luxury real estate for sale South Woodstock, United States

A rare opportunity to own an iconic, contemporary condo in the heart of South Woodstock's bucolic horse country. Less than a mile from the Kedron Valley Inn and Ransom Tavern and just six miles from Woodstock village, this extraordinary four-floor, light-filled, open-concept condo has been updated with thoughtful, long-term investments, including roofs and windows. Surrounded by pristine countryside, apple orchards, and a private pond, the four-unit complex enjoys a private yet convenient location. With miles of walking, biking, and snow sport trails just a few steps from your front door, multiple nearby ski resorts, and easy access to community amenities, this property is a convenient and attractive home for both primary and vacation homeowners. Designed by architect Ulrich Franzen in the 1960's, these irreplaceable condos take extraordinary advantage of the pastoral southern and western views. Whether you're relaxing on the porch, resting by the new wood stove, or entertaining guests, this condo gracefully offers its convivial charms to suit your needs.

Gorgeous contemporary, minutes from Woodstock! Spacious, light-filled, and thoroughly charming, this home feels like an escape - a mere 2.5 miles from the heart of Woodstock village and convenient to Hanover, Killington, and the Upper Valley beyond. Long-range views lend an expansive sense of place, and an open, sunny parcel makes this home a joy in every season. A flexible and capacious layout accommodates cozy weekends and more convivial gatherings graciously, and updated, energy-efficient systems, new windows, and solar panels ensure easy-keeping ownership. Enjoyed as a beloved second home and as a reliable part-time rental by thoughtful and devoted stewards, 917 Carlton Hill is a unique and increasingly rare opportunity to participate in the Upper Valley from a coveted Woodstock locale.

Live the Vermont Dream in Woodstock, VT! Experience the charm of Woodstock with its quaint Main Street and enjoy the proximity to Killington Resort, just a short drive away. This exceptional property offers a unique blend of natural beauty and year-round recreational opportunities, perfect for creating lasting memories. Whether you're looking for a family compound or a multi-family investment opportunity, this property offers versatility like no other providing privacy while fostering a sense of togetherness. An ideal setting for gatherings and celebrations of all sizes. The property includes a commercial kitchen, several dining rooms, a tavern, and six ensuite guest rooms. The residence is perfect for a more intimate gathering with an open concept main level and 3 ensuite bedrooms while the motorcoach can be used to generate income and offers a special glamping experience with stunning mountain and water views of its own.

The setting and location of this West Woodstock Townhouse has made this condominium community a perennial favorite for those looking for the ease and convenience of condo ownership in the middle of one of Vermont’s favorite four seasons resort towns. Upgraded and extremely well maintained throughout, the townhouse covers three floors and offers a very flexible layout. The first floor offers a mudroom entry, flexible first floor bedroom/office/den space and an updated 3/4 bathroom. The spacious living room overlooks the kitchen and dining area; beyond the kitchen and dining area is a newly re-built deck with a view of the woods. The primary bedroom has enough room for a sitting area. A second spacious bedroom shares a full bath off the hall. The lower level offers both utility and finished living spaces with an oversized family/rec room, a sizable laundry room, pantry and utility room. Townhouse dues include snow removal, lawn mowing, trash removal, master insurance policy and exterior maintenance/repairs on the building. The property is conveniently located near major ski areas, and is minutes from the Woodstock Farmer’s Market, Woodstock Middle School and the High School and all the amenities that the quaint village of Woodstock has to offer! Dartmouth College, Quechee, VT and the Dartmouth Hitchcock Medical Center are all within 25 minutes. A perfect Vermont vacation getaway or easy living primary home.

This is the perfect Village Location! Charming two-bedroom, 2nd-floor condo unit in a historic brick village home, located within steps of all the conveniences of village living. Handsome hand-hewn beams accent the ceilings complimenting brand new cherry hardwood flooring. Windows fill the rooms with an abundance of sunlight all day long. Newly tiled bathroom, new stainless-steel appliances, renovated kitchen with cabinets and stone counters. Spacious living room accented with handsome brick, wood-burning fireplace perfect for a cold winter day to curl up on the couch with a cup of cocoa. There is an in-unit laundry and a fantastic private deck overlooking the river with views of Mt. Tom. Plenty of storage and a garage. The expansive rolling back yard to be used for entertaining guests, and perennial gardens with steps down to the banks of the Ottauquechee River to dip your toes. Enjoy listening to concerts next door from the privacy of your deck. Easy walk to the town theatre, coffee shops, and entertainment on the town Green. Skiing, hiking, and championship golf are close by. This is a stunning, turn-key, fully furnished property in the heart of Woodstock- making it a rare opportunity- not to be missed!

Beautifully constructed Davis Timber frame home in the desirable Silver Hill region of West Windsor. Spacious, bright rooms connect beautifully to a private outdoor deck and screened porch overlooking a large swimming pond. The generous living room runs front to back anchored by a beautiful stone fireplace with warm golden hardwood floors, and exposed beam structure. The open concept kitchen offers plenty of workspace, and benefits from a closet pantry, and there are several options for dining space. There's a main level office/study which would easily accommodate a primary bedroom option. On the second level, there is a spacious primary bedroom suite, and two additional bedrooms sharing a bathroom. Loft space above for additional accommodation. The lower level is walkout finished space with a huge family room featuring a brick cove with potential to accommodate a woodstove. The oversized two-car garage has a drop staircase (with plenty of storage above) and steps directly into the mudroom. Located on a quiet dirt road, with nearby recreational trails in every direction. Close proximity to Mt Ascutney, Okemo Mountain, and Woodstock, Vermont.

Premier location on the upper side of Fairbanks Turn with convenient access to golfing, skiing, tennis, The Quechee Club, and both Woodstock and Pomfret Town lines, this sun-filled contemporary has so much to offer. The crisp, bright minimalist spaces flow beautifully for entertaining a crowd, or daily living. The living room with sweeping cathedral ceiling is anchored by an elevated wood burning fireplace, and a wall of glass stepping out to a generous deck with a lovely long range mountain view. The open concept dining area offers a second deck, perfect for placing your grill, or a shady spot to relax. The generous main level primary suite has loads of closet space and direct access to the outdoors. There are three bedrooms, a loft bunk/playroom and two full bathrooms on the second level. The ground level mudroom entry communicates directly with the oversized two car garage, and a large bonus family room, laundry, storage, and utility room. AC, High speed Internet, lots of parking.

Lush pastures, beautiful woodlands, and stunning northern views of Moosilauke Mountain are just the beginning of wonders you will find here. This owner has meticulously maintained this property and has dedicated spaces for special gardens with a tremendous amount of unique plants and trees all over the grounds. This property used to be on tour with the Hartland Garden Club! The barn could be used for animals, storage, equipment, or toys! With large picture windows throughout the house, one will enjoy seeing the variety of wildlife pass through. From some parts of the property, you can see Mt. Ascutney too! The sunroom is another peaceful place to enjoy the serenity this property brings. Easy to maintain, with three bedrooms and one full bath. The kitchen has an easy-flow layout, with gorgeous cabinets and fantastic views to see while cooking. The built-ins are a nice touch of beautiful woodwork features that this property has. Plenty of storage space in the basement as well. This house offers a unique feature of an underground fifty-foot shooting range, or you can use it as a root cellar or wine room! Come and check this property out, and you will feel right at home!

Discover a remarkable investment opportunity with 732 Bridgewater Center Road, a property that boasts a successful AirBnB, Southgate Healing, with the potential for additional income-producing spaces. Here is why this property stands out. Proximity Long Trail Brewery a stones throw away, perfect for beer enthusiasts and visitors and hikers. Killington Mountain is just seven minutes to this world-class ski venue, attracting tourists year-round. Four bedrooms and four baths spread across multiple levels, ideal for both primary residence or vacation home. Outdoor space available on one acre of land providing ample space for various outdoor activities. Multiple decks perfect for relaxing in the quiet or enjoying the abundant nature. Nearby conveniences include downtown Woodstock, Vermont only a ten-minute drive, offering shopping, dining, and entertainment options. Scenic Route 100 is just three minutes away, providing picturesque drives and easy access to other attractions. Investment potential with its current success as an AirBnB and the possibility for additional income-producing spaces, 732 Bridgewater Center Road is not just a beautiful property but also a lucrative investment. This property combines charm, location, and potential, making it an ideal choice for investors looking to capitalize on the booming vacation rental market. Do not miss out on this opportunity to own a piece of the thriving Vermont hospitality industry.

Pristine land with views of Ascutney! Build your dream home on this unspoiled parcel in one of Pomfret's most beautifully preserved and scenic locales. Surrounded by large landholdings and conserved farmland, but only ten minutes from Woodstock and with excellent access to Route 4and Quechee, the land comprises historic rock walls, mature hardwoods, a stream, and offers the potential for pastoral and mountain views. Held for decades by one family, this land is an uncommon opportunity. Offered for sale subject to receipt of State and Local subdivision permits.

Looking for an affordable building lot? Come check out this five acre parcel with 400' of road frontage. State of Vermont Land Use Permit in place for a four bedroom home. This parcel is in a country location on a town maintained road. Woodstock Village and Okemo Mountain Resort are within about 20 minutes. Close to Colby Pond and Knapp Pond Wildlife area for more outdoor recreation enjoyment. Stone walls, some mature woodland and a quiet country lifestyle can be yours in Southern Vermont !

Nestled along the scenic outer loop of Baker Turn, this property offers access to an abundance of outdoor adventures, including miles of pristine hiking trails right at your doorstep. Situated just minutes away from the Quechee Club facilities and the summit of the ski hill, convenience meets luxury in this idyllic location. Beyond its unassuming cape-style exterior lies a surprisingly spacious floor plan adorned with delightful features at every turn. The heart of the home, an inviting eat-in kitchen, boasts sleek granite countertops and a convenient propane range. Entertain with ease in the captivating dining and living areas, highlighted by soaring cathedral ceilings that create an airy ambiance. Step outside onto the screened, fir-floored porch and expansive grilling deck, where al fresco dining and relaxation await amidst the tranquility of nature. Retreat to the comfort of the first-floor primary bedroom, complete with a luxurious en suite bath and a generous walk-in closet for added convenience. Upstairs, discover three additional bedrooms, including a vast bunk room. The unfinished basement presents an excellent opportunity for customization, currently configured as a recreational haven and laundry space, awaiting your personal touch to transform it into a tailored retreat. Offered mostly furnished, this property promises a seamless transition into the coveted Quechee lifestyle, where every day is an opportunity to embrace the charm enchanting community.

Embrace Quechee Lakes and the convenience of this rare end unit condo located in the lovely Sugar Hill section of the association. The Sugar Hill complex offers an unrivaled living experience with easy access to top-notch amenities. Situated moments away from the Quechee Club House and pool, close to Quechee Ski Hill and the tennis/pickleball courts, this condo offers both serene lake views and convenient access to recreational activities. The first floor features a spacious bedroom and a full bath, along with a large living and dining room area equipped with a cozy wood-burning fireplace perfect for relaxing after a day on the slopes. Culinary enthusiasts will delight in the gourmet kitchen, which includes ample counter space and numerous cabinetry for storing all your kitchen essentials. The second floor houses the primary bedroom alongside the third bedroom, connected by a practical stylish Jack and Jill full bath. This condo is not just a home; it's a retreat that blends quiet residential living with proximity to leisure and entertainment. Located within driving distance to Woodstock and Killington, Vermont, and I-89, residents can easily explore the rich offerings of the region or enjoy a quick getaway to surrounding areas. The Quechee Lakes community is known for its vibrant social scene and active lifestyle, making it a perfect choice for those who seek a balance of relaxation and adventure.

Nice building lot within Hawk Resort. Some flat areas with potential westerly views. Electric and high speed internet is at street and there is the option to hook into community septic. Nestled in the scenic lakes region, halfway between Killington and Okemo, Hawk offers a prime location for outdoor enthusiasts. Whether you're hitting the slopes, exploring the trails, or simply enjoying the serene beauty of the area, this lot provides the perfect home base for all seasons.

Serena Lodge was inspired by the legendary William Rockefeller estate in the Adirondack Mountains, known as The Point, which the current owners so loved. The 9,000+ square foot home was thoughtfully designed to perfectly capture the inviting look and warm feel of the renowned five-star enclave. The long drive welcomes one to the residence, which rests atop a knoll by a crisp creek with small waterfalls that create constant water music. The Great Room, the heart and soul of the home, features a striking stone fireplace, floor to ceiling windows, two sitting areas, and an accessible kitchen framed by a thick granite counter. Outdoors, a barbecue terrace and stairs lead to the creek. In the east wing, the primary suite offers tranquil privacy with sitting area, fireplace, and balcony. The west wing has four more en-suite bedrooms and a designated family room. An open stairway leads to artist studio, office and sitting area in the loft. The 25 x 38 foot Adirondack Room in the lower level is for games and TV, with convertibles for extra sleeping. There is a bonus room with bath and a wood shop that doubles as a car park. The house is fully air-conditioned, has high speed internet and a generator. A short drive to both Okemo and Killington, the Hawk community is managed by Hawk Services providing all the services one could desire. Living at Serena Lodge can be quiet or social, as active or relaxed as you like. The possibilities are as broad and grand as the majestic home itself.

Double lot at Hawk Resort. Tranquil, private setting that abuts conservation land of the Ninevah Foundation. Tucked away in the picturesque lakes region, halfway between Killington and Okemo, Hawk presents an ideal spot for those who love the outdoors. Whether skiing, hiking, golfing, boating, or just enjoying nearby Vermont towns, this property serves as an excellent hub for year-round adventures.

Welcome to Lakeview Retreat! Nestled on the shores of Echo Lake with stunning views of Okemo Ski Mountain, this exceptional property offers the perfect blend of natural beauty and recreational opportunities. Situated on two acres of land, this estate boasts not one, but two charming houses, making it ideal for hosting guests or having a family compound. Additionally, the small garden plot enhances the charm of this countryside retreat, providing a peaceful sanctuary to unwind from the daily grind and cultivate your own vegetables, adding to the joy of self-sufficiency and connection with nature. With easy access to the town of Ludlow, as well as popular ski destinations like Okemo, Killington and Pico and the Village of Woodstock, you'll have the best of both worlds. The privacy and serenity of lakeside living, coupled with the convenience of nearby amenities and attractions. The lake itself is a haven for outdoor enthusiasts, offering opportunities for paddling, fishing, and even winter ice skating and cross-country skiiing when the temperatures drop. Whether you prefer to relax on the dock with a book in hand or embark on a thrilling adventure on the water, this property has something for everyone. Don't miss your chance to own this one-of-a-kind retreat where every day feels like a vacation. Come experience the magic of Lakeview Retreat, your gateway to year-round enjoyment in the heart of Vermont's stunning landscape.

Escape to your own slice of paradise in the exclusive community of Sonnenberg! This four-bedroom gem is not just a home, it's a ticket to year-round fun and relaxation! Greeted by stunning long-range views of majestic Mt. Washington, you'll feel like you're on top of the world. Inside, soak up the sunshine in the light-filled, open spaces, where every corner is designed for maximum enjoyment. The spacious kitchen addition is a culinary haven, perfect for whipping up gourmet delights or simply enjoying a leisurely breakfast with loved ones. Kick back in the cozy lower walk-out family room, complete with a woodstove to keep you warm and a wine cellar for your collection. The primary suite boasts cathedral ceilings and a fireplace adding an extra touch of grandeur. Step outside onto the fantastic deck and take in the views and the wildlife. The yard is framed with charming stone walls creating your own private oasis. The home is being offered turnkey just show up and start enjoying. With Silver Lake and the Country Store nearby, there's no shortage of outdoor adventures and local charm to explore. You are just a short drive from Woodstock, where you can dine and shop. The area activities include paddling, fishing, hiking, skiing, golf, biking, all with easy access to Killington, Okemo, Sugarbush, and even Hanover the home of Dartmouth, the possibilities for fun are endless!

Welcome to your secluded off-grid retreat! Nestled on over 47 acres, this property offers unparalleled privacy and tranquility. With two bedrooms, a large loft and one bath, it provides the perfect retreat for nature lovers seeking solace. The cabin is powered by a generator and has its own septic system and a drilled well, ensuring convenience without sacrificing the off-grid experience. Located in close proximity the renowned Killington Ski Resort, a plethora of outdoor activities are within reach including skiing, mountain biking, hiking, golfing and lake activities. Your dream of an idyllic off-grid lifestyle starts here.