229 ALEXANDER PLACE
Winter Park, FL 32789
$4,000,000
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.
Listing Courtesy of: COMPASS FLORIDA LLC
407-203-9441
Buyer Represented by: COMPASS FLORIDA LLC
| Listing Id: | O6412911 |
|---|---|
| List Price: | $4,250,000 |
| Close Price: | $4,000,000 |
| Close Date: | 2026-10-07 |
| Property Type: | Residential |
| Property Sub Type: | Single Family Residence |
| Status: | Closed |
| Bedrooms Total: | 4 |
| Bathrooms Full: | 4 |
| Bathrooms Half: | 2 |
| Living Area: | 4,431 |
| Tax Annual Amount: | $36,713 |
| Lot Size Square Feet: | 11,605 |
| Lot Size Acres: | 0.27 |
| Waterfront?: | No |
| City: | Winter Park |
| County Or Parish: | Orange |
| Subdivision Name: | Alexander Place |
| Postal Code: | 32789 |
| Year Built: | 2011 |
| Appliances: | Bar Fridge, Built-In Oven, Dishwasher, Electric Water Heater, Gas Water Heater, Microwave, Range Hood, Trash Compactor, Washer, Wine Refrigerator |
| Attached Garage?: | Yes |
| Bathrooms Total Integer: | 6 |
| Building Area Source: | Public Records |
| Building Area Total: | 7260 |
| Building Area Units: | Square Feet |
| Direction Faces: | East |
| Foundation Details: | Slab |
| Construction Materials: | Block |
| Cooling: | Central Air |
| Fireplace Features: | Living Room |
| Directions: | East on New England, left on Alexander PL. House on left. |
| Elementary School: | Audubon Park K8 |
| Exterior Features: | Balcony, Lighting, Outdoor Shower, Rain Gutters |
| Flooring: | Tile, Wood |
| Furnished: | Unfurnished |
| Garage Spaces: | 3 |
| Garage?: | Yes |
| Heating: | Central |
| High School: | Winter Park High |
| Interior Features: | Ceiling Fans(s), Elevator, High Ceilings, Open Floorplan, PrimaryBedroom Upstairs |
| Laundry Features: | Laundry Room |
| Levels: | Two |
| Ownership: | Fee Simple |
| Living Area Source: | Builder |
| Living Area Units: | Square Feet |
| Lot Size Acres: | 0.27 |
| Postal Code Plus4: | 4417 |
| Middle Or Junior School: | Audubon Park K-8 |
| MLS Area Major: | 32789 - Winter Park |
| MLS Area Major: | 32789 - Winter Park |
| Original List Price: | $4,250,000 |
| Other Equipment: | Irrigation Equipment |
| Parcel Number: | 07-22-30-0100-00-012 |
| Pool Features: | Heated, In Ground |
| Township: | 22 |
| Road Surface Type: | Asphalt |
| Roof: | Membrane |
| Tax Year: | 2025 |
| Sewer: | Public Sewer |
| Special Listing Conditions: | None |
| State Or Province: | FL |
| Utilities: | Electricity Connected, Natural Gas Connected, Sewer Connected |
| Water Source: | Public |
| Public Survey Range: | 30 |
| Public Survey Section: | 07 |
| Zoning: | R-1AA |
| Alternate Key Folio Num: | 07-22-30-0100-00-012 |
| Available For Lease Yn: | Yes |
| Backups Requested Yn: | Yes |
| Building Area Total Srch Sq M: | 674.48 |
| Calculated List Price By Calcula: | 959.15 |
| Cddyn: | No |
| Dprurl: | https://www.workforce-resource.com/dpr/listing/MFRMLS/O6412911?w=Agent&skip_sso=true |
| Dprurl 2: | https://www.workforce-resource.com/dpr/listing/MFRMLS/O6412911?w=Customer |
| Dpryn: | No |
| Exist Lse Tenant Yn: | No |
| Flood Zone Code: | X |
| Flood Zone Date: | 2009-09-25 |
| Flood Zone Panel: | 12095C0255F |
| Green Verification Count: | 0 |
| Homestead Yn: | No |
| Lease Restrictions Yn: | No |
| Listing Exclusion Yn: | No |
| Living Area Meters: | 411.65 |
| Lot Size Square Meters: | 1078 |
| Minimum Lease: | 8-12 Months |
| Room Count: | 6 |
| Sdeo yn: | No |
| Total Acreage: | 1/4 to less than 1/2 |
| Unit Number Yn: | No |
| Water Access Yn: | No |
| Water Extras Yn: | No |
| Water View: | No |
| Association 2 Yn: | 0 |
| Attribution Contact: | 407-203-9441 |
| Originating System Name : | Stellar MLS |
| Dock Yn: | No |
| In Law Suite Description: | 1 Bathroom, Detached (ADU), No Private Entrance |
| In Law Suite Yn: | Yes |
| Green Energy Generation Yn: | No |
| Listing Contract Date: | 2026-06-01 |
| Fireplace?: | Yes |
| Pool Private?: | Yes |
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Property Last Updated: October 08, 2026 05:28 PM - ET
