5127 Leeward Way, Orlando, FL 32809
Local realty services provided by:Better Homes and Gardens Real Estate Synergy
Listed by:natalie rosario
Office:fathom realty fl llc.
MLS#:O6309938
Source:MFRMLS
Price summary
- Price:$1,450,000
- Price per sq. ft.:$293.46
- Monthly HOA dues:$14.58
About this home
5127 Leeward Way | Orlando, FL — A Lakefront Retreat for Every Season
Set at the end of a peaceful cul-de-sac, this 4-bedroom, 3-bath pool home blends lakefront living with cozy fall charm. From golden afternoons on the Conway Chain of Lakes to crisp evenings by the firepit, every day feels like a getaway.
Inside, the spacious eat-in kitchen features granite countertops, stainless steel appliances, and plenty of room for both everyday meals and seasonal gatherings. A flexible upstairs bonus room offers space for a media lounge, guest suite, or creative retreat.
Outdoors, tropical landscaping and fruit-bearing gardens line winding paths that lead to the sparkling pool and spa. At the water’s edge, a covered boat dock with lift invites you to savor sunrise paddleboarding, autumn sunsets, or weekend boating adventures.
Practical design meets personality with a 3-car garage, extended driveway, and a climate-controlled She Shed complete with chandelier — perfect for an office, art studio, or private hideaway.
According to Orange County tax records, the home is zoned for Pershing K-8 and Boone High School, both known for strong academic programs.
Here, summer fun blends seamlessly into fall evenings under starlit skies. 5127 Leeward Way is more than a house — it’s a retreat ready for every season.
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Home facts
- Year built:1972
- Listing ID #:O6309938
- Added:134 day(s) ago
- Updated:September 29, 2025 at 06:00 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:3
- Full bathrooms:3
- Living area:3,836 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Central
Structure and exterior
- Roof:Shingle
- Year built:1972
- Building area:3,836 sq. ft.
- Lot area:0.61 Acres
Schools
- High school:Boone High
- Elementary school:Pershing Elem
Utilities
- Water:Public
- Sewer:Public, Septic Tank
Finances and disclosures
- Price:$1,450,000
- Price per sq. ft.:$293.46
- Tax amount:$8,717 (2024)
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