1400 Alabama Drive, Winter Park, FL 32789

Local realty services provided by:CENTURY 21 Circle
1400 Alabama Drive,Winter Park, FL 32789
$5,895,000
  • 5 Beds
  • 9 Baths
  • 7,916 sq. ft.
  • Single family
  • Active
Listed by: rachel peters, llc.
Office: the agency orlando
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 .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

Contact an agent

contact an agent

Yes, I would like more information. Please use and/or share my information with an independent agent affiliated with the CENTURY 21®  brand to contact me about my real estate needs. By clicking Send message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an independent agent affiliated with the CENTURY 21®  brand is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE® , Coldwell Banker® , Corcoran® , ERA® , Sotheby's International Realty® ).
 I acknowledge that I have read and agree to theTerms of useandPrivacy notice

Home facts

  • Year built:1996
  • Listing ID #:O6285791
  • Added:564 day(s) ago
  • Updated:December 24, 2025 at 12:51 PM

Rooms and interior

  • Bedrooms:5
  • Total bathrooms:9
  • Full bathrooms:5
  • Half bathrooms:4
  • 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:0.7 Acres

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:$41,240 (2024)
MLS LogoThe information being provided by Stellar Mls is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the Stellar Mls. CENTURY 21 Circle is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of CENTURY 21 Circle, a broker participant of Stellar Mls. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. The accuracy of all information, regardless of source, including but not limited to open house information, square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The data contained herein is copyrighted by Stellar Mls and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited. Properties in listings may have been sold or may no longer be available. Copyright 2025 Stellar Mls. All rights reserved.