2059 Woodlawn Drive, Orlando, FL 32803
Local realty services provided by:Better Homes and Gardens Real Estate Thomas Group
Listed by: bobby livera
Office: baldwin park realty llc.
MLS#:O6375744
Source:MFRMLS
Price summary
- Price:$1,800,000
- Price per sq. ft.:$350.33
About this home
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.
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Home facts
- Year built:2003
- Listing ID #:O6375744
- Added:8 day(s) ago
- Updated:February 13, 2026 at 08:41 AM
Rooms and interior
- Bedrooms:4
- Total bathrooms:5
- Full bathrooms:4
- Half bathrooms:1
- Living area:3,646 sq. ft.
Heating and cooling
- Cooling:Central Air, Zoned
- Heating:Central, Electric, Heat Pump
Structure and exterior
- Roof:Tile
- Year built:2003
- Building area:3,646 sq. ft.
- Lot area:0.38 Acres
Schools
- High school:Winter Park High
- Middle school:Audubon Park K-8
- Elementary school:Audubon Park K8
Utilities
- Water:Public, Water Connected
- Sewer:Septic Tank
Finances and disclosures
- Price:$1,800,000
- Price per sq. ft.:$350.33
- Tax amount:$13,256 (2024)
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