#O6290746, Chris Grenier, Listing office: ELEGANT REALTY LLC
5127 Leeward Way Orlando, FL 32809
Property details
About 5127 Leeward Way
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.
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), Window Treatments
- Total Bedroom Count: 4
- Garage Space: 3 spaces
- Attached Garage: No
- Private Pool: Yes
- Parking: Boat, Garage Door Opener, Garage Faces Rear, Guest, On Street, 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: $1,590,000
- Price/SqFt: $414
- 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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Price information
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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. The majority of Orlando, FL residents have income between $35k-100k annually. The most common type of family is 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 $1,590,000.
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 $1,590,000.
Orlando, FL housing market in June 2025 saw over 103 listings sold above listed price, more than 214 sold at listed price and over 548 sold below. The inventory of homes for sale in Orlando, FL between May and June 2025 increased by 2.3%. In June 2025 median list price was $395,402 and the average listing age was 58 days.