Woodstock, NY Homes

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  /26

  $699,000

  • 3 Beds
  • 2.5 Baths
  • 2,077 Sq Ft

  1521 Glasco Turnpike, Woodstock, NY 12498

  WELL PRICED FOR A TIMELY SALE-Tucked away on 2.2 acres of peaceful, park-like grounds, this inviting home offers the perfect blend of privacy, beauty and convenience. A long gravel driveway winds past tall trees and green space, opening to your own hidden haven—set well back from the road, yet just minutes to Woodstock and Saugerties, with their vibrant shops, restaurants, and culture.The

  Kathryn Johnson William Pitt Sothebys Int Rlty

  1521 Glasco Turnpike, Woodstock, NY 12498
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  /30

  Sold Mar 17, 2025

  • 2,327 Sq Ft
  • 119 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1984

  10 Munchkin Ln, Woodstock, NY 12498

  Set back off the road, down a private drive, situated on over 3 acres of peace and tranquility sits 10 Munchkin Lane. Located in Woodstock, just outside of Kingston and Saugerties, flower gardens welcome you to this beautiful contemporary home, which boasts 4 bedrooms, 3 full baths, a half bath and over 2300 SQFT of finished living space. Walking in the home, you are greeted by warm oak flooring

  Justin LaFalce KW Mid-Hudson

  10 Munchkin Ln, Woodstock, NY 12498
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  /19

  Est $417,408 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,305 Sq Ft

  777 Zena Rd, Woodstock, NY 12498

  777 Zena Rd, Woodstock, NY 12498
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  /33

  $579,000

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft

  328 John Joy Rd, Woodstock, NY 12498

  Nearly Six Lush, Scenic And Private Acres Located Eight Minutes From The Heart Of Woodstock! This Home Features Two / Possibly Three Bedrooms And Two Full Baths. Meticulously Maintained! Enjoy Sunrises Or Sunsets From The Wrap Around Deck. Relax And Take In All Of The Tranquility While Sitting Stream Side Or Enjoy The Changing Of The Leaves During The Beautiful Fall Season While Sipping Hot

  Michael Alpert Daniel Gale Sothebys Intl Rlty

  328 John Joy Rd, Woodstock, NY 12498
• 

  $395,000 Sold Mar 17, 2025

  • 957 Sq Ft
  • $413/SF
  • 244 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1966

  913 Wittenberg Rd, Mount Tremper, NY 12457

  Welcome to your serene escape surrounded by Wilson State Park! This newly renovated 2-bedroom, 1-bathroom home offers tranquility in a country setting.: new kitchen, bathroom, new flooring, woodstove, washer-dryer. fixtures and mechanicals. Recently added 121 sq ft sunroom. Snug, compact, airy, and bright, it boasts one of Woodstock's most desirable locations, Nestled in the heart of nature, this

  Dennis Bressack Keller Williams Hudson Valley

  913 Wittenberg Rd, Mount Tremper, NY 12457
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  /35

  Est $546,331 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,257 Sq Ft

  4 Lazy Brook Ln, Woodstock, NY 12498

  4 Lazy Brook Ln, Woodstock, NY 12498
• 

  

  /25

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,376 Sq Ft

  58 Baker Rd, Bearsville, NY 12409

  MOTIVATED SELLER! Discover the perfect blend of comfort, creativity, and seclusion in this charming 3-bedroom, 2-bath home nestled on almost 3 acres of varied landscape—meadows, wooded areas, striking rock outcroppings, and breathtaking mountain views. Whether you’re seeking a full-time residence or a weekend escape, this property offers a unique mix of relaxation and opportunity. Step inside to

  Heather Martin United RE Hudson Valley Edge

  58 Baker Rd, Bearsville, NY 12409
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  /15

  $395,000 Sold Mar 17, 2025

  • 957 Sq Ft
  • $413/SF
  • 243 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1966

  913 Wittenberg Rd, Woodstock, NY 12498

  Welcome to your serene escape surrounded by Wilson State Park! This newly renovated 2-bedroom, 1-bathroom home offers tranquility in a country setting.: new kitchen, bathroom, new flooring, woodstove, washer-dryer. fixtures and mechanicals. Recently added 121 sq ft sunroom. Snug, compact, airy, and bright, it boasts one of Woodstock's most desirable locations, Nestled in the heart of nature, this

  Dennis Bressack Keller Williams Realty HV Nort

  913 Wittenberg Rd, Woodstock, NY 12498
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  /29

  Est $929,152 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,906 Sq Ft

  108 Ratterman Rd, Woodstock, NY 12498

  108 Ratterman Rd, Woodstock, NY 12498
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  /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
• 

  $550,000 Sold Mar 14, 2025

  • 1,789 Sq Ft
  • $307/SF
  • 157 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1928

  617 Wittenberg Rd, Mount Tremper, NY 12457

  This 1920’s Woodstock farmhouse is a must see. Situated on just under 2 acres and conveniently located near the villages of Woodstock, Boiceville, and Phoenicia. This 3 bed, 2 full bath home has frontage on the Little Beaver Kill and is surrounded by mature landscaping featuring an impressive garden with raised beds, bluestone rock walls, and three mini ponds. Step inside to discover a warm and

  Danielle Marchisella The Kinderhook Group, Inc.

  617 Wittenberg Rd, Mount Tremper, NY 12457
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  /29

  Est $1,153,809 Not Listed For Sale

  • 6 Beds
  • 5 Baths
  • 3,849 Sq Ft

  98 Ratterman Rd, Woodstock, NY 12498

  98 Ratterman Rd, Woodstock, NY 12498
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  /79

  $2,500,000

  • 7 Beds
  • 7 Baths
  • 3,960 Sq Ft

  2465 Glasco Turnpike, Woodstock, NY 12498

  Discover a rare opportunity in the heart of Woodstock, NY— with special status, granted by NYS supreme court, which allows rentals of any length, anytime, not subject to any restrictions from the town of Woodstock, or the county. This five-cabin retreat is on over 6 private acres, offering multiple possibilities: a thriving short-term rental, a secluded family/friends compound, or a unique

  Mirav Ozeri The Machree Group, LLC

  2465 Glasco Turnpike, Woodstock, NY 12498
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  /38

  $550,000 Sold Mar 14, 2025

  • 997 Sq Ft
  • $552/SF
  • 178 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1928

  617 Wittenberg Rd, Mount Tremper, NY 12457

  This 1920's Woodstock farmhouse exudes charm and history, offering a unique opportunity for its next homeowner to embrace its character and tranquility. Situated on just under 2 acres and conveniently located near the villages of Woodstock, Boiceville, and Phoenicia, this 3 bedroom, 2 full bath home is surrounded by mature landscaping that adds to its allure Step inside to discover a warm and

  Danielle Marchisella The Kinderhook Group, Inc.

  617 Wittenberg Rd, Mount Tremper, NY 12457
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  /27

  Est $326,202 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  178 Ohayo Mountain Rd, Woodstock, NY 12498

  178 Ohayo Mountain Rd, Woodstock, NY 12498
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  /33

  $1,888,000

  • Land
  • 61 Acres
  • $30,981 per Acre

  TBD Zena Rd, Woodstock, NY 12498

  An incredible, rare opportunity in Woodstock. It has been very long time since a parcel of this magnitude has available for sale in Woodstock. This contiguous 60-acre property, consisting of two 30-acre lots, features rolling hills, stunning rock outcroppings, mountain views, and diverse mature trees, uniquely offering both beauty and potential. A privately built road, completed by the owners,

  Baris Demirel Serhant LLC

  TBD Zena Rd, Woodstock, NY 12498
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  $1,324,500 Sold Mar 06, 2025

  • 1,954 Sq Ft
  • $678/SF
  • 79 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1900

  2626 Glasco Turnpike, Woodstock, NY 12498

  Once part of the Byrdcliffe Arts Colony, this turnkey property has been completely transformed over the years into a stunning modern retreat complete with a studio/guest suite, heated gunite pool, screened porch and carport privately set on a park-like half acre just minutes from Woodstock Village. Impeccably renovated, structurally rebuilt, and lovingly maintained over the past 20 years by one

  Hailey Kiesewetter Upstate Down

  2626 Glasco Turnpike, Woodstock, NY 12498
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  /24

  Est $685,568 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,164 Sq Ft

  21 Casablanca Ln, Woodstock, NY 12498

  21 Casablanca Ln, Woodstock, NY 12498
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  /28

  $1,888,000

  • Land
  • 61 Acres
  • $30,981 per Acre

  TBD 60 Acre Zena Rd, Woodstock, NY 12498

  An incredible, rare opportunity in Woodstock.It has been very long time since a parcel of this magnitude has available for sale in Woodstock. This contiguous 60-acre property, consisting of two 30-acre lots, features rolling hills, stunning rock outcroppings, mountain views, and diverse mature trees, uniquely offering both beauty and potential. A privately built road, completed by the

  Baris Demirel Serhant LLC

  TBD 60 Acre Zena Rd, Woodstock, NY 12498
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  /36

  $575,000 Sold Mar 05, 2025

  • 1,774 Sq Ft
  • $324/SF
  • 208 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1874

  7 Striebel Rd, Bearsville, NY 12409

  A rare stream side home in the heart of Bearsville, NY. Hidden from sight yet directly across the from the Bearsville Center and the Cub Market, this property is also very close to the NYC bus route. The vibrant Woodstock community is all within reach if you want, but the sounds and sights of the Sawkill Creek might just lull you into becoming a homebody! Quite a bit of stream frontage provides

  Amy Lonas Coldwell Banker Village Green

  7 Striebel Rd, Bearsville, NY 12409
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  /35

  Est $1,001,150 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,357 Sq Ft

  63 Country Club Ln, Woodstock, NY 12498

  63 Country Club Ln, Woodstock, NY 12498
• 

  

  /35

  $1,200,000

  • Land
  • 75 Acres
  • $15,915 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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  /32

  $838,900 Sold Mar 04, 2025

  • 1,246 Sq Ft
  • $673/SF
  • 308 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1951

  79 Upper Byrdcliffe Way, Woodstock, NY 12498

  Quintessential compound on Woodstock's most iconic road in the historic Byrdcliffe Arts Colony. One of the original Woodstock Handmade homes with separate cottage is the perfect retreat. Perched on Mount Guardian, in the Arts and Craft style of the original Byrdcliffe colony, this home reflects the artistic origins and spirit of Woodstock. The main house lovingly built with hand hewn exposed

  Johanna Trimboli Halter Associates Realty

  79 Upper Byrdcliffe Way, Woodstock, NY 12498
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  /35

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft

  115 Riseley Lane Extension, Woodstock, NY 12498

  115 Riseley Lane Extension, Woodstock, NY 12498
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  /13

  $499,000

  • Land
  • 3.00 Acres
  • $166,333 per Acre

  547 Glenford Wittenberg Rd, Bearsville, NY 12409

  This is an 86.2 acre property that is being subdivided into two 3 acre parcels and one 10 acre parcel. The 10 ac parcel will be on the pond and the two 3 acre parcels are across the street from Yankeetown Pond.

  Siobhan Scanlan Win Morrison Realty-K

  547 Glenford Wittenberg Rd, Bearsville, NY 12409
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  /26

  $565,000 Sold Mar 01, 2025

  • 1,103 Sq Ft
  • $512/SF
  • 97 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1955

  2278 Glasco Turnpike, Woodstock, NY 12498

  STYLISHLY RENOVATED MID-CENTURY MODERN GEM in WOODSTOCK, w/ transferable short-term rental license!Welcome to your dream home, just a 5-minute walk from the vibrant heart of the village of Woodstock! This stylishly renovated, one-story mid-century modern house combines timeless design with modern luxury, offering an ideal blend of convenience, comfort, and privacy. The home already has a

  Mark Kanter BHHS HUDSON VALLEY PROP-WDST

  2278 Glasco Turnpike, Woodstock, NY 12498
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  /2

  Est $741,898 Not Listed For Sale

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

  4 Briarwood Ln, Woodstock, NY 12498

  4 Briarwood Ln, Woodstock, NY 12498
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  /6

  $184,900

  • Land
  • 2.31 Acres
  • $80,043 per Acre

  100 Zena Rd, Woodstock, NY 12498

  One of the last commercial lots in Woodstock. Zoned neighborhood commercial..excellent drainage. Great location for nursery school, medical or dental clinic, funeral home, or professional office, bank retail mix strip complex. Based on Zoning and bulk requirements site can facilitate approx. 16,000 sq. ft. of building...Soil has excellent drainage for inground septic system. The Town Building

  Michael Bernholz Sr. Hudson Valley Appraisal

  100 Zena Rd, Woodstock, NY 12498
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  /35

  $980,000 Sold Feb 20, 2025

  • 2,745 Sq Ft
  • $357/SF
  • 94 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1980

  3 Summers Ln, Woodstock, NY 12498

  Generations of artists have called this distinctive space their residence, and the creative energy remains palpable in the air. This stunning Woodstock property was designed to inspire with abundant natural light streaming through vaulted windows, surrounded by nature. Nestled at the base of Overlook Mountain within the Byrdcliffe Arts Colony, this home features a split layout, offering the

  Danielle Marchisella The Kinderhook Group, Inc.

  3 Summers Ln, Woodstock, NY 12498
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  /35

  Est $772,941 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,910 Sq Ft

  12 Plochmann Ln, Woodstock, NY 12498

  12 Plochmann Ln, Woodstock, NY 12498
• 

  

  /31

  $999,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,252 Sq Ft

  32 Maurizi Ln, Woodstock, NY 12498

  Blending classic country charm with modern sophistication, this newly built modern farmhouse offers over 3,000 square feet of beautifully finished living space. Designed with clean lines, a neutral palette, and layered textures, it delivers a timeless aesthetic full of warmth and character. The home features four spacious bedrooms, three and a half baths, a fully finished lower level, and

  Richard Vizzini Corcoran Country Living

  32 Maurizi Ln, Woodstock, NY 12498
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  /49

  $585,000 Sold Feb 19, 2025

  • 1,960 Sq Ft
  • $298/SF
  • 61 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1963

  70 Vandebogart Rd, Woodstock, NY 12498

  Your Hudson Valley Dream Home Awaits!Welcome to this beautifully renovated four-bedroom Colonial, located in the heart of the Hudson Valley, just minutes from Woodstock, Kingston, and Saugerties. With a prime location and countless upgrades, this home is a must-see!Step inside and discover a flowing floor plan that seamlessly connects every space, creating a warm and inviting atmosphere.

  Dominique Musialkiewicz Howard Hanna Rand Realty

  70 Vandebogart Rd, Woodstock, NY 12498
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  /2

  Est $1,299,473 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,273 Sq Ft

  15 Tatra Ridge Rd, Woodstock, NY 12498

  15 Tatra Ridge Rd, Woodstock, NY 12498
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  /56

  $1,790,000 New Construction

  • 4 Beds
  • 3 Baths
  • 2,052 Sq Ft

  2565 Route 212, Woodstock, NY 12498

  Discover modern living at its finest with this newly built contemporary home, perfectly nestled on 2 private acres along the enchanting Sawkill Creek in Woodstock. Designed with both style and practicality in mind, this property seamlessly blends sleek modern amenities with the natural beauty of its surroundings.Built above the floodplain in accordance with FEMA standards, the home offers

  Jeanne Boice Howard Hanna Rand Realty

  2565 Route 212, Woodstock, NY 12498
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  /36

  $510,000 Sold Feb 14, 2025

  • 1,477 Sq Ft
  • $345/SF
  • 29 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1940

  192 Maverick Rd, Woodstock, NY 12498

  A delightful retreat with tons of sunlight and original charm, this cottage is brimming with character and is only 5 minutes to Woodstock's vibrant main street! Part of the original Maverick artist colony that helped define Woodstock as an arts community, this home has many nods to its creative history. The original wood beams and stone fireplace both come from materials gathered from the

  Katy Porte Compass Greater NY, LLC

  192 Maverick Rd, Woodstock, NY 12498
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  /27

  Est $678,320 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,425 Sq Ft

  93 Broadview Rd, Woodstock, NY 12498

  93 Broadview Rd, Woodstock, NY 12498
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  /41

  $895,000 Pending

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

  8 Pine Grove St, Woodstock, NY 12498

  Discover a rare investment opportunity in the vibrant enclave of Woodstock, NY with this impeccably restored, easy-to-show 1920s farmhouse located just minutes from the bus to NYC and Woodstock's iconic dining, shops, galleries, and live music. Freshly painted, with a new roof, this proven income-generating property offers reclaimed wide-plank pine floors, exposed beams, and curated designer

  Gary Heckelman Halter Associates Realty

  8 Pine Grove St, Woodstock, NY 12498
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  /50

  $670,000 Sold Feb 12, 2025

  • 1,287 Sq Ft
  • $521/SF
  • 95 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1963

  64 Country Club Ln, Woodstock, NY 12498

  This lovely 3 bedroom, 2 bath home is set on 1.17 very private, wooded country acres. The setting is at once quietly tranquil and peaceful including a seasonal stream and pond and yet is very convenient to Woodstock Village insuring easy access to all of Woodstock's local amenities shops, galleries, music venues and restaurants. This beautiful home boasts a spacious open living area with lots of

  Steve Hubbard Hubbard, Steve Real Estate

  64 Country Club Ln, Woodstock, NY 12498
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  /26

  Est $2,156,549 Not Listed For Sale

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

  177 Tinker St, Woodstock, NY 12498

  177 Tinker St, Woodstock, NY 12498
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  /38

  $649,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,684 Sq Ft

  92 Erikas Walk, Mount Tremper, NY 12457

  Welcome to Erika's Walk, an alluring retreat with seasonal mountain views in Mt. Tremper, just minutes from Woodstock and Phoenicia. Set on 5.32 acres with no neighbors in view, this unique home offers a peaceful Catskills escape with the perfect mix of privacy, charm, and light-filled living. With 1,684 square feet of living space, three bedrooms, and two full baths, the home is thoughtfully

  Leslie Foti Coldwell Banker Village Green

  92 Erikas Walk, Mount Tremper, NY 12457

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