Woodstock Real Estate

Welcome to Woodstock, a charming town nestled in the heart of the picturesque Catskills region of New York. Renowned for its vibrant arts scene, rich history, and stunning natural beauty, Woodstock offers a unique blend of small-town charm and cultural vibrancy that makes it an ideal place to call home.

Founded in the 18th century, Woodstock has long been a haven for artists, musicians, and free spirits. It gained international fame as the site of the 1969 Woodstock Music Festival, a pivotal moment in music history that celebrated peace, love, and community. Today, the town continues to foster creativity, with numerous galleries, theaters, and live music venues that showcase the talents of local artists.

Nature enthusiasts will find plenty to love about Woodstock. Surrounded by lush mountains, pristine forests, and serene lakes, outdoor activities abound. Whether you enjoy hiking the scenic trails of the nearby Catskill Park, kayaking on the tranquil waters of the Ashokan Reservoir, or simply taking a leisurely stroll through the town’s quaint streets lined with unique shops and eateries, there’s always something to explore.

The community spirit in Woodstock is palpable, with a calendar brimming with festivals, farmers' markets, and cultural events that bring residents together. From the stunning fall foliage to the vibrant summer arts scene, each season offers its own unique charm.

With its rich history, artistic flair, and breathtaking landscapes, Woodstock is more than just a place to live; it’s a lifestyle. Come discover the magic of Woodstock and find your dream home in this enchanting town!

Newest Listings in Woodstock

2111 Ganton Grn Unit #E308, Woodstock image

2111 Ganton Grn Unit #E308, Woodstock $389,000

Welcome to this pristine garden-style condominium in the highly sought-after Enclave at Waverly Woods subdivision in Howard County. Discover elevated living in this prist...

2 Beds
2 Baths

Courtesy of Realty 1 Maryland, LLC

Listing courtesy of Realty 1 Maryland, LLC. Contact: 410-707-7448

10367 Cavey Ln, Woodstock $815,000

Set on over five private acres in sought after Woodstock Ridge Estates, this Craftsman style farmhouse offers a picturesque wooded retreat surrounded by mature trees and ...

4 Beds
4 Baths

Courtesy of The KW Collective

Listing courtesy of The KW Collective. Contact: 4435741600

11120 Chambers Ct Unit #A, Woodstock image

11120 Chambers Ct Unit #A, Woodstock $385,000

Experience the ease of one-level living in the desirable golf course community of the Courtyards of Waverly Woods. This spacious first-floor condominium offers comfortabl...

2 Beds
2 Baths

Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4107303456

10832 Summit Ave, Woodstock $400,000

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3 Beds
2 Baths

Courtesy of Northrop Realty

Listing courtesy of Northrop Realty. Contact: 4104651770

1682 Woodstock Rd, Woodstock $1,350,000

Stunning stone-accented Colonial-style residence nestled on an exceptional lot in sought-after Woodstock, thoughtfully maintained by its original owner. Offering an impre...

6 Beds
6 Baths

Courtesy of Keller Williams Lucido Agency

Listing courtesy of Keller Williams Lucido Agency. Contact: (410) 465-6900

10725 Hillingdon Rd, Woodstock $629,900

Welcome home to this magnificent, light-filled stone-front townhouse situated in a highly desirable school district. From the moment you enter, you are greeted by an abun...

3 Beds
4 Baths

Courtesy of Realty 1 Maryland, LLC

Listing courtesy of Realty 1 Maryland, LLC. Contact: 410-707-7448

10626 Hillingdon Rd, Woodstock $720,000 ▼

Welcome to this move-in-ready townhouse featuring a 2-car attached garage and beautiful golf course views. Wood flooring runs throughout the home, including hardwood on t...

4 Beds
4 Baths

Courtesy of Fairfax Realty

Listing courtesy of Fairfax Realty. Contact:

9713 Slalom Run Dr, Woodstock $750,000

Welcome to 9713 Slalom Run Drive—a rare opportunity to create something truly special on nearly 2 acres in Woodstock. Offering approximately 4,200+ square feet of living ...

4 Beds
3 Baths

Courtesy of Monument Sotheby's International Realty

Listing courtesy of Monument Sotheby's International Realty. Contact: 4437087074

2209 Barnet Ct, Woodstock — Waverly Woods $665,000

This is a beautiful end unit townhome in good condition in a desirable golf course community! There is a two level bump out which enlarges the square footage of this hom...

3 Beds
3 Baths

Courtesy of RE/MAX Realty Centre, Inc.

Listing courtesy of RE/MAX Realty Centre, Inc.. Contact:

2202 Siena Way, Woodstock — Patapsco Homeowners Assoc $840,000 ▼

FREE 1 Year Home Warranty from Cinch with purchase!! Welcome to 2202 Siena Way, where timeless elegance meets peaceful country living on a breathtaking 2.47-acre homesite...

4 Beds
5 Baths

Courtesy of Hyatt & Company Real Estate, LLC

Listing courtesy of Hyatt & Company Real Estate, LLC. Contact:

21 Deep Powder Ct, Woodstock $715,000

Nestled in the serene enclave of Mardella Run, this exquisite Colonial-style residence offers a harmonious blend of luxury and comfort, perfect for those seeking an eleva...

4 Beds
4 Baths

Courtesy of Weichert, Realtors - Integrity Home Team

Listing courtesy of Weichert, Realtors - Integrity Home Team. Contact: (410) 449-3009

10563 Dorchester Way, Woodstock $1,375,000

Please no Showings before Sunday evening 09/13 The Only Custom-Built Home in Waverly Woods. More Inside pics will be shared with serious prospects only Rent to own or Sel...

5 Beds
5 Baths

Courtesy of Taylor Properties

Listing courtesy of Taylor Properties. Contact: