- 3 beds
- 4 baths
- 2,709 sqft
- $919 per sqft
- 1981 build
- – on site
A Jewel Box: Curated for a Life Well Lived. Penthouse 404 at The Alabama is a rare architectural gem—a two-story residence that blends historic provenance w/ design-forward luxury in the heart of Winter Park’s most coveted lakefront setting. Created by combining two original top-floor units, this expansive penthouse is the largest in the building & the only one w/ a private outdoor terrace. Originally constructed in 1921 as the Alabama Hotel, the Mediterranean Revival structure has been transformed into an intimate community of 19 private residences overlooking Lake Maitland w/ direct access to the Winter Park Chain of Lakes. Reimagined by Z Properties in 2019 w/ a full renovation, the home reflects thoughtful scale, bespoke craftsmanship & a sophisticated design vision. The dramatic entry foyer features extensive millwork paneling that conceals the bedroom suites & opens into a light-filled great room w/ expansive lake-facing windows & French doors that open to the signature terrace: a professionally landscaped outdoor retreat w/ turf grass, mist fans, lighting, irrigation & custom planters. At the heart of the home, the boldly composed kitchen balances sculptural form & high function. A sculptural block of black quartz anchors the island w/ seating, trimmed in gold metal cladding that echoes the gold countertops & full-height backsplash. Sleek, dark wood, high-gloss cabinetry conceals a panel-ready Thermador suite, including double refrigerator columns & dishwasher. Lacquered finishes, under-cabinet lighting, geometric black-&-white tile, designer fixtures, brass Lutron controls, linear HVAC diffusers, LED recessed lighting & in-ceiling Sonos speakers complete the experience. What appears to be cabinetry is actually a hidden door leading to a den/family room at the rear of the home—overlooking the lake & appointed w/ custom built-ins, black sisal carpet & a moody grasscloth ceiling that mirrors the wall color & adds cinematic ambiance. Throughout, curated materials elevate each room: Venetian plaster, Schumacher wallpaper, signature lighting, oak chevron-patterned hardwood floors & tailored sisal carpets. The main level includes two en-suite bedrooms located just off the foyer. The primary suite offers a lacquered accent wall, boutique-style closets & a spa-quality bath w/ a custom vanity, dual undermount sinks, lucite-&-metal hardware, black quartz counters & full-height mirrors w/ integrated lighting. A glass-enclosed wet room w/ soaking tub & rain shower, Toto toilet & Venetian plaster walls completes the suite. A discreet laundry room & storage area are tucked away nearby. The secondary bedroom features a black vanity w/ gold hardware, black-&-white subway tile, gold sunburst mirror & a walk-in frameless glass shower—ideal for guests or extended stays. Upstairs, a third en-suite bedroom offers treetop & lake views, a mirrored gym wall & private bath featuring a black vanity w/ silver-toned hardware, black quartz top, black penny tile floors & bold geometric tile that spans the shower & vanity wall—complete w/ a tucked-away water closet for added privacy. Additional features include Nest-controlled dual HVAC, 80-gallon stainless water heater w/ booster, Everpure filtration, Jeld-Wen impact-rated windows & doors, Lutron controls & two reserved covered parking spaces. The Alabama offers a lakeside pool, renovated clubhouse, private dock & community boat slips—all just minutes from Park Avenue.
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Last updated Jun 6, 2025
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MLS# O6311504 —
The Building
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Year Built:1981
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New Construction:false
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Architectural Style:Historical
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Construction Materials:Block
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Building Elevator:true
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Levels:Two
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Stories Total:4
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Roof:Tile
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Foundation Details:Slab
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Window Features:Shades
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Patio And Porch Features:Side Porch
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Security Features:Security System
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Floor Number:4
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Unit Number:PH404
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Building Area Total:2709
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Building Area Units:Square Feet
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Building Area Source:Owner
Interior
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Interior Features:Built-in Features
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Furnished:Unfurnished
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Flooring:Tile
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Additional Rooms:Family Room
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Fireplace:false
Room Dimensions
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Living Area:2709
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Living Area Units:Square Feet
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Living Area Source:Owner
Location
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Directions:From US 1792 (Orlando Avenue), turn east onto Webster Avenue and continue straight. Then, turn left onto North Park Avenue. Follow North Park Avenue and turn right onto Stoven Avenue. Continue on Stoven Avenue, then turn right onto Palmer Avenue. Finally, turn left onto Alabama Drive, and 1602 Alabama Drive will be on your right.
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Latitude:28.610383
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Longitude:-81.341064
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Coordinates:-81.341064, 28.610383
The Property
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Parcel Number:312130862400404
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Property Type:Residential
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Property Subtype:Condominium
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Property Condition:Completed
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Lot Features:City Lot
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Total Acres:Non-Applicable
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Zoning:PURD
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Direction Faces:Northwest
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View:Park/Greenbelt
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View:true
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Exterior Features:Balcony
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Vegetation:Trees/Landscaped
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Water Source:Public
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Road Surface Type:Paved
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Road Frontage Type:Street Paved
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Flood Zone Code:X
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Flood Zone Panel:12095C0255F
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Additional Parcels:false
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Homestead:true
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Land Lease:false
Listing Agent
- Contact info:
- Agent phone:
- (407) 929-5604
- Office phone:
- (407) 645-4321
Taxes
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Tax Year:2024
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Tax Lot:404
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Tax Legal Description:THE ALABAMA CONDO CB 6/7 UNITS 404 & 405
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Tax Book Number:6-7
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Tax Annual Amount:$26,498
Beds
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Bedrooms Total:3
Baths
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Total Baths:3.5
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Total Baths:4
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Full Baths:3
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Half Baths:1
The Listing
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Virtual Tour URL Unbranded:https://www.zillow.com/view-imx/db8d6548-37cb-427a-8c30-91e5f4e6663b?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard
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Virtual Tour URL Unbranded 2:https://vimeo.com/1085923962
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Special Listing Conditions:None
Heating & Cooling
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Heating:Electric
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Heating:true
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Cooling:Central Air
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Cooling:true
Utilities
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Utilities:BB/HS Internet Available
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Sewer:Public Sewer
Appliances
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Appliances:Built-In Oven
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Laundry Features:Inside
Schools
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Elementary School:Lakemont Elem
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Middle Or Junior School:Maitland Middle
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High School:Winter Park High
The Community
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Subdivision Name:ALABAMA CONDO
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Senior Community:false
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Community Features:Lake
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Waterview:Lake
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Waterview:true
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Water Access:Lake
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Water Access:true
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Water Extras:Fishing Pier
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Water Body Name:LAKE MAITLAND
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Waterfront:true
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Waterfront Features:Lake
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Pool Private:false
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Pets Allowed:Cats OK
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Pet Restrictions:Buyer should verify pet restrictions with all governing and association documents.
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# of Pets:1
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Max Pet Weight:35
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Association Amenities:Clubhouse
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Association:true
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Association Fee Frequency:Monthly
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Association Fee Includes:Common Area Taxes
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Association Fee Requirement:Required
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Condo Fees:2644
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Condo Fees Term:Monthly
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Monthly Condo Fee Amount:2644
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Ownership:Fee Simple
Parking
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Garage:false
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Carport:true
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Carport Spaces:2
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Covered Spaces:2
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Parking Features:Assigned
Monthly cost estimate

Asking price
$2,490,000
Expense | Monthly cost |
---|---|
Mortgage
This calculator is intended for planning and education purposes only. It relies on assumptions and information provided by you regarding your goals, expectations and financial situation, and should not be used as your sole source of information. The output of the tool is not a loan offer or solicitation, nor is it financial or legal advice. |
$13,333
|
Taxes | $2,208 |
Insurance | $684 |
Utilities | $207 See report |
Total | $16,432/mo.* |
*This is an estimate |
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Bike Score®
Provided by WalkScore® Inc.
Bike Score evaluates a location's bikeability. It is calculated by measuring bike infrastructure, hills, destinations and road connectivity, and the number of bike commuters. Bike Scores range from 0 (Somewhat Bikeable) to 100 (Biker’s Paradise).
Transit Score®
Provided by WalkScore® Inc.
Transit Score measures a location's access to public transit. It is based on nearby transit routes frequency, type of route (bus, rail, etc.), and distance to the nearest stop on the route. Transit Scores range from 0 (Minimal Transit) to 100 (Rider’s Paradise).
Soundscore™
Provided by HowLoud
Soundscore is an overall score that accounts for traffic, airport activity, and local sources. A Soundscore rating is a number between 50 (very loud) and 100 (very quiet).
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.
Sale history
Date | Event | Source | Price | % Change |
---|---|---|---|---|
6/5/25
Jun 5, 2025
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Listed / Active | STELLAR_MLS | $2,490,000 | 21.5% (5.4% / YR) |
6/4/21
Jun 4, 2021
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STELLAR_MLS | $2,050,000 |