702 Malcom Rd
OcoeeFL34761
Cheap Homes for Rent in Winter Garden, FL from $600 (23 Rentals)
Search the lowest-cost Homes available for rent right now in Winter Garden.
314 1/2 S Boyd St
Winter GardenFL34787
12597 Clear Sapphire Dr
Winter GardenFL34787
88 Windtree Ln
Winter GardenFL34787
502 Dunbar Ave
Winter GardenFL34787
224 10th Ave
OcoeeFL34761
36 Windtree Ln
Winter GardenFL34787
Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities
Why fight Orlando's tourist traffic when you don't have to? Explore the best cities surrounding Orlando for renters, with expert tips on commuting, lifestyle, hidden costs, and where to find the most value.
16042 Micelli Dr
Winter GardenFL34787
430 Southern Pecan Cir
Winter GardenFL34787
303 Southern Pecan Cir
Winter GardenFL34787
417 Southern Pecan Cir
Winter GardenFL34787
508 Varsity St
Winter GardenFL34787
302 Avalon Rd
Winter GardenFL34787
321 Northern Durango Ave
OcoeeFL34761
Rent According to Income: A Look at Income-Restricted Rentals
Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.
53 Windtree Ln
Winter GardenFL34787
341 Southern Pecan Cir
Winter GardenFL34787
200 Southern Pecan Cir
Winter GardenFL34787
1198 Maxey Dr
Winter GardenFL34787
904 Alaska Dr
OcoeeFL34761
660 Marlene Dr
OcoeeFL34761
304 Southern Pecan Cir
Winter GardenFL34787
The Soul of the City Beautiful: What Life in Orlando Is Really Like
Orlando is much more than theme parks. Uncover the city's rich history, diverse neighborhoods like Winter Park and Downtown, and its bustling cultural and culinary life.
1205 Baranova Rd
OcoeeFL34761
968 Stucki Terrace
Winter GardenFL34787
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Winter Garden, FL Local Guide
How much does it cost to rent a home in Winter Garden?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winter Garden 2 Bedroom Homes for Rent | $1,812 | $1,450 | $2,200 |
| Winter Garden 3 Bedroom Homes for Rent | $2,653 | $1,500 | $3,995 |
| Winter Garden 4 Bedroom Homes for Rent | $3,406 | $1,895 | $8,000 |
| Winter Garden 5 Bedroom Homes for Rent | $4,744 | $3,399 | $8,800 |
| Winter Garden 6 Bedroom Homes for Rent | $5,696 | $3,990 | $7,500 |
| Winter Garden 7 Bedroom Homes for Rent | $14,000 | $10,000 | $10,000+ |
Browse Top Homes for Rent in Winter Garden
Explore Winter Garden
Winter Garden, FL Local Guide
- Winter Garden Neighborhoods
- Nearby Cities
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- Local Counties
Cheapest Neighborhoods for Apartments in Winter Garden, FL
Pricing Updated: 08/17/2026Current apartment rentals in the Winter Garden, FL area range in price from $1,375 to $5,670 with an overall median price of $1,999. Here is today’s list neighborhoods with the lowest median pricing for Winter Garden Apartments for rent:
| Neighborhood | Median Price | Min Price | Available Units |
|---|---|---|---|
| West Orlando | $1,999 | $1,375 | 108 |
Cheapest Available Winter Garden Apartments for Rent
The cheapest available apartment rental in Winter Garden, FL is a Studio unit found at Winterwoods in the Deer Island neighborhood priced from $1,099. Prose Avalon Pointe in the Polo Park neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,354. Here is today’s list of the most affordable Winter Garden apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Winterwoods | Studio Apartment | Studio,1BA | $1,099 |
| Prose Avalon Pointe | A1 LL | 1BR,1BA | $1,354 |
| Prose Horizons Village | A1 | 1BR,1BA | $1,354 |
| Vintage Horizon West | Fitzgerald | 1BR,1BA | $1,363 |
| IMT Sonoma Hills | A1 | 1BR,1BA | $1,385 |
Best Value Apartments for Rent in Winter Garden, FL
As of August 17, 2026 the best value apartment in the Winter Garden area is the $1.63 price per square foot Lincoln Model at Ocoee Village in the in the Courtlea Park neighborhood starting from $2,778. The second greatest value Winter Garden apartment is the The Laurel Model at Arbours at Crown Point starting at $2,479 with a $1.65 price per square foot in the McCormick Woods neighborhood. Here is today’s list of the best values for Winter Garden apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Ocoee Village | Lincoln | 4BR,2.5BA | $1.63 |
| Arbours at Crown Point | The Laurel | 3BR,2BA | $1.65 |
| Casa Mirella | B2 | 2BR,2BA | $1.39 |
| The Oasis at Lake Bennet | Mirage | 2BR,2BA | $1.76 |
| Country Gardens | Two Bedroom Two Bath | 2BR,2BA | $1.58 |
| Advenir at The Oaks | Cypress | 2BR,1BA | $1.80 |
| Birchstone Waterleigh | A4 | 1BR,1BA | $1.85 |
| Prose Horizons Village | A1 | 1BR,1BA | $1.62 |
| Prose Avalon Pointe | A1 LL | 1BR,1BA | $1.62 |
| Vintage Horizon West | Fitzgerald | 1BR,1BA | $1.78 |
Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read Article
Your Guide to the Perfect Orlando Neighborhood for Student Renters
Learn About the Best Neighborhoods to Rent Near College Campuses in Orlando, FL | Find Orlando Off-Campus Student Housing at ApartmentHomeLiving.com
Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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Best Local Schools in Winter Garden, FL
School data provided by Great Schools
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Winter Garden, FL Rentals by Map
See the most popular apartments and homes in Winter Garden, FL
Frequently Asked Questions about Winter Garden
What type of rentals are currently available in Winter Garden?
There are currently 82 Apartments for Rent in Winter Garden, FL with pricing that ranges from $1,099 to $8,500. There are also 195 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Garden ranging from $650 to $14,000.
What is the current price range for Rental Homes in Winter Garden?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winter Garden ranges from $650 to $14,000 with an average monthly rent of $3,053.
How much are larger Three and Four Bedroom Rentals in Winter Garden?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Winter Garden range from $1,950 to $3,999, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,500 to $3,995. Four Bedroom Single-Family rentals are also available starting from $1,895 and Four Bedroom Apartments start at $2,778.
Expert Rental Resources
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.
Helpful Local Expert Guides
Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities
Written by: Darla Ferrara
When people think of Orlando, FL, the iconic theme parks and buzz of downtown tend to steal the spotlight.
The Soul of the City Beautiful: What Life in Orlando Is Really Like
Written by: Darla Ferrara
When people think of Orlando, Florida, they dream of theme parks and sunny weather, and rightfully so. It’s that energy that keeps this city a mainstay in the global tourist industry.
Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers
Written by: Darla Ferrara
When I first moved to Orlando, Florida, in the 1990s, one of the things that drew me here was the remarkably low unemployment rates. There was a job for everyone. Two decades later, that fundamental appeal remains.
Your Guide to the Perfect Orlando Neighborhood for Student Renters
Written by: Darla Ferrara
There is never a dull moment in Orlando, Florida. Along with top-tier universities, technical schools, and local colleges, there are world-class entertainment venues, the ocean within driving distance, and lots of sunshine.
Articles, How-To's, and Tips
Rent According to Income: A Look at Income-Restricted Rentals
Written by: Robin Stewart
The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.
First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.
Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.