229 ALEXANDER PLACE Winter Park, FL $ 4,250,000
229 ALEXANDER PLACE
$ 4,250,000
Recently Listed
Share Save

229 ALEXANDER PLACE

Winter Park, FL, 32789
$ 4,250,000
Bedrooms4 Baths4.2 Sq 4,431

Monthly Estimate*

$ 26,835

229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 1
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 2
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 3
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 4
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 5
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 6
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 7
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 8
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 9
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 10
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 11
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 12
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 13
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 14
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 15
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 16
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 17
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 18
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 19
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 20
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 21
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 22
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 23
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 24
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 25
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 26
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 27
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 28
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 29
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 30
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 31
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 32
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 33
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 34
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 35
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 36
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 37
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 38
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 39
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 40
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 41
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 42
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 43
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 44
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 45
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 46
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 47
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 48
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 49
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 50
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 51
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 52
229 ALEXANDER PLACE, Winter Park, FL 32789 - Image 53
View a Virtual Tour

Single Family Home for sale in Winter Park, FL

for $4,250,000 with 4 bedrooms and 4 full baths, 2 half baths. This 4,431 square foot home was built in 2011 on a lot size of 0.27.

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.

See more

Single Family Active

Price

$ 4,250,000

Bedrooms

4

Full Bath

4

Half Bath

2

Property Type

Single Family

Taxes

$ 36,713

Style

Single Family Residence

Lot Size

0.27

Year Built

2011

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6412911

Features
General
Sewer Public Sewer
Heating Central
Cooling Central Air
Utilities Electricity Connected Natural Gas Connected Sewer Connected
Roof Membrane
Appliances Bar Fridge Built-In Oven Dishwasher Electric Water Heater Gas Water Heater Microwave Range Hood Trash Compactor Washer Wine Refrigerator
Zoning R-1AA
Garage Spaces 3
Pool Features Heated In Ground
Construction Materials Block
Year Built 2011
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
County Orange
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name ALEXANDER PLACE
Facing Direction East
Garage Y/N true
Total Rooms 6
Full Baths 4
Status Active
Directions East on New England left on Alexander PL. House on left.
High School Winter Park High
City WINTER PARK
Senior Community Y/N false
MLS Area 32789 - Winter Park
Lot Size Units Square Feet
Lot Size Square Feet 11605
Carport Y/N false
Elementary School Audubon Park K8
Land Lease Y/N false
Tax Annual Amount 36713
Middle/Junior High School Audubon Park K-8
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6412911
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Vacant
Tax Lot 1
Legal Description ALEXANDER PLACE P/50 THE N PORTION OF LOT 1 DESC AS COMM AT THE SW COR OF SAID LOT 1 TH N00-00-00E 100 FT TO POB TH CONTN00-00-00E 115 FT S73-45-00E 128.40 FTTO A NON TAN CURVE CONCAVE ELY A RAD OF145 FT CENT ANG 19'26'41" CHORD BEARING09-43-20W 49.2 1 FT S00-00-00E 30.80 FT N90-00-00W 115 FT TO POB
Minimum Lease 8-12 Months
Water Access Y/N false
Water View Y/N false
Flood Zone Code X
In Law Suite YN true
In Law Suite Description 1 Bathroom Detached (ADU) No Private Entrance
DockY/N false
See more
Interior
Interior Amenities Ceiling Fan(s) Elevator High Ceilings Open Floorplan PrimaryBedroom Upstairs
Flooring Tile Hardwood
Furnished Y/N Unfurnished
Fireplace Features Living Room
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 2
Laundry Features Laundry Room
Total Bedrooms 4
Total Baths 6
See more
Exterior
Exterior Amenities Balcony Irrigation System Lighting Outdoor Shower Rain Gutters Sliding Doors
Water Source Public
Lot Size Area 11605
Foundation Details Slab
Spa false
Building Area Total 7260
Lot Size Acres 0.27
Road Surface Type Asphalt
Private Pool true
Waterfront Y/N false
Covered Spaces 3
See more
* Excluded Features
List By
Compass Florida Llc

Broker

Affordability Calculator

$29,894
Per Month
90%
10%
0%
Monthly Principal & Interest
$26,835
Monthly Property Taxes
$3,059
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
0 Elementary School
0 Middle School
Winter Park High High School High School
Pricing History
DatePricePrice ChangeDescription
7/13/2026$4,250,000 Listed Price

Map


See all

229 ALEXANDER PLACE, Winter Park, FL, 32789 is a Single Family Home for sale at $4,250,000 with 4,431 sqft and a lot size of 0.27. 229 ALEXANDER PLACE has 4 bedrooms, 4.2 baths, and was built in 2011. The property's zip code is 32789 which is in Winter Park, FL