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

Updated Duplex for Sale in Round Top, NY. Ideal for Investment, Airbnb, or House Hacking Welcome to 24 Alpine Drive, tucked away on a quiet cul-de-sac in the desirable Catskills community of Round Top, NY. This beautifully updated duplex offers two spacious 2-bedroom, 1-bathroom units, each with modern finishes and plenty of natural light. Perfect for investors, short-term rental hosts, or buyers looking to live in one unit and rent the other, this property offers excellent income potential in a high-demand vacation destination. Enjoy peaceful mornings on the covered porch, a convenient garage, and easy access to all that the Catskills have to offer-minutes from hiking trails, ski resorts, breweries, farm stands, and seasonal festivals. Whether you're seeking a full-time residence, a weekend getaway, or a profitable rental property, 24 Alpine Drive is a turn-key opportunity in one of Greene County's most charming hamlets

Welcome to this comfortable 3 bedroom 2 bath home located in the quiet area of Cairo, NY. The property offers a peaceful setting. The home has a nice yard, private driveway and plenty of room for everyday living. Enjoy easy access to nearby towns, as well as outdoor activities in the Catskill mountains

Turn-key and ready to impress, this beautifully maintained 3 bed, 2 bath ranch offers effortless one-level living in a setting that blends comfort and convenience. Step inside to discover spacious, sun-drenched rooms highlighted by warm wood flooring and an open, airy feel throughout. Central Air conditioning. The large kitchen is perfect for gathering, entertaining, or simply enjoying your morning coffee as natural light pours in. The private primary suite provides a peaceful retreat, while additional rooms offer flexibility for guests, office space, or hobbies. A full basement with workshop adds incredible value and functionality for projects, storage, or future finishing potential. Outside, enjoy your own deck-ideal for relaxing or hosting-plus access to common grounds and a recreation building that enhances the lifestyle this community offers. Whether you're taking a stroll on nearby walking trails or heading out for a quick trip to shopping, everything you need is close at hand. P

Nestled beside a gentle creek on 1.2 wooded acres, this petite Catskills retreat is full of cozy charm, easy living, and a laid back connection to the outdoors. With a manageable footprint and inviting spaces throughout, it's the kind of place that makes weekend escapes feel wonderfully simple. Inside, a bright sunroom with a large picture window overlooks the creek and surrounding trees, bringing nature indoors. The 500 square foot layout includes two bedrooms, an updated bathroom, and a cozy living space centered around a wood burning fireplace that brings warmth and classic cabin charm. Thoughtfully designed to make the most of the space, the home feels comfortable, inviting, and easy to enjoy. Outside, the property opens to a grassy lawn, stone patio, fire pit, and two outbuildings including a workshop and storage shed, perfect for hobbies, projects, or extra storage. Whether you're spending evenings around the fire pit, heading out for a nearby hike, or simply enjoying the slower

Located in a neighborhood setting in the hamlet of South Cairo, this 3-bedroom, 1-bath home offers a comfortable layout with HW flooring and a classic brick fireplace in the living room, a full basement for storage or future possibilities, and a one-car attached garage. This well-built home sits on almost ½ acre, with a yard large enough for a garden, a pool, or outdoor entertaining on your back deck. From the front of the house you'll enjoy distant mountain views, and the location keeps you close to everything the Catskills have to offer. Several important improvements have already been completed, including a new roof installed in September 2025, replacement windows in 2020, and a new oil burner and oil tank installed in 2021. Located just four miles from the New York State Thruway, commuting is easy while still enjoying a peaceful setting. Nearby Hunter and Windham Mountains, hiking trails, restaurants, and year-round Catskills events make the location convenient for enjoying everyth

Escape to the Catskills in this beautiful ranch adorned with stone. It consists of 3-bedroom, 2-bath home, ideally situated just off scenic State Route 23 on the way to Windham. With just over an acre, this move-in-ready property offers the perfect balance of privacy, comfort, and convenience. Thoughtful improvements include a newer roof, updated sheetrock ceilings, fresh interior paint, carpeting and more, providing peace of mind and allowing you to move right in. Inside, you'll find a spacious living room with a strong double sided fireplace, a welcoming kitchen with adjoining dining area, and a functional layout designed for everyday living. Off the kitchen dining area is the perfect sized 3 season room for bird watching or any wildlife moments for that matter. The attached two-car garage and additional storage sheds offer plenty of room for vehicles, tools, recreational equipment, and all your outdoor essentials. Whether you're looking for a year-round residence, a weekend retreat,

Located just under 30 minutes from Ski Windham, this inviting home has been cherished by a family of avid skiers who are now ready to pass it along to someone seeking the perfect Catskills retreat. Offering 2,508 sq ft of finished living space, the main floor features a large living room, dining room, kitchen, three bedrooms, and a laundry room. The lower level adds even more versatility with an additional room, a spacious family room with a pool table, a storage area, and a utility room-providing comfort, efficiency, and room to grow. Tucked away on a quiet town road with only four homes, the 2.67-acre cleared and wooded setting offers an ideal escape. Recent upgrades include a new water filtration system and a brand-new deck, making outdoor experience easy and enjoyable. Homes like this don't stay available for long-come see it soon

Historic Hudson Valley Victorian Home for Sale in Greenville, NY | Mixed-Use Opportunity | 1.7 Acres | Walk to restaurants and bakery. Discover one of Greenville's most iconic historic homes, ideally situated on an oversized 1.7-acre village lot just two blocks from the town square. This beautifully restored 19th-century Victorian offers timeless architecture, modern efficiency, and exceptional flexibility for today's lifestyle. A perfect Weekend retreat, Second home, Airbnb potential, Work-from-home, Mixed-use property. Thoughtfully preserved, this remarkable residence showcases original hardwood floors, soaring ceilings, ornate woodwork, decorative moldings, oversized windows, dual staircases, and abundant natural light. Recent improvements include updated mechanical systems, energy-efficient heating, upgraded windows, and spray-foam insulation, providing the perfect balance of historic character and modern comfort. Designed to accommodate a variety of lifestyles, the spacious floor

Magnificent colonial three bedroom, 3.5 bath residence with in-law apartment. Settled in the foothills of the Catskill Mountains in Kaaterskill Clove on 4.3 acres on two separate parcels. This well maintained home has ornate details throughout, with gorgeous hardwood floors, high ceilings with embossed wood crown moldings and graceful chandeliers. Enter the home off the large rocking chair porch through a dutch door. As you walk into the living room you will be immediately taken with a sense of timeless grandeur. Beautifully decorated to capture the essence of each room, the home maintains a cohesive elegance. The narrow library with built in bookcases leads to both living and sitting room. The hall has a wet bar opposite the formal dining room which can seat 12 people comfortably. Continue further into the front to back eat in kitchen, complete with an island and two large pantries. French door lead to a small balcony where you can enjoy views of the Catskill Mountains and private bac

MULTIPLE Rental spaces. This extraordinary offering features a 3,100-square-foot fully renovated, 2-unit building boasting 4-bedrooms and 2-bathrooms plus a two-car garage with an additional 867 square-foot 2-bedroom, 1-bathroom rental unit. The opportunities don't stop there. A separate 2,000 square foot building that can easily be another rental unit as it has a full kitchen and bath with open floor plan. Then the commercial space formally known as'The Westerner'. This is a 2,700 square foot commercial space ready to make all your entrepreneurial dreams come true. Don't want to start a business, rent it out for an additional revenue stream. Be guided by your imagination and come see these one-of-a-kind spaces!

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

Off the beaten path and surrounded by nature, this enchanting three-season cabin offers the rare opportunity to own a cherished family retreat for the very first time. Set on 1.6 private acres with expansive mountain views, this cozy and charming getaway has been lovingly enjoyed as a summer home by generations of the same family since it was built in 1914. Inside, you'll find two bedrooms, one bath, and a welcoming living room anchored by a stunning stone fireplace. The perfect place to gather after a day of hiking, exploring, or simply soaking in the peaceful surroundings. A spacious screened porch invites you to relax with your morning coffee or unwind in the evening while taking in the fresh mountain air and panoramic vistas. If you're searching for an authentic mountain retreat escape where quiet days, star-filled nights, and timeless simplicity define the experience, this property is truly one of a kind. Rich in character and history, it offers a chance to disconnect from the eve

A wonderful opportunity to own three beautiful townhouses in the hamlet of Freehold, NY, Each have their own entrance, garages, fireplace and central air conditioning. All sits on 6 acres with mountain views. A great place to live and make money

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 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 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 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 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 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