Homes in ZIP Code 12498

• 

  

  

  /38

  $689,000

  • 2 Beds
  • 3 Baths
  • 1,208 Sq Ft

  18 Country Club Ln, Woodstock, NY 12498

  Stunning reimagined Ranch, just 1/2 Mile from the Center of Woodstock, 2/10 of a Mile to the NYC Bus Route, yet providing an excellent sense of privacy, and a perfect rural setting. Beautifully, and thoughtfully updated baths and kitchen, embracing the best of Modern Design principles and practicality. The perfect country escape, yet within easy access to restaurants, shopping and all outdoor

  

  Win Morrison

  Win Morrison Realty

  (845) 470-4906

  18 Country Club Ln, Woodstock, NY 12498
• 

  

  

  /35

  $4,000 per month

  • 3 Beds
  • 1.5 Baths
  • 1,833 Sq Ft
  • House for Rent

  180 Yerry Hill Rd, Woodstock, NY 12498

  With its very close proximity to Woodstock village, this is the perfect location if you're looking to engage in the vibrant artistic community yet yearn for woodsy privacy! This elegant yet simple home is very cozy with a modern kitchen, wood floors throughout, a family room in addition to the living room. and an office space. Three bedrooms are upstairs: a very large primary bedroom with 1/2

  Sylvie Ross Halter Associates Realty

  180 Yerry Hill Rd, Woodstock, NY 12498
• 

  

  

  /33

  $225,000 Sold Aug 26, 2025

  23 Cottonwood Ln, Woodstock, NY 12498

  • 2 Beds
  • 1 Bath
  • 704 Sq Ft
  • Built 1966

  Last Sold Summary

  • 36% Below List Price
  • $320/SF
  • 61 Days On Market

  Current Estimated Value $274,842

  Last Listing Agent James Murphy Patty Conti Realty Group LLC

  23 Cottonwood Ln, Woodstock, NY 12498
• 

  

  

  /24

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft

  18 Vandermark Rd, Woodstock, NY 12498

  18 Vandermark Rd, Woodstock, NY 12498
• 

  

  

  /24

  $795,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,992 Sq Ft

  1671 Glasco Turnpike, Woodstock, NY 12498

  Renovated Mid-Century Modern Minutes from Woodstock Located just outside the heart of Woodstock, this thoughtfully reimagined mid-century split-level home was transformed by an award-winning architectural designer, blending clean contemporary design with timeless upstate charm. With 3 bedrooms and 2 full bathrooms, the home has been expanded and upgraded from top to bottom offering the perfect

  

  Leigh Bokser

  Compass Greater NY, LLC

  (845) 599-1296

  1671 Glasco Turnpike, Woodstock, NY 12498
• 

  

  /23

  $4,700 per month

  • 5 Beds
  • 3 Baths
  • 2,950 Sq Ft
  • House for Rent

  41 Park Dr, Woodstock, NY 12498

  Situated on nearly an acre of manicured green grass, fruit trees, and mountainous woods in the heart of the Woodstock NY in the Catskills, this roughly 3,000 square foot 5-bedroom, 3-bathroom home is the perfect balance between peaceful nature and the higher-end comforts of being near the city. The house has a big master bedroom with large windows facing nature and easily fits a king size bed.

  Jerry Weiss Pietro Altomare Realty

  41 Park Dr, Woodstock, NY 12498
• 

  

  /37

  $825,000 Sold Nov 18, 2025

  16 Marko Grove, Woodstock, NY 12498

  • 4 Beds
  • 2 Baths
  • 2,350 Sq Ft
  • Built 1964

  Last Sold Summary

  • 4% Above List Price
  • $351/SF
  • 17 Days On Market

  Last Listing Agent Leslie Foti Coldwell Banker Village Green

  16 Marko Grove, Woodstock, NY 12498
• 

  

  /24

  Est $498,760 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,279 Sq Ft

  296 Yerry Hill Rd, Woodstock, NY 12498

  296 Yerry Hill Rd, Woodstock, NY 12498
• 

  

  /25

  $479,500 Pending

  • 3 Beds
  • 1 Bath
  • 1,164 Sq Ft

  44 Overlook Dr, Woodstock, NY 12498

  Three bedroom, one bath, 1124 ft.2 in Woodstock. Walking distance to the Bearsville theater formally owned by Bob Dylan's manager, Albert Grossman with music and restaurants. New refrigerator, new dishwasher, stove like new ( three years old). Hot water tank(3 years old) microwave, new carpet, professionally painted inside and out, living room and large multi use room (could be 4th bedroom) not

  

  Qizhan Yao

  Realmart Realty, LLC

  (845) 419-4948

  44 Overlook Dr, Woodstock, NY 12498
• 

  

  /30

  $5,000 per month

  • 3 Beds
  • 2 Baths
  • 2,116 Sq Ft
  • House for Rent

  20 Sherman Rd, Woodstock, NY 12498

  A great opportunity to live, work, and play in Woodstock! This charming, 3 bed, 2 bath home, is located a stone's throw away from downtown Woodstock and offers a wonderful private spot to enjoy all the area has to offer. With plenty of light and open plan, this home features a first floor bedroom and full bathroom. Going up the renovated stairs, you will find two bedrooms and a newly added

  Victoria Stent Coldwell Banker Village Green

  20 Sherman Rd, Woodstock, NY 12498
• 

  

  /41

  $892,000 Sold Nov 04, 2025

  8 Pine Grove St, Woodstock, NY 12498

  • 5 Beds
  • 4 Baths
  • 2,426 Sq Ft
  • Built 1920

  Last Sold Summary

  • 10% Below List Price
  • $368/SF
  • 77 Days On Market

  Last Listing Agent Judy Steinfeld Halter Associates Realty

  8 Pine Grove St, Woodstock, NY 12498
• 

  

  /28

  Est $372,272 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,795 Sq Ft

  9 Pine Grove St, Woodstock, NY 12498

  9 Pine Grove St, Woodstock, NY 12498
• 

  

  /28

  $925,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,998 Sq Ft

  64 Lower Byrdcliffe Rd, Woodstock, NY 12498

  This historic Woodstock home, complete with a legal short-term rental license, is ready for its next chapter. Just a short distance from the iconic village green and the heart of Woodstock, this recently restored 1897 Arts and Crafts farmhouse offers both privacy and convenience on one of the town's most desirable streets - a truly rare combination that seldom becomes available. The charming

  Victoria Stent Coldwell Banker Village Green

  64 Lower Byrdcliffe Rd, Woodstock, NY 12498
• 

  

  /28

  $5,500 per month

  • 4 Beds
  • 2.5 Baths
  • 2,333 Sq Ft
  • House for Rent

  10 Purdy Hollow Rd, Woodstock, NY 12498

  Fully Furnished Winter Seasonal Rental Opportunity Embrace winter in the Catskills in this fully furnished, beautifully renovated cedar contemporary home, ideally located in the peaceful hamlet of Zena, just five minutes from the vibrant town of Woodstock. Situated on three private acres and directly across from the 60-acre Thorn Preserve, this sanctuary offers breathtaking views of the Catskill

  Sarah Stoudt Coldwell Banker Village Green

  10 Purdy Hollow Rd, Woodstock, NY 12498
• 

  $1,100,000 Sold Jul 10, 2025

  18 Maple Ln, Wood Stock, NY 12498

  • 6 Beds
  • 6 Baths
  • 4,400 Sq Ft
  • Built 1910

  Last Sold Summary

  • 14% Below List Price
  • $250/SF
  • 52 Days On Market

  Current Estimated Value $1,171,202

  Last Listing Agent Heidi Maloney Four Seasons Sothebys Intl

  18 Maple Ln, Wood Stock, NY 12498
• 

  

  /40

  Est $586,756 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  1979 Glasco Turnpike, Woodstock, NY 12498

  1979 Glasco Turnpike, Woodstock, NY 12498
• 

  

  /52

  $1,340,000

  • 2 Beds
  • 2 Baths
  • 1,560 Sq Ft

  66 Plochmann Ln, Woodstock, NY 12498

  So close yet so far away! Walk to town from your totally private and like-new timber frame home with soaring 23-foot ceilings and walls of windows to bring nature in. As you enter from one of Woodstock's most coveted roads, through the stately pillars, you will feel a sense of tranquility with nature on this 9.94-acre lot that is just a half mile from the village of Woodstock and less than a half

  Mercedes Ross Coldwell Banker Village Green

  66 Plochmann Ln, Woodstock, NY 12498
• 

  

  /13

  $2,900 per month

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • House for Rent

  88 Rock City Rd Unit 90, Woodstock, NY 12498

  Nestled just a half mile from the iconic Woodstock Village Green, this freestanding 2-bedroom, 1,200 sq ft cottage offers the perfect blend of privacy, comfort, and convenience. Whether you're seeking a furnished or unfurnished rental, this serene escape is move-in ready and thoughtfully appointed. Step into a sunlit great room featuring vaulted beamed ceilings, a stone fireplace with

  Michael Shaughnessy Halter Associates Realty Inc

  88 Rock City Rd Unit 90, Woodstock, NY 12498
• 

  $4,600,000 Sold Aug 25, 2025

  18 Striebel Rd, Woodstock, NY 12498

  • 4 Beds
  • 4 Baths
  • 3,899 Sq Ft
  • Built 1914

  Last Sold Summary

  • 8% Below List Price
  • $1,180/SF
  • 99 Days On Market

  Current Estimated Value $4,773,838

  Last Listing Agent Kathryn Johnson William Pitt Sothebys Int Rlty

  18 Striebel Rd, Woodstock, NY 12498
• 

  

  /31

  Est $674,743 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,756 Sq Ft

  328 Ohayo Mountain Rd, Woodstock, NY 12498

  328 Ohayo Mountain Rd, Woodstock, NY 12498
• 

  

  /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
• 

  

  /16

  $2,600 per month

  • 2 Beds
  • 1.5 Baths
  • 1,287 Sq Ft
  • House for Rent

  259 John Joy Rd, Woodstock, NY 12498

  2 bedroom farmhouse on beautiful John Joy Road available October 1st through May 31st for 6 months or more. Set toward the back of a 3 acre meadow far from the road and bordering a beautiful forest, this charming home is just a mile or so from Woodstock Day School and 3 miles to the Zena Democratic School. Relax on the deck and take in the change of seasons and wildlife that meanders through the

  Sean Zimmerman Halter Associates Realty

  259 John Joy Rd, Woodstock, NY 12498
• 

  

  /20

  $325,000 Sold Nov 04, 2025

  57 Overlook Dr, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 1,177 Sq Ft
  • Built 1955

  Last Sold Summary

  • 1% Below List Price
  • $276/SF
  • 33 Days On Market

  Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green

  57 Overlook Dr, Woodstock, NY 12498
• 

  

  /33

  Est $890,820 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,109 Sq Ft

  73 Ratterman Rd, Woodstock, NY 12498

  73 Ratterman Rd, Woodstock, NY 12498
• 

  

  /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
• 

  

  /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
• 

  

  /27

  $370,000 Sold Oct 31, 2025

  38 Arnold Dr, Woodstock, NY 12498

  • 3 Beds
  • 1.5 Baths
  • 1,365 Sq Ft
  • Built 1961

  Last Sold Summary

  • 14% Below List Price
  • $271/SF
  • 48 Days On Market

  Last Listing Agent Laura Prince Hudson Dwellings Realty

  38 Arnold Dr, Woodstock, NY 12498
• 

  

  /41

  Est $631,580 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,842 Sq Ft

  47 van de Bogart Rd, Woodstock, NY 12498

  47 van de Bogart Rd, Woodstock, NY 12498
• 

  

  /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
• 

  

  /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
• 

  $1,150,000 Sold Aug 22, 2025

  11 Louie Way, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 2,209 Sq Ft
  • Built 1988

  Last Sold Summary

  • 5% Above List Price
  • $521/SF
  • 31 Days On Market

  Last Listing Agent Gary Heckelman Halter Associates Realty Inc

  11 Louie Way, Woodstock, NY 12498
• 

  

  /26

  Not Listed For Sale

  TBD Yerry Hill Rd, Woodstock, NY 12498

  TBD Yerry Hill Rd, Woodstock, NY 12498
• 

  

  /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
• 

  

  /38

  $620,000 Sold Sep 26, 2025

  3 Oriole Dr, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 2,158 Sq Ft
  • Built 1967

  Last Sold Summary

  • 6% Above List Price
  • $287/SF
  • 32 Days On Market

  Current Estimated Value $612,429

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

  3 Oriole Dr, Woodstock, NY 12498
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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

Showing Results 1 - 40, Page 1 of 18