Windsor VT Homes $0 to $30000000
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Viewing 1 to 8 of 8 listings
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Price Change! reduced by $20,000 down 20% on August 5th 2026
Listed Monday Mar 16, 2026
$99,000 | $413 per sq.ft. | 1 Beds | 1 Baths | Total Sq. Ft. 240 | Acres: WINDSOR VT
View Details & 26 images
Description: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-91, this property offers both charm and convenience. If you've ever dreamed of owning a Tiny Home, this is your opportunity!
- Under Contract
Listed Wednesday Jul 8, 2026
$225,000 | $205 per sq.ft. | 3 Beds | 1 Baths | Total Sq. Ft. 1095 | Acres: 0.14 WINDSOR VT
View Details & 14 images
Description:Looking for an affordable way into homeownership? This ranch features 3 bedrooms and 1 full bath, this single-level home is perfect for first-time buyers or downsizers. Cozy up in the living room next to the fireplace or relax on the covered porch with your morning coffee. The easy, one-floor layout means low-maintenance living at a price that's hard to beat. Located just minutes from downtown Windsor's shops, restaurants, K-12 school, and Kennedys Pond, this home offers small-town charm with everyday convenience. Priced to sell at $225,000: Schedule your showing today.
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Listed Thursday Apr 23, 2026
$229,000 | $227 per sq.ft. | 2 Beds | 1 Baths | Total Sq. Ft. 1008 | Acres: 0.08 WINDSOR VT
View Details & 10 images
Description:Take a look at this rare chance to own a BRAND NEW home in the heart of Windsor. Built for efficiency, the house features a raised foundation to keep it out of the flood zone for extra peace of mind. The layout is practical and spacious, offering an open-concept first floor and large bedrooms upstairs. You are within walking distance to the Amtrak station and downtown, and our local Moover public transit service is ready to help. The community hospital is just a shore drive as well. Whether you want a low-maintenance home for yourself or a solid rental property near major employers, this new construction is a great choice.
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Listed Wednesday Aug 5, 2026
$279,000 | $356 per sq.ft. | 2 Beds | 1 Baths | Total Sq. Ft. 783 | Acres: 2.51 WINDSOR VT
View Details & 21 images
Description:Completely rebuilt in 2014 (except for the storage room) and set on 2.51 acres spanning both Windsor and Hartland, this 2-bedroom, 1-bath ranch offers comfortable one-level living with plenty of potential. The open-concept living, dining, and kitchen area creates a functional layout, while the attached direct-entry garage and unfinished attached space provide excellent storage or future expansion possibilities. Outside, the property features a circular driveway, a partially level yard, a small, fenced area off the garage, a larger split-rail fenced paddock with a run-in, a storage shed, and a dedicated chicken coop area, offering flexibility for gardening, hobbies, small animals, or outdoor enjoyment. Conveniently located with easy access to area amenities, this property presents a wonderful opportunity to make it your own. Easy access to I-91, 23 min to DHMC, 15 min from West Lebanon, 22 min to Woodstock, 40 min to Okemo. Open house Saturday, August 8th, 10am-12pm
- New Listing!
Listed Thursday Aug 13, 2026
$339,000 | $244 per sq.ft. | 3 Beds | 1 Baths | Total Sq. Ft. 1392 | Acres: 0.07 WINDSOR VT
View Details & 29 images
Description:Move-in ready 3-bedroom, 1-bath bungalow, fully renovated and waiting for you! Too many renovations to list (needed a separate list)!! Even with the extensive renovations, the original charm was thoughtfully maintained: 1920s woodwork, pocket doors, hardwood floors, etc.! Bright, updated interior features fresh flooring, a refreshed kitchen and bath. Three cozy bedrooms offer flexible space for a growing family, guest room, or home office. Low-maintenance yard is perfect for first-time owners. Enjoy the covered porch and three season porch with original casement windows! Minutes to downtown Windsor's shops and restaurants, the Connecticut River, and easy access to Rt. 5 and I-91. Skip the fixer-upper! This one's done! A perfect opportunity to stop renting and start building equity.
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Listed Friday Jul 17, 2026
$442,999 | $226 per sq.ft. | 3 Beds | 2 Baths | Total Sq. Ft. 1961 | Acres: 0.16 Waterfront Owned WINDSOR VT
View Details & 45 images
Description:Shown by Appointment Only! Single Family or Duplex! Live in it as a spacious 3 bedroom, 2 bath single family home, or take advantage of the current setup as two separate 1 bedroom units, each with its own utilities. That kind of flexibility is hard to find, whether you're thinking multigenerational living, rental income, or just extra breathing room. And then there's the view. Gorgeous lake views greet you from inside this home, the kind that make you stop and appreciate where you live every single day. This is a true Victorian, full of the character and detail that newer homes just can't replicate. The full basement includes a bonus room, perfect for a home office, workshop, or extra storage. A detached garage adds even more convenience for parking and yard equipment. Tucked into charming Windsor, you're close to 91 and just minutes from local shops and restaurants downtown. Homes with this much versatility and this kind of view don't come along often.
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Price Change! reduced by $35,000 down 7% on August 8th 2026
Listed Wednesday May 13, 2026
$500,000 | $101 per sq.ft. | 6 Beds | 4 Baths | Total Sq. Ft. 4933 | Acres: 0.48 Waterfront Owned WINDSOR VT
View Details & 36 images
Description:Come see and appreciate this recently rejuvenated and extraordinary home that includes 6 bedrooms and 4 bathrooms as well as a 2 car garage! Located just off the downtown village area, this unique property features historical charm and character with vintage woodwork, custom wood floors, high ceilings, spacious rooms and the nooks and crannies a classic home has to offer! Relax on the rear porch or enjoy the private yard and great living room that overlook the nearby pond providing a peaceful retreat at the end of a long day!
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Listed Tuesday Jun 16, 2026
$1,399,000 | $350 per sq.ft. | 4 Beds | 4 Baths | Total Sq. Ft. 4000 | Acres: 4.96 WINDSOR VT
View Details & 50 images
Description:"The Plateau", originally part of the Kennedy Biscuit Co. (Nabisco) family estate, is nestled on a plateau at the end of a private road which greets you with open fields, mature trees, beautiful gardens, and a protected front-and-center view of Mt. Ascutney to the West and the Connecticut River to the East. This private peaceful setting includes an inground pool for those hot summer days, and two porches: one open air and one screened-in, with views into the New Hampshire hillsides. Inside, the house is open and bright with a wonderful flow throughout. The large living room features a wood-burning fireplace and plenty of windows streaming in lots of natural light. The formal dining room, with built-in cabinets and a second wood burning fireplace, connects to the kitchen which is open to the family room. A beautiful spindle staircase with oversized steps leads you upstairs to the four bedrooms, including the primary with an ensuite bath and an attached office. The main guest/children's bedroom features a magnificent turret style sunroom taking in views of the Connecticut River, and a second set of stairs leads back down to the mudroom. The full basement offers plenty of storage and all the utilities. The large 2 story garage offers room for 4 vehicles and plenty of storage on the 2nd floor. This unique property presents a rare opportunity to own a special homestead in the Windsor area, just minutes from downtown shopping and restaurants.
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