5365 BOWMAN DRIVE Winter Garden, FL $ 1,150,000
5365 BOWMAN DRIVE
$ 1,150,000
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5365 BOWMAN DRIVE

Winter Garden, FL, 34787
$ 1,150,000
Bedrooms4 Baths3.1 Sq 4,000

Monthly Estimate*

$ 7,081

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Single Family Home for sale in Winter Garden, FL

for $1,150,000 with 4 bedrooms and 3 full baths, 1 half bath. This 4,000 square foot home was built in 2015 on a lot size of 0.21.

Under contract-accepting backup offers. 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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Single Family Pending

Price

$ 1,150,000

Bedrooms

4

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 15,677

Style

Mediterranean

Lot Size

0.21

Year Built

2015

Town/City

Winter Garden

County/Region

Orange

MLS | Web ID

O6383338

Features
General
Sewer Public Sewer
Heating Central
Cooling Central Air
Utilities Cable Connected Electricity Connected Sewer Connected Street Lights Water Connected
Roof Shingle
Appliances Cooktop Dishwasher Disposal Microwave Range Refrigerator Tankless Water Heater
Zoning P-D
HOA Fee 214.86
Garage Spaces 2
Association Fee Includes Community Pool Manager Trash
Patio/Porch Features Enclosed Front Porch Rear Porch
Architectural Style Mediterranean
Pool Features Child Safety Fence Chlorine Free Gunite Heated In Ground Lighting Pool Alarm Salt Water Screen Enclosure Tile
Security Features Security System Owned Smoke Detector(s)
Construction Materials Block Stucco Wood Frame
Pets Allowed Breed Restrictions
Year Built 2015
View Garden Park/Greenbelt Pool Water
Levels Two
Property Subtype Single Family Residence
Tax Year 2024
Ownership Fee Simple
Waterfront Features Lake
Community Features Community Boat Ramp Lake Private Boat Ramp Water Access Clubhouse Community Mailbox Deed Restrictions Dog Park Fitness Center Golf Carts OK Park Playground Pool Sidewalks
Assoc Fee Paid Per Monthly
County Orange
New Construction false
Property Type Residential
Association Amenities Clubhouse Fence Restrictions Park Playground Pool
Attached Garage true
Subdivision Name OVERLOOK 2/HAMLIN PH 1 & 6
Facing Direction East
Garage Y/N true
Total Rooms 10
Full Baths 3
Status Pending
Directions ?? Driving Directions to 5365 Bowman Dr Winter Garden FL 34787 From SR-429 (Western Beltway): Take exit for New Independence Parkway toward Horizon West / Hamlin. Head east on New Independence Parkway. Turn right onto Hamlin Groves Blvd. Continue on Hamlin Groves Blvd and turn left onto Gwinnett St. Then turn left onto Bowman Dr — 5365 Bowman Dr will be on your right as you wrap around the backside of the larger houses.
High School Horizon High School
City WINTER GARDEN
Association Name Castle Group Melissa Glenn
Senior Community Y/N false
MLS Area 34787 - Winter Garden/Oakland
Lot Size Units Square Feet
Lot Size Square Feet 9139
Carport Spaces 1
Carport Y/N true
Elementary School Independence Elementary
Property Attached Y/N false
Land Lease Y/N false
Tax Annual Amount 15677
Middle/Junior High School Bridgewater Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6383338
Building Area Units Square Feet
Living Area Units Square Feet
Builder Name Taylor Morrison
Standard Status Pending
Occupancy Type Owner
Tax Lot 50
Legal Description OVERLOOK 2 AT HAMLIN PHASE 1 AND 6 84/10LOT 50
Water Access Type Lake - Chain of Lakes
Minimum Lease 7 Months
Water Access Y/N true
Monthly HOA Amount 214.86
Additional Rooms Attic Breakfast Room Separate Den/Library/Office Family Room Formal Dining Room Separate Loft Media Room Storage Rooms
Water View Y/N false
Flood Zone Code X
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Interior
Interior Amenities Built-in Features Ceiling Fan(s) Coffered Ceiling(s) Crown Molding Dry Bar Eating Space In Kitchen High Ceilings Open Floorplan Primary Bedroom Main Floor Smart Home Thermostat Walk-In Closet(s) Window Treatments
Flooring Carpet Porcelain Tile
Furnished Y/N Negotiable
Fireplace Features Family Room Insert
Air Conditioning Y/N true
Heating Y/N true
Window Features Blinds Shutters
Fireplace Y/N true
Half Baths 1
Laundry Features Laundry Room
Total Bedrooms 4
Total Baths 4
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Exterior
Exterior Amenities Dog Run Fire Pit Irrigation System Lighting Outdoor Grill Private Yard Rain Gutters Sidewalk Sliding Doors
Vegetation Fruit Trees Mature Landscaping Trees/Landscaped
Fencing Fenced
Parking Features Garage Door Opener Garage Faces Side Golf Cart Parking Guest Off Street Oversized Parking Pad
Lot Features In County Key Lot Landscaped Near Public Transit Oversized Lot Private Sidewalk
Water Source Public
Lot Size Area 9139
Foundation Details Slab
Building Area Total 4000
Lot Size Acres 0.21
Road Surface Type Paved Asphalt
Private Pool true
Waterfront Y/N false
Covered Spaces 3
Road Frontage Type Street Paved
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* Excluded Features
List By
Fortera Realty Llc

Broker

skinnerteam@forterarealty.com

Email

Affordability Calculator

$8,387
Per Month
84%
16%
0%
Monthly Principal & Interest
$7,081
Monthly Property Taxes
$1,306
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Horizon High School High School High School
Pricing History
DatePricePrice ChangeDescription
2/18/2026$1,150,000 Listed Price

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5365 BOWMAN DRIVE, Winter Garden, FL, 34787 is a Single Family Home for sale at $1,150,000 with 4,000 sqft and a lot size of 0.21. 5365 BOWMAN DRIVE has 4 bedrooms, 3.1 baths, and was built in 2015. The property's zip code is 34787 which is in Winter Garden, FL