Photos












- 4BR, 2BAHome
- $2,825Price
- 2,543Square Feet
- 12-01-2025Availability
Features and Amenities
Features
- Double Vanities
Kitchen
- Granite Countertops
- Pantry
- Stainless Steel Appliances
Rent and Fees
Unit Price
- $2,825
About 744 Westcliffe Dr
Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant. This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at This home is priced to rent and won't be around for long. Apply now, while we make this home ready for you, or call to arrange a meeting with your local Progress Residential leasing specialist today. Interested in this home? You clearly have exceptional taste. This charming 4-bedroom, 2.0-bathroom home is not only pet-friendly, but also equipped with smart home features to make everyday life more convenient and connected. Homes like this don’t stay on the market for long—don’t miss your chance to make it yours. Apply today! The Homeowners Association (HOA) for this home has a separate application process that applicants will need to complete in addition to Progress Residential's application. This includes self-registering with the HOA, completing the HOA's approval process, and paying any fees required by the HOA. Some images have been virtually staged to help showcase the potential of spaces in the home. The furnishings shown are for illustrative purposes only and are not included in the home.
744 Westcliffe Dr is located in the West Orlando Neighborhood and 34787 Zip code of Winter Garden, FL.
Property Contact Info
Fees and Policies
The fees below are based on community-supplied data and may exclude additional fees and utilities.
Required Fees
Utilities & Essentials
- utilitiesAdminFee$9.99/mo
- smartHomeFee$19.99/mo
Pet Policy and Fees
Cats
- Fees Not Specified
Dogs
- Fees Not Specified
Parking Info and Fees
- Garage Parking
Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.
Features and Amenities
Unique Amenities
- smartHomeFee
- utilitiesAdminFee
On-Site Services
- Garden Style
Outdoor Features
- Fenced Lot
- Yard
- Patio
Interior Features
- Double Vanities
Kitchen Amenities
- Pantry
- Stainless Steel Appliances
- Granite Countertops
Living Area Features
- Window Coverings
- Tile Floors
- Sunroom
- Hardwood Floors
Unique Amenities
- Garage Available

Map
- Shopping
- Colleges
- Grocery
- Medical
- Parks

Map
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about 744 Westcliffe Dr
What type of rentals are available at 744 Westcliffe Dr?
There is currently a 4 Bed 2 Bath Home for rent with 2,543 listed at 744 Westcliffe Dr. It is Available December 1, 2025.
How much is the rent at 744 Westcliffe Dr?
744 Westcliffe Dr is currently listed at $2,825.
What area of town is 744 Westcliffe Dr located in?
Located in the West Orlando Neighborhood, 744 Westcliffe Dr is in the 34787 Zip Code of Winter Garden, FL.
Lifestyle Ratings
Learn more about Lifestyle SearchNearby Schools
Dillard Street Elementary
Lakeview Middle
Ocoee High
About GreatSchools Data on ApartmentHomeLiving.com.
Points of Interest
Time and distance from 744 Westcliffe Dr.
Big Box and Retail
Autozone
Goodwill
Jcpenney
Colleges and Universities
Seminole State College of Florida - Altamonte Springs Campus
Groceries
Iga
Winn-Dixie
Publix
Hospitals
Parks and Recreation
744 Westcliffe Dr has 1 park within 9.7 miles, including Universal Studios Florida.
Restaurants and Dining
Shopping Centers
744 Westcliffe Dr has 5 shopping centers within 1.9 miles.
Nearby Neighborhoods
Nearby Apartments
Rental Price Ranges in the Area
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winter Garden Studio Apartments | $1,625 | $1,150 | $1,950 |
| Winter Garden 1 Bedroom Apartments | $1,861 | $1,210 | $4,112 |
| Winter Garden 2 Bedroom Apartments | $2,240 | $1,310 | $3,525 |
| Winter Garden 3 Bedroom Apartments | $2,721 | $1,841 | $4,432 |
| Winter Garden 4 Bedroom Apartments | $3,020 | $2,875 | $3,100 |
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