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229 Alexander Place, Winter Park, FL 32789

$4,250,000

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Property Description

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.

229 Alexander Place | MLS# O6412911

This single family home located at 229 Alexander Place, Winter Park, FL 32789 is currently listed for sale with an asking price of $4,250,000. This property was built in 2011 and has 4 bedrooms and 4 full and 2 partial baths with 4431 sq. ft. Alexander Place is located in the ALEXANDER PLACE subdivision. Search ALEXANDER PLACE real estate on vmthomas.watsonrealtycorp.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Garage: 3 car attached
Heating: Central
Lot Size: 0.27 Acres
Roof Type: Membrane
Stories: 2.0
Taxes: $36,713
Year Built: 2011
Square Feet: 4,431

Amenities

Ceiling Fans(s)
Elevator
High Ceilings
Open Floorplan
PrimaryBedroom Upstairs
Balcony
Lighting
Outdoor Shower
Rain Gutters
Sliding Doors

Feature Descriptions

Appliances: Bar Fridge, Built-In Oven, Dishwasher, Electric Water Heater, Gas Water Heater, Microwave, Range Hood, Trash Compactor, Washer, Wine Refrigerator
Days on Site: 1
Directions: East on New England, left on Alexander PL. House on left.
Exterior: Block
Fireplace: Living Room
Fireplace Y/N: Yes
Flood Zone Code: X
Flooring: Tile, Wood
Foundation: Slab
Home Warranty Y/N: No
Lot Dimensions: 0.27
Other Equipment: Irrigation Equipment
Ownership: Fee Simple
Pool: Heated, In Ground
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Public Sewer
Showing Instructions: Call Listing Agent, Listing Agent Must Accompany
Special Sale Provisions: None
Swimming Pool: Yes
Utilities: Electricity Connected, Natural Gas Connected, Sewer Connected
Water: Public
Water Access Y/N: No
Zoning: R-1AA

Local Schools

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

Listed By / Shown By

Listed By

Agency Name: COMPASS FLORIDA LLC
Agency Contact: 407-203-9441

Shown By

Agent Name: Michelle Thomas
Agent Phone: (904) 315-8249
Agency Title: Watson Realty Corp., REALTORS ®

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Estimated Payment

$ 25,722.28 per month $21,423.28 Principal & Interest $3,059.42 Property Tax $1,239.58 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 07/15/2026. The listing information on this page last changed on 07/15/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 07/15/2026 12:00:01 AM EST) or GAMLS (last updated Tue 07/14/2026 10:45:25 AM EST) or Stellar MLS (last updated Tue 07/14/2026 11:44:22 PM EST) or SPC MLS (last updated Tue 07/14/2026 11:21:12 PM EST) or Martin MLS (last updated Tue 07/14/2026 11:38:08 PM EST) or Indian River MLS (last updated Tue 07/14/2026 11:30:13 PM EST) or Daytona MLS (last updated Tue 07/14/2026 11:36:43 PM EST) or Northeast Florida MLS (last updated Tue 07/14/2026 11:48:56 PM EST) or Beaches MLS (last updated Tue 07/14/2026 11:50:47 PM EST) or BORMLS (last updated Tue 07/14/2026 11:16:51 PM EST) or Scout MLS (Golden Isles) (last updated Tue 07/14/2026 7:06:17 AM EST) or Amelia/Nassau MLS (last updated Tue 07/14/2026 11:25:13 PM EST) or Dixie Gilchrist Levy MLS (last updated Tue 07/14/2026 11:42:20 PM EST) or NFLMLS (last updated Tue 07/14/2026 9:04:54 PM EST). Real estate listings held by brokerage firms other than Watson Realty Corp., REALTORS ® may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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