2206 Bonanza Ave
Winter ParkFL32792
Cheap Apartments for Rent in Winter Park, FL from $400 (158 Rentals)
Search the lowest-cost Apartments available for rent right now in Winter Park.
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$886 - $2,002
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Studio to 3 Bedroom Apartments Available NowTotal Monthly Price
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$856 - $1,972
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$30
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$886 - $2,002
The Taylor at Winter Park
2000 Village LnWinter Park, FL 32792
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$910 - $1,5441 to 3 Bedroom Apartments Contact Us For Availability
San Jose Apartments
2353 Winter Woods BlvdWinter Park, FL 32792
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$956 - $1,3562 to 3 Bedroom Apartments Available Apr 9
Golden Oaks
7701 Acorn Woods CirWinter Park, FL 32792
5058 Seminole Ave, Unit Seminole Unit 2
5058 Seminole Ave
Winter ParkFL32792
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$1,029 - $1,9551 to 3 Bedroom Apartments Contact Us For Availability
Winter Park Woods Apartments
349 Scottsdale SqWinter Park, FL 32792
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$1,052 - $1,721Studio to 3 Bedroom Apartments Available May 8
Carlton Arms of Winter Park
300 Jamestown DrWinter Park, FL 32792
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$1,080 - $3,639
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Studio to 3 Bedroom Apartments Available NowTotal Monthly Price
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$846 - $3,405
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Liv at Winter Park Apartment Homes
4755 N Goldenrod RdWinter Park, FL 32792
2206 Bonanza Ave
Winter ParkFL32792
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$1,105 - $1,975
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1 to 3 Bedroom Apartments Available NowTotal Monthly Price
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$960 - $1,830
Required Monthly Fees
$145
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$1,105 - $1,975
Central Place At Winter Park
7000 University BlvdWinter Park, FL 32792
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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$1,173 - $1,787
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1 to 2 Bedroom Apartments Available Apr 8Total Monthly Price
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$1,013 - $1,627
Required Monthly Fees
$160
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$1,173 - $1,787
Seabrook
3114 Terry Brook DrWinter Park, FL 32792
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$1,211 - $1,578
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1 to 2 Bedroom Apartments Available NowTotal Monthly Price
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$1,078 - $1,445
Required Monthly Fees
$133
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$1,211 - $1,578
Solis at Winter Park
7502 Sun Key BlvdWinter Park, FL 32792
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$1,236 - $2,4251 to 3 Bedroom Apartments Available Now
Village Park Senior
550 W Denning DrWinter Park, FL 32789
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$1,250 - $1,8001 to 3 Bedroom Apartments Available Now
Park Apartments
7528 Park Promenade DrWinter Park, FL 32792
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$1,250 - $1,350
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1 to 2 Bedroom Apartments Available NowTotal Monthly Price
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$1,250 - $1,350
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$1,250 - $1,350
Eastbrook Apartments
2610-2617 Eastbrook BlvdWinter Park, FL 32792
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$1,285 - $1,918
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1 to 3 Bedroom Apartments Available NowTotal Monthly Price
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$1,250 - $1,883
Required Monthly Fees
$35
Total Monthly Price
$1,285 - $1,918
Atlas at Winter Park
3733 N Goldenrod RdWinter Park, FL 32792
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$1,295 - $2,0751 to 3 Bedroom Apartments Available Now
Oak Reserve at Winter Park
541 Oak Reserve LnWinter Park, FL 32792
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$1,299 - $2,7801 to 3 Bedroom Apartments Available Now
Summerlin at Winter Park Apartments
3207 Rosebud LnWinter Park, FL 32792
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Rent Specials
$1,300 - $2,675
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1 to 3 Bedroom Apartments Available NowTotal Monthly Price
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$1,107 - $2,482
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Signal Pointe
2500 Howell Branch RdWinter Park, FL 32792
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$1,300 - $1,8551 to 3 Bedroom Apartments Contact Us For Availability
La Aloma
3040 Aloma AveWinter Park, FL 32792
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.
3212 Netherwood Dr
Winter ParkFL32792
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$1,330 - $1,960Studio to 2 Bedroom Apartments Available Now
Park East - Park Knowles Apartments
311 N Knowles AveWinter Park, FL 32789
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$1,361 - $2,7631 to 2 Bedroom Apartments Available Now
Alvista Winter Park
3935 Sutton Place BlvdWinter Park, FL 32792
2500 Lee Rd, Unit 212
2500 Lee Rd
Winter ParkFL32789
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$1,378 - $2,179
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Studio to 3 Bedroom Apartments Available NowTotal Monthly Price
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$1,367 - $2,168
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Westmount at Winter Park
1701 Lee RdWinter Park, FL 32789
2942 Antique Oaks Cir
Winter ParkFL32792
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$1,449 - $1,9852 to 3 Bedroom Apartments Available Now
Cranes Landing Apartments
3440 N Goldenrod RdWinter Park, FL 32792
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$1,458 - $2,620
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1 to 3 Bedroom Apartments Available NowTotal Monthly Price
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$1,307 - $2,469
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Stonecastle Apartment Homes
2015 New Stonecastle TerWinter Park, FL 32792
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$1,474 - $1,7611 to 2 Bedroom Apartments Available Now
POSTE Winter Park
800 Semoran Park DrWinter Park, FL 32792
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$1,499 - $2,0181 to 2 Bedroom Apartments Available Now
Calibre Bend Apartments
3924 Calibre Bend LnWinter Park, FL 32792
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.
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$1,509 - $2,833
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1 to 2 Bedroom Apartments Available NowTotal Monthly Price
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$1,450 - $2,774
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ARIUM Winter Park
3250 Bishop Park DrWinter Park, FL 32792
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$1,544 - $5,462Studio to 3 Bedroom Apartments Available Now
Berkshire Winter Park
1874 Harmon AveWinter Park, FL 32789
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$1,585 - $3,378Studio to 2 Bedroom Apartments Available Now
Seven41 Winter Park
741 Clay StWinter Park, FL 32789
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$1,599 - $1,8242 Bedroom Apartments Available Now
The Vista at Winter Park
4704 Lucier CtWinter Park, FL 32792
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1 to 3 Bedroom Apartments
Tuscany at Aloma
6999 Aloma AveWinter Park, FL 32792
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1 to 2 Bedroom Apartments
El Cortez Apartments
210 E Morse BlvdWinter Park, FL 32789
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1 Bedroom Apartments
Calvary Tower
1099 Clay StWinter Park, FL 32789
525 S Lakemont Ave
Winter ParkFL32792
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Studio to 2 Bedroom Apartments
Branchwood Apartments
7785 Branchwood LnWinter Park, FL 32792
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1 to 3 Bedroom Apartments
Winter Park Oaks
325 Balfour DrWinter Park, FL 32792
Top Neighborhoods Near Orlando Major Employers
Learn about the best places to live near major employers in Orlando with original content written by our Local Expert Darla Ferrara
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Studio to 3 Bedroom Apartments
Sedgefield Apartments
100 Sedgefield CirWinter Park, FL 32792
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Studio to 3 Bedroom Apartments
Mizell at Winter Park
600 N Semoran BlvdWinter Park, FL 32792
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Studio to 3 Bedroom Apartments
Sorrento
2400 Howell Branch RdWinter Park, FL 32792
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1 to 4 Bedroom Apartments
Goldenrod Pointe
5560 Solidago DrWinter Park, FL 32792
3075 Aaron Burr Ave
Winter ParkFL32792
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1 to 2 Bedroom Apartments
Sovereignty at Winter Park Apartments
7745 Brandywood CirWinter Park, FL 32792
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1 to 2 Bedroom Apartments
Sun Bay Apartments
7001 Aloma AveWinter Park, FL 32792
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1 to 3 Bedroom Apartments
Venue At Winter Park
5 Autumn Breeze WayWinter Park, FL 32792
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1 to 2 Bedroom Apartments
Whisper Lake Apartments
3250 Whisper Lake LnWinter Park, FL 32792
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1 to 3 Bedroom Apartments
Sapphire Winter Park
1743 Semoran North CirWinter Park, FL 32792
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.
Winter Park, FL Local Guide
How much does it cost to rent an apartment in Winter Park?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Cheap Winter Park Studio Apartments | $1,670 | $900 | $2,744 |
| Cheap Winter Park 1 Bedroom Apartments | $1,839 | $695 | $5,937 |
| Cheap Winter Park 2 Bedroom Apartments | $2,148 | $956 | $6,307 |
| Cheap Winter Park 3 Bedroom Apartments | $2,743 | $1,082 | $6,250 |
| Cheap Winter Park 4 Bedroom Apartments | $2,105 | $1,679 | $3,944 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Apartments in Winter Park
See all Apartments in Winter ParkExplore Winter Park
Winter Park, FL Local Guide
Written By:
Staff Writer Local Guide Expert
- Winter Park Neighborhoods
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Cheapest Neighborhoods for Apartments in Winter Park, FL
Pricing Updated: 04/07/2026Current apartment rentals in the Winter Park, 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 Park Apartments for rent:
| Neighborhood | Median Price | Min Price | Available Units |
|---|---|---|---|
| Lake Howell | $3,199 | $800 | 64 |
Cheapest Available Winter Park Apartments for Rent
The cheapest available apartment rental in Winter Park, FL is a Studio unit found at District On Baldwin Park in the Colonial Town Center neighborhood priced from $1,000. Kingswood Apartments in the Courtland Street neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,050. Here is today’s list of the most affordable Winter Park apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| District On Baldwin Park | E235xecutive Studio | Studio,1BA | $1,000 |
| Kingswood Apartments | 1/1 | 1BR,1BA | $1,050 |
| Liv at Winter Park Apartment Homes | E1 | Studio,1BA | $1,084 |
| Regency Oaks Apartments | Studio | Studio,2BA | $1,123 |
| Birchwood Landing | Birchwood A | 1BR,1BA | $1,139 |
| Garden Park Senior Living | One Bedroom One Bath (b) | 1BR,1BA | $1,139 |
| Advenir at Magnolia | SR - Lily R | Studio,1BA | $1,157 |
| Sorrento | Large Efficiency | Studio,1BA | $1,170 |
| Spring Tree Village | Studio | Studio,1BA | $1,179 |
| Shoreview at Baldwin Park | 1x1A | 1BR,1BA | $1,180 |
Best Value Apartments for Rent in Winter Park, FL
As of April 07, 2026 the best value apartment in the Winter Park area is the $1.60 price per square foot 2815 E Washington St Model at 2815 E Washington St, Unit 2815 in the in the Downtown Orlando neighborhood starting from $2,000. The second greatest value Winter Park apartment is the Floorplan 2 Model at Azalea Gardens starting at $1,750 with a $1.46 price per square foot in the North Orange neighborhood. Here is today’s list of the best values for Winter Park apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 2815 E Washington St, Unit 2815 | 2815 E Washington St | 2BR,2BA | $1.60 |
| Azalea Gardens | Floorplan 2 | 2BR,2BA | $1.46 |
| Ekos at Lake Shadow | C1 60 & 70 | 3BR,2BA | $1.50 |
| The Ivy at Gatehouse | The Palms | 3BR,2BA | $1.50 |
| Park East - Park Knowles Apartments | 2 Bedroom, 1 Bathroom | 2BR,1BA | $1.59 |
| Sumerset Apartments | 3 Beds, 2 baths | 3BR,2BA | $1.33 |
| Lake Weston Point Apartments | Two Bedroom | 2BR,2BA | $1.37 |
| Cranes Landing Apartments | Ibis (Standard) b1wi | 2BR,2BA | $1.57 |
| Eastbrook Apartments | One Bed One Bath | 1BR,1BA | $1.56 |
| The Grand Reserve at Maitland Park | The Grand A | 1BR,1BA | $1.57 |
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Don't Settle: How to Negotiate Your Apartment Lease and Save Money
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Winter Park Overview
Winter Park, Florida offers something for everyone. This suburban city of over 29,000 people provides historical, cultural, and recreational opportunities. Well-known for its museums, art galleries, and parks, the town is home to Rollins College. Outdoor enthusiasts can enjoy water activities at nearby lakes, or explore local hiking and biking trails. With plenty of options for apartments in Winter Park, find a new home here is easy.
Why live in Winter Park, FL?
If you're unsure about relocating to Winter Park apartments, consider all it has to offer. Its convenient location just northeast of Orlando allows you to reap the benefits of living near a sizeable city while enjoying the amenities of a smaller community. Winter Park apartments provide an impressive selection of housing options. This suburban hamlet offers upscale shopping and dining. A local chain of lakes provides ample opportunities for fishing, swimming, and boating. Rollins College and other post-secondary institutions offer educational opportunities in everything from liberal arts to fine arts. Cultural events and a thriving community center bring residents together.
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Winter Park, FL Rentals by Map
See the most popular apartments and homes in Winter Park, FL
Frequently Asked Questions about Cheap Winter Park Apartments
What is the Cheapest Studio apartment in Winter Park?
Currently the most affordable Cheap Studio Apartment in Winter Park is at District On Baldwin Park listed at $1,000.
How much is rent for a Cheap One Bedroom Winter Park Apartment?
The lowest price for a Cheap One Bedroom Winter Park Apartment is $1,044 at District On Baldwin Park.
What is the lowest price for a Cheap Two Bedroom Winter Park Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Winter Park is starting from $1,200 at Kingswood Apartments.
What is the most affordable Winter Park Three Bedroom Apartment?
The best deal on a cheap Winter Park Three Bedroom Apartment rental is at Sumerset Apartments and starts from $1,450.
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.
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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.
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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.
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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
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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.
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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.