This elegant transitional French Provincial residence 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
For sale
$5,600,000
2228 Azalea Pl, Winter Park, FL 32789
5beds
5,152sqft
Single Family Residence
Built in 2008
0.33 Acres Lot
$5,444,000 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
- 8 days |
- 702 |
- 38 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Quentin Green, II 773-418-5359,
COMPASS FLORIDA LLC 407-203-9441
Source: Stellar MLS,MLS#: O6416342
Originating MLS: Osceola
Originating MLS: Osceola
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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: 9 days
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Asphalt
Estimated market value
$5,444,000
$5.17M - $5.72M
$7,778/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/27/2026 | Listed for sale | $5,600,000+12%$1,087/sqft |
Source:  Stellar MLS #O6416342 Report a problem | ||
| 6/24/2025 | Listing removed | $5,000,000$970/sqft |
Source: Stellar MLS #O6250411 Report a problem | ||
| 5/7/2025 | Price change | $5,000,000-7.4%$970/sqft |
Source: Stellar MLS #O6250411 Report a problem | ||
| 10/18/2024 | Listed for sale | $5,400,000$1,048/sqft |
Source: Stellar MLS #O6250411 Report a problem | ||
| 7/16/2024 | Listing removed | -- |
Source: Stellar MLS #O6120809 Report a problem | ||
| 7/26/2023 | Listed for sale | $5,400,000+217.8%$1,048/sqft |
Source: Stellar MLS #O6120809 Report a problem | ||
| 7/11/2014 | Sold | $1,699,000+25.9%$330/sqft |
Source: Public Record Report a problem | ||
| 12/27/2010 | Sold | $1,350,000-19.9%$262/sqft |
Source: Stellar MLS #O4957078 Report a problem | ||
| 9/23/2010 | Listing removed | $1,685,000$327/sqft |
Source: Kelly Price & Company #O4950361 Report a problem | ||
| 7/15/2010 | Listed for sale | $1,685,000$327/sqft |
Source: Kelly Price & Company #O4950361 Report a problem | ||
| 5/19/2010 | Listing removed | $1,685,000$327/sqft |
Source: Kelly Price & Co. #O4957078 Report a problem | ||
| 1/30/2010 | Listed for sale | $1,685,000+159.2%$327/sqft |
Source: Kelly Price & Co. #O4957078 Report a problem | ||
| 7/17/2006 | Sold | $650,000$126/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax 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 | $169,536 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
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HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 32789
Nearby schools
GreatSchools rating
- 10/10Dommerich Elementary SchoolGrades: PK-5Distance: 0.8 mi
- 6/10Maitland Middle SchoolGrades: 6-8Distance: 0.9 mi
- 7/10Winter Park High SchoolGrades: 9-12Distance: 2.8 mi
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.
A local agent can set up tours, give advice and negotiate with sellers.
- Florida
- Orange County
- Winter Park
- 32789
- 2228 Azalea Pl
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