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Woodstock, NY Homes for Sale with Garage

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  • /50

    $2,350,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 2,322 Sq Ft

    24 Tanis Hollow Rd, Woodstock, NY 12498

    Million-Dollar Views as Far as the Eye Can SeePerched privately on 5.1 acres with breathtaking 100-mile panoramic views, this extraordinary log home is a true architectural masterpiece. Constructed from massive 18 to 20 inch in diameter logs that required cranes for assembly and individually placed upon an expertly engineered foundation, this remarkable residence represents a level of

    Agent Photo

    Randy Spiesman

    Weichert REALTORS

    24 Tanis Hollow Rd, Woodstock, NY 12498
  • /46

    $1,150,000

    $50K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,363 Sq Ft

    4599 New York 212, Willow, NY 12495

    Creekside Modern Home with Mountain Views Near Woodstock Surrounded by mountains with private access to a year-round creek, this thoughtfully designed home feels deeply connected to its setting while offering comfort, privacy, and modern convenience. Built in 2017 and significantly expanded and upgraded in 2022, the property blends clean contemporary design with warmth and functionality. Large

    Agent Photo

    Leigh Bokser

    Compass Greater NY, LLC

    4599 New York 212, Willow, NY 12495
  • /37

    $749,000

    Open Sun 11AM - 1PM
    • 3 Beds
    • 3 Baths
    • 1,991 Sq Ft

    72 Van Dale Rd, Woodstock, NY 12498

    Nestled in a quiet Woodstock neighborhood five minutes from the village center and a short drive from Kingston, The Van Dale offers the privacy of nature without sacrificing convenience. Set on 1.36 acres in a quiet neighborhood, the property is bordered by a private creek that winds through the backyard, creating a peaceful natural setting just minutes from some of the Hudson Valley's most

    Leslie Foti Coldwell Banker Village Green

    72 Van Dale Rd, Woodstock, NY 12498
  • /49

    $2,300,000

    • 3 Beds
    • 4 Baths
    • 3,481 Sq Ft

    56 Lauren Ct, Kingston, NY 12401

    Exceptional 3 bedroom, 4 bath light-filled contemporary home offering refined nouvelle living set on over 4 private acres in Woodstock, NY. This home has had a complete interior high-end designer renovation that has been thoughtfully curated with sophisticated finishes and fine craftsmanship blending seamless luxury, comfort, and architectural elegance. A dramatic great room framed by soaring

    Amy Owens Coldwell Banker Village Green

    56 Lauren Ct, Kingston, NY 12401
  • /34

    $855,000

    $44K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,795 Sq Ft

    4266 New York 212, Lake Hill, NY 12448

    Classic Woodstock Farmhouse with Pool, Valley Views & Storybook Grounds Come settle into the quintessential Woodstock lifestyle, a warm, welcoming farmhouse that invites both quiet mornings and spirited gatherings. The wide rocking-chair front porch sets the tone from the moment you arrive, the perfect place to linger with friends over a drink or lose yourself in a book through the long, golden

    Laurie Ylvisaker Coldwell Banker Village Green

    4266 New York 212, Lake Hill, NY 12448
  • /58

    $2,300,000

    • 3 Beds
    • 4 Baths
    • 2,613 Sq Ft

    56 Lauren Ct, Woodstock, NY 12498

    Exceptional 3 bedroom, 4 bath light-filled contemporary home offering refined nouvelle living set on over 4 private acres in Woodstock, NY. This home has had a complete interior high-end designer renovation that has been thoughtfully curated with sophisticated finishes and fine craftsmanship blending seamless luxury, comfort, and architectural elegance.A dramatic great room framed by soaring

    Amy Owens Coldwell Banker Village Green

    56 Lauren Ct, Woodstock, NY 12498
  • /34

    $539,000

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,265 Sq Ft

    110 Cottontail Ln, Woodstock, NY 12498

    Tucked away at the end of a quiet cul-de-sac in Woodstock, and set against a backdrop of woods, a gentle stream and mountain views, this well-maintained two-family home offers flexibility and income potential. The main residence features a welcoming living room, an eat-in kitchen, and a convenient half bath on the first floor. Upstairs, three bedrooms and a full bath provide a functional and

    Sally Sprogis Four Seasons Sothebys Intl

    110 Cottontail Ln, Woodstock, NY 12498
  • /31

    $525,000

    • 2 Beds
    • 2 Baths
    • 1,502 Sq Ft

    18 Elting Ln, Bearsville, NY 12409

    Come and see this cute-as-a-button, circa 1950 brick cape on Elting Lane, one of Woodstock's most enchanting roads! This easy-to-manage home on just shy of an acre, boasts woodland surroundings plus seasonal meadow and mountain views and fruit trees.The main floor features a light flooded living room with fireplace, an efficient kitchen with adjacent dining area with double glass doors

    Pamela Hoveling Halter Associates Realty

    18 Elting Ln, Bearsville, NY 12409
  • /38

    $725,000

    • 2 Beds
    • 1 Bath
    • 1,067 Sq Ft

    18 Playhouse Ln, Woodstock, NY 12498

    Perfectly situated in the heart of Woodstock Village, this charming move-in-ready single-level country cottage offers comfort, character, and flexibility just moments from the town's renowned restaurants, galleries, boutiques, markets, music venues, and year-round attractions. The home features two spacious bedrooms, each with walk-in closets, random-width pegged hardwood floors, recessed

    Brenda Graf Corcoran Country Living

    18 Playhouse Ln, Woodstock, NY 12498
  • /34

    $785,000

    $14K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,340 Sq Ft

    12 Oriole Dr, Woodstock, NY 12498

    A bright and sunny Colonial gem just minutes into the center of Woodstock! This home is set far back and hidden from the road creating a true sense of privacy. Coming down the driveway, you begin to see the 1.47 acre yard wrapping around the house which is partially bordered by a charming stone wall. Once inside, the spacious living room is on your left with built-in bookcases and a fireplace

    Richard Stoll Halter Associates Realty Inc

    12 Oriole Dr, Woodstock, NY 12498
  • /50

    $1,599,999

    $99K PRICE DROP
    • 8 Beds
    • 5.5 Baths
    • 4,648 Sq Ft

    2320 Glasco Turnpike, Woodstock, NY 12498

    Welcome to The Waterfall House, a truly rare offering nestled in the heart of Woodstock Proper, where nature, creativity, and privacy converge in the most enchanting way. Being offered for the first time, this storied 3,023 sq ft brick colonial is more than a home; it’s an experience, a retreat, and an open canvas for your vision to unfold. Set on nearly 12 acres of lush, mature landscape, the

    Leigh Wagner-Quintana KW Hudson Valley North

    2320 Glasco Turnpike, Woodstock, NY 12498
  • /39

    $775,000

    • 3 Beds
    • 2 Baths
    • 1,466 Sq Ft

    31 Pond Park Rd, Woodstock, NY 12498

    Woodstock Condo at Maverick Knolls Discover an exceptional opportunity to own a single-level corner condo in the desirable Maverick Knolls community of Woodstock, NY. This bright and airy residence combines convenience, modern updates, and the natural beauty of the Catskills, making it ideal for year-round living or as a low-maintenance retreat. The home has been refreshed with all new appliances

    Frank Lumia Frank Lumia Real Estate Plus

    31 Pond Park Rd, Woodstock, NY 12498
  • /30

    $799,000

    $50K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,584 Sq Ft

    1 Stone Ridge Ct, Woodstock, NY 12498

    Tucked into a quiet cul-de-sac, this spacious 4-bedroom, 2.5-bath Colonial features a gorgeous in-ground swimming pool surrounded by mature plantings. With a comfortable, easy flow, a welcoming foyer opens to a bright main level that connects the living room, dining area, and updated kitchen.The kitchen is equipped with granite countertops and stainless-steel appliances, while the bathrooms

    Susanna Scott-Mitchell Compass Greater NY, LLC

    1 Stone Ridge Ct, Woodstock, NY 12498
  • /32

    $4,000,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,750 Sq Ft

    2 Stonecreek Rd, Woodstock, NY 12498

    Stonecreek is a one-of-a-kind newly constructed turnkey furnished designerresidence conceived and designed with Dichotomy Interiors, brought to lifethrough a female-led collaboration rooted in design, craftsmanship, and adeep connection to the surrounding landscape, set on 8.3 private acres within101 acres of protected conservation land just five minutes from Tinker Street

    Sheena Lepez Compass Greater New York, LLC

    2 Stonecreek Rd, Woodstock, NY 12498
  • /14

    $2,175,000

    • 9 Beds
    • 5 Baths
    • 4,000 Sq Ft

    589-595 Plank Rd, Mount Tremper, NY 12457

    Legendary Estate & Compound on the Esopus Creek. **A Historic Masterpiece with a Superhero Pedigree** Steeped in history and once owned by **George Reeves**, the iconic star of the 1950s *Superman*, this meticulously renovated 1870s farmhouse compound offers a lifestyle of unparalleled versatility. Spanning **5+ park-like acres** with direct **Esopus Creek water frontage**, this sprawling estate

    Derek Greene Greene Realty Group

    589-595 Plank Rd, Mount Tremper, NY 12457
  • /34

    $785,000

    • 3 Beds
    • 1.5 Baths
    • 1,494 Sq Ft

    168 Jessop Rd, Willow, NY 12495

    Nestled in a storybook setting, this enchanting residence is embraced by a natural tapestry of mature trees and exquisite landscaping. Situated on Jessop Road, a peaceful dead-end lane, it offers the ultimate privacy and seclusion--an idyllic retreat perfectly nestled in the mountains. Immaculately maintained over the years, this home exudes timeless charm and quaint elegance. ''Romantic'' is the

    Danielle Marchisella Corcoran Country Living

    168 Jessop Rd, Willow, NY 12495
  • /68

    $978,000

    Open Sun 12PM - 2PM
    • 4 Beds
    • 3 Baths
    • 2,410 Sq Ft

    25-29 Mink Hollow Rd, Willow, NY 12495

    Open House Sunday 6/28 from 12:00 PM-2:00PM.Directly across from Cooper Lake and tucked quietly among the trees just minutes from Woodstock, this rare Catskills compound captures the kind of escape buyers dream about but rarely find. Surrounded by woods, mountain air, hiking, legendary fly-fishing waters, and the natural beauty that defines the Catskills, the property offers a unique blend of

    Yan Wang Realty One Group Key

    25-29 Mink Hollow Rd, Willow, NY 12495
  • /44

    $1,575,000

    Open Sat 12PM - 2PM
    • 3 Beds
    • 1 Bath
    • 1,360 Sq Ft

    94 Chestnut Hill Rd, Woodstock, NY 12498

    A rare opportunity to own a truly special piece of the Hudson Valley. Nestled in the heart of Woodstock, NY, this iconic property offers 11.17 breathtaking acres of open meadows and sweeping mountain views that change beautifully with every season. The well-maintained 3-bedroom, 1-bath ranch house spans 1,360 square feet and offers comfortable single-level living with a warm, classic character. A

    Henry Ford Coldwell Banker Village Green

    94 Chestnut Hill Rd, Woodstock, NY 12498
  • /19

    $859,000

    • 3 Beds
    • 2 Baths
    • 1,562 Sq Ft

    2323 Glasco Turnpike, Woodstock, NY 12498

    A rare Byrdcliffe Colony offering, this 1911 Woodstock artist home sits just off Lower Byrdcliffe Road on a private half-acre of garden, lawn, patio, and woods. Rich with history and creative spirit, the original structure features the classic north-facing artist's window designed for painter's light, along with original beams and woodwork that speak to the home's early 20th-century

    Mark Kanter BHHS HUDSON VALLEY PROP-WDST

    2323 Glasco Turnpike, Woodstock, NY 12498
  • /30

    $898,000

    $81K PRICE DROP
    • 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
  • /55

    $850,000

    Open Sat 11AM - 2PM Coming Soon
    • 2 Beds
    • 3.5 Baths
    • 3,256 Sq Ft

    95 W Saugerties Woodstock Rd, Woodstock, NY 12498

    An Energy-efficient home!Driven by a 13W solar array, airtight insulation and smart power management ,this south facing home offsets all current electrical usage with an energy-positive footprint. Included is an EV charging station used for 2 cars. Discover this Woodstock home which offers privacy and convenience. This rare property sits nestled at the end of a long, winding driveway,

    Carol Spirig Halter Associates Realty

    95 W Saugerties Woodstock Rd, Woodstock, NY 12498
  • /33

    $569,000

    $30K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,300 Sq Ft

    328 John Joy Rd, Woodstock, NY 12498

    Nearly Six Lush, Scenic And Private Acres Located Eight Minutes From The Heart Of Woodstock! This Home Features Two / Possibly Three Bedrooms And Two Full Baths. Meticulously Maintained! Enjoy Sunrises Or Sunsets From The Wrap Around Deck. Relax And Take In All Of The Tranquility While Sitting Stream Side Or Enjoy The Changing Of The Leaves During The Beautiful Fall Season While Sipping Hot Cocoa

    Michael Alpert Daniel Gale Sothebys Intl Rlty

    328 John Joy Rd, Woodstock, NY 12498
  • /42

    $849,000

    $146K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,316 Sq Ft

    5 Maverick Terrace, Woodstock, NY 12498

    Tucked away on a peaceful, wooded lane, this inviting home offers the perfect blend of privacy, space, and convenience- just minutes to the heart of Woodstock. Inside, the home opens to an expansive living room anchored by a beautiful brick fireplace, creating a warm and inviting centerpiece for gatherings or quiet evenings. This oversized space includes a full bathroom and flows effortlessly to

    Dominique Musialkiewicz Howard Hanna Rand Realty

    5 Maverick Terrace, Woodstock, NY 12498
  • /44

    $749,000

    • 2 Beds
    • 2 Baths
    • 2,355 Sq Ft

    11 Nordic Dr, Woodstock, NY 12498

    Welcome to this distinctive Woodstock retreat, a home shaped by the creativity and vision of the artists who have called it their own since 2001. Originally built in 1937, this charming mountaintop home has evolved over the years through thoughtful additions, including an impressive upper-level studio with a separate entrance, plus a vaulted deck overlooking the property's picturesque grounds.

    Lisa Halter Halter Associates Realty

    11 Nordic Dr, Woodstock, NY 12498
  • /29

    $1,499,900

    • 3 Beds
    • 4 Baths
    • 3,330 Sq Ft

    106 Mountain Laurel Ln, Woodstock, NY 12498

    Architectural. Artistic. Entirely unforgettable.Tucked away on 1.73 private acres just moments from Tinker Street in Woodstock, this one-of-a-kind residence feels like something pulled straight from the pages of a design magazine. Blending a Frank Lloyd Wright–inspired contemporary addition with an original Buckminster Fuller–style geodesic dome, the home is equal parts sculpture, sanctuary,

    Ashley Olson Minard eXp Realty

    106 Mountain Laurel Ln, Woodstock, NY 12498
  • /37

    $1,450,000

    • 3 Beds
    • 2.5 Baths
    • 2,613 Sq Ft

    19 Blues Quarry, Woodstock, NY 12498

    Tucked away on 17 acres just five minutes from the heart of Woodstock, this exceptional property offers complete privacy, beautiful natural surroundings, and convenient access to town. A long approach through mature woods and historic stone walls sets the tone — serene, private, and worlds away from everyday life. Designed with character and craftsmanship, the home features soaring ceilings, rich

    Baris Demirel Serhant LLC

    19 Blues Quarry, Woodstock, NY 12498
  • /41

    $850,000

    $45K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,264 Sq Ft

    168 Cooper Lake Rd, Bearsville, NY 12409

    Set on one of Woodstock's most coveted country roads, this classic home offers the rare combination of timeless charm, privacy, and an exceptional location. Just moments from the heart of Woodstock, yet quietly removed, Cooper Lake Road is known for its scenic beauty, peaceful surroundings, and idyllic walks to nearby Cooper Lake. Originally built in 1940 and renovated over the years, this

    Melissa Mayes Serhant LLC

    168 Cooper Lake Rd, Bearsville, NY 12409
  • /64

    $665,000

    • 4 Beds
    • 3 Baths
    • 1,716 Sq Ft

    7 Arnold Dr, Woodstock, NY 12498

    Perfectly positioned on a beautiful block, perched on a hill with a lush, private yard, this 4-bedroom, 3-bath home is move-in ready, impeccably maintained, and equally suited as a full-time residence or a Hudson Valley/Catskills retreat. The mailing address is Woodstock, but the home is assessed in the Town of Hurley, bringing with it the favorable lower tax rate and municipal services.

    Peter Horowitz Four Seasons Sotheby's Int'l R

    7 Arnold Dr, Woodstock, NY 12498
  • /49

    $3,500,000

    • 4 Beds
    • 4 Baths
    • 4,201 Sq Ft

    289 Upper Byrdcliffe Rd, Woodstock, NY 12498

    Set on nearly 9 serene acres in the heart of Woodstock's historic Byrdcliffe Arts Colony is a rare synthesis of architectural precision and natural harmony—an embodiment of award-winning architect John Storyk's deep understanding of space, sound, and site. Designed in 1969 at the very beginning of Storyk's now-legendary career—just after his groundbreaking work on Jimi Hendrix's Electric Lady

    Sharon Breslau BHHS HUDSON VALLEY PROP-WDST

    289 Upper Byrdcliffe Rd, Woodstock, NY 12498
  • /50

    $2,375,000

    • 3 Beds
    • 3 Baths
    • 2,608 Sq Ft

    235 California Quarry Rd, Woodstock, NY 12498

    Architect-Designed Modern Retreat with Unparalleled Views Over Woodstock! Perched high above the Town of Woodstock, this rare and exceptional home offers a front-row seat to breathtaking panoramic views that stretch from the mountains to the Ashokan Reservoir. Designed by noted architect Les Walker, this contemporary residence evokes the magic of living in a luxurious treehouse—where every room

    Ellen Osgood Coldwell Banker Village Green

    235 California Quarry Rd, Woodstock, NY 12498
  • /20

    $415,000

    • 3 Beds
    • 1.5 Baths
    • 1,033 Sq Ft

    92 Whichtree Rd, Woodstock, NY 12498

    Open house this Sunday, 4/19 from 12-3pm. Refreshments will be served! Here is that very affordable, cute little three bedroom, one and a half bath Mid Century ranch in Woodstock that you have been waiting for! A Matterport walk through is available in videos. The semi-private lot is 1.2 level acres of beautifully groomed green areas, and a fully fenced large rear yard with cobblestone walls.

    William Chris St. John Win Morrison Realty

    92 Whichtree Rd, Woodstock, NY 12498
  • /46

    $1,749,000

    Open Sun 12PM - 2PM $51K PRICE DROP
    • 4 Beds
    • 5.5 Baths
    • 3,870 Sq Ft

    21 Ori's View Dr, Saugerties, NY 12477

    This dramatic custom home with panoramic Overlook and Berkshire mountain views is located at the end of a long private drive. Enter through lighted stone pillars and past the pond to this light-filled, eco-friendly retreat. There are dramatic mountain views from almost every room. You'll be impressed by the double height, beamed great room with wide picture windows overlooking the mountains on

    Lisa Halter Halter Associates Realty

    21 Ori's View Dr, Saugerties, NY 12477
  • /62

    $649,900

    • 4 Beds
    • 3 Baths
    • 2,240 Sq Ft

    44 Max's Place, West Hurley, NY 12491

    Tucked away on a quiet West Hurley cul-de-sac, this well maintained 4-bedroom, 3-bathroom home offers the perfect blend of peaceful privacy and commuter convenience to Woodstock and Kingston. The upper level features a open floor plan anchored by a spacious living room with cathedral ceilings and wooden beams and a fireplace. The space flows seamlessly into the dining area which opens directly

    Joan Hagedorn Hagedorn Realty

    44 Max's Place, West Hurley, NY 12491

Home Price Trends

Median Sale Price
$701,500
Median Single Family Sale Price
$747,000
Median Townhouse Sale Price
$775,000
Median 2 Bedroom Sale Price
$725,000
Median 1 Bedroom Sale Price
$469,500
Average Price Per Sq Ft
$471
Number of Homes for Sale
36
Last 12 months Home Sales
126
Months of Supply
3.40
Median List Price
$775,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
12%
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