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Woodstock NY Real Estate & Homes for Sale

19 Properties Found

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$1,995,000

20 COUNTRY CLUB LN WOODSTOCK, NY 12498

MLS: 983149 Photos
Beds:
8
Baths:
10.00
Sq.Ft.:
12,393
Status:
NEW LISTING
MLS#:
983149
Type:
Single Family
Lot size:
6.48 Acres
Year built:
2005
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: William Pitt Sothebys Int Rlty 845-677-9822
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ADDITIONAL INFORMATION

Experience the legacy of Woodstock through this extraordinary historic offering. Once home to the iconic Woodstock Lodge and The Pinecrest, this storied 6.5-acre property offers a unique opportunity to reimagine a legacy estate in one of the Hudson Valley's most sought-after destinations. Set on scenic, gently rolling land with a blend of open clearings, wooded trails, and a seasonal stream, the property provides both privacy and proximity. Situated just a short distance from Woodstock's vibrant village center; known for its charming shops, acclaimed restaurants, and year-round arts and cultural events. The site includes nine existing structures, an additional foundation, a workshop, and an in-ground gunite pool, offering a wide range of possibilities for restoration, redevelopment, or a thoughtfully designed residential compound. Existing utilities, wells, and septic systems are in place, providing a strong starting point for future plans. Currently zoned R3 Residential, the property presents potential for residential redevelopment and possible subdivision (buyer to perform due diligence regarding future use, zoning, and configuration). Property and all structures and infrastructure are being sold as-is, where-is. A rare opportunity to steward a historic Woodstock property and bring a new vision to life in one of the Catskills' most legendary locations.

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$415,000

92 WITCHTREE RD WOODSTOCK, NY 12498

MLS: 20261495 Photos
Beds:
3
Baths:
2.00
Sq.Ft.:
1,033
Status:
NEW LISTING
MLS#:
20261495
Type:
Single Family
Lot size:
1.2 Acres
Year built:
1954
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Win Morrison Realty 845-339-1144
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ADDITIONAL INFORMATION

Here is that very affordable, cute little three bedroom, one and a half bath Mid Century ranch in Woodstock that you have been waiting for! A Matterport walk through is available in videos. The semi-private lot is 1.2 level acres of beautifully groomed green areas, and a fully fenced large rear yard with cobblestone walls. This cozy home has hardwood floors, a beautiful european woodstove, a delightful remodeled custom walk-in shower, newer vinyl siding and many modern replacement windows. The home could be totally handi-cap accessible with a gently sloped ramp to the stone front porch landing. The primary heat is hot water baseboard from a newer boiler. In addition there is heat pump with a Mitzubishi split unit provides central air plus heat in the spacious living room/dining area that is bathed in natural light. Woodstock, known as the Colony of the Arts, is where it's at!! Centrally located in a wonderful neighborhood where you can walk your children, your dogs and your spouce!! The Hannoford Supermarket Plaza is 5 minutes away. The village green is about 3 miles away. Dining at the Red Onion, Cucina, the Blue Moon, Catskill Mtn Pizza, Oriole 9, Bread Alone, the Pub and other restaurants are all available in town. Shows at Levon Helm's Barn, the Bearsville Theatre complex, The Playhouse, Byrde on a Cliff Theater, the Blue Moon, the Colony and other venues are available in town. The beautiful Ashokan Rail Trail is close and skiing, at Belleayre, Hunter and Plattekill are within 40 minutes. The historical and hip city of Kingston and the Village of Saugerties located on the Hudson River are 15-20 minutes for boating and fishing. It's just 1 1/2 hours to NY City from Thruway exit 19 at Kingston. The Rynecliff Amtrack Train Station is just a half an hour. Share this as an Air BnB, live in as a primary residence or a permenant second home in the Catskills. It's location is a perfect blend of the country and some great nearby happenings.The sale is ''as is''. All information to be verified by buyers agent.

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$549,000

39 WHITNEY DR WOODSTOCK, NY 12498

MLS: 20261472 Photos
Beds:
3
Baths:
2.00
Sq.Ft.:
1,960
Status:
NEW LISTING
MLS#:
20261472
Type:
Single Family
Lot size:
0.9 Acres
Year built:
1965
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

Perfectly situated just minutes from the vibrant village of Woodstock, while equally convenient to Kingston and Saugerties, this immaculate and thoughtfully updated home offers the best of Catskills living in a truly welcoming neighborhood setting. Lovingly maintained and completely turnkey, the residence exudes warmth and understated elegance throughout. The entry level features a spacious den with sliding glass doors that open to a serene backyard where nature takes center stage--frequent visits from deer and local wildlife enhance the peaceful, country ambiance. The neighborhood itself invites an easy, leisurely lifestyle, ideal for morning strolls, walking dogs, bike rides, or a short drive into town for exquisite fine dining, shopping, and galleries. Just above the den and laundry area, the large, well-appointed living room is anchored by a striking stone fireplace with a beautiful hearth, while a large bay picture window fills the space with natural light. The spacious living room area flows seamlessly into the eat-in kitchen and adjoining dining area, where additional sliders lead to an elevated rear deck overlooking the beautiful, wooded property--perfect for entertaining or quiet evenings outdoors. Three bedrooms complete the home, including a comfortable primary suite with its own bath, along with a guest bedroom conveniently located across from a second full bath. With a nice sized laundry room, two full bathrooms, a versatile den, basement and a two-car garage, this refined yet inviting home offers a perfect blend of sophistication, space, privacy, comfort, and effortless Catskills charm--an ideal retreat for gathering with loved ones and creating lasting memories. A 3D Walkthrough Tour is available in the digital Lookbook or by request.

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$999,990

2565 ROUTE 212 WOODSTOCK, NY 12498

MLS: 20261469 Photos
Beds:
3
Baths:
3.00
Sq.Ft.:
2,052
Status:
NEW LISTING
MLS#:
20261469
Type:
Single Family
Lot size:
2 Acres
Year built:
2024
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

Some properties are about the house - this one begins with the water. Sit by the year-round creek for a few minutes and everything slows; it's a setting that quietly draws you in and holds you there. Set on two wooded acres along the Sawkill Creek, and tucked away at the end of long driveway just minutes from the center of Woodstock, the house is positioned to take full advantage of its surroundings - with views to the water from the great room, the expansive rear deck and the upstairs loft. In the warmer months, the creek becomes part of daily life, offering a place to cool down, unwind, or simply sit and take it in, with two swimming holes, including the Big Deep, just moments away. The grounds have been carefully and thoughtfully shaped to complement the setting, with layers of seasonal interest throughout the year - rhododendrons blooming along the upper bank of the creek in spring, a magnolia in soft pink just off the house, and a striking ginkgo that turns a luminous yellow in autumn. Wildflower meadows, ornamental grasses, and perennial herbs bring a more relaxed, natural feel to the landscape, creating a setting that feels both intentional and effortlessly in tune with its surroundings. Inside, the light-filled main living space opens beneath soaring vaulted ceilings, where a stacked stone fireplace serves as the focal point of the room - bringing warmth, texture, and a sense of scale to the otherwise clean, wood-lined interior. Two sets of sliding doors open out to the deck, creating a natural connection to the outdoors; in the warmer months, they can be left open to let in the sound of the creek, so the setting becomes part of the room itself. The great room flows easily into a defined dining area, positioned to take in the same views and connection to the landscape, and continues through to the kitchen, where generous cabinetry, a central island, and ample workspace support both everyday living and entertaining. The layout includes three spacious bedrooms and three full bathrooms, including a primary suite with a spacious, spa-like bath featuring a freestanding soaking tub and separate shower. A guest bedroom on the main level, with its own full bath, offers privacy and comfort for visitors. A practical laundry room provides a natural transition from the outdoors - particularly after a dip in the creek - supporting easy, everyday living, and rounding out the main level. Upstairs, a second living area overlooks the main space below, maintaining a visual connection to the great room while creating an airy retreat that works equally well for reading, quiet time, or work. This upper level also includes a third bedroom and third full bath, along with an additional finished room that offers flexibility for a home office, studio, or overflow space for guests. Newly built in 2024 and elevated above the floodplain, the home is connected to the town sewer, and offers the ease of new construction with a strong connection to its setting. Additional features include an oversized, attached two-car garage and efficient systems throughout. Woodstock remains one of the Hudson Valley's most sought-after destinations - known for its unique shops, eclectic dining, and vibrant cultural scene - while also offering easy access to hiking, swimming, and skiing throughout the Catskills. From here, you're just under two hours from New York City, making this an easy weekend escape or full-time base with a strong connection to both nature and community. A 3D Walkthrough Tour is available in the digital Lookbook or by request.

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$995,000

5 MAVERICK TER WOODSTOCK, NY 12498

MLS: 20261463 Photos
Beds:
3
Baths:
3.00
Sq.Ft.:
2,316
Status:
NEW LISTING
MLS#:
20261463
Type:
Single Family
Lot size:
1.1 Acres
Year built:
1988
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Howard Hanna Rand Realty 845-338-5252
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ADDITIONAL INFORMATION

Tucked away on a peaceful, wooded lane, this inviting home offers the perfect blend of privacy, space, and convenience- just minutes to the heart of Woodstock. Inside, the home opens to an expansive living room anchored by a beautiful brick fireplace, creating a warm and inviting centerpiece for gatherings or quiet evenings. This oversized space includes a full bathroom and flows effortlessly to a private outdoor deck, extending your living area into the surrounding landscape--perfect for morning coffee, and or entertaining under the trees. Natural light fills the interiors, enhancing the home's relaxed and welcoming feel. A spacious kitchen with ample room for cooking and entertaining. The flexible layout includes 3-4 bedroom ideal for guests, remote work, or weekend hosting. The primary bedroom offers a peaceful retreat, complete with a walk-in closet area that presents a unique opportunity--perfect as a nursery, dressing room, or private home office. Step outside and experience your own secluded haven, surrounded by mature trees and the tranquility that defines the Woodstock/Hurley area. Whether used as a full-time residence, weekend escape, or income-producing property, this home captures the essence of upstate living. Located just minutes from the vibrant village center--known for its boutiques, galleries, live music, and creative energy--this is a rare opportunity to own in one of Woodstock's most sought-after areas. This location offers the very best of living in the Catskills-where nature, culture, and community meet. A true retreat with space to gather, room to grow, and a lifestyle to fall in love with. Make an appointment today!

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$1,699,000

2320 GLASCO TPKE WOODSTOCK, NY 12498

Photos
Beds:
8
Baths:
6.00
Sq.Ft.:
4,648
Status:
NEW LISTING
MLS#:
977042
Type:
Single Family
Lot size:
11.95 Acres
Year built:
1969
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Keller Williams Hudson Valley 845-481-2700
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ADDITIONAL INFORMATION

Welcome to The Waterfall House, a truly rare offering nestled in the heart of Woodstock Proper, where nature, creativity, and privacy converge in the most enchanting way. Being offered for the first time, this storied 3,023 sq ft brick colonial is more than a home; it’s an experience, a retreat, and an open canvas for your vision to unfold. Set on nearly 12 acres of lush, mature landscape, the property invites you to slow down and reconnect. Inside, you’ll find expansive, light-filled living spaces, six legal bedrooms, and three and a half bathrooms, each room waiting to be reimagined into something extraordinary. The sun-drenched rear room is where the magic truly begins. Walls of windows blur the line between indoors and out, immersing you in the sights and sounds of nature. Open the windows and let the rhythm of your private waterfall and babbling brook become your daily soundtrack, equal parts calming, inspiring, and unforgettable. Step outside into your own private woodland to explore, create, or simply unwind. Nearly 12 acres of this kind of privacy in Woodstock Proper is a rare offering. The sweet soul of this property are two charming artist cabins, each offering one bedroom and one full bathroom, perched right along the water’s edge, with one cabin offering 885 square feet and the other 740 square feet. Once home to local creatives, these cabins carry a palpable energy, perfect for studios, guest retreats, or a continuation of their artistic legacy. This is not just a home, it’s a place for visionaries, nature lovers, and those seeking something deeply special. A once-in-a-lifetime opportunity to own a property that feels both grounded and magical, private yet inspiring, where every day begins and ends with the sound of water and the beauty of the land, an experience that feels worlds away, yet right at home.

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$999,990

2565 ROUTE 212 WOODSTOCK, NY 12498

MLS: 980822 Photos
Beds:
3
Baths:
3.00
Sq.Ft.:
2,052
Status:
Active
MLS#:
980822
Type:
Single Family
Lot size:
2 Acres
Year built:
2024
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
View additional info

ADDITIONAL INFORMATION

Some properties are about the house - this one begins with the water. Sit by the year-round creek for a few minutes and everything slows; it's a setting that quietly draws you in and holds you there. Set on two wooded acres along the Sawkill Creek, and tucked away at the end of long driveway just minutes from the center of Woodstock, the house is positioned to take full advantage of its surroundings - with views to the water from the great room, the expansive rear deck and the upstairs loft. In the warmer months, the creek becomes part of daily life, offering a place to cool down, unwind, or simply sit and take it in, with two swimming holes, including the Big Deep, just moments away. The grounds have been carefully and thoughtfully shaped to complement the setting, with layers of seasonal interest throughout the year - rhododendrons blooming along the upper bank of the creek in spring, a magnolia in soft pink just off the house, and a striking ginkgo that turns a luminous yellow in autumn. Wildflower meadows, ornamental grasses, and perennial herbs bring a more relaxed, natural feel to the landscape, creating a setting that feels both intentional and effortlessly in tune with its surroundings. Inside, the light-filled main living space opens beneath soaring vaulted ceilings, where a stacked stone fireplace serves as the focal point of the room - bringing warmth, texture, and a sense of scale to the otherwise clean, wood-lined interior. Two sets of sliding doors open out to the deck, creating a natural connection to the outdoors; in the warmer months, they can be left open to let in the sound of the creek, so the setting becomes part of the room itself. The great room flows easily into a defined dining area, positioned to take in the same views and connection to the landscape, and continues through to the kitchen, where generous cabinetry, a central island, and ample workspace support both everyday living and entertaining. The layout includes three spacious bedrooms and three full bathrooms, including a primary suite with a spacious, spa-like bath featuring a freestanding soaking tub and separate shower. A guest bedroom on the main level, with its own full bath, offers privacy and comfort for visitors. A practical laundry room provides a natural transition from the outdoors - particularly after a dip in the creek - supporting easy, everyday living, and rounding out the main level. Upstairs, a second living area overlooks the main space below, maintaining a visual connection to the great room while creating an airy retreat that works equally well for reading, quiet time, or work. This upper level also includes a third bedroom and third full bath, along with an additional finished room that offers flexibility for a home office, studio, or overflow space for guests. Newly built in 2024 and elevated above the floodplain, the home is connected to the town sewer, and offers the ease of new construction with a strong connection to its setting. Additional features include an oversized, attached two-car garage and efficient systems throughout. Woodstock remains one of the Hudson Valley's most sought-after destinations - known for its unique shops, eclectic dining, and vibrant cultural scene - while also offering easy access to hiking, swimming, and skiing throughout the Catskills. From here, you're just under two hours from New York City, making this an easy weekend escape or full-time base with a strong connection to both nature and community. A 3D Walkthrough Tour is available in the digital Lookbook or by request.

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$650,000

117 OHAYO MOUNTAIN RD WOODSTOCK, NY 12498

MLS: 967314 Photos
Beds:
2
Baths:
1.00
Sq.Ft.:
1,436
Status:
Active
MLS#:
967314
Type:
Single Family
Lot size:
1.87 Acres
Year built:
1952
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 845-334-0227
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ADDITIONAL INFORMATION

Set against a backdrop of sweeping mountain views and quiet Woodstock landscape, this inviting country property offers a rare blend of charm, space, and opportunity. The main home features 2 bedrooms and 1 bath, with a warm, welcoming interior defined by original hardwood floors, rich wood-paneled walls, and a classic wood-burning fireplace that anchors the living room. A bluestone enclosed porch provides the perfect setting for morning coffee or relaxed evenings, bringing the outdoors in across every season. Natural light fills the home through oversized windows, framing serene views of the surrounding property and distant mountains. The kitchen and bath present an opportunity for thoughtful updates, while the home's solid construction, timeless details, and comfortable layout create an ideal canvas for personalization. A separate 1-bedroom, 1-bath studio offers exceptional flexibility, perfect for guests, creative space, rental income, or a private work-from-home retreat. Set apart from the main residence, it enhances both privacy and functionality. The property itself is open and is bordered by mature trees and set to capture the beauty of the Catskills in every direction. Whether you're seeking a full-time residence or weekend escape, this is a property that delivers both immediate charm and long-term potential. Just minutes from the heart of Woodstock, yet quietly removed, this is a place to slow down, settle in, and make your own.

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$639,000

171 W HURLEY RD WOODSTOCK, NY 12491

MLS: 963177 Photos
Beds:
3
Baths:
2.00
Sq.Ft.:
1,365
Status:
Active
MLS#:
963177
Type:
Single Family
Lot size:
2.11 Acres
Year built:
1952
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 845-334-0227
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ADDITIONAL INFORMATION

Stylish, single-story living: This fully reinvented bungalow is convenient to both Woodstock and Kingston, and features large over-sized rooms and systems, all in a tight semi-open layout that takes full advantage of its over-sized 2+ acre wooded parcel. Grounded by hardwood or polished-concrete floors throughout and topped by dramatic cathedral ceilings in most rooms, the house features two main living spaces - a large living and dining space anchored at one end by a bluestone fireplace and at the other by a renovated kitchen; plus a separate family room with a wood-burning stove and sunny side foyer. The huge oversized primary bedroom features its own en suite spa-like bathroom with an open shower plus a soaking tub with its own picture window overlooking the wooded backyard. A separate work or den area adjoining the primary suite could provide additional sleeping space, or a home office or studio. An additional bedroom features its own en-suite renovated bathroom. Oversized windows take full advantage of the wooded surroundings. The house is set back generously from the road and includes a large detached garage, plus plenty of front-yard space to enhance your privacy with additional trees or other landscaping.

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$3,600,000

306 MEADS MOUNTAIN RD WOODSTOCK, NY 12498

MLS: 963379 Photos
Beds:
4
Baths:
4.00
Sq.Ft.:
5,272
Status:
Active
MLS#:
963379
Type:
Single Family
Lot size:
16.13 Acres
Year built:
2008
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

Inside Swoop House there is a versatile floor plan that includes four en suite bedrooms, one an attached guest suite, and two two-story great rooms, one of which was designed as a professional art studio. Designed by FT Architecture & Interiors and inspired by the Diller Scofidio Slow House, two non-parallel curved walls and sloping ceilings create a graceful series of shapes. This singular residence is sited at the end of a long driveway on Overlook, having 16 peaceful and private acres. This property provides you with both distant and intimate mountain views. It borders thousands of acres of pristine NY State land, while being located just five minutes from the village of Woodstock. The first story has a spacious two-story entry with a walk-in closet and Brazilian cumaru wood flooring. There is a great room with a 40-foot-long curved northern wall providing ample room for art displays, as well as a row of 10 large picture windows above. The room is anchored by a wood burning fireplace with a 15-foot blanca perlino Italian marble hearth. Floor-to-ceiling windows face South, where glass doors lead to a walkway and a series of outdoor spaces. The gourmet kitchen boasts top of the line Bosch and Wolf appliances, as well as a built in Sub-Zero refrigerator, a stone countertop, and a butler's pantry with a sink and a second refrigerator. The kitchen door leads out onto an expansive two story screened porch designed for dining and lounging, and the 40-foot outdoor deck, with black locust wood decking, where you can host dinner parties among the treetops. Two of the four well appointed en suite bedrooms are located on either end of the first floor. One has a walk-in closet, and a private entrance that opens out onto one of several native bluestone patios, surrounded by perennial gardens with a hot tub. Its spacious bathroom has a dressing area and an oversized Brazilian stone shower. Adjacent to the kitchen and the screened porch is a second bedroom with adjoining full bath. Leading to the primary bedroom suite, an open staircase provides views of the great room and outdoors from above. At the top of the stairs there is access to a south facing balcony. Here you can soak up sunshine and views year round while staying protected from the elements. The primary bedroom suite has two walls of floor to ceiling windows, a walk-in closet, an ensuite bathroom with a shower, and a walk-through room for a jetted tub. From here one can step outdoors onto a serene sleeping porch on a loft within the two-story screened porch. The private guest suite, the second great room/studio, and the media room can be accessed from the inside as well as outside on the ground level via its own dedicated driveway. This space currently boasts a versatile loft like floor plan, with open partitioning that can easily be reconfigured to meet various needs. The fourth bedroom suite has a full bathroom that includes an oversized steam shower containing an elegant curved stone bench. There is also room for home offices, and has a private entrance that opens to a bluestone patio. The second great room is currently in use as a painting studio. It has 18-foot-tall ceilings, a 40-foot-long display wall, tracks for lighting, oak flooring with radiant heat, and a double utility sink in the kitchenette. Glass double doors and large windows with custom sun-blocking shades provide gorgeous natural light. The adjoining media/family room with built-in bookcases is a place where you can refresh, listen to music, have meetings, workout, or relax. Also on this level is a laundry room and a 350 square foot heated storage space. The outdoor spaces where you can enjoy the mountain and gardens are perfect for finding solitude or for entertaining. Swoop House is within 10 minutes to The Bearsville Theater, Woodstock's renowned restaurants, music venues, art galleries, shops, and farmer's market. It is 20 minutes to Kingston, 30 minutes to Rhinebeck and 2 hrs to NYC.

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$1,499,900

106 MOUNTAIN LAUREL LN WOODSTOCK, NY 12498

MLS: 962555 Photos
Beds:
3
Baths:
4.00
Sq.Ft.:
3,330
Status:
Active
MLS#:
962555
Type:
Single Family
Lot size:
1.73 Acres
Year built:
1970
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: eXp Realty 888-276-0630
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ADDITIONAL INFORMATION

A truly one-of-a-kind residence and rare opportunity, this exceptional home offers a seamless blend of architecture and art in the heart of Woodstock, walking distance to Tinker Street, yet set privately on 1.73 secluded acres just minutes from the village. Designed as a fusion of a Frank Lloyd Wright–inspired contemporary addition and an original Buckminster Fuller–style geodesic dome, the property delivers over 3,300 sq. ft. of light-filled living space with remarkable character and a spacious, flexible layout ideal for both everyday living, work-from-home, and the Hudson Valley lifestyle. Open hardwood floors, soaring Douglas fir ceilings, and walls of windows create an effortless indoor–outdoor flow overlooking the natural landscape. A lofted gallery office leads to the primary suite with private gas stove, steam shower, dual vanities, and a generous walk-in closet. Two well-appointed bedroom suites in the downstairs wing, including two additional guest bathrooms on the lower level, the home offers privacy and comfort for residents and guests alike. Each lower-level suite features direct access to the outdoor space and stone patio. The original dome includes a separate entrance, full bath, modern kitchen, and wood-burning stove, ideal for a studio, guest space, or additional living area. A Central Park–style gazebo and mature grounds complete this serene setting. Embrace the luxury of living within walking distance to Woodstock’s renowned dining, galleries, and music venues while maintaining exceptional privacy. A rare offering in what is truly a one of a kind home.

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$625,000

18 COUNTRY CLUB LN WOODSTOCK, NY 12498

MLS: 20260333 Photos
Beds:
2
Baths:
2.00
Sq.Ft.:
1,208
Status:
Active
MLS#:
20260333
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: Coldwell Banker Village Green 845-679-2255
Request Info Save Property
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ADDITIONAL INFORMATION

Welcome to 18 Country Club Lane. Located less than half a mile from the picturesque Village of Woodstock, this thoughtfully reimagined property offers easy access to shops, restaurants, fitness studios, playgrounds, and nearby nature trails, all just minutes from your front door. Designed by architects, the half-acre property includes two buildings and blends comfort, character, and modern updates with care. The main house opens to a fully enclosed, sun-filled porch, ideal as a mudroom or flexible entry space. Inside, the updated living, dining, and kitchen areas are unified by exposed beams, vaulted ceilings, and knotty pine details, creating a warm, inviting atmosphere. The open kitchen is both stylish and functional, featuring quartz countertops, custom cabinetry with generous storage, high-end appliances including a dishwasher and smart refrigerator, and a dedicated pantry or coffee bar. Oversized picture windows frame the surrounding woods and offer seasonal mountain views, bringing the outdoors in. Two well-proportioned bedrooms feature vaulted ceilings, custom closets, and adjacent bathrooms. Both bathrooms have been tastefully redesigned, with the primary bath offering terrazzo tile, a double-sink vanity, an en-suite soaking tub, and a walk-in shower. Adjacent to the main house is a year-round studio building, well-suited for a home office, art or music studio, or flexible creative space. The studio includes cabinetry, a refrigerator, and two separate rooms, with potential to add a bathroom and water, subject to town approval. This is a rare opportunity to enjoy privacy and thoughtful design within a vibrant community. The property is also conveniently located near Kingston and Saugerties, and offers easy access to the Catskill Mountains for winter recreation, hiking, and fishing, making it an ideal full-time residence or retreat in the heart of the Hudson Valley. A 3D Walkthrough Tour is available in the digital Lookbook or by request.

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$525,000

78 VANDEBOGART RD WOODSTOCK, NY 12498

MLS: 20260084 Photos
Beds:
4
Baths:
2.00
Sq.Ft.:
1,669
Status:
Active
MLS#:
20260084
Type:
Single Family
Lot size:
1 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
Request Info Save Property
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ADDITIONAL INFORMATION

Located on quiet road just minutes from the heart of Woodstock, 78 Van de Bogart Road offers the perfect blend of mid-century charm and modern convivence This home sits on a premier corner one acre lot, meticulously landscaped to provide both curb appeal and a serene, private sanctuary. The upper level of this raised ranch features an open, airy layout designed to bring the outside indoors. The living room offers a cozy wood-burning fireplace for chilly country nights. Step out from the living room onto a private balcony overlooking the expansive, well-manicured yard—the ideal spot for morning coffee while listening to the sounds of the nearby stream. A large eat-in kitchen with ample cabinetry and workspace. Three well-appointed bedrooms and a full bathroom located on the main level. The fully finished ground level offers incredible flexibility for guests, a home office, or a media room. The Great Room features a second fireplace and a custom bar area, perfect for hosting. Large sliding doors open directly onto a rear patio, seamlessly connecting the indoor and outdoor entertaining spaces. A fourth bedroom, a dedicated office space, a half bath, and a large laundry room with extra storage complete the lower level. This property is a true standout, one of the best lots available plus a ''streamside'' feel that captures the quintessential Catskills vibe. A beautiful, level corner lot with mature plantings and plenty of room for a garden or pool. Don't overlook the oversized 2-car attached garage with plenty of room for vehicles and a workshop area. Move in with peace of mind—the home features a newer roof, recent interior/exterior paint, and a freshly sealed driveway. Enjoy the best of the Hudson Valley. You are perfectly positioned between the eclectic Village of Woodstock and the vibrant downtown of Kingston, with easy access to the NYS Thruway and NYC bus lines. A 3D Walkthrough Tour is available in the digital Lookbook or by request.

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$2,400,000

177 TINKER ST WOODSTOCK, NY 12498

MLS: 20260125 Photos
Beds:
5
Baths:
5.00
Sq.Ft.:
2,978
Status:
Active
MLS#:
20260125
Type:
Single Family
Lot size:
3.72 Acres
Year built:
1930
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Four Seasons Sotheby's Int'l R 845-684-0084
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ADDITIONAL INFORMATION

Fall in love with this artfully reimagined and expanded 1930 farmhouse, privately set on a gentle hill just moments from the heart of Woodstock. Rich in history and character, this special home was once owned by Michael Lang, the legendary founder of the 1969 Woodstock Festival—adding a rare and meaningful connection to the town's iconic past. Thoughtfully renovated, the home offers a beautiful balance of vintage charm and modern convenience. A stunning new open-concept addition features dramatic vaulted ceilings and walls of windows that flood the space with natural light and open seamlessly to a welcoming porch—perfect for entertaining or quiet moments surrounded by nature. The flowing floor plan is ideal for today's lifestyle and effortless gatherings. The chef's kitchen is beautifully appointed with a large center island offering seating, abundant storage, and a layout designed for both everyday living and entertaining. The main level primary suite features a new ensuite bath, fireplace, and peaceful views. Upstairs, you'll find an additional full bath and a second ensuite bedroom, also offering lovely views. Throughout the home, creative and distinctive tilework adds artistic flair, reinforcing the seamless blend of contemporary design and original farmhouse character. A separate guest cottage sits close to the main residence and offers exceptional flexibility—configured as a living room and bedroom or two private ensuite bedrooms, complete with a sauna. Ideal for guests, extended family, or creative use. A truly unique Woodstock offering—steeped in history, thoughtfully updated, and perfectly located just minutes from town.

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$3,500,000

289 Upper Byrdcliffe Rd Woodstock, NY 12498

MLS: 925368 Photos
Beds:
4
Baths:
4.00
Sq.Ft.:
3,151
Status:
Active
MLS#:
925368
Type:
Single Family
Lot size:
8.75 Acres
Year built:
1969
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: BHHS Hudson Valley Properties 845-679-0006
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ADDITIONAL INFORMATION

Set on nearly 9 serene acres in the heart of Woodstock's historic Byrdcliffe Arts Colony is a rare synthesis of architectural precision and natural harmony—an embodiment of award-winning architect John Storyk's deep understanding of space, sound, and site. Designed in 1969 at the very beginning of Storyk's now-legendary career—just after his groundbreaking work on Jimi Hendrix's Electric Lady Studios and the famous Bearsville Theatre—this redwood-clad contemporary home reflects his signature style: intuitive flow, warm natural materials, and an architect's sensitivity to both form and function. The 4 BR, 4 Bath, 4,000+ sq ft (includes guest/pool house) single family home is privately sited with a pond, heated in-ground salt water, gunite pool, and massive guest/pool house. This Mid-Century Modern sanctuary is defined by its soaring ceilings, custom mill work, and an organic relationship with the surrounding landscape. Every room is bathed in natural light through walls of glass, and oriented to maximize the surrounding views of meadow, woods, and sky. A dramatic curved, sunken living room—anchored by a large brick fireplace—evokes the sensorial immersion typical of Storyk's performance spaces. Here, spatial geometry and acoustics are not incidental but essential; offering not just a place to live, but a place to listen and feel. At the heart of the home is a Poggenpohl kitchen—a clean, functional workspace designed with the home chef in mind—that opens to dining and gathering areas which flow out effortlessly to the screened porch, expansive decks, landscaped gardens, and tranquil pond beyond; all designed to foster serenity and creative inspiration. Every line and threshold reflects Storyk's belief that architecture should support creativity and calm—never compete with it. Private spaces include a luxurious first floor primary suite and a guest apartment (with its own entrance) featuring a kitchen, full bath, and private deck—ideal for hosting, creating, or retreating. Across the entire property the interior volumes are balanced by exterior spaces with curated meadows, and reflective water elements including the large, heated, salt water, in-ground, Gunite pool) all reinforcing the idea of the house as an instrument tuned to its environment. While John Storyk is globally known for acoustically perfect studios and world-class performance venues, this home reveals another side of his genius: the quiet artistry of domestic space, where light, proportion, and stillness are as important as sound. A residence like this—designed by one of the 20th century's most innovative architectural minds, and located in a cultural enclave as storied as Byrdcliffe—is a truly singular offering. 289 Upper Byrdcliffe Road is not just a home, but a living, resonant experience—thoughtfully conceived, masterfully built, and deeply rooted in the creative spirit of Woodstock. Please note: Additional town-approved plans exist for a separate structure with its own septic and driveway entrance. All this coalesces to make an extraordinary compound with limitless options for a life well lived.

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$775,000

31 POND PARK RD WOODSTOCK, NY 12498

MLS: R1638208 Photos
Beds:
3
Baths:
2.00
Sq.Ft.:
1,466
Status:
Active
MLS#:
R1638208
Type:
Condo
Subdivision:
Maverick Knolls
Lot size:
0.1 Acres
Year built:
1988
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Frank Lumia Real Estate Plus!, LLC 607-746-6029
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ADDITIONAL INFORMATION

Woodstock Condo at Maverick Knolls Discover an exceptional opportunity to own a single-level corner condo in the desirable Maverick Knolls community of Woodstock, NY. This bright and airy residence combines convenience, modern updates, and the natural beauty of the Catskills, making it ideal for year-round living or as a low-maintenance retreat. The home has been refreshed with all new appliances and freshly painted interiors, giving you a turnkey space that is both functional and stylish. The corner placement brings added privacy, abundant natural light, and scenic views of the well-tended grounds. With a single-level layout, the home is designed for ease of living and accessible comfort. Maverick Knolls is known for its beautifully maintained landscape and its sense of community. Amenities include a seasonal pool, perfect for summer relaxation, and well-kept tennis and pickleball courts, providing recreation steps from your door. The grounds are landscaped with care, echoing the natural beauty of the surrounding mountains. Location is a key advantage. Maverick Knolls is just minutes from the heart of Woodstock, where galleries, music venues, cafes, and restaurants capture the area’s rich cultural heritage. Outdoor lovers will appreciate nearby hiking trails, scenic overlooks, and year-round opportunities to enjoy the Catskills. Access to the New York State Thruway is straightforward, allowing easy trips to and from New York City, Albany, and beyond. This property offers the best of both worlds: a quiet and well-kept home within a community that values leisure and connection, paired with proximity to one of the Hudson Valley’s most celebrated towns. Whether you are seeking a full-time residence, a weekend escape, or an investment opportunity in an established community, this condo delivers comfort, convenience, and a true Woodstock lifestyle.

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$399,000

57 Ohayo Mountain Rd Woodstock, NY 12498

MLS: 20254124 Photos
Beds:
1
Baths:
1.00
Sq.Ft.:
841
Status:
Active
MLS#:
20254124
Type:
Single Family
Lot size:
0.24 Acres
Year built:
1905
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

BACK ON THE MARKET! BUYER FINANCING FELL THROUGH All the charm and convenience of Woodstock village living! Adorable period bungalow moments from the center of Woodstock! This 1 BR, 1 BA charmer features an additional room/four-season sunroom, handsome masonry fireplace with wood stove and a river rock chimney, modern kitchen, a clawfoot tub, separate laundry area, and is nestled in a wooded, nearly quarter-acre lot with a sunny lawn. Plus a BRAND NEW HEATING SYSTEM has just been installed! An 8x12 storage shed is great for bikes, tools, etc. Perfect as a starter home, weekend getaway or investment property. Moments to all the dining, entertainment, shops, hiking, biking and golfing that Woodstock has to offer. Make this your base to enjoy the skiing, hiking, swimming and wonderful energy of the Catskills, with your very own piece of the Woodstock state of mind.

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$898,000

14 Old Forge Rd Woodstock, NY 12498

MLS: 20251195 Photos
Beds:
2
Baths:
2.00
Sq.Ft.:
900
Status:
Active
MLS#:
20251195
Type:
Single Family
Lot size:
0.2 Acres
Year built:
1900
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

PROPERTY HIGHLIGHTS. Big ''Tiny House'': Designed for people who love Small Efficient Spaces, by the Water, with Mountain Views, enjoy living ''uncarred'', in the most Central Location in Woodstock. Layout: 2 bedrooms and 2 bathrooms. Exceptionally rare Climate Resilient Construction featuring Steel floor and ceiling joists with comprehensive Energy Efficient Upgrades throughout. INTERIOR FEATURES KITCHEN: Energy Efficient and dependable Bosch appliances. Custom Transformad Cabinetry with high-tech, anti-fingerprint, impact and scratch-resistant, auto-regenerative, super matte lacquered finish. Custom made solid Walnut and Steel open shelving, plus a high-gloss lacquered Pantry for both function and beauty, and quartz countertops. BATHROOMS: Floor to Ceiling imported tiles, artisan-quality installations Kohler Purist fixtures, and Cedar plank ceilings. Kohler Purist fixtures, and Cedar plank ceilings. FLOORING: Reclaimed Oak Floors from the original structure upstairs. New Oak Floors downstairs. LIGHTING AND FIREPLACE: Elegant Le Feu Bioethanol Fireplace for warmth and ambiance. Thoughtfully sourced Vintage and Modern Lighting fixtures throughout. COMFORT AND EFFICIENCY. Steel floor and ceiling joists for the ultimate in structural integrity. Spray-foam and mineral wool insulation throughout. All-new Plumbing and Electrical systems. Energy-efficient Mitsubishi heat pump providing central air and heat. Asko Washer and Dryer, Pella windows and doors. Clean Space System installed in the crawl space for added protection and peace of mind. OUTDOOR FEATURES. New screened-in porch with Bronze screens, exquisite carpentry, and elegant French doors. New bluestone and brick walkway. Fully restored garage with new roof system while retaining its original details and preserving its historic character. LOCATION AND SETTING. The most central location in Woodstock, with easy access to the bus to NYC. Beautiful stream (the west branch of Tannery Brook) runs through the property. Mountain views and a serene natural backdrop. Enjoy vibrant local community access while surrounded by nature. A true Woodstock Jewelbox -- a historic carriage house reimagined with exceptional craftsmanship and modern luxury. Listing agent is also the owner.

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$569,000

328 John Joy Rd Woodstock, NY 12498

MLS: 849001 Photos
Beds:
2
Baths:
2.00
Sq.Ft.:
1,300
Status:
Active
MLS#:
849001
Type:
Single Family
Lot size:
5.63 Acres
Year built:
1983
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Daniel Gale Sothebys Intl Rlty 516-677-0030
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ADDITIONAL INFORMATION

Nearly Six Lush, Scenic And Private Acres Located Eight Minutes From The Heart Of Woodstock! This Home Features Two / Possibly Three Bedrooms And Two Full Baths. Meticulously Maintained! Enjoy Sunrises Or Sunsets From The Wrap Around Deck. Relax And Take In All Of The Tranquility While Sitting Stream Side Or Enjoy The Changing Of The Leaves During The Beautiful Fall Season While Sipping Hot Cocoa Next To The Wood Burning Stove! The Perfect Home For Retreat Or Year Round Use. Great Opportunity For Those Looking To Host A Vacation Rental. A Must See!, Additional information: Appearance:Diamond

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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 2026, 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 2026 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, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The data relating to real estate on this web site comes in part from the Internet Data Exchange (IDX) Program of the New York State Alliance of MLSs (CNYIS, UNYREIS and WNYREIS). Real estate listings held by firms other than Xome are marked with the IDX logo and detailed information about them includes the Listing Broker’s Firm Name. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither the listing broker(s) nor Xome shall be responsible for any typographical errors, misinformation, misprints, and shall be held totally harmless. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright © 2026 CNYIS, UNYREIS, WNYREIS. 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

    $595,000
    24.5%
    change since last quarter

  • # Active listings

    32
    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
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
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

Demographics near Woodstock, NY

City County
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

Real estate near Woodstock

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