Woodstock, NY Homes

• 

  

  

  /28

  $503,650

  Sold Aug 14, 2025

  44 Mink Hollow Rd, Willow, NY 12495

  • 3 Beds
  • 2 Baths
  • 1,867 Sq Ft
  • Built 1955

  Last Sold Summary

  • 8% Below List Price
  • $270/SF
  • 93 Days On Market

  Current Estimated Value $550,299

  Last Listing Agent Lisa Halter Halter Associates Realty

  44 Mink Hollow Rd, Willow, NY 12495
• 

  

  

  /33

  Est $1,102,871

  Not Listed For Sale

  9 Fox Hollow Rd, Woodstock, NY 12498

  • 3 Beds
  • 2.5 Baths
  • 2,527 Sq Ft
  • Built 1988

  9 Fox Hollow Rd, Woodstock, NY 12498

  Last Sold Summary

  • 119 Days On Market
• 

  

  

  /55

  $850,000

  Open Sat 11AM - 2PM Coming Soon

  • 2 Beds
  • 3.5 Baths
  • 3,256 Sq Ft

  95 W Saugerties Woodstock Rd, Woodstock, NY 12498

  An Energy-efficient home!Driven by a 13W solar array, airtight insulation and smart power management ,this south facing home offsets all current electrical usage with an energy-positive footprint. Included is an EV charging station used for 2 cars. Discover this Woodstock home which offers privacy and convenience. This rare property sits nestled at the end of a long, winding driveway,

  Carol Spirig Halter Associates Realty

  95 W Saugerties Woodstock Rd, Woodstock, NY 12498
• 

  $795,000

  Sold Oct 31, 2025

  1 Bellows Ln, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 2,390 Sq Ft
  • Built 1955

  Last Sold Summary

  • $333/SF
  • 41 Days On Market

  Current Estimated Value $820,060

  Last Listing Agent Baris Demirel Serhant LLC

  1 Bellows Ln, Woodstock, NY 12498
• 

  

  

  /32

  Est $684,482

  Not Listed For Sale

  229 Chestnut Hill Rd, Woodstock, NY 12498

  • 4 Beds
  • 1 Bath
  • 1,713 Sq Ft
  • Built 1800

  229 Chestnut Hill Rd, Woodstock, NY 12498

  Last Sold Summary

  • 12 Days On Market
• 

  

  /36

  $785,000

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,494 Sq Ft

  168 Jessop Rd, Willow, NY 12495

  Nestled in a storybook setting, this enchanting residence is embraced by a natural tapestry of mature trees and exquisite landscaping. Situated on Jessop Road, a peaceful dead-end lane, it offers the ultimate privacy and seclusion--an idyllic retreat perfectly nestled in the mountains. Immaculately maintained over the years, this home exudes timeless charm and quaint elegance. ''Romantic'' is the

  Danielle Marchisella Corcoran Country Living

  168 Jessop Rd, Willow, NY 12495
• 

  

  /35

  $717,000

  Sold Oct 21, 2025

  1637 Glasco Turnpike, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 1,868 Sq Ft
  • Built 1900

  Last Sold Summary

  • 4% Below List Price
  • $384/SF
  • 67 Days On Market

  Last Listing Agent Leslie Foti Coldwell Banker Village Green

  1637 Glasco Turnpike, Woodstock, NY 12498
• 

  

  /30

  Est $1,185,064

  Not Listed For Sale

  10 Raybrook Dr, Woodstock, NY 12498

  • 3 Beds
  • 3 Baths
  • 2,150 Sq Ft
  • Built 1989

  10 Raybrook Dr, Woodstock, NY 12498

  Last Sold Summary

  • 14 Days On Market
• 

  

  /33

  $569,000

  $30K PRICE DROP

  • 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 Cocoa

  Michael Alpert Daniel Gale Sothebys Intl Rlty

  328 John Joy Rd, Woodstock, NY 12498
• 

  

  /32

  $600,000

  Sold Apr 21, 2026

  110 Mill Hill Rd, Woodstock, NY 12498

  • 2 Beds
  • 1 Bath
  • 1,783 Sq Ft
  • Built 1951

  Last Sold Summary

  • 3% Above List Price
  • $337/SF
  • 42 Days On Market

  Current Estimated Value $595,901

  Last Listing Agent Karen Sullivan Coldwell Banker Village GreenK

  110 Mill Hill Rd, Woodstock, NY 12498
• 

  

  /30

  Est $1,105,027

  Not Listed For Sale

  19 Wilber Ln, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 2,300 Sq Ft
  • Built 1940

  19 Wilber Ln, Woodstock, NY 12498

  Last Sold Summary

  • 8 Days On Market
• 

  

  /21

  $439,000

  Pending

  • Land
  • 14.85 Acres
  • $29,562 per Acre

  2044 Glasco Turnpike, Woodstock, NY 12498

  Tucked away just minutes from the heart of Woodstock, this extraordinary 15-acre parcel offers a rare blend of privacy, natural beauty, and convenience. A long, winding driveway leads you to a secluded and enchanting South facing building site, where seasonal views of Overlook Mountain create a stunning backdrop. The setting feels truly magical--peaceful and serene--framed by a gentle, babbling

  Daniel Winn Halter Associates Realty

  2044 Glasco Turnpike, Woodstock, NY 12498
• 

  

  /25

  $450,500

  Sold Dec 29, 2025

  44 Overlook Dr, Woodstock, NY 12498

  • 3 Beds
  • 1 Bath
  • 1,164 Sq Ft
  • Built 1956

  Last Sold Summary

  • 10% Below List Price
  • $387/SF
  • 153 Days On Market

  Current Estimated Value $454,128

  Last Listing Agent Jack Yao Realmart Realty, LLC

  44 Overlook Dr, Woodstock, NY 12498
• 

  

  /31

  Est $984,946

  Not Listed For Sale

  2492 Route 212, Woodstock, NY 12498

  • 4 Beds
  • 4 Baths
  • 2,216 Sq Ft
  • Built 1986

  2492 Route 212, Woodstock, NY 12498

  Last Sold Summary

  • 105 Days On Market
• 

  

  /29

  $579,900

  Under Contract

  • 3 Beds
  • 3 Baths
  • 1,824 Sq Ft

  171 Van Dale Rd, Woodstock, NY 12498

  Step into this meticulously maintained and tastefully updated Woodstock split-level. Set way back from the road on one beautifully landscaped acre, featuring stately mature shade trees, ornamental shrubs, huge rhododendrons and plenty of sun. The main living level has been renovated to create a new, more modern great room. The dinning room and living room flow seamlessly into a lovely, eat-in

  Brian Cafferty Halter Associates Realty

  171 Van Dale Rd, Woodstock, NY 12498
• 

  

  /30

  $480,000

  Sold Feb 20, 2026

  5 Evergreen Ln, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 1,073 Sq Ft
  • Built 1960

  Last Sold Summary

  • 9% Below List Price
  • $447/SF
  • 73 Days On Market

  Current Estimated Value $487,914

  Last Listing Agent Richard Miller Win Morrison Realty - W

  5 Evergreen Ln, Woodstock, NY 12498
• 

  

  /40

  Est $540,575

  Not Listed For Sale

  1979 Glasco Turnpike, Woodstock, NY 12498

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1930

  1979 Glasco Turnpike, Woodstock, NY 12498

  Last Sold Summary

  • 4 Days On Market
• 

  

  /42

  $849,000

  $146K PRICE DROP

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

  5 Maverick Terrace, Woodstock, NY 12498

  Tucked away on a peaceful, wooded lane, this inviting home offers the perfect blend of privacy, space, and convenience- just minutes to the heart of Woodstock. Inside, the home opens to an expansive living room anchored by a beautiful brick fireplace, creating a warm and inviting centerpiece for gatherings or quiet evenings. This oversized space includes a full bathroom and flows effortlessly to

  Dominique Musialkiewicz Howard Hanna Rand Realty

  5 Maverick Terrace, Woodstock, NY 12498
• 

  

  /29

  $475,000

  Sold May 20, 2026

  2 Fern Hollow, Woodstock, NY 12498

  • 2 Beds
  • 1 Bath
  • 1,263 Sq Ft
  • Built 1950

  Last Sold Summary

  • 13% Below List Price
  • $376/SF
  • 209 Days On Market

  Current Estimated Value $514,683

  Last Listing Agent Christine Chapman Chapman Realty of the Hudson V

  2 Fern Hollow, Woodstock, NY 12498
• 

  

  /35

  Est $579,102

  Not Listed For Sale

  1800 Glasco Turnpike, Woodstock, NY 12498

  • 3 Beds
  • 1 Bath
  • 1,672 Sq Ft
  • Built 1984

  1800 Glasco Turnpike, Woodstock, NY 12498

  Last Sold Summary

  • 34 Days On Market
• 

  

  /10

  $29,900

  Pending

  • Land
  • 32,670 Sq Ft
  • $39,867 per Acre

  Tbd New York 212, Woodstock, NY 12409

  Rare opportunity to own land in the highly sought-after Woodstock area. Set in a peaceful, natural setting just minutes from the village, this parcel is ideal for recreational use or a camper setup. Enjoy privacy while still being close to local shops, dining, and outdoor attractions. A perfect spot for a weekend escape or seasonal getaway in one of Ulster County's most desirable locations. *Per

  Ronin Ingwersen Berardi Realty

  Tbd New York 212, Woodstock, NY 12409
• 

  

  /37

  $745,000

  Sold Aug 13, 2025

  2366 Glasco Turnpike, Woodstock, NY 12498

  • 4 Beds
  • 2 Baths
  • 1,498 Sq Ft
  • Built 1922

  Last Sold Summary

  • 10% Below List Price
  • $497/SF
  • 86 Days On Market

  Current Estimated Value $757,397

  Last Listing Agent Margo Obourn Win Morrison Realty - W

  2366 Glasco Turnpike, Woodstock, NY 12498
• 

  

  /38

  Est $940,329

  Not Listed For Sale

  1964 Glasco Turnpike, Woodstock, NY 12498

  • 4 Beds
  • 3 Baths
  • 2,219 Sq Ft
  • Built 1973

  1964 Glasco Turnpike, Woodstock, NY 12498

  Last Sold Summary

  • 31 Days On Market
• 

  

  /24

  $175,000

  Pending

  • 2 Beds
  • 1 Bath
  • 894 Sq Ft

  113 Meadow Ct, Woodstock, NY 12498

  Tucked at the end of a quiet cul-de-sac in Woodstock, this bright, single-level ranch offers a great opportunity for a buyer ready to renovate and make it their own. Set on a 0.24-acre lot with a level backyard, the property enjoys a peaceful setting just minutes from the center of town.The home offers 849 square feet with 2 bedrooms and 1 bath. In addition to the main living room, the layout

  Laura Warren Coldwell Banker Village Green

  113 Meadow Ct, Woodstock, NY 12498
• 

  

  /22

  $425,000

  Sold Sep 03, 2025

  512 Watson Woods, Lake Hill, NY 12448

  • 3 Beds
  • 1 Bath
  • 1,140 Sq Ft
  • Built 1970

  Last Sold Summary

  • 6% Below List Price
  • $373/SF
  • 55 Days On Market

  Current Estimated Value $479,190

  Last Listing Agent Megan Rios Berardi Realty

  512 Watson Woods, Lake Hill, NY 12448
• 

  

  /29

  Est $857,882

  Not Listed For Sale

  33 Maurizi Ln, Woodstock, NY 12498

  • 3 Beds
  • 4 Baths
  • 3,820 Sq Ft
  • Built 1992

  33 Maurizi Ln, Woodstock, NY 12498

  Last Sold Summary

  • 213 Days On Market
• 

  

  /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
• 

  

  /24

  $469,500

  Sold Jun 27, 2025

  61 Ohayo Mountain Rd, Woodstock, NY 12498

  • 1 Bed
  • 1 Bath
  • 682 Sq Ft
  • Built 1930

  Last Sold Summary

  • 2% Below List Price
  • $688/SF
  • 33 Days On Market

  Current Estimated Value $467,652

  Last Listing Agent Johanna Trimboli Halter Associates Realty

  61 Ohayo Mountain Rd, Woodstock, NY 12498
• 

  

  /29

  Est $659,219

  Not Listed For Sale

  14 Maurizi Ln, Woodstock, NY 12498

  • 4 Beds
  • 4 Baths
  • 2,481 Sq Ft
  • Built 1971

  14 Maurizi Ln, Woodstock, NY 12498

  Last Sold Summary

  • 66 Days On Market
• 

  

  /55

  $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 charmingColonial offers privacy, space, and a warm, welcoming atmosphere that is perfect forfamily gatherings and relaxed Hudson Valley living.Inside the spacious main house, a well-appointed country kitchen flows intoan open kitchen and dining area, making it an inviting space for everyday living

  Mark Braverman Keller Williams Realty HV Nort

  701 Zena-Highwoods Rd, Woodstock, NY 12498
• 

  

  /31

  $975,000

  Sold May 26, 2026

  33 Tannery Brook Rd, Woodstock, NY 12498

  • 4 Beds
  • 4 Baths
  • 1,811 Sq Ft
  • Built 1870

  Last Sold Summary

  • $538/SF
  • 32 Days On Market

  Current Estimated Value $936,625

  Last Listing Agent Danielle Sevier Compass Greater NY, LLC

  33 Tannery Brook Rd, Woodstock, NY 12498
• 

  

  /35

  Est $869,019

  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
• 

  

  /28

  $2,250,000

  Pending

  • 4 Beds
  • 3 Baths
  • 3,539 Sq Ft

  9 Black Bear Rd, Bearsville, NY 12409

  Tucked just beyond the heart of Woodstock, down a private road off a quiet dead-end street, this completely renovated home feels like a secret you're lucky to have discovered. Just 2.5 miles from town and moments from the Bearsville Theatre, the setting is both deeply private and wonderfully connected.While the exterior presents a discreet, understated presence, the interior unfolds into a

  Alexis Li Corcoran Country Living

  9 Black Bear Rd, Bearsville, NY 12409
• 

  

  /47

  $367,000

  Sold Jul 28, 2025

  30 Dixon Ave, Woodstock, NY 12498

  • 3 Beds
  • 1 Bath
  • 894 Sq Ft
  • Built 1954

  Last Sold Summary

  • 1% Above List Price
  • $411/SF
  • 70 Days On Market

  Current Estimated Value $362,743

  Last Listing Agent Darlene Griffin Halter Associates Realty

  30 Dixon Ave, Woodstock, NY 12498
• 

  

  /38

  Est $705,388

  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
• 

  

  /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
• 

  $515,000

  Sold Mar 09, 2026

  36-38 Ohayo Mountain Rd, Woodstock, NY 12498

  • 4 Beds
  • 3 Baths
  • 2,208 Sq Ft
  • Built 1925

  Last Sold Summary

  • 30% Below List Price
  • $233/SF
  • 123 Days On Market

  Last Listing Agent Sheena Lepez Compass Greater NY, LLC

  36-38 Ohayo Mountain Rd, Woodstock, NY 12498
• 

  

  /29

  Est $504,899

  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
• 

  

  /61

  $760,000

  $15K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,410 Sq Ft

  15 Lake View Dr, Lake Hill, NY 12448

  Own this stunning, architect-designed contemporary home in Woodstock, NY. Professionally decorated and thoughtfully crafted with passive solar principles, this energy-efficient residence seamlessly blends modern design with its natural surroundings. Set just across the road from the famous Cooper Lake, the home is nestled in a beautiful, 3 acre wooded setting—private yet not isolated—surrounded

  Mackenzie Grate The Machree Group, LLC

  15 Lake View Dr, Lake Hill, NY 12448
• 

  

  /6

  $180,000

  Sold Jul 03, 2025

  Tbd Cooper Lake Rd, Bearsville, NY 12409

  • Land
  • 13.87 Acres
  • $12,978 per Acre

  Last Sold Summary

  • 10% Below List Price
  • 67 Days On Market

  Last Listing Agent Valerie Cashen Coldwell Banker Village Green

  Tbd Cooper Lake Rd, Bearsville, NY 12409

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