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

Nestled in a serene, private wooded setting, this immaculate 2017 double-wide home blends modern comfort with tranquil country living. Featuring three spacious bedrooms and two full baths, this residence is in very good condition. Outside, discover your personal oasis with a welcoming front deck and a side deck, perfect for enjoying nature. Three versatile sheds are included; one is equipped with an AC unit and a refrigerator, providing valuable extra space for a workshop or storage. Location is key! Enjoy unparalleled proximity to world-class skiing at Ski Windham (18 mins), challenging golf, and Zoom Flume Water Park. Explore local festivals or the Hudson River's beauty. Commuting is a breeze with minutes-away access to the NY Thruway, placing you approx. Two hours from NYC

A Private Catskill Mountain Retreat Where Luxury Meets Lifestyle. For the buyer who truly wants it all. Set high above the rest, this exceptional property offers the perfect combination of privacy, breathtaking views, high-end features, waterfall and a lifestyle that feels like a permanent getaway. A long, winding picturesque driveway leads you to this spectacular home nestled on nearly 16 acres of beautiful land. The property was designed for those who love the outdoors, featuring approximately 4 fenced acres with a pond, waterfall, two run-in sheds, and plenty of space for animals to enjoy the good life too. The remaining acreage offers woods, trails for off-road adventures, private hikes, and endless places to sit, relax, and take in the incredible scenery. Inside, the home is just as impressive. The stunning great room creates the perfect gathering space with room for everyone, while the main level offers a gorgeous primary suite with private bath plus an additional bedroom and ful

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

Escape to your own private retreat without sacrificing modern convenience. Tucked away in a serene, peaceful setting, this beautifully maintained home offers the perfect blend of secluded country living and rapid access to the vibrant, up-and-coming town of Cairo. Step inside to find a bright, open floor plan loaded with newer upgrades. The heart of the home features a cozy pellet stove, perfect for efficient winter warmth and ambiance. For year-round comfort, the property boasts three brand-new mini-split systems providing seamless, energy-efficient heating and cooling throughout the seasons. The versatile layout includes a spacious flex room, ideal for a sunlit home office, creative studio, or guest space. Rest easy knowing the major mechanics are taken care of, highlighted by a roof that is only four years old. Outside, the expansive, level open yard offers a blank canvas for gardening, outdoor entertaining, or creating your dream backyard setup. Enjoy the absolute peace of a privat

A classic Colonial Revival manse set on twenty hill top acres overlooking the Catskill Mountains and the charming hamlet of Rensselaerville. Enter the property down an allee of flowering trees and arrive at this colonnaded country house steeped in history and ready to welcome you home. Year-round comfort with gracious reception rooms including a sun filled living room and a formal dining room, both with wood-burning fireplaces. Classic french doors open onto the grand covered veranda with long views across the deep lawn and views to the Catskill range. An impressive kitchen with a Wolfe stove and Sub-Zero refrigerator bring this historic house up to the 21st century. On the second floor you will find the master ensuite with access to the second floor veranda as well as three additional bedrooms and a full bath. The third floor features two lovely guest bedrooms. Original carriage drives, now grass and dotted with flowering bulbs pass through fern glens and by the classic front dutch-do

A Grand Victorian with Endless Possibilities! Right at the Heart of the Northern Catskills! Welcome to 3667 Route 67. An extraordinary, one-of-a-kind Victorian residence in the beloved hamlet of Freehold, at the storied crossroads of Route 67 & Route 32 in Greenville. Freehold is an uncrowded, unhurried corner of the Catskills. A place full of trees, historic homes, and a community that keeps life full while keeping the peace and quiet intact. This impressive home sits right in the center of it all, within walking distance to local shops, eateries, and the Freehold Country Store. Yet tucked into the tranquil rhythm of rural Catskills living. Newbaltimoreanimalhosp With 5 to 7 bedrooms and 2 baths across two beautifully scaled levels, this home delivers the rare combination of Victorian grandeur and true lifestyle versatility. The interior is rich with original craftsmanship. Wide-plank flooring, historic millwork, and character that simply cannot be reproduced. Balanced beautifully wit

This charming 1943 two-story Colonial offers exceptional space and versatility, featuring a large kitchen, two bathrooms, and eight bedrooms, along with an attached two-car garage. Whether you envision a welcoming country inn, a multi-generational homestead, or an income-producing rental property, the possibilities are wide-open. The property also includes two separate ranch-style buildings. One offers two bedrooms, a kitchen, living room, and bathroom. Ideal for guest suites, long-term rentals, or private accommodations for extended family. While updating is needed, the property's scale, layout, and classic character make it a perfect canvas for restoration, ready to be brought back to its former glory and transformed into something truly special

Welcome to Stony Creek-a distinctive country compound where history, nature and possibility come together on 5.5 picturesque acres in the quiet hamlet of Medusa. More than simply a home in the country, this special property brings together an updated circa-1850 residence, spring-fed koi pond, two impressive barns, additional outbuilding, attached two-car garage, expansive lawns, mature trees and landscaping, old stone walls and a separate adjoining building lot-all within one remarkable setting. The 3-bedroom, 2.5-bath home offers the character of an earlier era alongside the comforts of today, with two bedrooms featuring en-suite baths. Original details remain throughout, including vintage glass doorknobs, original hardware and skeleton keys, while vaulted ceilings and an abundance of windows bring light into the home and frame views of the surrounding landscape. The generously sized primary bedroom offers exceptional space, while a light-filled sunroom wrapped in windows provides an

Tucked down a long driveway at the dead-end of a winding country road, Catnap Cottage is a hidden wonderland. A whimsical cottage set in the middle of 11.5 acres of meadows, ponds, streams and woodland. This is a rare combination of secluded land and a character rich home, all in a package that feels approachable and flexible for many uses. The home itself. While compact. Lives large. Vaulted ceilings, a fairytale bay window nook, an oversized bathroom. All lend to a feeling of space that matches the expansive grounds. The living room's wood paneling and brick fireplace give the home a coziness and texture that is hard to replicate. This is equal parts country cottage as it is a cabin in the woods; a place to retreat in all seasons. The main living space centers around the Woodstock Soapstone woodstove, an easy space to imagine spending the colder months. And yet. With the ceilings extended high above you, the room feels airy and light for the warmer months as well. The kitchen is ampl

Fully renovated with modern flair and classic charm, this light-filled home features an open kitchen with island, great room with fireplace, and flexible layout perfect for owner occupant or rental income (private entrance included). Upstairs: primary suite, 2 bedrooms, full bath, and flex space. A woodstove adds cozy, year-round appeal. Outside: private deck, spacious yard, and endless potential. Minutes to golf, skiing, hiking, and top dining-close to Albany, Hudson, and just 2+ hours from NYC

Exceptional opportunity to own a historic lodge property in the Catskills, formerly operated as the well-known Woodlands Lodge. Situated on approximately 2.4 acres in desirable Round Top, New York, this expansive property offers incredible potential for a bed & breakfast, boutique inn, wedding venue, retreat center, or private estate. The main residence features multiple levels of bedrooms and baths, showcasing original character throughout, including beautiful woodwork, pocket doors, and a grand staircase in the impressive entry foyer. The first floor offers a spacious prep kitchen with pantry and office area, bar room, double parlor, large sun-filled dining room, and an additional sitting room created from enclosed porch space. A rear staircase and separate exterior entrance provide convenient access to guest accommodations. The second floor includes five bedrooms and six bathrooms, while the third floor offers seven additional bedrooms with sinks and two full baths. A rear addition

Welcome to this move-in ready 2-bedroom, 1-bath home offering the perfect blend of comfort, charm, and convenience. A stunning floor-to-ceiling stone wood-burning fireplace adds warmth, character, and timeless appeal, creating a welcoming atmosphere throughout the home. Whether you're searching for a full-time residence or a weekend retreat this home is ideally located to enjoy many of the area's most popular destinations. Approximately 20 minutes from Windham Mountain and 25 minutes from Hunter Mountain, you'll have convenient access to skiing, snowboarding, mountain biking, festivals, and year-round recreation. Numerous scenic hiking and nature trails throughout the Catskill Mountains are also within a short drive, making this an excellent location for outdoor enthusiasts. Located approximately 2 hours from New York City, this property offers an easy escape for weekend getaways or year-round living. Move-in ready and full of character, this is a wonderful opportunity to enjoy all tha

Located on a dead-end road in the hamlet of Palenville, this 3-bedroom, 2-bath property is filled with storybook character and potential for a new chapter. This beloved home sits on almost half an acre lot graced by mature hardwood trees and hemlocks, offering a picturesque setting at the foothills of Kaaterskill Clove. Cherished for generations, the property features original pine wood flooring beneath the carpeting throughout much of the interior. An eat-in kitchen and adjoining dining room provide generous space for gathering and everyday living. Steps away is the elevated rear deck for seamlessly taking in the outdoors. The living room features a propane fireplace and staircase to the second level where 3 bedrooms and a full bath await. Outside, you'll find a detached one-car garage, a storage shed, and a screened gazebo-an inviting space for outdoor dining, entertaining, or simply enjoying the surrounding landscape. A whole-house generator provides added peace of mind and convenie

All of the major work is done on this 2 family home (it was originally a single family farmhouse). Roof 2013 2 New Hot Water Heaters New Well pump Totally new septic System 2010 Plumbing Almost Fully Redone 2010 Electric partially upgraded 2010 The current tenant on the left (3 Bedroom) pays 975/month. The walk-up attic is great for storage. The apartment on the right (4 Bedroom) needs a gut rennovation. The basement walls are newer cement block with reinforced flooring beams

Welcome to your next home in the thriving, up-and-coming town of Cairo, NY! Ideally situated just off Cairo's Main Street, this spacious 3 bedroom, 3 bath residence offers endless possibilities and is a perfect retreat at the gateway to the Catskills. Step inside to discover a bright and generous den, boasting a wood-burning stove for cozy winter evenings and a sliding glass door that opens seamlessly onto a sunny deck—perfect for entertaining or simply enjoying peaceful mornings surrounded by nature. The thoughtfully designed layout features a formal staircase as well as a convenient service staircase, adding both elegance and functionality to the home. The home has a formal living room, dining room and additional eat-in kitchen. The private primary suite is a true sanctuary, featuring its own en-suite bathroom for maximum privacy and comfort as well as wall to wall double closets and an additional cedar lined closet. Two additional bedrooms and baths accommodate guests, or your ideal

Your Private Retreat Awaits! Tucked away on 28.18 acres, this magical escape offers the perfect blend of seclusion and natural beauty. Mature woodland, a tranquil country pond, and the scenic Jan De Bakkers Kill create a serene backdrop that's truly hard to find. Originally built in 1972, this charming chalet has been thoughtfully expanded and updated over the years, blending timeless character with modern comfort. The great room features vaulted ceilings and a stunning hand-built, locally sourced, fossil-filled stone fireplace as its centerpiece, complemented by a generous library. The modern kitchen, bright sunroom, cozy loft, 3 bedrooms, flex room and two and a half bathrooms round out a comfortable and versatile living space. Outdoors, enjoy a private pool, decks, patios, and level lawn areas perfect for entertaining. The expansive acreage spanning 28.18 acres offers year-round exploration and potential for future development or possible subdivision. For the creative at heart, the

This 2018 3 bedroom double wide manufactured home is seated in a very unique and beautiful park in South Cairo known as Terrace Manor. Upon arrival, you'll come into an open Living Room with laminate floors and accent wall which lead to a'chef's dream' kitchen. Stainless steel appliances, subway tile, and even a pot filler over the stove will surely entice! A large Corian counter with chairs allow guests to easily visit while meals are prepared. And there's even more room in the adjoining dining area. Two of the bedrooms are serviced by a full bath, and the Main Bedroom has a spacious closet and en-suite bath with shower. Enjoy morning or evening coffee on the rear deck where a terraced staircase leads down to an additional sitting area and shed. Space for 2 vehicles to park Laundry Room Over 55 park Pets allowed with Park Owner's permission Application required to become a Terrace Manor Tenant Lot Rent/month 635 If paid by 5th of month, 600 Property & School Taxes are not included and

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!

Exceptional Scandinavian build perched on 14.35 private acres. Hill House is a striking contemporary with breathtaking bucolic countryside views. Embrace the tranquility and secluded setting on your wrap-around mahogany porch with thoughtful ceiling fans that extend the living area outdoors, perfect for enjoying panoramic views year-round. The property combines modern design with functional living spaces and an emphasis on light, openness, and connection to the outdoors featuring top of the line insulated windows and doors. The great room features a wall of expansive glass sliders and soaring ceilings that overlook the open kitchen with a center island, creating a seamless flow for daily living and entertaining. The lofted area provides additional flex space, while the lower level is unfinished and ready for future customization to suit a home theater, gym, or other personal use. New mechanicals, systems, and underground utilities ensure modern convenience. Located 15 miles to the Vill

This private country escape is what you have been looking for. Immaculate and charming custom built log home on 9.5 acres nestled in the trees with a wrap around porch (covered) and a bright sunny deck. 5.5 acres deeded with the house. Accompanied by a separate deeded 4 acre lot. Inside you will find vaulted ceilings, hardwood floors, open floor plan kitchen, dining area and a living room with wood burning cozy heat airtight fireplace. The kitchen boasts gorgeous maple cabinets, granite countertops, stainless steel appliances and a large pantry. First floor primary bedroom suite has vaulted ceilings, California walk in closet system and shelving. Spacious full bathroom with walk in shower, tub and radiant floor heat. The second floor offers two bedrooms and a full bathroom. Full walkout partially finished basement pre plumbed for a third bathroom, laundry area, utility room with Culligan water treatment system and a high efficiency tankless combi hot water baseboard heating system. Two

This charming and affordable two bedroom, one bath ranch home in the heart of Cairo is priced well below market value! Ideally situated for convenience, this property features hardwood floors throughout, creating a warm and inviting atmosphere. The newer metal roof and windows provide peace of mind and energy efficiency. Step down into your heated sunroom/family room that provides additional living space. The full walk-out basement, equipped with plumbing for a bathroom, offers endless possibilities for expansion or customization. Whether you're a first-time homebuyer or looking to downsize, this home is perfect for you. Nestled on just under an acre of land, you'll enjoy ample outdoor space for gardening, relaxation, or entertaining. Don't miss the opportunity to make this home your own! New oil tank, new sump pump, roof (2022), 14 Pella windows (2021), new well pump. Estate being sold as is

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

This exceptional residence has been completely reimagined from the ground up, masterfully blending modern luxury with timeless charm. Step inside and experience a light-filled interior where every detail has been thoughtfully curated for style, comfort, and effortless living. At the heart of the home is a sophisticated white kitchen featuring elegant pendant lighting and a spacious island that invites conversation and entertaining. The open-concept design flows seamlessly into a stunning great room, where a cozy fireplace anchors the living space and an adjacent dining area sets the scene for memorable gatherings. Designed with versatility in mind, the home offers an ideal layout for multigenerational living or an income-producing ADU, complete with a private entrance. Whether you're envisioning a guest suite, Airbnb rental, or dedicated home office, the flexible floor plan adapts to your needs. Upstairs, the serene primary suite is joined by two additional bedrooms, a full bath, and a

Unlock the potential of this charming cottage on beautiful Crystal Lake! Completely gutted and ready for your vision, this property offers a rare opportunity to create the lake retreat you've always dreamed of. Whether you're looking for a weekend getaway or a year-round escape, the possibilities are endless. Enjoy convenient lake access for boating, fishing, swimming, and making memories on the water. A full basement provides excellent storage or the potential for additional usable space. Bring your ideas, your contractor, and your imagination to transform this blank canvas into the perfect lakeside retreat. Opportunities like this don't come along often-customize every detail and make Crystal Lake your own! The property is being sold' is. Property includes tax map #'s 135.6-1-21 and 135.6-1-20 (0 Allendale Road)

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