$5,495,000

2211 Azalea Place, Winter Park, FL 32789

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$5,495,000

(455,000) 09/08/2025

2211 Azalea Place Winter Park, FL 32789 - LAKE MAITLAND

For Sale MLS# O6319674

5 beds 7 baths 7,278 sq ft Single Family

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Data current as of 23/12/2025 12:10:18

Details for 2211 Azalea Place

MLS# O6319674

Description for 2211 Azalea Place, Winter Park, FL, 32789 - LAKE MAITLAND


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.

Listing Information


Property Type: Residential, Single Family Residence

Status: Active

Bedrooms: 5

Bathrooms: 7

Lot Size: 0.69 Acres

Square Feet: 7,278 sq ft

Year Built: 2008

Garage: Yes

Stories: 2 Story

Construction: Concrete,Stucco

Subdivision: Maitland Shores

Foundation: Slab

County: Orange

School Information


Elementary: Dommerich Elem

Middle: Maitland Middle

High: Winter Park High

Room Information


Main Floor

Bedroom 2: 19x23

Primary Bedroom: 15x27

Family Room: 16x21

Kitchen: 13x14

Living Room: 13x18

Upper Floor

Game Room: 20x24

Bedroom 3: 14x15

Media Room: 19x27

Office: 21x12

Den: 12x14

Bedroom 5: 16x18

Bedroom 4: 14x18

Bathrooms

Full Baths: 6

1/2 Baths: 1

Additonal Room Information

Laundry: Inside, Laundry Closet, Laundry Room

Interior Features


Appliances: Convection Oven, Built-In Oven, Washer, Refrigerator, Range Hood, Microwave, Cooktop, Dishwasher, Disposal

Flooring: Carpet,Tile,Wood

Doors/Windows: Window Treatments, Shutters

Fireplaces: Other, Gas, Living Room, Primary Bedroom

Additional Interior Features: Ceiling Fan(s), Eat-In Kitchen, Vaulted Ceiling(s), Split Bedrooms, Window Treatments, Walk-In Closet(s), Cathedral Ceiling(s), Tray Ceiling(s), Attic, Built-in Features, Smart Home, Crown Molding, Dry Bar, Kitchen/Family Room Combo, High Ceilings, Main Level Primary, Open Floorplan, Solid Surface Counters, Stone Counters, Wood Cabinets

Utilities


Water: Public

Sewer: Public Sewer

Other Utilities: Cable Connected,Electricity Connected,Propane,Municipal Utilities,Sewer Connected,Underground Utilities,Water Connected

Cooling: Central Air, Ceiling Fan(s)

Heating: Central, Electric, Propane

Exterior / Lot Features


Attached Garage: Attached Garage

Garage Spaces: 5

Parking Description: Circular Driveway, driveway, Garage, Garage Door Opener, Garage Faces Side

Roof: Tile

Pool: Heated, Other, Tile, Outside Bath Access, Salt Water, Gunite

Lot View: Canal,Garden,Water

Fencing: fenced

Additional Exterior/Lot Features: French Patio Doors, Sprinkler/Irrigation, Outdoor Grill, Outdoor Shower, Courtyard, Outdoor Kitchen, Lighting, Garden, Balcony, Balcony, Covered, Patio, Rear Porch

Out Buildings: Boat House, Outdoor Kitchen

Waterfront Details


Boat Facilities: Boat Facilities

Standard Water Body: LAKE MAITLAND

Water Front Features: Lake Privileges, Lake, Canal Front

Community Features


Security Features: Security System, Security Lights, Security Gate, Smoke Detector(s)

Driving Directions


2211 Azalea Pl, Winter Park, FL 32789

Financial Considerations


Terms: Cash,Conventional,VA Loan

Tax/Property ID: 32-21-30-5476-04-010

Tax Amount: 36208.57

Tax Year: 2024

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Interest rate and annual percentage rate (APR) are based on current market conditions, are for informational purposes only, are subject to change without notice and may be subject to pricing add-ons related to property type, loan amount, loan-to-value, credit score and other variables. Estimated closing costs used in the APR calculation are assumed to be paid by the borrower at closing. If the closing costs are financed, the loan, APR and payment amounts will be higher. If the down payment is less than 20%, mortgage insurance may be required and could increase the monthly payment and APR. Contact us for details. Additional loan programs may be available. Accuracy is not guaranteed, and all products may not be available in all borrower's geographical areas and are based on their individual situation. This is not a credit decision or a commitment to lend.

Sales History

Date Price Change
Currently not available.

Tax Summary

Tax Year Estimated Market Value Total Tax
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Data powered by ATTOM Data Solutions. Copyright© 2025. Information deemed reliable but not guaranteed.

Schools nearby 2211 Azalea Place

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Data powered by ATTOM Data Solutions. Copyright© 2025. Information deemed reliable but not guaranteed.

The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.

SchoolDigger ® Rating

The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.

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