Windsor VT Homes For Sale page 1

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You are viewing Windsor VT Homes between $250000 and $500000 dollars. You can change listings price from to do not use $ or , in amounts Switch to Land in Windsor VT Condos in Windsor VT Multi Family in Windsor VT Commercial Listigs in Windsor VT
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WINDSOR VT Home for sale $$279,000 | $356 per sq.ft.

$279,000 | $356 per sq.ft. WINDSOR VT HOME FOR SALE New Listing!

15 Rt. 5 North 2 Beds | 1 Baths | Total Sq. Ft. 783 | Acres: 2.51

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 See MLS Property & Listing Details & 21 images.

WINDSOR VT Home for sale $$350,000 | $321 per sq.ft.

$350,000 | $321 per sq.ft. WINDSOR VT HOME FOR SALE New Listing!

143 Ascutney Street 2 Beds | 2 Baths | Total Sq. Ft. 1092 | Acres: 0.12

Open House 8/8/2026 11am-1pm. Welcome to 143 Ascutney Street, a well-maintained 2-bedroom, 1.5-bath home offering 1,092 square feet of comfortable living space. Thoughtfully cared for over the years, this home features a functional layout with bright living areas, an eat-in kitchen, and the convenience of a first-floor half bath. Outside, enjoy a manageable yard that's easy to maintain while still providing space for gardening, pets, or relaxing. A detached garage offers additional storage or workshop potential. Conveniently located just minutes from downtown Windsor, local restaurants, shopping, and recreation, this property is also within walking distance of Kennedy Pond, making it easy to enjoy fishing, kayaking, or an evening stroll. Whether you're searching for your first home, looking to downsize,this move-in ready property is one you won't want to miss. See MLS Property & Listing Details & 41 images.

WINDSOR VT Lake House for sale $$442,999 | $226 per sq.ft.

$442,999 | $226 per sq.ft. WINDSOR VT LAKE HOUSE FOR SALE

6 Pine Street Waterfront Owned 3 Beds | 2 Baths | Total Sq. Ft. 1961 | Acres: 0.16

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. See MLS Property & Listing Details & 45 images.

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Greater Claremont Area		Upper Valley Area		Dartmouth Region
New Hampshire	Vermont	New Hampshire	Vermont	Lake Sunapee Region
Claremont NH	Ascutney VT	Canaan NH	Hartland VT	Sunapee NH
Alstead NH	Bellows Falls Area	Enfield NH	Norwich VT	Newbury NH
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Newport NH / Goshen NH	Weathersfield VT	Lyme NH	Hartford / White River Jct. VT
Unity NH / Acworth NH	Windsor VT	Plainfield NH	Woodstock VT

Windsor Vermont MLS Listings Homes For Sale

You are viewing Windsor VT Homes between $250000 and $500000 dollars.

$279,000 | $356 per sq.ft. WINDSOR VT HOME FOR SALE New Listing!

$350,000 | $321 per sq.ft. WINDSOR VT HOME FOR SALE New Listing!

$442,999 | $226 per sq.ft. WINDSOR VT LAKE HOUSE FOR SALE