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Woodstock NY Real Estate & Homes for Sale

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$829,900

2318 Glasco Tpke Woodstock, NY 12498

MLS: 889942 Photos
Beds:
2
Baths:
2.00
Sq.Ft.:
1,416
Status:
NEW LISTING
MLS#:
889942
Type:
Single Family
Lot size:
0.35 Acres
Year built:
1895
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Corcoran Country Living 845-338-5832
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ADDITIONAL INFORMATION

Step into the charm of yesteryear while enjoying today's modern comforts. The spacious living room features an oversized stone fireplace with a wood burning insert that warms the entire home on chilly nights. It flows seamlessly into the generous dining area, perfect for hosting large gatherings and opens to a delightful rocking chair porch for relaxing afternoons. The updated galley kitchen offers top of the line stainless steel appliances, marble countertops, farmhouse sink and new skylight. The primary bedroom is conveniently located on the first floor and features two skylights that fills the room in natural light along with sliding doors that open to a peaceful garden area. The en suite bath offers a large walk in shower and elegant stone floors. Upstairs you'll find an additional bedroom suite with vaulted ceiling, updated bath and spacious walk in closet. Need a creative space or work from home option. A separate studio with vaulted ceiling, wood floors and it's own heat and air conditioning, is ready to go. Outside enjoy the fully fenced backyard oasis with an outdoor shower, perfect for unwinding. All this is just a short distance to the heart of the Village of Woodstock.

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$990,000

8 Pine Grove St Woodstock, NY 12498

MLS: 20253026 Photos

Open House:

Saturday, 7/19 12:00-2:00PM

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Beds:
5
Baths:
4.00
Sq.Ft.:
2,426
Status:
NEW LISTING
MLS#:
20253026
Type:
Single Family
Lot size:
0.16 Acres
Year built:
1920
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Halter Associates Realty 845-679-2010
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ADDITIONAL INFORMATION

Discover the essence of refined country living in this impeccably restored 1920s farmhouse, perfectly positioned in the heart of Woodstock, NY—just 90 miles from New York City. Professionally designed and legally configured as a two-family residence, this unique property offers the rare opportunity for an immediate live/work lifestyle, a multi-generational retreat, or a lucrative rental investment in one of the Hudson Valley's most sought-after towns. Set on a spacious, beautifully landscaped corner lot along a quiet, tree-lined street, the home balances vintage charm with modern functionality. Inside, original wide-plank pine floors and whitewashed ceiling beams create warmth and character, while custom finishes throughout add thoughtful sophistication. Every room is individually climate controlled, offering comfort and efficiency year-round. The home has been freshly painted, both inside and out, and features a brand-new roof. With five bedrooms, four full bathrooms, and a dedicated office, there is abundant space for creativity, relaxation, and entertaining. Each unit offers its own private entrance and fully fenced, landscaped backyard complete with a fire pit—creating peaceful, separate outdoor sanctuaries ideal for lounging or hosting under the stars. Off-street parking adds convenience, while the location places you just minutes from Woodstock's iconic restaurants, galleries, shops, and live music venues, as well as the Trailways bus to NYC. A short drive leads to Catskill Mountain hiking trails, ski areas, swimming holes, and the historic Hudson River waterfront. The lower Garden Apartment is a 3-bedroom, 2-bath retreat that includes an open-plan living and dining area overlooking the private garden. It's beautiful primary suite features cathedral ceilings, skylights, an ensuite bath, and a private deck built around a living tree—an enchanting detail that underscores the home's harmony with nature. A vintage clawfoot tub, fully equipped kitchen, and additional office complete the space, making it equally functional and charming. The upper Treetop Apartment is a serene 2-bedroom, 2-bath haven. The open-concept layout flows seamlessly to a private balcony perched among the trees. A sleek new kitchen, a spacious primary bedroom with a meditation or office nook, and a bright guest room with an ensuite bath make this a truly tranquil space. Furnishings in both apartments are available for purchase, offering a turnkey solution for immediate occupancy or rental. This extraordinary property is far more than a home—it's a versatile sanctuary that offers the perfect blend of style, privacy, and community. Whether you're looking to settle in full time, escape on weekends, or invest wisely, this one-of-a-kind Woodstock residence invites you to live, work, and play in one of the most creative and celebrated small towns in the world.

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$599,000

916 Zena Rd Woodstock, NY 12498

MLS: 20252915 Photos

Open House:

Saturday, 7/19 1:00-3:00PM

More Open House Info >

Beds:
3
Baths:
3.00
Sq.Ft.:
2,442
Status:
NEW LISTING
MLS#:
20252915
Type:
Single Family
Lot size:
4.31 Acres
Year built:
1964
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Coldwell Banker Village Green 845-679-2255
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ADDITIONAL INFORMATION

OPEN HOUSE! Saturday, 7/19 from 1:00-3:00! Woodstock ranch home and separate rental apartment all within 5 minutes of the village. Enjoy sweeping views from the private backyard meadow and the Zena Cornfield conservancy land next door! Within walking distance is the ''Little Deep'' swimming hole, or ride into town for great restaurants, boutiques, farmers' market, flea market, music, theatre and art. This updated and immaculate home has a large open floor plan on the main floor. French doors from the kitchen out to a large deck provide beautiful views of the acreage and forever wild Woodstock Conservancy land. All kitchen appliances are new within the past 5 years. The dining and living areas are open and welcoming spaces for entertaining a crowd. 2 bedrooms and an updated bath complete this level which is 1344 square ft. The larger bedroom has another set of French doors leading to the deck to enjoy morning coffee or fireflies at night. Downstairs is another 618 sq feet of rec room, office or guest overflow, and another full bath. The two car garage offers ease and comfort in snowy weather and of course lots of storage. There are mini splits throughout installed in 2019 for energy efficient heating and cooling in addition to the baseboard hot water system which has been rarely used since the splits were installed. New water treatment system, whole house generator since 2020. A totally separate driveway leads to a very nice two story loft-like 1BR apartment currently with year round tenants. (Lease expires in December). In addition there is a carport/storage area and workshop. This compound has so much flexibility and opportunity for income, full time use, or both. Total square footage, and number of beds and baths are for house and apartment combined.

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$1,450,000

27 Old Wagon Rd Woodstock, NY 12498

MLS: 887908 Photos
Beds:
4
Baths:
5.00
Sq.Ft.:
3,080
Status:
Active
MLS#:
887908
Type:
Single Family
Lot size:
3.65 Acres
Year built:
1978
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Berardi Realty 845-201-1111
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ADDITIONAL INFORMATION

A half mile from the center of Woodstock, a bucolic 3.7-acre compound offers a rare blend of architectural charm, natural beauty, and versatile living. Property includes the main house and two outbuildings, a one-bedroom cottage and a studio with an attached three-bay garage. Bedroom and bath layout described as the primary residence having three bedrooms and three full baths measuring 2200 sq. ft. The detached cottage has one bedroom with one full bath measuring 480 sq.ft and the detached studio has another full bath measuring 400 sq ft. Main house is a light-filled classic Woodstock modern home built around the original Woodstock's artist's cabin. Thoughtfully designed to frame the surrounding forest through expansive glass sightlines, allowing for views of deer, birds, and other wildlife throughout the seasons. Inside, the home showcases unique historical details such as chestnut beams in the dining room, a bluestone fireplace, a built-in library, and a mix of slate, Spanish tile, pine, and oak flooring. Multi-level living area features a lofted tongue-and-groove wood ceiling and five architectural skylights that bring the outdoors in. Upon entry, you're greeted by a bright and inviting sunroom that opens into a formal foyer. Off the foyer is a room that can serve as a home office, reading nook, or playroom, conveniently located next to a full guest bathroom. Also features a cozy bedroom and a hallway office nook—perfect for remote work or quiet study. Eat-in kitchen includes a charming breakfast nook that offers serene views of the surrounding landscape and seamlessly flows into the dining room, creating a warm and inviting connection between the spaces. Dining area doubles as a music room, enhanced by vintage wide-plank pine flooring and a wood-burning fireplace that adds warmth and character. Step down into the sunken living room, where high ceilings and built-in bookshelves create a bright, welcoming space ideal for relaxing or entertaining. Primary suite features an en-suite bathroom with Parisian influences, including a bidet and a deep, one-person soaking tub with jacuzzi jets. Sliders walk out to the private multi-level deck and your own private atrium. Just off the main area, a newly designed mason-laid bluestone patio features a seamless transition into an expansive deck, offering the perfect setting for quiet evenings or vibrant dinner parties. The second floor features a loft area, providing a comfortable space to relax or entertain. Tucked away for privacy, the second primary suite includes a full bath, creating a serene retreat separate from the main living areas. The one-bedroom cottage evokes the feel of an English guesthouse, with wood floors, a full kitchen and bathroom, and its own dedicated utilities, making it a wonderful space for guests or potential rental income. Detached studio, adjoining the three-car garage, feels like a New York City loft, complete with wide-plank floors, an open-concept layout, a bathroom, and a kitchenette. With its own electric and utilities, the space lends itself well to use as an office, yoga or art studio, or another income-producing rental. The garage offers three bays—two for vehicles and one ideal for workshop or storage use. The home is designed to inspire and connect. It's an exceptional retreat with comfort, character, and potential in every direction. Improvements throughout the property include; new roofs on the main house, all new skylights, a new boiler and hot water heater (2024), upgraded 200-amp service, newly stained deck, new handrails, replaced garage door springs, & new storm doors on both the cottage & studio. Additional upgrades: redone entrance with new windows, a riser added to the septic system, and reworked bluestone patio by the cottage. A beautiful new bluestone patio was also added for the main house, providing more outdoor space

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$749,000

18 Country Club Ln Woodstock, NY 12498

MLS: 20252880 Photos
Beds:
2
Baths:
2.00
Sq.Ft.:
1,208
Status:
Active
MLS#:
20252880
Type:
Single Family
Lot size:
0.5 Acres
Year built:
1951
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Win Morrison Realty - W 845-679-9444
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ADDITIONAL INFORMATION

Stunning reimagined Ranch, just 1/2 Mile from the Center of Woodstock, 2/10 of a Mile to the NYC Bus Route, yet providing an excellent sense of privacy, and a perfect rural setting. Beautifully, and thoughtfully updated baths and kitchen, embracing the best of Modern Design principals and practicality. The perfect country escape, yet within easy access to restaurants, shopping and all outdoor activities the area has to offer. This is the "perfect" Woodstock, country retreat for that "reset" from daily cares and stress.

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$1,400,000

Rd Woodstock, NY 12498

MLS: 20252659 Photos
Beds:
3
Baths:
3.00
Sq.Ft.:
3,080
Status:
Active
MLS#:
20252659
Type:
Single Family
Lot size:
3 Acres
Year built:
2006
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: BHHS HUDSON VALLEY PROP-WDST 845-679-0006
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ADDITIONAL INFORMATION

Classic Country ''Haven'' — it's HEAVEN really! Elegance that checks off every box! This timeless and enduring style home designed with graciously proportioned rooms with high ceilings and light streaming through windows from every direction. Centrally located and perched on 3 exclusive landscaped acres with a pool, an oversized 2-car garage, and mountain views; all next door to your own country preserve! Upon entering you are greeted by the foyer, which exudes an immediate sense of what ''bright and spacious'' really feels like. This 3,080 sq. foot house has a charming circular flow through the first floor that includes a massive living room with Jotul fireplace and built-in bookcases, a den, an over-size kitchen with an expansive breakfast bar, a pantry/laundry room, a separate dining room, and a gracious half bath. The dining room and den are each strategically and symmetrically designed enveloping each room in windows that establish a profound connectivity with the great outdoors. These voluminous spaces pour out into an inviting screened porch; a place to entertain while friends play in the yard, frolic in the 20' x 45' pool, or enjoy a BBQ on the bluestone patio. The grand central staircase leads up to french doors that open onto a huge balcony that overlooks the lawns, pool, and mountain view. The spacious primary en suite (enjoy the sweet sounds of nature while you sleep or a have romantic moment by the fireplace), includes a walk-in closet with its own balcony and view, and a full bath to luxuriate in. The upstairs hallway leads to two ample bedrooms and an additional full bath. Hardwood floors escort you through all of these fabulous spaces, and sunlight lures you into every room. The original builder/owner of this home spared no expense in the construction; including a copper roof and gutters on the house and garage, central A/C, state of the art systems (like the water filtration, hydro-air heating, new high-efficiency combination boiler, upscale double pane windows and hardwood doors), whole house generator, oversized eves and highly efficient double pane windows. Pick vegetables and flowers from your raised bed garden with cozy blue stone seating area and firepit, or enjoy ''earthing'' (that's walking in the grass to reset your brain!) on the expansive lawns. A circular driveway provides easy entry and exit,. Enjoy walking the stone pathways, and there's even a skateboard half-pipe available. An added feature is an extended room off the garage which the current owner uses as a treatment room (it has heat and electric). It could easily be used as a gym, art studio, or work space. Walk to the Grogkill Association land which encompasses, a stream, a pond for fishing/swimming, a waterfall (in season you will sleep to these sounds), and hiking trails that connect to 10,000 acres of state land. HOA Fees are 200 a year, and include maintenance of the communal pond, picnic area, and waterfall. Call this your Woodstock basecamp, hide-away, or retreat center! All this is surrounded by towering trees that provide ultimate privacy and enjoyment. Just minutes to Woodstock, Phoenicia, the rail trail at the Ashokan Reservoir, skiing, hiking, mountain climbing and everything the Catskills has to offer. A pleasure to see or show!

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$585,000

3 Oriole Dr Woodstock, NY 12498

MLS: 835040 Photos
Beds:
3
Baths:
2.00
Sq.Ft.:
2,158
Status:
Active
MLS#:
835040
Type:
Single Family
Lot size:
0.88 Acres
Year built:
1967
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Four Seasons Sothebys Intl 845-684-0084
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ADDITIONAL INFORMATION

Set in the quiet surroundings of Woodstock, this thoughtfully renovated ranch-style home offers over 2,000 square feet of comfortable living space. With three bedrooms and hardwood floors throughout the main level, the layout is open and welcoming. At the center of the home is a bright, spacious living room with a brick fireplace—ideal for relaxing evenings. It flows into a dining area and a well-equipped kitchen featuring generous cabinet space, a large center island for meal prep, and a walk-in pantry. Just off the kitchen, a deck overlooks a wooded backyard, offering a sense of privacy and a peaceful spot to unwind. The primary bedroom includes a newly added walk-in closet and an updated en-suite bathroom with spa-like finishes. Downstairs, the finished lower level includes a home office, laundry room, and a large family room that opens to a patio with a fire pit area and a hot tub — great for gathering with friends and family. A new roof, new gutters, new Bosch on-demand heating system, updated 200 amp electric, and solar panels adds to its comfort and peace of mind for years to come. Situated on an acre of land with a fenced-in backyard, this home combines privacy with convenience in a location that strikes a nice balance between accessibility and a quieter, more rural setting.

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$749,900

49 Dornswood Rd Woodstock, NY 12498

MLS: 880145 Photos
Beds:
4
Baths:
3.00
Sq.Ft.:
2,657
Status:
Active
MLS#:
880145
Type:
Single Family
Lot size:
4.87 Acres
Year built:
1989
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Berardi Realty 845-201-1111
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ADDITIONAL INFORMATION

Nestled on 10.6 private acres at the end of a quiet cul-de-sac, this custom-built contemporary home offers a rare blend of privacy, space, and modern comfort, highlighted by charming Arts & Crafts details. This spacious 4-bedroom, 2.5-bath home features stunning handcrafted cherry woodwork in the kitchen and stairway, beautifully complemented by gorgeous hardwood floors throughout. A skylit foyer enhances the home's bright, welcoming atmosphere, setting the tone for the natural sunlight that pours into every room. The open-concept main level includes a dining area, a cozy living room with fireplace, and a well-appointed kitchen—perfect for both entertaining and everyday living. The kitchen serves as the heart of the home with abundant cabinet storage, a breakfast bar, and stainless steel appliances. The first-floor primary bedroom offers easy, convenient living, complete with a spa-like marble bath, standing shower, and vanity. Step outside to enjoy the breezy screened-in porch or unwind on the upper and lower decks—ideal for quiet relaxation. A scenic path leads to a 10-foot-deep pond, offering a peaceful natural escape. The property also includes an oversized detached garage, perfect for one car and storing outdoor gear or toys. Just minutes from Woodstock's vibrant restaurants, local shops, hiking trails, and more, this home offers the perfect combination of craftsmanship, comfort, and convenience in a truly private setting. Come take a look! Please note: A separate lot is included in the total acreage and taxes. Also known as SBL 27.4-3-35.700. Recent updates include a freshly painted exterior, new carpeting in the upstairs bedrooms, and refinished hardwood floors throughout

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$650,000

1807 Glasco Tpke Woodstock, NY 12498

MLS: 20252546 Photos
Beds:
3
Baths:
2.00
Sq.Ft.:
2,290
Status:
Active
MLS#:
20252546
Type:
Single Family
Lot size:
1.73 Acres
Year built:
1903
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Serhant LLC 646-480-7668
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ADDITIONAL INFORMATION

Edible Acres! with Mountain Views, Stream, and Unexpected Charm Best and Final offers are due by Tuesday, July 8th at 10 am. This timeless 3-bedroom, 1.5-bath home offers 2,300 +/- sq. feet of inviting, light-filled space. Set on 1.73 acres with surprises at every turn - a forested path, rock outcroppings, the Tynekill stream boarders on side, a lush rolling lawn, multiple gardens. The back yard is bursting with flowers, a woodland path leads to a mushroom grove, a side garden with currants, and the magnificent enclosed vegetable garden that anchors the front yard and sets the tone for sustainable living. Just minutes from Woodstock, Saugerties, Kingston, and the NYS Thruway—it blends privacy, nature, and convenience beautifully. Inside, the home features classic lines, rich hardwood floors downstairs, and generously sized rooms that offer both comfort and flexibility. The wide entry way invites you into the house and showcases the beautiful wooden staircase. Enter the living room with its brick masonry fireplace with woodstove insert. A sun-drenched enclosed porch—once used as an artist studio, can become your dining room or study. A large farmhouse-style kitchen with ample space and vintage charm is the true heart of the home, a delicious laboratory of love, canning and cooking. Outside, a detached two-car garage with electric and a full loft provides endless potential for a workshop, storage, or creative space. A separate garden shed adds even more utility. From its rock-solid structure to its enchanting setting, this is a property that offers more than just a place to live—it offers a way of life.

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$499,500

44 Overlook Dr Woodstock, NY 12498

MLS: 20252359 Photos
Beds:
3
Baths:
1.00
Sq.Ft.:
1,164
Status:
Active
MLS#:
20252359
Type:
Single Family
Lot size:
0.27 Acres
Year built:
1956
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Realmart Realty, LLC 888-362-6543
Request Info Save Property
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ADDITIONAL INFORMATION

Three bedroom, one bath, 1124 ft.² in Woodstock. Walking distance to the Bearsville theater formally owned by Bob Dylan's manager, Albert Grossman with music and restaurants. New refrigerator, new dishwasher, stove like new ( three years old). Hot water tank(3 years old) microwave, new carpet, professionally painted inside and out, living room and large multi use room (could be 4th bedroom) not found in most houses in the neighborhood , updated bath, oil, forced hot air heat, electric fireplace, wood accents, 200 amp updated electric. Large, private backyard, short walk to stream just off property. Brand new septic. Large well-built shed (675 sq ft) could be music or art studio. Anything you can imagine. Onteora school district. Low taxes

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$899,000

48 Cooper Hollow Rd Bearsville, NY 12498

MLS: 877914 Photos
Beds:
4
Baths:
3.00
Sq.Ft.:
2,125
Status:
Active
MLS#:
877914
Type:
Single Family
Lot size:
6.65 Acres
Year built:
1973
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Coldwell Banker Village Green 845-679-2255
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ADDITIONAL INFORMATION

Tucked away on a scenic country road just minutes from historic Woodstock, this stunning contemporary home offers the perfect balance of privacy, tranquility, and access to nature. Set on six acres in a highly desirable neighborhood, this serene retreat is surrounded by lush woods, artfully landscaped grounds, and a feeling of peace that begins the moment you arrive. With nearby hiking trails, Cooper Lake, and epic homes lining the way, the location is unbeatable. Spend your days by the pool, lounging on the stone patio, or unwinding under the stars from one of three decks. There’s even an outdoor shower for that perfect post-hike rinse or swim. Inside, the home’s open-concept main level is flooded with natural light and designed for comfort and easy living. Vaulted ceilings and a striking fireplace anchor the living room, while custom woodwork and sleek cement kitchen countertops add modern flair. Two bedrooms are located on the first floor, including a spacious primary suite featuring a private den and a spa-like bathroom for ultimate relaxation with two additional bedrooms upstairs. A full basement offers excellent storage or potential gym space. Whether you're seeking a weekend getaway or a full-time sanctuary, this property has everything you need to live your best country life.

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$1,495,000

96 Meads Mountain Rd Woodstock, NY 12498

MLS: 875479 Photos
Beds:
2
Baths:
4.00
Sq.Ft.:
2,727
Status:
Active
MLS#:
875479
Type:
Single Family
Lot size:
7.26 Acres
Year built:
1970
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Halter Associates Realty Inc 845-679-2010
Request Info Save Property
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ADDITIONAL INFORMATION

Tucked away on 7.26 acres of lush, storybook landscape with a stream-fed pond, this quintessential Woodstock home is more than a residence—it’s an experience. As you approach via a winding driveway that crosses a babbling stream and year-round waterfalls, the magic begins. You can hear the cascading water from the house itself, setting the tone for the serenity that follows. The main home offers 2,727 square feet of character-filled living space, while a charming 450 square foot guest cottage sits nearby, all nestled among vibrant mature gardens, handcrafted stone walls, and a gazebo. The tranquil, stream-fed pond at the heart of it all invites you to pause, breathe, and take it all in. Step inside to a soaring double-height great room with exposed beams and north-facing artist’s windows that bathe the space in soft, natural light. A dramatic stone fireplace anchors the open-concept layout, creating an inviting flow between living and dining areas. The kitchen is a cook’s dream—vaulted ceilings, skylights, custom wood cabinetry, artisan tilework, and a generous center island Need more space for entertaining? The sun-drenched sunroom—with its skylight, terracotta floors, and cozy woodstove—is perfect for hosting guests or quiet nights in. French doors lead to a stone patio overlooking gardens that bloom in every season. A full bath with a steam shower on the main level offers additional convenience. The primary suite is a peaceful sanctuary with vaulted ceilings, garden views, a spa-like bath with soaking tub, and even a private outdoor shower beneath a fragrant trellis. Upstairs, a guest bedroom and full bath with skylight offer a retreat all their own. The surprises keep coming on the lower level: two large rooms with a full kitchen area, full bath, artist’s studio, and cozy woodstove—ideal for creative work, extended guests, or a private home office. And then there's the guest house: a two-story jewel with its own deck above the stream, a vaulted upstairs bedroom with an expansive garden-facing balcony, and a warm, woodsy interior. Currently a permitted B&B, it’s perfect for visitors and has an excellent rental income history. The fenced grounds are a true Eden—carefully cultivated to deliver beauty all year long. Meandering lawns, specimen Japanese maples, weeping cherries, magnolias, evergreens, and a dazzling array of deer-resistant perennials create a living painting. Every step offers a new surprise, every corner a private nook. Modern upgrades add peace of mind, including a whole-house generator, new boiler, irrigation and security systems, new washer/dryer, and a newer roof. Just under five minutes to the center of Woodstock, and close to the trailheads of Overlook Mountain and Magic Meadow, this is a once-in-a-lifetime opportunity to own a private sanctuary that inspires creativity, joy, and rest.

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$799,000

12 Library Ln Woodstock, NY 12498

MLS: 20252144 Photos
Beds:
3
Baths:
3.00
Sq.Ft.:
1,864
Status:
Active
MLS#:
20252144
Type:
Single Family
Lot size:
0.38 Acres
Year built:
1925
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Coldwell Banker Village Green 845-679-2255
Request Info Save Property
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ADDITIONAL INFORMATION

Tucked along tranquil Library Lane, this classic red cottage offers a rare blend of in-town convenience and private, garden-like seclusion. Behind the home, a fully fenced backyard - shaded by mature trees and thoughtfully landscaped - frames both the primary residence and a detached guest studio with a legal short-term rental permit, creating a true village retreat that feels peaceful and tucked away, despite being just steps from the heart of Woodstock. The main house welcomes you with high ceilings and an open living area that flows effortlessly to the outdoors. Large windows overlook the lush yard, and French doors lead to a private deck, perfect for quiet mornings or lively gatherings. The spacious country kitchen is well-suited for everything from casual meals to hosting dinner parties, with a sunny dining area that opens to a bluestone terrace. A library on the first floor offers a flexible space that can serve as a home office or an additional bedroom. Upstairs are two cozy bedrooms and a full bath with a classic clawfoot soaking tub. The primary bedroom features a charming arched nook ideal for reading or meditation. Set at the rear of the property, the detached studio has been updated with a new bathroom, kitchenette, updated windows, skylights, and an airy, high-ceilinged living area. This space is ideal for hosting guests or generating income, supported by the property's legal short-term rental permit, which allows for Airbnb-style use in full compliance with town regulations. Key improvements have been made to the property, including structural enhancements to the basement to ensure the home's integrity and accommodate additional storage space. The property was converted to an on-demand 2-in-1 hot water system for both water and radiator heat. Town water and sewer aid in the easy maintenance of the property. Just moments from the heart of Woodstock, the home is ideally situated for enjoying all the village has to offer, from art openings and live music to gourmet restaurants and eclectic shops. Yet at home, you're surrounded by quiet, with tree-lined back streets perfect for evening walks or friendly chats with neighbors. This is a rare opportunity to enjoy the best of both village life and private retreat - all in one of the most charming corners of Woodstock.

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$1,099,000

32 Maurizi Ln Woodstock, NY 12498

MLS: 20252103 Photos
Beds:
4
Baths:
4.00
Sq.Ft.:
3,252
Status:
Active
MLS#:
20252103
Type:
Single Family
Lot size:
1.29 Acres
Year built:
2022
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Corcoran Country Living 845-684-0304
Request Info Save Property
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ADDITIONAL INFORMATION

Blending classic country charm with modern sophistication, this newly built modern farmhouse offers over 3,000 square feet of beautifully finished living space. Designed with clean lines, a neutral palette, and layered textures, it delivers a timeless aesthetic full of warmth and character. The home features four spacious bedrooms, three and a half baths, a fully finished lower level, and multiple flex spaces throughout. From the moment you arrive, the inviting covered front porch sets the tone—perfect for gathering or relaxing—with sleek modern glass railings offering a fresh take on traditional farmhouse style. Inside, the open-concept main level is filled with natural light, thanks to large windows and a sliding glass door that seamlessly connect indoor and outdoor living. The living and dining areas flow effortlessly into the eat-in kitchen, where a quartz waterfall island, stainless steel appliances, and a farmhouse apron sink create a space that's both functional and stylish. Just off the kitchen is a powder room and a versatile flex room. Anchoring the home is a dramatic glass-railed staircase that adds a bold architectural statement. Upstairs, two luxurious bedroom suites anchor each end of the second floor, complete with elegant baths and generous closets. A cozy reading nook and two additional guest bedrooms—bright and welcoming—share a full hallway bath for easy access. The finished lower level adds another 1,000 square feet of flexible living space—ideal for a game room, home gym, theater, yoga studio, or office. It also includes a laundry area, utility room with a new high-efficiency boiler, and ample storage. Ideally located just minutes from the heart of Woodstock, with easy access to Hunter and Belleayre ski resorts, this home is perfectly positioned for all-season living. Enjoy proximity to local shops, restaurants, farmers markets, hiking, biking, and the vibrant communities of Kingston, Saugerties, Phoenicia, and beyond. This modern farmhouse is the perfect retreat for leisure, adventure, and everyday living.

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$1,225,000

99 Cannon Cir Woodstock, NY 12498

MLS: 20252066 Photos
Beds:
3
Baths:
2.00
Sq.Ft.:
1,948
Status:
Active
MLS#:
20252066
Type:
Single Family
Lot size:
1.65 Acres
Year built:
2020
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Coldwell Banker Village Green 845-679-2255
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ADDITIONAL INFORMATION

Tucked away in the pristine Ohayo Mountain forest and less than a mile from the heart of Woodstock, Cannon House offers the rare combination of seclusion, comfort, and modern design. Set on 1.65 acres, this contemporary retreat, built in 2020, is thoughtfully designed to immerse you in the natural surroundings while providing every modern convenience. With three bedrooms and two and a half baths, the home is ideal as a full-time residence, a weekend getaway, or a high-end rental. A long gravel driveway leads to a spacious terrace with parking for three, and from the moment you step inside, the home feels light, open, and connected to its setting. The vaulted main living space is framed by floor-to-ceiling windows, bringing the forest in, while a glass balcony above adds architectural interest and lets natural light flood both floors. The chef's kitchen features Corian countertops, a breakfast bar, and top-tier appliances from Miele, Bosch. Just off the kitchen, a utility room houses a washer and dryer, a powder room, and ample storage. A modern wood-burning stove anchors the open-plan dining and living area. Sliding glass doors on both sides of the living area open onto either the spacious front or the intimate covered rear decks. Making it perfect for dining or lounging outdoors in any season. The nearby fire pit area invites stargazing and cozy gatherings on cooler nights. Upstairs, a glass-railed viewing gallery leads to the primary suite, a serene retreat with panoramic forest views that fit a king-size bed, a walk-in closet, and an en-suite bath. Two additional bedrooms—one with lofted storage, the other perfect as a guest room or office—share a well-appointed bath with a deep Jacuzzi tub. All bedrooms are equipped with individually controlled heating and cooling units, USB outlets, and generous closet space. A large linen closet keeps everything organized. Outside, the south-facing porch is shaded and cooled by a ceiling fan for summer comfort, while a fire pit and expansive deck invite gathering under the stars. Just minutes from swimming holes, hiking trails, and Woodstock's vibrant shops, markets, and cultural events, Cannon House is a turn-key modern escape designed for beauty, ease, and connection to nature.

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$2,175,000

44 Old Wagon Rd Woodstock, NY 12498

MLS: 875187 Photos
Beds:
3
Baths:
2.00
Sq.Ft.:
3,100
Status:
Active
MLS#:
875187
Type:
Single Family
Lot size:
1 Acres
Year built:
2005
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Berardi Realty 845-201-1111
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ADDITIONAL INFORMATION

Just a short walk from the vibrant village of Woodstock, this exceptional modern contemporary home is truly one-of-a-kind. Designed by a renowned Park Avenue architect, this residence perfectly blends modern design and comfortable living, with no detail overlooked. As you enter through the foyer, you're immediately struck by the abundance of natural light streaming through the wall-to-wall windows, which flood the entire home with sunshine. The soaring 10-foot ceilings and elegant hardwood floors enhance the bright and airy atmosphere, creating a welcoming space that feels both luxurious and comfortable. The main level boasts an open, flowing layout, seamlessly connecting the kitchen, living, and dining areas—perfect for both everyday living and entertaining. The kitchen is a true centerpiece, featuring a commercial-grade refrigerator, sleek stainless-steel appliances, and a large island that provides plenty of space for cooking and gathering. Just off this area is an expansive deck for outdoor dining and living at its best. Whether you're hosting family dinners or casual get-togethers with friends, these combined spaces will quickly become the heart of the home marrying the finest of indoor and outdoor living. A key feature on the main level is the primary suite, offering privacy and luxury with a bold, modern bathroom. This suite also provides direct access to the private outdoor deck, where you can enjoy views overlooking the yard and rock outcropping. One of the home's most striking architectural details is the pair of 24-foot glass towers on either side, flooding the interior with natural light and offering breathtaking views. Elevate to the second level to discover two more generously sized bedrooms, both with ample closet space and separated by a great room/den. A full bath on this level opens to an additional sun-drenched deck, giving you yet another outdoor retreat to relax and enjoy the serene surroundings and views of Overlook Mountain. This property is a must-see, offering top-of-the-line finishing's from top to bottom. Conveniently located just minutes from restaurants, shopping, the iconic Bearsville Theater, hiking and so much more! This home is perfect for those looking for a luxurious retreat with easy access to everything Woodstock has to offer. Please note brand new heating system had just been installed.

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$1,795,000

253 Upper Byrdcliffe Rd Woodstock, NY 12498

MLS: 20252012 Photos
Beds:
3
Baths:
4.00
Sq.Ft.:
3,072
Status:
Active
MLS#:
20252012
Type:
Single Family
Lot size:
5.82 Acres
Year built:
1910
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Compass Greater New York, LLC 845-334-0227
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ADDITIONAL INFORMATION

Historic Byrdcliffe Estate on One of Woodstock's Most Beloved Roads. Step into a piece of Woodstock's storied past with this enchanting 1910 Arts & Crafts masterpiece, gracefully situated on nearly six bucolic acres along one of the town's most picturesque and sought-after roads. Originally owned by Jane BYRD Whitehead and Ralph RadCLIFFE Whitehead, two of the visionary founders of the Byrdcliffe Arts Colony, this property carries not only their legacy but is also nestled along the road named after them and that reflects their artistic spirit. Crafted with timeless materials, the home features original chestnut woodwork and beams, oak floors, and multi-paned windows adorned with wrought iron hardware, preserving the authenticity and charm of the early 20th century. Main Level Highlights include the spacious first-floor en-suite bedroom, Inviting living room with fireplace and woodstove insert leading to the peaceful screened porch. Formal dining room ideal for entertaining adjacent to the bright, thoughtfully designed kitchen flowing into a cozy beamed breakfast room. Watch your favorite films in the media room and enjoy your remote work experience in the dedicated office. Finally, the awe-inspiring north-light creator's studio with soaring 12-foot ceilings to utilize as your personal escape. Retreat upstairs to the primary en-suite bedroom with private balcony overlooking the serene lawns. Also on this level is the versatile guest bedroom/gym with private bath and the tranquil vaulted third bedroom, a true sanctuary of peace. Exterior highlights feature the detached garage and two-car carport, multi-level deck and bluestone patio, outdoor shower, sweeping private lawn and elegant heated 60' gunite pool with lap lane andspa, ideal for summer relaxation. Located in the heart of the Byrdcliffe historic district, this home is not just a residence, it's an artistic legacy. Rarely does a property of such provenance, privacy, and character become available in this cherished enclave of Woodstock. To learn more about the history of Byrdcliffe, paste this link into your browser: https://en.wikipedia.org/wiki/Byrdcliffe_Colony?utm

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$1,795,000

253 Upper Byrdcliffe Rd Woodstock, NY 12498

MLS: 863951 Photos
Beds:
3
Baths:
4.00
Sq.Ft.:
3,072
Status:
Active
MLS#:
863951
Type:
Single Family
Lot size:
5.82 Acres
Year built:
1910
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 914-238-0676
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ADDITIONAL INFORMATION

Historic Byrdcliffe Estate on One of Woodstock's Most Beloved Roads. Step into a piece of Woodstock's storied past with this enchanting 1910 Arts & Crafts masterpiece, gracefully situated on nearly six bucolic acres along one of the town's most picturesque and sought-after roads. Originally owned by Jane BYRD Whitehead and Ralph RadCLIFFE Whitehead, two of the visionary founders of the Byrdcliffe Arts Colony, this property carries not only their legacy but is also nestled along the road named after them and that reflects their artistic spirit. Crafted with timeless materials, the home features original chestnut woodwork and beams, oak floors, and multi-paned windows adorned with wrought iron hardware, preserving the authenticity and charm of the early 20th century. Main Level Highlights include the spacious first-floor en-suite bedroom, Inviting living room with fireplace and woodstove insert leading to the peaceful screened porch. Formal dining room ideal for entertaining adjacent to the bright, thoughtfully designed kitchen flowing into a cozy beamed breakfast room. Watch your favorite films in the media room and enjoy your remote work experience in the dedicated office. Finally, the awe-inspiring north-light creator's studio with soaring 12-foot ceilings to utilize as your personal escape. Retreat upstairs to the primary en-suite bedroom with private balcony overlooking the serene lawns. Also on this level is the versatile guest bedroom/gym with private bath and the tranquil vaulted third bedroom, a true sanctuary of peace. Exterior highlights feature the detached garage and two-car carport, multi-level deck and bluestone patio, outdoor shower, sweeping private lawn and elegant heated 60' gunite pool with swim land and spa, ideal for summer relaxation. Located in the heart of the Byrdcliffe historic district, this home is not just a residence, it's an artistic legacy. Rarely does a property of such provenance, privacy, and character become available in this cherished enclave of Woodstock. To learn more about the Byrdcliffe area, please paste this link into your browser: https://en.wikipedia.org/wiki/Byrdcliffe_Colony?utm

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$795,000

276 Chestnut Hill Rd Woodstock, NY 12498

MLS: 875920 Photos
Beds:
2
Baths:
1.00
Sq.Ft.:
1,250
Status:
Active
MLS#:
875920
Type:
Single Family
Lot size:
6.01 Acres
Year built:
1975
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Four Seasons Sothebys Intl 518-822-0800
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ADDITIONAL INFORMATION

Tucked back on a six acre lot just minutes to the town of Woodstock sits this fairytale two bedroom cottage. The woodland view is yours to explore, the deep forest of evergreens, ferns and moss. Inside, you’re tucked into charming spaces or enjoying the expansive Great Room, with a stone fireplace at the center and vaulted ceilings with beautiful exposed beams. A wall of windows frames the view. The two bedrooms are on opposite sides of the cottage, an ideal layout with a full bath at the center. The bathroom has been finished with Waterworks tile, it has a separate soaking tub and large shower with classic, polished nickel hardware. The kitchen is small but lovely, with maple cabinetry and Inax tiles flown in from Japan, and the large dining room offers plenty of room to spread out. Outside, tucked in amongst the perennial garden is a gorgeous sauna and two-person wood fired hot tub, amazing spa amenities to idle away the weekends in peace. This charming cottage is just 2h north of NYC but in a world of your own.

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$895,000

Rd Woodstock, NY 12498

MLS: 20251964 Photos
Beds:
4
Baths:
2.00
Sq.Ft.:
2,227
Status:
Active
MLS#:
20251964
Type:
Single Family
Lot size:
3.93 Acres
Year built:
1940
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Corcoran Country Living 845-876-6676
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ADDITIONAL INFORMATION

Idyllic Country Retreat Nestled Among Majestic Pines Escape to this enchanting country home, embraced by towering pines and the soothing sounds of a nearby stream. Whether you're seeking a peaceful getaway or a full-time residence, this spacious and beautifully renovated home is ready to welcome you. Step inside the expansive living room, where exposed beams, vaulted ceilings, and a striking stone fireplace with Vermont Castings insert create a warm, inviting atmosphere. The updated kitchen features a sunny breakfast nook with a charming bay window—perfect for savoring your morning coffee. The first floor offers two queen-sized bedrooms and a full bath, while upstairs, the serene master suite includes a king-sized layout, lofty ceilings, a full bath, and an additional bedroom and cozy lounge area. Outdoors, you'll find many places to bask in the sun or cozy up under a tree and enjoy the gentle sounds of the stream. Meandering stone paths and natural landscaping create a setting that's both tranquil and inspiring. The 960 sq ft three-car garage, with upgraded electric and a dedicated mechanical workshop, offers endless possibilities for hobbies, a home business, or creative pursuits—it once served as a pottery studio and is brimming with potential. For privacy, a colonnade of Thuja Green Giant arborvitae and native shrubs lines the front, nurturing pollinators and birds while adding a beautiful natural border. The spacious, pollinator-friendly fenced backyard and multiple outdoor spaces invite you to dine al fresco, gather around a fire pit, or simply relax and take in the surrounding beauty. Solar-ready with new roofs on both the house and garage, this home blends rustic charm with thoughtful updates. Located minutes from Woodstock center, shopping, theaters, and amenities, you'll have easy access to nature hikes, swimming holes, and the serene beauty of the Catskills. Don't miss this opportunity to own your own country sanctuary—schedule your tour today!

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$1,325,000

Rd Woodstock, NY 12498

MLS: 20251975 Photos
Beds:
3
Baths:
3.00
Sq.Ft.:
2,640
Status:
Active
MLS#:
20251975
Type:
Single Family
Lot size:
9.63 Acres
Year built:
1986
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Coldwell Banker Village Green 845-679-2255
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ADDITIONAL INFORMATION

OPEN HOUSE! 7/5/2025 from 11:00 AM to 2:00 PM. Come check out the amazing views! Perfectly positioned in the sought-after community of Grog Kill, this mountain retreat, midway between Woodstock and Phoenicia, offers complete privacy and sweeping Catskill Mountain views. Set on 9.5 acres, the home features 33 thoughtfully placed windows and doors that bathe the interior in natural light and create a seamless connection between the indoor living space and the natural beauty that surrounds it. The main floor is anchored by double-height ceilings and a wood-burning fireplace, offering a warm, open atmosphere perfect for both quiet nights and lively gatherings. The open-concept layout connects the living room to an updated kitchen and charming sunroom/dining area that overlooks the pool and exquisite mountain vistas. A bedroom and full bath complete this level, and an expansive deck runs along the entire ''view side'' of the home. Upstairs a large primary suite with private balcony offers the creme de la creme of views-ideal for watching eagles soar and enjoying a moment of peace above the tree-tops. A flexible space adjacent to the primary could be easily used as a home office, meditation space, dressing room, or nursery. The walk-out lower level features a third bedroom, a full bathroom, and large rec room that open directly to a show-stopping salt water gunnite pool with waterfall, hot tub, mood lighting, and bluestone surround, perfect for entertaining and relaxing alike. Nestled in the mountainside, the land itself is a dream for nature lovers and gardeners. The lot includes a tiny orchard, vegetable garden area, beautiful woods, and a field with potential to build a private guest house, artist's studio, or retreat cabin. Enjoy total privacy at home yet plenty of vibrant energy in the area and surrounding towns. The Grog Kill community features a private swimming pond that is great for quiet afternoons, exploration, and picnicking, and is located just 10-15 minutes from great restaurants, the Emerson Resort and Spa, Woodstock's boutique shops and spas, art galleries, farm stands, live music venues, and the iconic Phoenicia Diner. For outdoor enthusiasts there is quick access to the Ashokan Reservoir and Rail Trail as well as hiking, biking, kayaking, and 3 nearby ski areas. Whether you're seeking recreation or relaxation, this is the perfect spot to enjoy all the beauty and opportunities of the Hudson Valley and Catskill Mountains. Property has 3 separate parcels with separate SBL's of 3+ acres each for a total of 9.6.

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$1,749,900

16 Juniper Ln Woodstock, NY 12498

MLS: 866684 Photos
Beds:
3
Baths:
3.00
Sq.Ft.:
3,076
Status:
Active
MLS#:
866684
Type:
Single Family
Lot size:
4.08 Acres
Year built:
1982
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Coldwell Banker Village Green 845-679-2255
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ADDITIONAL INFORMATION

Welcome to Juniper Woods. Nestled on four serene acres just minutes from the center of Woodstock, Juniper Woods is a custom-designed, exquisitely renovated residence offering the perfect balance of sophistication, tranquility, and convenience. With over 3,000 square feet of thoughtfully curated living space, this three-bedroom, three-bathroom home is rare, architecturally striking, and deeply livable. Vaulted ceilings and oversized, wood-framed windows invite abundant natural light into every corner of the home, casting a warm glow across the open-concept floor plan. A striking three-sided fireplace anchors the main living area, seamlessly connecting the elegant chef's kitchen with top-of-the-line Miele appliances to a gracious, light-filled sun room that opens directly to the pool terrace and landscaped gardens beyond. Every detail has been considered, from the luxurious materials and finishes to the intuitive layout designed for grand entertaining and quiet retreats. The first-floor primary suite is a sanctuary unto itself. It features sliding glass doors to a private deck, a dedicated study or office, and a spa-caliber bathroom with a steam shower, a Toto toilet, and a deep ThermoMasseur soaking tub. A spacious laundry room completes the suite, creating an elegant, self-contained retreat. Upstairs, two additional bedrooms share a beautifully appointed full bathroom and a ThermoMasseur tub and Toto fixtures. Plush carpeting and custom window treatments add a refined softness to the upper level, which overlooks the great room below. Outside, the in-ground saline pool is surrounded by a backdrop of native woods and curated gardens—perfect for summer afternoons or quiet morning reflections. The grounds offer ample space for exploration, creativity, and solitude, while the home invites ease, comfort, and understated luxury. Few properties in Woodstock achieve this rare combination of privacy, impeccable design, and proximity to town. Juniper Woods is truly a masterpiece of modern living in a timeless setting.

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$1,299,000

3207 Route 212 Bearsville, NY 12498

MLS: 865077 Photos
Beds:
5
Baths:
3.00
Sq.Ft.:
3,696
Status:
Active
MLS#:
865077
Type:
Single Family
Lot size:
1.85 Acres
Year built:
1939
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Corcoran Country Living 845-684-0304
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ADDITIONAL INFORMATION

Enchanting Woodstock Compound with Craftsman Home, Historic Barn & Cottage. Welcome to a truly rare offering in the heart of the Catskills—just minutes from the center of Woodstock, yet tucked away in a storybook setting of trees, meadows, and the soothing sounds of the Sawkill stream. This private 1.85-acre homestead compound blends rustic charm with modern versatility, featuring three distinct buildings, including a licensed short-term rental ready Craftsman home, a historic converted barn, and a sun-drenched cottage—each with its own character, purpose, and potential. The Craftsman Home. Thoughtfully restored and sold fully furnished, this two-story residence boasts cozy elegance and charm. An inviting front porch sets the tone for relaxed country living, while the 3-season sunroom offers the perfect perch for morning coffee or quiet reading. Inside, original hardwood floors, wainscoted ceilings, and a bright, open layout offer space for entertainment and relaxation. Upstairs, two bedrooms and a stylish bath provide a peaceful retreat. The dry, spacious basement offers extra storage or workshop potential. Currently a operating as a short-term rental, this home is truly turn-key for those seeking an income-producing property or an effortless weekend escape. The Converted Barn. Once home to the Bearsville Woodworking Collective, where the famed Pete Seeger commissioned the building of the Hudson River Sloop, Woody Guthrie, this large barn holds a legacy of artistry and craftsmanship. Its soaring ceilings, open floor plan, and natural light make it ideal for a studio, gallery, or workshop. French doors open to a bluestone patio overlooking stone gardens and field—an inspiring space for creatives or gatherings. The upper attic provides additional space for storage or future expansion. The Bearsville Cottage. A charming blend of vintage soul and creative flair, this one-bedroom cottage is perfect as a guest house, rental unit, or home office. Exposed wood beams, oversized artist windows, and a cozy woodstove make the living space both inspiring and inviting. A private bedroom entrance offers added privacy for tenants or guests, while the open kitchen and living area seamlessly extends into the backyard for easy indoor-outdoor living. The Land & Location. The Woodstock compound is fully fenced with fruit trees, open fields, and garden beds—ideal for farming, raising chickens, or simply enjoying quiet nights under the stars. A babbling creek runs year-round, adding to the property's natural serenity. Whether you're dreaming of a regenerative homestead, a live/work artist's retreat, a multi-generational family property, or an income-generating opportunity, this magical compound offers flexibility and soul in equal measure. Located just minutes from Woodstock's vibrant restaurants, music venues, and art galleries—with easy access to hiking, swimming, and all the natural beauty of the Catskills—this is a truly one-of-a-kind offering where history, nature, and creative potential come together.

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$1,100,000

Way Woodstock, NY 12498

MLS: 858303 Photos
Beds:
2
Baths:
2.00
Sq.Ft.:
2,209
Status:
Active
MLS#:
858303
Type:
Single Family
Lot size:
6.1 Acres
Year built:
1988
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Halter Associates Realty Inc 845-679-2010
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ADDITIONAL INFORMATION

A spectacular view of Bass Meadow and mountains is just one of the highpoints of this beautiful Cape Cod home on 6.1 acres located a few miles from Woodstock Village. From the home's wraparound stone patio and large windows, imagine looking out at a serene 70-acre vista of meadow and woods that is protected from development. This lovely, turnkey 2209-square-foot home features an open-plan living area with a kitchen, dining area, den, and comfortable living room anchored by a stone fireplace. Everywhere you look, there are stunning views. The second floor is no exception. A center staircase leads to two bedrooms with skylights and a full bath complete with a custom tub and newly renovated shower. A small area beside the staircase could serve as a reading nook or put to creative use. Downstairs, the den has the potential to be transformed into another bedroom or could become a convenient playroom or workspace. Glass doors let in more light and provide access to the stone patio. A second full bathroom is located on the first level. From the kitchen/foyer, a door leads to a breezeway, garage, and spacious heated office/studio with windows facing the meadow and mountains. This great private space away from the main house could remain an office/studio or be converted to an extra bedroom. Step outside, and you'll see a building across the driveway that was once the Lake Hill firehouse. This vintage structure could be reimagined as a guest house or office/studio. Or it could make a terrific home gallery or music studio. The incredible views of Bass Meadow and mountains are sure to provide endless inspiration. Whether enjoyed as a year-round home or weekend retreat, 11 Louie Way is a 10-minute drive to the heart of vibrant Woodstock, famous for its cafes, boutiques, galleries, and music venues. Phoenicia, Saugerties, and Kingston are also nearby for shopping, dining, and entertainment.

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$599,999

680 Zena Rd Woodstock, NY 12498

MLS: 865851 Photos
Beds:
2
Baths:
2.00
Sq.Ft.:
1,385
Status:
Active
MLS#:
865851
Type:
Single Family
Lot size:
0.3 Acres
Year built:
1950
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Coldwell Banker Village Green 845-679-2255
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ADDITIONAL INFORMATION

Turn key Opportunity - whether you are looking for a full time residence or second home. Often referred to as Zena Cottage by Airbnb guests, this charming home is 3 minutes to the Village of Woodstock, and a short drive to hip uptown Kingston, Rhinebeck and the NYS Thruway. 2 hrs from NYC. Set against a private wooded backdrop, this 1957 home on 1/3 of an acre has a lush lawn, spectacular perennial plantings, and a flower/herb garden. A rose arbor invites you into the adjoining sun drenched garden which has been prepped/leveled for future raised beds, greenhouse, shed, etc. and adjoins the fully fenced rear yard with a fire pit. Create your own organic garden or add a hot tub. This charming space is ready for your personal touch. Have coffee on the back deck (sunny in the morning/shaded in the afternoon for BBQ's) and enjoy the view and abundant local wildlife. The upstairs bathroom is brand new, boasting a walk in rain shower, thoughtfully selected designer marble, ceramic tile, high-end lighting fixtures and shiplap accent wall. Windows have been carefully placed for maximum privacy, sunshine and exterior views. Owners designed it to feel like the outdoors is melding with the interior. The second downstairs full bath has been tastefully curated - new tub, fixtures, and lighting. The den adjoins the living room which boasts a wood burning fireplace and oak floors. Large eat-in kitchen with adjacent dining room. French doors from dining room to the living room. The two, second-floor updated bedrooms and hall retain the original pine floors. Property has a new roof, new oil tank, landscape lighting, and upgraded 200 amp electric panel (ready for a hot tub and EV charging connections).

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Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

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, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


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.


Woodstock 12498 Real Estate

Woodstock is located in New York. Woodstock, New York 12498has a population of 6,215. Woodstock 12498 is less family-centric than the surrounding county with 17.98% 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 12498 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 12498 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

    $660,000
    24.5%
    change since last quarter

  • # Active listings

    65
    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
Phoenicia Elementary School KG - 03 156 9.2 12464
Riccardi Elementary School KG - 06 298 13.8 12432
Woodstock Elementary School KG - 03 244 11.9 12498

Middle Schools near Woodstock, NY

Grades Students P/T Ratio ZIP
M Clifford Miller Middle School 05 - 08 878 11.9 12449
Onteora Middle School 07 - 08 203 11.2 12412
Reginald Bennett Elementary School 04 - 06 325 11.1 12412
Saugerties Junior High School 07 - 08 421 16.4 12477

High Schools near Woodstock, NY

Grades Students P/T Ratio ZIP
Onteora High School 09 - 12 438 12.4 12412
Saugerties Senior High School 09 - 12 925 19.2 12477

Demographics near Woodstock, NY 12498

Zip Code City
Neighborhood Type Small town
Population 6,215 181,862
Population Density 92 162
Median Age 60.2 44.2
People per Household 1.9 2.4
Median Household Income 66,181 71,040
Average Income per Capita 61,299 38,966

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