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Woodstock, NY Homes for Sale with Garage

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  • /40

    $550,000

    $99K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    5 Streamside Terrace, Woodstock, NY 12498

    Major price reduction. Seller says sell!!Woodstock Village living doesn't get much better than this. Perfectly positioned on a quiet no outlet street just moments from the heart of town, this beautifully renovated three-bedroom, two-bath home offers the rare opportunity to enjoy both nature and village life without compromise. Step inside to bright, sun-filled interiors and an open, welcoming

    Agent Photo

    Amy Lonas

    Coldwell Banker Village Green

    5 Streamside Terrace, Woodstock, NY 12498
  • /59

    $1,375,000

    • 3 Beds
    • 2 Baths
    • 1,993 Sq Ft

    60 Boggs Hill Rd, Woodstock, NY 12498

    A Rare Byrdcliffe-Era Magical Retreat with Artistic Legacy Built in 1905, just as the historic Byrdcliffe Arts Colony and the Art Students League of New York's renowned summer school were taking root, this extraordinary three-bedroom, two-bath, one-of-a-kind residence is a rare architectural treasure deeply woven into Woodstock's creative history. Rich in authenticity and soul, the home

    Agent Photo

    Amy Lonas

    Coldwell Banker Village Green

    60 Boggs Hill Rd, Woodstock, NY 12498
  • /50

    $1,950,000

    $400K PRICE DROP
    • 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
  • /56

    $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
  • /37

    $749,000

    • 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
  • /42

    $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
  • /49

    $799,999

    $25K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,372 Sq Ft

    29 Maurizi Ln, Woodstock, NY 12498

    Set on an almost 3-acre wooded lot, this property has so much to offer in a quiet location close to the Village Green. On the main floor, you have a choice of rooms in which to entertain. A generous foyer leads to a comfortable living room with an actual dining room opposite. Beyond that space, a bright, recently redone, cheery eat-in kitchen awaits. Down the hall, for those cozy nights, a

    Henry Ford Coldwell Banker Village Green

    29 Maurizi Ln, 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
  • /31

    $647,000

    $112K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft

    48 Mountain View Ave, Woodstock, NY 12498

    For your client searching for the idyllic cottage on a charming county road, don't overlook Mountain View Ave. This peaceful location is well set back from the road yet walking distance to the center of vibrant Woodstock with all the charming shops, cafes and art galleries and music venues our town is known for. This charming cottage with Craftsman style features was built in 1923. Renovated

    Barbara Ellman BHHS HUDSON VALLEY PROP-WDST

    48 Mountain View Ave, Woodstock, NY 12498
  • /38

    $725,000

    • 3 Beds
    • 2 Baths
    • 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 is complemented by a separate permitted studio cottage (STR)--an ideal artist's studio, guest cottage, home office, creative retreat, or potential income-producing opportunity. Together, they offer exceptional flexibility just moments from Woodstock's renowned restaurants, galleries,

    Brenda Graf Corcoran Country Living

    18 Playhouse Ln, Woodstock, NY 12498
  • /41

    $1,450,000

    • 3 Beds
    • 2 Baths
    • 2,560 Sq Ft

    96 Wittenberg Rd, Bearsville, NY 12409

    There’s a distinctly Bohemian heartbeat to this Woodstock compound — the kind of place where every corner feels like it has a story to tell or awaits the hearing of yours. The 1850 respectfully updated, original farmhouse, with its rich hand-hewn beams, gleaming wide floorboards, and six over six windows carries the patina of time, offering warmth, charm, and the kind of character that make old

    Eliane Abramoff Four Seasons Sothebys Intl

    96 Wittenberg Rd, Bearsville, NY 12409
  • /50

    $1,325,000

    • 8 Beds
    • 5.5 Baths
    • 4,648 Sq Ft

    2320 Glasco Turnpike, Woodstock, NY 12498

    Welcome to The Waterfall House, a rare opportunity tucked away in the heart of Woodstock Proper. Set on nearly 12 private acres, this classic brick Colonial offers an exceptional combination of privacy, natural beauty, and endless potential, all just minutes from the shops, restaurants, galleries, and vibrant arts scene that have made Woodstock an iconic destination. Offering approximately 3,000

    Leigh Wagner-Quintana KW Hudson Valley North

    2320 Glasco Turnpike, Woodstock, NY 12498
  • /39

    $760,000

    $15K PRICE DROP
    • 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
  • /33

    $799,000

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

    1 Stone Ridge Ct, Woodstock, NY 12498

    Tucked away on a quiet cul-de-sac, this inviting Woodstock-area Colonial offers the perfect blend of comfort and privacy. Set on beautifully landscaped grounds, the property's centerpiece is a stunning 18' x 36' heated in-ground pool surrounded by mature plantings, bluestone decking, and a fully fenced backyard.Inside, the home offers a comfortable, easy-flowing layout with a welcoming foyer

    Susanna Scott-Mitchell Compass Greater NY, LLC

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

    $3,650,000

    New Construction $350K PRICE DROP
    • 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
  • /68

    $918,000

    $60K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,410 Sq Ft

    25-29 Mink Hollow Rd, Woodstock, NY

    Open House Sunday (8/2) 12-2pm 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 privacy,

    Yan Wang Realty One Group Key

    25-29 Mink Hollow Rd, Woodstock, NY
  • /51

    $2,400,000

    • 2 Beds
    • 2 Baths
    • 1,904 Sq Ft

    262 MacDaniel Rd, Bearsville, NY 12409

    Wend up your forested driveway to this idyllic piece of paradise -- 12 secluded acres, just minutes from Woodstock Village. The current owner/architect/builder designed this uniquely curated home and its surroundings to create the penultimate natural setting. As the house is revealed through the trees, a mirror image is reflected in the 13' deep, swimmable, mini-lake. BREATHE! That's the perfect

    Sharon Breslau BHHS HUDSON VALLEY PROP-WDST

    262 MacDaniel Rd, Bearsville, NY 12409
  • /44

    $1,325,000

    $250K PRICE DROP
    • 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

    $799,000

    $60K PRICE DROP
    • 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
  • /56

    $850,000

    • 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
  • /29

    $599,000

    $19K PRICE INCREASE
    • 3 Beds
    • 3 Baths
    • 1,824 Sq Ft

    171 Van Dale Rd, Woodstock, NY 12498

    Step into this meticulously maintained and tastefully updated Woodstock split-level. Set way back from the road on one beautifully landscaped acre, featuring stately mature shade trees, ornamental shrubs, huge rhododendrons and plenty of sun. The main living level has been renovated to create a new, more modern great room. The dinning room and living room flow seamlessly into a lovely, eat-in

    Brian Cafferty Halter Associates Realty

    171 Van Dale Rd, 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 INC

    11 Nordic Dr, Woodstock, NY 12498
  • /42

    $799,900

    $195K 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
  • /42

    $1,380,000

    $70K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,613 Sq Ft

    19 Blues Quarry, Woodstock, NY 12498

    Seventeen private acres, minutes from the heart of Woodstock. This 3-bedroom, 2.5-bath modern home pairs character with thoughtful separation of space: a fireplace-anchored great room, open kitchen, and dining area flow together on the main level alongside a versatile first-floor bedroom, ideal for guests, family, or a home office, served by a nearby full bath. Upstairs, the true primary suite

    Baris Demirel Serhant LLC

    19 Blues Quarry, Woodstock, NY 12498
  • /29

    $1,499,900

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

    106 Mountain Laurel Ln, Woodstock, NY 12498

    Architectural. Iconic. Unrepeatable.Hidden on 1.73 private acres walking distance from the heart of Woodstock, this extraordinary estate is more than a home - it's a work of art. A rare fusion of a Frank Lloyd Wright–inspired contemporary residence and an original Buckminster Fuller–style geodesic dome, this is a property designed for those who appreciate architecture, creativity, and a life

    Ashley Olson Minard eXp Realty

    106 Mountain Laurel Ln, 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
  • /18

    $439,000

    • 3 Beds
    • 1 Bath
    • 1,106 Sq Ft

    216 Williams Ln, Kingston, NY 12401

    This charming craftsman is situated in the perfect location, set back from the road yet only minutes to main street Woodstock and historic uptown Kingston. Well maintained, this sturdy gem boasts pristine hardwood floors, original trim and details, spacious eat-in kitchen and central air conditioning throughout. Room sizes are ample and offer flexibility of use and space. Added bonuses are the

    Ryan Basten BHHS Nutshell Realty

    216 Williams Ln, Kingston, NY 12401
  • /46

    $1,749,000

    $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 Inc

    21 Ori's View Dr, Saugerties, NY 12477

Home Price Trends

Median Sale Price
$700,000
Median Single Family Sale Price
$747,000
Median Townhouse Sale Price
$772,500
Median 2 Bedroom Sale Price
$665,350
Median 1 Bedroom Sale Price
$462,500
Average Price Per Sq Ft
$458
Number of Homes for Sale
36
Last 12 months Home Sales
114
Months of Supply
3.80
Median List Price
$795,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
10%
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