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Property for sale at 5365 BOWMAN DRIVE, WINTER GARDEN, FL, 34787

5365 Bowman DriveWinter Garden, FL, 34787

4beds
4baths
4,000sqft
Single Family Residence
Built in 2015
$215 Monthly HOA Fee
$1,150,000
Sold
Price per sqft
$288
Sold on
Apr 9, 2026
MLS #O6383338Updated Apr 10, 2026

About this property

Virtually Staged. Welcome to 5365 Bowman Drive, an extensively updated and thoughtfully curated residence in one of Winter Garden’s most desirable communities. Blending architectural presence, meaningful recent upgrades, and unforgettable lifestyle features, this home offers a rare opportunity to own something truly special. A dramatic two-story foyer sets the tone upon entry, opening to an equally stunning two-story living room filled with natural light and architectural volume. The expansive layout creates an immediate sense of openness while maintaining warmth and livability throughout.

In preparation for listing, the home has undergone substantial enhancements designed for both comfort and long-term peace of mind. Two brand-new HVAC systems ensure efficient climate control year-round. The exterior has been meticulously refreshed with professional stucco refinishing and a full repaint, delivering crisp curb appeal and a refined aesthetic. The driveway has been extended to comfortably accommodate an additional full-size vehicle with added maneuvering space — a rare and practical upgrade. Inside, fresh interior paint and brand-new carpet throughout create a clean, cohesive, move-in-ready presentation.

The kitchen is well-appointed for both everyday living and entertaining, featuring a gas range that will delight culinary enthusiasts. An intelligently designed floor plan includes an isolated guest suite with its own full bath, offering privacy and flexibility for visitors or multigenerational living.

Entertainment and leisure take center stage in this home. A custom Star Wars-themed theatre room creates a truly immersive cinematic experience — a one-of-a-kind feature that transforms movie nights into events. Step outside to your private outdoor retreat, where a heated saltwater pool and screened-in lanai invite year-round enjoyment. The backyard backs to a peaceful retention pond, offering added privacy and tranquil views.

The oversized garage provides generous storage and flexibility for vehicles, hobbies, or recreational equipment. And as a uniquely Central Florida bonus, rocket launches from Cape Canaveral can be viewed right from your own front doorstep — an awe-inspiring experience that never gets old.

Ideally located just minutes from Winter Garden Village, Historic Downtown Winter Garden, the West Orange Trail, and world-renowned theme parks including Walt Disney World, this home offers exceptional convenience while maintaining the charm and tranquility of a well-established neighborhood.

5365 Bowman Drive is more than a residence — it is a lifestyle property that seamlessly combines thoughtful upgrades, architectural elegance, resort-style amenities, and an extraordinary location. An exceptional offering in the heart of Winter Garden.

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Gaby, Property Specialist
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Property details

Property type
Single Family Residence
Street address
5365 Bowman Drive
City
Winter Garden
State
FL
ZIP code
34787
Year built
2015
New construction
No
Attached property
No
Faces
East
Rooms
10
Living area
4,000 sqft
Total building area
4,000 sqft
Architectural style
Mediterranean
Levels
Two

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at October 8, 2026 at 4:01 AM EDT

Price & sale history

EventPrice
SoldMLS #O6383338$1,150,000
Listed for saleMLS #O6383338$1,150,000
SoldMLS #O6073638$1,100,000
Price reducedMLS #O6073638$1,295,000Change: −4.1%−$55,000
History may be incomplete.
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Location

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Property for sale at 5365 BOWMAN DRIVE, WINTER GARDEN, FL, 34787
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