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4433 Winderwood Circle, Orlando

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. Located just minutes from Downtown Orlando, Walt Disney World, and Universal Studios Orlando.

4 Beds ⋅ 3 Baths ⋅ Winderwood SubDv. ⋅ 32835 Zip Code

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. Located just minutes from Downtown Orlando, Walt Disney World, and Universal Studios Orlando.

4433 Winderwood Circle, Orlando

4425 Winderwood Circle, Orlando

Virtually Staged. Welcome to 4425 Winderwood in sought-after Dr. Phillips! This fantastic 4-bedroom, 3-bath pool home is tucked away in Winderwood, a quiet, tree-lined neighborhood of just 49 homes. The home features a desirable split-bedroom floor plan, an open family room and kitchen, a wood-burning fireplace, and separate formal living and dining rooms, with the living room easily serving as a home office or flex space. All of the bedrooms have new LVP flooring, and the bedrooms and bathrooms have been freshly painted. The popcorn ceilings have also been removed and replaced with a fresh knockdown finish, giving the home an updated look and feel. Step outside and relax on the screened porch overlooking your private pool and beautifully landscaped backyard. The pool enclosure has been re-screened, new ceiling fans have been added to the back porch, and the exterior of the home has been freshly painted with the brick sealed as well. It’s a great space for entertaining, relaxing, or simply enjoying the Florida lifestyle. Rest easy knowing many of the big-ticket items and updates have already been taken care of for you, including a new roof in 2024, A/C in 2024, and a new water heater in 2026. Winderwood offers a great Dr. Phillips location approximately 20 minutes from Downtown Orlando and Walt Disney World, 10 minutes from Universal Orlando, and just minutes from all the great dining options along Restaurant Row. Zoned for sought-after Windy Ridge K-8 and Olympia High School. Great house, great neighborhood, and a great location!!

4 Beds ⋅ 3 Baths ⋅ Winderwood SubDv. ⋅ 32835 Zip Code

Virtually Staged. Welcome to 4425 Winderwood in sought-after Dr. Phillips! This fantastic 4-bedroom, 3-bath pool home is tucked away in Winderwood, a quiet, tree-lined neighborhood of just 49 homes. The home features a desirable split-bedroom floor plan, an open family room and kitchen, a wood-burning fireplace, and separate formal living and dining rooms, with the living room easily serving as a home office or flex space. All of the bedrooms have new LVP flooring, and the bedrooms and bathrooms have been freshly painted. The popcorn ceilings have also been removed and replaced with a fresh knockdown finish, giving the home an updated look and feel. Step outside and relax on the screened porch overlooking your private pool and beautifully landscaped backyard. The pool enclosure has been re-screened, new ceiling fans have been added to the back porch, and the exterior of the home has been freshly painted with the brick sealed as well. It’s a great space for entertaining, relaxing, or simply enjoying the Florida lifestyle. Rest easy knowing many of the big-ticket items and updates have already been taken care of for you, including a new roof in 2024, A/C in 2024, and a new water heater in 2026. Winderwood offers a great Dr. Phillips location approximately 20 minutes from Downtown Orlando and Walt Disney World, 10 minutes from Universal Orlando, and just minutes from all the great dining options along Restaurant Row. Zoned for sought-after Windy Ridge K-8 and Olympia High School. Great house, great neighborhood, and a great location!!

4425 Winderwood Circle, Orlando

4507 Winderwood Circle, Orlando

Welcome to Winderwood, a desirable and rarely available community in the heart of Dr. Phillips, featuring just 49 homes along a single circular, tree-lined street. Situated on an oversized .36-acre lot, this pool home offers charm, character, and the ideal Florida lifestyle. The light-filled open floor plan features elegant archways, spacious living and dining areas, a great room with vaulted ceilings, gas fireplace, and impact-resistant skylights. The kitchen offers 42-inch cabinetry, generous counter space, gas range, bar-top seating, and a breakfast nook overlooking the pool. The flexible layout includes 3 bedrooms, 2 full bathrooms, plus a versatile living room/flex space with the option to convert back to a fourth bedroom. The spacious primary suite features dual walk-in closets, a newer sliding glass door leading to the lanai, and an updated primary bathroom with granite countertops, three separate vanities, and a walk-in shower with frameless glass enclosure. The secondary bathroom has also been updated with granite countertops and a tiled walk-in shower with frameless glass door. Enjoy Florida living with a screened outdoor retreat featuring a PebbleTec-finished pool, covered lanai, summer kitchen with bar-height seating, and paver deck. Beyond the pool area, a private garden retreat awaits with winding reclaimed Old Chicago brick pathways leading to a fire pit surrounded by brick sitting walls, brick patio areas, a large storage shed, and lush mature landscaping with an abundance of flowering plants, including crepe myrtles, azaleas, callistemons, and more. The fully fenced backyard offers beautiful sunset views. Notable improvements include a 2017(Dec) roof, upgraded windows and sliding glass doors, updated flooring (2022), and a new water heater (2026). Conveniently located near Restaurant Row, shopping, major highways, and zoned for Windy Ridge K-8 and Olympia High School.

3 Beds ⋅ 2 Baths ⋅ Winderwood SubDv. ⋅ 32835 Zip Code

Welcome to Winderwood, a desirable and rarely available community in the heart of Dr. Phillips, featuring just 49 homes along a single circular, tree-lined street. Situated on an oversized .36-acre lot, this pool home offers charm, character, and the ideal Florida lifestyle. The light-filled open floor plan features elegant archways, spacious living and dining areas, a great room with vaulted ceilings, gas fireplace, and impact-resistant skylights. The kitchen offers 42-inch cabinetry, generous counter space, gas range, bar-top seating, and a breakfast nook overlooking the pool. The flexible layout includes 3 bedrooms, 2 full bathrooms, plus a versatile living room/flex space with the option to convert back to a fourth bedroom. The spacious primary suite features dual walk-in closets, a newer sliding glass door leading to the lanai, and an updated primary bathroom with granite countertops, three separate vanities, and a walk-in shower with frameless glass enclosure. The secondary bathroom has also been updated with granite countertops and a tiled walk-in shower with frameless glass door. Enjoy Florida living with a screened outdoor retreat featuring a PebbleTec-finished pool, covered lanai, summer kitchen with bar-height seating, and paver deck. Beyond the pool area, a private garden retreat awaits with winding reclaimed Old Chicago brick pathways leading to a fire pit surrounded by brick sitting walls, brick patio areas, a large storage shed, and lush mature landscaping with an abundance of flowering plants, including crepe myrtles, azaleas, callistemons, and more. The fully fenced backyard offers beautiful sunset views. Notable improvements include a 2017(Dec) roof, upgraded windows and sliding glass doors, updated flooring (2022), and a new water heater (2026). Conveniently located near Restaurant Row, shopping, major highways, and zoned for Windy Ridge K-8 and Olympia High School.

4507 Winderwood Circle, Orlando

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