Properties Near 25 Main Street Windsor, VT

“The Hideaway House” . . . An Oasis of Tranquility – Nestled away in a bowl of woods and set back over 200 feet from the road, this 3-bedroom, 3-full-bath home with attached 2-car garage and extremely high-speed fiber optic Internet offers sanctuary-like privacy situated on 5.52 hillside acres in fashionable West Windsor, VT. This welcoming residence is secluded serenity at its best and is located in such an ultra-quiet setting that you’ll feel you’re living on your own private carriage road. Ceramic-tiled floor kitchen and adjoining dining area has a handsome raised-hearth fireplace that adds warmth & ambiance to your meals. The tasteful living room has an inviting fireplace & fir flooring. The 1st-floor primary bedroom can be used as a sunny den and has a French door to the back lawn. Upstairs is a large alternative primary bedroom with cathedral ceilings, a cozy fireplace, & oak flooring. The third bedroom has a cathedral ceiling & 18' x 5' storage loft. Each of the 3 bedrooms has a full-sized en-suite bathroom & double closet. In sum, “The Hideaway House” is a serene wooded retreat that combines peaceful privacy with proximity to multiple conveniences. Located in a quintessential Vermont community, this property is just minutes from I-91, horse country, & Mt. Ascutney’s hiking, mountain biking, & skiing. Enjoy nearby Hanover, NH’s restaurants, shops, & Dartmouth College events, as well as easy access to Dartmouth Medical Center & famed Killington & Okemo ski mountains.

Built in 1796, the historic Trask House is located on beautiful Main St. in the heart of downtown Windsor. The center hall Federal sits on just under 1/2 acre and has an attached barn/garage in the back with plenty of storage. There is a private brick patio surrounded by a white picket fence and lovely landscaping. Inside, you are greeted by large open rooms with hardwood floors, high ceilings, and multiple fireplaces. The updated kitchen is open to the dining room with a wood burning stove centered between the two rooms. The dining room leads to the stunning living room with picturesque alcoves and original Federal style millwork and mantels. Across the hall are the family room and a quaint library which ultimately connects back to the kitchen. A grand center hall stair case leads upstairs to 4 good sized bedrooms, a full bath and the laundry room. The Trask House is in an ideal location just minutes from Lake Runnemede, restaurants and stores, and Mt. Ascutney Hospital. Woodstock, Hanover, and the Upper Valley are approximately 25 minutes away. The Trask House is in the National Registry of Historic Homes and has been featured in numerous books on historic homes of New England. Come take a look!

Welcome to 720 Skyhawk Lane, a stunning 4-bed, 3.5-bath retreat where VT charm meets modern living. This chalet has been completely renovated to include a new kitchen, appliances, bathrooms, and a state of the art, energy efficient heating system to name a few. Tucked away on picturesque Mount Ascutney, this home offers breathtaking mountain views. You will treasure gorgeous sunsets off the wrap-around deck each day. Inside, the bright and airy open floor plan is perfect for entertaining with vaulted ceilings and new solid oak floors. The expansive glass brings the beauty of the outdoors right into your living space. The primary suite offers a peaceful retreat with an ensuite bath. The lower level offers a spacious in-law apartment with rental income potential that comes complete with its own entrance, full kitchen, and cozy wood stove. A spacious built in garage with room to spare for all your outdoor adventures. This private paradise on a sprawling lot provides endless possibilities for gardening, outdoor activities, or simply unwinding under the stars. If skiing is your thing Ascutney Outdoors is in your backyard or you can drive a few scenic minutes to Okemo or Killington. Whether you’re seeking a year-round home or a seasonal getaway, this delivers comfort, tranquility, and Vermont’s spectacular natural beauty. Make this dream home yours, and start enjoying breathtaking sunsets and peaceful mountain living today. Schedule your showing before it’s gone!

Location, location, location at Ascutney Mountain home to Ascutney Outdoors! A spacious 4 BR, 3 bath Contemporary 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 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 trails, close to the Brownsville Butcher & Pantry, minutes to I91 and the Upper Valley.

Nestled amidst the picturesque rolling hills of West Windsor, this versatile property offers the perfect blend of comfort and opportunity. The upper level boasts a spacious open-concept kitchen and living room, ideal for entertaining or cozy nights in. Three bedrooms and three full baths provide ample space for everyone. Enjoy the fresh Vermont air on your private enclosed porch or step out to the covered patio for al fresco dining. A direct-entry garage adds convenience year-round. But that’s not all! The lower level features a separate apartment, perfect for generating additional income or expanding your living space. Imagine having a private guest suite or a home office right at your fingertips. With nearby Mt. Ascutney and the Connecticut River offering endless outdoor adventures, this property is a nature lover's dream. Don't miss out on this incredible opportunity to own your own piece of Vermont paradise.

Step into timeless elegance with this grand Victorian home, beautifully situated on a charming in-town lot. This stately residence showcases stunning hardwood floors throughout, preserving its classic heritage while offering modern comforts. The spacious first-floor bedroom features an en suite bath, providing both luxury and convenience. A cozy fireplace adds warmth and character to the main living space, perfect for relaxing evenings. The home boasts a generously-sized walk-in pantry, ideal for storage and organization. An added bonus is the potential separate apartment, offering endless possibilities for rental income, guest accommodations, or an in-law suite. Completing the property is a two-car detached garage, providing ample storage and parking. This house will suit a buyer who hopes to fill it's halls, expand, or be a welcome haven for a family compound. Minutes into downtown Windsor, an easy jaunt to the K-12 school, and a stones throw away from the Recreation Center makes for flexibility if transportation is an issue. Or...let's consider the potential for a home business or commercial opportunity with a change of use permit. Property is located in the CENTRAL BUSINESS DISTRICT. Come make this one your own!

Prepare to be captivated by this picturesque 3-bedroom, 2-bath farmhouse, perfectly situated near Mill Pond and adjacent to the Windsor Fairgrounds. This enchanting home radiates charm and character, featuring stunning wood flooring and unique finishes that highlight its timeless appeal. The open floor plan seamlessly connects the Kitchen and Dining area, complete with a convenient island, leading to a spacious family room adorned with beautiful built-in cabinets—ideal for both relaxation and entertaining. Retreat to the cozy den, tucked behind elegant French doors, where a wood stove creates a warm atmosphere, or unwind in the sunroom that offers breathtaking views of the lush perennials surrounding the property. Upstairs, you’ll find three generously sized bedrooms, including a massive primary suite with his and her closets, ensuring plenty of space for comfort and storage. Outside, the property boasts a charming red barn and a practical storage shed, providing ample room for all your projects and hobbies. Experience the perfect blend of country living and modern amenities in this delightful home. Don't miss your chance to make it your own!

Price Just Improved and it comes mostly furnished! This 3 bedroom, 2 bathroom with 2 car attached garage is so much more space than you are imagining. The den could be a primary bedroom on the main level, the living room is robust with a woodstove, and the kitchen has expansion capability. The basement has functioned beautifully as a home business, or dry workshop space. There is endless space both in the attached garage, and above which could easily be bonus living area. Escape to the tranquility of country living with this charming home, nestled in a picturesque rural setting, cue the deer. Step onto the spacious deck and let your worries melt away as you take in the serene landscape, surrounded by nature's beauty. Perfect for morning coffees, evening sunsets, or weekend gatherings, this inviting outdoor space offers the ideal blend of relaxation and entertainment. Whether you're stargazing under clear skies or enjoying the sounds of birdsong, this peaceful retreat promises the ultimate in relaxation. Discover your sanctuary in the countryside! Sold 85% furnished if you'd like....