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Woodstock VT Real Estate & Homes for Sale

39 Properties Found

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$695,000

3914 South Road Woodstock, VT 05091

MLS: 5024226 Photos
Beds:
4
Baths:
3.00
Sq.Ft.:
3,584
Status:
NEW LISTING
MLS#:
5024226
Type:
Single Family
Lot size:
5.1 Acres
Year built:
1984
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Williamson Group Sothebys Intl. Realty
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ADDITIONAL INFORMATION

This South Woodstock contemporary residence was designed by the original architect-owner to showcase Vermontâ??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.

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$1,125,000

1548 Peterkin Hill Road Woodstock, VT 05071

MLS: 5023612 Photos
Beds:
4
Baths:
4.00
Sq.Ft.:
3,934
Status:
Active
MLS#:
5023612
Type:
Single Family
Lot size:
6 Acres
Year built:
1999
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Snyder Donegan Real Estate Group
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ADDITIONAL INFORMATION

A classic, beautifully maintained residence in an exceptional location in South Woodstock, 8 minutes to the Village Green, in an area of substantial homes and estates, sited on 6 landscaped acres with mowed lawns, raised beds, stone patios and a charming red barn - suitable as a workshop, artist studio, storage for gear and motorized toys or for goats and chickens! The main residence features an open floorplan with modern kitchen, family room and sunny eat-in breakfast area all enjoying one of the homes 3 woodburning fireplaces. Also on the 1st floor is a larger formal dining room open to a living room with fireplace. The charming mud-entry area with slate floor has a private powder bath. Up the main front stairway is the privately situated primary bedroom suite with the 3rd fireplace, a walk-in closet and updated, lovely bathroom with glass/stone shower and separate free-standing tub. 2 other upstairs bedrooms (plus a smaller room with overflow bunk beds) share an updated hall bath that also has full-size laundry. The lower level has a fully finished workout/rec room. Above the attached/heated 2-car garage is a large private guest suite with vaulted ceilings, sitting/office area, kitchenette and an ensuite full bath. Off the kitchen is the outdoor and south-facing stone patio with lovely perennial gardens and stonewall for entertaining/ cookouts. This is a move-in-ready home, in an exceptional area! SEE FULL PROPERTY WEBSITE FOR FULL DETAILS!

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$649,900

1613 West Woodstock Road Woodstock, VT 05091

MLS: 5022904 Photos
Beds:
3
Baths:
2.00
Sq.Ft.:
1,344
Status:
Active
MLS#:
5022904
Type:
Single Family
Lot size:
0.78 Acres
Year built:
1944
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: KW Vermont-Killington
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ADDITIONAL INFORMATION

Absolutely turnkey Woodstock. Totally renovated in 2019.Gorgeous open concept cape cotemporary. Move right in. You should see this gem abuts Woodstock Middle and High School. Open concept 3 bedrooms 1/2 l bath one renovated next to the primary bedroom over a month ago. The backyard is wonderful private. Lower level is totally a cool playroom. Brand new kitchen. New roof. Come see, a must see to appreciate this Woodstock property. A gem! Zoned Residential and Commercial.

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$1,395,000

1075 Westerdale Road Woodstock, VT 05091

MLS: 5022674 Photos
Beds:
3
Baths:
4.00
Sq.Ft.:
2,584
Status:
Active
MLS#:
5022674
Type:
Single Family
Lot size:
41.45 Acres
Year built:
1985
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Williamson Group Sothebys Intl. Realty
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ADDITIONAL INFORMATION

This lovingly maintained property with mountain views has been enjoyed by a single family since its construction in 1985. The open-concept layout is anchored by a stone Rumford fireplace, which along with the southern exposure warms the large easy-to-keep space. The first floor master boasts ample storage with a sliding door for quick access to the grounds. Across from the main house via a covered breezeway is a large 2 car garage, gorgeous horse barn with hay loft and a cozy studio apartment, making this the perfect spot for a variety of uses. Equally comfortable as a part-time or full-time home, this property is conveniently located on the western side of Woodstock, just twenty minutes from Killington's Skyeship gondola and ten minutes from downtown Woodstock. With over forty acres on prestigious Westerdale road, owners enjoy privacy and expansion potential. Offered for the first time since its inception, this property is an exceedingly rare opportunity for rolling acreage in a highly coveted location.

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$985,000

828 Deerbrook Way Woodstock, VT 05091

MLS: 5020713 Photos
Beds:
4
Baths:
3.00
Sq.Ft.:
2,944
Status:
Active
MLS#:
5020713
Type:
Single Family
Subdivision:
Deerbrook Farm Estates
Lot size:
12.21 Acres
Year built:
1994
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Four Seasons Sotheby's Int'l Realty
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ADDITIONAL INFORMATION

A gem of a property on 12 spectacular, mostly wooded, acres in the desirable Deerbrook Way area of Woodstock. Four+ miles to all the amenities of Woodstock Village and 8 miles to the Skyship Gondola at Killington. Built in 1994, this custom designed red oak Post and Beam Contemporary provides everything you would want in a primary residence or a get away vacation retreat. Situated on a 12+ acre parcel unlike most. The lot alone is an adventure with its view potential, adventurous topography and great options for adding a trapper cabin or a martini deck for enjoying the incredible Vermont surroundings. Room for everybody with four bedrooms, three full bathrooms. Bedroom on main floor with ensuite bath for main level living. Well appointed kitchen with cherry cabinets, granite countertops and brand new induction range Plus an office/study, and a light filled vaulted ceiling great room. In addition, the property includes a stone patio, a heated three car garage, solar roof top panels that reduce your monthly power bill to less than the cost of a breakfast for two, and a Tesla power wall back up power system that provides uninterrupted power in the event of a power failure. Also included is a dedicated Tesla EV charging unit.

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$2,000,000

2706 East Woodstock Road Woodstock, VT 05091

MLS: 5020106 Photos
Beds:
4
Baths:
4.00
Sq.Ft.:
5,000
Status:
Active
MLS#:
5020106
Type:
Single Family
Lot size:
0.56 Acres
Year built:
1850
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Bassette Real Estate Group
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ADDITIONAL INFORMATION

INVESTMENT & RESIDENTIAL OPPORTUNITY - Rare historic building (The Taftsville Country Store) available for owner occupancy with multiple additional income units in the village of Taftsville just five minutes to the quintessential New England Village of Woodstock! Property includes store with bath (approved for restaurant, café, or retail store), Post Office (with current lease), Apartment 1 (with excellent AIRBNB rental history), Apartment 2 (The owners unit- 3 bedroom, 2 bath), and plans/space for an additional studio unit. Perfect opportunity for an investor to offset living expenses with this multi-unit property, or just have a super fancy home office downstairs. Potential diversified income streams with hospitality, residential rental, and retail/ food service all in one property. Current owners have redesigned and graded the parking lot to include 27 parking spaces and EV Conduit for 2 charging stations that can accommodate 4 vehicles, ADA access to building, and ADA accessible restrooms. Property boasts gorgeous patio views of the Ottauquechee River and Taftsville Covered Bridge.

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$899,000

392 Gully Road Woodstock, VT 05091

MLS: 5018974 Photos
Beds:
2
Baths:
2.00
Sq.Ft.:
1,308
Status:
Active
MLS#:
5018974
Type:
Single Family
Lot size:
5.33 Acres
Year built:
2019
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Element Real Estate
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ADDITIONAL INFORMATION

Just minutes from the charming and historic Woodstock Village, this exceptional 5+ acre property offers modern comfort and expansion potential. Built in 2019, the 2-bedroom, 2-bath home features sleek white subway tile, stainless steel appliances, and thoughtful details throughout. Enter through a welcoming mudroom with natural wood accents and convenient laundry, and step into the open-concept living and dining areaâ??ideal for entertaining or cozy nights in. A spacious first-floor bedroom and full bath offer flexibility. Upstairs, the bonus area is perfect for a home office or reading nook, with large windows framing stunning valley views. The primary bedroom features an en suite bath with a sliding barn door for a touch of rustic charm. This incredible property also has the ability to grow. Enjoy established perennial gardens, raised beds, and a professional high tunnel/greenhouse that allows you to extend the growing season. Relax on the patio surrounded by nature, enjoying breathtaking sunsets, or trek up the hill for panoramic views of the surrounding landscape. Designed to support up to 4-bedrooms, the septic system allows for future expansion. Less than 10 minutes to Saskadena Six ski area and 20 minutes to Killington Resort, this location is a dream for outdoor enthusiasts. Enjoy world-class dining and shopping just minutes away in Woodstock. This unique property blends modern comfort with natural beauty in one of Vermontâ??s most idyllic locations. Showings begin 10/22.

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$449,000

6 Highland Avenue Woodstock, VT 05091

MLS: 5018412 Photos
Beds:
1
Baths:
1.00
Sq.Ft.:
1,052
Status:
Active
MLS#:
5018412
Type:
Single Family
Lot size:
0.5 Acres
Year built:
1930
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Wetmore Real Estate
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ADDITIONAL INFORMATION

A rare opportunity for Woodstock! An affordable Woodstock Village cottage! The advantage of contemporary solar powered energy efficiency, with connection to an energy storing Tesla battery! The property further benefits from valuable infrastructure components of the municipal sewer system and the Woodstock Aqueduct Water Company! An attractive interior features wood flooring throughout! A large enclosed porch serves the dual function of both a practical mud room entrance, in the winter, and a beautiful sitting area in warmer weather. When entering from this porch into the kitchen the warm feeling emanating from the cottage's wood paneled interior is immediately apparent. A butcher block counter top and contemporary kitchen cabinets and appliances accentuate the kitchen. Adjacent is a living/dining room, with multiple well placed windows. The generously sized bedroom with wood burning stove, vaulted ceiling and a comfortable sitting area is far more substantial than would be expected in a small home! A full bath with laundry area completes the cozy interior. This appealing cottage could become your affordable primary home or your fun Woodstock vacation retreat. A manageable size! This location is equally wonderful for the proximity to all the numerous amenities of village life, or for enjoying the peaceful solitude of the nearby trails that meander through the Mount Peg town forest! An appealing cottage on a well located village parcel! Obvious upside potential is very clear!

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$4,150,000

249 Sawyer Road Woodstock, VT 05091

MLS: 5018393 Photos
Beds:
3
Baths:
5.00
Sq.Ft.:
3,865
Status:
Active
MLS#:
5018393
Type:
Single Family
Lot size:
2.37 Acres
Year built:
2009
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Real Broker LLC
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ADDITIONAL INFORMATION

This extraordinary residence offers breathtaking views of Billings Farm Preserve and the Green Mountains from nearly every corner, with Vermont's only national park directly in sight. The charming town of Woodstock, known for its boutiques and dining, is just a short walk away. Nestled at the end of a quiet road, the property offers unobstructed west-facing views for spectacular sunsets, surrounded by acres of undeveloped land. Woodstockâ??s restrictive covenants ensure these views remain undisturbed, creating a peaceful, private escape. The expansive deck around the stunning pool is controlled via smartphone, with an automatic cover to ease maintenance. The adjacent pool house features a custom kitchen, a luxurious bathroom, and a cozy living area framed by floor-to-ceiling glass, offering year-round comfort with air conditioning and heated floors. The inground, heated, 30,000 gallon pool, can reach over 102° year-round, a rare feature in Vermont. An NBA hoops basketball net is installed in the shallow end for many days of fun, or if the deep end is more your style this pool offers a 9 foot deep end. This unique property offers proximity to skiing, golf, hiking, and more. The view encompasses the only National Park in Vermont. Marsh-Billings-Rockefeller in Vermont is the only national park to focus on conservation history and the evolving nature of land stewardship in America located right here in beautiful Woodstock VT! Contact us today to arrange a private tour!

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$1,575,000

608 Fletcher Hill Road Woodstock, VT 05091

MLS: 5018305 Photos
Beds:
4
Baths:
4.00
Sq.Ft.:
4,228
Status:
Active
MLS#:
5018305
Type:
Single Family
Lot size:
5.4 Acres
Year built:
1980
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Real Broker LLC
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ADDITIONAL INFORMATION

Open House Saturday 12/7 11:00 to 1:00 - 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 chefâ??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 surroundingsâ??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!

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$8,000,000

115 Eastman Road Woodstock, VT 05071

MLS: 5018286 Photos
Beds:
3
Baths:
4.00
Sq.Ft.:
5,384
Status:
Active
MLS#:
5018286
Type:
Single Family
Lot size:
68.92 Acres
Year built:
2015
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Williamson Group Sothebys Intl. Realty
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ADDITIONAL INFORMATION

Sorgenfrei, or "Carefree," was built by Ennis Construction in 2015, and this extraordinary property truly embodies that sobriquet. A stunning and uncommon confluence of the finest materials and the most energy efficient techniques, this home was carefully constructed to maximize worry-free enjoyment. The most advanced systems and a focused commitment to the highest quality make this home a testament to elegant durability. From the mahogany exterior to the handcrafted front doors and custom-wrought hardware, this spacious and meticulously considered home celebrates the skill of Vermont's most talented craftspeople. The unparalleled 180 degree views over the Woodstock valley are spectacular in every season, offering year-round sunlight and ever-changing vistas. With a gourmet kitchen custom-built for entertaining, a 1,000 bottle wine cellar, and a double-sided great room fireplace, Sorgenfrei perfects conviviality. The measures taken to ensure the property's efficiency and durability are too numerous to name - among them, an 18kw solar array, Pella Architect-Series windows, and custom mortise and tenon fir construction. At home among Woodstock's most lauded residences, and gorgeously situated in one of the area's most prestigious neighborhoods, this home is a testament to uncompromising vision and a paean to unparalleled enjoyment of Vermont's Green Mountains.

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$725,000

2 High Street Woodstock, VT 05091

MLS: 5018107 Photos
Beds:
3
Baths:
3.00
Sq.Ft.:
1,600
Status:
Active
MLS#:
5018107
Type:
Single Family
Lot size:
0.07 Acres
Year built:
1890
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Bassette Real Estate Group
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ADDITIONAL INFORMATION

OPPORTUNITY AWAITS - Historic circ. 1890 1,600 sqft home in the center of the downtown district of Woodstock. In the heart of everything! Can be purchased as-is for $725,000. The majority of the home is stripped down and ready for remodeling - and we have a contractor ready to go for a custom Winter project and will be starting in November/December. The price goes up as work gets done. Most good builders are a three year wait! 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 - Perfect for enjoying warm summer evenings. Existing home features unique stained glass windows and doors, built-in cabinets and gorgeous hardwood and pine floors all of which retain their timeless charm. Catch this all early and this property is a blank slate. Building materials on site for renovations are included in the sale (including appliances) - or we can finish. 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.

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$995,000

598 East Woodstock Road Woodstock, VT 05091

MLS: 5017395 Photos

Open House:

Saturday, 12/14 10:00-12:00PM

More Open House Info >

Beds:
4
Baths:
3.00
Sq.Ft.:
3,190
Status:
Active
MLS#:
5017395
Type:
Single Family
Lot size:
2.94 Acres
Year built:
1925
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Real Broker LLC
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ADDITIONAL INFORMATION

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!

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$475,000

2115 East Woodstock Road Woodstock, VT 05091

MLS: 5017382 Photos
Beds:
3
Baths:
2.00
Sq.Ft.:
1,536
Status:
Active
MLS#:
5017382
Type:
Single Family
Lot size:
1.23 Acres
Year built:
1971
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: BHG Masiello Keene
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ADDITIONAL INFORMATION

This charming Woodstock home, with river views & versatile floor plan offers two levels of thoughtfully designed living space. This property is a fantastic opportunity for a short-term rental investment or the perfect family getaway for ski season! Upon entering, youâ??ll immediately notice the attractive wood finishes & natural light, capturing the beauty of the surroundings. The home has 3 bedrooms & 2 full bathrooms. The main level includes an inviting living/dining area, bright updated kitchen, & primary bedroom with river views, as well as a full bath with convenient laundry. Downstairs, the lower level offers a spacious family room, along with two additional bedrooms & full bath. The property combines open spaces around the home with wooded areas & level back yard with views of the Ottauquechee River. As a vacation home or investment, this homeâ??s layout, makes it ideal for guests. Its proximity to Woodstockâ??s bustling downtown & scenic trails enhances its desirability. Furthermore, amenities such as the open-concept & deck are perfect for accommodating gatherings. Featuring recent upgrades, including modernized appliances, energy efficiency updates, exterior paint just to name a few. Donâ??t miss this highly sought-after destination, year-round outdoor activities, & vibrant cultural scene. Located by Vermontâ??s Premier Ski Resorts, Dartmouth-Hitchcock Hospital 25 mins, Lebanon Municipal Airport 30 mins, Burlington Intl. Airport 90 mins, Boston Logan Intl. Airport 120 mins.

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$535,000

11A Prospect Street Unit A Woodstock, VT 05091

MLS: 5015579 Photos
Beds:
2
Baths:
2.00
Sq.Ft.:
1,020
Status:
Active
MLS#:
5015579
Type:
Condo
Lot size:
0.12 Acres
Year built:
1900
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Williamson Group Sothebys Intl. Realty
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ADDITIONAL INFORMATION

Charm and convenience! Just a quick stroll from downtown Woodstock, this well kept and sunny condo offers historic details with modern amenities - including updated wiring, systems, and a modern poured foundation. The kitchen communicates easily with the bright dining and living rooms, and a private deck takes advantage of Vermont's extraordinary summers. Two airy bedrooms with a shared bath occupy the second floor, and third-floor attic space presents expansion opportunities. With a full basement for ample storage, this easy-keeping condo is ideal both as a pied-à-terre or as a full-time home.

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$1,499,000

72 French'S Road Woodstock, VT 05091

MLS: 5014859 Photos
Beds:
6
Baths:
4.00
Sq.Ft.:
3,668
Status:
Active
MLS#:
5014859
Type:
Single Family
Lot size:
3.68 Acres
Year built:
1880
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Williamson Group Sothebys Intl. Realty
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ADDITIONAL INFORMATION

In 1880, this lovely hilltop Gambrel Colonial was designed by the prominent Manhattan Architectural Firm, McKim, Mead and White. â??Rose Hillâ?? was one of Woodstockâ??s most prominent residences featuring the exquisite workmanship of the regionâ??s finest craftsmen. The grand scale and proportion of the rooms and the elegant period detail harken back to days of gracious gatherings with a formal DR complete with custom built-ins, a Library and a Stately Living Room anchored by a central fireplace, with direct access to a brick portico that runs the length of the home- ideal for summer entertaining. The kitchen has custom built-ins, plenty of counter space, a pantry entry, and a secondary staircase to access the second floor. A combination of indigenous hardwood floors run throughout the entire home. The sweeping formal staircase brings you to the second level with a spacious landing, and a wall of built-ins. There are a total of six bedrooms including a roomy primary bedroom with a fireplace, and three bathrooms. To the rear of the home youâ??ll find a separate 2-car garage with a two bedroom rental unit above. Follow the footpath down to a secluded, very sweet two-bedroom guest cottage. All sited on 3.68 AC offering privacy, and plenty of space for gardening, entertaining and recreation. Just a short stroll to the Village Green and the National Park. This very special property awaits your vision to return it to its former splendor.

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$699,000

5851 South Road Woodstock, VT 05071

MLS: 5014012 Photos
Beds:
3
Baths:
3.00
Sq.Ft.:
1,958
Status:
Active
MLS#:
5014012
Type:
Single Family
Lot size:
0.68 Acres
Year built:
1920
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Williamson Group Sothebys Intl. Realty
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ADDITIONAL INFORMATION

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 .

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$2,865,000

4945 South Road Woodstock, VT 05071

MLS: 5013744 Photos
Beds:
5
Baths:
4.00
Sq.Ft.:
3,502
Status:
Active
MLS#:
5013744
Type:
Single Family
Lot size:
2.7 Acres
Year built:
1811
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Wade I Treadway Real Estate
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ADDITIONAL INFORMATION

The melding of the convenience of a premiere Village residence with the privacy and peace of a country estate is a rare balance. The John Arnold Cottle House achieves just such a balance. The three bedroom two story brick Federal home, built in 1811, has a prominent position on the main street in South Woodstock hamlet. Itâ??s setting belies the unique qualities the 2.7 acres offers. A drive to the lower level two car garage separates the main house and the renovated Kingley Barn, a two bedroom with loft guest house with a deck overlooking the Kedron Brook. There is a timber bridge crossing the Kedron Brook which accesses the open field and meadow and the two bay barn. The 450 feet of frontage on the Kedron Brook is an ideal tranquil retreat to enjoy the water element, firepit and surrounding environment with complete privacy. The John Arnold Cottle House has been fully renovated/restored with all of the best systems and finishes. The newer addition on the rear of the house has a gourmet kitchen, large brick fireplace, and relaxed living space.

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$675,000

187 Dana Road Woodstock, VT 05091

MLS: 5013447 Photos
Beds:
3
Baths:
2.00
Sq.Ft.:
1,468
Status:
Active
MLS#:
5013447
Type:
Single Family
Lot size:
1.71 Acres
Year built:
1955
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: KW Vermont
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ADDITIONAL INFORMATION

This beautifully maintained home is perfectly situated on a quiet street just minutes from the middle/high school and the renowned Woodstock Farmer's Market. Step inside to discover a home that has been thoughtfully updated for modern comfort. Recent improvements include blown-in cellulose insulation and 2" exterior insulation, new windows throughout, a whole-house generator, and a newly added first-floor bathroom, ensuring a cozy and energy-efficient living environment year-round. One of the standout features of this property is the inviting three-season porch. Whether you're enjoying a quiet moment with a good book or hosting friends and family, this versatile space is sure to become your favorite spot in the house. In fact, this home has endless spaces for hosting! The open and welcoming kitchen/dining area is another perfect gathering space, while the living room, centered around a warm and charming gas fireplace, offers a cozy retreat for relaxing evenings. Additionally, the spacious family room provides even more room for entertaining or unwinding. Storage is never a concern here. A clean concrete basement and a one-car garage offer ample space for all of your hobbies. Located just minutes from downtown Woodstock, you'll enjoy the peacefulness of your quiet backyard while being close to shopping, dining, and entertainment. This property beautifully blends comfort, functionality, and convenience, making it the perfect place to call home.

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$499,999

378 Fletcher Hill Road Woodstock, VT 05091

MLS: 5013286 Photos
Beds:
4
Baths:
1.00
Sq.Ft.:
1,424
Status:
Active
MLS#:
5013286
Type:
Single Family
Lot size:
5 Acres
Year built:
1971
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Wetmore Real Estate
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ADDITIONAL INFORMATION

Privately located, in desirable South Woodstock! A comfortable home with the benefit of great outside spaces providing the opportunity for recreation, gardening or entertaining! South Woodstock is well known for the potential of having wonderful access to miles of trails enjoyed by equestrians, hikers and snowmobilers. The numerous amenities of historic Woodstock Village are just minutes away! The entrance to the property is via a level tree sided private driveway. By walking up a few steps from the driveway you enter the home into a bright kitchen. Adjacent to the kitchen is a Living room/dining room that features access to a balcony with views of distant hills. Well located within this space is a hearth with a wood pellet stove. At a further end of the main floor is an attractive room equally well suited to be a family room or a first floor bedroom. Completing the main floor is a full bath with both a shower and a tub. Accessed up stairs from the living room are two second floor bedrooms. One of these bedrooms features a private balcony, with hillside views. The full basement is entered either via an interior stairway or through a ground level door off the driveway. Within the basement is a laundry area, space used as a workshop and storage area. Mechanical systems are contemporary, with a newer furnace and hot water heater. Separated off the basement is a 15'x11' heated room currently used as living space. A comfortable home, in a great location within desirable Woodstock!

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$2,800,000

2394 Fletcher Hill Road Woodstock, VT 05091

MLS: 5012999 Photos
Beds:
2
Baths:
3.00
Sq.Ft.:
2,944
Status:
Active
MLS#:
5012999
Type:
Single Family
Lot size:
14.9 Acres
Year built:
2021
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Snyder Donegan Real Estate Group
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ADDITIONAL INFORMATION

Newly constructed Modern Vermont Farmhouse residence on 14 acres with absolutely amazing river views, 13-foot ceilings, gourmet kitchen, oversized french doors and windows throughout, radiant-heated concrete floors, first rate finishes, appliances and mechanicals located just 6 minutes to the Woodstock village green and 17 minutes to the Killington Skyeship base lodge. The first level is comprised of a large, open-format living space with gourmet kitchen, dining and living spaces, plus a first level bedroom with modern ensuite bath. Upstairs is another large open floor plan living space with a half-bath, and a full bedroom with ensuite bath. Each side of the upstairs living space has loft sleeping bunk-areas for kids (of all ages!). SEE DEDICATED PROPERTY WEBSITE FOR VIDEOS, VIRTUAL WALKTHROUGH, FLOORPLANS AND MORE.

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$6,750,000

2358 Long Hill Road Woodstock, VT 05091

MLS: 5011268 Photos
Beds:
5
Baths:
4.00
Sq.Ft.:
4,165
Status:
Active
MLS#:
5011268
Type:
Single Family
Lot size:
465 Acres
Year built:
1981
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: LandVest, Inc/Woodstock
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ADDITIONAL INFORMATION

Sited on 465 +/- private acres in South Woodstock, Birch Tree Farm was created as a retreat to bring family and friends together and to enjoy the great outdoors. The farm offers a variety of experiences, including pressing apples for cider, collecting eggs for breakfast, hiking to the cabin with 360 degree views, fishing or skating on the pond, enjoying miles of trails for walking, riding, or snowshoeing, and tapping trees for maple syrup. The relaxed vibe of the Lodge-style home, made of wood and stone, evokes a sense of mountain living, with design elements like exposed beams, a cathedral ceiling in the great room, a large stone wood burning fireplace, and floor-to-ceiling windows that frame expansive views of the mountains and the Ottauquechee Valley. Step out onto the wrap-around deck to take in an infinity pool, hot tub, stocked pond, and apple orchard. Landscape design by Shep Butler includes 10â?? hydrangea bushes, perennials gardens, stone walls, wild lupine in the meadow and a walled vegetable garden. The three-level bank barn, designed by award winning Boston architect John MacDonald and built by Housewright Construction, offers one of the finest barns in area with seven stalls, an office/tack room, and a versatile upper level for entertaining & recreation, as well as accommodating an overflow of guests. Nine fenced pastures, two run-in sheds, a two-level storage barn, and a chicken coop enhance the farm with miles of trails connecting to GMHA. Showings begin 8-30-24

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$1,695,000

33 River Street Woodstock, VT 05091

MLS: 5009557 Photos
Beds:
4
Baths:
4.00
Sq.Ft.:
4,378
Status:
Active
MLS#:
5009557
Type:
Single Family
Lot size:
0.47 Acres
Year built:
1886
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Williamson Group Sothebys Intl. Realty
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ADDITIONAL INFORMATION

BEAUTIFULLY renovated rare antique residence in the heart of historic Woodstock! Located in a premiere neighborhood within walking distance to all of towns amenities, hiking on Mtn Tom in your backyard. Situated on a very large lot featuring an in-ground pool accented with arbor and pool house. Lovely perennial gardens and large backyard for those seeking a vegetable garden or room for entertaining friends and family. This 4000+ sq. ft residence has generous room proportions, lots of natural sunlight and plenty of nooks for those seeking a quiet place to read a book. Handsome original wide pine floors throughout. This home was fully renovated with updated wiring, plumbing and insulation but still maintains the antique charm of a true Vt farmhouse. Original doors, 2 refurbished sunrooms, 2 covered porches overlooking the river, studio, family room and formal living room accented with a wood burning stove. Large kitchen with soapstone counters with Wolfe Gas range, ample room for cooking. Large dining area for entertaining and a first floor bedroom en suite. 2nd FL offers large primary bedroom suite with cozy sunroom overlooking the pool with views to Mtn Tom. Don't miss the 3rd floor with 2 small offices and lots of storage. The attached barn has capacity for lots of storage and options for multiple use. Walk over beautiful covered bridge to access restaurants, movie theatre and shops. Snow shoeing, championship golf, fly fishing and skiing all minutes away!

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$595,000

105 Happy Valley Road Woodstock, VT 05091

MLS: 5008819 Photos
Beds:
3
Baths:
1.00
Sq.Ft.:
1,700
Status:
Active
MLS#:
5008819
Type:
Single Family
Lot size:
0.44 Acres
Year built:
1848
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Bassette Real Estate Group
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ADDITIONAL INFORMATION

PRICE REDUCTION!! A Quintessential Historic Village 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 family home by the same family for nearly 70 years. The properties provenance is included and traces back to the original owner. There is a lovely covered front porch to enjoy and enter into beautiful, natural light with wide-board pine floors in pristine condition throughout the home. The classic country kitchen has direct access to the garage with a nicely separated bonus office space. The kitchen walls are a sturdy whitewashed pine board and the country cabinets are a cheerful mustard color. The high ceiling has exposed original beams and a gas fireplace adds warmth to your colder Vermont days. In the Dining and Living Rooms you are greeted with high ceilings and an abundance of natural light and clean white walls, with period trim and lighting. The first floor bedroom/full bath suite has a private dressing area with large closet space and built-in cabinetry. Moving upstairs, there are two attractive bedrooms on either side of a quaint landing. Both bedrooms have wide pine floors with an easy and logical dormer expansion option for larger bedrooms and a large common bath (future investment). New furnace in 2023 and the grounds boast mature perennial beds, a lovely setting, and additional storage above the barn/garage. Must see! Be sure to view the Unbranded Tour link.

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$3,995,000

18 The Green Woodstock, VT 05091

MLS: 5008434 Photos
Beds:
6
Baths:
8.00
Sq.Ft.:
5,142
Status:
Active
MLS#:
5008434
Type:
Single Family
Lot size:
0.36 Acres
Year built:
1840
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Williamson Group Sothebys Intl. Realty
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ADDITIONAL INFORMATION

Conveniently located on the southwest side of the picturesque Woodstock Village Green, this classic c1840 Greek Revival farmhouse is one of the townâ??s finest residences. Lovingly stewarded and thoughtfully restored to the highest standard preserving the historic integrity and honoring the period detail, all while achieving the perfect unification of sophistication, functionality, modern comfort and convenience. The first level of the original home features generous spaces for entertaining and cozy, intimate rooms for quiet reflection. Original wide pine plank floors, oversized 6/6 windows, formal parlor and library each with a working fireplace. There is potential for a first-floor primary suite. The main house is further completed by 3 ensuite bedrooms and laundry on the second level, and two guest rooms with a shared bathroom on the third. The magnificent, attached c1750 oak gunstock post and beam barn frame was disassembled, imported from Hampshire, England and added to the home in the 1980â??s, providing a Great Room beyond compare. Anchored by a massive stone fireplace, Palladian windows and a well-appointed chefâ??s kitchen, all located on the main level. There is a guest suite, three car garage, and courtyard entrance on the walk out lower level stepping out to lovely, landscaped grounds and gardens.

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Andrea D. Conner, License 71221, Xome Inc., License 68390, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Ste 100, Lewisville, TX 75067


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Woodstock Real Estate

Woodstock is located in Vermont. Woodstock, Vermont has a population of 3,011. Woodstock is more family-centric than the surrounding county with 33.72% of the households containing married families with children. The county average for households married with children is 26.01%.

The median household income in Woodstock, Vermont is $104,716. The median household income for the surrounding county is $63,787 compared to the national median of $69,021. The median age of people living in Woodstock is 53.8 years.

Woodstock Weather

The average high temperature in July is 81.4 degrees, with an average low temperature in January of 6.3 degrees. The average rainfall is approximately 46.1 inches per year, with 82.3 inches of snow per year.

Woodstock Map

Woodstock Real Estate Market Conditions

  • Median sales price

    $664,000
    19.1%
    change since last quarter

  • # Active listings

    56
    30-day change

Woodstock Schools and Demographics

Education near Woodstock, VT

City County
High School Graduates 98.07 94.16
College Degree - 2 year 8.78 8.49
College Degree - 4 year 58.54 40.21
Graduate Degree 21.92 12.49
Expenditures per Student 26,463 26,463
Students per Teacher 12.3 12.3

Elementary Schools near Woodstock, VT

Grades Students P/T Ratio ZIP
Barnard Academy PK - 06 70 10.3 05031
Bridgewater Village School PK - 06 37 6.2 05034
Ottauquechee School PK - 05 244 12.1 05059
Pomfret School PK - 06 53 8.5 05067
Woodstock Elementary School PK - 06 176 9.5 05091

Middle Schools near Woodstock, VT

Grades Students P/T Ratio ZIP
Woodstock Union Middle School 07 - 08 145 10.1 05091

High Schools near Woodstock, VT

Grades Students P/T Ratio ZIP
Woodstock Senior UHSD #4 09 - 12 347 8.9 05091

Demographics near Woodstock, VT

City County
Neighborhood Type Small town
Population 3,011 57,593
Population Density 68 59
Median Age 53.8 47.8
People per Household 2.3 2.3
Median Household Income 104,716 63,787
Average Income per Capita 56,639 39,377

Real estate near Woodstock

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