Overbrook Historic Greenville SC Homes For Sale | James Schiller & Associates

BACK ON THE MARKET THROUGH NO FAULT OF SELLERS!!! Charming 1925 Cottage in Historic Overbrook – Character, Comfort & Convenience Welcome to this storybook 3-bedroom, 1-bath cottage nestled in the heart of the beloved Overbrook Historic District—one of Greenville’s most vibrant and walkable neighborhoods. Built in 1925, this home is full of vintage charm, thoughtful updates, and personality both inside and out. The welcoming front porch overlooks the path of the old “Toonerville Trolley,” which once ran through the neighborhood from 1910 to 1928. While the tracks may be gone, the house still holds those original design features with a unique side-facing front door. Step inside to original hardwood floors, a cozy functional buck stove for cold winter nights, and custom details lovingly added by the current owners that give this home a playful, curated feel. Modern improvements include updated roof, HVAC system, and hot water heater, plus energy-efficient tilt-out windows throughout the home. The crawl space has been fully sealed with a new vapor barrier and dehumidifier to ensure long-term comfort and protection. Outside, this property really shines: Treated, stained exterior planter boxes with drainage—perfect for your seasonal blooms or herb garden A powered 12x10 workshop with 11-foot ceilings, pegboard walls, shelving, and a large storage loft—ideal for projects, hobbies, or extra gear; an additional 200+sq ft of attic storage inside the house for all of your seasonal needs. A custom 10x8 shed for bikes, yard tools, and extras is connected to the workshop A fenced backyard and circular driveway for privacy and convenience with a fire pit, out door kitchen area and plenty of space for evenings under the trees and stars. You’re just minutes from everything: Cleveland Park, the Greenville Zoo, Falls Park on the Reedy, the Peace Center, The Well, and downtown’s incredible restaurants and shops. The Swamp Rabbit Trail—already one of Greenville’s best outdoor amenities—is being extended via the Laurens Road Pedestrian Bridge and will run right by this neighborhood. This is a home with a story—and room for your next chapter. Come see the perfect mix of historic charm, modern updates, and creative flair in the heart of Overbrook.