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About Windham New YorkWindham NY Homes for Sale in the Catskills

Windham is a smaller town in New York located in Greene County. Residents of Windham live in an area that has a rural feel. A majority of Windham residents own their homes. This area is popular due to its ski resort. The town of Windham, located in the heart of the Catskills, is a quiet, quaint village.

Outfitted with all the creature comforts needed to make this an ideal all-year-round vacation home. Windham offers a lot of bars, and restaurants, as well as shops, and boutiques. Windham is known for its mountain ski resort. The small town in the Catskills has a great ambiance and is only a few hours from the big New York City. This area is known for being the Northeast's premier year-round outdoor recreation destination. There are excellent trails and skiing, and Windham mountain has a lot to offer in all seasons. If you are a resident or vacationer, you will want to check out the Windwood Inn, Windham Golf Club, Alpine Spa, Skyride, and world-class bike park. Windham is a great place for your family with all of the activities and amenities at your fingertips. Whether you are a full-time resident or a vacation homeowner, Windham is a great place to be.

Dating back to the late 1700’s, Windham is one of the oldest towns in the region and is often referred to as the “gem of the Catskills.” While the town is rich in history, its charm and beautiful downtown district entices both locals as well as tourists visiting the area. The Historic Main Street looks like the backdrop to a movie and is lined with locally owned boutiques, restaurants, coffee shops and more, ensuring there is something to enjoy for those of all ages. If browsing the local shops isn’t up your alley, fear not, for there is a lot more to explore in Windham!

Windham is surrounded by an abundance of outdoor recreation, from skiing and snow sports, to hiking, ample biking trails, golf courses and more. Take a stroll along the famous Windham Path and enjoy sips from The Vineyards at Windham. The town hosts multiple annual, seasonal, and regular events, from tree lightings to farmers markets and more, the town has kept a true community feel, despite the growth that Windham continues to see each year. A perfect escape, Windham is a true oasis tucked into the mountains, an idyllic place for those of all ages to call home

Windham Schools

Windham offers great schools for its residents who are school-aged children. In Windham, your children will attend, Windham-Ashland-Jewett Central School. This K-12 school is situated in a beautiful mountainous area within Catskill State Park. The school's mission statement is to provide the resources and environment that maximize the opportunity for every student to reach his or her academic, creative, and athletic potential.

Windham Real Estate

Windham offers a range of available real estate. You can find single-family homes, townhomes, condominiums, and vacant land. A good percentage of residents are part-time residents using their property as vacation homes. Some new developments are coming to the area with townhomes and semi-attached homes to accommodate the resort town. Depending on what you are looking for, you can find a secluded log cabin or a single-family home in a community with an abundance of amenities.

What to Know About Windham

A Mountain Town

Windham is a year-round destination, and the same can be said for its namesake, the Windham Mountain Resort. During the summer months, golf 18 holes on the Windham Country Club public golf course. When snow falls and blankets the Catskills, enjoy the best of 1,600 vertical feet of skiing. 

Local Cuisine 

Home to the finest dining in the Catskills, come to Windham hungry and leave satisfied. Eat local at the Windham Local Public House, utilizing farm-sourced ingredients in creative dishes. Enjoy a glass of wine on a date night at the Ze Windham Wine Bar. Breakfast is the most important meal of the day, so we suggest the Catskill Mountain Country Store and Restaurant for an unforgettable meal. 

Unique Activities

With a plethora of unlimited activities and other such charming places to explore, it comes as no surprise that Windham is a popular destination for adventure enthusiasts as well as relaxed travelers. Walk along The Windham Path, and sip wine at The Vineyard at Windham. Browse some of the most visually stunning art displays at the Windham Fine Arts Gallery. 

The Best Neighborhoods 

Living in Windham offers residents a sparse suburban feel with the allure of urban accessibilities whilst living the life of hometown warmth. Full of historic charm, many featured well-established neighborhoods such as Pomfret, South Woodstock, and Woodstock just to name a few, provide a harmonious blend of suburban living with proximity to essential amenities. 

Great Education

The renowned Windham-Ashland-Jewett Central School District serves the town of Windham and the source of education is the K-12 school, Windham Ashland Central School. Students are offered a strong educational foundation fostering growth and the transition from the elementary to high school learning level, whilst providing support services to students in future endeavors of higher education or joining the workforce. 

Local Events 

Windham for its size has a strong sense of community, and for its scenic advantage, offers some of the finest seasonal events to date. Celebrate fall foliage with fifty vendors of local crafts and foods at Windham’s 29th Annual Autumn Fair. When the town of Windham is blanketed in snow, don’t miss the colorful and cheery Holiday Celebration & Tree Lighting and Annual Light Parade in December. 

Interested in the allure of the Gem of the Catskills? Whether it is the year-round outdoorsy amenities that draw you or the well-established communities near a fine K-12 school, Windham has it all. 

What Locals Say About The Area

“I moved to Catskill a few months ago. I like living here. I spent my weekend hiking around the area of Catskill Mountain. I went to the lake and stream to do fishing. In Catskill mountain, the scenes are so beautiful. I would love to do skiing one day at Hunter. The people are so friendly. We do have a lot of local farmer markets every week in the summer.”-Niche

In Conclusion

To learn more about relocating to Windham or any Catskills real estate, contact our office at any time. We would love to assist you with any real estate needs whether it is buying, selling, or investing.

Want to rent before you buy in the Catskills!? Learn more

Windham Homes for Sale

150891 MLS
Attention all innovative land developers! We have an extraordinary opportunity for you in the thriving community of Windham, NY. Get ready to unleash your creativity and build one, two, or even explore the option of several homes on a magnificent 32.59 acre parcel. This is not your ordinary piece of land - it comes with a proposed sewage disposal plan and an approved septic design already in place. Imagine the possibilities!The demand for land parcels in Windham is skyrocketing, especially with the recent announcement of the Windham Mountain Club's expansion. And guess what? You have the chance to be a part of this exciting growth and reap the benefits of increasing property values. Don't miss out on this golden opportunity!Situated on a tranquil country road, just a mere 5 minutes from town and 3 miles from the exhilarating slopes of Windham Mountain, this parcel offers the perfect combination of privacy and convenience. The possibilities are endless! Whether you choose to build one home, creating an oasis of tranquility and luxury, or multiple homes, nestled harmoniously amongst the striking beauty of nature, this property is your blank canvas.As you enter the property via a captivating stone driveway, you'll be greeted by a magnificent forest filled with majestic eastern hemlock, white pine, and sugar maple trees. Finally, a chance to create homes that are truly nestled within nature. Lot #61.00-2-79 was granted an approved septic design in 2019, giving you a head start on your incredible journey. But the fun doesn't end there - with a total of six mostly wooded parcels offering varying topography, the opportunities for thoughtful and imaginative development are simply boundless.Don't miss your chance to be a part of this exceptional opportunity in Windham. The time is now! Take advantage of this land developer's dream, where creativity meets potential and incredible landscapes meet the promising future of a thriving community. Seize the day and turn this once-in-a-lifetime opportunity into a reality. Contact us now to explore the endless possibilities that await you.

469 Begley Road, Windham

4 Beds 3 Baths 150858 MLS
Welcome to your own little slice of paradise in the Catskill Mountains! This beautifully renovated home seamlessly blends modern accents with rustic charm, creating a truly unique and inviting atmosphere. Nestled just minutes away from a wide range of outdoor activities, this is the perfect retreat for nature enthusiasts or those looking for a peaceful getaway. Step inside and be greeted by the unmistakable warmth that only pine walls can provide. The living room is a true centerpiece, with vaulted ceiling and a wall of glass that floods the space with natural light. On cooler evenings, cozy up beside the wood-burning stove and let the crackling fire melt away the stresses of the day. The kitchen is a functional masterpiece, designed with both style and practicality in mind. Enjoy your morning coffee in the sundrenched breakfast nook, where the beauty of the surrounding landscape becomes a part of your daily routine. And when it's time to entertain, the spacious dining room is more than capable of welcoming large gatherings with open arms. This four-bedroom home has been carefully designed to cater to both your own needs and the desires of any prospective vacationers. Two of the bedrooms boast private bathrooms, making hosting loved ones or marketing the home on vacation rental sites a breeze. As an added bonus, a large den located through one of the bedrooms offers endless possibilities - it as your home office, a workout area, or whatever suits your lifestyle best. The interior of this home has recently been renovated showcasing new flooring, an updated kitchen, and three renovated bathrooms. The basement is heated and ready for expansion. Outside, the entertainment options are endless. Whether you prefer grilling on the deck, relaxing on the patio, or gathering around the fire pit for stories and laughter, this home has you covered. The oversized backyard, resembling a picturesque park, even includes a charming garden of raspberries, strawberries, blackberries and grapes. And let's not forget the breathtaking mountain views that surround you, providing the perfect backdrop for moments of solitude and reflection. As you further explore the grounds, you'll enjoy mature apple & pear trees and lush Juniper shrubs that add to the beauty of the landscape. This property is the complete package with generator hook up in place, shed, attached 2 car garage and paved driveway. Don't miss your chance to own your own piece of paradise - schedule a showing today!

560 North Settlement Road, Windham

5 Beds 4 Baths 150816 MLS
Dashing Through The Snow ; you will embark upon a sprawling custom Chalet detailed with peaked roof lines, covered porches, multilevel decks appointed with sunken hot tubs BBQ grills with distant views of the Thomas Cole Mountain Range and Windham's Ski slopes, In A One Horse Open Sleigh; journeys through the illuminated forest you arrive at The Ski Chalet of Perfection'', (AKA Chateau Joe on Air Bnb) as the alluring aroma of firewood leads you into a spacious great room with vaulted wood ceiling ,hanging chandeliers, a wall of glass and a soaring stacked fieldstone wood burning fireplace makes you feel like you're home. . The clean crisp lines of a country kitchen with commercial grade appliances, quartz countertops and a center island for gatherings. Entertain family and guest at the customized beverage /caf center, equipped with wine cooler, live edge bar top and a undermounted hammered copper sink. Main floor offers a private En Suite with additional bedroom and full bath. Ascend to the second-floor primary suite with walk in closet, soaking tub, tile shower and double vanity. Find the private office behind sliding barn doors allowing business to continue or leisurely read a book overlooking the holiday dcor below. The basement takes everyone to another level of weekend fun, as you step onto the epoxy sea floor it's like walking on water; settings the stage with games, music memorabilia and entertainment, a second ideal beverage bar is right next to the pool table! Additional two bedrooms and bath will accommodate the entire family, convenient laundry and utility room provides essential household storage. Bells on Bob Tails Ring Making Spirits Bright: as the sounds of Christmas comes from the newly constructed 2,315 Sq Ft. Studio offering two professional music recording studios, main floor modern living quarters, radiant heated floors, gym and heated garage offering a separate entrance and carport, the ultimate outdoor space.This quintessential property, newly constructed and privately situated offering municipal sewer, high speed internet and underground utilities, is just one mile from Windham Mountain, making it a one-of-a-kind mountain retreat as you explore the ultimate blend of luxury and privacy.

64 Indian Heights, Windham

2 Beds 2 Baths 150757 MLS
Discover this beautifully updated 2-bedroom, 2-bathroom condo in Windham, a perfect blend of comfort and convenience. As you enter, the freshly painted interior welcomes you to a bright and modern eat-in kitchen with mountain views, featuring a penny-tiled backsplash and a full-sized washer discreetly located in a closet. The spacious living room, adorned with a real wood-burning fireplace, offers a cozy setting for cozy evenings, complemented by sliding doors that open to a private back deck. Here, you can relax and enjoy the fresh air and serene wooded views.On the second floor, two well-sized and comfy bedrooms await, alongside an updated full bathroom, offering a peaceful retreat. The unit also boasts new carpets, ensuring a clean and inviting ambiance. Experience the lovely mountain views from the front of the unit, adding to the charm of this very clean and well-maintained space.Residents can take advantage of the community amenities, including two tennis courts, a lovely pool, and a communal fire pit, perfect for socializing and enjoying the stars. Located within walking distance to the Windham Path and less than 5 minutes from Windham Mountain, restaurants, state parks, and hiking trails, this condo offers easy access to an array of outdoor activities, including skiing, biking, and golf. An added convenience is the electric charger for Tesla vehicles.Being sold fully furnished and ready for move-in, this mountain condo offers an ideal, low-maintenance living space, perfectly positioned to enjoy all that the Windham area has to offer.

60 Quads Way Unit 60, Windham

4 Beds 5 Baths 150728 MLS
Discover mountain luxury at 502 County Route 10, a move-in ready, fully furnished masterpiece nestled in the Great Northern Catskill Mountains. The house was, once upon a time, a Dutch barn hand-built over two centuries ago, and meticulously dismantled and relocated from Schoharie County to its new 9.7-acre home; becoming the foundation for a truly awe-inspiring residence. Surrounded by protected State land, and picturesque views, this home offers an unparalleled sense of tranquility. The two-year renovation was documented on The Magnolia Network's Restoration Road Season 2, Episode 7, which you can stream on Discovery+ and Max. As you enter the slate-lined center foyer, you can place your winter gear in the ski room and head into the oversized climate-controlled garage. Step into the magnificent great room that earns its name with 40-foot ceilings accented by 40-light circular chandeliers, exposed hand-hewn beams, and the heart of the home, a towering, cultured stone fireplace built by local masons. The kitchen is ready for the choosiest chefs with Viking appliances, marble countertops, a prep sink, a window seat for cookbook browsing, and a breakfast bar for serving up pancakes, cocktails, and warming snacks after a day of outdoor adventures - radiant heat helps with that too! Natural light dances through every room, creating the perfect ambiance. White oak floors lead to the second story with two guest bedrooms, two full bathrooms, and an open loft. The first-floor primary suite features a spa-like bathroom with a soaking tub and a large walk-in marble shower. The lower level offers a second stone fireplace, additional bedroom and full bathroom, an expansive open space perfect for billiards and other games, a media room, fitness room or artist studio that leads out to a large backyard with a spring-fed pond. Outside, expansive decks, covered porches and Bluestone patios provide spaces for entertainment and reflection. This 4,300 sq ft home is turnkey and is being sold beautifully appointed and ready for ski season. Just 10 minutes from the Windham Mountain Club and the Village of Windham, the property offers access to mountaintop amenities, restaurants, shops, and year-round adventure activities. Hunter Mountain and charming towns like Catskill, Hudson, Phoenicia, Woodstock, and Saugerties are within a short drive. Embrace the allure of this meticulously crafted haven, where country charm meets modern luxury in the heart of the Catskills.

502 County Route 10, Windham

150741 MLS
Build your year round or dream vacation home on this incredible .52 acre lot on Windham Mountain. Imagine waking up to sweeping mountain views every morning, with direct trail access at your doorstep. But that's not all - this lot comes with all the modern conveniences you could ask for. Community water and sewer hook-up, underground electric, cable, telephone, and high-speed internet are all ready and waiting for you. No need to worry about the logistics, we have it all covered! We know that building a home can be daunting, so we're here to make it as easy as possible for you. Builder on site! We can introduce you to a local and reputable builder who is not only familiar with the lot, but also well-versed in Windham Mountain's Architectural Standards and Bylaws. They will work closely with you to create the upstate sanctuary you've always dreamed of. If you're looking for inspiration, you're in luck - there are multiple new construction projects happening in the area, which means a vibrant community is growing right before your eyes. You'll have the opportunity to connect with like-minded individuals who share your love for this incredible location. Ready to take the plunge? You have two options - purchase the land outright and take your time to design and construct the home of your dreams, or opt for a hassle-free land/build package with one of New York State's most knowledgeable and talented luxury home builders. The choice is yours! Don't miss out on this chance to be a part of Windham Mountain's legacy. Contact us today for all the details and to schedule an appointment to walk this amazing property. Your mountain retreat awaits!

220 Club Rd, Windham

150597 MLS
Welcome to your own slice of paradise in picturesque upstate, NY! A privately nestled 10-acre building lot, this stunning parcel offers the perfect canvas for you to build your dream home. And here's the best part - you have the option to either purchase the land outright or collaborate with a highly sought after design/build team that has recently made waves on the television show Restoration Road.What makes this property truly special is its discreet location, tucked away at the junction of two scenic country roads. As you drive down the long winding driveway, you'll feel a sense of tranquility wash over you. With over 900 protected acres in the Mount Pisgah State Forest near your future home, you'll have access to unparalleled beauty, privacy, and convenience. Imagine waking up every morning to the breathtaking views of rolling mountains and the soothing sounds of nature. This gorgeous parcel boasts natural wonders, including stunning stone ledge formations, majestic deciduous trees, and an abundance of wildlife. Whether you're gazing out at the clear mountain vistas or spotting deer gracefully meandering through your backyard, this is the Catskill Mountains experience you've always dreamed of. Outdoor enthusiasts will be ecstatic to find hiking and hunting opportunities just a stone's throw away at Mt Pisgah Mountain. And when you're ready to explore more, the charming resort town of Windham, NY is a short 12-minute drive. From skiing at Windham Mountain Club to indulging in delicious local cuisine, boutique shopping, and lively entertainment, this is a community that truly has it all. Speaking of convenience, this hidden gem is just a 2.5-hour drive from the bustling streets of New York City. Leave the hectic city life behind, escape to your own secluded oasis, and recharge in the tranquil embrace of nature. With easy access to major highways, the best of both worlds is within your reach. Now let's talk about the exciting options for bringing your vision to life. If you choose to purchase this marvelous property, you can either bring your own house plan and builder or join forces with our team of talented designers, architects, and builders. With their expertise and your unique vision, together we can transform this enchanting lot into the home you've always dreamed of. So what are you waiting for? Contact us today to walk the property & to explore build options. Love the house that was featured on the show? We can offer the plan & additional photos!

Route 10, Windham

3 Beds 3 Baths 150607 MLS
Welcome to your dream mountain retreat! Nestled at the base of Windham Mountain Club, this picturesque Windham Mountain Village townhouse is perfect for both ski enthusiasts and those seeking a serene year-round getaway. Nestled in a convenient location just steps from slopes, lodge, pool, tennis, and spa, this stunning 3 bedroom, 3-bathroom townhouse is the perfect year-round getaway. As soon as you step inside, you'll be greeted by soaring vaulted ceilings covered in pine and gleaming wood floors with radiant heat, creating a warm and inviting atmosphere. The beautifully updated kitchen is a chef's delight, featuring a suite of stainless-steel appliances, a farm sink, and a breakfast bar for sharing casual meals and fun conversations with loved ones.For those larger gatherings, there is a spacious dining area that easily accommodates a table and six-eight chairs. The kitchen seamlessly flows into a comfortable living room with a cozy fireplace, perfect for cuddling up beside on those chilly winter days. Open up any of the three sliding glass doors in the main living spaces and step onto the expansive deck, offering breathtaking views of the mountains and lush courtyard.The first floor of this townhouse features two bedrooms and two modern bathrooms. One of the bedrooms and bathrooms is a lockout, providing a flexible space that can be left open to the main areas or closed off to give guests their own private entrance. This lockout area includes a spacious bedroom with a bonus loft space above, a full bathroom, and private access to the deck.Upstairs, you'll find the peaceful primary ensuite, ensuring your utmost privacy and tranquility. A second loft area adds additional space for your needs. Split air conditioning and heating units throughout ensure year-round comfort. And don't forget the ski room, providing ample storage space for all your gear.Experience the convenience, comfort, and charm of this immaculately maintained townhouse, where memories of skiing, nearby golfing, laughter, and relaxation await. Don't miss out on this incredible opportunity to own your very own ski retreat. Call now to schedule a viewing and start making your dreams a reality!

88 Windham Mountain Vlg, Windham

6 Beds 5 Baths 150418 MLS
Investors, Builders, and Entrepreneurs: take this unique Windham Historical Farmstead sited on 5 pristine acres to its next level. This property encompasses a successful 2-family farmhouse and a charming cabin complete with a rejuvenated 1930's Dairy barn and milk house sparkled up with chic lighting; sited over the village of Windham, with scenic views of the ski slopes. Don't overlook the potential to be part of Windham's transformation into a year-round destination within the Catskill Mountains. The property offers (4) Village of Windham sewer hookups, enabling the expansion of your vision, whether its additional cabins, townhomes or the realization of your custom dream home strategically positioned on the elevated side slope with commanding mountain views and the tranquil spring fed trout pond. Moreover, this property caters to a diverse range of potential businesses, boasting a recently paved driveway adorned with outdoor lighting and designated parking areas. Each unit features outdoor firepit spaces, BBQs, and the luxury of a hot tub under the celestial canopy. The Red Fox unit: 3 bedrooms, 2 baths, living area with fireplace, hot tub & firepit; The Grey Fox unit: 2 bedrooms,1 bath, new kitchen; currently owner occupied and Cabin Cute studio with deck & firepit. Generac backup systems are in place to ensure operational continuity in case of power outages. Upgrades include new boilers, a new roof, a new owner's unit (not depicted), a new well, and meticulously renovated barn. We invite you to schedule a personal tour and embark on your quest to be part of the ever-evolving Windham Ski area. This is your opportunity to invest in the future of this thriving locale.

5628 Route 23 Unit 1,2,3, Windham

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