1400 Alabama Drive Winter Park, FL 32789 - LAKE MAITLAND
For Sale MLS# O6285791
5 beds 9 baths 7,916 sq ft Single Family
Details for 1400 Alabama Drive
MLS# O6285791
Description for 1400 Alabama Drive, Winter Park, FL, 32789 - LAKE MAITLAND
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.
Listing Information
Property Type: Residential, Single Family Residence
Status: Active
Bedrooms: 5
Bathrooms: 9
Lot Size: 0.70 Acres
Square Feet: 7,916 sq ft
Year Built: 1996
Garage: Yes
Stories: 2 Story
Construction: Block,Stucco
Subdivision: J Kronenberger Sub
Builder: Charles Clayton
Foundation: Slab
County: Orange
School Information
Elementary: Lakemont Elem
Middle: Maitland Middle
High: Winter Park High
Room Information
Main Floor
Living Room: 27x17
Primary Bedroom: 28x18
Media Room: 28x18
Dinette: 12x13
Kitchen: 24x13
Dining Room: 19x13
Library: 21x17
Upper Floor
Bedroom 4: 16.3x15.9
Bedroom 3: 17.3x12
Bedroom 2: 11.9x12.2
Loft: 16x17
Bathrooms
Full Baths: 5
1/2 Baths: 4
Additonal Room Information
Laundry: Other, Laundry Room, Electric Dryer Hookup, Inside, Washer Hookup
Interior Features
Appliances: Bar Fridge, Built-In Oven, Range, Refrigerator, Washer, Dishwasher, Disposal, Dryer, Range Hood, Electric Water Heater
Flooring: Carpet,Marble,Travertine
Doors/Windows: Window Treatments, Shutters
Fireplaces: Primary Bedroom, Outside, Gas, Living Room, Other, Wood Burning
Additional Interior Features: Wet Bar, Split Bedrooms, Window Treatments, Walk-In Closet(s), Main Level Primary, Coffered Ceiling(s), Crown Molding, Built-in Features, High Ceilings, Solid Surface Counters, Stone Counters, Wood Cabinets
Utilities
Water: Public
Sewer: Public Sewer
Other Utilities: Cable Connected,Electricity Connected,High Speed Internet Available,Propane,Sewer Connected,Underground Utilities,Water Connected
Cooling: Central Air
Heating: Central
Exterior / Lot Features
Attached Garage: Attached Garage
Garage Spaces: 4
Parking Description: driveway, Circular Driveway, Garage Faces Rear, Garage Faces Side, Electric Vehicle Charging Station(s)
Roof: Tile
Pool: In Ground, Pool Sweep, Gunite
Lot View: Park/Greenbelt,Lake,Water
Fencing: Masonry, Other, Electric
Additional Exterior/Lot Features: Sprinkler/Irrigation, Rain Gutters, Courtyard, Outdoor Grill, French Patio Doors, Awning(s), Lighting, Balcony, Balcony, Covered, Patio, Landscaped
Waterfront Details
Standard Water Body: LAKE MAITLAND
Water Front Features: Lake
Community Features
Community Features: Sidewalks
Security Features: Security System
Driving Directions
From N Orlando Ave. Take Webster Ave. to LEFT on Park Ave. RIGHT on E Stovin, RIGHT on Palmer Ave., LEFT on Alabama Dr. House in on the RIGHT.
Financial Considerations
Terms: Cash,Conventional
Tax/Property ID: 31-21-30-4220-03-150
Tax Amount: 41240.46
Tax Year: 2024
A broker reciprocity listing courtesy: THE AGENCY ORLANDO
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Interest rate and annual percentage rate (APR) are based on current market conditions, are for informational purposes only, are subject to change without notice and may be subject to pricing add-ons related to property type, loan amount, loan-to-value, credit score and other variables. Estimated closing costs used in the APR calculation are assumed to be paid by the borrower at closing. If the closing costs are financed, the loan, APR and payment amounts will be higher. If the down payment is less than 20%, mortgage insurance may be required and could increase the monthly payment and APR. Contact us for details. Additional loan programs may be available. Accuracy is not guaranteed, and all products may not be available in all borrower's geographical areas and are based on their individual situation. This is not a credit decision or a commitment to lend.
Sales History & Tax Summary for 1400 Alabama Drive
Sales History
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Tax Summary
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Data powered by ATTOM Data Solutions. Copyright© 2025. Information deemed reliable but not guaranteed.
Schools
Schools nearby 1400 Alabama Drive
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The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
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