Homes in ZIP Code 12498

• 

  

  

  /42

  $550,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,064 Sq Ft

  46 Whitney Dr, Woodstock, NY 12498

  Set on a peaceful .83-acre parcel in the coveted Zena neighborhood, this beautifully maintained raised ranch offers the perfect blend of privacy, comfort, and proximity to town. Just minutes from the heart of Woodstock, the home is surrounded by mature trees and the quiet charm.This pristine 3-bedroom raised ranch offers wood floors throughout the main level and a spacious primary suite

  

  Amy Lonas

  Coldwell Banker Village Green

  (845) 379-3077

  46 Whitney Dr, Woodstock, NY 12498
• 

  

  

  /20

  $18,467 per month

  • 4 Beds
  • 4 Baths
  • Condo for Rent

  28 Holiday Dr Unit ID1300133P, Woodstock, NY 12498

  Feel at home in 'Casa Reál,' an exquisite 4-bedroom, 4-bathroom ranch vacation rental in Woodstock. This mid-century home is situated on a semi-private lot with scenic tree views.This unique home features a fire pit with Adirondack chairs, a newly renovated kitchen, bathrooms, and outdoor spaces, and a baby grand piano. The home includes mid-century modern furnishings, a sunken living room, a

  28 Holiday Dr Unit ID1300133P, 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 $278,910

  Last Listing Agent James Murphy Patty Conti Realty Group LLC

  23 Cottonwood Ln, Woodstock, NY 12498
• 

  

  

  /29

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,162 Sq Ft

  3555 Route 212, Woodstock, NY 12498

  3555 Route 212, Woodstock, NY 12498
• 

  

  

  /47

  $549,000 Pending

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

  2059 Glasco Turnpike, Woodstock, NY 12498

  Just five minutes from the heart of the Village, this enchanting Woodstock retreat offers a rare blend of privacy, character, and convenience. With picturesque views of Overlook Mountain from the front of the home and a peaceful panorama of meadow, pond, woodlands, and perennial gardens unfolding across the rear acreage, the setting is both serene and inspiring.The home is rich in authentic

  

  Amy Lonas

  Coldwell Banker Village Green

  (845) 447-9002

  2059 Glasco Turnpike, Woodstock, NY 12498
• 

  

  /28

  $6,500 per month

  • 3 Beds
  • 4 Baths
  • 3,330 Sq Ft
  • House for Rent

  106 Mountain Laurel Ln, Woodstock, NY 12498

  A truly one-of-a-kind residence and rare opportunity, this exceptional home offers a seamless blend of architecture and art in the heart of Woodstock, walking distance to Tinker Street, yet set privately on 1.73 secluded acres just minutes from the village.Designed as a fusion of a Frank Lloyd Wright–inspired contemporary addition and an original Buckminster Fuller–style geodesic dome, the

  Ashley Olson Minard eXp Realty

  106 Mountain Laurel Ln, 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
• 

  

  /36

  Est $822,375 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,796 Sq Ft

  32 W Hurley Rd, Woodstock, NY 12498

  32 W Hurley Rd, Woodstock, NY 12498
• 

  

  /31

  $799,000 Pending

  • 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
• 

  

  /54

  $16,000 per month

  • 4 Beds
  • 3.5 Baths
  • 3,100 Sq Ft
  • House for Rent

  70 Raybrook Dr, Woodstock, NY 12498

  Welcome to a home where contemporary elegance seamlessly blends with the tranquil beauty of nature. Nestled among lush greenery and towering pines, this stunning residence, worthy of features in top architectural publications, offers an unmatched living experience. At the end of a quiet, winding drive, this property reveals breathtaking views of a dramatic wooded hillside cascading down to a

  Melissa Zoe Hirsch Coldwell Banker Village Green

  70 Raybrook Dr, 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

  Current Estimated Value $900,757

  Last Listing Agent Judy Steinfeld Halter Associates Realty

  8 Pine Grove St, Woodstock, NY 12498
• 

  

  /26

  Not Listed For Sale

  TBD Yerry Hill Rd, Woodstock, NY 12498

  TBD Yerry Hill Rd, Woodstock, NY 12498
• 

  

  /42

  $1,195,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,942 Sq Ft

  178 Chestnut Hill Rd, Woodstock, NY 12498

  Discover the epitome of modern luxury in this brand new build, with a sleek aesthetic that seamlessly blends style and comfort. Using ecological and state of the art building practices highlighted by exceptional craftsmanship and distinctive design. Ascend an impressive switchback floating staircase to a stunning wall of windows that flood the open concept, living, kitchen, and dining area with

  Richard Vizzini Corcoran Country Living

  178 Chestnut Hill Rd, Woodstock, NY 12498
• 

  

  /12

  $1,600 per month

  • 1 Bath
  • 400 Sq Ft
  • Apartment for Rent

  20 Tannery Brook Rd Unit 6, Woodstock, NY 12498

  This cozy studio is available in the center of Woodstock, with the backyard bordering the Millstream. Thoroughly renovated from top to bottom, this beautiful third floor space is offered fully furnished. Dining, galleries, entertainment and shopping right outside your door, steps from the Trailways bus stop which will have you to NYC in 2 hours. Utilities included. No pets.

  Sarah Finch The Kinderhook Group, Inc.

  20 Tannery Brook Rd Unit 6, 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 $1,112,622

  Last Listing Agent Heidi Maloney Four Seasons Sothebys Intl

  18 Maple Ln, Wood Stock, 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
• 

  

  /21

  $525,000

  • 4 Beds
  • 1.5 Baths
  • 1,669 Sq Ft

  78 van de Bogart Rd, Woodstock, NY 12498

  Located on quiet road just minutes from the heart of Woodstock, 78 Van de Bogart Road offers the perfect blend of mid-century charm and modern convivence This home sits on a premier corner one acre lot, meticulously landscaped to provide both curb appeal and a serene, private sanctuary. The upper level of this raised ranch features an open, airy layout designed to bring the outside indoors. The

  Melissa Zoe Hirsch Coldwell Banker Village Green

  78 van de Bogart Rd, 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
• 

  

  /41

  $530,000 Sold Dec 19, 2025

  5 Violet Place, Woodstock, NY 12498

  • 3 Beds
  • 1.5 Baths
  • 1,804 Sq Ft
  • Built 1963

  Last Sold Summary

  • 2% Below List Price
  • $294/SF
  • 33 Days On Market

  Last Listing Agent Fawn Denue Keller Williams Realty HV Nort

  5 Violet Place, 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
• 

  

  /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
• 

  

  /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
• 

  $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 $4,715,422

  Last Listing Agent Kathryn Johnson William Pitt Sothebys Int Rlty

  18 Striebel Rd, Woodstock, NY 12498
• 

  

  /24

  Est $758,801 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
• 

  

  /33

  $649,000 Under Contract

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

  18 Country Club Ln, Woodstock, NY 12498

  Welcome to 18 Country Club Lane. Located less than half a mile from the picturesque Village of Woodstock, this thoughtfully reimagined property offers easy access to shops, restaurants, fitness studios, playgrounds, and nearby nature trails, all just minutes from your front door. Designed by architects, the half-acre property includes two buildings and blends comfort, character, and modern

  Leslie Foti Coldwell Banker Village Green

  18 Country Club Ln, 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
• 

  

  /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

  Current Estimated Value $341,842

  Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green

  57 Overlook Dr, Woodstock, NY 12498
• 

  

  /35

  Est $1,829,509 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
• 

  

  /32

  $585,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,783 Sq Ft

  110 Mill Hill Rd, Woodstock, NY 12498

  Can it get more magical than this? This property is a dream for anyone seeking a blend of artistic history and natural serenity. Experience true tranquility in a historic stone home where the landscape is the star. This property offers the rare opportunity to own both sides of the stream, ensuring total privacy for your morning dips in your private swimming holes. Host gatherings on the expansive

  Karen Sullivan Coldwell Banker Village GreenK

  110 Mill Hill Rd, 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
• 

  

  /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

  Current Estimated Value $383,851

  Last Listing Agent Laura Prince Hudson Dwellings Realty

  38 Arnold Dr, Woodstock, NY 12498
• 

  

  /20

  Not Listed For Sale

  TBD Jessop Rd, Woodstock, NY 12498

  TBD Jessop Rd, Woodstock, NY 12498
• 

  

  /27

  $949,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,552 Sq Ft

  58 Jones Quarry Rd, Woodstock, NY 12498

  Set on over four acres just minutes from the heart of Woodstock, this contemporary retreat offers the perfect balance of modern living and a deep connection to nature. Thoughtfully designed for both comfort and flexibility, the home features three bedrooms and three bathrooms with a light-filled, open layout that encourages connection to the outdoors. The main level offers a full bathroom,

  Michelle Bergkamp William Pitt Sotheby's Interna

  58 Jones 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
• 

  $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
• 

  

  /32

  Est $1,010,024 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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  Not Listed For Sale

  0 Wittenberg Rd Unit KEYH6302035, Woodstock, NY 12498

  0 Wittenberg Rd Unit KEYH6302035, Woodstock, NY 12498

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