IDX

Listed by Quentin Green, II · Courtesy of COMPASS FLORIDA LLC· Agent MLS ID# MFR360500536 · Deemed reliable but not guaranteed. · Data last updated: Aug 23, 2026 · 9:06 PM

2228 AZALEA PL

Winter Park, Orange, FL, 32789

Active

$5,600,000

$1087/sqft

5Beds
6Baths
5,152Sq Ft
2008Built
57Days on Market

About this home

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

Facts & Features

MFRO6416342
$5,600,000
Active
5
6
5
1
5,152 sqft
0.3300
2008
Residential
Single Family Residence
French Provincial

Community Information

2228 AZALEA PL
Maitland Shores First Add
Winter Park
Orange
FL
32789
No

Amenities

N/A
N/A
No
No
Yes

Interior

Ceiling Fans(s), High Ceilings, Walk-In Closet(s), Eat-in Kitchen, Cathedral Ceiling(s), Kitchen/Family Room Combo, Crown Molding, Built-in Features, Primary Bedroom Main Floor, Wet Bar, Dry Bar
Central, Electric, Heat Pump, Zoned
Central Air, Zoned
Tile, Carpet, Wood, Marble
Family Room, Gas, Other
2
Dishwasher, Disposal, Dryer, Ice Maker, Microwave, Refrigerator, Range, Range Hood, Bar Fridge, Wine Refrigerator, Tankless Water Heater

Exterior

Awning(s), Lighting, Balcony, French Doors, Private Yard
Block, Stucco
Slab
Metal, Slate
Cross Fenced, Stone
Corner Lot

School Information

Dommerich Elem
Maitland Middle
Winter Park High

Additional Information

June 27, 2026
57
R-1AA
North
No

Mortgage Calculator

This calculator provides estimates for informational purposes only and is not a loan offer, pre-approval, or commitment to lend. Actual rates, payments, and loan terms vary by lender and are subject to credit approval, income/asset verification, and market conditions. Property tax and homeowners insurance shown are estimates and may differ. PMI applies when the down payment is under 20%. For an official Loan Estimate, contact a licensed mortgage lender. COMPASS FLORIDA LLC is a licensed real estate brokerage, not a mortgage lender. Equal Housing Opportunity.

57 days on market

Listing updated: Aug 23, 2026 · 9:06 PM

Listed by: Quentin Green, II · 773-418-5359COMPASS FLORIDA LLC · 407-203-9441

Updated from Real Estate Market Data

Location

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