Classic beachside charm, a private pool courtyard, and a separate guest cottage-all just one block from Flagler Avenue! Built in 1929, this distinctive corner-lot property features a 3-bedroom, 2.5-bath main residence with a basement and a detached 1-bedroom, 1-bath cottage of approximately 702 square feet. Together, the residences offer 2,295 square feet of heated living space in a sought-after New Smyrna Beach location within mixed-use zoning and a short-term rental zoning area. For buyers exploring short-term rental income, a third-party rental analysis projects approximately $145,865 in annual gross rental revenue, with an estimated range of $118,000-$176,000 depending on market conditions and pricing. The projection assumes approximately 213 rented nights annually, 58% occupancy, and a $685 average nightly rate, with no owner-use nights. The main residence, detached guest cottage, and private pool courtyard offer a versatile setting for vacation accommodations near Flagler Avenue and the beach. Projections are estimates, not guaranteed income or returns, and exclude management fees and other ownership and operating expenses. An inviting covered front porch welcomes you into the main home, where wood floors, French doors, decorative ceiling details, and a fireplace showcase its vintage character. Comfortable gathering spaces include a bright enclosed sunroom and a window-lined dining area. The kitchen features white cabinetry, stainless steel appliances, open shelving, and tile countertops with a coordinating backsplash. The detached guest cottage offers its own covered porch overlooking the courtyard, an open living and dining area, and a kitchen with white cabinetry, stainless steel appliances, and breakfast-bar seating. A separate bedroom, full bathroom, and dedicated laundry with a stacked washer and dryer create a comfortable space for visiting guests or extended stays. Between the two residences, a fenced courtyard provides a welcoming outdoor retreat with an inground pool, expansive paver patio, outdoor shower, and ample space for lounging, dining, and entertaining. Windows, roof, patio doors, and basement doors were replaced in 2022, per prior listing information. Enjoy nearby Flagler Avenue's boutiques, restaurants, and entertainment, with the beach just a short stroll beyond. Whether seeking a coastal residence with separate guest accommodations, a vacation retreat, or a property with rental potential, this beachside setting offers exceptional versatility. Buyers to verify permitted uses and applicable rental licensing requirements.