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$1,150,000
New Listing

5365 BOWMAN DRIVE
WINTER GARDEN, FL 34787

For Sale|Single Family Residence|Active
4
Beds
4
Total Baths
3
Full Baths
1
Partial Bath
4,000
SqFt
$288
/SqFt
2015
Built
Subdivision:
OVERLOOK 2/HAMLIN PH 1 & 6
County:
Orange
Call Now: 407-706-5000
Is this the listing for you? We can help make it yours.
407-706-5000
5365 BOWMAN DRIVE5365 BOWMAN DRIVE5365 BOWMAN DRIVE5365 BOWMAN DRIVE
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Monthly Payment (Est.)

$5,247
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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.

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Listing Snapshot
Price 
$1,150,000
Days On Site 
0 Days
Bedrooms 
4
Inside Area (SqFt) 
4,000 sqft
Total Baths 
4
Full Baths 
3
Partial Baths 
1
Lot Size 
0.21 Acres
Year Built 
2015
MLS® Number 
O6383338
Status 
Active
Property Tax 
$15,677
HOA/Condo/Coop Fees 
$214.86 monthly
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
15 hours agoListing updated with changes from the MLS®
22 hours agoListing first seen on site
General Features
Acres 
0.21
Attached Garage 
Yes
Carport 
1
Direction Faces 
East
Foundation 
Slab
Garage 
Yes
Garage Spaces 
2
Levels 
Two
Parking 
Garage Door OpenerGarage Faces SideGuestOff StreetOversizedParking PadAttached
Pets 
Breed Restrictions
Property Sub Type 
Single Family Residence
Security 
Security System OwnedSmoke Detector(s)
Sewer 
Public Sewer
SqFt Total 
4000
Style 
Mediterranean
Utilities 
Cable AvailableCable ConnectedElectricity ConnectedSewer ConnectedWater Connected
Water Source 
Public
Zoning 
P-D
Interior Features
Appliances 
CooktopDishwasherDisposalMicrowaveRangeRefrigeratorTankless Water Heater
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Family RoomInsert
Flooring 
CarpetTile
Furnished 
Negotiable
Heating 
Central
Interior 
Built-in FeaturesCoffered Ceiling(s)Crown MoldingDry BarEat-in KitchenHigh CeilingsOpen FloorplanSmart HomeWalk-In Closet(s)
Laundry Features 
Laundry Room
Window Features 
BlindsShutters
Bathroom 2 
Level - First
Bathroom 3 
Level - Second
Bathroom 4 
Level - Second
Bedroom 2 
Level - Second
Bedroom 3 
Level - Second
Bedroom 4 
Level - Second
Kitchen 
Level - FirstFeatures - Granite Counters, Kitchen Island, Pantry
Living Room 
Level - First
Master Bathroom 
Level - First
Master Bedroom 
Level - FirstFeatures - Ceiling Fan(s)
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Exterior Features
Construction Details 
BlockStuccoFrame
Exterior 
Dog RunFire PitLightingOutdoor GrillPrivate YardRain Gutters
Fencing 
Fenced
Lot Features 
LandscapedNear Public TransitPrivatePaved
Patio And Porch 
EnclosedFront PorchRear Porch
Pool Features 
GuniteHeatedIn GroundSalt WaterScreen EnclosureTilePrivate
Private Pool 
Yes
Roof 
Shingle
View 
GardenPark/GreenbeltPoolWater
Waterfront Features 
Lake Privileges
Waterview 
GardenPark/GreenbeltPoolWater
Windows/Doors 
BlindsShutters
Community Features
Association Amenities 
ClubhouseParkPlaygroundPool
Association Dues 
214.86
Community Features 
ClubhouseFitness CenterParkPlaygroundPoolSidewalksStreet Lights
HOA Fee Frequency 
Monthly
MLS Area 
34787 - Winter Garden/Oakland
Roads 
Asphalt
Township 
23
Schools
School District
Unknown
Elementary School
Independence Elementary
Middle School
Bridgewater Middle
High School
Horizon High School
Listing courtesy of FORTERA REALTY LLC (303) 547-5659



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-02-19 05:44 AM EST

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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