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.
- Built in 2015
- 2 garage spaces
- $287.50/sqft
- Lot size: 9,139 sqft
- 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.
- County: Orange
- Geo subdivision: OVERLOOK 2/HAMLIN PH 1 & 6
Nearby Schools
Independence Elementary
Bridgewater Middle
Horizon High School
Features
Interior
Exterior
Utilities
Structure
Pets, Accessibility & Amenities
Community Info
Financial
Lease Information
Tax, Legal & Financing
Let's get in touch!
Let's get in touch!

Michele Weiand
Realtor 🇺🇸
- Source: Stellar MLS
- MLS #: O6383338
Listing updated: February 18, 2026 at 7:29PM
Listing provided by: William Skinner, FORTERA REALTY LLC
Last checked 7 hours ago
Listing provided by: William Skinner, FORTERA REALTY LLC
Last checked 7 hours ago
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. Some IDX listings have been excluded from this website.







