
Cheap Apartments for Rent in the South of Main Street Neighborhood of Leesburg, FL from $400 (26 Rentals)
Search the lowest-cost Apartments available for rent right now in the South of Main Street area of Leesburg.


504 Alexander Rd

206 W Main St

Cypress Oaks

Windemere Villas A 55+ Community

1185 Bentley Rd
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

1195 Bentley Rd

1197 Bentley Rd

1197 Bentley Rd

1610 High St

Total Monthly Price
Lakeside Retreat at 27

706 Lee St
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.

1102 Birchwood Ct

Gardens on Griffin

420 S Palmetto St

1498 William St

Pepper Tree Apartments

Palm Brook
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.

Turtle Oaks Apartments

1703 Birchwood Cir

The Blackwell Apartments | 1 Bedroom Apartments in Leesburg, FL

1015 Beecher St

1415 Hill St

1023 Birchwood Ct
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

822 S Lone Oak Dr

210 N Lone Oak Dr
South of Main Street, Leesburg, FL Local Guide

How much does it cost to rent an apartment in South of Main Street?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| South of Main Street Studio Apartments | $849 | $849 | $849 |
| South of Main Street 1 Bedroom Apartments | $1,357 | $950 | $1,579 |
| South of Main Street 2 Bedroom Apartments | $1,572 | $1,130 | $1,824 |
| South of Main Street 3 Bedroom Apartments | $2,121 | $1,525 | $2,229 |
| South of Main Street 4 Bedroom Apartments | $1,607 | $1,499 | $1,750 |
Browse Apartments in this Neighborhood
There are currently 26 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 $1,199. 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 | $1,199 |
| Integra Isles | A1 | 1BR,1BA | $1,399 |
| Gardens on Griffin | Birch 2x1 | 2BR,1BA | $1,519 |
Best Value Apartments for Rent in South of Main Street, FL
As of April 16, 2026 the best value apartment in the South of Main Street area is the $1.65 price per square foot Birch 2x1 Model at Gardens on Griffin in the in the Chelsea's Run neighborhood starting from $1,519. The second greatest value South of Main Street apartment is the A1 Model at Integra Isles starting at $1,399 with a $1.63 price per square foot in the East Leesburg 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. |
|---|---|---|---|
| Gardens on Griffin | Birch 2x1 | 2BR,1BA | $1.65 |
| Integra Isles | A1 | 1BR,1BA | $1.63 |
| Lakeside Retreat at 27 | One Bedroom One Bath | 1BR,1BA | $1.60 |
| Windemere Villas A 55+ Community | 1BR/1BA | 1BR,1BA | $1.68 |
10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
Read ArticleDon'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
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
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 Cheap South of Main Street Apartments
What is the price of a cheap apartment in South of Main Street?
The cheapest apartment in South of Main Street is Windemere Villas A 55+ Community which is listed at $1,095, while the average apartment in South of Main Street costs $2,209.
What types of apartments are the cheapest in South of Main Street?
Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 10 regular apartments in South of Main Street that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.
How do the prices of cheap apartments compare to the average apartment in South of Main Street?
Cheap apartments in South of Main Street have an average cost of $541 which is $1,668 cheaper than the average rent for all rentals in South of Main Street.
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

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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.