1 E Main St
LeesburgFL34788
Cheap Homes for Rent in Sleepy Hollow Neighborhood of Leesburg, FL from $700 (10 Rentals)
Search the lowest-cost Homes available for rent right now in the Sleepy Hollow area of Leesburg.
706 W Dixie Ave
LeesburgFL34748
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228 Lowe Rd
LeesburgFL34748
387 Acorn Ln
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.
537 Paulling Dr
LeesburgFL34748
210 Fernwood St
LeesburgFL34748
1191 Bentley Rd
LeesburgFL34748
1197 Bentley Rd
LeesburgFL34748
The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
512 Paulling Dr
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 a home in Sleepy Hollow?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Sleepy Hollow 2 Bedroom Homes for Rent | $1,341 | $995 | $1,695 |
| Sleepy Hollow 3 Bedroom Homes for Rent | $1,964 | $1,645 | $2,050 |
| Sleepy Hollow 4 Bedroom Homes for Rent | $2,168 | $1,939 | $2,415 |
| Sleepy Hollow 5 Bedroom Homes for Rent | $3,049 | $3,049 | $3,049 |
Browse Homes for Rent in this Neighborhood
There are currently 10 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. Lake Harris Cove has the second lowest priced unit, which is a 2 Beds apartment currently listed from $1,268. 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 |
| Lake Harris Cove | Two Bedroom Two Bath (b) | 2BR,2BA | $1,268 |
| Laurel Oaks | 4bedroom/2bathroom | 4BR,2BA | $1,727 |
Best Value Apartments for Rent in Sleepy Hollow, FL
As of July 31, 2025 the best value apartment in the Sleepy Hollow area is the $1.20 price per square foot 4bedroom/2bathroom Model at Laurel Oaks in the in the Silver Lake Estates neighborhood starting from $1,727. The second greatest value Sleepy Hollow apartment is the Three Bedroom Two Bath Model at Lake Harris Cove starting at $1,689 with a $1.53 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. |
|---|---|---|---|
| Laurel Oaks | 4bedroom/2bathroom | 4BR,2BA | $1.20 |
| Lake Harris Cove | Three Bedroom Two Bath | 3BR,2BA | $1.53 |
| Arbours at Silver Lake | ONE BEDROOM | 1BR,1BA | $1.29 |
| 33579 Sky Blossom Cir, Unit Apt#2 | 33579 Sky Blossom Cir | 1BR,1BA | $2.27 |
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Frequently Asked Questions about Sleepy Hollow
What type of rentals are currently available in Sleepy Hollow?
There are currently 46 Apartments for Rent in Sleepy Hollow, FL with pricing that ranges from $1,029 to $2,675. There are also 32 Single Family Homes for rent, Condos, and Townhome rentals currently available in Sleepy Hollow ranging from $750 to $3,049.
What is the current price range for Rental Homes in Sleepy Hollow?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Sleepy Hollow ranges from $750 to $3,049 with an average monthly rent of $1,854.
How much are larger Three and Four Bedroom Rentals in Sleepy Hollow?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Sleepy Hollow range from $1,459 to $2,675, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,645 to $2,050. Four Bedroom Single-Family rentals are also available starting from $1,939 and Four Bedroom Apartments start at $1,549.
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.
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.
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Written by: Christine Leonard, Esq.
Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.
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.