Flagler Avenue Key West 3BR Restored Home

Some homes are built; others are authored. This is one of the latter–an architectural landmark shaped by David Wolkowsky, whose vision helped define Key West itself. This three-bedroom, three-and-a-half-bath estate has been meticulously restored with exceptional care, reflecting the same restraint, intention, and pride that characterized Wolkowsky’s legacy.

Built in 1999 and comprehensively updated from the ground up, the residence has been restored to museum-level standards with all-new systems, impact-rated windows and doors, and 10-foot doors and sliders throughout.

The dramatic main living space is defined by soaring 22-foot ceilings, refinished custom teak columns and doors, expansive walls of glass, and a striking floor-to-ceiling built-in bookcase spanning the full height and length of the living room wall, complete with a concealed automatic disappearing television. A thoughtfully designed chef’s kitchen anchors the home, offering both beauty and functionality for everyday living and entertaining.

Set on a rare, fully walled corner double lot over 11,700 square feet, the property is enveloped by indigenous and exotic landscaping and hardscape design by Craig Reynolds Landscape Architecture, creating a private, resort-style environment centered around an oversized 40′ x 20′ custom heated swimming pool and generous outdoor living areas–an extraordinary sense of scale and seclusion in the heart of Casa Marina.

The main residence offers two bedrooms and two-and-a-half bathrooms, complemented by a separate one-bedroom, one-bath guest house with its own kitchen, washer and dryer, and private garden, providing ideal accommodations for guests, extended family, or additional flexibility. Located on one of the most desirable blocks in one of Key West’s premier neighborhoods, this preserved architectural landmark stands among the island’s most exceptional residential offerings, where privacy, scale, and legacy converge.