Woodstock VT Properties with Acreage

MLS Number 4969496

• Residential Single Family
• Bedrooms 3
• Construction Existing
• Bathroom 1
• Square Feet 1,034

This charming home is the perfect place to relax and unwind and is less than a mile from the heart of Woodstock with shops and restaurants. Wake up to stunning views of the mountains, then spend your days exploring the nearby hiking trails. In the evenings, enjoy a glass of wine on the deck in the secluded garden. 25 minutes to Dartmouth College 30 minutes to Dartmouth Hitchcock Medical Center 20 minutes to VA hospital 23 minutes to Killington Skyship Base Lodge 6 minutes to the Athletic Club for golf, mountain bike trails, indoor/outdoor tennis and an expansive Nordic ski trail system. Recent upgrades include new electrical and plumbing, a new bathroom, new kitchen with quartz countertops, new appliances including an electric heat pump water heater, spray foam insulation and new windows throughout. The septic will need to be replaced, but all plans and permits are in place and a credit will be issued for the installation cost. Showings by appointment. Seller is a licensed agent.

Listed by Karen DeMas of Four Seasons Sotheby's Int'l Realty

MLS Number 4969169

• Residential Single Family
• Construction Existing
• Bedrooms 4
• Square Feet 4,610
• Bathroom 4

Ideally oriented south and westerly this light-filled contemporary home engages you in the outdoors through expansive windows, decks and screened porch overlooking the spring-fed swimming pond. Designed for gracious country living the eat-in kitchen and generous great room are accented by a fieldstone fireplace and vaulted ceilings. The primary bedroom suite and two guest bedrooms are located on the main living level with a walk-out level offering an additional bedroom with media and exercise areas. A 'bonus room' used as a studio is available for many alternative pursuits. Fifty acres of private woodland and open meadows is laced with trails enabling access to nature year round. A small stable is a resource to take advantage of South Woodstock's network of horse trials and miles of gravel roads. A private retreat within minutes of Woodstock's Village Green or the South Woodstock and the Green Mountain Horse Association. The best of all possible worlds.

Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty

MLS Number 4968402

• Residential Single Family
• Village Woodstock
• Construction Existing
• Bedrooms 6
• Bathroom 4

Amazing opportunity to own a very special property on the market for the first time in over 50 years. Built in 1880, "Rose Hill" was one of the premier homes in the Woodstock Village area. The 6 bedroom 4 bath house sits on just under 4 private acres and is conveniently located less than a mile from the Village Green and the Woodstock Inn and only 1/4 of a mile from the Rec Center. Stone walkways, mature trees and old gardens dot the landscape. The over sized covered brick porch is waiting to reclaim the lovely views to the South. Inside, you are greeted by a large foyer that leads to the grand living room with a magnificent fireplace centering the room. To the left is the dining room which leads to the kitchen, and a window filled den is off to the right. There is a dutch door out to the porch and an eye catching staircase with a wood banister and ornate spindles that takes you upstairs. The 2nd floor is home to 6 bedrooms including a Primary with ensuite bath and a quaint sitting room. In addition to the main house, there is a detached garage with an apartment above and a 1 bedroom cottage set back on the premises. In need of updates and some renovations, this property is looking for the next steward to return the house to its former glory. Ideal as a primary residence, 2nd home getaway, or redevelopment investment. Short drive to the Woodstock CC and Saskadena 6, while Killington and Dartmouth are less than 30 minutes away.

Listed by Dan Noble of Snyder Donegan Real Estate Group

MLS Number 4968234

• Residential Single Family
• Construction Existing
• Bedrooms 4
• Bathroom 5
• Square Feet 5,148

This elegant residence is an Award Winning Lindal Cedar Home. Private sited on the edge of Woodstock Village it is within walking distance of the abutting King Farm and the Woodstock Recreational Center. Constructed of massive laminated beams enabling the home to offer expansive light-filled gathering rooms on three levels. A combination chef's kitchen opens into a solarium for casual entertaining adjacent to classic formal dining area with indoor grill for celebrations and holidays. The gracious foyer opens in to a Great Room with wood burning fireplace and direct access by French Doors onto the south facing patio. The south and westerly common areas are located a discrete distance from 3 main level bedrooms two full bathrooms. An open stairway and loft overlooking the Great Room leads to the primary bedroom suite and a quiet study. The lower walkout with a second wood-burning fireplace and 3/4 bathroom is presently configured as a media and gameroom. Two attached garages provide ample space for 3 vehicles and outdoor recreational equipment. Convenient with a country environment this is a home for all seasons.

Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty

MLS Number 4968227

• Residential Single Family
• Square Feet 4,510
• Bedrooms 5
• Construction Existing
• Bathroom 7

For nearly two centuries the iconic Kedron Valley Farm has served as the gateway to the village of South Woodstock. Prominently sited on a knoll with lovely valley views in every direction, this warm and inviting post and beam home has been fully rejuvenated, honoring the classic period detail. The main house is ideal for entertaining with bright, generous rooms, and cozy spaces. The living room runs front to back, centered by a fireplace with pine surround and exposed beams. The kitchen is well suited with Thermador appliances, quartz counters and custom mahogany cabinetry. The spacious private primary suite features exposed beams, cathedral ceiling, new tandem bathrooms connected by a walk thru shower, plenty of closet space, laundry and AC. There are four additional guest suites, a TV and reading room w fireplace and built-ins, and clever loft spaces with offices. The charming, separate three-bedroom carriage house is perfect for guests, family or as an income producing rental unit. The property is anchored by a spectacular 4-story bank barn with six horse stalls, fenced paddocks and a run-in shed complete with power and water. The grounds are gorgeous with a beautiful brick terrace, level verdant lawns, grand, 175 year old maple trees, established perennial beds, a private swimming pond, apple orchard, and a fenced har-tru surfaced tennis court sited discreetly at the rear of the property. Seven minutes to Woodstock Village Green. Broker interest.

Listed by Danny Kogut of Williamson Group Sothebys Intl. Realty

MLS Number 4967464

• Residential Single Family
• Bedrooms 4
• Bathroom 4
• Construction Existing
• Square Feet 3,350

This property is the quintessential classic Vermont farmhouse featuring the "big house, little house, backhouse, barn" concept. Conveniently located only 1.4 miles from the center of Woodstock village the home is surrounded by lovely gardens the Happy Valley brook and open meadows. The magnificent post and beam barn's upper level serves as parking space for multiple cars and abundant storage. The lower level has several stalls for animals that lead out to a paddock. The house has recently been completely renovated while retaining the lovely antique features . The rooms are filled with natural light and there is access to outdoor spaces throughout . The window from the fabulous "cook's kitchen" looks out to the open meadows beyond. The stone fireplace in the large family room is perfect for cozy fires on snowy winter days with amazing views from the French doors that open to a spacious deck perfect for entertaining. Living room with cathedral beamed ceiling and fireplace leads to a covered porch surrounded by perennial gardens. The bedroom floor plan provides privacy for multiple people. Close by is the Woodstock Inn Sports Center and Golf Club. Skiing at Killington and Woodstock's own Saskadena Six are minutes away . Two and half hours to Boston and 5 hours to NYC.

Listed by Carol Wood of Williamson Group Sothebys Intl. Realty

MLS Number 4966761

• Residential Single Family
• Bedrooms 3
• Square Feet 6,443
• Construction Existing
• Bathroom 4

Serene, private, contemporary: Sited on a ridge above South Woodstock village, the 54 acre property offers complete seclusion in an elegant setting with an extensive network of trails. The three bedroom main dwelling is sleek and elegant, with an open floor plan crafted to take in the beauty of the site with abundant use of organic material designed to integrate the design with the surrounding Vermont countryside. The two bedroom guest cottage has its own garage and entrance off of Ebbin Lockwood Way. The 6,048 s/f main house and 1,584 s/f guest cottage were designed by architect, Michael Weinberger. The property was recently renovated: main house was upgraded and many new system improvements. From the stone terrace, there are views of a cascading waterfall flowing into a small Koi pond and perennial gardens. On the Northeast side, an outside sitting area takes in views of a long, rolling meadow with a pond and a glimpse of the local hills. The main house includes a detached garage with additional storage space. Less than 1/2 mile from South Woodstock Country Store and Kedron Valley Inn/Ransom Tavern and one mile from Green Mountain Horse Association. 25 min. from Mt. Ascutney mountain biking trails, 38 min. from Killington and 2:23 hrs. from Boston.

Listed by T Story Jenks and Dia Jenks of LandVest,Inc/Woodstock

MLS Number 4966735

• Residential Single Family
• Bedrooms 3
• Square Feet 3,135
• Bathroom 3
• Construction Existing

Located on a lovely country road in South Woodstock this very charming custom built log home enjoys long range mountain views. Enjoy entertaining on the wrap around porch and dining in the year round enclosed sunroom. The well appointed kitchen with sitting area makes cooking a dream . The main level has vaulted ceilings , stone hearth , wood floors and beautiful log beams. There are two bedrooms and a full bath. The upstairs has the principal bedroom , bath and loft study/den. The lower walk out level can be used for a game room/exercise space. There is tons of storage on that level . The oversize garage leads into a spacious mudroom with laundry and pantry .The location makes access to skiing at Killington , Six and Okemo only a short drive away . Green Mt. Horse Association is less than 10 minutes away as well as the historic town of Woodstock with all of its many amenities . Call for an appointment today.

Listed by Terry Davis and Carol Wood of Williamson Group Sothebys Intl. Realty

MLS Number 4959862

• Residential Single Family
• Construction Existing
• Bedrooms 4
• Bathroom 1
• Square Feet 3,380

A rare opportunity to advance a premier Woodstock estate to its finest possibilities. This circa 1840 four-bedroom antique Farmhouse is sited on 18+ acres of idyllic rolling meadows on the southern end of the coveted Prosper Road. Just a few minutes walk to the Woodstock Farmers Market. A gracious and private tree lined approach gently climbs to a stately home, a gorgeous antique four-story barn, and a smaller barn. Other prominent features include its large windows and how this home takes full advantage of natural light and drawing in the peaceful surrounding Vermont landscape. The exterior siting and interior layout are superb to develop your dream property with excellent options to modernize the kitchen space, customize a primary bathroom, and work with the generously proportioned rooms with 8 foot 6 inch ceilings - remarkable for this period. Many fine details from a stately fireplace, heavy granite porch footings, picture rails, romantic private porch off the primary bedroom, and so much more. You will also appreciate walking to town via Rose Hill or hitting the Mount Tom trailhead just up Prosper Road. This estate homestead has not been available for over 100 years and your thoughtful investment of time and talent will realize your historic Vermont treasure.

Listed by Derek Cosentino and Audrey Micca of Four Seasons Sotheby's Int'l Realty

MLS Number 4954660

• Residential Single Family
• Bathroom 3
• Construction Existing
• Square Feet 2,352
• Bedrooms 4

Delano Birches Farm , built in 1834, has been lovingly cared for by the present owners for 36 years. The approach is down a country lane bordered by stone walls and mature trees. The owners added a bright open family /dining room and large primary bedroom with bath. This classic country home is filled with charm . There are two stone fireplaces as well as original wood floors. The grounds include a lovely year round pond , gardens as well as a brick patio for entertaining. Only minutes from Killington for skiing and historic Woodstock village for shops and restaurants. The area offers sports and entertainment for all seasons .

Listed by Carol Wood of Williamson Group Sothebys Intl. Realty

MLS Number 4953780

• Residential Single Family
• Construction New Construction
• Bedrooms 3
• Bathroom 2
• Square Feet 1,013

A wonderful opportunity for affordable living in the charming community of Woodstock Vermont. Need help with down payment Green Mountain Credit Union has up to $30,000 in deferred loan program for qualified buyers. Home is on site after a long rainy summer ready for the new owner. 2023 Single Wide Mobile home 3 bedrooms 2 bath. Buyers application for Park approval under Documents. Pets are allowed. Home floor plan under doc's also available. 2 bedroom one on each end of the home. Main bedroom with in-suite full bath. Central Livingroom, dining area and Kitchen. Laundry area ready for your washer and dryer. Close to shopping and downtown Woodstock. Easy access to the Woodstock High School.

Listed by Deb Roberts and Jenna Luce of RE/MAX Upper Valley

MLS Number 4951694

• Residential Single Family
• Square Feet 6,403
• Construction Existing
• Bedrooms 5
• Bathroom 5

Designed in 1976 by AIA award-winning architect Lewis Davis, of the New York firm Davis Brody Bond, whose work ranged from modernist skyscrapers to the renovation of the Reading Room at the New York Public Library, High Birch's sleek white design is striking amid Vermont's green hills. Davis believed in the power of architecture to enrich life, and that ethos is evident in every aspect of this property. The drive winds through rolling meadows to elevated views: a serene sanctuary, only 2.5 miles from Woodstock village. The curving design captures the abundance of natural light flooding through the tall windows, illuminating the interior and framing the green of mountains and meadows. The multi-level design sets up intimate spaces for gathering and retreating: reading, reflection, or taking in nature. In winter, everyone can gather around the fireplace. In summer, the stone terrace is the venue for outdoor entertaining. Recent renovations by Studio Nexus brought the kitchen (a Deane design), living room, bathrooms, and offices into the 21st century, while honoring Lewis Davis' intent. The interior designer, Eric Roseff, added his sense of whimsy and delight. Raycroft Meyer Landscape Architects' designs for the outdoor spaces: perennials, a vegetable garden, and berries, complement the home's aesthetic. A pond near the house is a favorite spot for kids and dogs to swim. There is a two car attached garage, storage barn, and high speed internet. Fully furnished, move in ready.

Listed by T Story Jenks and Dia Jenks of LandVest,Inc/Woodstock

MLS Number 4945641

• Residential Single Family
• Construction Existing
• Bedrooms 5
• Bathroom 5
• Square Feet 4,214

10 College Hill is the perfect in-village residence, off the main road yet walk-to-everything. The original, historic residence was designed in 1916 by renowned architect John Russell Pope whose accomplishments include the Jefferson Memorial, and master plans for Dartmouth and Yale. It also enjoys modern additions and updates including a stunning first-level primary bedroom suite designed in 2012 by the respected local architect David Bielman. The front door welcomes guests with a pair of dutch-doors in a center entrance foyer, flanked by a classic dining room and elegant living room (both with fireplaces). The classic butlers pantry leads to the gourmet kitchen and a wonderful, sunny eat-in breakfast area. There are 4 additional BRs upstairs, 2 have ensuite baths plus a 3rd hall bath. There are also powder baths on the first floor and in the lower (basement) area. All BRs have central air. Mechanicals have been updated and well-maintained. 2 other offices on 1st and 2nd floor, and the basement has living space, a workout room, safe room, and ample storage. Beyond the kitchen is a mud-laundry room that leads to the covered (heated) brick walkway from the garage. The 1.05 acre parcel has professionally designed and executed gardens, patios and stone walls including new stone steps that lead up to a second new stone patio that enjoys sweeping vistas across to Mt Tom and the Marsh-Billings-Rockefeller National park.

Listed by John Snyder of Snyder Donegan Real Estate Group

MLS Number 4943673

• Residential Single Family
• Construction Existing
• Bedrooms 4
• Bathroom 7
• Square Feet 8,921

High up in the hills above South Woodstock, Little Baldy Hill Farm is set among rolling meadows with sweeping views of the Green and White Mountains. The 295 acre property offers complete privacy, miles of trails through spectacular classic Vermont landscapes, and a compound with every amenity carefully considered. Inspired by travels through Europe, the house was designed with a romantic, and very comfortable, take on country living. Arched windows and hallways, vaulted ceilings, a rounded tower and a great hall with a massive stone fireplace give context to spaces for gathering with friends and family and cozy nooks for reading. The property embraces its setting: taking in the views and light, with French doors inviting a walk in the courtyard gardens and the stone terrace, a splash in the pool, and quiet puttering in the greenhouse. The main house has four bedrooms en suite with a first floor primary and guest suite. The three-level carriage barn has a one bedroom guest apartment on the top floor. A ramp to the second floor allows for the storage of cars and carriages or makes for a great party barn or studio. Also on this level is a 5 stall stable with wash stall. The lower level houses a heated workshop and plenty of room for toys. The grounds include a tennis court, barn and pond and miles to explore. High speed internet. Surrounded by large landowners and yet close to GMHA and the South Woodstock Country Store. 2.5 hours to Boston. Delayed showings until 2.28.23

Listed by T Story Jenks and Dia Jenks of LandVest,Inc/Woodstock

MLS Number 4937127

• Residential Single Family
• Bedrooms 8
• Construction Existing
• Square Feet 3,748
• Bathroom 5

Sense of place - the Lewis Farm: The classic Vermont farmstead with an iconic big red barn above Green Mountain Horse Association, the Lewis Farm's 130 acres of hayfields and woodlands span the Kedron Valley hillside just outside the village of South Woodstock. The legacy of stewardship by the Lewis family started in 1940: tending the land, restoring the spectacular barn and converting its lower level to well-planned stabling, conserving the most visible 30 acres along the road, and epitomizing the sense of community and engagement that characterizes South Woodstock and GMHA. Along with the 3-bedroom brick farmhouse, riding ring, smokehouse, hilltop cabin, a light-filled 2-bedroom contemporary takes in the views, and a south-facing studio is set into the hillside. The houses and studio invite thoughtful renovation to meet the quality of the site: the woodlands, hayfields, and farm pond, threaded by trails and farm roads to high meadows with valley views. The beauty of the land, authenticity, and character distinguish this generational offering.

Listed by T Story Jenks and Dia Jenks of LandVest,Inc/Woodstock

MLS Number 4935033

• Residential Single Family
• Construction Existing
• Square Feet 2,555
• Bedrooms 5
• Bathroom 5

Exposed beams and wide board wood floors accentuate the classic interior of this 5 bedroom Woodstock home! Pastoral views, large terraced lawns and massive stonewalls define the striking exterior landscape! When you enter through the classic front entrance a memorable first impression is created with the wood floors and exposed beams that are found throughout the main level. To the left is a living room with wood stove and attractive book case. To the right is a ground floor primary bedroom with ensuite bath. The rear of the main level is dedicated to a bright kitchen with classic wood cabinetry and a well complementing dining room area. Up a traditional front stairway are 2 bedrooms on the left side and a bath. On the right is a large bedroom with ensuite bath. When exiting the home from the kitchen a large covered porch leads to an attached oversized 2 car garage with plenty of space for a workbench and sports equipment storage! Separately entered from this covered porch, in a wing connecting the main house to the garage, is a bedroom with bath. The location of this detached 5th bedroom could easily become an office area conveniently nearby to but yet separated from the home. Additionally, a detached barn, with a full cement foundation, provides practical storage underneath and large 30x19 workshop/studio space above. For many years, this archetypical Vermont property was a bed and breakfast. By updating the baths and adding appliances it will become truly a memorable home!

Listed by John Wetmore of William Raveis Woodstock

MLS Number 4934539

• Residential Single Family
• Bathroom 10
• Square Feet 11,470
• Construction Existing
• Bedrooms 7

Star Hill Farm is completely private, hidden on a hillside with pastoral and mountain views in the heart of South Woodstock. From the valley floor to the top of Meetinghouse Hill, you will be inspired by its beauty, a mesmerizing 183.7+/- acre oasis over gorgeous terrain with fields, woodlands, trails, and stone walls. The historic 2-bedroom guest house and party barn are fully restored, and located next to the swimming pond. The main residence, completed in 2010, consists of the center core with porch - for cooking, gathering and entertaining; the owner's quarters with a 2nd floor suite and 2 bedrooms below; the guest wing with 3 first-level bedrooms, second-floor game room and adjacent 8-bed bunk room and a 4-story octagon with wine cellar at the base and flexible multi-use spaces above. All 7 bedrooms are ensuite plus 3 powder rooms. The attached gambrel barn is a professional grade gymnasium with 6-car heated garage underneath. The interior is like a grand lodge in the American West while the exterior with shingles and gambrel barn is traditional New England. The systems and mechanicals are all commercial grade. The finishes and craftsmanship are consistently superb. The atmosphere is relaxed and fun. As a complete fully furnished package, each and every attribute at Star Hill Farm - the location, land, exposure, privacy, views, guest house, barn, pond, residence and gymnasium- is exceptional, creating one of the finest properties in Vermont.

Listed by Christopher Lang of LandVest,Inc/Woodstock

MLS Number 4932341

• Residential Single Family
• Bathroom 2
• Construction Existing
• Square Feet 1,456
• Bedrooms 2

This extraordinary 115 acre property, located in the towns of Woodstock & Hartland, offers the perfect mosaic of qualities that buyers are looking for. The acreage is unencumbered and presents the perfect opportunity for a family estate, future development or equestrian opportunities with grass covered hillsides, trail systems and the GMHA just 3 miles away. The diverse topography of the property with trails throughout has an easily accessible summit offering a unique homesite location with spectacular unobstructed panoramic long range views that can be captured from sunrise to sunset. For the winter sports enthusiast, you have it all right here. The extensive trail systems can be combined for snowmobiles, nordic or alpine skiing. The level of stewardship is evident from the maintenance of the extensive trail systems, existing structures and grounds to the main pond that is deep and well stocked. The structures include a very comfortable two story cottage with long vista views, a large barn/garage, two stall horse barn with run-in and a split rail fenced area. There is also a three sided oversize pole barn currently being used for equipment storage located at the end of one of the trails. The property is accessed off a municipal road via (3) gated entry points. A gazebo at the summit takes in nearly 360 degree long range views providing the idyllic setting for a substantial residence. The properties captivating views and trailed woodlands stand ready to implant your vision.

Listed by Roger Danyew of Diamond Realty