Cheap Apartments for Rent in the Sleepy Hollow Neighborhood of Leesburg, FL from $500 (13 Rentals)

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Search the lowest-cost Apartments available for rent right now in the Sleepy Hollow area of Leesburg.

property at 420 Mills St

420 Mills St

LeesburgFL34748
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200 Church St

LeesburgFL34748
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Palm Brook
1 to 2 Bedroom Apartments

Palm Brook

1 Brook CirLeesburg, FL 34748

Sleepy Hollow, Leesburg, FL Local Guide

Cheapest Available Sleepy Hollow Apartments for Rent

 

The cheapest available apartment rental in the Sleepy Hollow area of Leesburg, FL is a Studio unit found at The Blackwell Apartments | 1 Bedroom Apart priced from $999. 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 ListingModel NameBed/BathPriced From
The Blackwell Apartments | 1 Bedroom ApartStudioStudio,1BA$999
Arbours at Silver LakeONE BEDROOM1BR,1BA$1,075
Lake Harris CoveOne Bedroom One Bath (b)1BR,1BA$1,123
Blueberry HillOne Bed One Bath1BR,1BA$1,175
Laurel Oaks3bedroom/2bathroom3BR,2BA$1,547

Best Value Apartments for Rent in Sleepy Hollow, FL

As of October 06, 2025 the best value apartment in the Sleepy Hollow area is the $1.19 price per square foot 3bedroom/2bathroom Model at Laurel Oaks in the in the Silver Lake Estates neighborhood starting from $1,547. The second greatest value Sleepy Hollow apartment is the ONE BEDROOM Model at Arbours at Silver Lake starting at $1,075 with a $1.29 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 ListingModel NameBed/BathPrice Per Sq.Ft.
Laurel Oaks3bedroom/2bathroom3BR,2BA$1.19
Arbours at Silver LakeONE BEDROOM1BR,1BA$1.29
Lake Harris CoveOne Bedroom One Bath1BR,1BA$1.92
The Blackwell Apartments | 1 Bedroom ApartStudioStudio ,1BA$3.56

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Pet Friendly Lifestyle
Sleepy Hollow, Leesburg, FL

Ranked #1

Among cities in Florida for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

2.5
Pet Friendly

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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

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 $1,727.

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 11 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 $775 which is $952 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.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

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Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.

decorative image for The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro article

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Written by: Christine Leonard, Esq.

Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.