$4,875,000.00 | 4 bed 4.5+ bath 4,431sqft 4,431 square feet 0.27acre lot | 229 Alexander Pl, Winter Park, FL 32789.

Listed at Prime Holdings Inc

Email: broker@primeholdings.site

Property Type

Single family

Price Per Sqft.

$1,100

Garage

3 Cars

Year Built

2012

Modern Masterpiece by Phil Kean – Award-Winning Luxury in the Heart of Winter Park


Step into a stunning fusion of modern architecture and visionary design with this award-winning residence by Phil Kean Design Group—the International Showcase Home for the National Association of Home Builders, celebrated globally for its innovation and craftsmanship.

Located on one of Winter Park’s most coveted streets, this home offers the perfect lock-and-leave lifestyle, just steps from the Alfond Inn, fine dining, boutique shopping, and the cultural charm of Park Avenue.

Spanning 4,431 sq. ft., the layout masterfully balances privacy with urban accessibility, featuring:

  • A serene outdoor lanai with a sleek pool and fully equipped summer kitchen, ideal for private entertaining

  • A versatile casita that can serve as a guest suite, gym, office, or pool cabana

  • A striking 14-foot ceiling art gallery with a 40-foot display wall that leads to an elegant entertaining bar

Inside, every detail reflects thoughtful luxury:

  • A modern elevator connects both floors for ease and accessibility

  • The expansive primary suite includes a spa-inspired bath, three private terraces, and a cozy media room for indulgent relaxation

  • A flexible bonus room with an en-suite bath offers potential as a bedroom, home gym, executive office, or dressing suite

Built for modern living, this smart home includes energy-efficient systems, a whole-house generator, and fully integrated technology for peace of mind and ease of use.

Outdoors, enjoy low-maintenance landscaping, a dedicated dog run, and a tranquil setting designed for effortless living in the city’s most desirable enclave.


Experience inspired design, exceptional functionality, and unmatched convenience—right in the heart of Winter Park. Schedule your private tour today.

Interior:

Other Rooms

  • Total Rooms: 15

  • Balcony/Porch/Lanai: 17 X 27

  • Balcony/Porch/Lanai Level: First

  • Balcony/Porch/Lanai: 24 X 17

  • Balcony/Porch/Lanai Level: First

  • Balcony/Porch/Lanai: 16 X 5

  • Balcony/Porch/Lanai Level: First

  • Balcony/Porch/Lanai: 15 X 10

  • Balcony/Porch/Lanai Level: Second

  • Extra Room-3 Dimensions: 17 X 11

  • Living Room Dimensions: 20 X 18

  • Office/Study Room Dimensions: 14 X 11

  • Extra Room-3 Level: Second

  • Living Room Level: First

  • Office/Study Room Level: First

  • Extra Room-1 Description: Bonus Room, Den/Library/Office, Family Room, Formal Dining Room Separate, Formal Living Room Separate, Inside Utility, Loft

Appliances

  • Bar Fridge

  • Built-In Oven

  • Convection Oven

  • Cooktop

  • Dishwasher

  • Dryer

  • Electric Water Heater

  • Microwave

  • Range Hood

  • Refrigerator

  • Tankless Water Heater

  • Washer

  • Water Softener

  • Wine Refrigerator

  • Laundry Features: Inside, Laundry Room

Bedrooms

  • Bedrooms: 4

  • Primary Bedroom Dimensions: 17 X 12

  • Bedroom 2 Dimensions: 15 X 12

  • Bedroom 3 Dimensions: 17 X 13

  • Bedroom 4 Dimensions: 11 X 16

  • Primary Bedroom Level: Second

  • Bedroom 2 Level: First

  • Bedroom 3 Level: Second

  • Bedroom 4 Level: First

Bathrooms

  • Total Bathrooms: 6

  • Full Bathrooms: 4

  • 1/2 Bathrooms: 2

Interior Features

  • Built-In Features

  • Central Vaccum

  • Eat-In Kitchen

  • Elevator

  • High Ceilings

  • Kitchen/Family Room Combo

  • Open Floorplan

  • Walk-In Closet(S)

  • Window Treatments

  • Flooring: Tile, Wood

  • Window Features: Blinds, ENERGY STAR Qualified Windows, Window Treatments

Heating and Cooling

  • Cooling Features: Central Air, Zoned

  • Fireplace Features: Family Room, Gas

  • Heating Features: Central, Zoned

Kitchen and Dining

  • Dining Room Dimensions: 14 X 17

  • Dining Room Level: First

  • Kitchen Dimensions: 20 X 9

  • Kitchen Level: First

Exterior:

Exterior and Lot Features

  • Balcony

  • Dog Run

  • Lighting

  • Outdoor Grill

  • Rain Gutters

  • Sliding Doors

  • Fencing: Fenced, Masonry

  • Other Structures: Kennel/Dog Run

  • Patio And Porch Features: Covered, Deck, Enclosed, Patio, Porch, Screened

  • Road Surface Type: Asphalt

  • Porch Dimensions: 10 X 36

  • Porch Level: Second

Pool and Spa

  • Pool Features: In Ground

  • Pool Private: Yes

Garage and Parking

  • Attached Garage: Yes

  • Garage Spaces: 3

  • Parking Features: Driveway, Electric Vehicle Charging Station(S), Garage Door Opener, Garage Faces Rear

Land Info

  • Lot Description: City Limits, Landscaped, Sidewalk, Paved

  • Lot Size Acres: 0.27

  • Lot Size Dimensions: 80 X 128 X 115 X 115

  • Vegetation: Trees/Landscaped

  • Lot Size Square Feet: 11604

Community

School Information

  • Elementary School: Audubon Park K 8

  • High School: Winter Park High

  • Middle School: Audubon Park K-8

Homeowners Association

  • Calculated Total Monthly Association Fees: 0

  • Pets Allowed: Yes

Listing:

Other Property Info

  • Annual Tax Amount: 35681

  • Source Listing Status: Active

  • County: Orange

  • Directions: From I-4 And Fairbanks Ave., Travel East On Fairbanks Ave. Turn Left On Park Ave. Turn Right On New England Ave., Left On Alexander Pl.

  • Tax Year: 2024

  • Ownership: Fee Simple

  • Source Property Type: Residential

  • Green Water Conservation: Low-Flow Fixtures

  • Area: 32789 - Winter Park

  • Source Neighborhood: ALEXANDER PLACE

  • Parcel Number: 07-22-30-0100-00-012

  • Postal Code Plus 4: 4417

  • Subdivision: ALEXANDER PLACE

  • Township: 22

  • Zoning: R-1 AA

  • Property Subtype: Single Family Residence

  • Source System Name: C 2 C

Features:

Building and Construction

  • Total Square Feet Living: 4431

  • Year Built: 2012

  • Building Area Source: Public Records

  • Building Area Total: 7260

  • Construction Materials: Block, Stucco

  • Direction Faces: East

  • Foundation Details: Slab

  • Levels: Two

  • Property Age: 13

  • Roof: Membrane

  • Architectural Style: Contemporary

Utilities

  • Sewer: Public Sewer

  • BB/HS Internet Available

  • Cable Available

  • Cable Connected

  • Electricity Connected

  • Public

  • Water Source: Public

Home Features

  • Green Energy Efficient: Windows

  • Other Equipment: Generator

  • Security Features: Security System Owned, Smoke Detector(S)

💳 Estimated Monthly Payment


Home Price: $4,875,000
Loan Type: 30-Year Fixed @ 6.515%

📌 Total Estimated Monthly Payment: $29,491, including:

  • Principal & Interest: $24,689

  • Property Tax: $2,979

  • Home Insurance: $1,823

  • HOA Fees: $0

  • Mortgage Insurance: $0


🏁 Estimated Total Due at Closing

  • Down Payment (20%): $975,000

  • Estimated Closing Costs (4%): $195,000
    ➡ Total Due at Close: $1,170,000

Today

Mar 4, 2025

Listed

StellarMLS

$4,875,000

+68.10%

$1,100/sqft

2017

Dec 22, 2017

8 days after listed

Sold

StellarMLS

$2,900,000

-6.45%

$663/sqft

Dec 14, 2017

Listed

StellarMLS

$3,100,000

+14.81%

$709/sqft

2016

Jan 9, 2016

64 days after listed

Sold

StellarMLS

$2,700,000

-9.85%

$617/sqft

2015

Nov 6, 2015

Listed

StellarMLS

$2,995,000

$685/sqft

2012

Built

StellarMLS

-

-


Year

Taxes

Total assessment

equals

Land

added to

Additions

2023

$34,510

$2,258,393

=

-

+

-

2022

$33,267

$2,192,615

=

$600,000

+

$1,592,615

2021

$37,971

$2,446,865

=

$600,000

+

$1,846,865

2020

$37,293

$2,460,991

=

$600,000

+

$1,860,991

2019

$39,719

$2,473,544

=

-

+

-

2018

$39,545

$2,427,423

=

$600,000

+

$1,827,423

2017

$38,782

$2,310,864

=

$530,000

+

$1,780,864

2016

$19,811

$1,217,789

=

-

+

-

2015

$20,287

$1,209,324

=

-

+

-

2014

$20,465

$1,199,726

=

-

+

-

2013

$20,049

$1,181,996

=

-

+

-

2012

$19,076

$1,118,069

=

-

+

-

2011

$5,013

$282,800

=

-

+

-

2010

$3,469

$202,000

=

-

+

-

The price and tax history data displayed is obtained from public records and/or MLS feeds from the local jurisdiction.

Date

Type of work

Project type

Project name

Status

Oct 16, 2013

Fence application

  • Fences

-

Issued

Sep 24, 2013

Tree removal permit

  • Landscape

-

Issued

Jan 17, 2012

Single family residence

  • New construction

  • New construction (beta)

  • Plumbing

-

Final

Oct 13, 2011

Plumbing application

  • Plumbing

  • Residential

-

Complete

Sep 16, 2011

Electrical application

  • Electrical work

  • Residential

-

Complete

Jul 21, 2011

Single family residence

  • Electrical work

  • New construction

  • New construction (beta)

-

Final

Jul 1, 2011

Single family residence

  • Hvac

  • Mechanical work

  • New construction

-

Final

Jun 20, 2011

Single family residence

  • New construction

  • New construction (beta)

  • Residential

-

Final

Jun 1, 2011

Single family residence

  • New construction

  • New construction (beta)

  • Plumbing

-

Final

May 25, 2011

Fence application

  • Fences

-

Complete

May 12, 2011

Right of way

  • Plumbing

-

Complete

Apr 21, 2011

Re-roof

  • Roofing

-

Complete

Apr 20, 2011

Swimming pool

  • Pool and spa construction

-

Final

Apr 20, 2011

Swimming pool

  • Electrical work

  • Pool and spa construction

  • Residential

-

Final

Mar 23, 2011

Single family residence

  • Electrical work

  • New construction

  • New construction (beta)

-

Final

Feb 21, 2011

Single family residence

  • Electrical work

  • New construction

  • New construction (beta)

-

Revoked

Feb 14, 2011

Single family residence

  • New construction

  • New construction (beta)

  • Plumbing

-

Final

Jan 21, 2011

Single family residence

  • New construction

  • New construction (beta)

  • Plumbing

-

Final

Jan 21, 2011

Single family residence

  • New construction

  • New construction (beta)

  • Residential

-

Final

Jan 21, 2011

Single family residence

  • New construction

  • New construction (beta)

  • Paving, driveways, and sidewalks

-

Final

The permit history displayed is obtained from public records and provided for informational purposes only. It may not represent the complete permit history for the property. Accuracy is not guaranteed.

🌍 Environmental Risk Overview

This property has been evaluated across key climate-related risk factors for long-term safety and investment awareness:

Risk Factor

Level

Details

Flood Factor

Minimal

This property's flood risk is not changing.

Fire Factor

Minimal

Wildfire risk remains stable.

Heat Factor

Extreme

7 days above 107°F recorded this year.

Wind Factor

Extreme

Significant risk of severe winds projected over the next 30 years.

Air Factor

Minor

Slight increase in poor air quality observed.

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