
Cheap Homes for Rent in South of Main Street Neighborhood of Leesburg, FL from $800 (13 Rentals)
Search the lowest-cost Homes available for rent right now in the South of Main Street area of Leesburg.


114 N Chester St

2100 South St

1118 Tuskegee St

1704 Birchwood Cir

1700 Birchwood Cir
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

745 Bottle Brush Ct

2122 Mara Ct

2123 Mara Ct

500 Newell Hill Rd

1023 Birchwood Ct

1415 Hill St
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

1119 McNamee St
South of Main Street, Leesburg, FL Local Guide

How much does it cost to rent a home in South of Main Street?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| South of Main Street 2 Bedroom Homes for Rent | $1,171 | $800 | $1,575 |
| South of Main Street 3 Bedroom Homes for Rent | $1,646 | $1,100 | $2,900 |
| South of Main Street 4 Bedroom Homes for Rent | $2,088 | $1,475 | $2,830 |
| South of Main Street 5 Bedroom Homes for Rent | $2,315 | $2,315 | $2,315 |
Browse Homes for Rent in this Neighborhood
There are currently 13 rentals with your search options within a 2 mile radius of the South of Main Street Neighborhood of Leesburg, FL.
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South of Main Street, Leesburg, FL Local Guide
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Cheapest Available South of Main Street Apartments for Rent
 The cheapest available apartment rental in the South of Main Street area of Leesburg, FL is a 1 Bed unit found at Windemere Villas A 55+ Community priced from $1,095. Lakeside Retreat at 27 has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,169. Here are the most affordable South of Main Street apartments for rent in Leesburg, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Windemere Villas A 55+ Community | 1BR/1BA | 1BR,1BA | $1,095 |
| Lakeside Retreat at 27 | One Bedroom One Bath | 1BR,1BA | $1,169 |
| Integra Isles | A1 | 1BR,1BA | $1,399 |
| The Rhoads Apartments | 2 Bedroom Apartments in Leesburg, FL | 2/1 Renovated (Lucas) | 2BR,1BA | $1,399 |
| Gardens on Griffin | Juniper 2x1.5 | 2BR,1BA | $1,449 |
Best Value Apartments for Rent in South of Main Street, FL
As of February 18, 2026 the best value apartment in the South of Main Street area is the $1.00 price per square foot 1207 Sumter St Model at 1207 Sumter St, Unit B in the in the East Leesburg neighborhood starting from $1,100. The second greatest value South of Main Street apartment is the Birch 2x1 Model at Gardens on Griffin starting at $1,519 with a $1.65 price per square foot in the Chelsea's Run neighborhood. Here is today’s list of the best values for South of Main Street apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 1207 Sumter St, Unit B | 1207 Sumter St | 2BR,1BA | $1.00 |
| Gardens on Griffin | Birch 2x1 | 2BR,1BA | $1.65 |
| Integra Isles | A1 | 1BR,1BA | $1.63 |
| The Rhoads Apartments | 2 Bedroom Apartments in Leesburg, FL | 2/1 Renovated (Lucas) | 2BR,1BA | $1.75 |
| 1107 Birchwood Ct, Unit 1 | 1107 Birchwood Ct | 2BR,1BA | $1.56 |
| Lakeside Retreat at 27 | One Bedroom One Bath | 1BR,1BA | $1.59 |
| Windemere Villas A 55+ Community | 1BR/1BA | 1BR,1BA | $1.68 |
Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
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Read ArticleCash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
Read ArticleQuick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Best Local Schools in South Of Main Street, Leesburg, FL
School data provided by Great Schools
Frequently Asked Questions about South of Main Street
What type of rentals are currently available in South of Main Street?
There are currently 69 Apartments for Rent in South of Main Street, FL with pricing that ranges from $875 to $2,239. There are also 34 Single Family Homes for rent, Condos, and Townhome rentals currently available in South of Main Street ranging from $800 to $2,900.
What is the current price range for Rental Homes in South of Main Street?
Today's rental pricing for Homes for Rent, Condos and Townhomes in South of Main Street ranges from $800 to $2,900 with an average monthly rent of $1,805.
How much are larger Three and Four Bedroom Rentals in South of Main Street?
For those who are looking for larger living arrangements, Three Bedroom Apartments in South of Main Street range from $1,236 to $2,239, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,100 to $2,900. Four Bedroom Single-Family rentals are also available starting from $1,475 and Four Bedroom Apartments start at $1,429.
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.
Articles, How-To's, and Tips

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.