TRANQUIL WEEKEND OASIS. MAGICAL PRIMARY RESIDENCE. HISTORIC ARTISTS’ RETREAT. Tucked away on an enchanting 1.2-acre plot atop the scenic Shawangunk Mountains, this charming 2-story single-family property offers an intriguing blend of history, privacy, and natural beauty. ARRIVAL: About 1.5 hours from Manhattan, 366 Vista Maria Road is thoughtfully set back from the road and concealed by natural foliage. Lush gardens, a hill of ferns and foxglove, mature shade trees, and a variety of flowering bushes frame an alluring 3- bedroom, 1 bathroom house that was built at the turn of the 20 the century by local craftsman Bert Goldsmith and is listed on the historic register. Within, beautifully restored and tastefully modernized interiors spanning 1,293 square feet await. FIRST FLOOR: A practical mudroom flows into a windowed kitchen featuring a farmhouse sink, sleek stone countertops, and premium stainless-steel appliances. In the formal dining room, natural light pours through a captivating bay window, while an inviting living room opens to an enclosed three-season porch with relaxing landscape views. Rustic hardwood floors run throughout. SECOND FLOOR: Windowed stairs lead to three quiet bedrooms and a spacious bathroom. A shed provides convenient storage for garden equipment and bicycles, while a full-house generator provides year-round comfort and peace of mind. PRIVATE YET ACCESSIBLE: Cragsmoor is a secluded hamlet with a storied artistic legacy. Once home to notable artists like Charles Curran, George Inness Jr., and E.L. Henry, the area remains known for its stunning vistas, creative spirit, and enduring sense of community. Nearby are the 5000-acre Sam Point Preserve and the smaller Bear Hill Preserve. Cute farmstands, lovely farm-to-table eateries and cafes, and convenient grocery stores are all less than 20 minutes away by car. Outdoor activities abound, including secluded fishing spots, Storm King Art Center, and miles of hiking and biking trails.
Chetolah, the mansion built by artist George Inness Jr. and his wife Julia G. Smith Inness circa 1900 is looking for a new owner to re-invent and re-energize its sprawling mansion, terraced gardens, exceptional stonework and breathtaking views. The property is almost 26 acres bordered on 2 sides by thousands of acres of protected land with direct hiking access. The location is very private with two water features a garage and painting studio. Located in Cragsmoor NY, a hamlet in southern Ulster County, and the highest point on the Shawangunk Ridge. Cragsmoor was an artist colony turn of the 20th century home to well-known artists like Charles Curran, E L Henry, and George Inness Jr who all came for the mountain’s extraordinary beauty, magnificent vistas and peace that nature offers which remains today and calls to others who seek a place of quiet and beauty.
Once part of George Inness Jr's iconic 350-acre Chetolah estate. This 5 bedroom, 2.5 bath historic Cragsmoor home includes 3 lots totaling over 34 acres of pristine land with a mix of woodlands, original trails, meadow, pond, stream, expansive views and bordering the 5000-acre Sam's Point preserve for easy hiking enjoyment. An additional cabin is located to the east of the house that has tremendous potential as a guest house or studio once restored. Steeped in deep nature and history, the home was named Breezy Brow and built for Inness's daughter and maintains many of the original circa 1901 details; coffered ceilings, rich woodwork, 2 fireplaces and multiple covered porches to enjoy the views and nature. Special pigments have been used for the interior of the home. The quaint mountaintop community of Cragsmoor is home to many lovely historic homes, but very few have the level of privacy and lot size this property offers, coupled with adjacent preserve lands to ensure its ongoing serenity and beauty. The additional lots could be very scenic sites for other homes. One hour and 22-minute drive to the GW bridge makes this a comfortable weekend escape. Additional Information: HeatingFuel:Oil Above Ground,
Once part of George Inness Jr's iconic 350-acre Chetolah estate. This 5 bedroom, 2.5 bath historic Cragsmoor home includes 3 lots totaling over 34 acres of pristine land with a mix of woodlands, original trails, meadow, pond, stream, expansive views and bordering the 5000-acre Sam's Point preserve for easy hiking enjoyment. An additional cabin is located to the east of the house that has tremendous potential as a guest house or studio once restored. Steeped in deep nature and history, the home was named Breezy Brow and built for Inness's daughter and maintains many of the original circa 1901 details; coffered ceilings, rich woodwork, 2 fireplaces and multiple covered porches to enjoy the views and nature. Special pigments have been used for the interior of the home. The quaint mountaintop community of Cragsmoor is home to many lovely historic homes, but very few have the level of privacy and lot size this property offers, coupled with adjacent preserve lands to ensure its ongoing serenity and beauty. The additional lots could be very scenic sites for other homes. One hour and 22-minute drive to the GW bridge makes this a comfortable weekend escape.
CRAGSMOOR - MODERN TWO-STORY CONTEMPORARY WITH MOUNTAIN & SUNSET VIEWS Looking for a fabulous weekend retreat or full-time residence? This striking contemporary home offers the perfect blend of style, comfort, and natural beauty in the historic hamlet of Cragsmoor. The upper level is the heart of the home, showcasing soaring cathedral ceilings and expansive windows that fill the space with natural light while framing scenic mountain views. The open living area is centered around a dramatic gas fireplace, an inviting place to gather and relax while enjoying the changing light and evening sunsets. The spacious primary suite is also located on this level and features a walk-in closet and a dedicated office space, creating a comfortable and functional retreat. The dining and living areas provide a wonderful vantage point to take in the surrounding landscape. The lower level offers a welcoming den along with two additional guest bedrooms and a full guest bath, ideal for visitors, workspace or flexible living space. In total, the home offers 3 bedrooms and 2.5 baths, providing versatility for everyday living or hosting family and friends. Designed with both beauty and brawn, the home features energy-efficient spray foam insulation, central air conditioning for year-round comfort, underground electric service, and an EV charging station- modern conveniences that complement the home's contemporary design. Just minutes from Minnewaska State Park Preserve, Mohonk Preserve, New Paltz, and Gardiner, with nearby farm stands, wineries, and acclaimed restaurants featuring locally sourced Hudson Valley cuisine. Whether you are searching for a full-time residence, a weekend retreat, or something in between, this home checks all the boxes. Spend the day hiking or exploring all that the scenic Hudson Valley has to offer, then return home and enjoy watching the sunset behind the majestic Shawangunk Ridge.


Cragsmoor is located in New York. Cragsmoor, New York 12420has a population of 492. Cragsmoor 12420 is less family-centric than the surrounding county with 0% of the households containing married families with children. The county average for households married with children is 25.39%.
The median household income in Cragsmoor, New York 12420 is $106,972. The median household income for the surrounding county is $71,040 compared to the national median of $69,021. The median age of people living in Cragsmoor 12420 is 29.9 years.
The average high temperature in July is 83.4 degrees, with an average low temperature in January of 16.2 degrees. The average rainfall is approximately 45.8 inches per year, with 42.4 inches of snow per year.