Home in 4433 Winderwood Cir Orlando for sale with MLS# O6391295

Location, location, location! Nestled in a quiet, safe, single-loop community of just 47 homes with no through traffic, this beautifully updated pool home sits beneath mature oak tree-lined streets and offers the perfect blend of privacy, convenience, and modern upgrades. Situated in the highly desirable area of Dr. Phillips and served by A-rated schools, the home is also within walking distance to restaurants, Fresh Market, coffee shops, salons, medical services, and everyday conveniences. Extensive recent updates include new roof and skylights (2024), exterior paint (2025), hot water heater (2025), Bosch dishwasher (2025), new kitchen cabinetry (2025), and new flooring in the entry and kitchen (2025). The pool was newly refinished in 2025, creating a beautiful outdoor retreat ideal for relaxing or entertaining. The home features an open floor plan, custom arched windows that fill the interior with natural light, and French doors from both the living area and primary suite leading directly to the pool. The custom remodeled primary bathroom (2024) and remodeled laundry room (2023) add thoughtful modern touches. The kitchen and two bathrooms feature granite countertops, while the pool bathroom includes elegant marble counters. Appliances include a Maytag convection microwave oven, GE refrigerator and a new Samsung extra-large washer and dryer set. Built in 1989 by respected builder David Weekley, this home combines timeless construction with modern upgrades and an unbeatable location. Additionally, seller is offering $10,000 towards closing costs! Located just minutes from Downtown Orlando, Walt Disney World, and Universal Studios Orlando.

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Days on the market

4433 Winderwood Cir, Orlando, FL 32835

Price
Price:
$779,000.00
Original List Price:
$779,000.00
List Price per Sq Ft (Calculated, Approx.):
$283.27
Property Status and Type
Listing Type:
For Sale
Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6391295
Rooms Distribution
Bedrooms:
4
Bathrooms Total:
3
Full Bath:
3
Measures
Living Area:
2,750 Sqft
Built-Up Area:
3,454 Sqft
Lot Area:
11,050 Sqft
Building Area Source:
Public Records
Living Area Source:
Owner
Lot Features:
Paved, Sidewalk, Private, Unincorporated
Lot Size Acres:
0.25
Property Features
View from the Property:
Pool
Waterfront:
No
Private Pool
Swimming Pool Features:
In Ground, Outside Bath Access, Diving Board
Security:
Security System, Fire Alarm
Furnished:
Unfurnished
Appliances:
Dryer, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Electric Water Heater, Exhaust Fan, Range, Convection Oven
Interior:
Eat-in Kitchen, High Ceilings, Vaulted Ceiling(s), Cathedral Ceiling(s), Ceiling Fans(s), Kitchen/family Room Combo, Living Room/dining Room Combo, Open Floorplan, Stone Counters, Window Treatments, Solid Surface Counters, Solid Wood Cabinets, Primary Bedroom Main Floor
Exterior:
Outdoor Grill, Outdoor Shower, Sidewalk, Rain Gutters, French Doors, Fire Pit
Patio and Porch:
Patio, Screened, Covered
Windows:
Skylight(s), Drapes, Shades, Rods, Skylight(s)
Laundry:
Laundry Room
Fireplace
Fireplace:
Masonry
Air Conditioning System:
Central Air
Heating System:
Central
Fence:
Vinyl, Wood
Property Entrance Faces:
West
Road Responsibility:
Public Maintained Road
Other Equipment:
Irrigation Equipment, Fire Pit
Construction
Year Built:
1989
Roof:
Shingle
Architectural Style:
Florida
Levels:
One
Construction Materials:
Block, Stucco, Concrete
Flooring:
Tile, Ceramic Tile, Luxury Vinyl
Number of stories:
1
Foundation Details:
Slab
Flood Zone Code:
X
Property Condition:
Completed
Taxes and Expenses
Homestead Property
Tax Annual Amount:
$4,678.08
Tax Year:
2025
Association Fee:
$418.00
Association Fee Frequency:
Annually
Total Annual Fees:
$418.00
Total Monthly Fees:
$34.83
Parking
Garage
Garage Spaces:
2
Attached Garage
Parking Features:
Driveway, Garage Door Opener
Utilities
Sewer:
Septic Tank
Utilities Available:
Electricity Available, Water Connected
Water Source:
Public
Community
Association
Minimum Lease Term:
6 Months
Pets Allowed?
Subdivision Name:
WINDERWOOD
Community Features:
Sidewalks
Association Fee Includes:
Water, Insurance, Electricity, Escrow Reserves Fund, Maintenance
Senior Community:
No
Association Fee Required:
Required
Association Management:
Jan Addison
Association Phone:
407-758-9860
Terms
Listing Terms Considered by Seller:
Cash, Conventional, VA Loan
Occupant Type:
Owner
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
WINDERWOOD 18/13 LOT 27
Real Estate Folio Number (Parcel Number):
11-23-28-9333-00-270
Zoning:
R-1AA
Title to the property is held by owner as:
Fee Simple
Public Schools Assigned
Elementary School:
Endeavor Elem
High School:
Olympia High
Middle Or Junior School:
Windy Ridge (k-8)
Listing History
Originally published on:
March 17, 2026 2:03 pm
Active on the market since:
March 17, 2026
Listing Agreement executed on:
March 17, 2026
Listing Status Last Changed On:
March 17, 2026 2:03 pm
Photos updated on:
March 17, 2026 2:05 pm
Last Modified:
April 2, 2026 1:51 pm
Additional Information
Courtesy of:
COLDWELL BANKER REALTY
Attribution:
407-352-1040
Road Surface Type:
Paved
Location
Street Name:
WINDERWOOD
Street Number:
4433
City:
ORLANDO
State:
Florida
Zip Code:
32835
County:
Orange
Latitude:
N28° 29' 44.2''
Longitude:
W82° 30' 35.8''
Property Map

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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