Woodstock is a legendary town in Hudson Valley town, known for its artistic streak and natural beauty. This perfect blend of culture and nature makes it a hugely desirable place to live. Woodstock real estate offers buyers both the small village experience and a secluded lifestyle - provided by the beautiful surrounding mountains and forests.

Home values in Woodstock tend to be in the higher price point range, due in part to its popularity and famous name; and typically Woodstock homes for sale don't last too long on the local real estate market.

Here are the hottest new Woodstock homes for sale - these won't last long, so book a viewing today! 

241 Upper Byrdcliffe Road

Sort by:

This is a very rare opportunity to own a large Upper Byrdcliffe home in one of Woodstock’s most historic and sought-after areas. This listing offers plenty of space (4/5 bedrooms, 4 full bathrooms, a great room plus additional den) charm, character, and a wonderful location only a mile from Woodstock Village. Originally the art studio and home of Frank Swift Chase, one of the early settlers of the Byrdcliffe Colony and founder of the Woodstock Artists Association, this impeccable classic colonial farmhouse is full of surprises. From the massive great room with beamed high ceilings and windows everywhere, to the cozy living room - each with a Rumford fireplace - one can sense the history and legacy of Woodstock's artistic heritage. A beautiful four-season sunroom with bluestone floor and a first-floor primary suite both spill out to extensive decks leading to the in-ground pool. Back inside, the sunny galley kitchen hosts a breakfast area on one end and additional room on the other end for a dining table, extended pantry or home office (which is how it is currently configured). Meander upstairs to find 3 more bedrooms and 2 more full baths, all just loaded with charm! Nooks, crannies, window seats, and original hardware abound everywhere. It's a short ride or stroll in either direction to Sunfrost or Woodstock Village for food, restaurants, shops, galleries, music and theatre. This life could be all yours!

2728 Glasco Turnpike

Sort by:

This gorgeous home is hidden from sight, yet minutes to Woodstock Village. It's your very own mountain compound with a mid-century 3 bedroom one level house, plus a separate 1 BR guest house all on 12+ magical acres located adjacent to the Byrdcliffe Art Colony. With no neighbors in sight, drive up your newly paved driveway to the top and take in the views and sounds of silence. Enter into an open and airy living space with an updated kitchen, wood floors, stone fireplace and wall of windows out to the bluestone patio, fire pit and gunnite pool. The main house features a primary bedroom with a large walk in closet, and an expansive en suite bath with separate shower and soaking tub on one end. On the opposite end of the open Living/Dining/Kitchen area are two more bedrooms and a full bath, offering adequate privacy between bedrooms. A lovely screened in porch off the kitchen overlooks the pool and seasonal mountain views beyond. The guest cottage is spacious and bright, cute as a button with its very own fireplace and separate bedroom. For those who want a separate work from home space this is ideal- only steps from the main house so the commute is short, but no more working from the kitchen table while others are at home! There are no visible neighbors from this property and yet you are within 5 minutes of Woodstock or Bearsville. This property is bursting with possibilities!

275 Meads Mt. Road

Sort by:

This Woodstock oasis offers privacy, a pool, a guest house and is complete with stunning reservoir and mountain views - all just five minutes from the center of town! This welcoming, luxurious property has it all - pass through the impressive front door into a lovely foyer, beyond which is an incomparable Ashokan vista.  To one side, a sprawling living room with stone fireplace, hardwood floors and radiant heating faces the mountains and reservoir, flooded by natural light.  Step through the glass veranda doors onto the mahogany deck to enjoy the sunset as it glints off the reservoir far below. One of three fireplaces, rising to the ceiling, sets an intimate mood for dining during the colder months, and for the fire-cooking enthusiast provides a European style kitchen fireplace to grill on in the winter months. The primary bedroom features yet another fireplace, built-in bookcases and a Juliet balcony; creating a sanctuary you’ll be reluctant to leave.  An adjacent travertine-clad bath features both shower and soaking tub. Upstairs, a spacious loft office/bedroom with large closets provides guest and/or work space while being able to enjoy the reservoir views, overlooking the well-maintained, landscaped grounds, mature fruit trees and lush lawn. The heated saline pool is privately sited from the house, with handmade cedar fencing, bluestone and mature flowering bushes surrounding this soothing oasis. 

95 Harmati Lane

Sort by:

This very rare 44+ acre Woodstock estate has remarkable views of Cooper Lake and the mountain ranges beyond. Your peace, tranquility and privacy will be guaranteed here, in this sprawling custom built home with a separate three car garage and finished studio space at the end of a scenic private drive. With over 4400 sf, three+ large bedrooms and three and a half baths, there will be room for everyone! The stunning cathedral ceiling great room has a stone fireplace, dramatic wooden beams, and a two-story wall of windows overlooking the view. The oversized custom kitchen features two full sinks, two dishwashers, stainless appliances, granite counters, a breakfast bar and a huge center island. A stone patio is just outside the French doors, perfect for dining overlooking the view. Or venture out to the enormous double-height screened porch with hot tub! One of the most amazing things about this quiet retreat is its location just minutes to the center of Woodstock with its galleries, shops and restaurants, close to skiing and boarding, and the outdoor lifestyle the Catskills are famous for.

131 Ohayo Mountain Road

Sort by:

This stunning Woodstock mid-century built country ranch, complete with guest house, has a wonderful connection to the environment. In the main home, a spacious living room wall of windows captures a view to Overlook Mt. The ranch flows from this living room fireplace area to a dining/lounge open room. Here another triple-paned window brings the garden to you, and in the Spring, an enormous Japanese snowball hydrangea fills the view for the delight of the diners inside. An updated kitchen has a granite-topped island, stainless steel appliances, and opens out to a charming bluestone patio with its' picturesque Gazebo - just right for outside entertaining! This is the home to experience all that we love about Woodstock living. It's just a stone's throw from the village's restaurants, shops and music venues, and yet is privately immersed in the area's natural beauty.

99 Tanis Hollow

Sort by:

This home offers one of the best views in the town of Woodstock, with total panoramic views of the Hudson Valley, Berkshires and beyond. The house was lovingly built by the owner, with Woodstock style and comfort in mind. Calling all artists looking for a grand studio space. Huge oversized garage doors ideal for sculptures and larger art installations. Light and bright lower level with interior/exterior access. The main living area has a big open feel, and beautiful views from most of the windows. The brick fireplace is perfect for the chilly mountain nights. Rustic wood beams and hardwood floors though out. The multi level rooms are perfect for guests, with access to private balcony or deck. The large inground swimming pool is ideal to enjoy all summer - this spot is for those looking to escape the busy world and be totally immersed in nature.
Posted by Dylan Taft on
Email Send a link to post via Email

Leave A Comment

e.g. yourwebsitename.com
Please note that your email address is kept private upon posting.