This impeccably maintained and beautifully remodeled home is perfectly situated in the highly desirable Dr. Phillips area of Orlando. Just minutes from Universal Orlando, Walt Disney World, Restaurant Row, The Mall at Millenia, and the Orlando International Premium Outlets, this home offers the ideal blend of convenience and lifestyle in one of Central Florida’s most sought-after neighborhoods.
Nestled within the quiet and private community of Winderwood, with only 49 homes positioned on a circle drive and no through traffic, residents enjoy a safe and welcoming environment enhanced by streetlights at Conroy Windermere Road and Dr. Phillips Boulevard. The home itself features soaring vaulted ceilings with three skylights, filling the interior with natural light and creating the bright and airy Florida atmosphere everyone desires. Situated high and dry on a spacious quarter-acre lot, this residence has been thoughtfully cared for and extensively updated.
Recent improvements include a brand-new roof in 2024, new kitchen cabinets and flooring in 2025, a primary bathroom remodel in 2023, a laundry room remodel in 2023, fresh interior and exterior paint in 2025, a new water heater in 2025, and a resurfaced pool completed in 2025. With every detail addressed, the property is completely move-in ready and showcases modern finishes paired with lasting quality.
Homes of this caliber in Dr. Phillips rarely come available and do not last long. Schedule your private showing today to experience the perfect combination of location, lifestyle, and luxury.
Nestled within the quiet and private community of Winderwood, with only 49 homes positioned on a circle drive and no through traffic, residents enjoy a safe and welcoming environment enhanced by streetlights at Conroy Windermere Road and Dr. Phillips Boulevard. The home itself features soaring vaulted ceilings with three skylights, filling the interior with natural light and creating the bright and airy Florida atmosphere everyone desires. Situated high and dry on a spacious quarter-acre lot, this residence has been thoughtfully cared for and extensively updated.
Recent improvements include a brand-new roof in 2024, new kitchen cabinets and flooring in 2025, a primary bathroom remodel in 2023, a laundry room remodel in 2023, fresh interior and exterior paint in 2025, a new water heater in 2025, and a resurfaced pool completed in 2025. With every detail addressed, the property is completely move-in ready and showcases modern finishes paired with lasting quality.
Homes of this caliber in Dr. Phillips rarely come available and do not last long. Schedule your private showing today to experience the perfect combination of location, lifestyle, and luxury.
Property Details
Price:
$799,000
MLS #:
O6353692
Status:
Active
Beds:
4
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WINDERWOOD
Neighborhood:
32835orlandometrowestorlovista
Listed Date:
Oct 19, 2025
Finished Sq Ft:
2,745
Total Sq Ft:
3,454
Lot Size:
11,050 sqft / 0.25 acres (approx)
Year Built:
1989
See this Listing
Schools
Interior
Appliances
Dishwasher, Disposal
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Laminate, Tile
Heating
Central, Electric, Heat Pump
Laundry Features
Electric Dryer Hookup, Laundry Room, Washer Hookup
Exterior
Construction Materials
Stucco
Exterior Features
Outdoor Grill, Private Mailbox, Sidewalk
Parking Features
Curb Parking, Driveway, Garage Door Opener, On Street
Roof
Shingle
Financial
HOA Fee
$418
HOA Frequency
Annually
HOA Name
David Fraser
Tax Year
2024
Taxes
$4,434
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 Nov 14, 2025
3,069
Single Family Listed
105
Avg DOM
285
Avg $ / SqFt
$658,011
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 $799,000 and features 4 beds, 3 baths, and has approximately 2,745 square feet of living space, and was originally constructed in 1989. The current price per square foot is $291. The average price per square foot for Single Family listings in ORLANDO is $285. The average listing price for Single Family in ORLANDO is $658,011. To schedule a showing of MLS#o6353692 at 4433 WINDERWOOD CIRCLE in ORLANDO, FL, contact your Stonecrest International Realty agent at 561-707-9933.
Similar Listings Nearby
Courtesy of MAXLIFE REALTY LLC. 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 Stonecrest International Realty include the name of the listing broker. Neither the listing company nor Stonecrest International Realty 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 2025. Orlando/Tampa – FL. All rights reserved. 4433 WINDERWOOD CIRCLE
ORLANDO, FL