Old Town has plenty of history. What it rarely has is a brand-new secret.
Privately positioned behind one of Simonton Street’s most storied facades, 419 Simonton Street C is a freestanding 2026 residence with no shared walls and a world of its own. Fully furnished with a curated interiors package by Ben Teague Design, this two-bedroom, two-and-a-half-bath home pairs clean-lined architectu
Old Town has plenty of history. What it rarely has is a brand-new secret.
Privately positioned behind one of Simonton Street’s most storied facades, 419 Simonton Street C is a freestanding 2026 residence with no shared walls and a world of its own. Fully furnished with a curated interiors package by Ben Teague Design, this two-bedroom, two-and-a-half-bath home pairs clean-lined architecture with the relaxed rhythm of Key West. Cathedral ceilings elevate both bedrooms, while impact-rated windows and doors, wood flooring, built-in cabinetry, walk-in closets and thoughtful finishes bring refinement and ease to the approximately 1,409-square-foot interior.
At the center of the home, a streamlined kitchen featuring Fisher & Paykel and Bosch appliances, a walk-in pantry and under-cabinet lighting is designed to transition effortlessly from morning coffee to evening cocktails. Outdoors, vibrant tropical landscaping surrounds a private heated pool with a tranquil water feature, secluded patio and outdoor shower.
Dedicated parking for a golf cart or small vehicle, separate utility meters, a metal roof and an X flood-zone location provide the practical advantages buyers rarely find in Old Town. Part of an intimate three-residence setting, Unit C offers the privacy of a standalone home, the simplicity of condominium ownership and convenient access to Old Town’s celebrated restaurants, galleries, waterfront and nightlife.
Entirely new, quietly hidden and ready to enjoy from day one.
IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Copyright 2026 Florida Keys Board of REALTORS®, Inc.
Start phone call with:
Hello, I’m calling for the property with the reference 621400, which I discovered on JamesEdition.
After the call, we'll provide your contacts to the agent for easy communication.
Trusted by the World's Leading Brokers
The agents behind the world's most exceptional properties list with JamesEdition.
Listings from Sotheby's, Christie's, BARNES, and Engel & Völkers