$4,250,000
 $22,815 est/mo Sourced by Back At You

229 Alexander Pl,WINTER PARK, FL 32789

WINTER PARK, FL 32789

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Description

Under contract-accepting backup offers. Envisioned by acclaimed architect Phil Kean and originally commissioned as the International Showcase Home for the National Association of Home Builders, this award-winning contemporary estate is a masterclass in modern design. Tucked away on a prestigious cul-de-sac between Lake Osceola and the iconic Alfond Inn, the residence offers unparalleled privacy just two blocks from Park Avenue's world-class amenities. A striking entryway with 10-foot mahogany doors reveals a secluded courtyard oasis, featuring a sparkling pool framed by lush Signature landscaping. Inside, expansive living spaces with soaring 14-foot ceilings and a dramatic 40-foot gallery wall flow seamlessly to the outdoors, creating an effortless connection between interior elegance and open-air entertaining. The sleek, state-of-the-art kitchen is curated with premium Monogram, JennAir, and Gaggenau appliances, complemented by a sophisticated wet bar and an intimate media lounge. Ascend the floating staircase or private elevator to the primary sanctuary, which exclusively commands the entire second level. This lavish retreat features a spa-inspired bath with a smart-controlled shower, an oversized marble vanity, and three private terraces. The estate is further elevated by a first-floor guest suite, an executive office, a fitness studio with an en-suite steam shower, and a versatile poolside casita. Integrated smart home technology, automatic Lutron shades, whole-house generator and a three car garage provide ultimate modern convenience. Every element of this residence reflects intentional design, innovation, and timeless elegance, embodying the pinnacle of world-class Winter Park living.

Details

MLS #O6412911
Listing TypeFor Sale
StyleHouse
Sub-TypeFor-sale
StatusActive Under Contract
Year2011
Days On Site106
Listing Provided ByCOMPASS FLORIDA LLC | Brandon Geers

Features

Bed(s)4
Bath(s) 6 Total
SQ Feet4,431
Garage3
PoolYes
Story(s)2
ZoningR-1AA
Acreage0.27

Taxes

Property36713

Area Information

StateFL
CountyOrange
CityWINTER PARK
Zip Code32789
Area32789 Winter Park
Community NameALEXANDER PLACE
School DistrictWinter Park High
Elementary SchoolAudubon Park K8
High SchoolWinter Park High
Listing VS Median (in ALEXANDER PLACE)
Price:
$4,250,000
low | high
Med:
$4,250,000
50% of Average
sqft:
4,431
low | high
Med:
4,431
50% of Average
$ / sqft:
$959
low | high
Med:
$959
50% of Average
On site:
106
low | high
Med:
106
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 September 19, 2026 at 8:33:19 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 NameALEXANDER PLACE
School DistrictWinter Park High
Elementary SchoolAudubon Park K8
High SchoolWinter Park High
Listing VS Median (in ALEXANDER PLACE)
Price:
$4,250,000
low | high
Med:
$4,250,000
50% of Average
sqft:
4,431
low | high
Med:
4,431
50% of Average
$ / sqft:
$959
low | high
Med:
$959
50% of Average
On site:
106
low | high
Med:
106
100% of Average
Sourced by Back At You
Nearby Listings (Within 1/10 mile)
Price: $3.187M - $5.312M
sqft: 3,000 - 5,500
Nearby Listings Property ImageNearby Listings Details
200 S INTERLACHEN AVE #350 Property Photo 1
$2,350,000
200 S Interlachen Ave #350
Winter Park, FL 32789
Listing Updated: September 17, 2026 at 12:16:19 PM PDT