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ORLANDO, FL 32835 4433 WINDERWOOD CIRCLE

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Presented By: COLDWELL BANKER REALTY with 407-352-1040. - 407-352-1040
  • MLS# O6391295
  • 03/17/2026
  • Request Tour
  • Request Info
  • Beds • 4
  • Baths • 3
  • SQFT • 2,750
  • Garage • 2

Home Details

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 just minutes from Downtown Orlando, Walt Disney World, and Universal Studios Orlando. Schedule a viewing today!
Presented By: COLDWELL BANKER REALTY with 407-352-1040. - 407-352-1040

Interior Features for 4433 WINDERWOOD CIRCLE

Bedrooms

Total Bedrooms4

Bathrooms

Half Baths0
Total Baths3

Other Interior Features

LivingAreaSourceOwner
Air Conditioning Y/NYes
Fireplace FeaturesMasonry
Fireplace Y/NYes
FlooringCeramic Tile, Luxury Vinyl, Tile
Furnished Y/NUnfurnished
Heating Y/NYes
Interior AmenitiesCathedral Ceiling(s), Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Skylight(s), Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Vaulted Ceiling(s), Window Treatments
Laundry FeaturesLaundry Room
Total Stories1
Window FeaturesDrapes, Rods, Shades

General for 4433 WINDERWOOD CIRCLE

Additional Parcels Y/NNo
AppliancesConvection Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range, Refrigerator, Washer
Architectural StyleFlorida
Assoc Fee Paid PerAnnually
Association Fee IncludesElectricity, Escrow Reserves Fund, Insurance, Maintenance Repairs, Water
Association NameJan Addison
Attached Garage Yes
Building Area UnitsSquare Feet
Carport Y/NNo
CityORLANDO
Community FeaturesSidewalks
Construction MaterialsBlock, Concrete, Stucco
CoolingCentral Air
CountyOrange
DirectionsHead toward Hal Ct. Take Good Homes Rd and S Apopka Vineland Rd to Winderside Pl. Drive to Winderwood Cir
Elementary SchoolWindy Ridge Elem
Facing DirectionWest
Flood Zone CodeX
Flood Zone Code XY
Full Baths3
Garage Spaces2
Garage Y/NYes
HOA Fee$418
HeatingCentral
High SchoolOlympia High
Land Lease Y/NNo
Lease Considered Y/NYes
Legal DescriptionWINDERWOOD 18/13 LOT 27
LevelsOne
Listing TermsCash, Conventional, VA Loan
Living Area UnitsSquare Feet
Lot Size Square Feet11050
Lot Size UnitsSquare Feet
MLS Area32835 - Orlando/Metrowest/Orlo Vista
Middle/Junior High SchoolWindy Ridge (K-8)
Minimum Lease6 Months
Monthly HOA Amount34.83
New ConstructionNo
Occupancy TypeOwner
OwnershipFee Simple
Patio/Porch FeaturesCovered, Patio, Screened
Pets AllowedYes
Pool FeaturesDiving Board, In Ground, Outside Bath Access
Property ConditionCompleted
Property SubtypeSingle Family Residence
Property TypeResidential
RoofShingle
STELLAR_InLawSuiteYNNo
Security FeaturesFire Alarm, Security System
Senior Community Y/NNo
SewerSeptic Tank
Standard StatusActive
StatusActive
Subdivision NameWINDERWOOD
Tax Annual Amount4678.08
Tax Lot27
Tax Year2025
Total Rooms6
UtilitiesElectricity Available, Water Connected
ViewPool
Virtual TourClick here
Water Access Y/NNo
Water View Y/NNo
Year Built1989
ZoningR-1AA

Exterior for 4433 WINDERWOOD CIRCLE

Building Area Total3454
Covered Spaces2
Exterior AmenitiesFire Pit, French Doors, Irrigation System, Outdoor Grill, Outdoor Shower, Rain Gutters, Sidewalk
FencingVinyl, Wood
Foundation DetailsSlab
Lot FeaturesSidewalk, Unincorporated
Lot Size Acres0.25
Lot Size Area11050
Parking FeaturesDriveway, Garage Door Opener
Private PoolYes
Road Frontage TypeStreet Paved, Private Road
Road ResponsibilityPublic Maintained Road
Road Surface TypePaved
SpaNo
Water SourcePublic
Waterfront Y/NNo

Additional Details

Price History

Steven Silcock

Broker Owner
Price $779,000
MLS#O6391295
List Date 03/17/2026
Property Type Single Family
Phone 407.574.0218
Request Tour
Request Info
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