2211 Azalea Place Winter Park, FL 32789
Estimated payment $35,437/month
Total Views
7,208
5
Beds
6.5
Baths
7,278
Sq Ft
$818
Price per Sq Ft
Highlights
- Boathouse
- Dock has access to electricity and water
- Access To Lake
- Dommerich Elementary School Rated A
- Boat Lift
- Home Theater
About This Home
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.
Listing Agent
FORTUNE INTERNATIONAL REALTY Brokerage Phone: 305-400-6393 License #3267798 Listed on: 06/23/2025
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $36,209
Year Built
- Built in 2008
Lot Details
- 0.69 Acre Lot
- Home fronts a canal
- East Facing Home
- Child Gate Fence
- Irrigation Equipment
- Garden
- Property is zoned R-1AA
Parking
- 5 Car Attached Garage
- Ground Level Parking
- Side Facing Garage
- Garage Door Opener
- Circular Driveway
Property Views
- Canal
- Garden
Home Design
- Slab Foundation
- Tile Roof
- Concrete Siding
- Stucco
Interior Spaces
- 7,278 Sq Ft Home
- 2-Story Property
- Open Floorplan
- Dry Bar
- Crown Molding
- Tray Ceiling
- Cathedral Ceiling
- Ceiling Fan
- Gas Fireplace
- Shutters
- French Doors
- Great Room
- Family Room Off Kitchen
- Living Room with Fireplace
- Home Theater
- Home Office
- Game Room
- Inside Utility
- Attic
Kitchen
- Eat-In Kitchen
- Built-In Convection Oven
- Cooktop with Range Hood
- Microwave
- Dishwasher
- Granite Countertops
- Solid Wood Cabinet
- Disposal
Flooring
- Wood
- Carpet
- Tile
Bedrooms and Bathrooms
- 5 Bedrooms
- Primary Bedroom on Main
- Fireplace in Primary Bedroom
- Split Bedroom Floorplan
- Walk-In Closet
Laundry
- Laundry Room
- Washer
Home Security
- Home Security System
- Security Gate
- Security Fence, Lighting or Alarms
- Smart Home
- Fire and Smoke Detector
Pool
- Heated Spa
- In Ground Spa
- Gunite Pool
- Saltwater Pool
- Outdoor Shower
- Outside Bathroom Access
- Pool Tile
Outdoor Features
- Access To Lake
- Access To Chain Of Lakes
- Access to Freshwater Canal
- Water Skiing Allowed
- Boat Lift
- Covered Boat Lift
- Boathouse
- Dock has access to electricity and water
- Covered Dock
- Dock made with Composite Material
- Balcony
- Courtyard
- Covered Patio or Porch
- Outdoor Kitchen
- Exterior Lighting
- Outdoor Grill
- Private Mailbox
Schools
- Dommerich Elementary School
- Maitland Middle School
- Winter Park High School
Utilities
- Central Heating and Cooling System
- Heating System Uses Propane
- Thermostat
- Underground Utilities
- Propane
- Cable TV Available
Community Details
- No Home Owners Association
- Maitland Shores Subdivision
Listing and Financial Details
- Visit Down Payment Resource Website
- Legal Lot and Block 1 / D
- Assessor Parcel Number 32-21-30-5476-04-010
Map
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Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $36,209 | $2,409,891 | -- | -- |
| 2024 | $34,990 | $2,409,891 | -- | -- |
| 2023 | $34,990 | $2,273,761 | $0 | $0 |
| 2022 | $33,498 | $2,207,535 | $900,000 | $1,307,535 |
| 2021 | $33,017 | $2,093,367 | $826,850 | $1,266,517 |
| 2020 | $32,389 | $2,103,223 | $826,850 | $1,276,373 |
| 2019 | $36,571 | $2,241,490 | $826,850 | $1,414,640 |
| 2018 | $36,479 | $2,203,222 | $826,850 | $1,376,372 |
| 2017 | $36,388 | $2,168,180 | $826,850 | $1,341,330 |
| 2016 | $35,153 | $2,129,048 | $826,850 | $1,302,198 |
| 2015 | $34,032 | $2,065,306 | $719,000 | $1,346,306 |
| 2014 | $30,007 | $1,703,407 | $504,000 | $1,199,407 |
Source: Public Records
Property History
| Date | Event | Price | Change | Sq Ft Price |
|---|---|---|---|---|
| 08/14/2025 08/14/25 | Price Changed | $5,950,000 | -3.7% | $818 / Sq Ft |
| 06/23/2025 06/23/25 | For Sale | $6,180,000 | -- | $849 / Sq Ft |
Source: Stellar MLS
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $100 | None Listed On Document | |
| Warranty Deed | $579,000 | -- | |
| Warranty Deed | $100 | -- |
Source: Public Records
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $1,500,000 | Credit Line Revolving | |
| Closed | $998,000 | Credit Line Revolving | |
| Closed | $450,000 | Credit Line Revolving | |
| Previous Owner | $435,000 | Unknown | |
| Previous Owner | $2,380,000 | Unknown | |
| Previous Owner | $390,000 | Purchase Money Mortgage | |
| Previous Owner | $210,000 | Credit Line Revolving |
Source: Public Records
Similar Homes in Winter Park, FL
Source: Stellar MLS
MLS Number: O6319674
APN: 32-2130-5476-04-010
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Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393
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