You are viewing Windsor VT Homes between $500000 and $1000000 dollars.
New Listing! Windsor VT Home for sale $$560,000 $236 per sq.ft.

$560,000 $236 per sq.ft. Windsor VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2368  |  Acres: 1.72
Friday May 22, 2026
Description: Exceptional Cape in Historic Windsor: Pool, Views & In-Law Suite Welcome home to this impeccably maintained Cape-style residence, where timeless charm meets modern elegance. Set against breathtaking protected views of Mt. Ascutney, this stunning 3-bedroom, 3-bath property is a rare find in one of Vermont's most storied communities. The heart of the home is a beautifully appointed, ultra-modern kitchen featuring rich maple cabinetry and a striking granite-topped island, perfect for both everyday living and entertaining. Gleaming oak hardwood floors flow seamlessly through the kitchen, formal dining room, primary and second bedrooms, and the spacious den/office. The sun-filled living room commands attention with its soaring cathedral ceiling and cozy propane fireplace, creating an inviting space for all seasons. The walkout basement offers exceptional versatility with a generous family room, utility room, 3/4 bath, and abundant storage ready to adapt to your lifestyle. Step outside and be captivated by professionally curated flower gardens and lush, artful landscaping that elevates the entire property to resort-like status. Cool off and unwind at the sparkling in-ground salt water pool with 4 filter system, complete with a private cabana. A standout bonus: a partially finished two-room apartment with a bedroom balcony sits above the detached two-car garage ideal as an accessory dwelling. All of this is within easy walking distance to schools, churches, and recreation areas. Historic Windsor itself offers an array of amenities including acclaimed restaurants, an Amtrak station, a country club, and a local high school, with effortless access to the Upper Valley and Claremont. Commuters will appreciate the quick drive to I-91 Exits 8 and 9. This is a home that truly has it all-you will not be disappointed. See MLS Property & Listing Details & 41 images.

New Listing! Windsor VT Home for sale $$535,000 $108 per sq.ft.

$535,000 $108 per sq.ft. Windsor VT Home »

6 Beds | 4 Baths |   Total Sq. Ft. 4933  |  Acres: 0.48
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 family room that overlook the nearby pond providing a peaceful retreat at the end of a long day! See MLS Property & Listing Details & 36 images.

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Copyright © 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated May 23rd, 2026

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