#O6296995, Carl Bailey, Listing Office: NEXTHOME LOCATION
5127 Leeward Way Orlando, FL 32809
Property details
About 5127 Leeward Way
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.
Highlights
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Summary
- Full Bathrooms: 3
- Appliances: Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Ice Maker, Microwave, Refrigerator, Tankless Water Heater, Washer
- Flooring Type: Ceramic Tile, Wood
- Interior: Eat-in Kitchen, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Tray Ceiling(s)
- Total Bedroom Count: 4
- Garage Space: 3 spaces
- Attached Garage: No
- Private Pool: Yes
- Parking: Oversized, Parking Pad, Workshop in Garage
- Waterfront: Canal
- Exterior: Lighting, Outdoor Grill, Outdoor Kitchen, Private Mailbox, Sliding Doors
- Heating: Central
- Cooling: Central Air
- List Price: $1,650,000
- Price/SqFt: $430
- HOA Amount: $175 Annually
- Directions: Orange Ave south to harbour island east to leeward north
- Year Built: 1972
- Living Area: 3,836 SqFt
- Lot Size: 0.61 Acres
- MLS Number: O6309938
- MLS Name: MFRMLS
- Office Name: FATHOM REALTY FL LLC
- Office Phone: (888) 455-6040
- Listing Agent: Natalie Rosario
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Last updated on: 5/24/2025, 11:49:27 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
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$1,650,000
5127 Leeward Way
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Price information
Property sales
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Tax history
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Nearby schools
2
Lancaster Elementary School
Public District PK-5
1.9 mi
•6700 Sheryl Ann Dr
5
Pineloch Elementary School
Public District PK-5
2.1 mi
•3101 Woods St
6
Shenandoah Elementary School
Public District PK-5
2.4 mi
•4827 Conway Rd
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $85,469. Most Orlando, FL residents have annual incomes between $35k-100k. The majority of families are married, no kids. Residents of this area typically have post secondary degree education.
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Frequently asked questions
About 5127 Leeward Way
The listing price of 5127 Leeward Way property is $1,650,000.
The property 5127 Leeward Way is a house located in Orlando, Florida, 32809.
Active Listing: 5127 Leeward Way is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 5127 Leeward Way are: Lancaster Elementary School (GreatSchools Rating 2/10), Pineloch Elementary School (GreatSchools Rating 5/10), Shenandoah Elementary School (GreatSchools Rating 6/10), Cornerstone Academy Charter (GreatSchools Rating 8/10), Pershing School (GreatSchools Rating 4/10), Walker Middle School (GreatSchools Rating 3/10), Cornerstone Charter Academy High School (GreatSchools Rating 7/10), Oak Ridge High School (GreatSchools Rating 4/10), Prosperitas Leadership Academy Charter (GreatSchools Rating 1/10).
The property at 5127 Leeward Way has 4 bedrooms and 3 bathrooms.
The property 5127 Leeward Way is 3,836 SqFt (source: MLS/tax record).
The year of construction for 5127 Leeward Way is 1972.
This home is located at 5127 Leeward Way in Orlando, FL and zip code 32809 in the River Oaks neighborhood. This 3,836 square foot home, which was built in 1972, sits on a 0.61 acre lot. Features: 4 bedrooms, 3 bathrooms. It has been listed on Rocket Homes since May 17, 2025 and is currently priced at $1,650,000.
While more than 113 listings in Orlando, FL in April 2025 were sold above asking price, there were more than 182 listings sold at asking price, and more than 502 were sold below. The number of listings in Orlando, FL increased by 5% between March and April 2025. Listings spent 54 days on the market in April 2025, and had a median list price of $398,420 during the same period.