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
Property Details
Price:
$5,600,000
MLS #:
O6416342
Status:
Active
Beds:
5
Baths:
5.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
MAITLAND SHORES FIRST ADD
Neighborhood:
32789winterpark
Listed Date:
Jun 27, 2026
Finished Sq Ft:
5,152
Total Sq Ft:
6,775
Lot Size:
14,374 sqft / 0.33 acres (approx)
Year Built:
2008
See this Listing
Schools
Elementary School:
Dommerich Elem
Middle School:
Maitland Middle
High School:
Winter Park High
Interior
Appliances
Bar Fridge, Dishwasher, Disposal, Dryer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Wine Refrigerator
Bathrooms
5 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Zoned
Flooring
Carpet, Marble, Porcelain Tile, Hardwood
Heating
Central, Electric, Heat Pump, Zoned
Interior 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
Laundry Features
Inside
Levels
Two
Exterior
Architectural Style
French Provincial
Attached Garage YN
1
Community Features
Water Access
Construction Materials
Block, Stucco
Covered Spaces
3
Direction Faces
North
Exterior Features
Awning(s), Balcony, French Doors, Irrigation System, Lighting, Private Yard
Fencing
Cross Fenced, Stone
Garage Spaces
3
Lot Features
Corner Lot
Open Parking YN
1
Parking Features
Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side
Patio And Porch Features
Covered, Deck, Patio, Rear Porch
Roof
Metal, Slate
Security Features
Security System
Financial
HOA Name
MAITLAND SHORES PROTECTIVE ASSOCIATION
Tax Year
2025
Taxes
$26,904
Map
Community
- Address2228 AZALEA PLACE WINTER PARK FL
- SubdivisionMAITLAND SHORES FIRST ADD
- CityWINTER PARK
- CountyOrange
- Zip Code32789
Subdivisions in WINTER PARK
- ACREAGE & UNREC
- ALBERT LEE RIDGE
- ALBERT LEE RIDGE 1ST ADD
- ALBERT LEE RIDGE ADD 02
- ALBERT LEE RIDGE ANNEX
- ALBERT LEE RIDGE FIRST ADD
- ALEXANDER PLACE
- ALOMA
- ALOMA PARK
- ALOMA TRAILS
- ARROWHEAD COVE
- ART SYSTEMS CENTER
- ATTILIO G PANACCIONES SUB
- AUTUMN GLEN PH 3
- BANKS COLONIAL ESTATES
- BEAR GULLY BAY
- BEAR GULLY POINTE
- BROOKSHIRE HEIGHTS
- CANTON AVE COTTAGES 1
- CAPENS ADD
- CASA ALOMA
- CASA JARDIN CONDO
- CEDAR RIDGE
- CEDARWOOD VILLAGE
- CEDARWOOD VILLAGE 1
- CHARMONT
- CHATEAUX DU LAC
- CHEROKEE PARK
- CLOISTER GROVE SUB
- CLOISTERS CONDO
- COLLEGE PLACE REP
- COLONIES
- COMSTOCK PARK
- CONWILL ESTATES
- CONWILL ESTS
- CORONATION ADD
- COUNTRY LANE
- CRANES CREEK
- CRANES CRK
- DETMAR TERRACE WINTER PARK
- DIXIE TERRACE
- DUBSDREAD HEIGHTS
- EASTBROOK SUB
- EASTBROOK SUB UNIT 05
- EASTBROOK SUB UNIT 06
- EASTBROOK SUB UNIT 06 2ND REP
- EASTBROOK SUB UNIT 13
- EASTBROOK SUB UNIT 8
- EASTBROOK SUBD UNIT NO 05
- EASTGATE SUB
- EDGEWOOD SUB
- ELIZABETH HEIGHTS SUB
- ELLNO WILLO
- ENCLAVE AT HAWKS CREST
- FAIRBANKS PARK
- FAIRSHORES PLACE
- FAIRVIEW HEIGHTS REP
- FERNBROOK TRAILS
- FLAMINGO SHORES
- FONTAINEBLEAU
- FOREST HILLS
- FORREST HILLS
- FREMAR
- GARDEN LAKE ESTATES UNIT 1
- GARDEN LAKE ESTATES UNIT 3
- GEORGETOWN ESTATES
- GLENCOE
- GLENCOE SUB
- GLENCOE SUBDIVISION
- GOLFSIDE SEC 03
- GOLFSIDE VILLAS CONDO
- GOLFVIEW
- GRAND PINES
- GRAYSON SQUARE
- GREEN OAKS REP 02
- GREEN TERRACE V/140 LOT 3 BLK B
- GREENVIEW AT WINTER PINES
- H VANWIES SUB
- HAMILTON PLACE
- HARBOR EAST
- HENKEL ADD
- HENKELS ADD/WINTER PARK
- HIDDEN OAKS CONDO PH 01
- HIDDEN OAKS CONDO PH 02
- HIDDEN OAKS CONDO PH 03
- HIDDEN OAKS CONDO PH 09
- HIDDEN OAKS CONDO PH 10
- HIDDEN OAKS CONDO PH 11
- HIDDEN OAKS CONDO PH 12
- HIDDEN OAKS CONDO PH 7
- HILLS
- HORTON AARON
- HOWELL BRANCH WOODS
- HOWELL ESTATES REP
- J KRONENBERGER SUB
- JUSTAMERE CAMP REP
- KAROLINA ON KILLARNEY
- KENILWORTH SHORES SEC 01
- KENILWORTH SHORES SEC 03
- KENILWORTH SHORES SEC 04
- KENILWORTH SHORES SEC 06
- KENILWORTH SHORES SEC 07
- KILLARNEY BAY CONDO
- KILLARNEY CIRCLE
- KILLARNEY ESTATES
- KILLARNEY POINT
- KINGS COVE
- KNOWLES MANOR NORTH CONDO
- LAKE ANN ESTATES UNIT 2
- LAKE ANN ESTATES UNIT 3
- LAKE BELL TERRACE
- LAKE FLORENCE PRESERVE
- LAKE FOREST PARK
- LAKE KILLARNEY CONDO
- LAKE KILLARNEY CONDOMINIUM ASSN INC.
- LAKE KILLARNEY SHORES
- LAKE KNOWLES TERRACE
- LAKE KNOWLES TERRACE 2ND ADD
- LAKE KNOWLES TERRACE ADD 02
- LAKE MAITLAND
- LAKE MONTE SUB
- LAKE SPIER XING
- LAKE SYLVAN SHORES
- LAKE WAUNATTA VILLAGE
- LAKE WAUNATTA WODS
- LAKE WAUNATTA WOODS
- LAKESIDE ESTATES
- LAKESIDE MANOR APTS CONDO
- LAKEVIEW TERRACE
- LANCELOT/WINTER PARK
- LANDINGS AT HAWKS CREST
- LANDMARK WINTER PARK CONDO
- LAWNDALE
- LAWNDALE ANNEX
- LAZY OAKS CONDO
- LORDS SUB
- LOST CREEK
- LUGANO TERRACE
- MACK PETER REV
- MAGNOLIA GARDENS SUB
- MAITLAND SHORES 1ST ADD
- MAITLAND SHORES FIRST ADD
- MEAD GARDEN
- MEAD GARDEN CONDOMINIUM
- MEADOWS AT HAWKS CREST
- METZINGERS ADD
- MORSE & PENNSYLVANIA TWNHMS
- MORSELAND SUB
- MRS L A DENNIS SUB
- NEW ENGLAND BLDG
- NORTH GOLDENROD COMMERCE PARK
- NORTHWOOD TERRACE
- OAKCREST-516
- OLYMPIA HEIGHTS
- OLYMPIA HEIGHTS ANNEX
- ORANGE GROVE SUB
- ORANGE TERRACE
- ORANGEWOOD PARK
- ORWIN MANOR WESTMINSTER SEC
- OSCEOLA SHORES SEC 02
- OSCEOLA SHORES SEC 03
- PALMER AVE LAKESIDE PROP
- PARK GROVE
- PARK MANOR FIRST ADD
- PARK POINTE REP
- PARK WEST CONDO
- PARKLANDO
- PARKLANDO #3
- PARKVIEW VILLAGE
- PARKVIEW VILLAGE CONDO
- PARKVIEW VILLAGE CONDO BLVD 2918
- PERLE DU LAC
- PHILLIPS CIRCLE REP
- PINES
- PRESERVE AT HAWKS CREST
- QUARTERS AT WINTER PARK CONDO
- RIDGE HIGH 1ST ADD
- RIDGE HIGH SUB
- SANDLEWOOD CREEK PHASE 2
- SEVILLE PARK
- SHARON PLACE
- SHERBROOKE
- SHORES LAKE KILLARNEY SEC 02
- SICILIAN SHORES
- SLOVAK VILLAGE
- SOUTH INTERLACHEN PLACE
- SOUTH LAKEMONT SHORES
- STANSBURY ESTATES
- STRATFORD A WINTER PARK CONDO
- SUBURBAN HOMES
- SUBURBAN HOMES FIRST ADD
- SUBURBAN HOMES SEC 2
- SWOOPE PARK
- SYLVAN HEIGHTS
- SYLVAN LAKE SHORES
- SYLVAN PARK
- TANGERINE COURT
- TANGLEWOOD SEC 3 REP
- TANTUM ADD
- TEMPLE ESTATES
- TEMPLE TERRACE
- TEMPLE TERRACE ANNEX
- TERRAZO DEL SOL
- THE ENCLAVE WINTER PARK
- TIMBERLANE SHORES
- TOWN OF WINTER PARK
- TOWNHOMES/HARPER PLACE
- TRINITY BAY
- TRINITY BAY PH 2
- TROTTERS REP
- TUSCANY TERRACE
- TWIN ACRES
- URBAN GREEN 12
- VERSAILLES WINTER PARK CONDO
- VIA LAGO/HANGING MOSS CONDO
- VIA LAGO/HANGING MOSS PH 09
- VILASA TWNHMS
- VILLA VIEW PARK
- VILLAGE CONDOS
- VILLAGE GREEN
- VILLAGE WINTERSET INC
- VILLAS OF ARAGON CONDO
- VILLAS OF CASSELBERRY PH 1
- VILLAS OF CASSELBERRY PH 3
- VILLAS OF CASSELBERRY PH 4
- VIRGINIA HEIGHTS REP
- VIRGINIA HGTS REP
- VISTAS AT LAKE HOWELL
- WATERBRIDGE
- WATERFALL COVE
- WATERFALL COVE AT WINTER PARK
- WATERFALL COVE AT WINTER PARK CONDOMINIUM D107
- WATERFALL COVE OF WINTER PARK
- WATERFALL COVE/WINTER PARK
- WATERS EDGE AT HAWKS CREST
- WHISPERING WATERS/PHILLIPS CIRCLE REP
- WHISPERWOOD CONDO
- WHISPERWOOD CONDO 02
- WINDSONG ELIZABETHS WALK 43/81
- WINDWARD SQUARE SEC 1
- WINDWARD SQUARE SEC 2
- WINDWARD SQUARE SEC 3
- WINFLOR COURT PT REP
- WINTER PARK
- WINTER PARK COMM
- WINTER PARK ESTATES
- WINTER PARK GARDENS CONDO
- WINTER PARK HEIGHTS
- WINTER PARK OAKS
- WINTER PARK OASIS
- WINTER PARK PINES
- WINTER PARK PINES MERRIE OAKS
- WINTER PARK PINES REP
- WINTER PARK PINES UNIT 4
- WINTER PARK RESIDENTIAL
- WINTER PARK REV
- WINTER PARK VILLAGE
- WINTER PARK VILLAS
- WINTER PARK VILLAS CONDO
- WINTER PARK WOODS CONDO
- WINTER WOODS UNIT 01
- WINTER WOODS UNIT 03
- WINTER WOODS UNIT 04
- WOODCREST UNIT 5
- WOODMERE TERRACE REP
- WRENWOOD CONDO
- WRENWOOD HEIGHTS UNIT 2
- WRENWOOD UNIT 3 3RD ADD
Market Summary
Current real estate data for Single Family in WINTER PARK as of Sep 28, 2026
318
Single Family Listed
90
Avg DOM
490
Avg $ / SqFt
$1,344,196
Avg List Price
Property Summary
- Located in the MAITLAND SHORES FIRST ADD subdivision, 2228 AZALEA PLACE WINTER PARK FL is a Single Family for sale in WINTER PARK, FL, 32789. It is listed for $5,600,000 and features 5 beds, 6 baths, and has approximately 5,152 square feet of living space, and was originally constructed in 2008. The current price per square foot is $1,087. The average price per square foot for Single Family listings in WINTER PARK is $490. The average listing price for Single Family in WINTER PARK is $1,344,196. To schedule a showing of MLS#o6416342 at 2228 AZALEA PLACE in WINTER PARK, FL, contact your WINDERMERE INTERNATIONAL REALTY agent at 4079901329.
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Courtesy of COMPASS FLORIDA LLC. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than WINDERMERE INTERNATIONAL REALTY include the name of the listing broker. Neither the listing company nor WINDERMERE INTERNATIONAL REALTY shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 2228 AZALEA PLACE
WINTER PARK, FL
