You are viewing All Upper Valley VT Homes between $500000 and $1000000 dollars.
$595,000 $310 per sq.ft. Woodstock VT Home »
Price Change! Reduced by $100,000 down 17% on October 24th 2025
3 Beds | 2 Baths | Total Sq. Ft. 1920 | Acres: 6.88
Friday Sep 12, 2025
Description: This tidy, well maintained Mid-Century Ranch home is conveniently located just 1.5 miles from the Village Green. Perched on a sunny knoll with a southern valley view, this well maintained home features open concept kitchen/dining, a large, bright living room, three bedrooms all with oak floors, a walk out basement providing opportunity for guest accommodation, or a hobby/play room. The 2 car garage with ample storage above is connected by a breezeway. 3 mini splits for efficiency and comfort. Backup generator, pellet stove, wood stove. Newer heat pump water heater, new windows. Huge shed barn for storage or workshop. See MLS Property & Listing Details & 43 images.
$549,000 $222 per sq.ft. Woodstock VT Home »
Waterfront on River Ottauquechee River4 Beds | 3 Baths | Total Sq. Ft. 2470 | Acres: 1.96
Tuesday Aug 19, 2025
Description: Welcome to this lovingly updated antique Cape, set on two open, level acres across from the sparkling Ottauquechee River. Just five minutes from Woodstock Village and perfectly positioned on the west side for quick trips to Killington and Pico, this home makes the ideal Vermont getaway. Inside, you'll find four comfortable bedrooms and a warm, inviting layout designed for making memories. Gather around the beautiful wood-burning fireplace after a day on the slopes, or enjoy a game in the pool table room with friends and family. Period details and thoughtful updates create a cozy balance of history and comfort, while natural light and open spaces bring the outdoors in. This home is equally suited as a vacation retreat, an investment property, or a welcoming primary residence. Wide lawns offer plenty of room for play and gardening, and river views provide a peaceful backdrop in every season. Here, relaxation and adventure are always close at hand -- whether it's skiing, hiking, or simply soaking in the Vermont lifestyle. See MLS Property & Listing Details & 35 images. Includes a Virtual Tour
$525,000 $205 per sq.ft. Woodstock VT Home »
Price Change! Reduced by $225,000 down 43% on October 10th 2025
4 Beds | 3 Baths | Total Sq. Ft. 2557 | Acres: 0.75
Monday May 5, 2025
Description: NEW PRICE!! Discover classic Vermont charm at The Harry Emmons House, an antique brick cape located in the village of Taftsville, ideally situated on a level, open lot. A traditional covered farm porch leads to a gathering room with a brick fireplace. The main level features bright, airy living spaces with high ceilings and exposed beams, comfortable rooms, a country kitchen, a sunny dining room, den, and a bedroom with a separate dressing area. The upper-level features two attractive bedrooms, a full bathroom, ample storage space, and room for future expansion. Additional highlights include a separate rental apartment, a two-car barn garage, and a workshop. The Harry Emmons House is conveniently close to the Village of Woodstock, Vermont, and the Upper Valley regions of Vermont and New Hampshire, making it an ideal spot for those seeking both tranquility and accessibility. See MLS Property & Listing Details & 38 images.
