Studio to 4 Bedroom Homes for Sale in Woodstock, NY

Highwoods Haven rests on just over two quiet acres where sunlight filters through tall hardwoods and birdsong fills the air. Although the setting feels miles from anywhere, the property lies barely five minutes from Woodstock's Village Green and within a short, scenic drive of Kingston and Saugerties. A comprehensive 2021 renovation infused the four-bedroom, two-bath residence with modern comfort

Leslie Foti Coldwell Banker Village Green

So close yet so far away! Walk to town from your totally private and like-new timber frame home with soaring 23-foot ceilings and walls of windows to bring nature in. As you enter from one of Woodstock's most coveted roads, through the stately pillars, you will feel a sense of tranquility with nature on this 9.94-acre lot that is just a half mile from the village of Woodstock and less than a half

Mercedes Ross Coldwell Banker Village Green

This historic Woodstock home, complete with a legal short-term rental license, is ready for its next chapter. Just a short distance from the iconic village green and the heart of Woodstock, this recently restored 1897 Arts and Crafts farmhouse offers both privacy and convenience on one of the town's most desirable streets - a truly rare combination that seldom becomes available. The charming

Victoria Stent Coldwell Banker Village Green

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 living. The

Henry Ford Coldwell Banker Village Green

· Nestled on 3.6 acres with sweeping views of Ohayo Mountain, Mount Guardian, Mount Tremper, and Panther Mountain, along with artfully landscaped gardens · Multiple terraces and decks create seamless indoor-outdoor flow for entertaining and relaxation · Private outdoor projector and screen for memorable evenings under the stars · Tranquil Asian-inspired garden design enhances the natural beauty

Richard Vizzini Corcoran Country Living

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 is

Ellen Osgood Coldwell Banker Village Green

Woodstock Charm Meets Modern Living at 86 Rock City Road!Step into a piece of Woodstock history with this beautifully updated 1910 home, ideally located less than half a mile from the vibrant heart of the village. This 4-bedroom, 2.5-bath property blends classic charm with thoughtful modern upgrades. The spacious, fully renovated kitchen features new appliances, updated countertops, and ample

Michael Shaughnessy Halter Associates Realty

BACK ON THE MARKET! BUYER FINANCING FELL THROUGH All the charm and convenience of Woodstock village living! Adorable period bungalow moments from the center of Woodstock! This 1 BR, 1 BA charmer features an additional room/four-season sunroom, handsome masonry fireplace with wood stove and a river rock chimney, modern kitchen, a clawfoot tub, separate laundry area, and is nestled in a wooded,

Laurie Osmond BHHS HUDSON VALLEY PROP-WDST

34 Forestwood Drive | Woodstock, NY Set along a quiet Woodstock road, this inviting raised ranch blends space, comfort, and mid-century charm. With 4 bedrooms, 2.5 baths, and 10 well-proportioned rooms, the home offers flexibility for both everyday living and weekend getaways in one of the Hudson Valley's most sought-after areas. Step inside the split open entry to a bright, welcoming layout. The

Brenda Graf Corcoran Country Living

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

Woodstock Custom Compound - Create your own private family compound on 2.44 serene acres in the Woodstock Hamlet of Wittenberg—an exceptional to-be-built offering that brings together architectural vision, artisan materials, and the craftsmanship of noted builder James Nelson. This unique project includes a three-bedroom, three-and-a-half-bath main residence, a one-bedroom guest house, and a

Peter Cantine Halter Associates Realty

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

Welcome to Nature's Edge -- a Woodstock estate, where wilderness meets luxury. Perched at the end of a secluded private road, this modern mountain marvel offers unmatched privacy, serenity, and grandeur. Surrounded by natural woodscapes and native rock outcroppings, this 40 acre property sits adjacent to over 500 acres of forever wild NYC DEP land. The home itself, a Barry Price architectural

Heidi Rothe Grist Mill Real Estate

Unique opportunity on one of the most coveted roads in Woodstock which winds its way up to the Overlook Mountain trailhead. Overlooking a mountainside and a seasonal stream, this project house offers incredible potential for someone ready to reimagine this investment opportunity. Tucked away in a peaceful setting, the property feels mostly private and is just a couple minutes from Woodstock

Hailey Kiesewetter Upstate Down

Charming Two Bedroom Home on a Quiet Dead-End Road Welcome to this serene and private retreat nestled on a peaceful dead-end road, surrounded by mature landscaping and an abundance of wildlife. This charming single-family home offers an ideal blend of comfort and tranquility, with space to unwind and enjoy the beauty of nature. Key Features: Two Spacious Bedrooms:The primary bedroom features

Christine Chapman Chapman Realty of the Hudson V

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 stream,

Sheena Lepez Compass Greater NY, LLC

PROPERTY HIGHLIGHTS. Historic Meets Modern: Exquisitely renovated 1900 carriage house blending timeless charm with contemporary luxury. Layout: 2 bedrooms and 2 bathrooms. Exceptionally rare construction featuring Steel floor and ceiling joists with comprehensive Energy Efficient Upgrades throughout. INTERIOR FEATURESKITCHEN: Energy Efficient and dependable Bosch appliances. Custom

Danielle Sevier Compass Greater NY, LLC

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

Sophisticated Gated Retreat in Woodstock. Tucked within a serene, tree-lined neighborhood, this privately sited 4-bedroom, 2.5-bathroom colonial blends timeless comfort with thoughtful modern upgrades. Set behind a gated entry and encircled by approximately one acre of deer fencing, the property offers rare privacy while remaining minutes from the heart of Woodstock. Inside, natural light streams

Greg Berardi Berardi Realty

Make your next transition an easy one in this move-in-ready Woodstock home, where timeless comfort meets sophisticated design. Recently updated and fully renovated—including a brand-new roof and a full-house water filtration system—the house is set on a large, level lot with expansive front and back yards, offering plenty of space to relax, entertain, and play. Just minutes from Woodstock’s

Baris Demirel Serhant LLC

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

Tucked back from the road, with beautifully landscaped grounds, bluestone walls, and mature plantings, this 3-bedroom contemporary home offers privacy, abundant natural light, and versatile living space on 4 tranquil acres. The airy open floor plan features hardwood floors and effortless flow between the living, dining, and kitchen areas. A first-floor primary suite with en-suite bath provides

Lisa Cooper Serhant LLC

Quintessential, cedar shingled 1930's Cape tucked away on over 4 private acres minutes to the center of Woodstock.This 2 Bedroom, 2 Bath home with additional flex room perfect for office or den is a stone's throw from all the Hudson Valley has to offer. Hardwood floors throughout, Bluestone and river rock fireplace perfect for winter days in the Catskills. Gracious open concept kitchen/dining

Johanna Trimboli Halter Associates Realty

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

Benjamin Armento Coldwell Banker Village Green

Old Woodstock charm awaits you at this contemporary gentlemen's farm set on 3.4 peaceful park like acres. Located on the much-desired John Joy Rd, this property boasts a two - four stall 24 x 40 white oak center aisle barn with attached run in. If horses aren't your thing, convert the barn to a studio, garage, workshop. or another living space for guests. The home enjoys the Pentair water

Edward Taraskewich Howard Hanna Rand Realty

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

Step inside for a huge surprise! This tasteful ranch home hides 3 large living spaces, 4 spacious bedrooms 3 bathrooms, as well as an enormous pantry and dining space. You enter and the first living space is on your right with room for a full sized seating area. Down the hall to your left are two bedrooms, a hall bath and a primary en suite with room for a king sized bed. Through a door in the

Richard Stoll Halter Associates Realty

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

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 Sothebys Intl

Large shade trees filter dappled sunlight across this property's private waterside retreat, where the ancient stone wall of the streambed tells the story of millennia, smoothed by the eternal passage of water. Just steps from the vibrant rhythm of Tinker Street and the creative heartbeat of Woodstock, this nearly 2,500 square foot mixed-use property is more than a home or an investment, it is a

Leslie Foti Coldwell Banker Village Green

Set on three wooded and landscaped acres in the heart of the Catskills, this beautifully designed home blends modern comfort with timeless country charm. Offering 3 bedrooms, 3 bathrooms, including an attached ADU, the property is ideal for multi-generational living, guest accommodations, or additional rental income. Make your way to the top of the long tree lined driveway to be greeted by the

Richard Vizzini Corcoran Country Living