Windham Homes for Sale

Welcome to Windham, New York – a picturesque gem nestled in the heart of Greene County. Known for its breathtaking mountain views and vibrant natural landscapes, Windham offers a perfect blend of outdoor adventure and small-town charm. With its rich history and welcoming community, this charming town is an ideal place to call home.

Windham is renowned for its year-round recreational activities, making it a haven for outdoor enthusiasts. In the warmer months, residents and visitors can explore the lush hiking trails, bike through scenic routes, or take advantage of the pristine lakes for fishing and boating. Come winter, the nearby Windham Mountain Resort transforms into a winter wonderland, offering skiing, snowboarding, and snowshoeing for all skill levels.

When it comes to homes for sale, Windham boasts a diverse real estate market that caters to various lifestyles and budgets. Whether you’re searching for a cozy cabin tucked away in the woods, a charming single-family home with stunning views, or a modern condo near the slopes, Windham has something for everyone. The local real estate market is thriving, with properties that capture the essence of mountain living while still being close to amenities and community services.

In Windham, you’re not just buying a home; you’re investing in a lifestyle filled with adventure, community, and natural beauty. Explore the current listings and discover the perfect place to start your next chapter in this enchanting town. Embrace the Windham way of life – where every day feels like a getaway!

Newest Windham Homes for Sale

$650,000

3 Beds ⋅ 3 Baths ⋅ 202625598 MLS

Your Ultimate Catskills Escape! Set on 2.4 private, beautifully landscaped acres, this 3-bedroom, 3-bath meticulously maintained home offers year-round mountain living just minutes from Windham Mountain Resort. Step into a bright, open floor plan anchored by a modern kitchen and a dining area that flows seamlessly to the rear deck and patio--ideal for entertaining. Features include a main-level primary suite with ensuite bath, main-level laundry, and a partially finished basement with a cozy family room. Walk to CD Lane Park for swimming, boating, and fishing, or explore hiking and biking trails in the nearby Catskill Forest Preserve. Perfectly designed as a full-time residence, seasonal getaway, or high-income turn-key short-term rental/Airbnb which is currently set up to sleep up to 12 people. Nearby CD Lane Park information. https://townofwindhamny.gov/community/cd-lane-park/

9 Pine Kill Lane, Windham

$3,649,000

5 Beds ⋅ 7 Baths ⋅ 202619863 MLS

White Way Mountain House sits ski-in, ski-off on the White Way Trail at Windham Mountain: an Aspen-inspired log and post-and-beam retreat spanning 5,532 square feet across three levels, with five ensuite bedrooms, seven baths, two wood-burning stone fireplaces, a game room with bar, a wine cellar, and Ipe wood decks with fire pits overlooking the Catskill peaks. The primary suite opens to a grand private balcony where the western sky turns gold at dusk and the mountain quiets to a deep winter stillness. In summer, the same decks catch the evening light above the forest and the Catskills open for hiking, golf, and mountain biking. A proven income property and a cherished home, this robust four season retreat is one of Windham's most sought-after slopeside addresses.

6 White Way, Windham

$297,000

2 Beds ⋅ 2 Baths ⋅ 202619135 MLS

Totally renovated 2-bedroom, 2-full bath ranch-style home featuring an open floor plan and a full finished walk-out basement that offers versatile living space with the potential for additional bedrooms. The interior showcases a new kitchen with quartz countertops, an undermount sink, a tiled backsplash, maple cabinetry, and high-quality appliances. Additional updates include ceramic tiled bathrooms and all-new vinyl plank flooring throughout. The exterior features a wrap-around custom deck, perfect for outdoor enjoyment. Ideally located for a mountain getaway, this home is just minutes from world-class skiing at Windham and Hunter Mountains. Outdoor enthusiasts will appreciate the proximity to Colgate Lake, Kaaterskill Falls, and local NYS hiking trails, with the serene Bataviakill stream located directly behind the property.

504 County Route 40, Windham

$624,000

4 Beds ⋅ 2 Baths ⋅ 202618763 MLS

Do you want to operate your own ''Turnkey'' short term rental? Look no further. This one is the real deal and an excellent REAL money maker with a proven track record! Currently used as a successful year-round Short Term Rental but could easily be a year-round residence, or your private weekend getaway, or two family rental with income. Windham Creek Lodge is the real deal! Located just minutes from Windham Mountain and short ride to Hunter Mountain. It's currently used as short term rental with a proven rental track record. It was renovated in 2023-2024 including both updated kitchens and baths, appliances, two new electric fireplaces, two new electric water heaters, new air conditioning units and new furniture (both floors), The property can rent as two separate 2 bedroom units or as a whole 4 bedroom 2 full bath house, This country setting is peaceful, has gorgeous mountain views and all the privacy you are looking for! There are two electric fireplaces, wrap around decks, large open floorplans in both units, 2- 100 Amp, 220V electric services, a new electric hot tub outside, new car charger for the Electric vehicles, the 2 car garage has been converted into a game /rec room, outside fire pit.

60 Route 65A, Windham

$549,000

3 Beds ⋅ 3 Baths ⋅ 202615932 MLS

Tucked away in a peaceful, semi-private setting just minutes from Windham Mountain Ski Resort, this distinctive 1978 contemporary offers the perfect blend of rustic charm and modern comfort. With 3 bedrooms, 2.5 baths, and the ability to comfortably sleep 10, this property is ideal as a year-round getaway, investment rental, or full-time residence. Step inside to an inviting open-concept living and dining area, filled with natural light and designed for easy entertaining. A bright and airy sun room provides the perfect spot to relax after a day on the slopes or enjoy the tranquil surroundings in every season. The primary bedroom features a private ensuite half bath, while two additional bedrooms offer ample space for guests. Outside, enjoy the soothing sounds of your own stream, complete with a charming footbridge that adds to the property's unique appeal. Located deep in your woods you'll find a log cabin that could easily be restored! A spacious back deck invites outdoor dining, gatherings, or quiet mornings immersed in nature. This homes classic T1-11 siding enhances its contemporary mountain aesthetic, blending seamlessly with the wooded landscape. Whether your seeking a ski retreat or a serene escape from the everyday, this special property offers comfort, character, and an unbeatable location. Located close to CD Lane park featuring fun activities for the whole family including swimming, picnicking, a playground and more. Several walking trails in the area too including the DEC walking trail just minutes from the home. Don't miss this opportunity to own your slice of the Catskills-schedule your private showing today.

149 Peck Road, Windham

Start Your Search

©2019 Global Multiple Listing Service, Inc. The data relating to real estate on this website comes in part from the Internet Data Exchange program of the GMLS. All information is deemed reliable but not guaranteed and should be independently verified. All properties subject to prior sale, change, or withdrawal. Neither listing broker(s), GMLS shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless from any damages arising from reliance upon these data. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties they may be interested in purchasing. Data last updated

Windham Homes for Sale

Newest Windham Homes for Sale

How much is your home worth?

How much is your home worth?