5365 BOWMAN DRIVE, Winter Garden, FL 34787

• 4 beds |
• 4 baths |
• 4,000 sqft

Property Description

One or more photo(s) has been 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.

Listing Status:

Active

Date Added:

February 18, 2026

Data Last Updated:

February 18, 2026 at 4:21PM

Listing Office:

FORTERA REALTY LLC : 303-547-5659

Listing Agent:

William Skinner : 303-547-5659

MLS ID:

O6383338

Interior

• General: Built-in FeaturesCeiling Fans(s)Coffered Ceiling(s)Crown MoldingDry BarEat-in KitchenHigh CeilingsOpen FloorplanPrimary Bedroom Main FloorSmart HomeThermostatWalk-In Closet(s)Window Treatments
• Rooms: AtticBreakfast Room SeparateDen/Library/OfficeFamily RoomFormal Dining Room SeparateLoftMedia RoomStorage Rooms
• Appliances: CooktopDishwasherDisposalMicrowaveRangeRefrigeratorTankless Water Heater
• Laundry: Laundry Room
• Flooring: CarpetTile
• A/C: Central Air
• Heating: Central
• Fireplace: Family RoomInsertFireplace

Exterior

• General: Dog RunFire PitLightingOutdoor GrillPrivate YardRain GuttersSidewalkSliding Doors
• Style: Mediterranean
• Other Structures: EnclosedFront PorchRear Porch
• Pool: Child Safety FenceChlorine FreeGuniteHeatedIn GroundLightingPool AlarmSalt WaterScreen EnclosureTile
• Parking: Garage Door OpenerGarage Faces SideGolf Cart ParkingGuestOff StreetOversizedParking Pad

Construction

• Roofing: Shingle
• Windows: BlindsShutters
• General: BlockStuccoFrameTwoSlab

Location

• Road/Access: Asphalt
• HOA Amenities: ClubhouseFence RestrictionsParkPlaygroundPoolPoolManagementTrash214.86Monthly
• Originating MLS: Stellar MLS
• County: Orange

Lot

• Zoning: P-DOVERLOOK 2 AT HAMLIN PHASE 1 AND 6 84/10LOT 5020-23-27-5846-00-500
• View: GardenPark/GreenbeltPoolWater
• Fencing: Fenced

Utilities

• Utilities: Cable ConnectedElectricity ConnectedSewer ConnectedWater Connected
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple