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Recently Sold Woodstock, NY Homes

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  • /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
  • /35

    $703,000 Sold Jul 24, 2025

    • 1,436 Sq Ft
    • $490/SF
    • 29 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1972

    23 Maurizi Ln, Woodstock, NY 12498

    Searching for the perfect blend of style, comfort, and convenience? It's here! This remarkable contemporary in one of Woodstock's most sought-after neighborhoods is ready to welcome you home. Set on a spacious and private 1.34-acre lot, this beautifully maintained four-bedroom, 2.5-bath residence offers a seamless mix of modern updates and inviting charm.The heart of the home is the

    Melissa Mayes Serhant LLC

    23 Maurizi Ln, 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
  • /21

    $592,000 Sold Jul 23, 2025

    • 1,388 Sq Ft
    • $427/SF
    • 42 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1963

    20 Park Dr, Woodstock, NY 12498

    Discover the perfect blend of comfort and charm in this 4-bedroom, 2-bath split-level ranch nestled in Woodstock, NY. Thoughtfully designed, this home features an open-concept kitchen, living, and dining space that's perfect for both relaxed living and seamless entertaining. The kitchen offers a large island, quartz counter tops, stainless steel appliances, and ample cabinet space which makes

    Richard Vizzini Corcoran Country Living

    20 Park Dr, Woodstock, NY 12498
  • /39

    $380,000 Sold Jul 23, 2025

    • 1,568 Sq Ft
    • $242/SF
    • 46 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1964

    176 W Hurley Rd, Woodstock, NY 12498

    Situated on a generous lot in a fantastic location close to schools, shopping, restaurants, and easy commuting routes, this home is a rare find with tons of potential. A true diamond in the rough, this 1964 ranch home is just waiting for some cosmetic creativity to bring it to life. Step inside to discover a spacious, functional layout featuring a large living area, original hardwood floors, 3

    Gail Cadden Coldwell Banker Village Green

    176 W Hurley 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
  • /23

    $660,000 Sold Jul 01, 2025

    • 2,057 Sq Ft
    • $321/SF
    • 33 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1945

    58 Maverick Rd, Woodstock, NY 12498

    This enchanting Woodstock abode has a story dating back to 1875; first as a barn for the neighboring property and then as a dance studio. In the 1940's it was converted to this rare barn-style home that honors Woodstock's artistic vision and singularity. Meticulously updated over the years while preserving its vintage allure. Rustic yet gracious with an open vaulted great room anchored by a

    Ita McAteer BHHS HUDSON VALLEY PROP-WDST

    58 Maverick Rd, Woodstock, NY 12498
  • /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
  • /77

    $2,000,000 Sold Jun 26, 2025

    • 2,801 Sq Ft
    • $714/SF
    • 19 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1874

    657 Zena Rd, Woodstock, NY 12498

    This historically significant 1700's Woodstock Farmstead and beautifully appointed guest house featured in Elle Decor Magazine combines classic American roots with modern country living and a touch of international elegance. Lovingly cared for both inside and out with thoughtfully designed updates and gardens, including an English-made Hartley greenhouse, abundant fruit trees and exquisite

    Amy Lonas Coldwell Banker Village Green

    657 Zena 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 Corcoran Country Living

    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
  • /22

    $700,000 Sold Jun 03, 2025

    • 1,691 Sq Ft
    • $414/SF
    • 87 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1930

    25 Windwood Ln, Woodstock, NY 12498

    Nestled on a quiet country road just minutes from the heart of Woodstock sits a charming circa 1930 ranch. This home exudes timeless appeal, with its warm stone facade and inviting 3 season room that features mahogany floors. Beckoning you to sit and savor a moment of tranquility, basking in the mountain views. Enjoy one level living with a thoughtful floor plan. The spacious kitchen seamlessly

    Richard Vizzini Corcoran Country Living

    25 Windwood 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
  • 5 Lazy Brook Ln, Woodstock, NY 12498

    $440,000 Sold May 16, 2025

    • 2,480 Sq Ft
    • $177/SF
    • 12 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1960

    5 Lazy Brook Ln, Woodstock, NY 12498

    On arriving at 5 Lazy Brook Lane, you’ll love the privacy of this cul-de-sac setting, welcoming you home to nearly 2,500 square feet of beautifully updated living space. Step inside this spacious, one-level home and be greeted by brand-new flooring, fresh white cabinetry, and modern fixtures that bring a bright and contemporary feel. As you move through the home, you'll appreciate its open

    Christian Baez Keller Williams Hudson Valley

    5 Lazy Brook Ln, Woodstock, NY 12498
  • /54

    $445,000 Sold May 14, 2025

    • 960 Sq Ft
    • $464/SF
    • 68 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1977

    203 Maverick Rd, Woodstock, NY 12498

    Discover the perfect Catskill retreat in this charming, authentic log cabin Maverick home, nestled in the tranquil woods of West Hurley. Just minutes from the artistic and historic hub of Woodstock and only two hours from New York City, this meticulously maintained home offers a rare combination of privacy, natural beauty, and timeless craftsmanship. Tucked away from the road on a gently sloping

    Eric Amaral Coldwell Banker Village Green

    203 Maverick Rd, Woodstock, NY 12498
  • /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
  • 1183-1185 Wittenberg Rd, Mount Tremper, NY 12457

    $515,000 Sold Apr 29, 2025

    • 3,954 Sq Ft
    • $130/SF
    • 151 Days On Market
    • 10 Beds
    • 3 Baths
    • Built 1924

    1183-1185 Wittenberg Rd, Mount Tremper, NY 12457

    In the charming Town of Woodstock on a picturesque country road you will find this exceptional multi residential opportunity on an expansive 6-acre parcel. This property comprises of three unique structures: the main house, the guest house and the great wooden barn with an artist loft. Let’s begin with the guest house, it offers an open floor plan with the primary floor encompassing 3/4 bedrooms,

    Roadman Etienne BHHS Hudson Valley Properties

    1183-1185 Wittenberg Rd, Mount Tremper, NY 12457
  • /47

    $530,000 Sold Apr 25, 2025

    • 1,158 Sq Ft
    • $458/SF
    • 178 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1964

    33 Whitney Dr, Woodstock, NY 12498

    Sought-After Woodstock Mid-Century Raised RanchExperience the unique character and tranquility of this Woodstock gem, where mid-century design meets modern comfort. This move-in ready, 1,820 square foot 1964 mid-century raised ranch is nestled in a peaceful, quiet neighborhood in the highly sought-after Woodstock area. This home features 4 bedrooms and 2 full bathrooms, offering ample space for

    Benjamin Armento Coldwell Banker Village Green

    33 Whitney Dr, Woodstock, NY 12498
  • /38

    $699,000 Sold Apr 23, 2025

    • 2,548 Sq Ft
    • $274/SF
    • 55 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1970

    31 Carey Dr, Woodstock, NY 12498

    Are you searching for the perfect blend of style, comfort, and convenience? Look no further! This stunning Colonial in one of Woodstock's most sought-after neighborhoods is now on the market, and it's ready to welcome you home. Imagine stepping into this lovingly maintained and beautifully updated four-bedroom, 2.5-bath residence, nestled on a spacious lot (1.44 acres) that offers both room to

    Michael Carr eXp Realty

    31 Carey Dr, Woodstock, NY 12498
  • /13

    $385,000 Sold Apr 23, 2025

    • 1,304 Sq Ft
    • $295/SF
    • 140 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1962

    28 Arnold Dr, Woodstock, NY 12498

    This raised ranch is perfectly located in a quiet Woodstock neighborhood with low Hurley taxes. It's walking distance to the New York City bus route; Maverick Concerts is just down the road; Woodstock shopping and restaurants are five minutes by car (20 minutes by bike); and it's less than 15 minutes from Thruway Exit 19. The house features a large screen porch for summer evenings, a sunny

    Thomas Pignone Green Ventures Realty

    28 Arnold Dr, Woodstock, NY 12498
  • /31

    $978,000 Sold Apr 21, 2025

    • 3,502 Sq Ft
    • $279/SF
    • 12 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1920

    38 Vandebogart Rd, Woodstock, NY 12498

    Enchanting Woodland Retreat with Guest House & Studio: Tucked away on just over two acres of serene, wooded landscape, this one-of-a-kind property offers the perfect blend of privacy, charm, and modern convenience just minutes from the vibrant town of Woodstock. With a beautifully designed main house, a separate two-story guest house, and an inspiring studio space above a heated two-car garage,

    Alexis Li Corcoran Country Living

    38 Vandebogart Rd, Woodstock, NY 12498
  • /35

    $1,238,500 Sold Apr 17, 2025

    • 2,719 Sq Ft
    • $455/SF
    • 277 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1979

    238 the Middle Way, Mount Tremper, NY 12457

    Above the historic village of Woodstock, amid the pristine wilderness of the Catskill Mountain State Park, this hillside retreat embodies the serene beauty of its magnificent, natural surroundings. From inside and out, enjoy the soft summer dusk, the crimson tapestry of fall, the shimmering of crisp snowfall--whatever the season, the views are to buy for. This custom-built home and studio/guest

    Carol Spirig Halter Associates Realty

    238 the Middle Way, Mount Tremper, NY 12457
  • /58

    $1,199,000 Sold Apr 04, 2025

    • 1,890 Sq Ft
    • $634/SF
    • 213 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1939

    2571 Route 212, Woodstock, NY 12498

    Discover this exquisite Woodstock home, a true gem that seamlessly blends history, charm, and modern luxury. Originally crafted in the 1930s as a site where sailboats were built, this unique property later became a haven for artists, capturing the creative spirit of the area. Step inside to an expansive open space where a grand stone fireplace serves as the focal point, creating a warm and

    Jeanne Boice Howard Hanna Rand Realty

    2571 Route 212, Woodstock, NY 12498
  • /33

    $512,650 Sold Apr 02, 2025

    • 935 Sq Ft
    • $548/SF
    • 112 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1948

    676 Wittenberg Rd, Mount Tremper, NY 12457

    A MAGICAL FAIRYLAND - YOUR OWN PRIVATE RETREAT AND SPA! This beautifully and tastefully reinvented compound offers modern conveniences on 6 totally private acres. This property consists of 4 buildings: the main house, 2 seasonal guest dwellings a shed with skylights and a wood/storage shed. This offering provides you with many opportunities. Think writers retreat, art studios, etc. The main

    Barbara O'Hare BHHS HUDSON VALLEY PROP-WDST

    676 Wittenberg Rd, Mount Tremper, NY 12457
  • /35

    $625,000 Sold Mar 26, 2025

    • 1,466 Sq Ft
    • $426/SF
    • 27 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1988

    41 Pond Park Rd Unit A, Woodstock, NY 12498

    A rare, highly desirable one-level townhouse in Maverick Knolls, Woodstock, has just become available. This sun-filled end unit features easy, maintenance-free living for those who want to lock and go. Two bedrooms and two full baths with an open floor plan, vaulted ceiling, screened-in porch, AND an open deck. The study can add additional guest /workspace. Wonderful propane-fueled free-standing

    Ellen Osgood Coldwell Banker Village Green

    41 Pond Park Rd Unit A, Woodstock, NY 12498
  • /40

    $889,000 Sold Mar 26, 2025

    • 2,268 Sq Ft
    • $392/SF
    • 37 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1992

    31 Joy Ridge, Woodstock, NY 12498

    Welcome to 31 Joy Ridge Road, a charming 3-bedroom, 3-bathroom home nestled on a sprawling 5.97 acre lot on the border between Saugerties and Woodstock.The spacious living area has an abundance of natural light filtering in through large windows offering picturesque views of the surrounding woods. The open layout seamlessly connects the living room, dining area, and kitchen, creating the

    Catherine Quintard Compass Greater NY, LLC

    31 Joy Ridge, Woodstock, NY 12498

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