
Apartments for Rent in the Winegard Road South Neighborhood of Orlando, FL (235 Rentals) Page 3 of 5


1930 Teaberry Ct

1710 Rose Blvd

5400 Lake Jessamine Dr

5425 Hansel Ave

1919 Blossom Terrace

5205 Chenault Ave

3778 Brighton Park Cir

2425 Barley Club Dr

2408 Swailes Dr

9900 Sweepstakes Ln

9919 Turf Ct

9933 Sweepstakes Ln

3705 Seminole Dr

5579 Millenia Park Blvd

5579 Pga Blvd

1964 Lake Atriums Cir

1956 Lake Atriums Cir

1972 Lake Atriums Cir

2231 Blue Sapphire Cir

1914 Honour Rd

1926 Honour Rd

1908 Lake Atriums Cir

1940 Lake Atriums Cir

5501 Pga Blvd

2358 Blue Sapphire Cir

1916 Lake Atriums Cir

5213 Via Hacienda Cir

1932 Lake Atriums Cir

5226 Via Hacienda Cir

2429 Sapier Ct

5214 Via Hacienda Cir

5036 Downing St

10831 Windsor Walk Dr

3502 Windy Walk Way

2262 Grand Central Pkwy

3508 Windy Walk Way

10855 Windsor Walk Dr

2424 Grand Central Pkwy

2887 Charing Cross Way

3561 Conroy Rd

3563 Conroy Rd

3701 Conroy Rd

3593 Conroy Rd

3583 Conroy Rd

5681 Tulip Ave

3707 Conroy Rd

2911 Woolridge Dr

3605 Conroy Rd

3599 Conroy Rd
Winegard Road South, Orlando, FL Local Guide

How much does it cost to rent an apartment in Winegard Road South?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winegard Road South Studio Apartments | $1,475 | $922 | $2,068 |
| Winegard Road South 1 Bedroom Apartments | $1,590 | $580 | $3,273 |
| Winegard Road South 2 Bedroom Apartments | $1,829 | $699 | $4,497 |
| Winegard Road South 3 Bedroom Apartments | $2,393 | $1,581 | $5,734 |
How much does it cost to rent a home in Winegard Road South?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| 2 Bedroom Homes | $1,562 | $1,050 | $2,000 |
| 3 Bedroom Homes | $2,468 | $1,400 | $10,000+ |
| 4 Bedroom Homes | $2,576 | $1,600 | $4,000 |
| 5 Bedroom Homes | $5,399 | $5,399 | $5,399 |
Browse Apartments in this Neighborhood
There are currently 235 rentals with your search options within a 3 mile radius of the Winegard Road South Neighborhood of Orlando, FL.
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Frequently Asked Questions about Winegard Road South
What is the current pricing and availability for apartments for rent in the Winegard Road South area of Orlando, FL?
As of today, August 20, 2026, there are currently 235 available Winegard Road South apartments priced from $580 to $5,734, with an average monthly rent of $1,723.
How much are Studio apartments in Winegard Road South?
There are currently 21 Studio Apartments in Winegard Road South with rent ranges from $922 to $2,068 with an average price of $1,475.
What is the current price range for One Bedroom Winegard Road South Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Winegard Road South ranges from $580 to $3,273 with an average monthly rent of $1,590.
What does renting a Two Bedroom Apartment in Winegard Road South cost?
The monthly rent prices of Two Bedroom Apartments currently available in Winegard Road South range from $699 to $4,497. Today's average rental price for Two Bedrooms here is $1,829.
How expensive are Winegard Road South Three Bedroom Apartments?
There are currently 41 Three Bedroom Apartments listings available in Winegard Road South on ApartmentHomeLiving.com. The pricing ranges from $1,581 to $5,734 - averaging $2,393 for the location.
Expert Rental Resources
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.
Helpful Local Expert Guides

Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities
Written by: Darla Ferrara
When people think of Orlando, FL, the iconic theme parks and buzz of downtown tend to steal the spotlight.

The Soul of the City Beautiful: What Life in Orlando Is Really Like
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When people think of Orlando, Florida, they dream of theme parks and sunny weather, and rightfully so. It’s that energy that keeps this city a mainstay in the global tourist industry.

Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers
Written by: Darla Ferrara
When I first moved to Orlando, Florida, in the 1990s, one of the things that drew me here was the remarkably low unemployment rates. There was a job for everyone. Two decades later, that fundamental appeal remains.

Your Guide to the Perfect Orlando Neighborhood for Student Renters
Written by: Darla Ferrara
There is never a dull moment in Orlando, Florida. Along with top-tier universities, technical schools, and local colleges, there are world-class entertainment venues, the ocean within driving distance, and lots of sunshine.
Articles, How-To's, and Tips

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.