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5127 Leeward Way

ORLANDO, FL 32809

4 beds
3 baths
3,836 sqft
~1/2 acre lot
$430 per sqft
1972 build
– on site

This home is a private oasis with Direct Access to the Conway Chain of lakes where every corner invites you to unwind, gather, and create unforgettable moments. Spend your days lounging by the fully screened pool and spa, dining al fresco in the gourmet outdoor kitchen, or enjoying a sunset cruise from the shaded dock and Covered Lift. The lush backyard is a sanctuary featuring a meditation garden, vibrant tropical landscaping, and an abundant garden path offering fresh carambola and avocado. Enjoy the whimsical charm of the air-conditioned she shed/ work room, complete with a chandelier—perfect for painting, sewing, or creative escapes. Challenge friends to a game of hook and ring, or relax under the pergola by the fire pit or on the swing beneath the grand magnolia tree. Inside, the home is equally impressive with a thoughtfully designed layout that blends function and style. The expansive cook’s kitchen is the heart of the home, featuring double ovens, warming drawer, full-size side-by-side refrigerator and freezer, oversized island and separate breakfast bar, icemaker, and space for a coffee station. The kitchen opens to a spacious family room, ideal for casual gatherings, while the formal dining and living rooms provide elegant spaces for entertaining. The large primary suite is an expansive owner’s haven, offering two walk-in closets, a luxurious jetted tub, walk-in shower, and an adjacent office or flexible den space. Three additional bedrooms are located on the opposite side of the home for ultimate privacy, along with two full bathrooms, one with convenient pool access and an accessible shower. Tucked above the detached three-car garage is a spacious bonus game room with a private deck overlooking the beautifully manicured backyard and Lake Gatlin—perfect for entertaining, relaxing, or taking in the serene lake views. Additional features include a 2018 roof, updated HVAC systems (2024), and a prime location on one of Orlando’s most desirable chains of lakes. This is more than a home—it’s a lifestyle of lakefront living, effortless entertaining, and everyday moments made extraordinary. Schedule your private tour today.

Listing courtesy of STELLAR_MLS / FATHOM REALTY FL LLC

Last checked: Checking… • Last updated May 20, 2025 •

MLS# O6309938 —

The Building

Year Built:

1972
New Construction:

false
Construction Materials:

Block
Levels:

One
Roof:

Shingle
Foundation Details:

Block
Window Features:

Shutters
Accessibility Features:

Visitor Bathroom
Building Area Total:

4941
Building Area Units:

Square Feet
Building Area Source:

Public Records

Interior

Interior Features:

Eating Space In Kitchen
Flooring:

Ceramic Tile
Fireplace:

false

Room Dimensions

Living Area:

3836
Living Area Units:

Square Feet
Living Area Source:

Public Records

Location

Directions:

Orange Ave south to harbour island east to leeward north
Latitude:

28.48727
Longitude:

-81.36817
Coordinates:

-81.36817, 28.48727

The Property

Parcel Number:

132329745600430
Property Type:

Residential
Property Subtype:

Single Family Residence
Lot Size Acres:

0.61
Lot Size Area:

26636
Lot Size SqFt:

26636
Lot Size Units:

Square Feet
Total Acres:

1/2 to less than 1
Zoning:

R-1AA
Direction Faces:

West
View:

false
Exterior Features:

Irrigation System
Water Source:

Canal/Lake For Irrigation
Road Surface Type:

Asphalt
Flood Zone Code:

X
Flood Zone Panel:

12095C0430F
Additional Parcels:

false
Homestead:

true
Land Lease:

false

Listing Agent

Contact info:

Taxes

Tax Year:

2024
Tax Lot:

43
Tax Legal Description:

RIVER OAKS 1/147 LOT 43
Tax Book Number:

1-147
Tax Annual Amount:

$8,717

Beds

Bedrooms Total:

4

Baths

Total Baths:

3
Total Baths:

3
Full Baths:

3

The Listing

Virtual Tour URL Unbranded:

https://www.propertypanorama.com/instaview/stellar/O6309938
Special Listing Conditions:

None

Heating & Cooling

Heating:

Central
Heating:

true
Cooling:

Central Air
Cooling:

true

Utilities

Utilities:

Cable Available
Sewer:

Septic Tank

Appliances

Appliances:

Built-In Oven
Laundry Features:

Laundry Room

The Community

Subdivision Name:

RIVER OAKS
Senior Community:

false
Waterview:

Canal
Waterview:

true
Water Access:

Canal - Freshwater
Water Access:

true
Water Extras:

Lift
Water Body Name:

CONWAY CHAIN OF LAKES
Waterfront:

true
Waterfront Features:

Canal - Freshwater
Spa:

true
Spa Features:

In Ground
Pool Private:

true
Pool Features:

Gunite
Pets Allowed:

No
Association Amenities:

Basketball Court
Association:

true
Association Fee:

175
Association Fee Frequency:

Annually
Association Fee Requirement:

Required
Monthly HOA Amount:

14.58
Ownership:

Fee Simple

Parking

Garage:

true
Attached Garage:

false
Garage Spaces:

3
Carport:

false
Covered Spaces:

3
Open Parking:

true
Parking Features:

Oversized

Monthly cost estimate

Asking price

$1,650,000

Expense	Monthly cost
Mortgage	$8,835
Taxes	$726
Insurance	$453
HOA fees	$15
Utilities	$259 See report
Total	$10,288/mo.^*
	^*This is an estimate

Explore the Area

My Commute

From

Walk Score®

Provided by WalkScore® Inc.

Bike Score®

Provided by WalkScore® Inc.

Soundscore™

Provided by HowLoud

Air Pollution Index

Provided by ClearlyEnergy

Sale history

Date	Event	Source	Price	% Change
5/17/25 May 17, 2025	Listed / Active	STELLAR_MLS	$1,650,000

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This house located in River Oaks, Edgewood, FL 32809 is currently for sale for $1,650,000. 5127 Leeward Way is a 3,836 square foot house with 4 beds and 3 baths that has been on Estately for 4 days. 5127 Leeward Way is in the River Oaks neighborhood of Edgewood and has a WalkScore® of 20, making it car-dependent. This house is in the attendance area of Cornerstone Charter Academy High School, Pershing Elementary School, Cornerstone Charter Academy K-8, and Boone High School.

Listing Courtesy of: STELLAR_MLS and FATHOM REALTY FL LLC.

Based on information from the My Florida Regional MLS DBA Stellar MLS 2025.

All information provided is deemed reliable but is not guaranteed and should be independently verified. Stellar MLS, Estately and their affiliates provide the MLS and all content therein “AS IS” and without any warranty, express or implied. The information included in this listing is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information on each listing is furnished by the owner and deemed reliable to the best of his/her knowledge, but should be verified by the purchaser. Stellar MLS and Estately assume no responsibility for typographical errors, misprints or misinformation. This property is offered without respect to any protected classes in accordance with the law. For any questions please call (407) 499-8911.