New Listing! Woodbury VT Home for sale $$459,500 $295 per sq.ft.

$459,500 $295 per sq.ft. Woodbury VT Home »

65 Ft. of Waterfront on Lake Sabin Pond
3 Beds | 3 Baths |   Total Sq. Ft. 1560  |  Acres: 0.25
Friday Apr 18, 2025
Description: This three bedroom, three bathroom home is a very rare, established year round property that is completely updated and located directly on the lake with approximately 65 feet of owned waterfront! This VERY clean home comes completely furnished (with a couple exclusions), including kitchen ware and linens! Wow! There is a laundry room off of the kitchen in a half bathroom. The full bathroom is upstairs with two bedrooms and an additional half bath is in the walkout basement where a third bedroom is set up. Xfinity cable provides high speed internet, wifi and TV. A generator makes sure you never run out of power. Work from home with an amazing easterly view of the lake and local mountains. The current owners did extensive landscaping on the 1/4 acre surveyed lot and added a substantial driveway to increase parking and drainage. Sabin Pond, aka Woodbury Lake, is a very clean 142 acre lake with a thriving community of year round homes and more than eighty summer residents. There are pontoon boats, paddle boards and kayaks greeting neighbors and watching the loons all day. There's waterskiing, tubing, kneeboarding and summer concerts! The Association hosts a Poker Run, Lake Day and several other events. Herricks Cove is a private road that is plowed year round with contributions made by residents who use the road. Come join us! See MLS Property & Listing Details & 59 images.

$1,275,000 $419 per sq.ft. Woodbury VT Home »


Price Change! Reduced by $100,000 down 8% on April 3rd 2025
3 Beds | 4 Baths |   Total Sq. Ft. 3041  |  Acres: 100
Wednesday Aug 28, 2024
Description: Welcome to 187 East Hill Road, an extraordinary 100-acre estate in the serene town of Woodbury, Vermont. This remarkable property is a rare find, offering unparalleled natural beauty and luxurious rustic living. At the heart of this expansive estate lies a charming log cabin, meticulously crafted with exotic hardwoods that infuse warmth and character into every room. Flooring is Brazilian Cherry, the kitchen is custom crafted of Guyana Mahogany, the great room ceiling is finished in Spanish cedar, and the expansive decks and porches are made of luxurious Ipe decking. The cabin seamlessly blends with its surroundings, providing a cozy retreat while offering modern comforts. The property boasts extensive frontage on the pristine Woodbury Lake. Enjoy serene water views from your private dock, or while kayaking, fishing, and peaceful lakeside moments on your private beach. The estate's vast network of trails invites you to explore the diverse landscape, whether by foot, horseback, or ATV, making it an outdoor enthusiast's dream. Whether you seek a private retreat, a family compound, or a nature lover's paradise, 187 East Hill Road offers endless possibilities. See MLS Property & Listing Details & 52 images. Includes a Virtual Tour

New Listing! Woodford VT Home for sale $$235,000 $241 per sq.ft.

$235,000 $241 per sq.ft. Woodford VT Home »

2 Beds | 1 Baths |   Total Sq. Ft. 976  |  Acres: 0.34
Saturday May 3, 2025
Description: This charming two-bedroom cabin at Woodford Lake is the ideal retreat for outdoor enthusiasts. Just a short walk from the lake and beachhead, and with the VAST snowmobile trail right outside your door, you'll enjoy four seasons of adventure, relaxation, and natural beauty. Whether you're swimming, kayaking, hiking, or snowmobiling, this location puts year-round recreation at your fingertips. Inside, the cozy front room invites you in with a warm pellet stove and a built-in bar, creating a welcoming space to unwind after a day outdoors. The living room, anchored by a beautiful stone fireplace with a wood stove insert, flows seamlessly into an updated kitchen that's perfect for cooking and entertaining. A versatile adjacent room offers endless possibilities--it can be a workshop, extra storage, home office, or even a quiet personal escape. Outside, a drive-through shed provides ideal storage for snowmobiles, ATVs, or outdoor gear. Imagine evenings spent under the stars, mornings with coffee by the fire, and weekends filled with mountain air and lake views. Situated conveniently between Bennington and Wilmington, this cabin gives you access to local shops, restaurants, and entertainment options, while being less than 30 minutes from Mount Snow for skiing and winter fun. Whether you're seeking a weekend escape or a peaceful year-round home, this inviting cabin has everything you need to enjoy the best of Vermont living. See MLS Property & Listing Details & 23 images.

Under Contract 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 »

3 Beds | 1 Baths |   Total Sq. Ft. 1700  |  Acres: 0.44
Thursday Aug 8, 2024
Description: 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

$599,000 $446 per sq.ft. Woodstock VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1344  |  Acres: 0.78
Thursday Nov 21, 2024
Description: 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.

New Listing! Woodstock VT Home for sale $$615,000 $230 per sq.ft.

$615,000 $230 per sq.ft. Woodstock VT Home »


Price Change! Reduced by $50,000 down 8% on April 28th 2025
4 Beds | 3 Baths |   Total Sq. Ft. 2678  |  Acres: 2.6
Thursday Apr 10, 2025
Description: AGGRESSIVE PRICE REDUCTION - Classic Vermont Antique Farmhouse just outside of Woodstock Village! c.1903 Dormered Cape set on approx. 2.6 acres of level, open land bordered by a tranquil brook. The property offers a picturesque setting with extensive perennial gardens, a patio by the stream, firepits, covered front porch, rear porch, and deck--perfect for relaxing or entertaining. Inside, the home exudes warmth and comfort, featuring 2,600+ sqft, four bedrooms & three bathrooms. The inviting family room boasts a wood-burning fireplace, while the cozy living room is enhanced by a gas fireplace. The kitchen, with its soapstone Hearthstone brand woodstove and charming breakfast nook, is a delightful gathering space. Updates include newer windows, septic, appliances, and mechanicals, ensuring modern efficiency while maintaining the home's classic appeal. An oversized one-car garage provides ample storage and parking. There is additional storage above the garage with room for potential expansion into an office, game room or studio apartment. This classic Vermont farmhouse offers the perfect balance of historic charm and modern convenience, just 4 minutes from Woodstock's vibrant village center. The Woodstock Green is only a 5 minute drive, as is skiing at Saskadena Six. Close to everything the Upper Valley has to offer while offering a peaceful retreat. A rare opportunity to own a piece of Vermont's pastoral beauty! See MLS Property & Listing Details & 60 images.

$669,000 $456 per sq.ft. Woodstock VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1468  |  Acres: 1.71
Thursday Mar 27, 2025
Description: This delightful gambrel cape offers a wonderful combination of thoughtful and charming updates, energy efficient upgrades, and a coveted and convenient location! An intelligent interior design offers an all-season functional flow for everyday living as well as entertaining. Step inside by way of a spacious entryway/mudroom that also has direct entry from the attached garage. One will find the main level design to be a seamless flow from the lovely sunlit living room detailed with handsome woodwork framing a gas fireplace to the cozy kitchen/dining area that opens to an inviting three-season porch. A newly added half bath and a bonus room - perfect for an office/study/media room complete the main level. The upper-level offers three bedrooms - all with lovely views - and a full bath. Recent improvements include blown-in cellulose insulation and 2" exterior insulation, new windows throughout, and a whole-house generator. The exterior landscape consists of 1.71 acres of plentiful open and level lawn area detailed with your quintessential stone wall. Private but convenient makes this location the perfect fit for a primary or vacation home. Enjoy easy access to a multitude of multi seasonal recreating including Killington, Saskadena 6, Marsh Billings Rockefeller National Park, and a terrific neighborhood trail system for hiking and mountain biking. Fabulous dining/shopping/ and the arts are just minutes away in the vibrant village of Woodstock. Schedule your private tour today! See MLS Property & Listing Details & 19 images. Includes a Virtual Tour

Under Contract Woodstock VT Home for sale $$695,000 $194 per sq.ft.

$695,000 $194 per sq.ft. Woodstock VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 3584  |  Acres: 5.1
Monday Dec 9, 2024
Description: 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

$699,000 $357 per sq.ft. Woodstock VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 1958  |  Acres: 0.68
Thursday Sep 12, 2024
Description: This charming home is an amazing opportunity to own a piece of history in the lovely village of South Woodstock , Vermont. Starting its life as the garage and home of Clyde Wood it has evolved over time with the present owners into a beautiful , meticulous residence. Much attention to detail can be found in every room from wide pine flooring to cathedral ceiling in the great room. The home is light filled with a large deck looking out to the Kedron Brook and the Green Mountain Horse Association fields . The Honey Shop is where the Wood family sold honey from the large Bass trees on the property. It is now a lovely room for entertaining or enjoying a quiet spot to take a nap or read a favorite book. The barn could easily convert to garage space with plenty of room for storage . The very back of the barn is the only part of the buildings that is in the Flood zone. The grounds are beautifully landscaped . Cross over the brook on the little bridge to miles and miles of trails. Country living at its best but only 6 miles from Woodstock Village and short distances to skiing , golf, biking, all season sports and of course fly fishing on the Kedron Brook out your back door !. Call today for an appointment . See MLS Property & Listing Details & 39 images.

New Listing! Woodstock VT Home for sale $$775,000 $288 per sq.ft.

$775,000 $288 per sq.ft. Woodstock VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2688  |  Acres: 5.1
Tuesday Apr 22, 2025
Description: Peaceful Gully Road Retreat. Just minutes from Woodstock Village. Set on 5.1 private acres along quiet and desirable Gully Road, this beautifully updated four-bedroom, two and one-half bath home offers the perfect blend of peaceful country living and convenient proximity to Woodstock shops, restaurants, and schools. The main level features a light-filled, open-concept layout with a dramatic vaulted foyer, spacious kitchen/living/dining area, a half bath, and a versatile den. Step out onto the expansive wraparound deck, perfect for outdoor dining, entertaining, or simply enjoying the surroundings. Upstairs, the primary suite includes a walk-in closet, private balcony access, and a newly renovated three-quarter bath. Three additional bedrooms, an updated full bath, and a large laundry area complete the second level. Additional features include: Attached garage with workshop/storage space on the lower level, high-efficiency propane furnace and numerous recent updates including kitchen, bathrooms, and flooring. Two outbuildings: a one-bay barn and a three-bay open garage/shed for ample storage. Outdoor highlights: treehouse; level lawn; two brooks; firepit area; and walking trails A rare opportunity to own a private, move-in-ready property in a sought-after location, just minutes from the heart of Woodstock Village. See MLS Property & Listing Details & 40 images.

$795,000 $469 per sq.ft. Village of Woodstock in Town of Woodstock VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1694  |  Acres: 0.42
Friday Feb 7, 2025
Description: 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

$845,000 $1,408 per sq.ft. Woodstock VT Home »

2 Beds | 1 Baths |   Total Sq. Ft. 600  |  Acres: 6.07
Monday Jun 6, 2022
Description: 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.

New Listing! Woodstock VT Home for sale $$1,390,000 $352 per sq.ft.

$1,390,000 $352 per sq.ft. Woodstock VT Home »

Waterfront on River Ottauquechee River
5 Beds | 4 Baths |   Total Sq. Ft. 3953  |  Acres: 0.6
Wednesday Apr 30, 2025
Description: Welcome to 11 College Hill Road - Situated in the heart of Woodstock Village, this classic 1919 Gambrel offers space, charm, and incredible views of both the Ottauquechee River and the town's beloved Mount Tom. This beautifully maintained home is perched perfectly above the river with over a half an acre of landscaped outdoor space, including 50 feet of river frontage, mature fruit trees, and stunning perennial gardens. Inside, you'll find hardwood floors throughout, a wonderful cook's kitchen, and sun-filled rooms with views from nearly every window. The flexible layout in the main house features 4 bedrooms and 2 baths, including a spacious primary en-suite, large media/office/recreation room, and two additional above-grade bonus rooms. A separate well-appointed accessory dwelling, built in 2007, offers ideal guest accommodations or income potential, and the soaring ceilings are perfect for a gym or studio. From both structures, enjoy direct access to outdoor living with a huge deck, screened-in porch, and peaceful sounds of the nearby river rapids. Additional features include a heated garage, whole-house generator, lightning-fast internet, and town water/sewer. Walk to restaurants, shops, schools, and hiking trails. Minutes to year-round recreation and a short drive to world-class skiing. This is a must-see property. Book your private tour starting Saturday May 3, 2025. See MLS Property & Listing Details & 52 images.

$1,399,000 $331 per sq.ft. Woodstock VT Home »


Price Change! Reduced by $96,000 down 7% on March 10th 2025
4 Beds | 4 Baths |   Total Sq. Ft. 4228  |  Acres: 5.4
Monday Feb 3, 2025
Description: Open House Sunday, April 13, 12:00 to 2:00 - Tucked away in the serene forests of Woodstock, Vermont, this beautifully remodeled 11-room home offers 4 bedrooms, 4 bathrooms, and 4,225 sq. ft. of luxurious living space on 5.4 private acres. The open-concept design is flooded with natural light, featuring a stunning chef's kitchen with high-end stainless steel appliances, Vermont soapstone counters, custom cabinetry, and a spacious and sunny dining room. The cozy living room boasts one of two wood stoves, creating a warm and inviting space for relaxation. The massive family room is home to the second wood stove. There are two primary en-suites, each with a fireplace and spa-like bathroom, one in a private wing of the home, while the additional bedrooms and updated baths provide comfort and style. Outside, a large, partially screened-in deck and hot tub offer perfect spots to unwind and enjoy the tranquil surroundings--there is even a sauna off the rec room! Plenty of storage is available in the two-car garage or the two-stall barn. With solar panels, propane heating, two fireplaces, and two wood stoves, this home combines eco-friendly features with modern amenities. Its peaceful setting, just minutes from downtown Woodstock, is also close to the Green Mountain Horse Association, VAST snowmobile trails, Killington Mountain, Mount Tom, and the Saskadena Six Ski Area, making it a perfect full-time residence or seasonal escape. Enjoy Vermont living or work from home with EC Fiber! See MLS Property & Listing Details & 53 images. Includes a Virtual Tour

$1,550,000 $258 per sq.ft. Village of Woodstock in Town of Woodstock VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 6014  |  Acres: 0.05
Thursday Mar 6, 2025
Description: 15 Central Street is one of the finest commercial locations in Woodstock with two of the most creative and successful businesses as the anchor tenants. The property has adapted to changes of the course of its long history of uses including residential shop owner, a barber shop, a dance & pool hall, law office, architectural services and a variety of mercantile endeavors. Notably, the building was the headquarters of Lt Colonel Peter T. Washburn, who led the 1st Vermont Regiment troops in their crucial role at Gettysburg. He returned to become Adjutant and Inspector General to organize and direct Vermont's military efforts through the rest of the Civil War from his offices at 15 Central Street. The current owner, recognizing it was time to adapt the building to the 21st Century, developed plans to upgrade and modernize the second and third floors for mixed use including an incredible residential unit with exposed brick walls and timber framing. The story high historic windows have been restored, and the second level has been reframed with new sheetrock for office or residential use. The third level partition walls have been removed to create a dramatic open area with views over the village to the north and south leaving the finishes and uses of the two levels up to your imagination. This is a once-in-a-lifetime opportunity to acquire a property with a remarkable history and become part of creating Woodstock's future. See MLS Property & Listing Details & 43 images.

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