2059 WOODLAWN DRIVE ORLANDO FL 32803 Sold 03/24/2026

Overview of 2059 Woodlawn Dr

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.

This luxury single family home was built in 2003 and features 4 bedrooms, and 4 full bathrooms plus 1 half bath. This home for sale is 5,138 square feet, with 3,646 sq ft being air conditioned living space. The home has a 2 car garage and has a private swimming pool.

Directions to this property are as follows: I-4 To Princeton Ave, Right On Mills Ave, Right On Corrine Dr, Left On Woodlawn Dr To Property. Plenty Of Street Park In Front Of The Beeman Park Directly In Front Of The Home.

Please contact your ZFC agent for more information about MLS# MFRO6375744 or any other homes for sale in Orlando or elsewhere in the Orange County area.