$5,600,000
 $30,062 est/mo Sourced by Back At You

2228 Azalea Pl,WINTER PARK, FL 32789

WINTER PARK, FL 32789

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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

Details

MLS #O6416342
Listing TypeFor Sale
StyleHouse
Sub-TypeFor-sale
StatusActive
Year2008
Days On Site98
Listing Provided ByCOMPASS FLORIDA LLC | Quentin Green, II

Features

Bed(s)5
Bath(s) 6 Total
SQ Feet5,152
Garage3
PoolYes
Story(s)2
ZoningR-1AA
Acreage0.33

Taxes

Property26904

Area Information

StateFL
CountyOrange
CityWINTER PARK
Zip Code32789
Area32789 Winter Park
Community NameMAITLAND SHORES FIRST ADD
School DistrictWinter Park High
Elementary SchoolDommerich Elem
High SchoolWinter Park High
Listing VS Median (in MAITLAND SHORES FIRST ADD)
Price:
$5,600,000
low | high
Med:
$3,459,975
88.214732142857% of Average
sqft:
5,152
low | high
Med:
4,313
66.284937888199% of Average
$ / sqft:
$1,087
low | high
Med:
$733
82.522251007484% of Average
On site:
98
low | high
Med:
60
100% of Average
Sourced by Back At You

Market Activity 32789

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 Listings courtesy of Stellar MLS as distributed by MLS GRID.Based on information submitted to the MLS GRID as of October 3, 2026 at 12:43:11 AM PDT 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. The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com. “The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

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Learn More About This Property

StateFL
CountyOrange
CityWINTER PARK
Zip Code32789
Area32789 Winter Park
Community NameMAITLAND SHORES FIRST ADD
School DistrictWinter Park High
Elementary SchoolDommerich Elem
High SchoolWinter Park High
Listing VS Median (in MAITLAND SHORES FIRST ADD)
Price:
$5,600,000
low | high
Med:
$3,459,975
88.214732142857% of Average
sqft:
5,152
low | high
Med:
4,313
66.284937888199% of Average
$ / sqft:
$1,087
low | high
Med:
$733
82.522251007484% of Average
On site:
98
low | high
Med:
60
100% of Average
Sourced by Back At You
Nearby Listings (Within 1/4 mile)
Price: $4.2M - $7M
sqft: 3,500 - 6,000
Nearby Listings Property ImageNearby Listings Details
2661 VIA TUSCANY Property Photo 1
$5,999,990
2661 Via Tuscany
Winter Park, FL 32789
Listing Updated: October 2, 2026 at 11:41:27 AM PDT