311 E Magnolia St
LeesburgFL34748
Cheap Homes for Rent in South of Main Street Neighborhood of Leesburg, FL from $800 (12 Rentals)
Search the lowest-cost Homes available for rent right now in the South of Main Street area of Leesburg.
114 N Chester St
LeesburgFL34748
420 Euclid Ave
LeesburgFL34748
904 Lilly St
LeesburgFL34748
2122 Mara Ct
LeesburgFL34748
2010 Birchwood Cir
LeesburgFL34748
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.
1118 Tuskegee St
LeesburgFL34748
500 Newell Hill Rd
LeesburgFL34748
1415 Hill St
LeesburgFL34748
2115 Mara Ct
LeesburgFL34748
1119 McNamee St
LeesburgFL34748
228 Lowe Rd
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 1-12, 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 a home in South of Main Street?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| South of Main Street 2 Bedroom Homes for Rent | $1,205 | $800 | $1,595 |
| South of Main Street 3 Bedroom Homes for Rent | $1,597 | $1,100 | $2,900 |
| South of Main Street 4 Bedroom Homes for Rent | $2,147 | $1,975 | $2,800 |
| 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 12 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 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 |
| The Rosewood Apartments | 1 & 2 Bedroom Apartments in Leesburg, FL | 2/1 Renovated | 2BR,1BA | $1,399 |
| Integra Isles | A1 | 1BR,1BA | $1,399 |
Best Value Apartments for Rent in South of Main Street, FL
As of December 27, 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
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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
3.5Pet Friendly
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 73 Apartments for Rent in South of Main Street, FL with pricing that ranges from $875 to $2,279. There are also 33 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 $1,652.
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 $2,279, 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 $1,975 and Four Bedroom Apartments start at $1,449.
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!