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$5,495,000

2211 Azalea Pl, Winter Park FL 32789

5  beds
6.5  baths
7,278  sqft
Single Family Residence
Built in 2008
29,893 Square Feet lot
$755/sqft
122 days on market

About this property

Luxurious waterfront estate in one of Winter Park’s most prestigious neighborhoods, offering 7,278 SF of elegant living with direct canal access to Lake Maitland. This 5-bedroom, 6.5-bath home features all en-suite bedrooms, including two on the main floor, a gourmet kitchen with Viking appliances, three fireplaces, a theater room, a game room, an office, dual laundry rooms, and dual staircases. Enjoy a heated saltwater pool and spa, summer kitchen, and pool bath. Boathouse, dock with lift, and jet ski dock included. Recent upgrades: all new AC units, pool equipment, landscaping, fencing, and gates. Fully fenced with a security system and a rare 5-car garage, this property offers privacy, space, and luxury at every turn.

Interior Details

Bedrooms & bathrooms

  • Bedrooms: 5
  • Bathrooms: 6.5
  • Full bathrooms: 6

Heating & cooling

  • Heating: Central, Electric
  • Cooling: Central Air, Electric

Features

  • Flooring: Carpet, Tile, Wood
  • Window Features: Plantation Shutters
  • Door Features: French Doors

Extras

  • Appliances: Dishwasher, Disposal, Dryer, Microwave, Gas Range, Refrigerator, Washer
  • Video & virtual tour: View Virtual Tour

Property Details

Parking

  • Garage spaces: 5
  • Parking features: Additional Spaces Available, Circular Driveway, Driveway, Paver Block

Features

  • Exterior features: Lighting, Open Balcony, Outdoor Shower
  • Has water view: Yes
  • Waterfront features: WF/Pool/No Ocean Access, Canal Front, Lake Access

Public Info

  • Lot Size: 29,893 Square Feet
  • Interior Livable Area: 7,278 sqft
  • Year Built: 2008
  • APN: 32-21-30-5476-04-010
  • County: Orange County

Tax Information

  • Annual Tax Amount: $36,209
  • Tax Year: 2024

Price History

10/26/2025 Listed for Sale
Source: Miami REALTORS®
$5,495,000
$755/sqft

Estimated Monthly Payment

Customize assumptions below to estimate your monthly cost.

Est.
$33,361
Principal & Interest $28,512
Property Taxes $3,017
Home Insurance $1,832
HOA Fees $0

Walk Score

Walk Score
32
Walk Score®
Car-Dependent
Transit Score
0
Transit Score®
No Nearby Transit
Full Walk Score
Bike Score
33
Bike Score®
Somewhat Bikeable
Kevin McCarthy
Kevin McCarthy
Broker & Executive Director of Luxury Sales






    By proceeding, you consent to receive calls and texts at the number you provided, including marketing by autodialer and prerecorded and artificial voice, and email, from miamiforward.com and about your inquiry and other home-related matters, but not as a condition of any purchase.






      By proceeding, you consent to receive calls and texts at the number you provided, including marketing by autodialer and prerecorded and artificial voice, and email, from miamiforward.com and about your inquiry and other home-related matters, but not as a condition of any purchase.