Properties Near 17 Roundtree Road Winhall, VT

Just an 8-minute drive to Stratton, 83 Benson Fuller Drive sits atop the beautiful Forest Farms neighborhood, offering both serenity and convenience. This meticulously updated home is ready for you to move in and enjoy the best of Vermont living. Nestled on a quiet dirt road, it’s perfect for morning and evening strolls with the dog before or after a day on the slopes. Inside, this spacious mountain retreat offers three en-suite bedrooms, an additional bedroom, and a charming bunk loft that includes a puzzle table with views of the wood-burning river rock fireplace—a cozy spot for both relaxation and fun. The layout provides privacy and flexibility, with a suite on the main floor, another upstairs, and a third accessible from a private staircase off the mudroom. Step outside to experience the ultimate in outdoor relaxation. A wrap-around deck, accessible from the living and dining areas, extends the indoor space into nature. The newly paved driveway ensures easy maintenance, while a backup generator offers peace of mind. The two car heated garage is oversized. A hot tub awaits for soothing soaks under the stars, and the fire pit is perfect for gathering around on crisp Vermont nights. With a Sonos sound system featuring in-wall and exterior speakers, this home is ready for entertaining or peaceful nights in. Whether you’re seeking a vacation getaway or a year-round residence, this home is an exceptional choice for a luxurious, low-maintenance mountain lifestyle.

Designed with the mountain enthusiast in mind, and located just a short walk from the Stratton Resort Village and ski slopes, this three bedroom three bath condominium offers quality and convenience. Private parking, pool, hot tub, sauna and shuttle to the slopes.

Contemporary ski chalet on shuttle route located on a short cul-de-sac in the coveted North Brookwood neighborhood, a stone's throw from the Stratton base lodge. This 4 bedroom, 3 ½ bath home boasts an open plan, walls of windows, and floor-to-ceiling stone fireplace in the Great Room. The pass-through kitchen was fully renovated in 2021 in addition to many other upgrades. Test your skills at pool and foosball in the game room. A 2-room Primary Wing upstairs is your private oasis, with the remaining 3 bedrooms and 2 baths downstairs for family and guests. A large, tiled mudroom and owners’ closet will store your gear after a long day on the slopes. Relax in the outdoor hottub tucked into the private rear patio. 1 car garage. Video included in Listing. Exterior Blink surveillance system. Open House Saturday August 30, 12pm-3pm. Stratton Road maintenance $1472 annually Water/Sewer fees: $257 quarterly. Original Stratton Bond Can Be Reinstated for $5000. Listing Agent is Owner/Seller

They say beauty is only skin deep, but not in the case of this meticulously renovated Slopeside residence, which offers a rare combination of quality, comfort, and location. With more than $500,000 invested, this home delivers far more than surface-level appeal — the kind of work that is not always seen but is most certainly felt. Every system and surface has been thoughtfully addressed. Unlike many Slopeside units that rely on costly electric heat, this property features a new high-efficiency oil heating system with radiant heat and heat pumps and two mini splits ensuring year-round comfort with lower operating costs. The renovation extended well beyond cosmetics, with upgrades including a standing seam roof, full insulation and venting, new siding and exterior trim, all new sheetrock, fresh interior paint, new doors and windows. Custom built-ins and redesigned stairways enhance both character and functionality, while the addition of an upper bedroom, full bathroom, and loft expanded the living space for added versatility. With ski-in/ski-out access and a short walk to Stratton’s Village, this is a turnkey mountain property is unlike any other. A detailed list of improvements is available for download under Documents.

Rare opportunity to own an exceptional ski-in/ski-out Slopeside unit at Stratton. This newly renovated 3-bedroom plus loft, 3.5-bathroom townhome offers spacious accommodations in a prime location that is both private and highly convenient. The expanded kitchen features elegant stone countertops and stainless steel appliances, perfect for both everyday meals and entertaining. The wood-burning fireplace and soaring ceilings provide the charm of a traditional mountain ski home, while the comprehensive recent updates ensure you have all the modern amenities. Step outside to the brand-new deck, complete with a recessed hot tub, offering the perfect spot to unwind and enjoy the serenity of the mountains. With the added comfort of mini-split AC (pro tip: you’ll want AC in the summer in Vermont), this home is ideal for year-round enjoyment. Whether you’re hitting the slopes in winter, practicing your tennis game, or enjoying time on Stratton’s beautiful 27-hole golf course in the summer, this property offers unrivaled access to outdoor activities. Additionally, the in-ground summer pool and hiking trails right outside your door make it easy to enjoy everything Vermont has to offer. More potential is yet to be tapped, as Slopeside is one of the few condos at Stratton that allows owners to expand upwards and outwards. Don’t let this incredible opportunity slip away—make this Slopeside retreat your own.

Rare opportunity to own in the heart of the Stratton Mountain Village! Come home to the Landmark community. Located attached to the iconic "Clocktower" at Stratton, Vermont. This homes boasts three spacious bedrooms and two full bathrooms with amazing mountain views and southern exposure. Enjoy the cozy gas burning fireplace after a hard day skiing or riding. Landmark provides ski lockers, an owners lounge with a beautiful pool table, foosball table and large screen television with ample seating. This home features convenient parking spaces and all the amenities of home including new stainless steel appliances and plenty of sleeping for kids or a second family. Home has great rental history as well.

Mountain paradise awaits in this magnificent 5,000 sq ft Winhall retreat! Perched on a private acre with breathtaking, panoramic mountain views, this 4-bedroom, 3.5-bath home is an entertainer's dream and a serene escape. Step inside to discover a grand living room, a cozy family room, and a luxurious primary ensuite bedroom, each featuring a crackling wood-burning fireplace, perfect for chilly evenings. Cathedral ceilings soar, enhancing the spacious feel. The primary suite is a true sanctuary, boasting a spa-like bathroom with double sinks, a jetted tub, a separate shower, and an expansive walk-in closet. Enjoy private balconies directly from your bedroom, offering stunning vistas and a tranquil spot for morning coffee or evening stargazing. Beyond the living areas, this home offers an array of desirable amenities including a stylish bar, ideal for gatherings, and a dedicated exercise room to maintain your wellness routine. Strategically located, this property offers unparalleled access to outdoor adventures. Just minutes from Stratton Resort, you'll enjoy world-class skiing in winter and championship golf in the warmer months. Experience the best of Vermont living with a perfect blend of luxury, comfort, and convenience. Your Winhall dream home awaits!

Fox Chapel luxury townhome at Stratton. This four bedroom, four bathroom home is offered with the ability to skip the wait list at the Stratton Mountain Club. Renovated bathrooms and air conditioning make this the year round place to be. Prime location next to the ‘Chapel of the Snows’ and the Commons, walk to the Stratton village for ski access, dining, shopping, and resort amenities. Watch the fireworks from your front deck, in your pajamas! Main floor is made up of a functional mudroom entry, powder room, kitchen open to dining, and a living room with vaulted ceiling. Wood burning fireplace is the focus of this floor, and is one of two fireplaces. The primary suite is a private escape on the upper floor. Three additional bedrooms, one en-suite, and the other two share a hallway bathroom. These two bathrooms were completely renovated in 2024. This turnkey property trades furnished, with Stratton sports center bond current for access to indoor pool, gym, fitness classes, indoor and outdoor tennis, and pickleball.

Nestled at the end of a quiet road in the highly sought-after Strattonwald community, 73 Cranberry Hill Road is the quintessential European-style ski house, offering the perfect Vermont retreat. This impeccably upgraded home has never been rented and is turn-key, ready for immediate enjoyment. It combines timeless charm with modern conveniences, featuring air conditioning for year-round comfort. Just minutes from Stratton Mountain, with winter weekend shuttle service right from your doorstep, this property ensures effortless access to all your outdoor adventures. Inside, you'll be greeted by a spacious living room with a striking fireplace, ideal for cozying up after a day on the slopes. The large primary suite offers a private sanctuary, and the inviting 3-season porch lets you savor the beauty of each season. Strattonwald residents also enjoy exclusive private beach and pond access, as well as tennis and pickelball courts in the summer. With Bromley and Magic Mountains nearby and the shops and restaurants of Manchester just a short drive away, this home is perfectly located for all your mountain and recreational pursuits. Experience the charm, comfort, and convenience of 73 Cranberry Hill Road—where every season offers a new story.