
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.


420 Mills St

Arbours at Silver Lake

200 Church St

33305 Ryan Dr

Lake Harris Cove

310 W Dixie Ave, Unit 4

Lakeside Retreat at 27

1189 Bentley Rd

1193 Bentley Rd
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

1199 Bentley Rd

706 W Dixie Ave

216 Lowe Rd

500 Newell Hill Rd
Sleepy Hollow, Leesburg, FL Local Guide

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 | $1,212 | $900 | $1,700 |
Sleepy Hollow 2 Bedroom Apartments | $1,359 | $1,095 | $1,528 |
Sleepy Hollow 3 Bedroom Apartments | $1,710 | $1,319 | $2,145 |
Sleepy Hollow 4 Bedroom Apartments | $2,047 | $1,469 | $2,869 |
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.
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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. The Blackwell has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,099. 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 |
The Blackwell | 1/1 Renovated Upstairs | 1BR,1BA | $1,099 |
Blueberry Hill | One Bedroom One Bath Apartment | 1BR,1BA | $1,169 |
Gardens on Griffin | Willow 1x1 | 1BR,1BA | $1,225 |
Laurel Oaks | 2bedroom/2bathroom | 2BR,2BA | $1,340 |
Best Value Apartments for Rent in Sleepy Hollow, FL
As of April 27, 2025 the best value apartment in the Sleepy Hollow area is the $1.08 price per square foot Four Bedroom Three Bath Model at Lakeside Retreat at 27 in the in the East Leesburg neighborhood starting from $1,549. The second greatest value Sleepy Hollow apartment is the 2bedroom/2bathroom Model at Laurel Oaks starting at $1,340 with a $1.30 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. |
---|---|---|---|
Lakeside Retreat at 27 | Four Bedroom Three Bath | 4BR,3BA | $1.08 |
Laurel Oaks | 2bedroom/2bathroom | 2BR,2BA | $1.30 |
Arbours at Silver Lake | ONE BEDROOM | 1BR,1BA | $1.29 |
Gardens on Griffin | Willow 1x1 | 1BR,1BA | $1.66 |
Blueberry Hill | One Bedroom One Bath Apartment | 1BR,1BA | $2.03 |
The Blackwell | 1/1 Renovated Downstairs | 1BR,1BA | $2.73 |
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Pet Friendly LifestyleSleepy Hollow, Leesburg, FL
Ranked #1
Among neighborhoods in Leesburg, FL for Apartment listings with Pet Friendly Amenities
Pet Friendliness Lifestyle Score
4.0Pet 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.
Getting Around the Sleepy Hollow Neighborhood in Leesburg, FL
Walk Score®
9 / 100
Car-Dependent
Almost all errands require a car
Bike Score®
17 / 100
Somewhat Bikeable
Minimal bike infrastructure
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
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 $1,899.
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 4 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 $690 which is $1,209 cheaper than the average rent for all rentals in Sleepy Hollow.
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.

Understanding Amenity Fees: Know Where You Might Be Able to Save Money
Written by: Amber Kanuckel
With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.

Rise of Digital Nomads: Remote Work Tips for Apartment Renters
Written by: Brandie Parton
As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.

Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.