702 Malcom Rd
OcoeeFL34761
Cheap Homes for Rent in Winter Garden, FL from $800 (28 Rentals)
Search the lowest-cost Homes available for rent right now in Winter Garden.
725 Queensbury Dr
MontgomeryAL36116
14451 Bluebird Park Rd
WindermereFL34786
137 9th St
Winter GardenFL34787
240 E Maple St
Winter GardenFL34787
503 E Lakeshore Dr
OcoeeFL34761
14226 Sonco Ave
WindermereFL34786
1996 N Old Killarney St
Winter GardenFL34787
10753 Petrillo Wy
Winter GardenFL34787
18 Windtree Ln
Winter GardenFL34787
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.
78 Windtree Ln
Winter GardenFL34787
14837 Coscester St
Winter GardenFL34787
1512 Maureen Ave
OcoeeFL34761
2958 Marquesas Ct
WindermereFL34786
51 Windtree Ln
Winter GardenFL34787
200 Southern Pecan Cir
Winter GardenFL34787
16648 Daeza Dr
Winter GardenFL34787
430 Southern Pecan Cir
Winter GardenFL34787
1313 Eagle Ln
Winter GardenFL34787
968 Stucki Terrace
Winter GardenFL34787
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla F
16648 Daeza Dr
Winter GardenFL34787
1218 Freedom Ct
OcoeeFL34761
123 12th Ave
OcoeeFL34761
130 Southern Pecan Cir
Winter GardenFL34787
9223 Vintage Hills Way
Winter GardenFL34787
225 Southern Pecan Cir
Winter GardenFL34787
13306 Daniels Landing Cir
Winter GardenFL34787
340 Douglas Way
Winter GardenFL34787
Showing Results 1-28, 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 | $2,022 | $1,395 | $2,899 |
| Winter Garden 3 Bedroom Homes for Rent | $2,698 | $1,300 | $4,500 |
| Winter Garden 4 Bedroom Homes for Rent | $3,543 | $1,965 | $10,000+ |
| Winter Garden 5 Bedroom Homes for Rent | $4,320 | $2,560 | $7,950 |
| Winter Garden 6 Bedroom Homes for Rent | $9,250 | $5,800 | $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: 04/27/2025Current 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 | $3,210 | $1,226 | 192 |
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. Arbours at Crown Point in the Courtlea Park neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,350. 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 |
| Arbours at Crown Point | The Beech | 1BR,1BA | $1,350 |
| Serenza at Ocoee Village Apartments | A1 | 1BR,1BA | $1,415 |
| Apollo Apartments | Bloom | Studio,1BA | $1,470 |
| Palm Crossing | Clementine | 1BR,1BA | $1,495 |
| AVENUE ON OAKLAND | S2 (Magnolia) | Studio,1BA | $1,525 |
| The Westerly | A1 | 1BR,1BA | $1,572 |
| Casa Mirella Apartments | A | 1BR,1BA | $1,591 |
| Park Place at Maguire Apartments | A2 | 1BR,1BA | $1,599 |
| Country Gardens | Two Bedroom Two Bath | 2BR,2BA | $1,599 |
Best Value Apartments for Rent in Winter Garden, FL
As of April 27, 2025 the best value apartment in the Winter Garden area is the $1.67 price per square foot Reagan Model at Ocoee Village - NEWLY Constructed Townhomes in the in the Courtlea Park neighborhood starting from $2,901. The second greatest value Winter Garden apartment is the The Laurel Model at Arbours at Crown Point starting at $2,325 with a $1.54 price per square foot in the Courtlea 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. |
|---|---|---|---|
| Ocoee Village - NEWLY Constructed Townhomes | Reagan | 4BR,2.5BA | $1.67 |
| Arbours at Crown Point | The Laurel | 3BR,2BA | $1.54 |
| Lakewalk at Hamlin | Brantley | 2BR,2BA | $2.05 |
| Country Gardens | Three Bedroom Two Bath | 3BR,2BA | $1.80 |
| Casa Mirella Apartments | A | 1BR,1BA | $1.61 |
| Garden City Apartments | Two Bed/1.5 Bath Upgraded | 2BR,1.5BA | $1.76 |
| Advenir at The Oaks | Cypress Renovated | 2BR,1BA | $1.98 |
| Prose Avalon Pointe | A1 LL | 1BR,1BA | $1.91 |
| Prose Horizons Village | A1 | 1BR,1BA | $1.93 |
| The Oasis at Lake Bennet | Horizon | 1BR,1BA | $2.00 |
Quick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Let everyone know!
Do you know the Winter Garden area?
If you’re an expert on all things Winter Garden, tell us what you love (and don't) by rating it and writing a review.
Write a Review
Frequently Asked Questions about Winter Garden
What type of rentals are currently available in Winter Garden?
There are currently 77 Apartments for Rent in Winter Garden, FL with pricing that ranges from $1,099 to $4,685. There are also 228 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Garden ranging from $850 to $12,700.
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 $850 to $12,700 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 $1,450 to $4,685, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,300 to $4,500. Four Bedroom Single-Family rentals are also available starting from $1,965 and Four Bedroom Apartments start at $2,729.
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.
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.