377 Eron Way
Winter GardenFL34787
Cheap Homes for Rent in Winter Garden, FL from $1,200 (21 Rentals)
Search the lowest-cost Homes available for rent right now in Winter Garden.
16071 Micelli Dr
Winter GardenFL34787
115 Windtree Ln
Winter GardenFL34787
428 Eron Way
Winter GardenFL34787
1192 Maxey Dr
Winter GardenFL34787
1320 Beulah Rd
Winter GardenFL34787
162 Windtree Ln
Winter GardenFL34787
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.
505 Varsity St
Winter GardenFL34787
5000 Collina Ter
ClermontFL34711
2285 Crown Vlg Rd
OcoeeFL34761
1350 Winter Green Way
Winter GardenFL34787
1350 Winter Green Way
Winter GardenFL34787
15000 Stratus Lp
Winter GardenFL34787
1317 S Park Ave
Winter GardenFL34787
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.
91 N Pollard St
OaklandFL34760
234 12th Ave
OcoeeFL34761
997 Stucki Terrace
Winter GardenFL34787
5000 Collina Ter
ClermontFL34711
316 Southern Pecan Cir, Unit 104
316 Southern Pecan Cir
Winter GardenFL34787
1555 Scarlet Oak Loop
Winter GardenFL34787
13357 Harbor Shore Ln
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.
Showing Results 1-21, Page 1 of 1
Winter Garden, FL Local Guide
Lakeview Park by Flickr User: jared422 is licensed under CC BY 2.0
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 | $1,972 | $1,450 | $2,450 |
| Winter Garden 3 Bedroom Homes for Rent | $2,821 | $1,975 | $10,000+ |
| Winter Garden 4 Bedroom Homes for Rent | $3,261 | $1,600 | $8,500 |
| Winter Garden 5 Bedroom Homes for Rent | $4,889 | $2,770 | $10,000+ |
| Winter Garden 6 Bedroom Homes for Rent | $10,790 | $3,150 | $10,000+ |
| Winter Garden 7 Bedroom Homes for Rent | $8,600 | $3,700 | $10,000+ |
Browse Top Homes for Rent in Winter Garden
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Winter Garden, FL Local Guide
- Winter Garden Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
Cheapest Neighborhoods for Apartments in Winter Garden, FL
Pricing Updated: 12/08/2025Current apartment rentals in the Winter Garden, FL area range in price from to with an overall median price of . 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 | $3,230 | $1,450 | 43 |
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. Inland Seas Apartments in the Deer Island neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,210. 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 |
| Inland Seas Apartments | One Bed/ One Bath | 1BR,1BA | $1,210 |
| Advenir at The Oaks | Birch | 1BR,1BA | $1,300 |
| Windermere at Lakes Edge Apartments | Bahia Key | 1BR,1BA | $1,355 |
| Integra Avalon | A1-Rhine 1B/1B 641sf | 1BR,1BA | $1,444 |
Best Value Apartments for Rent in Winter Garden, FL
As of December 09, 2025 the best value apartment in the Winter Garden area is the $1.51 price per square foot Haddock Model at Silverleaf Oaks in the in the Southwest neighborhood starting from $2,895. The second greatest value Winter Garden apartment is the C Model at Casa Mirella starting at $2,453 with a $1.40 price per square foot in the Ashton Park 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. |
|---|---|---|---|
| Silverleaf Oaks | Haddock | 4BR,2.5BA | $1.51 |
| Casa Mirella | C | 3BR,2BA | $1.40 |
| Ocoee Village | Reagan | 4BR,2.5BA | $1.66 |
| 1500 Broken Oaks Drive, Unit 25B | 1500 Broken Oaks Drive | 3BR,2.5BA | $1.59 |
| The Westerly | B2 | 2BR,2BA | $1.86 |
| Arbours at Crown Point | The Beech | 1BR,1BA | $1.82 |
| Country Gardens | Two Bedroom Two Bath | 2BR,2BA | $1.82 |
| Garden City Apartments | Two Bed/1.5 Bath Upgraded | 2BR,1.5BA | $1.87 |
| Prose Horizons Village | A1 | 1BR,1BA | $1.83 |
| Prose Avalon Pointe | A1 | 1BR,1BA | $1.86 |
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
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.
Read ArticleYour 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
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Pet Friendly LifestyleWinter Garden, FL
Ranked #42
Among cities in Florida for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
2.5Pet Friendly
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 83 Apartments for Rent in Winter Garden, FL with pricing that ranges from $1,099 to $4,454. There are also 269 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Garden ranging from $1,295 to $18,500.
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 $1,295 to $18,500 with an average monthly rent of $4,415.
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 $1,886 to $4,454, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,975 to $12,000. Four Bedroom Single-Family rentals are also available starting from $1,600 and Four Bedroom Apartments start at $2,875.
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
An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent
Written by: Darla Ferrara
For many, Orlando is the place where you vacation, not live. However, this city, located in the central region of Florida, offers a vibrant tech community, plenty of outdoor activities, and some of the best schools in the country.
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.
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.
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.
Articles, How-To's, and Tips
Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.
Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!
The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.