Windsor VT Homes $250000 to $500000
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Listed Wednesday Aug 5, 2026

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

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

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

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!