Newest Homes for Sale in Woodstock, NY

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  /63

  $915,000

  • 3 Beds
  • 3 Baths
  • 2,265 Sq Ft

  15 Chipmunk Ln, Woodstock, NY 12498

  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.

  Dylan Taft Taft Street Realty, Inc.

  15 Chipmunk Ln, Woodstock, NY 12498
• Explore Woodstock

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  /46

  $899,000

  • 2 Beds
  • 2.5 Baths
  • 2,227 Sq Ft

  297-299 Ohayo Mountain Rd, Woodstock, NY 12498

  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

  Laurie Ylvisaker Coldwell Banker Village Green

  297-299 Ohayo Mountain Rd, Woodstock, NY 12498
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  /18

  $439,000

  • 3 Beds
  • 1 Bath
  • 1,106 Sq Ft

  216 Williams Ln, Kingston, NY 12401

  This charming craftsman is situated in the perfect location, set back from the road yet only minutes to main street Woodstock and historic uptown Kingston. Well maintained, this sturdy gem boasts pristine hardwood floors, original trim and details, spacious eat-in kitchen and central air conditioning throughout. Room sizes are ample and offer flexibility of use and space. Added bonuses are the

  Ryan Basten BHHS Nutshell Realty

  216 Williams Ln, Kingston, NY 12401
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  /91

  $795,000

  • 5 Beds
  • 3 Baths
  • 2,044 Sq Ft

  4868 State Route 212, Willow, NY 12495

  Flexible Multi-Level Home with Private Entrances on 3.6 Scenic AcresThis spacious and versatile property offers exceptional flexibility, featuring two separate levels, each with its own private exterior entrance. The home includes 4 bedrooms, 3 full bathrooms, and 2 kitchen/preparation areas, making it ideal for extended family living, guests, or those seeking additional private living

  Ruti kabel Keller Williams Realty HV Nort

  4868 State Route 212, Willow, NY 12495
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  /91

  $795,000

  • 5 Beds
  • 3 Baths
  • 2,044 Sq Ft

  4868 New York 212, Willow, NY 12495

  Flexible Multi-Level Home with Private Entrances on 3.6 Scenic AcresThis spacious and versatile property offers exceptional flexibility, featuring two separate levels, each with its own private exterior entrance. The home includes 4 bedrooms, 3 full bathrooms, and 2 kitchen/preparation areas, making it ideal for extended family living, guests, or those seeking additional private living

  Ruti kabel Keller Williams Realty HV Nort

  4868 New York 212, Willow, NY 12495
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  /59

  $1,375,000

  • 3 Beds
  • 2 Baths
  • 1,993 Sq Ft

  60 Boggs Hill Rd, Woodstock, NY 12498

  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

  

  Amy Lonas

  Coldwell Banker Village Green

  60 Boggs Hill Rd, Woodstock, NY 12498
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  /44

  $725,000

  • 3 Beds
  • 2.5 Baths
  • 1,905 Sq Ft

  17 Knolls Ct, Woodstock, NY 12498

  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

  Gail Cadden Coldwell Banker Village Green

  17 Knolls Ct, Woodstock, NY 12498
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  /50

  $2,200,000

  • 3 Beds
  • 2 Baths
  • 3,530 Sq Ft

  639 W Saugerties Rd, Woodstock, NY 12498

  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

  Henry Ford Coldwell Banker Village Green

  639 W Saugerties Rd, Woodstock, NY 12498
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  /40

  $649,000

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  5 Streamside Terrace, Woodstock, NY 12498

  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

  

  Amy Lonas

  Coldwell Banker Village Green

  5 Streamside Terrace, Woodstock, NY 12498
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  /62

  $2,350,000

  • 3 Beds
  • 2 Baths
  • 2,322 Sq Ft

  24 Tanis Hollow Rd, Woodstock, NY 12498

  Million-Dollar Views as Far as the Eye Can SeePerched privately on 5.1 acres with breathtaking 100-mile panoramic views, this extraordinary log home is a true architectural masterpiece. Constructed from massive logs 18 to 20 inch in diameter that required cranes for assembly and individually placed upon an expertly engineered foundation, this remarkable residence represents a level of

  

  Randy Spiesman

  Weichert, REALTORS The Spiesma

  24 Tanis Hollow Rd, Woodstock, NY 12498
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  /55

  $850,000

  • 2 Beds
  • 3.5 Baths
  • 3,256 Sq Ft

  95 W Saugerties Woodstock Rd, Woodstock, NY 12498

  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,

  Carol Spirig Halter Associates Realty

  95 W Saugerties Woodstock Rd, Woodstock, NY 12498
• 

  

  /31

  $759,000

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft

  48 Mountain View Ave, Woodstock, NY 12498

  For your client searching for the idyllic cottage on a charming county road, don't overlook Mountain View Ave. This peaceful location is well set back from the road yet walking distance to the center of vibrant Woodstock with all the charming shops, cafes and art galleries and music venues our town is known for. This charming cottage with Craftsman style features was built in 1923. Renovated

  Barbara Ellman BHHS HUDSON VALLEY PROP-WDST

  48 Mountain View Ave, Woodstock, NY 12498
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  /37

  $749,000

  • 3 Beds
  • 3 Baths
  • 1,991 Sq Ft

  72 Van Dale Rd, Woodstock, NY 12498

  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

  Leslie Foti Coldwell Banker Village Green

  72 Van Dale Rd, Woodstock, NY 12498
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  /44

  $1,575,000

  • 3 Beds
  • 1 Bath
  • 1,360 Sq Ft

  94 Chestnut Hill Rd, Woodstock, NY 12498

  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

  Henry Ford Coldwell Banker Village Green

  94 Chestnut Hill Rd, Woodstock, NY 12498
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  /50

  $2,375,000

  • 3 Beds
  • 3 Baths
  • 2,608 Sq Ft

  235 California Quarry Rd, Woodstock, NY 12498

  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

  Ellen Osgood Coldwell Banker Village Green

  235 California Quarry Rd, Woodstock, NY 12498
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  /19

  $859,000

  • 3 Beds
  • 2 Baths
  • 1,562 Sq Ft

  2323 Glasco Turnpike, Woodstock, NY 12498

  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

  Mark Kanter BHHS HUDSON VALLEY PROP-WDST

  2323 Glasco Turnpike, Woodstock, NY 12498
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  /44

  $749,000

  • 2 Beds
  • 2 Baths
  • 2,355 Sq Ft

  11 Nordic Dr, Woodstock, NY 12498

  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.

  Lisa Halter Halter Associates Realty

  11 Nordic Dr, Woodstock, NY 12498
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  /39

  $1,495,000

  • 3 Beds
  • 2.5 Baths
  • 2,731 Sq Ft

  41 Wittenberg Rd, Bearsville, NY 12409

  Hidden among the trees and just seven minutes from the center of Woodstock, this 1970s contemporary feels like a private creative compound, untouched in all the right ways. Set on 2 wooded acres with the Sawkill Creek at the rear of the property, the home unfolds through a series of unexpected spaces and strong architectural moments. A dramatic sunken living room anchors the house, centered

  Michelle Bergkamp William Pitt Sotheby's Interna

  41 Wittenberg Rd, Bearsville, NY 12409
• 

  

  /31

  $895,000

  Open Sat 2PM - 3:30PM

  • 3 Beds
  • 2 Baths
  • 1,614 Sq Ft

  92 Four Wheel Dr, Willow, NY 12495

  There's a particular kind of quiet in Willow -- the hush of wind through the trees, the far-off ridgeline, the sense that the world has politely paused. Tucked into these woodlands, a renovated, three-level log home rewrites what a cabin can be: the honeyed warmth of timber, yes, but paired with clean-lined updates, contemporary comforts, and an openness that feels closer to a modern mountain

  Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

  92 Four Wheel Dr, Willow, NY 12495
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  /29

  $399,999

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  21 Overlook Dr, Woodstock, NY 12498

  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

  Jasmine Jordaan Halter Associates Realty

  21 Overlook Dr, Woodstock, NY 12498
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  /26

  $470,000

  • 2 Beds
  • 2 Baths
  • 1,284 Sq Ft

  123 Tinker St, Woodstock, NY 12498

  Woodstock Charm & Income Potential Near the Green Savvy investors and owner-occupants, take note of this exceptionally located 2-family property in high-demand Woodstock Hamlet rental market. Each of the two 650 sf sun-drenched units features 1 bedroom, 1 bathroom, and a classic country kitchen. Thoughtfully finished with a mix of rich wood and durable ceramic floors, the spaces feel bright,

  Peter Cantine Halter Associates Realty

  123 Tinker St, Woodstock, NY 12498
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  /29

  $2,500,000

  • 5 Beds
  • 4.5 Baths
  • 2,978 Sq Ft

  177 Tinker St, Woodstock, NY 12498

  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

  Joan Capria Four Seasons Sotheby's Int'l R

  177 Tinker St, Woodstock, NY 12498
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  /49

  $2,300,000

  • 3 Beds
  • 4 Baths
  • 3,481 Sq Ft

  56 Lauren Ct, Kingston, NY 12401

  Exceptional 3 bedroom, 4 bath light-filled contemporary home offering refined nouvelle living set on over 4 private acres in Woodstock, NY. This home has had a complete interior high-end designer renovation that has been thoughtfully curated with sophisticated finishes and fine craftsmanship blending seamless luxury, comfort, and architectural elegance. A dramatic great room framed by soaring

  Amy Owens Coldwell Banker Village Green

  56 Lauren Ct, Kingston, NY 12401
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  /14

  $2,175,000

  • 9 Beds
  • 5 Baths
  • 4,000 Sq Ft

  589-595 Plank Rd, Mount Tremper, NY 12457

  Legendary Estate & Compound on the Esopus Creek. **A Historic Masterpiece with a Superhero Pedigree** Steeped in history and once owned by **George Reeves**, the iconic star of the 1950s *Superman*, this meticulously renovated 1870s farmhouse compound offers a lifestyle of unparalleled versatility. Spanning **5+ park-like acres** with direct **Esopus Creek water frontage**, this sprawling estate

  Derek Greene Greene Realty Group

  589-595 Plank Rd, Mount Tremper, NY 12457
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  /57

  $2,300,000

  • 3 Beds
  • 4 Baths
  • 2,613 Sq Ft

  56 Lauren Ct, Woodstock, NY 12498

  Exceptional 3 bedroom, 4 bath light-filled contemporary home offering refined nouvelle living set on over 4 private acres in Woodstock, NY. This home has had a complete interior high-end designer renovation that has been thoughtfully curated with sophisticated finishes and fine craftsmanship blending seamless luxury, comfort, and architectural elegance.A dramatic great room framed by soaring

  Amy Owens Coldwell Banker Village Green

  56 Lauren Ct, Woodstock, NY 12498
• 

  

  /31

  $799,000

  Open Sun 12PM - 2PM

  • 4 Beds
  • 3 Baths
  • 2,480 Sq Ft

  5 Lazy Brook Ln, Woodstock, NY 12498

  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

  Richard Stoll Halter Associates Realty

  5 Lazy Brook Ln, Woodstock, NY 12498
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  /37

  $1,400,000

  $50K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,613 Sq Ft

  19 Blues Quarry, Woodstock, NY 12498

  Seventeen private acres, minutes from the heart of Woodstock. This 3-bedroom, 2.5-bath modern home pairs character with thoughtful separation of space: a fireplace-anchored great room, open kitchen, and dining area flow together on the main level alongside a versatile first-floor bedroom, ideal for guests, family, or a home office, served by a nearby full bath. Upstairs, the true primary suite

  Baris Demirel Serhant LLC

  19 Blues Quarry, Woodstock, NY 12498
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  /36

  $1,700,000

  • 5 Beds
  • 5 Baths
  • 4,628 Sq Ft

  7 Downer Ln, Woodstock, NY 12498

  A Woodstock compound with two distinct residences on eight acres, currently set up as STR. Included as part of this unique offering, 7 Downer Road brings an entirely different yet equally compelling dimension to the property. Set on approximately two private acres with beautiful mountain views, this authentic mid-century ranch captures the simplicity and warmth. The one-bedroom home retains many

  Baris Demirel Serhant LLC

  7 Downer Ln, Woodstock, NY 12498
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  /38

  $725,000

  • 2 Beds
  • 1 Bath
  • 1,067 Sq Ft

  18 Playhouse Ln, Woodstock, NY 12498

  Perfectly situated in the heart of Woodstock Village, this charming move-in-ready single-level country cottage offers comfort, character, and flexibility just moments from the town's renowned restaurants, galleries, boutiques, markets, music venues, and year-round attractions. The home features two spacious bedrooms, each with walk-in closets, random-width pegged hardwood floors, recessed

  Jeanne Rakowski Corcoran Country Living

  18 Playhouse Ln, Woodstock, NY 12498
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  /56

  $4,250,000

  • 7 Beds
  • 4 Baths
  • 3,948 Sq Ft

  21-23 Library Ln, Woodstock, NY 12498

  Library Lane is a historically significant compound on a quiet road in the heart of Woodstock, where a thoughtfully designed stone house and a sprawling, light-filled guest cottage sit nestled amidst a uniquely lush, abundant landscape. The History:Built by the iconic Woodstock artist Paul Arndt in the 1920s as his home (the stone house) and his sprawling art studio (the cottage), this

  Raj Kumar Four Seasons Sotheby's Int.

  21-23 Library Ln, Woodstock, NY 12498
• 

  

  /19

  $795,000

  Open Sun 12PM - 2PM $44K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,440 Sq Ft

  25 Pine Grove St Unit 27, Woodstock, NY 12498

  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,

  Ita McAteer BHHS HUDSON VALLEY PROP-WDST

  25 Pine Grove St Unit 27, Woodstock, NY 12498
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  /44

  $1,200,000

  • 4 Beds
  • 4 Baths
  • 3,172 Sq Ft

  5 Downer Ln, Woodstock, NY 12498

  Set on six bucolic acres along one of Woodstock's most scenic country roads, this extraordinary barn residence captures sweeping views of Overlook Mountain, the timeless beauty of the Hudson Valley landscape, and the quiet rhythm of a true farm setting.Reimagined from a historic 19th-century barn that was carefully disassembled and relocated from farther north, the home is a remarkable

  Baris Demirel Serhant LLC

  5 Downer Ln, Woodstock, NY 12498
• 

  

  /31

  $525,000

  • 2 Beds
  • 2 Baths
  • 1,502 Sq Ft

  18 Elting Ln, Bearsville, NY 12409

  Come and see this cute-as-a-button, circa 1950 brick cape on Elting Lane, one of Woodstock's most enchanting roads! This easy-to-manage home on just shy of an acre, boasts woodland surroundings plus seasonal meadow and mountain views and fruit trees.The main floor features a light flooded living room with fireplace, an efficient kitchen with adjacent dining area with double glass doors

  Pamela Hoveling Halter Associates Realty

  18 Elting Ln, Bearsville, NY 12409
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  /34

  $4,000,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,750 Sq Ft

  2 Stonecreek Rd, Woodstock, NY 12498

  Stonecreek is a one-of-a-kind newly constructed turnkey furnished designer residence conceived and designed with Dichotomy Interiors, brought to life through a collaboration rooted in design, craftsmanship, and a deep connection to the surrounding landscape, set on 8.3 private acres within 101 acres of protected conservation land just five minutes from Tinker Street in Woodstock. This fully

  Sheena Lepez Compass Greater NY, LLC

  2 Stonecreek Rd, Woodstock, NY 12498
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  /35

  $1,200,000

  • Land
  • 74.16 Acres
  • $16,181 per Acre

  626 Wittenberg Rd, Bearsville, NY 12409

  Magnificent 8+ acre meadow across from Cold Brook Road PLUS 66 acres of beautiful rolling property with two streams and magical wet and dry areas in the woods. Possible single Estate property or subdivide into several parcels. Access from Wittenberg Road and views nestled in the Wittenberg Valley just past where the roads to Glenford, Mt. Tremper and Bearsville meet. Property has access on

  Robert Stang LIVEARTHCO CONSULTING LLC

  626 Wittenberg Rd, Bearsville, NY 12409
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  /46

  $1,150,000

  $50K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,363 Sq Ft

  4599 New York 212, Willow, NY 12495

  Creekside Modern Home with Mountain Views Near Woodstock Surrounded by mountains with private access to a year-round creek, this thoughtfully designed home feels deeply connected to its setting while offering comfort, privacy, and modern convenience. Built in 2017 and significantly expanded and upgraded in 2022, the property blends clean contemporary design with warmth and functionality. Large

  

  Leigh Bokser

  Compass Greater NY, LLC

  4599 New York 212, Willow, NY 12495
• 

  

  /68

  $948,000

  $30K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,410 Sq Ft

  25-29 Mink Hollow Rd, Willow, NY 12495

  Open House Sunday 6/28 from 12:00 PM-2:00PM.Directly across from Cooper Lake and tucked quietly among the trees just minutes from Woodstock, this rare Catskills compound captures the kind of escape buyers dream about but rarely find. Surrounded by woods, mountain air, hiking, legendary fly-fishing waters, and the natural beauty that defines the Catskills, the property offers a unique blend of

  Yan Wang Realty One Group Key

  25-29 Mink Hollow Rd, Willow, NY 12495
• 

  

  /51

  $895,000

  • Land
  • 13.98 Acres
  • $64,020 per Acre

  0 Yerry Hill Rd, Woodstock, NY 12498

  Tucked away just minutes from the heart of Woodstock, this exceptional 14-acre parcel offers a rare opportunity to create something truly special in one of the Hudson Valley's most sought-after locations. Surrounded by mature woods and natural beauty, the property features the serene Little Beaver Kill winding through the land along with seasonal mountain views from the upper elevation, creating

  Eliana Amodio Amodio Real Estate & Prop

  0 Yerry Hill Rd, Woodstock, NY 12498
• 

  

  /44

  $3,325,000

  • 4 Beds
  • 3 Baths
  • 2,975 Sq Ft

  35 Van Wagner Rd, Willow, NY 12495

  More than a century in the making, and unlike anything else on the market, this extraordinary multi-residential estate began as a historic Hudson Valley farm before being thoughtfully transformed into a modern lifestyle retreat of remarkable scale and character. Over the years, musicians, entrepreneurs, and creative thinkers have called it home. Prior to that, it served as the Woodstock Farm

  Laurie Ylvisaker Coldwell Banker Village Green

  35 Van Wagner Rd, Willow, NY 12495
• 

  

  /34

  $855,000

  $44K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,795 Sq Ft

  4266 New York 212, Lake Hill, NY 12448

  Classic Woodstock Farmhouse with Pool, Valley Views & Storybook Grounds Come settle into the quintessential Woodstock lifestyle, a warm, welcoming farmhouse that invites both quiet mornings and spirited gatherings. The wide rocking-chair front porch sets the tone from the moment you arrive, the perfect place to linger with friends over a drink or lose yourself in a book through the long, golden

  Laurie Ylvisaker Coldwell Banker Village Green

  4266 New York 212, Lake Hill, NY 12448

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