Woodstock VT Homes $0 to $30000000
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$275,000 | $382 per sq.ft. | 2 Beds | 1 Baths | Total Sq. Ft. 720 | Acres: 1.95 WOODSTOCK VT
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Description:Great location minutes from Woodstock Village, South Woodstock, and Green Mountain Horse Association. Kidder Brook runs along the North property boundary, and a sunny lawn area has multiple small gardens. The home is a well-cared for 1973 mobile home on a concrete slab, and there is a two-car detached garage which can be used for vehicles or a shop space. This approximately 1.95 acre lot has tremendous potential. House is being sold As-is.
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Price Change! reduced by $44,000 down 11% on March 1st 2026
$395,000 | $244 per sq.ft. | 4 Beds | 2 Baths | Total Sq. Ft. 1617 | Acres: 0.65 WOODSTOCK VT
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Description:Charming 4 bedroom farmhouse with attached barn/garage with lots of overhead storage is located across the road from the scenic Ottauquechee River. Minutes from Woodstock Village Green with all of its amenities and a short distance from Killington with its world renown Ski Resort. Year round activities abound ! The house has a sunny eat in kitchen, spacious dining room and a living room complete with a wood burning fireplace. A bedroom and full bath on the first floor adds to convenience of living . The charming front porch with views of Killington is a lovely place to enjoy relaxing and entertaining friends . Make an appointment today to view this lovely property .
- Under Contract
$425,000 | $295 per sq.ft. | 2 Beds | 2 Baths | Total Sq. Ft. 1440 | Acres: 0.79 WOODSTOCK VT
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Description:This charming 2-bedroom ranch house offers a nice layout for main floor living. Features include a sunroom entrance, two bedrooms, a full bath, laundry room, and a main living/dining area with a kitchen, all within a rural setting with ample natural light, local views, and a deck. Recent updates include a primary bedroom ensuite featuring a custom walk-in shower and double sinks, new flooring, a brick accent wall in the living room, fresh paint, and a cleared and seeded backyard. A 3-bedroom septic system installed in 2021, a drilled well replacing the spring water source, and generator wiring for power backup. Situated on a quiet country road between Woodstock and South Woodstock, offering easy access to local amenities and entertainment.
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Price Change! reduced by $54,000 down 11% on January 2nd 2026
$495,000 | $200 per sq.ft. | 4 Beds | 3 Baths | Total Sq. Ft. 2470 | Acres: 1.96 WOODSTOCK VT
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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.
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$689,000 | $216 per sq.ft. | 4 Beds | 3 Baths | Total Sq. Ft. 3190 | Acres: 2.94 WOODSTOCK VT
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Description:Historic Woodstock, Vermont – Spacious Home on Nearly 3 Acres. Welcome to a rare opportunity in the heart of Woodstock, one of Vermont’s most picturesque and sought-after villages. This expansive home offers generous living space with many rooms, providing flexibility for a large household, home offices, guest quarters, or the potential to create multiple apartments (buyer to verify local regulations).Inside, you’ll find two charming fireplaces that add warmth and character, perfect for cozy Vermont evenings. The home’s classic architecture blends timeless appeal with endless possibilities for customization. Set on over 2 acres, the property features a fenced yard ideal for pets, gardening, or outdoor entertaining. A one-car garage adds convenience, while the separate potting shed—complete with electricity and a heater—offers wonderful space for gardening enthusiasts, creative projects, or additional storage. Located just minutes from Woodstock Village, you’ll enjoy easy access to boutique shopping, dining, and the renowned Woodstock Inn & Resort and its spa amenities. Vermont’s natural beauty surrounds you—world-class skiing, hiking, biking, and year-round recreation make this an exceptional place to unwind, recharge, and truly enjoy life. A unique property with space, charm, and opportunity in historic Woodstock.
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Price Change! reduced by $30,000 down 4% on March 2nd 2026
$695,000 | $194 per sq.ft. | 4 Beds | 3 Baths | Total Sq. Ft. 3584 | Acres: 5.1 Waterfront Owned WOODSTOCK VT
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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.
- Under Contract
$725,000 | $239 per sq.ft. | 5 Beds | 3 Baths | Total Sq. Ft. 3028 | Acres: 1.18 WOODSTOCK VT
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Description:Charming property located just minutes from historic Woodstock Green. The main house first floor features 3 bedrooms/ 1bath with formal dining room, living room and kitchen on first level anchored by an expansive deck for entertaining or enjoying the afternoon sun. Handsome hardwood floors throughout, stainless appliances in the kitchen accented with granite countertops. The lower level is walk out and includes a very large family room with a 3/4 bathroom and 4th bedroom. Bonus!- there is a wonderful apt located on the ground level for easy access. This apt features a one bedroom, 1bath with living room , dining and kitchen along with its own washer and dryer. It is completely independent from the main house except for water and sewer. Lower level is a 2 bay garage. This apt has been used for both long term and short term rentals with very good rental history. This property is in wonderful condition and close to all of towns amenities including restaurants, shopping, skiing, championship golf and fly fishing. The back of property is abutted by conservation land, located on a dead end road for lots of privacy. Come take a look!
- Under Contract
Price Change! reduced by $168,000 down 21% on October 30th 2025
$817,000 | $296 per sq.ft. | 3 Beds | 2 Baths | Total Sq. Ft. 2760 | Acres: 10.1 WOODSTOCK VT
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Description:This is a rare opportunity to own 10.1 acres of land in a coveted area of Woodstock that includes a 1988 Frizzell Builders house and a detached oversized garage with a second floor for storage . The property was part of the King Farm which is now in Vt. Land Trust as conserved land , until it was split off in the late 1980's when the Colby family came into ownership and built the existing house .The dwelling has a wrap around deck overlooking the meadows and pond with views to the south. Antique stone walls are reminiscent of days gone by .If privacy but convenience to Woodstock village is your goal you need not look further. Some of the features include hardwood floors , open floorplan that includes dining and living room , large downstairs game room. Easy access to Killington, Okemo Mountain and of course Woodstock's own Saskadena Six for Skiing . Golf, tennis . biking and fishing are just a few of the many outdoor activities in the area . Pentangle Arts provides music and theater throughout the year. Woodstock was named the prettiest small town in America . Come make it your home in this amazing property. Call today for an appointment.
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Price Change! reduced by $94,000 down 11% on February 6th 2026
$825,000 | $212 per sq.ft. | 5 Beds | 5 Baths | Total Sq. Ft. 3886 | Acres: 2.36 WOODSTOCK VT
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Description:NEW PRICE! This lovely,expanded Cape sits just a half mile from Woodstock Village's East End.Surrounded by rolling green fields and wooded hillsides-this home offers a beautiful country setting less than a mile to village shopping, schools, dining and recreation. Updated with modern finishes to enhance accessibility and one level living-while maintaining the warm, country charm. First floor features a kitchen with granite countertops, island with seating & storage, double pantry and all new appliances; dining room with fireplace, an all season sun room w/gas fireplace and deck access, a wonderful new laundry room with half bath, lovely primary bedroom and bath with soaking tub, tiled zero step shower(roll-in), & double sinks, & living room w/fireplace. Lots of light and warm wood floors throughout. Two bedrooms with sitting areas and lots of storage and full bath upstairs. The connected 2 bedroom apartment lends flexibility-it can be used as additional living space, overflow for guests or for extra income as a rental. Full kitchen,first floor bedroom and bath,second floor bedroom & storage loft and one car garage with second driveway, private entrance, deck and laundry.The back of the property slopes down to a babbling brook and then up to meet direct trail access to Mount Peg.Expansive deck,generator,attached two car garage & partially finished walk out basement with tons of storage, a recreation room or office and powder room too. So many possibilities! Easy to show and move-in ready!
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$845,000 | $1,408 per sq.ft. | 2 Beds | 1 Baths | Total Sq. Ft. 600 | Acres: 6.07 WOODSTOCK VT
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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.
802-295-1355
The Clerkin Agency, P.C.
565 Maple Street, White River Junction, VT. 05001
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Data last updated March 6th, 2026
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