Overbrook House: Callicoon Center, NY

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About The Property

Overbrook House in Callicoon Center, NY, is the kind of place you fall in love with the moment you arrive. Set on just about an acre, it somehow feels far larger, thanks to the many places to gather, lounge, and simply enjoy the peace of the Catskills. Whether you’re entertaining a crowd or craving a quiet escape, there’s a special spot for every mood—from a refreshing poolside plunge to an escape to the retro Airstream — and every one of them has been beautifully designed by the property’s creative owners.

The main house is warm and welcoming from the start. You enter through a sun-filled enclosed porch and step into a home where character and style are everywhere you look. Local reclaimed barn wood paneling in weathered gray tones sets the mood, complemented by thoughtful finishes and furniture choices that elevate every space. The living room, anchored by a gas fireplace, feels slightly more formal without ever losing its warmth, while the adjacent wood-paneled den lined with bookcases is the perfect spot for cozy evenings with a good read or movie. The spacious dining room flows into a country kitchen—with open shelving and unfussy charm—most definitely a cheerful spot for culinary creating.

From the dining room, two French doors lead onto an expansive covered patio with beadboard ceiling that extends the living space of the entire back of the house. It’s an ideal transition to private outdoor living, furnished with farm table dining and imported wooden benches.

There is a delightful bedroom is on the main floor, with a modular closet and storage tucked behind custom sliding barn doors. It’s near a full bathroom with classic wainscoting and a tub/shower combination. Upstairs are two gracious bedrooms and a full bath, also with tub/shower, as well as front-loading washer and dryer. Each room reflects the home’s effortlessly curated aesthetic, and because the majority of furnishings and contents are available for separate purchase, the style you see here can truly be yours.

The Overbrook Studio is equally enchanting. Perched on the second floor of the property’s original barn, this guest space has the feeling of a designer treehouse, with large windows on all four sides bringing the surrounding hemlocks right inside. The interior is an open, airy retreat with a full kitchen, bath, queen bed, and sectional sofa, all styled with the same attention to detail as the main house. Downstairs, the barn’s ground floor currently houses a gym, additional washer and dryer and storage shelving, although it could just as easily be converted back into a garage.

The welcoming design sensibility continues outside. A grand, 18 foot wide staircase leads you to a heated pool, with a sleek automated cover, cedar deck and retaining wall — an unexpected showstopper. The property is full of places to gather: The 1957 Airstream with its restored original wood paneling and kitchen appliances, serves as an additional sleeping spot or a whimsical hangout. A custom designed fire pit is ringed by stones retrieved from a wall dating back to the early 1900’s. And a dedicated al fresco dining area framed by ornamental grasses, perennials and string lights, all of which add a memorable ambience to warm summer evenings.

Behind the barn, the owner created “the grotto.” What started as additional storage for fire wood turned into a dreamy corner for enjoying a meal or a soak in a cold or hot plunge pool (chiller/heater included).

From the private footbridge over Buck Brook, you can wander up the road to Callicoon Hills, a favorite local hotel with a bar and restaurant, or meet friends and neighbors at the Callicoon Center Bandstand for the area’s cherished annual concerts, now in their 91st year. But chances are you’ll be perfectly content staying put, enjoying the sense of privacy and connection that Overbrook House offers in every corner.

The owners are offering as add-ons, not only contents (with exclusions) but an adjacent, buildable half acre lot. Full brochure with details via the Extra Info button on this page.

Overbrook House excels equally as a peaceful retreat and as a grown-up playground. It is a property where design and lifestyle align perfectly for a most magical experience.

Listing Agent: Jennifer Grimes, 845-593-9524