close
View Me
Rent Specials
$875 - $1,5101 to 3 Bedroom Apartments Contact Us For Availability
Cypress Oaks
336 Sandy Oaks CirLeesburg, FL 34748
Cheap Apartments for Rent in the South of Main Street Neighborhood of Leesburg, FL from $400 (6 Rentals)
Search the lowest-cost Apartments available for rent right now in the South of Main Street area of Leesburg.
close
View Me
close
View Me
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.
close
View Me
311 E Magnolia St
LeesburgFL34748
114 N Chester St
LeesburgFL34748
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.
Showing Results 1-6, Page 1 of 1
South of Main Street, Leesburg, FL Local Guide
Lakes near Leesburg by Darlene is licensed under CC BY 2.0
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 | $929 | $929 | $929 |
| South of Main Street 1 Bedroom Apartments | $1,369 | $875 | $1,679 |
| South of Main Street 2 Bedroom Apartments | $1,557 | $1,050 | $1,924 |
| South of Main Street 3 Bedroom Apartments | $1,886 | $1,236 | $2,279 |
| South of Main Street 4 Bedroom Apartments | $1,509 | $1,449 | $1,699 |
Browse Apartments in this Neighborhood
There are currently 6 rentals with your search options within a 2 mile radius of the South of Main Street Neighborhood of Leesburg, FL.
See all Apartments in LeesburgExplore Leesburg
South of Main Street, Leesburg, FL Local Guide
- Nearby Leesburg neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
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. The Blackwell Apartments | 1 Bedroom Apartments in Leesburg, FL has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,099. 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 |
| The Blackwell Apartments | 1 Bedroom Apartments in Leesburg, FL | 1/1 Renovated Upstairs | 1BR,1BA | $1,099 |
| Lakeside Retreat at 27 | Two Bedroom Two Bath | 2BR,2BA | $1,299 |
Best Value Apartments for Rent in South of Main Street, FL
As of December 29, 2025 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 Two Bedroom Two Bath Model at Lakeside Retreat at 27 starting at $1,299 with a $1.32 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. |
|---|---|---|---|
| 1207 Sumter St, Unit B | 1207 Sumter St | 2BR,1BA | $1.00 |
| Lakeside Retreat at 27 | Two Bedroom Two Bath | 2BR,2BA | $1.32 |
| Gardens on Griffin | Birch 2x1 | 2BR,1BA | $1.63 |
| The Rosewood Apartments | 1 & 2 Bedroom Apartments in Leesburg, FL | 2/1 Renovated | 2BR,1BA | $1.56 |
| Integra Isles | A1 | 1BR,1BA | $1.63 |
| The Rhoads Apartments | 2 Bedroom Apartments in Leesburg, FL | 2/1 Renovated (Lucas) | 2BR,1BA | $1.75 |
| Windemere Villas A 55+ Community | 1BR/1BA | 1BR,1BA | $1.68 |
| 916 1/2 Stinson St, Unit A | 916 1/2 Stinson St | 1BR,1BA | $1.92 |
| The Blackwell Apartments | 1 Bedroom Apartments in Leesburg, FL | 1/1 Renovated Upstairs | 1BR,1BA | $2.61 |
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 Article
The 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.
Let everyone know!
Do you know the South of Main Street area?
If you’re an expert on all things South of Main Street, tell us what you love (and don't) by rating it and writing a review.
Write a Review
Pet Friendly LifestyleSouth Of Main Street, Leesburg, FL
Ranked #8
Among cities in Florida for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.0Pet Friendly
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 $2,199.
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 13 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 $793 which is $1,406 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
How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips
Written by: Justin Habersaat
Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.
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.
Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!