Woodstock, NY Homes

• 

  

  

  /40

  $449,000

  Under Contract

  • Land
  • 12.16 Acres
  • $36,924 per Acre

  40 Mamoud Hills Rd, Kingston, NY 12401

  Set within a private, semi-gated subdivision on the border of Kingston and Woodstock with shared Zip-Code , this exceptional 12-acre parcel offers a rare opportunity to create a custom estate in a serene and naturally rich setting. The property is accessed via a winding private road and features a beautifully wooded landscape with a natural running stream and gently varied topography, creating a

  Ellen Osgood Coldwell Banker Village Green

  40 Mamoud Hills Rd, Kingston, NY 12401
• 

  

  

  /31

  $657,000

  Sold Aug 06, 2026

  675 Cooper Lake Rd, Bearsville, NY 12409

  • 2 Beds
  • 1 Bath
  • 1,684 Sq Ft
  • Built 1944

  Last Sold Summary

  • 3% Above List Price
  • $390/SF
  • 36 Days On Market

  Current Estimated Value $651,496

  Last Listing Agent Genevieve Geaney Compass Greater New York, LLC

  675 Cooper Lake Rd, Bearsville, NY 12409
• 

  

  

  /35

  Est $879,059

  Not Listed For Sale

  212 Hickory Hill Rd, Woodstock, NY 12498

  • 5 Beds
  • 2.5 Baths
  • 3,596 Sq Ft
  • Built 1972

  212 Hickory Hill Rd, Woodstock, NY 12498

  Last Sold Summary

  • 40 Days On Market

  Last Listing Agent Donna Brooks Compass Greater New York, LLC
• 

  

  

  /38

  $1,475,000

  • Land
  • 25.38 Acres
  • $58,117 per Acre

  132 Valley View Way, Woodstock, NY 12448

  The Ledges at Valley View High above the Beaverkill River, where the Catskills unfold in a sweep of peaks and light, lies The Ledges at Valley View - a design-ready estate site where modern architecture meets the mountain. Sited on more than 25 private acres, this south-facing ridgeline property captures cinematic views of Twin, Indian Head, Overlook, and Mount Guardian. The land adjoins more

  Margaret Bellar The Catskill Dream Team

  132 Valley View Way, Woodstock, NY 12448
• 

  

  

  /54

  $1,250,000

  Sold Sep 04, 2025

  208 Grogkill, Woodstock, NY 12498

  • 3 Beds
  • 3 Baths
  • 2,640 Sq Ft
  • Built 1986

  Last Sold Summary

  • 6% Below List Price
  • $473/SF
  • 60 Days On Market

  Last Listing Agent Amy Lonas Coldwell Banker Village Green

  208 Grogkill, Woodstock, NY 12498
• 

  

  /38

  Est $697,724

  Not Listed For Sale

  31 Carey Dr, Woodstock, NY 12498

  • 4 Beds
  • 2.5 Baths
  • 2,548 Sq Ft
  • Built 1970

  31 Carey Dr, Woodstock, NY 12498

  Last Sold Summary

  • 55 Days On Market

  Last Listing Agent Michael J. Carr eXp Realty
• 

  

  /50

  $749,000

  Pending

  • 5 Beds
  • 4 Baths
  • 2,859 Sq Ft

  701 Zena Highwoods Rd, Woodstock, NY 12498

  Close to all amenities yet tucked away on a quiet wooded two-acre lot, this charming Colonial offers privacy, space, and a warm, welcoming atmosphere that is perfect for family gatherings and relaxed Hudson Valley living. The home also features a legal, fully redone one-bedroom accessory apartment, with short term rental permit, complete with its own kitchen, living room, bedroom, laundry and

  Mark Braverman KW Hudson Valley North

  701 Zena Highwoods Rd, Woodstock, NY 12498
• 

  $996,000

  Sold Jan 20, 2026

  94 the Middle Way, Mount Tremper, NY 12457

  • 3 Beds
  • 3.5 Baths
  • 2,337 Sq Ft
  • Built 1975

  Last Sold Summary

  • 17% Below List Price
  • $426/SF
  • 94 Days On Market

  Current Estimated Value $990,453

  Last Listing Agent Jennifer Grimes Country House Realty Inc

  94 the Middle Way, Mount Tremper, NY 12457
• 

  

  /29

  Est $494,445

  Not Listed For Sale

  15 Vandebogart Rd, Woodstock, NY 12498

  • 3 Beds
  • 1.5 Baths
  • 1,087 Sq Ft
  • Built 1957

  15 Vandebogart Rd, Woodstock, NY 12498

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Marilyn Heir BHHS HUDSON VALLEY PROP-WDST
• 

  

  /12

  $380,000

  Pending

  • 2 Beds
  • 1 Bath
  • 896 Sq Ft

  Unlisted Address

  Welcome to this spacious and beautifully maintained 2-bedroom condominium located in the highly desirable Melrose section of the Bronx. Situated within the private and gated Melrose Court Condominium community, this charming residence offers the perfect blend of comfort, convenience, and value. This inviting unit features two oversized king-size bedrooms, a bright Eat-In-Kitchen, a spacious

  Christopher Webb Keller Williams NYC

  Unlisted Address
• 

  

  /33

  $880,000

  Sold Dec 19, 2025

  63 Broadview Rd, Woodstock, NY 12498

  • 3 Beds
  • 2.5 Baths
  • 2,156 Sq Ft
  • Built 1933

  Last Sold Summary

  • 5% Below List Price
  • $408/SF
  • 42 Days On Market

  Current Estimated Value $909,775

  Last Listing Agent Carol Graham Corcoran Country Living

  63 Broadview Rd, Woodstock, NY 12498
• 

  

  /28

  Est $490,108

  Not Listed For Sale

  74 Witchtree Rd, Woodstock, NY 12498

  • 3 Beds
  • 1.5 Baths
  • 1,438 Sq Ft
  • Built 1955

  74 Witchtree Rd, Woodstock, NY 12498

  Last Sold Summary

  • 31 Days On Market

  Last Listing Agent Benjamin Armento Coldwell Banker Village Green
• 

  

  /70

  $3,600,000

  • 4 Beds
  • 4 Baths
  • 5,272 Sq Ft

  306 Meads Mountain Rd, Woodstock, NY 12498

  Inside Swoop House there is a versatile floor plan that includes four en suite bedrooms, one an attached guest suite, and two two-story great rooms, one of which was designed as a professional art studio. Designed by FT Architecture & Interiors and inspired by the Diller Scofidio Slow House, two non-parallel curved walls and sloping ceilings create a graceful series of shapes. This singular

  Kimberly Cantine Halter Associates Realty

  306 Meads Mountain Rd, Woodstock, NY 12498
• 

  

  /44

  $1,425,900

  Sold Nov 19, 2025

  96 Meads Mountain Rd, Woodstock, NY 12498

  • 2 Beds
  • 4 Baths
  • 2,727 Sq Ft
  • Built 1970

  Last Sold Summary

  • 11% Below List Price
  • $523/SF
  • 97 Days On Market

  Current Estimated Value $1,470,412

  Last Listing Agent Lisa Halter Halter Associates Realty

  96 Meads Mountain Rd, Woodstock, NY 12498
• 

  

  /17

  Est $561,021

  Not Listed For Sale

  52 Whitney Dr, Woodstock, NY 12498

  • 3 Beds
  • 2.5 Baths
  • 1,530 Sq Ft
  • Built 1981

  52 Whitney Dr, Woodstock, NY 12498

  Last Sold Summary

  • 57 Days On Market

  Last Listing Agent Nancy Keller Bacon Four Seasons Sotheby's Int'l R
• 

  

  /31

  $2,300,000

  $200K PRICE DROP

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

  177 Tinker St, Woodstock, NY 12498

  Fall in love with this artfully reimagined and expanded 1930 farmhouse, privately set on a gentle hill just moments from the heart of Woodstock. Rich in history and character, this special home was once owned by Michael Lang, the legendary founder of the 1969 Woodstock Festival—adding a rare and meaningful connection to the town's iconic past.Thoughtfully renovated, the home offers a

  Joan Capria Four Seasons Sotheby's Int'l R

  177 Tinker St, Woodstock, NY 12498
• 

  

  /44

  $787,000

  Sold Dec 11, 2025

  12 Library Ln, Woodstock, NY 12498

  • 3 Beds
  • 2.5 Baths
  • 1,864 Sq Ft
  • Built 1925

  Last Sold Summary

  • 2% Below List Price
  • $422/SF
  • 133 Days On Market

  Last Listing Agent Eric Amaral Coldwell Banker Village Green

  12 Library Ln, Woodstock, NY 12498
• 

  Est $561,648

  Not Listed For Sale

  41 Whitney Dr, Woodstock, NY 12498

  • 4 Beds
  • 1.5 Baths
  • 1,944 Sq Ft
  • Built 1966

  41 Whitney Dr, Woodstock, NY 12498

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Kathryn Johnson William Pitt Sothebys Int Rlty
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  /32

  $850,000

  Pending

  • 4 Beds
  • 3 Baths
  • 2,238 Sq Ft

  726 Wittenberg Rd, Mount Tremper, NY 12457

  This is the Woodstock farmhouse you've been waiting for. Set on 5 gorgeous private acres along Wittenberg Road, this 1917 classic has been completely and tastefully renovated without losing an ounce of its soul. Four bedrooms, three stunning full baths; two en-suite. A first-floor bedroom suite that makes hosting (or aging in place) a breeze. Wake up in the new primary suite with cathedral

  Genevieve Rolleri eXp Realty

  726 Wittenberg Rd, Mount Tremper, NY 12457
• 

  

  /39

  $1,465,000

  Sold Jun 30, 2026

  529 Mount Guardian Rd, Woodstock, NY 12409

  • 3 Beds
  • 3 Baths
  • 2,064 Sq Ft
  • Built 2021

  Last Sold Summary

  • 2% Below List Price
  • $710/SF
  • 23 Days On Market

  Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green

  529 Mount Guardian Rd, Woodstock, NY 12409
• 

  

  /47

  Est $559,745

  Not Listed For Sale

  33 Whitney Dr, Woodstock, NY 12498

  • 4 Beds
  • 2 Baths
  • 1,820 Sq Ft
  • Built 1964

  33 Whitney Dr, Woodstock, NY 12498

  Last Sold Summary

  • 178 Days On Market

  Last Listing Agent Benjamin Armento Coldwell Banker Village Green
• 

  

  /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
• 

  

  /21

  $551,000

  Sold Jul 01, 2026

  2044 Glasco Turnpike, Woodstock, NY 12498

  • Land
  • 14.85 Acres
  • $37,104 per Acre

  Last Sold Summary

  • 26% Above List Price
  • 49 Days On Market

  Last Listing Agent Daniel Winn Halter Associates Realty

  2044 Glasco Turnpike, Woodstock, NY 12498
• 

  

  /19

  Est $441,343

  Not Listed For Sale

  777 Zena Rd, Woodstock, NY 12498

  • 3 Beds
  • 1.5 Baths
  • 1,305 Sq Ft
  • Built 1955

  777 Zena Rd, Woodstock, NY 12498

  Last Sold Summary

  • 108 Days On Market

  Last Listing Agent Mark Kanter BHHS HUDSON VALLEY PROP-WDST
• 

  

  /44

  $649,000

  $100K PRICE DROP Under Contract

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

  11 Nordic Dr, Woodstock, NY 12498

  **MOTIVATED SELLER**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

  Lisa Halter Halter Associates Realty

  11 Nordic Dr, Woodstock, NY 12498
• 

  

  /29

  $700,000

  Sold Sep 26, 2025

  207 Elwyn Dr, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 1,928 Sq Ft
  • Built 1959

  Last Sold Summary

  • 3% Below List Price
  • $363/SF
  • 70 Days On Market

  Current Estimated Value $735,430

  Last Listing Agent Brenda Graf Corcoran Country Living

  207 Elwyn Dr, Woodstock, NY 12498
• 

  

  /35

  Est $592,008

  Not Listed For Sale

  4 Lazy Brook Ln, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 2,257 Sq Ft
  • Built 1956

  4 Lazy Brook Ln, Woodstock, NY 12498

  Last Sold Summary

  • 138 Days On Market

  Last Listing Agent Laura Wagner Past Member
• 

  

  /42

  $1,380,000

  $70K 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
• 

  

  /28

  $999,000

  Sold Jan 23, 2026

  99 Cannon Cir, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 1,948 Sq Ft
  • Built 2020

  Last Sold Summary

  • 18% Below List Price
  • $513/SF
  • 203 Days On Market

  Current Estimated Value $1,031,441

  Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green

  99 Cannon Cir, Woodstock, NY 12498
• 

  

  /43

  Est $1,307,860

  Not Listed For Sale

  13 Snow Ridge, Woodstock, NY 12498

  • 4 Beds
  • 3.5 Baths
  • 3,379 Sq Ft
  • Built 1890

  13 Snow Ridge, Woodstock, NY 12498

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Marilyn Heir BHHS HUDSON VALLEY PROP-WDST
• 

  

  /29

  $1,499,900

  • 3 Beds
  • 4 Baths
  • 3,330 Sq Ft

  106 Mountain Laurel Ln, Woodstock, NY 12498

  Architectural. Iconic. Unrepeatable.Hidden on 1.73 private acres walking distance from the heart of Woodstock, this extraordinary estate is more than a home - it's a work of art. A rare fusion of a Frank Lloyd Wright–inspired contemporary residence and an original Buckminster Fuller–style geodesic dome, this is a property designed for those who appreciate architecture, creativity, and a life

  Ashley Olson Minard eXp Realty

  106 Mountain Laurel Ln, Woodstock, NY 12498
• 

  $699,000

  Sold Mar 23, 2026

  19 Livingston Ct, Woodstock, NY 12498

  • 4 Beds
  • 2.5 Baths
  • 2,471 Sq Ft
  • Built 1973

  Last Sold Summary

  • 12% Below List Price
  • $283/SF
  • 167 Days On Market

  Current Estimated Value $737,243

  Last Listing Agent Timothy Ayers Berardi Realty

  19 Livingston Ct, Woodstock, NY 12498
• 

  

  /50

  Est $676,436

  Not Listed For Sale

  64 Country Club Ln, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 1,787 Sq Ft
  • Built 1963

  64 Country Club Ln, Woodstock, NY 12498

  Last Sold Summary

  • 95 Days On Market

  Last Listing Agent Steve Hubbard Hubbard, Steve Real Estate
• 

  

  /6

  $184,900

  $40K PRICE DROP

  • 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
• 

  $840,000

  Sold Oct 20, 2025

  48 Cooper Hollow Ln, Bearsville, NY 12409

  • 4 Beds
  • 3 Baths
  • 2,125 Sq Ft
  • Built 1973

  Last Sold Summary

  • 11% Below List Price
  • $395/SF
  • 77 Days On Market

  Current Estimated Value $1,051,011

  Last Listing Agent Eric Amaral Coldwell Banker Village Green

  48 Cooper Hollow Ln, Bearsville, NY 12409
• 

  

  /29

  Est $890,977

  Not Listed For Sale

  108 Ratterman Rd, Woodstock, NY 12498

  • 4 Beds
  • 3.5 Baths
  • 2,906 Sq Ft
  • Built 1959

  108 Ratterman Rd, Woodstock, NY 12498

  Last Sold Summary

  • 86 Days On Market

  Last Listing Agent Richard Vizzini Corcoran Country Living
• 

  

  /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
• 

  

  /34

  $655,700

  Sold Jun 23, 2026

  203 Reynolds Rd, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 1,322 Sq Ft
  • Built 1930

  Last Sold Summary

  • 4% Above List Price
  • $496/SF
  • 22 Days On Market

  Current Estimated Value $634,682

  Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green

  203 Reynolds Rd, Woodstock, NY 12498
• 

  

  /39

  Est $1,025,955

  Not Listed For Sale

  115 Jones Quarry Rd, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 3,010 Sq Ft
  • Built 1967

  115 Jones Quarry Rd, Woodstock, NY 12498

  Last Sold Summary

  • 38 Days On Market

  Last Listing Agent Margo Obourn Win Morrison Realty - W
• 

  

  /35

  $755,000

  Pending

  • 2 Beds
  • 1 Bath
  • 1,250 Sq Ft

  276 Chestnut Hill Rd, Woodstock, NY 12498

  Tucked away on six secluded acres just moments from the heart of Woodstock, this enchanting two-bedroom cottage has been impeccably reimagined, blending timeless character with newly curated finishes. Surrounded by towering evergreens, carpets of moss, and fern-lined woodlands, the property creates a peaceful retreat among the trees. A skylit foyer with glass brick wall opens into a dramatic

  Hailey Kiesewetter Upstate Down

  276 Chestnut Hill Rd, Woodstock, NY 12498

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