501 W Herriot Ave
OaklandFL34760
Cheap Homes for Rent in Winter Garden, FL from $700 (23 Rentals)
Search the lowest-cost Homes available for rent right now in Winter Garden.
16071 Micelli Dr
Winter GardenFL34787
115 Windtree Ln
Winter GardenFL34787
502 Dunbar Ave
Winter GardenFL34787
131 Southern Pecan Cir
Winter GardenFL34787
312 Eron Way
Winter GardenFL34787
1311 Azalea Way
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.
162 Windtree Ln
Winter GardenFL34787
17102 Heartwood Loop
Winter GardenFL34787
1012 Stucki Terrace
Winter GardenFL34787
304 Southern Pecan Cir
Winter GardenFL34787
118 Southern Pecan Cir
Winter GardenFL34787
900 Jamela Dr
OcoeeFL34761
505 Varsity St
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.
96 Windtree Ln
Winter GardenFL34787
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$1,7502 Bedroom Apartments Available Now
236 E Lafayette St
236 E Lafayette StWinter Garden, FL 34787
14200 Avalon Rd
Winter GardenFL34787
233 Southern Pecan Cir
Winter GardenFL34787
224 10th Ave
OcoeeFL34761
234 12th Ave
OcoeeFL34761
234 12th Ave
OcoeeFL34761
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.
14843 Astrolyn St
Winter GardenFL34787
449 Scarlatti Ct
OcoeeFL34761
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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 | $1,801 | $1,450 | $2,370 |
| Winter Garden 3 Bedroom Homes for Rent | $2,791 | $1,925 | $10,000+ |
| Winter Garden 4 Bedroom Homes for Rent | $3,484 | $2,375 | $9,500 |
| Winter Garden 5 Bedroom Homes for Rent | $4,328 | $2,585 | $10,000+ |
| Winter Garden 6 Bedroom Homes for Rent | $7,857 | $4,600 | $10,000+ |
Browse Top Homes for Rent in Winter Garden
Explore Winter Garden
Winter Garden, FL Local Guide
- Winter Garden Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
Cheapest Neighborhoods for Apartments in Winter Garden, FL
Pricing Updated: 01/22/2026Current 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 | $2,679 | $1,295 | 138 |
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. Advenir at The Oaks in the Ashton Park neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,295. 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 |
| Advenir at The Oaks | Birch | 1BR,1BA | $1,295 |
| Windermere at Lakes Edge Apartments | Artist | 1BR,1BA | $1,419 |
| Integra Avalon | A1-Rhine 1B/1B 641sf | 1BR,1BA | $1,466 |
| Palm Crossing | Clementine | 1BR,1BA | $1,478 |
Best Value Apartments for Rent in Winter Garden, FL
As of January 22, 2026 the best value apartment in the Winter Garden area is the $1.40 price per square foot C Model at Casa Mirella in the in the Ashton Park neighborhood starting from $2,453. The second greatest value Winter Garden apartment is the 1500 Broken Oaks Drive Model at 1500 Broken Oaks Drive, Unit 25B starting at $2,200 with a $1.42 price per square foot in the Deer Island 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. |
|---|---|---|---|
| Casa Mirella | C | 3BR,2BA | $1.40 |
| 1500 Broken Oaks Drive, Unit 25B | 1500 Broken Oaks Drive | 3BR,2.5BA | $1.42 |
| Ocoee Village | Carter | 3BR,2.5BA | $1.65 |
| Vintage Horizon West | Franklin | 3BR,2BA | $1.84 |
| Arbours at Crown Point | The Hawthorn | 2BR,2BA | $1.39 |
| Ascend Waterleigh Village | B5 | 2BR,2BA | $1.89 |
| Country Gardens | Two Bedroom Two Bath | 2BR,2BA | $1.84 |
| Garden City Apartments | Two Bed/1.5 Bath Upgraded | 2BR,1.5BA | $1.87 |
| Prose Avalon Pointe | A1 LL | 1BR,1BA | $1.95 |
| Prose Horizons Village | A1 | 1BR,1BA | $1.80 |
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 ArticleCash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
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
Read ArticleQuick Rent Budget Calculator
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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 $4,454. There are also 253 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Garden ranging from $745 to $14,800.
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 $745 to $14,800 with an average monthly rent of $3,609.
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 $1,909 to $4,454, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,925 to $12,000. Four Bedroom Single-Family rentals are also available starting from $2,375 and Four Bedroom Apartments start at $2,761.
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
18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.
A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.
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.