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$649,900 - 4507 Winderwood Circle, ORLANDO

3
Bedrooms
2
Baths
2,201
SQ. Feet
0.36
Acres

Welcome to Winderwood, a desirable and rarely available community in the heart of Dr. Phillips, featuring just 49 homes along a single circular, tree-lined street. Situated on an oversized .36-acre lot, this pool home offers charm, character, and the ideal Florida lifestyle. The light-filled open floor plan features elegant archways, spacious living and dining areas, a great room with vaulted ceilings, gas fireplace, and impact-resistant skylights. The kitchen offers 42-inch cabinetry, generous counter space, gas range, bar-top seating, and a breakfast nook overlooking the pool. The flexible layout includes 3 bedrooms, 2 full bathrooms, plus a versatile living room/flex space with the option to convert back to a fourth bedroom. The spacious primary suite features dual walk-in closets, a newer sliding glass door leading to the lanai, and an updated primary bathroom with granite countertops, three separate vanities, and a walk-in shower with frameless glass enclosure. The secondary bathroom has also been updated with granite countertops and a tiled walk-in shower with frameless glass door. Enjoy Florida living with a screened outdoor retreat featuring a PebbleTec-finished pool, covered lanai, summer kitchen with bar-height seating, and paver deck. Beyond the pool area, a private garden retreat awaits with winding reclaimed Old Chicago brick pathways leading to a fire pit surrounded by brick sitting walls, brick patio areas, a large storage shed, and lush mature landscaping with an abundance of flowering plants, including crepe myrtles, azaleas, callistemons, and more. The fully fenced backyard offers beautiful sunset views. Notable improvements include a 2017(Dec) roof, upgraded windows and sliding glass doors, updated flooring (2022), and a new water heater (2026). Conveniently located near Restaurant Row, shopping, major highways, and zoned for Windy Ridge K-8 and Olympia High School.

Essential Information

  • MLS® #:
    O6429389
  • Price:
    $649,900
  • Bedrooms:
    3
  • Bathrooms:
    2.00
  • Full Baths:
    2
  • Square Footage:
    2,201
  • Acres:
    0.36
  • Year Built:
    1987
  • Type:
    Residential
  • Sub-Type:
    Single Family Residence
  • Style:
    Craftsman, Ranch
  • Status:
    Active

Community Information

  • Address:
    4507 Winderwood Circle
  • Area:
    Orlando/Metrowest/Orlo Vista
  • Subdivision:
    WINDERWOOD
  • City:
    ORLANDO
  • County:
    Orange
  • State:
    FL
  • Zip Code:
    32835

Amenities

  • Parking:
    Driveway, Garage Door Opener, On Street
  • # of Garages:
    2
  • Has Pool:
    Yes

Interior

  • Interior Features:
    Ceiling Fan(s), Central Vacuum, Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Skylight(s), Split Bedroom, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
  • Appliances:
    Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
  • Heating:
    Electric
  • Cooling:
    Central Air
  • Fireplace:
    Yes
  • Fireplaces:
    Family Room, Gas

Exterior

  • Exterior Features:
    Courtyard, Fire Pit, Irrigation System, Outdoor Grill, Outdoor Kitchen, Private Yard, Rain Gutters, Sidewalk, Sliding Doors
  • Lot Description:
    Landscaped, Oversized Lot, Sidewalk
  • Roof:
    Shingle
  • Foundation:
    Slab

School Information

  • Elementary:
    Windy Ridge Elem
  • High:
    Olympia High

Additional Information

  • Days on Market:
    44
  • Zoning:
    RES

Listing Details

  • Listing Office:
    Keene's Pointe Realty

Listing information courtesy of Keene's Pointe Realty.

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Listing data comes from My Florida Regional MLS.

Listing information last updated on September 17th, 2026 at 11:39am EDT.