Best Upstate Listings: Catskill, Hudson, Ossining

Escape the City: Affordable Homes with Incredible Decks within Commuting Distance

Living in New York City often sparks the desire to escape the hustle and bustle. Our monthly round-up showcases enticing properties within commuting distance, where spacious homes can be purchased for a fraction of the cost of a cramped Manhattan apartment.

Catskill, New York

Price: $1,975,000

Bedrooms: 3

Bathrooms: 3

This exquisite Arts and Crafts home, built in 1920, boasts a rich history and impressive architectural details. Its stone exterior, inspired by Frank Lloyd Wright’s designs, has been meticulously restored by renowned architect Stephen Shadley. The interiors feature wood-burning fireplaces, and charming windowed nooks. The property includes a heated gunite pool, landscaped gardens, a stone wall, and a separate guesthouse.

Ossining, New York

Price: $875,000

Bedrooms: 3

Bathrooms: 3

Perched over a pond, this diamond-shaped mid-century modern home offers a unique and serene living experience. Its expansive deck, accessible through 14 sliding glass doors, provides breathtaking views of the water. The interiors are functional and seamless, with an open living room featuring a fireplace and a well-equipped kitchen. Despite its proximity to nature, this property is surprisingly affordable, offering a great value for its size and location.

South Salem, New York

Price: $2,300,000

Bedrooms: 2

Bathrooms: 4

Located directly on a lake, this octagonal house offers unparalleled waterfront living. Its exposed structural beams radiate from a central stone fireplace, creating a dramatic and inviting atmosphere. Expansive windows provide panoramic views of the water. The property boasts a wraparound deck, a lower patio with a wood-burning fireplace and pizza oven, and a balcony on the upper level. While it requires some updating, this unique home offers endless possibilities for creating your dream lakeside retreat.

Hudson, New York

Price: $2,600,000

Bedrooms: 0

Bathrooms: 3

Originally a 1930s church, this stunning property has been transformed into an extraordinary 8,300-square-foot open space. It features vaulted 30-foot ceilings, stained glass windows, and a bell tower. The renovation included a professional chef’s kitchen downstairs, a vegetable garden, and a terrace. While it currently has no formal bedrooms, it offers endless possibilities for creating a unique and inspiring living space or artist’s retreat. It’s important to note that it has only one full bathroom.