Home in 2211 Azalea Pl Winter Park for sale with MLS# O6319674
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.
2211 Azalea Pl, Winter Park, FL 32789
- Price:
- $5,250,000.00
- Previous Asking Price:
- $5,495,000.00
- Original List Price:
- $6,180,000.00
- List Price per Sq Ft (Calculated, Approx.):
- $721.35
- Listing Type:
- For Sale
- Status:
- Active
- Listing Category:
- Residential
- Property Type:
- Single Family House
- MLS Number:
- O6319674
- Bedrooms:
- 5
- Bathrooms Total:
- 7
- Full Bath:
- 6
- Half Bath:
- 1
- Additional Rooms:
- Attic, Den/library/office, Inside Utility, Media Room, Family Room, Great Room
- Living Area:
- 7,278 Sqft
- Built-Up Area:
- 9,166 Sqft
- Lot Area:
- 29,893 Sqft
- Building Area Source:
- Public Records
- Living Area Source:
- Appraiser
- Lot Size Acres:
- 0.69
- View from the Property:
- Garden, Water
- Waterfront:
- Yes
- Waterfront Features:
- Canal Front, Lake Privileges
- Private Pool
- Swimming Pool Features:
- Gunite, Heated, Salt Water, Outside Bath Access, Child Safety Fence, Tile
- Spa
- Spa Features:
- Heated, In Ground
- Security:
- Smoke Detector(s), Security Gate, Security System, Security Fencing/lighting/alarms
- Furnished:
- Unfurnished
- Appliances:
- Dishwasher, Disposal, Microwave, Refrigerator, Washer, Cooktop, Built-in Oven, Range Hood, Convection Oven
- Interior:
- Eat-in Kitchen, High Ceilings, Walk-In Closet(s), Vaulted Ceiling(s), Cathedral Ceiling(s), Ceiling Fans(s), Kitchen/family Room Combo, Open Floorplan, Smart Home, Split Bedroom, Stone Counters, Thermostat, Window Treatments, Solid Surface Counters, Solid Wood Cabinets, Crown Molding, Tray Ceiling(s), Dry Bar, Primary Bedroom Main Floor
- Exterior:
- Balcony, Lighting, Outdoor Grill, Courtyard, Outdoor Shower, Private Mailbox, French Doors, Outdoor Kitchen, Garden
- Patio and Porch:
- Patio, Covered, Rear Porch
- Windows:
- Shutters
- Other Structures:
- Boat House, Outdoor Kitchen
- Laundry:
- Inside, Laundry Room, Laundry Closet
- Fireplace
- Fireplace:
- Gas, Living Room, Other, Primary Bedroom
- Air Conditioning System:
- Central Air
- Heating System:
- Central, Electric, Propane
- Fence:
- Fenced
- Property Entrance Faces:
- East
- Road Responsibility:
- Public Maintained Road
- Other Equipment:
- Irrigation Equipment
- Water Access
- Water Access Features:
- Lake, Canal - Freshwater, Lake - Chain Of Lakes
- Water Extras
- Water Extra Details:
- Boathouse, Lift - Covered, Skiing Allowed
- Water View
- Water View Details:
- Canal
- Year Built:
- 2008
- Roof:
- Tile
- Levels:
- Two
- Construction Materials:
- Stucco, Concrete
- Flooring:
- Carpet, Tile, Wood
- Number of stories:
- 2
- Foundation Details:
- Slab
- Flood Zone Code:
- X
- Homestead Property
- Tax Annual Amount:
- $36,208.57
- Tax Year:
- 2024
- Garage
- Garage Spaces:
- 5
- Attached Garage
- Parking Features:
- Driveway, Garage Door Opener, Circular Driveway, Ground Level, Garage Faces Side
- Sewer:
- Public Sewer
- Utilities Available:
- Underground Utilities, Electricity Connected, Sewer Connected, Water Connected, Public, Cable Connected, Propane
- Water Source:
- Public
- Minimum Lease Term:
- 1-2 Years
- Pets Allowed?
- Subdivision Name:
- MAITLAND SHORES
- Senior Community:
- No
- Listing Terms Considered by Seller:
- Cash, Conventional, VA Loan
- Occupant Type:
- Vacant
- Lease Considered:
- Yes
- 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 DEG W 165.7 FT N 56 DEG W 96.7 FT S 26 DEG W 30.34 FT S 56 DEG E 92.9 FT S 45 DEG E 136.3 FT E 42.3 FT TO POB
- Real Estate Folio Number (Parcel Number):
- 32-21-30-5476-04-010
- Zoning:
- R-1AA
- Title to the property is held by owner as:
- Fee Simple
- Elementary School:
- Lake George Elem
- High School:
- Winter Park High
- Middle Or Junior School:
- Maitland Middle
- Originally published on:
- June 23, 2025 5:04 pm
- Active on the market since:
- June 23, 2025
- Listing Agreement executed on:
- June 23, 2025
- Price change occurred on:
- April 15, 2026 2:32 pm
- Listing Status Last Changed On:
- June 23, 2025 5:04 pm
- Photos updated on:
- August 12, 2025 11:45 pm
- Last Modified:
- April 15, 2026 2:33 pm
- Courtesy of:
- FORTUNE INTERNATIONAL REALTY
- Attribution:
- 305-400-6393
- Road Surface Type:
- Paved, Asphalt
- Street Name:
- AZALEA
- Street Number:
- 2211
- City:
- WINTER PARK
- State:
- Florida
- Zip Code:
- 32789
- County:
- Orange
- Latitude:
- N28° 37' 15.6''
- Longitude:
- W82° 39' 28.8''
Neighborhood Stats
Source: U.S. Census Bureau, ACS 5-Year Estimates
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