Home in 2211 Azalea Pl Winter Park for sale with MLS# A11824988

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.

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Days on the market

2211 Azalea Pl, Winter Park, FL 32789

Price
Price:
$5,495,000.00
Previous Asking Price:
$5,950,000.00
Original List Price:
$6,180,000.00
Property Status and Type
Listing Type:
For Sale
Status:
Active
Special Sale Conditions:
Listed As Is
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
A11824988
Description of Last Important Update:
Price Change
Last Major Update on:
September 8, 2025 2:53 pm
Rooms Distribution
Bedrooms:
5
Bathrooms Total:
7
Full Bath:
6
Half Bath:
1
Room Type:
Florida Room, Family Room, Den, Loft, Attic, Great Room, Media Room
Rooms Total:
5
Measures
Living Area:
7,278 Sqft
Built-Up Area:
9,111 Sqft
Lot Area:
29,893 Sqft
Living Area Source:
Appraiser
Lot Size Unit:
Square Feet
Property Features
View from the Property:
Pool, Water, Canal
Waterfront:
Yes
Waterfront Features:
Canal Front, Lake Privileges
Frontage Length:
23
Swimming Pool Features:
Concrete, Heated, Pool, In Ground, Outside Bath Access
Spa
Spa Features:
Heated, In Ground
Furnished:
Unfurnished
Appliances:
Dryer, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Gas Range
Interior:
First Floor Entry, Dining Area, High Ceilings, Pantry, Split Bedrooms, Walk-In Closet(s), Closet Cabinetry, Kitchen Island, Loft, Vaulted Ceiling(s), Attic, Entrance Foyer, Built-in Features, Fireplace, Bar, Separate Formal Dining Room, French Doors Atrium Doors, Main Level Primary, Sitting Area In Primary, Separate Shower, Dual Sinks
Exterior:
Fence, Balcony, Porch, Patio, Lighting, Outdoor Shower
Patio and Porch:
Patio, Balcony, Open, Porch
Windows:
Plantation Shutters
Doors:
French Doors
Fireplace
Air Conditioning
Air Conditioning System:
Central Air, Electric
Heating
Heating System:
Central, Electric
Property Entrance Faces:
East
Water Access Description:
Boat Lift, Deeded Dock, Dock Available, Private Dock
Boat Dock Slip:
Boathouse, Dock Available, Dock Owned / Included, Lift, Other Water Access, Private Dock, Up to 30 Ft Boat, Water Available
Construction
Year Built:
2008
Year Built Details:
Effective Year Built
Roof:
Barrel
Architectural Style:
Two Story, Mediterranean
Levels:
Two
Construction Materials:
Block, Stucco
Flooring:
Carpet, Tile, Wood, Hardwood
Stories:
2
Taxes and Expenses
Tax Annual Amount:
$36,209.00
Tax Year:
2024
Property Tax Status:
Tax Reflects City & County Tax, Tax Reflects Homestead Exemption
Parking
Garage
Garage Spaces:
5
Covered Spaces:
5
Attached Garage
Parking Features:
Driveway, Garage, Garage Door Opener, Attached, Circular Driveway, Paver Block
Utilities
Sewer:
Public Sewer
Utilities Available:
Cable Available
Water Source:
Public
Community
Pets Allowed?:
Yes, No Pet Restrictions
Subdivision Name:
MAITLAND SHORES
Senior Community:
No
Restrictions:
No Restrictions
Terms
Documents Available:
Survey
Listing Terms Considered by Seller:
Cash, Conventional, VA Loan
Occupant Type:
Vacant
Buyer Possession:
Close Of Escrow
Lease Considered:
No
Zoning and Legal
Tax Legal Description:
MAITLAND SHORES R/150 LOT 1 & E 30 FT OFLOT 2 BLK D & BEG NE COR OF SW1/4 OF NW1/4 OF SEC 32-21-30 TH RUN W 557.48 FT S30 FT TO POB N 45 DE
Real Estate Folio Number (Parcel Number):
32-21-30-5476-04-010
Zoning Description:
R-1AA
Listing History
Originally published on:
June 26, 2025 5:44 pm
Active on the market since:
June 26, 2025
Listing Agreement executed on:
June 26, 2025
Price change occurred on:
September 8, 2025 2:53 pm
Listing Status Last Changed On:
June 26, 2025 5:44 pm
Photos updated on:
August 12, 2025 10:34 pm
Last Modified:
March 31, 2026 12:02 pm
Additional Information
Housing Older Persons Act:
Unverified
Type of Association:
None
Rooms Description:
Attic, Den/Library/Office, Family Room, Florida Room, Great Room, Loft, Media Room
Style:
WF/Pool/No Ocean Access
Municipal Code:
0
Florida Property Assessed Clean Energy (PACE) Program:
0
Subdivision Number:
5476
Courtesy of:
Fortune Christie's International Real Estate
Attribution:
Not provided
Location
Street Name:
Azalea Pl
Street Number:
2211
City:
Winter Park
State:
Florida
Zip Code:
32789
County:
Orange
Latitude:
N28° 37' 15.6''
Longitude:
W82° 39' 28.8''
Property Map

Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $100,213
Median Home Value $695,000
Median Rent $1,667/mo
Median Age 44
Population 26,884

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Disclaimer: IDX listing information is presented by Rebonus Brokerage LLC for consumer informational purposes only. The information provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed by the MLS or the real estate broker. This page presents structured listing information sourced directly from the MLS via the RESO Web API feed. Rebonus prioritizes maximum field coverage and data completeness, displaying the most granular MLS-provided attributes available.