail, this remarkable residence features four bedrooms and five bathrooms. The first-floor primary suite is a private sanctuary, boasting custom built-in 'his & hers' closets, a spacious spa-like bathroom, and a secluded sundeck. The tavern room, with its vaulted ceiling, stone fireplace and cherry wood bar makes this the go-to house for friends gathering at any time, but especially on Fourth of July. On the second floor, you'll find a luxurious Primary Bedroom with an en suite bath, an office/study with an adjacent ¾ bath, and a whimsical Children's Suite complete with cozy sleeping alcoves, and charming nooks.Conveniently located within walking distance to Woodstock High and Middle Schools, the Union Ice Arena, and the ever-popular Woodstock Farmer's Market grocery store, this splendid home offers the perfect balance of privacy without isolation. See MLS Property & Listing Details & 36 images.

$1,995,000 $742 per sq.ft. Woodstock VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2688  |  Acres: 0.33
Tuesday Mar 25, 2025
Description: Stunning antique cape! Located in the 'heart' of Woodstock. Originally located on Central Street- this home was moved in the 1960's to this location and had an extensive renovation in 2011. The antique brick section was built in 1826- it boasts a spacious living room anchored with a large wood burning fireplace, original wide pine floors and lots of space for entertaining. Adjacent find a quaint library with fireplace to curl up with a book on a cold winter day. Off the library is a bathroom and den/bedroom/office. Upstairs includes two more guest bedrooms and bathroom. The new back ell has beautiful architectural lines and features a large kitchen open into an informal and formal dining room anchored by an Austrian- Biofire wood stove. Handsome woodwork, immense amount of sunlight overlooking the perennial gardens. The back of the house has a gracious primary suite with an abundance of space including a reading nook, large en suite bathroom, generous walk in-closet and laundry. New foundation with poured concrete floors, ample storage space as well as an oversized 2 bay detached garage- with generator. Walk to all of towns amenities, restaurants and theatre. Easy stroll to Mtn Peg and Mtn Tom for those hiking enthusiasts. Championship golf, skiing and fly-fishing near by. This is truly an idyllic village home in historic Woodstock that is considered one of the 'prettiest towns in America". See MLS Property & Listing Details & 51 images.

$1,999,000 $474 per sq.ft. Woodstock VT Home »

5 Beds | 5 Baths |   Total Sq. Ft. 4214  |  Acres: 1.07
Tuesday Mar 11, 2025
Description: 10 College Hill is the perfect in-village residence, off the main road yet walk-to-everything. The original, historic residence was designed in 1916 by renowned architect John Russell Pope whose accomplishments include the Jefferson Memorial, and master plans for Dartmouth and Yale. It also enjoys modern additions and updates including a stunning first-level primary bedroom suite designed in 2012 by the respected local architect David Bielman. The front door welcomes guests with a pair of dutch-doors in a center entrance foyer, flanked by a classic dining room and elegant living room (both with fireplaces). The classic butlers pantry leads to the gourmet kitchen and a wonderful, sunny eat-in breakfast area. There are 4 additional BRs upstairs, 2 have ensuite baths plus a 3rd hall bath. There are also powder baths on the first floor and in the lower (basement) area. All BRs have central air. Mechanicals have been updated and well-maintained. 2 other offices on 1st and 2nd floor, and the basement has living space, a workout room, safe room, and ample storage. Beyond the kitchen is a mud-laundry room that leads to the covered (heated) brick walkway from the garage. The 1.05 acre parcel has professionally designed and executed gardens, patios and stone walls including new stone steps that lead up to a second new stone patio that enjoys sweeping vistas across to Mt Tom and the Marsh-Billings-Rockefeller National park. SEE FULL PROPERTY WEBSITE. See MLS Property & Listing Details & 35 images.

$2,000,000 $400 per sq.ft. Village of Taftsville in Town of Woodstock VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 5000  |  Acres: 0.56
Friday Oct 25, 2024
Description: INVESTMENT & RESIDENTIAL OPPORTUNITY - Rare historic building (The Taftsville Country Store) available for owner occupancy with multiple additional income units in the village of Taftsville. Just five minutes to the quintessential New England Village of Woodstock! Property includes store with bath (approved for restaurant, café, or retail store), Post Office (with current lease), Apartment 1 (with excellent AIRBNB rental history), Apartment 2 (The owner's unit- 3 bedroom, 2 bath), and plans/space for an additional studio unit. Perfect opportunity for an investor to offset living expenses with this multi-unit property, or just have a super fancy home office downstairs. Potential diversified income streams with hospitality, residential rental, and retail/ food service all in one property. Current owners have redesigned and graded the parking lot to include 27 parking spaces and EV Conduit for 2 charging stations that can accommodate 4 vehicles, ADA access to building, and ADA accessible restrooms. Property boasts gorgeous patio views of the Ottauquechee River and Taftsville Covered Bridge. See MLS Property & Listing Details & 60 images.

$2,250,000 $642 per sq.ft. Woodstock VT Home »

Price Change! Reduced by $235,000 down 10% on March 27th 2025
5 Beds | 4 Baths |   Total Sq. Ft. 3502  |  Acres: 2.57
Monday Feb 10, 2025
Description: The John Arnold Cottle House is a landmark residence in the heart of South Woodstock, a rare blend of village convenience and country living. Built in 1811 by one of the area's earliest settlers, this stately Federal-style brick home has been thoughtfully restored to honor its historic charm while integrating modern comforts. Set on 2.7 acres, the property features 450 ft of frontage on Kedron Brook, along with a firepit, a barn, and a river meadow. The barn--currently used for storage--could easily be converted to accommodate a couple of horses or sheep. The 3-bedroom main house has elegant 12-over-12 windows, high ceilings, and beautifully preserved period details, including a 2nd-floor ballroom with a coved ceiling and fiddler's stage--a nod to its past as a lively gathering space. The newer addition overlooking the brook has a magnificent great room with 17' cathedral ceilings and a gourmet kitchen and wood burning brick fireplace. The renovated Kingsley Barn guest house offers 2 bedrooms, a loft, and a deck overlooking the brook. Below there is a heated workshop, ideal for puttering and creating. A timber bridge spans the waterway, connecting the property's field, barn and trails. With direct access to the Upwey Trail system and equestrian paths leading to the Green Mountain Horse Association, this property is ideal for outdoor enthusiasts. Located along South Road in the South Woodstock Historic District. See MLS Property & Listing Details & 40 images. Includes a Virtual Tour

$2,450,000 $440 per sq.ft. Woodstock VT Home »

48 Ft. of Waterfront on River Ottauquechee River
4 Beds | 4 Baths |   Total Sq. Ft. 5573  |  Acres: 40
Friday Jan 3, 2025
Description: "All Seasons" is the ultimate Vermont retreat, designed for gatherings and getaways while seamlessly blending rustic charm with modern luxury. This 5,900-sq-ft barn-style home, just over five minutes from Woodstock Village via Route 4 and the Lincoln Covered Bridge, sits high on a knoll above the Ottauquechee River with views to Killington. A veritable mini-resort, the property offers unparalleled access to recreational pursuits. Its 40-acre grounds feature single-track biking, hiking, and snowshoeing trails, a firepit, patio, grills, and owned riverfront access. A 32-foot indoor pool, and hot tub under the stars make this a year-round haven. The acreage also includes a potential building lot with mountain views and an existing roadway, adding versatility. Nearby, enjoy world-class skiing, golf, and other outdoor activities, with Woodstock Village offering charming shops and restaurants. Inside, the chef's kitchen boasts Viking appliances, granite counters, dual refrigerators, a pantry, and a custom island. Two expansive great rooms provide gathering spaces with large-screen TVs and plush seating, including a wet bar in the second-floor game room. Accommodations include four bedrooms, three full baths, and space for up to 12 guests. A highly successful Airbnb rental, "All Sessons" is an extraordinary opportunity to own a Vermont escape combining privacy, beauty, and income potential in one of the region's most picturesque towns. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$3,500,000 $644 per sq.ft. Woodstock VT Home »

6 Beds | 6 Baths |   Total Sq. Ft. 5433  |  Acres: 10
Friday Jun 28, 2024
Description: Hyacinth House has been a landmark property in the historic village of South Woodstock from its early settlement in the 1800's. Sited on a knoll overlooking the Kedron Brook this grand residence has been carefully restored by talented craftsmen. Taking care to keep the beautiful original details the owners have brought the systems into the 21st century with the highest quality of materials. The back ell seamlessly ties into the original brick Federal and offers additional spaces for entertaining guests including the Pine Room with its' large fireplace for snowy winter nights. The brick Federal consists of formal living room, dining room, library and gourmet kitchen with walk in pantry. On the second floor there are 2 ensuite bedrooms,4 more bedrooms, 2 baths and large laundry room. The third floor offers the surprise of a family room that was originally a ballroom with curved ceiling. There is also a bright studio and half bath on that level. The new attached oversize 2 car garage is accessed from the Pine Room and the fully renovated basement. The 10 acres comprises of lovely landscaping around the home and plenty of land for gardens and animals. The 18th century barn and corn crib lend much charm to the setting. Walk to the charming village store and enjoy dinner on the porch of the Ransom Tavern. Only 5 miles to Woodstock and a short drive to multiple ski areas. South Woodstock is truly a bucolic place to call home! Call today for a private viewing. See MLS Property & Listing Details & 40 images. Includes a Virtual Tour

$3,750,000 $970 per sq.ft. Woodstock VT Home »

Price Change! Reduced by $400,000 down 11% on March 22nd 2025
3 Beds | 5 Baths |   Total Sq. Ft. 3865  |  Acres: 2.37
Friday Oct 11, 2024
Description: This extraordinary residence offers breathtaking views of Billings Farm Preserve and the Green Mountains from nearly every corner, with Vermont's only national park directly in sight. The charming town of Woodstock, known for its boutiques and dining, is just a short walk away. Nestled at the end of a quiet road, the property offers unobstructed west-facing views for spectacular sunsets, surrounded by acres of undeveloped land. Woodstock's restrictive covenants ensure these views remain undisturbed, creating a peaceful, private escape. The expansive deck around the stunning pool is controlled via smartphone, with an automatic cover to ease maintenance. The adjacent pool house features a custom kitchen, a luxurious bathroom, and a cozy living area framed by floor-to-ceiling glass, offering year-round comfort with air conditioning and heated floors. The inground, heated, 30,000 gallon pool, can reach over 102° year-round, a rare feature in Vermont. An NBA hoops basketball net is installed in the shallow end for many days of fun, or if the deep end is more your style this pool offers a 9 foot deep end. This unique property offers proximity to skiing, golf, hiking, and more. The view encompasses the only National Park in Vermont. Marsh-Billings-Rockefeller in Vermont is the only national park to focus on conservation history and the evolving nature of land stewardship in America located right here in beautiful Woodstock VT! Contact us today to arrange a private tour! See MLS Property & Listing Details & 54 images. Includes a Virtual Tour