1400 Alabama Drive Winter Park, FL 32789
Listing Courtesy of: MLS LogoSTELLAR / The Agency Orlando - Contact:  407-951-2472

  1400 Alabama Drive Winter Park, FL 32789

Active (440 Days)
$5,895,000 (USD)
5
BED
9
BATH
7,916
SQFT

Description

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.

MLS #:
O6285791
Taxes
$41,240(2024)
Lot Size
0.7 acres
Type
Single-Family Home
Year Built
1996
Style
Contemporary, Other
Views
Water, Park/Greenbelt
County
Orange County

Listed By

Rachel Peters, Llc, The Agency Orlando, Contact: 407-951-2472
Source
STELLAR
Last checked Oct 7 2025 at 8:44 AM GMT+0000
Bathroom Details
  • Full Bathrooms: 5
  • Half Bathrooms: 4
Interior Features
  • Inside Utility
  • Split Bedroom
  • Stone Counters
  • Solid Wood Cabinets
  • Media Room
  • Solid Surface Counters
  • Wet Bar
  • Den/Library/Office
  • Crown Molding
  • Walk-In Closet(s)
  • Window Treatments
  • Appliances: Dishwasher
  • Appliances: Electric Water Heater
  • Appliances: Refrigerator
  • Appliances: Washer
  • Appliances: Disposal
  • Appliances: Range Hood
  • Appliances: Range
  • Appliances: Dryer
  • Appliances: Built-In Oven
  • Coffered Ceiling(s)
  • Appliances: Bar Fridge
  • Thermostat
  • High Ceilings
  • Built-In Features
  • Primary Bedroom Main Floor
Subdivision
  • J Kronenberger Sub
Property Features
  • Fireplace: Living Room
  • Fireplace: Wood Burning
  • Fireplace: Gas
  • Fireplace: Other
  • Fireplace: Outside
  • Fireplace: Primary Bedroom
  • Foundation: Slab
Heating and Cooling
  • Central
  • Central Air
Pool Information
  • In Ground
  • Pool Sweep
  • Gunite
Flooring
  • Carpet
  • Marble
  • Travertine
Exterior Features
  • Block
  • Stucco
  • Roof: Tile
Utility Information
  • Utilities: Cable Connected, Water Connected, Water Source: Public, Bb/Hs Internet Available, Electricity Connected, Sewer Connected, Underground Utilities, Propane
  • Sewer: Public Sewer
School Information
  • Elementary School: Lakemont Elem
  • Middle School: Maitland Middle
  • High School: Winter Park High
Parking
  • Circular Driveway
  • Driveway
  • Garage Faces Rear
  • Garage Faces Side
  • Electric Vehicle Charging Station(s)
Stories
  • 2
Living Area
  • 7,916 sqft
Additional Information: The Agency Orlando | 407-951-2472
Location
   
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Disclaimer: Listings Courtesy of “My Florida Regional MLS DBA Stellar MLS © 2025. IDX information is provided exclusively for consumers personal, non-commercial use and may not be used for any other purpose other than to identify properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Last Updated: 10/7/25 01:44