Woodstock, NY Homes

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  $525,000 Under Contract

  • 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
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  /15

  $3,800 per month

  • 2 Beds
  • 1 Bath
  • 956 Sq Ft
  • House for Rent

  35 Race Track Rd, Bearsville, NY 12409

  Sweet bungalow in Bearsville available for rent and move in ready. Down private country lane situated next to lovely stream on almost 3 acres minutes to the center of Woodstock sits this remodeled 2 Bd/ 1 Ba home with polished concrete floors and perfectly furnished with a modern aesthetic. Sit on your covered deck looking out into the Catskill forest. Lounge in your cozy living room beside your

  Johanna Trimboli Halter Associates Realty

  35 Race Track Rd, Bearsville, NY 12409
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  /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 $262,078

  Last Listing Agent James Murphy Patty Conti Realty Group LLC

  23 Cottonwood Ln, Woodstock, NY 12498
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  /43

  Est $510,593 Not Listed For Sale

  11 Coyote Ct, Saugerties, NY 12477

  • 3 Beds
  • 2 Baths
  • 1,386 Sq Ft
  • Built 1988

  11 Coyote Ct, Saugerties, NY 12477

  Last Sold Summary

  • 2% Above List Price
  • $361/SF
  • 83 Days On Market

  Last Sold Price $500,000

  Last Listing Agent Kimberly Perry Howard Hanna Rand Realty
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  /52

  $1,340,000 Pending

  • 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
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  /8

  $1,700 per month

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Apartment for Rent

  47 Tinker St Unit 1, Woodstock, NY 12498

  Discover quintessential Woodstock living in this beautifully renovated one bedroom apartment situated in the heart of town. Perched in the vibrant center of Woodstock, this residence offers the perfect blend of artistic community spirit and small town charm. Recently updated throughout, the apartment boasts modern comforts while maintaining the character that makes Woodstock so special. Walking

  Derek Greene Greene Realty Group

  47 Tinker St Unit 1, Woodstock, NY 12498
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  /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

  Current Estimated Value $803,723

  Last Listing Agent Leslie Foti Coldwell Banker Village Green

  16 Marko Grove, Woodstock, NY 12498
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  /35

  Est $629,183 Not Listed For Sale

  41 Pond Park Rd Unit A, Woodstock, NY 12498

  • 2 Beds
  • 2 Baths
  • 1,466 Sq Ft
  • Built 1988

  41 Pond Park Rd Unit A, Woodstock, NY 12498

  Last Sold Summary

  • 1% Above List Price
  • $426/SF
  • 27 Days On Market

  Last Sold Price $625,000

  Last Listing Agent Ellen Osgood Coldwell Banker Village Green
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  /33

  $649,000

  • 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
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  /36

  $22,500 per month

  • 4 Beds
  • 2 Baths
  • 1,499 Sq Ft
  • House for Rent

  55 Nordic Dr, Woodstock, NY 12498

  *SUMMER RENTAL* (AVAIL May 25 - Sep 7, 2026) // This unique hilltop property includes two separate structures -- a beautifully designed three-bedroom main house and a private loft guest house offering flexible space so you have accommodations for up to 10+ guests. Tucked away on a private hilltop ridge just under three miles from the pulse of Woodstock, 55 Nordic Drive is a secluded Catskills

  Alexis Li Corcoran Country Living

  55 Nordic Dr, Woodstock, NY 12498
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  /50

  $976,000 Sold Jan 29, 2026

  13 16 Torn Hill Rd, Bearsville, NY 12409

  • 4 Beds
  • 2.5 Baths
  • 2,780 Sq Ft
  • Built 1935

  Last Sold Summary

  • 12% Below List Price
  • $351/SF
  • 60 Days On Market

  Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green

  13 16 Torn Hill Rd, Bearsville, NY 12409
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  Not Listed For Sale

  31 Joy Ridge, Woodstock, NY 12498

  • 3 Beds
  • 3 Baths
  • 2,268 Sq Ft
  • Built 1992

  31 Joy Ridge, Woodstock, NY 12498

  Last Sold Summary

  • $392/SF
  • 37 Days On Market

  Last Sold Price $889,000

  Last Listing Agent Catherine Quintard Compass Greater NY, LLC
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  /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
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  /8

  $1,975 per month

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Apartment for Rent

  18 Rock City Rd Unit A, Wood Stock, NY 12498

  Beautifully renovated 1-bedroom, 1-bath home in the heart of Woodstock, just 90 miles from NYC. Ideally located in downtown Woodstock, walking distance to restaurants, bars, shops, markets, bakeries, pharmacies, galleries, cinema, and theater. Originally an 1890s farmhouse, this unit has been thoughtfully reimagined with a bright, open-concept layout featuring expansive windows, a spacious living

  James Angelakis BHHS HUDSON VALLEY PROP-WDST

  18 Rock City Rd Unit A, Wood Stock, NY 12498
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  /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 $891,792

  Last Listing Agent Judy Steinfeld Halter Associates Realty

  8 Pine Grove St, Woodstock, NY 12498
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  Not Listed For Sale

  250 MacDaniel Rd, Woodstock, NY 12498

  • 1 Bed
  • 1 Bath
  • 846 Sq Ft
  • Built 1984

  250 MacDaniel Rd, Woodstock, NY 12498

  Last Sold Summary

  • $617/SF
  • 46 Days On Market

  Last Sold Price $522,000

  Last Listing Agent Darlene Griffin Halter Associates Realty
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  /39

  $1,495,000 Under Contract

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

  529 Mount Guardian Rd, Woodstock, NY 12409

  Welcome to the Mount Guardian Modern. Positioned on nearly four acres on Mount Guardian, this Woodstock contemporary is the rare new construction that gets everything right: the siting, the light, the materials, the silence. Completed in 2021, it offers three bedrooms, three bathrooms, and 2,064 square feet of architecture that feels both intentional and effortless, anchored by a first-floor

  Laurie Ylvisaker Coldwell Banker Village Green

  529 Mount Guardian Rd, Woodstock, NY 12409
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  /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
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  $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 $1,104,792

  Last Listing Agent Heidi Maloney Four Seasons Sothebys Intl

  18 Maple Ln, Wood Stock, NY 12498
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  /29

  Not Listed For Sale

  3555 Route 212, Woodstock, NY 12498

  • 2 Beds
  • 1 Bath
  • 1,162 Sq Ft
  • Built 1915

  3555 Route 212, Woodstock, NY 12498

  Last Sold Summary

  • $430/SF
  • 52 Days On Market

  Last Sold Price $500,000

  Last Listing Agent Julie Senecal Grist Mill Real Estate
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  /42

  $1,195,000 Pending

  • 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
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  /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
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  /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

  Current Estimated Value $526,013

  Last Listing Agent Fawn Denue Keller Williams Realty HV Nort

  5 Violet Place, Woodstock, NY 12498
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  /40

  Not Listed For Sale

  3906 New York 212, Lake Hill, NY 12448

  • 3 Beds
  • 2 Baths
  • 1,748 Sq Ft
  • Built 1983

  3906 New York 212, Lake Hill, NY 12448

  Last Sold Summary

  • $391/SF
  • 67 Days On Market

  Last Sold Price $683,500

  Last Listing Agent Amy Lonas Coldwell Banker Village Green
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  /31

  $525,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,130 Sq Ft

  233 Wittenberg Rd, Bearsville, NY 12409

  Picture yourself in this charming 1940 cottage with a roaring fire in its fieldstone double-height fireplace. If that doesn't capture your heart, the open living and dining areas with birch beamed ceilings will. Large expanses of windows flood the space with light, adding more charm essential to modern living. A wonderfully convenient full bath with claw-foot tub adds to the easy living. The

  Henry Ford Coldwell Banker Village Green

  233 Wittenberg Rd, Bearsville, NY 12409
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  /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
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  $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 $4,561,886

  Last Listing Agent Kathryn Johnson William Pitt Sothebys Int Rlty

  18 Striebel Rd, Woodstock, NY 12498
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  /26

  Not Listed For Sale

  TBD Yerry Hill Rd, Woodstock, NY 12498

  TBD Yerry Hill Rd, Woodstock, NY 12498

  Last Sold Summary

  • 2 Days On Market

  Last Sold Price $475,000

  Last Listing Agent Bruce Stalnaker Coldwell Banker Village GreenN
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  /27

  $949,000 Pending

  • 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
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  /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
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  /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 $349,216

  Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green

  57 Overlook Dr, Woodstock, NY 12498
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  /35

  Est $1,239,677 Not Listed For Sale

  2680 Glasco Turnpike, Wood Stock, NY 12498

  • 4 Beds
  • 2.5 Baths
  • 2,075 Sq Ft
  • Built 1898

  2680 Glasco Turnpike, Wood Stock, NY 12498

  Last Sold Summary

  • 3% Above List Price
  • $578/SF
  • 56 Days On Market

  Last Sold Price $1,200,000

  Last Listing Agent Kelcey Otten Compass Greater NY, LLC
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  /38

  $889,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,200 Sq Ft

  52 Meher Cir, Woodstock, NY 12498

  Discover a private retreat in the Catskills where tranquility and nature surround you. Located on a quiet lane with no passing traffic, this sun-filled contemporary home offers modern comfort and outdoor enjoyment. The first floor features vaulted ceilings, skylights, and an open layout that brings in abundant natural light. Two bedrooms, a full bathroom, and a convenient laundry area complete

  Steven DiLorenzo Compass Greater NY LLC

  52 Meher Cir, Woodstock, NY 12498
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  /49

  $5,500 per month

  • 3 Beds
  • 2 Baths
  • 1,342 Sq Ft
  • House for Rent

  299 Wittenberg Rd, Bearsville, NY 12409

  Luxury 3-Bed, 2-Bath Spa Retreat on over 6 Acres - Jet Tub, Sauna, Fire Pit & Handcrafted Natural Design Just 10 minutes from the heart of Woodstock and 5 minutes from the Bearsville Theater and restaurants, this stunning 3-bedroom, 2-bath retreat combines luxury, craftsmanship, and nature in perfect harmony. Every detail has been thoughtfully designed using only natural materials - stone, wood,

  Susanna Scott-Mitchell Compass Greater NY, LLC

  299 Wittenberg Rd, Bearsville, NY 12409
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  /34

  $800,000 Sold Dec 17, 2025

  3251 Route 212, Bearsville, NY 12409

  • 2 Beds
  • 2 Baths
  • 1,850 Sq Ft
  • Built 1925

  Last Sold Summary

  • 3% Above List Price
  • $432/SF
  • 62 Days On Market

  Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green

  3251 Route 212, Bearsville, NY 12409
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  Est $687,040 Not Listed For Sale

  12 Tannery Brook Rd, Wood Stock, NY 12498

  • Studio
  • 2 Baths
  • 1,269 Sq Ft
  • Built 1975

  12 Tannery Brook Rd, Wood Stock, NY 12498

  Last Sold Summary

  • 6% Below List Price
  • $512/SF

  Last Sold Price $650,000

  Last Listing Agent Gary Heckelman Past Member
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  /30

  $898,000

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  14 Old Forge Rd, Woodstock, NY 12498

  PROPERTY HIGHLIGHTS. Big ''Tiny House'': Designed for people who love Small Efficient Spaces, by the Water, with Mountain Views, enjoy living ''uncarred'', in the most Central Location in Woodstock. Layout: 2 bedrooms and 2 bathrooms. Exceptionally rare Climate Resilient Construction featuring Steel floor and ceiling joists with comprehensive Energy Efficient Upgrades throughout. INTERIOR

  Danielle Sevier Compass Greater NY, LLC

  14 Old Forge Rd, Woodstock, NY 12498
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  $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
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  /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 $385,134

  Last Listing Agent Laura Prince Hudson Dwellings Realty

  38 Arnold Dr, Woodstock, NY 12498
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  /30

  Not Listed For Sale

  18 Rock City Rd, Wood Stock, NY 12498

  • 3 Beds
  • 3 Baths
  • 2,683 Sq Ft
  • Built 1890

  18 Rock City Rd, Wood Stock, NY 12498

  Last Sold Summary

  • $261/SF
  • 132 Days On Market

  Last Sold Price $700,000

  Last Listing Agent Judy Steinfeld Halter Associates Realty

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