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$779,000
18 Days On Site

4433 WINDERWOOD CIRCLE
ORLANDO, FL 32835

For Sale|Single Family Residence|Active
4
Beds
3
Total Baths
3
Full Baths
2,750
SqFt
$283
/SqFt
1989
Built
Subdivision:
WINDERWOOD
County:
Orange
Call Now: 407-706-5000
Is this the listing for you? We can help make it yours.
407-706-5000
4433 WINDERWOOD CIRCLE4433 WINDERWOOD CIRCLE4433 WINDERWOOD CIRCLE4433 WINDERWOOD CIRCLE
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Monthly Payment (Est.)

$3,554
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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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Listing Snapshot
Price 
$779,000
Days On Site 
18 Days
Bedrooms 
4
Inside Area (SqFt) 
2,750 sqft
Total Baths 
3
Full Baths 
3
Partial Baths 
N/A
Lot Size 
0.25 Acres
Year Built 
1989
MLS® Number 
O6391295
Status 
Active
Property Tax 
$4,678.08
HOA/Condo/Coop Fees 
$34.83 monthly
Sq Ft Source 
Owner
Friends & Family
Recent Activity
2 days agoListing updated with changes from the MLS®
3 weeks agoListing first seen on site
General Features
Acres 
0.25
Attached Garage 
Yes
Direction Faces 
West
Foundation 
Slab
Garage 
Yes
Garage Spaces 
2
Levels 
One
Number Of Stories 
1
Parking 
DrivewayGarage Door OpenerAttached
Pets 
Yes
Property Sub Type 
Single Family Residence
Security 
Fire AlarmSecurity System
Sewer 
Septic Tank
SqFt Total 
3454
Style 
Florida
Utilities 
Electricity AvailableWater Connected
Water Source 
Public
Zoning 
R-1AA
Interior Features
Appliances 
Convection OvenDishwasherDisposalDryerElectric Water HeaterExhaust FanMicrowaveRangeRefrigeratorWasher
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Masonry
Flooring 
Ceramic TileTile
Furnished 
Unfurnished
Heating 
Central
Interior 
Cathedral Ceiling(s)Eat-in KitchenHigh CeilingsOpen FloorplanStone CountersVaulted Ceiling(s)
Laundry Features 
Laundry Room
Window Features 
Skylight(s)Drapes
Bathroom 1 
Dimensions - 19x11Level - First
Bathroom 2 
Dimensions - 11x12Level - First
Dining Room 
Dimensions - 15x14Level - First
Kitchen 
Dimensions - 11x25Level - First
Living Room 
Dimensions - 17x21Level - First
Master Bedroom 
Dimensions - 21x13Level - First
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Exterior Features
Construction Details 
BlockConcreteStucco
Exterior 
Fire PitOutdoor GrillOutdoor ShowerRain Gutters
Fencing 
VinylWood
Lot Features 
PavedPrivate
Patio And Porch 
CoveredPatioScreened
Pool Features 
Diving BoardIn GroundPrivate
Private Pool 
Yes
Roof 
Shingle
View 
Pool
Waterview 
Pool
Windows/Doors 
Skylight(s)Drapes
Community Features
Association Dues 
418
Community Features 
Sidewalks
Financing Terms Available 
CashConventionalVA Loan
HOA Fee Frequency 
Annually
MLS Area 
32835 - Orlando/Metrowest/Orlo Vista
Roads 
Paved
Township 
23
Schools
School District
Unknown
Elementary School
Windy Ridge Elem
Middle School
Windy Ridge (K-8)
High School
Olympia High
Listing courtesy of COLDWELL BANKER REALTY (407) 446-8086



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-04-04 04:08 PM EDT

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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