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$1,150,000
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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.
Full Property Details
Full Property Details for 5365 Bowman Dr
General
- Sold For: $1,150,000
- HOA FEE: $215/month
- Taxes: $15,677 (2024)
- Status: Closed
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6383338
- Added to Site: 98 day(s) ago
Rental Information
- Min. Lease: 7 Months
Interior
- Number of Rooms: 10
- Interior Features: 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
- Fireplace: Yes
- Fireplace(s): Family Room, Insert
- Appliances: Cooktop, Dishwasher, Disposal, Microwave, Range, Refrigerator, Tankless Water Heater
- Furnishings: Negotiable
- Flooring: Carpet, Porcelain Tile
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Laundry Room
Additional Information
- Shared Amenities: Clubhouse, Fence Restrictions, Park, Playground, Pool
- Pool: Yes
- Private Pool: Yes
- Pool Description: Child Safety Fence, Chlorine Free, Gunite, Heated, In Ground, Lighting, Pool Alarm, Salt Water, Screen Enclosure, Tile
- Security/Safety: Security System Owned, Smoke Detector(s)
Exterior
- Exterior Features: Dog Run, Fire Pit, Irrigation System, Lighting, Outdoor Grill, Private Yard, Rain Gutters, Sidewalk, Sliding Doors
- Deck/Patio: Enclosed, Front Porch, Rear Porch
- Porch/Patio/Deck: Enclosed, Front Porch, Rear Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Carports: Yes
- Carport: 1
- Carport Spaces: 1
- Covered Spaces: 3
- Parking Features: Garage Door Opener, Garage Faces Side, Golf Cart Parking, Guest, Off Street, Oversized, Parking Pad
Location
- Area: 34787 - Winter Garden/Oakland
- County: Orange
- Development Name: 34787 - Winter Garden/Oakland
- Subdivision: OVERLOOK 2/HAMLIN PH 1 & 6
- Driving 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.
- Direction Faces: East
School Information
- Elementary School: Independence Elementary
- Middle School: Bridgewater Middle
- High School: Horizon High School
Community
- Community Name: 34787 - Winter Garden/Oakland
- 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
- Optional Amenities: Clubhouse, Fence Restrictions, Park, Playground, Pool
- Association: Yes
- Assoc. Name: Castle Group, Melissa Glenn
- Assoc. Fees Include: Community Pool, Manager, Trash
- Pet Restrictions: The buyer to independently verify all restrictions, regulations, and details directly with the HOA management.
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable Connected, Electricity Connected, Sewer Connected, Street Lights, Water Connected
Structural Information
- Architectural Info: Mediterranean
- Architectural Style: Mediterranean
- Builder: Taylor Morrison
- Exterior Const.: Block, Stucco, Wood Frame
- Roof: Shingle
- Windows: Blinds, Shutters
- Stories/Levels: Two
- Square Feet: 4,000
- Sq. Ft. Source: Public Records
- Living Area: 4,000 Sq. Ft.
- Year Built: 2015
Lot Features
- Property View: Garden, Park/Greenbelt, Pool, Water
- Lot Size (Acres): 0.21
- Lot Size (Sq. Ft.): 9,139
- Lot Size: 9139
- Frontage: Street Paved
- Street/Road Desc.: Paved, Asphalt
- Fencing (Description): Fenced
Water Features
- Water View: Yes
- Water Access: Yes
- Water Access Desc: Lake - Chain of Lakes
- Water Front Desc.: Lake
Financial Considerations
- Association Fee: $215
- Assoc Fee Freq.: Monthly
- Assoc Fee Desc.: Required
- Tax Amount: $15,677
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: OVERLOOK 2 AT HAMLIN PHASE 1 AND 6 84/10LOT 50
- Flood Zone Info: X
- APN: 202327584600500
- Property ID: 202327584600500
Listed by Fortera Realty Llc
Sold by Stockworth Realty Group
Get Pre-Approved Today
Schools
Schools serving 5365 Bowman Dr
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Independence Elementary 6255 New Independence Parkway, Winter Garden, FL 34787 | K-5 | 1.1 mi |
Bridgewater Middle School 5600 Tiny Road, Winter Garden, FL 34787 | 6-8 | 0.9 mi |
Horizon High School 10393 Seidel Road, Winter Garden, FL 34787 | 9-12 | 3.4 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 5365 Bowman Dr
Date
Details
Price
Change
Source
4/09/2026
Sold
$1,150,000
—
MLS
2/18/2026
Listed
$1,150,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
5365 Bowman Drive, Winter Garden, FL 34787 (MLS# O6383338) is a Single Family property that was sold at $1,150,000 on April 09, 2026. Want to learn more about 5365 Bowman Drive? Do you have questions about finding other Single Family real estate for sale in Winter Garden? You can browse all Winter Garden real estate or contact a Coldwell Banker agent to request more information.

