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2211 AZALEA PLACE

House For Sale
$5,250,000

BTC: 82.03125000

ETH: 3,006.87285223

-$930K (2026/04/15)
345 days
Waterfront
5 bds
6 ba
7,278 sqft

Overview

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

Details

Type:
Residential
Parking:
Circular Driveway / Driveway / Garage Door Opener / Garage Faces Side / Ground Level
Year Built:
2008
Lot:
0.69 Acres
Heating:
Central / Electric / Propane
Price/sqft:
$721
Cooling:
Central Air
HOA:
No Data

Highlights

Annual tax
$36,208
2024
Pool
Child Safety Fence
View
Garden, Water
Waterfront
Canal Front, Lake - Chain of Lakes
Garage
5 car garage
Pets
Allowed
All facts and features
  • Flooring

    • Carpet

    • Tile

    • Hardwood

    Heating

    • Central

    • Electric

    • Propane

    Cooling

    • Central Air

    Appliances

    • Built-In Oven

    • Convection Oven

    • Cooktop

    • Dishwasher

    • Disposal

    • Microwave

    • Range Hood

    • Refrigerator

    • Washer

    Other interior features

    • Cathedral Ceiling(s)

    • Ceiling Fan(s)

    • Crown Molding

    • Dry Bar

    • Eating Space In Kitchen

    • High Ceilings

    • Kitchen/Family Room Combo

    • Open Floorplan

    • Primary Bedroom Main Floor

    • Smart Home

    • Solid Surface Counters

    • Solid Wood Cabinets

    • Split Bedroom

    • Stone Counters

    • Thermostat

    • Tray Ceiling(s)

    • Vaulted Ceiling(s)

    • Walk-In Closet(s)

    • Window Treatments

    Bedrooms and bathrooms

    • Bedrooms: 5

    • Bathrooms: 1

    • Full bathrooms: 6

  • Parking

    • Circular Driveway

    • Driveway

    • Garage Door Opener

    • Garage Faces Side

    • Ground Level

    Property

    • Levels: Two

    • Pool Private: Yes

    • Exterior Features: Balcony / Courtyard / French Doors / Garden / Irrigation System / Lighting / Outdoor Grill / Outdoor Kitchen / Outdoor Shower / Private Mailbox

    Lot

    • Lot: 0.69 Acres

    Other Property Information

    • Parcel Number: 322130547604010

    • Zoning: R-1AA

  • Type and style

    • Property Type: Residential

    • Property Sub Type: Single Family Residence

  • Utility

    • Cable Connected

    • Electricity Connected

    • Propane

    • Public

    • Sewer Connected

    • Underground Utilities

    • Water Connected

  • Other financial information

    • Annual tax amount: $36,209

  • Source details

    • MLS ID: O6319674

    Other facts

    • Construction Materials: Concrete / Stucco

    • Foundation Details: Slab

    • Fireplace Features: Gas / Living Room / Other Room / Master Bedroom

    • Laundry Features: Inside / Laundry Closet / Laundry Room

    • Patio And Porch Features: Covered / Patio / Rear Porch

    • Pool Features: Child Safety Fence / Gunite / Heated / Outside Bath Access / Salt Water / Tile

    • Window Features: Shutters

    • Direction Faces: East

    • Other Structures: Boat House / Outdoor Kitchen

    • Waterfront: Yes

    • Fireplace: Yes

    • Water Body Name: LAKE MAITLAND

    • Garage Spaces: 5

    • Attached Garage: Yes

    • Garage: Yes

    • Living Area: 7278

    • Water Source: Public

    • Subdivision Name: MAITLAND SHORES

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The multiple listing information is provided by the Stellar MLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are ©2026-present Stellar MLS. All Rights Reserved. The information provided is for consumers' personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Listing courtesy of: FORTUNE INTERNATIONAL REALTY