Woodstock Homes for Sale

Experience the Best of Upstate Living in the Heart of WoodstockDiscover this enchanting four-bedroom, two-bathroom home located on one of Woodstock’s most sought-after streets. Privately set back from the road and directly across from the storied Thorne Preserve, with its scenic trails and sweeping views of Overlook Mountain, this turnkey residence offers both privacy and direct access to nature.

Ashley Prather Corcoran Country Living

In the heart of the storied Byrdcliffe Colony, you will find this classic Woodstock retreat.Cited perfectly on 2 landscaped acres, featuring flowering trees , fruit trees and a variety of seasonal blooms.Just one mile from the center of town and everything Woodstock has to offer.Four bedrooms and 2 Full baths provide room and comfort for family and friends.Heated and plumbed outbuildings are

Margo Obourn Win Morrison Realty - W

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

Recipe for a stunning contemporary home...Take one solid, classic, ranch, in an extraordinary setting just 2 miles from the iconic Village of Woodstock! Add approximately 1,500 sq ft of beautiful and thoughtfully designed additions and voila!....You have this extraordinary and stunning Contemporary!Discover this exceptional 3-bedroom, 2-bath contemporary home nestled on 2.38 beautifully

Margo Obourn Win Morrison Realty - W

Highwoods Haven rests on just over two whisper‑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

Leslie Foti Coldwell Banker Village Green

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. The current owners have entirely rebuilt the barn from the ground up so you'll find new electrical, a new heating & cooling system, local custom millwork, and Marvin windows and doors. The first floor has

Annabel Taylor Four Seasons Sotheby's Int.

It's not just about the view! Don't get me wrong, the views are amazing, and from almost every room. Certainly amongst the best views in Woodstock. But this three level designer inspired contemporary has so much more to offer! Located high on the flanks of Overlook Mountain in a private community setting, each space has been carefully reimagined. The sleek, modern kitchen with all new appliances

Daniel Winn Halter Associates Realty

Create Your Dream Home in Woodstock - Perfect for DIY Enthusiasts! Embrace the opportunity to finish this one-level, 3-bedroom home in the heart of Woodstock. With renovations already underway, this property is ideal for hands-on buyers ready to bring their vision to life.The flexible extra room offers endless possibilities—finish it out for additional living space, convert it back into a garage,

Laura Haney Halter Associates Realty

Your escape upstate awaits. You are cordially invited to step into this reimagined and redesigned Bungalow on 1.05 acre offering 2 beds and 1 bath, along with a converted garage – now fittingly called the Studio— located minutes to the Ashokan Reservoir in Woodstock, NY. Inside, you will find a thoughtfully updated oasis highlighted by refinished oak flooring, classic built-in storage space,

Roadman Etienne BHHS Hudson Valley Properties

We are pleased to present a high-grade value for all potential home buyers! If you are looking for a home that can be used for year-round living or as a seasonal retreat than this home checks all criteria. Here you have a contemporary home that offers great outdoor lighting and provides peaceful window views all throughout the property! Let's take a journey throughout the home, as it sits within

JORGE LUGO Schoenfeld French & Lull R.E.

Cooper Lake Road is an idyllic place to build your dream house and weekend getaway. 13+ acres of privacy and natural surroundings. A perfect blend of seclusion, convenience and an abundance of hard scrape materials add to the unique layout of the land. This property offers a desirable location and is only 5 minutes to the vibrant Village of Woodstock.

Valerie Cashen Coldwell Banker Village Green

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

Discover a rare opportunity in the heart of Woodstock, NY— with special status, granted by NYS supreme court, which allows rentals of any length, anytime, not subject to any restrictions from the town of Woodstock, or the county. This five-cabin retreat is on over 6 private acres, offering multiple possibilities: a thriving short-term rental, a secluded family/friends compound, or a unique

Mirav Ozeri The Machree Group, LLC

Welcome to an exceptional investment opportunity nestled in the heart of the iconic Woodstock Village. This unique 4 family property offers an enticing package for investors, with potential for conversion into a boutique hotel. Spanning .75 acres, the property boasts a quartet of beautifully maintained apartments, each with its own charm and character.The crown jewel of the estate is a

Heidi Maloney Four Seasons Sothebys Intl

Public Remarks: JUST LISTED! A charming sun-drenched ranch in the Woodstock hamlet of Lake Hill. Nestled among towering pines and lush rhododendrons, this delightful ranch offers a perfect blend of comfort, convenience, and natural beauty. A long, private driveway welcomes you to this deceptively spacious home, offering over 1,860 square feet of single-level living. Inside, the expansive living

Lisa Halter Halter Associates Realty Inc

**Discover the perfect blend of comfort and opportunity in this charming duplex situated near the heart of Woodstock. This legal two-family home, each unit approximately 900 square feet, offers a unique chance to live in one side while renting out the other, making it an ideal investment property or a cozy haven for extended families.As you approach the property, a separate driveway for

Pieta Williams Halter Associates Realty

**Discover the perfect blend of comfort and opportunity in this charming duplex situated near the heart of Woodstock. This legal two-family home, each unit approximately 900 square feet, offers a unique chance to live in one side while renting out the other, making it an ideal investment property or a cozy haven for extended families.As you approach the property, a separate driveway for

Pieta Williams Halter Associates Realty

An incredible, rare opportunity in Woodstock. It has been very long time since a parcel of this magnitude has available for sale in Woodstock. This contiguous 60-acre property, consisting of two 30-acre lots, features rolling hills, stunning rock outcroppings, mountain views, and diverse mature trees, uniquely offering both beauty and potential. A privately built road, completed by the owners,

Baris Demirel Serhant, LLC

Tucked away on a private road, this stylish saltbox contemporary offers the perfect blend of modern comfort and natural beauty. Being sold furnished and set on 4.81 acres of lush greenery, rock outcroppings, and abundant wildlife it provides a peaceful retreat just minutes from Woodstock.Designed to embrace the sun-drenched setting, the home features an airy, open floor plan highlighting a

Laurie Ylvisaker Coldwell Banker Village Green

A One-of-a-Kind Renovated Barn & Creative Haven in WoodstockSet on three peaceful acres with a small stream and meandering mossy paths, this beautifully renovated 1910 barn blends historic charm with modern upgrades. Designed as both a unique home and an inspiring creative space, this property has been meticulously upgraded with radiant heating, all-new insulation, updated

Baris Demirel Serhant, LLC

15 acres of beautiful Catskill Mountain land with seasonal views of Cooper Lake and the Catskill Mountains, located off Cooper Lake Road, just a short drive from the Bearsville Complex and Woodstock Village. There are a few stunning building sites to choose from, but one may opt to preserve the land as it is and use the antique lean-to and outhouse for hunting and camping trips or develop an

Sean Zimmerman Halter Associates Realty

An opportunity to own a beloved Woodstock property while realizing an excellent revenue stream! High-profile property at well-trafficked intersection combining retail space with three living units generating multiple income flows - or live on-site and run your own next-door business. Situated on almost an acre in a magical, forested setting on both sides of Little Beaver Kill with mountain views.

Sharon Breslau BHHS HUDSON VALLEY PROP-WDST

Available for the first time ever to market!A rare and wonderful generational property in the very heart of Woodstock!What is more important in a location? Privacy, or proximity? Look no further, this magical property is nearly 8 acres of privacy walking distance to the middle of Woodstock! At the time it was built, this home was a leader in passive solar, energy efficient

Nan Potter Potter Realty

The perfect Upstate compound. Located in one of the most beautiful locations in Woodstock, this 3 bedroom 2 bath home includes a new 550 square ft guest house for a total of 1973 square feet, an in-ground pool and many recent upgrades and improvements. Just across the way from the Thorne Preserve with its peaceful trails, one can take in nature and glorious mountain views while being only 5

Amy Lonas Coldwell Banker Village Green

Welcome to your dream home in the picturesque town of Woodstock, known for its vibrant arts scene, natural beauty, & community spirit. This beautifully preserved Craftsman home offers a perfect blend of classic design & modern functionality. Nestled on 1.3 acres, this 4-bedroom, residence features distinctive architectural elements, such as exposed beams, stain glass windows & light fixtures.

Melissa Zoe Hirsch Coldwell Banker Village Green

WOODSTOCK-Rustic ranch in a convenient location, is available immediately! Open living area has cathedral ceilings, a wall of windows and a nice dining area leading to the deck. There are two decent size bedrooms, one being en-suite, both with walk-in closets. A second full bath is down the hall. The kitchen has an entrance from the dining area or hallway, with plenty of cabinets, including a

Dana Goldberg Houlihan Lawrence-R

Discover the beauty and serene privacy of this outstanding 30+ acre parcel nestled in the Town of Woodstock. Just a scenic 15-minute drive to both Kingston and Saugerties, this property offers a perfect blend of proximity and tranquility. A short three-mile drive leads to the picturesque Ashokan Reservoir and Rail Trail. The Zena Recreation Swim and Tennis Club, is only one mile away. Potential

Michael Shaughnessy Halter Associates Realty

Magnificent 8+ acre meadow across from Cold Brook Road PLUS 66 acres of beautiful rolling property with two streams and magical wet and dry areas in the woods. Possible single Estate property or subdivide into several parcels. Access from Wittenberg Road and views nestled in the Wittenberg Valley just past where the roads to Glenford, Mt. Tremper and Bearsville meet. Property has access on

Robert Stang LIVEARTHCO CONSULTING LLC

This is an 86.2 acre property that is being subdivided into two 3 acre parcels and one 10 acre parcel. The 10 ac parcel will be on the pond and the two 3 acre parcels are across the street from Yankeetown Pond.

Siobhan Scanlan Win Morrison Realty-K

Circa 1915 Woodstock Victorian built to a high standard and grand scale, set amidst groves of towering pines and massive old-growth black locust trees. This stunner features 3-plus bedrooms, 2.5 baths and a multi-columned wraparound rocking chair porch with mahogany decking and original wainscoting. A small anteroom leads to two parlors in the original structure. High ceilings, bay windows and

Peter Cantine Halter Associates Realty

One of the last commercial lots in Woodstock. Zoned neighborhood commercial..excellent drainage. Great location for nursery school, medical or dental clinic, funeral home, or professional office, bank retail mix strip complex. Based on Zoning and bulk requirements site can facilitate approx. 16,000 sq. ft. of building...Soil has excellent drainage for inground septic system. The Town Building

Michael Bernholz Sr. Hudson Valley Appraisal

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