Courtesy: Coldwell Banker Timberland Properties
845-586-3321
Tucked away at the end of a quiet town-maintained road, this quintessential Catskills farm offers the perfect blend of privacy, history, and timeless charm. Originally built in 1890 and set on 187 picturesque acres, the classic farmhouse has been lovingly restored with remarkable attention to detail and respect for its original character. The main level features a sunroom with native bluestone flooring, a country kitchen , formal dining room, and inviting living room with gas fireplace. Also on the first floor are a utility room, full bath with shower and bedroom (also with gas fireplace ) ideal as a den, office, or additional sitting room. Upstairs are two generously sized bedrooms, each connected to charming vintage-inspired bathrooms. The third floor offers exciting potential for two additional finished living spaces. Outside, the classic barn presents endless possibilities for hobbies, storage, animals, or studio space. A large swimming pond, wooded acreage, and peaceful setting complete this truly special property. A rare opportunity to own an authentic country retreat in a truly must-see location
Courtesy: The Catskill Dream Team
917-558-0447
Raeder Chalet: Your ''checks all the boxes'' Catskills paradise on 6± private acres with AMAZING, year-round mountain views from the front porch. Perfectly situated on a peaceful mountainside, this move-in ready home is ready for your days of outdoor adventure and evenings of chilling out in the cozy cabin. Quad or hike on your private trails to your own spring-fed pond, picnic in open fields, or simply enjoy those sunrise and sunset panoramas from the porch. Thoughtfully laid out for easy, everyday living, the main level offers an open living and dining area, kitchen, full bath and a main-floor bedroom, all finished with warm hardwood floors and all the modern updates you need. The upper level features a generous loft/flex space ideal for a sleeping nook, office or hangout, plus a second full bedroom. The updated kitchen and bath are comfortable and modern with rustic charm. Practical extras include multiple outbuildings with electric for tool and equipment storage, a full basement with laundry and half bath (ready to be finished for additional living or rec room), and solid bones in this well maintained home. This property truly delivers privacy, stunning views, and a low-maintenance retreat with no immediate projects on your list. Only about 2.5 hours from NYC and minutes to ski areas, farmers' markets and the cultural and dining offerings of Roxbury, Raeder Chalet is an ideal second home or year-round sanctuary. Summer is coming - snag your CATSKILLS DREAM HOME before it's too late!
Courtesy: Jewett and Jewett LLC
802-578-0731
Tucked away on a quiet dead-end road in the charming hamlet of Grand Gorge, this well maintained split-level ranch offers the perfect blend of comfort, space, and Catskills charm. Set on a peaceful 0.50 acre lot with a idyllic stream running through the backyard, this 5 bedroom, 2.5 bath home is ideal as either a full-time residence or a relaxing weekend escape. The bright and inviting living room flows into the eat-in kitchen, while a convenient half bath leads out to a wonderful three season deck overlooking the stream and above ground pool, the perfect setting for entertaining or simply unwinding to the sounds of nature. Upstairs, you’ll find spacious bedrooms, including one with its own private balcony overlooking the water, a generously sized full bath, and a dedicated laundry room complete with utility sink for added convenience. The lower level features a fantastic finished bonus space with a full bathroom, originally converted from the attached two-car garage, making it ideal for a mother-in-law suite, guest quarters, playroom, home office, or recreation space. Additional outbuildings include a detached 2 car garage and storage shed. This home has seen numerous upgrades over the years, including a durable metal roof, newer triple pane windows , and a reverse osmosis water purification system. Three zone hot water baseboard heating keeps the home warm and cozy throughout the winter months. Conveniently located near some of the Catskills’ best outdoor recreation, the property is just 25 minutes to Plattekill Mountain, 35 minutes to Belleayre, 10 miles to Mine Kill State Park, and only 7 miles to shopping and dining in Stamford. Whether you're looking for mountain adventures, peaceful country living, or an income-producing getaway opportunity, this Grand Gorge gem checks all the boxes.
Courtesy: Coldwell Banker Timberland Properties
845-586-3321
Love the Catskills without the responsibility of home maintenance? This stylish three-bedroom Roxbury Run Village townhouse is the answer. This home offers an immaculate, carefree lifestyle in a bright and freshly painted retreat. The open-concept living plan creates a seamless, welcoming space, with cathedral ceilings and a stone fireplace anchoring the room. From the kitchen and dining area to every single bedroom, you'll enjoy beautiful natural light and views from every window. At the same time, the private deck serves as the perfect spot to unwind and take in the mountain scenery. This home has been cared for and has received many upgrades over the years. Ample and easy parking is another plus for this unit. In Summer, you can spend your days enjoying the private community swimming pool, tennis courts, and area hiking trails rather than worrying about upkeep. With its close proximity to Belleayre and Plattekill Mountains, this home is perfect for people who love winter recreation. Move-in-ready townhouse.
Courtesy: Coldwell Banker Timberland Properties
845-586-3321
Courtesy: Country Pride Realty
607-326-7047
The property is located on the access road to Shepard Hills Golf Course! This is a classic fixer upper with many possibilities!! Renovations for this historic property have been started. This house was formerly the caretaker residence for the Shepard Estate. Located within the Hamlet of Roxbury and only a few steps away from the Historic Kirkside Park. The interior is a clean slate with much of the demo work and structural upgrades completed. Interior work includes a new electric panel and extensive rewiring that is still mostly in the rough in stage. There is a partially finished working bathroom on the first floor. Rough in plumbing has been started to second bath and kitchen. A new Metal roof was installed in 2025. Exterior doors have been replaced, and some windows have been changed.
Courtesy: Country Pride Realty
607-326-7047
Located on quite dead-end street in historic Roxbury, this 4-bedroom 2 bath ranch home offers the best of one level living. The country kitchen features new stainless appliances with a breakfast nook area. The formal dining room provides space for large gatherings. The large living room features a fireplace for those cool nights. There are beautiful hardwood floors throughout. Updates include fresh interior painting and metal roof. This house can be a single-family residence or be used with a guest suite with its own kitchenette area. The screened in porch, deck and landscaped yard offer outdoor living space. Walking distance to all Roxbury has to offer included restaurants, shops, school, library and historic Kirkside Park. Just minutes to Plattekill and Belleayre ski centers. This move in ready home is a must see.
Courtesy: Coldwell Banker Timberland Properties
845-586-3321
Located in the peaceful mountain community of Roxbury Run Village, this inviting three-bedroom, two-bath townhouse offers the perfect Catskills retreat—ideal as a full-time residence or weekend getaway. Inside, the home features warm wood floors, a dramatic stone fireplace, and soaring cathedral ceilings with exposed beams, creating a light-filled living space with classic mountain character. The open feel and comfortable layout make it perfect for relaxing or entertaining after a day outdoors. Step outside to the spacious wraparound deck, an ideal setting for gathering with friends, outdoor dining, or simply enjoying the fresh mountain air and peaceful surroundings. Residents of Roxbury Run Village enjoy access to wonderful community amenities including a heated Olympic-size swimming pool, tennis courts, nature trails, and a dog run, offering something for everyone in every season. Set in the heart of the Catskill Mountains, the property is just minutes from several charming mountain villages known for their shops, restaurants, and local charm. Outdoor recreation abounds with nearby skiing at Belleayre Mountain Ski Center and Plattekill Mountain., hiking trails, golfing and so much more. Conveniently located about 2½ hours from New York City, this home makes an easy escape to the mountains whenever you need it. A wonderful opportunity to enjoy low-maintenance living surrounded by the natural beauty and year-round recreation of the Catskills.
Courtesy: Country Pride Realty
607-326-7047
Located on a quiet historic Roxbury Village street is where you'll find the charming turn of the century village home. This ready to move in home features natural woodwork with large staircase leading to 3 oversized bedrooms. The second story bath has been recently updated. The primary bedroom features a large jacuzzi tub and a sitting area. On the main level you'll find a large living room with a cozy wood burning stove, a family room, dining area and a large country kitchen. a three-season sun porch overlooks a private back yard with garden space, horseshoe pit and plenty of space for outdoor activities. A separate garage building has two large bays and workshop area. This property is walking distance to stores, shops, restaurants and the historic Kirkside Park. Just minutes from Plattekill and Belleayre Mountain ski areas.
1950-built home offering 872 square feet of living space on a .13-acre lot. Features 2 bedroom, 1 bath, and a 1 car detached garage. Located along State Highway 30 in Roxbury. Suitable for use as a primary residence, starter home, weekend getaway, or investment property. Compact layout with off-street parking and convenient access to the Catskills and surrounding amenities. Property is sold ''as is''.
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: 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: 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!
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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.
