Woodstock Vermont MLS Listings Homes For Sale

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WOODSTOCK VT Home for sale $$545,000 | $182 per sq.ft.

$545,000 | $182 per sq.ft. WOODSTOCK VT HOME FOR SALE
Price Change! reduced by $105,000 down 19% on November 4th 2024

24 High Street 5 Beds | 2 Baths |   Total Sq. Ft. 2996  |  Acres: 0.2

Constructed in 1840, this post & beam home is situated in the heart of Woodstock Village. A short stroll across the Kedron Brook footbridge to shopping and restaurants, the property is just steps away from all of the amenities this renowned Vermont town has to offer. Woodstock Elementary School, Vail Field and the Woodstock Inn are also just around the corner. Historic High Street, once home to blacksmiths, farriers, and livery stables is a vibrant and connected neighborhood today. The front of the house is anchored by an award-winning ninety-foot mature perennial flower garden and antique stone wall. The private backyard includes raised vegetable beds, fieldstone walls, and terraced garden beds built into the hillside. The property abuts Mt. Peg and all it has to offer, including beautiful walks in the woods, birding, hiking, mountain biking, snowshoeing trails, and XC skiing. Once a two-family dwelling, this spacious single-family home offers a flexible floor plan with room for expansion. The second-floor family room includes a woodstove and opens to an end porch entrance and the backyard. The large second-floor front balcony offers plenty of room for outdoor dining and a birds' eye view of Woodstock Village, High Street and Mt. Tom. See MLS Property & Listing Details & 36 images.


VILLAGE OF TAFTSVILLE IN TOWN OF WOODSTOCK VT Home for sale $$595,000 | $350 per sq.ft.

$595,000 | $350 per sq.ft. VILLAGE OF TAFTSVILLE IN TOWN OF WOODSTOCK VT HOME FOR SALE
Price Change! reduced by $100,000 down 17% on December 2nd 2024

105 Happy Valley Road 3 Beds | 1 Baths |   Total Sq. Ft. 1700  |  Acres: 0.44

PRICE REDUCTION!! A Quintessential Historic 3 Bedroom, 1,700 sq/ft. Home in Woodstock's coveted Taftsville Village. The "Levi D. Hall House" was built in 1848 by D. Taft & Sons and has been a loved and well-maintained home by the same family for nearly 70 years. Enter into beautiful natural light and a home in pristine condition throughout. The classic country kitchen has high ceilings with original exposed beams, a gas fireplace to add warmth to your colder Vermont days, and direct access to an oversized one car garage. In the Dining and Living Rooms you are greeted with more high ceilings and an abundance of natural light, and the first-floor bedroom/full bath suite has a private dressing area with large closet space. Moving upstairs, there are two attractive bedrooms with wide pine floors and an easy and logical dormer expansion option for larger bedrooms and a large common bath (future investment). There is a generous bonus room for a great home office just off the garage and the property boasts mature perennial beds. Expansive storage space exists above the barn/garage. Attractive covered porch, new furnace in 2023, and upgraded wiring throughout. Be sure to view the Unbranded Tour link. See MLS Property & Listing Details & 40 images. Includes a Virtual Tour


WOODSTOCK VT Home for sale $$599,000 | $446 per sq.ft.

$599,000 | $446 per sq.ft. WOODSTOCK VT HOME FOR SALE
Price Change! reduced by $50,900 down 8% on February 13th 2025

1613 West Woodstock Road 3 Beds | 2 Baths |   Total Sq. Ft. 1344  |  Acres: 0.78

WOODSTOCK-TURNKEY AND CONVENIENT! This totally renovated, move-in ready home located a few minutes to Woodstock Village, 20 minutes to Killington, 30 minutes to DHMC. Enjoy loads of recreational trails of all kinds, just minutes away.  Excellent spot with walking distance to the abutting Woodstock Union Middle School/High School. Newly Renovated inside and out. Spacious open concept living on main floor. The large, finished basement has a TV recreation area, workout space and pool table area. Custom built in cabinetry in the upstairs bedrooms. Private and wooded back yard with a covered porch, perennials, berries and gardens.  Huge potential to add-on, start a home business, create a rental unit or leave quaint and cozy as it is.  This property would be ideal for a primary residence or short-term rental investment property. Schedule your tour today of this sweet Woodstock GEM! See MLS Property & Listing Details & 46 images.


Under Contract VILLAGE OF WOODSTOCK IN TOWN OF WOODSTOCK VT Home for sale $$625,000 | $457 per sq.ft.

$625,000 | $457 per sq.ft. VILLAGE OF WOODSTOCK IN TOWN OF WOODSTOCK VT HOME FOR SALE
Price Change! reduced by $50,000 down 8% on December 10th 2024

1 Border Lane 3 Beds | 2 Baths |   Total Sq. Ft. 1368  |  Acres: 1.04

Location, location location! Situated on a very desirable road within Woodstock Village, this 3 bedroom Ranch sits on just over 1 acre of open lawn surrounded by mature trees. The yard is tastefully landscaped and there is a beautiful patio out back, ideal for a morning cup of coffee, grilling dinner, or a nice glass of wine. As you enter through the front door, the bedrooms and a bath are off to the right. To the left, the long eat-in kitchen flows into to the dining area which connects to the living room. There is patio access, a large bow window and a gas fireplace to keep warm in the wintertime. At the end of the living room is a lovely sunroom that could also be a great office. Rounding out the first floor is a half bath, and access to the attached garage and full basement. Local shops and restaurants are within walking distance and you are just minutes from the Woodstock Country Club and Saskadena 6. See MLS Property & Listing Details & 30 images.


WOODSTOCK VT Home for sale $$625,000 | $391 per sq.ft.

$625,000 | $391 per sq.ft. WOODSTOCK VT HOME FOR SALE
Price Change! reduced by $300,000 down 48% on February 4th 2025

2 High Street 3 Beds | 3 Baths |   Total Sq. Ft. 1600  |  Acres: 0.07

OPPORTUNITY AWAITS - Historic c. 1890 1,600 sq/ft. home in the center of downtown Woodstock. In the heart of everything! The majority of this 3 bedroom, 3 bathroom home is stripped down and ready for remodeling - and we have a contractor ready to go for a custom Winter project. Step in early to add your own personality and or discuss intended improvements. The home includes a lovely first floor sunlit living room walking out to a pleasing covered porch that overlooks the bustle of town. Existing home features unique stained glass windows and doors, gorgeous hardwood and pine floors, and a large unfinished 3rd floor for expansion capability. Current layout includes: first floor with an Open Floorplan kitchen to a gracious dining area, and a separate front living room with private study with adjoining 3/4 bath. Upstairs has 3 bedrooms, the layout for 2 baths, and a walk-up stairway to a large unfinished attic space which could be finished off. There is a paved driveway with basement level garage/storage and additional alternative design plans are included for a more expansive solution. See MLS Property & Listing Details & 36 images.


Under Contract WOODSTOCK VT Lake House for sale $$695,000 | $194 per sq.ft.

$695,000 | $194 per sq.ft. WOODSTOCK VT LAKE HOUSE FOR SALE

3914 South Road Waterfront Owned 4 Beds | 3 Baths |   Total Sq. Ft. 3584  |  Acres: 5.1

This South Woodstock contemporary residence was designed by the original architect-owner to showcase Vermont's changing seasons and capture views of the Kedron Brook as it wanders through the property past small meadows tucked in along the banks. The home can be accessed privately at grade level through the heated garage and mudroom, while guests enter via a covered entry to the upper level. The lower walk-out level of the home has two bedrooms, a shared bath, laundry and workshop. The elevated second floor is dedicated to gathering spaces including a great room with cathedral ceilings, eat in kitchen and family room that opens out on to a broad deck with overlooking the brook as it flows to the nearby Woodstock golf course and Athletic Club. The spacious primary bedroom offers an ensuite bathroom and abundant closet space. The main floor guest bedroom with loft is served by an adjacent bathroom. The two-stall multi-purpose barn opens to a small pasture and a fence yard for pets. A home for all seasons and reasons. See MLS Property & Listing Details & 40 images. Includes a Virtual Tour


VILLAGE OF WOODSTOCK IN TOWN OF WOODSTOCK VT Home for sale $$795,000 | $469 per sq.ft.

$795,000 | $469 per sq.ft. VILLAGE OF WOODSTOCK IN TOWN OF WOODSTOCK VT HOME FOR SALE

25 Linden Hill Street 3 Beds | 2 Baths |   Total Sq. Ft. 1694  |  Acres: 0.42

This classic early 20th Century farmhouse with 3 sunny bedrooms and two baths is sited on a quiet Village Street uphill above the Woodstock Elementary School and across from the public playground at Vail Field and the Woodstock Country Club golf course. The home has benefitted from the thoughtful additions of an eat-in kitchen and a front porch where you can enjoy long summer evenings. A comprehensive renovation several years ago opened the main level floorplan to eliminate partitions adapting the house to modern lifestyles. The backyard rises in tiers from the lower level with picnic table and grilling area to an elevated plateau used for expansive vegetable and flowers gardens. Truly a joyful place to call home in the heart of Woodstock's historic community. See MLS Property & Listing Details & 48 images. Includes a Virtual Tour


WOODSTOCK VT Home for sale $$845,000 | $1,408 per sq.ft.

$845,000 | $1,408 per sq.ft. WOODSTOCK VT HOME FOR SALE

234 Randall Road 2 Beds | 1 Baths |   Total Sq. Ft. 600  |  Acres: 6.07

Randall Road Farm represents a rare opportunity to purchase a multigenerational family farmstead in an exceptionally desirable location. Long recognized as a well established farm raising Charolais beef cattle, poultry and hay. The owner has been the farmer/steward of many of the areas farms in the Woodstock and South Woodstock. The property has a single family dwelling, shop building with farm office, hay and dairy barns, multiple storage and ancillary structures. Whether looking to engage in the localvore food movement or looking to build a residential home on arguably the most desirable land parcel a stones throw from Woodstock Village, this property has location, setting and features that would be hard to replicate. The upper pasture with easy access has great views, privacy and a commanding location. See MLS Property & Listing Details & 14 images.


WOODSTOCK VT Home for sale $$995,000 | $312 per sq.ft.

$995,000 | $312 per sq.ft. WOODSTOCK VT HOME FOR SALE

598 East Woodstock Road 4 Beds | 3 Baths |   Total Sq. Ft. 3190  |  Acres: 2.94

This stately, rambling gambrel home offers privacy, convenience, antique charm, and room for everyone. Walking distance to the east end of Woodstock village, on 2.9 lush acres including a fenced backyard, a fenced vegetable garden, and extensive perennial beds. The home is a stunning mixture of antique touches and modern functionality, with beautiful built-ins and closet spaces at every turn. The home has a suite of rooms on the first floor that are perfect for a home-based business or studio area (or 2 extra bedrooms plus bonus room), and a one-bedroom full bath (with office & kitchen) in-law suite upstairs with private ground-level access. The main part of the home includes three additional bedrooms, a library, a music room, living room, dining room, two full baths, dressing room, and three-season enclosed porch. The charming eat-in kitchen includes beautiful display cabinets, hand painted tiles, and built-in pantry and laundry. In the stunning custom cherry wood library with marble fireplace and private deck, bibliophiles will find more than enough shelf space for their entire book collection, and a quiet, peaceful setting in which to read. Two readers in the family? The upstairs music room is similarly equipped, also with stunning cherry wood built-ins and detailing. Two staircases provide ample access to the upstairs and contribute to the ambling nature of the home. Walk to restaurants and a river front park! See MLS Property & Listing Details & 32 images.


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