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.
Property Details
Price:
$779,000
MLS #:
O6391295
Status:
Active
Beds:
4
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WINDERWOOD
Neighborhood:
32835orlandometrowestorlovista
Listed Date:
Mar 17, 2026
Finished Sq Ft:
2,750
Total Sq Ft:
3,454
Lot Size:
11,050 sqft / 0.25 acres (approx)
Year Built:
1989
See this Listing
Schools
Elementary School:
Windy Ridge Elem
Middle School:
Windy Ridge (K-8)
High School:
Olympia High
Interior
Appliances
Convection Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range, Refrigerator, Washer
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Flooring
Ceramic Tile, Luxury Vinyl, Tile
Heating
Central
Interior Features
Cathedral 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 Features
Laundry Room
Levels
One
Exterior
Architectural Style
Florida
Attached Garage YN
1
Community Features
Sidewalks
Construction Materials
Block, Concrete, Stucco
Covered Spaces
2
Direction Faces
West
Exterior Features
Fire Pit, French Doors, Irrigation System, Outdoor Grill, Outdoor Shower, Rain Gutters, Sidewalk
Fencing
Vinyl, Wood
Garage Spaces
2
Lot Features
Sidewalk, Unincorporated
Open Parking YN
1
Parking Features
Driveway, Garage Door Opener
Patio And Porch Features
Covered, Patio, Screened
Roof
Shingle
Security Features
Fire Alarm, Security System
View
Pool
Window Features
Drapes, Rods, Shades
Financial
HOA Fee
$418
HOA Fee Frequency
Annually
HOA Includes
Electricity, Escrow Reserves Fund, Insurance, Maintenance Repairs, Water
HOA Name
Jan Addison
HOA Phone
407-758-9860
Tax Year
2025
Taxes
$4,678
Map
Community
- Address4433 WINDERWOOD CIRCLE ORLANDO FL
- SubdivisionWINDERWOOD
- CityORLANDO
- CountyOrange
- Zip Code32835
Market Summary
Current real estate data for Single Family in ORLANDO as of Apr 18, 2026
2,987
Single Family Listed
99
Avg DOM
288
Avg $ / SqFt
$667,047
Avg List Price
Property Summary
- Located in the WINDERWOOD subdivision, 4433 WINDERWOOD CIRCLE ORLANDO FL is a Single Family for sale in ORLANDO, FL, 32835. It is listed for $779,000 and features 4 beds, 3 baths, and has approximately 2,750 square feet of living space, and was originally constructed in 1989. The current price per square foot is $283. The average price per square foot for Single Family listings in ORLANDO is $288. The average listing price for Single Family in ORLANDO is $667,047. To schedule a showing of MLS#o6391295 at 4433 WINDERWOOD CIRCLE in ORLANDO, FL, contact your agent at 407-583-9870.
Similar Listings Nearby
Courtesy of COLDWELL BANKER REALTY. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than include the name of the listing broker. Neither the listing company nor shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 4433 WINDERWOOD CIRCLE
ORLANDO, FL
