- Upper-Valley NH Homes $1000000 to $99999999
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Price Change! reduced by $200,000 down 7% on July 14th 2026
$2,900,000 | $599 per sq.ft. | 5 Beds | 4 Baths | Total Sq. Ft. 4843 | Acres: 105.1 WOODSTOCK VT
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Description:CURTIS HOLLOW FARM, Exceptional estate on the western edge of Woodstock offering 105 diverse acres bordering Calvin Coolidge State Forest. The updated main house features 5 bedrooms and 4 baths, filled with abundant natural light and thoughtfully designed for both large gatherings and quiet retreat spaces. The open-concept main level includes a spacious living room with picture windows overlooking the landscaped grounds, a recently updated chef’s kitchen with a stunning Mercury/Aga range, and generous dining space nearby. On the east side of this level, the original historic homestead—with its native timbers and stone fireplace—creates a warm and intimate dining experience. A wraparound deck provides additional space for outdoor dining and entertaining, while bedroom with its own bath completes this floor. Upstairs are 4 additional bedrooms, several featuring charming portal windows with views over the surrounding fields & hills. The primary suite is spacious and inviting, highlighted by exposed historic timbers, a sitting area, direct access to an upper deck, and a spa-inspired bath. On the uppermost level, the cupola offers the perfect yoga studio or quiet reading nook, complete with its own private deck. The grounds are truly magical, with an extensive trail network throughout the property and direct access to a magnificent waterfall and swimming hole just beyond the lot line within the State Forest. Large level lawns, mature landscaping, and a brook flowing along the southern side of the property add to its private tranquility. Nestled beside the brook is the guest house, known as the Brook House—a well-maintained 3-bedroom, 2-bath home privately sited away from the main residence, with its own lawn and deck overlooking the water below. With a convenient location offering easy access to Woodstock and Bridgewater Villages and a short drive to Killington Mountain Resort, this stunning estate is the consummate blend of privacy, charm, and modern convenience.
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$2,940,000 | $3,603 per sq.ft. | 3 Beds | 2 Baths | Total Sq. Ft. 1632 | Acres: 213.9 FAIRLEE VT
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Description:Extraordinary VT Estate & Recreational Property – 213.9± acres across 4 parcels-A truly rare opportunity to own a legacy property with a rich history, exceptional acreage, multiple residences, and breathtaking natural beauty. Encompassing approximately 213.9 acres across 4 separate parcels, this remarkable property offers an unparalleled combination of residential, recreational, agricultural, & investment potential. The primary parcel consists of 142.6 acres and features a 3-bed, 2-bath main residence, a 2-bed, 1-bath secondary home, a large workshop with a 1-bed, 1-bath apartment, & small horse barn, providing ample flexibility for multi-generational living, rental income, guest accommodations, or a home-based business. Adding to the appeal are 3 additional parcels totaling 71.3 acres. One parcels encompasses 34 acres and includes a State-approved septic design for a 3-bed home, presenting an outstanding opportunity for future development. This parcel boasts magnificent views overlooking the CT River, creating an exceptional homesite surrounded by Vermont's natural beauty. The property is a true outdoor enthusiast's paradise, featuring an incredible 13 ponds scattered throughout the landscape, attracting abundant wildlife & enhancing the property's scenic appeal. From select vantage points, enjoy views of Lake Morey & Lake Fairlee, adding to the property's already impressive collection of natural features. Accessed by a privately maintained rd, the property offers exceptional privacy while remaining accessible year-round. Formerly known as Record Ridge Hunting, the land has a longstanding reputation as a premier destination for outdoor recreation. The diverse terrain, extensive acreage, ponds, and wildlife habitat make it ideal for hunting, hiking, horseback riding, ATV use, or simply enjoying the peace and solitude of a large VT landholding. Whether you're searching for a family compound, sporting property, or investment opportunity, this property is a must see.
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Price Change! reduced by $350,000 down 12% on July 16th 2026
$2,950,000 | $1,003 per sq.ft. | 3 Beds | 5 Baths | Total Sq. Ft. 3682 | Acres: 2.37 WOODSTOCK VT
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Description:Located in Woodstock, Vermont just one mile from the village green, the Alta House offers a rich quality of life filled with poolside sunsets, mountain vistas, proximity to town, and access to endless outdoor recreation opportunities. Enjoy the convenience of living close to the shops, cafes, and restaurants of Woodstock, while being tucked away in your own world above. The 3-bedroom primary residence is perfectly sited to overlook Woodstock’s iconic Mount Tom and the Marsh-Billings Museum, Vermont’s only National Park. The property sits at the end of a quiet road with only one other neighboring residence and is surrounded by over 400 acres of conserved land. There is a bedroom suite on each of the three levels, allowing family members or guests to claim their own space. The open living room on the main level is a natural gathering place, either by the fire in the winter, or out on the deck in the summertime to take in the views. The adjoining 1,040-sqft modern pool house was completed in 2023, providing a luxurious new extension of the home. Inside is an open floor plan, where floor-to-ceiling windows showcase unobstructed mountain views to the North and West. Thoughtfully designed with a custom Viking kitchen, spa-style walk-in shower, and guest bed, the pool house is ideal for entertaining guests, hosting family parties, or relaxing apres-ski. The outdoor heated pool is a centerpiece of the property, providing four-season enjoyment.
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$2,950,000 | $635 per sq.ft. | 4 Beds | 3 Baths | Total Sq. Ft. 6852 | Acres: 39.79 ORFORD NH
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Description:Extraordinary 40-acre New England estate just 20 minutes from Dartmouth College, offering a rare combination of luxury living, recreation, privacy, and investment potential. The centerpiece is a beautifully maintained 4-bedroom main residence featuring a spectacular 1,200-square-foot outdoor patio with premium Lynx appliances, expansive entertaining space, and a fire pit for year-round enjoyment. The property also includes a helicopter hangar with an attached 1-bedroom apartment, perfect for guests, staff, or a private retreat, as well as a separate 2-bedroom cottage ideal as a rental property, guest house, or caretaker residence. Three private ponds enhance the estate's natural beauty, including one with its own sandy beach for swimming, kayaking, and summer relaxation. The grounds offer a true four-season lifestyle, with open fields, wooded areas, abundant wildlife, and exceptional privacy. In winter, snowmobile enthusiasts can ride directly from the property onto nearby trail networks, providing access to miles of groomed trails without trailering. During the warmer months, the estate becomes an outdoor paradise for entertaining, recreation, and family gatherings. A unique advantage of this property is the absence of zoning restrictions, creating exceptional flexibility for future use. Whether envisioned as a luxury family compound, an income-producing investment, a mixed residential-commercial property, or a development opportunity, the possibilities are extensive. The acreage may also offer subdivision potential for those seeking to create additional homesites or realize future value. Rarely does a property combine luxury amenities, aviation access, waterfront recreation, direct snowmobile trail access, and unmatched flexibility in such a desirable Upper Valley location.
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$2,950,000 | $527 per sq.ft. | 8 Beds | 8 Baths | Total Sq. Ft. 6200 | Acres: 32 WOODSTOCK VT
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Description:Kedron Valley Farm c1850: A classic beauty, perched on a knoll overlooking the idyllic hills and lush meadows of the valley with approx 32 acres. This stunning extended antique post and beam cape is complete with a large traditional 4 story barn with 6 horse stables and equipment sheds offers everything one could wish for in a country property. The grounds include gracious old maples, beautiful perennial gardens, antique moss covered stonewalls, an apple orchard, large swimming pond and a privately sited tennis court. The Estate is meticulously cared for and combines antique craftsmanship with modern touches. The Main house consists of 5 bedrooms including a first floor primary suite with private bath, vaulted ceilings and new large walk in closet. Kitchen features thermador appliances and quartz counters anchored by a large dining room with stunning wood floors. An expansive cozy living room centered by a handsome brick fireplace to curl up with a book on a snowy day. The rooms are spacious and inviting with an abundance of light, exposed original hand-hewn beams and easy access for outdoor entertaining on the brick patio or the new east terrace. Enjoy a separate 3 bedroom Guest House for friends/family with good rental income history. New Tesla Tower for backup power. Located in the heart of horse country and the village of South Woodstock. Enjoy skiing, championship golf and fly fishing on the Black River. Easy access to shopping, restaurants and Upper Valley. Only 8 minutes to Woodstock, 2.5 hours to Boston and 5 hours to NYC. Kedron Valley Farm is a stunning, quintessential farm in the heart of GMHA.
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Data last updated August 10th, 2026
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