1400 ALABAMA DRIVE WINTER PARK FL 32789 Sold 02/27/2026

Overview of 1400 Alabama Dr

Extraordinary waterfront neoclassical italian estate situated on a prime .72-acre corner lot in one of winter park's most sought-after locations. This 7,916 sf property includes a main residence of over 7,100 sf, a detached guest house, and a poolside catering suite. The private covered boat dock is located just steps away, across the street, in the historic kraft azalea garden, providing direct lake access with boat and personal watercraft storage on lake maitland, without the upkeep of a waterfront backyard. Inside, fresh neutral interiors and beautiful landscaping frame elegant arrival and living spaces. The thoughtful layout offers 5 bedrooms and 5 full plus 4 half baths, including a 550 sf guest house. Expansive entertaining areas flow seamlessly into a private courtyard with a heated pool and spa, covered dining, an outdoor grill, a wood-burning fireplace, and multiple terraces. Highlights include a grand primary suite with dual bathrooms and closets, a two-story wardrobe with an office in one of the primary closets, an impressive entertainment room, and a gourmet kitchen outfitted with viking appliances, a newly replaced double oven, and a trash compactor. For large-scale entertaining, the detached pool house doubles as a catering suite with prep sink, refrigerator, and wall-to-wall storage. Built by renowned builder charles clayton and designed by marc-michaels, the home is a masterpiece of solid block construction and timeless detail featuring imported parisian fireplaces, solid marble columns, both marble and travertine floors, and venetian plaster walls. A new barrel tile roof (2023) adds lasting value and peace of mind. Ideally located across from kraft azalea garden and near rollins college, the estate offers a rare combination of waterfront tranquility and walkable access to park avenue’s world-class dining, boutiques, and museums. The winter park racquet club is also just a short golf cart ride away. A rare opportunity to acquire a legacy property with major aesthetic updates already completed and future equity positioned for growth.

This luxury single family home was built in 1996 and features 5 bedrooms, and 5 full bathrooms plus 4 half baths. This home for sale is 10,175 square feet, with 7,916 sq ft being air conditioned living space. The home has a 4 car garage and has a private swimming pool.

Directions to this property are as follows: From N Orlando Ave. Take Webster Ave. To Left On Park Ave. Right On E Stovin, Right On Palmer Ave., Left On Alabama Dr. House In On The Right.

Please contact your ZFC agent for more information about MLS# MFRO6285791 or any other homes for sale in Winter Park or elsewhere in the Orange County area.