229 Alexander Pl, WINTER PARK, FL
$4,250,000
4
Beds
6
Baths
4,431
Square feet
0.27
Acres
About 229 Alexander Pl
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.
Features of 229 Alexander Pl
| MLS® # | O6412911 |
|---|---|
| Price | $4,250,000 |
| Bedrooms | 4 |
| Bathrooms | 6.00 |
| Full Baths | 4 |
| Half Baths | 2 |
| Square Footage | 4,431 |
| Acres | 0.27 |
| Year Built | 2011 |
| Type | Residential |
| Sub-Type | Single Family Residence |
| Status | Active |
Community Information
| Address | 229 Alexander Pl |
|---|---|
| Area | Winter Park |
| Subdivision | ALEXANDER PLACE |
| City | WINTER PARK |
| County | Orange |
| State | FL |
| Zip Code | 32789-4417 |
Amenities
| # of Garages | 3 |
|---|---|
| Is Waterfront | No |
| Has Pool | Yes |
Interior
| Interior Features | Ceiling Fan(s), Elevator, High Ceilings, Open Floorplan, PrimaryBedroom Upstairs |
|---|---|
| Appliances | Bar Fridge, Built-In Oven, Dishwasher, Electric Water Heater, Gas Water Heater, Microwave, Range Hood, Trash Compactor, Washer, Wine Refrigerator |
| Heating | Central |
| Cooling | Central Air |
| Fireplace | Yes |
| Fireplaces | Living Room |
Exterior
| Exterior Features | Balcony, Irrigation System, Lighting, Outdoor Shower, Rain Gutters, Sliding Doors |
|---|---|
| Roof | Membrane |
| Foundation | Slab |
School Information
| Elementary | Audubon Park K8 |
|---|---|
| Middle | Audubon Park K-8 |
| High | Winter Park High |
Taxes & HOA Fees
| Taxes | $36,713 |
|---|---|
| Has HOA | No |
Additional Information
| Date Listed | July 13th, 2026 |
|---|---|
| Days on Market | 36 |
| Zoning | R-1AA |
| Foreclosure | No |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Office | COMPASS FLORIDA LLC |
|---|
