Courtesy: HomeCoin.com
888-400-2513
This newer construction (2022) sits at the end of a peaceful, wooded road just a few minutes from downtown Woodstock and a short drive to Kingston, Saugerties, and Phoenicia. The open-concept living area includes beautiful vaulted ceilings with wood beams, a large stone fireplace, and a beautiful kitchen with new appliances and a marble island. The primary bedroom includes vaulted ceilings, customized electric "black-out" shades, and a sliding door to the back patio. The primary en-suite bathroom provides modern luxuries such as a spa shower, a soaking tub, and heated floors. Two additional spacious bedrooms and a second full bathroom provide convenience and flexibility. The front garden has been completely transformed with pebble footpaths and colorful perennials. The backyard, equipped with a patio and a fire pit, provides true seclusion, as the home sits alongside uninterrupted wooded acres managed by a private land trust and the historic Maverick Concert Hall.
Courtesy: Frank Lumia Real Estate Plus!, LLC
607-746-6029
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.
Courtesy: Ruth Gale Realty
845-688-5610
Family Compound and/or Investment Property. There are 3 homes at 5 & 7 Parker Lane in Woodstock. The property is located only minutes from Main St in Woodstock. The 5 Parker Ln cottage has 1423sqft with 2 bedrooms & 1 bathroom. 7 Parker Ln has 2 homes on the lot. The 2-story home has 1231sqft with 2 bedrooms & 1.5 bathrooms. The cabin at 7 Parker Ln is 406sqft with 1 bedroom & 1 bathroom. For this listing, I combined both 5 & 7 Parker Ln school tax, general tax, square footage, number of bedrooms, bathrooms and acreage. I can provide the separate details. When you are at the compound, there is a wonderful sense of privacy. There is a little shared pond behind the property that is shared with the neighbors. This is an incredible opportunity to own a family compound and investment property in the heart of Woodstock.
Courtesy: Four Seasons Sotheby's Int'l R
845-684-0084
Welcome to easy, one-level living in Woodstock! This inviting ranch offers the perfect blend of comfort, convenience, and charm--ideal for first-time buyers, weekenders, downsizers, or investors seeking a move-in ready home close to all the action. Step inside to a bright, open-concept layout, where the kitchen, dining, and living areas flow seamlessly together--perfect for everyday living and entertaining. The large front mid-century windows flood the space with natural light, creating a warm and welcoming atmosphere. You'll love the oversized bathroom, thoughtfully designed with double sinks, two generous windows, and tile flooring to make busy mornings a breeze. Year-round comfort is yours with three brand new split units, offering energy-efficient heating and cooling. The freshly painted interior provides a crisp, modern feel, while new stainless appliances and a stacked washer/dryer add everyday convenience. Outside, enjoy a spacious, fenced-in backyard--ideal for pets, gardening, or relaxing under the stars. The detached garage with ample storage includes a finished, insulated room, perfect for a home office, art studio, or creative workspace. Located just a short stroll from Woodstock's vibrant village, acclaimed restaurants, theater, health food store, and the popular Bearsville Complex, you'll have the best of the Catskills right at your doorstep. Whether you're starting your homeownership journey, looking to downsize, or searching for a smart investment, this Woodstock gem has it all. Move right in and make it yours!
Courtesy: KW Hudson Valley North
845-481-2700
Welcome to The Waterfall House, a rare opportunity tucked away in the heart of Woodstock Proper. Set on nearly 12 private acres, this classic brick Colonial offers an exceptional combination of privacy, natural beauty, and endless potential, all just minutes from the shops, restaurants, galleries, and vibrant arts scene that have made Woodstock an iconic destination. Offering approximately 3,000 square feet, the home features six legal bedrooms and 3.5 baths, with expansive living spaces ready for your personal vision. Whether imagined as a full-time residence or a weekend escape, this is a property with room to gather, unwind, and make your own. The true centerpiece is the spectacular rear sunroom, where walls of windows frame the surrounding forest and invite the outdoors in. Open the windows and let the soothing sounds of your private waterfall and babbling brook become the soundtrack to everyday life, creating a setting that feels peaceful, restorative, and far removed from the everyday. Outside, nearly 12 acres of mature woodland offer room to explore, exceptional privacy, and an immersive connection to nature that is increasingly difficult to find. Tucked quietly along the water's edge are two charming artist cabins, a subtle reminder of the property's history and the artistic spirit that has long been woven into Woodstock's identity. Their presence adds another layer of character to an already unforgettable landscape. Properties like this rarely become available. Blending an extraordinary natural setting with the timeless character and spirit of Woodstock, The Waterfall House is one of the Hudson Valley's most distinctive offerings, ready for its next chapter.
Courtesy: BHHS Hudson Valley Properties
845-679-0006
Streamside tranquility meets Village of Woodstock convenience in this beautifully renovated waterfront home. With Tannery Brook frontage extending to the centerline of the waterway, a sprawling deck overlooking the brook, and a stone stairway leading down to the water's edge, the setting is nothing short of enchanting. Inside, soaring 12.5-foot cathedral ceilings, expansive clerestory windows, and walls of glass flood the home with natural light and blur the line between indoors and out. Gray-stained oak floors run throughout the open-concept living and dining spaces, while custom built-in seating doubles as additional guest accommodations when needed. Large doors open directly to the deck for effortless entertaining beside the water. The kitchen is built for real cooking and easy gathering: stainless appliances, silestone quartz countertops, and a breakfast bar that keeps the cook in the conversation. Bedrooms sit at opposite ends of the home -- a layout that delivers genuine privacy for owners and guests alike while also lending itself well to short-term rental use. Each bedroom has its own ensuite bath; one features a Kohler soaking tub, the other a walk-in shower. A covered front porch, gated driveway, and architectural stone-and-wood fencing create a welcoming arrival, while multiple outdoor spaces invite you to settle in beside the water. Open the windows at night and fall asleep to the sound of the stream -- all while being steps from Woodstock's cafés, shops, galleries, and Village Green. Municipal water and a town-maintained septic system add convenience and peace of mind. An active owner-occupied short-term rental permit offers flexibility as a full-time residence, weekend retreat, or income-producing investment -- buyer to verify transferability with the Town of Woodstock. Tucked where two streams converge and moments from the heart of town, this is Catskill living at its best.
Courtesy: Coldwell Banker Village Green
845-679-2255
Set on an almost 3-acre wooded lot, this property has so much to offer in a quiet location close to the Village Green. On the main floor, you have a choice of rooms in which to entertain. A generous foyer leads to a comfortable living room with an actual dining room opposite. Beyond that space, a bright, recently redone, cheery eat-in kitchen awaits. Down the hall, for those cozy nights, a brick-fireplaced den opens to a double French-doored breezeway. Along the hall is a convenient half bath and laundry room, too. A series of doors and a delightful screen porch all overlook the pool area, awaiting your summer fun. The upper level contains 3 spacious bedrooms with generous closets, which share a large bath. The primary ensuite, with walk-in closets, completes this floor. The natural setting around the sparkling pool adds to your private relaxation. Please come see for yourself... A 3D Walkthrough Tour is available in the digital Lookbook or by request.
Courtesy: Coldwell Banker Village Green
845-679-2255
Hidden along one of Woodstock's most coveted country roads, in the area locals call Rainbow Hill, is a remarkably intact Mid-Century Modern home, one that rarely comes to market. Set on 3.67 private acres, less than two miles from the heart of Woodstock, the property has been the cherished home of a renowned artist and his wife for the past 28 years and is now offered to its next discerning steward. Thoughtfully sited within the landscape, the home embodies everything that defines exceptional Mid-Century Modern design. Walls of glass and expansive sliding doors dissolve the boundary between indoors and out, flooding the interiors with natural light and maintaining a constant connection to the surrounding woods and gardens. Much of the home's original character remains beautifully intact. Marble floors, teak-paneled walls, custom built-ins, and a monumental bluestone fireplace create interiors that feel both sophisticated and deeply authentic. The original kitchen is a true design statement, featuring hand-painted tile, custom cabinetry with teak hardware, and a matching island built for gathering. A suspended teak pot rack serves as both sculpture and function, while the spacious entry retains its original windows and doors, welcoming guests with timeless style. The thoughtful layout offers two well-separated bedroom suites, providing both privacy and flexibility. One opens to a striking bathing area with the original mosaic-tiled soaking tub, then continues to a separate full bath with a cedar sauna. The second bedroom occupies the opposite wing, adjacent to another full bath. Among the home's most inspiring spaces is the sunroom, originally the artist's studio. Bathed in natural light and anchored by a wood-burning stove, it is an extraordinary room, equally suited to painting, writing, yoga, or everyday living. Adding exceptional versatility, the property includes a legal detached studio with its own mailing address, complete with a spacious work area, a full bath, a kitchenette, and a fireplace. It offers endless possibilities as a guest house, creative studio, professional office, or income-producing rental. Outside, bluestone patios overlook the private grounds, while a classic kidney-shaped concrete pool recalls the glamour of the home's Mid-Century origins. A metal roof, cedar-shake siding, and an attached carport complete the estate. While the home's design integrity and craftsmanship remain exceptional, tasteful updating offers the next owner an opportunity to bring their own vision to select spaces. Architecturally significant, remarkably intact, and set within one of Woodstock's most desirable locations, this is more than a home; it is a rare opportunity to become the next steward of an authentic Mid-Century Modern retreat and to shape its next chapter for generations to come.
Courtesy: Taft Street Realty, Inc.
845-687-9292
Rarely does a Woodstock home come along with this much soul, flexibility, and built-in opportunity. Tucked away on just over an acre off private Chipmunk Lane, this charming 2265 sq ft Cape Cod cottage style home captures the feeling people come to Woodstock hoping to find: a little privacy, a little magic, a little room to create, and a home that feels deeply personal from the moment you arrive. At the heart of the main house is a wonderfully memorable kitchen, full of color, character, and warmth. This is not a showroom kitchen trying too hard. It is the kind of kitchen where meals stretch into stories, friends gather around the island, coffee starts slowly, and the house begins to feel like home. The adjoining living areas continue that same spirit, offering inviting spaces for conversation, quiet mornings, winter nights in front of the wood stove, and the everyday rhythm of country life. The main home offers two bedrooms and two full baths, along with a highly useful first-floor office/flex room off the living room that can easily function as a guest room, studio, work-from-home space, or possible first-floor sleeping area. Upstairs, vaulted ceilings and exposed beams bring classic Cape Cod charm to a second living area that could become a media room, playroom, creative workspace, or future bedroom or bath, depending on your needs. What makes this property especially rare is the legal, fully licensed short-term rental component. Connected through the center mudroom yet able to live entirely separately, the one-bedroom guest suite creates meaningful income potential without compromising the privacy or normal function of the main home. With its own entrance, separate driveway, private parking, and established Airbnb history, it feels less like an afterthought and more like a thoughtful second world on the property. For artists, makers, musicians, remote workers, weekenders, or anyone looking for a Woodstock home that can support both lifestyle and income, the versatility here is exceptional. Live in the main house and rent the guest suite. Keep the suite for visiting friends and family. Use it as a detached-feeling studio, wellness space, or creative retreat. The layout gives you options now and flexibility for whatever comes next. The setting is equally compelling. Over an acre gives the property breathing room, with mature trees, garden moments, and a tucked-away feeling that still keeps you close to the village proper of Woodstock. Historic Kingston, Saugerties, hiking, restaurants, music, shops, and farm-to-table favorites are all within easy reach, and the Kingston Thruway exit is less than 10 minutes away for a more convenient connection back to New York City. This is the rare Woodstock combination buyers keep hoping to find but almost never do: character, privacy, legal short-term rental income, separate living spaces, creative flexibility, and a location that feels both hidden away and connected to everything. A cottage home with charm, a property with purpose, and a lifestyle that is ready to begin on day one.
Courtesy: Coldwell Banker Village Green
845-679-2255
Rarely available and beautifully renovated, this two-story residence at Maverick Knolls offers a unique opportunity to own in Woodstock's only townhouse condominium community. Nestled toward the back in one of the community's most private settings, this turnkey 3-bedroom, 2.5-bath home combines style, comfort, and convenience just minutes from the heart of Woodstock. The home features new wood flooring, plush carpeting in the bedrooms, brand-new appliances, high-performance insulated windows, and a state-of-the-art zoned heating and cooling system for year-round comfort. The interiors have been tastefully reimagined with a clean, contemporary aesthetic. One of the home's standout features is the stunning screened-in porch with a vaulted ceiling, skylight, and ceiling fan. Overlooking serene gardens, woodland views, and striking natural rock formations, the porch functions as a peaceful extension of the living space--perfect for morning coffee, outdoor dining, or simply enjoying the quiet beauty of the backyard garden. The flexible floor plan includes a dedicated downstairs office with French doors and custom built-in workspace, creating an ideal environment for remote work, creative pursuits, or a private study. The main level offers an inviting open flow between the living room, dining area, and kitchen. Upstairs, the bedrooms are comfortable and well-proportioned. The primary bedroom overlooks the quiet interior of the community, adding to the home's sense of tranquility. Additional highlights include an attached one-car garage with generous shelving and loft storage, providing valuable space for seasonal items, outdoor gear, and more. A recently installed whole-house water softening system enhances everyday comfort by addressing the area's naturally hard well water. Residents of Maverick Knolls enjoy an in-ground saltwater pool, tennis courts, and impeccably tended grounds. This fresh take on Woodstock living combines low-maintenance living, modern upgrades, and effortless access to everything that makes Woodstock so special. A 3D Walkthrough Tour is available in the digital Lookbook or by request.
Courtesy: Coldwell Banker Village Green
845-679-2255
A treehouse retreat on almost 46 Acres - a rare architectural sanctuary. Tucked into the forest canopy and perched dramatically over a private waterfall ravine, this one-of-a-kind 3,530 square foot home offers an extraordinary blend of architecture and untouched nature across 45.68 sprawling acres. The home's striking cedar-shingled exterior rises multiple stories on a soaring arched understructure, with wraparound decking suspended above the landscape below, the perfect perch for morning coffee or evening gatherings among the treetops. Inside, the dramatic multiple-height great room anchors the home with a vaulted wood-paneled ceiling, a central stone fireplace, and open staircases leading to balconied levels overlooking the dramatic ravine and seasonal waterfalls just beyond the windows. Walls of glass flood the space with light and frame ever-changing views of the surrounding woods in every season. The home offers 3 bedrooms and 2 baths, with thoughtful, light-filled living spaces throughout that feel equally suited for a quiet retreat or entertaining. Beyond the home, the land itself is the true showstopper. Wander just under 46 acres of rugged, moss-covered rock outcroppings, cascading waterfalls, and a network of private trails connecting old quarries and tranquil ponds. A path leads to a secluded gazebo perched on a cliff's edge, where the forest opens up to reveal sweeping 40-mile views, an unforgettable spot for sunsets, stargazing, or simply taking in the scale of the landscape you call home. This is a rare opportunity to own a true architectural retreat immersed in nature, offering privacy, adventure, and breathtaking views in equal measure. A 3D Walkthrough Tour is available in the digital Lookbook or by request.
Courtesy: Coldwell Banker Village Green
845-679-2255
Major price reduction. Seller says sell!! Woodstock Village living doesn't get much better than this. Perfectly positioned on a quiet no outlet street just moments from the heart of town, this beautifully renovated three-bedroom, two-bath home offers the rare opportunity to enjoy both nature and village life without compromise. Step inside to bright, sun-filled interiors and an open, welcoming floor plan designed for effortless everyday living and entertaining. Thoughtfully updated and truly move-in ready, the home combines modern comfort with Woodstock's relaxed charm. Outside, a spacious deck and hot tub create the perfect setting for morning coffee, evening gatherings, or stargazing after a day spent exploring the area. Just around the corner from your front door, the refreshing waters of the Millstream invite a summer swim, while Woodstock's celebrated restaurants, boutiques, galleries, and music venues are just a short stroll in the opposite direction. The finished lower level provides flexible space ideal as an artist's studio, recreation room, home office, or fitness area, adapting easily to your lifestyle. Whether you're looking for a full-time residence, weekend retreat, or investment property, this turnkey home offers the best of Woodstock - natural beauty, creative spirit, and village convenience - all in one exceptional location. A 3D Walkthrough Tour is available in the digital Lookbook or by request.
Courtesy: Coldwell Banker Village Green
845-679-2255
A Rare Byrdcliffe-Era Magical Retreat with Artistic Legacy Built in 1905, just as the historic Byrdcliffe Arts Colony and the Art Students League of New York's renowned summer school were taking root, this extraordinary three-bedroom, two-bath, one-of-a-kind residence is a rare architectural treasure deeply woven into Woodstock's creative history. Rich in authenticity and soul, the home beautifully embodies the enduring ideals of the Arts & Crafts movement with exposed stone walls, hand-hewn beams, warm wood floors, and handcrafted details that reveal themselves around every corner. Every room tells a story, offering a sense of warmth, artistry, and timeless character rarely found today. From the 1950s through the 1960s, the property operated as a beloved summer camp, a history reflected in its sprawling 8.69 acres and collection of charming outbuildings. Brimming with potential, these structures invite endless possibilities as artist studios, workshops, guest cottages (subject to approvals), wellness spaces, or inspiring creative retreats. The current owners have thoughtfully restored the impressive 60'x 20' in-ground pool, transforming it into the centerpiece of unforgettable summer gatherings. Whether hosting friends or enjoying a quiet moonlit swim, the setting captures the nostalgic magic of a classic Catskills camp. The accompanying A-frame pool house completes the experience, offering a charming place to change, relax, or simply embrace the carefree spirit of summers gone by. Inside, careful updates honor the home's original character while providing modern comfort. The beautifully renovated kitchen features bespoke walnut cabinetry, elegant stone countertops, and stainless steel appliances. Both bathrooms have been tastefully redesigned with materials and finishes that feel entirely at home within the property's historic architecture. The generously proportioned living room is both dramatic and inviting, easily accommodating a grand piano at one end and a spacious seating area anchored by a magnificent stone fireplace at the other. Just beyond, a delightful three-season porch serves as the perfect summer sleeping porch or guest retreat. A small adjoining alcove, illuminated by a stunning wall of stained glass, offers a tranquil nook for reading, meditation, or quiet reflection. Upstairs, three charming bedrooms and a full bath enjoy peaceful views over the property's beautiful grounds, large raised-bed garden and meandering 3-season stream. Before the current owners, the home was cherished for four decades by a renowned musician, continuing a long tradition of creativity, hospitality, and inspiration. Today, the landscape remains as captivating as ever, with rolling lawns, mature trees, woodland, historic outbuildings, and abundant space to explore, gather, and create. Properties of this caliber and provenance seldom become available. Whether you're captivated by its architectural significance, Woodstock's celebrated artistic legacy, or the remarkable opportunity to create your own history here, 60 Boggs Hill Road offers far more than a home--it offers the chance to become the next steward of one of Woodstock's truly exceptional legacy properties. A 3D Walkthrough Tour is available in the digital Lookbook or by request.
Courtesy: Coldwell Banker Village Green
845-679-2255
Nestled in a quiet Woodstock neighborhood five minutes from the village center and a short drive from Kingston, The Van Dale offers the privacy of nature without sacrificing convenience. Set on 1.36 acres in a quiet neighborhood, the property is bordered by a private creek that winds through the backyard, creating a peaceful natural setting just minutes from some of the Hudson Valley's most vibrant destinations. Spanning nearly 2,000 square feet, this three-bedroom, three-bath home is thoughtfully designed for comfortable full-time living or weekend escapes. The open living room is anchored by a floor-to-ceiling bluestone fireplace with an efficient wood stove insert, while walls of windows fill the space with natural light and frame views of the surrounding pines and front gardens. Hardwood floors run throughout the main living areas and bedrooms, adding warmth and continuity. The bright and welcoming kitchen features custom cabinetry and a generous butcher block center island, creating a space equally suited for everyday living and entertaining. Just beyond, the dining area flows to a beautiful screened porch overlooking the backyard, woods, and creek. A newly refurbished deck extends the outdoor living space, while a fire pit and play area invite long afternoons and evenings spent outdoors. All three bedrooms and two updated bathrooms are conveniently located on the main level. The primary suite offers a walk-in closet and a spacious en-suite bath illuminated by a skylight, creating a bright and relaxing space. A thoughtfully positioned laundry area nearby adds ease to daily living. The lower level offers exceptional flexibility, with a spacious family room that runs the length of the home. A second fireplace with a wood insert creates a cozy atmosphere, while doors open to a sunny mudroom and the expansive backyard beyond. This level also includes a full bathroom, kitchenette, and direct access to the attached two-car garage, making it ideal for guests, recreation, or extended living arrangements. Hiking, skiing, swimming, golf, and tennis are all within easy reach. So is Woodstock itself: live music, great restaurants, galleries, and a cultural energy no other Hudson Valley town quite replicates. Available fully furnished, with inventories of furnishings and recent improvements upon request. A 3D Walkthrough Tour is also available in the digital Lookbook or by request.
Courtesy: Halter Associates Realty
845-679-2010
An Energy-efficient home! Driven by a 13W solar array, airtight insulation and smart power management ,this south facing home offsets all current electrical usage with an energy-positive footprint. Included is an EV charging station used for 2 cars. Discover this Woodstock home which offers privacy and convenience. This rare property sits nestled at the end of a long, winding driveway, completely hidden from view. Yet, just 3 miles to the heart of the town. The parcel is framed by mature trees, including apple trees, opening up to beautiful mountain views. Sunset reveals the twinkling lights of the Rhinecliff bridge. A fenced in garden with raised beds is ready to go. This large residence offers versatile living spaces, making it a standout design for creators. *The lower level is mostly on-grade and included in the overall square footage. This configuration has Airbnb potential, which would require a permit in the town of Woodstock. Beyond the 2 bedrooms and 3.5 bathrooms, the home features a variety of living areas. The upper level offers a spacious 24x24 studio, ideal for music, art or yoga. There is a sunroom and wraparound deck where you can unwind and enjoy the view. The panel of birds in the kitchen was painted by Ramona Fradon who reside at this house. Ramona was one of the two first women to break into the commercial comic book industry with DC comics and became known as the Queen of Comics over a 65 year career, she drew Aquaman, Wonder Woman, Super Friends, Brenda Starr and created the DC character Metamorpho. A separate, fully wired finished workshop/garage ready for projects or storage-plus a Brad's Barn storage shed. This property is a peaceful sanctuary to create, work and live without ever feeling isolated from the vibrant Woodstock community. This is an owner built home. Original home is 1995 and the addition is 2005. New range and refrigerator. No drive- byes please
Courtesy: Coldwell Banker Village Green
845-679-2255
Architect-Designed Modern Retreat with Unparalleled Views Over Woodstock! Perched high above the Town of Woodstock, this rare and exceptional home offers a front-row seat to breathtaking panoramic views that stretch from the mountains to the Ashokan Reservoir. Designed by noted architect Les Walker, this contemporary residence evokes the magic of living in a luxurious treehouse—where every room is immersed in natural light and dramatic scenery. Wake to stunning sunrises and unwind to radiant sunsets from the comfort of your open floor plan living space, where a soaring floor-to-ceiling bluestone fireplace anchors the heart of the home. Expansive windows line the entire south-facing rear of the house, bringing the outdoors in and framing unforgettable vistas year-round. Enjoy seamless indoor-outdoor living with two spacious decks—one screened for breezy summer nights, and one open for sun-soaked afternoons. The chef's kitchen flows effortlessly into the main living area, ideal for entertaining or quiet evenings by the fire. The main floor primary ensuite features a walk-in closet, built-in shelving, and serene views, while two flexible-use rooms offer space for a home office, media room, or guest quarters. Smart thermostats add modern comfort. Step outside to your private bluestone patio with a heated saline inground pool, outdoor kitchen, and firepit—your personal oasis nestled in the Catskills. A finished studio space above the 440 sq. ft. garage offers even more options for creativity or guests. Additional features include solar panels with battery pack, a circular drive for easy access, and meticulous attention to detail throughout. A truly rare offering—private, peaceful, and just minutes to the vibrant arts, dining, and community of Woodstock. A 3D Walkthrough Tour is available in the digital Lookbook or by request.
Courtesy: Coldwell Banker Village Green
845-679-2255
A rare opportunity to own a truly special piece of the Hudson Valley. Nestled in the heart of Woodstock, NY, this iconic property offers 11.17 breathtaking acres of open meadows and sweeping mountain views that change beautifully with every season. The well-maintained 3-bedroom, 1-bath ranch house spans 1,360 square feet and offers comfortable single-level living with a warm, classic character. A charming red 4-stall barn - a nod to the property's days as a functioning horse property - adds tremendous character and versatility, complemented by a detached garage and shed for ample storage and utility. Whether you're looking for a private personal retreat, an equestrian revival, or a savvy investment, this property delivers on all fronts - already subdivided into four separate parcels, offering exceptional flexibility and significant potential for additional building.
Courtesy: Coldwell Banker Village Green
845-679-2255
Architect-Designed Modern Retreat with Unparalleled Views Over Woodstock! Perched high above the Town of Woodstock, this rare and exceptional home offers a front-row seat to breathtaking panoramic views that stretch from the mountains to the Ashokan Reservoir. Designed by noted architect Les Walker, this contemporary residence evokes the magic of living in a luxurious treehouse--where every room is immersed in natural light and dramatic scenery. Wake to stunning sunrises and unwind to radiant sunsets from the comfort of your open floor plan living space, where a soaring floor-to-ceiling bluestone fireplace anchors the heart of the home. Expansive windows line the entire south-facing rear of the house, bringing the outdoors in and framing unforgettable vistas year-round. Enjoy seamless indoor-outdoor living with two spacious decks--one screened for breezy summer nights, and one open for sun-soaked afternoons. The chef's kitchen flows effortlessly into the main living area, ideal for entertaining or quiet evenings by the fire. The main floor primary ensuite features a walk-in closet, built-in shelving, and serene views, while two flexible-use rooms offer space for a home office, media room, or guest quarters. Smart thermostats add modern comfort. Step outside to your private bluestone patio with a heated saline inground pool, outdoor kitchen, and firepit--your personal oasis nestled in the Catskills. A finished studio space above the 440 sq. ft. garage offers even more options for creativity or guests. Additional features include solar panels with battery pack, a circular drive for easy access, and meticulous attention to detail throughout. A truly rare offering--private, peaceful, and just minutes to the vibrant arts, dining, and community of Woodstock. A 3D Walkthrough Tour is available in the digital Lookbook or by request.
Courtesy: Halter Associates Realty Inc
845-679-2010
**MOTIVATED SELLER** Welcome to this distinctive Woodstock retreat, a home shaped by the creativity and vision of the artists who have called it their own since 2001. Originally built in 1937, this charming mountaintop home has evolved over the years through thoughtful additions, including an impressive upper-level studio with a separate entrance, plus a vaulted deck overlooking the property's picturesque grounds. Set on 1.75 special acres at the top of the mountain and overlooking a mini valley, it offers 2,355 square feet of living space and is ready for its next chapter. Original character, generous proportions, and a unique layout provide an exciting opportunity to refresh and personalize a truly special property in one of Woodstock's most desirable locations. A welcoming rocking-chair front porch opens to an entry foyer and a vaulted great room with a fireplace and skylight, flowing into a sunny breakfast area and kitchen. Sliding doors lead to one of several outdoor living spaces, including a large, elevated deck with stairs descending to a lower patio nestled among dramatic rock outcroppings, and an additional stone patio to the other side. The main level also features two bedrooms and two full baths, including a bedroom with direct access to the patio. The other bedroom has an ensuite bath. Upstairs, the expansive studio has vaulted wood-clad ceilings, hardwood floors, built-in work surfaces, and inspiring natural light. The smaller room is currently used as a bedroom. Sliders lead out to the vaulted deck for a better view of the dramatic property. Perched on a bluff, the home enjoys pastoral views of woods, sky, meadow, and dramatic stone cliffs and rock formations The level lower of the property, reached by a stone wall lined path, is wooded with enchanted clearings and trails leading to the old pond and views up to the stone cliffs and the house. The one-car garage is accessed by the trail from the house and from Yerry Hill Road. Nature lovers will appreciate direct access to the stunning Snake Rocks Preserve at the end of the road, while the heart of Woodstock, with its shops, restaurants, galleries, and music venues, is just minutes away. This is a rare opportunity to reimagine a well-loved Woodstock home in an exceptional setting. Property is being sold AS IS.
Courtesy: Halter Associates Realty
845-679-2010
**MOTIVATED SELLER**Welcome to this distinctive Woodstock retreat, a home shaped by the creativity and vision of the artists who have called it their own since 2001. Originally built in 1937, this charming mountaintop home has evolved over the years through thoughtful additions, including an impressive upper-level studio with a separate entrance, plus a vaulted deck overlooking the property's picturesque grounds. Set on 1.75 special acres at the top of the mountain and overlooking a mini valley, it offers 2,355 square feet of living space and is ready for its next chapter. Original character, generous proportions, and a unique layout provide an exciting opportunity to refresh and personalize a truly special property in one of Woodstock's most desirable locations. A welcoming rocking-chair front porch opens to an entry foyer and a vaulted great room with a fireplace and skylight, flowing into a sunny breakfast area and kitchen. Sliding doors lead to one of several outdoor living spaces, including a large, elevated deck with stairs descending to a lower patio nestled among dramatic rock outcroppings, and an additional stone patio to the other side. The main level also features two bedrooms and two full baths, including a bedroom with direct access to the patio. The other bedroom has an ensuite bath. Upstairs, the expansive studio has vaulted wood-clad ceilings, hardwood floors, built-in work surfaces, and inspiring natural light. The smaller room is currently used as a bedroom. Sliders lead out to the vaulted deck for a better view of the dramatic property. Perched on a bluff, the home enjoys pastoral views of woods, sky, meadow, and dramatic stone cliffs and rock formations The level lower of the property, reached by a stone wall lined path, is wooded with enchanted clearings and trails leading to the old pond and views up to the stone cliffs and the house. The one-car garage is accessed by the trail from the house and from Yerry Hill Road. Nature lovers will appreciate direct access to the stunning Snake Rocks Preserve at the end of the road, while the heart of Woodstock, with its shops, restaurants, galleries, and music venues, is just minutes away. This is a rare opportunity to reimagine a well-loved Woodstock home in an exceptional setting. Property is being sold AS IS.
Courtesy: BHHS HUDSON VALLEY PROP-WDST
845-679-0006
A rare Byrdcliffe Colony offering, this 1911 Woodstock artist home sits just off Lower Byrdcliffe Road on a private half-acre of garden, lawn, patio, and woods. Rich with history and creative spirit, the original structure features the classic north-facing artist's window designed for painter's light, along with original beams and woodwork that speak to the home's early 20th-century craftsmanship. With 1,562 square feet, 3 bedrooms, and 2 baths, the home balances historic character with thoughtful modern comfort. A newer galley kitchen serves the home with ease, while the light-filled vaulted living room addition--with skylights overhead--creates an airy, inspiring space for gathering, reading, music, or quiet afternoons surrounded by nature. One bedroom is currently used as an office, ideal for writing, painting, or remote work. The upper-level primary suite offers a private retreat with en suite bath and its own balcony, while the generous screened porch invites warm-weather living, from morning coffee to summer dinners. Outside, the detached garage and carport add practical convenience. Well cared for, with a new forced-air heating system and new roof completed last year, this home offers rare Byrdcliffe provenance, modern updates, and close proximity to Woodstock's shops, restaurants, music, film, and galleries. A soulful, storied home in one of Woodstock's most beloved creative enclaves.
Courtesy: Halter Associates Realty
845-684-5577
A sweet bright ranch in a friendly neighborhood, only a skip and a jump from the center of Woodstock. Located on one of the largest lots in the area with several majestic oaks and lots of room to roam. There's also space for a sizeable garden. Inside you will find an open plan living and dining area with an adjacent kitchen. The previous garage was converted into a large living space. On the opposite side of the house is a hallway with three bedrooms, two of which are currently connected with a door between them. This home's new owners can chose one of two locations to put their own stackable washer dryer. The current owners used this as an investment property and had a very easy time finding good tenants. This is a well-priced home for personal use or as an investment property.
Courtesy: Four Seasons Sotheby's Int'l R
845-684-0084
In the heart of Woodstock, this extraordinary 12+ acre Woodstock estate offers a rare blend of privacy, natural beauty, and village convenience. The property has a huge meadow/field in back and front offering peaceful pastoral views & potential. Bordering & with direct access to 76 acres of protected Comeau Park, the property invites you to explore miles of woodland trails, open meadows, the Sawkill Stream and swimming hole. All less than a mile from Woodstock's vibrant town center. The home radiates a bright, airy open charm, creating a peaceful retreat that is equally suited for quiet relaxation or entertaining family and friends. A thoughtfully designed guest house provides exceptional flexibility, featuring two private ensuite bedrooms, a spacious sauna, and an outdoor shower that allows you to fully embrace the surrounding natural setting. The main residence beautifully combines Woodstock's artistic heritage with modern comfort. Once owned by Michael Lang, legendary founder of the 1969 Woodstock Festival, adding a rare and meaningful connection to the town's iconic past. The home has been extensively expanded and reimagined. The spacious open-concept great room with vaulted ceiling & walls of windows frame stunning views of the rolling meadow beyond. The main-level primary suite welcomes the morning sun, mountain views and features a newly renovated ensuite bath. Upstairs offers an additional 3 bedrooms, one ensuite and two baths offer ample space for family and guests. The property includes two separately deeded parcels. The existing residence sited on 3.71 acre parcel, while the adjoining 8.38-acre parcel (3-acre zoning) presents exciting possibilities for future development or even better preserving the land for ultimate privacy. The yard between the guest house and main residence is also ideally suited for a future swimming pool. Originally built in 1930 and extensively renovated and expanded, the home offers the character and soul of a Woodstock classic with the comfort, style, and functionality of modern construction. Whether you're seeking a full-time residence, a weekend escape, or a legacy property with room to grow, this remarkable estate captures the very best of Woodstock living.
Courtesy: Halter Associates Realty
845-679-2010
NEW NEW NEW! If you thought you have seen 5 Lazy Brook Lane, think again! This home is owned by a renowned architect and he has done a complete redesign! Mood, space, and finishes combine to create the ideal modern ranch. Coming to this 4 bedroom 3 bath home, you will first notice the new facade with white washed pine and a huge plate glass window where the unsightly bay window used to be. Now when you enter, you come into a large and sunny open concept living space. The old Mother/Daughter space is gone and a bright new kitchen has taken its place. The layout has been thoughtfully redesigned taking advantage of the room with a large island that is perfect for entertaining or that dreaded homework. Unleash your inner chef and hang out with friends and family while you create gastronomic delights! New hard wood flooring and LED recessed lights create the perfect ambiance to relax over a quiet dinner for two or to host a grand soiree. In the back of the former Mother/Daughter space there remains a large bedroom and the hall now boasts a huge new storage closet. What was formerly a second room has now been incorporated into the huge family room as an office, studio or even a gym! The family room remains spectacular with views out to the private garden with a designated dining space and a fantastic fire pit for cool Autumn evenings and s'mores! The yard is very private and partially wooded which gives you a sense that it is just you and your BBQ against the World! Back inside, the bathrooms have been updated with new or redesigned vanities and new lighting. The mirrors now have the perfect view! Along with the new design, this home has a new furnace and air conditioning to keep you at the perfect temperature no matter the season. Located just 5 minutes outside the center of the Village of Woodstock, you are close to dining, hiking, kayaking, great walks, shopping and all the art Woodstock has to offer. You are just 15 minutes from Kingston and the thruway for easy travel. You can come home again.
Courtesy: Corcoran Country Living
845-338-5832
Perfectly situated in the heart of Woodstock Village, this charming move-in-ready single-level country cottage is complemented by a separate permitted studio cottage (STR)--an ideal artist's studio, guest cottage, home office, creative retreat, or potential income-producing opportunity. Together, they offer exceptional flexibility just moments from Woodstock's renowned restaurants, galleries, boutiques, markets, music venues, and year-round attractions. The main residence features two spacious bedrooms, each with walk-in closets, random-width pegged hardwood floors, recessed lighting, ceiling fans, updated windows with removable grilles, and a custom built-in entertainment center. The inviting living room is centered around a wood-burning fireplace, creating a warm and welcoming gathering space. The eat-in kitchen offers shaker-style knotty pine cabinetry, a farmhouse sink, all-new appliances, and a convenient laundry area. A standout feature is the stunning three-season screened porch with vaulted A-frame ceilings, floor-to-ceiling screens, and a built-in entertainment center--perfect for relaxing, entertaining, or simply enjoying views of the beautifully landscaped grounds. Step outside to discover mature gardens, a tranquil frog pond, charming fencing, winding gravel pathways, and a private patio ideal for outdoor dining and gatherings. The attractive novelty siding enhances the property's timeless Woodstock character. Additional amenities include a whole-house generator servicing both the main residence and studio cottage, a fully waterproofed crawl space with excellent storage, a spacious attic, a two-car carport, and a private driveway accommodating up to five vehicles. Whether you're searching for a full-time residence, a weekend escape, or a downsizing opportunity, this special Woodstock property offers the rare combination of a charming village home and a versatile detached artist's studio cottage, blending character, functionality, and income potential in one of the Hudson Valley's most sought-after locations.
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.
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.
