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For sale
  • Price cut: $60K (6/19)
    $1,590,000

    5127 Leeward Way, Orlando, FL 32809

    4beds
    3,836sqft
    : 
    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
    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.
    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#: O6309938MLS LogoOriginating MLS: Orlando Regional

    Travel times

    Tour with a buyer's agent

    We'll find a local expert to take you on a private tour of 5127 Leeward Way.

    Next available tour time:Today at 6pm

    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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