43 Houses For Sale in Woodstock, NY

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$425,000Est. Payment
2 Beds | 1 Bath | 1,024 Sqft
510 Zena Road, Woodstock, NY 12498
House For Sale

Waterfront Bungalow with Separate Studio in Woodstock. Two bedrooms, eat in kitchen, living room with wood stove and laundry room make up the bungalow. Second floor attic converted to bedroom with built in bed and closets to best utilize the space available. The studio has the best views of the creek with it's own electric heat. The studio also has a sound proof music room, storage and large home office. Last, the 20X20 work shop is currently used to store wood and equipment. Three buildings, on the creek, close to the village of Woodstock, Kingston, Saugerties and the NYS thruway, make this an excellent buy in today's market.

$439,000Est. Payment
1 Bed | 2 Baths | 1,130 Sqft
415 John Joy, Woodstock, NY 12498
House For Sale

Snuggle up next to one of the two roaring cozy fireplaces. You will love this quaint rustic A-Frame home. Tall ceilings with rustic wooden barn beams. Beautiful hardwood floors throughout. The master bedroom is located on the main floor along with a half bath. Large open deck off the master bedroom. Gorgeous unique red claw soaking tub in the master bathroom. This home provides a blank canvas awaiting the next owner to bring their own style. This is a great weekend home or for someone that enjoys simplicity. On a sought-out country road in a central location close to Kingston, Woodstock, or Saugerties. Enjoy the many attractions this area has to offer which include, skiing, hiking, fishing, restaurants, shopping, and much more. Located near the new rail trail which offers stunning mountain and reservoir views. This unique home has so much to offer, and will not last long.

Let's get you that Dream Home!

Barbara O'Hare

(845) 389-7660
$449,000Est. Payment
2 Beds | 2 Baths | 2,241 Sqft
8 Elwyn Lane, Woodstock, NY 12498
House For Sale

WHATS YOUR PLEASURE? Location ,location, location! Check out this very interesting Woodstock village two-story in a PRIME in-town location just a short stroll to ALL of this famous towns shops, galleries, restaurants and vibrant cultural life. Offering over 2200 SF which includes a sweet 1 bedroom accessory apartment for INCOME or extended family use, the main 2 story section is ready to be reimagined and reconfigured based on your lifestyle needs. This section currently features an eat-in size kitchen, open plan living space, brick accent wall and chimney, vaulted ceilings, skylights, 1 large bedroom, 2 full baths and air conditioning. Theres adequate space for bedrooms, den, home office and more depending on your vision. Municipal water and sewer add value and peace of mind. Dont miss this unique property with incredible potential in a fine and superbly walkable location. Check it out today!

$1,188,000Est. Payment
4 Beds | 4 Baths | 2,527 Sqft
23 Wiley Lane, Woodstock, NY 12498
House For Sale

Once upon a time" like todayyou can live in a Storybook home with a charming guest cottage on 4 acres, and less than a mile to Woodstocks Village Green! Drive down a quaint, and artist named, Wiley Lane to reach this idyllic property overlooking lovely stone walls, mature landscaping, open and wooded land, and the neighboring pond. Step into a quieter time (c. 1936) originally built for artist Harvey Emrich and currently occupied by a renowned jazz singer. Always a spot meant to inspire...surrounded the Catskill Mountains, a studio building and shed, and overlooking stone walls and a pond. This peg & beam barn style construction gives every room a cozy charm yet tons of windows make for a bright, airy, open flow. Theres creativity and personality at every turn: note the all-inclusive wet-bar (tucked beside the open living/dining areas), beamed and vaulted ceilings, massive skylights, and warm wood floors throughout. The south facing home encourages streams of sunlight high and low. LR is anchored by a strong stone fireplace flanked by built-in wood shelving. A delightful modern kitchen with honed bluestone counters, stainless appliances also includes fanciful, folksy lit glass display cubbies on either side of the stove, and is large enough to support a huge eat-in dining area. Entertaining is a breeze as the kitchen incorporates a door opening to a large blue stone patio for easy relaxed barbecues, romantic dining al fresco, or late night star gazing. Here's a plus -- a first floor bedroom suite with full bath and reading nook. Please note there is a formal dining area on the main floor, next to the LR, that the owner is using as open space. There's plenty of room for holiday dinners or more traditional dining. Theres also a main floor laundry room just off the living area with an additional 1/2 bath. Upstairs you'll find a tremendous main bedroom suite with vaulted ceilings and enchanting built-in storage. The massive skylight and windows galore

$279,000Est. Payment
3 Beds | 2 Baths | 1,156 Sqft
1840 Glasco Turnpike, Woodstock, NY 12498
House For Sale

This is a great opportunity to live close to town at an affordable price. Situated on an acre of wooded property, this sweet ranch home is in a prime location just a short, scenic drive from Woodstock. Upon entry you are greeted by a sunken living room complete with a romantic river stone fireplace. Off the updated kitchen is a beautiful sunroom overlooking the woods, which serves as a family room, complete with pellet stove. The home is in a great setting with low maintenance property and a U shaped drive way for ease.

$1,195,000Est. Payment
3 Beds | 2 Baths | 1,786 Sqft
11 Shining Path, Woodstock, NY 12401
House For Sale

On the market for the first time is a one-of-a-kind modern, zero carbon home tucked away on a private road in Woodstock. Sited on just over 4 acres, this remarkable three-bedroom property with an in-ground saline pool was custom built by its current owner with a special emphasis toward green building and exceptional energy efficiency. Among its eco-friendly attributes are structural insulated panel construction boasting high R values, geo-thermal HVAC system, Lifebreath indoor air ventilation system, VOC-free interior paints, and concrete flooring throughout that maintains the same temperature year-round. As the hallway rounds the corner toward the open living space, youll appreciate the natural flow between the kitchen, dining, and living rooms. The concrete flooring is complemented with oversized windows and vaulted ceilings, allowing for plenty of light to fill each room. Sliding doors from the dining and living rooms lead to separate outdoor areas overlooking the landscaped grounds on either side. The large center island anchors the kitchen with barstool seating adjacent to the induction cooktop with oversized hood. Granite countertops and built-in range, custom cabinetry, glass backsplash, sub-zero refrigerator, wine refrigerator, and stainless-steel dishwasher are among the many features and conveniences. The bedrooms are strategically placed on opposite ends of the home, separated by the main living area. Each bedroom features custom built-in queen-sized beds and matching wardrobes, with sliding doors leading to their own outdoor space. Although listed as a three-bedroom home, the office could easily transform into a fourth bedroom. The stylish bathrooms feature Kohler tea for two bathtub and Forza stone tile. During the warmer months youll definitely be spending more time outside by the sparkling pool while taking in the colorful perennials and lush gardens. Enjoy breakfast in the screened porch located off the kitchen. Up above, water

$319,800Est. Payment
2 Beds | 1 Bath | 1,250 Sqft
593 Zena Road, Woodstock, NY 12498
House For Sale

Perfectly located, only minutes to the center of Woodstock, sits this charming cottage. The setting here is very peaceful with the Saw Kill River running directly across the street. The home is very authentic with a country kitchen, original beautiful hardwood floors, high ceilings and a gorgeous cherry red woodstove. An open floor plan flows effortlessly through the main level with tons of natural light. A line of north facing Woodstock windows looks out onto a garden full of perennials. There is a large bedroom on the lower level that's totally private and comfortable and a 2nd bedroom on the main level that could double as a work-from-home office. Outside, lush full trees create a zen-like vibe and there is a large deck with a portion of it being screened it. Only minutes to Woodstock, Kingston, Saugerties and less than 2 hours from NYC, this is the perfect getaway home!

$415,000Est. Payment
3 Beds | 1 Bath | 715 Sqft
519 Glenfordwittenberg Road, Woodstock, NY 12409
House For Sale

Woodstock cottage privately perched on a ridge overlooking Yankeetown Pond and the Catskill Mountains beyond. Sit on your covered front porch taking in the views surrounded by 4 bucolic acres. Bordering Pitcairn Preserve this Catskill retreat will always maintain its sense of privacy and seclusion yet minutes to the center of Woodstock. Newly renovated interior with white oak floors throughout, beamed ceilings and original stone chimney with Fisher cast iron Woodstove perfect on winter days. Contemporary kitchen with Quartz countertops, Shaker cabinets and stainless appliances with gas range. Three cozy bedrooms and one bathroom with round penny tile and clawfoot tub giving it the ultimate country feel. Tankless on demand hot water heater and propane heaters throughout. Washer/Dryer hook up in place. Auxiliary structure situated in the woods ready for home office or studio conversion. Great outdoor fire pit area to enjoy Catskill evenings. This property is minutes to Woodstock as well as the Ashokan Rail Trail, Wilson State Park, The Pheonicia Diner and the Woodstock Brewery. Ski areas are 20 minutes away. Centrally located to all the Hudson Valley has to offer but such a lovely retreat you may just want to get your provisions and enjoy.

$595,000Est. Payment
2 Beds | 2 Baths | 1,700 Sqft
2292 Glasco Turnpike, Woodstock, NY 12498
House For Sale

A unique mini compound walking distance to town of Woodstock! Perfect for those buyers who are looking for a work from home situation. Property includes a newly built 1700 sq ft 1 bedroom house, a sweet one bedroom cottage, a cute studio w/ loft and a renovated garage. In 2018 the sellers built a 2-story 26 x 32 building which they used as a kitchen photography studio. This can now be the main home, with 10 ceilings, a sealed concrete floor, and mini-split heating upstairs and down. Main floor is a wide-open space with north and south facing windows, and built-in wooden storage drawers under the stairs. Upstairs there is a bathroom with tiled shower. In summer, trees shield this building from the road, and, if you desire, there is room to put up a fence for added privacy. Current owners lived in the original arts & crafts style cottage. It was architect-renovated to create a 1 bedroom 849 sq ft home. It was originally built in 1924 and was once an art school. It has classic Woodstock windows with all day soft northern light. On a hill, amongst the trees, it is private, without being secluded. It has a bluestone patio and is surrounded in mature birch, pine, and red maple trees. A path leads to a wood-fired pizza oven in the forest. A deer-proof hillside garden is planted with pear, pawpaw, and persimmon trees and edible berry bushes. Driveway is shared with neighbors. This cottage can be a full-time rental. The stand-alone 340 sq ft studio with loft space perfect for a home office or writers retreat or artist studio. With the two dwellings, a studio plus a renovated garage with heat there are endless possibilities! A must see to appreciate all the charm this property has to offer.

$449,000Est. Payment
2 Beds | 2 Baths | 1,874 Sqft
86 Rock City Road, Woodstock, NY 12498
House For Sale

Walk to the village of Woodstock from this well maintained property. Sited on a manageable plot you get to enjoy the feeling of space, from the foot traffic of town, yet gives you enough room to garden and enjoy the stars. Enter the rocking chair front porch to the traditional entry way. This entry way gives access to both units privately. 1st floor space has beautiful hardwood floors, natural light flowing, open living room to dining area. Laundry area and exterior door to fenced yard is found off the country kitchen. Kitchen offers ample space to have a cozy eat in area. Tucked back behind the common areas is the bedroom. Its generous size with brick fireplace could easily be shared as a sleeping area and in home office. 2nd level currently is set up as another one bedroom apartment. Bright, spacious living room has a visual cut through to the kitchen with counter seating. Bedroom on this level also sits to the back giving a lovely view of the backyard. This home could easily be transformed back to a single family. Converting the upstairs common rooms back to bedrooms you would have 4 bedrooms and 2 full baths in total! Currently owner occupied this also is great for short term rentals. With being able to walk to town and catch the bus to NYC, enjoy the hiking to the top of Overlook or sit back and BBQ in the backyard, this property offers many different living options. The fenced in yard has a mini barn perfect for storing your garden accessories for your already installed raised beds. Driveway leaves room for multiple cars and the 1 car garage allows for extra storage space. Efficient ductless mini splits have been installed on each floor and the interior of the home was painted recently too. Floor plans are included in the photos. Turnkey ready!

$469,000Est. Payment
4 Beds | 2 Baths | 2,200 Sqft
118 Tinker, Woodstock, NY 12498
House For Sale

Here you will find a well cared for home, located within the Village of Woodstock, with shade trees, shining pine floors and plenty of parking. The property is designated "hamlet commercial" so that it may be a residence or business location or both. Many have considered a live-work situation, with a ground level shop and second story living space. Forty years ago the house became the original incarnation of renowned Radio Woodstock, WDST. This property has witnessed a truly special musical history! While the radio station's headquarters were here, the owners turned the living spaces into several broadcast, work/rental spaces station. The various rooms on both floors have been used as such ever since the station moved to larger headquarters. The kitchen, plumbing and layout are set for an easy return back to a spacious single-family home. Or, plan on creating your perfect "live-work" combination property. The wide rocking chair front porch can be enjoyed during quiet times when village life slows. The stairway to the second floor leads to a spacious landing with room for a quiet reading nook or yoga mat. The second floor bedrooms/office spaces are all generous and well lit by natural sunlight. Here the bathroom awaits only a shower/tub re-hook up. The first floor rooms are perfectly sized. There is a full kitchen as well as a cozy screen porch in the rear of the house. The basement houses utilities and has room for some storage. The parking lot offers multiple car parking if continued use for office space parking. For residential use, just return the backyard to a significant grassy and fenced yard with access to the additional barn/storage shed which could become a great playhouse or workspace at the rear of the lot. Backyard access to the house via the screen porch, into a good sized mudroom and on to the kitchen and main floor complete this "in-town" Woodstock living experience.

$379,000Est. Payment
2 Beds | 1 Bath | 865 Sqft
192 Broadview, Woodstock, NY 12498
House For Sale

Such an oasis in the woods with seasonal mountain views and only minutes to the heart of Woodstock village! You will feel like you are a million miles away in this cozy contemporary with soaring ceilings and a nice open flow with floor to ceiling windows that bring the outdoors in. A peaceful, private haven on earth, this cozy 2 bedroom with woodstove is nicely set back on 3 woodland acres on one of Woodstock's most desirable roads and it's only minutes from the center of town with its eclectic shops and awesome eateries. Designed to bring the restorative natural beauty of the Catskills into the intimate interior living space, the house features large picture windows with panoramic views of evergreen forest and majestic Overlook Mountain. An open floor plan, upstairs loft and high cathedral ceiling provide an ideal flow for easy, stylish living, as well as room for work from home. Then step through the sliding glass doors out to the spacious wrap around deck over looking acres of untouched forest and imagine the wonderful possibilities for relaxing, entertaining, living or just being at home in a wonderful world of your own.

$549,000Est. Payment
4 Beds | 2 Baths | 1,738 Sqft
14 Library Lane, Woodstock, NY 12498
House For Sale

This rare village home is now available. For those looking for Village Life this charming Woodstock Arts and Crafts home is just a four minute walk into town with easy access to stores and restaurants. Meticulously maintained with gleaming hardwood floors thru out. Features original trim, solid wood and glass paneled doors and a built-in original to the house. Open living room/ dining room with a wood burning stove. The corner lot is semi-private and partially fenced. Rear entry into a mudroom and pantry off the kitchen. Another entry allows easy access to the immaculate basement with large work bench. Semi-finished walk up attic provides a huge amount of storage. Large classic covered front porch for those warm and cool days just perfect for open air gatherings in todays covid situation. Backyard allows for gardening, gatherings and pets!

$535,000Est. Payment
3 Beds | 2 Baths | 1,800 Sqft
38 Allen Drive, Woodstock, NY 12498
House For Sale

Just moments away from the heart of Woodstock you wont want to miss this house that has much to offer. Imagine as you walk in the door sitting by the warm fire surrounded by natural light beaming from the skylights in the vaulted ceilings and panoramic windows displaying all of natures natural beauty. The kitchen has an indoor herb garden with complete irrigation as well as and indoor brick oven. Right off the dining room are sliding doors that lead to a beautiful composit deck. The fully finished basement offers an additional 780sqft with a fireplace and glass doors leading to a patio. The central AC and heating system have recently been updated.

$299,000Est. Payment
3 Beds | 2 Baths | 1,415 Sqft
41 Rock City Road, Woodstock, NY 12498
House For Sale

Unsurpassed opportunity right in the middle of Woodstock village: imagine the privacy of over an acre with just a couple of minutes' walk to town. This mid-century house, circa 1951, presents exceptional potential to an imaginative buyer and his or her architect. Turn the large addition into a master bedroom and remove a few walls and have a big open kitchen/dining/living space. There is even the possibility of adding the garage as living space and erecting another garage or carport elsewhere. Boiler, septic and roof are either new or relatively new. Original hardwood floors can be brought back to their first lustre. One could, as well, add municipal water if so desired.This kind of privacy in the middle of the village is unheard of. For the right visionary this cannot be beat. An additional 1.3 acres is also available, priced at $249,000.

$899,000Est. Payment
3 Beds | 2 Baths | 1,795 Sqft
4266 Rt 212, Woodstock, NY 12448
House For Sale

Come discover this quite perfectly restored home with its country charm, an exquisite pool, gardens and for summer parties a pool/guest house. This is a simple yet elegant farmhouse retreat property that backs up to state land. The home has been lovingly restored with detailed planning. New windows added to various rooms to let in more light and gorgeous custom made stain glass panels that accent the entrance arches from the dining room to living room are just a few of the current owners additions. The living rooms large picture window looks out to the mountaintop across the way and a wood burning stove becomes a glowing focus on chilly nights. A master or guest bedroom on the first floor is located privately off the living room. A second master bedroom is located upstairs as is a small additional bedroom or office that has its' own extraordinary mountain view. The retro-renovated kitchen has custom Big Chill retro-brand appliances with a porcelain farm sink to add to the original country charm of this one of kind home. A beautifully light sitting/sunroom has been added to the main house and is quietly sited off the kitchen so that the privacy from the rest of the home is insured. And, from here it is just a walk up to the pool for outside, a beautiful bluestone stairway leads to the extremely spacious and lushly landscaped patio surrounding the large and newly built inground pool. This is a perfect area for entertaining day or night! Another series of blues steps takes you to the newly built special guest house with its loft bed and kitchen area with running water where guests can perch with their coffee or cocktails overlooking the pool and unobstructed mountain view. The property is midway between the center of Woodstock and Phoenicia. Choices of hiking trails, retreat centers, craft and farmers markets, restaurants.. all that the Catskills have to offer are found in this Architecture Digest quality little jewel in the hills..

$195,000Est. Payment
3 Beds | 1 Bath | 1,266 Sqft
24 Overlook Drive, Woodstock, NY 12498
House For Sale

This ranch home would be perfect and well worth the effort with some TLC. Close to Woodstock village this home features 3 bedrooms and one updated bath with a whirlpool tub. There is also a nice size family room perfect for entertaining. Out back you will find an enclosed porch and workshop along with two nice sized sheds for all that extra stuff. Another nice feature in the backyard is no homes are build behind this house giving you extra privacy. All this near the Trailways bus route yet in the heart of the Catskill.

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