$5,600,000
2228 Azalea Place
Winter Park, FL 32789
Listing updated: June 27, 2026 at 5:05 PM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
This elegant transitional French Provincial residence 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
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history0 days on market
- Status: ActiveJun 27, 2026
- Listed$5,600,000Jun 27, 2026
- Price increased$5,600,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 0
- Subdivision
- Maitland Shores First Add
- County
- Orange
- Year built
- 2008
- Living area
- 5,152 sq ft
- Price/sq ft
- $1,087
- Building area
- 6,775 sq ft (Public Records)
- Lot size
- 14,374 sq ft
- Lot category
- 1/4 to less than 1/2
- Flood zone
- x
- Garage
- 3 spaces
- Pool
- Private pool
- Annual taxes
- $26,904 (2025)
- Parcel #
- 32-21-30-5478-05-040
- Zoning
- R-1AA
- MLS #
- O6416342
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Interior Details
- Bedrooms
- 5
- Full bathrooms
- 5
- Half bathrooms
- 1
- Flooring
- Carpet, Marble, Tile, Wood
- Appliances
- Bar Fridge, Dishwasher, Disposal, Dryer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Wine Refrigerator
- Interior features
- Built-in Features, Cathedral Ceiling(s), Ceiling Fans(s), Crown Molding, Dry Bar, Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Walk-In Closet(s), Wet Bar
- Laundry
- Inside
- Stories / Levels
- Two
- Direction faces
- North
- Fireplace
- Yes
Heating & Cooling
- Heating
- Central, Electric, Heat Pump, Zoned
- Cooling
- Central Air, Zoned
Parking
- Garage spaces
- 3
- Attached garage
- Yes
- Parking features
- Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- HOA name
- MAITLAND SHORES PROTECTIVE ASSOCIATION
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 1 Month
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
Exterior & Construction
- Exterior features
- Awning(s), Balcony, French Doors, Lighting, Private Yard
- Construction materials
- Block, Stucco
- Roof
- Metal, Slate
- Foundation
- Slab
- Pool
- Private pool
- Water access
- Yes
- Road surface
- Asphalt
Utilities
- Sewer
- Aerobic Septic
- Water source
- Public
- Utilities
- Electricity Connected, Propane, Sprinkler Meter, Underground Utilities, Water Connected
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | 23x20 |
| Media Room | Second | 20x14 |
| Bedroom 4 | Second | 13x15 |
| Bedroom 3 | Second | 13x16 |
| Bedroom 2 | Second | 19x13 |
| Bedroom 1 | Second | 19x14 |
| Primary Bathroom | First | 15x16 |
| Primary Bedroom | First | 18x19 |
| Laundry | First | 6x7 |
| Balcony/Porch/Lanai | First | 30x13 |
| Dining Room | First | 13x16 |
| Den | First | 15x13 |
| Kitchen | First | 15x16 |
| Dinette | First | 16x11 |
| Family Room | First | 20x19 |
Listing Details
- Listing date
- 2026-06-12
- On market date
- 2026-06-27
- Original list price
- $5,600,000
- Occupant type
- Vacant
- MLS area
- 32789 - Winter Park
- Listing AOR
- Osceola
- Status changed
- 2026-06-27
- Tax legal description
- MAITLAND SHORES FIRST ADDITION S/68 LOT4 BLK E
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
Via Tuscany to Poinciana to corner of Azalea and Poinciana. Use circle drive on Poinciana
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Listings courtesy of Stellar MLS as distributed by MLS GRID
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Based on information submitted to the MLS GRID as of June 27, 2026 at 5:05 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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