1400 Alabama Drive, Winter Park, FL 32789
- $5,400,000
- 5
- BD
- 9
- BA
- 7,916
- SqFt
- Sold Price
- $5,400,000
- List Price
- $5,895,000
- Closing Date
- Feb 27, 2026
- MLS#
- O6285791
- Type
- Single Family Residential
- Property Style
- Single Family
- Bedrooms
- 5
- Bathrooms
- 9
- Living Area
- 7,916
- Lot Size
- 31,322
- Subdivision
- J Kronenberger Sub
- 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.
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Additional Information
- Community Features
- No Deed Restriction
- Exterior Construction
- Block, Stucco
- Style
- Two Story
- Interior
- Built-in Features, Coffered Ceiling(s), Crown Molding, High Ceilings, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Wet Bar, Window Treatments
- Interior Features
- Built-in Features, Coffered Ceiling(s), Crown Molding, High Ceilings, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Wet Bar, Window Treatments
- Appliances
- Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Range, Range Hood, Refrigerator, Washer
- Exterior
- Awning(s), Balcony, Courtyard, French Doors, Lighting, Outdoor Grill, Rain Gutters, Sidewalk
- Roof
- Tile
- High School
- Winter Park High
- Middle School
- Maitland Middle
- Elementary School
- Lakemont Elem
- Extra Rooms
- Den/Library/Office, Inside Utility, Media Room
- Utilities
- BB/HS Internet Available, Cable Connected, Electricity Connected, Propane, Sewer Connected, Underground Utilities, Water Connected
- Fireplace
- Yes
- Garage
- Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Faces Rear, Garage Faces Side
- Floor
- Carpet, Marble, Travertine
- Heating
- Central
- Cooling
- Central Air
- Pool
- Yes
- Pool Type
- Private
- Water
- Boatable Water, Lake Front
- Frontage
- Lake Privileges
- Water View
- Yes
Listing courtesy of THE AGENCY FL. Selling Office: PREMIER SOTHEBY'S INTL. REALTY.
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