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$1,590,000
93 Days On Site

5127 LEEWARD WAY
ORLANDO, FL 32809

For Sale|Single Family Residence|Active
4
Beds
3
Total Baths
3
Full Baths
3,836
SqFt
$414
/SqFt
1972
Built
Subdivision:
RIVER OAKS
County:
Orange

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5127 LEEWARD WAY5127 LEEWARD WAY5127 LEEWARD WAY5127 LEEWARD WAY
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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.

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Listing Snapshot
Price 
$1,590,000
Days On Site 
93 Days
Bedrooms 
4
Inside Area (SqFt) 
3,836 sqft
Total Baths 
3
Full Baths 
3
Partial Baths 
N/A
Lot Size 
0.61 Acres
Year Built 
1972
MLS® Number 
O6309938
Status 
Active
Property Tax 
$8,717
HOA/Condo/Coop Fees 
$14.58 monthly
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
a week agoListing updated with changes from the MLS®
2 months agoPrice changed to $1,590,000
3 months agoListing first seen on site
General Features
Acres 
0.61
Direction Faces 
West
Foundation 
Block
Garage 
Yes
Garage Spaces 
3
Parking 
BoatGarage Door OpenerGarage Faces RearGuestOn StreetOversizedParking PadWorkshop in Garage
Pets 
No
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
SqFt Total 
4941
Stories 
One
Utilities 
Cable Available
Water Source 
Public
Zoning 
R-1AA
Interior Features
Appliances 
Convection OvenCooktopDishwasherDisposalDryerIce MakerMicrowaveRefrigeratorTankless Water HeaterWasher
Cooling 
Central Air
Flooring 
Ceramic TileWood
Heating 
Central
Interior 
Eat-in KitchenStone CountersTray Ceiling(s)
Laundry Features 
Laundry Room
Spa 
Yes
Window Features 
Window CoveringsShuttersWindow Treatments
Bedroom 1 
Dimensions - 11x10Level - First
Bedroom 2 
Dimensions - 14x10Level - First
Bedroom 3 
Dimensions - 14x16Level - First
Dining Room 
Dimensions - 13x14Level - First
Family Room 
Dimensions - 27x16Level - First
Florida Room 
Dimensions - 14x33Level - First
Game Room 
Dimensions - 22x36Level - Second
Kitchen 
Dimensions - 19x19Level - First
Living Room 
Dimensions - 13x14Level - First
Master Bedroom 
Dimensions - 19x22Level - First
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Exterior Features
Construction Details 
Block
Exterior 
LightingOutdoor GrillOutdoor KitchenDock
Lot Features 
Waterfront
Pool Features 
GuniteIn GroundPool SweepSalt WaterScreen EnclosurePrivate
Private Pool 
Yes
Roof 
Shingle
Spa 
Yes
Spa Features 
In Ground
View 
CanalLakeWater
Waterfront 
Yes
Waterfront Features 
Canal FrontLake Privileges
Waterview 
CanalLakeWater
Windows/Doors 
Window CoveringsShuttersWindow Treatments
Community Features
Accessibility Features 
Visitor Bathroom
Association Amenities 
Basketball Court
Association Dues 
175
Community Features 
Street Lights
Financing Terms Available 
CashConventional
HOA Fee Frequency 
Annually
MLS Area 
32809 - Orlando/Pinecastle/Oakridge/ Edgewood
Roads 
Asphalt
Township 
23
Schools
School District
Unknown
Elementary School
Pershing Elem
Middle School
Unknown
High School
Boone High
Listing courtesy of FATHOM REALTY FL LLC 4074687465



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2025, Stellar MLS.
Last checked: 2025-08-19 12:01 AM EDT

Neighborhood & Commute
Source: Walkscore
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