Lake Homes Realty
Enter City or Zip

2211 azalea place

WINTER PARK, FL 32789

$5,950,000

5 BEDS 7 BATHS
7,278 SQFT0.68 AC LOT
Residential - Single Family
Waterfront
Image 1
Image 2
Image 3
Image 4
Bedrooms 5
Total Baths 7
Full Baths 6
Square Feet 7278
Acreage 0.69
Status Active
MLS # O6319674
County Orange
More Info
Category Residential - Single Family
Status Active
Square Feet 7278
Acreage 0.69
MLS # O6319674
County Orange
Exquisite Waterfront Estate in the Heart of Winter Park - Welcome to 2211 Azalea Place, a rare and remarkable waterfront estate nestled on a quiet street in one of Winter Park’s most prestigious neighborhoods—just moments from the exclusive Winter Park Racquet Club. This extraordinary residence offers the perfect blend of timeless architecture, refined finishes, and state-of-the-art updates, all set on almost 3/4 acre of beautifully landscaped canal-front lot with direct access to the coveted Lake Maitland and Winter Park Chain of Lakes. Spanning an impressive 7,278 square feet, this two-story masterpiece rises 40 feet and is designed for both grand-scale entertaining and luxurious everyday living. Upon entry, you're greeted by soaring ceilings and elegant architectural details that set the tone for the home’s sophisticated style. With five expansive bedrooms—all featuring en-suite bathrooms—and six full baths plus a powder room, the home offers both comfort and privacy for family and guests. Two bedroom suites are located on the main level, ideal for multigenerational living or hosting overnight visitors, while the upper level includes three additional bedroom suites, a fully equipped theater room, a study room and a spacious game or playroom. The heart of the home is the gourmet kitchen, where solid wood cabinetry, rich granite countertops, and Viking appliances come together to create a true culinary haven. The adjacent family room features one of the home’s three fireplaces and invites cozy gatherings or relaxed evenings overlooking the lush outdoor living space. The formal living and dining areas are equally impressive, offering elegant backdrops for holiday celebrations or intimate dinner parties. Step outside to discover a true private oasis. The resort-style backyard boasts a saltwater heated pool and spa with all-new equipment, a summer kitchen, and a dedicated pool bathroom—perfect for effortless indoor-outdoor living. The entire property is fenced with newly installed gates, ensuring both privacy and security. From the manicured landscaping to the serene waterfront setting, every detail has been thoughtfully curated to elevate the experience of lakeside living. For boating enthusiasts, the property includes a private boathouse, a dock with an automatic lift, and a 2 jetski dock—all providing seamless access to Lake Maitland and the entire Winter Park Chain of Lakes. Whether you're setting off for an early morning paddle, an afternoon on the water, or simply enjoying the sunset from your dock, this home offers an unrivaled connection to the natural beauty. Additional features include a 5-car garage, 2 laundry rooms, dual staircases, all-new AC units, a comprehensive security system, and three wood-burning fireplaces that add charm and warmth throughout the home. Every inch of this residence has been impeccably maintained and thoughtfully updated, offering peace of mind and modern convenience without sacrificing its classic elegance. 2211 Azalea Place is more than just a home—it’s a lifestyle. This is a rare opportunity to own a one-of-a-kind estate in one of Winter Park’s most sought-after locations, where quiet sophistication meets waterfront luxury.
Location not available

Exterior Features

  • Construction Single Family Residence
  • Siding Concrete, Stucco
  • Exterior Boat House, Outdoor Kitchen
  • Roof Tile
  • Garage Yes
  • Garage Description Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Ground Level, 5 Garage Spaces
  • Water Public
  • Sewer Public Sewer

Interior Features

  • Appliances Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Microwave, Range Hood, Refrigerator, Washer
  • Heating Central, Electric, Propane
  • Cooling Central Air
  • Basement Slab
  • Fireplaces 1
  • Fireplaces Description Gas, Living Room, Other, Primary Bedroom
  • Living Area 7,278 SQFT
  • Year Built 2008

Neighborhood & Schools

  • Subdivision MAITLAND SHORES
  • Elementary School Dommerich Elem
  • Middle School Maitland Middle
  • High School Winter Park High

Financial Information

  • Parcel ID 32-21-30-5476-04-010
  • Zoning R-1AA

Additional Services

Internet Service Providers

Listing Information

Listing Provided Courtesy of FORTUNE INTERNATIONAL REALTY - (305) 400-6393
Listings provided courtesy of the My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID.

Information is deemed reliable but is not guaranteed by MLS GRID, and that the use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant's applicable MLS if any and as amended from time to time. MLS GRID may, at its discretion, require use of other disclaimers as necessary to protect Member Participant, and/or their MLS from liability.

Based on information submitted to the MLS GRID as of 08/30/2025 11:15:05 UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the "DMCA") provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner's behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

© 2025 My Florida Regional MLS DBA Stellar MLS.
Listing data is current as of 08/30/2025.

Contact our Agent !

By clicking “Submit”, you agree that Lake Homes Realty, its affiliates, and real estate professionals may contact you by phone, text, or email to any phone number and email address you provided, including by automated means, even if your number is on a federal, state, or our internal Do Not Call list. You also agree to our Terms of Use and Privacy Policy.