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$5,495,000
Original: $6,180,000
Active
2211 AZALEA PLACE
WINTER PARK, FL 32789 — MAITLAND SHORES
5 Beds
7 Baths
7,278 sqft
0.69 acres
Built 2008
5-Car Garage
About This Property
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.
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.
Property Details
Basics
- Property Type
- Residential
- Property Subtype
- Single Family Residence
- MLS Number
- O6319674
- Days on Market
- 167
- Year Built
- 2008
- Levels
- Two
- Additional Rooms
- Attic,Den/Library/Office,Family Room,Great Room,Inside Utility,Media Room
- Direction Faces
- East
- Occupant Type
- Vacant
Size & Structure
- Living Area
- 7,278 sqft
- Total Area
- 9,166 sqft
- Lot Size
- 0.69 acres
- Lot Sq Ft
- 29,893 sqft
- Bedrooms
- 5
- Full Baths
- 6
- Half Baths
- 1
- Garage Spaces
- 5
- Stories
- 2
Interior
- Flooring
- Carpet, Tile, Wood
- Appliances
- Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Microwave, Range Hood, Refrigerator, Washer
- Interior Features
- Cathedral Ceiling(s), Ceiling Fans(s), Crown Molding, Dry Bar, Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Smart Home, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Tray Ceiling(s), Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
- Laundry
- Inside, Laundry Closet, Laundry Room
- Windows
- Shutters
- Fireplace
- Yes — Gas, Living Room, Other, Primary Bedroom
- Furnished
- Unfurnished
- A/C
- Central Air
- Heating
- Central, Electric, Propane
Exterior & Lot
- Exterior Features
- Balcony, Courtyard, French Doors, Garden, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Private Mailbox
- Construction
- Concrete, Stucco
- Roof
- Tile
- Foundation
- Slab
- Patio/Porch
- Covered, Patio, Rear Porch
- Other Structures
- Boat House, Outdoor Kitchen
- Fencing
- Fenced
- View
- Garden, Water
Water & Pool
- Waterfront
- Yes — Canal Front, Lake Privileges
- Water Body
- LAKE MAITLAND
- Water View
- Canal
- Dock
- Yes — Dock - Composite,Dock - Covered,Dock w/Electric,Dock w/Water Supply,Lift
- Pool
- Yes — Child Safety Fence, Gunite, Heated, Outside Bath Access, Salt Water, Tile
- Spa
- Yes — Heated, In Ground
Community & HOA
- HOA
- No
- Pets Allowed
- Yes
- Security
- Security Fencing/Lighting/Alarms, Security Gate, Security System, Smoke Detector(s)
Utilities & Systems
- Water
- Public
- Sewer
- Public Sewer
- Utilities
- Cable Connected, Electricity Connected, Propane, Public, Sewer Connected, Underground Utilities, Water Connected
- Cooling
- Central Air
- Heating
- Central, Electric, Propane
- Flood Zone
- X
- Parking
- Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Ground Level
Financial
- List Price
- $5,495,000
- Original Price
- $6,180,000
- Annual Taxes
- $36,209
- Tax Year
- 2024
- Listing Terms
- Cash, Conventional, VA Loan
- Special Conditions
- None
Schools
- Elementary
- Dommerich Elem
- Middle School
- Maitland Middle
- High School
- Winter Park High