
5127 Leeward Way Orlando, FL 32809
Lake Conway NeighborhoodEstimated payment $9,388/month
Highlights
- Dock has access to electricity
- Parking available for a boat
- Access To Lake
- Boone High School Rated A
- Boat Lift
- Screened Pool
About This Home
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.
Listing Agent
FATHOM REALTY FL LLC Brokerage Phone: 888-455-6040 License #679586 Listed on: 05/17/2025

Home Details
Home Type
- Single Family
Est. Annual Taxes
- $8,717
Year Built
- Built in 1972
Lot Details
- 0.61 Acre Lot
- Property fronts a freshwater canal
- West Facing Home
- Irrigation Equipment
- Property is zoned R-1AA
HOA Fees
- $15 Monthly HOA Fees
Parking
- 3 Car Garage
- Parking Pad
- Workshop in Garage
- Rear-Facing Garage
- Garage Door Opener
- On-Street Parking
- Parking available for a boat
Property Views
- Chain Of Lake
- Canal
Home Design
- Block Foundation
- Shingle Roof
- Block Exterior
Interior Spaces
- 3,836 Sq Ft Home
- Tray Ceiling
- Shutters
- Sliding Doors
- Family Room
- Combination Dining and Living Room
- Game Room
- Sun or Florida Room
Kitchen
- Eat-In Kitchen
- Built-In Convection Oven
- Cooktop
- Microwave
- Ice Maker
- Dishwasher
- Stone Countertops
- Disposal
Flooring
- Wood
- Ceramic Tile
Bedrooms and Bathrooms
- 4 Bedrooms
- Primary Bedroom on Main
- Split Bedroom Floorplan
- 3 Full Bathrooms
Laundry
- Laundry Room
- Dryer
- Washer
Accessible Home Design
- Visitor Bathroom
Pool
- Screened Pool
- In Ground Pool
- In Ground Spa
- Gunite Pool
- Saltwater Pool
- Fence Around Pool
- Pool Sweep
Outdoor Features
- Access To Lake
- Access To Chain Of Lakes
- Access to Freshwater Canal
- Water Skiing Allowed
- Boat Lift
- Covered Boat Lift
- Dock has access to electricity
- Covered Dock
- Dock made with wood
- Outdoor Kitchen
- Exterior Lighting
- Outdoor Grill
- Private Mailbox
Schools
- Pershing Elementary School
- Boone High School
Utilities
- Central Heating and Cooling System
- Tankless Water Heater
- Septic Tank
- Cable TV Available
Listing and Financial Details
- Visit Down Payment Resource Website
- Tax Lot 43
- Assessor Parcel Number 13-23-29-7456-00-430
Community Details
Overview
- River Oaks HOA
- River Oaks Subdivision
Recreation
- Community Basketball Court
Map
Home Values in the Area
Average Home Value in this Area
Tax History
Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
---|---|---|---|---|
2025 | $8,717 | $541,810 | -- | -- |
2024 | $8,428 | $541,810 | -- | -- |
2023 | $8,428 | $511,204 | $0 | $0 |
2022 | $8,107 | $496,315 | $0 | $0 |
2021 | $7,987 | $481,859 | $0 | $0 |
2020 | $7,612 | $475,206 | $0 | $0 |
2019 | $7,849 | $464,033 | $0 | $0 |
2018 | $7,661 | $455,381 | $0 | $0 |
2017 | $7,573 | $683,234 | $245,000 | $438,234 |
2016 | $7,556 | $626,488 | $235,000 | $391,488 |
2015 | $7,672 | $565,842 | $200,000 | $365,842 |
2014 | $7,622 | $492,581 | $200,000 | $292,581 |
Property History
Date | Event | Price | Change | Sq Ft Price |
---|---|---|---|---|
06/19/2025 06/19/25 | Price Changed | $1,590,000 | -3.6% | $414 / Sq Ft |
05/17/2025 05/17/25 | For Sale | $1,650,000 | -- | $430 / Sq Ft |
Purchase History
Date | Type | Sale Price | Title Company |
---|---|---|---|
Warranty Deed | -- | None Listed On Document | |
Warranty Deed | $41,500 | Attorney | |
Warranty Deed | $310,000 | Metro Title |
Mortgage History
Date | Status | Loan Amount | Loan Type |
---|---|---|---|
Previous Owner | $285,000 | New Conventional | |
Previous Owner | $252,000 | Credit Line Revolving | |
Previous Owner | $254,900 | Unknown | |
Previous Owner | $75,750 | Credit Line Revolving | |
Previous Owner | $248,000 | Purchase Money Mortgage |
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Source: Stellar MLS
MLS Number: O6309938

APN: 13-2329-7456-00-430
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