
Cheap Homes for Rent in the Winegard Road South Neighborhood of Orlando, FL from $800 (42 Rentals)
Search the lowest-cost Homes available for rent right now in the Winegard Road South area of Orlando.


1818 Blossom Terrace

7900 S Orange Blossom Trl

6613 Cherry Grove Cir

8700 S Orange Blossom Trl, Unit Double Room

8700 S Orange Blossom Trl, Unit King Room

1627 W Oak Ridge Rd

7900 S Orange Blossom Trl, Unit 2052
Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities
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1914 Honour Rd

1916 Lake Atriums Cir

1629 W Oak Ridge Rd

2653 Ocilla Ct

104 W Lancaster Rd

1972 Lake Atriums Cir

1908 Lake Atriums Cir

1940 Lake Atriums Cir
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5425 Hansel Ave

1964 Lake Atriums Cir

1908 Lake Atriums Cir, Unit 6

5213 Via Hacienda Cir

3726 Palm Desert Ln, Unit 5226

1655 W Oak Ridge Rd

921 W Oak Ridge Rd

710 Marlowe Ave, Unit Apartment suite separate entrance
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415 W Lancaster Rd

3751 Conroy Rd

2342 Huntington Green Ct, Unit 2

5012 Downing St, Unit 10

746 McDougall Ct

5214 Via Hacienda Cir

3593 Conroy Rd

830 Sky Lake Cir
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3605 Conroy Rd

10831 Windsor Walk Dr

3701 Conroy Rd

9933 Sweepstakes Ln

748 Wyman Ct

3563 Conroy Rd

1926 Honour Rd

1665 W Oak Ridge Rd
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828 Sky Lake Cir

3707 Conroy Rd
Winegard Road South, Orlando, FL Local Guide

How much does it cost to rent a home in Winegard Road South?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winegard Road South 2 Bedroom Homes for Rent | $1,562 | $1,050 | $2,000 |
| Winegard Road South 3 Bedroom Homes for Rent | $2,468 | $1,400 | $10,000+ |
| Winegard Road South 4 Bedroom Homes for Rent | $2,576 | $1,600 | $4,000 |
| Winegard Road South 5 Bedroom Homes for Rent | $5,399 | $5,399 | $5,399 |
Browse Homes for Rent in this Neighborhood
There are currently 42 rentals with your search options within a 3 mile radius of the Winegard Road South Neighborhood of Orlando, FL.
Explore Orlando
Cheapest Available Winegard Road South Apartments for Rent
 The cheapest available apartment rental in the Winegard Road South area of Orlando, FL is a 1 Bed unit found at Beverly at Lakeside priced from $624. Victory Cove has the second lowest priced unit, which is a 1 Bed apartment currently listed from $922. Here are the most affordable Winegard Road South apartments for rent in Orlando, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Beverly at Lakeside | A1 | 1BR,1BA | $624 |
| Victory Cove | A1-50HL | 1BR,1BA | $922 |
| Enclave at Lake Ellenor | S1 | Studio,1BA | $991 |
| Royal Palms | 1x1 | 1BR,1BA | $1,087 |
| Lorenzo At East Mil | A2 Classic | 1BR,1BA | $1,170 |
| The Landing at East Mil Apartments | A2 Renovated | 1BR,1BA | $1,185 |
| Isles at East Millenia | Iris | 1BR,1BA | $1,199 |
| Durham Place | One Bed - One Bath 60% | 1BR,1BA | $1,205 |
| Cypress Landing | 1 Bedroom, 1 Bathroom | 1BR,1BA | $1,206 |
| THE CLUB AT MILLENIA | Barcelona | 1BR,1BA | $1,206 |
Best Value Apartments for Rent in Winegard Road South, FL
As of August 20, 2026 the best value apartment in the Winegard Road South area is the $1.28 price per square foot Sadona Model at The Seasons in the in the Millenia neighborhood starting from $1,550. The second greatest value Winegard Road South apartment is the B2 Model at Halston Park Central starting at $1,898 with a $1.69 price per square foot in the Millenia neighborhood. Here is today’s list of the best values for Winegard Road South apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| The Seasons | Sadona | 2BR,2BA | $1.28 |
| Halston Park Central | B2 | 2BR,2BA | $1.69 |
| Fox Hollow | Three Bed/ Two Bath | 3BR,2BA | $1.56 |
| SSET | 2 Bd/2Bth Apartment for Rent - Summerset at Int... | 2BR,2BA | $1.46 |
| Esplanade Apartments | B1 SLV | 2BR,2BA | $1.69 |
| Manor Row | Lyndhurst 2nd Floor with Solarium | 1BR,1BA | $1.66 |
| Sand Lake Pointe Apartments | Two Bedroom Two Bath 60 | 2BR,2BA | $1.47 |
| Lancaster Villas | 2/2 Downstairs | 2BR,2BA | $1.63 |
| 1655 W Oak Ridge Rd | 2 Beds, 1.5 Baths | 2BR,1.5BA | $1.37 |
| Beverly at Lakeside | A2 | 1BR,1BA | $0.97 |
Frequently Asked Questions about Winegard Road South
What type of rentals are currently available in Winegard Road South?
There are currently 102 Apartments for Rent in Winegard Road South, FL with pricing that ranges from $580 to $5,734. There are also 133 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winegard Road South ranging from $800 to $12,000.
What is the current price range for Rental Homes in Winegard Road South?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winegard Road South ranges from $800 to $12,000 with an average monthly rent of $1,855.
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
Written by: Darla Ferrara
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.

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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.
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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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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.