269 Southport Street Incredible opportunity to own this magnificent custom-built oversized Center Hall Colonial offering just under 3, 000 square feet of exceptional living space, perfectly positioned mid-block on a flat half-acre property within the highly sought-after Connetquot School District. Showcasing outstanding curb appeal, this impressive residence features a 26' x 92' blacktop driveway bordered by Belgian block, a Belgian block-lined walkway, 109 feet of Belgian block curbing along the front property line, elegant white PVC fencing, cedar impression siding, cultured stone accents, and a welcoming covered front porch highlighted by stately white columns and beautiful stonework. A rare 25' x 35' side-entry three-car attached garage offers insulated garage doors, 9-foot ceilings, its own heating zone, central air conditioning, electric service, and a private entrance conveniently located beneath the front porch. The professionally landscaped backyard is designed for both entertaining and relaxation, featuring an oversized maintenance-free composite deck and a substantial custom-built 12' x 16' shed with loft storage, T111 siding, and a reinforced cement foundation constructed with 2x6 and 2x8 framing. Inside, a grand entry foyer welcomes you into a thoughtfully designed floor plan featuring hardwood floors, recessed lighting, custom molding, Andersen double-pane double-hung tilt-wash windows, solid-core six-panel doors with quality nickel and brass hardware, and exceptional craftsmanship throughout. The formal living room is filled with natural light, while the spacious great room/den offers an inviting gathering space with continued hardwood flooring, extensive recessed lighting, and custom millwork. The heart of the home is the expansive eat-in kitchen featuring radiant heated tile floors, a substantial 3' x 8' center island with pendant lighting and built-in electric, 42-inch cabinetry extending to the ceiling, abundant cabinet and counter space, a double stainless-steel sink with Moen faucet, and a premium stainless-steel appliance package including a Kenmore Elite refrigerator, Kenmore Elite range, GE microwave, and Bosch Silence Plus dishwasher, all flowing seamlessly into the formal dining room for effortless entertaining and everyday living. A beautifully finished first-floor powder room with classic wainscoting adds an elegant touch. Upstairs, the luxurious primary suite serves as a private retreat, offering an impressive 22' x 24' layout with soaring 12-foot cathedral ceilings, double ceiling fans, recessed lighting, hardwood flooring, abundant natural light, a private office, an oversized walk-in closet, and a spa-inspired bath featuring a double vanity, hot tub, and glass-enclosed shower. The second level also includes a convenient laundry room, generously sized secondary bedrooms with hardwood floors and ceiling fans, and a beautifully appointed hall bath with granite countertops, subway tile surround, classic white tile flooring with black accents, and a tub/shower combination. Additional highlights include a dramatic 28-foot roof ridge supported by a laminated beam system, 40-year architectural shingles, central air conditioning with a dedicated two-ton first-floor system and a five-ton second-floor system updated in 2024, and a Wi-Fi-enabled thermostat for enhanced comfort and efficiency. Completing this exceptional residence is a full basement with high ceilings, offering tremendous potential for additional living space, recreation, storage, or future customization. Combining quality craftsmanship, oversized rooms, premium amenities, exceptional curb appeal, and a prime location, this remarkable home delivers the perfect blend of luxury, comfort, and functionality.