904 Lilly St
LeesburgFL34748
Cheap Homes for Rent in Sleepy Hollow Neighborhood of Leesburg, FL from $900 (10 Rentals)
Search the lowest-cost Homes available for rent right now in the Sleepy Hollow area of Leesburg.
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$1,1501 Bedroom Apartments Available Jun 15
33305 Ryan Dr, Unit 96
33305 Ryan DrLeesburg, FL 34788
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$1,1501 Bedroom Apartments Available Aug 14
33305 Ryan Dr
33305 Ryan DrLeesburg, FL 34788
32818 Lake Square Ct
LeesburgFL34788
33424 Shady Acres Rd
LeesburgFL34788
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.
205 Fern Dr
LeesburgFL34748
2600 Legend Ct
LeesburgFL34748
2603 Legend Ct
LeesburgFL34748
2618 Icabod Ct
LeesburgFL34748
1625 New Abbey Ave
LeesburgFL34788
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.
Showing Results 1-10, Page 1 of 1
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 | $1,487 | $1,200 | $1,800 |
| Sleepy Hollow 3 Bedroom Homes for Rent | $1,862 | $1,400 | $2,100 |
| Sleepy Hollow 4 Bedroom Homes for Rent | $2,386 | $2,340 | $2,475 |
| Sleepy Hollow 5 Bedroom Homes for Rent | $2,495 | $2,495 | $2,495 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Homes for Rent in this Neighborhood
There are currently 10 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 Blueberry Hill priced from $1,065. Arbours at Silver Lake has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,075. Here are the most affordable Sleepy Hollow apartments for rent in Leesburg, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Blueberry Hill | One Bed One Bath Standard | 1BR,1BA | $1,065 |
| Arbours at Silver Lake | ONE BEDROOM | 1BR,1BA | $1,075 |
| Lake Harris Cove | One Bedroom One Bath (b) | 1BR,1BA | $1,219 |
Best Value Apartments for Rent in Sleepy Hollow, FL
As of June 05, 2026 the best value apartment in the Sleepy Hollow area is the $1.18 price per square foot 2bedroom/2bathroom Model at Laurel Oaks in the in the Silver Lake Estates neighborhood starting from $1,223. The second greatest value Sleepy Hollow apartment is the 2/1 Renovated (South) Model at The Rhoads Apartments | 2 Bedroom Apartments in Leesburg, FL starting at $1,399 with a $1.55 price per square foot in the East Leesburg 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. |
|---|---|---|---|
| Laurel Oaks | 2bedroom/2bathroom | 2BR,2BA | $1.18 |
| The Rhoads Apartments | 2 Bedroom Apartments in Leesburg, FL | 2/1 Renovated (South) | 2BR,1BA | $1.55 |
| Integra Isles | A1 | 1BR,1BA | $1.57 |
| Arbours at Silver Lake | ONE BEDROOM | 1BR,1BA | $1.29 |
| Lake Harris Cove | One Bedroom One Bath | 1BR,1BA | $1.92 |
| Blueberry Hill | One Bed One Bath Standard | 1BR,1BA | $1.85 |
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.
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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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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.
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Pet Friendly LifestyleSleepy Hollow, Leesburg, FL
Ranked #1
Among cities in Florida for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
2.5Pet Friendly
Frequently Asked Questions about Sleepy Hollow
What type of rentals are currently available in Sleepy Hollow?
There are currently 39 Apartments for Rent in Sleepy Hollow, FL with pricing that ranges from $900 to $2,239. There are also 26 Single Family Homes for rent, Condos, and Townhome rentals currently available in Sleepy Hollow ranging from $999 to $2,495.
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 $999 to $2,495 with an average monthly rent of $1,746.
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 $1,469 to $2,239, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,400 to $2,100. Four Bedroom Single-Family rentals are also available starting from $2,340 and Four Bedroom Apartments start at $1,612.
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
Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.
Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.
A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.
Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.