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Woodstock NY Real Estate & Homes for Sale

37 Properties Found

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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:
NEW LISTING
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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$699,000

78 Ratterman Rd Woodstock, NY 12498

MLS: 20251860 Photos
Beds:
3
Baths:
2.00
Sq.Ft.:
1,548
Status:
Active
MLS#:
20251860
Type:
Single Family
Lot size:
1.53 Acres
Year built:
1955
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

Just moments from the heart of Woodstock, this thoughtfully sited property on 1.5 acres offers exceptional privacy and the ease of one-level living. Set back from the road and enveloped by nature, the home exudes a sense of calm from the moment you step through the front door. Built in 1955, this cedar-sided ranch has the subtle mid-century sensibility and sun-drenched interiors. The home feels instantly welcoming. Original hardwood floors, rich with patina, run throughout, lending character and continuity to the space. The open-plan living and dining area is both stylish and inviting—ideal for lingering dinners or quiet evenings by the fireplace, gazing out at the serene mountain view. The kitchen, just off the dining area, features charming vintage cabinetry. Cheerful and functional, it opens directly onto what may become your favorite spot in the house: a screened-in back porch nestled among the trees. This elevated perch feels like a treehouse retreat—perfect for morning coffee accompanied by birdsong as dusk settles in. In summer, it could easily double as a breezy home office. You'll find three peaceful bedrooms and a full bath, along with the comfort of central air conditioning. A staircase off the kitchen leads to a versatile space with its own entrance—over 300 square feet currently used as a home office, but equally suited for a guest suite, studio, or private retreat. This space features a full bathroom and provides access to the attached garage, which can accommodate up to two cars. Beautifully maintained and move-in ready, this home offers the rare combination of seclusion and convenience—just minutes to the village of Woodstock and the NYC bus line. A truly special offering, in the heart of Woodstock.

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$1,095,000

10 Magnolia Trl West Hurley, NY 12498

MLS: 20251766 Photos
Beds:
4
Baths:
3.00
Sq.Ft.:
2,613
Status:
Active
MLS#:
20251766
Type:
Single Family
Lot size:
4.41 Acres
Year built:
2016
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Fresh Air Realty 917-597-7474
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ADDITIONAL INFORMATION

Tucked away at the end of a long, meandering private drive, this country retreat offers the opportunity to embrace serenity, privacy, and refined rural living. Set on an idyllic 4.4-acre parcel, this residence was designed to harmonize effortlessly with the surrounding woodlands. The home's expansive picture windows and open-concept great room create a seamless flow between indoors and out, making it ideal for both tranquil solitude and elegant entertaining. Step into the screened ''treehouse'' porch and be immersed in a symphony of birdsong and rustling leaves—an intimate and restorative connection to nature. The interior is a study in understated sophistication. Vaulted ceilings and a dramatic rustic staircase lend a sense of grandeur, while warm textures and natural materials make for an inviting ambiance. The floor-to-ceiling stone fireplace serves as the heart of the living room, drawing the eye upward to the architectural walkway above and anchoring the space with timeless character. At the center of the home lies a gourmet kitchen outfitted with granite countertops, a generous island and custom cabinetry. Whether gathering with guests over wine at the island or enjoying a meal at the farm table beneath a canopy of stars just outside the French doors, the space accommodates both casual moments and memorable celebrations with ease. The home's layout is both flexible and thoughtful. A main-floor bedroom/office—conveniently adjacent to a full bath—provides options for remote work, guest accommodations, or single-level living. Upstairs, the primary suite features vaulted ceilings, a Juliette balcony with treetop views, and a serene en-suite bath finished in a refined white-on-white palette, complete with a spacious step-in glass shower. Across the landing, a generously sized guest room shares this level, while at the end of the hall, an expansive unfinished flex room above the garage offers endless potential. With a separate private entrance and infrastructure in place for electric and septic, this space could easily be transformed into a studio, rental suite, yoga retreat, or additional bedroom—whatever suits your lifestyle. The finished lower level extends the living space even further with plenty of natural light, a full bath, and two additional rooms currently used as a cozy den and an inspiring artist's studio. French doors open onto a stone patio and backyard, where the gentle contours of the land suggest possibilities for a future in-ground pool or further landscaped gardens. Additional amenities include radiant heat throughout and an on-demand hot water system. This is more than a house; it's a haven. A place to gather, reflect, and savor the quiet beauty of the Catskills, just minutes from the vibrant culture and community of Woodstock.

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$399,000

16 Delisio Ln Woodstock, NY 12498

MLS: 20251657 Photos
Beds:
2
Baths:
1.00
Sq.Ft.:
1,181
Status:
Active
MLS#:
20251657
Type:
Single Family
Lot size:
1 Acres
Year built:
1951
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

Charming Mid-Century Woodstock Artist's Retreat 2 Bed 1 Bath 1 Acre North-Facing Studio Fireplace Step into a timeless mid-century haven nestled in the heart of Woodstock's artistic legacy. This lovingly maintained 2-bedroom, 1-bath home offers a rare blend of privacy, inspiration, and convenience. Ideal for creatives and nature lovers alike, the home features a luminous north-facing studio space—perfect for painting, writing, or peaceful reflection—paired with a cozy fireplace that anchors the living area with warmth and charm. Thoughtfully designed for comfortable living, the layout offers just the right amount of separation between bedrooms, making it easy for everyone to enjoy their own space. Set on a serene one-acre mix of open meadow and quiet woods, the property provides a peaceful oasis just minutes from the vibrant heart of Woodstock. Located right off the NYC bus line—yes, you can be dropped off at your road—this property offers rare ease of access for city commuters or weekenders. You're also just moments from Woodstock's renowned galleries, shops, restaurants, music halls, and film venues. Plus, with the NYS Thruway nearby, you're never far from your next adventure. Whether you're seeking a weekend retreat, a full-time escape, or a creative sanctuary, this artist's house invites you to live in rhythm with Woodstock's soulful spirit. Come find your inspiration—right here, at home.

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$1,100,000

Way Woodstock, NY 12498

MLS: 20251575 Photos
Beds:
2
Baths:
2.00
Sq.Ft.:
2,209
Status:
Active
MLS#:
20251575
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 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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$1,825,000

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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$449,900

512 Watson Woods Rd Bearsville, NY 12498

MLS: 866273 Photos
Beds:
3
Baths:
1.00
Sq.Ft.:
1,140
Status:
Active
MLS#:
866273
Type:
Single Family
Lot size:
0.78 Acres
Year built:
1970
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

Tucked away off a long private road, this lovely ranch is surrounded by mature trees and natural beauty, offering the perfect blend of privacy and serenity. Pride of ownership is evident throughout—from the immaculate exterior to the inviting interior. Whether you're searching for a full-time residence or a peaceful weekend escape, this home is sure to exceed expectations. As you arrive, you'll be welcomed by vibrant blooms of azaleas, mountain laurels, wisterias, and more, creating a lush, colorful landscape. Step inside to find an abundance of natural sunlight and beautiful hardwood floors throughout. The first floor features a cozy living area highlighted by a wood-burning stove—ideal for chilly winter nights. The living room flows seamlessly into the dining area and a charming kitchen, complete with custom curly maple wood cabinetry and a center island perfect for meal prep or casual dining. The home offers three generously sized bedrooms with ample closet space, along with a bright bathroom that boasts a fresh and clean design with plenty of natural light. The full, partially finished lower level provides additional space that can be used as a home office, gym, or extra storage. Step outside to enjoy an oversized parking area ideal for guests and unwind on the charming stone patio—perfect for warm summer evenings surrounded by nature. A gentle stream meanders along the back of the property, offering the soothing sounds of flowing water. Situated on a spacious 0.78-acre lot, there's ample room for gardening, recreation, or future expansion, such as a garage or shed. Located just minutes from the Emerson Resort, Cooper Lake, hiking trails, trailways bus stop, skiing, Bearsville Theater, the Village of Woodstock and so much more. This unbeatable location has it all, come see this beautiful property before it's gone! Updates include New Boiler, Hot water heater (2025) Water filtration system including UV bulb updated and maintained in (2025) Septic was pumped April (2025) 1000 Gallon Septic tank installed & Roof (2013) Please note there is right of way to the home and Road Maintenance agreement in place ** See attached docs for survey & floor plans

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$719,000

5 Briarwood Ln Woodstock, NY 12498

MLS: 20251607 Photos
Beds:
3
Baths:
1.00
Sq.Ft.:
2,195
Status:
Active
MLS#:
20251607
Type:
Single Family
Lot size:
1.13 Acres
Year built:
1957
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

Architect-Designed Mid-Century Modern Retreat Overlooking a Year-Round Stream! Tucked away at the end of a quiet cul-de-sac and perched high above a meandering year-round stream, this architect-designed mid-century modern home offers the rare combination of total privacy and effortless access to the heart of Woodstock, NY. With its signature California-style high ceilings and clean lines, the open-plan main living area, kitchen, and den create a light-filled, airy space perfect for modern living and entertaining. Walls of glass blur the line between indoors and out, while natural materials and thoughtful design details pay homage to the timeless mid-century aesthetic. Step through the kitchen to a serene screened room—your personal sanctuary overlooking the peaceful stream below. Whether you're savoring morning coffee or unwinding with a book, this space offers a front-row seat to nature year-round. With contemporary infrastructure now in place, the full basement is waiting to be remodeled into a 21st century version of the 1957 rumpus room it once was! Located just minutes from the vibrant shops, galleries, and farm-to-table restaurants of Woodstock, and a short drive to Kingston, Hudson, and the NYS Thruway, this home is ideally situated for weekend escapes or full-time living. A rare opportunity to own a piece of architectural elegance in one of the Hudson Valley's most sought-after locations. The basement has been outfitted with a new Basement Systems drainage system and is ready to be renovated back into the den space it once was. There is plumbing for a full bathroom as well. The original asbestos floor tiles were partially remediated prior to the installation of the drainage system. The remaining tiles have been properly encapsulated, and could be tiled over. Documentation upon request.

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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
Request Info Save Property
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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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$1,550,000

279 Cooper Lake Rd Bearsville, NY 12498

MLS: 20251363 Photos
Beds:
5
Baths:
3.50
Sq.Ft.:
3,193
Status:
Active
MLS#:
20251363
Type:
Single Family
Lot size:
5.04 Acres
Year built:
1968
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

Nestled along one of the most beautiful, meandering roads in Woodstock, this stunning five-bedroom contemporary ranch offers the perfect blend of modern convenience and serene country living. Set on five gently sloped and landscaped acres adorned with floral gardens, native plants, bluestone walkways, and partial fencing to keep pets in and deer at bay, this home is a true Hudson Valley gem. All garden statues, decor, millstones, and seating are excluded from the sale. Enjoy seasonal mountain views and the soothing sound of a gently cascading rock waterfall as you relax or entertain on the spacious screened-in porch. Located just a short walk from the pristine Cooper Lake Reservoir, it's a nature lover's dream. Inside, the open floor plan features soaring ceilings, a dramatic stone fireplace for cozy evenings, and walls of windows and French doors that flood the space with natural light. The design seamlessly marries rustic charm with sleek modern lines—perfect for both quiet retreats and lively gatherings. The main level includes the primary suite and two comfortable bedrooms, while the lower level offers two additional bedrooms, a full bath, a kitchen, and a living room. In addition to this exceptional home, the legal accessory dwelling unit—with its own private entrance—provides ideal space for guests or potential rental income. Additional highlights include: central air conditioning; whole-house generator; circular paved driveway; oversized garage with potential to finish the upper level as a studio or office; attached two-car carport; multiple storage sheds. A rare opportunity to enjoy the casual elegance of country living just minutes from the vibrant heart of Woodstock.

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$675,000

196 Tinker St Woodstock, NY 12498

MLS: 863210 Photos
Beds:
2
Baths:
2.00
Sq.Ft.:
1,065
Status:
Active
MLS#:
863210
Type:
Single Family
Lot size:
0.49 Acres
Year built:
1950
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: BHHS Hudson Valley Properties 845-679-0006
Request Info Save Property
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ADDITIONAL INFORMATION

Country charm -- less than a mile from the Woodstock Village Green! A stream meanders by the massive screened porch and deck. There are also views of your own pond while you enjoy dining al fresco just outside the sliding glass kitchen door. This house transports you to a light, airy, simpler lifestyle. The kitchen opens to a gracious dining room (with a breakfast bar and additional kitchen cabinetry) making entertaining both inside or outside a snap. The Living Room is oversized and anchored by a large corner fireplace. The rounded red door of this unique cape style home (c.1950) ushers you through an adorable foyer and weather lock. Upstairs is a lovely, large bathroom with a herringbone tile shower/tub enclosure and a swinging glass door. There are also two large bedrooms with ample closets and plenty of room for a desk or in-home office. This is a magical spot that is basically right in town, yet it feels like you are remote. The house is tucked behind 2 other homes separating it from the road, and it backs up to 2 streams and some calming woods. This half acre leaves room for a stream-side fire pit, a garden, a place to play croquet, or a place to relax and lounge in the sun. A full basement with laundry adds to the comfort and storage options. Easy-peasy as you are on the NYC bus line and can jump out right in front of your driveway. Or drive up (under 2 hours from NYC) or your leave a car in the driveway that supports 4 or 5 cars. This is a place to enjoy the many delicious restaurants, shopping, and proximity to hiking, skiing, and everything the Catskills has to offer! Get comfortable in this ''move in and relax'' situation!

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$1,750,000

46 Playhouse Lane Ext Woodstock, NY 12498

MLS: 20251318 Photos
Beds:
3
Baths:
2.00
Sq.Ft.:
2,960
Status:
Active
MLS#:
20251318
Type:
Single Family
Lot size:
7.64 Acres
Year built:
1982
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Potter Realty 845-331-0898
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ADDITIONAL INFORMATION

First Time Ever on the Market - A Truly Rare Generational Gem in the Heart of Woodstock! Discover an extraordinary opportunity to own a one-of-a-kind property that blends ultimate privacy with unbeatable proximity. Nestled on nearly 8 private acres just a short walk from the center of Woodstock, this magical estate offers the best of both worlds, serene seclusion and immediate access to everything this vibrant community has to offer. This architecturally forward home was ahead of its time, built with passive solar principles and energy efficiency in mind. Earth-sheltered northern walls provide natural insulation, while the southern-facing side is bathed in light and warmth from the sun. Designed by a professional chef, the kitchen is a culinary masterpiece. Thoughtfully laid out for efficiency, it features a spacious pantry within arm's reach of your prep space, and a true chef's range with six burners, a flattop griddle, broiler/salamander, and dual ovens, ideal for entertaining. The main level offers a warm, inviting layout including a large living room, formal dining room, and a charming three-season sunroom. The private primary suite includes a luxurious dressing room, a spa-like bath with a soaking tub, and a step-in shower. Ascend the spiral staircase to the upper level, where an expansive family room with gleaming hardwood floors and abundant natural light awaits, complete with its own ground-level exterior access. The east wing of the upper level features two additional bedrooms and a full bath. Step outside to enjoy the full in-ground pool, sweeping lawns, rolling meadows, and lush surrounding woods, offering a true sense of retreat while remaining minutes from town. This is more than a home, it's a legacy property ready to be treasured for generations.

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$845,000

1531 Glasco Tpke Woodstock, NY 12498

MLS: 861663 Photos
Beds:
4
Baths:
3.00
Sq.Ft.:
1,860
Status:
Active
MLS#:
861663
Type:
Single Family
Lot size:
1.95 Acres
Year built:
2000
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Serhant LLC 646-480-7665
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ADDITIONAL INFORMATION

Rebuilt with care and vision, this 4-bedroom, 2.5-bathroom home on 2 private, wooded acres feels like a brand-new home—just minutes from both Woodstock and Saugerties. Tucked away from the road for total privacy yet close to shopping, dining, outdoor adventures, and the NY Thruway, this move-in-ready gem blends peaceful living with unmatched convenience. A full head-to-toe renovation has completely transformed the property—from the new roof over the main house to all-new electrical wiring with an upgraded panel, updated plumbing, and fresh finishes throughout. The home was taken down to the studs, reimagined with all-new sheetrock, and finished with beautiful wide-plank wood floors and elegant tile in the kitchen and baths. Inside, natural light fills the open-plan living and dining spaces, while the bright and functional kitchen features ceramic tile floors, generous counter space, and easy flow to the dining area and back deck—perfect for hosting or quiet mornings with coffee. The den offers a cozy fireplace and a quiet place to relax or read. Every bathroom has been stylishly redone with new vanities, toilets, and contemporary tub/shower installations. The spacious primary suite is a private retreat, and the additional three bedrooms offer flexibility for guests, work-from-home setups, or hobbies. Additional features include: A welcoming covered front porch Attached 2-car garage with interior access Mudroom with storage and utility space Thoughtful layout that balances flow and functionality With top-to-bottom upgrades, modern finishes, and a warm, inviting feel, this home is an incredible full-time residence, weekend escape, or investment property in one of the Hudson Valley’s most desirable settings.

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$725,000

207 Elwyn Dr Woodstock, NY 12498

MLS: 856159 Photos
Beds:
3
Baths:
2.00
Sq.Ft.:
1,928
Status:
Active
MLS#:
856159
Type:
Single Family
Lot size:
0.41 Acres
Year built:
1959
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

Spacious, Light-Filled Ranch Minutes from Woodstock .Welcome to your dream retreat just minutes from the heart of Woodstock! This beautifully updated 3-bedroom, 2-bathroom ranch home is tucked away on a quiet cul-de-sac in a peaceful, well-established neighborhood. From the moment you arrive, you'll be charmed by the mature, enclosed front garden and the wooded privacy that surrounds the property—offering a rare blend of tranquility and convenience. Step inside to a bright, open-concept interior where natural light floods the space, highlighting gleaming hardwood floors and thoughtful modern touches throughout. The stylish kitchen features updated finishes and flows seamlessly into the dining and living areas, creating the perfect setting for both daily life and effortless entertaining. A large room with soaring cathedral ceilings at the back of the home offers incredible versatility—ideal for a home office, creative studio, guest suite, or playroom. Outside, unwind on the spacious deck and enjoy peaceful views framed by mature trees—perfect for morning coffee, weekend gatherings, or quiet evenings under the stars. Cozy up by the sleek Scandinavian gas stove in the living room, enhanced by energy-efficient skylights that add both charm and warmth. Additional highlights include a two-car garage, generous closet space, whole house generator and two sheds for all your storage needs. Recent updates ensure move-in-ready ease, including new siding, hot/cold mini-splits, a high-efficiency boiler, a 500-gallon propane tank, and select appliances. Best of all, this home is just minutes from the Woodstock Village Green, Bearsville, and the beloved Sunfrost Market—placing you close to the best of local culture, shopping, and dining. This is more than a home—it's a lifestyle. Privacy, comfort, and convenience come together in this light-filled sanctuary. Don't miss your chance to make it yours!

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$299,900

23 Cottonwood Ln Woodstock, NY 12498

MLS: 20251227 Photos
Beds:
2
Baths:
1.00
Sq.Ft.:
704
Status:
Active
MLS#:
20251227
Type:
Single Family
Lot size:
1.01 Acres
Year built:
1966
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Patty Conti Realty Group LLC 845-340-4480
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ADDITIONAL INFORMATION

Located down private country lane with the Sawkill Creek across lane. Beautiful setting for this two bedroom ranch home that is all cabin feel. Dead end lane with only 5 homes on it. Beautiful location and setting. Easy drive to Woodstock, Hurley and Kingston. Close to Ashokan Reservoir. Just across from entrance to Cottonwood is 60 acre Thorne Preserve with hiking trails. Home and appliances being sold as is. Home now in trust/estate but owned since 1978. Rare opportunity to own a property like this and create your own paradise.. Property located in flood zone.

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$749,000

1637 Glasco Tpke Woodstock, NY 12498

MLS: 20251219 Photos
Beds:
2
Baths:
2.00
Sq.Ft.:
1,868
Status:
Active
MLS#:
20251219
Type:
Single Family
Lot size:
1.52 Acres
Year built:
1900
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 the Woodstock Retreat House. This exceptional multi-residential compound has been thoughtfully renovated to the highest standards and is fully furnished with a curated mix of vintage and contemporary pieces. A proven high-volume income producer, the property offers flexibility as a primary residence, part-time escape, or short-term rental investment. Set on 1.5 lush, park-like acres, the property comprises a charming one-bedroom, one-bath farmhouse; a stylish one-bedroom studio with a bathroom and kitchenette; a versatile shed with potential for additional guest accommodations; a raised-bed garden; a yoga platform; and a fire pit. The ornately carved wood entry door sets a welcoming tone from the moment you arrive, opening to a mudroom with bluestone tile floors. The farmhouse living space is rich with classic details—wide board floors, beamed ceilings, and farmhouse charm throughout. The renovated kitchen features custom shelving, drawer cabinetry, Cle tile, and Caesarstone countertops and opens to a deck ideal for al fresco dining. A spacious first-floor bath offers a deep soaking tub, laundry area, and thoughtful finishes. Upstairs, the primary suite feels like a private loft retreat filled with natural light. The studio offers a sleek, modern contrast, with polished concrete floors, Cle tile, custom built-ins, and an airy living area with sliders leading to a private patio and wood-fired cedar hot tub. A separate bedroom boasts an oversized en-suite bath with a walk-in shower and custom vanity. The property also includes a shed that could be reimagined as a creative studio or guest space, beautifully landscaped gardens, a yoga platform, and a fire pit—perfect for gathering under the stars. With extensive upgrades throughout, the Woodstock Retreat House balances original character with modern comforts. Enjoy the outdoor wood-fired sauna and the unbeatable location: walk to one of Woodstock's best restaurants and a soon-to-open general store, or take a short drive to the centers of Woodstock, Saugerties, or Kingston. With a Woodstock address yet falling within the Town of Saugerties municipality, this property offers the rare ability to serve multiple purposes—live, rent, or retreat. A complete list of improvements is available upon request. Don't miss the chance to make this private, thoughtfully curated Woodstock retreat your own.

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$1,495,000

5 Downer Ln Woodstock, NY 12498

MLS: 858172 Photos
Beds:
4
Baths:
5.00
Sq.Ft.:
3,100
Status:
Active
MLS#:
858172
Type:
Single Family
Lot size:
5.85 Acres
Year built:
2020
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

Buckle up! 5 Downer Lane may be the most interesting property you see all year! This 19th century hand-hewn barn-to-house conversion has 35 foot ceilings, sunlight and bespoke stain glass throughout. The layout is wide open to your own creativity and all the possibilities you can conjure up. Permitted as a successful year ‘round Airbnb and currently configured with three bedrooms (two in the turret!) and two additional sleeping areas, it has FIVE designer bathrooms, a grand living/ dining space - with a fireplace and the chandelier of your dreams. This magical abode should not be missed, if fun and FABULOUS are what you are looking for! With bluestone kitchen including Eisenhower pink retro-style appliances by Big Chill, and a screening room for 20 people, this home at more than 3100 square feet offers plenty of space to dream! A cabana with 2nd kitchen opens onto a huge circular deck over 3000 sq ft with complete southern exposure. It completely surrounds the heated pool and hot tub with a view of the mountains and plenty of sky. The 5.85 acres offers up additional amenities, such as a dry sauna, custom-built tiny house, and a separate gym complete with electricity and matted floors. Dream BIG and make this classic Woodstock retreat all yours. A PERFECT reason to call the Hudson Valley, HOME.

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$4,999,000

18 Striebel Rd Woodstock, NY 12498

MLS: 849335 Photos
Beds:
4
Baths:
4.00
Sq.Ft.:
3,899
Status:
Active
MLS#:
849335
Type:
Single Family
Lot size:
71.69 Acres
Year built:
1914
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

Nestled in the heart of Woodstock, this extraordinary 70+ acre estate is a rare offering of artistic heritage, architectural beauty, and serene natural surroundings. Known as The Stone House on Striebel Road, this iconic bluestone compound has stood at the crossroads of music, literature, and counterculture for over a century. Built in 1914 as a country retreat, the main Stone House features 4 bedrooms, 2 full baths, and 2 half baths, with rich period details throughout—including original carved woodwork, wide-plank floors, historic fireplaces, and Dutch doors that enhance both charm and function. One of the home's standout features is the spacious and inviting living area with brick flooring, original bluestone walls, and a dramatic wood-burning fireplace—perfect for cozy evenings or sophisticated entertaining. A gracious covered front porch offers a peaceful place to take in the natural landscape, while a deep soaking tub and light-filled meditation/yoga room provide quiet spaces for rest and renewal. In the 1920s and '30s, the home was owned by famed cartoonist John Striebel, creator of the Dixie Dugan comic strip. Over the years, its walls have echoed with the voices of Bob Dylan, Janis Joplin, Allen Ginsberg, George Harrison, and many other cultural legends. A true cornerstone of Woodstock's creative legacy, the estate was once owned by Albert Grossman, legendary music manager and founder of Bearsville Records and Studios. It was here, in 1965, that the iconic album cover for Bringing It All Back Home was photographed, capturing Bob Dylan and Sally Grossman in the home's elegant living room. Later, the home welcomed talents ranging from Johnny Cash and William Kennedy to Bjork and the Dave Matthews Band. Viking Hall, next door to the main house, offers an exceptional space designed to inspire. This stunning building features a bright and open studio area, ideal for artists, musicians, wellness practitioners, or remote work. With hand-hewn beams, loft space, French doors, and spa-like amenities—including a sauna, steam shower, and soaking tub—the space combines rustic elegance with modern comfort, perfect for creative retreats, workshops, or wellness sessions. Beyond Viking Hall, a private apartment with a stone fireplace, bedroom, and full bath once served as Albert Grossman's personal retreat, where he ran Bearsville Records. His legendary vinyl collection remains, and the lower level offers a gym area with ample storage. The estate includes the Farmhouse at Speare Road, a recently updated 4-bedroom, 2-bathroom residence. With its own private setting, this charming home is well-suited for guests, caretakers, or multi-generational living—offering flexibility for a variety of lifestyle needs. In the surrounding woods, discover a charming cabin complete with a bedroom, bathroom, and cozy kitchen. This private hideaway is ideal for long-term guests, studio rentals, or a secluded creative workspace. Both ready for a variety of uses, a spacious workshop building offers room for artistic or hands-on pursuits, while a classic barn adds rustic charm and versatile storage or studio space. Gardening enthusiasts will appreciate the sun-filled greenhouse, designed for year-round cultivation. A meditation gazebo—ideal for yoga, writing, or reflection in nature and an amphitheater complete with electricity, seating, and platform are among the estate's many distinctive features. Outdoor amenities include a heated, saline gunite pool, garden areas, spring-fed pond, seasonal mountain views, and woodland trails that offer total immersion in the natural beauty of the Catskills. This iconic Woodstock estate is two hours from NYC and in close proximity to the area's most beloved destinations. Whether inspired by its profound cultural roots or artisanal architecture, this property is a once-in-a-generation opportunity. This property is co-listed with Michelle Bergkamp, Corcoran Country Living.

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$979,000

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

Discover the perfect blend of historic charm and modern luxury in this meticulously renovated 1900 carriage house. This exquisite home features 2 bedrooms and 2 bathrooms, offering a harmonious balance of classic elegance and contemporary convenience. Step into the brand new kitchen, equipped with state of the art Bosch appliances and custom cabinetry from Transformad.com, features a high-tech, anti-fingerprint, impact and scratch-resistant, auto-regenerative, super matt lacquered finish. The kitchen is further enhanced by quartz countertops and solid walnut and steel open shelves, and an ample high gloss lacquered pantry, creating a space that is both functional and visually stunning. Enjoy the tranquility of the new screened-in porch, featuring bronze screens, exquisite carpentry, and elegant French doors. The bathrooms have been transformed with European tiles, custom artisan quality installations, Kohler Purist fixtures, and cedar plank ceilings, providing a luxurious retreat within your home. Throughout the home, you'll find reclaimed Oak floors from the original structure upstairs and new Oak floors downstairs, maintaining the home's historical integrity. A Le Feu Bioethanol Fireplace adds warmth and ambiance, while thoughtfully sourced vintage and modern lighting fixtures illuminate the space beautifully. Energy efficiency is prioritized with an Asko washer and dryer, Pella windows and doors, and a central air and heat system powered by an energy-efficient Mitsubishi heat pump. The entire home is insulated with spray foam and mineral wool, ensuring comfort year-round. All new plumbing and electrical systems have been installed, and the crawl space features a Clean Space System for added peace of mind. Outside features a new Bluestone and brick walkway. Step across the west branch of the Tannery Brook to your renovated garage, which retains some of its original details, preserving its unique character. This carriage house is a testament to thoughtful design and quality craftsmanship, offering a rare opportunity to own a piece of history with all the conveniences of modern living. Nestled in the heart of Woodstock, this prime location offers not only the charm of a historic carriage house but also the serenity of nature. A beautiful stream meanders through the property, providing a tranquil backdrop to your daily life. Enjoy mountain views, while in the center of town, that enhance the picturesque setting, making this home a true sanctuary in one of the most sought-after areas. Whether you're relaxing on the screened-in porch or exploring the vibrant local community, this property offers a unique blend of natural beauty and convenient access to all that Woodstock has to offer. Listing agent is also the owner.

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$1,495,000

12 Tinker St Woodstock, NY 12498

MLS: 20251193 Photos
Beds:
4
Baths:
5.00
Sq.Ft.:
2,980
Status:
Active
MLS#:
20251193
Type:
Single Family
Lot size:
0.25 Acres
Year built:
1875
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

Prime Village Green Historic Gem in Woodstock, NY. Discover a unique opportunity to own a piece of history in the heart of Woodstock. This remarkable 1875 era property originally known as The Snyder Homestead named after its original owner, was the grandest house in town. This old style home with its distinctive Mansard roof retains its grandeur to this day. It offers the quintessential blend of rich heritage and modern versatility, situated on a coveted .25-acre parcel at the vibrant Village Green— the epicenter of town life. Property Highlights: Historic Charm & Modern Convenience: This property offers 8 convenient parking spaces, setting the stage for both residential and commercial possibilities. A charming barn at the end of the parking lot offers additional storage or an opportunity to create something new. Mixed-Use Flexibility: Ideal for savvy investors or visionary homeowners, the property is currently configured with two commercial tenants whose shops face the bustling Village Green, ensuring a steady income stream. Creative Ground Floor Studio: The ground level features radiant heated cement floors and a full bathroom, previously an artist's studio, perfect for creative explorations or versatile living adaptations. Operable Bed and Breakfast: The second floor operates as a licensed Bed and Breakfast, with two elegantly appointed bedrooms, each with its en suite bathroom, alongside a cozy living room, and a well-equipped kitchen and dining area. The license can seamlessly transfer to the new owner, offering immediate business potential. Private Owner's Haven: The top floor is a serene one-bedroom apartment, offering a private retreat with all the comforts of home. Endless Possibilities: Whether you envision converting this historic structure into a grand single-family residence, maintaining its current mixed-use appeal, or purely maximizing its investment potential, the possibilities are truly extensive. Unbeatable Location: Situated in the heart of Woodstock on the Village Green, local shops, galleries, dining, and cultural landmarks are all around. Plus, the convenience of the NY bus stop right outside your door ensures easy access to and from the city. Property Condition: The property is being sold as is, presenting an incredible opportunity to bring your architect and explore all the creative potential this space has to offer. Don't miss this chance to own a piece of Woodstock's storied past with limitless future possibilities. Schedule your tour today and explore the potential of this exceptional property!

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$599,000

40 Lower Byrdcliffe Rd Woodstock, NY 12498

MLS: 856482 Photos
Beds:
3
Baths:
2.00
Sq.Ft.:
1,500
Status:
Active
MLS#:
856482
Type:
Single Family
Lot size:
0.39 Acres
Year built:
1920
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

Nestled in Woodstock's storied Byrdcliffe district, this charming 1920's home balances original character with modern comforts. A comprehensive renovation has brought thoughtful updates throughout, including a brand-new kitchen and baths, upgraded flooring, enhanced insulation, a new roof and a new heating system. Original stained glass windows serve as artistic focal points, honoring the home's heritage and adding timeless appeal. The main level features a formal dining room that flows effortlessly from the kitchen and living room—an ideal layout for both everyday living and entertaining. A convenient half bath completes the first floor. Upstairs, you'll find three bedrooms—including one with a walk-in closet—along with a full bath. An attic offers additional flexible space, ideal for a studio, office, or creative retreat, especially fitting in this art-inspired community. Outdoor living is equally inviting, with a welcoming front porch, a landscaped level yard, an enclosed back porch, and a practical mudroom entry. The detached garage adds versatility for use as a workshop or additional storage space. Located just a stone's throw from Woodstock's vibrant cultural scene and the iconic Byrdcliffe Art Colony, this restored gem offers a rare opportunity to live where creativity, history, and modern comfort converge.

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$825,000

2366 Glasco Tpke Woodstock, NY 12498

MLS: 20251087 Photos
Beds:
4
Baths:
2.00
Sq.Ft.:
1,498
Status:
Active
MLS#:
20251087
Type:
Single Family
Lot size:
2 Acres
Year built:
1922
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

In the heart of the storied Byrdcliffe Colony, you will find this classic Woodstock retreat. Cited perfectly on 2 landscaped acres, featuring flowering trees , fruit trees and a variety of seasonal blooms. Just one mile from the center of town and everything Woodstock has to offer. Four bedrooms and 2 Full baths provide room and comfort for family and friends. Heated and plumbed outbuildings are options for additional living or studio spaces

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$1,200,000

220 John Joy Rd Woodstock, NY 12498

MLS: 849213 Photos

Open House:

Saturday, 6/14 2:00-4:00PM

More Open House Info >

Beds:
3
Baths:
3.00
Sq.Ft.:
2,430
Status:
Active
MLS#:
849213
Type:
Single Family
Lot size:
4.09 Acres
Year built:
2017
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Redfin Real Estate 631-337-8238
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ADDITIONAL INFORMATION

Welcome to 220 John Joy Road, a meticulously maintained and thoughtfully upgraded home tucked away in the heart of Woodstock, NY. Featuring three spacious bedrooms and two and a half baths, this property combines modern amenities with timeless charm, offering a rare opportunity to live comfortably and securely in one of the Hudson Valley’s most beloved areas. Built with concrete walls for superior insulation and airtight living, the home includes an advanced air filtration system and is prepped for a radon mitigation system—only a fan needs to be installed. A full house generator ensures peace of mind in every season, and an extensive alarm system, including alarmed window screens, adds an extra layer of security. Inside, the open and inviting floor plan is highlighted by recessed lighting, a cozy gas fireplace, and thoughtful design touches throughout. The first floor features a versatile office space and a private bedroom with an ensuite bath, offering convenient one-level living options. An attached garage provides easy access and additional storage. The fenced backyard is a private oasis, perfect for entertaining or relaxation, with a lovely patio area and professionally installed landscaping and hardscaping. The irrigation system makes it easy to maintain the lush grounds, keeping them vibrant year-round. The home's basement offers a unique finished flooring design and completed closet installations, providing even more functional living space. Upstairs, the additional shower has never been used but has been carefully maintained. From the welcoming wrap-around porch to the home's solid, efficient construction, every detail here was designed for comfort, beauty, and security. Whether you're seeking a peaceful weekend getaway or a full-time residence, 220 John Joy Road offers the perfect balance of serenity, modern upgrades, and natural beauty, all just minutes from Woodstock’s vibrant shops, dining, and outdoor adventures.

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$879,000

Ln Woodstock, NY 12498

MLS: 20251053 Photos
Beds:
4
Baths:
2.00
Sq.Ft.:
1,948
Status:
Active
MLS#:
20251053
Type:
Single Family
Lot size:
2.17 Acres
Year built:
1977
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

Highwoods Haven rests on just over two whisper-quiet acres where sunlight filters through tall hardwoods and birdsong fills the air. Although the setting feels miles from anywhere, the property lies barely five minutes from Woodstock's Village Green and within a short, scenic drive of Kingston and Saugerties. A comprehensive 2021 renovation infused the four-bedroom, two-bath residence with modern comfort while preserving its artistic soul. Former owner and Woodstock author Helen Weaver once welcomed Jack Kerouac, Allen Ginsberg, and other luminaries beneath this very roof. Step through the front door and an airy great room unfolds - chef's kitchen, dining area, and living space flowing together beneath vaulted ceilings. Four glass sliders invite daylight to wander inside, then open wide to an expansive wrap-around deck and a deep screened porch. Mornings begin with coffee among the treetops, afternoons drift into alfresco lunches in summer shade, and evenings conclude with cocktails under a sky alive with stars. Inside, rich oak floors and understated finishes lend warmth without distraction, allowing the surrounding landscape to remain the home's quiet centerpiece. The bi-level layout is thoughtfully conceived for flexibility and privacy. Upstairs, a generous primary suite accommodates a king bed; one enjoys the romance of a wood-burning fireplace that casts a golden glow on winter evenings. A spa-style bath, finished in polished stone and brushed brass, serves this level with a deep soaking tub that invites an unhurried exhale. On the main floor, two additional bedrooms offer space for guests or a dedicated office, sharing a crisp, contemporary bath that echoes the home's calm aesthetic. Downstairs, a second living area gathers friends around a vintage cast-iron stove whose gentle heat amplifies the invitation to linger over movies or board games when snow drifts beyond the windows. There is a second primary suite bedroom with a bath, allowing guests to choose which floor to rest on. Comfort is engineered into every detail: a high-efficiency heat-pump system installed in 2023 provides room-by-room climate control; a brand-new well delivers excellent pressure; and smart-home technology allows you to adjust temperature or lighting from anywhere in the world. Life at Highwoods Haven extends well beyond its walls. Three minutes down the lane, members-only Zena Recreation Club offers a pool, tennis courts, and year-round community events. Trailheads leading to hidden waterfalls, glass-clear swimming holes, and protected nature preserves lace the surrounding hills. At the same time, farm-to-table restaurants, galleries, and live-music venues sustain Woodstock's legendary creative heartbeat. Rhinecliff Amtrak lies twenty minutes away, placing New York City less than two hours from your front door. In a region celebrated for its harmony of culture and wilderness, Highwoods Haven stands apartprivate yet convenient, historic yet turnkey, effortless yet inspiring. It is a home designed not merely to be occupied, but to be experienced, savored, and remembered.

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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

    $953,700
    24.5%
    change since last quarter

  • # Active listings

    51
    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

Real estate near Woodstock

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