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

Welcome to the vibrant heart of Greenville, NY. This charming and versatile three-bedroom, two-bathroom Commercial/residence space is located along State Route 32. It offers great accessibility, remarkable visibility, and endless possibilities for both entrepreneurs and those seeking a sense of home while maybe running a business. With the major intersection of State Routes 32 and 81 right there in the epicenter of Greenville, this property boasts a location that simply cannot be replicated. The address places you right on a well-traveled state route, ensuring high traffic visibility and easy access for clients, customers, or guests. This home has been a proven money maker as a rental outfitted with an efficient Rinnai heating system and is tapped into the Municipal sewer system. Greenville is renowned for its welcoming community, scenic surroundings, and dynamic local businesses. Step outside your front door and discover walkable access to shops, restaurants, parks, and everything the

Escape to your own private sanctuary in the Heart of the Catskills. Nestled on 5.1 acres along a tranquil country road in Greenville, this spacious 4-bedroom, 2-bath home sits where open meadow meets quiet woodland. It's a setting that truly has to be seen to be appreciated. Inside, an open-concept layout connects a generous living room, multiple dining areas, and a large kitchen, creating a bright, easy flow for everyday living and entertaining. The primary suite offers a comfortable refuge, while three additional bedrooms provide flexibility for family, guests, or a home office. An enclosed sunroom expands your living options further, and a dedicated laundry room keeps things practical. Outside, the property is as functional as it is beautiful. A workshop shed with attached equipment ports and additional covered storage bay offers exceptional space for tools, lawn equipment, vehicles, and all the gear that comes with country living. The Greenville business district is just a short dr

A Diamond in the Rough! Welcome to your next project and dream home. This delightful mid-century ranch-style home is bursting with potential and waiting for your personal touch to transform it into the ultimate retreat. With three generously-sized bedrooms, there's plenty of space for family, guests, or a home office. While this home does require rehab, envision the incredible possibilities to modernize and personalize every corner. Nestled on a serene corner lot, this property boasts a picturesque backdrop of lush woods in the rear, offering you a peaceful sanctuary right in your backyard. Bring your vision and make this house your home. Act fast. This one won't last long! Purchasers may use any lender they chose to finance the purchase of the property. However, the seller requires that all non-cash offers must be pre-qualified by Caliber Home Loans, Inc. Prior to offer acceptance

Come experience Storks Nest, a quiet, dead-end road leading to State Land and the trailhead of the Dutcher Notch Hiking Trail. This 15.4 acres of mature forest (consisting of 4 separate parcels) has a beautiful trout stream with waterfalls, gorgeous mountain views, and borders 100 acres of land conservancy. This home is a matchless retreat featuring three bedrooms and two full baths. The primary bath has a spa-style soaking tub and steam shower with heated floors. The mirrors are lighted with LEDs and are able to defog. A custom, one-of-a-kind chandelier over the tub was designed for Bergdorf Goodman! An open concept living area is made for entertaining and large windows frame a view of Little Round Top Mountain. The chef's kitchen includes a counter-deep Fisher & Paykel French door refrigerator, two-zone wine chiller, Kohler pot filler over the professional six. Burner Capital stove with oversized hood, and a top shelf Bosch dishwasher. A woodstove in the living room keeps the whole h

Welcome to serenity in Purling, NY! Discover a perfect blend of privacy and accessibility in this meticulously fully renovated raised ranch, nestled on over 10 sprawling acres across two parcels. This beautiful home offers a main level of 1,271 square feet including a spacious open concept fully updated living room, dining, and kitchen with quartz counter tops including a large peninsula island great for entertaining. Down the hall you'll find a large primary bedroom with en suite full bath with soaker tub. There are two other spacious bedrooms and an updated full bath and a closet that completes the space. Downstairs, 934 square feet, currently serves as an in law suite with kitchenette, dining/living room, full bath, laundry, and large room that is being used as a comfortable bedroom that has a large closet and a separate storage crawl space. Downstairs includes a hall closet with ample storage as well. Combined, the home provides a total of 2,205 square feet of living space. The exp

Come home to Country Estates. Located in the town of Greenville sits this 2 bedroom impeccably maintained Ranch (Townhouse) boasting vaulted ceilings, open floor plan, 2 bedrooms, 2 bath, one car garage, back deck, central air, generator, and a finished family room with walk out basement with built in showcase for collectables. Located within Country Estates there is a walking path, shuffle board, basketball, a pond, and a community clubhouse with a full kitchen, dining room, dance floor as well as an exercise room. The HOA Fee is 152 per month and includes lawn maintenance, garbage and roofing. Experience life at its best, while enjoying this prime time location with the mountains as your backdrop, golfing nearby, shopping and a short commute to our State Capital. Proudly Offered at 279,000.00

This versatile income-producing property offers a rare opportunity to own a well-maintained multi-family compound set on 3.5 scenic acres just minutes from the heart of Greenville. The property features 3-4 residential apartments, ideal for steady rental income or a mix of owner-occupied and investment use. Adding to its appeal is a separate commercial building, currently leased and operating as a clothing retail space, providing an additional stream of income from an established tenant. The expansive lot offers plenty of room for outdoor enjoyment or added amenities. Perfectly positioned for convenience and lifestyle, this property is just moments from local shopping, dining, and everyday essentials. Enjoy the unique charm of being within walking distance to the nostalgic Hi-Way Drive-In Theatre as well as nearby restaurant, making it an attractive location for both tenants and visitors. Whether you're an investor seeking strong cash flow or an owner looking for a property with multip

Seller entertaining all offers freehold country inn. Bar & 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 FF&E 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 building on

Ranch style home with full basement and 2 car garage. Upstairs has 3 bedrooms with one of the having a 1/4 bath. Plus, a full bath, eat in mountain views or enjoy the mountain views on the front porch or sit in the Livingroom with the fireplace and look over the Catskill mountains. The kitchen has it all dishwasher, double sink and window that looks out over the fenced garden area. This house it all and ready to make it your own with some updating

Enjoy magnificent views and your own private in-ground pool at this three-bedroom, two-full-bath home, situated on 1.7 level acres-perfect for gardening and outdoor enjoyment. Large picture windows showcase the beautiful scenery, allowing you to enjoy the views from nearly every room. Inside, hardwood floors add warmth and character, while a wood-stove insert creates a cozy and welcoming living room. The home offers plenty of potential for updating and personalization. An attached two-car garage provides everyday convenience, and an additional detached garage offers valuable space for vehicles, equipment, storage, or a workshop. With its stunning setting, inviting pool, and property, this home is a wonderful opportunity to create the escape you've been envisioning. 2.5 hours from NYC, 40 minutes to Albany and mere minutes to Greenville

Welcome to 608 Mountain Avenue. Set against a backdrop of striking natural rock formations with peek-a-boo views of the Catskill Mountains, this property features a private backyard perfect for relaxing, gathering around a firepit, or enjoying the peaceful surroundings. This thoughtfully updated retreat nestled among the natural beauty of the Catskills features an open-concept 3 bedroom, 3 bath and offers a seamless layout with newly updated flooring, new appliances, and newer well and septic. Ideally located just minutes to beloved local destinations including Log Cabin Cafe, Julia's Local, and the historic Glen Falls House, with easy access to year-round recreation including hiking, skiing, biking, swimming holes, and nature trails. Whether you are searching for a full-time residence, stylish starter home, or weekend crash pad escape from the city, this property offers versatility and charm in an increasingly sought-after location. Both indoor and outdoor living spaces designed for b

Place to relax for vacation or year-round this manufactured home featured 3 bedrooms and 2 bath, oak floor throughout, ceramic tiles on kitchen and bathroom, detached garage, cheds for storage, covered area for BBQ, cottage/ studio/guest house with fire place for the long cold winter, all this on 2.2 acres of land beautifully manicured with mature fruit trees, beautiful grape vine

If you enjoy Skiing, Hiking, Golf, Hunting or anything to do with the Great Outdoors you'll love the location of this home. Set back from the road and set up as a Mother/Daughter with over 2,700 sq. Ft there's plenty of room for Everyone, including Guests! The upper level of this High-Ranch has 3 Bedrooms and 2 Full Baths which includes a Primary Suite with Walk-In Closet. The recently renovated lower level offers an additional 2 Bedrooms with a Full Bath, Living Area, Den and a Full second Kitchen! There's a large rear deck overlooking the backyard, a fire pit for smores and a large Shed for your outdoor tools, toys and maybe some additional living space. Windham & Hunter Mountains are less than a 30 min drive, Thunderhart Golf Course less than 10 minutes. If you're looking for a larger parcel the neighboring 19.9 acre lot with a Pond is available for sale also! This property is certainly worth a look!

What an amazing opportunity! Period 1870 farmhouse on 2+ acres. Original details throughout. Detached workshop and carport. Screened rocking chair porch. Will not last! Home is sold in as is condition

1850's farmhouse on 28+ acres. A master carpenter's dream. Set along two quiet country roads, this historic home is waiting for someone with vision and craftsmanship to bring it back to life. The setting is extraordinary: over 28 acres of untouched nature featuring hiking trails, footpaths, a dramatic stone ridge, and a babbling brook that winds through the property. If you crave privacy, peace, and the kind of natural beauty that feels like your own private preserve, your search ends here

Set back in the quiet countryside of Preston Hollow, this well-maintained ranch offers the kind of move-in ready, low-maintenance living that's getting harder to find. Whether you're looking for a private single-floor home or a worry-free starter property, the major updates here have already been taken care of. Outside, the home features new vinyl siding, new deck railings, a drilled well, and a new 1,200-gallon septic tank. The property also includes a horse shed and fenced pasture area that previously housed two horses, offering flexibility for hobby farming, animals, or extra outdoor space. Inside, the home has seen extensive improvements focused on comfort, efficiency, and peace of mind. Updates include a new 200-amp electrical service with new breaker panel, meter box, weather head, and service entrance, along with new basement and attic wiring. Spray foam insulation has been added in both the basement and attic to help with efficiency year-round, and the basement has been sealed

Modern One-Level Living on 1.99 Acres | Quiet Cul-de-Sac Welcome home to this brand-new, single-story ranch offering the perfect balance of private, peaceful living and prime Catskill convenience. Situated on a pristine 1.99-acre lot at the end of a quiet cul-de-sac, this home features 3 bedrooms, 2 full bathrooms, and an attached 2-car garage. Enjoy the ease of modern open-concept living, bright light, and brand-new finishes throughout. Tucked away for maximum privacy, you're still just minutes from local town amenities, shopping, and the local library. Outdoor enthusiasts and families will love the unbeatable location-only a short drive to summer fun at Zoom Flume Water Park and year-round mountain adventures at Windham Mountain Club. Perfect as a full-time residence or a low-maintenance Catskill getaway

Set at the foot of the Catskill Mountains, down a quiet country road in Acra, this c. 1850 farmhouse sits on more than fourteen acres of open meadow, mature trees, and rolling countryside. Framed by two classic red barns and surrounded by long views of the landscape beyond, the property feels deeply rooted in its setting-an authentic Catskills homestead that has evolved thoughtfully over time. The original farmhouse retains the warmth and character one hopes to find in a house of this era. Sunlight moves through the interiors throughout the day, highlighting wide-plank floors, historic details, and rooms that feel both comfortable and lived-in. The home strikes a rare balance between preservation and practicality, offering the charm of an old house without feeling precious. At the heart of the home is a dramatic post-and-beam Great Room addition. Vaulted ceilings and handhewn beams soar overhead while a woodstove anchors the space, creating a natural gathering place through every seaso

Welcome to your private oasis in beautiful upstate New York. This 4 bedroom home is perfectly situated on 4.87 acres and features multiple spring fed ponds stocked with bass, 70+ fruit trees of apples, pears, peaches, plums in a protected orchard, towering pine trees and hardwoods surrounding the property, with stone walls interspersed. You can easily get lost in the tranquility of these surroundings. This home welcomes all into the great room with cathedral ceiling, a large brick fireplace, wide plank cedar flooring and open staircase to the loft. Between the great room and kitchen is a Bar/Den the perfect space to gather with family and friends. The kitchen and dining room are combined into another great room and are the heart of this home. 2 Pellet stoves warm up the living room and kitchen. Enjoy the close proximity to the Catskill Mountains, Hudson River, and quaint surrounding towns. This home with brand new roof is built to be lived in, shared with family and friends, and be you

Originally built and intended as an artist residency, this home was conceived as a private creative retreat and immersive spa experience. Set within 2.2 acres of forested privacy, framed by mountain views, and accompanied by the sound of a creek below, Ridgeview offers a rare sense of seclusion paired with a refined, design-forward approach to living in nature. The house is positioned to capture sunrise and daylight throughout the day, with glass walls, cathedral ceilings, and skylights filling the interiors with natural light. Sleek, seamless lines define the architecture, while custom wide-plank white oak floors and bespoke millwork bring warmth and intention to every space. Indoor and outdoor living flow naturally together, reinforcing the home's original purpose as a place for focus, restoration, and creative work. The kitchen is both functional and considered, featuring a built-in Wolf gas range and oven, a statement island, and custom cabinetry, complemented by a new Bosch dishwa

Sprawling Mid-Century Retreat on 25 Acres Set on nearly 25 park-like acres, this sprawling mid-century ranch offers a rare combination of privacy, character, and comfort. Surrounded by towering trees and peaceful natural beauty, the property feels tucked away in its own private setting while still offering easy access to nearby towns and activities. Inside, warm wood floors, exposed beams, arched architectural details, and oversized windows create a home that feels both expansive and inviting, with flexible spaces suited for full-time living, entertaining, or a weekend escape. The layout begins with two distinct entry experiences. A casual mudroom-style entrance designed for everyday living, the other a welcoming formal foyer that introduces the home's architectural character from the moment you step inside. The main level is anchored by a dramatic eat-in kitchen with soaring ceilings and floor-to-ceiling windows that fill the space with natural light and frame views of the surrounding

Just outside the quaint historic village of Rensselaerville, this sweet country creekside setting offers peace, privacy, and the charm of rural living. The property features multiple outbuildings-ideal for storage, hobbies, or small-scale farming-set against a serene natural backdrop. Tucked away in a peaceful creekside setting, this homestead offers a true escape to the countryside. Surrounded by nature and serenaded by the gentle sounds of the creek, the property invites you to slow down and enjoy quiet days and star-filled nights. Full of rustic charm, the home is complemented by multiple outbuildings, perfect for creative pursuits, storage, or a small hobby farm. The setting is both private and picturesque, with plenty of space to garden, relax, or simply take in the beauty of the natural surroundings. Ideally located near some of the area's most beloved outdoor destinations, you'll find easy access to scenic hiking and outdoor recreation at Huyck Preserve and tranquil Lake Myosoti

Rare opportunity to own a fully occupied 4-unit multifamily in the heart of Cairo, offering immediate income. Perfectly positioned along a scenic creek with Catskill Mountain views, this property combines strong cash flow with lifestyle appeal-an ideal formula for long-term investment success. The building features four apartments with bright interiors, generous layouts, and strong tenant appeal. A large elevated deck overlooks the creek, providing a unique outdoor space for two of the 2nd floor apartments. A dedicated off-street parking lot offers added convenience for residents-an increasingly valuable feature that supports long-term occupancy and ease of living. Set within the village, the property offers walkable access to local shops and dining, while being just minutes to Windham, Hunter, and year-round Catskills recreation. The combination of natural beauty, solid occupancy, and income potential makes this a standout opportunity for investors or those looking to expand their por

Reduced price reach out for a showing New Construction in the Heart of the Catskills. 35 Olivers Way, Cairo, NY Welcome to this beautiful new construction home set on 2.6 private acres in the heart of the Catskills. This 3-bedroom, 2-bathroom home features an open-concept layout with vaulted ceilings in the living room, creating a bright and spacious feel. Enjoy modern finishes, a comfortable primary suite, and peaceful surroundings just minutes from local towns, hiking, and outdoor recreation. Perfect as a full-time home, weekend getaway, or investment property, this Catskills retreat offers the ideal balance of privacy and convenience

OPEN HOUSE AUGUST 1ST, 11AM-2PM Bright, Beautiful, and Move-In Ready Townhouse in Country Estates Welcome to this well maintained townhouse in the highly desirable Country Estates community in Greenville. Offering 2 bedrooms, 2.5 bathrooms, and a surprisingly spacious full basement, this home combines comfort, convenience, and stunning Catskill Mountain views in one exceptional package. From the moment you enter, you'll appreciate the warm wood floors, abundant natural light, and inviting semi-open floor plan designed for easy everyday living and entertaining. The main level features a convenient half bath/laundry room combination and comfortable living spaces that flow seamlessly to the private screened-in deck. Upstairs, you'll find two generously sized bedrooms, including a primary suite with its own private full bath. The oversized second bedroom offers direct access to the home's second full bathroom, creating an ideal setup for guests, family members, or a home office. One of the