Set on a tree-lined block in the heart of the Upper West Side, this exceptional penthouse duplex combines classic pre-war character, generous proportions, and private outdoor space. Located in a charming, well-maintained brownstone co-op, this sunny two-bedroom, two-bathroom residence offers a peaceful retreat just moments from Central Park and Riverside Park. The main level features a gracious living room with a wood-burning fireplace, custom built-ins, beautiful hardwood floors, and distinctive wood detailing. The dining area, also with a wood-burning fireplace, flows naturally into the living space and kitchen, creating an inviting setting for both everyday living and entertaining. The bright, modern kitchen is enhanced by a skylight and equipped with a Thermador range, Liebherr refrigerator, and Bosch dishwasher. Upstairs, the spacious primary bedroom features an en-suite bath, while the second bedroom offers exceptional flexibility with floor-to-ceiling bookshelves. Custom millwork, abundant closets, and thoughtfully designed storage can be found throughout, along with the convenience of a Bosch washer/dryer. Two private terraces, with north and south exposures, provide wonderful outdoor space and fill the home with natural light and fresh air. The thoughtful layout, original details, and seamless connection between indoor and outdoor spaces create a home that is both comfortable and distinctive. 149 West 85th Street is a self-managed, pet-friendly brownstone co-op with low maintenance and a strong history of upkeep. Recent improvements include a new roof completed in 2023 and upgrades to the apartment's terrace. Additional building amenities include bike storage and laundry facilities in the basement. Ideally situated between Columbus and Amsterdam Avenues, the home is just moments from Central Park and Riverside Park, offering a wonderful Upper West Side setting with the convenience of being close to the neighborhood's many amenities.