Windham NY Real Estate & Homes for Sale

Legal Four Family Mixed Use Building on Main Street in the Center of Historic Windham Mountain Resort Area. Located in the heart of the Town amongst all the Restaurants and Bars makes this Building Very Attractive. Live in one and rent the other 3 units. Rent the three residential apartments and operate out of the commercial space, or savy Investors may Rent all 4 for Passive Income, AirBNB, VRBO, the possibilities are endless. Great Main street exposure with plenty of free public parking in the rear. Windham has skiing, golfing, hiking , hunting, Fishing, snowmobiling trails, motorcycle festivals , autumn festivals, and so much more. Whether you want quiet strolls, peace and quiet, or just want to breathe clean air, Windham has something for everyone . The property comes pre-approved with Plans and Grant to modify the existing building and expand. PLANS/GRANT The Town of Windham approved site plan conversion to add outdoor frontage, a rear extension and to open the entire 1st floor to a large commercial space, moving the 3 apartments to the 2nd floor. 3rd floor of apartments may also be added. Per area flood zone requirements, building must be lifted and all prior applications through lift and new foundation design are already approved, cleared for immediate application for Construction Grant for payment of 75% of lift, foundation and associated costs.

Lovely townhouse nestled in one of Windham's most sought-after developments! This delightful 3-bedroom, 2.5 bath home offers an idyllic blend of comfort, convenience, and breathtaking panoramic views. Step inside and be greeted by the inviting great room and kitchen, seamlessly connected for entertaining and everyday living. The breakfast nook is the perfect spot to enjoy your morning coffee while taking in the beauty of the surroundings. With two levels of living space, this home provides the perfect retreat after a day of adventure in Windham. You'll love the close proximity to skiing, golfing, hiking trails, and local eateries. Forget exterior maintenance headaches - the affordable HOA takes care of it all, including the roof! STR potential. LOW taxes. Schedule your showing today!

Set proudly into a private, forested 2.8 acres of pristine Windham real estate. Original loft house of the Mt Pisgah Estate, 2005 square feet, 3 bedroom, 2 bathrooms with vaulted second story Great Room. Grand wood burning stove acts as the centerpiece of living, dining and entertainment in this vintage open and spacious floor plan. Oversized 2 Car Garage with separate entrance and access to finished guest space. Dutch architectural roof with skylights, oversized deck overlooking brook. Whitewater creek, access to hiking trails, hunting, fishing, views of Windham Mountain. Elevated and built into cleared landscape with long private driveway, parking for 10+. Low Taxes! This is your great northern Catskill Mountains getaway opportunity!

Set proudly into a private, forested 2.8 acres of pristine Windham real estate. Original loft house of the Mt Pisgah Estate, 2005 square feet, 3 bedroom, 2 bathrooms with vaulted second story Great Room. Grand wood burning stove acts as the centerpiece of living, dining and entertainment in this vintage open and spacious floor plan. Oversized 2 Car Garage with separate entrance and access to finished guest space. Dutch architectural roof with skylights, oversized deck overlooking brook. Whitewater creek, access to hiking trails, hunting, fishing, views of Windham Mountain. Elevated and built into cleared landscape with long private driveway, parking for 10+. Low Taxes! This is your great northern Catskill Mountains getaway opportunity!

Sold as is. 3 Min to the Ski Slopes and across the street from the Golf Course and Clubhouse , Mid Century Modern Ski House, Needs Considerable maintenance & modernization, but oh so worth it to do. View of slopes from useable acre that abuts Golf course and clubhouse. Excellent Airbnb opportunity. Year round and Vacation home living. Location, location location! Needs Considerable maintenance & modernization, but oh so worth it to do.

There's magic on the mountains at Windham Greene County New York. New York's #1 Ski destination and 4 season playground! Come enjoy the extravagant lifestyle and exquisite experience this home has to offer! 7 fireplaces with stunning mountain views. Fully equipped gourmet kitchen with Wolf and Sub-Zero appliances! Radiant heated floors and Wi-Fi throughout! 30 Finished rooms features 9 Bedrooms. 7 King size beds with private suites, 4 with fireplaces and 2 with private decks. 2 Queen size beds with bathroom suite. 6 full bathrooms and 2 powder rooms. 18' x 20' HEATED INDOOR POOL W/ FULL BATHROOM & STEAM SHOWER. OUTDOOR HOT TUB FOR SIX. 12 SEAT STATE OF THE ART MOVIE THEATER! 2 car heated garage plus carport. One mile to Windham ski slopes and directly across for Windham Country Club and Golf Course. One mile to restaurants and shops. 10 minutes to Hunter Mountain. *This home is available for rent ask for details! ****OWNER WILL TRADE FOR OTHER REAL ESTATE****

Luxury Living on 14.5 parklike acres, a getaway under the Stars. Impressive Log Home estate with amazing views of Ski Windham. Enter the winding, tree lined private driveway opening to this uniquely constructed home consisting of 4 bedrooms, 4.5 baths, large kitchen with SS appliances, granite counters, dining room, large family room, game room, wine cellar and a large attached 2 car heated garage. The Spacious Sun filled interior gives you an abundance of natural light. Commanding floor to ceiling stone, wood burning fireplace welcomes you, with incredible windows that capture nature at its finest. The home is completely private and also close to everything important. 2 miles to skiing, restaurants, and golf, with hiking and mountain biking out your back door

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.

Discover this beautifully renovated 6-bed, 3.5-bath home overlooking Windham Mountain's slopes. A custom kitchen features a stunning waterfall quartz island, modern lighting, and stainless appliances, opening to a spacious front porch with mountain views. The open dining and living area are perfect for entertaining, while upstairs boasts a family room with a wet bar. Outside, enjoy the wraparound porch, composite deck, and firepit. Fully furnished options available. Generating over $113k in gross revenue in 2023 as a short-term rental, with post-sale management services offered. Part of a 16-unit Catskills portfolio. Showings are only allowed Tuesday, Wednesday, Thursdays with submitted pre approval/proof of funds.

Welcome to paradise! This 5-bedroom, 3 full bathroom home is just minutes to Windham Ski Center, Hiking, fishing, and many other outdoor activities. The home has been extensively renovated with the following upgrades: New Kitchen countertops and painted cabinets. Entire house new electric baseboard heaters along with smart thermostats that can be remotely controlled. A new driveway was put in. A brand-new Bathroom was added in the basement. Whole house was repainted. New fixtures added to all bathrooms. Brand new wood fire stove. A new game room was added. New patio deck. All brand-new furniture. House whole new window blinds. All bathroom's new floors. All brand-new appliances in the home. New 7 seater Hot tub. Star Link High Speed Internet Satellite System. Septic Tank was pumped. Electronic locks put on the door. Exterior smart cameras installed on the house. Security alarm system installed. Finished garage that can be converted into another bedroom. All rooms have window AC units. Dehumidifiers in the basement. BBQ grill included with the house. Firepit and patio furniture. Extra refrigerator in the garage. Level 2 Electric vehicle charger in the garage. New Garage door opener installed. The home is being sold furnished and has been a profitable Air BNB. Don't miss out on this fantastic opportunity as inventory on properties like this is limited.

Welcome to Boulder Brook Estates! A new and exclusive six-home community tucked away on 37 acres in the highly sought-after resort town of Windham, NY. The Lancaster is the first of six homes to be built in this custom home subdivision surrounded by mature trees and abundant wildlife. An exquisite two-story home with full walkout basement that is selling plumbed and ready for future expansion. The 3BD, 2.5BA home is thoughtfully laid out across 2,251 square feet with a large, windowed, full height basement and designed with a modern silhouette that plays artfully against the gently rolling hillside of the 5.61 acre lot. The open-plan invites with wood floors underfoot, an airy great room with wood stove at the center, soaring vaulted ceiling, and walls of floor-to-ceiling glass that frames the view of the countryside. Off the great room is the well-designed kitchen boasting custom cabinets, stone countertops, and stainless-steel appliances. The first floor offers two spacious bedrooms, full bath, and a tiled mud/ski room. While the second story of the home serves as a peaceful Primary Suite complete with walk-in closet, full bath and loft area that can be used as an office or additional sleeping area for guests. This gorgeous subdivision is ideally situated just 2.5 hours from NYC and within close proximity of golfing, skiing, mountain biking, hiking, festivals and so much more! Call to schedule an appointment to walk this site and discuss specs! Have your own plans? Bring them! The builder is open to discussion.

Price Improvement 2/2024! What was once out of reach could now be yours! Windswept Farm is an exquisite property in Windham New York offering a completely renovated 1800's home featuring luxury interior and exterior finishes. The property is encompassed by beautiful mountain views including those of Windham's slopes. 114 picturesque acres consists of the perfect combination of 27 acres of fenced pastures, evergreen forest, two water features, 2-story barn and a 3 car garage with large entertaining space above. Located in an absolutely ideal location, this property lends itself to many opportunities. Enjoy as your own full-time residence or weekend escape, create a beautiful new subdivision of homes (approximately 1,850 ft of road frontage) or explore the possibilities of a glamping or event space. With the recent announcement of new ownership and the plans for future expansion and development at The Windham Mountain Resort, this property has incredible income and resale value! The possibilities are endless with this property - use this gorgeous property as your own full-time residence or weekend escape; create a beautiful new subdivision just 2.5 hours outside of NYC and 3 minutes from the resort, country club and winery, or explore the possibilities of a glamping or wedding venue/event space - no matter what you choose to do here, you will not be disappointed! The seller just made a significant price improvement on this property which could make what was one time out of reach, now a property to give serious consideration to. Click here https://www.youtube.com/watch?v=2HIDE-rspOo to view drone footage of the interior and exterior of the home and property. A 3D virtual walkthrough of the home, floorplan, and a list of interior home finishes is available upon request. Don't miss your chance at owning Windswept Farm - call us today to schedule an appointment!