Windsor Vermont MLS Listings Homes For Sale

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WINDSOR VT Home for sale $$119,000 | $496 per sq.ft.

$119,000 | $496 per sq.ft. WINDSOR VT HOME FOR SALE

505 Back Mountain Road 1 Beds | 1 Baths |   Total Sq. Ft. 240  |  Acres:

This beautifully crafted 2024 "Incredible Tiny Home" built by Amish Artisans, is ready for its next owner. Thoughtfully designed for efficiency and comfort, the home features a convenient kitchen, a spacious bathroom, and a loft sleeping area with stairs for easy access. A mini-split system provides both heating and cooling, ensuring year-round comfort. Step outside to enjoy the well-built deck--perfect for converting in to a sunroom--as well as a screened gazebo and a storage shed included in the sale. Located in a small, quiet park just 4 miles from I-19, this property offers both charm and convenience. If you've ever dreamed of owning a Tiny Home, this is your opportunity! See MLS Property & Listing Details & 26 images.


WINDSOR VT Home for sale $$339,000 | $158 per sq.ft.

$339,000 | $158 per sq.ft. WINDSOR VT HOME FOR SALE New Listing!

74 Union Street 4 Beds | 2 Baths |   Total Sq. Ft. 2142  |  Acres: 0.25

Discover space, flexibility, and everyday convenience in this charming 4-bedroom, 2-bath home in the heart of Windsor. Thoughtfully designed with a spacious floor plan, the main living area features warm hardwood floors and abundant natural light, creating a bright and welcoming atmosphere throughout. The formal dining area flows seamlessly into the living room, perfect for both everyday living and entertaining. A main-level bedroom and full bath, along with convenient first-floor laundry, offer ideal single-level living options or guest accommodations. Upstairs, you'll find three generously sized bedrooms, providing plenty of space for family, guests, or a home office setup. Set on a quarter-acre lot, the property offers ample parking and a detached one-car garage, perfect for storage, hobbies, or a workshop. Centrally located and easy access to town, grab your morning coffee just a short walk away or head to the nearby pond for a relaxing swim. A wonderful opportunity to own a well-located home with space, charm, and versatility in Windsor! See MLS Property & Listing Details & 25 images.


WINDSOR VT Home for sale $$424,000 | $147 per sq.ft.

$424,000 | $147 per sq.ft. WINDSOR VT HOME FOR SALE

273 Route 5 North 4 Beds | 3 Baths |   Total Sq. Ft. 2888  |  Acres: 1.22

A rare piece of Vermont history, thoughtfully preserved for modern living. Dating to 1790, this distinguished brick and frame Colonial stands as a testament to early New England craftsmanship -- and it's ready for its next chapter. Meticulously maintained over the centuries and updated where it counts, this two-story home offers the warmth of wide-plank hardwood and softwood floors, the peace of mind of updated electrical and heating systems, and the curb appeal of a classic standing seam roof and fresh paint throughout. Recent windows flood the interior with natural light while preserving the home's timeless character. Whether you're drawn by the historic details or the practical updates, this property is move-in ready from day one. The kitchen is showstopping with a seamless blend repurposed materials. It exudes character and charm. The attached 1 car garage -- complete with a dedicated storage room/workshop area and a massive open attic accessible from both levels -- offers flexible space for a workshop, studio, or expansion. A property of this age rarely offers this much functional square footage. Positioned conveniently off Exit 9, commuting to the Upper Valley and beyond is effortless. The commercial zoning potential makes this an exceptional opportunity for buyers seeking a live-work arrangement, professional office space, or a savvy investment in one of Vermont's most storied small towns. Historic character. Modern comfort. Extraordinary potential. See MLS Property & Listing Details & 38 images.


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