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Woodstock, NY Homes for Sale with Garage

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  • /29

    $979,000

    • 2 Beds
    • 2 Baths
    • 900 Sq Ft

    14 Old Forge Rd, Woodstock, NY 12498

    Discover the perfect blend of historic charm and modern luxury in this exquisitely renovated 1900 carriage house. This exceptionable home features 2 bedrooms and 2 bathrooms, offering a harmonious balance of classic elegance and contemporary convenience.Step into the brand new kitchen, equipped with state of the art Bosch appliances and custom cabinetry from Transformad.com, features a

    Agent Photo

    Danielle Sevier

    Compass Greater NY, LLC

    (845) 385-1496

    14 Old Forge Rd, Woodstock, NY 12498
  • /32

    $1,195,000

    • 4 Beds
    • 6 Baths
    • 2,980 Sq Ft

    12 Tinker St, Woodstock, NY 12498

    Prime Village Green Historic Gem in Woodstock, NY. Discover a unique opportunity to own a piece of history in the heart of Woodstock. This remarkable 1875 era property originally known as The Snyder Homestead named after its original owner, was the grandest house in town. This old style home with its distinctive Mansard roof retains its grandeur to this day. It offers the quintessential blend of

    Agent Photo

    Danielle Sevier

    Compass Greater NY, LLC

    (845) 436-3857

    12 Tinker St, Woodstock, NY 12498
  • /77

    $5,200,000

    • 10 Beds
    • 8 Baths
    • 7,991 Sq Ft

    16-26 Shultis Brook Rd, Bearsville, NY 12409

    Historic compound located in the iconic hamlet of Bearsville, just minutes from the Village of Woodstock. This four residence compound dates back to the mid-1700's and is believed to be the first farm in the valley as well as one of the first homes. Sprawled over 25+ acres with a pond and meandering stream, this unique property tucked away with complete privacy. The four structures include a 3+

    Agent Photo

    Amy Hawks

    Berardi Realty

    (845) 250-0616

    16-26 Shultis Brook Rd, Bearsville, NY 12409
  • /40

    $1,595,000 New Construction

    • 3 Beds
    • 4 Baths
    • 3,544 Sq Ft

    18 Ryan Dr, West Hurley, NY 12491

    Built in 2022, this modern home balances thoughtful design with a connection to nature. Every aspect of the home has been done with intention, including its private location nestled in the woods, energy efficient features and open, light-filled spaces. This is a rare find - a recently built home with privacy less than 15 minutes from both Woodstock and Kingston. As you approach the house

    Agent Photo

    Hillary Kolos

    Compass Greater NY, LLC

    (845) 534-6610

    18 Ryan Dr, West Hurley, NY 12491
  • /34

    $775,000 Open Sun 11AM - 1PM

    • 2 Beds
    • 2 Baths
    • 1,850 Sq Ft

    3251 Route 212, Bearsville, NY 12409

    Tucked deep within a private woodland, a long, winding drive opens to a sunny meadow garden where two enchanting homes share a graceful circular drive. Thoughtfully sited for privacy and connection, the houses balance the romance of a bygone era with modern updates designed for today's country living.Built by celebrated artists and actors Wilna Hervey and Nan Mason, affectionately remembered

    Laurie Ylvisaker Coldwell Banker Village Green

    3251 Route 212, Bearsville, NY 12409
  • /51

    $1,750,000

    • 2 Beds
    • 2 Baths
    • 1,531 Sq Ft

    128 Newcut Rd, Bearsville, NY 12409

    Nestled atop your very own private mountaintop, this captivating retreat is the sanctuary you've been dreaming of. Enjoy 35 acres of serene woodland and breathtaking views. This residence is the ultimate escape for weekenders, outdoor enthusiasts, and creatives seeking the solitude necessary to ignite their next masterpiece.A peaceful haven with expansive mountain vistas, you'll find

    Heidi Maloney Four Seasons Sotheby's Int'l R

    128 Newcut Rd, Bearsville, NY 12409
  • /39

    $1,985,000

    • 6 Beds
    • 3 Baths
    • 3,023 Sq Ft

    2320 Glasco Turnpike, Woodstock, NY 12498

    For the first time in its history, this 12-acre family estate—designed, built, and cherished by a prominent Woodstock family—comes to market. A rare opportunity for the next generation to build their own private estate or compound, walking distance to town. Complete with babbling brook, waterfall, two vintage Woodstock cottages and acres of woods to explore. A perfect retreat! to your dream

    George Denise Keller Williams Realty HV Nort

    2320 Glasco Turnpike, Woodstock, NY 12498
  • /43

    $1,350,000

    • 4 Beds
    • 5 Baths
    • 3,080 Sq Ft

    27 Old Wagon Rd, Woodstock, NY 12498

    Just a half mile from the center of Woodstock, this bucolic 3.7-acre compound offers a rare blend of architectural charm, natural beauty, and versatile living. The property includes the main house and two outbuildings, a one-bedroom cottage and a studio with an attached three-bay garage. Bedroom and bath layout described as the primary residence having three bedrooms and three full baths

    Megan Rios Berardi Realty

    27 Old Wagon Rd, Woodstock, NY 12498
  • /45

    $1,250,000

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

    11 Grogkill Rd, Willow, NY 12495

    This property has an accepted offer. 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

    Sharon Breslau BHHS Hudson Valley Properties

    11 Grogkill Rd, Willow, NY 12495
  • /30

    $2,100,000

    • 9 Beds
    • 10 Baths
    • 8,452 Sq Ft

    0 Wittenberg Rd Unit 20252191, Woodstock, NY 12498

    Welcome to Happy Brooks , The much-loved compound for many years of Woodstock Festival co-founder and legendary music industry icon Michael Lang, this mythic Mt. Tremper property boasts true style, along with a creative pedigree that dates back to the 1920s. Originally built for the artist G. Adolph Anderson, the 17 acre estate features three architecturally significant & historic structures

    Nancy Felcetto Brown Harris Stevens Hudson

    0 Wittenberg Rd Unit 20252191, Woodstock, NY 12498
  • /39

    $1,100,000

    • 2 Beds
    • 2 Baths
    • 2,209 Sq Ft

    11 Louie Way, Woodstock, NY 12498

    A spectacular view of Bass Meadow and mountains is just one of the highpoints of this beautiful Cape Cod home on 6.1 acres located a few miles from Woodstock Village. From the home's wraparound stone patio and large windows, imagine looking out at a serene 70-acre vista of meadow and woods that is protected from development. This lovely, turnkey 2209-square-foot home features an open-plan living

    Gary Heckelman Halter Associates Realty Inc

    11 Louie Way, Woodstock, NY 12498
  • /44

    $679,000 Open Sun 11AM - 1PM

    • 4 Beds
    • 2 Baths
    • 1,469 Sq Ft

    10 Niles Dr, Woodstock, NY 12498

    Meticulous 4-Bedroom Mid-Century Cape Cod/Ranch in Woodstock. Set on 1 acre in a desirable Woodstock neighborhood, this impeccably updated Cape Cod/Ranch blends timeless character with modern comfort. With cedar shake siding, Pella architectural windows, and hardwood floors throughout. The home is both elegant and welcoming.The main level offers easy one level living with a primary

    Amy Owens Coldwell Banker Village Green

    10 Niles Dr, Woodstock, NY 12498
  • /24

    $399,000

    • 3 Beds
    • 2 Baths
    • 1,607 Sq Ft

    311 Wittenberg Rd, Bearsville, NY 12409

    Welcome to the Stone Cottage A home that embodies the spirit of Woodstock with character, warmth and charm. Enter through the vintage kitchen, which opens into a charming dining area , the perfect setting for intimate dinners. The dining area flows seamlessly into the living room, creating the perfect gathering space for family and friends. Vaulted ceilings, wide board pine floors, a

    Anne Rajs Corcoran Country Living

    311 Wittenberg Rd, Bearsville, NY 12409
  • /25

    $699,000

    • 4 Beds
    • 3 Baths
    • 2,208 Sq Ft

    36-38 Ohayo Mountain Rd, Woodstock, NY 12498

    Welcome to The Mill House, nestled in the vibrant heart of Woodstock, NY—a delightful farmhouse that beautifully blends historic charm with modern comforts. Spanning 1,764 square feet, this inviting home includes three cozy bedrooms and two full bathrooms, offering a spacious layout for everyday living.As you wander through the lush gardens and cross a quaint bridge over a seasonal

    Sheena Lepez Compass Greater New York, LLC

    36-38 Ohayo Mountain Rd, Woodstock, NY 12498
  • /30

    $575,000 Open Sat 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,130 Sq Ft

    233 Wittenberg Rd, Bearsville, NY 12409

    Picture yourself in this charming 1940 cottage with a roaring fire in its fieldstone double-height fireplace. If that doesn't capture your heart, the open living and dining areas with birch beamed ceilings will. Large expanses of windows flood the space with light, adding more charm essential to modern living. A wonderfully convenient full bath with claw-foot tub adds to the easy

    Henry Ford Coldwell Banker Village Green

    233 Wittenberg Rd, Bearsville, NY 12409
  • /24

    $540,000

    • 3 Beds
    • 1.5 Baths
    • 1,804 Sq Ft

    5 Violet Place, Woodstock, NY 12498

    Lovely 3-4 bedroom home located in a quiet, friendly neighborhood, just minutes from the shopping, dining, and arts in the village of Woodstock, and about 15 minutes to bustling Kingston and Saugerties. 12 minutes to Thruway, 15 minutes to Trailways bus in Kingston (5 minutes to Woodstock stop), 25 minutes to Rhinecliff Amtrak train station for car-free access to NYC. Upstairs you'll find 3

    Fawn Denue Keller Williams Hudson Valley

    5 Violet Place, 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
  • /37

    $720,000 Open Sat 11AM - 1PM

    • 2 Beds
    • 2 Baths
    • 1,344 Sq Ft

    273 Grog Kill Rd, Willow, NY 12495

    Once in a while a listing comes along that offers buyers a unique opportunity for peaceful living with luxury finishes... At 273 Grog Kill Road, you have an opportunity to treat your home like a getaway experience. The design of this contemporary home blends with tranquil scenery. As you pull in the driveway, you are provided a detached one car garage, with additional driveway parking. Enjoy

    Jorge Lugo Real Broker NY LLC

    273 Grog Kill Rd, Willow, NY 12495
  • /62

    $799,000

    • 2 Beds
    • 1 Bath
    • 1,256 Sq Ft

    90 Aarons Way, Mount Tremper, NY 12457

    Tucked away at the end of a quiet private road near the top of Roundtop Mountain, this 2-bedroom, 1-bath home offers serene seclusion surrounded by protected DEP land and a private forest preserve. A true nature lover's paradise, the property is alive with wildlife and boasts beautifully landscaped grounds, seasonal mountain views, and the potential for year-round vistas with the clearing of

    Darlene Griffin Halter Associates Realty

    90 Aarons Way, Mount Tremper, NY 12457
  • /56

    $1,295,000

    • 4 Beds
    • 2 Baths
    • 2,377 Sq Ft

    35 Abbey Rd, Mount Tremper, NY 12457

    35 Abbey Road — A Mid-Century Sanctuary minutes from Woodstock TownTucked away off of Abbey Rd and just a short pass over a charming stream you'll arrive at this pristine, authentic mid-century retreat, nestled in the heart of Woodstock's beloved Abbey Road. Set on 5.4 magical acres, this serene property captures the essence of Catskills living- graceful, grounded, and surrounded by

    Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

    35 Abbey Rd, Mount Tremper, NY 12457
  • /33

    $2,100,000

    • 9 Beds
    • 10 Baths
    • 8,452 Sq Ft

    Unlisted Address

    Welcome to Happy Brooks , The much-loved compound for many years of Woodstock Festival co-founder and legendary music industry icon Michael Lang, this mythic Mt. Tremper property boasts true style, along with a creative pedigree that dates back to the 1920s. Originally built for the artist G. Adolph Anderson, the 17 acre estate features three architecturally significant & historic structures

    Nancy Felcetto Brown Harris Stevens HV LLC

    Unlisted Address
  • /35

    $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 introduced thoughtful upgrades throughout, including a brand-new septic system, kitchen and baths, heating system, flooring, and enhanced insulation. Original stained glass windows remain as artistic focal points, honoring the home's

    Sally Sprogis Four Seasons Sotheby's Int'l R

    40 Lower Byrdcliffe Rd, Woodstock, NY 12498
  • /26

    $699,000

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

    1521 Glasco Turnpike, Woodstock, NY 12498

    WELL PRICED FOR A TIMELY SALE-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

    Kathryn Johnson William Pitt Sothebys Int Rlty

    1521 Glasco Turnpike, Woodstock, NY 12498
  • /33

    $579,000

    • 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

    Michael Alpert Daniel Gale Sothebys Intl Rlty

    328 John Joy Rd, Woodstock, NY 12498
  • /25

    $450,000

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

    58 Baker Rd, Bearsville, NY 12409

    MOTIVATED SELLER! 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

    Heather Martin United RE Hudson Valley Edge

    58 Baker Rd, Bearsville, NY 12409
  • /56

    $1,790,000 New Construction

    • 4 Beds
    • 3 Baths
    • 2,052 Sq Ft

    2565 Route 212, Woodstock, NY 12498

    Discover modern living at its finest with this newly built contemporary home, perfectly nestled on 2 private acres along the enchanting Sawkill Creek in Woodstock. Designed with both style and practicality in mind, this property seamlessly blends sleek modern amenities with the natural beauty of its surroundings.Built above the floodplain in accordance with FEMA standards, the home offers

    Jeanne Boice Howard Hanna Rand Realty

    2565 Route 212, Woodstock, NY 12498
  • /25

    $226,100

    • 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
  • /37

    $824,000

    • 4 Beds
    • 3 Baths
    • 1,456 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 Realty HV Nort

    40 Maxs Place, Kingston, NY 12401
  • /59

    $769,000

    • 4 Beds
    • 3 Baths
    • 1,804 Sq Ft

    26 Cowboy Trail, Saugerties, NY 12477

    Expansive Cape Cod Retreat in Saugerties - Style, Space & Versatility on 3.6 Private AcresWelcome to your dream home in the heart of Saugerties! This 4000+ sq ft home perfectly blends design with everyday comfort, all set on 3.6 peaceful and private acres in the beautiful Hudson Valley.Inside, you'll find 3 spacious bedrooms and 3 full bathrooms on the main level, along with a

    Ron Knowles Century 21 Alliance-NP

    26 Cowboy Trail, Saugerties, NY 12477

Home Trends in Woodstock, NY

Housing Trends

Median Sale Price
$668,500
Median Single Family Sale Price
$699,000
Median Townhouse Sale Price
$607,500
Average Price Per Sq Ft
$425
Number of Homes for Sale
32
Last 12 months Home Sales
123
Months of Supply
3.10
Median List Price
$744,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
1%
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