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from $9951 to 2 Bedroom Apartments Available Now
Windemere Villas A 55+ Community
1416 Griffin RdLeesburg, FL 34748
Cheap Apartments for Rent in the Sleepy Hollow Neighborhood of Leesburg, FL from $500 (11 Rentals)
Search the lowest-cost Apartments available for rent right now in the Sleepy Hollow area of Leesburg.
200 Church St
LeesburgFL34748
33305 Ryan Dr
LeesburgFL34788
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from $1,0751 to 3 Bedroom Apartments Available Now
Arbours at Silver Lake
8508 Arbour Lake DrLeesburg, FL 34788
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from $1,0991 to 4 Bedroom Apartments Available Apr 4
Lakeside Retreat at 27
1403 Old Harbor BlvdLeesburg, FL 34748
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from $1,1102 to 4 Bedroom Apartments Available Now
Laurel Oaks
2700 Laurel Hollow DrLeesburg, FL 34748
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from $1,1271 to 4 Bedroom Apartments Available Now
Lake Harris Cove
32511 Lake Harris Cove AveLeesburg, FL 34788
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216 Lowe Rd
LeesburgFL34748
500 Newell Hill Rd
LeesburgFL34748
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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 1 Bedroom Apartments | $1,165 | $995 | $1,275 |
| Sleepy Hollow 2 Bedroom Apartments | $1,332 | $1,050 | $1,528 |
| Sleepy Hollow 3 Bedroom Apartments | $1,495 | $1,249 | $1,624 |
| Sleepy Hollow 4 Bedroom Apartments | $1,639 | $1,349 | $1,799 |
Browse Apartments in this Neighborhood
There are currently 11 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
- Nearby Cities
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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 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 Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Windemere Villas A 55+ Community | 1BR/1BA | 1BR,1BA | $995 |
| Arbours at Silver Lake | ONE BEDROOM | 1BR,1BA | $1,075 |
| The Blackwell | 1/1 Renovated Upstairs | 1BR,1BA | $1,099 |
| Laurel Oaks | 2bedroom/2bathroom | 2BR,2BA | $1,110 |
| Gardens on Griffin | Willow 1x1 | 1BR,1BA | $1,225 |
Best Value Apartments for Rent in Sleepy Hollow, FL
As of March 29, 2025 the best value apartment in the Sleepy Hollow area is the $1.06 price per square foot 33201 Irongate Dr Model at 33201 Irongate Dr in the in the Silver Lake Estates neighborhood starting from $2,295. The second greatest value Sleepy Hollow apartment is the 33327 Irongate Dr Model at 33327 Irongate Dr starting at $1,955 with a $1.21 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. |
|---|---|---|---|
| 33201 Irongate Dr | 33201 Irongate Dr | 3BR,2BA | $1.06 |
| 33327 Irongate Dr | 33327 Irongate Dr | 3BR,2BA | $1.21 |
| Lake Griffin Reserve | Allex | 3BR,2BA | $1.41 |
| Laurel Oaks | 2bedroom/2bathroom | 2BR,2BA | $1.07 |
| Lake Harris Cove | Two Bedroom Two Bath | 2BR,2BA | $1.48 |
| Arbours at Silver Lake | ONE BEDROOM | 1BR,1BA | $1.29 |
| Gardens on Griffin | Willow 1x1 | 1BR,1BA | $1.66 |
| Windemere Villas A 55+ Community | 1BR/1BA | 1BR,1BA | $1.53 |
| Blueberry Hill | One Bedroom One Bath Apartment | 1BR,1BA | $2.13 |
| The Blackwell | 1/1 Renovated Downstairs | 1BR,1BA | $2.21 |
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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 Windemere Villas A 55+ Community which is listed at $995, while the average apartment in Sleepy Hollow costs $1,602.
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 3 regular apartments in Sleepy Hollow that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.
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.
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.
Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.
How Your Move-In Inspection Can Protect Your Security Deposit
Written by: Christine Leonard, Esq.
If you’re anything like most people, housing costs represent a huge chunk of your monthly budget. On top of that, moving can be both a stressful and expensive affair.