Woodstock, NY Homes

• 

  $2,125,000

  Sold Jul 27, 2026

  15-17 Broadview Rd, Woodstock, NY 12498

  • 5 Beds
  • 5.5 Baths
  • 5,163 Sq Ft
  • Built 1954

  Last Sold Summary

  • 1% Below List Price
  • $412/SF
  • 23 Days On Market

  Current Estimated Value $1,687,958

  Last Listing Agent Baris Demirel Serhant LLC

  15-17 Broadview Rd, Woodstock, NY 12498
• 

  

  

  /27

  Est $658,174

  Not Listed For Sale

  30 Little Deer Rd, Mount Tremper, NY 12457

  • 1 Bed
  • 1 Bath
  • 1,350 Sq Ft
  • Built 1974

  30 Little Deer Rd, Mount Tremper, NY 12457

  Last Sold Summary

  • 43 Days On Market

  Last Listing Agent Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST
• 

  

  

  /39

  $1,295,000

  $200K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,731 Sq Ft

  41 Wittenberg Rd, Woodstock, NY 12498

  Hidden among the trees and just seven minutes from the center of Woodstock, this 1970s contemporary feels like a private creative compound, untouched in all the right ways.Set on 2 wooded acres with the Sawkill Creek at the rear of the property, the home unfolds through a series of unexpected spaces and strong architectural moments. A dramatic sunken living room anchors the house,

  Kathryn Johnson William Pitt Sothebys Int Rlty

  41 Wittenberg Rd, Woodstock, NY 12498
• 

  

  

  /47

  $544,000

  Sold Mar 09, 2026

  2059 Glasco Turnpike, Woodstock, NY 12498

  • 4 Beds
  • 2 Baths
  • 1,561 Sq Ft
  • Built 1965

  Last Sold Summary

  • 1% Below List Price
  • $348/SF
  • 23 Days On Market

  Current Estimated Value $564,521

  Last Listing Agent Amy Lonas Coldwell Banker Village Green

  2059 Glasco Turnpike, Woodstock, NY 12498
• 

  Not Listed For Sale

  363 Cold Brook Rd, Bearsville, NY 12409

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

  363 Cold Brook Rd, Bearsville, NY 12409

  Last Sold Summary

  • 117 Days On Market

  Last Listing Agent Carol Spirig Halter Associates Realty Inc
• 

  

  /13

  $599,000

  • Land
  • 7.18 Acres
  • $83,426 per Acre

  Lot 2 11 Marion's Way, Woodstock, NY 12498

  A once-in-a-generation opportunity to create your dream home in the heart of Woodstock, the coolest small town in America. Nestled on 7 shovel-ready acres just moments from the vibrant village center, this exceptional property offers the perfect balance of privacy, natural beauty, and convenience. Steeped in local history, the land is one of the last remaining vacant parcels from an historic

  Joel Craig Coldwell Banker Village Green

  Lot 2 11 Marion's Way, Woodstock, NY 12498
• 

  

  /25

  $520,000

  Sold Sep 02, 2026

  208 Tinker St, Woodstock, NY 12498

  • 2 Beds
  • 1.5 Baths
  • 1,191 Sq Ft
  • Built 1940

  Last Sold Summary

  • 5% Below List Price
  • $437/SF
  • 83 Days On Market

  Current Estimated Value $629,657

  Last Listing Agent Marilyn Heir BHHS HUDSON VALLEY PROP-WDST

  208 Tinker St, Woodstock, NY 12498
• 

  

  /24

  Not Listed For Sale

  18 Vandermark Rd, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft
  • Built 2024

  18 Vandermark Rd, Woodstock, NY 12498

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Zachary Jarvis BHHS Nutshell Realty
• 

  

  /61

  $3,950,000

  • 7 Beds
  • 4 Baths
  • 3,948 Sq Ft

  21-23 Library Ln, Woodstock, NY 12498

  There are places that transcend the idea of home, offering a way of life shaped by beauty, history, and nature. Library Lane Estate, a historically significant property in the heart of Woodstock, is where architectural heritage, artistic provenance, and landscape converge. Nestled along a quiet lane just moments from the village, it offers a rare balance of privacy, connection, and a profound

  Sarah Broach Compass Greater NY, LLC

  21-23 Library Ln, Woodstock, NY 12498
• 

  

  /29

  $395,000

  Sold Aug 25, 2026

  21 Overlook Dr, Woodstock, NY 12498

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Built 1956

  Last Sold Summary

  • 1% Below List Price
  • $329/SF
  • 47 Days On Market

  Current Estimated Value $398,446

  Last Listing Agent Jasmine Jordaan Halter Associates Realty

  21 Overlook Dr, Woodstock, NY 12498
• 

  

  /35

  Not Listed For Sale

  162 Van Dale Rd Unit 170, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 2,299 Sq Ft
  • Built 1925

  162 Van Dale Rd Unit 170, Woodstock, NY 12498

  Last Sold Summary

  • 80 Days On Market

  Last Listing Agent Jeannine Simmons Corcoran Country Living
• 

  

  /12

  $399,000

  $41K PRICE DROP Pending

  • 1 Bed
  • 1 Bath
  • 841 Sq Ft

  57 Ohayo Mountain Rd, Woodstock, NY 12498

  NEWLY REFURBISHED WOODSTOCK VILLAGE COTTAGE INCLUDING NEW ROOF!This is the time to revisit this charming Woodstock retreat in the heart of the Hudson Valley's most coveted small town.Seller has repainted the interior, improved the bedroom, replaced counters and most bath fixtures, and replaced the roof and gutters.Just moments from the village center, this cozy, character-filled

  Laurie Osmond BHHS HUDSON VALLEY PROP-WDST

  57 Ohayo Mountain Rd, Woodstock, NY 12498
• 

  

  /20

  $685,000

  Sold Jul 16, 2026

  87 Witchtree Rd, Woodstock, NY 12498

  • 3 Beds
  • 2.5 Baths
  • 2,364 Sq Ft
  • Built 1962

  Last Sold Summary

  • 6% Above List Price
  • $290/SF
  • 8 Days On Market

  Current Estimated Value $638,533

  Last Listing Agent Sheila Wise The Kinderhook Group, Inc.

  87 Witchtree Rd, Woodstock, NY 12498
• 

  Not Listed For Sale

  15 Silver Wings Ln, Woodstock, NY 12498

  • 4 Beds
  • 6.5 Baths
  • 3,746 Sq Ft
  • Built 1900

  15 Silver Wings Ln, Woodstock, NY 12498

  Last Sold Summary

  • 58 Days On Market

  Last Listing Agent Hailey Kiesewetter Upstate Down
• 

  

  /31

  $599,000

  $160K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft

  48 Mountain View Ave, Woodstock, NY 12498

  For your client searching for the idyllic cottage on a charming county road, don't overlook Mountain View Ave. This peaceful location is well set back from the road yet walking distance to the center of vibrant Woodstock with all the charming shops, cafes and art galleries and music venues our town is known for.This charming cottage with Craftsman style features was built in 1923. Renovated

  Barbara Ellman BHHS HUDSON VALLEY PROP-WDST

  48 Mountain View Ave, Woodstock, NY 12498
• 

  

  /51

  $609,825

  Sold Oct 07, 2025

  916 Zena Rd, Woodstock, NY 12498

  • 3 Beds
  • 3 Baths
  • 2,442 Sq Ft
  • Built 1964

  Last Sold Summary

  • 2% Above List Price
  • $250/SF
  • 36 Days On Market

  Current Estimated Value $647,612

  Last Listing Agent Amy Lonas Coldwell Banker Village Green

  916 Zena Rd, Woodstock, NY 12498
• 

  

  /35

  Not Listed For Sale

  2292 Glasco Turnpike, Woodstock, NY 12498

  • 3 Beds
  • 3 Baths
  • 2,870 Sq Ft
  • Built 1924

  2292 Glasco Turnpike, Woodstock, NY 12498

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Daniel Romero Compass Greater New York, LLC
• 

  

  /38

  $695,000

  $30K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 1,067 Sq Ft

  18 Playhouse Ln, Woodstock, NY 12498

  Perfectly situated in the heart of Woodstock Village, this charming move-in-ready single-level country cottage is complemented by a separate permitted studio cottage (STR)--an ideal artist's studio, guest cottage, home office, creative retreat, or potential income-producing opportunity. Together, they offer exceptional flexibility just moments from Woodstock's renowned restaurants, galleries,

  Brenda Graf Corcoran Country Living

  18 Playhouse Ln, Woodstock, NY 12498
• 

  

  /41

  $485,000

  Sold Nov 19, 2025

  3523 Route 212, Bearsville, NY 12409

  • 3 Beds
  • 1.5 Baths
  • 1,506 Sq Ft
  • Built 1905

  Last Sold Summary

  • 2% Below List Price
  • $322/SF
  • 101 Days On Market

  Current Estimated Value $506,809

  Last Listing Agent Peter Cantine Halter Associates Realty

  3523 Route 212, Bearsville, NY 12409
• 

  

  /34

  Est $799,461

  Not Listed For Sale

  5249 Route 212, Mount Tremper, NY 12457

  • 4 Beds
  • 3 Baths
  • 2,201 Sq Ft
  • Built 1990

  5249 Route 212, Mount Tremper, NY 12457

  Last Sold Summary

  • 63 Days On Market

  Last Listing Agent Hillary Kolos Compass Greater NY, LLC
• 

  

  /32

  $799,000

  $100K PRICE INCREASE Pending

  • 4 Beds
  • 2.5 Baths
  • 2,480 Sq Ft

  5 Lazy Brook Ln, Woodstock, NY 12498

  NEW NEW NEW! If you thought you have seen 5 Lazy Brook Lane, think again! This home is owned by a renowned architect and he has done a complete redesign! Mood, space, and finishes combine to create the ideal modern ranch. Coming to this 4 bedroom 3 bath home, you will first notice the new facade with white washed wood panels and a huge plate glass window where the unsightly bay window used to be.

  Richard Stoll Halter Associates Realty Inc

  5 Lazy Brook Ln, Woodstock, NY 12498
• 

  

  /35

  $775,000

  Sold Mar 16, 2026

  4 Munchkin Ln, Kingston, NY 12401

  • 4 Beds
  • 2 Baths
  • 1,948 Sq Ft
  • Built 1977

  Last Sold Summary

  • 3% Below List Price
  • $398/SF
  • 98 Days On Market

  Current Estimated Value $770,626

  Last Listing Agent Leslie Foti Coldwell Banker Village Green

  4 Munchkin Ln, Kingston, NY 12401
• 

  

  /31

  Est $1,002,514

  Not Listed For Sale

  40 Grove Rd, Willow, NY 12495

  • 5 Beds
  • 4 Baths
  • 2,892 Sq Ft
  • Built 1990

  40 Grove Rd, Willow, NY 12495

  Last Sold Summary

  • 163 Days On Market

  Last Listing Agent Sheena Lepez BHHS HUDSON VALLEY PROP-WDST
• 

  

  /30

  $499,000

  Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,178 Sq Ft

  37 Country Club Ln, Woodstock, NY 12498

  Woodstock Charm, Mid-Century Style & Garden-Lover's Paradise just minutes from the heart of Woodstock, this sweet, well-maintained mid-century modern ranch offers the perfect blend of character, comfort, and convenience. Set on nearly an acre, the property provides a peaceful retreat while keeping you close to everything that makes Woodstock so special--eclectic shops, acclaimed restaurants,

  Carol Spirig Halter Associates Realty

  37 Country Club Ln, Woodstock, NY 12498
• 

  

  /52

  $1,147,500

  Sold Sep 04, 2026

  34 Upper West Ohayo Mountain Rd, Bearsville, NY 12409

  • 3 Beds
  • 2 Baths
  • 1,772 Sq Ft
  • Built 1967

  Last Sold Summary

  • 3% Below List Price
  • $648/SF
  • 55 Days On Market

  Current Estimated Value $1,156,584

  Last Listing Agent Amy Lonas Coldwell Banker Village Green

  34 Upper West Ohayo Mountain Rd, Bearsville, NY 12409
• 

  

  /54

  Est $443,874

  Not Listed For Sale

  203 Maverick Rd, Woodstock, NY 12498

  • 2 Beds
  • 1.5 Baths
  • 960 Sq Ft
  • Built 1977

  203 Maverick Rd, Woodstock, NY 12498

  Last Sold Summary

  • 68 Days On Market

  Last Listing Agent Eric Amaral Coldwell Banker Village Green
• 

  

  /26

  $399,000

  • 1,000 Sq Ft

  281 Cold Brook Rd, Bearsville, NY 12409

  There are homes that ask you to compromise, and then there are homes that ask you to dream.Set against a backdrop of sweeping mountain views, this is a rare opportunity to create something that’s unmistakably yours. The hardest work has already been done. What’s left is the part that reflects your style, your vision, and the way you want to live.Picture slow mornings with coffee

  Ron Knowles Century 21 Alliance Rlty Group

  281 Cold Brook Rd, Bearsville, NY 12409
• 

  /2

  $1,550,000

  Sold Oct 15, 2025

  16 Juniper Ln, Woodstock, NY 12498

  • 3 Beds
  • 2.5 Baths
  • 3,076 Sq Ft
  • Built 1982

  Last Sold Summary

  • 15% Below List Price
  • $504/SF
  • 89 Days On Market

  Current Estimated Value $1,650,001

  Last Listing Agent Victoria Stent Coldwell Banker Village Green

  16 Juniper Ln, Woodstock, NY 12498
• 

  

  /32

  Est $2,621,638

  Not Listed For Sale

  34 Vandebogart Rd, Woodstock, NY 12498

  • 4 Beds
  • 4.5 Baths
  • 3,954 Sq Ft
  • Built 2007

  34 Vandebogart Rd, Woodstock, NY 12498

  Last Sold Summary

  • 81 Days On Market

  Last Listing Agent Jeff Serouya Compass Greater NY, LLC
• 

  

  /27

  $699,000

  $51K PRICE DROP Pending

  • 3 Beds
  • 3 Baths
  • 2,718 Sq Ft

  170 MacDaniel Rd, Woodstock, NY 12498

  You won't believe the welcoming energy in this house, just 10 minutes from the center of Woodstock. Light pours in from all sides of this quintessential raised ranch off a scenic road and on a beautifully paved private driveway. Offers open-plan living space with sliders to a large deck, perfect for alfresco dining or watching the sun set over the Catskills. Come and check out the idyllic views.

  Judy Steinfeld Halter Associates Realty

  170 MacDaniel Rd, Woodstock, NY 12498
• 

  

  /30

  $480,000

  Sold Mar 23, 2026

  34 Forestwood Dr, Woodstock, NY 12498

  • 4 Beds
  • 2.5 Baths
  • 2,489 Sq Ft
  • Built 1965

  Last Sold Summary

  • 4% Below List Price
  • $193/SF
  • 86 Days On Market

  Current Estimated Value $522,385

  Last Listing Agent Brenda Graf Corcoran Country Living

  34 Forestwood Dr, Woodstock, NY 12498
• 

  

  /31

  Est $948,281

  Not Listed For Sale

  38 Vandebogart Rd, Woodstock, NY 12498

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

  38 Vandebogart Rd, Woodstock, NY 12498

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Alexis Li Corcoran Country Living
• 

  

  /35

  $450,000

  $49K PRICE DROP Pending

  • 4 Beds
  • 3 Baths
  • 2,289 Sq Ft

  3903 New York 212, Lake Hill, NY 12448

  COOPER LAKE !!!! WOODSTOCK !!!Need I say more. Major price reduction..Ripe for renovation. The front porch needs demolition. The main roof ridge is nice and straight. Don't miss this opportunity to create an idyllic country escape in one of Woodstock's most sought-after areas. Direct views of Cooper Lake are seen from the property. It could be enhanced with minimal clearing.A porion

  William Chris St. John Win Morrison Realty

  3903 New York 212, Lake Hill, NY 12448
• 

  

  /67

  $1,410,000

  Sold Oct 22, 2025

  279 Cooper Lake Rd, Woodstock, NY 12498

  • 4 Beds
  • 4 Baths
  • 3,193 Sq Ft
  • Built 1968

  Last Sold Summary

  • 9% Below List Price
  • $442/SF
  • 118 Days On Market

  Last Listing Agent Ellen Osgood Coldwell Banker Village Green

  279 Cooper Lake Rd, Woodstock, NY 12498
• 

  

  /22

  Est $667,680

  Not Listed For Sale

  6 Allen Dr, Woodstock, NY 12498

  • 3 Beds
  • 2.5 Baths
  • 2,106 Sq Ft
  • Built 1969

  6 Allen Dr, Woodstock, NY 12498

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Peter Cantine Halter Associates Realty
• 

  

  /33

  $595,000

  • 2 Beds
  • 2 Baths
  • 1,321 Sq Ft

  419 Sickler Rd, Willow, NY 12495

  Relax, unwind, and take in the views from this charming cottage on one of the most bucolic and peaceful roads in the Woodstock hamlet of Willow--where every day feels like a weekend escape.The tranquility, mountain views, and picturesque valley setting have been cherished by one family for 47 years.Tucked away from the road and nearly invisible to passersby, the property welcomes

  Marcia Weiss Halter Associates Realty

  419 Sickler Rd, Willow, NY 12495
• 

  $1,502,500

  Sold Sep 23, 2026

  96 Wittenberg Rd, Bearsville, NY 12409

  • 3 Beds
  • 2 Baths
  • 2,560 Sq Ft
  • Built 1850

  Last Sold Summary

  • 4% Above List Price
  • $587/SF
  • 10 Days On Market

  Current Estimated Value $1,410,462

  Last Listing Agent Eliane Abramoff Four Seasons Sothebys Intl

  96 Wittenberg Rd, Bearsville, NY 12409
• 

  

  /35

  Est $648,458

  Not Listed For Sale

  15 Niles Dr, Woodstock, NY 12498

  • 3 Beds
  • 2.5 Baths
  • 2,166 Sq Ft
  • Built 1966

  15 Niles Dr, Woodstock, NY 12498

  Last Sold Summary

  • 33 Days On Market

  Last Listing Agent Ronnie Rebis Grist Mill Real Estate
• 

  

  /58

  $475,000

  Under Contract

  • 3 Beds
  • 1 Bath
  • 1,351 Sq Ft

  120 Sherman Rd, Kingston, NY 12401

  Set on nearly an acre in the municipality of Woodstock with a Kingston address, this 1959 Cape Cod offers a combination of classic character, generous space, and excellent access to the Hudson Valley's most sought-after destinations. The home features three bedrooms, one full bath, approximately 1,351 square feet of living space on the first floor, plus an additional approximately 1,013 square

  Philip Kelly Howard Hanna Rand Realty

  120 Sherman Rd, Kingston, NY 12401
• 

  

  /51

  $999,990

  Sold Jun 08, 2026

  2565 Route 212, Woodstock, NY 12498

  • 3 Beds
  • 3 Baths
  • 2,052 Sq Ft
  • Built 2024

  Last Sold Summary

  • $487/SF
  • 21 Days On Market

  Current Estimated Value $1,023,546

  Last Listing Agent Laura Warren Coldwell Banker Village Green

  2565 Route 212, Woodstock, NY 12498

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