395 properties for sale in Windham, Windham town Greene County New York

Welcome to 177 Mill Street: Spectacular views, terrific location and a house ready for new owners and its next chapter! A classic chalet, this cozy home is just the right size. Not too big, not too small. The main living area is as one might expect; tall ceilings accented by wood beams and an open floor plan combining living, dining and kitchen areas. Two sets of sliding doors open to the deck. Nestled against the woods, not only is the deck the perfect, peaceful spot to enjoy your morning coffee but it is also a great extension of the living area for outdoor dining and entertaining. Two bedrooms and a full bath complete this level. On the first floor, one finds another full bath, a bedroom and a family room which is currently set up with a small kitchenette. Sliding doors in the family room open to another ground level deck. The attached one car garage is convenient as is but also has potential to add more living space. Set on 2 acres this home is less than a mile from town. Windham i

Lux mansion windham — turnkey luxury str | $323k revenue. 180K NOI | Hot Tub. Sauna. Cold Plunge Rare opportunity to acquire a fully operating, newly built (2024) luxury short-term rental minutes from Windham Mountain — known to guests as Lux Mansion, Windham. Three years of documented financials available to qualified buyers. Verified performance. 2025 Gross Revenue: $323,480. 2025 NOI: $179,744 (66% margin, professionally managed). 2026 pacing: $195K+ already booked through Q3 with confirmed holiday reservations. Revenue split: 78% Airbnb. 16% Direct Bookings. 6% VRBO SIGNATURE WELLNESS AMENITIES — the trio driving premium nightly rates in the Catskills: Outdoor hot tub. Dry sauna. Cold plunge. Fire pit. Multiple decks & porches. Mountain views THE HOME — 4,730 sq ft | 6 bedrooms | 4.5 baths | 2.13 acres Modern Catskills design built for groups: open-concept great room, chef's kitchen with stone counters and oversized island, formal dining, beamed ceilings, first-floor primary suite,

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Unique opportunity in the heart of Freehold! Configured with separate living spaces, this property is classified as a single-family home while offering exceptional flexibility for a variety of living arrangements. The first-floor living area features a comfortable 1-bedroom, 1-bath layout, while the second-floor living area offers 2 bedrooms and 1 bath. Adding even more value, the second-floor living quarters include a spacious first-floor family/living room, providing an abundance of additional living space rarely found in homes of this style. Whether you're looking for a multi-generational living setup, owner-occupied home with private guest quarters, or simply a home with versatile living options, this property offers endless possibilities. Conveniently located in the charming hamlet of Freehold with easy access to local amenities, outdoor recreation, and all that Greene County has to offer

Tucked away in a scenic country setting, this nearly 1,300 sq ft, 3-bedroom, 2-bath ranch-level home offers privacy, space, and the peaceful lifestyle so many are seeking. Situated on over 10 acres, beautifully surrounded by nature, 359 Siebert Rd blends rustic character with everyday comfort. Features include spacious living areas, abundant natural light, and a setting ideal for enjoying the outdoors year round. Whether you're looking for a full time residence, weekend retreat, or country escape, this property offers endless potential. Conveniently located within reach of local amenities while still feeling worlds away, this is your opportunity to enjoy the beauty and tranquility of upstate living. Ideally located for outdoor enthusiasts and adventure seekers alike, 359 Siebert Rd offers easy access to some of the region's most sought after destinations. Hunter Mountain is just about 20 minutes away, the Catskills approximately 40 minutes, Hudson around 25 minutes, Rhinebeck about 40

Rare opportunity on a dead-end country lane. This 3-bed, 2-bath ranch on nearly an acre is your blank canvas. Whether you tear down for a custom dream home or gut rehab a solid shell, the potential is massive. Enjoy the peace of a secluded road, privacy of mature trees, and the convenience of a 1-car attached garage. Build your legacy, not just a house so choose your adventure - tear down or total gut

SELLER ENTERTAINING ALL OFFERS Freehold Country Inn - Bar and Restaurant Opportunity in the Catskills Step into a turnkey business in the heart of the Catskills with the Freehold Country Inn, a rustic and inviting bar and restaurant with multiple income streams and endless potential. The property features a 3,500 sq. ft. restaurant with seating for 80 in the dining rooms and 15 at the bar. A full commercial kitchen, active liquor license, and included FFandE make this a ready-to-go operation from day one. Central air keeps the space comfortable year-round. Ample parking and an outdoor area open the door to new possibilities such as a beer garden, expanded seating, or a cozy firepit lounge. Inside, the warm and rustic vibe makes it an inviting Catskills destination, perfect for both locals and visitors. Upstairs, you'll find two income-producing apartments: a 2-bedroom, 1-bath unit and a 1-bedroom, 1-bath unit, ideal for owner-occupancy or additional rental revenue. An additional buildi

Unique opportunity in the heart of Freehold! Configured with separate living spaces, this property is classified as a single-family home while offering exceptional flexibility for a variety of living arrangements. The first-floor living area features a comfortable 1-bedroom, 1-bath layout, while the second-floor living area offers 2 bedrooms and 1 bath. Adding even more value, the second-floor living quarters include a spacious first-floor family/living room, providing an abundance of additional living space rarely found in homes of this style. Whether you're looking for a multi-generational living setup, owner-occupied home with private guest quarters, or simply a home with versatile living options, this property offers endless possibilities. Conveniently located in the charming hamlet of Freehold with easy access to local amenities, outdoor recreation, and all that Greene County has to offer

Tucked away in a scenic country setting, this nearly 1,300 sq ft, 3-bedroom, 2-bath ranch-level home offers privacy, space, and the peaceful lifestyle so many are seeking. Situated on over 10 acres, beautifully surrounded by nature, 359 Siebert Rd blends rustic character with everyday comfort. Features include spacious living areas, abundant natural light, and a setting ideal for enjoying the outdoors year round. Whether you're looking for a full time residence, weekend retreat, or country escape, this property offers endless potential. Conveniently located within reach of local amenities while still feeling worlds away, this is your opportunity to enjoy the beauty and tranquility of upstate living. Ideally located for outdoor enthusiasts and adventure seekers alike, 359 Siebert Rd offers easy access to some of the region's most sought after destinations. Hunter Mountain is just about 20 minutes away, the Catskills approximately 40 minutes, Hudson around 25 minutes, Rhinebeck about 40

SELLER ENTERTAINING ALL OFFERS Freehold Country Inn - Bar and Restaurant Opportunity in the Catskills Step into a turnkey business in the heart of the Catskills with the Freehold Country Inn, a rustic and inviting bar and restaurant with multiple income streams and endless potential. The property features a 3,500 sq. ft. restaurant with seating for 80 in the dining rooms and 15 at the bar. A full commercial kitchen, active liquor license, and included FFandE make this a ready-to-go operation from day one. Central air keeps the space comfortable year-round. Ample parking and an outdoor area open the door to new possibilities such as a beer garden, expanded seating, or a cozy firepit lounge. Inside, the warm and rustic vibe makes it an inviting Catskills destination, perfect for both locals and visitors. Upstairs, you'll find two income-producing apartments: a 2-bedroom, 1-bath unit and a 1-bedroom, 1-bath unit, ideal for owner-occupancy or additional rental revenue. An additional buildi

Rare opportunity on a dead-end country lane. This 3-bed, 2-bath ranch on nearly an acre is your blank canvas. Whether you tear down for a custom dream home or gut rehab a solid shell, the potential is massive. Enjoy the peace of a secluded road, privacy of mature trees, and the convenience of a 1-car attached garage. Build your legacy, not just a house so choose your adventure - tear down or total gut

Discover the perfect balance of privacy, natural beauty & comfort at Stony Creek, a rare country property with endless possibilities. Whether you desire a full-time residence, a weekend retreat from the city, or a second home where folks can gather; this exceptional 5.5 acre property offers a lifestyle that is increasingly difficult to find. Adding tremendous value & flexibility is a separate building lot which is included, a rare feature in today's market. Whether you envision a guest cottage, additional home for multi-generational living or simply wish to preserve your privacy, this extra parcel creates opportunities that few country properties can offer. Inside, a spacious first floor primary bedroom w/ensuite bath provides convenient single level living, while two upstairs bedrooms. One with its own ensuite bath, offer more accommodations. Multiple gathering spaces invite quiet relaxation and entertaining, while energy-efficient windows showcase the surrounding landscape and take f

Tucked off of Winter Clove Road and nestled in a forest of hardwoods and evergreens, Whispering Woods sits perfectly perched above the winding trails leading to Kiskatom Brook. From the moment you arrive, the land greets you with that clean, woodsy scent you usually only enjoy on an early-autumn morning. Yet here, it lingers all year long. There is a stillness to this property, the kind that opens the heart, clears the mind, and reminds you what it feels like to truly breathe. The property spans two parcels with frontage on the brook, where water slips over stones and a nearby waterfall sends its gentle hush through the trees. Follow the path toward the water and you'll find a gazebo tucked along the brook's edge, a quiet refuge where mornings feel sacred and evenings stretch softly into night. Birds call from the branches; woodland animals move through the underbrush, and the rustling leaves create a natural soundtrack that settles you into a slower, more intentional rhythm. Inside, W

Welcome to 378 County Route 354 in Preston Hollow, NY where history, character, land, and opportunity come together. This remarkable 1850 farmhouse offers the charm buyers search for in a historic home, with many original features still preserved while the current owner has completed numerous updates and improvements. Like many treasured old farmhouses, there are still projects to continue, offering the perfect opportunity for someone who appreciates the craftsmanship, story, and timeless beauty these homes provide. Inviting 4-bedroom farmhouse features a warm and welcoming kitchen perfect for gathering, cooking, and creating memories. The charming sitting area off the kitchen with a wood stove provides the ideal place to relax with a book, enjoy morning coffee, or create your own cozy retreat space. Adding even more value is the newly built 30x32 outbuilding, originally designed and used as a yoga retreat space. With electric already in place, the possibilities are wide open imagine a

OPEN HOUSE 6/27/2- -am-1pm. This brand-new 3-bedroom, 2-bath double-wide home is perfectly situated on 4.28 scenic acres along a quiet country road in Potter Hollow. Offering modern comfort and low-maintenance living, this home features a spacious open floor plan, a bright kitchen with ample cabinetry, and a private primary suite with its own full bath. Step outside and explore your own slice of nature, complete with a peaceful brook winding through the property, accessible by a private trail. Whether you're looking for a full-time residence, weekend retreat, or a place to enjoy the beauty of the countryside, this property offers the perfect blend of privacy, tranquility, and convenience. Plenty of room for gardening, recreation, or simply relaxing while enjoying the sounds of nature. Move-in ready and waiting for its new owners!

Are you looking for your forever home? An investment property? Or the perfect Mother/Daughter set up? Look no further. This home checks all of those boxes. The main house features an eat in kitchen, living room, and a laundry room/mud room area. 2 bedrooms, 1 bath, a full basement, and a pull down attic for additional storage (or converted for extra living space). The beautifully renovated 2nd house features an open concept eat in kitchen, living room, bedroom, bathroom, laundry room, and attached one car garage. The spacious yard contains an over ground pool, and lots of space for outdoor entertaining. Live in one, while generating an income from the other. Perfect for air bnb investors, weekend retreats, or your full time home. Just minutes from Windham and Hunter Mountains, the NYS thruway, and Catskill and Hudson, NY, this property is a must see!

Perched on approximately 23 private acres with sweeping panoramic mountain views, this extraordinary custom-crafted log home offers a rare blend of natural beauty, exceptional craftsmanship, and timeless Catskills character. Perfectly positioned with southern exposure, the home is filled with natural light, creating warm, sun-drenched interiors while maximizing the spectacular scenery throughout the day. Adding to the sense of privacy and tranquility, the property borders approximately 280 acres of conservancy land, ensuring protected surroundings and lasting peace and quiet. Designed to impress, the residence showcases massive hand-hewn logs, oversized support posts, soaring cathedral ceilings, exposed beams and trusses, and authentic wood craftsmanship throughout, creating a dramatic yet welcoming atmosphere from the moment you enter. At the heart of the home, an authentic bluestone wood burning fireplace, serving as a striking architectural centerpiece and adding classic lodge-style

The Arlington House Circa 1864 As this nation was making its way out of The CIvil War, tourists began making their way to the Catskill Mountains. The hamlet of Palenville, in the town of Catskill, NY is home to the country's first Art Colony. The Hudson River School of painters helped lead that movement to the magic of Upstate that continues today. The Arlington House has been through a few different iterations over its lifespan, but has consistently operated as a boarding house, hotel and residence since its inception. It is rumoured that Mark Twain and his family spent the night here on the way to their legendary summer vacation right up the road in Onteora Park. The current owner grew up in the house and they enjoyed the contribution of the rental apartments. When he took control, he performed a full gut renovation of the main house in 2011 and the apartment building in 2023. There is all new drywall, insulation, plumbing and electric. As well as a new wrap around porch, roof and bo