5127 LEEWARD WAY
ORLANDO, FL, 32809
$1,590,000
4 Beds
3 Baths
3,836 SqFt
0.61 Acres
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$1,590,000
5127 LEEWARD WAY
ORLANDO, FL, 32809
5127 Leeward Way | Orlando, FL
Where Summer Lingers and Life Slows Down

Tucked away on a peaceful cul-de-sac with LOW HOA, this 4-bedroom, 3-bath pool home offers the kind of lifestyle that feels like a permanent vacation. Whether you’re spending the day on the water, relaxing in the pool, or enjoying quiet evenings in your backyard oasis, this home brings the best of Florida living right to your doorstep.

The main living area features a spacious open layout with a large eat-in kitchen, granite countertops, stainless steel appliances, and plenty of natural light. A generous upstairs bonus room gives you flexibility for a media space, guest suite, or creative zone.

Out back, the private pool and spa are surrounded by tropical landscaping, fruit-bearing gardens, and winding pathways that invite exploration. Follow the garden trails to your covered boat dock with lift — the perfect launching point for endless days on the Conway Chain of Lakes.

There’s room for everyone and everything, with a 3-car garage, extended driveway, and even a climate-controlled “She Shed” complete with chandelier — ideal for an art studio, home office, or quiet hideaway.

According to Orange County tax records, this property is zoned for Pershing K-8 and Boone High School, both known for their wonderful programs.

As summer winds down everywhere else, here it’s still full of sunshine, fresh-picked fruit, and long weekends on the water. If you’re ready to make your move before fall arrives, 5127 Leeward Way is ready to welcome you home.

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

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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5127 LEEWARD WAY
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