Properties Near 1 Dorrance Street Windsor, VT

OWNERS SAY SELL before Winter. Check out the new PRICE! Nestled on 1.34 picturesque acres in historic Windsor, this classic 4-bedroom Colonial blends timeless charm with comfortable living. Set back from the road, the home offers privacy and space to enjoy Vermont’s natural beauty while being just minutes from town amenities, schools, and I-91. Inside, you'll find a traditional floor plan with spacious living and dining areas, a well-appointed kitchen, and plenty of natural light throughout. With this flexible layout, you can configure bedrooms on 1 or both levels. The basement is dry, and has ample finished space for an extra playroom or family room, including 1/2 bathroom. The expansive yard is ideal for gardening, play, or simply taking in the peaceful surroundings. With room to grow, work from home, or create the lifestyle you've been dreaming of, this Windsor gem is ready to welcome its next chapter.

Welcome to this well-kept ranch home in the heart of Windsor, VT. Offering 3 bedrooms and 1.5 baths, this home provides a comfortable layout, perfect for everyday living. The spacious living room is bright and inviting, opening easily into the eat-in kitchen where there’s plenty of room for family and friends to gather. Enjoy the convenience of a 2-car garage and a level lot that’s ideal for gardening, pets, or outdoor entertaining. Single-level living makes this property easy to maintain, while the location offers quick access to Windsor’s shops, restaurants, and local amenities. Whether you’re looking for your first home, a place to downsize, or a Vermont getaway, this ranch is full of potential and ready for its next chapter.

Open House 10/4/1025 11Am-1Pm. This lovingly maintained Cape-style home, perfectly set on a 0.18-acre corner lot. With 2 bedrooms, 1.5 bathrooms, a welcoming covered porch, and spacious basement, this home blends classic Vermont character with everyday comfort. The home has a standing seam roof and a brand new boiler, with timeless features such as built-in cabinetry, hardwood floors, and ample closet space. Bonus rooms on each floor add to its charm and flexibility. The two-car garage with attic storage offers plenty of room for vehicles, tools, and more. Inside, the traditional layout provides a functional, warm, and inviting flow but leaves room for adding your own personal touches. Enjoy the convenience of being within walking distance to local amenities like Kennedy’s Pond and the Windsor Fairgrounds all while savoring the peace and space of your corner lot, ideal for gardening, play, or quiet relaxation.

Charming Duplex in the Heart of Windsor – Ideal for Owner-Occupants or Investors! Discover a fantastic opportunity to own a versatile, income-producing duplex in the vibrant and historic town of Windsor. Perfectly suited for an owner-occupant looking to offset their mortgage with rental income—or a savvy investor seeking solid returns—this well-maintained property offers both comfort and cash flow. Each unit features 2 spacious bedrooms, 1 full bathroom, a bright living area, and a spacious kitchen, making it ideal for tenants or personal use. Separate utilities ensure ease of management and straightforward billing, while continued thoughtful maintenance enhances long-term value and efficiency. Just minutes from local shops, dining, and schools, this property offers small-town charm with big investment potential. Enjoy easy access to I-91 and nearby recreational opportunities including hiking, skiing, and kayaking/fishing. Whether you choose to live in one unit and let the other help pay your mortgage, or fully rent both for reliable income, this duplex is a rare find in a desirable location. Don’t miss your chance to own this flexible and financially smart property in one of Vermont’s most charming towns. Schedule your showing today!

Welcome to this well-maintained 3-bedroom, 3-bathroom condo at Ascutney Mountain Resort, offering year-round enjoyment in a beautiful mountain setting. The inviting living room features a cozy fireplace and access to a deck, perfect for relaxing or entertaining. The main level has a primary suite with access to the trails out your back door, and also 1/2 bath complete with laundry area. The lower level has 2 more bedrooms, 3/4 bath, and family room. Recent updates include new flooring, new hot water boiler system, and new full size washer and dryer. The unit will also be furnished with the exception of a few items, making this truly move in ready! The resort offers something for every season: skiing with a T-bar and rope tow, tubing, and endless mountain biking and hiking trails. For dining, The Maple Kitchen restaurant is conveniently located on the resort grounds, while the Brownsville Butcher & Pantry is just a short drive away, offering a butcher shop, wine selection, groceries, and a cozy café. This condo has been enjoyed in all seasons and is ready for you to create your own memories. Come see why Ascutney Mountain Resort living is so special! Open House Sunday, September 28, 2025 9-11am

Attractive two bedroom, 1 bath ranch style home on a serene 1.08-acre parcel nestled along scenic Rush Meadow Road in West Windsor. Right in the heart of Horse Country! The kitchen has upgraded cabinetry and there is overflow third bedroom space in the lower level that can be turned into home office or den usage. Bathroom was upgraded as well. Nothing to do! This gently sloping lot offers a harmonious blend of open lawn and pleasant woodland, providing both privacy and picturesque views. Attractive hardwood floors grace the Living Room and the exterior deck will give good western sunsets. The lower level walkout could be heated with wood or pellets if you want to provide a woodstove. Home comes with some practical equipment in the shed! - newer lawn tractor, push mower, snow blower, etc. Situated just minutes from the charming village of Brownsville, the property enjoys a tranquil setting with convenient access to local amenities. Outdoor enthusiasts will appreciate the proximity to Mount Ascutney, a prominent peak rising to 3,144 feet, offering a variety of recreational activities including hiking, mountain biking, and backcountry skiing. The nearby Ascutney Trails network provides extensive routes for all skill levels. Whether you’re envisioning a private retreat or a year-round residence, 1084 Rush Meadow Road offers the perfect opportunity to own a slice of Vermont paradise.

Discover easy mountain living in this 3-bedroom condo at Mountains Edge. Designed with comfort and convenience in mind, the inviting open floor plan blends the kitchen, dining, and living areas, where a cozy fireplace creates a warm centerpiece for gatherings. The kitchen is finished with granite countertops, offering both style and durability. A spacious family room provides additional space for entertaining or relaxing after a day of exploring the outdoors. Step outside your door to access to extensive hiking, mountain biking, and skiing. Nestled at the base of Mt. Ascutney, this condo offers the perfect balance of year-round recreation and low-maintenance living. Whether as a full-time home or a Vermont getaway, it’s a wonderful place to call your own.

Located near the end of a dead end street and also near Mill Pond, this home is convenient to where you need to go! There's a nice covered front porch as well as a detached 1 car garage. The interior features 3 bedrooms, formal dining room, a nicely sized living room and character and charm throughout. This property is definitely worth checking out!

Welcome to this nicely maintained 2-bedroom + loft condo offering direct access to the renowned Ascutney Trails—perfect for mountain biking, skiing, hiking, and trail running. Enjoy stunning mountain views from the spacious living room, which features two large sliding glass doors that flood the space with natural light. The open loft above the living area offers even more scenic vistas and flexible living space. Both bedrooms feature charming exposed beams, adding warmth and character. Peaceful and private, yet just a short walk to village amenities and minutes from I-91, this home combines tranquility with convenience. With in-unit laundry and strong rental potential, this is an ideal primary home, weekend getaway, or investment opportunity!