$1,589,000 $383 per sq.ft. Plainfield NH Home »

4 Beds | 4 Baths |   Total Sq. Ft. 4144  |  Acres: 16.87
Sunday Oct 19, 2025
Description: Stunning 4-bed, 4-bath house with luxury interiors, pond, mature trees, barns and pastures on 16.8 acres. Inside you'll find a gourmet kitchen with quartz countertops, heated floors, a six burner Thor professional gas range with griddle and two ovens, motion-sensed faucet, spice drawer, and two large pantry cupboards with full pull-out drawers. This spacious kitchen is surrounded by natural light and houses a 10' x 4.75' island that seats seven. An abundance of windows invites natural light to flood the interiors, enhancing the warm, inviting atmosphere. High vaulted ceilings elevate the space and create a sense of grandeur and openness that blends beautifully with the surrounding landscape.The first-floor master bedroom has a walk-in closet and an en-suite bath with jacuzzi tub and separate shower with overhead rainfall shower head. A laundry chute is conveniently located behind a cabinet door, close to the wall-mounted laundry rack. An expansive outdoor balcony off the living room provides the perfect setting for entertaining or relaxing, offering sweeping views and amazing sunsets.Upstairs you'll find a balcony lined with bookcases which overlooks the living area below. The three upstairs bedrooms offer luxury carpet and excellent views. The house features an air exchange system and insulation which keeps it cooler in the summer and warmer in the winter. The lower level is for entertaining, with a complete bar, pool table, workout area, guest room, and bath. See MLS Property & Listing Details & 39 images.

$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

$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

$3,350,000 $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

$1,100,000 $410 per sq.ft. Thetford VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2683  |  Acres: 6.4
Tuesday Oct 21, 2025
Description: An architect's personal home in Theford, VT, built for his family 38 years ago, is strategically perched on a very private, 6.4-acre parcel, surrounded by stone walls. The Cape is harmoniously augmented by Greek Revival details, most especially the colonnaded three-sided porch. This open land is complemented by neighboring large, conserved parcels. Quinibeck Road is generally lightly traveled. In addition to the perimeter walls, there is an extraordinary interior wall and sunken terrace built by a noted stone mason. A highlight of the home's interior is the stunning view from the front door directly through the rear door out to Tug Mountain. That dramatic view is amplified by the unexpected central hallway atrium with internal windows on the second floor. The interior of the house features light-filled rooms with an emphasis on intimate, social gatherings. Another fetching feature of the entire house is the use of unexpected niche spaces to accommodate personal flourishes such as small sculptures. The home is replete with other custom features such as built-in bureaus, bookcases, and the recessed porch linked to the primary bedroom. New roof in 2023; three working fireplaces; ample storage throughout; a spacious dry basement; and mature plantings. If desired, opportunities for creative repurposing of rooms abound. Don't miss an opportunity to acquire an elegant yet comfortable country home, close to Lake Fairlee and only 21 minutes from the Green in Hanover. See MLS Property & Listing Details & 44 images.

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

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

$18,000,000 $1,438 per sq.ft. Woodstock VT Home »

7 Beds | 10 Baths |   Total Sq. Ft. 12520  |  Acres: 183.7
Thursday Oct 16, 2025
Description: Star Hill Farm is completely private, hidden on a hillside with pastoral and mountain views in the heart of South Woodstock. From the valley floor to the top of Meetinghouse Hill, you will be inspired by its beauty, a mesmerizing 183.7+/- acre oasis over gorgeous terrain with fields, woodlands, trails, and stone walls. The historic 2-bedroom guest house and party barn are fully restored, and located next to the swimming pond. The main residence, completed in 2010, consists of the center core with porch - for cooking, gathering and entertaining; the owner's quarters with a 2nd floor suite and 2 bedrooms below; the guest wing with 3 first-level bedrooms, second-floor game room and adjacent 8-bed bunk room and a 4-story octagon with wine cellar at the base and flexible multi-use spaces above. All 7 bedrooms are ensuite plus 3 powder rooms. The attached gambrel barn is a professional grade gymnasium with 6-car heated garage underneath. The interior is like a grand lodge in the American West while the exterior with shingles and gambrel barn is traditional New England. The systems and mechanicals are all commercial grade. The finishes and craftsmanship are consistently superb. The atmosphere is relaxed and fun. As a complete fully furnished package, each and every attribute at Star Hill Farm - the location, land, exposure, privacy, views, guest house, barn, pond, residence and gymnasium- is exceptional, creating one of the finest properties in Vermont. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$8,000,000 $1,486 per sq.ft. Woodstock VT Home »

3 Beds | 4 Baths |   Total Sq. Ft. 5384  |  Acres: 68.92
Monday May 5, 2025
Description: Sorgenfrei, or "Carefree," was built by Ennis Construction in 2015, and this extraordinary property truly embodies that sobriquet. A stunning and uncommon confluence of the finest materials and the most energy efficient techniques, this home was carefully constructed to maximize worry-free enjoyment. The most advanced systems and a focused commitment to the highest quality make this home a testament to elegant durability. From the mahogany exterior to the hand crafted front doors and custom-wrought hardware, this spacious and meticulously considered home celebrates the skill of Vermont's most talented craftspeople. The unparalleled 180 degree views over the Woodstock valley are spectacular in every season, offering year-round sunlight and ever-changing vistas. With a gourmet kitchen custom-built for entertaining, a 1,000 bottle wine cellar, and a double-sided great room fireplace, Sorgenfrei perfects conviviality. The measures taken to ensure the property's efficiency and durability are too numerous to name - among them, an 18kw solar array, Pella Architect-Series windows, and custom mortise and tenon fir construction. At home among Woodstock's most lauded residences, and gorgeously situated in one of the area's most prestigious neighborhoods, this home is a testament to uncompromising vision and a paean to unparalleled enjoyment of Vermont's Green Mountains. See MLS Property & Listing Details & 47 images. Includes a Virtual Tour

$6,750,000 $1,327 per sq.ft. Woodstock VT Home »

Price Change! Reduced by $500,000 down 7% on August 29th 2025
4 Beds | 5 Baths |   Total Sq. Ft. 5087  |  Acres: 65.45
Wednesday Jun 4, 2025
Description: Once the site of an 1850s homestead and now reimagined for 21st-century living, Skyland Farm is a private retreat on 65 acres. Mineral springs, glass architecture, and extraordinary views define this rare legacy property, just minutes from the village of Woodstock and with direct access to the trails of Mount Peg. Found at the end of a quiet lane, sweeping vistas of the Green Mountains and Killington are viewed from nearly every room. Finished in 2024, this timber frame home channels modern farmhouse warmth with a clean, contemporary edge.The wall-to-wall glass in both gables frames the surrounding landscape like living artwork, while inside, 24-foot ceilings, radiant heat, A/C, and a sauna provide everyday indulgence and embrace. At the heart of the home is a chef's kitchen with Marinace granite, Wolf and SubZero appliances, and reclaimed hickory floors. Gently sloping meadows invite sledding in winter and lead to the barns below including a 6-stall stable, indoor riding arena with heated viewing area, chicken coop, and a spacious barn perfect for guest quarters, workshop or a car collection. Set between the twin gables, an elevated courtyard with a heated Soake pool creates a seamless indoor-outdoor connection, ideal for sunset reflections in the summer and stargazing in the winter. A 3-bay garage, and stream complete this offering. GMHA, and premier skiing nearby. Showings begin June 7th. See MLS Property & Listing Details & 48 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

$3,500,000 $681 per sq.ft. Woodstock VT Home »

6 Beds | 8 Baths |   Total Sq. Ft. 5142  |  Acres: 0.36
Wednesday Aug 13, 2025
Description: Conveniently located on the southwest side of the picturesque Woodstock Village Green, this classic c1840 Greek Revival farmhouse is one of the town's finest residences. Lovingly stewarded and thoughtfully restored to the highest standard preserving the historic integrity and honoring the period detail, all while achieving the perfect unification of sophistication, functionality, modern comfort and convenience. The first level of the original home features generous spaces for entertaining and cozy, intimate rooms for quiet reflection. Original wide pine plank floors, oversized 6/6 windows, formal parlor and library each with a working fireplace. There is potential for a first-floor primary suite. The main house is further completed by 3 ensuite bedrooms and laundry on the second level, and two guest rooms with a shared bathroom on the third. The magnificent, attached c1750 oak gunstock post and beam barn frame was disassembled, imported from Hampshire, England and added to the home in the 1980's, providing a Great Room beyond compare. Anchored by a massive stone fireplace, Palladian windows and a well-appointed chef's kitchen, all located on the main level. There is a guest suite, three car garage, and courtyard entrance on the walk out lower level stepping out to lovely, landscaped grounds and gardens. See MLS Property & Listing Details & 42 images.

$2,600,000 $867 per sq.ft. Woodstock VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 3000  |  Acres: 112.88
Thursday Oct 16, 2025
Description: Gilbert's Hill is one of Vermont's most celebrated properties and a national landmark for its contribution to the sport of alpine skiing. Spanning 112.88± acres in Woodstock (79.31 acres) and Pomfret (33.57 acres), the farm is recognized as the birthplace of lift-served skiing in America, where the first rope tow was installed in 1934. Today, its open pastures, rolling terrain, and historic ski hill remain wonderfully intact -- a living landscape that forever changed the trajectory of winter sport and the development of recreational skiing in the United States. At the heart of the property is a restored circa 1855 Greek Revival brick farmhouse with four bedrooms, two bathrooms, and a classic mid-19th-century clapboard addition with kitchen and garage. Original details have been thoughtfully preserved, blending historic integrity with comfort and charm. Surrounding the main house is a collection of restored historic buildings, including: a 1934 ski hut, now a three-season cottage with two bedrooms, kitchen and full bathroom; a carriage barn with seasonal kitchen and half bathroom; a dairy barn with milking parlor and six stanchions; and the original milk house. There is also a modern greenhouse pavilion with seasonal half bathroom and a detached 4-bay equipment shed. The land, which includes a vineyard with 700 vines, is conserved with the Vermont Land Trust. The house, dairy barn, milk house and 1934 ski hut are also protected by a historic preservation easement. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$2,600,000 $650 per sq.ft. Village of Woodstock in Town of Woodstock VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 3998  |  Acres: 0.37
Tuesday Aug 19, 2025
Description: 2 PLEASANT STREET- This stately brick Federal is a historic landmark property in the heart of Woodstock Village, home to many storied families in the town and state's history, notably Julius Converse, Governor of Vermont in 1872, and Laurance Rockefeller. Though it has been well-renovated and maintained over the years, it retains many of its historic features to beautifully blend modern convenience with original charm. The first floor features oversized, recently updated windows and several spacious high ceiling gathering rooms including a formal living room, dining room, library, and central family room. A cozy eat-in kitchen with fireplace on the north side of the house opens to a lovely landscaped yard shaded by mature maple trees. The second floor, also punctuated by high ceilings and windows to give it a bright and spacious feel, features a primary bedroom on the front side of the house with an adjoining dressing area, walk in closets, and full bath. Adjacent the primary is another sizable bedroom with its own bath, while two additional bedrooms with shared bath round out the level. The detached barn garage has space for one car and plenty of additional storage. Idyllically sited and within walking distance of local shopping, dining, schools, hiking trails, and Marsh-Billings-Rockefeller National Historic Park, this iconic Woodstock home is a rare gem. See MLS Property & Listing Details & 43 images. Includes a Virtual Tour

$2,599,000 $434 per sq.ft. Woodstock VT Home »

9 Beds | 11 Baths |   Total Sq. Ft. 5993  |  Acres: 0.46
Sunday Sep 21, 2025
Description: This exquisite Victorian invites you to embracequintessential New England living in a charming downtown setting. This property in Woodstock, VT offers a rare blend of historic charm and modern convenience, all within one of Vermont's most beloved communities. Woodstock is often hailed as "the prettiest small town in America," and for good reason. The village is a vibrant resort town with maple-lined streets, stately homes, artisanal boutiques, and a warm and welcoming spirit. The town and assorted local organizations offer cultural and family fun activities offered throughout the year. Currently being used as a 7-room Inn boasting an additional 2-bedroom owner's quarters, this property could be returned to operating as a private residential property with zoning permit. Please contact for more information on making this beautiful place your dream home! See MLS Property & Listing Details & 54 images.

$2,400,000 $497 per sq.ft. Woodstock VT Home »

5 Beds | 5 Baths |   Total Sq. Ft. 4832  |  Acres: 2.64
Thursday Sep 4, 2025
Description: Set on over two picturesque acres along one of the most beautiful country roads in the area, this spacious and impeccably renovated contemporary farmhouse offers the perfect balance of charm and modern comfort. Just minutes from Woodstock and South Woodstock, the property enjoys both convenience and a peaceful setting. The home features generous living and entertaining spaces (remodeled in 2016 by Sargent Design Company), multiple porches, and seamless indoor-outdoor flow. The main residence offers 5 bedrooms, including a large primary suite, while the converted barn includes a private guest apartment, ideal for hosting company. Highlights include a hot tub, indoor and outdoor fireplaces, and thoughtful updates throughout that make the home as efficient and easy to maintain as it is elegant. With open spaces designed for gatherings and cozy corners for retreat, this home is equally suited for year-round living or a Vermont getaway. Outdoor enthusiasts will appreciate the home's proximity to skiing at Killington and Saskadena Six, as well as easy access to hiking, biking, and countless four-season activities. A truly exceptional property blending timeless farmhouse character with today's modern luxuries. See MLS Property & Listing Details & 50 images. Includes a Virtual Tour