East Windham NY Real Estate & Homes for Sale

Explore the potential of this charming 2-bedroom, 2-bath home in Windham, NY. With a strategic price point, it's an ideal choice for those seeking a second home in a tranquil area or a valuable starter residence. Situated just over 2 hours from NYC bridges, this property offers a blend of convenience and opportunity for both personal use and income generation. Inside, the home features a cozy living space with a fireplace, perfect for relaxing evenings, and a well-equipped library for quiet afternoons. The spacious dining room offers an inviting atmosphere for meals and gatherings. Surrounded by state land, the property boasts privacy and picturesque seasonal views. The serene back porch gazebo and the nearby seasonal creek create a tranquil backdrop for relaxation or outdoor enjoyment. While the home maintains a classic charm and may require some updates, it holds immense potential for customization and enhancement. Its proximity to Windham Mountain Club makes it appealing as a rental property or a personal retreat. This property is not just a house; it s an opportunity for growth and investment in a sought-after location. It offers the perfect canvas for those ready to create their dream home or to capitalize on its rental potential. Embrace the chance to own a property that offers a peaceful escape with the promise of personal enjoyment and financial return.

Check out this cozy home in Cornwallville, NY! Built in 1785 as the first schoolhouse in the area. This freshly renovated, charming cabin is the perfect jewel of the Catskills. Tucked into the beautiful Durham Valley and just 12 minutes from everything Windham Mountain has to offer. This cute home offers comfort and convenience. Step inside and be greeted by the cozy and inviting living space. The kitchen features new appliances, and the dining and living room boasts 2 large bay windows that bring in the morning light. The full bathroom is styled with exquisite finishing touches which gives it a classy touch. The wood-burning stove will keep you toasty in the winter months while the forest canopy keeps the house cool all summer. With its 2 bedrooms upstairs, there's plenty of space for your family or guests to relax after a day of outdoor adventures. Whether you're exploring the beauty of the Catskills or hitting the slopes and trails, you'll find comfort and tranquility when you return home. The yard is perfect for firing up the fire pit and savoring evenings or hosting gatherings with friends. The yard offers ample space for a garden right next to the chicken coop, This delightful home is a true mountain gem, affordably priced for first-time homebuyers or savvy investors. Don't miss out on this chance to make this charming home your own. Do not miss out on this one.

BE CLOSE TO WYNDHAM SKI RESORT AND ENJOY BREATHTAKING & STUNNING VIEWS OF THE CATSKILL MOUNTAINS RIGHT HERE ALL WHILE YOU ENJOY COUNTRY LIVING AT ITS BEST IN THIS WELL MAINTAINED 2-3 BEDROOM 2 FULL BATH SPACIOUS RANCH STYLE HOME WITH 2 CAR GARAGE. HOME WAS BUILT IN 1970 & FEATURES: LARGE EAT IN KITCHEN, DINING AREA, LARGE BEDROOMS, FAMILY ROOM FOR EXTRA ENTERTAINMENT OR EXTRA LIVING SPACE, ABUNDACE OF HARDWOOD FLOORS THROUGHOUT HOME, STAY WARM DURING WINTER MONTHS WITH YOUR PELLET STOVE, AMPLE PARKING OUTFRONT, ALL WHILE ENJOY PRIVACY IN YOUR HUGE WIDE OPEN BACKYARD WITH FAMILY & FRIENDS. THIS HOME HAS BEEN WELL CARED FOR & IS WAITING FOR YOU. MUST SEE!

Welcome to 32 Pinewoods Rd., a delightful haven nestled on 1.5 acres in the serene hamlet of Cornwallville. This three-bedroom, one-bathroom home exudes charm and tranquility, boasting a laid-up stone exterior chimney and picturesque surroundings. Step onto the wrap-around deck, perfect for hosting gatherings or enjoying quiet moments with a morning coffee or an evening cocktail. The deck offers views of the surrounding landscape, providing a serene backdrop for every occasion. Inside, the living area features a cozy brick wood-burning fireplace, ideal for warming up during chilly evenings. The hardwood floors in the kitchen, dining area and living room offer durability and character. The kitchen features wood cabinetry and SS appliances. Additionally, this home features a full unfinished walkout basement, offering ample storage space or the potential for future expansion to suit your needs. Nestled just 20 minutes from Windham Mountain, this property offers easy access to outdoor adventures and winter sports. Explore nearby towns like Windham, Catskill, Woodstock, and Hudson, each offering a unique blend of local attractions and cultural experiences. Don't miss the opportunity to make this charming retreat your own. Schedule your showing today and experience the serenity of 32 Pinewoods Rd. firsthand!

Looking for the perfect vacation home or air bnb property? Look no further! This beautiful home is located perfectly 10 minutes from Hunter Mountain AND Windham Mountain. Complete seclusion with the home pushed back on almost 3 acres and surrounded behind with Forever wild state land. (Will never be built on) 3 Bedrooms featuring a large primary, 2 full baths & a lower level that can be converted to living space if you choose. It currently is used as a garage/storage area and relaxing living space with Sauna. Affordable taxes and an affordable price, it is a STEAL. Very well maintained, so come on in and view it for yourself.

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.

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

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.

Lovely 1st floor turn key condo between Windham and Hunter Mountain. This cozy property offers 2BEDS, 1FULL BATH, HALF BATH, Open Concept, Modern Kitchen, Stainless Steel. SmartLock. Appliances, Washer/Dryer .Public utilities. Walking distance to restaurants and local shops. Short drive to the Windham Path, just 7 minutes to Windham MT, and even less to Main Street. All year activities, skiing, hiking, biking, golf and all that the Windham area has to offer. Sold fully finished + AC units).New hot water tank that acomodates 5/6 ppl. Fully set up as an AirBnB. Perfect investment AND vacation home.

Nestled on the sun-drenched north side of the scenic Durham Valley, this 1790 farmhouse estate offers 6 bedrooms, 3 bathrooms and sprawls across 126 acres steeped in bygone pastoral idyll. Once the heart of a dairy farm, the home's versatile footprint could potentially be reverted to its original configuration as a two-family residence. From the foyer, flanked by both a parlor and living room, you're immediately greeted by classic details including original wide-plank hardwood floors. Off the dining room you'll find the modern galley kitchen, which flows into a Berkshire-facing sunroom a serene spot to enjoy your morning coffee. Proceed upstairs by one of two staircases; here you'll find capacious, bright bedrooms with spectacular views. A basement with original bluestone slabs is primed for wine storage and a tasting room. The home effortlessly blends historic charm with modern convenience and reliability thanks to updated mechanicals; 200 amp electric, Buderus boiler, a recently replaced roof, and an advanced water treatment system. The bucolic grounds offer incomparable views in every direction that extend south to the Catskills and east to the Berkshires. From the medley of fruit trees to the babbling brook and rambling stone walls, this historic estate is truly a sanctuary. The electrified, 1800's former dairy barn is a canvas for your grand vision and is perfectly suited for a possible pool house. The topography lends itself to several other possible estate sites. The property strikes the perfect balance of seclusion and accessibility approximately 2.5hrs from Manhattan, 15mins Windham and 35 mins to Hudson & Amtrak. Whether you're seeking a private oasis or have an eye toward intrinsic value, this one-of-a-kind gem graciously awaits its next steward.

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****

Discover your perfect country retreat! This beautiful home, set on 3 acres with two already cleared, awaits your personal touch. Featuring two stories and a partially finished basement, it's move-in ready with a new septic system (2021), a new metal roof, and three new HVAC systems for your peace of mind. Enjoy the outdoors on two new decks, all the better to enjoy idyllic vistas. Located in charming Cairo, NY, this property is just a short jaunt from the Catskills where hiking, skiing and natures beauty call.

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!

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.

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.

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!

Welcome to 5289 County Route 20! This breathtaking home offers charming high-end finishes, ample square footage, and gorgeous mountain views. The home has been tastefully updated by the owners, boasting re-engineered deck features and a tactfully-placed hot tub; the perfect spot to soak in all of the beauty the Catskill Mountains have to offer. Situated on five acres, the lot offers top-notch privacy and tranquility, all within 15 minutes of Windham Mountain, and only 2.5 hours from NYC! The home is sold fully furnished, currently operating as a short-term rental. As a bonus, there is an additional one-bedroom, one-bath living space above the detached two-car garage, complete with a kitchen and living room, ready for finishing. Don't let this one slip by!

Completely renovated including all new mechanicals. There is nothing left to do other than move in! This home is currently used as an Airbnb which has been very profitable.

Wind your way past stacked stone walls, pristine ponds, and 1800s farmhouses and transport yourself back in time to this charming hamlet where time stands still. Just past the O Hara Homestead, this center hall colonial home offers the perfect blend of charm and modernity and evokes the feeling of a bygone era with the peace of mind of modern conveniences. A generously proportioned dining room is the perfect place to gather, and the open kitchen and living room provides chefs ample room to prep. Head upstairs where each bedroom provides views of the surrounding ponds and Catskill mountains. Indoor/outdoor living is a breeze with patios and covered porches surrounding the home. The atrium, complete with walls of windows and sliding glass doors, allows you to contemplate nature while sitting comfortably in your own indoor pool year round. Easily access Windham Mountain in 20 minutes and Hunter Mountain in 30 minutes for the area s top skiing and snowboarding. Enjoy hiking nearby at Windham High Peak and the scenery from Five State Lookout where panoramic views encompass the White Mountains of New Hampshire, the Green Mountains of Vermont, the Berkshire Mountains of Massachusetts, the Helderberg Mountains of New York and the Connecticut Valley. The Hudson Amtrak is just 25 minutes away for easy access to NYC. Take a look and surround yourself with nature, culture, and a historic hamlet to call your own.

This stunning parcel has panoramic view, pond and the Catskill Creek. The cute bungalo has 3 bedrooms and 1 bath. Hardwood floors and a cozy wood stove for those winter nights. Numerous barns and outbuildings will allow for multiple uses. A 40' X 80' polebarn can provide room for horses or an event space. Weddings on this farm would be spectacular. Another stable building is nearby. As you rise to the hiills the view increase exponentially. The land varies widly with meadow, cleared farm areas, heaviily wooded areas and thick brush. Another pole barn could be converted into guest quarters. Most of this beautiful land is high above a flood zone. Only across Rte 145 where you encounter a wonderful creek for swimming, fishing or conoeing is a flood zone. This property has soo much potentiial wheather for developement or just a huge event space. The New York State Thruway is just 20 minutes. Greeneville is 10 minutes. Windham Mountain is a half an hour. Saugerties, Hudson,Woodstock and Kingston are all within 45 minutes fo gerat entertainment, dining, shopping and recretion on the Hudson River.

This stunning parcel has panoramic view, pond and the Catskill Creek. The cute bungalo has 3 bedrooms and 1 bath. Hardwood floors and a cozy wood stove for those winter nights. Numerous barns and outbuildings will allow for multiple uses. A 40' X 80' polebarn can provide room for horses or an event space. Weddings on this farm would be spectacular. Another stable building is nearby. As you rise to the hiills the view increase exponentially. The land varies widly with meadow, cleared farm areas, heaviily wooded areas and thick brush. Another pole barn could be converted into guest quarters. Most of this beautiful land is high above a flood zone. Only across Rte 145 where you encounter a wonderful creek for swimming, fishing or conoeing is a flood zone. This property has soo much potentiial wheather for developement or just a huge event space. The New York State Thruway is just 20 minutes. Greeneville is 10 minutes. Windham Mountain is a half an hour. Saugerties, Hudson,Woodstock and Kingston are all within 45 minutes fo gerat entertainment, dining, shopping and recretion on the Hudson River.

This beautiful 3 bedroom ranch is nestled on three quarters of an acre off Old Route 23.Great location for full time country living or a weekend getaway. Please call for further details and showing instructions. Call Siobhan (daytime): 718- 571-9550