2211 AZALEA PLACE,WINTER PARK,Orange,Residential
2211 AZALEA PLACE,WINTER PARK,Orange,Residential
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.
Porperty Highlights
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Price $5,950,000
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Bedrooms 5
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Property Size 7278 Square Feet
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Land Area 0.69 Square Feet
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Property ID O6319674
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Bathrooms 6.5
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Garages 5
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Property Status Residential
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Year Built 2008
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Property Type Single Family Residence
Property Features
Luxury Highlights
Luxurious amenities including infinity pools, home theaters, gourmet kitchens, smart home technology, and breathtaking views for an extraordinary lifestyle.
- Balcony
- Built-In Oven
- Cathedral Ceiling(s)
- Ceiling Fan(s)
- Convection Oven
- Cooktop
- Courtyard
- Crown Molding
- Dishwasher
- Disposal
- Dry Bar
- Eating Space In Kitchen
- French Doors
- Garage Attached
- Garden
- Has a View
- Has Cooling System
- Has Fireplace
- Has Garage
- Has Heating System
- Has Pool
- Has Waterfront
- High Ceilings
- Irrigation System
- Kitchen/Family Room Combo
- Lighting
- Microwave
- Open Floorplan
- Open Parking
- Outdoor Grill
- Outdoor Kitchen
- Outdoor Shower
- Primary Bedroom Main Floor
- Private Mailbox
- Range Hood
- Refrigerator
- Smart Home
- Solid Surface Counters
- Solid Wood Cabinets
- Spa
- Split Bedroom
- Stone Counters
- Thermostat
- Tray Ceiling(s)
- Vaulted Ceiling(s)
- Walk-In Closet(s)
- Washer
- Window Treatments
Frequently Asked Questions
We provide personalized consultation for purchasing luxury properties, including custom property searches, negotiation assistance, and support throughout the entire acquisition process, including connections with industry professionals such as lawyers and notaries.
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Yes, we offer comprehensive property management services for luxury homes, including maintenance, rental management, and oversight of daily operations to ensure your investment is always in top condition.
Purchasing a property in these areas means investing in some of the most prestigious and sought-after locations, offering a unique blend of luxury, security, and high quality of life. These areas are known for their natural beauty, exclusive amenities, and strong property value retention.
Absolutely. We offer detailed and personalized virtual tours for every property, allowing you to explore homes from anywhere in the world. Contact us to schedule a virtual tour appointment.
Inquiry For This Property
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