
Cheap Homes for Rent in Sleepy Hollow Neighborhood of Leesburg, FL from $800 (9 Rentals)
Search the lowest-cost Homes available for rent right now in the Sleepy Hollow area of Leesburg.


904 Lilly St

32801 Lake Square Ct

500 Newell Hill Rd
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.

1119 McNamee St

228 Lowe Rd

1306 Shady Terrace
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.

633 W Oak Terrace Dr
Sleepy Hollow, Leesburg, FL Local Guide

How much does it cost to rent a home in Sleepy Hollow?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Sleepy Hollow 2 Bedroom Homes for Rent | $1,265 | $800 | $1,595 |
| Sleepy Hollow 3 Bedroom Homes for Rent | $1,729 | $1,100 | $2,325 |
| Sleepy Hollow 4 Bedroom Homes for Rent | $2,173 | $1,975 | $2,400 |
| Sleepy Hollow 5 Bedroom Homes for Rent | $2,375 | $2,315 | $2,500 |
Browse Homes for Rent in this Neighborhood
There are currently 9 rentals with your search options within a 3 mile radius of the Sleepy Hollow Neighborhood of Leesburg, FL.
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Sleepy Hollow, Leesburg, FL Local Guide
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Cheapest Available Sleepy Hollow Apartments for Rent
 The cheapest available apartment rental in the Sleepy Hollow area of Leesburg, FL is a 1 Bed unit found at Arbours at Silver Lake priced from $1,075. Lake Harris Cove has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,089. Here are the most affordable Sleepy Hollow apartments for rent in Leesburg, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Arbours at Silver Lake | ONE BEDROOM | 1BR,1BA | $1,075 |
| Lake Harris Cove | One Bedroom One Bath (b) | 1BR,1BA | $1,089 |
| The Blackwell Apartments | 1 Bedroom Apartments in Leesburg, FL | 1/1 Renovated Upstairs | 1BR,1BA | $1,099 |
Best Value Apartments for Rent in Sleepy Hollow, FL
As of January 01, 2026 the best value apartment in the Sleepy Hollow area is the $1.25 price per square foot Three Bedroom Two Bath Model at Harbor Vista in the in the Silver Lake Estates neighborhood starting from $1,749. The second greatest value Sleepy Hollow apartment is the 2bedroom/2bathroom Model at Laurel Oaks starting at $1,223 with a $1.18 price per square foot in the Silver Lake Estates neighborhood. Here is today’s list of the best values for Sleepy Hollow apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Harbor Vista | Three Bedroom Two Bath | 3BR,2BA | $1.25 |
| Laurel Oaks | 2bedroom/2bathroom | 2BR,2BA | $1.18 |
| Integra Isles | A1 | 1BR,1BA | $1.63 |
| Arbours at Silver Lake | ONE BEDROOM | 1BR,1BA | $1.29 |
| The Rhoads Apartments | 2 Bedroom Apartments in Leesburg, FL | 2/1 Renovated (Lucas) | 2BR,1BA | $1.75 |
| Lake Harris Cove | One Bedroom One Bath | 1BR,1BA | $1.85 |
| Blueberry Hill | One Bed One Bath | 1BR,1BA | $2.06 |
| 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 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.
Pet Friendly LifestyleSleepy Hollow, Leesburg, FL
Ranked #1
Among cities in Florida for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.0Pet Friendly
Frequently Asked Questions about Sleepy Hollow
What type of rentals are currently available in Sleepy Hollow?
There are currently 49 Apartments for Rent in Sleepy Hollow, FL with pricing that ranges from $929 to $2,279. There are also 36 Single Family Homes for rent, Condos, and Townhome rentals currently available in Sleepy Hollow ranging from $800 to $2,500.
What is the current price range for Rental Homes in Sleepy Hollow?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Sleepy Hollow ranges from $800 to $2,500 with an average monthly rent of $1,708.
How much are larger Three and Four Bedroom Rentals in Sleepy Hollow?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Sleepy Hollow range from $1,414 to $2,279, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,100 to $2,325. Four Bedroom Single-Family rentals are also available starting from $1,975 and Four Bedroom Apartments start at $1,519.
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!
