- Woodstock VT Homes $0 to $30000000
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Price Change! reduced by $5,000 down 7% on May 1st 2026
$75,000 | $74 per sq.ft. | 3 Beds | 2 Baths | Total Sq. Ft. 1008 | Acres: 0 WOODSTOCK VT
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Description:Seller is offering $10,000 towards closing costs and prepaids! Start your Vermont dream with this affordable 3-bedroom, 2-bath mobile home just minutes from downtown Woodstock, VT. Located in a quiet, private community with stunning mountain views and direct river frontage on the Ottauquechee, this home is a rare opportunity to enjoy scenic living at a budget-friendly price. Perfect as a first home, vacation getaway, or investment, this property is also located close to major ski areas, making it ideal for outdoor enthusiasts. With a lovely level lot for the kids to play and wooden ramp addition for single level living this mobile home has it all. This mobile home is in a park and there is a monthly rent of $521 which includes trash removal, water and wastewater and plowing of the road (not driveway). The park is managed by the Vermont Housing Authority and an application is to be approved before purchase. Delayed showings until June 8th for a repair that needs to be made.
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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:Classic Vermont farmhouse just minutes from the heart of Woodstock. This charming 4 bedroom , 2 bath home offers the character of a traditional New England property with comfortable , move in ready living spaces. The home features a bright eat-in kitchen, spacious dining room, and a welcoming living room with a wood-burning fireplace--perfect for cozy Vermont evenings. Freshly painted interiors and updated flooring provide a clean , inviting feel while preserving the home's classic farmhouse charm. An attached barn/ garage offers excellent storage and flexible space for outdoor gear , a workshop, or hobby area--ideal for those who enjoy Vermont's year-round outdoor lifestyle. Located just a short drive to the Village Green in Woodstock, the property also provides convenient access to hiking, biking, and skiing at nearby Killington Resort. Whether you are seeking a full time residence or a Vermont getaway , this property offers an excellent opportunity to enjoy one of Vermont's most desirable areas at an attractive price point. Call today for a private viewing.
- New Listing!
$399,000 | $744 per sq.ft. | 1 Beds | 1 Baths | Total Sq. Ft. 536 | Acres: 11.58 WOODSTOCK VT
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Description:Tucked away on 11.58 private acres in the heart of South Woodstock, this peaceful Vermont retreat offers simplicity, seclusion, and endless potential. Located along scenic Long Hill Road — surrounded by rolling countryside, woodland trails, and some of the area’s most distinguished estates — the property features a cozy 1-bedroom, 1-bath home with an open, efficient layout designed for quiet country living. Whether envisioned as a weekend escape, hunting camp, minimalist homestead, or future building site, the land is the true centerpiece. Mature woods, natural clearings, and serene surroundings create a setting that feels worlds away while remaining just minutes from the villages of South Woodstock and Woodstock. The area is known for its equestrian estates, scenic drives, hiking, and classic Vermont charm. The existing residence offers approximately 536 square feet of living space and sits privately on a gently sloping parcel with ample room to expand, garden, recreate, or build anew. A rare opportunity to own acreage in one of Vermont’s most sought-after rural settings.
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$527,000 | $289 per sq.ft. | 4 Beds | 3 Baths | Total Sq. Ft. 1824 | Acres: 0.42 VILLAGE OF TAFTSVILLE IN TOWN OF WOODSTOCK VT
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Description:Step into a rare offering where timeless New England charm meets contemporary comfort. Originally built in 1846 and thoughtfully reimagined, this exceptional Taftsville, Vermont residence is set along Happy Valley Brook, creating a private sanctuary defined by peace, beauty, and understated elegance. Historic character is beautifully complemented by carefully curated upgrades, including energy-efficient heat pumps, enhanced electrical systems, basement insulation, and newer windows—ensuring comfort and efficiency in every season. Recent capital improvements, such as updated siding, a newer drilled well, and new oil and propane tanks, underscore the home’s turnkey reliability, while generator-ready capability provides an added layer of confidence. Enjoy a kitchen built for making memories anchored by a newly installed and sleek granite island perfect for connection and celebration. Outdoors, the revitalized grounds invite both quiet relaxation and effortless entertaining, all framed by the natural splendor of this picturesque village setting. Positioned on coveted Happy Valley Road, the property offers a lifestyle as desirable as the home itself—where morning strolls and evening bike rides become part of your daily rhythm. Just minutes from the boutiques, dining, and charm of Woodstock, as well as convenient access to Interstate 89, this location perfectly balances a charming, village-like setting with accessibility. Imagine summer evenings spent beside the gently flowing stream, gathered around a glowing fire under the stars—an experience that captures the very essence of elevated Vermont living.
- Under Contract
Price Change! reduced by $165,000 down 31% on April 17th 2026
$530,000 | $276 per sq.ft. | 3 Beds | 2 Baths | Total Sq. Ft. 1920 | Acres: 6.88 WOODSTOCK VT
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Description:This tidy, well maintained Mid-Century Ranch home is conveniently located just 1.5 miles from the Village Green. Perched on a sunny knoll with a southern valley view, this well maintained home features open concept kitchen/dining, a large, bright living room, three bedrooms all with oak floors, a walk out basement providing opportunity for guest accommodation, or a hobby/play room. The 2 car garage with ample storage above is connected by a breezeway. 3 mini splits for efficiency and comfort. Backup generator, pellet stove, wood stove. Newer heat pump water heater, new windows. Huge shed barn for storage or workshop.
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Price Change! reduced by $14,000 down 2% on March 26th 2026
$675,000 | $212 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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$695,000 | $304 per sq.ft. | 4 Beds | 2 Baths | Total Sq. Ft. 2288 | Acres: 0.15 Waterfront Shared WOODSTOCK VT
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Description:A rare Woodstock Village opportunity! A Victorian style home located in Woodstock's much desired Maple Street neighborhood! Popular Vail Field recreation area is conveniently nearby! For children in Maple Street's Neighborhood, Woodstock Elementary School is just a short walk away. Currently the residence is configured as home to 2 generations of occupants. A ground floor apartment conveniently accessed from 3 sides of the home comfortably provides accommodation for practical single level living. The main entrance is through a spacious 12'x10' mudroom. A great attribute in Vermont winters! On 1 end of a well thought out floor plan is a generously sized bedroom with a nearby bathroom. Midway in the apartment is a nicely appointed kitchen that then leads to an appealing dining area. Through a door off the dining area several steps lead to a laundry room that conveniently has an exit leading out to the rear of the property. A living room off the dining area completes the attractive apartment. Well placed windows throughout this ground floor provide pleasant views and natural light. A spacious 2nd floor apartment, with 2 levels of living space, is accessed through a private doorway on the front exterior of the residence. A flight of stairs leads up to the primary apartment area consisting of a bedroom, a dining room, a living room, a kitchen and a bath. Off the kitchen is a partially finished laundry area and then stairs leading down to a ground level workshop. Above the primary apartment is a useful 2 room attic area and a potential bath. Although this 2nd floor apartment has been a full time residence, a new owner will certainly choose to renovate some components of the apartment. The landscaped lot has much appeal with space for gardens and for relaxing outside. Residents in this neighborhood can enjoy walking to village amenities of shopping, dining and cultural events. A Victorian style home full of enormous potential! Location, location!
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Price Change! reduced by $55,000 down 8% on June 5th 2026
$695,000 | $304 per sq.ft. | 3 Beds | 2 Baths | Total Sq. Ft. 2285 | Acres: WOODSTOCK VT
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Description:Excellent opportunity for residential or office/commercial space with easy access and high visibility on Rt 4 coming into town, Currently configured as office space downstairs (which previously has been living spacce), combined with a separate two-bedroom apartment (with its own access) upstairs. The 1,335 sf lower level (Unit C) is currently a chiropractor's office space and was previously used as natural food store and barber shop. The 950 sf upstairs two-bedroom apartment (Unit D) has been leased out by the month for approx $2,000 per month, and has two separate bedrooms, a kitchen, sitting area, balcony and full bath. Or you could re-combine the two units into a larger 2,285 sf in-town residence or office space. There are 4 dedicated parking spaces for the two units, plus other parking in the rear that is shared with the other two units (A & B) of this commercial condo complex. This is a great opporunity to own a highly visible, move-in-ready building right on Route 4.
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Price Change! reduced by $30,500 down 4% on June 1st 2026
$718,500 | $433 per sq.ft. | 3 Beds | 2 Baths | Total Sq. Ft. 1660 | Acres: 0.19 WOODSTOCK VT
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Description:Great new price! Nestled in the vibrant heart of Woodstock Village, this beautifully renovated residence offers the ultimate "walk-to-all" lifestyle. Stepping inside, newly installed pine flooring guides you through an inviting main level designed for both daily living and effortless entertaining. The cozy living room anchors the home with its warm gas fireplace, while the spacious dining area flows seamlessly into a stunning, expanded kitchen equipped with sleek quartz countertops, and elegant cabinetry. Upstairs, three comfortable bedrooms provide peaceful retreats, highlighted by a versatile sitting room off the primary bedroom that easily transforms into a private study or playroom. Modern peace of mind is built right in, thanks to a new second-floor bath, new energy efficient propane furnace, upgraded 200 AMP electrical wiring, and many more upgrades. Outside, the classic covered porch serves as your front-row seat to the serene village surroundings. Directly across the street, the open green spaces of Vail Field invite you to enjoy playgrounds, ball fields, pickleball/tennis courts or simply walk the dog. Just a short, picturesque stroll away, the very best of Woodstock awaits—from the historic Woodstock Inn and the iconic Village Green to the local elementary school and an array of charming artisan shops, bakeries, and restaurants. For the athlete, this home puts you in the heart of the premier Vermont cycling communities and world class skiing. Complete with a two-car garage with plenty of room to store your outdoor gear, featuring a customizable, partially finished space above, this move-in-ready gem perfectly blends timeless New England charm with modern sophistication.
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Data last updated June 7th, 2026
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