5127 LEEWARD WAY
ORLANDO, FL, 32809
$1,590,000
4 Beds
3 Baths
3,836 SqFt
0.61 Acres
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Your Endless Summer Starts Here!
Welcome to your own slice of lakefront paradise—where every day feels like a vacation and the backyard is your passport to fun. Tucked away on the Conway Chain of Lakes, this private oasis offers direct water access right from your own dock. Whether you’re launching a sunset cruise, taking a spontaneous paddleboard spin, or just soaking in the views from your shaded dock with covered lift, this home brings the magic of summer to your doorstep.

The fully screened pool and spa are ready for cannonballs, floaty marathons, or lazy afternoons with a good book and a cold drink. Fire up the gourmet outdoor kitchen for backyard BBQs, cocktail hours, or moonlit dinners under the stars. The tropical backyard is more than just gorgeous—it’s alive. Wander the garden path for fresh-picked carambola and avocado, or steal a quiet moment in the meditation garden.

Need a break from the pool party? Sneak away to the air-conditioned she shed/workroom, complete with a chandelier, for a little solo creativity—painting, crafting, or just sipping rosé in peace. When you’re ready to turn up the fun, challenge your crew to a game of hook and ring, toast marshmallows by the fire pit under the pergola, or swing beneath the majestic magnolia tree like it’s summer camp for grown-ups.

Inside, the home is just as impressive. The sprawling chef’s kitchen is the beating heart of the home, featuring double ovens, a warming drawer, full-size side-by-side refrigerator and freezer, oversized island, separate breakfast bar, and even an ice maker—because your summer drinks deserve better than fridge cubes. There’s also a perfect little nook for a coffee station, ideal for those peaceful mornings.

The kitchen opens to a sunny family room, perfect for barefoot lounging and casual hangs, while the formal dining and living rooms step things up for those unforgettable summer dinner parties. The primary suite is a true owner’s retreat with two walk-in closets, jetted tub, walk-in shower, and a bonus room that’s perfect as a home office, yoga studio, or private reading den.

Across the home, you’ll find three more generously sized bedrooms and two full bathrooms, including one with easy pool access and an accessible shower—so everyone can rinse off and relax after a day on the lake.

And then there’s the bonus space: perched above the detached 3-car garage is a massive game room with a private deck overlooking the yard and sparkling Lake Gatlin. It’s the ultimate flex space for movie nights, game day parties, or just a quiet retreat with a view.

With a 2018 roof, new HVAC systems (2024), and an unbeatable location on one of Orlando’s most beloved chains of lakes, this is more than a home—it’s your summer soundtrack come to life.

**Cannonballs, cocktails, kayaking, and calm—**this is where your best season starts.
Schedule your private tour and live the lake life you’ve always dreamed of.

Property Details

Price:
$1,590,000
MLS #:
O6309938
Status:
Active
Beds:
4
Baths:
3
Address:
5127 LEEWARD WAY
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
RIVER OAKS
Neighborhood:
32809 – Orlando/Pinecastle/Oakridge/ Edgewood
City:
ORLANDO
Listed Date:
May 17, 2025
State:
FL
Finished Sq Ft:
3,836
Total Sq Ft:
4,941
ZIP:
32809
Lot Size:
26,636 sqft / 0.61 acres (approx)
Year Built:
1972
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Schools

Elementary School:
Pershing Elem
High School:
Boone High

Interior

Appliances
Built- In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Ice Maker, Microwave, Refrigerator, Tankless Water Heater, Washer
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Flooring
Ceramic Tile, Hardwood
Heating
Central
Laundry Features
Laundry Room

Exterior

Association Amenities
Basketball Court
Construction Materials
Block
Exterior Features
Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Mailbox, Sliding Doors
Parking Features
Boat, Garage Door Opener, Garage Faces Rear, Guest, On Street, Oversized, Parking Pad, Workshop in Garage
Roof
Shingle

Financial

HOA Fee
$175
HOA Frequency
Annually
HOA Name
River oaks HOA
Tax Year
2024
Taxes
$8,717

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Community

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5127 LEEWARD WAY
ORLANDO, FL