Woodstock, NY Homes

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  /42

  $550,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,064 Sq Ft

  46 Whitney Dr, Woodstock, NY 12498

  Set on a peaceful .83-acre parcel in the coveted Zena neighborhood, this beautifully maintained raised ranch offers the perfect blend of privacy, comfort, and proximity to town. Just minutes from the heart of Woodstock, the home is surrounded by mature trees and the quiet charm.This pristine 3-bedroom raised ranch offers wood floors throughout the main level and a spacious primary suite

  

  Amy Lonas

  Coldwell Banker Village Green

  (845) 379-3077

  46 Whitney Dr, Woodstock, NY 12498
• Explore Woodstock

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  /20

  $7,460 per month

  • 7 Beds
  • 5.5 Baths
  • 3,799 Sq Ft
  • Condo for Rent

  21 Abbey Rd Unit ID1241292P, Mount Tremper, NY 12457

  Nestled in the heart of tranquil upstate New York, Abbey Road Farmhouse offers an idyllic escape just 2.5 hours from NYC. Feel at home in the main house, which boasts 5 beds and 3.5 baths, or the charming 2-bed, 2-bath cottage.The main house features a cozy living room, modern kitchen, office, and gym. The living room has large windows framing picturesque views, a cozy fireplace, and a TV.

  21 Abbey Rd Unit ID1241292P, Mount Tremper, NY 12457
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  /33

  $225,000 Sold Aug 26, 2025

  23 Cottonwood Ln, Woodstock, NY 12498

  • 2 Beds
  • 1 Bath
  • 704 Sq Ft
  • Built 1966

  Last Sold Summary

  • 36% Below List Price
  • $320/SF
  • 61 Days On Market

  Current Estimated Value $278,910

  Last Listing Agent James Murphy Patty Conti Realty Group LLC

  23 Cottonwood Ln, Woodstock, NY 12498
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  /29

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,162 Sq Ft

  3555 Route 212, Woodstock, NY 12498

  3555 Route 212, Woodstock, NY 12498
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  /47

  $549,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,561 Sq Ft

  2059 Glasco Turnpike, Woodstock, NY 12498

  Just five minutes from the heart of the Village, this enchanting Woodstock retreat offers a rare blend of privacy, character, and convenience. With picturesque views of Overlook Mountain from the front of the home and a peaceful panorama of meadow, pond, woodlands, and perennial gardens unfolding across the rear acreage, the setting is both serene and inspiring.The home is rich in authentic

  

  Amy Lonas

  Coldwell Banker Village Green

  (845) 447-9002

  2059 Glasco Turnpike, Woodstock, NY 12498
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  /28

  $6,500 per month

  • 3 Beds
  • 4 Baths
  • 3,330 Sq Ft
  • House for Rent

  106 Mountain Laurel Ln, Woodstock, NY 12498

  A truly one-of-a-kind residence and rare opportunity, this exceptional home offers a seamless blend of architecture and art in the heart of Woodstock, walking distance to Tinker Street, yet set privately on 1.73 secluded acres just minutes from the village.Designed as a fusion of a Frank Lloyd Wright–inspired contemporary addition and an original Buckminster Fuller–style geodesic dome, the

  Ashley Olson Minard eXp Realty

  106 Mountain Laurel Ln, Woodstock, NY 12498
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  /37

  $825,000 Sold Nov 18, 2025

  16 Marko Grove, Woodstock, NY 12498

  • 4 Beds
  • 2 Baths
  • 2,350 Sq Ft
  • Built 1964

  Last Sold Summary

  • 4% Above List Price
  • $351/SF
  • 17 Days On Market

  Last Listing Agent Leslie Foti Coldwell Banker Village Green

  16 Marko Grove, Woodstock, NY 12498
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  /36

  Est $822,375 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,796 Sq Ft

  32 W Hurley Rd, Woodstock, NY 12498

  32 W Hurley Rd, Woodstock, NY 12498
• 

  

  /13

  $99,990 Pending

  • Land
  • 2 Acres
  • $49,995 per Acre

  5299 New York 212, Mount Tremper, NY 12457

  Two acres of land in the Catskill Mountain foothills with incredible views and close proximity to popular destinations like the Phoenicia Diner, Emerson Spa & Kaleidoscope, and Esopus creek swimming and nature trails - all just five minutes away. In just a 15 minute drive, you'll find the shopping, dining, and local arts scene of Woodstock or the Bellayre ski resort, among countless other options

  

  Terence Lynch

  Century 21 New West

  (845) 203-2297

  5299 New York 212, Mount Tremper, NY 12457
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  /54

  $16,000 per month

  • 4 Beds
  • 3.5 Baths
  • 3,100 Sq Ft
  • House for Rent

  70 Raybrook Dr, Woodstock, NY 12498

  Welcome to a home where contemporary elegance seamlessly blends with the tranquil beauty of nature. Nestled among lush greenery and towering pines, this stunning residence, worthy of features in top architectural publications, offers an unmatched living experience. At the end of a quiet, winding drive, this property reveals breathtaking views of a dramatic wooded hillside cascading down to a

  Melissa Zoe Hirsch Coldwell Banker Village Green

  70 Raybrook Dr, Woodstock, NY 12498
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  /50

  $976,000 Sold Jan 29, 2026

  13 16 Torn Hill Rd, Bearsville, NY 12409

  • 4 Beds
  • 2.5 Baths
  • 2,780 Sq Ft
  • Built 1935

  Last Sold Summary

  • 12% Below List Price
  • $351/SF
  • 60 Days On Market

  Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green

  13 16 Torn Hill Rd, Bearsville, NY 12409
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  /51

  Est $1,075,633 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,100 Sq Ft

  249 Cooper Lake Rd, Bearsville, NY 12409

  249 Cooper Lake Rd, Bearsville, NY 12409
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  /42

  $1,195,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,942 Sq Ft

  178 Chestnut Hill Rd, Woodstock, NY 12498

  Discover the epitome of modern luxury in this brand new build, with a sleek aesthetic that seamlessly blends style and comfort. Using ecological and state of the art building practices highlighted by exceptional craftsmanship and distinctive design. Ascend an impressive switchback floating staircase to a stunning wall of windows that flood the open concept, living, kitchen, and dining area with

  Richard Vizzini Corcoran Country Living

  178 Chestnut Hill Rd, Woodstock, NY 12498
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  /12

  $1,600 per month

  • 1 Bath
  • 400 Sq Ft
  • Apartment for Rent

  20 Tannery Brook Rd Unit 6, Woodstock, NY 12498

  This cozy studio is available in the center of Woodstock, with the backyard bordering the Millstream. Thoroughly renovated from top to bottom, this beautiful third floor space is offered fully furnished. Dining, galleries, entertainment and shopping right outside your door, steps from the Trailways bus stop which will have you to NYC in 2 hours. Utilities included. No pets.

  Sarah Finch The Kinderhook Group, Inc.

  20 Tannery Brook Rd Unit 6, Woodstock, NY 12498
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  /41

  $892,000 Sold Nov 04, 2025

  8 Pine Grove St, Woodstock, NY 12498

  • 5 Beds
  • 4 Baths
  • 2,426 Sq Ft
  • Built 1920

  Last Sold Summary

  • 10% Below List Price
  • $368/SF
  • 77 Days On Market

  Current Estimated Value $900,757

  Last Listing Agent Judy Steinfeld Halter Associates Realty

  8 Pine Grove St, Woodstock, NY 12498
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  /34

  Est $583,361 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,329 Sq Ft

  618 Wittenberg Rd, Mount Tremper, NY 12457

  618 Wittenberg Rd, Mount Tremper, NY 12457
• 

  

  /31

  $525,000

  • 2 Beds
  • 2 Baths
  • 1,130 Sq Ft

  233 Wittenberg Rd, Bearsville, NY 12409

  Picture yourself in this charming 1940 cottage with a roaring fire in its fieldstone double-height fireplace. If that doesn't capture your heart, the open living and dining areas with birch beamed ceilings will. Large expanses of windows flood the space with light, adding more charm essential to modern living. A wonderfully convenient full bath with claw-foot tub adds to the easy living. The

  Henry Ford Coldwell Banker Village Green

  233 Wittenberg Rd, Bearsville, NY 12409
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  /35

  $4,000 per month

  • 3 Beds
  • 1.5 Baths
  • 1,833 Sq Ft
  • House for Rent

  180 Yerry Hill Rd, Woodstock, NY 12498

  With its very close proximity to Woodstock village, this is the perfect location if you're looking to engage in the vibrant artistic community yet yearn for woodsy privacy! This elegant yet simple home is very cozy with a modern kitchen, wood floors throughout, a family room in addition to the living room. and an office space. Three bedrooms are upstairs: a very large primary bedroom with 1/2

  Sylvie Ross Halter Associates Realty

  180 Yerry Hill Rd, Woodstock, NY 12498
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  $1,100,000 Sold Jul 10, 2025

  18 Maple Ln, Wood Stock, NY 12498

  • 6 Beds
  • 6 Baths
  • 4,400 Sq Ft
  • Built 1910

  Last Sold Summary

  • 14% Below List Price
  • $250/SF
  • 52 Days On Market

  Current Estimated Value $1,112,622

  Last Listing Agent Heidi Maloney Four Seasons Sothebys Intl

  18 Maple Ln, Wood Stock, NY 12498
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  /40

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,748 Sq Ft

  3906 New York 212, Lake Hill, NY 12448

  3906 New York 212, Lake Hill, NY 12448
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  /21

  $525,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 1.5 Baths
  • 1,669 Sq Ft

  78 van de Bogart Rd, Woodstock, NY 12498

  Located on quiet road just minutes from the heart of Woodstock, 78 Van de Bogart Road offers the perfect blend of mid-century charm and modern convivence This home sits on a premier corner one acre lot, meticulously landscaped to provide both curb appeal and a serene, private sanctuary. The upper level of this raised ranch features an open, airy layout designed to bring the outside indoors. The

  Melissa Zoe Hirsch Coldwell Banker Village Green

  78 van de Bogart Rd, Woodstock, NY 12498
• 

  

  /23

  $4,700 per month

  • 5 Beds
  • 3 Baths
  • 2,950 Sq Ft
  • House for Rent

  41 Park Dr, Woodstock, NY 12498

  Situated on nearly an acre of manicured green grass, fruit trees, and mountainous woods in the heart of the Woodstock NY in the Catskills, this roughly 3,000 square foot 5-bedroom, 3-bathroom home is the perfect balance between peaceful nature and the higher-end comforts of being near the city. The house has a big master bedroom with large windows facing nature and easily fits a king size bed.

  Jerry Weiss Pietro Altomare Realty

  41 Park Dr, Woodstock, NY 12498
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  /41

  $530,000 Sold Dec 19, 2025

  5 Violet Place, Woodstock, NY 12498

  • 3 Beds
  • 1.5 Baths
  • 1,804 Sq Ft
  • Built 1963

  Last Sold Summary

  • 2% Below List Price
  • $294/SF
  • 33 Days On Market

  Last Listing Agent Fawn Denue Keller Williams Realty HV Nort

  5 Violet Place, Woodstock, NY 12498
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  /26

  Not Listed For Sale

  TBD Yerry Hill Rd, Woodstock, NY 12498

  TBD Yerry Hill Rd, Woodstock, NY 12498
• 

  

  /28

  $259,000 Pending

  • 1 Bath
  • 475 Sq Ft

  259 Silver Hollow Rd, Willow, NY 12495

  Tucked along a quiet, storybook country road, this enchanting 3-seasons creekside studio cabin is the perfect Catskills retreat. Brimming with warmth and character, the 475-square-foot hideaway features vaulted ceilings, hand-hewn beams, and rich wood paneling, creating a timeless, rustic feel. Adding even more appeal, the property includes a transferable short-term rental permit, offering an

  Leslie Foti Coldwell Banker Village Green

  259 Silver Hollow Rd, Willow, NY 12495
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  /49

  $5,500 per month

  • 2 Beds
  • 2 Baths
  • 1,342 Sq Ft
  • House for Rent

  299 Wittenberg Rd, Bearsville, NY 12409

  Luxury 2-Bed, 2-Bath Spa Retreat on over 6 Acres - Jet Tub, Sauna, Fire Pit & Handcrafted Natural Design Just 10 minutes from the heart of Woodstock and 5 minutes from the Bearsville Theater and restaurants, this stunning 2-bedroom, 2-bath retreat combines luxury, craftsmanship, and nature in perfect harmony. Every detail has been thoughtfully designed using only natural materials - stone, wood,

  Susanna Scott-Mitchell Compass Greater NY, LLC

  299 Wittenberg Rd, Bearsville, NY 12409
• 

  $4,600,000 Sold Aug 25, 2025

  18 Striebel Rd, Woodstock, NY 12498

  • 4 Beds
  • 4 Baths
  • 3,899 Sq Ft
  • Built 1914

  Last Sold Summary

  • 8% Below List Price
  • $1,180/SF
  • 99 Days On Market

  Current Estimated Value $4,715,422

  Last Listing Agent Kathryn Johnson William Pitt Sothebys Int Rlty

  18 Striebel Rd, Woodstock, NY 12498
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  /35

  Est $1,219,313 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
• 

  

  /35

  $799,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,948 Sq Ft

  4 Munchkin Ln, Kingston, NY 12401

  Highwoods Haven rests on just over two quiet acres where sunlight filters through tall hardwoods and birdsong fills the air. Although the setting feels miles from anywhere, the property lies barely five minutes from Woodstock's Village Green and within a short, scenic drive of Kingston and Saugerties. A comprehensive 2021 renovation infused the four-bedroom, two-bath residence with modern comfort

  Leslie Foti Coldwell Banker Village Green

  4 Munchkin Ln, Kingston, NY 12401
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  /28

  $5,500 per month

  • 4 Beds
  • 2.5 Baths
  • 2,333 Sq Ft
  • House for Rent

  10 Purdy Hollow Rd, Woodstock, NY 12498

  Fully Furnished Winter Seasonal Rental Opportunity Embrace winter in the Catskills in this fully furnished, beautifully renovated cedar contemporary home, ideally located in the peaceful hamlet of Zena, just five minutes from the vibrant town of Woodstock. Situated on three private acres and directly across from the 60-acre Thorn Preserve, this sanctuary offers breathtaking views of the Catskill

  Sarah Stoudt Coldwell Banker Village Green

  10 Purdy Hollow Rd, Woodstock, NY 12498
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  /20

  $325,000 Sold Nov 04, 2025

  57 Overlook Dr, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 1,177 Sq Ft
  • Built 1955

  Last Sold Summary

  • 1% Below List Price
  • $276/SF
  • 33 Days On Market

  Current Estimated Value $341,842

  Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green

  57 Overlook Dr, Woodstock, NY 12498
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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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  /52

  $1,340,000

  • 2 Beds
  • 2 Baths
  • 1,560 Sq Ft

  66 Plochmann Ln, Woodstock, NY 12498

  So close yet so far away! Walk to town from your totally private and like-new timber frame home with soaring 23-foot ceilings and walls of windows to bring nature in. As you enter from one of Woodstock's most coveted roads, through the stately pillars, you will feel a sense of tranquility with nature on this 9.94-acre lot that is just a half mile from the village of Woodstock and less than a half

  Mercedes Ross Coldwell Banker Village Green

  66 Plochmann Ln, Woodstock, NY 12498
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  /16

  $2,600 per month

  • 2 Beds
  • 1.5 Baths
  • 1,287 Sq Ft
  • House for Rent

  259 John Joy Rd, Woodstock, NY 12498

  2 bedroom farmhouse on beautiful John Joy Road available October 1st through May 31st for 6 months or more. Set toward the back of a 3 acre meadow far from the road and bordering a beautiful forest, this charming home is just a mile or so from Woodstock Day School and 3 miles to the Zena Democratic School. Relax on the deck and take in the change of seasons and wildlife that meanders through the

  Sean Zimmerman Halter Associates Realty

  259 John Joy Rd, Woodstock, NY 12498
• 

  

  /34

  $800,000 Sold Dec 17, 2025

  3251 Route 212, Bearsville, NY 12409

  • 2 Beds
  • 2 Baths
  • 1,850 Sq Ft
  • Built 1925

  Last Sold Summary

  • 3% Above List Price
  • $432/SF
  • 62 Days On Market

  Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green

  3251 Route 212, Bearsville, NY 12409
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  /24

  Est $758,801 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,345 Sq Ft

  7 Lark Dr, Wood Stock, NY 12498

  7 Lark Dr, Wood Stock, NY 12498
• 

  

  /33

  $649,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,208 Sq Ft

  18 Country Club Ln, Woodstock, NY 12498

  Welcome to 18 Country Club Lane. Located less than half a mile from the picturesque Village of Woodstock, this thoughtfully reimagined property offers easy access to shops, restaurants, fitness studios, playgrounds, and nearby nature trails, all just minutes from your front door. Designed by architects, the half-acre property includes two buildings and blends comfort, character, and modern

  Leslie Foti Coldwell Banker Village Green

  18 Country Club Ln, Woodstock, NY 12498
• 

  

  /20

  $2,500 per month

  • 3 Beds
  • 1 Bath
  • 1,500 Sq Ft
  • Apartment for Rent

  72 Meads Mountain Rd Unit /Unit 5, Woodstock, NY 12498

  Live in a historic building in Woodstock; The Mountain House. This 5 unit building is only 1 mile to the village green and 1.7 miles to the Overlook Mountain Hike and the KTD Buddhist Monastery. A real artist haven, the complex has been home now or once was home to many great artists- best selling authors, musicians, painters and a cartoonist. The unit for rent has its own entrance and covered

  Rose Noone BHHS HUDSON VALLEY PROP-WDST

  72 Meads Mountain Rd Unit /Unit 5, Woodstock, NY 12498
• 

  

  /27

  $370,000 Sold Oct 31, 2025

  38 Arnold Dr, Woodstock, NY 12498

  • 3 Beds
  • 1.5 Baths
  • 1,365 Sq Ft
  • Built 1961

  Last Sold Summary

  • 14% Below List Price
  • $271/SF
  • 48 Days On Market

  Current Estimated Value $383,851

  Last Listing Agent Laura Prince Hudson Dwellings Realty

  38 Arnold Dr, Woodstock, NY 12498
• 

  

  /35

  Est $1,829,509 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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