203 N Dillard St
Winter GardenFL34787
Cheap Apartments for Rent in Winter Garden, FL from $1,000 (66 Rentals)
Search the lowest-cost Apartments available for rent right now in Winter Garden.
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$1,433 - $1,985
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1 to 2 Bedroom Apartments Available NowTotal Monthly Price
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$1,433 - $1,985
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Prose Avalon Pointe
14505 Tristan CirWinter Garden, FL 34787
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$1,460 - $1,949
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1 to 2 Bedroom Apartments Available NowTotal Monthly Price
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$1,460 - $1,949
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Prose Horizons Village
16810 Easthampstead RdWinter Garden, FL 34787
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$1,460 - $1,9501 to 3 Bedroom Apartments Contact Us For Availability
Inland Seas Apartments
1301 Inland Seas BlvdWinter Garden, FL 34787
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$1,499 - $1,749
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2 Bedroom Apartments Available NowTotal Monthly Price
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$1,499 - $1,749
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$1,499 - $1,749
Garden City Apartments
521 S Park AveWinter Garden, FL 34787
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$1,500 - $4,4401 to 3 Bedroom Apartments Available Now
Halston Waterleigh
10091 Tuller LoopWinter Garden, FL 34787
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$1,514 - $2,009
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1 to 3 Bedroom Apartments Available NowTotal Monthly Price
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$1,514 - $2,009
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Country Gardens
15122 W Colonial DrWinter Garden, FL 34787
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$1,543 - $3,8591 to 3 Bedroom Apartments Available Now
Integra Avalon
17825 Avalon Grove LoopWinter Garden, FL 34787
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$1,566 - $5,025Studio to 3 Bedroom Apartments Available Now
The Westerly
14680 Westerly DrWinter Garden, FL 34787
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Rent Specials
$1,579 - $3,0091 to 3 Bedroom Apartments Available Now
Solay Horizon West
9005 Solay RdWinter Garden, FL 34787
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.
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$1,596 - $4,053
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1 to 3 Bedroom Apartments Available NowTotal Monthly Price
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$1,596 - $4,053
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Homestead at Hamlin
15100 Free Range RunWinter Garden, FL 34787
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$1,605 - $2,8591 to 3 Bedroom Apartments Available Now
Ascend Waterleigh Village
16200 Ascend Village LnWinter Garden, FL 34787
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Rent Specials
$1,608 - $2,503
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Studio to 2 Bedroom Apartments Available NowTotal Monthly Price
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$1,608 - $2,503
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Apollo Apartments
7000 Kiran Patel DrWinter Garden, FL 34787
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$1,614 - $3,7321 to 3 Bedroom Apartments Available Now
Birchstone Waterleigh
9405 Ascend Falls DrWinter Garden, FL 34787
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$1,655 - $2,550
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$1,655 - $2,550
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IMT Sonoma Hills
14619 Casita RidgeWinter Garden, FL 34787
14978 Lebeau Lp
Winter GardenFL34787
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$1,699 - $2,9431 to 3 Bedroom Apartments Available Now
Vida Winter Garden
1223 E Plant StWinter Garden, FL 34787
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Rent Specials
$1,711 - $3,095
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1 to 3 Bedroom Apartments Available NowTotal Monthly Price
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$1,711 - $3,095
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The Lodge at Hamlin
6151 Lake Lodge DrWinter Garden, FL 34787
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$1,762 - $3,410
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$1,762 - $3,410
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Corban Horizon West
15000 Stratus LoopWinter Garden, FL 34787
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$1,764 - $2,971
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$1,764 - $2,971
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Windermere Cay
8200 Jayme DrWinter Garden, FL 34787
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.
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$1,830 - $3,5501 to 3 Bedroom Apartments Available Jul 25
Lakewalk at Hamlin
14012 Shoreside WayWinter Garden, FL 34787
1257 Winter Green Way
Winter GardenFL34787
15267 Honeybell Dr
Winter GardenFL34787
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Studio to 2 Bedroom Apartments
Winterwoods
15300 W Colonial DrWinter Garden, FL 34787
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1 to 2 Bedroom Apartments
Park Avenue Villas
48 S Park AveWinter Garden, FL 34787
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2 to 4 Bedroom Apartments
West Pointe Villas
1201 W Pointe Villas BlvdWinter Garden, FL 34787
88 Windtree Ln
Winter GardenFL34787
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1 to 3 Bedroom Apartments
Palm Crossing
1240 Winter Garden Vineland RdWinter Garden, FL 34787
36 Windtree Ln
Winter GardenFL34787
17102 Heartwood Loop
Winter GardenFL34787
Cash 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.
12506 Westhaven Oak Dr
Winter GardenFL34787
430 Southern Pecan Cir
Winter GardenFL34787
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1 to 2 Bedroom Apartments
Slate Luxury Apartments
584 W Bay StWinter Garden, FL 34787
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Studio to 3 Bedroom Apartments
The Haven at Lake Britt
15145 Havencrest CirWinter Garden, FL 34787
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Studio to 3 Bedroom Apartments
The Overlook
15055 Lake Britt CirWinter Garden, FL 34787
508 Varsity St
Winter GardenFL34787
165 Windtree Ln
Winter GardenFL34787
302 Avalon Rd
Winter GardenFL34787
417 Southern Pecan Cir
Winter GardenFL34787
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1 to 3 Bedroom Apartments
Vintage Horizon West
9223 Vintage Hills WayWinter Garden, FL 34787
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.
233 Southern Pecan Cir
Winter GardenFL34787
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1 to 3 Bedroom Apartments
Cortland Independence
14600 Avenue of the Groves AveWinter Garden, FL 34787
1257 Winter Green Way
Winter GardenFL34787
200 Southern Pecan Cir
Winter GardenFL34787
53 Windtree Ln
Winter GardenFL34787
330 Southern Pecan Cir
Winter GardenFL34787
702 Malcom Rd
OcoeeFL34761
501 W Herriot Ave
OaklandFL34760
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Rent Specials
$1,325 - $2,0941 to 3 Bedroom Apartments Available Now
Advenir at The Oaks
3100 Old Winter Garden RdOcoee, FL 34761
ADU
13841 Ancilla Blvd
WindermereFL34786
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.
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Winter Garden, FL Local Guide
How much does it cost to rent an apartment in Winter Garden?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Cheap Winter Garden Studio Apartments | $1,623 | $1,480 | $1,724 |
| Cheap Winter Garden 1 Bedroom Apartments | $1,815 | $1,325 | $2,532 |
| Cheap Winter Garden 2 Bedroom Apartments | $2,265 | $1,479 | $5,911 |
| Cheap Winter Garden 3 Bedroom Apartments | $2,825 | $1,950 | $4,399 |
| Cheap Winter Garden 4 Bedroom Apartments | $2,657 | $2,615 | $2,699 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Apartments in Winter Garden
See all Apartments in Winter GardenExplore Winter Garden
Winter Garden, FL Local Guide
- Winter Garden Neighborhoods
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Cheapest Neighborhoods for Apartments in Winter Garden, FL
Pricing Updated: 07/09/2026Current 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 | $2,619 | $1,325 | 96 |
Cheapest Available Winter Garden Apartments for Rent
The cheapest available apartment rental in Winter Garden, FL is a 1 Bed unit found at Advenir at The Oaks in the Ashton Park neighborhood priced from $1,325. Palm Crossing in the Meadow Ridge neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,479. Here is today’s list of the most affordable Winter Garden apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Advenir at The Oaks | Birch | 1BR,1BA | $1,325 |
| Palm Crossing | Clementine | 1BR,1BA | $1,479 |
| Garden City Apartments | Standard | 2BR,1BA | $1,499 |
| Prose Horizons Village | A1 | 1BR,1BA | $1,521 |
| Prose Avalon Pointe | A1 | 1BR,1BA | $1,533 |
| Integra Avalon | A1-Rhine 1B/1B 641sf | 1BR,1BA | $1,543 |
| Halston Waterleigh | A2 | 1BR,1BA | $1,546 |
| AVENUE ON OAKLAND | S1 (Colonial) | Studio,1BA | $1,559 |
| Registry on Grass Lake | Marigold | 1BR,1BA | $1,569 |
| Arbours at Crown Point | The Beech | 1BR,1BA | $1,579 |
Best Value Apartments for Rent in Winter Garden, FL
As of July 09, 2026 the best value apartment in the Winter Garden area is the $1.55 price per square foot Reagan Model at Ocoee Village in the in the Courtlea Park neighborhood starting from $2,699. The second greatest value Winter Garden apartment is the B2 Model at Casa Mirella starting at $1,976 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. |
|---|---|---|---|
| Ocoee Village | Reagan | 4BR,2.5BA | $1.55 |
| Casa Mirella | B2 | 2BR,2BA | $1.40 |
| Ascend Waterleigh Village | B6 | 2BR,2BA | $1.82 |
| The Westerly | B1 | 2BR,2BA | $1.63 |
| Arbours at Crown Point | The Beech | 1BR,1BA | $1.64 |
| Country Gardens | Two Bedroom Two Bath | 2BR,2BA | $1.68 |
| Garden City Apartments | Upgraded | 2BR,1.5BA | $1.92 |
| Prose Horizons Village | A1 | 1BR,1BA | $1.75 |
| Prose Avalon Pointe | A1 LL | 1BR,1BA | $1.80 |
| Halston Waterleigh | A2 | 1BR,1BA | $1.90 |
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.
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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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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.
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Remember the 3 Rules of Real Estate:Location, Location, Location!
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See the most popular apartments and homes in Winter Garden, FL
Frequently Asked Questions about Cheap Winter Garden Apartments
How much is rent for a Cheap One Bedroom Winter Garden Apartment?
The lowest price for a Cheap One Bedroom Winter Garden Apartment is $1,325 at Advenir at The Oaks.
What is the lowest price for a Cheap Two Bedroom Winter Garden Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Winter Garden is starting from $1,499 at Garden City Apartments.
What is the most affordable Winter Garden Three Bedroom Apartment?
The best deal on a cheap Winter Garden Three Bedroom Apartment rental is at Palm Crossing and starts from $1,999.
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
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.
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.
Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.