Apartments in the Winter Park area of Orlando with special offers and discounts available right now - opportunities to save money or get a month or more of free rent.
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| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winter Park Studio Apartments | $1,705 | $991 | $2,635 |
| Winter Park 1 Bedroom Apartments | $1,947 | $1,044 | $6,415 |
| Winter Park 2 Bedroom Apartments | $2,142 | $976 | $6,395 |
| Winter Park 3 Bedroom Apartments | $2,523 | $1,099 | $5,794 |
| Winter Park 4 Bedroom Apartments | $3,826 | $3,826 | $3,826 |
There are currently 23 rentals with your search options within a 2 mile radius of the Winter Park Neighborhood of Orlando, FL.
See all Apartments in OrlandoTake advantage of these move-in and rent specials that are ending soon for top Winter Park, FL apartments. Act fast and don’t miss out on an incredible deal on your perfect new place!
Two Months Free on Select Units! Waived App and Admin fees on All Units! *Terms may apply. Contact the office for details.Expires 02-26-2026
One Month Free & Reduced Deposit Plus Waived App and Pet Fees! Move in by March 15th Subject to change. Optional: Trendy Living & Dining Room Furniture Available! Ask Us How!Expires 02-26-2026
Save up to $400 off move-in costs - Apply today to save!Expires 02-26-2026
Move in Special: Reduced Rates on Select Apartment Homes & $300 Look & Lease- HURRY IN FOR A TOUR!Expires 02-26-2026
Reduced Rates, save up to $400 off move in, move in by 2/28/2026 - Limited Time Only, Immediate Move Ins OnlyExpires 02-26-2026
MOVE IN DEPOSIT-FREE! We offer a Deposit-Free alternative move in option where no upfront security deposit is required saving you hundreds of dollars on move-in costs.Expires 02-26-2026
Enjoy 1-Month FREE! *Limited-time offer; terms and conditions apply.Expires 02-26-2026
We are Currently Available for In-person and Virtual Interactions - Schedule Your Tour Today!Expires 02-26-2026
Enjoy up to 1 month free & $99 App/Admin Special on select 2 or 3 BR units! *Restrictions Apply. Contact our dedicated leasing team for more details!Expires 02-26-2026
ONE MONTH FREE! Move in by March 6th and receive April FREE. For new move ins only. Promotion is for select apartments and can end at any time, so tour today!Expires 02-26-2026
Here are the most recently added special offers for renters looking to find the best deals on apartments in Winter Park, FL. Be sure to take advantage of some of the area’s top offers.
Settle In This Season Move in by 3/15 to Receive 1/2 Rent OFF Your First Month!Expires 02-27-2026
Two Months Free on Select Units! Waived App and Admin fees on All Units! *Terms may apply. Contact the office for details.Expires 02-26-2026
One Month Free & Reduced Deposit Plus Waived App and Pet Fees! Move in by March 15th Subject to change. Optional: Trendy Living & Dining Room Furniture Available! Ask Us How!Expires 02-26-2026
Save up to $400 off move-in costs - Apply today to save!Expires 02-26-2026
Move in Special: Reduced Rates on Select Apartment Homes & $300 Look & Lease- HURRY IN FOR A TOUR!Expires 02-26-2026
Enjoy 1-Month FREE! *Limited-time offer; terms and conditions apply.Expires 02-26-2026
MOVE IN DEPOSIT-FREE! We offer a Deposit-Free alternative move in option where no upfront security deposit is required saving you hundreds of dollars on move-in costs.Expires 02-26-2026
Reduced Rates, save up to $400 off move in, move in by 2/28/2026 - Limited Time Only, Immediate Move Ins OnlyExpires 02-26-2026
We are Currently Available for In-person and Virtual Interactions - Schedule Your Tour Today!Expires 02-26-2026
Enjoy up to 1 month free & $99 App/Admin Special on select 2 or 3 BR units! *Restrictions Apply. Contact our dedicated leasing team for more details!Expires 02-26-2026
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If you’re an expert on all things Winter Park, tell us what you love (and don't) by rating it and writing a review.
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Currently the most affordable Rent Specials Apartment in Winter Park is at District On Baldwin Park listed at $1,000.
The average rent for a Rent Specials Apartment in Winter Park is $2,159.
Today's Rent Specials apartment with the most square footage in Winter Park is a 1,978 square feet unit starting from $2,031 at Gables Baldwin Park.
The average size for a Rent Specials rental in Winter Park is currently at 627 sq ft.
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.
Written by: Darla Ferrara
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Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.
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.
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.
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