Windsor VT Real Estate & Homes for Sale

Spacious and affordable 3-story dwelling in desirable Windsor. Buy it as a starter home, or take the opportunity for renovation and rental or resale. Pleasant stone landscaping in the yard. A kitchenette is found in the 3rd floor apartment (perhaps a rental unit or an in-law suite?) There's proximity to shopping (including a fine glass store, brewery, distillery, and jam shop), Amtrak, Mount Ascutney Hospital, and across the street from the Connecticut River!

Introducing a prime investment opportunity nestled on 1.44 acres of picturesque countryside just moments away from the convenience of town living. Whether you're a seasoned investor seeking a lucrative addition to your portfolio or a newcomer to the world of real estate investment, this 8-unit property presents an attractive proposition. With its idyllic location, modern updates, and reliable tenant base, it offers the perfect combination of rural charm and urban convenience"a truly rare find in today's market. Don't miss your chance to own a piece of country paradise with endless potential for growth and prosperity.

House has been partially remodeled, but still needs some work and is selling as-is. Was formerly 2 units, but can be used as a single unit or made back into 2 units. Potential double lot? Lots of possibilities!

Very updated 4 bedroom Cape style home with new kitchen, updated first floor bathroom, gleaming hardwood floors and new plank flooring. 1st floor consists of open kitchen/living room, large living room,bedroom & bath. 2nd floor has 3 more bedrooms. Attached 1 car barn. Home site sits up off road with private yard and views of the Conn river across the street. Move right in. Seller including 1 year home warranty with purchase.

Behind the gated picket fence, is a 1795 dwelling waiting to be restored to its former beauty. Beautiful wooden beams and wood floors. Upon entering the dwelling, there is a good sized living room on the left, and bedroom to the right. There are rooms in the back of the first floor [including a bath] which potentially could be converted a den or into a large kitchen with a dining area which would overlook the back deck, lawn and plantings. The second floor includes a kitchen, one bedroom, and a full bath with a tub. The lower level includes closet/storage space, two large rooms which could be completely finished for a family room, a playroom, or for additional storage. Walking out of the lower level, takes you onto a good-sized deck for relaxing, and outdoor dining. At the far back of the lawn, which also has plantings, is the garage which has room for a small workshop. The property is walking distance to restaurants, shops and banks and a short distance to a shopping center. License To Sell in place. If you are thinking of home ownership, appreciate older homes, with character and charm, consider this opportunity.

107 acres with sweeping views of Mount Ascutney and endless building potential. Renovate the manufactured home to use as an onsite temporary structure while you construct your dream home. Situated in the heart of one of the greatest little towns, surrounded by beautiful homes, horse properties, and all of the outdoor recreation you could imagine. Just a stones throw to South Woodstock, Green Mountain Horse Association, Ascutney Outdoors, and 15 minutes to access I-91. Put this one on your list.

Come be part of the excitement at Ascutney Mountain home to Ascutney Outdoors! A spacious 4 BR, 3 bath Contemporary on Ski Tow Road on a nice 1 acre lot. Main level boasts an Open concept kitchen/living room, a pantry, a full bath & primary BR with private balcony. From the LR up the nice wooden staircase to 2 more bedrooms, a reading nook & a bath. Lower level has a large mudroom, bath, laundry, family room and bedroom with walk in closet. Town water & sewer. Protective covenants & ROFR. High speed internet. Easy access to Town Forest trails, close to the Brownsville Butcher & Pantry, minutes to I91 and the Upper Valley.

The Stephen Jacob House is an extremely important historic residence in a town known for its historic architecture. Built in 1784 in the Georgian/Federal style, the residence was sited on the rise of State Street from the Village of Windsor. It's commanding presence was embellished with cornice dentil detailing and possibly a Palladian window. Having been used for many purposes over the years, the house was purchased by Historic Windsor, Inc. in 2008. Recognizing its historic significance along with much original fabric intact, Historic Windsor, Inc. engaged in a massive cleanup, extensive documentation and a complete paint job with some sections reroofed with standing seam. The residence is now ready for the next phase of its life as a single family residence, up to 4 residential apartments, owner occupied business or a cultural center. All of the necessary as built architectural plans, documentation of existing materials and fabric and proposed Feasibility Plans are available. The project will require all new systems and rehab working with the extensive original fabric including interior shutters, period flooring and window and door detailing. Many original doors. The residences rich history with Stephen Jacob and its architectural significance will regain its prominence in Historic Windsor upon completion.