107

Recently Sold Woodstock Homes

Section Image
  • /67

    $667,000 Sold Sep 05, 2025

    • 1,973 Sq Ft
    • $338/SF
    • 259 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1965

    33 Cottonwood Ln, Woodstock, NY 12498

    OPEN HOUSE! 7/5/2025 from 11:00 AM- 1:00 PM! Come check out this amazing property! The perfect Upstate compound. Located in one of the most beautiful locations in Woodstock, this 3 bedroom 2 bath home includes a new 550 square ft guest house for a total of 1973 square feet, an in-ground pool and many recent upgrades and improvements. Just across the way from the Thorne Preserve with its

    Amy Lonas Coldwell Banker Village Green

    33 Cottonwood Ln, Woodstock, NY 12498
  • /54

    $1,250,000 Sold Sep 04, 2025

    • 2,640 Sq Ft
    • $473/SF
    • 60 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1986

    208 Grogkill, Woodstock, NY 12498

    OPEN HOUSE! 7/5/2025 from 11:00 AM to 2:00 PM. Come check out the amazing views!Perfectly positioned in the sought-after community of Grog Kill, this mountain retreat, midway between Woodstock and Phoenicia, offers complete privacy and sweeping Catskill Mountain views. Set on 9.5 acres, the home features 33 thoughtfully placed windows and doors that bathe the interior in natural light and

    Amy Lonas Coldwell Banker Village Green

    208 Grogkill, Woodstock, NY 12498
  • /61

    $2,250,000 Sold Sep 03, 2025

    • 3,200 Sq Ft
    • $703/SF
    • 10 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2024

    6 W Ohayo Mountain Rd, Bearsville, NY 12409

    Where timeless design meets sophisticated luxury.Meticulously rebuilt from the ground up by its owners and their design team, this extraordinary 3,200-square-foot residence seamlessly blends the charm of traditional country living with contemporary elegance and cutting-edge amenities. Configured as a four-bedroom, three-and-a-half-bathroom home, every corner reflects thoughtful

    Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

    6 W Ohayo Mountain Rd, Bearsville, NY 12409
  • /22

    $425,000 Sold Sep 03, 2025

    • 1,140 Sq Ft
    • $373/SF
    • 55 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1970

    512 Watson Woods, Lake Hill, NY 12448

    Tucked away off a long private road, this lovely ranch is surrounded by mature trees and natural beauty, offering the perfect blend of privacy and serenity. Pride of ownership is evident throughout—from the immaculate exterior to the inviting interior. Whether you're searching for a full-time residence or a peaceful weekend escape, this home is sure to exceed expectations.As you arrive,

    Megan Rios Berardi Realty

    512 Watson Woods, Lake Hill, NY 12448
  • /35

    $700,000 Sold Aug 27, 2025

    • 1,248 Sq Ft
    • $561/SF
    • 36 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1955

    78 Ratterman Rd, Woodstock, NY 12498

    Just moments from the heart of Woodstock, this thoughtfully sited property on 1.5 acres offers exceptional privacy and the ease of one-level living. Set back from the road and enveloped by nature, the home exudes a sense of calm from the moment you step through the front door.Built in 1955, this cedar-sided ranch has the subtle mid-century sensibility and sun-drenched interiors. The home

    Leslie Foti Coldwell Banker Village Green

    78 Ratterman Rd, Woodstock, NY 12498
  • /33

    $225,000 Sold Aug 26, 2025

    • 704 Sq Ft
    • $320/SF
    • 61 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1966

    23 Cottonwood Ln, Woodstock, NY 12498

    Located down private country lane with the Sawkill Creek across lane. Beautiful setting for this two bedroom ranch home that is all cabin feel. Dead end lane with only 5 homes on it. Beautiful location and setting. Easy drive to Woodstock, Hurley and Kingston. Close to Ashokan Reservoir. Just across from entrance to Cottonwood is 60 acre Thorne Preserve with hiking trails. Home and appliances

    James Murphy Patty Conti Realty Group LLC

    23 Cottonwood Ln, Woodstock, NY 12498
  • /36

    $1,404,000 Sold Aug 25, 2025

    • 2,390 Sq Ft
    • $587/SF
    • 31 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1988

    97 Raycliffe Dr, Woodstock, NY 12498

    Commanding bold views of the Catskills, this sleek Woodstock retreat redefines luxury. Nestled on a quiet dead-end road, its 6 acres set amidst verdant forests and rolling hills, this architectural masterpiece seamlessly blends modern elegance with the rugged charm of its natural surroundings. Its interiors are adorned with rich textures and thoughtful details, creating a harmonious balance

    Richard Vizzini Corcoran Country Living

    97 Raycliffe Dr, Woodstock, NY 12498
  • 18 Striebel Rd, Woodstock, NY 12498

    $4,600,000 Sold Aug 25, 2025

    • 3,899 Sq Ft
    • $1,180/SF
    • 99 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1914

    18 Striebel Rd, Woodstock, NY 12498

    Nestled in the heart of Woodstock, this extraordinary 70+ acre estate is a rare offering of artistic heritage, architectural beauty, and serene natural surroundings. Known as The Stone House on Striebel Road, this iconic bluestone compound has stood at the crossroads of music, literature, and counterculture for over a century.Built in 1914 as a country retreat, the main Stone House

    Kathryn Johnson William Pitt Sothebys Int Rlty

    18 Striebel Rd, Woodstock, NY 12498
  • /39

    $1,150,000 Sold Aug 22, 2025

    • 2,209 Sq Ft
    • $521/SF
    • 32 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1988

    11 Louie Way, Woodstock, NY 12498

    A spectacular view of Bass Meadow and mountains is just one of the highpoints of this beautiful Cape Cod home on 6.1 acres located a few miles from Woodstock Village. From the home's wraparound stone patio and large windows, imagine looking out at a serene 70-acre vista of meadow and woods that is protected from development. This lovely, turnkey 2209-square-foot home features an open-plan living

    Gary Heckelman Halter Associates Realty

    11 Louie Way, Woodstock, NY 12498
  • /40

    $1,055,000 Sold Aug 20, 2025

    • 1,589 Sq Ft
    • $664/SF
    • 34 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2016

    10 Magnolia Trail, Woodstock, NY 12498

    Tucked away at the end of a long, meandering private drive, this country retreat offers the opportunity to embrace serenity, privacy, and refined rural living. Set on an idyllic 4.4-acre parcel, this residence was designed to harmonize effortlessly with the surrounding woodlands.The home's expansive picture windows and open-concept great room create a seamless flow between indoors and

    Joseph Satto Fresh Air Realty

    10 Magnolia Trail, Woodstock, NY 12498
  • /28

    $503,650 Sold Aug 14, 2025

    • 1,867 Sq Ft
    • $270/SF
    • 93 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1955

    44 Mink Hollow Rd, Willow, NY 12495

    Charming sun-drenched ranch in the Woodstock hamlet of Lake Hill. Nestled among towering pines and lush rhododendrons, this delightful ranch offers a perfect blend of comfort, convenience, and natural beauty. A long, private driveway welcomes you to this deceptively spacious home, offering over 1,860 square feet of single-level living. Inside, the expansive living room is bathed in natural light

    Lisa Halter Halter Associates Realty

    44 Mink Hollow Rd, Willow, NY 12495
  • /37

    $745,000 Sold Aug 13, 2025

    • 1,498 Sq Ft
    • $497/SF
    • 86 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1922

    2366 Glasco Turnpike, Woodstock, NY 12498

    In the heart of the storied Byrdcliffe Colony, you will find this classic Woodstock retreat.Cited perfectly on 2 landscaped acres, featuring flowering trees , fruit trees and a variety of seasonal blooms.Just one mile from the center of town and everything Woodstock has to offer.Four bedrooms and 2 Full baths provide room and comfort for family and friends.Heated and plumbed

    Margo Obourn Win Morrison Realty - W

    2366 Glasco Turnpike, Woodstock, NY 12498
  • /39

    $999,000 Sold Aug 08, 2025

    • 3,010 Sq Ft
    • $332/SF
    • 38 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1967

    115 Jones Quarry Rd, Woodstock, NY 12498

    Recipe for a stunning contemporary home...Take one solid, classic, ranch, in an extraordinary setting just 2 miles from the iconic Village of Woodstock! Add approximately 1,500 sq ft of beautiful and thoughtfully designed additions and voila!....You have this extraordinary and stunning Contemporary!Discover this exceptional 3-bedroom, 2-bath contemporary home nestled on 2.38 beautifully

    Margo Obourn Win Morrison Realty - W

    115 Jones Quarry Rd, Woodstock, NY 12498
  • /32

    $1,800,000 Sold Aug 06, 2025

    • 2,247 Sq Ft
    • $801/SF
    • 21 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1989

    11 Lion's Way, Bearsville, NY 12409

    This unique home blends nature with breathtaking views, high design, a whimsical feel, along with modern efficient systems that will leave you in awe. Nestled on a secluded 47-acre property just minutes from the heart of Woodstock Village, this Mountainside Retreat is perfectly situated above Cooper Lake, offering long-distance views of some of the most sought-after peaks in the Catskills,

    Sheena Lepez Compass Greater New York, LLC

    11 Lion's Way, Bearsville, NY 12409
  • /16

    $195,000 Sold Aug 01, 2025

    • Land
    • 5 Acres
    • $35,846 per Acre
    • 74 Days On Market

    5305 New York 212, Mount Tremper, NY 12457

    Amazing secluded 5.5 acre wooded lot in dream location. Minutes to Phoenicia and Woodstock. A Site has been cleared and is ready to build your Catskill Mountain Dream Home. Quiet Gated deeded road from Route 212 that meanders through the pristine forest and opens out to the level area to build on. Full year round views with some tree editing. Walk to The PINES for Dinner. World famous

    Faye Storms Ruth Gale Realty

    5305 New York 212, Mount Tremper, NY 12457
  • /44

    $1,700,000 Sold Jul 31, 2025

    • 2,210 Sq Ft
    • $769/SF
    • 29 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1995

    299 California Quarry Rd, Woodstock, NY 12498

    Live an Elevated Life!Perched high on iconic Overlook Mountain near the end of a private road — just minutes from the heart of Woodstock—this striking Modern contemporary home delivers jaw-dropping, panoramic views that stretch from the Catskills to the Hudson River, including Mohonk and the Ashokan Reservoir. It's the ultimate mountaintop escape: private, peaceful, and designed for

    Lisa Cooper Serhant LLC

    299 California Quarry Rd, Woodstock, NY 12498
  • /47

    $367,000 Sold Jul 28, 2025

    • 894 Sq Ft
    • $411/SF
    • 70 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1954

    30 Dixon Ave, Woodstock, NY 12498

    Charming 3-Bedroom Ranch in Prime Woodstock Location! 30 Dixon Ave in Woodstock is a sunny, well-maintained 3 bedroom, 1 bath ranch that sits on a quiet street just minutes from the heart of Woodstock. With single level living and community rich location, it offers a rare opportunity to own a home in this special part of the Hudson Valley.Sold As Is the home retains much of its

    Darlene Griffin Halter Associates Realty

    30 Dixon Ave, Woodstock, NY 12498
  • /26

    $510,000 Sold Jul 28, 2025

    • 1,912 Sq Ft
    • $267/SF
    • 204 Days On Market
    • 4 Beds
    • 1 Bath
    • Built 1926

    386 Wittenberg Rd, Bearsville, NY 12409

    This charming 1926 Craftsman in Woodstock, NY has been patiently waiting for its next chapter. With a little TLC, it has the bones, location, and timeless appeal to become a truly special home. Step back in time as you enter this classic residence, rich in character and craftsmanship rarely found today. Imagine cozy evenings by the fireplace, surrounded by original details just waiting to be

    Melissa Zoe Hirsch Coldwell Banker Village Green

    386 Wittenberg Rd, Bearsville, NY 12409
  • /35

    $2,300,000 Sold Jul 25, 2025

    • 2,896 Sq Ft
    • $794/SF
    • 28 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1995

    150 Meads Mountain Rd, Woodstock, NY 12498

    Perched high on Overlook Mountain just a mile from the heart of Woodstock, this striking contemporary residence—designed and built in 1995 by the iconic Bananas of Woodstock—is a rare architectural gem that seamlessly blends creativity, quality, and comfort.Privately sited among the trees, the home's unique design is constructed with steel beams throughout, cleverly concealed beneath rich

    Melissa Mayes Serhant LLC

    150 Meads Mountain Rd, Woodstock, NY 12498
  • /27

    $650,000 Sold Jul 25, 2025

    • 850 Sq Ft
    • $765/SF
    • 43 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1974

    30 Little Deer Rd, Mount Tremper, NY 12457

    30 Little Deer Rd — Redefining ''Cabin Fever'' in Style.Welcome to your chic, modern escape nestled on three private, wooded acres in Mount Tremper, just minutes from the vibrant village of Woodstock. This stunning cabin has undergone a full top-to-bottom renovation, transforming the traditional cabin experience into a luxurious retreat.Thoughtfully designed and impeccably

    Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

    30 Little Deer Rd, Mount Tremper, NY 12457
  • /18

    $301,250 Sold Jul 25, 2025

    • 1,266 Sq Ft
    • $238/SF
    • 32 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1961

    24 Overlook Dr, Woodstock, NY 12498

    Create Your Dream Home in Woodstock - Perfect for DIY Enthusiasts! Embrace the opportunity to finish this one-level, 3-bedroom home in the heart of Woodstock. With renovations already underway, this property is ideal for hands-on buyers ready to bring their vision to life.The flexible extra room offers endless possibilities—finish it out for additional living space, convert it back into a

    Laura Haney Halter Associates Realty

    24 Overlook Dr, Woodstock, NY 12498
  • /30

    $735,000 Sold Jul 24, 2025

    • 2,280 Sq Ft
    • $322/SF
    • 105 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2016

    86 Baumgarten Rd, Woodstock, NY 12498

    A One-of-a-Kind Renovated Barn & Creative Haven in WoodstockSet on three peaceful acres with a small stream and meandering mossy paths, this beautifully renovated 1910 barn blends historic charm with modern upgrades. Designed as both a unique home and an inspiring creative space, this property has been meticulously upgraded with radiant heating, all-new insulation, updated

    Baris Demirel Serhant LLC

    86 Baumgarten Rd, Woodstock, NY 12498
  • /27

    $550,000 Sold Jul 18, 2025

    • 2,425 Sq Ft
    • $227/SF
    • 813 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1915

    623 Wittenberg Rd, Bearsville, NY 12409

    Circa 1915 Woodstock Victorian built to a high standard and grand scale, set amidst groves of towering pines and massive old-growth black locust trees. This stunner features 3-plus bedrooms, 2.5 baths and a multi-columned wraparound rocking chair porch with mahogany decking and original wainscoting. A small anteroom leads to two parlors in the original structure. High ceilings, bay windows and

    Peter Cantine Halter Associates Realty

    623 Wittenberg Rd, Bearsville, NY 12409
  • 18 Maple Ln, Wood Stock, NY 12498

    $1,100,000 Sold Jul 10, 2025

    • 4,400 Sq Ft
    • $250/SF
    • 52 Days On Market
    • 6 Beds
    • 6 Baths
    • Built 1910

    18 Maple Ln, Wood Stock, NY 12498

    Welcome to an exceptional investment opportunity nestled in the heart of the iconic Woodstock Village. This unique 4 family property offers an enticing package for investors, with potential for conversion into a boutique hotel. Spanning .75 acres, the property boasts a quartet of beautifully maintained apartments, each with its own charm and character.The crown jewel of the estate is a

    Heidi Maloney Four Seasons Sothebys Intl

    18 Maple Ln, Wood Stock, NY 12498
  • /53

    $1,100,000 Sold Jul 10, 2025

    • 6,600 Sq Ft
    • $167/SF
    • 44 Days On Market
    • 6 Beds
    • 6 Baths
    • Built 1910

    18 Maple Ln, Wood Stock, NY 12498

    Welcome to an exceptional investment opportunity nestled in the heart of the iconic Woodstock Village. This unique 4 family property offers an enticing package for investors, with potential for conversion into a boutique hotel. Spanning .75 acres, the property boasts a quartet of beautifully maintained apartments, each with its own charm and character.The crown jewel of the estate is a

    Mario Geissler Four Seasons Sotheby's Int'l R

    18 Maple Ln, Wood Stock, NY 12498
  • /6

    $180,000 Sold Jul 03, 2025

    • Land
    • 14 Acres
    • $12,978 per Acre
    • 67 Days On Market

    Tbd Cooper Lake Rd, Bearsville, NY 12409

    Cooper Lake Road is an idyllic place to build your dream house and weekend getaway. 13+ acres of privacy and natural surroundings. A perfect blend of seclusion, convenience and an abundance of hard scrape materials add to the unique layout of the land. This property offers a desirable location and is only 5 minutes to the vibrant Village of Woodstock.

    Valerie Cashen Coldwell Banker Village Green

    Tbd Cooper Lake Rd, Bearsville, NY 12409
  • /24

    $1,194,000 Sold Jun 27, 2025

    • 1,923 Sq Ft
    • $621/SF
    • 31 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1976

    46 John Joy Rd, Woodstock, NY 12498

    Experience the Best of Upstate Living in the Heart of Woodstock!Discover this enchanting four-bedroom, two-bathroom home located on one of Woodstock's most sought-after streets. Privately set back from the road and directly across from the storied Thorne Preserve, with its scenic trails and sweeping views of Overlook Mountain, this turnkey residence offers both privacy and direct access

    Ashley Prather Corcoran Country Living

    46 John Joy Rd, Woodstock, NY 12498
  • /24

    $469,500 Sold Jun 27, 2025

    • 682 Sq Ft
    • $688/SF
    • 33 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1930

    61 Ohayo Mountain Rd, Woodstock, NY 12498

    Quintessential Woodstock cottage right in town Live in the center of the iconic Woodstock with so much history and amazing Hudson Valley offerings.Tucked down a quiet drive is this perfectly appointed and move in ready 1 Bd/1 Ba home with loft for extra space. Hardwood floors throughout, custom bathroom, cute country kitchen, this sweet home has it all. Spiral staircase leads to loft space that

    Johanna Trimboli Halter Associates Realty

    61 Ohayo Mountain Rd, Woodstock, NY 12498
  • /44

    $990,000 Sold Jun 26, 2025

    • 2,264 Sq Ft
    • $437/SF
    • 35 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1978

    14 Wardwell Ln, Woodstock, NY 12498

    Discover the perfect blend of charm and convenience at this beautiful Woodstock residence! With 4 bedrooms and 2.5 modern bathrooms, this home offers a sanctuary where comfort meets contemporary living. This home boasts a spacious open floor plan ideal for vibrant gatherings or tranquil relaxation.Step inside to find a large kitchen ready to inspire your culinary adventures, complemented by

    Stacey Anderson BHHS HUDSON VALLEY PROP-WDST

    14 Wardwell Ln, Woodstock, NY 12498
  • /47

    $949,000 Sold Jun 17, 2025

    • 1,684 Sq Ft
    • $564/SF
    • 57 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1985

    45 Rose Ln, Bearsville, NY 12409

    This is it! The country home you've always dreamed of is finally here. Located on nearly four sprawling acres, this exquisite home is filled with charm and beauty...Drive along Cooper Lake Road, Woodstock's most stunning road, to arrive at the idyllic Rose Lane. At the end of this quiet, private lane is your own personal oasis.... Follow the long driveway to your country dream home, designed

    Greg Berardi Berardi Realty

    45 Rose Ln, Bearsville, NY 12409
  • /33

    $925,000 Sold Jun 16, 2025

    • 2,138 Sq Ft
    • $433/SF
    • 21 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1976

    9 Shady Ln, Bearsville, NY 12409

    Beautiful and spacious and flooded with light! That is 9 Shady Lane to a tee! This contemporary two-story currently has three bedrooms (originally 4!) and is situated perfectly on three wooded acres and a well-cared-for private road. Enter through the bridged walkway into the mudroom with a large closet that is ever-so-convenient, and down a gallery hallway to the chefs kitchen with its custom

    Casey Kearns Past Member

    9 Shady Ln, Bearsville, NY 12409
  • /43

    $2,700,000 Sold Jun 13, 2025

    • 3,390 Sq Ft
    • $796/SF
    • 209 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1945

    2655 Glasco Turnpike, Woodstock, NY 12498

    This 1930s rustic cabin has been transformed into a Luxurious Modern Woodstock Log Home, just minutes from town yet completely private. The 3,390-square foot space, equipped with Smart Home features, has been lovingly updated. The charm of this home is evident from the moment you enter the vestibule. You are welcomed by radiant bluestone floors and inviting warm colors, creating an immediate

    Richard Vizzini Corcoran Country Living

    2655 Glasco Turnpike, Woodstock, NY 12498
  • /24

    $884,500 Sold Jun 12, 2025

    • 2,757 Sq Ft
    • $321/SF
    • 249 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2000

    347 W Saugerties Woodstock Rd, Woodstock, NY 12498

    Nestled near the heart of Woodstock, this charming four-bedroom, two and a half bathroom house offers a perfect blend of tranquility and convenience. As you approach the property, you'll be greeted by breathtaking views of Overlook Mountain, setting the stage for the serenity that awaits.Situated on over five acres of land, this home provides the ultimate retreat from the hustle and bustle of

    Pieta Williams Halter Associates Realty

    347 W Saugerties Woodstock Rd, Woodstock, NY 12498
  • 36 Playhouse Ln, Woodstock, NY 12498

    $426,000 Sold Jun 11, 2025

    • 2,404 Sq Ft
    • $177/SF
    • 48 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1961

    36 Playhouse Ln, Woodstock, NY 12498

    This home is situated in a nice residential neighborhood minutes to Woodstock Playhouse and downtown Woodstock. Close to NY State thruway. Home needs updating kitchen, baths and cosmetics. This property is being sold as is inspections for informational purposes only. Make all offers accordingly. ACEPTED OFFER SHOW FOR BACK UP ONLY. Additional Information: HeatingFuel:Oil Below

    Frank Tangredi Frank Tangredi Realty Company

    36 Playhouse Ln, Woodstock, NY 12498
  • /32

    $1,450,000 Sold May 28, 2025

    • 3,722 Sq Ft
    • $390/SF
    • 35 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1952

    54 Shultis Farm Rd, Bearsville, NY 12409

    Nestled at the end of a private road, this beautifully maintained 5 bedroom, 4 bath stream-side sanctuary offers the perfect blend of seclusion, luxury, and convenience, just minutes from the vibrant town of Woodstock. Set on 3 acres of lush, private land, this home is designed for those seeking a peaceful retreat while still being close to everything the Catskills have to offer. Originally

    Christina Sellers Keller Williams Realty HV Nort

    54 Shultis Farm Rd, Bearsville, NY 12409
  • /34

    $925,000 Sold May 28, 2025

    • 1,875 Sq Ft
    • $493/SF
    • 16 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1988

    252 John Joy Rd, Woodstock, NY 12498

    Nestled on one of Woodstock's most sought-after roads, this stunning three-bedroom, two-bath contemporary home, with over 2,000 square feet of finished space, harmoniously blends modern design, thoughtful updates, and serene natural surroundings. Privately situated on 3.17 acres, custom trails, a boardwalk, and a tent platform are installed, making it a nature lover's dream. The striking

    Leslie Foti Coldwell Banker Village Green

    252 John Joy Rd, Woodstock, NY 12498
  • 181 Silver Hollow Rd, Willow, NY 12495

    $675,000 Sold May 27, 2025

    • 1,660 Sq Ft
    • $407/SF
    • 177 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1978

    181 Silver Hollow Rd, Willow, NY 12495

    Just 2 hours from NYC and privately set on over 3.5 Acres this 2-story contemporary was redesigned by the present owner with an architectural eye. Pleasing layout, tasteful woodwork, lots of light, a modern dream house for a country retreat. Just 10 minutes to the village of Woodstock, on a beautiful, quiet, dead end road you can enjoy sprawling lawns, woods and a path to the year round creek.

    Fred Waring Corcoran Country Living

    181 Silver Hollow Rd, Willow, NY 12495
  • /31

    $915,000 Sold May 09, 2025

    • 2,892 Sq Ft
    • $316/SF
    • 163 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1990

    40 Grove Rd, Willow, NY 12495

    Discover Willow's Creekside, a one-of-a-kind property offering the perfect balance between seclusion and convenience. Tucked away on just over 6 acres, this incredible retreat is bordered by the Beaverkill Stream and thousands of acres of NYS forever wild land, providing endless trails for hiking and exploration. While it feels like a true nature escape, you're still just minutes from the vibrant

    Sheena Lepez BHHS HUDSON VALLEY PROP-WDST

    40 Grove Rd, Willow, NY 12495
  • 363 Cold Brook Rd, Bearsville, NY 12409

    $850,000 Sold May 08, 2025

    • 3,126 Sq Ft
    • $272/SF
    • 117 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1985

    363 Cold Brook Rd, Bearsville, NY 12409

    Discover this expansive contemporary residence, perfectly situated just 5 miles from Bearsville Theater. Enjoy an ideal blend of work and leisure. The open floor plan features vaulted ceilings, warm wood interiors, and a stunning stone fireplace, creating an inviting atmosphere ideal for entertaining. Two spacious in-home offices and a finished studio above the two-car garage provide flexibility

    Carol Spirig Halter Associates Realty Inc

    363 Cold Brook Rd, Bearsville, NY 12409
  • /22

    $340,000 Sold Apr 30, 2025

    • 1,720 Sq Ft
    • $198/SF
    • 110 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1860

    2411 Glasco Turnpike, Woodstock, NY 12498

    ACCEPTED OFFER with MULTIPLE BACKUP OFFERS.. NO MORE SHOWINGS Fixer Upper Glasco Turnpike 1955 Rambling Cape Cod. 3 Bedrooms, 2 Baths, Lower Level and Finished Attic. Close to Town. Lots of possibilities for this property. Mechanicals in Good Shape. Good Bones. Needs Cosmetic Upgrades. Deck Needs Replacement. Electric and Water ON. CASH ONLY. ''AS IS'' Sale. Call Listing Agent for Accompanied

    Gail Saucier BHHS HUDSON VALLEY PROP-R

    2411 Glasco Turnpike, Woodstock, NY 12498

Showing Results 1 - 40, Page 1 of 3

Frequently Asked Questions

What is the average time to sell a house in Woodstock, NY?
The houses for sale in Woodstock, NY spend an average of 96 days on the market.
What is the number of active homes for sale in Woodstock, NY?
There are 40 active homes for sale in Woodstock, NY.

Home Trends in Woodstock, NY

Housing Trends

Median Sale Price
$752,500
Median Single Family Sale Price
$850,000
Median Townhouse Sale Price
$857,000
Average Price Per Sq Ft
$488
Number of Homes for Sale
40
Last 12 months Home Sales
131
Months of Supply
3.70
Median List Price
$898,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
4%
How to Buy a Home How to Finance a Home How to Sell a Home