Woodstock NY Real Estate & Homes for Rent

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Beds:
7
Baths:
7.00
Sq.Ft.:
3,960
Status:
NEW LISTING
MLS#:
20250806
Type:
Other
Lot size:
6.06 Acres
Year built:
2014
A broker reciprocity listing Courtesy: The Machree Group, LLC 845-679-1237
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ADDITIONAL INFORMATION

A Rare Woodstock Retreat: Profitable Short-Term Rental, Private Compound, or Unique Business Opportunity Discover a truly extraordinary opportunity in the heart of Woodstock, NYâ€''this five-cabin compound on 6+ private acres is a proven income generator, a turnkey multi-home retreat, and a rare investment with no short-term rental permit restrictions. For the past 13 years, this property has operated as an incredibly successful short-term rental, attracting guests year-round to experience its tranquil setting, modern comforts, and unmatched location near the historic former Bearsville Studios. Whether you're an investor seeking strong returns, a group looking for a private family/friend compound, or an entrepreneur envisioning a wellness retreat, creative hub, or hospitality venture, this one-of-a-kind property is ready to bring your vision to life. A Multi-Use Gem With Endless Possibilities Each of the five standalone cabins is fully renovated or newly built (within the last 10-13 years) and operates independently with its own systems, offering flexibility for both rental and personal use. Several cabins feature hot tubs, fireplaces, and serene outdoor areas, while one is fully accessibleâ€''expanding market appeal and guest inclusivity. A seasonal stream winds through the property, adding to its natural charm, while the locationâ€''just minutes from Woodstock's vibrant arts, music, and culinary sceneâ€''ensures high demand for short-term stays or private retreats. Why This Property Stands Out: - Proven income-producing short-term rental with 13+ years of success - 5 private, self-sustaining cabins on 6+ acres of nature - Multiple hot tubs, fireplaces, and private outdoor spaces - Fully accessible unit for inclusive accommodations - No short-term rental permit restrictionsâ€''a rare advantage in this area - Ideal for a family/friend compound, investor portfolio, or creative business venture - Located near the legendary Bearsville Studios & Woodstock's cultural hub Whether you continue its high-performing rental legacy, create a one-of-a-kind wellness retreat or artist residency, or establish a private family/friend compound, this property offers flexibility, immediate income potential, and a rare chance to own a thriving business in the heart of the Catskills. Opportunities like this don't come oftenâ€''schedule your private showing today.

Beds:
4
Baths:
2.50
Sq.Ft.:
2,264
Status:
NEW LISTING
MLS#:
20250793
Type:
Single Family
Lot size:
2.35 Acres
Year built:
1978
A broker reciprocity listing Courtesy: BHHS HUDSON VALLEY PROP-WDST 845-679-0006
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ADDITIONAL INFORMATION

Discover the perfect blend of charm and convenience at this beautiful Woodstock residence! With 4 bedrooms and 2.5 modern bathrooms, this home offers a sanctuary where comfort meets contemporary living. This home boasts a spacious open floor plan ideal for vibrant gatherings or tranquil relaxation. Step inside to find a large kitchen ready to inspire your culinary adventures, complemented by renovated bathrooms that add a touch of sophistication to your daily routine. The primary en suite bedroom provides a serene escape with idyllic views of the natural landscape, ensuring every wake-up is as peaceful as it is picturesque. The living room, anchored by an impressive stone fireplace, is the heart of the home. Outside, the property doesn't shy away from impressing with a vast deck overlooking your own picturesque pond - a perfect backdrop for morning coffees or evening soirees. Lots of room to roam in the fenced in back yard. A fire pit area offers a cozy retreat to enjoy the crisp, outdoor air while storytelling under the stars. Nature enthusiasts will revel in the lush surroundings and proximity to town essentials - you're just a mile away from the vibrant local market, top-notch restaurants like SILVIA, and the famed Woodstock Playhouse, not to mention the Bread Alone Bakery for your pastry fix! This home checks all the boxes for a delightful Woodstock living experience. Embrace the blend of lifestyle and comfort at this charming haven, where each day feels like a vacation!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,278
Status:
Active
MLS#:
840523
Type:
Single Family
Lot size:
0.96 Acres
Year built:
1967
A broker reciprocity listing Courtesy: Howard Hanna Rand Realty 845-338-5252
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ADDITIONAL INFORMATION

Introducing an exquisite four bedroom two and a half bath Woodstock home that perfectly balances modern updates with timeless charm. Nestled on nearly an acre of land, this beautifully renovated property boasts an abundance of natural light that floods its spacious, high-ceilinged interiors. Step into the heart of the home, where the kitchen dazzles with unique Moroccan tile, creating a stunning backdrop for both cooking and entertaining. Two fireplaces—one in the living room and another in a cozy den—enhance the warm, inviting atmosphere. Surrounded by mature trees, the backyard is a serene escape with classic blue stone walls offering both privacy and natural beauty and a tranquil Koi Pond to relax by and listen to the bullfrogs. The property has two fenced in spaces for your precious animals and a recently renovated two-car sunlit garage that is perfect for storage or a workshop. This Woodstock home is more than just a residence—it's an opportunity to immerse yourself in the lifestyle and culture of one of the most iconic towns in the Hudson Valley. Located just moments from the vibrant Village of Woodstock, known for its rich music and art scene, this home also offers easy access to the Thorne Preserve, Ashokan Rail Trail, and Onteora lake for outdoor enthusiasts. Don't miss your chance to experience this remarkable property. New bathrooms, siding, soffits, gutters, new oak treads and so much more!

Beds:
6
Baths:
6.00
Sq.Ft.:
6,600
Status:
Active
MLS#:
838681
Type:
Fourplex
Lot size:
1 Acres
Year built:
1910
A broker reciprocity listing Courtesy: Four Seasons Sothebys Intl 845-684-0084
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ADDITIONAL INFORMATION

Welcome to an exceptional investment opportunity nestled in the heart of the iconic Woodstock Village. This unique 4 family property offers an enticing package for investors, with potential for conversion into a boutique hotel. Spanning .75 acres, the property boasts a quartet of beautifully maintained apartments, each with its own charm and character. The crown jewel of the estate is a 2200 square foot spa, an oasis of relaxation featuring an indoor saline swimming pool encased in walls of windows, creating a seamless integration with nature. The spa experience is completed with a sauna, jacuzzi, well-appointed kitchen and wet bar, full tiled bath and shower, and a tranquil lounge area. The allure continues with the largest apartment, designed for ultimate comfort and luxury, with an open floor plan, rustic beams, and a cozy wood-burning stove. This two-bedroom haven offers not one, but two full baths, ensuring ample space and privacy. Delight in the quaint studio apartment, with its own private backyard patio—perfect for morning coffee or evening star-gazing. Experience the warmth of the adorable one-bedroom unit featuring a stone fireplace with Jotul insert, setting a romantic mood on chilly evenings. Gaze out from the upstairs two-bedroom apartment's outside deck, offering picturesque mountain views. Additionally, a charming three-season artist studio overlooks an ornamental pond, inspiring creativity and serenity. Notable conveniences include separate utilities, along with municipal water and sewer services, ensuring ease of management. The entire building encompasses 4400 square feet of living space, ready to generate revenue. Situated at the end of a tranquil dead-end street, yet just steps from the vibrant town center—where an array of shops, art galleries, restaurants, and coffee houses await—the location couldn't be more ideal. Moreover, a NYC bus stop is a mere two-minute walk away, offering easy accessibility for residents or guests. This is more than a property; it's a lifestyle and an investment in one of the most sought-after locations in Woodstock, NY. Explore the potential, and imagine the possibilities, with this one-of-a-kind offering.

Beds:
6
Baths:
6.00
Sq.Ft.:
4,400
Status:
Active
MLS#:
838668
Type:
Single Family
Lot size:
0.74 Acres
Year built:
1910
A broker reciprocity listing Courtesy: Four Seasons Sothebys Intl 845-684-0084
View additional info

ADDITIONAL INFORMATION

Welcome to an exceptional investment opportunity nestled in the heart of the iconic Woodstock Village. This unique 4 family property offers an enticing package for investors, with potential for conversion into a boutique hotel. Spanning .75 acres, the property boasts a quartet of beautifully maintained apartments, each with its own charm and character. The crown jewel of the estate is a 2200 square foot spa, an oasis of relaxation featuring an indoor saline swimming pool encased in walls of windows, creating a seamless integration with nature. The spa experience is completed with a sauna, jacuzzi, well-appointed kitchen and wet bar, full tiled bath and shower, and a tranquil lounge area. The allure continues with the largest apartment, designed for ultimate comfort and luxury, with an open floor plan, rustic beams, and a cozy wood-burning stove. This two-bedroom haven offers not one, but two full baths, ensuring ample space and privacy. Delight in the quaint studio apartment, with its own private backyard patio—perfect for morning coffee or evening star-gazing. Experience the warmth of the adorable one-bedroom unit featuring a stone fireplace with Jotul insert, setting a romantic mood on chilly evenings. Gaze out from the upstairs two-bedroom apartment's outside deck, offering picturesque mountain views. Additionally, a charming three-season artist studio overlooks an ornamental pond, inspiring creativity and serenity. Notable conveniences include separate utilities, along with municipal water and sewer services, ensuring ease of management. The entire building encompasses 4400 square feet of living space, ready to generate revenue. Situated at the end of a tranquil dead-end street, yet just steps from the vibrant town center—where an array of shops, art galleries, restaurants, and coffee houses await—the location couldn't be more ideal. Moreover, a NYC bus stop is a mere two-minute walk away, offering easy accessibility for residents or guests. This is more than a property; it's a lifestyle and an investment in one of the most sought-after locations in Woodstock, NY. Explore the potential, and imagine the possibilities, with this one-of-a-kind offering.

Beds:
n/a
Baths:
Sq.Ft.:
1,032
Status:
Active
MLS#:
20250545
Type:
Other
Lot size:
0.51 Acres
Year built:
1965
A broker reciprocity listing Courtesy: Berardi Realty 845-201-1111
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ADDITIONAL INFORMATION

Prime location! This 0.51 commercial property in Woodstock is located on a corner lot between Route 28 and Zena Rd in the vibrant town of Woodstock. This exceptional property offers an incredible opportunity for businesses looking to establish themselves in a high-visibility location attracting a diverse range of businesses and visitors. The site currently has a well, electricity in the building, and two septic's. This is your chance to secure a prime piece of real estate.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
20250472
Type:
Land
Lot size:
60.94 Acres
A broker reciprocity listing Courtesy: Serhant LLC 646-480-7668
View additional info

ADDITIONAL INFORMATION

An incredible, rare opportunity in Woodstock. It has been very long time since a parcel of this magnitude has available for sale in Woodstock. This contiguous 60-acre property, consisting of two 30-acre lots, features rolling hills, stunning rock outcroppings, mountain views, and diverse mature trees, uniquely offering both beauty and potential. A privately built road, completed by the owners, leads directly to the property. The sellers are currently finishing three stunning passive homes designed by renowned passive house architect Barry Price, which they will use as their private residence. In addition to the private road, an additional access point is available on Sawkill Road. Conveniently located just seven minutes from the NYS Thruway, the property is easily accessible from NYC, NJ, and NJ, and only 1.25 hours from the George Washington Bridge. Just five minutes from Woodstock's Village Green. 15 minutes to Kingston, 20 minutes to Rhinecliff Amtrak station. The property also connects directly to the Onteora Lake Red Hiking Trail, making it an ideal retreat for nature lovers. Zoned R5, the property allows for up to 12 residential units, making it a rare and valuable investment opportunity in the Hudson Valley.

Beds:
4
Baths:
3.50
Sq.Ft.:
2,450
Status:
Active
MLS#:
20250459
Type:
Single Family
Subdivision:
Zenahighwoods
Lot size:
4.81 Acres
Year built:
1985
A broker reciprocity listing Courtesy: Coldwell Banker Village Green 845-679-2255
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ADDITIONAL INFORMATION

Tucked away on a private road, this stylish saltbox contemporary offers the perfect blend of modern comfort and natural beauty. Being sold furnished and set on 4.81 acres of lush greenery, rock outcroppings, and abundant wildlife it provides a peaceful retreat just minutes from Woodstock. Designed to embrace the sun-drenched setting, the home features an airy, open floor plan highlighting a show-stopping solarium. Floor-to-ceiling windows and sliding doors lead seamlessly to the expansive deck, hot tub, and heated pool. The living room, anchored by a cozy fireplace, invites relaxation, while a thoughtfully designed kitchen is a chef's dream, featuring quartz countertops, a brass fixture sink, an updated double oven, an electric cooktop, a dishwasher, and a microwave. Ample cabinetry and open shelving provide both storage and style. The eat-in peninsula overlooks the dining area, which flows effortlessly onto the deck- perfect for outdoor meals and entertaining. This floor also features an oversized room with an en-suite bath, ideal for a first-floor primary bedroom, office, or multi-purpose room. A centrally located powder room and first-floor laundry complete the overall lifestyle's convenience. Upstairs, the oversized primary suite is bathed in natural light and painted in a soft taupe-pink hue, creating a tranquil retreat. Its spa-like ensuite bath features a built-in jetted tub and an adjacent walk-in shower. Down the hall, two generously sized bedrooms offer large closets, one with a charming Juliette balcony overlooking the pool and private yard. A full bath and linen closet complete the second floor. The 18' x 36' heated pool is surrounded by lush greenery. Soak in the hot tub at any time of year. Enjoy the open yard and woodsy views when you head out to the hardscaped steps leading to a fire pit area with additional recreation space all blending seamlessly into the natural surroundings. The house is being sold fully furnished- move in and enjoy Spring! Located off Zena Highwoods Road, Munchkin Lane offers privacy while remaining close to local amenities. The nearby Zena Rec Center, offers residents a membership option with a community pool, tennis courts, and summer camps. Woodstock's vibrant village is just five minutes away, and Kingston's Stockade District, along with everyday conveniences like Target, grocery stores, and pharmacies, is a short drive. This is an opportunity to live amongst nature, community, and convenience. The Zena Saltbox is a serene escape with all the modern comforts. It offers the ideal balance of privacy, style, and accessibility.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
824650
Type:
Land
Lot size:
60.94 Acres
A broker reciprocity listing Courtesy: Serhant LLC 646-480-7665
View additional info

ADDITIONAL INFORMATION

An incredible, rare opportunity in Woodstock. It has been very long time since a parcel of this magnitude has available for sale in Woodstock. This contiguous 60-acre property, consisting of two 30-acre lots, features rolling hills, stunning rock outcroppings, mountain views, and diverse mature trees, uniquely offering both beauty and potential. A privately built road, completed by the owners, leads directly to the property. The sellers are currently finishing three stunning passive homes designed by renowned passive house architect Barry Price, which they will use as their private residence. In addition to the private road, an additional access point is available on Sawkill Road. Conveniently located just seven minutes from the NYS Thruway, the property is easily accessible from NYC, NJ, and NJ, and only 1.25 hours from the George Washington Bridge. Just five minutes from Woodstock’s Village Green. 15 minutes to Kingston, 20 minutes to Rhinecliff Amtrak station. The property also connects directly to the Onteora Lake Red Hiking Trail, making it an ideal retreat for nature lovers. Zoned R5, the property allows for up to 12 residential units, making it a rare and valuable investment opportunity in the Hudson Valley.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,989
Status:
Active
MLS#:
823274
Type:
Single Family
Lot size:
0.64 Acres
Year built:
1968
A broker reciprocity listing Courtesy: Amodio Real Estate & Prop 845-514-2669
View additional info

ADDITIONAL INFORMATION

Nestled in the heart of Woodstock, this beautifully remodeled 4-bedroom, 2.5- bathroom home seamlessly blends modern comfort with timeless charms. With an open-concept layout and soaring vaulted ceilings, the home feels both spacious and inviting. Original hardwood floors run throughout, adding warmth and character. The custom-designed kitchen is a chef's dream, featuring brand new cabinetry, stainless steel appliances, a Kraus sink faucet, and a large island that effortlessly connects to the living and dining areas. Just off the dining room, a screened-in porch offers a peaceful retreat, perfect for relaxing or entertaining. The main level boasts four generously sized bedrooms, including a stunning primary suite with a luxurious ensuite bath and walk in closet. Downstairs, a versatile finished walkout space with a half bath provides endless possibilities-ideal for a family room, playroom, home office, or gym. The oversized laundry room includes a large utility sink for added convenience. This home is filled with thoughtful updates, including two cozy wood-burning fireplaces, updated windows and doors, statement lighting fixtures, and fresh interior and exterior paint complemented by custom black gutters. A newer boiler ensures efficiency, while a generator hookup (with generator included) provides peace of mind. Set on a spacious corner lot adorned with a stunning weeping willow, the property offers ample outdoor space, a large storage shed, and an oversized two-car garage. The home has well water and a septic system maintained by the town of Woodstock. Ideally located just 5 minutes from the town of Woodstock, 10 minutes from Kingston, and 15 minutes from the Village of Saugerties, this home provides easy access to hiking trails, the Ashokan Reservoir rail trail, and top skiing destinations. This tastefully renovated home is move-in ready and priced to sell-don't miss this incredible opportunity.

Beds:
2
Baths:
2.00
Sq.Ft.:
2,280
Status:
Active
MLS#:
823459
Type:
Single Family
Lot size:
3.18 Acres
Year built:
2016
A broker reciprocity listing Courtesy: Serhant LLC 646-480-7665
View additional info

ADDITIONAL INFORMATION

A One-of-a-Kind Renovated Barn & Creative Haven in Woodstock Set on three peaceful acres with a small stream and meandering mossy paths, this beautifully renovated 1910 barn blends historic charm with modern upgrades. Designed as both a unique home and an inspiring creative space, this property has been meticulously upgraded with radiant heating, all-new insulation, updated electrical and plumbing, and a newly installed leach field. Soaring ceilings on both levels create a spacious, airy feel, with a thoughtfully designed layout ideal for music, performance, dance, or studio use. The space also offers endless possibilities as an artist's retreat, with abundant natural light and versatile open areas perfect for painting, sculpture, photography, or other creative pursuits. The lower level features two cozy bedrooms, a full bathroom with laundry, and an open-concept living space with a kitchen, island, and reading nook—topped off by a lofted resting area. A bridge from the upper lot leads to the barn's stunning second level—another expansive post-and-beam space currently used for massage therapy and musical experiences. This floor also includes a full bathroom, a mechanical room, and a versatile extra room perfect for an office or additional sleeping area. Beyond the barn, the property offers a range of additional spaces. A rustic treehouse adds a whimsical retreat, while a tiny cabin provides even more possibilities as a writer's shed, studio, or guest space. A charming small creek winds through the back of the property, flowing along a mossy walkway for a peaceful, storybook-like setting. The property offers ample flexibility—R1 zoning and generous acreage allow for the potential to build a larger home set further back, while preserving the barn as a charming guest house or inspiring studio. A separate storage shed ensures plenty of space for equipment and gear. Blending rustic character with contemporary updates, this is a rare opportunity for visionaries seeking a home that inspires. Ideally located just off historic Zena Road, it's a short drive to Woodstock's Village Green.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
20250262
Type:
Land
Lot size:
3.43 Acres
A broker reciprocity listing Courtesy: Coldwell Banker Village Green 845-679-2255
View additional info

ADDITIONAL INFORMATION

Embrace the opportunity to build your dream home on this shovel-ready building lot in the idyllic surroundings of Woodstock, New York. Situated amidst incredible trees and enveloped in peace and tranquility, this parcel offers the perfect setting for your Catskill Mountain retreat. With approvals for septic already in place and a potential building site identified, the land has been meticulously prepared for the next owner to bring their vision to life. Whether you envision a cozy cabin or a sprawling estate, this lot is primed and ready for construction, offering a seamless path to realizing your mountain dream home. Despite its serene surroundings, the property is conveniently located close to town, providing easy access to nature trails including Thorn Preserve, eateries, galleries, and shopping, ensuring that the best of Woodstock is at your fingertips. Lot 2 presents an exceptional opportunity with its easy access off Purdy Hollow Road and frontage on John Joy Road. Boasting a scenic entrance and the necessary approvals for an inground septic system, this parcel is primed and ready for development. Whether you envision a contemporary retreat, or a rustic cabin nestled among the trees, this expansive lot offers endless possibilities for realizing your vision of a dream home. Don't miss out on the chance to make Woodstock your home and create the lifestyle you've always dreamed of in one of New York's most sought-after destinations.

Beds:
4
Baths:
2.50
Sq.Ft.:
2,942
Status:
Active
MLS#:
20250240
Type:
Single Family
Lot size:
4.5 Acres
Year built:
2024
A broker reciprocity listing Courtesy: Corcoran Country Living 845-684-0304
View additional info

ADDITIONAL INFORMATION

Discover the epitome of modern luxury in this brand new build, with a sleek aesthetic that seamlessly blends style and comfort. Using ecological and state of the art building practices highlighted by exceptional craftsmanship and distinctive design. Ascend an impressive switchback floating staircase to a stunning wall of windows that flood the open concept, living, kitchen, and dining area with natural light. A double-sided wood-burning fireplace serves as a striking centerpiece, creating an inviting atmosphere, perfect for entertaining. The heart of the home is a fully equipped Euro kitchen with custom cabinets, high-end appliances and expansive counter space, an ideal place for culinary enthusiasts and friends to gather. Retreat to the spacious primary suite, with a stunning ensuite bath that features a double vanity, rain shower,exquisite tile work, and a soaking tub overlooking the property, don't miss the walk-in closet. This loft style design highlights expansive glass, ecological cork flooring and Infinity molding that flows seamlessly throughout the home. The first floor offers three additional bedrooms, each designed with comfort and style in mind. These rooms are spacious and versatile, easily adaptable to suit your needs, whether as guest rooms, home offices, or personal sanctuaries. The full bath on this level is elegantly appointed with contemporary fixtures and finishes, ensuring that every aspect of the home maintains its luxurious and modern aesthetic. A conveniently appointed laundry closet with washer and dryer hookups and chic powder room complete this level. The finished walk out basement featuring radiant floors beckons your creative touch, ideal for a home gym, media room, yoga studio and more. Nestled on 4.5 acres with a serene pond and stream, this home offers a perfect blend of modern luxury and nature, creating an unparalleled sanctuary for full time residents or those seeking a respite from city life. Located on a quiet road just 1 mile from the heart of Woodstock, where you can explore eclectic shops, gourmet restaurants, cultural happenings, and diverse art forms.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,052
Status:
Active
MLS#:
809577
Type:
Single Family
Lot size:
2 Acres
Year built:
2024
A broker reciprocity listing Courtesy: Howard Hanna Rand Realty 845-338-5252
View additional info

ADDITIONAL INFORMATION

Discover modern living at its finest with this newly built contemporary home, perfectly nestled on 2 private acres along the enchanting Sawkill Creek in Woodstock. Designed with both style and practicality in mind, this property seamlessly blends sleek modern amenities with the natural beauty of its surroundings. Built above the floodplain in accordance with FEMA standards, the home offers peace of mind alongside its luxurious features. Inside, the open-concept design is bathed in natural light, with a gas fireplace anchoring the main living area. The gourmet kitchen, perfect for entertaining, flows effortlessly into the dining and living spaces, with access to a spacious back deck overlooking the serene landscape. The home boasts not one, but two primary suites, each offering spa-like bathrooms and providing comfort and privacy for owners and guests alike. Bluestone walkways and the oversized garage add to the home's thoughtful design and functionality, while town sewer connections ensure modern convenience. Step outside to your own private paradise, where the majestic Sawkill Creek offers not one, but two exceptional swimming holes, including the renowned ''BIG DEEP'' swimming hole just a minutes walk away. Whether you're hoping in for a refreshing swim or relaxing by the water's edge, this property offers an unparalleled connection to nature. A rare gem in the heart of Woodstock, this property is a perfect retreat for those seeking contemporary luxury with the charm of the Hudson Valley. Schedule your private showing today and experience this exceptional home firsthand! House was built per FEMA above flood plain

Beds:
3
Baths:
2.00
Sq.Ft.:
2,960
Status:
Active
MLS#:
20244603
Type:
Single Family
Lot size:
7.64 Acres
Year built:
1982
A broker reciprocity listing Courtesy: Potter Realty 845-331-0898
View additional info

ADDITIONAL INFORMATION

Available for the first time ever to market! A rare and wonderful generational property in the very heart of Woodstock! What is more important in a location? Privacy, or proximity? Look no further, this magical property is nearly 8 acres of privacy walking distance to the middle of Woodstock! At the time it was built, this home was a leader in passive solar, energy efficient construction. Northern exposures are protected by the insulative properties of the earth, while the southern exposure is full of bright light and the warming sun. The kitchen was designed by a working chef, and it shows! Efficiency of workspace to minimize wasted motion, a marvelous and expansive pantry that not only features plenty of storage, but barely a step away from your preparation area. The range is a classic professional range, with flattop griddle, broiler/salamander, six burners, and two full ovens! An entertainers dream! Lower level of home is living room and formal dining room, with a three season solar room attached to the living room, and a master bedroom wing featuring a full dressing room and bath with beautiful step in shower and a soaking tub. Climb the nostalgic spiral staircase to the upper floor, and open into the family room entertaining room. Expansive hardwood floors and brilliant light, with ground level access from the outside, this room is the centerpiece of the house! The east wing houses two bedrooms, and a full bath. Outdoor fun and entertainment is as easily accessible as indoors. Full in-ground pool, expansive lawns and meadows, and all surrounded by woods and hills to accentuate the privacy.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,973
Status:
Active
MLS#:
20244537
Type:
Single Family
Lot size:
2.16 Acres
Year built:
1965
A broker reciprocity listing Courtesy: Coldwell Banker Village Green 845-679-2255
View additional info

ADDITIONAL INFORMATION

The perfect Upstate compound. Located in one of the most beautiful locations in Woodstock, this 3 bedroom 2 bath home includes a new 550 square ft guest house for a total of 1973 square feet, an in-ground pool and many recent upgrades and improvements. Just across the way from the Thorne Preserve with its peaceful trails, one can take in nature and glorious mountain views while being only 5 minutes to Woodstock Village, 10 minutes to Uptown Kingston or 15 minutes to Saugerties. There is an active and transferrable short term rental permit should one seek a little extra income while enjoying the Woodstock and Hudson Valley lifestyle. The main home has great natural light with windows everywhere. An updated kitchen with a Capital Range, new fridge, Jotul propane stove for cozy winter gatherings, new roof in 2017, and 3 newer mini splits. 2 Full bedrooms and a bath on the main level and upstairs there is a bedroom suite with a bathroom and sitting room overlooking the grounds. A fabulous screened in porch lends even more space from which to enjoy nature and the soothing sound of the stream nearby. The large in-ground pool and surrounding patio is a true oasis and great entertainment spot with beautiful landscaping attracting butterflies and hummingbirds galore. Up the road a little bit is the newly built 550 square ft guest home with state of the art, energy efficient amenities. The newer home was sited with privacy in mind and is not too close or too far from the other. Its high ceiling and a lot of natural sunlight gives a true sense of spaciousness. There are multiple outbuildings on the property including an Amish pole barn and a shed with electric for all your storage or artistic endeavors. The stream across Cottonwood Lane is mesmerizing. Wildlife abounds throughout the area and these sellers have enjoyed the presences of local birds throughout the years. This offering could be the one to make your dreams come true. A main home and property of manageable size, a beautiful in-ground pool, a guest house for all the overflow, air b and b income possible. Make your appointment today!

Beds:
n/a
Baths:
Sq.Ft.:
2,364
Status:
Active
MLS#:
800588
Type:
Retail
Lot size:
0.94 Acres
A broker reciprocity listing Courtesy: Four Seasons Sothebys Intl 845-331-3100
View additional info

ADDITIONAL INFORMATION

One-of-a-kind opportunity to acquire a stand-alone newly-constructed trophy dining destination in world-famous Woodstock. The property enjoys a superior location along Route 212/Tinker Street, adjacent to the thriving Bearsville Theater and the new Woodstock Public Library. The building's AIA award-winning retro-chic design delivers a unique visual draw and branding power, with 300 feet of high-visibility road frontage. 40+ private off-street parking spots make this an easy stop for the thousands of tourists and residents passing each day. State-of-the-art mechanicals and restaurant equipment deliver high efficiency and production capacity, with everything included in the sale. Seating for 90 patrons inside + take out counter and 1,300-square-foot heated & covered outdoor dining area. Fully-equipped kitchen and prep area, 3 bathrooms, 100 sf walk-in cooler, 100 sf walk-in freezer, and two large 8x20 shipping containers for dry storage & business office. Woodstock is an established and extremely popular cultural and culinary hotspot, home to acclaimed restaurants and night spots like Silvia, Cucina, Pearl Moon, Early Terrible, Colony, The Red Onion, and Good Night. The property's recent success as the Dixon Roadside suggests a dedicated dining/drinking destination, but hybrid concepts such as the inclusion of a specialty food or seafood market should also be considered. Transform the patio into a four-season dining space, launch a gourmet fast-food concept, create a live music venue, or dream up a specialty retail experience. Bring your vision to this beautiful cutting-edge space and make your mark on the Woodstock scene. The unbounded potential of this spectacular Woodstock venue is illustrated by the recent ''Cheez In'' pop-up, which did 180,000 in sales in a single week! Virtual tour, site plans, and walk-though video posted below.

Beds:
2
Baths:
1.50
Sq.Ft.:
1,092
Status:
Active
MLS#:
20244485
Type:
Single Family
Lot size:
2.9 Acres
Year built:
1906
A broker reciprocity listing Courtesy: Coldwell Banker Village Green 845-679-2255
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ADDITIONAL INFORMATION

Rare Opportunity in the Historic Byrdcliffe Arts Colony, Woodstock, NY Discover this charming 1906 arts colony property in the heart of the renowned Byrdcliffe Arts Colony, a nationally recognized landmark of American arts and crafts heritage. This cozy one-story home offers 1,092 square feet with 2 bedrooms, 1.5 bathrooms, and a warm, inviting fireplace. The stone patio and seasonal mountain views enhance the natural beauty of the 2.9-acre property, nestled on a private, quiet road. In addition to the main residence, a beautifully designed modern studio offers space for art, music, guests, or solitude—ideal for creative inspiration. The home includes a Generac propane generator for convenience and reliability. The Byrdcliffe Arts Colony, established in 1902, is the oldest continuously operating arts and crafts colony in the United States. Originally conceived as a utopian retreat, the colony continues to bring together artists across disciplines. Architecturally, Byrdcliffe reflects the thoughtful simplicity of the Arts and Crafts movement with Stick and Eastlake design elements, creating a vibrant community set amid Woodstock's natural beauty. This is a rare chance to own a piece of history in this coveted neighborhood and be part of a community dedicated to creativity, nature, and craftsmanship. Bring your contractor and your great ideas.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,056
Status:
Active
MLS#:
H6325484
Type:
Single Family
Lot size:
1.75 Acres
Year built:
2001
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 845-876-4443
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ADDITIONAL INFORMATION

WOODSTOCK-Rustic ranch in a convenient location, is available immediately! Open living area has cathedral ceilings, a wall of windows and a nice dining area leading to the deck. There are two decent size bedrooms, one being en-suite, both with walk-in closets. A second full bath is down the hall. The kitchen has an entrance from the dining area or hallway, with plenty of cabinets, including a pantry. Large lot on almost 2 acres, that is wooded for privacy, additional buildings may be possible. Central A/C makes a big difference on those hot summer nights. The new Woodstock Library is right across the street, and it's so easy to get to the center of the village, just a mile away!

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
20243087
Type:
Land
Lot size:
30.86 Acres
A broker reciprocity listing Courtesy: Halter Associates Realty 845-679-2010
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ADDITIONAL INFORMATION

Discover the beauty and serene privacy of this outstanding 30+ acre parcel nestled in the Town of Woodstock. Just a scenic 15-minute drive to both Kingston and Saugerties, this property offers a perfect blend of proximity and tranquility. A short three-mile drive leads to the picturesque Ashokan Reservoir and Rail Trail. The Zena Recreation Swim and Tennis Club, is only one mile away. Potential seasonal mountain views add to the allure. This setting offers a unique option for a very private estate or enclave located in Woodstock. As noted below combining this with 830 Church Road offers many additional options. For investors, this lot is zoned R5 (five-acre minimum) with the potential for a multi-lot subdivision, presenting an exceptional opportunity for development. Adjacent to 830 Church Road, a six-acre parcel also owned by the sellers these properties can be purchased together as a contiguous 37-acre estate. The Church Road parcel boasts prior BOHA building approval and is zoned R3 (three-acre minimum), offering additional flexibility and value. The Church Road property has an existing well and has had septic and electric. Imagine the possibilities of owning a combined property with access from both Lauren Court and Church Road—a rare find in Woodstock. Whether you're seeking a secluded retreat or a strategic investment, opportunities like this are exceedingly rare in this coveted locale.'' See the MLS listing for 830 Church Road for the combined Properties.

Beds:
n/a
Baths:
2.00
Sq.Ft.:
3,360
Status:
Active
MLS#:
20242866
Type:
Other
Lot size:
0.05 Acres
Year built:
1970
A broker reciprocity listing Courtesy: Halter Associates Realty 845-679-2010
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ADDITIONAL INFORMATION

Great visibility and high-volume foot traffic on Woodstock's main street make this iconic, beautifully maintained building the perfect place for a restaurant or business. For decades, cafes in this location, including the much-loved Joshua's, have drawn locals and visitors alike. High ceilings, large windows, and the fantastic corner location provide plenty of light and atmosphere. Zoned HC (Hamlet Commercial), this 2-story building can serve as a restaurant, retail shop, office, nightclub, or hospitality venue, or a combination of the above. The 3360 square-foot space includes a street-level dining room, fully equipped kitchen with walk-in cooler, and waitstaff station, as well as a large open room upstairs that can be used for additional seating or as a wine bar, craft-beer bar, coffee/internet cafe, or dessert spot. The second floor includes a full-service bar, stockroom/prep area, and office with wine and liquor storage. There are two restrooms, one on each floor. Parking options include surrounding streets and a municipal lot directly behind the building. A private driveway/parking area can be used for backdoor deliveries. The building is currently rented and operating as a cafe with a lease that ends December 2026. Rental income is 7,000/month, Triple Net, Annual Net 84,000/year. Woodstock has never been livelier. The area's natural beauty and enduring fame continue to draw tourists from around the world, and the recent influx of creatives and remote workers only adds to the area's economy and vibrancy. If owning a commercial building in the heart of one of America's most famous small towns sounds appealing, please call for more details and to arrange a viewing. Owner financing available. Leased until December 2026 for 7,000/month, Triple Net, Annual Net 84,000/year.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
419413
Type:
Other
Lot size:
1.7 Acres
Year built:
1870
A broker reciprocity listing Courtesy: R NEW YORK NY
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ADDITIONAL INFORMATION

Beautifully renovated Woodstock charmer located just steps to Tinker Street and Downtown Woodstock. Unbeatable location and tons of opportunity await you in this income producing home with detached cottage renovated to the nines. This house has all of the modern amenities for today's buyer, all at a fantastic offering price. Stainless appliance package complete with wine cooler, beautiful quartz island and plenty of counter space to embrace your inner chef. Central A/C. This renovation was practically from the studs up and brought up to today's standards with energy efficient blown in insulation, new windows, new roof, new plumbing and electric ! There is also a whole house water filter, new blacktop driveway and all new wood floors. Impeccable design continued throughout you will find custom LED lighting, a jetted tub, new paint, stone backsplash and matte black finishes to complete the contemporary yet artsy look. The property sits on a beautiful 1.7 acres and has a slate patio perfect for rustic outdoor entertaining. The bonus legal accessory apartment with a cozy loft and clawfoot tub is perfect for additional rental income, house guests or a perfect craft or creation space. Listen from your deck to the stream flowing from Saw Kill into the Tannery Brook waterfall. With all of your favorites eateries, shops and trails just minutes away you can leave the cars at home and walk or bike to enjoy all that Woodstock has to offer. Close to everything , yet located at the end of a very private dead end street. Borders the Comeau Preserve and Trail. Your natural Woodstock paradise awaits.... Nothing to do but move in.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,520
Status:
Active
MLS#:
H6214689
Type:
Single Family
Lot size:
1 Acres
Year built:
2022
A broker reciprocity listing Courtesy: BHHS Nutshell Realty 845-687-2200
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ADDITIONAL INFORMATION

Welcome to 21 Vandemark a 3 bedroom 2 bathroom new construction in Woodstock. Located on a dead-end road this home is surrounded by stone walls and a mix of landscaping and lush grass fills the yard. Walk through the front door into the expansive living area consisting of gleaming maple floors, vaulted ceilings, refurbished hickory beams, and a large stone fireplace. Open living space gives you full access to your eat-in kitchen designed with an island suitable to seat 8 people. Stainless steel appliances and ample counter space will make entertaining in this living space a breeze! The primary suite is a retreat itself featuring private access to the patio space. Escape to the primary bathroom with a large soaking tub, oversized shower, and radiant heated floors throughout. Located on the other side of the house, you will find the second full bath and two nicely sized bedrooms. A stone's throw from Woodstock, let this energy-efficient home become your full-time home or weekend retreat!

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
20111008
Type:
Land
Lot size:
2.31 Acres
A broker reciprocity listing Courtesy: Hudson Valley Appraisal 845-331-8545
View additional info

ADDITIONAL INFORMATION

One of the last commercial lots in Woodstock. Zoned neighborhood commercial..excellent drainage. Great location for nursery school, medical or dental clinic, funeral home, or professional office, bank retail mix strip complex. Based on Zoning and bulk requirements site can facilitate approx. 16,000 sq. ft. of building...Soil has excellent drainage for inground septic system. The Town Building Inspector has confirmed that the subject is not in a flood zone and wouldn't require flood insurance. High traffic count great visibility. Owner Financing available to qualified buyer...Will build to suit or do a joint venture

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Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, AndreaD.Conner@xome.com, 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

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The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS. Real estate listings held by brokerage firms other than Xome are marked with IDX logo and the detailed information about them includes the name of the listing broker. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2025 by the Hudson Valley Catskill Region MLS and Ulster County Board of Realtors, Inc. All Rights Reserved.

Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, AndreaD.Conner@xome.com, 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067
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Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2025, OneKey MLS, Inc. All Rights Reserved.
Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, AndreaD.Conner@xome.com, 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

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The data relating to real estate for sale or lease on this web site comes in part from the MHMLS. Real estate listings held by brokerage firms other than this broker', Realtors are marked with the MHMLS logo or an abbreviated logo and detailed information about them includes the name of the listing broker. The information appearing herein has not been verified by the Mid-Hudson Multiple Listing Service, Inc. or by any individual(s) who may be affiliated with said entity, all of whom hereby collectively and severally disclaim any and all responsibility for the accuracy of the information appearing at this web site, at any time or from time to time. All such information should be independently verified by the recipient of such data. This data is not warranted for any purpose. Any use of search facilities other than by a consumer seeking to purchase or lease real estate is prohibited. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2025 Mid-Hudson Multiple Listing Service, Inc. All Rights Reserved.



Woodstock Real Estate

Woodstock is located in New York. Woodstock, New York has a population of 6,215. Woodstock is less family-centric than the surrounding county with 20.17% of the households containing married families with children. The county average for households married with children is 25.39%.

The median household income in Woodstock, New York is $66,181. The median household income for the surrounding county is $71,040 compared to the national median of $69,021. The median age of people living in Woodstock is 60.2 years.

Woodstock Weather

The average high temperature in July is 83 degrees, with an average low temperature in January of 12.3 degrees. The average rainfall is approximately 48.2 inches per year, with 51.1 inches of snow per year.

Woodstock Map

Woodstock Real Estate Market Conditions

  • Median sales price

    $840,000
    24.5%
    change since last quarter
  • # Active listings

    24
    30-day change

Woodstock Schools and Demographics

Education near Woodstock, NY

City County
High School Graduates 96.67 91.42
College Degree - 2 year 6.79 10.4
College Degree - 4 year 60.31 34.48
Graduate Degree 19.92 11.78
Expenditures per Student 30,766 30,766
Students per Teacher 11.2 11.2

Elementary Schools near Woodstock, NY

Grades Students P/T Ratio ZIP
Cahill School KG - 06 358 15.1 12477
E R Crosby Elementary School KG - 04 346 14.2 12449
Ernest C MYER School KG - 04 204 13.7 12443
Morse School KG - 06 338 15.8 12477
Mount Marion Elementary School KG - 06 310 13.5 12477
Riccardi Elementary School KG - 06 298 13.8 12432

Middle Schools near Woodstock, NY

Grades Students P/T Ratio ZIP
M Clifford Miller Middle School 05 - 08 878 11.9 12449
Saugerties Junior High School 07 - 08 421 16.4 12477

High Schools near Woodstock, NY

Grades Students P/T Ratio ZIP
Saugerties Senior High School 09 - 12 925 19.2 12477

Real estate near Woodstock