Woodstock NY Real Estate & Homes for Sale

Stunning Furnished Woodstock Home with Heated Pool. *Furnishings include all furniture, electronics, decor and kitchenware. Welcome to 9 Munchkin Lane, a stunning newly renovated home located in Woodstock just under 5 miles from the town's Main Street- Tinker. It has been completely transformed with a brand-new kitchen, exposed beams, hardwood flooring, new bathrooms, and gorgeous new fixtures. Featured in Instagram's best of design, the turnkey home comes fully furnished including all furniture, linens, electronics, and decor. Nestled on a beautiful quiet tree-lined private road the 5-acre home provides 4 bedrooms and 3.5 baths, a heated pool, hot tub, full back deck and a newly cleared area with a large fire pit and outdoor dining/gaming area. There are two master suites with full brand-new bathrooms. The back deck boasts a spacious dining table, new BBQ and lounging/sunbathing areas. The master bedroom upstairs has a walk-in closet with a pack-n-play and changing table. Move right in and enjoy this naturally sunny, beautifully well-appointed home and heated pool by the end of spring!

Experience peace and serenity at this spacious contemporary 4-bed, 3-bath home with stunning backyard mountain views, minutes away from the village of Woodstock. The main floor plan offers fantastic entertaining options and cozy areas to unwind. The ground-floor primary suite includes an updated bath, dual walk-in closets, and its own access to the back yard. The first floor also offers a second bedroom and full bath, along with a bonus flex room with a separate entrance off the garage. On the second floor, you'll find 2 more bedrooms and a shared full bath. Outdoor amenities include new decking, tree house, a fire pit, outdoor stone fireplace, deer fencing. Move in in time to enjoy a great summer here in Woodstock!

Another beautiful renovation from Hudson Homes, set in the heart of Village of Woodstock. Everything has been redone in this stylish sun drenched three bedroom two and a half bath 1920's dream home. You will appreciate the detail that went into the updates. Gorgeous white oak flooring throughout the open concept living dining area with wood burning stove, a lovely space for entertaining guests. Well thought out gourmet kitchen, complete with all Frigidaire professional appliances, Quartzite countertops, and solid wood custom cabinets, a home chef's dream, overlooks the expansive double size lot, on the Millstream. Upstairs has a lovely primary, with a gorgeous ensuite bath, and two other cozy light filled bedrooms, with great closet space, and a secondary full bath. The list of improvements is endless, new roof, Trex decking front and rear porch, all new energy efficient windows, Hardie board siding, new electric service, plumbing, Dual zone heating and cooling. Property is also Electric vehicle hookup ready...steps to all eateries, shops, seasonal markets, cinema, music venues, and bus route...

This collection of four distinct, meticulously renovated homes provides a rare opportunity to live, work, and create in the heart of historic Woodstock. The current owners have enjoyed the property two ways. They have lived in the beautiful 2-bedroom farmhouse while renting out the three 1-bedroom cottages, each with its own charm. More recently, they have had the pleasure of creating a haven for extended family and remote work. How would you make the most of this oasis? Pleasantly situated on a quarter-acre of wooded land, bluestone pathways, and seasonal flowers, the compound is close to everything Woodstock has to offer: unique shops, great cafes and nightlife, and the bus stop from NYC. Beyond the village, there's hiking in the Catskills, swimming in the Millstream and Big Deep, skiing in winter, and exploring nearby towns throughout the year. This 4-home collection could be enjoyed by an owner who uses the cottages for studio or remote-work space; an owner with extended family; or as a fantastic spot for a group of artists, writers, influencers, etc. Alternatively, the four homes could serve as an investment opportunity. Rent out all four homes on a long-term basis (monthly or annually), or live in one of the homes while renting out the other three. In addition to the 2-story farmhouse with bath, there is a 1-story cottage with one bed and full bath; a 1bed, 1-bath studio; and a 1-bed, 1-bath carriage house with a single-car garage. Extensive top-to-bottom improvements have been made to each building. A list of improvements plus financials are available. Most of the furniture conveys with the property. Kingston, Phoenicia, Saugerties, and Rhinebeck (with an Amtrak train station) are nearby. Approximately 100 miles from the George Washington Bridge. For buyers in search of a unique home, a delightful compound, or an investment property with multiple possibilities, consider viewing this outstanding collection in one of America's most famous small towns. (The cap rate for this property with all four homes rented is 8.25%. Each cottage could be rented for $2500/month, while the farmhouse could be rented for $3500-$4000/month.)

Nestled within the serene landscapes of Woodstock, this quintessential rustic contemporary ranch, with its roots tracing back to a c.1930 one-room native bluestone ice house, is a rare gem, (with a definitive mid-century vibe) awaiting the discerning buyer seeking a primary or second home sanctuary just two hours from NYC. Boasting a rich history of thoughtful expansions by the current owners since their acquisition in 1968, this splendid residence has evolved into a sophisticated yet simple country retreat. Offering 3 bedrooms and 3 bathrooms, the residence features a very spacious living area, an ample, vaulted dining room, an inviting eat-in kitchen, and a den/office with an ensuite bathroom. The lower level reveals two finished rooms, (a rec room and an office-below grade and not in the square footage) expanding the functionality of this unique property. Positioned strategically on the mountainside, mere moments from Woodstock Village, this haven provides a tranquil escape while ensuring privacy from neighboring structures. Designed and crafted by the architect owner, with an emphasis on solid and low-maintenance construction, the home now beckons a new owner and caretaker to infuse it with fresh vision. While currently super comfortable, the potential for this residence to become a show-stopping masterpiece is apparent, making it an ideal investment for the right buyer seeking comfort and tranquility. Location, location, location!

This "Woodstock Gem", has been meticulously updated to harmonize with contemporary living while offering a cozy upstate retreat. This home boasts lofty ceilings and hardwood floors, adorned with woodwork and beamed ceiling featuring skylights, bathing the home in natural light. Additional post and beam construction has seamlessly expanded the residence. Immerse yourself in nature as you savor your morning coffee in the sun-soaked sunroom or indulge in entertaining on the back deck, enveloped by lush gardens and beautiful stonework. A captivating river rock fireplace with wood stove becomes the focal point in the living room, radiating warmth throughout the living space. The living room, framed by a picture window, provides a picturesque seasonal view of the mountains panorama. A totally reimagined and renovated office space has been created for your at home work or play needs. The arts-n-crafts kitchen features a rare Wolf range, plus an additional double oven, custom built-ins, cabinets and a wet bar. The main floor full bath had an extensive renovation which created a spa-like feel including radiant heat in the floors, a deep soaking tub and custom cabinets. Upstairs you'll find the home's two bedrooms and a newly renovated half bathroom. A Spring surprise awaits you as the beautifully landscaped grounds will bloom into a garden oasis of varied flowers and trees. A refreshing summer experience is ahead with an in-ground pool and bluestone patio area large enough for entertaining or hours of relaxation pool-side. Across the yard, a small studio with wide-plank pine flooring awaits transformation. A special bonus is an artist's studio above the two car garage, providing additional space for guests or potential rental opportunity if you're so inclined. This space is complete with a living room with wide plank wood floors and windows to capture the view, potential bedroom space, a kitchen with a gas stove, full size refrigerator, wooden cabinets, a picture window, and an island, and, a full bath plus laundry. A wooden fence encloses the property, offering privacy and a secure haven for pets while also protecting all the plantings. The large outdoor space provide the perfect backdrop for entertaining with the lush green gardens, and for the gardening enthusiast and/or chef, there's a vegetable garden and small greenhouse. With maintaining the cottage's aesthetic at their forefront, Simon and Anna undertook many needed upgrades. Starting with the electric service in the house and garage/apartment, and including upgrading the electric panels and fuses, new electrical wiring throughout the majority of the house, a state-of-the-art NEMA 14-50 outlet was installed in the garage along with a universal car charge (wifi enabled ChargePoint Level 2), every outlet has been upgraded, new premium light switches installed, "Smart Hue" exterior lighting was installed around the property, a new support beam replaced the old one, the boiler has had every major component replaced, smart locks installed in the main house and apartment/garage, new power lines and fiber optic cable was run to both the main house and garage, and not least, in November 2022, a new septic tank was installed. This Woodstock gem is just minute from the center of town, and caters to all seasons, providing easy access to Hunter and Belleayre ski resorts, as well as proximity to restaurants, shops farmer's market, hiking/biking trails including the Ashokan Reservior trail and popular nearby towns like Kingston and Phoenicia. An ideal all-season home, this is a must see!

18 Country Club Lane where rustic meets mid century modern in the heart of Woodstock. Situated on 1/2 acre property, walking distance to the village shops, cafes, flea market and the Woodstock Playhouse, with a beautiful view of the Saw Kill stream along the route. The 2 bedroom/2 bathroom cabin with a private studio/wellness house is turnkey and ready to be enjoyed. It features exposed beams, a vaulted ceiling, & a knotty pine. This room features an updated, open kitchen, with high end new appliances incl. a dishwasher, a smart refrigerator & a pantry. The huge picture windows overlooking the woods bringing the outdoors in. The two bedrooms also have vaulted ceilings and ample storage. The primary bathroom includes a soaking tub. There's an additional utility/bonus room in the main house with washer/dryer hookup and a separate entrance. One of the favorite features is a fully enclosed porch that gets lots of sunlight. There's also a whole separate wellness house/studio.

WOODSTOCK GEM Nestled on a picturesque .45-acre parcel overlooking the Sawkill Creek, bordered by 30 acres of conservation land, this ca. 1873 Woodstock original old style country house served as the creative oasis for artists Yasuo Kuniyoshi and Beryl Goss. Featuring: two bedrooms, two bathrooms;a sunroom/office; the original bluestone fireplace in the living room; a light-filled studio with vaulted ceiling, woodstove and a 45-pane north-facing artist's window. A screened-in porch accessed through kitchen french doors leads to a deck overlooking the stream and conservation land. A separate studio, 18'4"X14'4", overlooking the stream and adjacent to the main house could be a private office or additional bedroom. Updated with modern high efficiency Navien combo boiler, newly installed inground septic tank and UV filter. Located just minutes from the vibrant village of Woodstock. On the market for first time in 48 years. Pre-certified appointments only, please.

This historic 1922 Woodstock home is part of the Byrdcliffe arts colony and reflects the charm of the area. The exterior is a combination of stone columns, stone porch and walkways, and harmonious gable roofs. Owners have spent decades creating a peaceful 2 acre garden sanctuary. The 4 bedroom, 2 full bath home has HW floors, new cottage style double-hung windows and sleeping porch. The living room has a beamed ceiling and stone FP. The full kitchen is perfectly functional, or create your own cook's kitchen. This property is ideal for an entrepreneur or artist, with multiple outbuildings with heat, water and electric. There's a 2 car garage and another 4 car garage. The area above the garage has been deemed a legal, separate dwelling. Perfect guest space after renovation. Many important upgrades inc. central AC, electric, well pump, windows and oil tank. This property is close to the center of Woodstock, hiking trails and events at Byrdcliffe yet rural in nature. Only 2 hours to NYC.

Built in 2008 with 421a TAX break, 4 story walk up with 8 units total. 3 X Two-Bedrooms & 5 X One-Bedrooms. Tenants pay their own utilities. Each APT has it's own Navien Heating Boiler in each APT or similar. Well maintained building with CCTV. Located in the Woodstock. Walking distance to public transportation, schools, shopping and much more.