Windham NY Real Estate & Homes for Sale

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Beds:
2
Baths:
2.00
Sq.Ft.:
1,290
Status:
Active
MLS#:
20254469
Type:
Townhouse
Lot size:
0.01 Acres
Year built:
2020
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 914-238-0676
View additional info

ADDITIONAL INFORMATION

Built in 2020 and maintained in like-new condition, this end-unit townhome offers contemporary design, lasting quality, and proven versatility. Whether you're looking for a strong short-term rental investment or your own Catskills escape, this property checks every box. The bright, open-concept living and dining area flows easily to a private deck, ideal for outdoor meals or quiet relaxation. The modern kitchen features maple cabinetry, granite countertops, and stainless appliances, combining style and durability. Two well-proportioned bedrooms are complemented by two full baths on separate levels—one with a soaking tub upstairs, the other with a walk-in shower downstairs. Details like solid wood doors, deep closets, and ducted A/C throughout make this home as functional as it is attractive. Situated at the end of the row for added privacy, the condo is just minutes from Windham Mountain, with Hunter close by. Shops, dining, and the Trailways bus stop are within walking distance, making travel and daily living effortless. Already a successful Airbnb, this property is primed to generate income immediately or serve as your low-maintenance home base in the mountains and it's a great property for skiers.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,400
Status:
Active
MLS#:
20254344
Type:
Single Family
Lot size:
3.9 Acres
Year built:
1959
A broker reciprocity listing Courtesy: Shaw Country Realty, Inc. 518-734-3500
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ADDITIONAL INFORMATION

Up the road from thousands of acres of state hiking trails and from CD Lane Park with swimming, kayaking, and family fun, this location is a true four-season retreat. Minutes to Windham and Hunter ski resorts, golf courses, and local venues, the setting offers year-round recreation at your doorstep. Set back from a quiet country road on nearly 4 acres, this property is all about the outdoors. A large pond with a charming footbridge creates a picture-perfect backdrop, complemented by rolling lawn, trees, and mountain air. Two sheds provide extra storage for gear and toys. The home itself offers 3 bedrooms and 2 baths with an open floor plan and a cozy wood-burning stove along with a den/office off the living room.While the house could use some cosmetic and structural updates, it's perfectly livable as-is—giving you the opportunity to enjoy it right away while planning improvements. there is a new roof on the house. If you're looking for a ''crazy pretty property'' with true country character and endless potential, this one is worth a visit. What a great investment this would be as a home or rental property for people to enjoy the country life. Seller Says: Bring Offers!!

Beds:
2
Baths:
3.00
Sq.Ft.:
1,178
Status:
Active
MLS#:
20254311
Type:
Townhouse
Lot size:
0.03 Acres
Year built:
1986
A broker reciprocity listing Courtesy: Shaw Country Realty, Inc. 518-734-3500
View additional info

ADDITIONAL INFORMATION

Welcome to the sought after Town of Windham to this beautiful Townhouse complex of Windham Ridge,a 4 Seasons Community that offers a fantastic opportunity for outdoor enthusiasts and those looking for a cozy retreat. Located near the Village, it is close to a variety of amenities, including restaurants, shops and movie theaters while still providing the serenity and access to outdoor activities like skiing, hiking, golfing, lakeside recreation,walking paths, dog park and all just a short drive awayThis charming townhouse features:2 Bedrooms and 2.5 Baths, making it ideal for small families or guests.A spacious living room with a fireplace, providing warmth and a cozy atmosphere with a rustic flair.Enjoy beautiful slope views while sitting in your hot tub, allowing you to take in the stunning scenery throughout the year.Thanks to its prime location its a great investment for rental potentialWhether you're hitting the slopes in winter or exploring hiking trails in warmer months, this townhouse offers a perfect home base in Windham's vibrant community that is very family oriented with Windham slopes offering great childrens programs and an established Adaptive Program along with the Vidbel Foundation just up the road that offers a Junior Farmers summer camp (daily or weekly) with all of the farm animals. What a great place to spend the summer months. Not just a ski area.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,200
Status:
Active
MLS#:
20254112
Type:
Single Family
Lot size:
0.51 Acres
Year built:
1972
A broker reciprocity listing Courtesy: Dugo Realty 518-719-5926
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ADDITIONAL INFORMATION

Introducing a treasure in the heart of Windham, where charm and convenience beautifully coalesce. This three-bedroom oasis offers a newly renovated, low maintenance home that encapsulates comfort and serenity. Set amidst the breathtaking mountain views, this property boasts an enchanting creekside grotto. The firepit area is an idyllic spot for tranquil evenings under the stars, a feature so serene you'll forget you're in the heart of town. The harmonious sounds of the backyard creek and nearby Batavia Kill further augment this haven's tranquility. Beyond the allure of nature, the dwelling's prime location can't be ignored. Just a leisurely stroll away from the vibrant town center, you're also in close proximity to culinary delights at Babblers Restaurant and the Union & Post Restaurant. Whether you're in the mood for an intimate dinner or a lively night out, you're always minutes away from top-notch dining options.The world-renowned Windham Ski Resort is just a five-minute drive away, making this the perfect retreat for ski enthusiasts. Adventure or relaxation, this residence accommodates every whim.With potential as a rewarding second home or a lucrative investment property, this dwelling offers a plethora of possibilities. The convenience of the location, combined with the serene setting and the allure of the surrounding mountains, make this property a truly captivating find in the Windham real estate market. Embrace the chance to make it your own today.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,058
Status:
Active
MLS#:
20254031
Type:
Townhouse
Lot size:
0.02 Acres
Year built:
2005
A broker reciprocity listing Courtesy: Gallagher & Company 518-734-3300
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ADDITIONAL INFORMATION

Ine of just a few larger units in Crystal Pond. First floor has mud-room, half bath with laundry, Kitchen as well ad a dining room, large living room with sliding doors to large deck, lovely stone wood burning fireplace. Lots of light in this unit. Second floor has two main bedrooms each with a full bath.as well as a separate area for home office or TV. Third level has two well sized bedrooms, folk bath as week as ad area fir the buds ti watch TV or just read. plenty of room for company. There is a large closet outside for skis and bikes. This development has a pool as well as a shuttle bus to and from the mountain. Just minutes from town and all it has to offer, also just a 10 minute ride to Hunter Mountain. Come take a look you won't be disappointed.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,900
Status:
Active
MLS#:
20254026
Type:
Single Family
Lot size:
0.5 Acres
Year built:
1986
A broker reciprocity listing Courtesy: Brainard Ridge Management 518-734-5333
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ADDITIONAL INFORMATION

Gorgeous Windham Mountain Contemporary. An abundance of natural light and impressive landscaping establish the setting as you step into this beautiful 4-bedroom 3.5 bath mountain home. Panoramic, stunning views from every room, spacious living room with cozy, tasteful furnishings, striking stone wood burning fireplace, bright kitchen with granite counters, solid maple cabinetry and Bosch appliances. Large dining area with ample seating. Sliding doors out to the first of two huge new decks. This home offers a first floor ensuite primary bedroom with sliders out to the deck. The second level offers a second, newly renovated, ensuite primary bedroom, a loft with pull out couch and an office nook. The lower level offers 2 more bedrooms, both with 2 sets of bunks (each room sleeps 4), plus a full bath and wonderful family room with propane heat stove, not to mention more sliders out to decking! New wide decks with cable railing system, new large hot tub, outdoor sauna, easy walk to the slopes! Roof, skylights, deck cable rail system, conversion to propane heat, with heat pump backup, whole house air conditioning, security system, Wi-Fi thermostats, full house generator, automated lighting, and door locks. Being sold fully furnished! Don't miss this opportunity to be part of the four-season community at Windham Mountain. Windham offers skiing, boarding, fine restaurants, local shops, indie bookstore, day spas, yoga, hiking, biking, golf, farmers markets, and so much more! Call for your private showing.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,864
Status:
Active
MLS#:
905200
Type:
Single Family
Lot size:
5.1 Acres
Year built:
1986
A broker reciprocity listing Courtesy: Houlihan Lawrence, Inc 518-822-0300
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ADDITIONAL INFORMATION

Welcome to Round Haus Chalet, a high design retro retreat set on five acres with spectacular 360-degree views, just minutes from Windham Mountain. Built in 1986, this distinctive three-bedroom, two-and-a-half-bath residence pairs playful, postmodern geometrical architecture with mid-century design. From cozy après-ski gatherings, to chic summer soirées, this home was designed for every season of entertaining. It’s just a five minute drive to the slopes, and with its established short-term rental success, it offers the option of generating income when you’re away. At the heart of the home is the dramatic circular great room, where a vaulted ceiling and wall of windows frame treetop views that shift with the seasons. A vintage wood-burning fireplace adds warmth and character, while a wide spiral staircase anchors the space. The adjacent primary suite opens directly to the wraparound deck and includes a spacious bath with soaking tub overlooking the lush landscape. Two additional bedrooms and a versatile lounge or game room with floor-to ceiling windows provide plenty of space for hosting guests, with central air ensuring year-round comfort. The expansive acreage is ideal for lawn games, fireside evenings, or quiet moments surrounded by nature, and an attached two-car garage offers convenience and flexible use. With its combination of mid-century design, vacation rental potential, and Catskills ski-town location–just 2 miles to the village and the Windham Mountain Club–Round Haus Chalet is a unique investment property, weekend escape, or full-time residence. Available fully furnished for an easy, move-in ready transition.

Beds:
4
Baths:
4.00
Sq.Ft.:
1,717
Status:
Active
MLS#:
20254003
Type:
Townhouse
Lot size:
0.02 Acres
Year built:
2006
A broker reciprocity listing Courtesy: Gallagher & Company 518-734-3300
View additional info

ADDITIONAL INFORMATION

This 4 bedroom, 3.5 bath unit is ''like New''. Halfbath/laudry, kitchen with granite counters, upgraded cabinets, SS appliances, tile flooring. This is open concept. Nice counter in the kitchen with stool, open to the dining and living room area. Living room has a gas fireplace and sliding doors to a patio with a lovely view. Second floor has two main bedrooms with their full baths, third level has two bedroom and full bath, lovely views to the mountains and woods. In the front there is a storage closet for bikes, skies etc. This development has an unground pool as well as a shuttle bus to and from the ski mountain. This development sits on 20 manicured acres. Close to hiking, biking, walking path, movies, restaurants an golf course, all that this area has to offer. It is also a short drive to Hunter Mountain. Being sold furnished. Don't miss out. Motivated Seller.

Beds:
5
Baths:
6.00
Sq.Ft.:
3,752
Status:
Active
MLS#:
20253813
Type:
Single Family
Lot size:
0.78 Acres
Year built:
1979
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 914-238-0676
View additional info

ADDITIONAL INFORMATION

At the top of Windham ski mountain and just steps from ski-on, ski-off access sits this uniquely designed, contemporary gem. Significantly further up the mountain than any available property, it's ideal for ski enthusiasts and luxury buyers that want a mountainside retreat with near direct access to the slopes. Rather than fighting traffic, crowds and trudging across parking lots in ski boots, your day starts and ends with a leisurely stroll between your front door and Lower Wipeout, a meandering blue trail that leads down to the base lodge. For buyers interested in investment properties, 7 Meadow is currently a turnkey, professionally-managed STR with all service providers in place and generates impressive returns owing to it's high popularity during the ski season and it's reliable rental history throughout the rest of the year. Some highlights include: A sunlit, open plan living area anchored by a stone fireplace, with ample gathering space to accommodate large groups; five sizable bedrooms (four of which are ensuite); multiple sliding doors on both floors that lead to the deck, outdoor hot tub and fire pit; an oversized den on the ground floor for apres-ski movie night; and a speakeasy style bar hidden behind a bookcase; and a heated boot room which sits just outside a spacious entryway with radiant floors, a wall of cubbies and plenty of space for gear storage. Recent upgrades include: a custom designed stone patio with a new hot tub and fire pit; new kitchen and laundry appliances, a new electric panel, custom built bar/speakeasy room, new hardwood flooring on the upstairs level, paved driveway to make snow removal easier, new deck stairs; and freshly stained decks. A complete list of renovations is available upon request. Windham Mountain Club, the new owners of the mountain, are aiming to make Windham the prime luxury ski destination for NYC residents that don't want to make the 4+ hour trek to Vermont. As part of this effort, they will invest USD 70M over the next few years to vastly enhance snowmaking capabilities, add and improve lifts, upgrade grooming equipment, refurbish the food and beverage operations, and add all-season mountain programming. They've implemented crowd-control measures by limiting overall ticket sales each day—ensuring smaller crowds than Hunter or Belleayre—and have reaffirmed their commitment to remain fully open to the public, with only a limited number of memberships sold. Note that the sellers negotiated a reduction in the assessment so that taxes are significantly lower than other homes on the mountain.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,163
Status:
Active
MLS#:
202524212
Type:
Condo
Lot size:
0.01 Acres
Year built:
2008
Courtesy: Newcomb Realty Group LLC Wayne Newcomb, Jr. 518-424-6821
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ADDITIONAL INFORMATION

Opportunity awaits as this beautifully designed 2 bedroom 2 bath Windham Condo a minute drive to Windham Mountain hits the market! You get the best of everything here as this property is located right on Main street where you can find everything but also so close to the ski resort! Features include large cozy great room with dining/living room combo with 2 large windows, recessed lighting and towering ceiling! Sharp remodeled kitchen with granite countertops and stainless steel appliances, remodeled bathrooms, 1st floor laundry, hardwood floors second floor and large primary bedroom with walk in closet! There is plenty of parking and a great view of the ski slopes from the back of the building! This is the hot spot to be with something for everyone! This four season destination has skiing, hiking, restaurants, breweries, wineries, mini golf, a movie theatre, grocery stores and a NYC bus stop close by! Located in the heart of Windham this makes for a perfect getaway retreat, full time home or desirable rental! This is an absolute must see!

Beds:
6
Baths:
6.00
Sq.Ft.:
4,284
Status:
Active
MLS#:
20253705
Type:
Single Family
Lot size:
1.8 Acres
Year built:
1963
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenW 518-734-4200
View additional info

ADDITIONAL INFORMATION

Come relax in the cool Mediterranean vibes of this lovingly maintained home with completely separate gorgeous GUEST HOUSE. The huge wrap around deck is perfect for your alfresco dining while you enjoy the stunning view of Windham Mtn and your enchanting back yard with cozy pond. Sheltered on two sides by state land, this property is a private oasis yet conveniently located close to town. You will appreciate the beautiful landscaping, spacious interiors and bright sun-drenched generous rooms in both homes. The main house (renovated and expanded in 2011) includes a charming great room with fireplace and dining room with expansive windows and access to the deck. The kitchen opens to the dining room allowing for great flow and ease of entertaining. A separate living area with a second fireplace makes for a cozy place to relax and read a book or play a game. There are three well-proportioned bedrooms all with ensuites and a large additional room with half bath and laundry and room for your gym equipment or whatever you dream for your extra space. When you enter the guest house ( built in 2011) you will feel as though you step into the perfect vacation cottage. This 3 bedroom/ 2 baths completely separate home is ready for your guests or renters, whatever you can image. The stylish eat in kitchen opens to the light and airy living room. Large glass doors let in all the nature light and lead to a private deck which also overlooks the peaceful, captivating view. Each home has its own separate systems including wells, septic tanks, propane tanks, furnaces and central air condition. The main house has a whole house generator. Loved and meticulously cared for over the years this home is ready for a new family to continue the legacy of life well lived in Windham. Take a look - maybe you are the next steward of this beautiful mountain sanctuary! A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.

Beds:
4
Baths:
4.00
Sq.Ft.:
4,247
Status:
Active
MLS#:
20253702
Type:
Single Family
Lot size:
0.75 Acres
Year built:
2001
A broker reciprocity listing Courtesy: Bunce Realty 518-734-4461
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ADDITIONAL INFORMATION

Winter in Windham is here and with the ski season in full swing, it's time to find the ski house of your dreams! 37 White Way is being offered for the first time. INCLUDED IS A SECOND, ADJOINING VACANT PARCEL, offering flexibility and opportunity. Build a second home or guest house; sell the lot or, simply keep it as is to ensure privacy! Located on Windham Mountain Club's east side, and just steps from the trails, this home overlooks the valley and town below, with far-reaching views that will only become even more spectacular as the seasons change. Crafted in classic Windham style, this mountain ski house blends timeless elements and classic features into a warm and inviting home ready to be enjoyed for years to come. Meticulously and lovingly maintained, this home was designed with family in mind. The well-appointed, spacious kitchen is enhanced by rich cabinetry; the adjoining dining area is accented by a unique coffered ceiling helping to define each space, while lovely oak flooring throughout the living area creates a seamless flow from room to room. There's plenty of space for friends and family to gather and enjoy good food and good company. Sliding doors open to a large deck - the perfect complement for outdoor dining and entertaining. Step into the living room; soaring ceilings, a wall of windows overlooking the deck and views below, and a floor to ceiling stone fireplace - just the right spot for unwinding after a busy day on the slopes. Also on the main floor, you will find a powder room, 2 bedrooms sharing a full bath, and a third room that can be used as an office or even for extra sleeping space. The second floor features a large primary suite; a private bedroom, full bath with jacuzzi tub and a separate spacious loft area. Currently the loft is used as an additional sleeping area, however, this fantastic space can be adapted into the bedroom suite of your dreams. No ski home is complete without a much needed and practical ski room. This lower-level ski room opens outside and leads to nearby ski trail access. Benches, storage cubbies and closets are ready to accommodate and organize all your ski and snowboarding gear. The lower level is expansive with two areas/rooms that can be re-imagined and configured to suit your family's wants and needs. This area is currently set up as the ultimate family game and rec room complete with a pool table, ping pong, air hockey and arcade games. This is a terrific and flexible space with many possibilities. Rounding out the lower level is another bedroom and a full bathroom. Exciting things are happening at the Windham Mountain Club. A multi-million-dollar investment has been made resulting in state-of-the-art snowmaking capabilities. Windham's Racing Program and Adaptive Sports Foundation continue to rank among the best in the country. Despite big investment and many plans for future improvement and expansion at the ski resort, Windham retains the small-town charm, character and appeal that has long defined the town's ''special something''. Many come to ski but soon discover and learn to appreciate Windham as a thriving community with hiking, golfing, restaurants and many nearby attractions & events that make it a true year-round, 4 season destination. Being sold mostly furnished, this lovely ski home is turnkey and ready to be enjoyed! The additional value of a second included parcel makes this a must see! Call for your private appointment and be a part of all that is happening in Windham.

Beds:
2
Baths:
3.00
Sq.Ft.:
2,026
Status:
Active
MLS#:
900170
Type:
Single Family
Year built:
1963
A broker reciprocity listing Courtesy: Schatz Realty Group 914-941-7564
View additional info

ADDITIONAL INFORMATION

Sold as is. $100,000 YES - $100,000 DISCOUNT FOR A CASH TRANSACTION ! THIS PROPERTY IS ON THE 5TH AVE OF WINDHAM! minutes 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. This is a financial home run! Property is a useable acre that directly abuts golf course (across the street) and clubhouse. Excellent Airbnb opportunity. Year round and vacation home living. Location, location location! Additional Information: Heating Fuel: Oil Above Ground.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,008
Status:
Active
MLS#:
20253477
Type:
Townhouse
Lot size:
0.01 Acres
Year built:
1986
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenW 518-734-4200
View additional info

ADDITIONAL INFORMATION

Sweet 2-Bedroom, 2-Bath Condo - Four-Season Windham Living This charming and affordable, easy-to-maintain condo offers the perfect four-season Catskills getaway, just minutes from skiing and winter fun at Windham Mountain Club. From crisp winter ski days to vibrant fall foliage, followed by spring and summer hiking, biking, golf, and outdoor dining, this location delivers year-round enjoyment in every season. After a day on the slopes or trails, return home to unwind by the cozy wood-burning fireplace or relax on your private deck, surrounded by fresh mountain air. Inside, the updated kitchen features granite countertops and a stylish backsplash, while wood floors add warmth to the main living area. Upstairs, vaulted ceilings and oversized newly replaced windows fill the bedrooms with natural light, and refreshed baths add a modern touch. A new sliding glass door opens to the deck—perfect for morning coffee or summer BBQs. Sold fully furnished and turnkey, the home includes Wi-Fi-controlled heat, new baseboards, new windows, a newer hot water heater, spray-foam insulation, high-speed internet, and assigned parking, making ownership comfortable, efficient, and worry-free. The Quads at Windham Condominiums offers amenities to match every season—pool and pickleball/tennis courts for summer, a community firepit for fall evenings, and easy access to Windham Mountain Club for winter skiing. Set on 10 scenic acres and just minutes from Main Street dining and year-round outdoor recreation, this is an ideal choice for a vacation home, potential rental, or both. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,024
Status:
Active
MLS#:
20253303
Type:
Townhouse
Lot size:
0.03 Acres
Year built:
1986
A broker reciprocity listing Courtesy: Berkshire Hathaway HomeService 518-687-2222
View additional info

ADDITIONAL INFORMATION

New Price and One Year of HOA Dues Covered by the Seller Your mountain getaway is calling. This beautifully renovated and fully furnished two bedroom, two full bath townhouse offers comfort, character, and convenience, located only minutes from the Windham ski area. Whether you are seeking weekend adventures or year round living, this home is ready for you. Step inside to an inviting open concept living area with a cozy wood burning fireplace. The kitchen features full size cabinetry, granite countertops, and a seating peninsula perfect for casual dining or entertaining. The main level also includes in unit stackable laundry and excellent storage. Upstairs you will find a spacious primary bedroom with a private full bath. Enjoy your morning coffee or evening sunset from your outdoor porch with peaceful mountain views. Set in a quiet and well maintained community close to local restaurants and village shops. Here, recreation is always at your fingertips. Skiing, snowshoeing, hiking trailheads, biking, golfing, fishing, horseback riding, and endless Catskills exploration are just moments away. Watch wildlife and enjoy the surrounding natural beauty right from home. IN ADDITION,, The seller is covering your first year of HOA dues. A wonderful opportunity to settle in and enjoy Windham living with added value.

Beds:
6
Baths:
5.00
Sq.Ft.:
5,005
Status:
Active
MLS#:
20253358
Type:
Single Family
Lot size:
0.52 Acres
Year built:
2023
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenW 518-734-4200
View additional info

ADDITIONAL INFORMATION

Welcome to the ultimate ski-in/ski-out escape at Windham Mountain Club, where modern design, four-season mountain living, and front-row slope access come together in a way that feels both luxurious and totally effortless. This brand-new, custom-built home is perched just steps from the chairlift, making it one of the most desirable on-mountain properties available at WMC today. Designed to bring the outdoors in, the home features dramatic two-story walls of glass that frame breathtaking views of the slopes, the valley, and Windham's ever-changing landscape. Whether you're watching the snow fall while curled up by the fire, admiring peak foliage in the fall, or enjoying long summer evenings on the deck, the views here are unmatched and the natural beauty of the Catskills becomes part of your daily life. Inside, the home's open floor plan flows seamlessly through stunning indoor and outdoor spaces. High ceilings, sleek modern finishes, warm hardwood floors, rustic open shelving, and striking stone fireplaces give this home a refined yet relaxed mountain vibe. Central air conditioning ensures total comfort in every season, while thoughtful architectural details add both function and beauty including multiple custom built-in benches and cubbies throughout for effortless organization and storage. The chef's kitchen is outfitted with commercial-grade Thor appliances, a six-burner gas stove with hood, white granite countertops, and an oversized breakfast bar that anchors the heart of the home. From the dining area, step out to the expansive deck with hot tub and modern cable railings and soak in the wide-open views. The first-floor primary suite is a true retreat, with a soaking tub, double vanities, tiled walk-in shower, and a custom walk-in closet. A perfectly positioned picture window brings the mountain right into the bedroom, and private access to the deck makes the space feel even more peaceful. The home features six bedrooms plus an additional bunk room and a dedicated office/den, five full bathrooms, and plenty of space for guests to spread out. A second ensuite above the garage offers total privacy for in-laws or guests. Downstairs, enjoy a spacious family room with fireplace, a game room with pool table, and a show-stopping custom bar/lounge. The wet bar is fully equipped with a refrigerator, a separate wine cooler, and a dishwasher and all appliances match the kitchen. There's also a gym/flex room, a ski/boot room that connects directly to the outdoors, and a full laundry room with sink, ample storage and workspace. Step outside and the mountain is right there, literally. A stone pathway leads from the ski room directly to the lift. Apres-ski doesn't get better than this: roasting marshmallows around the fire pit, sipping wine in the hot tub, and watching the last skiers cruise down the trail. Whether you're seeking a private mountain getaway or a high-performing investment property, this move-in-ready, air-conditioned home delivers. Located within Windham Mountain Club's expanding four-season resort, you're just minutes from golf, spa, dining, biking, hiking, and year-round events. The property offers ample parking, a 2-car attached garage, off-street parking, a generator, community water and sewer, underground electric, and high-speed fiber optic internet. This is not just a house, it's a lifestyle. A true ski-in/ski-out modern mountain retreat with the best views in the Catskills, fully equipped for every season and every memory you're ready to make. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,052
Status:
Active
MLS#:
20253265
Type:
Single Family
Lot size:
1.2 Acres
Year built:
1987
A broker reciprocity listing Courtesy: Core Real Estate Team 518-326-0840
View additional info

ADDITIONAL INFORMATION

Take advantage of this meticulously refreshed winter escape in the heart of Windham. Step inside to a bright and inviting layout featuring newly added hardwood floors, fresh paint inside and out, and a brand-new washer and dryer. The main living level is anchored by a charming wood stove that sets a cozy tone for the whole group to enjoy after a day of outdoor activities. Four bedrooms and two baths provide plenty of space for guests to stay the night, which provides opportunity for both personal use or short-term rental. Outside you'll find plenty of ways to relax and rewind. Stretch out on the large front deck, enjoy the hot tub, or settle in around the fire pit at night. Upgraded drainage adds peace of mind, while the location puts you moments from skiing, hiking, great dining, local vineyards, and an easy drive to Hunter. A comfortable, move-in-ready retreat with all the right updates and amenities.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,655
Status:
Active
MLS#:
20252962
Type:
Condo
Year built:
2005
A broker reciprocity listing Courtesy: Brainard Ridge Management 518-734-5333
View additional info

ADDITIONAL INFORMATION

Stunning Enclave 3 bedroom, 3 bath, inspired full renovation, impeccably furnished with slopeside views! Enjoy trailside living at its best, natural sunlight abounds in the gorgeous living area with stunning gas fireplace, modern décor, contemporary sleek kitchen with farmhouse sink, elegant cabinetry and counter tops. A separate wonderful dining area with plenty of seating for friends and family to enjoy a meal after a day on the slopes, or hike amongst the Catskills' highest peaks. The stunning primary bedroom soothes your soul with its timeless tranquility and ensuite bath with double sinks. The en suite guest bedroom offers natural light and privacy. The third ensuite bedroom is a perfect set up for the kids, with queen bed and bunkbed. Walk out to the slopes and year-round heated outdoor pool with hot tubs and firepit. An incredible opportunity to be part of the Enclave family, with its slopeside convenience, underground heated parking, fitness room, beautiful common areas to meet up with other Enclave families, and boot and ski locker room. Windham, with world class skiing, snowboarding, hiking, golf, yoga, fine restaurants, shops, indie bookstore, enjoy a walk along the Windham Path, a multitude of seasonal festivals, farmers markets, galleries, making for a unique 4 season healthy, outdoor lifestyle. Please call for your private showing of this truly incredible offering!

Beds:
4
Baths:
4.00
Sq.Ft.:
3,400
Status:
Active
MLS#:
20252877
Type:
Single Family
Lot size:
0.45 Acres
Year built:
2004
A broker reciprocity listing Courtesy: Brainard Ridge Management 518-734-5333
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ADDITIONAL INFORMATION

On Windham Mountain. This Stunning and Immaculate, Contemporary, Log and Stone, shows Pride of Ownership in this 4 bedroom, 3.5 bath Spacious living area with wonderful views and lovely stone fireplace. Spacious working kitchen with granite counters, Stainless-Viking appliances, raised bar counter with 3 stools for that quick cup of coffee in and morning. Large wood dining table and 8 upholstered chairs, for family dinners and plenty of room for guests. Opens to large wrap around deck, (Trex). Railings just 2years old. Primary bedroom has large custom built-in closet and enters to a lovely bathroom, Tub and shower. Lower level there are 3 nice-sized bedrooms, one is a bunk room, there is also a large den, with separate office space and a large laundry room. Come be a part of Windham year round, something for everyone, spas, movie theater, miniature golf, great restaurants, 2 beautiful golf courses, there is also hiking, biking, walking path and of course skiing during ski season.

Beds:
8
Baths:
8.00
Sq.Ft.:
3,712
Status:
Active
MLS#:
20252750
Type:
Single Family
Lot size:
0.5 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Shaw Country Realty, Inc. 518-734-3500
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ADDITIONAL INFORMATION

In the heart of Windham, ''the place to be,'' this rare multi-use property offers endless possibilities for residential, commercial, or mixed-use ventures. Formerly a thriving B&B, it features two buildings with a total of 8 bedrooms and 8 bathrooms, a large open kitchen plus accessory kitchen, and expansive spaces perfect for a restaurant, café, art studio, gallery, retail shop, or rental income opportunities. With approx 3700 sq ft, this is a lot of house to work with . The rear deck and backyard exude the charm of Italy, ideal for outdoor dining or events. Well-maintained and full of character, this property invites your vision—whether for a boutique inn, business, creative retreat, art classes,or unique personal residence—in a prime location close to ski slopes, golf, hiking, restaurants, breweries, and year-round attractions. Let your imagination bring new life to this exceptional Windham property! Located in the ''hub'' of the village, this property could be a good rental investment . The rear structure was a large art studio. 2 large bedrooms , 3 baths (no kitchen) but approx 1800 sq. ft, so many options. Have a business and residence in same location.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,040
Status:
Active
MLS#:
20252589
Type:
Single Family
Lot size:
0.34 Acres
Year built:
1962
A broker reciprocity listing Courtesy: Shaw Country Realty, Inc. 518-734-3500
View additional info

ADDITIONAL INFORMATION

Nestled in the quaint hamlet of Maplecrest, this inviting 2-bedroom home offers the perfect blend of tranquility and convenience. Ideally located between Windham and Hunter Mountains, it's just minutes from world-class skiing, hiking, golf, and other outdoor adventures. Enjoy easy access to nearby CD Lane Park, Colgate Lake, and the iconic Kaaterskill Falls.This home boasts a semi-finished walkout basement, perfect for a recreation room or additional living space. Relax on the deck overlooking the creek, where you can unwind to the soothing sounds of nature. Whether you're looking for a full-time residence or a weekend escape, this property offers endless possibilities.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,287
Status:
Active
MLS#:
20252508
Type:
Single Family
Lot size:
1.6 Acres
Year built:
1963
A broker reciprocity listing Courtesy: Bunce Realty 518-734-4461
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ADDITIONAL INFORMATION

Charming 4-Bedroom Ranch on 1.6 Acres in Windham, NY Discover your dream retreat in the heart of the Catskills! Nestled in the picturesque village of Windham, just minutes from vibrant downtown and the renowned Windham Mountain Resort with its array of restaurants and shops, this spacious 4-bedroom, 2-bathroom ranch offers the perfect blend of comfort and charm. Situated on a generous 1.6-acre lot, this home boasts a warm and inviting interior with hardwood floors throughout and an abundance of natural light streaming through large windows. The heart of the home is the expansive family room, featuring a stunning stone fireplace, perfect for cozy evenings. The retro-style kitchen adds a touch of nostalgia, while the sunroom off the living room provides a serene space to unwind and soak in the scenic surroundings. Key Features: 4 bedrooms, 2 bathrooms 1.6-acre lot with ample privacy Spacious ranch-style layout Stone fireplace in a generous family room Hardwood floors and abundant natural light Retro kitchen with character Sunroom for relaxation Prime location near downtown Windham and ski resort Whether you're seeking a year-round residence, a vacation home, or an investment property, this Windham gem offers endless possibilities. Don't miss your chance to own a slice of Catskills paradise—schedule a showing today!

Beds:
4
Baths:
2.00
Sq.Ft.:
2,457
Status:
Active
MLS#:
20252531
Type:
Single Family
Lot size:
2.3 Acres
Year built:
1969
A broker reciprocity listing Courtesy: RHR Realty Group 518-610-1281
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ADDITIONAL INFORMATION

Discover the perfect blend of charm, space, and convenience in this beautiful 4-bedroom, 2-bathroom countryside home, ideally located less than 3 hours from NYC. Set on scenic land in historic Windham NY. This vibrant small town is surrounded by renowned ski resorts; this is the ideal getaway or year-round residence. An exceptionally inviting home that is perfect for guests or extended family, on a separate level, that features living room, bedroom, wood burning stove and bathroom. Enjoy the peaceful sounds of nature, starry skies, and views — all while being just minutes from local shops, cafes, and outdoor adventures. Features include: 4 spacious bedrooms / 2 full bathrooms 3 woodburning stoves Tranquil setting on a double lot open property Minutes to CD Lane Park-beach front on the lake, basketball court, skate board ramps, gazebos for parties, hiking trails and play grounds for the young ones Minutes from charming upstate town & ski resorts Less than 3 hours to New York City Ideal for full-time living, weekend getaways, or investment This home offers the space you need, the serenity you crave, and the location you'll love. Call today to schedule a showing and experience this upstate gem in person!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,390
Status:
Active
MLS#:
20252434
Type:
Townhouse
Lot size:
0.04 Acres
Year built:
1986
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenW 518-734-4200
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ADDITIONAL INFORMATION

Renovated Windham Mountain Village Townhouse - Steps to Slopes & Lodge, Walk to Lift, Season Tenant in Place, Income from Day One, Pool & Tennis Access-Located at the Windham Mountain Club, this beautifully updated 2-bedroom, (plus a flex room that is used as a third bedroom), 2-bathroom townhouse in Windham Mountain Village offers the perfect blend of a peaceful Catskills retreat and a smart investment opportunity. Whether you're seeking a cozy mountain escape or a property with immediate income-generating potential, this unit delivers on all fronts. Renovations were just completed in June 2025 and include a fully updated kitchen with granite countertops and a breakfast bar, new solid 6-panel doors, new flooring on the first floor, a brand-new split unit for efficient climate control, and fresh paint throughout. Step outside to enjoy your brand-new porch and new deck, ideal for relaxing or entertaining while overlooking the tennis courts. Inside, the unit welcomes you with soaring vaulted ceilings, abundant natural light, stainless steel appliances, and a warm wood-burning fireplace that anchors the main living space. Offered fully furnished and move-in ready, this townhouse is being sold with a seasonal tenant already in place for the 2025-2026 ski season, providing immediate rental income. The lease will transfer to the new owner at closing. Enjoy unmatched proximity to skiing, hiking, biking, golf, shops, and restaurants—all just minutes away. Windham Mountain Village enhances the lifestyle with a private clubhouse featuring a lounge and bar area with slope views, a fitness room, game area, and sauna. Whether you're relaxing by the fire, taking in the mountain scenery, or enjoying everything Windham has to offer, this townhouse is your turnkey gateway to Catskills living. Call/Text to Schedule an in-person viewing today! A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.

Beds:
5
Baths:
6.00
Sq.Ft.:
5,000
Status:
Active
MLS#:
202519775
Type:
Single Family
Lot size:
10.35 Acres
Courtesy: KW Platform Patrick Dunn 518-407-9834
View additional info

ADDITIONAL INFORMATION

To be built. Experience unparalleled luxury in this custom-built mountain retreat. Situated on 10.5 private acres in the heart of the Catskills, Windham Luxury Estates offers an extraordinary opportunity to own a meticulously designed 3 level, 5k+ sq ft retreat. Built by Vaughn Construction, this 5 bed, 5.5 bath will showcase an open concept that connects the kitchen, dining & living areas-with vaulted ceilings soaring to 24 ft in living room. The Chef's kitchen is a high-end showstopper. Primary bedroom and guest bedrooms all feature private bathrooms. Grand living room, home gym with sauna, patio off of living space, deck off main level, gaming area, 2 car garage are all included. Located just mins from all local amenities. Completely customizable. Full spec sheet available.

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Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS. Real estate listings held by brokerage firms other than Xome are marked with IDX logo and the detailed information about them includes the name of the listing broker. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026 by the Hudson Valley Catskill Region MLS and Ulster County Board of Realtors, Inc. All Rights Reserved.

Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026, OneKey MLS, Inc. All Rights Reserved.
Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

© 2026 Greater Capital Association of REALTORS (CRMLSNY). All rights reserved. The data relating to real estate for sale on this website have been downloaded from CRMLS. The IDX logo indicates listings of other real estate firms that are identified in the detailed listing information. Information herein is deemed reliable but not guaranteed, representations are approximate, individual verification's recommended. Per New York legal requirement, click here for the Standard Operating Procedures.



Windham 12496 Real Estate

Windham is located in New York. Windham, New York 12496has a population of 1,553. Windham 12496 is less family-centric than the surrounding county with 21.33% of the households containing married families with children. The county average for households married with children is 26.95%.

The median household income in Windham, New York 12496 is $55,781. The median household income for the surrounding county is $62,810 compared to the national median of $69,021. The median age of people living in Windham 12496 is 49.6 years.

Windham Weather

The average high temperature in July is 78.4 degrees, with an average low temperature in January of 10.7 degrees. The average rainfall is approximately 48 inches per year, with 45 inches of snow per year.

Windham Map

Windham Real Estate Market Conditions

  • Median sales price

    $655,000
    24.5%
    change since last quarter
  • # Active listings

    213
    30-day change

Windham Schools and Demographics

Education near Windham, NY

City County
High School Graduates 84.53 87.93
College Degree - 2 year 9.37 11.42
College Degree - 4 year 26.25 25.62
Graduate Degree 8.53 9.07
Expenditures per Student 29,481 29,481
Students per Teacher 9.9 9.9

Elementary Schools near Windham, NY

Grades Students P/T Ratio ZIP
Hunter Elementary School PK - 06 190 8.6 12442

Middle Schools near Windham, NY

Grades Students P/T Ratio ZIP
Cairo-Durham Elementary School KG - 02 136 13.8 12422

High Schools near Windham, NY

Grades Students P/T Ratio ZIP
Hunter-Tannersville Middle School High School 07 - 12 155 7.2 12485

Ungraded Schools near Windham, NY

Grades Students P/T Ratio ZIP
Gilboa-Conesville Central School PK - 12 339 10 12076
Windham Ashland Central School KG - 12 316 8.8 12496

Demographics near Windham, NY 12496

Zip Code City
Neighborhood Type Small Town
Population 1,553 48,026
Population Density 34 74
Median Age 49.6 46.6
People per Household 2.7 2.6
Median Household Income 55,781 62,810
Average Income per Capita 35,661 33,894

Real estate near Windham