Apartments for Rent in the Winegard Road South Neighborhood of Orlando, FL (235 Rentals) Page 4 of 5

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property at 3611 Conroy Rd

$1,695 - $1,995

2 To 3 Bedroom Rentals

Available Now

3611 Conroy Rd

OrlandoFL32839
property at 3751 Conroy Rd

$1,300 - $1,450

1 Bedroom Rentals

Available Now

3751 Conroy Rd

OrlandoFL32839
property at 9924 Sweepstakes Ln

$1,580

Total Monthly Price

Total Monthly Price

Base Rent
$1,580
Total Monthly Price
$1,580

2 Bedroom, 2 Bath Condo for Rent

Available Now

9924 Sweepstakes Ln, Unit 8

9924 Sweepstakes Ln
OrlandoFL32837
property at 9950 Turf Way

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600
Total Monthly Price
$1,600

2 Bedroom, 2 Bath Condo for Rent

Available Now

9950 Turf Way, Unit 4

9950 Turf Way
OrlandoFL32837
property at 5012 Downing St

$1,320

Total Monthly Price

Total Monthly Price

Base Rent
$1,320
Total Monthly Price
$1,320

2 Bedroom, 2 Bath Condo for Rent

Available Now

5012 Downing St, Unit 10

5012 Downing St
OrlandoFL32839
property at 2342 Huntington Green Ct

$1,310

Total Monthly Price

Total Monthly Price

Base Rent
$1,310
Total Monthly Price
$1,310

2 Bedroom, 2 Bath Condo for Rent

Available Now

2342 Huntington Green Ct, Unit 2

2342 Huntington Green Ct
OrlandoFL32839
property at 2810 Flowertree Rd

$2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,400
Total Monthly Price
$2,400

3 Bedroom, 2 Bath Home for Rent

Available Now

2810 Flowertree Rd

Belle IsleFL32812
property at 2323 McCoy Rd

$1,595 - $1,695

2 To 3 Bedroom Rentals

Available Now

2323 McCoy Rd

Belle IsleFL32809
property at 5301 Hansel Ave

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600
Total Monthly Price
$1,600

2 Bedroom, 2 Bath Condo for Rent

Available Now

5301 Hansel Ave, Unit 18

5301 Hansel Ave
Belle IsleFL32809
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Hawthorne Village
2 Bedroom Apartments

Hawthorne Village

9917 Turf WayOrlando, FL 32837
  • Utilities Included
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Mosaic at Millenia
1 to 3 Bedroom Apartments

Mosaic at Millenia

3573 Conroy RdOrlando, FL 32839
  • Utilities Included
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1918 Wilks Plz
1 Bedroom Apartments

1918 Wilks Plz

1918 Wilks PlzOrlando, FL 32809
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7915 Lilwill Ave
1 Bedroom Apartments

7915 Lilwill Ave

7915 Lilwill AveOrlando, FL 32809
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7905 Lilwill Ave
2 Bedroom Apartments

7905 Lilwill Ave

7905 Lilwill AveOrlando, FL 32809
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7910 Lilwill Ave
2 Bedroom Apartments

7910 Lilwill Ave

7910 Lilwill AveOrlando, FL 32809
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7914 Lilwill Ave
2 Bedroom Apartments

7914 Lilwill Ave

7914 Lilwill AveOrlando, FL 32809
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7906 Lilwill Ave
2 Bedroom Apartments

7906 Lilwill Ave

7906 Lilwill AveOrlando, FL 32809
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7902 Lilwill Ave
1 to 2 Bedroom Apartments

7902 Lilwill Ave

7902 Lilwill AveOrlando, FL 32809
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Blossom Park
Studio Apartments

Blossom Park

1851 W Landstreet RdOrlando, FL 32824
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6501 Dumont St
2 Bedroom Apartments

6501 Dumont St

6501 Dumont StOrlando, FL 32809
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Buchanon ct
Studio Apartments

Buchanon ct

400 Buchanon CtPine Castle, FL 32809
Showing Results 151-200, Page 4 of 5

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

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Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities

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When people think of Orlando, FL, the iconic theme parks and buzz of downtown tend to steal the spotlight.

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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.

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Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers

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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.

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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

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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.

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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.

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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.

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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.