Ulster, NY Homes

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  /29

  $979,000

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  14 Old Forge Rd, Woodstock, NY 12498

  Discover the perfect blend of historic charm and modern luxury in this exquisitely renovated 1900 carriage house. This exceptionable 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

  

  Danielle Sevier

  Compass Greater NY, LLC

  (845) 385-1496

  14 Old Forge Rd, Woodstock, NY 12498
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  /28

  $6,000 per month

  • 4 Beds
  • 2 Baths
  • 3,200 Sq Ft
  • House for Rent

  1905 Glasco Turnpike Unit 1 & 2, Woodstock, NY 12498

  Rural convenience with modern open space two residential units near Woodstock Village. Main house with 3 bedrooms includes all furniture and appliances. There are two upstairs private patios off of the main bedroom and a large deck off of the living area in the back. Third bedroom could be a study or family room. Downstairs is an extra room set up for exercise machines with direct access to the

  

  Sherret Chase

  Four Seasons Sotheby's Int'l R

  (845) 552-9058

  1905 Glasco Turnpike Unit 1 & 2, Woodstock, NY 12498
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  /16

  $195,000 Sold Aug 01, 2025

  • Land
  • 5 Acres
  • $35,846 per Acre

  • 74 Days On Market

  5305 New York 212, Mount Tremper, NY 12457

  Amazing secluded 5.5 acre wooded lot in dream location. Minutes to Phoenicia and Woodstock. A Site has been cleared and is ready to build your Catskill Mountain Dream Home. Quiet Gated deeded road from Route 212 that meanders through the pristine forest and opens out to the level area to build on. Full year round views with some tree editing. Walk to The PINES for Dinner. World famous

  Faye Storms Ruth Gale Realty

  5305 New York 212, Mount Tremper, NY 12457
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  /26

  Not Listed For Sale

  TBD Yerry Hill Rd, Woodstock, NY 12498

  TBD Yerry Hill Rd, Woodstock, NY 12498
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  /32

  $1,195,000

  • 4 Beds
  • 6 Baths
  • 2,980 Sq Ft

  12 Tinker St, Woodstock, NY 12498

  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

  

  Danielle Sevier

  Compass Greater NY, LLC

  (845) 436-3857

  12 Tinker St, Woodstock, NY 12498
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  /20

  $9,050 per month

  • 7 Beds
  • 5 Baths
  • 3,798 Sq Ft
  • Condo for Rent

  21 Abbey Rd Unit ID1241292P, Mount Tremper, NY 12457

  Nestled in the heart of tranquil upstate New York, this charming property offers an idyllic escape just 2.5 hours from NYC. With ample space for up to 14 guests, the main house boasts 5 bedrooms, 3.5 bathrooms, a cozy living room, a modern kitchen, an office, and a gym. A charming 2-bedroom, 2-bathroom cottage includes a full kitchen, a living room, and a private deck. Outside, enjoy the seasonal

  21 Abbey Rd Unit ID1241292P, Mount Tremper, NY 12457
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  /44

  $1,700,000 Sold Jul 31, 2025

  • 2,210 Sq Ft
  • $769/SF
  • 29 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1995

  299 California Quarry Rd, Woodstock, NY 12498

  Live an Elevated Life!Perched high on iconic Overlook Mountain near the end of a private road — just minutes from the heart of Woodstock—this striking Modern contemporary home delivers jaw-dropping, panoramic views that stretch from the Catskills to the Hudson River, including Mohonk and the Ashokan Reservoir. It's the ultimate mountaintop escape: private, peaceful, and designed for

  Lisa Cooper Serhant LLC

  299 California Quarry Rd, Woodstock, NY 12498
• 

  Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,545 Sq Ft

  290 Mink Hollow Rd, Woodstock, NY

  290 Mink Hollow Rd, Woodstock, NY
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  /31

  $975,000

  • 4 Beds
  • 4 Baths
  • 1,811 Sq Ft

  33 Tannery Brook Rd, Woodstock, NY 12498

  Nestled in the heart of Woodstock, this beautifully transformed farmhouse, originally constructed in the 1870s, seamlessly blends historic charm with modern living. The current owners, a talented architect and interior designer, have meticulously renovated this property to enhance its original architecture while maximizing natural light and integrating the surrounding landscape. The zoning allows

  

  Danielle Sevier

  Compass Greater NY, LLC

  (845) 456-8466

  33 Tannery Brook Rd, Woodstock, NY 12498
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  /53

  $6,000 per month

  • 3 Beds
  • 2 Baths
  • 1,876 Sq Ft
  • House for Rent

  17 Cross Patch Rd, Willow, NY 12495

  Beautifully renovated farmhouse set on 4.65 private acres with seasonal mountain views. This fully furnished 3BR/2BA home features an open floor plan, custom kitchen with vaulted ceilings, high-end appliances, marble countertops, and hardwood floors throughout. Living room with cobblestone fireplace and French doors to covered porch. Screened porch and large back deck overlook lush grounds.

  Susanna Scott-Mitchell Compass Greater NY, LLC

  17 Cross Patch Rd, Willow, NY 12495
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  /47

  $367,000 Sold Jul 28, 2025

  • 894 Sq Ft
  • $411/SF
  • 70 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1954

  30 Dixon Ave, Woodstock, NY 12498

  Charming 3-Bedroom Ranch in Prime Woodstock Location! 30 Dixon Ave in Woodstock is a sunny, well-maintained 3 bedroom, 1 bath ranch that sits on a quiet street just minutes from the heart of Woodstock. With single level living and community rich location, it offers a rare opportunity to own a home in this special part of the Hudson Valley.Sold As Is the home retains much of its

  Darlene Griffin Halter Associates Realty

  30 Dixon Ave, Woodstock, NY 12498
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  /35

  Est $1,144,966 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,075 Sq Ft

  2680 Glasco Turnpike, Wood Stock, NY 12498

  2680 Glasco Turnpike, Wood Stock, NY 12498
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  /47

  $1,250,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,634 Sq Ft

  46 Rose Ln, Bearsville, NY 12409

  Tucked away on a quiet forested road just minutes from the heart of Woodstock, this custom-designed modern cabin is a hidden gem with high-end finishes, smart home tech, and natural beauty at every turn. Located on picturesque Rose Lane, the property is bordered by native trees, a spring-fed pond, and the flowing waters of the Sawkill Creek—creating a private, serene setting with breathtaking

  

  Catherine Quintard

  Compass Greater NY, LLC

  (845) 757-6445

  46 Rose Ln, Bearsville, NY 12409
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  /39

  $5,000 per month

  • 2 Beds
  • 1.5 Baths
  • 1,150 Sq Ft
  • House for Rent

  21 Cricket Ridge, Woodstock, NY 12498

  Available by the month.Vintage Shultis family cottage lovingly restored by current owner. Spend the wonderful summer months in this pristine 1,150 square foot cottage. Beamed ceilings, pine floors, high quality windows and doors, newer appliances, fireplace and an all-new HVAC system are just of few of the perks at this charming getaway. Enter through a stunning 3-season, eat-in parlor into

  Gail Cadden Coldwell Banker Village Green

  21 Cricket Ridge, Woodstock, NY 12498
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  /26

  $510,000 Sold Jul 28, 2025

  • 1,912 Sq Ft
  • $267/SF
  • 204 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1926

  386 Wittenberg Rd, Bearsville, NY 12409

  This charming 1926 Craftsman in Woodstock, NY has been patiently waiting for its next chapter. With a little TLC, it has the bones, location, and timeless appeal to become a truly special home. Step back in time as you enter this classic residence, rich in character and craftsmanship rarely found today. Imagine cozy evenings by the fireplace, surrounded by original details just waiting to be

  Melissa Zoe Hirsch Coldwell Banker Village Green

  386 Wittenberg Rd, Bearsville, NY 12409
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  /30

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,683 Sq Ft

  18 Rock City Rd, Wood Stock, NY 12498

  18 Rock City Rd, Wood Stock, NY 12498
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  /77

  $5,200,000

  • 10 Beds
  • 8 Baths
  • 7,991 Sq Ft

  16-26 Shultis Brook Rd, Bearsville, NY 12409

  Historic compound located in the iconic hamlet of Bearsville, just minutes from the Village of Woodstock. This four residence compound dates back to the mid-1700's and is believed to be the first farm in the valley as well as one of the first homes. Sprawled over 25+ acres with a pond and meandering stream, this unique property tucked away with complete privacy. The four structures include a 3+

  

  Amy Hawks

  Berardi Realty

  (845) 250-0616

  16-26 Shultis Brook Rd, Bearsville, NY 12409
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  /37

  $5,500 per month

  • 3 Beds
  • 2 Baths
  • 2,739 Sq Ft
  • House for Rent

  33 Race Track Rd, Bearsville, NY 12409

  ANNUAL FURNISHED RENTAL w POOL Lovely, meticulously maintained 3 bd/2 ba home with flex room and finished basement on amazing road. 3 plus bucolic acres minutes to the center of Woodstock HW floors, gourmet kitchen, living room with beautiful stone fireplace. Stone patio perfect for eating al fresco Sprawling grounds and gardens. Plenty of room to enjoy hosting family and friends.

  Johanna Trimboli Halter Associates Realty

  33 Race Track Rd, Bearsville, NY 12409
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  /35

  $2,300,000 Sold Jul 25, 2025

  • 2,896 Sq Ft
  • $794/SF
  • 28 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1995

  150 Meads Mountain Rd, Woodstock, NY 12498

  Perched high on Overlook Mountain just a mile from the heart of Woodstock, this striking contemporary residence—designed and built in 1995 by the iconic Bananas of Woodstock—is a rare architectural gem that seamlessly blends creativity, quality, and comfort.Privately sited among the trees, the home's unique design is constructed with steel beams throughout, cleverly concealed beneath rich

  Melissa Mayes Serhant LLC

  150 Meads Mountain Rd, Woodstock, NY 12498
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  /16

  Not Listed For Sale

  000 Carly Rd, Woodstock, NY 12498

  000 Carly Rd, Woodstock, NY 12498
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  /63

  $1,150,000 Under Contract

  • 2 Beds
  • 2.5 Baths
  • 2,010 Sq Ft

  109 the Middle Way, Mount Tremper, NY 12457

  Tucked away on over 7 private acres off a quiet road in coveted Mount Tremper, this striking 2-bedroom, 2.5-bath contemporary offers ultimate seclusion, panoramic mountain views, and the kind of indoor-outdoor living dreams are made of. With soaring windows and a bright open-concept layout, the living room flows effortlessly into the dining area and kitchen, complete with a breakfast bar for

  

  Catherine Quintard

  Compass Greater NY, LLC

  (845) 203-8492

  109 the Middle Way, Mount Tremper, NY 12457
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  /24

  $14,250 per month

  • 3 Beds
  • 3 Baths
  • 3,200 Sq Ft
  • House for Rent

  106 Chestnut Hill Rd, Woodstock, NY 12498

  Summer or Long-Term Rental Opportunity. Let Pictures do the talking. Nestled on a secluded lot, just 10 minutes' walk from the heart of Woodstock, this exquisitely designed brand new home offers a blend of elegance, comfort, and modern convenience. It is a sanctuary of refined living, set on five private acres right next to the Woodstock Golf Course. The Woodstock Tennis Club is also 5

  Soiti Anderson Curated By Soiti

  106 Chestnut Hill Rd, Woodstock, NY 12498
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  /27

  $650,000 Sold Jul 25, 2025

  • 850 Sq Ft
  • $765/SF
  • 43 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1974

  30 Little Deer Rd, Mount Tremper, NY 12457

  30 Little Deer Rd — Redefining ''Cabin Fever'' in Style.Welcome to your chic, modern escape nestled on three private, wooded acres in Mount Tremper, just minutes from the vibrant village of Woodstock. This stunning cabin has undergone a full top-to-bottom renovation, transforming the traditional cabin experience into a luxurious retreat.Thoughtfully designed and impeccably

  Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

  30 Little Deer Rd, Mount Tremper, NY 12457
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  /35

  Est $1,774,245 Not Listed For Sale

  • 7 Beds
  • 3.5 Baths
  • 4,582 Sq Ft

  85 Baumgarten Rd, Woodstock, NY 12498

  85 Baumgarten Rd, Woodstock, NY 12498
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  /47

  $799,000

  • 5 Beds
  • 4 Baths
  • 1,908 Sq Ft

  39 Van Wagner Rd, Willow, NY 12495

  Experience the epitome of country living with this historic farm home nestled in the heart of the Catskill Mountains. Whether you’re looking for your forever home, a weekend escape, or to start an Airbnb, this spacious home has it all! With nearly 2000 sqft of living space, this charming abode features a BRAND NEW METAL ROOF and GUTTERS, ALL NEW WINDOWS, 5 bedrooms and 3 full bathrooms, each

  Gina Nikola Keller Williams Valley Realty

  39 Van Wagner Rd, Willow, NY 12495
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  /14

  $3,500 per month

  • 4 Beds
  • 2 Baths
  • 2,158 Sq Ft
  • House for Rent

  295 Grog Kill Rd, Willow, NY 12495

  SUMMER RENTAL: Private, fully furnished Woodstock Oasis with mountain views, is ready to be your Spring getaway! On a dead-end rd. up high on a hill, this Willow home has everything you need, close to hiking, skiing, restaurants and shopping, just minutes from Woodstock, Phoenicia and the NYS Thruway, this private retreat is available beginning July 1st through April 30th, 2026.

  Mark Kanter BHHS HUDSON VALLEY PROP-WDST

  295 Grog Kill Rd, Willow, NY 12495
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  /18

  $301,250 Sold Jul 25, 2025

  • 1,266 Sq Ft
  • $238/SF
  • 32 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1961

  24 Overlook Dr, Woodstock, NY 12498

  Create Your Dream Home in Woodstock - Perfect for DIY Enthusiasts! Embrace the opportunity to finish this one-level, 3-bedroom home in the heart of Woodstock. With renovations already underway, this property is ideal for hands-on buyers ready to bring their vision to life.The flexible extra room offers endless possibilities—finish it out for additional living space, convert it back into a

  Laura Haney Halter Associates Realty

  24 Overlook Dr, Woodstock, NY 12498
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  /20

  Not Listed For Sale

  TBD Jessop Rd, Woodstock, NY 12498

  TBD Jessop Rd, Woodstock, NY 12498
• 

  

  /50

  $4,999,000

  • 4 Beds
  • 4 Baths
  • 3,899 Sq Ft

  18 Striebel Rd, Woodstock, NY 12498

  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

  Michelle Bergkamp Corcoran Country Living

  18 Striebel Rd, Woodstock, NY 12498
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  /23

  $6,500 per month

  • 4 Beds
  • 2.5 Baths
  • 1,853 Sq Ft
  • House for Rent

  11 Shultis Farm Rd, Bearsville, NY 12409

  AVAIL FROM SEPT 2025. Private & Serene Modern Farmhouse Near Woodstock - Nestled on a private road just minutes from the heart of Woodstock, this beautifully renovated 4-bedroom, 2.5-bathroom modern farmhouse offers the perfect blend of charm, space, and privacy. Surrounded by mature trees, stone walls, and tall hedges, this home feels like a secluded retreat while remaining conveniently close

  Alexis Li Corcoran Country Living

  11 Shultis Farm Rd, Bearsville, NY 12409
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  /35

  $703,000 Sold Jul 24, 2025

  • 1,436 Sq Ft
  • $490/SF
  • 29 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1972

  23 Maurizi Ln, Woodstock, NY 12498

  Searching for the perfect blend of style, comfort, and convenience? It's here! This remarkable contemporary in one of Woodstock's most sought-after neighborhoods is ready to welcome you home. Set on a spacious and private 1.34-acre lot, this beautifully maintained four-bedroom, 2.5-bath residence offers a seamless mix of modern updates and inviting charm.The heart of the home is the

  Melissa Mayes Serhant LLC

  23 Maurizi Ln, Woodstock, NY 12498
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  /34

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,850 Sq Ft

  3251 Route 212, Bearsville, NY 12409

  3251 Route 212, Bearsville, NY 12409
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  /31

  $995,000

  • 3 Beds
  • 2.5 Baths
  • 2,430 Sq Ft

  220 John Joy Rd, Wood Stock, NY 12498

  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

  Donna Gray Redfin Real Estate

  220 John Joy Rd, Wood Stock, NY 12498
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  /36

  $16,500 per month

  • 4 Beds
  • 2.5 Baths
  • 4,400 Sq Ft
  • House for Rent

  75 Hill 99, Woodstock, NY 12498

  AVAIL FROM SEPT 2025. Secluded Mountain Chalet with Breathtaking Views and Poolside Lodge - Set atop nine private acres, this stunning mountaintop chalet offers a rare combination of serenity, seclusion, and spectacular views. A long, private driveway winds through the property, leading to a retreat unlike any other. The property features a three-story main house and a separate two-story Poolside

  Alexis Li Corcoran Country Living

  75 Hill 99, Woodstock, NY 12498
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  /30

  $735,000 Sold Jul 24, 2025

  • 2,280 Sq Ft
  • $322/SF
  • 105 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2016

  86 Baumgarten Rd, Woodstock, NY 12498

  A One-of-a-Kind Renovated Barn & Creative Haven in WoodstockSet on three peaceful acres with a small stream and meandering mossy paths, this beautifully renovated 1910 barn blends historic charm with modern upgrades. Designed as both a unique home and an inspiring creative space, this property has been meticulously upgraded with radiant heating, all-new insulation, updated

  Baris Demirel Serhant LLC

  86 Baumgarten Rd, Woodstock, NY 12498
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  /2

  Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 3,178 Sq Ft

  201 Cooper Lake Rd, Bearsville, NY 12409

  201 Cooper Lake Rd, Bearsville, NY 12409
• 

  

  /51

  $759,000

  • 3 Beds
  • 2 Baths
  • 1,532 Sq Ft

  97 John Joy Rd, Woodstock, NY 12498

  The best of both worlds!A boho cottage paradise and a modern ADU (Accessory Dwelling Unit). Peace and tranquility and 3 miles from the center of the most famous small town in the world. Five-star dining and unique shopping opportunities.The property is situated adjacent to the Thorne Preserve - 60 acres boasting the most painted views of Overlook Mountain. The preserve is a

  Benjamin Armento Coldwell Banker Village Green

  97 John Joy Rd, Woodstock, NY 12498
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  /32

  $3,000 per month

  • 3 Beds
  • 2.5 Baths
  • 1,480 Sq Ft
  • House for Rent

  4666 New York 212, Willow, NY 12495

  What a delightful country retreat and artist home this is! Located in an idyllic setting with mountain views and a gorgeous and famous trout stream, this beautifully maintained farm house exudes charm and comfort. With 3 bedrooms, 2 1/2 baths, formal dining room, a spacious kitchen with fireplace, a living room to die for with beamed ceiling and a stone fireplace with a woodstove insert, you

  Sylvie Ross Halter Associates Realty Inc

  4666 New York 212, Willow, NY 12495
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  /21

  $592,000 Sold Jul 23, 2025

  • 1,388 Sq Ft
  • $427/SF
  • 42 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1963

  20 Park Dr, Woodstock, NY 12498

  Discover the perfect blend of comfort and charm in this 4-bedroom, 2-bath split-level ranch nestled in Woodstock, NY. Thoughtfully designed, this home features an open-concept kitchen, living, and dining space that's perfect for both relaxed living and seamless entertaining. The kitchen offers a large island, quartz counter tops, stainless steel appliances, and ample cabinet space which makes

  Richard Vizzini Corcoran Country Living

  20 Park Dr, Woodstock, NY 12498
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  /35

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,299 Sq Ft

  162 Van Dale Rd Unit 170, Woodstock, NY 12498

  162 Van Dale Rd Unit 170, Woodstock, NY 12498

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