Exclusive Listing

MARGRETTA FISCHER

Broker

Cell (802) 379-4055

Email [email protected]

Company

Wohler Realty Group

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If you’ve been searching for the perfect blend of history, craftsmanship, and privacy in Vermont, look no further than 1148 Kent Hollow Road in Rupert. Priced at $725,000, this 3-bedroom, 3-bath Cape Cod style home sits at the foot of Shatterack Mountain and offers everything from a classic New England aesthetic to modern comforts, all surrounded by more than 37 acres of peaceful land.

A Home with Character and Craftsmanship

Built in 1985 by renowned craftsman Mark Breen, this residence was modeled after a 300-year-old Connecticut Cape. Every detail was thoughtfully designed to capture the timeless appeal of early New England architecture while still meeting modern needs. Crown molding, wide plank floors, and picture windows give the home warmth and authenticity, while six-inch studs, ample insulation, and modern systems ensure year-round comfort.

The wood burning fireplace and wood stove create a cozy, inviting atmosphere—perfect for Vermont winters. Natural light fills the six spacious rooms, highlighting period details while framing views of the surrounding trees and mountains. With approximately 2,300 square feet of living space, including an attached two-car garage, this home balances rustic charm with everyday functionality.

Peace of Mind and Modern Comforts

While the home was designed to reflect classic Cape Cod architecture, it incorporates practical modern features. Heating is provided through hot water baseboards, and a mini-split system delivers both heating and cooling as needed. An automatic generator ensures reliable backup power, offering extra security for year-round living.

A Barn with Endless Possibilities

One of the highlights of this property is the solidly built barn, formerly used as a sugar house. Complete with insulation, power, and water, it’s an ideal space for a workshop, artist’s studio, or hobby farm. The barn adds both character and function, giving buyers the flexibility to tailor the property to their lifestyle—whether that’s farming, crafting, or simply enjoying extra storage.

Outdoor Living on 37 Acres

For nature lovers, this property is a dream. A fenced garden area provides space for vegetables, flowers, or herbs, while a scenic hiking path winds through the acreage and leads to a valley overlook. The land is a mix of mature trees, including valuable timber, and open spaces perfect for recreation. Wildlife, seasonal colors, and mountain views enhance the sense of seclusion and connection to nature.

The property is accessed by a picturesque bridge crossing White Creek, making the entrance feel like a scene from a Currier & Ives print. Peace and privacy define the setting, yet conveniences aren’t far away. Rupert is located within Vermont’s charming Bennington County, offering access to dining, shopping, skiing, and cultural attractions.

Location and Lifestyle

Living in Rupert means enjoying the best of Southern Vermont’s lifestyle: small-town charm, scenic landscapes, and four-season recreation. From hiking and skiing to local farmers’ markets and historic towns, residents are surrounded by opportunities to enjoy the outdoors and community life. The property’s setting at the foot of Shatterack Mountain makes it especially appealing for buyers looking for a private homestead that’s still close to regional amenities.

Why This Property Stands Out

Cape Cod style home inspired by historic architecture
3 bedrooms, 3 bathrooms, 2,208 square feet of living space
Built by craftsman Mark Breen in 1985 with period details and modern systems
Wood burning fireplace, wood stove, and mini-split heating/cooling
Automatic generator for reliable backup power
37 private acres with hiking trails, fenced garden, and valuable timber
Solidly built barn with power, water, and insulation—formerly a sugar house
Picturesque setting accessed by a bridge over White Creek

Final Thoughts

At $725,000, 1148 Kent Hollow Road in Rupert, Vermont offers buyers a rare opportunity to own a property that blends timeless architecture, modern comfort, and unparalleled natural beauty. Whether you envision a private homestead, a hobby farm, or simply a retreat from the busyness of life, this home checks every box.

For those drawn to Vermont’s classic landscapes and lifestyle, this Cape Cod retreat on 37 acres is a chance to live in a place where peace, privacy, and craftsmanship truly come together.