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.
For sale
Price cut: $60K (6/19)
$1,590,000
5127 Leeward Way, Orlando, FL 32809
4beds
3,836sqft
Est.:
Single Family Residence
Built in 1972
0.61 Acres Lot
$1,514,500 Zestimate®
$414/sqft
$15/mo HOA
What's special
Pool homeGranite countertopsUpstairs bonus roomPrivate pool and spaPeaceful cul-de-sacFruit-bearing gardensPlenty of natural light
- 85 days
- on Zillow |
- 881 |
- 35 |
Zillow last checked: 7 hours ago
Listing updated: August 07, 2025 at 10:51am
Listing Provided by:
Natalie Rosario 407-468-7465,
FATHOM REALTY FL LLC 888-455-6040
Source: Stellar MLS,MLS#: O6309938
Originating MLS: Orlando Regional

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Area: 418 Square Feet
- Dimensions: 19x22
Bedroom 1
- Features: Built-in Closet
- Level: First
- Area: 110 Square Feet
- Dimensions: 11x10
Bedroom 2
- Features: Built-in Closet
- Level: First
- Area: 140 Square Feet
- Dimensions: 14x10
Bedroom 3
- Features: Built-in Closet
- Level: First
- Area: 224 Square Feet
- Dimensions: 14x16
Dining room
- Level: First
- Area: 182 Square Feet
- Dimensions: 13x14
Family room
- Level: First
- Area: 432 Square Feet
- Dimensions: 27x16
Florida room
- Level: First
- Area: 462 Square Feet
- Dimensions: 14x33
Game room
- Level: Second
- Area: 792 Square Feet
- Dimensions: 22x36
Kitchen
- Features: No Closet
- Level: First
- Area: 361 Square Feet
- Dimensions: 19x19
Living room
- Level: First
- Area: 182 Square Feet
- Dimensions: 13x14
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Ice Maker, Microwave, Refrigerator, Tankless Water Heater, Washer
- Laundry: Laundry Room
Features
- Eating Space In Kitchen, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Tray Ceiling(s)
- Flooring: Ceramic Tile, Hardwood
- Doors: Outdoor Grill, Outdoor Kitchen, Sliding Doors
- Windows: Shutters, Window Treatments
- Has fireplace: No
Interior area
- Total structure area: 4,941
- Total interior livable area: 3,836 sqft
Video & virtual tour
Property
Parking
- Total spaces: 3
- Parking features: Boat, Garage Door Opener, Garage Faces Rear, Guest, On Street, Oversized, Parking Pad, Workshop in Garage
- Garage spaces: 3
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: Visitor Bathroom
Features
- Levels: One
- Stories: 1
- Exterior features: Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Mailbox
- Has private pool: Yes
- Pool features: Gunite, In Ground, Pool Sweep, Salt Water, Screen Enclosure
- Has spa: Yes
- Spa features: In Ground
- Has view: Yes
- View description: Canal, Lake
- Has water view: Yes
- Water view: Canal,Lake
- Waterfront features: Canal - Freshwater, Canal Front, Freshwater Canal Access, Lake Privileges, Lift, Lift - Covered, Skiing Allowed
- Body of water: CONWAY CHAIN OF LAKES
Lot
- Size: 0.61 Acres
Details
- Parcel number: 132329745600430
- Zoning: R-1AA
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Block
- Foundation: Block
- Roof: Shingle
Condition
- New construction: No
- Year built: 1972
Utilities & green energy
- Sewer: Septic Tank
- Water: Canal/Lake For Irrigation, Public
- Utilities for property: Cable Available, Public, Street Lights
Community & HOA
Community
- Subdivision: RIVER OAKS
HOA
- Has HOA: Yes
- Amenities included: Basketball Court
- HOA fee: $15 monthly
- HOA name: River oaks HOA
- Pet fee: $0 monthly
Location
- Region: Orlando
Financial & listing details
- Price per square foot: $414/sqft
- Tax assessed value: $1,223,913
- Annual tax amount: $8,717
- Date on market: 5/17/2025
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Total actual rent: 0
- Road surface type: Asphalt
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