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$5,600,000
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Property Description
This elegant transitional French Provincial residence was the feature home in the Orlando Museum of Art's 2022 "mystery home tour" and is located on a large, elevated corner lot in a quiet and secluded area in the Via's of Winter Park. This residence has been significantly enhanced inside and out by the current owner. The home features 5,200 square feet of living space and 800+ square feet of outdoor space with 5 bedrooms, 5 bathrooms ensuite, 1 half bathroom, 3 car garage, pool, patio and professionally landscaped yard and lighting. Upon entry, you are welcomed through the exquisite foyer where you instantly notice the craftsmanship and expert care that went into the custom carpentry and crown molding details throughout. To the left of the foyer is an elegant and intimate parlor with grass cloth wallpaper, a gas vented fireplace and built-in bookshelves. To the right of the foyer is the formal dining room with beautiful hand painted wallpaper and an adjacent butler's pantry. Past the foyer you are led to a spacious and grand formal living room with 6 new French iron doors that flow out to a covered brick porch and picturesque back yard & pool. Designed with entertainment in mind, the adjoining chef's kitchen includes newly painted custom cabinetry, a Sub-Zero/Wolf appliance package, a grand center island and a walk-in pantry. Built in desk and casual dining area all open to the adjoining beamed ceiling family room with gas vented fireplace and additional French doors that lead to street side patio with new awnings. First floor master retreat overlooks the pool & yard and features 14-foot wood beam vaulted ceilings. The oversized master bath with double custom lacquered vanities made in Palm Beach, mosaic marble shower and a Waterworks free standing tub, brushed brass fixtures, and walk in closet. The second-floor features nine-foot ceilings with four bedrooms (one which was converted to a beautiful women's dressing room) and four ensuite bathrooms, covered balcony adjoining two bedrooms, two built in desks and bookshelves for office/study time and large media room with big screen tv and wet-bar. There are also two laundry rooms, one upstairs and one downstairs. Attic space inside the home and inside the garage. Recent upgrades include slate roof/swooped decorative copper roof with chimney caps, complete chimney rebuild, nine iron French doors, white oak tongue and grove hardwood floors, renovated master bath and two ensuite baths, two new HVAC home units and a new garage mini-split air conditioner. This home offers boat access to the Winter Park chain of lakes and is within short distance of the Winter Park Racquet Club. It's also a bike ride away and a short drive to the Interlachen Country Club and Park Avenue shopping and dining district. The property is zoned for Dommerich Elementary, Maitland Middle School, and Winter Park High School. One or more rooms virtually staged
Full Property Details
Full Property Details for 2228 Azalea Pl
General
- Price: $5,600,000
- Taxes: $26,904 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6416342
- Updated: 7/11/2026
- Added to Site: 60 day(s) ago
Rental Information
- Min. Lease: 1 Month
Interior
- Number of Rooms: 15
- Interior Features: Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Crown Molding, Dry Bar, Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Primary Bedroom Main Floor, Walk-In Closet(s), Wet Bar
- Fireplace: Yes
- Fireplace(s): Family Room, Gas, Other Room
- Appliances: Bar Fridge, Dishwasher, Disposal, Dryer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Wine Refrigerator
- Furnishings: Unfurnished
- Flooring: Carpet, Marble, Porcelain Tile, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 6
- Full Bathrooms: 5
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 5
Other Rooms
- Laundry: Inside
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: In Ground
- Security/Safety: Security System
Exterior
- Exterior Features: Awning(s), Balcony, French Doors, Irrigation System, Lighting, Private Yard
- Deck/Patio: Covered, Deck, Patio, Rear Porch
- Porch/Patio/Deck: Covered, Deck, Patio, Rear Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Covered Spaces: 3
- Parking Features: Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side
Location
- Area: 32789 - Winter Park
- County: Orange
- Development Name: 32789 - Winter Park
- Subdivision: MAITLAND SHORES FIRST ADD
- Driving Directions: Via Tuscany to Poinciana to corner of Azalea and Poinciana. Use circle drive on Poinciana
- Direction Faces: North
School Information
- Elementary School: Dommerich Elem
- Middle School: Maitland Middle
- High School: Winter Park High
Community
- Community Name: 32789 - Winter Park
- Community Features: Water Access
- Assoc. Name: MAITLAND SHORES PROTECTIVE ASSOCIATION
Heating & Cooling
- Cooling Type: Central Air, Zoned
- Heating Type: Central, Electric, Heat Pump, Zoned
Utilities
- Sewer: Aerobic Septic
- Water District: LAKE MAITLAND
- Water: Public
- Utility Description: Electricity Connected, Propane, Sprinkler Meter, Underground Utilities, Water Connected
Structural Information
- Architectural Info: French Provincial
- Architectural Style: French Provincial
- Exterior Const.: Block, Stucco
- Roof: Metal, Slate
- Stories/Levels: Two
- Square Feet: 5,152
- Sq. Ft. Source: Public Records
- Year Built: 2008
Lot Features
- Lot Size (Acres): 0.33
- Lot Size (Sq. Ft.): 14,374
- Lot Size: 14374
- Lot Dimensions: 110 x 131
- Street/Road Desc.: Asphalt
- Fencing (Description): Cross Fenced, Stone
Water Features
- Water Access: Yes
- Water Access Desc: Lake - Chain of Lakes
- Water Front Name: LAKE MAITLAND
Financial Considerations
- Tax Amount: $26,904.04
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: MAITLAND SHORES FIRST ADDITION S/68 LOT4 BLK E
- Flood Zone Info: x
- APN: 322130547805040
- Property ID: 322130547805040
- Block/Lot/Section: E
Listed by Compass Florida Llc
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Schools
Schools serving 2228 Azalea Pl
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Dommerich Elementary School 601 North Thistle Lane, Maitland, FL 32751 | K-5 | 0.8 mi |
Maitland Middle School 701 North Thistle Lane, Maitland, FL 32751 | 6-8 | 0.8 mi |
Winter Park High School 2100 Summerfield Road, Winter Park, FL 32792 | 9-12 | 2.8 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 2228 Azalea Pl
Date
Details
Price
Change
Source
6/27/2026
Listed
$5,600,000
229.61%
MLS
6/26/2014
Sold
$1,699,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 2228 Azalea Pl
Year
Property Taxes
Change
Tax Assessment
Change
2025
$27,447
—
$2,369,900
29%
2025
$27,447
3%
$1,839,684
6%
2024
$26,660
3%
$1,740,834
3%
2023
$25,768
4%
$1,690,130
5%
2021
$24,732
—
$1,607,396
-2%
2022
$24,743
—
$1,640,903
4%
2021
$24,732
—
$1,585,203
2%
2019
$24,644
—
$1,549,563
2%
2018
$24,533
1%
$1,520,670
2%
2017
$24,344
2%
$1,489,393
2%
2016
$23,860
-2%
$1,458,759
1%
2015
$24,433
22%
$1,448,619
24%
2014
$19,990
2%
$1,172,773
2%
2013
$19,584
—
$1,155,441
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 2228 Azalea Pl
2228 Azalea Place, Winter Park, FL 32789 (MLS# O6416342) is a Single Family property with 5 bedrooms, 5 full bathrooms and 1 partial bathroom. 2228 Azalea Place is currently listed for $5,600,000 and was received on June 27, 2026. Want to learn more about 2228 Azalea Place? Do you have questions about finding other Single Family real estate for sale in Winter Park? You can browse all Winter Park real estate or contact a Coldwell Banker agent to request more information.

