About 1400 Alabama Drive
Extraordinary Waterfront Neoclassical Italian Estate situated on a prime .71-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 to a private courtyard with a heated pool and spa, covered dining, outdoor grill, 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, 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. This is an opportunity to acquire a legacy property at a fair value, with the heaviest aesthetic updates complete and future equity poised for growth.
Features of 1400 Alabama Drive
| MLS® # | O6285791 |
|---|---|
| Price | $5,895,000 |
| Bedrooms | 5 |
| Bathrooms | 9.00 |
| Full Baths | 5 |
| Half Baths | 4 |
| Square Footage | 7,916 |
| Acres | 0.70 |
| Year Built | 1996 |
| Type | Residential |
| Sub-Type | Single Family Residence |
| Style | Contemporary, Other |
| Status | Active |
Community Information
| Address | 1400 Alabama Drive |
|---|---|
| Area | Winter Park |
| Subdivision | J KRONENBERGER SUB |
| City | WINTER PARK |
| County | Orange |
| State | FL |
| Zip Code | 32789-2646 |
Amenities
| Parking | Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Faces Rear, Garage Faces Side |
|---|---|
| # of Garages | 4 |
| View | Park/Greenbelt, Water |
| Is Waterfront | Yes |
| Waterfront | Lake - Chain of Lakes |
| Has Pool | Yes |
Interior
| 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 |
| Heating | Central |
| Cooling | Central Air |
| Fireplace | Yes |
| Fireplaces | Gas, Living Room, Other Room, Outside, Master Bedroom, Wood Burning |
| # of Stories | 2 |
Exterior
| Exterior Features | Awning(s), Balcony, Courtyard, French Doors, Irrigation System, Lighting, Outdoor Grill, Rain Gutters, Sidewalk |
|---|---|
| Roof | Tile |
| Foundation | Slab |
School Information
| Elementary | Lakemont Elem |
|---|---|
| Middle | Maitland Middle |
| High | Winter Park High |
Additional Information
| Date Listed | February 28th, 2025 |
|---|---|
| Days on Market | 173 |
| Zoning | R-1AA |
| Foreclosure | No |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Office | THE AGENCY ORLANDO |
|---|