Windsor Vermont MLS Listings Homes For Sale

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Under Contract WINDSOR VT Home for sale $$199,000 | $147 per sq.ft.

$199,000 | $147 per sq.ft. WINDSOR VT HOME FOR SALE

28 Bishops Loop 3 Beds | 2 Baths |   Total Sq. Ft. 1352  |  Acres: 0.16

OFFER DEADLINE: MONDAY 4/21/25 6pm Ready to start your real estate investment journey? This 3-bedroom home is the perfect opportunity for someone eager to build equity and willing to add their own personal touch. Upstairs, you'll find three spacious bedrooms and a convenient half bath--ideal for families or future tenants. The eat-in kitchen is ready for your updates, offering a blank canvas to create the heart of the home. Picture cozy evenings gathered around the woodstove, a feature that not only adds warmth and ambiance but can also boost your property's value and appeal, especially in Vermont's colder months. The practical mudroom is a must-have for Vermont living, keeping the outdoors where it belongs and making daily life a breeze. Outside, the older garage still gets the job done, and there's plenty of space for gardening or simply enjoying the fresh air. A picturesque stream runs along the property, adding a peaceful, natural touch. Outdoor enthusiasts will love being close to the Mt. Ascutney trails, while commuters will appreciate the easy access to I-91--making this location as convenient as it is scenic. Whether you're looking for your first rental, a fix-and-flip, or a place to call home while you build sweat equity, this property offers endless potential. Don't miss your chance to invest in a home with character, charm, and room to grow! Being sold as-is. See MLS Property & Listing Details & 23 images.


WINDSOR VT Home for sale $$229,000 | $138 per sq.ft.

$229,000 | $138 per sq.ft. WINDSOR VT HOME FOR SALE

3 Fitch Court 2 Beds | 2 Baths |   Total Sq. Ft. 1665  |  Acres: 0.45

Ready for the next generation is this lovingly cared for New Englander. Nestled on a quiet side street in the heart of Windsor, VT, this classic 2-bedroom, 2-bath home offers both character and warmth. The inviting front porch welcomes you into a sunlit living space featuring hardwood floors, original woodwork, and large windows that let in plenty of natural light. The spacious kitchen boasts ample cabinet space, and a cozy dining area, perfect for gatherings. Upstairs, you'll find two generously sized bedrooms and another full bath, providing comfort and privacy. Outside, the backyard offers a peaceful retreat with room for gardens, outdoor entertaining, or simply enjoying the Vermont seasons. Conveniently located near local shops, schools, and recreational opportunities, this home is just minutes from I-91 for easy commuting. See MLS Property & Listing Details & 18 images.


Under Contract WINDSOR VT Home for sale $$240,000 | $145 per sq.ft.

$240,000 | $145 per sq.ft. WINDSOR VT HOME FOR SALE New Listing!

2125 Route 5 South 3 Beds | 1 Baths |   Total Sq. Ft. 1654  |  Acres: 0.34

With fabulous curb appeal and a welcoming covered porch, this turn-key circa 1940 New England home beautifully blends timeless design with modern comfort. The open-concept kitchen and dining area flow seamlessly into spacious living areas, creating a warm and inviting atmosphere. Elegant features such as French doors, a fireplace with a classic brick hearth, and bay windows add character and sophistication throughout. Enjoy breathtaking eastern views that bring a sense of calm to your everyday routine--your morning coffee spot just got an upgrade. Conveniently located just 5 minutes from the interstate, this home offers an easy commute to the Upper Valley while providing a peaceful retreat to come home to. See MLS Property & Listing Details & 28 images.


WINDSOR VT Home for sale $$255,000 | $253 per sq.ft.

$255,000 | $253 per sq.ft. WINDSOR VT HOME FOR SALE

59 Weston Heights 4 Beds | 1 Baths |   Total Sq. Ft. 1008  |  Acres: 0.33

Great Location! Well-Maintained! 4BR's Cape Full Basement with work bench, Many recent updates in the last three years, Rear deck, Garden area and Private backyard. See MLS Property & Listing Details & 23 images.


Under Contract WINDSOR VT Home for sale $$399,900 | $100 per sq.ft.

$399,900 | $100 per sq.ft. WINDSOR VT HOME FOR SALE
Price Change! reduced by $30,100 down 8% on January 24th 2025

30 Union Street 4 Beds | 5 Baths |   Total Sq. Ft. 3990  |  Acres: 0.32

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 2nd floor has more ensuite bedoom options, a second living room and even a wet bar, or send your food up in the dumbwaiter. 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. 6 additional spaces in the back, add ample parking. 2-3 office spaces and a 1/2 on main level and excellent street visibility. Property is located in the CENTRAL BUSINESS DISTRICT. Come make this one your own! See MLS Property & Listing Details & 32 images.


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