Property Description

5127 Leeward Way | Orlando, FL — Lakefront Living with Year-Round Charm .

Tucked at the end of a peaceful cul-de-sac, this 4-bedroom, 3-bath pool home is more than a property — it’s a lifestyle. From sparkling days on the Conway Chain of Lakes to cool autumn evenings by the firepit or pool, every moment here feels like an escape.

Step inside to discover a bright and open living space anchored by a spacious eat-in kitchen with granite countertops, stainless steel appliances, and abundant natural light. Upstairs, a generous bonus room offers flexibility for a media retreat, guest suite, or creative haven.

Outdoors, your backyard oasis comes alive with a private pool and spa, tropical landscaping, and fruit-bearing gardens that invite exploration. Winding pathways guide you to the covered boat dock with lift — the perfect launching point for sunrise paddleboarding, weekend boating, or peaceful evening views of the water.

This home was designed for both play and practicality, featuring a 3-car garage, extended driveway, and a one-of-a-kind, climate-controlled She Shed complete with chandelier — a perfect spot for an office, art studio, or quiet hideaway.

According to Orange County tax records, the home is zoned for Pershing K-8 and Boone High School, both renowned for their programs.

? Here, summer lingers a little longer, fall evenings are spent under starlit skies, and life flows as easily as the water at your dock. 5127 Leeward Way isn’t just a home — it’s your personal retreat, ready to be lived in and loved. ?

Features
: Gunite, In Ground, Screen Enclosure, Pool Sweep, Salt Water
: Central
: Central Air
: Garage Door Opener, Oversized, Guest, Boat, Workshop in Garage, On Street, Garage Faces Rear, Parking Pad
Shutters, Window Treatments
Lighting, Outdoor Grill, Outdoor Kitchen, Private Mailbox, Sliding Doors
Ceramic Tile, Wood
Eat-in Kitchen, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Tray Ceiling(s), Window Treatments
Laundry Room
1
Septic Tank
Cable Available, Public
Canal - Freshwater, Canal Front
Appliances
Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Ice Maker, Microwave, Refrigerator, Tankless Water Heater, Washer
Address Map
US
FL
Orange
Orlando
RIVER OAKS
32809
LEEWARD
5127
WAY
R-1AA
West
Orange Ave south to harbour island east to leeward north
32809 - Orlando/Pinecastle/Oakridge/ Edgewood
Neighborhood
Pershing Elem
Boone High
MLS Addon
FATHOM REALTY FL LLC
Natalie Rosario
Additional Information
CONWAY CHAIN OF LAKES
Visitor Bathroom
Basketball Court
4941
Street Lights
Block
Block
3
One
2025-05-17
1590000
https://www.propertypanorama.com/instaview/stellar/O6309938
Canal/Lake For Irrigation, Public
Financial
175
Annually
1
8717
Listing Information
Stellar
261062135
261012452
Cash,Conventional
Active
2025-09-15T18:36:09Z
None
2025-05-17T17:58:05Z

Residential For Sale

5127 Leeward Way, Orlando, Florida 32809

0.61 Acre
$1,450,000
Listing ID #O6309938
Basic Details
Property Type : Residential
Listing Type : For Sale
Listing ID : O6309938
Price : $1,450,000
Year Built : 1972
Lot Area : 0.61 Acre
Status : Active
Listing Status : Active
Full Bathrooms : 3
Property Sub Type : Single Family Residence
Roof : Shingle
Waterfront Yn : 1
Agent info
Property Outlet LLC
13574 VILLAGE PARK DR
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