129 houses for sale in Brooksburg

Exceptional Opportunity in a Prime Windham Location! Property is sub. Dividable. Owner is motivated bring offers! Transform this property into a true showpiece — take this Chevy and turn it into a Rolls Royce! Situated directly across from the Windham Country Club, enjoy unobstructed views of the golf course. This property also offers potential for subdivision, adding long-term investment oppertunity. Just a short walk (2,500 feet) to Windham Mountain and the pleasant walk to the center of Town — location doesn't get better than this!

Welcome to your Catskills escape, where mountain charm, comfort, and an incredible location come together! This inviting 3-bedroom, 2.5-bath home is filled with warmth and character, featuring beautiful hardwood floors, cathedral ceilings, cedar finishes, and a cozy wood-burning fireplace that creates the perfect mountain atmosphere. The kitchen is complete with granite countertops and stainless steel appliances, while the spacious primary suite offers a private en-suite bath for your own peaceful retreat. Step outside onto the expansive wraparound deck, breathe in the fresh mountain air, and take in the breathtaking views and tranquil surroundings. Just minutes from both Hunter Mountain and Windham Mountain, you'll be perfectly positioned to enjoy skiing, hiking, dining, entertainment, and endless year-round adventures. Whether you're looking for a full-time home, weekend getaway, or your own private mountain retreat, this Catskills gem is ready to welcome you home!

If you're looking for a piece of the Catskill mountains to call your own, look no further than 684 County Route 56/AKA Big Hollow Road! 3 beautiful acres of peace, quiet and tranquility near the end of'the hollow'. The hamlet of Maplecrest is part of the town of Windham and has its own unique flavor and character. Originally called Big Hollow, this area is nestled in and surrounded by the Blackhead mountain range which includes Windham High Peak, Blackhead, Black Dome and Thomas Cole. Just up the road are numerous hiking trails and the head waters of the Batavia Kill where early pioneers settled in the late 1700s. Just down the road, one finds access to more hiking trails and CD Lane Park offering a lake, pavilion, ball field and other recreational activities. Much of the value here is in the land. The 2-bedroom, 2 bath ranch manufactured home could use some TLC, but is a great starting point to unlock the potential of the beautiful property. A 2-car garage with concrete floor adds eve

Escape to the heart of the Catskills in this charming 2-bedroom, 1-bath log home. Featuring a brand-new roof and sold completely turn-key, this property has an outstanding proven Airbnb rental history, making it an exceptional investment or personal mountain retreat. Ideally located just steps to Hunter's restaurants, shops, hiking trails, and just minutes from Hunter Mountain, it offers year-round appeal for every season. Whether you're looking for a weekend getaway, a full-time residence, or a high-performing short-term rental, this property is ready to welcome its next owner

The Catskills Called. And This Log Cabin Answered. Privately set among the trees with sweeping mountain views, this beautifully maintained log cabin is minutes to Windham Mountain Club and Main Street. Spanning three levels with five bedrooms and three full baths, it offers open-concept living with a soaring great room, floor-to-ceiling stone fireplace, and a wall of glass framing the views. The kitchen features custom cabinetry, granite counters, and stainless appliances including a wine fridge. Enjoy outdoor living on the wraparound deck or from the covered porch. The home includes an electric back-up hot water heater in addition to a gas-fired primary system, ensuring you'll never run out of hot water, plus a 10K water softening and filtration system. Architectural boulders and stonework accent the landscaped property, complemented by a three-car detached garage. Perfectly located near skiing, dining, and hiking

Experience mountain luxury at its finest in this stunning post-and-beam home at Windham Mountain Club's exclusive Village East community just a little over two hours from New York City. Designed for those who love the outdoors but don't want to sacrifice comfort, this 6-bedroom, 3.5-bath retreat spans more than 4,100 sq ft and combines timeless craftsmanship with breathtaking views of the Catskills. Step inside to a dramatic two-story great room where walls of windows frame the mountain landscape and a floor-to-ceiling stone fireplace adds cozy warmth after a day on the slopes. Exposed beams, a vaulted pine ceiling, cherry paneling, and a coffered dining room ceiling create a sense of elegance and calm that's both rustic and refined. The chef's kitchen is designed for gathering featuring granite countertops, a Viking stainless-steel appliance suite, and a large center island perfect for après-ski evenings with friends and family. Multiple dining areas flow seamlessly into the living sp

Modern Mountain Luxury | Windham, New York. Experience contemporary mountain living at its finest in this exceptional new-construction residence, perfectly positioned just one mile from the Village of Windham. Thoughtfully designed and impeccably built, this light-filled retreat captures the essence of refined modern living in the heart of the Catskills. The home's sophisticated open layout features four spacious bedrooms and four and a half baths, each space designed with comfort and style in mind. The main-level primary suite serves as a serene escape, complete with a spa-like en-suite bath and tranquil views of the surrounding landscape. Vaulted ceilings and expansive windows fill the home with natural light, seamlessly blending indoor and outdoor living. A custom chef's kitchen anchors the main living space, appointed with premium appliances including double ovens and an eight-burner range. The large center island invites gathering and conversation, creating a natural flow between

Luxury STR Investment Opportunity Across from Windham Mountain Club. Turnkey option, income-producing, and Owner Financing available with as little as 10 pct down. Perfectly positioned in one of the Catskills' most desirable four-season destinations. Located within walking distance to Windham's restaurants, shops, nightlife, and'The Valley, Windham Mountain Club's exciting new expansion featuring pools, tennis, pickleball, spa amenities, golf, and more, this luxury townhouse delivers the ultimate combination of lifestyle and investment potential. This proven Airbnb/Vrbo-friendly property offers the option to be sold fully furnished and can include transferable future bookings already secured for upcoming ski seasons-allowing the new owner to generate immediate rental income from day one. A rare opportunity for investors seeking a high-demand short-term rental in a prime resort location with exceptional year-round appeal. Inside, the home features an open-concept design ideal for entert

Own a piece of mountaintop history with this 1920's schoolhouse! This once functioning schoolhouse was converted to a family residence in the 1940's. Charming but in need of TLC and vision, this 2 bed, 2 bath home is nestled in the heart of East Jewett conveniently located between Hunter Mountain and Windham Mountain. This rare blend of character, potential and mountaintop serenity is just waiting to be reimagined! A rare opportunity to bring new life and make new memories awaits you in East Jewett!

Experience Rustic Elegance and Timeless Wonder at 3 Leon Macglashan Road Nestled on over 210 acres of pristine Catskill landscapes, this extraordinary estate offers an unparalleled opportunity to embrace the serenity, privacy, and natural beauty of Windham, NY. From the moment you arrive, the property captivates with its historic charm, panoramic mountain views, and endless possibilities. Every corner of this land tells a story, blending the allure of yesteryear with the comfort and functionality of modern living. The centerpiece is a majestic 10-bedroom farmhouse, meticulously crafted with original hand-hewn beams, expansive living spaces, and timeless architectural details. Each room reflects a careful balance of rustic character and modern convenience, offering the perfect environment for family gatherings, creative retreats, or hosting guests. The home's generous layout includes multiple living areas, formal dining spaces, cozy nooks, and a chef-inspired kitchen ready for culinary

Just minutes from the village of Windham, skiing, and golf, this meticulously maintained ranch is set on a beautiful country road in a true four-season community. The easy, flowing floor plan features a bright eat-in kitchen that opens directly to a spacious rear deck—perfect for outdoor dining and entertaining. Inside, you'll find three comfortable bedrooms, 1.5 baths, and a welcoming living room with a fireplace and a bar to warm up apres ski. The full, unfinished basement offers excellent potential for future living space, a workshop, or recreation area. A two-car garage adds everyday convenience and storage. Whether you're seeking a full-time home or a weekend retreat, this Windham area ranch offers comfort, location, and opportunity in one inviting package. Garage roof 4 years old

150 Vining Road, Windham, NY Beautifully renovated contemporary mountain retreat set on 1 acre of lush lawn just minutes from the Windham Mountain Club. Blending rustic charm with modern finishes, this inviting home offers 1,394 square feet of above-grade living space plus an additional 788 square feet in the finished lower level-totaling 2,182 square feet of living space designed for comfortable year-round living in the Catskills. Step inside to a dramatic sunken great room with vaulted ceilings and a striking fireplace, creating a warm and inviting gathering space after a day on the slopes or exploring the mountains. The well-equipped kitchen and dining area feature modern cabinetry, a suite of new stainless-steel appliances, and direct access to the expansive tiered decking, conveniently accessed through the kitchen and offering seamless indoor/outdoor living and entertaining space-perfect for al fresco dining, relaxing, or hosting guests. Throughout the home, calming earth tones an

New price! Turn Key! Pride of Ownership shows in this Windham Ridge 2 bedroom 2.5 bath, Plus a surprise room and bath to use as needed, bunk room, office, small den. Come and be part of the Windham Family in this sweet year round community. 1st level has Primary ensuite, and 2nd bedroom-ensuite. 2nd level opens up to a spacious great room with open concept, bright and sunny. Fully equipped kitchen, A wood burning fireplace for those chilly days, vaulted ceilings and large sliders to let in the sun and peaceful country views with wood deck to enjoy all and take in the sun and relax outdoors. This level also has the surprise bedroom with a bath, to be used as needed. All very well taken care of. Sold with all basic furnishings and full kitchen. No Wall art or personal items. Located minutes to skiing, golfing, hiking, biking and all that Windham has to offer, with great restaurants, brewery and movie Theatre and much more. Reasonable Taxes and HOA

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, gath

Location, Location, Location! Rarely is this characterization more appropriate than for 10 Vets Road. This charming village home is truly in the heart of Windham. A terrific location just steps away from the bustling activity. Full-time home? Weekend or vacation getaway? Investment? No matter what your need or wish might be, this well-maintained home with a deceptively spacious interior can meet them all. On the main floor one finds the living room with wood-burning brick fireplace, dining room and kitchen. From the kitchen, French doors lead to another bright and sunny room with separate entrance that could serve as a den, TV room or an office. Completing the first floor are 2 bedrooms and a full bathroom. Throughout the home, take time to notice unique details such as rich wood trim, built-in bookcases in the living room, hutches in the dining room, and an amazing number of closets. The second floor has 4 bedrooms and 2 more bathrooms. Yes.that's 6 bedrooms and 3 bathrooms in all. Th

This Property is Not Under Contract and is still Fully Available as of 9/2. If Interested, Schedule a Showing! There are ski homes, and then there are homes that truly define what ski-in/ski-out living is meant to be. Positioned directly on Windham Mountain Club's coveted White Way trail, this extraordinary timber-frame residence offers what is arguably the most desirable slope-side location on the mountain. No shuttles. No parking lots. No loading gear into the car. Simply step into your heated ski room, click into your bindings, and glide directly onto White Way. Built with timeless timber-peg construction, the home embraces the character and warmth of a classic mountain lodge while delivering the space and comfort expected in a luxury retreat. From the moment you step inside, you're welcomed by the calming aroma of natural wood-a subtle yet unmistakable reminder that you've escaped to the mountains. Rich wood-clad walls, soaring vaulted ceilings, and exposed beams create an atmosphe

Motivated seller! Defining the word POTENTIAL, this mid-century ranch home is situated on 2.8 beautiful acres less than 10 minutes from both Windham and Hunter mountain ski resorts. A great floor plan makes effective use of every square foot for a comfortable living space, including a separate dining area, large living room and two comfortably sized bedrooms. Details like hardwood parquet floors, plaster crown moldings and arches add to the period charm. A large picture window frames beautiful seasonal views (with potential for year-round with clearing) Outside, sturdy concrete block construction with a stucco exterior needs little maintenance, and the concrete patio has plenty of room for outdoor dining. Surrounding the home are expansive, level lawns, woods and a small stream. The detached, generous two car garage has plenty of room for all your gear and the ride-on mower included with sale. In the same family for generations of summer enjoyment, this charming property is just waitin

Wonderful Windham Cape Cod on picturesque 6.8 acres, gazebo, and private pond! Welcome to this country gem! Many renovations in 2016: with a one car garage, breezeway, well equipped kitchen with granite counters, island and lovely, sun filled first floor ensuite bedroom with beautiful views out to the deck and gorgeous grounds. The main floor offers a second full bath, dining area and sun-drenched living room with French doors out to your private patio. The spiral stairs take you up to 2 cozy bedrooms. This is a charming home on a park like setting. Spend lazy afternoons down by the pond, al fresco dining in the beautiful gazebo while taking in the stunning sunsets, with walking paths, views, and tranquil relaxation that you will enjoy for years to come. A Perfect 4 season get a way, minutes from the Town of Windham, and Windham ski area. Experience world class skiing, hiking, golf, biking, day spas, yoga, fine restaurants, seasonal famers markets, indie bookstore and so much more!

Welcome to your private Catskills sanctuary. Perfectly positioned on Main Street in Windham, this unique property offers the ultimate flexible layout that lends itself to multiple situations: a multi-generational family compound, a premium vacation escape where friends and family can gather—while still enjoying their own private spaces, a pass through income property with excellent ROI and very low maintenance, or a combination of family home and income property! The Layout: Main Residence; A beautifully appointed duplex featuring a 3-bedroom, 2-bathroom unit and a separate 2-bedroom, 2-bathroom unit. Both units are totally and tastefully renovated to include modern comforts and Catskills warmth. The Guest Cottage; A picturesque, Amish-made studio cabin with a full bath and kitchenette—ideal for guests who appreciate a little extra privacy. Appropriately named the Cutest Cabin. Mountain Living at its Finest: After a day on the slopes, unwind in the hot tub or gather around one of the t

Nestled in the hamlet of Cornwallville, in the heart of the beautiful Durham Valley, and bordering the Thorpe Creek, this quintessential country farmhouse sits on a quiet country road just 15 minutes to Windham Mountain. Located in a four-seasons community, you'll enjoy easy access to skiing, hiking trails, breweries, music venues, and you're only minutes from Zoom Flume Water Park—with so much to experience within a 20-minute drive. Meticulously maintained, this classic farmhouse offers 2 large bedrooms, with additional large den or family room or for extra sleeping if needed. 1 bath, and a welcoming three-season porch—the perfect place to unwind while listening to the soothing sound of the waterfall and Thorpe's creek just beyond your yard. The warm country kitchen features a 6-burner Viking stove, ideal for the home chef, and the lower level includes a spacious workshop for the handyman or hobbyist. Outside, a beautiful 3-car garage provides ample storage and space for all your moun

There are properties that offer acreage, and then there are properties that offer a way of life. Set along one of the region's most picturesque and peaceful country roads, this extraordinary 153+ acre estate is a place where summer afternoons are spent fishing at the pond, tennis matches stretch into golden evenings, and loved ones gather beneath vast mountain skies. With extensive road frontage along Goshen Street and Crammer Road, this rare residential compound features two separate homes thoughtfully positioned on opposite sides of the road. Ideal for guests, extended family, a caretaker, or events, each residence enjoys privacy while remaining part of one cohesive estate. The main house offers an immediate feeling of comfort the moment you step inside. Its inviting living room features a vaulted ceiling with exposed beams, a wood-burning fireplace with insert, and windows framing gorgeous, direct views of Hunter Mountain's ski slopes and the property's picturesque pond. A covered p

Nestled at the end of a long private driveway in the heart of Windham, NY, this quintessential log cabin offers the perfect blend of mountain charm, privacy, and breathtaking views. Set against a backdrop of mountain and ski slope vistas, this exceptional retreat captures everything buyers dream of when searching for a Catskills getaway, full-time residence, or second home just a short drive from New York City. A welcoming covered timber and stone front porch sets the tone before stepping inside to an impressive open floor plan highlighted by soaring pine-clad vaulted ceilings, a dramatic floor-to-ceiling stone wood-burning fireplace, and a spectacular wall of glass that fills the home with natural light while framing the surrounding mountain scenery. The kitchen, dining area, and great room flow seamlessly together, creating an inviting space for entertaining or relaxing after a day on the slopes. One of the home's most memorable features is the heated four-season sunroom. Complete wi

Welcome to 52 Loretta Lane. This ranch home set on 3 beautiful, lush acres is ready to greet its new owners. The main floor has a bright sun-drenched living room and a spacious eat-in kitchen with a large picture window overlooking the grounds. A second sitting area or den opens to a new deck. The perfect place to enjoy your morning coffee. Also on this floor are 3 bedrooms, a full bath and a laundry alcove. The layout offers flexibility and can be adapted to suit your needs. A walkout lower level offers more room for family and friends. It currently has a kitchenette, bathroom, laundry and two more rooms which have been used as a bedroom and sitting room. Again, more flexibility and the potential to modify to your liking. Overall, the home has 4 bedrooms and 2 bathrooms as well as some spaces that can be multi-purpose depending on your needs or wishes. Located on a cul-de-sac in a quiet neighborhood, this home offers serene and private surroundings but is just a short drive and conven

Sited in nearly 13 private acres between Hunter Mountain and Windham Mountain Club, this exceptional 6-bedroom home offers the kind of Catskills experience buyers spend years searching for-complete privacy, lush landscaping, mountain views, and a rushing stream that borders the entire rear of the property. Wake up to the sounds of nature, spend your days exploring your own woodland trails, and stroll down to the stream that winds through the back of the property. Whether you're hosting a crowd or escaping for a quiet weekend, there's room for everyone to spread out and relax. Inside, warm wood and natural stone finishes create an authentic mountain-lodge feel. Hickory and stone floors flow throughout much of the home, bringing the beauty of the outdoors inside. The heart of the home is the spacious kitchen featuring cherry cabinetry, stone countertops, stainless steel appliances, and a Viking range. Designed for effortless entertaining, the kitchen opens directly onto the expansive dec

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

Updated Six-Bedroom Farmhouse on Nearly 4 Acres, Ideal for a Primary Home, Weekend Escape, or Investment Property! Nestled within the picturesque Catskill Mountains, this charming 1890 farmhouse offers the perfect blend of rustic elegance and modern comfort. Thoughtfully updated over the past several years to preserve its historic character while incorporating today's amenities, this idyllic property is truly move-in ready, the major updates have already been done for you. The home features six comfortable bedrooms and two and a half bathrooms, including a renovated primary bathroom and a convenient half bath. The updated kitchen is a home cook's dream, seamlessly blending practicality with the warmth of farmhouse living. Stay cozy year round with a new wood stove and updated heating system, and keep cool all summer with new central air conditioning. Peace of mind comes standard here. The roof was replaced in 2022, and a new washer and dryer have been added. Outside, the property shine

10 minutes to windham. Short Term Rental with no restrictions! Welcome to your perfect getaway, a serene retreat on over 11 acres where privacy meets panoramic Catskills views. This spacious 5BR/3BA home, with over 4,500 square feet of thoughtfully designed living space, offers a blend of comfort, style, and natural beauty. Currently used as a successful part-time short term rental for both summer and ski seasons, this home is an entertainer's dream. Spread across three inviting levels, it provides plenty of room for everyone to gather, relax, and enjoy. Whether it's a fun game night around the pool table, cozying up by the wood burning stove, unwinding in the jacuzzi, or gathering around the fire pit under the stars, you'll have everything you need to make lasting memories for you and your guests. Offered fully furnished, this home is ready for immediate enjoyment, whether as a private escape or a lucrative investment. A Brand new instant hot water heater/boiler was just installed. 10

Welcome to 406 Campbell Road, a peaceful Catskills retreat tucked among mature trees just minutes from the heart of Windham. This inviting home offers the perfect blend of privacy, comfort, and year-round recreation. Relax on the spacious covered front porch overlooking beautifully crafted bluestone walkways and landscaped grounds. The setting creates a true mountain-lodge atmosphere while remaining conveniently close to Windham's shops, restaurants, golf courses, hiking trails, and world-class skiing. Inside, you'll find a warm and welcoming layout ideal for weekend escapes, full-time living, or an investment property in one of the Catskills' most desirable destinations. Surrounded by nature and set on a picturesque wooded lot, this property provides the tranquility buyers seek while offering easy access to everything the area has to offer

Tucked away on a quiet country road in the hills of Acra, this custom-crafted Catskills retreat unfolds across 17 private acres surrounded by mature landscaping, blooming lilacs, and hydrangeas that frame the home in seasonal color. Featuring a separate one-bedroom, one-bath guest apartment with its own private entrance and deck. An ideal setup for Airbnb income potential or guests seeking their own secluded escape. A circular driveway and welcoming front porch create a striking first impression, inviting you into a sanctuary that seamlessly blends rustic elegance with modern comfort. At the heart of the home, the open-concept living, dining, and kitchen space was designed for gathering. Soaring vaulted wood ceilings bring dramatic scale to the living room, where a gas fireplace anchors the space beneath warm natural textures. Expansive windows bathe the space in natural light, creating an inviting atmosphere that enhances the tranquility of this secluded retreat. French doors extend t

Move in ready! Warm and Welcoming describes this beautiful, Brainard Ridge large end unit, 4 bedroom 2.5 bath with a sun drenched extra den/family room. Beautifully renovated kitchen with new Cambria Windermere Quarts countertops, attractive wood cabinets, new electric stove, refrigerator and microwave. Spacious living area with wood burning fireplace to enjoy relaxing moments with family and friends, a cozy dining area, and wood flooring throughout the first floor. Plenty of sleeping for all, with spacious ensuite primary, bunkroom, plus 2 guest bedrooms, extra sleeping in loft area as well as the extra den/family room with vaulted ceilings. Tastefully renovated baths, with new floors, custom showers, vanities and toilets. New carpet installed throughout, Five Mysa electric baseboard thermostats in bedrooms and den, plus Nest smart thermostat for the main living area. Enjoy 2 balconies, one off the dining area, the second off the guest bedroom. Wonderful mud room entrance to store you