MLS Number 4934539

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

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 4955863

• Residential Single Family
• Village Ludlow
• Construction Existing
• Bedrooms 5
• Bathroom 2

Welcome home to this breathtaking 127-acre estate nestled at the foot of Okemo Mountain, just two minutes from downtown Ludlow. This extraordinary property encompasses sprawling meadows, enchanting forests, a network of scenic trails & panoramic views that will leave you in awe. Meticulously maintained, this generational farm sets the standard for perfection. The centerpiece of this remarkable estate is a beautifully renovated 4-bedroom, farmhouse. As you step onto the expansive stone patio, you'll be greeted by inspiring views in every direction, making it an ideal space for outdoor entertaining. Enter the oversized mudroom complete with laundry and custom storage designed to accommodate an abundance of gear. Inside the antique farmhouse, you'll find natural wood accents throughout, exposed natural beams, and tin ceiling, adding to its timeless charm and character. This well-appointed home can serve as your primary residence, a guest house, or sold to make way for your dream home on the surrounding acreage. The possibilities are endless. This exceptional parcel of land is one of the last remaining undeveloped properties in the area. It represents the ultimate playground for outdoor enthusiasts, unmatched in its offerings and natural beauty. Words alone cannot convey the possibilities and the sheer beauty of this unique parcel-this is a property that must be seen in person to fully appreciate its magnificence.

Listed by Frank Provance of Diamond Realty

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 4923048

• Residential Single Family
• Construction Existing
• Bedrooms 5
• Bathroom 6
• Square Feet 6,799

Old Fitch Farm is one of New England's most extraordinary estates. This remarkable residence is sited graciously on a plateau with 1200' of frontage on the Ottauquechee River, and views to Mt Tom and Woodstock Village. The impeccably restored five-bedroom, six BA main residence, four-bedroom, 2 BA guest cottage and impressive three-story horse barn reflect Federal and Greek revival influences of architect Asher Benjamin. The stately foyer in the main residence is centered by a splendid 3-story mahogany staircase, a true testament to the tradition of quality and fine craftsmanship of the era. The formal common rooms on the main level are spacious, elegant and impeccably appointed. The kitchen is spectacular with Italian tumbled marble floors, custom Dutchmade cabinetry, exceptional appliances, and Butler's pantry with custom quartersawn-oak cabinetry. The Grand Primary Suite commands the second floor with a newly added, discreet elevator, his and hers dressing rooms, impeccably appointed bathrooms, and an office. The second level is further completed by two luxurious guest suites. The third level offers two additional guest rooms with a shared bathroom. Central AC, attached, heated three car garage. There is a spectacular hilltop riding ring with bridle paths lacing through the property. A short stroll to the shops, restaurants and galleries of Woodstock Village. Fifteen minutes to skiing. Two hours, fifteen minutes to Boston. Four and a half hours to NYC.

Listed by Danny Kogut and Laird Bradley of Williamson Group Sothebys Intl. Realty

MLS Number 4945895

• Residential Single Family
• Construction Existing
• Bedrooms 6
• Bathroom 7
• Square Feet 6,500

This private setting on 40 acres is nothing short of EXTRAORDINARY! An iconic Stratton Mountain estate with a newly expanded and renovated grand lodge, a guest house - each with unrivaled views of the Stratton Mountain trails. The upscale addition & renovation of this Pearl Buck property is just minutes to the StrattonMountain Base Lodge. With commanding southerly views of Stratton Mountain and surrounding ridge lines with sunset views to the west, this dramatic 4 bedroom/ 4.5 bath lodge is without comparison and the last rare parcel of this size near the resort with a world of privacy and tranquility. Three stone fireplaces, large beams, walls of glass and VIEWS, VIEWS, VIEWS. Additional 2BR/2BA Guest House, garage, pond and tennis court. Patios, Stonework, outdoor spaces.enhance the stunning location.Additional building sites available. Situated in the heart of everything the region has to offer throughout the seasons. World Class professional theater at Weston and Dorset, the Manchester Music Festival, The Dorset Summer Equestrian Festival. Hiking, biking, kayaking, shopping and dining. Fall foliage, first tacks on powder days and the glorious Green Mountain Summers beckon. This one of a kind property has the essence of a true mountain lodge, set into its surroundings with a tranquil and peaceful vantage point. Adventure is at your doorstep.Additional parcels available. Make plans to visit this newly expanded and renovated property. You'll be enthralled!

Listed by Kim Morgan-Wohler of Wohler Realty Group

MLS Number 4951694

• Residential Single Family
• Bathroom 5
• Square Feet 6,403
• Bedrooms 4
• Construction Existing

Designed by AIA award-winning architect Lewis Davis, of the New York firm Davis Brody Bond in 1976, 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 in Vermont's green hills. Davis firmly believed in the power of architecture to enrich people's lives, and that ethos is evident in every aspect of this magnificent property. A drive wends its way through rolling meadows with stunning views to provide a sense of sanctuary, only 2.5 miles from Woodstock village. One of the standout features of High Birch is the abundance of natural light that floods in through the tall windows, illuminating the interior and framing breathtaking views of the surrounding mountains. The split-level design creates intimate spaces perfect for reading, reflection, or simply taking in nature. During winter, the entire family can gather around the fireplace, while the stone terrace becomes the perfect venue for outdoor entertaining during summer. Recent renovations by Studio Nexus added a contemporary touch to the kitchen, living room, bathrooms, and offices while still preserving the essence of Lewis Davis' original intent. The kitchen was designed by Deane. The home comes fully furnished, ready for you to move in and make it your own. There is a two car attached garage, storage barn and high speed internet. It is 6 miles to Saskadena and 34 miles to Killington for skiing. SHOWINGS BEGIN MAY 12

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

MLS Number 4927913

• Residential Single Family
• Construction New Construction
• Bedrooms 5
• Square Feet 7,000
• Bathroom 5

Now with 25 acres! A unique opportunity to get into a spectacular newly built timberframe home almost complete, with a builder on board ready to finish. The hard work has been done! Come into this home and either use the fixtures and finishes already bought and paid for, or pick your own, and be moved in within 4 months according to the builder. This sits on a 5 acre parcel with stunning ski trail views and direct Haystack golf course access, just down from the Hermitage Club, and 3 miles from Mt Snow. The Mountain Ridge community is newly developed and this is the first opportunity to enter this new prestigious location. The home itself features utter privacy with a great buffer of trees, planned stone patio, large rear deck to take in the scenery, and breathtaking stone walls and planned landscaping. Inside you are treated to a gorgeous open concept floor plan with vaulted great room, exposed post and beam joinery throughout with a Davis Frame custom timber frame kit, a floor to ceiling stone fireplace, gorgeous kitchen dining area with great light, main floor primary suite, main floor mudroom, guest suite and/or office space, dual upstairs suites, a large loft den, lower level theater space, family room, bunk room with attached bath, and spacious bunk room or guest suite over the attached oversized 2 car garage, with large doors and rear door for toys and snowmobiles. No expense has been spared in this construction and now you can come in for the fun part.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

MLS Number 4901528

• Residential Single Family
• Bedrooms 4
• Construction New Construction
• Bathroom 4
• Square Feet 4,000

Sunset Ridge, situated on 20+ acres with one of the most picturesque settings in our valley, with spectacular sunsets and mountain views. A custom Farmhouse built by The Wadsworth Company in 2017 with attached heated three car garage and detached two level timber framed barn with under ground tunnel connecting to the lower level of the home. Step directly from the garage into the spacious mudroom with antique brick floors and cubbies for everyone to keep their gear organized. Gourmet kitchen with Wolf stove and oversized island provides a great space for making warm waffles on a snowy weekend in Vermont. Wide plank, brushed oak floors and hand hewn beams in the ceilings give the home a mountain rustic feel but retaining the charm of the classic farmhouse. Warm up in front of the stone fireplace or retreat to the office/study for a great work - from- home space. Master bedroom and bath captures the magnificent mountain views. Two additional bedrooms are located on the second level. The finished lower level is a great space to escape and features the custom bunk room. Laundry is located on both the second level and full service laundry room on the basement level. Take your entertaining outside to the screened in porch with built in pizza oven and grilling station. The stone patio with fire-pit is enhanced with outdoor speakers and the best spot to capture the setting sun and the fireflies once the dark skies set in.

Listed by Betsy Wadsworth of Four Seasons Sotheby's Int'l Realty

MLS Number 4932341

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

MLS Number 4937127

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

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, tennis court and smokehouse, 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: its 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. No showings November 24-26

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

MLS Number 4955179

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

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

MLS Number 4917068

• Residential Single Family
• Construction Existing
• Bedrooms 8
• Bathroom 6
• Square Feet 4,186

Magnificent Offering... Quintessential Dorset Farm! 187 pristine acres in the heart of Dorset on coveted Nichols Hill! Mixture of beautifully managed meadows, sugarbush, woods, stream and pond in Current Use and The Vermont Land Trust. Equine or agriculture friendly with access to all lands through myriad of groomed trails. Incredible panoramic views are distant and intimate. Lovely Goodman Brook meanders thru the property and there is a small pond. Two very well appointed homes include the original farmhouse, a newer constructed cape, a large P&B antique barn and outbuilding in a picturesque tranquil setting. A 1850 2026 SF Colonial and a 1980 2160 SF Cape totals 4,186 finished square feet offering 8 bedrooms between the two homes. Understated elegance. Healthy Forestry Plan. Sellers have gone to great lengths to preserve the property and habitat. Vermont Land Trust owns the development rights but there is the ability for one more homestead within the property. Perfect for a family compound or off-set income potential. Forestry and Land Trust Docs available upon request. Superb View Setting... Bike Ride to Dorset Village... this is the ultimate offering base toward an amazing Dorset Compound!

Listed by David Shehadi of Josiah Allen Real Estate,Inc.

MLS Number 4911891

• Residential Single Family
• Bedrooms 5
• Square Feet 8,800
• Construction Existing
• Bathroom 7

Stratton Forest Estates - Exquisitely designed home built with only the finest materials where no detail or amenity has been overlooked. Located on 18 private acres and bordered by thousands of acres of the Somerset Wilderness area this magnificent home boasts views of the North face of Mt Snow to distant ridgelines and the forest below. The interior of this home entails a large mudroom and another grand foyer with custom stone floors, open concept vaulted great room with soaring ceilings, natural woodwork, floor to ceiling stone fireplace, expansive chef's kitchen with large breakfast island, Wolf stove, custom cabinetry, cozy den with fireplace, dining room, and open upstairs balcony/cat walk overlooking the great room. The master suite has a fireplace and sitting room, private deck with gorgeous views and an incredible bathroom. Laundry rooms are located on the main level as well as the lower level. There is a caretakers 1 bedroom 1 bath suite with fully equipped kitchen. The lower level features an entertaining wet bar, family room, game room, hot tub room, sauna, home theater, climate controlled wine cellar, lower level laundry, and bunk suite with sitting room and fireplace. Completing this home is a massive garage that can accommodate up to 3 cars and a couple toys whether its four-wheeler, snowmobiles or both! All of this is only a short distance to Stratton or Mt Snow. Outside there is a large pond and paved driveway.

Listed by Richard Caplan of Deerfield Valley Real Estate

MLS Number 4949295

• Residential Single Family
• Construction Existing
• Bedrooms 6
• Bathroom 7
• Square Feet 9,352

Extraordinary opportunity to own one of the 'finest homes in the Upper Valley' formerly known as 'Gilnocky Farm' located in Windsor, the 'Birthplace of Vermont' is private yet convenient to I-91. This home built in 1810 has a wonderfully understated Federal exterior; the interior which was later renovated in the Georgian Revival style, offers 9352 sq ft of living space. Character abounds in large rooms, accented by beautiful 'wavy glass' windows complete with Indian shutters & 'pumpkin pine' floors original to the house. The subtle detail of fine craftsmanship is evident throughout. 10' ceilings, natural light, a lovely foyer, 6 fireplaces, 6 bedrooms, 7 baths, a south facing porticoed porch overlooks the 217.82 acres offering an in-ground pool, 6 car garage, stables w/ 9 stalls, 3 bay closed equipment shed, tennis court, perennials, lawns & pastures, woods and 4-5 miles of equestrian trails. Property is served by town water & sewer, enrolled in the VT current use program and conserved with Upper Valley Land Trust.

Listed by Dana Waters and Paula Waters of Dark Horse Realty

MLS Number 4953523

• Residential Single Family
• Construction Existing
• Bedrooms 3
• Bathroom 3
• Square Feet 2,329

This classic Yankee Barn home is sited on a plateau protected from the north providing sweeping views over South Woodstock to Mt. Ascutney and beyond. The expansive glass windows and sliding doors open onto wide deck & an adjacent covered porch to enjoy the seasonal fine weather. A handsome multi-purpose horse barn and equipment shed are generously sized for recreational equestrian & farm use with open fields & pastures offering supplemental grazing areas. The open post & beam great room is spacious with gathering spaces framing the field stone fireplace with a secluded study or occasional bedroom adjacent. A private loft and bedrooms are on the upper level. Designed for comfortable country living & to take best advantage of the extraordinary world surrounding you. Flowering trees, shrubs and a luminus birch grove accent the elegant natural landscaping. Located in the heart of horse country.

Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty

MLS Number 4953560

• Residential Single Family
• Bedrooms 8
• Square Feet 5,900
• Bathroom 7
• Construction Existing

This exquisite, private and custom southern Vermont retreat has it all! The main home, a 4,500 sq ft Adirondack style, boasts 5 bedrooms, one of them a primary with cherry hardwood floors, a large en-suite bath and powder room, gas fireplace, and an enclosed porch. An open concept design lends itself to entertaining guests, who, by the way, could stay in the main house or in the approximately 2,500 sq ft 3 bedroom, 2 bath guest house/caretaker's house. Take in the panoramic views from the large deck. Enjoy the brand new hot tub while you're out there! In the great room, cathedral, California cedar ceilings and tall Eagle windows allow for tons of natural light. Kiln dried oak floors, soaring fieldstone fireplace, and high end finishings- NO corners were cut in the design and building process. Bright, spacious lower level with a family room, full bath, guest bedroom and temperature controlled wine cellar! Vast trail runs along the western border of the 155 acre property, as well as your own hiking, and snowshoeing trails. Main house has an attached, heated 2 car garage. Auxiliary house has a 2 bay, 4 car garage. Plenty of room for toys and gear! Easy drive to skiing, shopping, dining, and more! Showings begin May 27th, 2023

Listed by Amy Powling of Skihome Realty

MLS Number 4927884

• Residential Single Family
• Square Feet 3,093
• Construction Existing
• Bathroom 4
• Bedrooms 4

Peacefully relax on your back deck and enjoy the views of Mount Equinox from your own 28 acre oasis privately located off Manchester West Road. This unique property has everything you have been looking for in Vermont. The property features a main residence with air conditioning, 4 bedrooms; one being a first floor suite and a second floor primary with updated bath and walk in closet, a great room, two fireplaces, covered porch and back deck with outdoor grilling area. Property includes an amazing detached 1 bedroom guest suite with multi bay garage space. You can enjoy a network of meticulous trails and manicured grounds, numerous garages and all with the convenience of Manchester Dorset and the Mountains. Snowmobile, hike, ski or ATV right out your back door to the trails. There is a cleared private gazebo area with an oversized fire pit. The expansive yard has a clubhouse, basketball/ pickle ball court, shooting rage and bocce ball court. Acreage also has access off of Three Maple Drive and can be further subdivided to suit the buyers needs in many different ways. Property has m any additional multi bay garages that can fulfill many uses especially for a car enthusiast. A must see-- not often does property with so much to offer and potential come around in Manchester.

Listed by Andy Reed of Four Seasons Sotheby's Int'l Realty

MLS Number 4952307

• Residential Single Family
• Construction Existing
• Bedrooms 5
• Bathroom 6
• Square Feet 3,808

Welcome to Ginseng Hill Farm. If you become the next caretaker of this property you are joining a cast of characters that is truly amazing. One of the owners was a civil war officer who fought at Gettysburg... there was a female Bootlegger and possibly a brothel madam. We have had an internationally renowned medical researcher whose findings are now common household knowledge. The current owner is an amazing visual artist and is responsible for the incredible state of the property today. Built c. 1789, it was a typical 18th-century post and beam Colonial Cape with a massive central chimney with three fireplaces plus a cooking Hearth and beehive oven. Two rooms remain in almost the original condition with hardwood Pine Floors still intact and divided by a Colonial Farmhouse staircase. The original residents would not recognize it today. The current owner has created a stunning great room which includes the kitchen and dining area. The custom kitchen and its abundance of windows with views of the surrounding landscape are sure to impress. Additionally, the property includes a separate barn with a garage, studio apartment & sauna. One also finds an intimate stone chapel that offers a peaceful and meditative space. With 43+/- private acres of unparalleled quality, this property is certainly a rare find. The price of $1.6 million reflects the exceptional nature of the property, and it's definitely worth a viewing for anyone interested in quintessential Vermont real estate.

Listed by Thom Dahlin of Berkley & Veller Greenwood Country