Woodstock Quechee VT
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Under Contract
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$895,000 | $466 per sq.ft.
Price Change! reduced by $90,000 down 10% on January 1st 2026
72 Oak Ridge Way
3 Beds | 3 Baths | Total Sq. Ft. 1920 | Acres: 6.02
PRIME LOCATION! Tucked away at the end of a peaceful dead-end road in the Westerdale neighborhood is this Vermont Cape Cod home offers the perfect blend of privacy and convenience on just over 6 acres. Surrounded by mature trees and set on a wooded lot overlooking a tranquil pond, you'll enjoy the calm of nature right outside your doorstep. The freshly installed deck provides a serene spot. Well-planned interior space, inside you will find a warm and inviting atmosphere, offering an eat-in kitchen enhanced by the heat from the wood stove or relax by the fireplace in the living room open to the dining room. The primary bedroom with a full bath featuring a jacuzzi tub, while the remaining rooms provide flexible options for guests. Recent updates like a new oil tanks, freshly painted interior, and a new water pressure tank ensure reliable modern living. Located just minutes from the heart of Woodstock, this home gives you easy access to local favorites like the Billings Farm and year-round fun at Okemo Mountain Resort. Whether you're into skiing, hiking, or something entirely more relaxed, there's something nearby for everyone. The neighborhood boasts a strong sense of an upscale community while maintaining a rural, secluded vibe. It's that rare find that feels remote but keeps you close to all the essentials. Ideal for year-round living or a seasonal getaway, this property invites you to experience the best of Vermont in a setting that's equal parts comfort and character. See
MLS Property & Listing Details & 45 images.
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Under Contract
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$915,000 | $426 per sq.ft.
Price Change! reduced by $185,000 down 20% on November 22nd 2025
509 Church Hill
3 Beds | 3 Baths | Total Sq. Ft. 2150 | Acres: 1.49
Enjoy in-town ease of living combined with Vermont country charm. This well maintained , efficient home provides first floor living with an additional lower floor ensuite bedroom /sitting area with direct access to lovely grounds and gardens. The light filled home is in excellent condition and is surrounded by fabulous perennial gardens, mature maple trees, raspberry and blueberry bushes , stone patio and 2 decks offering plenty of spaces for outdoor living and entertaining. The open floor plan provides easy flow and the large windows and glass doors bring the out of doors in. A big bonus is central air conditioning ! The detached 2 car garage provides lots of storage and work space area . Enjoy the charm and various amenities of Woodstock Village that consistently is named one of the prettiest small towns in America . Easy access to sports for every season.. Twenty minutes to the Upper Valley , two and a half hours to Boston and 5 hours to NYC. Call today for an appointment . See
MLS Property & Listing Details & 55 images.
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$985,000 | $354 per sq.ft.
Price Change! reduced by $200,000 down 20% on October 21st 2025
1782 Randall Road
4 Beds | 3 Baths | Total Sq. Ft. 2785 | Acres: 5.01
This early Woodstock residence was built in 1792 by Joseph Wood on a parcel of land he purchased in 1786 from Ebenezer Kingsley, one of Woodstock early settlers. A classic New England Cape of the period with the notable features of a central chimney with multiple fireplaces and a second story overhang on the gables. The house retains a great deal of original features and fabric including wide board flooring, horizontal wainscotting, period doors and hardware and a keeping room fireplace. Massive exposed beams substantiate the date of construction. The four bedrooms and three baths include a first floor primary en suite bedroom. Spacious rooms with unusually high ceilings and multi pane windows create a comfortable living space. Beautifully sited and located on the exclusive Randall Road within a grove of ancient sugar maples. See
MLS Property & Listing Details & 37 images.
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Under Contract
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$1,195,000 | $448 per sq.ft.
513 Deer Brook Way
4 Beds | 3 Baths | Total Sq. Ft. 2668 | Acres: 8.32
Set on a sun-bathed hillside between Woodstock Village and the renowned slopes of Killington and Pico, this custom-built Colonial captures what buyers seek most in Vermont: privacy, craftsmanship, and striking mountain views that feel close enough to touch. Thoughtfully designed by the respected Vermont Vernacular Builders, the home reflects classic regional architecture with refined proportions, timeless materials, and an effortless sense of place. The interior is bright, welcoming, and designed for both everyday living and memorable gatherings. Wide board floors run throughout, while exposed beams lend texture and authenticity to the inviting den and spacious eat-in kitchen. A butler's pantry provides exceptional storage and service flow to the formal dining room, and multiple living spaces -- including a fireplaced living room with gas insert and a den warmed by a wood stove -- offer comfortable options for relaxing or entertaining in every season. Positioned on more than eight private acres, the setting feels peaceful and secluded, yet remains remarkably convenient: Woodstock's celebrated restaurants, boutiques, and cultural attractions are just minutes away, and premier skiing at Killington's Skyeship Base Lodge is under eight miles from your door. Outdoor living is equally compelling, with a large deck perfectly oriented toward the mountains, an in-ground pool for summer enjoyment, and an oversized garage/barn with storage above presenting exciting potential for a guest suite, studio, or party barn. A rare combination of location, quality, and lifestyle flexibility, this property is ideally suited as a full-time residence, seasonal retreat, or investment in Vermont living at its best. See
MLS Property & Listing Details & 57 images.
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$1,199,000 | $746 per sq.ft.
289 Taft Family Road
3 Beds | 3 Baths | Total Sq. Ft. 1608 | Acres: 0.95
The Maple at Mountain Stream -- To be built by Mountain Stream at Quechee Lakes, the Maple offers 1,608 square feet of refined single-level living, paired with a detached two-car garage. A long, low silhouette under a steeply pitched standing-seam metal roof, vertical board-and-batten siding, and a slim chimney give the home a contemporary presence -- clean lines softened by the surrounding forest. The main level centers on a vaulted great room combining kitchen, dining, and living under cathedral ceilings, anchored by a fireplace and opening through triple-pane glass to a generous deck designed for entertaining or quiet mornings beneath the trees. A primary suite with private bath sits at one end; two more bedrooms share a full bath, joined by a mudroom, walk-in pantry, powder room, and combined laundry and mechanical room -- a thoughtful plan ideal for full-time residence, weekend retreat, or refined main-level living. Vaulted ceilings define the main living areas, while 8'4" ceilings in secondary spaces deliver balanced proportions throughout. Interior finishes are uncompromising throughout: hand-applied skim-coat plaster walls for a refined, seamless finish; wide-plank white oak floors; custom tilework in the kitchen and all bathrooms; natural stone countertops on every kitchen surface and vanity; and thoughtful, high-quality millwork in every room. Built to perform as beautifully as it lives, the Maple features high-efficiency construction with R-30 wall insulation, R-60 in the cap, and triple-pane windows throughout, delivering year-round comfort and meaningful energy savings. Located within Quechee Lakes, owners enjoy access to two championship golf courses, an alpine ski hill, tennis, pickleball, and paddle facilities, lake and river recreation, and an extensive year-round trail network. Mountain Stream represents a new chapter at Quechee Lakes -- architecturally considered homes built by a developer committed to craft and longevity. This Is The Place. See
MLS Property & Listing Details & 11 images.
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