26

3-Bedroom Homes for Sale in Woodstock, NY

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  • /31

    $995,000

    • 3 Beds
    • 2.5 Baths
    • 2,430 Sq Ft

    220 John Joy Rd, Wood Stock, NY 12498

    Welcome to 220 John Joy Road, a meticulously maintained and thoughtfully upgraded home tucked away in the heart of Woodstock, NY. Featuring three spacious bedrooms and two and a half baths, this property combines modern amenities with timeless charm, offering a rare opportunity to live comfortably and securely in one of the Hudson Valley's most beloved areas. Built with concrete walls for

    Donna Gray Redfin Real Estate

    220 John Joy Rd, Wood Stock, NY 12498
  • /51

    $799,000

    • 3 Beds
    • 2 Baths
    • 1,532 Sq Ft

    97 John Joy Rd, Woodstock, NY 12498

    The best of both worlds!A boho cottage paradise and a modern ADU (Accessory Dwelling Unit). Peace and tranquility and 3 miles from the center of the most famous small town in the world. Five-star dining and unique shopping opportunities.The property is situated adjacent to the Thorne Preserve - 60 acres boasting the most painted views of Overlook Mountain. The preserve is a sweeping grassland

    Benjamin Armento Coldwell Banker Village Green

    97 John Joy Rd, Woodstock, NY 12498
  • /47

    $1,345,000

    • 3 Beds
    • 3 Baths
    • 2,327 Sq Ft

    263 California Quarry Rd, Woodstock, NY 12498

    Live above the clouds over Woodstock, the world's most famous little town. This remarkable contemporary home is just a few minutes from the bustling center of the village, in an absolutely tranquil setting! The views are breath-taking and expansive, and seen from almost every room. The Ashokan Reservoir, the entire Shawangunk Mountain Ridge (from Mohonk to Sam's Point) Ohayo Mountain, and, even

    Daniel Winn Halter Associates Realty

    263 California Quarry Rd, Woodstock, NY 12498
  • /64

    $1,900,000

    • 3 Beds
    • 2.5 Baths
    • 2,066 Sq Ft

    67 Cricket Ridge, Bearsville, NY 12409

    Welcome to Cricket Ridge Tower House, a Woodstock artists' mountaintop retreat with breathtaking views and meditative sculpture gardens located 5 minutes to the Village. Surrounded by spectacular perennial gardens, there is visual interest in all seasons with a chorus of beautiful and vibrant blooms throughout the warmer months. This home was built by and has served as inspiration for the owners,

    Amy Lonas Coldwell Banker Village Green

    67 Cricket Ridge, Bearsville, NY 12409
  • /45

    $1,250,000

    • 3 Beds
    • 2.5 Baths
    • 3,080 Sq Ft

    11 Grogkill Rd, Willow, NY 12495

    Classic Country ''Haven'' — it's HEAVEN really! Elegance that checks off every box! This timeless and enduring style home designed with graciously proportioned rooms with high ceilings and light streaming through windows from every direction. Centrally located and perched on 3 exclusive landscaped acres with a pool, an oversized 2-car garage, and mountain views; all next door to your own country

    Sharon Breslau BHHS Hudson Valley Properties

    11 Grogkill Rd, Willow, NY 12495
  • /47

    $1,250,000

    • 3 Beds
    • 2.5 Baths
    • 3,080 Sq Ft

    11 Grog Kill Rd, Willow, NY 12495

    Classic Country ''Haven'' — it's HEAVEN really! Elegance that checks off every box! This timeless and enduring style home designed with graciously proportioned rooms with high (12') ceilings and light streaming through windows from every direction. Centrally located and perched on 3 exclusive landscaped acres with a pool, an oversized 2-car garage, and mountain views; all next door to your own

    Sharon Breslau BHHS HUDSON VALLEY PROP-WDST

    11 Grog Kill Rd, Willow, NY 12495
  • /53

    $1,695,000

    • 3 Beds
    • 3.5 Baths
    • 3,072 Sq Ft

    253 Upper Byrdcliffe Rd, Woodstock, NY 12498

    Historic Byrdcliffe Estate on One of Woodstock's Most Beloved Roads.Step into a piece of Woodstock's storied past with this enchanting 1910 Arts & Crafts masterpiece, gracefully situated on nearly six bucolic acres along one of the town's most picturesque and sought-after roads.Originally owned by Jane BYRD Whitehead and Ralph RadCLIFFE Whitehead, two of the visionary founders of the

    John Kralik Compass Greater New York, LLC

    253 Upper Byrdcliffe Rd, Woodstock, NY 12498
  • /74

    $2,950,000

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

    235 California Quarry Rd, Woodstock, NY 12498

    Architect-Designed Modern Retreat with Unparalleled Views Over WoodstockPerched 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

    Ellen Osgood Coldwell Banker Village Green

    235 California Quarry Rd, Woodstock, NY 12498
  • /49

    $525,000

    • 3 Beds
    • 1.5 Baths
    • 1,800 Sq Ft

    296 Maverick Rd, Woodstock, NY 12498

    OPEN HOUSE!!! Saturday, 8/2 from 1:00-3:00.This private and beautifully sited Woodstock home is set well off the road yet convenient to everything Woodstock and the Hudson Valley have to offer. The sunshine filled living room opens up to a dining area and kitchen plus 3 bedrooms and 1.5 baths all on the main level. A fully finished walk-out lower level offers flexible space with a rec room,

    Amy Lonas Coldwell Banker Village Green

    296 Maverick Rd, Woodstock, NY 12498
  • /38

    $649,000

    • 3 Beds
    • 2 Baths
    • 1,684 Sq Ft

    92 Erikas Walk, Mount Tremper, NY 12457

    Welcome to Erika's Walk, an alluring retreat with seasonal mountain views in Mt. Tremper, just minutes from Woodstock and Phoenicia. Set on 5.32 acres with no neighbors in view, this unique home offers a peaceful Catskills escape with the perfect mix of privacy, charm, and light-filled living. With 1,684 square feet of living space, three bedrooms, and two full baths, the home is thoughtfully

    Leslie Foti Coldwell Banker Village Green

    92 Erikas Walk, Mount Tremper, NY 12457
  • /25

    $479,500

    • 3 Beds
    • 1 Bath
    • 1,164 Sq Ft

    44 Overlook Dr, Woodstock, NY 12498

    Three bedroom, one bath, 1124 ft.2 in Woodstock. Walking distance to the Bearsville theater formally owned by Bob Dylan's manager, Albert Grossman with music and restaurants. New refrigerator, new dishwasher, stove like new ( three years old). Hot water tank(3 years old) microwave, new carpet, professionally painted inside and out, living room and large multi use room (could be 4th bedroom) not

    Qizhan Yao Realmart Realty, LLC

    44 Overlook Dr, Woodstock, NY 12498
  • /39

    $749,000

    • 3 Beds
    • 2.5 Baths
    • 1,592 Sq Ft

    194 Wittenberg Rd, Bearsville, NY 12409

    Tucked away just three miles from the heart of Woodstock, this timeless 1845 farmhouse is a rare and soulful offering. The property is nestled on 1.8 acres of artfully landscaped gardens, all framed by dramatic rock ledges and outcroppings. At the heart of the property is the beautifully restored main home and a striking 700-square-foot heated yurt. The yurt is seamlessly integrated into the

    Leslie Foti Coldwell Banker Village Green

    194 Wittenberg Rd, Bearsville, NY 12409
  • /41

    $495,000

    • 3 Beds
    • 1.5 Baths
    • 1,506 Sq Ft

    3523 Route 212, Bearsville, NY 12409

    WHIMSICAL WOODSTOCK ARTS AND CRAFTS - Live in a home steeped in history while making your own. Welcome to ''Quixote'', built in 1905 by Woodstock builder and former Artificer in the Civil War, John ''Barney'' Hoyt. Vintage character blends seamlessly with modern convenience. Original details of this 3 bedroom, 2.5 bath gem include wide plank floor boards, pressed tin ceilings, custom built-ins

    Peter Cantine Halter Associates Realty

    3523 Route 212, Bearsville, NY 12409
  • /33

    $799,000

    • 3 Beds
    • 2.5 Baths
    • 1,864 Sq Ft

    12 Library Ln, Woodstock, NY 12498

    Tucked along tranquil Library Lane, this classic red cottage offers a rare blend of in-town convenience and private, garden-like seclusion. Behind the home, a fully fenced backyard - shaded by mature trees and thoughtfully landscaped - frames both the primary residence and a detached guest studio with a legal short-term rental permit, creating a true village retreat that feels peaceful and tucked

    Eric Amaral Coldwell Banker Village Green

    12 Library Ln, Woodstock, NY 12498
  • /28

    $1,225,000

    • 3 Beds
    • 2 Baths
    • 1,948 Sq Ft

    99 Cannon Cir, Woodstock, NY 12498

    Tucked away in the pristine Ohayo Mountain forest and less than a mile from the heart of Woodstock, Cannon House offers the rare combination of seclusion, comfort, and modern design. Set on 1.65 acres, this contemporary retreat, built in 2020, is thoughtfully designed to immerse you in the natural surroundings while providing every modern convenience. With three bedrooms and two and a half baths,

    Laurie Ylvisaker Coldwell Banker Village Green

    99 Cannon Cir, Woodstock, NY 12498
  • /33

    $2,175,000

    • 3 Beds
    • 2 Baths
    • 3,100 Sq Ft

    44 Old Wagon Rd, Wood Stock, NY 12498

    Just a short walk from the vibrant village of Woodstock, this exceptional modern contemporary home is truly one-of-a-kind. Designed by a renowned Park Avenue architect, this residence perfectly blends modern design and comfortable living, with no detail overlooked. As you enter through the foyer, you're immediately struck by the abundance of natural light streaming through the wall-to-wall

    Megan Rios Berardi Realty

    44 Old Wagon Rd, Wood Stock, NY 12498
  • /36

    $1,400,000 Open House 8/16

    • 3 Beds
    • 4 Baths
    • 3,120 Sq Ft

    540 Mount Tobias Rd, Mount Tremper, NY 12457

    Step into the pages of Dwell magazine and immerse yourself in this architect-designed gem offering a harmonious blend of modern design and natural beauty. Feel a wave of calm wash over you, greeted by resplendent views, clean lines, and a wall of windows overlooking majestic mountain vistas. Modernists rejoice. Design aficionados delight. And nature enthusiasts revel. A minimalist aesthetic

    Alexander James Compass Greater NY, LLC

    540 Mount Tobias Rd, Mount Tremper, NY 12457
  • /38

    $1,200,000

    • 3 Beds
    • 3.5 Baths
    • 2,337 Sq Ft

    94 the Middle Way, Mount Tremper, NY 12457

    Privately sited on a quiet back road in the Catskills, Noorden House is a modern retreat offering both seclusion and convenience—just 20 minutes to Woodstock, 15 to Phoenicia, and 30 to two ski mountains. Elevated on over 5 acres, the home enjoys distant mountain views, beautifully landscaped grounds, and serene natural features including a heated freeform pool, a small pond, and a picturesque

    Jennifer Grimes Country House Realty Inc

    94 the Middle Way, Mount Tremper, NY 12457
  • /32

    $1,649,000

    • 3 Beds
    • 2.5 Baths
    • 3,076 Sq Ft

    16 Juniper Ln, Woodstock, NY 12498

    Welcome to Juniper Woods. Nestled on four serene acres just minutes from the center of Woodstock, Juniper Woods is a custom-designed, exquisitely renovated residence offering the perfect balance of sophistication, tranquility, and convenience. With over 3,000 square feet of thoughtfully curated living space, this three-bedroom, three-bathroom home is rare, architecturally striking, and deeply

    Victoria Stent Coldwell Banker Village Green

    16 Juniper Ln, Woodstock, NY 12498
  • /34

    $1,495,000

    • 3 Beds
    • 2 Baths
    • 2,496 Sq Ft

    8 Tannery Brook Rd, Woodstock, NY 12498

    Positioned just moments from the vibrant energy of Tinker Street and the heart of Woodstock, this 2,496 sqft mixed-use property offers an exceptional opportunity to live, work, and invest in one of the Hudson Valley’s most iconic artistic communities. The first floor is owner-occupied, the upstairs serves as a well-established Airbnb, while the street-level commercial space is separately rented,

    STEVEN WROBEL JR. Serhant LLC

    8 Tannery Brook Rd, Woodstock, NY 12498
  • /38

    $1,182,750

    • 3 Beds
    • 2.5 Baths
    • 2,644 Sq Ft

    241 Silver Hollow Rd, Willow, NY 12495

    A whimsical compound just minutes to the village of Woodstock. On the two acre property you'll find a rushing stream and scenic pond, a three bedroom house, a cabin and a beautiful, modern barn that the current owners use for gatherings, yoga & music. The barn has been entirely rebuilt from the ground up so you'll find new electrical, a new heating & cooling system, local custom millwork, and

    Annabel Taylor Four Seasons Sothebys Intl

    241 Silver Hollow Rd, Willow, NY 12495
  • /34

    $599,000

    • 3 Beds
    • 1.5 Baths
    • 1,500 Sq Ft

    40 Lower Byrdcliffe Rd, Woodstock, NY 12498

    Nestled in Woodstock's storied Byrdcliffe district, this charming 1920's home balances original character with modern comforts. A comprehensive renovation has brought thoughtful updates throughout, including a brand-new kitchen and baths, upgraded flooring, enhanced insulation, a new roof and a new heating system. Original stained glass windows serve as artistic focal points, honoring the home's

    Sally Sprogis Four Seasons Sothebys Intl

    40 Lower Byrdcliffe Rd, Woodstock, NY 12498
  • /24

    $799,000

    • 3 Beds
    • 2.5 Baths
    • 2,077 Sq Ft

    1521 Glasco Turnpike, Woodstock, NY 12498

    Tucked away on 2.2 acres of peaceful, park-like grounds, this inviting home offers the perfect blend of privacy, beauty and convenience. A long gravel driveway winds past tall trees and green space, opening to your own hidden haven—set well back from the road, yet just minutes to Woodstock and Saugerties, with their vibrant shops, restaurants, and culture.The approach is unforgettable: a wide

    Kathryn Johnson William Pitt Sothebys Int Rlty

    1521 Glasco Turnpike, Woodstock, NY 12498
  • /25

    $595,000

    • 3 Beds
    • 2 Baths
    • 1,376 Sq Ft

    58 Baker Rd, Bearsville, NY 12409

    Discover the perfect blend of comfort, creativity, and seclusion in this charming 3-bedroom, 2-bath home nestled on almost 3 acres of varied landscape—meadows, wooded areas, striking rock outcroppings, and breathtaking mountain views. Whether you’re seeking a full-time residence or a weekend escape, this property offers a unique mix of relaxation and opportunity. Step inside to a warm and

    Heather Martin United RE Hudson Valley Edge

    58 Baker Rd, Bearsville, NY 12409
  • /25

    $238,000

    • 3 Beds
    • 2 Baths
    • 944 Sq Ft

    11 Fel Qui Rd, Woodstock, NY 12498

    Tucked away for the ultimate in privacy. This totally affordable cute ranch needs only a little of your attention before moving right in. Lots of land for your peace and quiet as a weekend get away or your primary residence. There are three bedroom and two full bathrooms with an open concept kitchen and living room. If you love being surrounded by nature, being near mountains for skiing and a

    Melissa Terman River Realty Services, Inc.

    11 Fel Qui Rd, Woodstock, NY 12498
  • /38

    $824,000

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

    40 Maxs Place, Kingston, NY 12401

    Tucked away on a quiet private road, this exceptional property offers a rare blend of privacy, style, and resort-like amenities—all just minutes from Woodstock and the best of the Catskills. At the heart of this beautifully updated home is a truly remarkable feature: a 40x60 indoor pool and sauna, creating an all-season sanctuary that’s as perfect for quiet morning swims as it is for

    Leigh Wagner-Quintana Keller Williams Hudson Valley

    40 Maxs Place, Kingston, NY 12401

Home Trends in Woodstock, NY

Housing Trends

Median Sale Price
$1,165,000
Median Single Family Sale Price
$1,165,000
Average Price Per Sq Ft
$449
Number of Homes for Sale
4
Last 12 months Home Sales
26
Months of Supply
1.80
Median List Price
$999,750
Median Change From 1st List Price
-17%
Median Home Sale Price YoY Change
41%
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