420 Mills St
LeesburgFL34748
Cheap Apartments for Rent in the Sleepy Hollow Neighborhood of Leesburg, FL from $500 (18 Rentals)
Search the lowest-cost Apartments available for rent right now in the Sleepy Hollow area of Leesburg.
615 N Canal St
LeesburgFL34748
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Rent Specials
from $9951 to 2 Bedroom Apartments Available Now
Windemere Villas A 55+ Community
1416 Griffin RdLeesburg, FL 34748
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Rent Specials
from $1,0521 to 4 Bedroom Apartments Available Now
Lake Harris Cove
32511 Lake Harris Cove AveLeesburg, FL 34788
200 Church St
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.
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from $1,1341 to 4 Bedroom Apartments Available Now
Lakeside Retreat at 27
1403 Old Harbor BlvdLeesburg, FL 34748
1101 1103 North Blvd
LeesburgFL34748
1189 Bentley Rd
LeesburgFL34748
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.
1179 Bentley Rd
LeesburgFL34748
1177 Bentley Rd
LeesburgFL34748
1199 Bentley Rd
LeesburgFL34748
1193 Bentley Rd
LeesburgFL34748
420 S Palmetto St
LeesburgFL34748
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1103 E N Blvd
LeesburgFL34748
216 Lowe Rd
LeesburgFL34748
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.
Showing Results 1-18, 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 | $1,200 | $995 | $1,309 |
| Sleepy Hollow 2 Bedroom Apartments | $1,318 | $975 | $1,528 |
| Sleepy Hollow 3 Bedroom Apartments | $1,706 | $1,459 | $2,095 |
| Sleepy Hollow 4 Bedroom Apartments | $2,110 | $1,449 | $2,495 |
Browse Apartments in this Neighborhood
There are currently 18 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
- ZIP codes
- Local Counties
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 |
| Lakeside Retreat at 27 | One Bedroom One Bath | 1BR,1BA | $1,134 |
| Laurel Oaks | 2bedroom/2bathroom | 2BR,2BA | $1,340 |
| Blueberry Hill | Two Bedroom Two Bath with Master Bedroom Apartment | 2BR,2BA | $1,539 |
Best Value Apartments for Rent in Sleepy Hollow, FL
As of June 18, 2025 the best value apartment in the Sleepy Hollow area is the $1.12 price per square foot Four Bedroom Three Bath (b) Model at Lake Harris Cove in the in the Silver Lake Estates neighborhood starting from $1,449. 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. |
|---|---|---|---|
| Lake Harris Cove | Four Bedroom Three Bath (b) | 4BR,3BA | $1.12 |
| Laurel Oaks | 2bedroom/2bathroom | 2BR,2BA | $1.30 |
| Blueberry Hill | Two Bedroom Two Bath with Master Bedroom Apartment | 2BR,2BA | $1.78 |
| Arbours at Silver Lake | ONE BEDROOM | 1BR,1BA | $1.29 |
| Lakeside Retreat at 27 | One Bedroom One Bath | 1BR,1BA | $1.68 |
| Windemere Villas A 55+ Community | 1BR/1BA | 1BR,1BA | $1.53 |
Quick Rent Budget Calculator
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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 $2,250.
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 6 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 $515 which is $1,735 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.
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.
The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.
Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.
The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.