
Cheap Homes for Rent in Winter Garden, FL from $700 (22 Rentals)
Search the lowest-cost Homes available for rent right now in Winter Garden.


702 Malcom Rd

1094 N Lakewood Ave

14451 Bluebird Park Rd
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.

1020 Lincoln Terrace

425 Vandergrift Dr

625 Willett Dr

124 Windtree Ln

390 Douglas Way

1075 Lincoln Terrace

1301 Eastern Pecan Pl

234 Southern Pecan Cir

1315 Eastern Pecan Pl

52 Windtree Ln
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.

616 E Bay Cove

5135 Lake Hamlin Trail

58 Windtree Ln

963 Butterfly Blvd
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.

1232 Taratine Dr

805 Sleepy Harbour Dr

497 Wurst Rd

303 Southern Pecan Cir
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 | $1,946 | $1,400 | $2,500 |
Winter Garden 3 Bedroom Homes for Rent | $2,669 | $1,395 | $5,800 |
Winter Garden 4 Bedroom Homes for Rent | $3,466 | $2,500 | $8,495 |
Winter Garden 5 Bedroom Homes for Rent | $5,412 | $2,845 | $10,000+ |
Winter Garden 6 Bedroom Homes for Rent | $6,450 | $6,400 | $6,500 |
Winter Garden 7 Bedroom Homes for Rent | $7,165 | $4,350 | $9,980 |
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: 09/16/2025Current 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 | $2,455 | $1,428 | 100 |
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 $1,150. The Westerly in the Clear Creek neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,419. 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 | $1,150 |
The Westerly | A3 | 1BR,1BA | $1,419 |
Integra Avalon | A1-Rhine 1B/1B 641sf | 1BR,1BA | $1,444 |
Advenir at The Oaks | Birch | 1BR,1BA | $1,454 |
Inland Seas Apartments | One Bed/ One Bath | 1BR,1BA | $1,460 |
Best Value Apartments for Rent in Winter Garden, FL
As of September 16, 2025 the best value apartment in the Winter Garden area is the $1.76 price per square foot Reagan Model at Ocoee Village - NEWLY Constructed Townhomes in the in the Courtlea Park neighborhood starting from $3,060. The second greatest value Winter Garden apartment is the Benton Model at Silverleaf Oaks starting at $2,575 with a $1.58 price per square foot in the Southwest 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 - NEWLY Constructed Townhomes | Reagan | 4BR,2.5BA | $1.76 |
Silverleaf Oaks | Benton | 3BR,2.5BA | $1.58 |
Corban Horizon West | C1 | 3BR,2BA | $2.01 |
The Oasis at Lake Bennet | Palm | 2BR,2BA | $1.69 |
Casa Mirella | A | 1BR,1BA | $1.72 |
Arbours at Crown Point | The Beech | 1BR,1BA | $1.63 |
Country Gardens | Two Bedroom Two Bath | 2BR,2BA | $1.84 |
Garden City Apartments | Two Bed/1.5 Bath Upgraded | 2BR,1.5BA | $1.92 |
Prose Horizons Village | A1 | 1BR,1BA | $1.95 |
Prose Avalon Pointe | A1 LL | 1BR,1BA | $1.91 |
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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 80 Apartments for Rent in Winter Garden, FL with pricing that ranges from $1,150 to $5,178. There are also 242 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Garden ranging from $750 to $15,000.
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 $750 to $15,000 with an average monthly rent of $3,719.
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 $1,929 to $5,178, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,395 to $5,800. Four Bedroom Single-Family rentals are also available starting from $2,500 and Four Bedroom Apartments start at $2,875.
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.

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.

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.

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.

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.