Own a remarkable piece of Downtown New Paltz history. This rare offering includes four separate Main Street buildings along with the largest privately owned parking lot in the village, positioned directly in the center of New Paltz’s most vibrant commercial corridor. Three of the historic buildings—56, 58, and 58 West Wing Main Street, originally constructed between the 1890s and early 1900s—have been extensively renovated and modernized, now comprising 13 high-demand residential apartments and 5 well-established commercial units. With SUNY New Paltz just a 3-minute walk away, these residences consistently attract students, faculty, and young professionals seeking walkable access to campus and the energy of downtown. At the heart of the portfolio is 54 Main Street, a four-story, 3,800-square-foot brownstone-style residence featuring a 1,000-square-foot basement and a 500-square-foot roof deck. The home includes 5 bedrooms and 5.5 bathrooms, with dual entrances allowing it to function as one or two independent units. The first floor offers a fully updated kitchen, living room, and two en-suite bedrooms. The second floor features a guest room, a steam-shower bathroom, and a 600-square-foot master suite with a 90-square-foot walk-in closet and a 200-square-foot exercise room. The third floor’s open-concept living room and kitchen showcase magnificent, unobstructed views of the Shawangunk Ridge, Skytop, and the Mohonk Preserve, creating a dramatic backdrop unique to this location. A third bedroom/office and half bath complete the level. The roof-level spa elevates the property further, offering a Swedish dry sauna, a steam shower sauna, half bath, lounge area, and a fully equipped kitchen—all framed by sweeping, panoramic mountain views reserved exclusively for the owner. The building is also equipped with an Acorn stairlift and a full fire-suppression sprinkler system. The expansive parking lot includes 35 total spaces—13 reserved, 2 ADA, 17 open, and 3 garage sheds—and holds entitlement potential for an additional three-story mixed-use building with a 2,500-square-foot footprint per floor. In a downtown where parking and developable land are exceptionally scarce, this represents a significant long-term value opportunity. Together, these assets form a walk-everywhere compound at the epicenter of New Paltz—steps from its most popular cafés, restaurants, nightlife, boutique shopping, outdoor recreation, and the SUNY campus. Combined with irreplaceable mountain views and strong tenant demand, this portfolio stands as one of the most compelling mixed-use investment opportunities in the Hudson Valley.