Woodstock Homes for Sale

Woodstock Homes for Sale

Welcome to Woodstock, a charming town nestled in the heart of the stunning Catskill Mountains in upstate New York. Known for its vibrant arts scene, rich history, and breathtaking natural beauty, Woodstock is a haven for those seeking a serene lifestyle combined with a creative spirit. With its picturesque landscapes, quaint shops, and a welcoming community, it’s no wonder that many are looking to call this enchanting town home.

Woodstock boasts a diverse range of homes for sale, catering to various tastes and budgets. Whether you’re dreaming of a cozy cottage surrounded by lush greenery, a modern home with panoramic mountain views, or a historic property steeped in character, you’ll find it here. Each neighborhood exudes its own unique charm, from the bustling village center to the tranquil outskirts, offering something for everyone.

Outdoor enthusiasts will revel in the numerous recreational opportunities available, including hiking, biking, and exploring the nearby lakes and rivers. The town’s commitment to preserving its natural beauty ensures that residents can enjoy the great outdoors year-round. Additionally, Woodstock’s cultural offerings are second to none, with art galleries, live music venues, and festivals that celebrate the town’s rich artistic heritage.

With homes for sale in this idyllic location, now is the perfect time to discover the magic of Woodstock. Embrace the opportunity to live in a community that values creativity, nature, and a sense of belonging. Your dream home awaits in this captivating town where every day feels like a getaway.

Newest Woodstock Homes for Sale

$339,900
4 Beds ⋅ 2 Baths ⋅ VASH2015682 MLS
Welcome home to this beautifully renovated Cape Cod offering modern comfort, classic charm, and ideal location in the heart of Woodstock, Virginia. Featuring an inviting open floor plan, this spacious home offers four bedrooms and two full baths, providing plenty of room for family, guest, or a home office. The thoughtfully updated interior creates a bright, welcoming atmosphere with an easy flow between the living, dining, and kitchen areas- perfect for everyday living and entertaining. A large full unfinished basement provides abundant storage and tremendous potential for future living space, a workshop recreation area, or whatever best suits your needs. Step outside and enjoy the large covered deck, an ideal spot for morning coffee, outdoor dining, or entertaining family and friends while taking in the beautiful mountain views. The expansive backyard offers plenty of room for gardening, recreation, pets or simply relaxing and enjoying the outdoors. Located in town and close to the town park and all of Woodstock's amenities, this home combines the convenience of being near shopping, dining, recreation and community activities with the peaceful beauty of the Shenandoah Valley.

358 W Spring St, Woodstock

Listing courtesy of Johnston and Rhodes Real Estate. Contact:

$439,900
3 Beds ⋅ 3 Baths ⋅ VASH2015632 MLS
This charming Colonial home in Wellington Estates offers a perfect blend of comfort and modern living. With 3 spacious bedrooms and 3 full bathrooms, this residence boasts an open floor plan that invites natural light throughout. The heart of the home features a well-appointed kitchen equipped with stainless steel appliances, including a built-in microwave, dishwasher, and stove, making meal prep a delight. The main floor laundry adds convenience to your daily routine. Major renovations in 2022 have revitalized this home, ensuring it meets today's standards while maintaining its classic appeal. Enjoy cozy evenings in the inviting living spaces, or step outside to your expansive 0.53-acre lot, complete with a beautifully landscaped front yard and serene rear yard, perfect for outdoor gatherings or quiet moments in nature. The attached oversized garage and paved driveway provide ample parking and storage options. With views of the lush garden and lawn, this home is a peaceful retreat. Located in a vibrant community, residents benefit from nearby parks, excellent schools, and convenient public services. Explore the local amenities that make Wellington Estates a desirable place to call home. This property is not just a house; it's a place where memories are made and cherished. Experience the warmth and comfort that awaits you!

816 Burgess Ct, Woodstock

Listing courtesy of Kathy Jean Campbell. Contact: 5407176970
$815,000
4 Beds ⋅ 4 Baths ⋅ MDHW2073560 MLS
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 abundant wildlife. Brick pillars with lights welcome you home along the long driveway, setting the tone for this special property. Step onto the inviting front porch and inside to an open dining area and spacious living room anchored by a beautiful brick fireplace. Large glass doors frame the peaceful wooded views and lead to the expansive Trex deck and screened gazebo; an ideal setting for relaxing, entertaining, or simply enjoying the scenery. The updated kitchen blends character and function with white cabinetry, updated countertops (2025), stainless steel appliances including a Sub-Zero refrigerator, and a second fireplace. A convenient powder room completes the main level. Upstairs, you'll find three bedrooms and two beautifully renovated full baths (2023). The spacious owner's suite features double door access to a private balcony overlooking the gazebo and wooded grounds, along with its own ensuite bath featuring a double sink vanity. The walkout lower level adds even more flexible living space with a fourth bedroom, wood burning stove, room for a second living or recreation area, and ample storage. Step outside to the bluestone patio and take in the peaceful natural surroundings. Additional highlights include a two car attached garage, Pella windows with integrated blinds, a new roof (2025), boiler (2025), water heater (2023), plus a separate barn and shed. With more than five acres to explore, this property offers space to hike through the woods, mountain bike, enjoy wildlife, or simply unwind in your own private retreat—all while enjoying the charm and community of Woodstock Ridge Estates.

10367 Cavey Ln, Woodstock

Listing courtesy of The KW Collective. Contact: 4435741600
$479,000
4 Beds ⋅ 2 Baths ⋅ VASH2015608 MLS
One of a kind, hidden gem in the heart of the Town of Woodstock. This 4 BR, 2 Bath split level home with garage is perfectly sited on a private, 3.2-acre wooded homesite. A truly scenic vista located so close to the the Town of Woodstock. There is always something fun to do and enjoy in Woodstock--where vineyards, hiking,, fine restaurants, and quaint cafes are located very nearby. The Valley Health Shenandoah Hospital is located across the street. You love to explore your own nature trails and also visit the Indian Spring Wetland park directly across the street. Grocery, banks, quaint dining, and recreational opportunities are within minutes. This home features an upgraded kitchen and baths, a newer roof in 2019, HVAC- furnace replaced in 2022. This multi-level split home has a sunny primary bedroom with French doors leading to a private deck. You'll love morning coffee or evening cocktails on the deck while enjoying the sounds of nature. Three additional bedrooms, including the attic space, which will easily serve as a home office. The living and dining room open with French doors to a patio--ideal for entertaining. The living room has a wood-burning fireplace with built-in bookcases on either side. Gleaming hardwood flooring is found in this area, as well as in the 3 bedrooms. The upgraded kitchen is a chef's delight with custom cabinetry, upgraded countertops, ceramic flooring, and stainless steel appliances. Now is the time to discover this private oasis located in the heart of the Town of Woodstock within the beautiful Shenandoah Valley. The property is a mix of ferns, mature hardwood trees, a meandering stream and a cleared lush lawn. Wildlife abounds with new fawns frolicking through the yard. A natural stream originates on the property and runs to the Indian Spring Wetland Park area. Huge rock and boulders dot the landscape throughout the woods. You can expand the house--consider all the opportunities to design and build out this property to your absolute heart's content. Schedule a Tour today!

769 S Water St, Woodstock

Listing courtesy of Samson Properties. Contact: (571) 921-9755
$400,000
3 Beds ⋅ 2 Baths ⋅ MDBC2148350 MLS

10832 Summit Ave, Woodstock

Listing courtesy of Northrop Realty. Contact: 4104651770
$274,900
2 Beds ⋅ 1 Baths ⋅ 681105 MLS
Move-in ready and extensively updated, this adorable ranch home offers comfortable one-level living plus a spacious finished lower-level recreation room. Recent improvements include a new roof, new windows, new heat pump with oil heat retained as backup, updated bathroom, new stainless steel appliances, refinished hardwood floors, new luxury vinyl flooring, fresh paint, and updated lighting and ceiling fans throughout. The bright eat-in kitchen offers plenty of workspace and opens conveniently to the main living areas, while the finished lower level provides excellent additional space for an additional living room or den, home office, hobbies, entertaining, or additional bedroom space with egress windows. Outside, enjoy privacy in town on nearly half an acre with mature trees, a paved driveway, covered front porch, and an oversized covered carport that doubles as a great outdoor living space. Public water and a convenient Woodstock location complete this refreshed, affordable home that's ready for its next owner. Owner/Agent.

546 Lupton Rd, Woodstock

Listing courtesy of Real Broker LLC. Contact:

$274,900
2 Beds ⋅ 1 Baths ⋅ VASH2015510 MLS
Move-in ready and extensively updated, this adorable ranch home offers comfortable one-level living plus a spacious finished lower-level recreation room. Recent improvements include a new roof, new heat pump with oil heat retained as backup, updated bathroom, new stainless steel appliances, refinished hardwood floors, new luxury vinyl flooring, fresh paint, and updated lighting and ceiling fans throughout. The bright eat-in kitchen offers plenty of workspace and opens conveniently to the main living areas, while the finished lower level provides excellent additional space for an additional living room or den, home office, hobbies, entertaining, or additional bedroom space with egress windows. Outside, enjoy privacy in town on nearly half an acre with mature trees, a paved driveway, covered front porch, and an oversized covered carport that doubles as a great outdoor living space. Public water and a convenient Woodstock location complete this refreshed, affordable home that's ready for its next owner. Owner/Agent.

546 Lupton Rd, Woodstock

Listing courtesy of Real Broker, LLC. Contact: 8504500442
$345,000
3 Beds ⋅ 2 Baths ⋅ VASH2015348 MLS
You can have it all with this 3-bedroom home located in the Leisure Point community! The open living room, dining room, and kitchen make a great space for gatherings. The living room features hardwood floors and vaulted ceilings. Down the hallway you'll find the primary bedroom with an ensuite bath and walk-in closet, two additional bedrooms, a full bath, as well as a laundry station and linen closet. Recent updates include new carpet, fresh paint, and shingles replaced in 2019, making this one move-in ready. Step outside to a spacious backyard with an outbuilding, and take in the beautiful mountain views from your front porch over a morning coffee or evening tea. Living in Leisure Point means private community access to the Shenandoah River — picture riverside picnics, fishing, or a relaxing stroll through nature.

170 Clubhouse Ct, Woodstock

Listing courtesy of Skyline Team Real Estate. Contact:

$1,350,000
6 Beds ⋅ 6 Baths ⋅ MDHW2073088 MLS
Stunning stone-accented Colonial-style residence nestled on an exceptional lot in sought-after Woodstock, thoughtfully maintained by its original owner. Offering an impressive 5,270 total finished square feet, this inviting home combines timeless architectural details with spacious, comfortable living areas and a serene natural setting. // A welcoming covered front porch opens to the elegant interior, where abundant natural light, refined molding details, and a soothing neutral color palette create a warm and inviting atmosphere. Hardwood floors extend across most of the main level, beginning in the foyer and flowing into the formal living room, enhanced by graceful bay windows. The formal dining room continues the timeless appeal with a beautiful chandelier and classic chair rail detailing. // The expansive eat-in kitchen is designed for both everyday living and effortless entertaining, featuring stainless steel appliances, a refrigerator replaced in 2025 and a microwave replaced in 2023, a center island with contrasting dark cabinetry and breakfast bar seating, granite countertops, pendant lighting, a warm-toned backsplash, and a convenient pantry. An additional breakfast bar connects the kitchen to the cozy, sunlit breakfast room, where sliding doors lead to the deck. // Open to the kitchen, the spacious family room offers plush carpeting and an impressive floor-to-ceiling stone gas fireplace, creating a comfortable gathering space. Also on the main level, a well-appointed study or home office is tucked behind French doors and features a walk-in closet, offering wonderful versatility as a private workspace, guest room, or potential multigenerational living space. // Upstairs, four generously sized carpeted bedrooms, three full bathrooms, and a convenient laundry area provide exceptional comfort and functionality. The luxurious owner’s suite features an elegant tray ceiling, a spacious sitting room, and an impressive walk-in closet with custom organization. The spa-inspired ensuite bathroom offers a dual-sink vanity, relaxing soaking tub, and separate walk-in shower. One secondary bedroom enjoys its own private ensuite bathroom, while the remaining two bedrooms share a convenient dual-entry full bathroom. All four bedrooms feature walk-in closets, providing abundant storage throughout. // The fully finished walk-out lower level expands the living space with a spacious recreation room thoughtfully arranged for both a game area and comfortable lounge space. A wet bar adds convenience for entertaining, while a versatile bonus room with a mirrored closet offers additional flexibility. A sixth bedroom with a walk-in closet, a full bathroom, and a dedicated storage room complete this exceptional lower level. // Outdoor living is equally inviting, with a low-maintenance composite deck stepping down to extensive hardscaping and a spacious backyard surrounded by mature trees. The wooded setting provides a peaceful sense of privacy, while a backyard swingset creates an ideal space for outdoor enjoyment. A storage shed and chicken coop add functionality and charm to the expansive grounds.

1682 Woodstock Rd, Woodstock

Listing courtesy of Keller Williams Lucido Agency. Contact: (410) 465-6900
$750,000
4 Beds ⋅ 3 Baths ⋅ MDBC2172108 MLS
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 space, this spacious home provides an exceptional canvas for the buyer looking to bring their vision to life. The highlight of the property is the expansive lot, offering privacy, space, and endless possibilities for outdoor living, entertaining, gardening, recreation, or simply enjoying the peace and tranquility of the setting. Inside, the generous footprint provides plenty of room to reimagine the home and create the spaces and finishes that suit your lifestyle. This spacious home offers an exceptional floor plan with four generously sized bedrooms and a truly impressive primary suite. The expansive primary retreat features two walk-in closets and a beautifully updated modern bath with imported tile and a Jacuzzi tub—creating a private space to relax and unwind. The main level is designed for both everyday living and entertaining, with an open-concept kitchen flowing into the family room, creating an inviting central gathering space. Two fireplaces add warmth and character, while the extended recreation room off the family room provides additional flexibility for entertaining, or second living area. Step outside to the Trex deck and gazebo, where the indoor living space seamlessly extends outdoors. With a spacious layout, generous living areas, and a desirable connection to the surrounding property, this home offers both comfort and tremendous potential for its next owner. Conveniently located in the Woodstock area with easy access to major commuter routes, shopping, dining, and everyday amenities, 9713 Slalom Run Drive offers the space and setting that are increasingly difficult to find. A property with this much land and potential is a rare find. Come see the possibilities for yourself.

9713 Slalom Run Dr, Woodstock

Listing courtesy of Monument Sotheby's International Realty. Contact: 4437087074
$325,000
3 Beds ⋅ 1 Baths ⋅ 680133 MLS
This charming 1962 ranch-style home offers a solid investment opportunity with its classic brick exterior and spacious 0.31-acre lot. Featuring three cozy bedrooms and a full bathroom, this property is perfect for those looking to add value through updates or renovations. The unfinished basement provides ample storage or potential for additional living space. The kitchen comes with essential appliances, including a built-in microwave, single oven, cooktop, and refrigerator, making it move-in ready for tenants or future buyers. Gas fireplace in the inviting living area, perfect for creating a welcoming atmosphere. Harwood floors throughout. With a paved driveway and close proximity to the Woodstock Town Park/Pool. The outbuilding with electric and electric baseboard heat offers additional storage or workspace. Come make this brick rancher yours! Agent Related to Owner

410 North St W, Woodstock

Listing courtesy of Funkhouser Real Estate Group: Woodstock. Contact:

$320,000
1 Beds ⋅ 2 Baths ⋅ VASH2015240 MLS
This one-of-a-kind home in an established Woodstock neighborhood doesn't become available often! Everything is on one floor, but there is a full, mostly finished, basement for additional living and storage space. Your creative side will be happy with the large detached studio in the home's sizeable back yard. It has electricity and AC and sits under one of several mature shade trees. Convenient to the hospital and medical offices, this home offers a stacked stone living room fireplace, a bright kitchen and a sunroom with a classic Valley view. The sunroom is open to additional living or office space. A few steps away is the all tile hall bath, and the Primary bedroom with an ensuite bath, also all tile and offering a newer step-in shower. And, did we mention the laundry is also on the mail level? This home was built in the 1950's and shows it's quality construction throughout. It has some updates, including newer windows and has been well maintained. The living space, the central location and the price, make this a value worth considering! The price is based on a recent appraisal.

208 N Muhlenberg St, Woodstock

Listing courtesy of Creekside Realty. Contact:

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