This historic Winter Park cottage renovation and addition is a love letter to the neighborhood it calls home — a carefully preserved bungalow character on the outside, thoughtfully expanded and updated on the inside, wrapped in ivy and bougainvillea and shaded by a canopy of mature oaks.

The original cottage facade retains everything that makes it special — white lap siding with shake shingle gable detail, a covered front porch with brick steps, a classic Craftsman front door, and the kind of curb appeal that stops you in your tracks. Around the corner, a dramatic ivy-covered exterior wall and wrought iron gate open into a private paver courtyard — an outdoor living room complete with al fresco dining, a built-in grill, brick planters, and string lights overhead that make evenings feel like a garden party.

Inside, pine hardwood floors and an abundance of natural light set a warm, welcoming tone throughout. The open living and dining areas flow naturally into one another, anchored by wainscoting, bamboo Roman shades, and a painted built-in china cabinet that adds depth and personality. The living room, surrounded on three sides by windows overlooking the lush grounds, feels like a sunroom that never runs out of light.

The addition introduces new bedroom spaces that honors the home's original spirit — a serene guest room with a sage green board and batten accent wall, pine floors, and a modern ceiling fan that bridges old and new with quiet confidence.

The result is a home that feels deeply rooted — in its neighborhood, in its history, and in the lives of the people who live there.

Licensed Certified Building Contractor | CBC #1257133 | Winter Park, FL
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