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$2,300,000 | $780 per sq.ft.
134 Chester Arthur Road
4 Beds | 5 Baths | Total Sq. Ft. 3524 | Acres: 4.69
A quality residence with 4.69 landscaped acres beautifully complimenting the estate! Entering into the grounds a graceful drive meanders through landscaped lawns to arrive at a stone patio and an appealing New England style residence. Conveniently, there is option to enter an attached garage with direct entrance to the residence. After crossing the stone patio, passing through the front door reveals a well designed floor plan. An oak floored living room complete with fireplace is first to view. To the left is a library that could equally serve as 1st floor primary bedroom, with attached full bath. Walking back through the living room leads to a kitchen with Vermont Verde marble counters and a dining room. A convenient laundry and i/2 bath complete the 1st floor. The owners enjoy excursions in a large motor home. Consequently, the property has been designed with an oversized additional 8 car attached heated garage offering endless potential applications and accessed from an entrance off this 1st floor. (In addition, to the rear of the property are several RV pads and hook ups, to further accommodate large motor homes!) Stairs by the front entry lead up to the 2nd floor. 1st revealed is a bedroom, a sitting area and full bath. A walk through closet area leads to an oversize primary bedroom with luxurious full bath! Completing the 2nd floor is a 32x16 office/bedroom with 3/4 bath. In the basement is a 32x20 family room, a laundry and a storage room. QLLA member amenities await! See
MLS Property & Listing Details & 32 images.
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$2,300,000 | $266 per sq.ft.
55 Cherry Hill
6 Beds | 5 Baths | Total Sq. Ft. 8656 | Acres: 2
Steeped in history and timeless elegance, this extraordinary circa-1860 Georgian Colonial estate offers over 8,000 square feet of refined living space where classic architecture meets remarkable craftsmanship. From the moment you enter, you are greeted by stunning period details including exquisite crown moldings, grand proportions, soaring ceilings, and beautifully preserved finishes that showcase the home's rich character and sophistication. Designed with both elegance and comfort in mind, the spacious floor plan offers an unparalleled sense of scale and flow, creating exceptional spaces for entertaining, gathering, and everyday living. Every room reflects the quality and artistry of a bygone era while providing the versatility desired for modern lifestyles. Set atop a picturesque 2-acre retreat, the property is complemented by a three-car garage, a charming 1930s greenhouse filled with vintage appeal, and an additional storage building offering endless possibilities. Surrounded by mature landscaping and peaceful grounds, this one-of-a-kind estate presents a rare opportunity to own a truly distinguished and iconic property. See
MLS Property & Listing Details & 60 images.
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$2,790,000 | $964 per sq.ft.
1726 Skitchewaug Trail
4 Beds | 5 Baths | Total Sq. Ft. 2894 | Acres: 157.41
Set on 157 private acres with sweeping long-range views of the Connecticut River, this meticulously restored circa 1735 Cape offers a rare blend of historic character, refined comfort, and estate-scale amenities. Completely dismantled and rebuilt with care, the post-and-beam residence displays exposed beams, wide-board floors and sheathing, gunstock corner posts, and classic brick fireplaces alongside thoughtful modern upgrades. The inviting, renovated kitchen features an oversized fireplace, high-end appliances, and expansive views of the swimming pond and distant views of the Connecticut River. Three en-suite bedrooms include a gracious first-floor primary suite enhanced by a 30-by-20-foot addition. A detached one-bedroom guest cottage with a four-bay garage, a separate utility barn, walking trails, and a 40-acre maintained hay field creates an exceptional private retreat. Mechanical upgrades, a concrete basement, and a whole-house generator provide ease and reliability, with convenient access to Interstate 91, all-season recreation, and Hartness State Airport approximately 20 minutes away. 4 hours to NYC, 2.5 hours to Boston. See
MLS Property & Listing Details & 36 images. Includes a Virtual Tour
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$3,150,000 | $981 per sq.ft.
Price Change! reduced by $200,000 down 6% on August 12th 2026
166 Jewett Road
5 Beds | 5 Baths | Total Sq. Ft. 3212 | Acres: 98
Stately hilltop home built by Silas Banister c.1800, recently undergone a complete restoration. Quality materials & craftsmanship throughout. It has gorgeous views of nearby Ascutney Mountain & long-range views of NH. The property consists of 98 acres made up of fields, hard & softwoods, trails, a large sugarbush (potential for a future boiling operation). Conserved by Upper Valley Land Trust, enrolled in Current Use. The main floor offers a new kitchen which boasts a beautiful 11' quartzite island & counters. Dining & Family Room with soapstone woodstove, Living Room with a new Rumford Fireplace with rod iron & glass doors for efficiency. A large Sunroom with slate floor, more than an entry it's a nice transitional space to enjoy, 3 BR/3 BA and a Sitting area on the 2nd floor with a tranquil view of the back fields. 2 additional BRs and a half bath on the 3rd floor. All new wiring, plumbing, new Bosch propane furnace supplies radiant heat, triple pane, Anderson low-E4 windows, sheetrock, DaVinci slate-like rubber roof & cherry floors. Fully insulated, extremely efficient. Custom built trim, wide baseboards, wainscoting & cabinets. 200+ year old pine boards from the house were used to craft bathroom vanities, 3rd floor stairs & beautiful doors. Outdoor amenities include in ground pool, gardens & lovely stone patio. A large-3600 sq ft former dairy barn with new wiring & FHA furnace & oil tank. Now used as a garage, workshop & abundant storage space offers ENDLESS possibilities! See
MLS Property & Listing Details & 60 images.
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$3,500,000 | $716 per sq.ft.
56 Cream Pot Road
5 Beds | 5 Baths | Total Sq. Ft. 6170 | Acres: 104.35
CREAMPOT FARM- Idyllic country estate with easy access to Woodstock Village. Set on 104+ acres, this pristine property offers private groomed trails, beautifully landscaped grounds, multiple ponds, and stunning southerly views toward Mount Ascutney. From the moment you enter the gated drive and wind through stone walls, there is an immediate sense of peace and privacy. Originally built by G.R. Porter & Sons, the classic home has been thoughtfully updated and impeccably maintained. Elegant, spacious interiors provide a warm and inviting setting for both everyday living and entertaining. The main level features a generous living room for family gatherings, a cozy library, and a beautifully appointed kitchen that opens to a stunning sun porch, brick patio, and expansive southerly views. A private dining area completes this side of the home. The second floor is devoted to a luxurious primary suite with a large private sitting area and recently updated en suite bath, along with two additional en suite bedrooms. On the top floor are two bright bedrooms sharing a central bath. The lower level includes a spacious recreation room, private office, and handsome wine cellar. Outside, the main pond features a charming gazebo perched over the water adjacent a swimming beach. A four-stall barn and fenced pastures are ready for horses or other animals, while a separate barn garage provides additional vehicle and storage space, with a wonderful one-bedroom guest apartment above. Throughout the property is a comprehensive network of well-maintained trails that connect to larger nearby trail systems. Furnishings are negotiable, offering the possibility of a quick, turnkey transition. Just minutes from Woodstock Village and South Woodstock, with easy access to the Green Mountain Horse Association, Hanover, Dartmouth College, and the best of the Upper Valley region. Some photos are virtually adjusted. See
MLS Property & Listing Details & 59 images. Includes a Virtual Tour
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$5,250,000 | $680 per sq.ft.
83 Town Farm Hill Road
4 Beds | 7 Baths | Total Sq. Ft. 7715 | Acres: 93.6
Hartland Hill Farm unfolds across rolling meadows in one of the Upper Valley's most picturesque settings. Sited to embrace the surrounding landscape, the property enjoys sweeping pastoral views east to New Hampshire's White Mountains and south over open fields to the iconic silhouette of Mount Ascutney. Mature maples, stone walls, an apple orchard, two ponds, productive farmland, and a classic Vermont barn define a working landscape rooted in stewardship and unmistakably Vermont. The Hamady-designed four-bedroom residence, completed in 2019, draws upon the enduring traditions of American country architecture, pairing classical proportions with exceptional craftsmanship and modern livability. A columned front porch, balanced façade, and well proportioned rooms establish an atmosphere of refined simplicity, while expansive windows frame the changing landscape and fill the home with natural light throughout the day. Designed for both everyday living and gathering with family and friends, the home is warm, inviting, and deeply connected to the outdoors. A guest suite above the garage, separate two-bedroom guest house, and two sleeping cabins provide flexibility for extended family and guests. The land is equally compelling. Open meadows, fenced paddocks, trails, and well-established farm infrastructure support a variety of agricultural and equestrian pursuits. Together, the residence and surrounding landscape create a property that functions as both a productive working farm and a peaceful country retreat. Hartland Hill Farm is 3.6 miles from I-91, 7.5 miles to Woodstock, 19 miles to Dartmouth College and 21 miles to Dartmouth Hitchcock Medical Center, and 2 1/4 hours to Boston. See
MLS Property & Listing Details & 49 images. Includes a Virtual Tour
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$8,750,000 | $1,510 per sq.ft.
775 548 Sugar House Road
5 Beds | 5 Baths | Total Sq. Ft. 8899 | Acres: 418.9
Hart's Crossing is a home and a haven featuring a custom 21st-century residence and a comprehensively restored Civil War-era guest house, set on 418 acres of private land. The property provides a refuge in nature, with a kingdom-sized backyard to explore and adventures that change with the seasons. Located at the end of a town-maintained road, the property is a 10-minute drive from either Woodstock Village or the Upper Connecticut River Valley to access the conveniences and necessities of life, yet a century away from the inconveniences, in a peaceful sanctuary. The airy and light-filled 5-bedroom main residence sits on a plateau overlooking the Ottauquechee and White River Valleys to the east and north, with sweeping views to the south along the Connecticut River through walls of windows. The historic farmhouse has been reimagined as a comfortable 2-bedroom guest cottage, featuring exposed timber framing accented by a modern kitchen and bath, with a screened porch and wide deck alongside a refreshing, spring-fed swimming pond. Nearby is a multipurpose barn with a caretaker's apartment for farm and recreational purposes. The property is enrolled in Vermont's Current Use program, intended to help large landowners preserve the working landscape with a professional land management plan and a reduction in property taxes as consideration. There are miles of trails enabling access to the entire property for hiking, biking, snowmobiling, and simply wandering without a watch. At the end of Sugar House Road, you'll discover the best of today, thoughtfully combined with the timeless values of yesterday. See
MLS Property & Listing Details & 60 images. Includes a Virtual Tour
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