Courtesy: Coldwell Banker Timberland Properties
845-586-3321
Rustic charm meets modern luxury in this impeccably maintained hand-peeled log home, just minutes from Plattekill and Belleayre. Set on over 6 private, beautifully landscaped acres, you'll enjoy sweeping mountain views from two covered decks. Inside, the great room features soaring ceilings, skylights, and a stunning floor-to-ceiling stone fireplace. The large sleeping loft includes a soaking tub and full bath for a spa-like retreat. The fully finished walk-out lower level offers a sauna and a pellet stove, and access to the lower deck. A detached 2-car log garage provides great storage. Behind the home, a footpath leads to a peaceful hideaway with a seasonal stream, fire pit, yoga platform, gardens, storage shed, and a small pond. Whether you're looking for a full-time mountain escape or an exceptional short-term rental, this turn-key home is a true gem—close to farm markets, dining, and the villages of Roxbury and Margaretville.
Courtesy: Keller Williams Upstate NY Properties
607-652-3311
This well built ranch home is set back on a quiet street in a Catskill Village near skiing and all the area has to offer. The home has two bedrooms and 1 bathroom with a spacious kitchen, living room and dining room. You may be inspired to update and give her a facelift and/or keep some of the midcentury features intact. In either case you'll end up with a peaceful place to call home.
Courtesy: Country Pride Realty
607-326-7047
DON'T MISS OUT on this charming 1950's 3-bedroom ranch located in the historic hamlet of Roxbury. Quietly set at the street's end, this ready to move in ranch offers the best of 1 level living. There is a spacious living room featuring handsome hardwood flooring. An eat in kitchen and formal dining room offer plenty of space for entertaining. The heated sunroom offers lots of natural light, perfect for a den and all your plants will love it. Nice decks offer plenty of outdoor space. There is an attached 1 car garage plus an additional garage across from the house included on a separate lot. Walk to stores, cafes, school and historic Kirkside Park. Only minutes from Plattekill Ski Center and near Belleayre, Hunter and Windham mountains.
Courtesy: Country Pride Realty
607-326-7047
Step into this timeless beauty with this exceptional 1913 Victorian home, on more than 15 peaceful acres. With six bedrooms and three and a half bathrooms, this distinctive residence blends historical craftsmanship with the charm and tranquility of country living. The home showcased remarkable original woodwork throughout - intricate moldings, solid wood doors, and beautifully preserved floors. Designed with versatility in mind, the property includes the kitchen on each floor and laundry on both the first and third floors, offering comfort and functionality for extended family, guests, or creative living arrangements. Spacious living and dining areas are filled with natural light, while large windows frame views of the surrounding landscape. Every room reveals warm character and enduring craftsmanship, creating a rare sense of history and home. Outdoors, the property continues to impress with a large barn - ideal for storage, animals, or studio use - and a separate garage and workspace for projects or equipment. The land unfolds with an open field, gentle woods, and a serene pond, offering endless opportunities to relax. Enjoy the the historic village of Roxbury with Kirkside Park, shops, and cafes. Only minutes to Plattekill Mountain Ski center.
Courtesy: Keller Williams Upstate NY Properties
607-652-3311
Enjoy lovely mountain views in this cozy 3 bed, 1 bath home. Includes a large 2 car garage and a nice level back yard. Eat in kitchen plus a convenient 1st floor laundry room. Enclosed front porch works as a perfect bonus room to enjoy the scenic views. Must see! This won't last long!
Courtesy: Coldwell Banker Timberland Properties
845-586-3321
Welcome to an extraordinary Catskills retreat offering space, privacy, and untapped potential on 165.5 surveyed acres in the Town of Roxbury, just minutes from the four-season Plattekill Mountain Ski Resort. Formerly home to the Manhattan Country School Farm, this unique compound combines the charm of an historic Catskills homestead with the infrastructure of a private campus or farm retreat. At the center of the property is an 8-bedroom Old Style farmhouse built circa 1900, with finished living space across 2.5 stories. Multiple accessory structures are situated throughout the property, including early 1900s barns, a greenhouse, a machine shed, stone house open and covered porches, and additional outbuildings—each offering restoration potential and flexible usage. The parcel offers an ideal footprint for creating a self-sufficient compound, agricultural retreat, artist residency, or large-scale country estate. The land is rural and gently rolling, desirable for farming, trails, privacy, and conservation. Zoning and historical use suggest continued agricultural or residential development options, with the added benefit of educational or retreat-based potential. The location is a true gem—just 3.5 miles from Plattekill Mountain for skiing, snowboarding, tubing, and year-round events. The hamlet of Roxbury offers cultural heritage, farm markets, dining, and services, while nearby hiking, fishing, and hunting opportunities complete the lifestyle. With 160+ acres, multiple structures, and an unmatched Catskills setting, this is a rare opportunity to own a legacy property that can be as simple or as ambitious as you wish. Whether you envision it as a multigenerational residence, a luxury country estate, a nature retreat, or simply a peaceful homestead, the groundwork has already been laid. Properties of this scale and versatility rarely come to market in this region. The possibilities here are as expansive as the land itself—don’t miss the chance to shape your own vision in one of the Catskills’ most scenic and storied locations.
Courtesy: Coldwell Banker Timberland Properties
845-586-3321
ONCE-IN-A-LIFETIME OPPORTUNITY: TROPHY PROPERTY on 485 ACRES with +752 ACRES of adjoining NYC land at the end of a quiet town road in Roxbury, NY. Discover mountain vistas, spring-fed ponds, stone walls, and a 500-ft private driveway leading to a pondside home site with grape arbor, footbridge, and gazebo. The 3-bed, 2-bath farmhouse features wood floors, a FIELDSTONE-FIREPLACE, and rustic charm throughout. Additional highlights include a 30x60 barn with STONE PIZZA OVEN, extensive trails, open meadows, and a HIDDEN LOG CABIN retreat overlooking a pristine pond. With this remarkable estate, you’ll not only own one of the region’s most significant country properties—you’ll also be helping to support the lifesaving mission of ST JUDE CHILDREN'S RESEARCH HOSPITAL.
Courtesy: Corcoran Country Living
845-338-5832
Founded in 1803 in Roxbury, NY, this remarkable property carries a rich heritage of hospitality — the stone house once served as an Inn for travelers crossing the mountain from Bovina in the 1800s. Today, the estate spans over 200 acres and blends history with breathtaking natural beauty, offering a rare opportunity to own a piece of the Catskills' past. Beautiful views of the mountains, endless stone walls, open meadows, a tranquil pond, and state land out your back door create a setting that feels like your own private park. At its heart stands an authentic 19th-century stone house, full of character and charm, with multiple living rooms, a cozy stone fireplace, and a country kitchen with dining area and sitting room. Each wing of the home has its own second floor, creating a perfect setup for guests: two separate suites, four additional bedrooms, and two full baths — six bedrooms in total. A detached studio suite with a full bath and two-person sauna adds to the retreat-like feel. The property features an extraordinary rustic barn venue — a large open room with a bar, dance floor, and multiple-stall restrooms, plus wide doors that open to a sprawling deck with panoramic mountain views. Nearby, a pavilion overlooking the pond is perfect for picnics, barbecues, and celebrations of all kinds. At the end of a picturesque gravel road, a charming 3-bedroom cabin with fireplace overlooks a private pond and awe-inspiring mountain vistas — ideal as a guest house or potential lodging for event guests. A rustic caretaker's cabin and a working barn with horse stables and fenced pastures complete the setting, offering everything needed for a working farm or animal lovers' haven. Just minutes to Plattekill Ski Center and close to charming towns and hamlets, farm-to-table dining, fly fishing, and endless outdoor adventures, this exceptional property can be enjoyed as a private full-time residence, a gathering place for family and friends, an events destination, an income-producing compound, or an upstate escape. With endless possibilities, this is truly a rare opportunity to own a piece of the Hudson Valley dream.
Courtesy: Keller Williams Upstate NY Properties
607-652-3311
This Mid Century Marvel takes Split Level Ranch to a new dimension. There are four levels of living space each with their own personality and function. The first level features a country kitchen with a large eating space. The kitchen is flanked by a den/office space with a half bath. Three bedrooms and a full bath fill the second level. Each bedroom has it's own balcony overlooking the gardens and the yard. From there a short staircase leads to an amazing family room with high ceilings and lots of natural light. This is a room with enough space to do everything. The level above that is home to the primary bedroom and bath. You will have an opportunity to decorate this one to your own taste. The full basement can hold all of your stuff while you are decorating. The six acre property is the perfect setting for this fabulous house. There are gardens and the lawn is well cared for. The whole package equals Peaceful Country Living. Schedule your appointment now.
Courtesy: The Catskill Dream Team
917-558-0447
Welcome to Villa Sposa: a one-of-a-kind micro-resort privately set in a canopy of trees on a scenic hillside in the Catskills. Equal parts glamorous escape and architectural daydream, this maximalist retreat unfolds across nine private acres with vaulted ceilings, parquet floors, statement fireplaces, and a cascade of whimsical, worldly design moments at every turn. As you arrive, the grand entry sets the tone: dramatic vaulted ceilings, and a seamless flow into the heart of the home. The living room invites you to sink in with a fireplace at center stage and oversized doors opening to a sun-drenched deck featuring a five-person hot tub, firepit, Italian fountain, and sweeping mountain views. Two luxurious bedroom suites offer spa-like serenity, each with full en-suite baths, private balconies, and the primary suite featuring its own fireplace, a sunken spa for two, and a clawfoot soaking tub on the deck, no spa reservation required. Designed for indulgent entertaining, the dining room seats 16 comfortably (24 if you're feeling festive), and flows into a retro-inspired kitchen with double ovens, dual sinks, and a sprawling island, ready for everything from celebratory feasts to quiet morning coffee. Downstairs, a private guest apartment with full kitchen and bath, a large flex space/studio, two-car garage, and storage rooms provide versatility. Outdoors the 9+ acre grounds include a meditation outbuilding, lower meadow, and meandering paths offering space for events, garden strolling, glamping or your own creative vision. The new roof comes with a 30-year transferable warranty, stay cool with newly installed mini splits, and enjoy smart home features. With a strong rental history and unforgettable atmosphere, Villa Sposa is an extraordinary opportunity to own a truly bespoke property with equal parts retreat, experience, and storybook setting. This is the kind of place for people who like their nature with a chandelier (love this fab decor... furniture is available)! Minutes from skiing, hiking, kayaking, farm to table restaurants, local farm markets and the charming villages of Roxbury and Margaretville. Yet so private you'll feel a world away. YOUR CATSKILLS DREAM AWAITS!
Courtesy: The Catskill Dream Team
917-558-0447
This is an excellent opportunity to take ownership of a long-standing and SUCCESSFUL AUTO-REPAIR BUSINESS, as well as the 3-BEDROOM APARTMENT ABOVE, perfect for either generating some extra rental income or as living space for the new owner. The shop - THIS IS A FULL BUSINESS FOR SALE. Roadrunner Auto is a trusted name that has been serving the community of Roxbury and the surrounding area for 25 years, building a STRONG BASE OF LOYAL LOCAL CUSTOMERS. An EXCELLENT LOCATION right on NY-30 and just outside of Main street Roxbury brings great potential for traveling customers as well. All major shop equipment is to be sold along with the property, including --- two 2-post lifts, scissor alignment rack, John Bean front end alignment machine, Ammco brake lathe, steam cabinet parts washer, Branick wall-mounted spring compressor, 7.5hp Ingersoll rand compressor, Reznor waste oil furnace, engine crane, underlift transmission jack, R134 A/C charge/recovery machine, Hobart 230amp mig welder, welding/cutting torches with shop owned tanks, smoke machine, NYS inspection machine + license --- THIS IS A REGISTERED REPAIR SHOP AS WELL AS AN OFFICIAL INSPECTION STATION. The apartment- The well-maintained 3 bedroom apartment with large enclosed deck needs just a few finishing touches before it will be ready to furnish and start living or renting. Brand new electric range/oven and hood are standing by ready to be installed. A new bathtub is also standing by ready to be installed. Windows in the apartment have been recently replaced. There was also work done recently to improve insulation in the attic space. Washer and dryer hookups are ready. There are separate electric meters - 100amp for the apartment and 200amp for the shop. Town sewer and town water are connected. Come and see the excellent working/living/renting potential that this property can offer!
Courtesy: Coldwell Banker Timberland Properties
845-586-3321
Charming Roxbury Country Retreat Nestled on a quiet dead-end dirt road, this delightful two-bedroom country home offers peace, privacy, and stunning views. The spacious great room seamlessly combines the living room, dining area, and kitchen, creating a warm and inviting space for entertaining. A separate, oversized family room boasts expansive rear-facing deck, perfect for taking in the picturesque surroundings. Additional features include a full basement for extra storage or potential expansion. If you're looking for a serene escape with charm and character, this home is a must-see! ADDITIONAL 5 acre parcel available.
Roxbury is located in New York. Roxbury, New York has a population of 2,001. Roxbury is less family-centric than the surrounding county with 21.72% of the households containing married families with children. The county average for households married with children is 21.88%.
The median household income in Roxbury, New York is $49,773. The median household income for the surrounding county is $52,757 compared to the national median of $69,021. The median age of people living in Roxbury is 55.4 years.
The average high temperature in July is 78.7 degrees, with an average low temperature in January of 10.5 degrees. The average rainfall is approximately 44 inches per year, with 43 inches of snow per year.
