
Cheap Homes for Rent in Sleepy Hollow Neighborhood of Leesburg, FL from $1,000 (11 Rentals)
Search the lowest-cost Homes available for rent right now in the Sleepy Hollow area of Leesburg.


706 W Dixie Ave

500 Newell Hill Rd

216 Lowe Rd

1103 E N Blvd

2605 Icabod Ct

1197 Bentley Rd

1177 Bentley Rd

1191 Bentley Rd

205 Fern Dr
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

9236 County Rd 44
Sleepy Hollow, Leesburg, FL Local Guide

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 | $1,295 | $1,095 | $1,500 |
Sleepy Hollow 3 Bedroom Homes for Rent | $1,867 | $1,600 | $2,049 |
Sleepy Hollow 4 Bedroom Homes for Rent | $2,189 | $2,095 | $2,250 |
Sleepy Hollow 5 Bedroom Homes for Rent | $2,975 | $2,700 | $3,250 |
Browse Homes for Rent 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.
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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. The Blackwell has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,099. 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 |
The Blackwell | 1/1 Renovated Upstairs | 1BR,1BA | $1,099 |
Blueberry Hill | One Bedroom One Bath Apartment | 1BR,1BA | $1,169 |
Gardens on Griffin | Willow 1x1 | 1BR,1BA | $1,225 |
Laurel Oaks | 2bedroom/2bathroom | 2BR,2BA | $1,340 |
Best Value Apartments for Rent in Sleepy Hollow, FL
As of April 27, 2025 the best value apartment in the Sleepy Hollow area is the $1.08 price per square foot Four Bedroom Three Bath Model at Lakeside Retreat at 27 in the in the East Leesburg neighborhood starting from $1,549. 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. |
---|---|---|---|
Lakeside Retreat at 27 | Four Bedroom Three Bath | 4BR,3BA | $1.08 |
Laurel Oaks | 2bedroom/2bathroom | 2BR,2BA | $1.30 |
Arbours at Silver Lake | ONE BEDROOM | 1BR,1BA | $1.29 |
Gardens on Griffin | Willow 1x1 | 1BR,1BA | $1.66 |
Blueberry Hill | One Bedroom One Bath Apartment | 1BR,1BA | $2.03 |
The Blackwell | 1/1 Renovated Downstairs | 1BR,1BA | $2.73 |
Quick Rent Budget Calculator
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Frequently Asked Questions about Sleepy Hollow
What type of rentals are currently available in Sleepy Hollow?
There are currently 47 Apartments for Rent in Sleepy Hollow, FL with pricing that ranges from $900 to $2,869. There are also 31 Single Family Homes for rent, Condos, and Townhome rentals currently available in Sleepy Hollow ranging from $1,095 to $3,250.
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 $1,095 to $3,250 with an average monthly rent of $2,081.
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 $1,319 to $2,145, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,600 to $2,049. Four Bedroom Single-Family rentals are also available starting from $2,095 and Four Bedroom Apartments start at $1,469.
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.

Rise of Digital Nomads: Remote Work Tips for Apartment Renters
Written by: Brandie Parton
As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.

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.