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.
For sale
$2,490,000
1602 Alabama Dr #PENTHOUSE 404, Winter Park, FL 32789
3beds
2,709sqft
Est.:
Condominium
Built in 1981
-- sqft lot
$-- Zestimate®
$919/sqft
$2,644/mo HOA
What's special
Private dockExpansive penthouseExpansive lake-facing windowsPrivate outdoor terraceRenovated clubhouseCustom built-insSpa-quality bath
- 70 days
- on Zillow |
- 822 |
- 47 |
Zillow last checked: 7 hours ago
Listing updated: June 09, 2025 at 10:11am
Listing Provided by:
Padgett McCormick 407-929-5604,
KELLY PRICE & COMPANY LLC 407-645-4321
Source: Stellar MLS,MLS#: O6311504
Originating MLS: Orlando Regional

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Rooms
- Room types: Family Room, Utility Room, Storage Rooms
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Area: 210 Square Feet
- Dimensions: 15x14
Bedroom 2
- Features: Built-in Closet
- Level: First
- Area: 208 Square Feet
- Dimensions: 16x13
Bedroom 3
- Features: Built-in Closet
- Level: Second
- Area: 240 Square Feet
- Dimensions: 15x16
Primary bathroom
- Level: First
- Area: 165 Square Feet
- Dimensions: 15x11
Balcony porch lanai
- Level: First
- Area: 490 Square Feet
- Dimensions: 35x14
Den
- Level: First
- Area: 288 Square Feet
- Dimensions: 18x16
Dining room
- Level: First
- Area: 180 Square Feet
- Dimensions: 15x12
Kitchen
- Level: First
- Area: 255 Square Feet
- Dimensions: 15x17
Laundry
- Level: First
- Area: 49 Square Feet
- Dimensions: 7x7
Living room
- Level: First
- Area: 270 Square Feet
- Dimensions: 15x18
Heating
- Electric, Heat Pump
Cooling
- Central Air
Appliances
- Included: Oven, Dishwasher, Disposal, Microwave, Range, Range Hood, Refrigerator, Water Filtration System
- Laundry: Inside, Laundry Room
Features
- Built-in Features, Ceiling Fan(s), Eating Space In Kitchen, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-In Closet(s)
- Flooring: Tile, Hardwood
- Doors: French Doors
- Windows: Shades
- Has fireplace: No
Interior area
- Total structure area: 2,709
- Total interior livable area: 2,709 sqft
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Assigned, Covered, Guest
- Carport spaces: 2
Features
- Levels: Two
- Stories: 2
- Patio & porch: Side Porch
- Exterior features: Balcony, Lighting
- Has view: Yes
- View description: Park/Greenbelt, Water, Lake
- Has water view: Yes
- Water view: Water,Lake
- Waterfront features: Lake, Waterfront, Lake - Chain of Lakes, Lake Privileges, Fishing Pier, Skiing Allowed
- Body of water: LAKE MAITLAND
Lot
- Features: City Lot, Landscaped
- Residential vegetation: Trees/Landscaped
Details
- Parcel number: 312130862400404
- Zoning: PURD
- Special conditions: None
Construction
Type & style
- Home type: Condo
- Architectural style: Historical,Mediterranean,Traditional
- Property subtype: Condominium
Materials
- Block, Stucco, Wood Frame
- Foundation: Slab
- Roof: Tile
Condition
- Completed
- New construction: No
- Year built: 1981
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: BB/HS Internet Available, Cable Connected, Electricity Connected, Public, Sewer Connected, Street Lights, Water Connected
Community & HOA
Community
- Features: Lake, Water Access, Waterfront, Buyer Approval Required, Clubhouse, Community Mailbox, Deed Restrictions, Fitness Center, Gated Community - No Guard, Pool, Sidewalks
- Security: Security System, Smoke Detector(s)
- Subdivision: ALABAMA CONDO
HOA
- Has HOA: Yes
- Amenities included: Clubhouse, Elevator(s), Fitness Center, Lobby Key Required, Maintenance, Pool, Recreation Facilities
- Services included: Common Area Taxes, Community Pool, Reserve Fund, Fidelity Bond, Insurance, Maintenance Structure, Maintenance Grounds, Maintenance Repairs, Manager, Pest Control, Pool Maintenance, Recreational Facilities, Security, Sewer, Trash, Water
- HOA fee: $2,644 monthly
- HOA name: JOANN BECK
- HOA phone: 407-256-6369
- Pet fee: $0 monthly
Location
- Region: Winter Park
Financial & listing details
- Price per square foot: $919/sqft
- Annual tax amount: $26,498
- Date on market: 6/5/2025
- Listing terms: Cash,Conventional,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved, Brick
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