1400 Alabama Drive, Winter Park, FL 32789

$5,400,000
5
BD
9
BA
7,916
SqFt

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Sold Price
$5,400,000
List Price
$5,895,000
Status
Sold
MLS#
O6285791
Closing Date
Feb 27, 2026
Property Type
Single Family
Bedrooms
5
Bathrooms
9
Living Area
7,916
Lot Size
31,322
Region
Winter Park
Area
7916
County
Orange
Acres
0.72
Year Built
1996

Property Description

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.

Additional Information

Roof
Tile
Land Type
No Deed Restriction
Parking
Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Faces Rear, Garage Faces Side
Appliances
Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Range, Range Hood, Refrigerator, Washer
Zoning
R-1AA
Lot Size
31,322
Construction
Block, Stucco
Year Built
1996
Sewer
Public Sewer
Heating
Central
Subdivision
J Kronenberger Sub
Water
Boatable Water, Lake Front
Living Area
7,916
Style
Two Story
Pool
Yes
Waterfront
Lake Privileges

Listing courtesy of THE AGENCY FL. 407-335-4119

Selling Office: PREMIER SOTHEBY'S INTL. REALTY.

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