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$4,250,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 4 Full Baths
  • 2 Partial Baths
  • 4,431 Sq. Ft.
  • Updated 5 hours ago
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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.

Full Property Details for 229 Alexander Pl

General

  • Price: $4,250,000
  • Taxes: $36,713 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6412911
  • Updated: Today (7/13/2026)
  • Added to Site: Today

Rental Information

  • Min. Lease: 8-12 Months

Interior

  • Number of Rooms: 6
  • Interior Features: Ceiling Fan(s), Elevator, High Ceilings, Open Floorplan, PrimaryBedroom Upstairs
  • Fireplace: Yes
  • Fireplace(s): Living Room
  • Appliances: Bar Fridge, Built-In Oven, Dishwasher, Electric Water Heater, Gas Water Heater, Microwave, Range Hood, Trash Compactor, Washer, Wine Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 4
  • Half Bathrooms: 2

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Heated, In Ground

Exterior

  • Exterior Features: Balcony, Irrigation System, Lighting, Outdoor Shower, Rain Gutters, Sliding Doors

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 3
  • Covered Spaces: 3

Location

  • Area: 32789 - Winter Park
  • County: Orange
  • Development Name: 32789 - Winter Park
  • Subdivision: ALEXANDER PLACE
  • Driving Directions: East on New England, left on Alexander PL. House on left.
  • Direction Faces: East

School Information

  • Elementary School: Audubon Park K8
  • Middle School: Audubon Park K-8
  • High School: Winter Park High

Community

  • Community Name: 32789 - Winter Park

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Electricity Connected, Natural Gas Connected, Sewer Connected

Structural Information

  • Exterior Const.: Block
  • Roof: Membrane
  • Stories/Levels: Two
  • Square Feet: 4,431
  • Sq. Ft. Source: Builder
  • Year Built: 2011

Lot Features

  • Lot Size (Acres): 0.27
  • Lot Size (Sq. Ft.): 11,605
  • Lot Size: 11605
  • Street/Road Desc.: Asphalt

Financial Considerations

  • Tax Amount: $36,713
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • 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
  • Flood Zone Info: X
  • APN: 72230010000012
  • Property ID: 72230010000012
  • Block/Lot/Section: 100

Listed by Compass Florida Llc

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Listing agents

— 229 Alexander Pl —

  • Compass Florida Llc

  • Compass Florida Llc

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with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 229 Alexander Pl

School District:Orange County School District
NameGradesDistance
Audubon Park School
1500 Falcon Drive, Orlando, FL 32803
PK-82.1 mi
Winter Park High School
2100 Summerfield Road, Winter Park, FL 32792
9-121.7 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 229 Alexander Pl Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/13/2026
Listed
$4,250,000
46.55%
MLS
12/21/2017
Sold
$2,900,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 229 Alexander Pl

Year
Property Taxes
Change
Tax Assessment
Change
2025
$36,713
3%
$2,458,230
6%
2024
$35,681
3%
$2,326,145
3%
2023
$34,511
-9%
$2,258,393
-8%
2021
$37,972
14%
$2,446,865
12%
2022
$33,267
-12%
$2,192,615
-11%
2021
$37,972
-4%
$2,460,991
-1%
2019
$39,719
—
$2,473,544
2%
2018
$39,546
2%
$2,427,423
5%
2017
$38,783
96%
$2,310,864
90%
2016
$19,812
-2%
$1,217,789
1%
2015
$20,288
-1%
$1,209,324
1%
2014
$20,465
2%
$1,199,726
2%
2013
$20,049
—
$1,181,996
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Compass Florida Llc

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229 Alexander Place, Winter Park, FL 32789 (MLS# O6412911) is a Single Family property with 4 bedrooms, 4 full bathrooms and 2 partial bathrooms. 229 Alexander Place is currently listed for $4,250,000 and was received on July 13, 2026. Want to learn more about 229 Alexander Place? Do you have questions about finding other Single Family real estate for sale in Winter Park? You can browse all Winter Park real estate or contact a Coldwell Banker agent to request more information.

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