1711 Birchwood Cir
LeesburgFL34748
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.
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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
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1508 W Main St
LeesburgFL34748
4 Lucerne Cir
LeesburgFL34748
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.
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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 | $1,144 | $950 | $1,230 |
| South of Main Street 2 Bedroom Apartments | $1,247 | $900 | $1,528 |
| South of Main Street 3 Bedroom Apartments | $1,567 | $1,119 | $1,955 |
| South of Main Street 4 Bedroom Apartments | $2,048 | $1,750 | $2,195 |
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.
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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 $995. Cypress Oaks has the second lowest priced unit, which is a 3 Beds apartment currently listed from $1,119. 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 | $995 |
| Cypress Oaks | 3 Bedroom 2 Bath | 3BR,2BA | $1,119 |
| Lakeside Retreat at 27 | One Bedroom One Bath | 1BR,1BA | $1,134 |
Best Value Apartments for Rent in South of Main Street, FL
As of June 22, 2025 the best value apartment in the South of Main Street area is the $1.17 price per square foot 2 Bedroom 2 Bath Model at Cypress Oaks in the in the South of Main Street neighborhood starting from $1,179. The second greatest value South of Main Street apartment is the 2/1 Renovated Model at The Rosewood starting at $1,399 with a $1.56 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. |
|---|---|---|---|
| Cypress Oaks | 2 Bedroom 2 Bath | 2BR,2BA | $1.17 |
| The Rosewood | 2/1 Renovated | 2BR,1BA | $1.56 |
| Lakeside Retreat at 27 | One Bedroom One Bath | 1BR,1BA | $1.68 |
| Windemere Villas A 55+ Community | 1BR/1BA | 1BR,1BA | $1.53 |
| 916 1/2 Stinson St, Unit B | 916 1/2 Stinson St | 1BR,1BA | $1.58 |
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Pet Friendly LifestyleSouth Of Main Street, Leesburg, FL
Ranked #10
Among neighborhoods in Leesburg, FL for Apartment listings with Pet Friendly Amenities
Pet Friendliness Lifestyle Score
4.0Pet 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 $995, while the average apartment in South of Main Street costs $2,195.
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 5 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 $341 which is $1,854 cheaper than the average rent for all rentals in South of Main Street.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.
The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.
Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.
The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.