Recent Sales

MLS Number 4957857

• Residential Single Family
• Construction Existing
• Bedrooms 4
• Bathroom 4
• Square Feet 5,972

Living with light and a view. Designed to be a family retreat, the Meadow House in South Woodstock is an Arts and Crafts-inspired Vermont farmhouse on 94 acres. Award winning Boston architect, John MacDonald, used "classic New England details with a level of control that is evocative of a contemporary structure." Clad with cedar shingles, indigenous stone and a copper roof, the three-bedroom house features a unique curved exterior to take full advantage of the light and pastoral view. Curves are embedded in the interior as well in such detailing as the radiused windows and doors and in the form of the stone fireplace. From each room, looking through the large glass windows, are views of stone walls, perennial gardens, a large pond with an island, an apple orchard and a spectacular view of Mt. Ascutney. Built by Housewright Construction in 2008, there is an impeccable attention to fine craftsmanship in the structure, which is a hybrid of a Douglas Fir timber frame and conventional stick framing. The landscape design by Shepard Butler allows for a conscious and unconscious connection to the land, which invites a sense of peace, relaxation and fun. Swim and fish in the pond, or hike up behind the house through the sugar maples to a small cabin with a woodstove. The long range views from the cabin are to the North and a dramatic view of Mt. Ascutney. The maples are tapped in the spring to make maple syrup. 2 bay garage, equipment barn and high speed internet. Showings begin 6.23

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

Listing Sold by Snyder Donegan Real Estate Group

MLS Number 4944367

• Residential Single Family
• Construction New Construction
• Bedrooms 5
• Bathroom 6
• Square Feet 6,048

Here is a rare opportunity to own a brand-new 5-bedroom, 5.5-bath luxury property with ski-on, ski-off access to the Great Eastern trail in Killington Resort. Relax après ski in the 7-person hot tub, the sauna, or by the wood-burning natural stone fireplace in the great room with vaulted 24-foot ceilings with timber beams. Custom woodwork throughout, including solid alder wood interior doors and high ceilings. The commercial kitchen features custom Schuler cabinets, stone countertops, Thermador appliances, a six-burner stove, instant boiling water, wine cooler and a second refrigerator in the pantry. More than 100 recessed lights throughout the home provide ample lighting. Other amenities include a mudroom with built-in boot drying system, water softener, security system, basement bar & billiards room, exterior hot and cold water faucets, a clawfoot tub in the primary bathroom and a heated oversized 2 car garage. Exterior highlights include a lighted driveway, natural landscaping with apple trees and a boulder stone wall. Built for efficiency with Anderson A-Series windows and additional insulation-R-58 in the ceilings and R28 in the walls and a two-zone HVAC system to keep it comfortable year round. 123 Trailside Drive is unique in the market, call for more information or a private showing of this one of a kind slope side retreat. Showings to start April 1, 2023 by appointment.

Listed by Bret Williamson of Killington Valley Real Estate

Listing Sold by Killington Valley Real Estate

MLS Number 4917788

• Residential Single Family
• Construction Existing
• Bedrooms 10
• Bathroom 15
• Square Feet 10,206

A handsome Federal Greek Revival built in 1831 by Joel Eaton, Three Church Street is at the heart of the picturesque village of Woodstock, voted the most beautiful town in America by Conde Nast Traveler. The house is rumored to have been a stop on the Underground Railroad and local lore has it that General Lafayette slept here. The east wing was added in the 1860s and was a recovery home for civil war veterans. Set on just under two acres with 249 feet on the Ottauquechee River, the exquisitely renovated house has maintained its historical integrity while adding modern amenities such as en-suite bedrooms and air conditioning. The two-acre property has been meticulously maintained and is in exceptional, move-in condition. It comes completely furnished and includes an in-law apartment and guest apartment. An expansive porch looks out over a private back lawn that gently slopes down to the river with views of Mt. Tom. The outdoor areas have a sense of space with the added pleasures of perennial gardens, a heated pool and fire pit. Head out the front door and walk to locavore eateries, theatre, the weekly summer farmer's market on the Green, shops and the Marsh-Billings-Rockefeller Historic Park with 20 miles of trails to explore on foot, by horse or snowshoes. A day of skiing at Suicide Six or Killington or gravel bike riding on the scenic dirt roads are all close by. Come home. Breathe. Relax. Rock on the porch. Cozy up by the fire. Shown by appt only with 24 hour notice

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

Listing Sold by LandVest,Inc/Woodstock

MLS Number 4954334

• Residential Single Family
• Construction Existing
• Bedrooms 4
• Bathroom 4
• Square Feet 2,759

Welcome to Grove Hill Farm, a quintessentially Vermont home that is one of the original dwellings in Woodstock! This stunning property has been lovingly stewarded through the ages by several families, and has been upgraded accordingly while maintaining the charm and character of its beginnings. The home has open kitchen/dining with incredible views over a stone patio and across its pond to Killington beyond! The kitchen has been renovated and features a cozy nook where you can enjoy your morning beverage while taking in the view. There is a 1st floor primary ensuite bedroom w/ fireplace, a laundry in the walk-in closet, and new bathroom. The living room is anchored by a large wood-burning fireplace and several seating areas including a bay window capturing the view. Powder room, mud room and den/office complete the 1st floor. Upstairs are 3 light-filled bedrooms with full bath. The surprise is a second "bunk room" area with sitting room and 3/4 bath! The barn can hold 3 vehicles with room to build 2 horse stalls that opens into the fenced pasture. The grounds have extensive perennials and an orchard. The property is in conservation with the VT Land trust, assuring undisturbed views in perpetuity. However, the covenant allows for a second homesite in the event the owner wishes to build a guest house. This property is completely unique in the Woodstock market! Peace and tranquility await, yet just minutes to both the Woodstock green and the quaint hamlet of South Woodstock.

Listed by Susan Hickey of Snyder Donegan Real Estate Group

Listing Sold by Williamson Group Sothebys Intl. Realty

MLS Number 4969205

• Residential Single Family
• Construction Existing
• Bedrooms 5
• Bathroom 6
• Square Feet 5,131

The most stunning property, with superior location and construction, is located on 16.5+/- acres, with a pond, and beautiful views of Okemo. This 5 bedroom 5 1/2 bath timber frame home is a true work of art. Country living at an elevated level. This home is all about flow. The large two-door, four-bay heated garage offers access to the house through a mudroom with a half bath. The custom alder wood front door opens to a spacious front foyer room which leads directly to a bonus room surrounded by windows, and floor to ceiling stone fireplace, and heated floors. This beautiful room also has an indoor Diamond Spa and a pool table. The chef's kitchen has gourmet Wolf/Subzero appliances and a large island with seating and storage. Hang out in the relaxing living room highlighted by a New England brick fireplace. Primary suite on the main level with exquisite slate stone tile work in the large bath. The two bedrooms upstairs in the main house share a bath and loft area. Below grade is a movie room for apre entertainment. The new addition features a large family room with ping pong, a fireplace, and a guest kitchen equipped with wolf appliances. Two additional bedrooms with bathrooms and a loft above round out this wing. Attention to detail and quality of construction will not go unnoticed. The separate Yankee barn offers extra space for hobbies and toys. V.A.S.T. access abuts the property for winter fun. Only 2 minutes to Ludlow. Taxes are based on current town assessment.

Listed by Kevin Barnes of William Raveis Vermont Properties

Listing Sold by William Raveis Vermont Properties

MLS Number 4955179

• Residential Single Family
• Construction Existing
• Bedrooms 3
• Bathroom 3
• Square Feet 4,476

Welcome to Blake Hill! Drive through Putnam State Forest to arrive at this 220+ acre parcel with unparalleled privacy and beautiful mountain vistas. The custom farmhouse was built in 2005, utilizing the hand hewn beams from the property's original 40'x30' barn to fashion the striking two-story great room with grand fireplace, dining area and extraordinary chef's kitchen. Exceptional details include door hardware forged by the local blacksmith, reclaimed brick, imported tiles, and wide pine floors. .Enter through the welcoming foyer or alternatively from the attached 2-car garage and mudroom with adjacent laundry room and walk-in closet. There is a parlor with wood stove, full bath and guest bedroom, also on the main level. The second level features the open barn loft with built-in desk, and continues up to the cozy sitting nook in the cupola.The farmhouse wing incorporates the spacious primary suite, second full bath and lovely guest bedroom. Lower level includes family room, locked storage closet, utility room, and a large partially finished room. There is a charming guest cottage with a commercial kitchen and detached garage. This rare offering boasts five hilltop peaks, walking trails, stonewalls, colorful perennial gardens, berries, fruit trees, and a 20-ft deep swimming pond. Located just 3 miles from the picturesque village of Grafton, close to skiing at Okemo Magic, and Bromley, direct access to VAST, fiber optic internet, back up generator, enrolled in Current Use.

Listed by Debra Staniscia of Four Seasons Sotheby's Int'l Realty

Listing Sold by Four Seasons Sotheby's Int'l Realty

MLS Number 4966586

• Residential Single Family
• Construction Existing
• Bedrooms 4
• Bathroom 3
• Square Feet 4,163

Absolutely incredible location on 5+ acres with fabulous long range views yet only a short 10 min walk to the Woodstock village green. This newer and beautifully maintained timberframe features an open floorplan with a large gourmet kitchen and dining that connects to the vaulted timberframe ceiling great room with woodburning fireplace. A 1st floor primary bedroom suite connects to an office. Heated, attached 2-car garage, opens to large mud-pantry-laundry area and on into the kitchen. Privately situated 1st floor powder bath off foyer. Upstairs are 3 bedrooms with vaulted-timerberframe ceilings and oversized bath. Above the garage is a fully heated and finished private office space that could easily be converted into a separate bedroom (The house is on public water and sewer). Outside the kitchen and living room is a wonderful covered porch with views. Nearby on the property is a separate 2-bay barn-garage with fully-finished and heated workshop area upstairs, which could be converted into an accessory dwelling unit apartment on the property, or kept as-is for storage of all your motorized toys and outdoor recreation items such as bikes, canoes, kayaks. The basement of the main house has a radiant-heated cement floor, high ceilings and could easily be finished into a rec/game/theatre room. Superb and modern mechanicals include radiant heat on all levels of the main house and an automatic whole-house propane backup generator. One-owner house.

Listed by John Snyder of Snyder Donegan Real Estate Group

Listing Sold by Coldwell Banker LIFESTYLES - Hanover

MLS Number 4959778

• Residential Single Family
• Construction Existing
• Bedrooms 5
• Bathroom 4
• Square Feet 6,956

Just outside the quiet village of Dorset and set against the backdrop of the Taconic mountains, this 20+ acre property reflects the pursuit of a slow, intentional existence with a connection between the living space and the outdoors. Charles Sawyer, the architect, drew from an Adirondack stylebook, integrating Douglas fir and native stone to create a sophisticated 5 bedroom dwelling. Sited at the water's edge of a large pond; the design takes in the views from the Great Room's expansive windows, from the spacious screened-in porch and from the first floor primary bedroom. Outside the upper stone terrace provides a lovely setting for summer suppers and the lower stone terrace, a hub for pond activities. The pond, generously fed by a well and spring, is stocked with trout, and is big enough for a paddle in a canoe and refreshing daily swims. A path runs along the Mettawee River on the NE border, another loops around the pond and there are adjoining trails to explore including into the village. Gather friends and family for a spirited game of hockey on the pond or snowshoe on the trails. Everyone can warm up beside a crackling fire in the stone fireplace in the Great Room, a perfect setting to reflect on the day's adventures. In addition to perennials, there's an edible landscape of asparagus, blueberries, apples and pears. Rounding out this slice of heaven is a greenhouse, sauna, rec room, office, gym, 2 bay garage and barn. High speed internet. Delayed Showings until 07.07.23.

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

Listing Sold by New England Landmark Realty LTD

MLS Number 4834579

• Commercial
• Seller Office Name TPW Real Estate
• Selling Agent Name Marek Kovac
• Year Built 1963
• Square Feet 32,066

Turn-key operation or development opportunity, you decide! Large and loyal clientele. Elegant property. Owner home on site. No commute to work. First time offered. PRICED TO SELL! The Paradise Motor Inn is located in Bennington, Vermont. Don't miss this unique opportunity to own one of the finest hospitality establishments in the heart of Southern Vermont. The property is well maintained and offers a variety of added values and experiences: extensive gardens and lawns, tennis courts, pool, and pickle ball. Ski, golf, or hike, all within a few miles from the Inn.

Listed by Marek Kovac and Paul William Carroccio of TPW Real Estate

Listing Sold by TPW Real Estate

MLS Number 4968392

• Residential Single Family
• Construction Existing
• Bedrooms 7
• Bathroom 10
• Square Feet 6,721

Nestled on 23 acres of secluded natural beauty with breathtaking mountain vistas, this custom-crafted estate offers a blend of comfort and leisure. Equestrian enthusiasts will appreciate the horse facilities, including a three-stall barn and a fenced paddock. The barn's versatility allows it to serve as a party space or extra storage as needed. A spacious three-car attached garage complements the property, while a charming stone patio and perennial gardens create an outdoor oasis where relaxation and functionality harmonize. Step indoors, and you'll find a home filled with exquisite features. The kitchen is a culinary masterpiece, the great room boasts a stone fireplace, and the billiard room invites friendly competition. The residence features high ceilings throughout and boasts seven ensuite bedrooms, ensuring maximum comfort and privacy for residents and guests alike. The inviting three-season porch hints at opportunities for entertaining in this private retreat. Conveniently located near Stratton, Bromley, and Magic resorts, this property is a dream for winter sports enthusiasts. It embodies a tranquil mountain lifestyle, seamlessly blending natural beauty with the comforts of upscale living.

Listed by Kevin Moran of Four Seasons Sotheby's Int'l Realty

Listing Sold by Four Seasons Sotheby's Int'l Realty

MLS Number 4902808

• Commercial
• Seller Office Name TPW Real Estate
• Selling Agent Name Kristin Comeau
• Year Built 444
• Square Feet 6,862

The Brook Bound Inn is located 1,000 yards across the street from The Hermitage Club entrance and has operated as an annex to The Hermitage Inn for many years. In 2014 all of the three buildings were taken down to the studs and completely rebuilt them into four-star lodging with fine furnishings, an outdoor pool with waterslide, tennis court, barbecue area, and DIRECT VAST access. This property has served for several years as an important summer- fall amenity to members of the Hermitage Club & local community. There are eight luxury rooms in the main building which include three 2 and 1 bedroom suites with an executive kitchen available for the entire house to use ,as well as 8.5 bathrooms and a formal Dining Room, 5 fireplaces & an inviting living area. The chalet building is a 4 bedroom 2 bath decorated with antique barn board and the cabin is a vintage three-bedroom log cabin interior with all the charm of a Vermont get away. Each of the 3 Buildings has exterior Tesla and EV chargers for guests convenience and each have separate electric meters so seasonal rentals are done with ease. The charm and character as well as the condition and Location of this offering cannot be beat! See also MLS 4903260

Listed by Heidi Zizza of Four Seasons Sotheby's Int'l Realty

Listing Sold by TPW Real Estate

MLS Number 4948039

• Residential Single Family
• Construction Existing
• Bedrooms 3
• Bathroom 3
• Square Feet 3,692

SUNRISE SUNSET A rising sun casts a rosy hue across this beguiling 7+ acre charming farmhouse, creating a feeling of coziness, style and timeless design. Is there anything more peaceful? When a century old farmhouse is lovingly brought back to life, without losing an ounce of its original integrity, that's when you really know you have got something SPECIAL!! This quintessential VERMONT Farmhouse has been completely rebuilt around the original 1787 post and beam structure and hearths. It retains the soul but with modern materials and systems- Every detail was especially curated for this one of a kind home. PERFECTION....The best of both worlds, this home offers both privacy and quick access to all the amenities of Manchester and the mountains. Stunning panoramic views in every direction. Captivating Barn/guest house, It just doesn't get better! Opportunities are like Sunrises, if you wait too long..... you miss them!!

Listed by Sunny Breen of Josiah Allen Real Estate,Inc.

Listing Sold by Josiah Allen Real Estate,Inc.