Luxurious waterfront estate in one of Winter Park’s most prestigious neighborhoods, offering 7,278 SF of elegant living with direct canal access to Lake Maitland. This 5-bedroom, 6.5-bath home features all en-suite bedrooms, including two on the main floor, a gourmet kitchen with Viking appliances, three fireplaces, a theater room, a game room, an office, dual laundry rooms, and dual staircases. Enjoy a heated saltwater pool and spa, summer kitchen, and pool bath. Boathouse, dock with lift, and jet ski dock included. Recent upgrades: all new AC units, pool equipment, landscaping, fencing, and gates. Fully fenced with a security system and a rare 5-car garage, this property offers privacy, space, and luxury at every turn.
Property Details
Price:
$5,495,000
MLS #:
A11824988
Status:
Active
Beds:
5
Baths:
6.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
MAITLAND SHORES
Neighborhood:
maitlandshores
Listed Date:
Jun 26, 2025
Finished Sq Ft:
7,278
Total Sq Ft:
9,111
Year Built:
2008
See this Listing
Schools
Interior
Appliances
Dishwasher, Disposal, Dryer, Microwave, Gas Range, Refrigerator, Washer
Bathrooms
6 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Electric
Flooring
Carpet, Tile, Wood
Heating
Central, Electric
Interior Features
First Floor Entry, Bar, Built-in Features, Closet Cabinetry, Cooking Island, Entrance Foyer, French Doors, Pantry, Split Bedroom, Vaulted Ceiling(s), Volume Ceilings, Walk-In Closet(s), Attic, Den/Library/Office, Family Room, Florida Room, Great Room, Loft, Media Room
Exterior
Architectural Style
Attached, Two Story, Mediterranean
Attached Garage YN
1
Community Features
None
Construction Materials
Concrete Block Construction, Stucco
Covered Spaces
5
Direction Faces
East
Exterior Features
Lighting, Open Balcony, Outdoor Shower
Fencing
Fenced
Garage Spaces
5
Lot Features
1/2 To Less Than 3/4 Acre Lot
Open Parking YN
1
Parking Features
Additional Spaces Available, Circular Driveway, Driveway, Paver Block
Patio And Porch Features
Open Balcony, Open Porch, Patio
Roof
Barrel Roof
View
Canal, Pool, Water
Waterfront Features
WF/Pool/No Ocean Access, Canal Front, Lake Access
Window Features
Plantation Shutters
Financial
Tax Year
2024
Taxes
$36,209
Map
Community
- Address2211 Azalea Pl Winter Park FL
- SubdivisionMAITLAND SHORES
- CityWinter Park
- CountyOrange County
- Zip Code32789
Market Summary
Current real estate data for Single Family in Winter Park as of Mar 30, 2026
3
Single Family Listed
296
Avg DOM
575
Avg $ / SqFt
$2,363,000
Avg List Price
Property Summary
- Located in the MAITLAND SHORES subdivision, 2211 Azalea Pl Winter Park FL is a Single Family for sale in Winter Park, FL, 32789. It is listed for $5,495,000 and features 5 beds, 7 baths, and has approximately 7,278 square feet of living space, and was originally constructed in 2008. The current price per square foot is $755. The average price per square foot for Single Family listings in Winter Park is $575. The average listing price for Single Family in Winter Park is $2,363,000.
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