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4 Luxury Estates in Vermont and New Hampshire Blending History and Modern Elegance

By edson alejandro

1 min read

Imagine escaping to a world where luxury meets the untamed beauty of nature, where privacy is paramount, and every detail speaks of timeless craftsmanship. Across Vermont and New Hampshire, four extraordinary properties, from a cutting-edge ski home in Killington to a historic Greek Revival estate in Walpole, beckon with serene landscapes and exclusive amenities. Spanning vast acreages and showcasing unique features like custom ski rooms and secret gardens, these homes, priced between $1,685,000 and $2,895,000, offer a rare blend of modern sophistication and natural splendor, promising a lifestyle of unparalleled tranquility and adventure.

53 Deer Run | $2,895,000

53 Deer Run Killington VT 05751
53 Deer Run, Killington ,VT 05751
Daniel Pol
LISTING AGENT:
Daniel Pol

Perched atop an elevated 0.88-acre lot in one of Killington’s most coveted areas, this brand-new ski home redefines mountain living with breathtaking views and meticulous craftsmanship. Inside, soaring ceilings—reaching 28 feet in the den and 12 feet in the primary suite—combine with expansive Anderson windows to invite natural light and panoramic vistas. A striking masonry fireplace crafted from native granite anchors the open living space, while the chef’s kitchen boasts GE Profile appliances, three ovens, and a Blanco barn sink. Warmth radiates from custom woodwork, knotty pine accents, and Danaher-finished yellow pine floors. Each bathroom exudes rustic charm with Chicago brick tile. Designed for efficiency, the home surpasses standards by 20% with spray foam insulation, multi-zone HVAC, and a heated garage. Just minutes from Killington’s iconic lifts, this retreat offers unparalleled access to adventure and serenity.

Price:
$2,895,000
Size:
4,734 sq ft
Contact:
Daniel Pol, Killington Pico Realty, 802.342.0269
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955 Catamount Road | $2,495,000

73392711 1
955 Catamount Road, Pittsfield, NH 03263
Beverlee Vidoli
LISTING AGENT:
Beverlee Vidoli

Set against the tranquil waterfront of Pittsfield on the border of Northwood, this extraordinary estate in New Hampshire redefines rural elegance. Spanning over 90 acres of pastoral fields and pristine forests, the property offers unparalleled privacy and breathtaking views that captivate at every turn. The meticulously crafted 6,929-square-foot residence boasts four spacious bedrooms, including a first-floor primary suite and a second-floor ensuite, along with three full and two half bathrooms. Expansive windows frame the surrounding landscape, while a chef’s kitchen with a butler’s pantry, two inviting fireplaces, and a stone-accented covered patio elevate everyday living. A three-car garage and a charming small barn add practical appeal. Just minutes from lakes, scenic trails, and the vibrant annual hot air balloon festival, with easy access to Concord, Manchester, Portsmouth, and Lake Winnipesaukee, this estate seamlessly blends serenity with connectivity.

Price:
$2,495,000
Size:
6,929 sq ft
Contact:
Beverlee Vidoli, RE/MAX Realty Experts, 617.633.4877
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31 Wentworth Road | $2,400,000

31 Wentworth Road Walpole NH 03608
31 Wentworth Road, Walpole, NH 03608
Cynthia M. Westover Katie Beam
LISTING AGENT:
Cynthia M. Westover & Katie Beam

Set against the serene backdrop of 11 private acres, this historic Greek Revival Colonial, built in 1812, offers a rare blend of timeless elegance and modern functionality. Spanning over 8,000 square feet with 24 rooms, including 8 bedrooms—most with en-suite baths—and 7 bathrooms, the estate effortlessly accommodates multi-generational living or gracious hosting. Wide-plank wood floors and tiled bathrooms exude classic charm, while a family-sized kitchen with a high-end gas range and screened porch access invites warm gatherings. Formal spaces like the grand dining room, refined library, and dual sitting rooms inspire memorable occasions, with one parlor featuring original 1812 hand-painted Dufor wallpaper—a preserved masterpiece. Outside, secret gardens and historic plantings, alongside a majestic tree from 1855, create peaceful retreats. A professional recording studio with an equipment elevator adds a creative edge, perfect for musicians or producers seeking inspiration.

Price:
$2,400,000
Size:
8,000 sq ft
Contact:
Cynthia M. Westover & Katie Beam, Galloway Real Estate LLC, 603.313.8808 , 603.313.2785

191 Trailview Dr | $1,685,000

191 Trailview Dr Killington VT 05751
191 Trailview Dr, Killington, VT 05751
Daniel Pol 1
LISTING AGENT:
Daniel Pol

Rising above the rugged beauty of Killington, this exceptional mountain retreat offers coveted ski-in/ski-out access via a deeded easement to the iconic Great Eastern Trail. Ideal for skiers, snowboarders, and nature lovers, the home blends modern comfort with breathtaking surroundings. Inside, an open-concept main level captivates with soaring cathedral ceilings and expansive two-story windows that frame stunning mountain vistas while inviting abundant natural light. The recently renovated kitchen, dining, and living spaces flow effortlessly, complemented by fresh flooring and a setup ready for a wood-burning stove to add cozy charm. Unwind after a day on the slopes in the private hot tub, perfectly placed to savor crisp mountain air. With a luxurious primary suite upstairs, additional bedrooms, updated bathrooms, and a versatile lower level featuring a recreation room, this thoughtfully upgraded haven promises an unparalleled alpine lifestyle.

Price:
$1,685,000
Size:
2,718 sq ft
Contact:
Daniel Pol, Killington Pico Realty, 802.342.0269