$1,495,000 $453 per sq.ft. Orford NH Home »

3 Beds | 4 Baths |   Total Sq. Ft. 3299  |  Acres: 156.2
Monday Aug 4, 2025
Description: Tucked into the hills of Orford, NH, 58 Bear Tree Road offers 156 conserved acres of rolling pasture, forest, and natural beauty. This peaceful country property features old stone walls, a small sugar bush, two ponds (including a designated fire pond), and access to wooded trails--ideal for nature lovers and outdoor enthusiasts. Located near the Appalachian Trail and just a short distance to Lower Baker Pond, this location blends privacy with year-round recreation. The main home is thoughtfully designed for comfort and ease, with the option for one-level living. The first floor features a spacious primary suite with private bath, an open kitchen and dining area, walk-in pantry, laundry, and a half bath. The sunlit living room with a wood-burning fireplace offers a cozy place to gather. Upstairs includes two additional bedrooms and a full bath, perfect for guests or family. Enjoy the changing seasons from the screened-in porch or relax on the outdoor patio surrounded by nature. A one-car attached garage adds convenience, and the accessory dwelling unit provides flexible space for multigenerational living, rental income, or a home office. Enrolled in a conservation easement, the land is protected for future generations. This is a property where lifestyle meets landscape, a chance to live connected to land, tradition, and quiet New England charm. See MLS Property & Listing Details & 50 images.

$2,850,000 $489 per sq.ft. Orford NH Home »

5 Beds | 4 Baths |   Total Sq. Ft. 5827  |  Acres: 14
Saturday Jun 21, 2025
Description: Howard House (1829), regarded as one of the most exceptional examples of a Federal home in central NH and VT, boasts careful preservation and restoration (most recently by Housewright Construction),as well as the subtle introduction of modern conveniences, including central air. This home, surrounded by 14 acres of well-tended trees and landscaping, enjoys the northernmost location of Orford's nationally recognized row of 7 Federal houses paralleling the Connecticut River. This perch affords a dramatic, unimpeded view up the valley over fields and historic Orford cemetery, as well as a separate westward vista over well-designed perennial beds to the spectacular Palisade across the river. Behind the house there is open lawn, specimen trees, a tennis court, a heated Hartley greenhouse that's accessible directly from the house, and a fenced-in vegetable garden. Numerous eye-catching architectural details include generously proportioned rooms, lofty ceilings, a stunning spiral staircase, De Gournay 'Early View of India' wallpaper, and decorative painting on walls and cabinetry. In addition, there are charming private quarters with a separate entrance. The property is quite private and yet within 3-minute drive to a Connecticut Riverboat landing, the Lake Morey Resort, 3 restaurants, 2 markets, conserved trails for hiking, and I-91 for a 20-minute trip to the Hanover Green. A rare chance to own an extraordinary historic house on lush grounds in a picturesque river town. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$1,325,000 $369 per sq.ft. Pomfret VT Home »

Price Change! Reduced by $70,000 down 5% on September 25th 2025
3 Beds | 4 Baths |   Total Sq. Ft. 3590  |  Acres: 40.86
Sunday Aug 24, 2025
Description: Perched at 1,700 feet on 40 private acres, this Vermont retreat captures sweeping views across the Connecticut River Valley to New Hampshire's Presidential Range. Despite its sense of seclusion, it's only minutes to Quechee Village, Woodstock, and Dartmouth College in Hanover. Part of a 10-home association, the property includes access to 52 acres of meadows, woodlands, and a spring-fed pond perfect for swimming. Outdoor adventure is always close, with the Appalachian Trail nearby and the Quechee Club offering year-round recreation, dining, and social life through membership. The home was designed to embrace the panorama, with a soaring great room featuring walls of glass, cathedral ceilings, and a three-sided fireplace. Fine craftsmanship is evident in the hand-bent cherry staircase, custom built-ins, gourmet kitchen, and cherry floors. Three fireplaces, each plumbed for gas, add comfort and charm. In addition to two oversized garage bays, a radiant-heated workshop--now a private gym--offers flexible space for wellness, creative pursuits, or conversion to additional living quarters. A rare balance of privacy, convenience, and beauty, this property is both sanctuary and launchpad for everything Vermont has to offer. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$3,400,000 $976 per sq.ft. Pomfret VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 3485  |  Acres: 90.8
Saturday Oct 4, 2025
Description: Breathtaking long range views of Killington Peak and Saskadena 6 greet you as you wind your way up to your private slice of Heaven. Situated on nearly 91 acres, this spectacular property offers everything, from the views and open fields to the saltwater pool tucked nicely into the hillside to the trails running throughout the woods and a lovely stone patio aligned perfectly for evening sunsets. Inside, nearly every aspect of the house has been updated. There are four bedrooms including a primary with ensuite bath and two additional full baths. The fully renovated kitchen is open to the dining area which leads to the living room with new floor to ceiling windows overlooking the Pomfret hills and mountains beyond. A stone fireplace anchors the living room, complete with a new insert and chimney liner. Between mini splits in all rooms and radiant floor heat in select areas, this house is fossil fuel free and derives most of its power from 61 onsite solar panels. Two Tesla power walls provide backup in the event of a grid outage. Separate from the main house is a two room cottage that was completely redone and currently set up as a guest bedroom and office, with a half bath inside and a seasonal outdoor shower on the deck. A short trek up through the woods takes you to an open meadow with a small cabin awaiting some finishing touches. Located privately atop the coveted Cloudland neighborhood just minutes from downtown Woodstock and Saskadena 6, this is a must see property. See MLS Property & Listing Details & 56 images. Includes a Virtual Tour

$6,100,000 $738 per sq.ft. Pomfret VT Home »

6 Beds | 6 Baths |   Total Sq. Ft. 8264  |  Acres: 352.61
Monday Aug 18, 2025
Description: Hawk Gate Farm is a 352-acre estate, roughly square in shape, in the hills of South Pomfret. This storied landscape--once five independent farmsteads--embodies the evolution of rural New England from its earliest post-colonial roots to the present day. At its heart stands the Isaac Newton House, a c.1790 Federal-style brick Cape with preserved period detail. Features include finely crafted fireplace mantels, original window and door moldings, delicately beaded baseboards, a brick hearth with a beehive oven, historic staircase and plastered walls, wide-board flooring, and hand-forged hardware. Isaac Newton, one of Pomfret's earliest settlers, built the home for his wife Betsey and their ten children and raised sheep. A two-bedroom Carriage House, designed in the vernacular of American barns, sits above a spring-fed, five-acre pond. Nearby, a rare high-drive dairy barn dating to circa 1900 still conveys Vermont's early 20th-century dairy legacy with striking form and integrity. Together, these structures speak to more than two centuries of working farm life. The land itself embodies generations of thoughtful stewardship: open meadows, towering maples, birch groves, stone walls, and eight miles of carriage roads--including the King's Highway, a grassy, stone-lined path believed to date to the 18th century. The farm is for recreation and produces maple syrup in its sugar house, has multiple barns, equipment sheds, and an apartment in the barn. Near Woodstock. See MLS Property & Listing Details & 43 images. Includes a Virtual Tour

$3,350,000 $592 per sq.ft. Springfield VT Home »

6 Beds | 5 Baths |   Total Sq. Ft. 5657  |  Acres: 436.4
Monday Aug 12, 2024
Description: Wild Trails Farm offers unparalleled privacy, encompassing 436 acres of natural splendor. At the heart of this retreat is a 5,600+ sq ft lodge that is both luxurious and eco-friendly, powered by solar and geothermal. It features 6 spacious bedrooms, 4.5 bathrooms, a gourmet kitchen with dual dining areas, common rooms, and sauna. The 2-car garage is currently utilized as a yoga studio, but could be easily converted back. Whether you are relaxing on the stone patio with sweeping southern views or enjoying the cozy screened-in rear porch, you will find the perfect spot to savor the tranquil surroundings. The magical grounds include manicured lawns, two ponds, colorful gardens, and seasonal fruit and berry patches. A 20+ km trail network winds through the property, perfect for hiking, biking, snowshoeing, and cross-country skiing. The land includes many natural and historic features, including inspiring, long-range vistas and also connects directly to numerous trails, backroads and features off site. The property comprises several additional structures: a restored circa 1800 barn with a 2-bedroom apartment and renovated farm manager's room with bath; the Cider House, a delightful 1-bedroom post and beam residence; post-and-beam stable; and equipment barn. Other features include a greenhouse, raised garden beds, pretty stone walls, a remote 2-bedroom off-grid cabin with septic and well, and a treehouse with wood stove and views. A rare opportunity to own a truly majestic property See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$2,495,000 $520 per sq.ft. Weathersfield VT Home »

Price Change! Reduced by $200,000 down 8% on August 12th 2025
5 Beds | 5 Baths |   Total Sq. Ft. 4800  |  Acres: 52.12
Monday Jun 2, 2025
Description: This meticulously maintained five-bedroom, four-and-a-half-bath home offers sweeping views of the Connecticut River Valley and New Hampshire mountains. Thoughtfully designed for comfort and flexibility, the open-concept layout includes a main-level living option, hardwood floors, and tall ceilings with abundant and expansive windows that flood the home with natural light. The spacious kitchen is ideal for entertaining, with granite countertops, high-end cabinetry, a built-in refrigerator, wine fridge, and a generous island with prep sink. The living room and den each feature a fireplace and built-in bookcases. Upstairs bedrooms are carpeted for comfort, and freshly painted interiors enhance the bright, airy feel. A spacious deck and fire pit area provide perfect spots to enjoy the stunning landscape. The three-car attached garage includes a separated bay with its own entrance and access to the large unfinished space above, ready to convert into a guest suite or studio. Additional features include a whole-house generator, fiber-optic internet, and central air on the main level. The walkout basement offers expansion potential with natural light and tall ceilings. Set on a private lot with a cleared yard, fenced-in pen area, and spring-fed pond, this serene retreat is just 30 minutes to Upper Valley amenities, Okemo skiing, and Lake Sunapee. Easy I-91 access and a short drive to Boston or the Maine coast. 11 minutes to Crown Point Golf course. Could be sold fully furnished! See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$1,185,000 $425 per sq.ft. Woodstock VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2785  |  Acres: 5.01
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 MLS Property & Listing Details & 37 images.

$1,250,000 $457 per sq.ft. Woodstock VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2736  |  Acres: 0.86
Monday Sep 29, 2025
Description: Once known as the Sunshine Nursery School, this home's history expands back to ~1870 and now it stands as a spacious and beautifully updated residence with an expansive terraced yard (one of the largest near the village) and elegant interiors. High ceilings, high-quality wood floors, and sun-filled rooms define the main level, where a gracious primary ensuite with step-in shower, and a glass-lined sunroom create an effortless flow. Thoughtful conveniences include a mini-split for year-round comfort, laundry on the main level, and an eight-foot slider off the dining room that opens to a private deck overlooking the backyard. Upstairs, an apartment with private entrance extends the home's versatility with its own kitchen, living area, ¾ bath, and two bedrooms--perfect for guests, extended family, or private quarters. Outdoors, the property is framed by beautifully established perennial gardens and an expansive yard, offering rare in-village green space. A paved drive, two-car garage with overhead storage, standby whole-house generator, and public water and sewer add to the ease of ownership. The location is unmatched--just a street away from the elementary school, Vail Fields, the Village Green, and miles of walking trails. Schedule a private showing and see this grand home for yourself! A must-see. Open house Saturday October 4th from 10 AM - 12 PM. See MLS Property & Listing Details & 35 images.

$1,295,000 $419 per sq.ft. Woodstock VT Home »

Waterfront on River Ottauquechee River
4 Beds | 3 Baths |   Total Sq. Ft. 3089  |  Acres: 0.52
Saturday Aug 23, 2025
Description: 16 Church has the most stunning view of the river from any house in the village that we have seen, perched up above a series of river rapids so the sounds of the river during the day or in the evening are incredibly peaceful and relaxing. Plus, 16 Church is privately nestled in, like a secret hideaway, yet steps to the village green (and a level walk to/from). And more unusual for the village, it has a two-car garage with a covered walkway into the mudroom entryway (plus more outside parking). The spacious kitchen/dining area opens to the vaulted-ceiling living room, which has an INCREDIBLE view up-river. A side door leads to the side-deck that has the same view and sound of the river for outdoor dining above the river. There is a propane woodstove in the living room and woodstove in the kitchen/dining. A 1st floor bedroom has an ensuite bath and small stack washer-dryer. Upstairs is a large bedroom looking out through the great room to the river, a smaller bedroom, a bath and lovely loft area above the living room. Downstairs is a large den/rec/office, a bedroom, a bathroom, the main laundry room and mechanical room, all renovated 11 years, post the Irene storm, when the river waters came up into the lower level. There are beautiful gardens in the front and rear of the house. SEE PROPERTY WEBSITE FOR 16 CHURCH ST WOODSTOCK FOR MORE DETAILS, FLOORPLANS HI REZ PHOTOS AND MORE. See MLS Property & Listing Details & 40 images.

$1,295,000 $485 per sq.ft. Woodstock VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2668  |  Acres: 8.32
Sunday Oct 5, 2025
Description: This traditional New England Colonial, designed and custom built by Vermont Vernacular Builders, is sited to capture idyllic all-around mountain views and southern light. The spacious four-bedroom home features wide board floors, exposed beams, and a sun-filled chef's kitchen and den. Privately set on over 8 acres, the property offers true seclusion with the convenience of being just minutes to Woodstock Village, close to Killington and Okemo skiing, and near local favorites including Ramunto's Pizza and nearby event venues. Amenities include a private in-ground pool with expansive mountain views, plus an oversized garage/barn with storage and space above for potential guest quarters. An ideal countryside retreat for year-round living or a second home escape. See MLS Property & Listing Details & 40 images.

$1,300,000 $586 per sq.ft. Woodstock VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2220  |  Acres: 1.53
Tuesday Sep 23, 2025
Description: Just minutes from the heart of Woodstock, this 3-bedroom, 3-bath home with a dedicated office/family room has been transformed from the ground up into a modern, energy-efficient retreat. Taken down to the studs, the renovation was comprehensive--every system replaced, with all new wiring, plumbing, insulation, and mechanicals, along with a new roof, Pella windows, central heating, and air conditioning. A brand-new two-car garage will be completed before closing, adding convenience and value. Inside, light-filled spaces showcase new, wide-plank white oak flooring, a beautifully designed kitchen, and spa-like bathrooms. The thoughtful floor plan includes a private office, perfect for working from home or creative pursuits. Outdoors, a covered porch with handsome stone entry steps frames gorgeous northerly views, while a charming petite outbuilding--once the farm's milking barn--offers endless possibilities as a studio, garden shed, or retreat. This turnkey home is a rare find: a character-filled property where every detail has been reimagined, offering modern comfort, low-maintenance peace of mind, and proximity to all that makes Woodstock one of New England's most desirable communities. See MLS Property & Listing Details & 54 images. Includes a Virtual Tour

$1,395,000 $232 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.

$1,495,000 $590 per sq.ft. Woodstock VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2532  |  Acres: 0.79
Tuesday Jul 1, 2025
Description: A rare in-village offering, 7 Slayton Terrace combines walkability, views, and beautifully renovated interiors--just steps from the heart of Woodstock. Sited on an oversized .79-acre lot overlooking Billings Farm, this 4-bedroom home offers the space and flexibility rarely found so close to the village center. The main house features a stunning new kitchen with high-end finishes and beautifully updated bathrooms throughout. Natural light floods the living spaces, which flow easily for everyday living or entertaining. A large, unfinished studio apartment is ready for your design--perfect for an in-law suite, au pair quarters, or as a short- or long-term rental. Above the detached barn, a finished space provides a quiet work-from-home setup or creative studio. With close proximity to the Mt. Peg trail system, this location offers direct access to hiking, mountain biking, and nordic skiing, while the restaurants, shops, and cultural amenities of Woodstock Village are just a short stroll away. A rare opportunity for turn-key living in one of Vermont's most picturesque towns. Showings begin 7/5 with an open house from 10:30am - 12:30pm. See MLS Property & Listing Details & 41 images. Includes a Virtual Tour

$1,595,000 $437 per sq.ft. Woodstock VT Home »

5 Beds | 4 Baths |   Total Sq. Ft. 3648  |  Acres: 6.2
Saturday Jul 5, 2025
Description: Just 2 miles from Woodstock Village, this gracious brick cape on 6 open acres offers space, comfort, and classic Vermont charm. The expanded chef's kitchen opens to a gracious gathering room ideal for entertaining, while 3 fireplaces--wood-burning, brick, and gas-ready--provide cozy warmth throughout. Upstairs, find 3-4 bedrooms including one with its own fireplace, plus a private guest room or office above the garage. A covered porch, sunny patio, inground pool with heat hookup, apiary, and dedicated garden create an idyllic outdoor lifestyle. Over 5 acres of invisible fencing allow pets to roam freely. Adjacent to the site of the country's first ski tow, with easy access to Saskadena Six and fantastic winter recreation. Bonus: a heated, plumbed two-floor barn/workshop with its own car bay--ready to become a media/game room, studio, or guest space. Easy access to I-89 and the Upper Valley. A rare opportunity for acreage, privacy, and proximity to one of New England's most iconic villages. See MLS Property & Listing Details & 49 images. Includes a Virtual Tour