1400 Alabama Drive, Winter Park, FL 32789

Winter Park
Local realty services provided by:Better Homes and Gardens Real Estate Thomas Group
1400 Alabama Drive,Winter Park, FL 32789
$5,895,000
  • 5 Beds
  • 9 Baths
  • 7,916 sq. ft.
  • Single family
  • Pending
Listed by: rachel peters, llc.
Office: the agency fl
MLS#:O6285791
Source:MFRMLS

Price summary

  • Price:$5,895,000
  • Price per sq. ft.:$579.36

About this home

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

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Home facts

  • Year built:1996
  • Listing ID #:O6285791
  • Added:628 day(s) ago
  • Updated:February 26, 2026 at 08:51 AM

Rooms and interior

  • Bedrooms:5
  • Total bathrooms:9
  • Full bathrooms:5
  • Half bathrooms:4
  • Flooring:Carpet, Marble, Travertine
  • Kitchen Description:Bar Fridge, Built-In Oven, Dishwasher, Disposal, Range, Range Hood, Refrigerator, Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Wet Bar
  • Bedroom Description:High Ceilings, Primary Bedroom Main Floor, Split Bedroom, Walk-In Closet(s)
  • Living area:7,916 sq. ft.

Heating and cooling

  • Cooling:Central Air
  • Heating:Central

Structure and exterior

  • Roof:Tile
  • Year built:1996
  • Building area:7,916 sq. ft.
  • Lot area:0.72 Acres
  • Architectural Style:Contemporary
  • Construction Materials:Block, Stucco
  • Exterior Features:Awning(s), Balcony, Courtyard, Covered Porch/Patio, Lighting, Outdoor Grill, Patio, Rain Gutters, Sidewalk
  • Foundation Description:Slab
  • Levels:2 Story

Schools

  • High school:Winter Park High
  • Middle school:Maitland Middle
  • Elementary school:Lakemont Elem

Utilities

  • Water:Public, Water Connected
  • Sewer:Public Sewer, Sewer Connected

Finances and disclosures

  • Price:$5,895,000
  • Price per sq. ft.:$579.36
  • Tax amount:$42,461 (2025)

Features and amenities

  • Appliances:Bar Fridge, Built-in Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Irrigation Equipment, Range, Range Hood, Refrigerator, Washer
  • Laundry features:Dryer, Electric Dryer Hookup, Inside, Laundry Room, Washer, Washer Hookup
  • Amenities:BB/HS Internet Available, Built-In Features, Cable Connected, Coffered Ceiling(s), Crown Molding, High Ceilings, Irrigation Equipment, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Underground Utilities, Walk-In Closet(s), Wet Bar, Window Treatments
  • Pool features:Gunite, In Ground, Private Pool, Sweep
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