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Recently Sold Homes in 12409

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  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • 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
  • 617 Wittenberg Rd, Mount Tremper, NY 12457

    $550,000 Sold Mar 14, 2025

    • 1,789 Sq Ft
    • $307/SF
    • 157 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1928

    617 Wittenberg Rd, Mount Tremper, NY 12457

    This 1920’s Woodstock farmhouse is a must see. Situated on just under 2 acres and conveniently located near the villages of Woodstock, Boiceville, and Phoenicia. This 3 bed, 2 full bath home has frontage on the Little Beaver Kill and is surrounded by mature landscaping featuring an impressive garden with raised beds, bluestone rock walls, and three mini ponds. Step inside to discover a warm and

    Danielle Marchisella The Kinderhook Group, Inc.

    617 Wittenberg Rd, Mount Tremper, NY 12457
  • /38

    $550,000 Sold Mar 14, 2025

    • 997 Sq Ft
    • $552/SF
    • 178 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1928

    617 Wittenberg Rd, Mount Tremper, NY 12457

    This 1920's Woodstock farmhouse exudes charm and history, offering a unique opportunity for its next homeowner to embrace its character and tranquility. Situated on just under 2 acres and conveniently located near the villages of Woodstock, Boiceville, and Phoenicia, this 3 bedroom, 2 full bath home is surrounded by mature landscaping that adds to its allure Step inside to discover a warm and

    Danielle Marchisella The Kinderhook Group, Inc.

    617 Wittenberg Rd, Mount Tremper, NY 12457
  • /36

    $575,000 Sold Mar 05, 2025

    • 1,774 Sq Ft
    • $324/SF
    • 208 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1874

    7 Striebel Rd, Bearsville, NY 12409

    A rare stream side home in the heart of Bearsville, NY. Hidden from sight yet directly across the from the Bearsville Center and the Cub Market, this property is also very close to the NYC bus route. The vibrant Woodstock community is all within reach if you want, but the sounds and sights of the Sawkill Creek might just lull you into becoming a homebody! Quite a bit of stream frontage provides

    Amy Lonas Coldwell Banker Village Green

    7 Striebel Rd, Bearsville, NY 12409
  • /32

    $838,900 Sold Mar 04, 2025

    • 1,246 Sq Ft
    • $673/SF
    • 308 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1951

    79 Upper Byrdcliffe Way, Woodstock, NY 12498

    Quintessential compound on Woodstock's most iconic road in the historic Byrdcliffe Arts Colony. One of the original Woodstock Handmade homes with separate cottage is the perfect retreat. Perched on Mount Guardian, in the Arts and Craft style of the original Byrdcliffe colony, this home reflects the artistic origins and spirit of Woodstock. The main house lovingly built with hand hewn exposed

    Johanna Trimboli Halter Associates Realty

    79 Upper Byrdcliffe Way, Woodstock, NY 12498
  • /51

    $997,000 Sold Feb 05, 2025

    • 2,100 Sq Ft
    • $475/SF
    • 37 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1968

    249 Cooper Lake Rd, Bearsville, NY 12409

    Discover your sanctuary in the heart of the Catskills. This 4-bedroom, 3.5-bathroom home offers total tranquility just minutes from the Village of Woodstock.As you enter through the driveway gates you will be greeted by established landscaping with a nice sense of privacy. The grounds provide space for outdoor activities, gardening or simply to enjoy nature. Upon entering home, you

    Melissa Zoe Hirsch Coldwell Banker Village Green

    249 Cooper Lake Rd, Bearsville, NY 12409
  • /40

    $775,000 Sold Jan 30, 2025

    • 2,780 Sq Ft
    • $279/SF
    • 106 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1935

    13 16 Torn Hill Rd, Bearsville, NY 12409

    Welcome to Sunshine Cottages, a unique opportunity to own a two-home property in the heart of Woodstock that is available for the first time in 15 years. This charming estate comes with a coveted and transferable Airbnb permit, making it an ideal investment for those looking to enjoy and share the beauty of the Catskills.Nestled on 2.82 private acres and at the end of a dead-end road, the

    Leslie Foti Coldwell Banker Village Green

    13 16 Torn Hill Rd, Bearsville, NY 12409
  • /37

    $952,500 Sold Dec 11, 2024

    • 1,152 Sq Ft
    • $827/SF
    • 36 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1986

    53 Blueberry Hill Rd, Bearsville, NY 12409

    This newly renovated, charming log home offers the perfect balance of rustic charm and modern up-grades. Nestled at the end of a private road, it's just three miles from the vibrant Village of Woodstock. Originally built by the same hands that logged Blueberry Hill, this authentic log cabin has been uniquely updated while maintaining its original character.The main floor features an inviting

    Diana Polack Compass Greater NY, LLC

    53 Blueberry Hill Rd, Bearsville, NY 12409
  • /42

    $460,000 Sold Nov 26, 2024

    • 749 Sq Ft
    • $614/SF
    • 23 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1934

    285 Wittenberg Rd, Bearsville, NY 12409

    Once home to a renowned artist, this entirely reimagined boho cabin embodies the spirit of modern Woodstock living. Designed with a mix of rustic wood and monochromatic hues, natural light pours in from every angle, conveying a sense of tranquility throughout. Drop your boots on the covered front porch and enter the home's open flow interior. A large stone hearth and Morsø wood stove anchor the

    Megan Collum Anatole House LLC

    285 Wittenberg Rd, Bearsville, NY 12409
  • /2

    $1,517,860 Sold Nov 26, 2024

    • 2,624 Sq Ft
    • $578/SF
    • 108 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1775

    286 Cooper Lake Rd, Bearsville, NY 12409

    Reimagined from an original 1775 barn on Cooper Lake Road in Woodstock, this home is set back from the road and sited on 44.3 pristine acres with trails leading to 800+ ft of Cooper Lake frontage. Legal access to the water's edge provides picnicking, camping and stargazing opportunities overlooking the water and mountain views beyond. The house with its distinctive and rustic rough cut wood

    Amy Lonas Coldwell Banker Village Green

    286 Cooper Lake Rd, Bearsville, NY 12409
  • /40

    $683,500 Sold Nov 22, 2024

    • 1,748 Sq Ft
    • $391/SF
    • 67 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1983

    3906 New York 212, Lake Hill, NY 12448

    This Woodstock sanctuary, in an incredibly serene spot, is close to Cooper Lake and hidden from the road. A unique blend of rustic accents with modern conveniences including a 2 car garage makes this house an ideal weekend getaway or full time staycation home. The fully paved circular driveway creates a grand entrance and once at the house, one can't help but take a deep breath as you take in the

    Amy Lonas Coldwell Banker Village Green

    3906 New York 212, Lake Hill, NY 12448
  • /38

    $825,000 Sold Oct 31, 2024

    • 2,040 Sq Ft
    • $404/SF
    • 110 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1890

    59 Hutchin Hill Rd, Bearsville, NY 12409

    Fall in love with this charming 1890 farmhouse, a timeless gem nestled perfectly across from a rushing stream. Steeped in history and character, this home offers a unique blend of vintage charm and modern convenience.The bluestone patio invites you to enjoy the sounds of the stream, providing a peaceful retreat for relaxation or entertaining guests. Imagine sipping your morning coffee or

    Joan Capria Four Seasons Sotheby's Int'l R

    59 Hutchin Hill Rd, Bearsville, NY 12409
  • 0 Wittenberg Rd Unit KEYH6302035, Woodstock, NY 12498

    $550,000 Sold Oct 30, 2024

    • Land
    • 100 Acres
    • $5,500 per Acre
    • 64 Days On Market

    0 Wittenberg Rd Unit KEYH6302035, Woodstock, NY 12498

    100 acres: Untamed woodland, sacred Forest-graced by Little Bear Paw Creek, whose rushing year-round mountain waters cascade down over stone outcroppings, sheer cliffs, and gentle pools, bisecting this enchanted property which is decorated with many mysterious stone cairns whose origins remain a puzzle, perhaps built by pre-European Tribes, or field-clearing farmers, the true builders remain a

    Sean Zimmerman Halter Associates Realty Inc

    0 Wittenberg Rd Unit KEYH6302035, Woodstock, NY 12498
  • /17

    $550,000 Sold Oct 30, 2024

    • Land
    • 100 Acres
    • $5,500 per Acre
    • 63 Days On Market

    0 Lot Jonet Ln, Woodstock, NY 12409

    100 acres: Untamed woodland, sacred Forest-graced by Little Bear Paw Creek, whose rushing year-round mountain waters cascade down over stone outcroppings, sheer cliffs, and gentle pools, bisecting this enchanted property which is decorated with many mysterious stone cairns whose origins remain a puzzle, perhaps built by pre-European Tribes, or field-clearing farmers, the true builders remain a

    Sean Zimmerman Halter Associates Realty

    0 Lot Jonet Ln, Woodstock, NY 12409
  • 15 Manitou Way, Bearsville, NY 12409

    $980,000 Sold Oct 28, 2024

    • 2,356 Sq Ft
    • $416/SF
    • 93 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1996

    15 Manitou Way, Bearsville, NY 12409

    Welcome to this unique geodesic dome home with stunning mountain views and a saltwater pool on four wooded acres in Bearsville, minutes from the heart of Woodstock. This 3 bed 2.5 bath house was built in the spirit of Woodstook Handmade Homes, and blends modern amenities with nature's tranquility.The breathtaking twenty-foot domed ceiling (recently redone including a new roof) is the heart

    Catherine Quintard Compass Greater NY, LLC

    15 Manitou Way, Bearsville, NY 12409
  • /34

    $517,625 Sold Feb 06, 2025

    • 1,329 Sq Ft
    • $389/SF
    • 30 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1981

    618 Wittenberg Rd, Mount Tremper, NY 12457

    Check out this 3 BR - 2 Bath charmer in the town of Woodstock—just 8 minutes to the Village Green. The great room has skylights with lots of natural light. Cozy up to the wood burning stove on these cold winter nights, or after a long day of skiing at Belleayre. The kitchen is well appointed with tons of cabinet space, a large island with a cook stove, a refrigerator/freezer, and built-in oven

    Sharon Breslau BHHS HUDSON VALLEY PROP-WDST

    618 Wittenberg Rd, Mount Tremper, NY 12457
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