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
Days on Market
340
Closing Date
Feb 27, 2026
MLS#
O6285791
Property Style
Single Family
Architectural Style
Contemporary, Other
Year Built
1996
Bedrooms
5
Bathrooms
9
Baths Half
4
Living Area
7,916
Lot Size
31,322
Acres
0.72
Total Acreage
1/2 to less than 1
Legal Subdivision Name
J Kronenberger Sub
MLS Area Major
Winter Park

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

Taxes
$42460
Minimum Lease
1 Week
Community Features
No Deed Restriction
Property Description
Two Story
Zoning
R-1AA
Interior Layout
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
Floor
Carpet, Marble, Travertine
Appliances
Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Range, Range Hood, Refrigerator, Washer
Utilities
BB/HS Internet Available, Cable Connected, Electricity Connected, Propane, Sewer Connected, Underground Utilities, Water Connected
Heating
Central
Air Conditioning
Central Air
Fireplace Description
Gas, Living Room, Other, Outside, Primary Bedroom, Wood Burning
Exterior Construction
Block, Stucco
Exterior Features
Awning(s), Balcony, Courtyard, French Doors, Lighting, Outdoor Grill, Rain Gutters, Sidewalk
Roof
Tile
Foundation
Slab
Pool
Private
Pool Type
Gunite, In Ground, Pool Sweep
Garage Carport
4 Car Garage
Garage Spaces
4
Garage Features
Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Faces Rear, Garage Faces Side
Elementary School
Lakemont Elem
Middle School
Maitland Middle
High School
Winter Park High
Fences
Electric, Masonry, Other
Water Name
Lake Maitland
Water Extras
Boathouse, Lift - Covered, Skiing Allowed
Water View
Lake - Chain of Lakes
Water Access
Lake - Chain of Lakes
Water Frontage
Lake Privileges
Flood Zone Code
X, AE
Parcel ID
31-21-30-4220-03-150
Legal Description
J KRONENBERGER SUB G/56 LOTS 14 15 & 16BLK C & BOAT HOUSE LOTS 20-C & 21-C

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

Selling Office: PREMIER SOTHEBY'S INTL. REALTY.

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