Home in 4507 Winderwood Cir Orlando for sale with MLS# O6429389

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.

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4507 Winderwood Cir, Orlando, FL 32835

Price
Price:
$659,900.00
Original List Price:
$659,900.00
List Price per Sq Ft (Calculated, Approx.):
$299.82
Property Status and Type
Listing Type:
For Sale
Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6429389
Rooms Distribution
Bedrooms:
3
Bathrooms Total:
2
Full Bath:
2
Additional Rooms:
Family Room, Formal Dining Room Separate, Formal Living Room Separate, Breakfast Room Separate
Measures
Living Area:
2,201 Sqft
Built-Up Area:
2,881 Sqft
Lot Area:
15,789 Sqft
Building Area Source:
Public Records
Living Area Source:
Public Records
Lot Features:
Oversized Lot, Paved, Sidewalk, Landscaped
Lot Size Acres:
0.36
Property Features
Waterfront:
No
Private Pool
Swimming Pool Features:
In Ground, Screen Enclosure, Lighting, Pool Sweep, Pool Sweep
Furnished:
Unfurnished
Appliances:
Dryer, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Range
Interior:
Eat-in Kitchen, High Ceilings, Walk-In Closet(s), Vaulted Ceiling(s), Ceiling Fans(s), Kitchen/family Room Combo, Open Floorplan, Split Bedroom, Thermostat, Window Treatments, Central Vacuum, Primary Bedroom Main Floor
Exterior:
Outdoor Grill, Courtyard, Sidewalk, Sliding Doors, Rain Gutters, Outdoor Kitchen, Private Yard, Fire Pit
Patio and Porch:
Porch, Screened, Covered, Front Porch, Rear Porch, Enclosed
Windows:
Skylight(s), Skylight(s)
Other Structures:
Shed(s)
Laundry:
Inside, Laundry Room
Fireplace
Fireplace:
Gas, Family Room
Air Conditioning System:
Central Air
Heating System:
Electric
Fence:
Vinyl, Wood, Other, Fenced
Vegetation and Trees:
Trees/landscaped, Mature Landscaping, Oak Trees
Property Entrance Faces:
Southeast
Other Equipment:
Irrigation Equipment, Private Yard, Fire Pit
Construction
Year Built:
1987
Roof:
Shingle
Architectural Style:
Ranch, Craftsman
Levels:
One
Construction Materials:
Block, Brick
Flooring:
Tile
Foundation Details:
Slab
Flood Zone Code:
x
Taxes and Expenses
Homestead Property
Tax Annual Amount:
$5,894.91
Tax Year:
2025
Association Fee:
$438.00
Association Fee Frequency:
Annually
Total Annual Fees:
$438.00
Total Monthly Fees:
$36.5
Parking
Garage
Garage Spaces:
2
Attached Garage
Parking Features:
Driveway, Garage Door Opener, On Street
Garage Dimensions:
21X19
Utilities
Sewer:
Septic Tank
Utilities Available:
Underground Utilities, Electricity Connected, Water Connected, Public
Water Source:
Public
Community
Association
Minimum Lease Term:
8-12 Months
Pets Allowed?
Subdivision Name:
WINDERWOOD
Community Features:
Sidewalks, Street Lights, Deed Restrictions
Senior Community:
No
Association Fee Required:
Required
Association Management:
Winderwood Homeowners Association
Association Phone:
407-758-9860
Terms
Listing Terms Considered by Seller:
Cash, Conventional, FHA, VA Loan
Occupant Type:
Owner
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
WINDERWOOD 18/13 LOT 15
Real Estate Folio Number (Parcel Number):
28-23-11-9333-00-150
Zoning:
RES
Title to the property is held by owner as:
Fee Simple
Public Schools Assigned
Elementary School:
Annie Lucy Williams Elementary
High School:
Olympia High
Listing History
Originally published on:
August 3, 2026 11:42 pm
Active on the market since:
August 3, 2026
Listing Agreement executed on:
August 3, 2026
Listing Status Last Changed On:
August 3, 2026 11:42 pm
Photos updated on:
August 5, 2026 4:15 pm
Last Modified:
August 5, 2026 4:15 pm
Additional Information
Courtesy of:
KEENE'S POINTE REALTY
Attribution:
407-876-8879
Road Surface Type:
Paved
Location
Street Name:
WINDERWOOD
Street Number:
4507
City:
ORLANDO
State:
Florida
Zip Code:
32835
County:
Orange
Latitude:
N28° 29' 48.9''
Longitude:
W82° 30' 29.6''
Property Map

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Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $70,183
Median Home Value $333,000
Median Rent $1,764/mo
Median Age 35
Population 49,932
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Association of REALTORS®
Disclaimer: IDX listing information is presented by Rebonus Brokerage LLC for consumer informational purposes only. Listings courtesy of Stellar MLS, as distributed by MLS GRID. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House information, if any, is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office or agent presenting the information. The data is deemed reliable but is not guaranteed by MLS GRID. Use of MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS and as amended from time to time. Some IDX listings have been excluded from this website. This page presents structured listing information sourced directly from the MLS via the RESO Web API feed. Rebonus prioritizes maximum field coverage and data completeness, displaying the most granular MLS-provided attributes available. Based on information submitted to MLS GRID as of August 5, 2026, 4:15 PM.