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Cypress Oaks
336 Sandy Oaks CirLeesburg, FL 34748
Cheap Apartments for Rent in the South of Main Street Neighborhood of Leesburg, FL from $400 (5 Rentals)
Search the lowest-cost Apartments available for rent right now in the South of Main Street area of Leesburg.
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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 | $1,259 | $875 | $1,609 |
| South of Main Street 2 Bedroom Apartments | $1,372 | $1,000 | $1,979 |
| South of Main Street 3 Bedroom Apartments | $1,678 | $1,236 | $2,239 |
| South of Main Street 4 Bedroom Apartments | $1,509 | $1,409 | $1,760 |
Browse Apartments in this Neighborhood
There are currently 5 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. The Blackwell Apartments | 1 Bedroom Apart 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 Apart | 1/1 Renovated Upstairs | 1BR,1BA | $1,099 |
| Lakeside Retreat at 27 | Two Bedroom Two Bath | 2BR,2BA | $1,149 |
Best Value Apartments for Rent in South of Main Street, FL
As of November 10, 2025 the best value apartment in the South of Main Street area is the $1.17 price per square foot Two Bedroom Two Bath Model at Lakeside Retreat at 27 in the in the East Leesburg neighborhood starting from $1,149. The second greatest value South of Main Street apartment is the 127 N 7th St Model at 127 N 7th St starting at $1,000 with a $1.05 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. |
|---|---|---|---|
| Lakeside Retreat at 27 | Two Bedroom Two Bath | 2BR,2BA | $1.17 |
| 127 N 7th St | 127 N 7th St | 2BR,2BA | $1.05 |
| Integra Isles | A1 | 1BR,1BA | $1.69 |
| Gardens on Griffin | Willow 1x1 | 1BR,1BA | $1.66 |
| 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 Rosewood Apartments | 1 & 2 Bedroom Ap | 1/1 Renovated | 1BR,1BA | $2.09 |
| The Blackwell Apartments | 1 Bedroom Apart | 1/1 Renovated Upstairs | 1BR,1BA | $2.61 |
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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 $1,459.
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 14 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 $693 which is $766 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.
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!
The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.