Cheap Apartments for Rent in the Sleepy Hollow Neighborhood of Leesburg, FL from $500 (12 Rentals)

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

property at 33305 Ryan Dr

33305 Ryan Dr

LeesburgFL34788
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Palm Brook
1 to 2 Bedroom Apartments

Palm Brook

1 Brook CirLeesburg, FL 34748
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The Blackwell
1 Bedroom Apartments

The Blackwell

815 Washington StLeesburg, FL 34748
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Blueberry Hill
1 Bedroom Apartments

Blueberry Hill

33230 Ryan DrLeesburg, FL 34788

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 1 Bed unit found at Windemere Villas A 55+ Community priced from $995. 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
Windemere Villas A 55+ Community1BR/1BA1BR,1BA$995
Arbours at Silver LakeONE BEDROOM1BR,1BA$1,075
Lakeside Retreat at 27One Bedroom One Bath1BR,1BA$1,099
Laurel Oaks2bedroom/2bathroom2BR,2BA$1,110
Cypress Oaks3 Bedroom 2 Bath3BR,2BA$1,119

Best Value Apartments for Rent in Sleepy Hollow, FL

As of March 02, 2025 the best value apartment in the Sleepy Hollow area is the $1.13 price per square foot 2701 Savannah Dr Model at 2701 Savannah Dr in the in the Silver Lake Estates neighborhood starting from $2,579. The second greatest value Sleepy Hollow apartment is the 33201 Irongate Dr Model at 33201 Irongate Dr starting at $2,290 with a $1.06 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.
2701 Savannah Dr2701 Savannah Dr4BR,3BA$1.13
33201 Irongate Dr33201 Irongate Dr3BR,2BA$1.06
2713 Savannah Dr2713 Savannah Dr3BR,2BA$1.13
33327 Irongate Dr33327 Irongate Dr3BR,2BA$1.22
Lake Griffin ReserveAllex3BR,2BA$1.41
Mid Florida LakesMonticello with Den3BR,2BA$1.23
Laurel Oaks4bedroom/2bathroom4BR,2BA$1.10
Lake Harris CoveThree Bedroom Two Bath (b)3BR,2BA$1.19
Cypress Oaks2 Bedroom 2 Bath2BR,2BA$1.17
Arbours at Silver LakeONE BEDROOM1BR,1BA$1.29

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Pet Friendly Lifestyle
Sleepy Hollow, Leesburg, FL

Ranked #1

Among neighborhoods in Leesburg, FL for Apartment listings with Pet Friendly Amenities

Pet Friendliness Lifestyle Score

4.0
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

How much is rent for a Cheap One Bedroom Sleepy Hollow Apartment?

The lowest price for a Cheap One Bedroom Sleepy Hollow Apartment is $995 at Windemere Villas A 55+ Community.

What is the lowest price for a Cheap Two Bedroom Sleepy Hollow Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Sleepy Hollow is starting from $1,110 at Laurel Oaks.

What is the most affordable Sleepy Hollow Three Bedroom Apartment?

The best deal on a cheap Sleepy Hollow Three Bedroom Apartment rental is at Cypress Oaks and starts from $1,119.

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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Battling the Butts: Your Guide to the Reality of Smoke-Free Renting

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