Woodstock, NY Homes

• 

  

  

  /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
• 

  

  

  /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
• 

  

  

  /39

  $585,000

  Sold Sep 12, 2025

  148 Hutchin Hill Rd, Shady, NY 12409

  • 2 Beds
  • 1 Bath
  • 1,039 Sq Ft
  • Built 1949

  Last Sold Summary

  • 2% Below List Price
  • $563/SF
  • 76 Days On Market

  Current Estimated Value $622,820

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

  148 Hutchin Hill Rd, Shady, NY 12409
• 

  

  

  /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
• 

  

  

  /19

  $425,000

  Under Contract

  • 2 Baths
  • 959 Sq Ft

  125 Tinker St, Woodstock, NY 12498

  Prime Income Property | Vacant Woodstock 2-Family OpportunityDelivered Vacant--maximize your portfolio's ROI from day one. Savvy investors and owner-occupants, take note: this exceptionally located 2-family property offers immediate cash-flow potential with zero tenant transition hassle. Set your own market-rate rents right away in the high-demand Woodstock Hamlet rental market. The

  Peter Cantine Halter Associates Realty

  125 Tinker St, Woodstock, NY 12498
• 

  

  /42

  $590,000

  Sold May 13, 2026

  83 Ratterman Rd, Woodstock, NY 12498

  • 5 Beds
  • 2.5 Baths
  • 1,939 Sq Ft
  • Built 1964

  Last Sold Summary

  • 8% Below List Price
  • $304/SF
  • 97 Days On Market

  Current Estimated Value $605,940

  Last Listing Agent Edwin Maldonado Howard Hanna Rand Realty

  83 Ratterman Rd, Woodstock, NY 12498
• 

  

  /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
• 

  

  /14

  $395,000

  $45K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 841 Sq Ft

  57 Ohayo Mountain Rd, Woodstock, NY 12498

  CHARMING WOODSTOCK VILLAGE COTTAGE - NEW ROOF AND GUTTERS NOW INCLUDED! Here's your chance to own an authentic Woodstock retreat in the heart of the Hudson Valley's most coveted small town.Just moments from the village center, this cozy, character-filled cottage offers the perfect blend of vintage charm and everyday comfort. The one-bedroom, one-bath layout is thoughtfully expanded by a

  Laurie Osmond BHHS HUDSON VALLEY PROP-WDST

  57 Ohayo Mountain Rd, Woodstock, NY 12498
• 

  $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 $1,711,724

  Last Listing Agent Baris Demirel Serhant LLC

  15-17 Broadview Rd, Woodstock, NY 12498
• 

  

  /32

  Est $1,452,492

  Not Listed For Sale

  54 Shultis Farm Rd, Bearsville, NY 12409

  • 5 Beds
  • 4 Baths
  • 3,722 Sq Ft
  • Built 1952

  54 Shultis Farm Rd, Bearsville, NY 12409

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent Christina Sellers Keller Williams Realty HV Nort
• 

  

  /32

  $730,000

  $30K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,416 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
• 

  

  /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 $556,701

  Last Listing Agent Amy Lonas Coldwell Banker Village Green

  2059 Glasco Turnpike, Woodstock, NY 12498
• 

  

  /32

  Est $2,600,135

  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
• 

  

  /31

  $647,000

  $112K 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
• 

  

  /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
• 

  

  /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
• 

  

  /38

  $725,000

  • 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
• 

  

  /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
• 

  

  /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
• 

  

  /25

  $535,000

  $14K PRICE DROP Pending

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

  208 Tinker St, Woodstock, NY 12498

  TURNKEY WOODSTOCK COTTAGE. A deep violet front door opens to a rustic ''mudroom'' with a bluestone floor and a closet for your outdoor gear. The kitchen, with its Liebherr and Bosch appliances, custom cabinetry with pantry, stylish lighting fixtures, radiant heat, beamed ceiling with a skylight - leads into a light-filled Living/Dining/Den space with original wide-plank wood floors, ceiling fan

  Marilyn Heir BHHS HUDSON VALLEY PROP-WDST

  208 Tinker St, 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
• 

  

  /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
• 

  

  /29

  $399,999

  Pending

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  21 Overlook Dr, Woodstock, NY 12498

  A sweet bright ranch in a friendly neighborhood, only a skip and a jump from the center of Woodstock. Located on one of the largest lots in the area with several majestic oaks and lots of room to roam. There's also space for a sizeable garden. Inside you will find an open plan living and dining area with an adjacent kitchen. The previous garage was converted into a large living space. On the

  Jasmine Jordaan Halter Associates Realty

  21 Overlook Dr, 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 $780,510

  Last Listing Agent Leslie Foti Coldwell Banker Village Green

  4 Munchkin Ln, Kingston, NY 12401
• 

  

  /29

  Est $564,294

  Not Listed For Sale

  12 Niles Dr, Woodstock, NY 12498

  • 3 Beds
  • 3 Baths
  • 2,029 Sq Ft
  • Built 1970

  12 Niles Dr, Woodstock, NY 12498

  Last Sold Summary

  • 97 Days On Market

  Last Listing Agent Melissa Stella DeForest Coldwell Banker Village GreenK
• 

  

  /32

  $799,000

  $100K PRICE INCREASE

  • 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
• 

  /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 $1,624,827

  Last Listing Agent Victoria Stent Coldwell Banker Village Green

  16 Juniper Ln, Woodstock, NY 12498
• 

  

  /27

  Est $631,701

  Not Listed For Sale

  3 Niles Dr, Woodstock, NY 12498

  • 3 Beds
  • 2.5 Baths
  • 2,012 Sq Ft
  • Built 1966

  3 Niles Dr, Woodstock, NY 12498

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Richard Vizzini Corcoran Country Living
• 

  

  /39

  $529,000

  Open Thu 3PM - 5PM $21K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,644 Sq Ft

  404 John Joy Rd, Woodstock, NY 12498

  Gracious gentleman's farm set on 3.4 beautiful park-like acres located on the much desired John Joy Road. This nearly 2700 sq ft. 3 bedroom, (with potential for a 4th) 2 bath home is ready for renovation and personalization to make it your own. Property features an in-ground pool bordered by stunning rock outcroppings and perennial garden, and a 24 x 30 white oak barn ready for your horses and

  David Kent WILLIAM KENT INC

  404 John Joy 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
• 

  

  /20

  Est $737,366

  Not Listed For Sale

  162 Sherman Rd, Kingston, NY 12401

  • 3 Beds
  • 2 Baths
  • 2,173 Sq Ft
  • Built 1966

  162 Sherman Rd, Kingston, NY 12401

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Luis Cabrera Amodio Real Estate & Prop
• 

  

  /49

  $1,495,000

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

  41 Wittenberg Rd, Bearsville, NY 12409

  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, centered

  Michelle Bergkamp William Pitt Sotheby's Interna

  41 Wittenberg Rd, Bearsville, NY 12409
• 

  

  /67

  $667,000

  Sold Sep 05, 2025

  33 Cottonwood Ln, Woodstock, NY 12498

  • 3 Beds
  • 2 Baths
  • 1,973 Sq Ft
  • Built 1965

  Last Sold Summary

  • 33% Below List Price
  • $338/SF
  • 259 Days On Market

  Current Estimated Value $710,226

  Last Listing Agent Amy Lonas Coldwell Banker Village Green

  33 Cottonwood Ln, Woodstock, NY 12498
• 

  

  /47

  Est $900,297

  Not Listed For Sale

  36 Lund Ct, Woodstock, NY 12498

  • 4 Beds
  • 2.5 Baths
  • 2,673 Sq Ft
  • Built 1984

  36 Lund Ct, Woodstock, NY 12498

  Last Sold Summary

  • 42 Days On Market

  Last Listing Agent Luis Cabrera Amodio Real Estate & Prop
• 

  

  /23

  $600,000

  $150K PRICE DROP Pending

  • Land
  • 5.45 Acres
  • $110,092 per Acre

  326 Raycliffe Dr, Woodstock, NY 12498

  Discover a rare opportunity to own 5.45 acres atop one of Woodstock's most coveted locations. This private, east-facing lot offers panoramic views that stretch endlessly over the Catskill Mountains, providing an awe-inspiring backdrop for your dream home. With the space and natural beauty to build a sleek, modern estate, this land is the perfect canvas for a luxury retreat. Surrounded by the

  Alexis Li Corcoran Country Living

  326 Raycliffe Dr, Woodstock, NY 12498
• 

  

  /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
• 

  

  /49

  Est $612,890

  Not Listed For Sale

  70 Vandebogart Rd, Woodstock, NY 12498

  • 4 Beds
  • 2 Baths
  • 1,960 Sq Ft
  • Built 1963

  70 Vandebogart Rd, Woodstock, NY 12498

  Last Sold Summary

  • 61 Days On Market

  Last Listing Agent Dominique Musialkiewicz Howard Hanna Rand Realty
• 

  

  /27

  $699,000

  $51K PRICE DROP

  • 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
• 

  

  /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 $1,016,120

  Last Listing Agent Laura Warren Coldwell Banker Village Green

  2565 Route 212, Woodstock, NY 12498
• 

  

  /37

  Est $644,674

  Not Listed For Sale

  22 Oriole Dr, Woodstock, NY 12498

  • 4 Beds
  • 2.5 Baths
  • 2,609 Sq Ft
  • Built 1964

  22 Oriole Dr, Woodstock, NY 12498

  Last Sold Summary

  • 65 Days On Market

  Last Listing Agent Patty Kowatch Keller Williams Realty HV Nort

Showing Results 81 - 120, Page 3 of 18