420 Mills St
LeesburgFL34748
Cheap Apartments for Rent in the Sleepy Hollow Neighborhood of Leesburg, FL from $500 (17 Rentals)
Search the lowest-cost Apartments available for rent right now in the Sleepy Hollow area of Leesburg.
206 W Main St
LeesburgFL34748
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$1,075 - $1,6501 to 3 Bedroom Apartments Available Now
Arbours at Silver Lake
8508 Arbour Lake DrLeesburg, FL 34788
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Rent Specials
$1,123 - $1,8991 to 4 Bedroom Apartments Available Now
Lake Harris Cove
32511 Lake Harris Cove AveLeesburg, FL 34788
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$1,1501 Bedroom Apartments Available Apr 6
33305 Ryan Dr
33305 Ryan DrLeesburg, FL 34788
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.
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$1,1501 Bedroom Apartments Available Now
33305 Ryan Dr
33305 Ryan DrLeesburg, FL 34788
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$1,175
Total Monthly Price
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,175
Total Monthly Price
$1,175
310 W Dixie Ave, Unit 4
310 W Dixie AveLeesburg, FL 34748
1197 Bentley Rd
LeesburgFL34748
1195 Bentley Rd
LeesburgFL34748
1179 Bentley 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.
1185 Bentley Rd
LeesburgFL34748
1193 Bentley Rd
LeesburgFL34748
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$1,200 - $1,533
Total Monthly Price
1 to 2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,145 - $1,478
Required Monthly Fees
$55
Total Monthly Price
$1,200 - $1,533
Blueberry Hill
33230 Ryan DrLeesburg, FL 34788
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1 to 2 Bedroom Apartments
Palm Brook
1 Brook CirLeesburg, FL 34748
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Studio to 3 Bedroom Apartments
The Blackwell Apartments | 1 Bedroom Apartments in Leesburg, FL
815 Washington StLeesburg, FL 34748
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.
500 Newell Hill Rd
LeesburgFL34748
2630 Icabod Ct
LeesburgFL34748
Showing Results 1-17, Page 1 of 1
Sleepy Hollow, 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 Sleepy Hollow?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Sleepy Hollow Studio Apartments | $929 | $929 | $929 |
| Sleepy Hollow 1 Bedroom Apartments | $1,375 | $950 | $1,679 |
| Sleepy Hollow 2 Bedroom Apartments | $1,724 | $1,319 | $1,924 |
| Sleepy Hollow 3 Bedroom Apartments | $1,913 | $1,397 | $2,239 |
| Sleepy Hollow 4 Bedroom Apartments | $1,903 | $1,519 | $2,099 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Apartments in this Neighborhood
There are currently 17 rentals with your search options within a 3 mile radius of the Sleepy Hollow Neighborhood of Leesburg, FL.
See all Apartments in LeesburgExplore Leesburg
Sleepy Hollow, Leesburg, FL Local Guide
- Nearby Leesburg neighborhoods
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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 $1,123. 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 | $1,123 |
| Blueberry Hill | One Bed One Bath Standard | 1BR,1BA | $1,210 |
| Laurel Oaks | 2bedroom/2bathroom | 2BR,2BA | $1,223 |
| Integra Isles | A1 | 1BR,1BA | $1,399 |
Best Value Apartments for Rent in Sleepy Hollow, FL
As of February 26, 2026 the best value apartment in the Sleepy Hollow area is the $1.11 price per square foot Four Bedroom Three Bath Model at Harbor Vista in the in the Silver Lake Estates neighborhood starting from $2,045. 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 | Four Bedroom Three Bath | 4BR,3BA | $1.11 |
| 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 |
| 310 W Dixie Ave, Unit 4 | 310 W Dixie Ave | 1BR,1BA | $1.68 |
| Lake Harris Cove | One Bedroom One Bath | 1BR,1BA | $1.94 |
| Blueberry Hill | One Bed One Bath Standard | 1BR,1BA | $2.10 |
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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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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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
3.0Pet Friendly
Lifestyle Ratings
Our team of engineers and researchers is proud to bring you our detailed rental search system called 'Lifestyle ratings', composed of rentals in areas across the United States and customized analysis for Leesburg, Florida. LifeStyle Ratings are a useful tool for comparing and sorting apartments and neighborhoods when choosing your rental home. This takes in many factors including filtering automatically for outdoor amenities like tennis courts, luxury housing options, kid and pet-friendly communities, availability of transit options, and much more. These search options are in the site filters at the top of this page.
Frequently Asked Questions about Cheap Sleepy Hollow Apartments
What is the price of a cheap apartment in Sleepy Hollow?
The cheapest apartment in Sleepy Hollow is Arbours at Silver Lake which is listed at $1,075, while the average apartment in Sleepy Hollow costs $1,922.
What types of apartments are the cheapest in Sleepy Hollow?
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 8 regular apartments in Sleepy Hollow 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 Sleepy Hollow?
Cheap apartments in Sleepy Hollow have an average cost of $445 which is $1,477 cheaper than the average rent for all rentals in Sleepy Hollow.
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
Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.
18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.
A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.
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.