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For sale
    • $5,600,000

    2228 AZALEA PLACE, WINTER PARK, FL 32789

    5beds
    5,152sqft
    : 
    $38,158/mo
    Get pre-qualified
    Single Family Residence
    Built in 2008
    0.33 Acres Lot
    $5,127,600 Zestimate®
    $1,087/sqft
    $-- HOA

    What's special

    Gas vented fireplaceGrand center islandQuiet and secluded areaElegant and intimate parlorNine iron french doorsCovered brick porchComplete chimney rebuild
    This elegant transitional French Provincial residence was the feature home in the Orlando Museum of Art's 2022 "mystery home tour" and is located on a large, elevated corner lot in a quiet and secluded area in the Via’s of Winter Park. This residence has been significantly enhanced inside and out by the current owner. The home features 5,200 square feet of living space and 800+ square feet of outdoor space with 5 bedrooms, 5 bathrooms ensuite, 1 half bathroom, 3 car garage, pool, patio and professionally landscaped yard and lighting. Upon entry, you are welcomed through the exquisite foyer where you instantly notice the craftsmanship and expert care that went into the custom carpentry and crown molding details throughout. To the left of the foyer is an elegant and intimate parlor with grass cloth wallpaper, a gas vented fireplace and built-in bookshelves. To the right of the foyer is the formal dining room with beautiful hand painted wallpaper and an adjacent butler’s pantry. Past the foyer you are led to a spacious and grand formal living room with 6 new French iron doors that flow out to a covered brick porch and picturesque back yard & pool. Designed with entertainment in mind, the adjoining chef’s kitchen includes newly painted custom cabinetry, a Sub-Zero/Wolf appliance package, a grand center island and a walk-in pantry. Built in desk and casual dining area all open to the adjoining beamed ceiling family room with gas vented fireplace and additional French doors that lead to street side patio with new awnings. First floor master retreat overlooks the pool & yard and features 14-foot wood beam vaulted ceilings. The oversized master bath with double custom lacquered vanities made in Palm Beach, mosaic marble shower and a Waterworks free standing tub, brushed brass fixtures, and walk in closet. The second-floor features nine-foot ceilings with four bedrooms (one which was converted to a beautiful women’s dressing room) and four ensuite bathrooms, covered balcony adjoining two bedrooms, two built in desks and bookshelves for office/study time and large media room with big screen tv and wet-bar. There are also two laundry rooms, one upstairs and one downstairs. Attic space inside the home and inside the garage. Recent upgrades include slate roof/swooped decorative copper roof with chimney caps, complete chimney rebuild, nine iron French doors, white oak tongue and grove hardwood floors, renovated master bath and two ensuite baths, two new HVAC home units and a new garage mini-split air conditioner. This home offers boat access to the Winter Park chain of lakes and is within short distance of the Winter Park Racquet Club. It’s also a bike ride away and a short drive to the Interlachen Country Club and Park Avenue shopping and dining district. The property is zoned for Dommerich Elementary, Maitland Middle School, and Winter Park High School. One or more rooms virtually staged
    57 days
    |
    732
    |
    27
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Quentin Green, II 773-418-5359,

    COMPASS FLORIDA LLC 407-203-9441

    Source: Stellar MLS,MLS#: O6416342MLS LogoOriginating MLS: Osceola

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 6
      • Full bathrooms: 5
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Attic, Den/Library/Office, Family Room, Dining Room, Living Room, Media Room
      Primary bedroom
      • Features: Built-In Shelving, Built-In Shower Bench, Multiple Shower Heads, Rain Shower Head, Split Vanities, Tub with Separate Shower Stall, Walk-In Closet(s)
      • Level: First
      • Area: 342 Square Feet
      • Dimensions: 18x19
      Bedroom 1
      • Features: Built-in Closet
      • Level: Second
      • Area: 266 Square Feet
      • Dimensions: 19x14
      Bedroom 2
      • Features: En Suite Bathroom, Walk-In Closet(s)
      • Level: Second
      • Area: 247 Square Feet
      • Dimensions: 19x13
      Bedroom 3
      • Features: Walk-In Closet(s)
      • Level: Second
      • Area: 208 Square Feet
      • Dimensions: 13x16
      Bedroom 4
      • Features: En Suite Bathroom, Built-in Closet
      • Level: Second
      • Area: 195 Square Feet
      • Dimensions: 13x15
      Primary bathroom
      • Features: En Suite Bathroom, Split Vanities, Tub with Separate Shower Stall, Walk-In Closet(s)
      • Level: First
      • Area: 240 Square Feet
      • Dimensions: 15x16
      Balcony porch lanai
      • Level: First
      • Area: 390 Square Feet
      • Dimensions: 30x13
      Den
      • Level: First
      • Area: 195 Square Feet
      • Dimensions: 15x13
      Dinette
      • Level: First
      • Area: 176 Square Feet
      • Dimensions: 16x11
      Dining room
      • Level: First
      • Area: 208 Square Feet
      • Dimensions: 13x16
      Family room
      • Level: First
      • Area: 380 Square Feet
      • Dimensions: 20x19
      Kitchen
      • Features: Kitchen Island, Pantry
      • Level: First
      • Area: 240 Square Feet
      • Dimensions: 15x16
      Laundry
      • Level: First
      • Area: 42 Square Feet
      • Dimensions: 6x7
      Living room
      • Features: Ceiling Fan(s), Wet Bar
      • Level: First
      • Area: 460 Square Feet
      • Dimensions: 23x20
      Media room
      • Features: Bar
      • Level: Second
      • Area: 280 Square Feet
      • Dimensions: 20x14
      Heating
      • Central, Electric, Heat Pump, Zoned
      Cooling
      • Central Air, Zoned
      Appliances
      • Included: Bar Fridge, Dishwasher, Disposal, Dryer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Wine Refrigerator
      • Laundry: Inside
      Features
      • Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Crown Molding, Dry Bar, Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Walk-In Closet(s), Wet Bar
      • Flooring: Carpet, Marble, Porcelain Tile, Hardwood
      • Doors: French Doors
      • Has fireplace: Yes
      • Fireplace features: Family Room, Gas, Other Room
      Interior area
      • Total structure area: 6,775
      • Total interior livable area: 5,152 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 3
      • Parking features: Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side
      • Attached garage spaces: 3
      • Has uncovered spaces: Yes
      • Details: Garage Dimensions: 24x36
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Covered, Deck, Patio, Rear Porch
      • Exterior features: Awning(s), Balcony, Irrigation System, Lighting, Private Yard
      • Has private pool: Yes
      • Pool features: In Ground
      • Fencing: Cross Fenced,Stone
      • Waterfront features: Lake Privileges
      • Body of water: LAKE MAITLAND
      Lot
      • Size: 0.33 Acres
      • Dimensions: 110 x 131
      • Features: Corner Lot
      • Residential vegetation: Bamboo, Mature Landscaping, Oak Trees, Trees/Landscaped
      Details
      • Parcel number: 322130547805040
      • Zoning: R-1AA
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: French Provincial
      • Property subtype: Single Family Residence
      Materials
      • Block, Stucco
      • Foundation: Slab
      • Roof: Metal,Slate
      Condition
      • Completed
      • New construction: No
      • Year built: 2008

      Utilities & green energy

      • Sewer: Aerobic Septic
      • Water: Public
      • Utilities for property: Electricity Connected, Propane, Sprinkler Meter, Underground Utilities, Water Connected

      Community & HOA

      Community
      • Features: Water Access
      • Security: Security System
      • Pet fee: $0 monthly
      • Subdivision: MAITLAND SHORES FIRST ADD
      HOA
      • Has HOA: No
      • HOA name: MAITLAND SHORES PROTECTIVE ASSOCIATION
      Location
      • Region: Winter Park

      Financial & listing details

      • Price per square foot: $1,087/sqft
      • Tax assessed value: $2,298,315
      • Annual tax amount: $26,904
      • Date on market: 6/27/2026
      • Cumulative days on market: 57 days
      • Listing terms: Cash,Conventional
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Asphalt

        Estimated market value

        $5,127,600

        $4.87M - $5.38M

        $7,778/mo

        Price history

        DateEventPrice
        6/27/2026Listed for sale$5,600,000+12%$1,087/sqft
        Source: Stellar MLS #O6416342 Report a problem
        6/24/2025Listing removed$5,000,000$970/sqft
        Source: Stellar MLS #O6250411 Report a problem
        5/7/2025Price change$5,000,000-7.4%$970/sqft
        Source: Stellar MLS #O6250411 Report a problem
        10/18/2024Listed for sale$5,400,000$1,048/sqft
        Source: Stellar MLS #O6250411 Report a problem
        7/16/2024Listing removed--
        Source: Stellar MLS #O6120809 Report a problem
        7/26/2023Listed for sale$5,400,000+217.8%$1,048/sqft
        Source: Stellar MLS #O6120809 Report a problem
        7/11/2014Sold$1,699,000+25.9%$330/sqft
        Source: Public Record Report a problem
        12/27/2010Sold$1,350,000-19.9%$262/sqft
        Source: Stellar MLS #O4957078 Report a problem
        9/23/2010Listing removed$1,685,000$327/sqft
        Source: Kelly Price & Company #O4950361 Report a problem
        7/15/2010Listed for sale$1,685,000$327/sqft
        Source: Kelly Price & Company #O4950361 Report a problem
        5/19/2010Listing removed$1,685,000$327/sqft
        Source: Kelly Price & Co. #O4957078 Report a problem
        1/30/2010Listed for sale$1,685,000+159.2%$327/sqft
        Source: Kelly Price & Co. #O4957078 Report a problem
        7/17/2006Sold$650,000$126/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$26,660 +3.5%$1,740,834 +3%
        2023$25,768 +4.1%$1,690,130 +3%
        2022$24,743 +0%$1,640,903 +2.1%
        2021$24,732 -0.3%$1,607,396 +1.4%
        2020$24,798 +0.6%$1,585,203 +2.3%
        2019$24,644 +0.5%$1,549,563 +1.9%
        2018$24,533 $1,520,670 -6.1%
        2017$24,533 +0.8%$1,619,994 +2%
        2016$24,344 +2%$1,588,498 +9.7%
        2015$23,860 +19.4%$1,448,619 +16.9%
        2014$19,990 +2.1%$1,238,839 +5.8%
        2013$19,584 +1%$1,171,229 +3.1%
        2012$19,396 -2.1%$1,136,127 -1.7%
        2011$19,813 +7.2%$1,155,609 +3.7%
        2010$18,476 $1,114,077 -10.6%
        2009-- $1,246,274 +182.2%
        2008$7,236 -12.8%$441,600 -13.4%
        2007$8,302 +49%$510,000 -13.3%
        2006$5,572 -0.1%$588,551 +25.5%
        2005$5,575 +4.5%$468,929 +30.2%
        2004$5,335 +5.6%$360,149 +0.5%
        2003$5,052 +2.7%$358,194 +15.9%
        2002$4,921 +0.4%$309,084 +3.1%
        2001$4,901 +60.3%$299,683 +76.8%
        2000$3,057 $169,536
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: 32789

        Getting around

        32 / 100
        Car-Dependent
        0 / 100
        No Nearby Transit
        37 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Dommerich Elem
        • Middle: Maitland Middle
        • High: Winter Park High

        Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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