$6,950,000.00 | 5 bed 5.5+ bath 7,916sqft 7,916 square feet 0.7acre lot | 1400 Alabama Dr, Winter Park, FL 32789.

Listed at Prime Holdings Inc

Email: broker@primeholdings.site

Property Type

Single family

Price per sqft

$878

Garage

4 Cars

Year Built

1996

Iconic Waterfront Estate on Lake Maitland – Winter Park’s Finest


Welcome to a custom-built Neoclassical Italian masterpiece located in the heart of Winter Park, showcasing timeless elegance, architectural excellence, and direct water access to Lake Maitland, the largest lake on the Winter Park Chain of Lakes. Designed by renowned interior designer Marc Michaels and constructed by Charles Clayton, this one-of-a-kind estate delivers luxury living at its finest.

Spanning over 7,900 total square feet, this estate offers the ultimate blend of privacy, function, and grandeur.


🏡 Main Residence

  • 7,100+ sq. ft. of elegant living space

  • 4 bedrooms | 4 full baths | 3 half baths

  • Sophisticated entertaining areas with seamless indoor-outdoor flow

  • Gourmet chef’s kitchen featuring top-tier appliances, oversized island, and custom cabinetry

  • Grand primary suite with private office/sitting area, dual ensuite bathrooms and closets

  • Stunning two-story closet, upper-level office, and convenient laundry on both floors

  • Entertainment/media room equipped with premium projector, sound system & blackout shades


🏠 Guest Accommodations

  • Detached Guest House / In-Law Suite: ~500 sq. ft.

    • 1 Bedroom, 1 Bathroom, Wet Bar, Dual Closets

  • Detached Catering Room: ~350 sq. ft.

    • Pool half bath, extra refrigerator, wall-to-wall storage

    • Attached to one of two 2-car garages for seamless hosting


🌴 Outdoor Luxury

  • Private covered boat dock on Lake Maitland

  • Heated courtyard pool and spa with fountains

  • Covered lanai with outdoor grill and multiple private terraces

  • Expansive grounds ideal for upscale entertaining and everyday serenity


🚘 Additional Highlights

  • 2023 Barrel Tile Roof (New)

  • Two 2-car garages with gated entry

    • Tesla charging station & built-in kennel

  • Electronic gated driveway with side-facing orientation

  • Ample storage throughout, including custom built-ins and attic space


🌇 Unmatched Location

This prestigious estate offers the quintessential Winter Park lifestyle—private, elegant, and steps from the best of Central Florida’s lakefront living. Whether for everyday indulgence or unforgettable entertaining, this rare offering represents the epitome of grandeur and sophistication.


Contact us today at broker@primeholdings.site to schedule your private tour of this iconic Winter Park estate, exclusively presented by Prime Holdings Inc.

🏠 Interior


🛋 Rooms & Layout

  • Total Rooms: 11

  • Living Room: 17' x 27' (First Floor)

  • Dining Room: 13' x 19' (First Floor)

  • Kitchen: 13' x 24' (First Floor)

  • Dinette: 12' x 13' (First Floor)

  • Loft: 17' x 16' (Second Floor)

  • Media Room: 18' x 28' (First Floor)

  • Extra Spaces: Den/Library/Office, Inside Utility, Catering Room

🛏 Bedrooms

  • Total Bedrooms: 5

    • Primary Bedroom: 18' x 28' (First Floor)

    • Bedroom 2: 12.2' x 11.9' (Second Floor)

    • Bedroom 3: 12' x 17.3' (Second Floor)

    • Bedroom 4: 15.9' x 16.3' (Second Floor)

🛁 Bathrooms

  • Total Bathrooms: 9

    • Full Baths: 5

    • Half Baths: 4

🧺 Laundry Features

  • Inside Laundry Room

  • Washer/Dryer Hookups

  • Electric Dryer Hookup

🔧 Appliances

  • Built-In Oven

  • Bar Fridge

  • Range + Range Hood

  • Dishwasher

  • Refrigerator

  • Disposal

  • Washer & Dryer

  • Electric Water Heater

🏗 Interior Features

  • Built-In Features

  • Coffered Ceilings

  • Crown Molding

  • High Ceilings

  • Split Bedroom Layout

  • Solid Wood Cabinets

  • Stone & Solid Surface Counters

  • Wet Bar

  • Walk-In Closets

  • Window Treatments

🔥 Fireplaces

  • Gas & Wood Burning

  • Locations: Living Room, Primary Bedroom, Outdoor

🧱 Flooring

  • Marble

  • Travertine

  • Carpet

🪟 Windows

  • Shutters, Shades, and Custom Treatments


🌴 Exterior

🌊 Waterfront

  • Lake: Lake Maitland (Winter Park Chain of Lakes)

  • Features: Private Boat Dock, Lake Access

  • Views: Water, Park/Greenbelt

🏊 Pool & Spa

  • Pool: Private, Gunite, In-Ground, Pool Sweep (15' x 26.4')

  • Spa: In-Ground, Heated

🌳 Outdoor Features

  • Courtyard

  • Covered Patio & Terraces

  • Outdoor Grill

  • Balcony

  • Awning(s)

  • French Doors

  • Rain Gutters

  • Irrigation System

  • Sidewalks

  • Mature Landscaping & Trees

🚘 Garage & Parking

  • Garage Spaces: 4 (Attached)

  • Parking Features:

    • Circular Driveway

    • Driveway

    • Garage Faces Rear & Side

    • EV Charging Station

    • Tesla Charger

    • Gated Driveway

    • Masonry Fencing


🏗 Construction Details

Feature

Details

Builder

Charles Clayton

Model

Custom

Year Built

1996

Stories/Levels

2

Total Living Area

7,916 sq. ft.

Total Building Area

10,175 sq. ft.

Architecture

Contemporary

Construction

Block, Stucco

Roof

Tile (New in 2023)

Foundation

Slab

Direction Faces

Northwest


Utilities & Security

  • Public Sewer & Water

  • Electricity & Cable Connected

  • Propane Gas

  • Underground Utilities

  • BB/HS Internet Available

  • Sprinkler System

  • Security System Installed


🏫 Schools

  • Elementary: Lakemont Elementary

  • Middle: Maitland Middle

  • High: Winter Park High


🌐 Community

  • Subdivision: J Kronenberger Sub

  • Zoning: R-1AA

  • Lot Size: 0.7 acres (30,423 sq. ft.)

  • Fencing: Electric, Masonry

  • Monthly HOA Fees: None

  • Minimum Lease Term: 1 Week

  • View: Water and Park/Greenbelt


💵 Financial & Legal

  • Annual Taxes (2024): $41,240.46

  • Ownership: Fee Simple

  • Parcel ID: 31-21-30-4220-03-150

  • Listing Status: Active

  • Area: 32789 - Winter Park

  • Directions: From N Orlando Ave. Take Webster Ave. → LEFT on Park Ave. → RIGHT on E Stovin → RIGHT on Palmer Ave. → LEFT on Alabama Dr. Property is on the RIGHT.

💰 Luxury Estate Financing Summary


Home Price

$6,950,000

Loan Type

30-Year Fixed at 6.707%

Estimated Monthly Payment

$41,946


📆 Monthly Payment Breakdown

  • Principal & Interest: $35,903

  • Property Tax: $3,437

  • Home Insurance: $2,606

  • HOA Fees: $0

  • Mortgage Insurance: $0


🏁 Total Due at Closing: $1,668,000

  • Down Payment (20%): $1,390,000

  • Estimated Closing Costs (4%): $278,000

📈 Price History Overview


Date

Event

Price

$/SqFt

Notes

Mar 1, 2025

Listed

$6,950,000

$878/sqft

Current listing on Realtor.com

Feb 28, 2025

Listing Removed

$6,950,000

$878/sqft

266 days after listed

Oct 22, 2024

Price Decreased

$6,950,000

$878/sqft

-$650,000

Jul 5, 2024

Price Decreased

$7,500,000

$947/sqft

-$499,999

Jun 7, 2024

Listed

$7,999,999

$1,011/sqft

+126.16% increase since 2005

Aug 9, 2005

Sold

$3,553,100

$449/sqft

Public Record

Dec 10, 2004

Sold

$3,528,900

$446/sqft

Public Record

May 12, 1998

Sold

$1,800,000

$227/sqft

Public Record

Mar 27, 1995

Sold

$315,000

$40/sqft

Public Record

1996

Built

Year constructed


🔎 Snapshot

  • Price Increase Since 2005: +$3,396,900

  • 2023 Property Taxes: $39,861

  • Total Permits Recorded: 18 (since 1996)

  • Property Age: 29 years (Built in 1996)

🧾 Property Tax History


Year

Taxes

Total Assessment

Land

Additions

2023

$39,861

$2,588,205

2022

$38,139

$2,507,966

2021

$37,783

$2,434,918

2020

$36,374

$2,401,300

2019

$37,659

$2,347,312

2018

$37,494

$2,303,545

2017

$37,212

$2,256,166

2016

$36,474

$2,209,761

2015

$37,351

$2,194,400

2014

$37,680

$2,176,984

2013

$36,924

$2,144,812

2012

$36,577

$2,108,960

2011

$37,232

$2,138,192

2010

$36,512

$2,164,032

2009

$41,958

$2,518,290

2008

$50,929

$3,147,134

2007

$58,727

$3,607,585


The price and tax history data displayed is obtained from public records and/or MLS feeds from the local jurisdiction.

📝 Permit History Overview


Date

Type of Work

Project Type

Status

Jan 13, 2004

Mechanical/HVAC Application

HVAC, Mechanical Work

Complete

Aug 22, 2003

Mechanical/HVAC Application

HVAC, Mechanical Work

Complete

Feb 26, 1999

Re-roof

Roofing

Final

Jan 5, 1999

Single Family Residence

New Construction

Final

Dec 30, 1998

Sewer & Water Impact Fees

Plumbing, Sewer Laterals

Issued

Dec 23, 1998

Single Family Residence

New Construction, Plumbing

Final

Oct 19, 1998

Single Family Residence

New Construction

Final

Oct 6, 1998

Single Family Residence

HVAC, Mechanical Work, New Construction

Final

Sep 22, 1998

Single Family Residence

Electrical Work, New Construction

Final

Jul 27, 1998

Single Family Residence

New Construction, Plumbing

Final

Jul 20, 1998

Single Family Residence

New Construction (Beta)

Final

Jul 20, 1998

Single Family Residence

New Construction (Beta), Residential

Final

Jul 20, 1998

Single Family Residence

New Construction, Plumbing

Final

May 22, 1998

Demolition - SF Residence

Demolition, Residential

Issued

Jun 10, 1997

Boathouse

Electrical Work

Complete

Oct 28, 1996

Fence Application

Fences

Complete

Aug 15, 1996

Single Family Residence

New Construction, Plumbing

Final

Jun 20, 1996

Single Family Residence

New Construction

Final


Total Permits Recorded: 18
Permit Records Span: 1996–2004

The permit history displayed is obtained from public records and provided for informational purposes only. It may not represent the complete permit history for the property. Accuracy is not guaranteed.

🌿 Environmental Risk Overview


Risk Factor

Level

Details

Flood Factor

Moderate

Flood risk is increasing over time

Fire Factor

Minimal

Wildfire risk remains stable

Heat Factor

Severe

Recorded 6 days above 107°F this year

Wind Factor

Extreme

High probability of severe wind events over the next 30 years

Air Factor

Minor

Air quality risk is gradually increasing


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