Woodstock, NY Homes

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  /31

  $799,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,316 Sq Ft

  11 Forestwood Dr, Woodstock, NY 12498

  Set in a quiet, welcoming neighborhood just minutes from Woodstock's center, this beautifully appointed home feels like a place where life can truly take shape. With 2,316 square feet of thoughtful living space, three generous bedrooms, and 2.5 baths, it offers comfort, warmth, and room to grow. The .86-acre property feels remarkably private, with no neighbors behind you and a serene backyard

  Laurie Ylvisaker Coldwell Banker Village Green

  11 Forestwood Dr, Woodstock, NY 12498
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  /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
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  /39

  $522,000 Sold Mar 20, 2025

  250 MacDaniel Rd, Woodstock, NY 12498

  • 1 Bed
  • 1 Bath
  • 846 Sq Ft
  • Built 1984

  Last Sold Summary

  • 4% Above List Price
  • $617/SF
  • 46 Days On Market

  Last Listing Agent Darlene Griffin Halter Associates Realty

  250 MacDaniel Rd, Woodstock, NY 12498
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  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

  $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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  /53

  $4,900 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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  /43

  $2,700,000 Sold Jun 13, 2025

  2655 Glasco Turnpike, Woodstock, NY 12498

  • 4 Beds
  • 3 Baths
  • 3,390 Sq Ft
  • Built 1945

  Last Sold Summary

  • 16% Below List Price
  • $796/SF
  • 209 Days On Market

  Current Estimated Value $2,928,406

  Last Listing Agent Richard Vizzini Corcoran Country Living

  2655 Glasco Turnpike, 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
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  /50

  $1,055,000 Pending

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

  13 16 Torn Hill Rd, Bearsville, NY 12409

  Hidden away at the end of a private country lane, just minutes from the heart of Woodstock, lie the Sunshine Cottages—a rare opportunity to own two beautifully renovated homes on almost three private acres with mountain views. This exceptional property blends timeless Woodstock character with modern comfort, offering seclusion and convenience in an idyllic setting. The two cottages, each a

  Laurie Ylvisaker Coldwell Banker Village Green

  13 16 Torn Hill Rd, Bearsville, NY 12409
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  /37

  $5,300 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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  $850,000 Sold May 08, 2025

  363 Cold Brook Rd, Bearsville, NY 12409

  • 3 Beds
  • 2 Baths
  • 3,126 Sq Ft
  • Built 1985

  Last Sold Summary

  • 23% Below List Price
  • $272/SF
  • 117 Days On Market

  Last Listing Agent Carol Spirig Halter Associates Realty Inc

  363 Cold Brook 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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  /64

  $825,000

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

  4868 New York 212, Willow, NY 12495

  · Nestled on 3.6 acres with sweeping views of Ohayo Mountain, Mount Guardian, Mount Tremper, and Panther Mountain, along with artfully landscaped gardens · Multiple terraces and decks create seamless indoor-outdoor flow for entertaining and relaxation · Private outdoor projector and screen for memorable evenings under the stars · Tranquil Asian-inspired garden design enhances the natural beauty

  Richard Vizzini Corcoran Country Living

  4868 New York 212, Willow, NY 12495
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  /14

  $4,000 per month

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

  295 Grog Kill Rd, Willow, NY 12495

  SHORT TERM RENTAL: Private, fully furnished Woodstock Oasis with mountain views, is ready to be your country 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 March 2026

  Mark Kanter BHHS HUDSON VALLEY PROP-WDST

  295 Grog Kill Rd, Willow, NY 12495
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  /40

  $1,055,000 Sold Aug 20, 2025

  10 Magnolia Trail, Woodstock, NY 12498

  • 4 Beds
  • 3 Baths
  • 2,613 Sq Ft
  • Built 2016

  Last Sold Summary

  • 4% Below List Price
  • $404/SF
  • 34 Days On Market

  Last Listing Agent Joseph Satto Fresh Air Realty

  10 Magnolia Trail, Woodstock, NY 12498
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  /24

  Est $770,985 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
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  /74

  $2,950,000

  • 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 is

  Ellen Osgood Coldwell Banker Village Green

  235 California Quarry 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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  /42

  $967,500 Sold Dec 05, 2025

  241 Silver Hollow Rd, Willow, NY 12495

  • 3 Beds
  • 2.5 Baths
  • 1,932 Sq Ft
  • Built 1963

  Last Sold Summary

  • 3% Below List Price
  • $501/SF
  • 47 Days On Market

  Last Listing Agent Carol Spirig Halter Associates Realty

  241 Silver Hollow Rd, Willow, NY 12495
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  /35

  Est $1,799,340 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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  /11

  $499,000

  • Land
  • 15.23 Acres
  • $32,764 per Acre

  Tbd Wardwell Ln, Woodstock, NY 12498

  A rarely available large, 15+ acre parcel in Woodstock -- less than a mile from the center of town! Completely private yet moments away from restaurants, music venues, shops, golf course and hiking. A mixture of mature deciduous and conifer trees offer a forest haven, with level land, rock features and an elevated knoll building site, ready for your next chapter.Much of the heavy lifting has

  Laurie Osmond BHHS HUDSON VALLEY PROP-WDST

  Tbd Wardwell Ln, Woodstock, NY 12498
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  /36

  $16,500 per month

  • 4 Beds
  • 2.5 Baths
  • 2,394 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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  $810,000 Sold Oct 24, 2025

  11 Grogkill Rd, Willow, NY 12495

  • 3 Beds
  • 2.5 Baths
  • 3,080 Sq Ft
  • Built 2006

  Last Sold Summary

  • 42% Below List Price
  • $263/SF
  • 78 Days On Market

  Last Listing Agent Sharon Breslau BHHS Hudson Valley Properties

  11 Grogkill Rd, Willow, NY 12495
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  /20

  Not Listed For Sale

  TBD Jessop Rd, Woodstock, NY 12498

  TBD Jessop Rd, Woodstock, NY 12498
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  /41

  $540,000 Pending

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

  5 Violet Place, Woodstock, NY 12498

  Move right into this lovely 3-4 bedroom home located in a quiet, friendly neighborhood, just minutes from the shopping, dining, and arts in the village of Woodstock, and about 15 minutes to bustling Kingston and Saugerties. 12 minutes to Thruway, 15 minutes to Trailways bus in Kingston (5 minutes to Woodstock stop), 25 minutes to Rhinecliff Amtrak train station for car-free access to NYC.

  Fawn Denue Keller Williams Realty HV Nort

  5 Violet Place, Woodstock, NY 12498
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  /39

  $585,000 Sold Sep 12, 2025

  148 Hutchin Hill Rd, Shady, NY 12409

  • 2 Beds
  • 1 Bath
  • 1,039 Sq Ft
  • Built 1949

  Last Sold Summary

  • 2% Below List Price
  • $563/SF
  • 76 Days On Market

  Current Estimated Value $582,403

  Last Listing Agent Mario Geissler Four Seasons Sotheby's Int'l R

  148 Hutchin Hill Rd, Shady, NY 12409
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  /32

  Est $994,920 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,258 Sq Ft

  185 John Joy Rd, Wood Stock, NY 12498

  185 John Joy Rd, Wood Stock, NY 12498
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  /25

  $795,000

  • 4 Beds
  • 2.5 Baths
  • 1,754 Sq Ft

  86 Rock City Rd, Woodstock, NY 12498

  Woodstock Charm Meets Modern Living at 86 Rock City Road!Step into a piece of Woodstock history with this beautifully updated 1910 home, ideally located less than half a mile from the vibrant heart of the village. This 4-bedroom, 2.5-bath property blends classic charm with thoughtful modern upgrades. The spacious, fully renovated kitchen features new appliances, updated countertops, and ample

  Michael Shaughnessy Halter Associates Realty

  86 Rock City Rd, Woodstock, NY 12498
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  /31

  $978,000 Sold Apr 21, 2025

  38 Vandebogart Rd, Woodstock, NY 12498

  • 4 Beds
  • 3.5 Baths
  • 3,914 Sq Ft
  • Built 1920

  Last Sold Summary

  • 3% Above List Price
  • $250/SF
  • 12 Days On Market

  Current Estimated Value $989,474

  Last Listing Agent Alexis Li Corcoran Country Living

  38 Vandebogart Rd, Woodstock, NY 12498
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  Not Listed For Sale

  0 Wittenberg Rd Unit KEYH6302035, Woodstock, NY 12498

  0 Wittenberg Rd Unit KEYH6302035, Woodstock, NY 12498
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  /42

  $639,000

  • 5 Beds
  • 2.5 Baths
  • 1,939 Sq Ft

  83 Ratterman Rd, Woodstock, NY 12498

  It's a WINNER! This is truly a wonderful house in an excellent location! Surrounded by trees with a quiet, rural feel, yet walking distance to the Village of Woodstock, it's everything a Woodstock buyer is looking for! From the moment you step up to this charmer, you'll be welcomed by a wide, impressive Bluestone walkway to the Bluestone front porch where you can envision many peaceful hours

  Edwin Maldonado Howard Hanna Rand Realty

  83 Ratterman Rd, Woodstock, NY 12498
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  /58

  $1,199,000 Sold Apr 04, 2025

  2571 Route 212, Woodstock, NY 12498

  • 4 Beds
  • 2 Baths
  • 1,890 Sq Ft
  • Built 1939

  Last Sold Summary

  • 20% Below List Price
  • $634/SF
  • 213 Days On Market

  Current Estimated Value $1,213,027

  Last Listing Agent Jeanne Boice Howard Hanna Rand Realty

  2571 Route 212, 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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  /14

  $399,000

  • 1 Bed
  • 1 Bath
  • 841 Sq Ft

  57 Ohayo Mountain Rd, Woodstock, NY 12498

  BACK ON THE MARKET! BUYER FINANCING FELL THROUGH All the charm and convenience of Woodstock village living! Adorable period bungalow moments from the center of Woodstock! This 1 BR, 1 BA charmer features an additional room/four-season sunroom, handsome masonry fireplace with wood stove and a river rock chimney, modern kitchen, a clawfoot tub, separate laundry area, and is nestled in a wooded,

  Laurie Osmond BHHS HUDSON VALLEY PROP-WDST

  57 Ohayo Mountain Rd, Woodstock, NY 12498
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  /32

  $838,900 Sold Mar 04, 2025

  79 Upper Byrdcliffe Way, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 1,246 Sq Ft
  • Built 1951

  Last Sold Summary

  • 12% Below List Price
  • $673/SF
  • 308 Days On Market

  Current Estimated Value $877,604

  Last Listing Agent Johanna Trimboli Halter Associates Realty

  79 Upper Byrdcliffe Way, Woodstock, NY 12498
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  /28

  Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,794 Sq Ft

  16 Deming St, Woodstock, NY 12498

  16 Deming St, Woodstock, NY 12498
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  /33

  $1,888,000

  • Land
  • 60.94 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

  Baris Demirel Serhant LLC

  TBD Zena Rd, Woodstock, NY 12498
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  /33

  $925,000 Sold Jun 16, 2025

  9 Shady Ln, Bearsville, NY 12409

  • 3 Beds
  • 2 Baths
  • 2,138 Sq Ft
  • Built 1976

  Last Sold Summary

  • 3% Above List Price
  • $433/SF
  • 21 Days On Market

  Current Estimated Value $925,533

  Last Listing Agent Casey Kearns Past Member

  9 Shady Ln, Bearsville, NY 12409
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  Not Listed For Sale

  • 4 Beds
  • 6.5 Baths
  • 3,746 Sq Ft

  15 Silver Wings Ln, Woodstock, NY 12498

  15 Silver Wings Ln, Woodstock, NY 12498
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  /11

  $256,200

  • Land
  • 8.54 Acres
  • $30,000 per Acre

  21 Mamoud Hills Rd, Kingston, NY 12401

  Welcome to The Place Where Masterpieces Take Shape Tucked away in the serene embrace of the Catskills, this expansive parcel in the sought-after Mamoud Hills enclave offers more than just land—it offers a legacy. Set within a refined private community just minutes from the iconic hamlet of Woodstock, this over 8-acre homesite lies at the gateway to inspiration.A graceful

  Cameron Ashkarkhizani Serhant LLC

  21 Mamoud Hills Rd, Kingston, NY 12401

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