Florida
Orlando
4433 WINDERWOOD CIRCLE

$824,900

4433 WINDERWOOD CIRCLE, Orlando, FL 32835

4 beds |
3 baths |
2,745 sqft

Single-Family Home
Built in 1989
0.25acre lot
2 car garage
$301/sqft
Listed 1 day ago

Property Description

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 four 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.

Listing Status:: Active
Date Added:: October 19, 2025 at 05:00AM
Listing Office:: MAXLIFE REALTY LLC : 321-373-3536
Listing Agent:: Ryan Solberg : 407-748-3436
MLS ID:: O6353692

General: Ceiling Fans(s)Open FloorplanSplit BedroomThermostatWindow Treatments
Appliances: DishwasherDisposal
Laundry: Electric Dryer HookupLaundry RoomWasher Hookup
Flooring: CarpetLaminateTile
A/C: Central Air
Heating: CentralElectricHeat Pump
Fireplace: Living RoomWood BurningFireplace

General: Outdoor GrillPrivate MailboxSidewalk
Pool: Diving BoardGuniteIn Ground
Parking: Curb ParkingDrivewayGarage Door OpenerOn Street

Roofing: Shingle
General: StuccoOneSlab

Road/Access: Asphalt
HOA Amenities: 418.0Annually
Originating MLS: mfrmls
County: Orange

Zoning: R-1AAWINDERWOOD 18/13 LOT 2711-23-28-9333-00-270
View: City
Fencing: FencedVinylWood

Utilities: BB/HS Internet AvailableCable AvailableElectricity AvailableElectricity ConnectedFiber OpticsPhone Available
Water: Public
Sewer: Septic Tank

Source: mfrmls
Ownership: Fee Simple

This listing courtesy of Ryan Solberg, MAXLIFE REALTY LLC

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

Windy Ridge School

3900 Beech Tree Dr, Orlando, FL, 32835

Grades KG-8

0.67 miles away

Windy Ridge School

3900 Beech Tree Dr, Orlando, FL, 32835

Grades KG-8

0.67 miles away

Olympia High School

4301 S Apopka Vineland Rd, Orlando, FL, 32835

Grades 9-12

1.00 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.