David Shippey
863.521.4517

5127 Leeward Way Orlando Florida | Home for Sale

To schedule a showing of 5127 Leeward Way, Orlando, Florida, Call David Shippey at 863-521-4517 TODAY!

$1,590,000 Reduced -$60,000
5127 Leeward Way
Orlando, FL 32809
  • 4Beds
  • 3.00Total Baths
  • 3 Full, 0 HalfBaths
  • 3,836SqFt
  • 1972Year Built
  • 0.61Acres
  • MLS# O6309938
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market2 months, 7 days
  • Area32809 - Orlando/pinecastle/oakridge/ Edgewood
  • CountyOrange
  • Subdivision River Oaks

Overview

Your Endless Summer Starts Here!Welcome to your own slice of lakefront paradisewhere 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 youre 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 gorgeousits 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 creativitypainting, crafting, or just sipping ros in peace. When youre 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 its summer camp for grown-ups.Inside, the home is just as impressive. The sprawling chefs 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 makerbecause your summer drinks deserve better than fridge cubes. Theres 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 owners retreat with two walk-in closets, jetted tub, walk-in shower, and a bonus room thats perfect as a home office, yoga studio, or private reading den.Across the home, youll find three more generously sized bedrooms and two full bathrooms, including one with easy pool access and an accessible showerso everyone can rinse off and relax after a day on the lake.And then theres 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. Its 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 Orlandos most beloved chains of lakes, this is more than a homeits 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 youve always dreamed of.



Agriculture / Farm

Association Fees / Info

Community Features:  StreetLights

Pets Allowed:  No

Senior Community:  No

Hoa Frequency Rate:  175

Association:  Yes

Association Amenities:  BasketballCourt

Hoa Fees Frequency:  Annually

Bathroom Info

Total Baths:  3.00

Fullbaths:  3

Building Info

Window Features:  Shutters, WindowTreatments

Roof:  Shingle

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Pool Features:  Gunite, InGround, PoolSweep, ScreenEnclosure, SaltWater

Pool Private:  Yes

Exterior Features:  SprinklerIrrigation, Lighting, OutdoorGrill, OutdoorKitchen

Fees / Restrictions

Financial

Original Price:  $1,650,000

Garage / Parking

Open Parking:  No

Parking Features:  Boat, Garage, GarageDoorOpener, Guest, Oversized, ParkingPad, GarageFacesRear, OnStreet, WorkshopInGarage

Attached Garage:  No

Garage:  Yes

Carport:  No

Green / Env Info

Interior Features

Fireplace:  No

Floors:  CeramicTile, Wood

Levels:  One

Spa:  Yes

Laundry Features:  LaundryRoom

Interior Features:  TrayCeilings, EatInKitchen, LivingDiningRoom, MainLevelPrimary, StoneCounters, SplitBedrooms, WindowTreatments

Appliances:  BuiltInOven, ConvectionOven, Cooktop, Dryer, Dishwasher, Disposal, IceMaker, Microwave, Refrigerator, TanklessWaterHeater, Washer

Spa Features:  InGround

Lot Info

Direction Remarks:  Orange Ave south to harbour island east to leeward north

Lot Size Units:  Acres

Lot Size Acres:  0.61

Lot Sqft:  26,636

Misc

Other

Special Conditions:  None

Other Rooms Info

Property Info

Section:  13

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Property Attached:  No

New Construction:  No

Construction Materials:  Block

Stories:  1

Accessibility:  VisitorBathroom

Foundation:  Block

Human Modified:  Yes

Room Info

Total Rooms:  10

Sqft Info

Sqft:  3,836

Bulding Area Sqft:  4,941

Living Area Units:  SquareFeet

Living Area Source:  PublicRecords

Tax Info

Tax Year:  2,024

Tax Lot:  43

Tax Legal Description:  RIVER OAKS 1/147 LOT 43

Tax Block:  00

Tax Annual Amount:  8717

Tax Book Number:  1-147

Unit Info

Utilities / Hvac

Heating:  Central

Water Source:  Public

Sewer:  SepticTank

Cool System:  CentralAir

Cooling:  Yes

Heating:  Yes

Utilities:  CableAvailable, MunicipalUtilities

Waterfront / Water

Waterfront:  Yes

Waterfront Features:  CanalAccess, CanalFront, LakePrivileges

View:  Yes

Water Body Name:  CONWAY CHAIN OF LAKES

View:  Canal, Lake, Water

Schools

Elem:  Pershing Elem

High:  Boone High

Directions

Orange Ave south to harbour island east to leeward north

This listing courtesy of Fathom Realty Fl Llc 

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Price & Status History (on davidshippey.com since Sat, May 17th 2025)
  • Original Price: $1,650,000
  • Current Price: $1,590,000
  • Price Reduced: $60,000
Date ChangedFromTo
06/19/2025$1,650,000 $1,590,000 Reduced by $60,000

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If you have any questions on 5127 Leeward Way, Orlando, Florida, please call David Shippey at 863-521-4517.


MLS# O6309938 located at 5127 Leeward Way, Orlando, Florida is brought to you by David Shippey REALTOR®

5127 Leeward Way, Orlando, Florida has 4 Beds, 3 Full Bath, and 0 Half Bath.
The MLS Number for 5127 Leeward Way, Orlando, Florida is O6309938.
The price for 5127 Leeward Way, Orlando, Florida is $1,590,000.
The status of 5127 Leeward Way, Orlando, Florida is Active.
The subdivision of 5127 Leeward Way, Orlando, Florida is River Oaks.
The home located at 5127 Leeward Way, Orlando, Florida was built in 2025.

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