Home in 2228 Azalea Pl Winter Park for sale with MLS# O6416342

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

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Days on the market

2228 Azalea Pl, Winter Park, FL 32789

Price
Price:
$5,600,000.00
Original List Price:
$5,600,000.00
List Price per Sq Ft (Calculated, Approx.):
$1,086.96
Property Status and Type
Listing Type:
For Sale
Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6416342
Rooms Distribution
Bedrooms:
5
Bathrooms Total:
6
Full Bath:
5
Half Bath:
1
Additional Rooms:
Attic, Den/library/office, Media Room, Family Room, Formal Dining Room Separate, Formal Living Room Separate
Measures
Living Area:
5,152 Sqft
Built-Up Area:
6,775 Sqft
Lot Area:
14,374 Sqft
Lot Size Dimensions and Info:
110x131
Building Area Source:
Public Records
Living Area Source:
Public Records
Lot Features:
Corner Lot
Lot Size Acres:
0.33
Property Features
Waterfront:
No
Private Pool
Swimming Pool Features:
In Ground
Security:
Security System
Furnished:
Unfurnished
Appliances:
Dryer, Dishwasher, Disposal, Microwave, Refrigerator, Ice Maker, Range, Range Hood, Tankless Water Heater, Wine Refrigerator, Bar Fridge
Interior:
Eat-in Kitchen, High Ceilings, Walk-In Closet(s), Built-in Features, Wet Bar, Cathedral Ceiling(s), Ceiling Fans(s), Kitchen/family Room Combo, Crown Molding, Dry Bar, Primary Bedroom Main Floor
Exterior:
Awning(s), Balcony, Lighting, French Doors, Private Yard
Patio and Porch:
Patio, Deck, Covered, Rear Porch
Laundry:
Inside
Fireplace
Fireplace:
Gas, Family Room, Other
Air Conditioning System:
Zoned, Central Air
Heating System:
Central, Electric, Zoned, Heat Pump
Fence:
Cross Fenced, Stone
Vegetation and Trees:
Trees/landscaped, Mature Landscaping, Oak Trees, Bamboo
Property Entrance Faces:
North
Road Responsibility:
Public Maintained Road
Other Equipment:
Irrigation Equipment, Private Yard
Water Access
Water Access Features:
Lake - Chain Of Lakes
Construction
Year Built:
2008
Roof:
Slate, Metal
Architectural Style:
French Provincial
Levels:
Two
Construction Materials:
Block, Stucco
Flooring:
Carpet, Tile, Wood, Marble
Number of stories:
2
Foundation Details:
Slab
Flood Zone Code:
x
Property Condition:
Completed
Taxes and Expenses
Homestead Property
Tax Annual Amount:
$26,904.04
Tax Year:
2025
Parking
Garage
Garage Spaces:
3
Attached Garage
Parking Features:
Driveway, Garage Door Opener, Circular Driveway, Garage Faces Side
Garage Dimensions:
24x36
Utilities
Sewer:
Aerobic Septic
Utilities Available:
Underground Utilities, Electricity Connected, Water Connected, Propane, Sprinkler Meter
Water Source:
Public
Community
Minimum Lease Term:
1 Month
Subdivision Name:
MAITLAND SHORES FIRST ADD
Senior Community:
No
Association Management:
MAITLAND SHORES PROTECTIVE ASSOCIATION
Terms
Listing Terms Considered by Seller:
Cash, Conventional
Occupant Type:
Vacant
Buyer Possession:
Close Of Escrow
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
MAITLAND SHORES FIRST ADDITION S/68 LOT4 BLK E
Real Estate Folio Number (Parcel Number):
32-21-30-5478-05-040
Zoning:
R-1AA
Title to the property is held by owner as:
Fee Simple
Public Schools Assigned
Elementary School:
Dommerich Elem
High School:
Winter Park High
Middle Or Junior School:
Maitland Middle
Listing History
Originally published on:
June 27, 2026 1:29 pm
Active on the market since:
June 27, 2026
Listing Agreement executed on:
June 12, 2026
Price change occurred on:
June 27, 2026 1:36 pm
Listing Status Last Changed On:
June 27, 2026 1:36 pm
Photos updated on:
June 27, 2026 1:54 pm
Last Modified:
July 12, 2026 9:05 pm
Additional Information
Courtesy of:
COMPASS FLORIDA LLC
Attribution:
407-203-9441
Road Surface Type:
Asphalt
Location
Street Name:
AZALEA
Street Number:
2228
City:
WINTER PARK
State:
Florida
Zip Code:
32789
County:
Orange
Latitude:
N28° 37' 19''
Longitude:
W82° 39' 30.2''
Property Map

Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $100,213
Median Home Value $695,000
Median Rent $1,667/mo
Median Age 44
Population 26,884

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