2059 WOODLAWN DRIVE, Orlando, FL 32803

• 4 beds |
• 5 baths |
• 3,646 sqft

Property Description

Custom-built estate on a rare 1/3-acre lot overlooking Lake Sue and Beeman Park, thoughtfully designed for multi-generational spaces and split plan living. This Southern European–inspired home features multiple private living quarters connected by covered loggias, offering independence, privacy, and flexibility rarely found in a single-family residence. Wraparound double loggias surround a central courtyard with a wood-burning outdoor fireplace and lake views, creating seamless indoor-outdoor living. The lagoon-style pool and spa with wall fountain and programmable LED lighting are set within expansive, professionally landscaped grounds—perfect for relaxing or entertaining. The main living areas feature 10-foot ceilings on both levels, 8-foot solid and French doors, and a striking curved staircase. The open kitchen flows into the dining and family rooms, ideal for shared gatherings while maintaining private retreats throughout the home. Finishes include custom millwork, crown molding, plantation shutters, solid interior doors, high-end custom cabinetry, and granite countertops in the kitchen, baths, and laundry room. The four-bedroom, four-and-a-half-bath layout plus office is uniquely configured for separate, private bedroom spaces. A ground-floor bedroom connects to the main residence via a covered balcony, ideal for guests, extended family, or live-in support. The second-floor office is also accessed by a loggia and includes a private exterior stairway, offering potential for a home office, studio, or independent suite. The upstairs primary suite provides additional separation and privacy within a three-way split plan. Additional features include a two-car side-entry garage, covered parking for three vehicles, open parking for two more, gated driveways, and custom gates and railings throughout. Located in one of Orlando’s most desirable and quiet neighborhoods, with convenient access to Winter Park, Baldwin Park, Mills Park, and top-rated Winter Park schools, this one-of-a-kind property offers unmatched versatility for today’s multi-generational lifestyle.

Listing Status:

Pending

Date Added:

February 4, 2026

Data Last Updated:

February 19, 2026 at 12:24AM

Listing Office:

BALDWIN PARK REALTY LLC : 407-986-9800

Listing Agent:

Bobby Livera : 321-231-2308

MLS ID:

O6375744

Interior

• General: Coffered Ceiling(s)Crown MoldingEat-in KitchenKitchen/Family Room ComboOpen FloorplanPrimaryBedroom UpstairsSolid Wood CabinetsSplit BedroomWalk-In Closet(s)
• Appliances: Built-In OvenConvection OvenCooktopDishwasherDisposalElectric Water HeaterExhaust FanMicrowaveRefrigerator
• Laundry: Electric Dryer HookupLaundry RoomWasher Hookup
• Flooring: BrickCarpetCeramic TileWood
• A/C: Central AirZoned
• Heating: CentralElectricHeat Pump
• Fireplace: Living RoomWood BurningFireplace

Exterior

• General: Awning(s)BalconyCourtyardFrench DoorsGardenPrivate MailboxRain GuttersShade Shutter(s)HeatedIn Ground
• Style: Mediterranean
• Other Structures: CabanaGuest HouseStorageFront PorchPatioCovered
• Pool: GuniteHeatedIn GroundSalt Water
• Parking: DrivewayGarage Door OpenerGarage Faces Side

Construction

• Roofing: Tile
• Windows: Double Pane WindowsInsulated WindowsWindow Treatments
• General: BlockStuccoTwoSlab

Location

• Road/Access: Asphalt
• Originating MLS: Stellar MLS
• County: Orange

Lot

• Zoning: R-1AABEEMAN PARK L/91 COMM SW COR LOT 41 TH N18 DEG E 85 FT FOR POB TH CONT N 18 DEGE 115.38 FT NELY 102.29 FT S 194.14 FTN 70 DEG W 125.97 FT TO POB18-22-30-0568-00-400
• View: Water

Utilities

• Utilities: BB/HS Internet AvailableCable ConnectedElectricity ConnectedFire HydrantWater Connected
• Water: PublicSee Remarks
• Sewer: Septic Tank

Financial

• Source: Stellar MLS
• Ownership: Fee Simple