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$659,900 Just Listed
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Property Description
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.
Full Property Details
Full Property Details for 4507 Winderwood Cir
General
- Price: $659,900
- HOA FEE: $37/month
- HOA FEE FREQ.: Annually
- Taxes: $5,894 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6429389
- Updated: 8/4/2026
- Added to Site: 4 day(s) ago
Rental Information
- Min. Lease: 8-12 Months
Interior
- Number of Rooms: 11
- Interior Features: Ceiling Fan(s), Central Vacuum, Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Open Floorplan, Primary Bedroom Main Floor, Skylight(s), Split Bedroom, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
- Fireplace: Yes
- Fireplace(s): Family Room, Gas
- Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
- Furnishings: Unfurnished
- Flooring: Porcelain Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Inside, Laundry Room
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: In Ground, Lighting, Pool Sweep, Screen Enclosure
Exterior
- Exterior Features: Courtyard, Fire Pit, Irrigation System, Outdoor Grill, Outdoor Kitchen, Private Yard, Rain Gutters, Sidewalk, Sliding Doors
- Deck/Patio: Covered, Enclosed, Front Porch, Porch, Rear Porch, Screened
- Porch/Patio/Deck: Covered, Enclosed, Front Porch, Porch, Rear Porch, Scre
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Driveway, Garage Door Opener, On Street
Location
- Area: 32835 - Orlando/Metrowest/Orlo Vista
- County: Orange
- Development Name: 32835 - Orlando/Metrowest/Orlo Vista
- Subdivision: WINDERWOOD
- Driving Directions: North on Dr. Phillips Blvd to end at Conroy-Windermere Rd. Straight through the intersection intoWinderwood Subdivision. At stop sign go left. House on the left.
- Direction Faces: Southeast
School Information
- Elementary School: Windy Ridge Elem
- High School: Olympia High
Community
- Community Name: 32835 - Orlando/Metrowest/Orlo Vista
- Community Features: Deed Restrictions, Sidewalks
- Association: Yes
- Assoc. Name: Winderwood Homeowners Association
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Electric
Utilities
- Sewer: Septic Tank
- Water: Public
- Utility Description: Electricity Connected, Public, Street Lights, Underground Utilities, Water Connected
Structural Information
- Architectural Info: Craftsman, Ranch
- Architectural Style: Craftsman, Ranch
- Exterior Const.: Block, Brick
- Roof: Shingle
- Stories/Levels: One
- Square Feet: 2,201
- Sq. Ft. Source: Public Records
- Year Built: 1987
Additional Structures
- Other Structures: Shed(s)
Lot Features
- Lot Size (Acres): 0.36
- Lot Size (Sq. Ft.): 15,789
- Lot Size: 15789
- Frontage: Street Paved
- Street/Road Desc.: Paved
- Fencing (Description): Fenced, Other, Vinyl, Wood
Financial Considerations
- Association Fee: $438
- Assoc Fee Freq.: Annually
- Assoc Fee Desc.: Required
- Tax Amount: $5,894.91
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: WINDERWOOD 18/13 LOT 15
- Flood Zone Info: x
- APN: 282311933300150
- Property ID: 282311933300150
Listed by Keene's Pointe Realty
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Schools
Schools serving 4507 Winderwood Cir
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Windy Ridge K-8 3900 Beech Tree Drive, Orlando, FL 32835 | K-8 | 0.6 mi |
Chain Of Lakes Middle School 8700 Conroy Windermere Road, Orlando, FL 32835 | 6-8 | 0.8 mi |
Olympia High School 4301 South Apopka Vineland Road, Orlando, FL 32835 | 9-12 | 0.9 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 4507 Winderwood Cir
Date
Details
Price
Change
Source
8/03/2026
Listed
$659,900
73.66%
MLS
3/29/2019
Sold
$380,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 4507 Winderwood Cir
Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,895
5%
$374,511
6%
2024
$5,618
8%
$354,388
3%
2023
$5,224
5%
$344,066
6%
2021
$4,957
-1%
$324,316
-3%
2022
$5,029
1%
$334,045
4%
2021
$4,957
52%
$319,838
49%
2019
$3,269
1%
$214,040
2%
2018
$3,222
2%
$210,049
2%
2017
$3,173
1%
$205,729
2%
2016
$3,139
-2%
$201,498
1%
2015
$3,187
-2%
$200,097
1%
2014
$3,237
2%
$198,509
2%
2013
$3,178
—
$195,575
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 4507 Winderwood Cir
4507 Winderwood Circle, Orlando, FL 32835 (MLS# O6429389) is a Single Family property with 3 bedrooms and 2 full bathrooms. 4507 Winderwood Circle is currently listed for $659,900 and was received on August 03, 2026. Want to learn more about 4507 Winderwood Circle? Do you have questions about finding other Single Family real estate for sale in Orlando? You can browse all Orlando real estate or contact a Coldwell Banker agent to request more information.

