About 5127 Leeward Way
Under contract-accepting backup offers. 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.
Features of 5127 Leeward Way
| MLS® # | O6309938 |
|---|---|
| Price | $1,450,000 |
| Bedrooms | 4 |
| Bathrooms | 3.00 |
| Full Baths | 3 |
| Square Footage | 3,836 |
| Acres | 0.61 |
| Year Built | 1972 |
| Type | Residential |
| Sub-Type | Single Family Residence |
| Status | Pending |
Community Information
| Address | 5127 Leeward Way |
|---|---|
| Area | Orlando/Pinecastle/Oakridge/ Edgewood |
| Subdivision | RIVER OAKS |
| City | ORLANDO |
| County | Orange |
| State | FL |
| Zip Code | 32809-3042 |
Amenities
| Amenities | Basketball Court |
|---|---|
| Parking | Boat, Garage Door Opener, Garage Faces Rear, Guest, On Street, Oversized, Parking Pad, Workshop in Garage |
| # of Garages | 3 |
| Is Waterfront | Yes |
| Waterfront | Canal - Freshwater, Canal Front |
| Has Pool | Yes |
Interior
| Interior Features | Eating Space In Kitchen, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Tray Ceiling(s), Window Treatments |
|---|---|
| Appliances | Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Ice Maker, Microwave, Refrigerator, Tankless Water Heater, Washer |
| Heating | Central |
| Cooling | Central Air |
| Fireplace | No |
Exterior
| Exterior Features | Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Mailbox, Sliding Doors |
|---|---|
| Roof | Shingle |
| Foundation | Block |
School Information
| Elementary | Pershing Elem |
|---|---|
| High | Boone High |
Additional Information
| Date Listed | May 17th, 2025 |
|---|---|
| Days on Market | 139 |
| Zoning | R-1AA |
| Foreclosure | No |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Office | FATHOM REALTY FL LLC |
|---|