Vintage homes for sale & real estate in Windsor County, VT

Vintage Home for sale in Windsor County, VT:

Charming, updated, and perfectly located—this turnkey gem is your ticket to easy living in one of the area’s most adorable neighborhoods! With all the major systems recently upgraded - including a new furnace, hot water heater, Tesla Powerwall, and water purification system - this efficient home is move-in ready. Inside, you’ll love the fresh renovations: a modern kitchen with solid-surface countertops, gas range, newer appliances, and low-maintenance vinyl plank flooring throughout. Downstairs, the full basement offers excellent finishable space—ideal for a family room, home gym, or guest suite. Outside, take in the mountain views from your sunny deck or tinker in t

Vintage Home for sale in Windsor County, VT:

New price! Welcome to this beautifully renovated residence in the vibrant heart of Woodstock Village. Enjoy unparalleled convenience with a short stroll to the Elementary School, Woodstock Inn, the picturesque Green, and an array of charming shops, restaurants, and bakeries that define village living. Nestled directly across from Vail Field, this home offers easy access to playgrounds, ball fields, and pickleball courts. The homeowners have meticulously updated the property, featuring a stunning new kitchen and a refreshed second-floor bath, blending modern comfort with timeless charm. Unwind on the covered porch with a favorite drink while soaking in the serene surroundings. The inviting l

Vintage Home for sale in Windsor County, VT:

This historic cape, circa 1785, is one of the oldest homes in Rochester, VT, blending timeless charm with modern updates. Centrally located to Sugarbush Resort along with Killington Resort and Pico Mountain. Its exposed beams, hand-built doors, and wide pine plank floors evoke classic New England architecture, while recent upgrades ensure comfort and convenience. Major enhancements include new flooring in the living and TV rooms with upgraded carpeting, a wood stove with a new flue lining, and a fully remodeled kitchen featuring upgraded appliances. The exterior has been selectively refreshed with new siding and paint, and the basement is equipped with a sump pump, French drain and a fully

Vintage Home for sale in Windsor County, VT:

Just minutes from downtown Bethel this home has everything you’re looking for! The sunny, gently sloping yard is ideal for gardening, or hosting gatherings. Inside, you'll find two bedrooms and two full bathrooms, a spacious living room, and a bright kitchen that opens to a large dining room with sliding doors leading to a private deck overlooking the backyard. Both bedrooms are located on the upper level, but the home is thoughtfully equipped with a full-service elevator for accessibility and a stair-lift to the walkout basement. The basement includes a large recreation room with a pool table, a workshop, a utility room, and plenty of storage. The large breezeway and padlocked storag