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$6,180,000
New Listing

2211 AZALEA PLACE
WINTER PARK, FL 32789

For Sale|Single Family Residence|Active
5
Beds
7
Total Baths
6
Full Baths
1
Partial Bath
7,278
SqFt
$849
/SqFt
2008
Built
Subdivision:
MAITLAND SHORES
County:
Orange
Call Now: 407-495-2546
Is this the listing for you? We can help make it yours.
407-495-2546
2211 AZALEA PLACE2211 AZALEA PLACE2211 AZALEA PLACE2211 AZALEA PLACE
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Monthly Payment (Est.)

$28,196
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Exquisite Waterfront Estate in the Heart of Winter Park - Welcome to 2211 Azalea Place, a rare and remarkable waterfront estate nestled on a quiet street in one of Winter Park’s most prestigious neighborhoods—just moments from the exclusive Winter Park Racquet Club. This extraordinary residence offers the perfect blend of timeless architecture, refined finishes, and state-of-the-art updates, all set on almost 3/4 acre of beautifully landscaped canal-front lot with direct access to the coveted Lake Maitland and Winter Park Chain of Lakes. Spanning an impressive 7,278 square feet, this two-story masterpiece rises 40 feet and is designed for both grand-scale entertaining and luxurious everyday living. Upon entry, you're greeted by soaring ceilings and elegant architectural details that set the tone for the home’s sophisticated style. With five expansive bedrooms—all featuring en-suite bathrooms—and six full baths plus a powder room, the home offers both comfort and privacy for family and guests. Two bedroom suites are located on the main level, ideal for multigenerational living or hosting overnight visitors, while the upper level includes three additional bedroom suites, a fully equipped theater room, a study room and a spacious game or playroom. The heart of the home is the gourmet kitchen, where solid wood cabinetry, rich granite countertops, and Viking appliances come together to create a true culinary haven. The adjacent family room features one of the home’s three fireplaces and invites cozy gatherings or relaxed evenings overlooking the lush outdoor living space. The formal living and dining areas are equally impressive, offering elegant backdrops for holiday celebrations or intimate dinner parties. Step outside to discover a true private oasis. The resort-style backyard boasts a saltwater heated pool and spa with all-new equipment, a summer kitchen, and a dedicated pool bathroom—perfect for effortless indoor-outdoor living. The entire property is fenced with newly installed gates, ensuring both privacy and security. From the manicured landscaping to the serene waterfront setting, every detail has been thoughtfully curated to elevate the experience of lakeside living. For boating enthusiasts, the property includes a private boathouse, a dock with an automatic lift, and a 2 jetski dock—all providing seamless access to Lake Maitland and the entire Winter Park Chain of Lakes. Whether you're setting off for an early morning paddle, an afternoon on the water, or simply enjoying the sunset from your dock, this home offers an unrivaled connection to the natural beauty. Additional features include a 5-car garage, 2 laundry rooms, dual staircases, all-new AC units, a comprehensive security system, and three wood-burning fireplaces that add charm and warmth throughout the home. Every inch of this residence has been impeccably maintained and thoughtfully updated, offering peace of mind and modern convenience without sacrificing its classic elegance. 2211 Azalea Place is more than just a home—it’s a lifestyle. This is a rare opportunity to own a one-of-a-kind estate in one of Winter Park’s most sought-after locations, where quiet sophistication meets waterfront luxury.

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Listing Snapshot
Price 
$6,180,000
Days On Site 
0 Days
Bedrooms 
5
Inside Area (SqFt) 
7,278 sqft
Total Baths 
7
Full Baths 
6
Partial Baths 
1
Lot Size 
0.69 Acres
Year Built 
2008
MLS® Number 
O6319674
Status 
Active
Property Tax 
$36,208.57
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Appraiser
Friends & Family
Recent Activity
5 hours agoListing updated with changes from the MLS®
23 hours agoListing first seen on site
General Features
Acres 
0.69
Attached Garage 
Yes
Direction Faces 
East
Foundation 
Slab
Garage 
Yes
Garage Spaces 
5
Number Of Stories 
2
Parking 
Circular DrivewayDrivewayGarage Door OpenerGarage Faces SideAttached
Pets 
Yes
Property Sub Type 
Single Family Residence
Security 
Security GateSecurity SystemSmoke Detector(s)
Sewer 
Public Sewer
SqFt Total 
9166
Stories 
Two
Utilities 
Cable AvailableCable ConnectedElectricity ConnectedPropaneSewer ConnectedUnderground UtilitiesWater Connected
Water Source 
Public
Zoning 
R-1AA
Interior Features
Appliances 
Convection OvenCooktopDishwasherDisposalMicrowaveRange HoodRefrigeratorWasher
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
GasLiving RoomOther
Flooring 
CarpetTileWood
Furnished 
Unfurnished
Heating 
CentralElectricPropane
Interior 
Cathedral Ceiling(s)Crown MoldingDry BarEat-in KitchenHigh CeilingsOpen FloorplanSmart HomeStone CountersTray Ceiling(s)Vaulted Ceiling(s)Walk-In Closet(s)
Laundry Features 
InsideLaundry ClosetLaundry Room
Spa 
Yes
Window Features 
Shutters
Bedroom 2 
Dimensions - 23x19Level - First
Bedroom 3 
Dimensions - 15x14Level - Second
Bedroom 4 
Dimensions - 18x14Level - Second
Bedroom 5 
Dimensions - 18x16Level - SecondFeatures - Granite Counters
Den 
Dimensions - 14x12Level - Second
Family Room 
Dimensions - 21x16Level - First
Game Room 
Dimensions - 24x20Level - Second
Kitchen 
Dimensions - 14x13Level - First
Living Room 
Dimensions - 18x13Level - First
Master Bedroom 
Dimensions - 27x15Level - First
Media Room 
Dimensions - 27x19Level - Second
Office 
Dimensions - 12x21Level - Second
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Exterior Features
Construction Details 
ConcreteStucco
Exterior 
BalconyCourtyardGardenLightingOutdoor GrillOutdoor KitchenOutdoor ShowerDock
Fencing 
Fenced
Lot Features 
Waterfront
Other Structures 
Boat HouseOutdoor Kitchen
Patio And Porch 
CoveredPatioRear Porch
Pool Features 
GuniteHeatedSalt WaterTilePrivate
Private Pool 
Yes
Roof 
Tile
Spa 
Yes
Spa Features 
HeatedIn Ground
View 
CanalWaterGarden
Waterfront 
Yes
Waterfront Features 
Canal FrontLake Privileges
Waterview 
CanalWaterGarden
Windows/Doors 
Shutters
Community Features
Financing Terms Available 
CashConventionalVA Loan
MLS Area 
32789 - Winter Park
Roads 
AsphaltPaved
Township 
21
Schools
School District
Unknown
Elementary School
Dommerich Elem
Middle School
Maitland Middle
High School
Winter Park High
Listing courtesy of FORTUNE INTERNATIONAL REALTY 4077010144



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2025, Stellar MLS.
Last checked: 2025-06-24 11:47 AM EDT

Neighborhood & Commute
Source: Walkscore
Community information and market data Powered by ATTOM Data Solutions. Copyright ©2019 ATTOM Data Solutions. Information is deemed reliable but not guaranteed.
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