Apartments in Winter Park with special offers and discounts available right now - opportunities to save money or get a month or more of free rent.
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.
Learn about the best places to live near major employers in Orlando with original content written by our Local Expert Darla Ferrara
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.
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.
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| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winter Park Studio Apartments with Rent Specials | $1,631 | $900 | $3,039 |
| Winter Park 1 Bedroom Apartments with Rent Specials | $1,859 | $850 | $6,380 |
| Winter Park 2 Bedroom Apartments with Rent Specials | $2,137 | $976 | $5,921 |
| Winter Park 3 Bedroom Apartments with Rent Specials | $2,657 | $1,099 | $8,461 |
| Winter Park 4 Bedroom Apartments with Rent Specials | $2,349 | $1,697 | $6,322 |
Take 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!
Receive up to 8 weeks free of rent after the first of the month of your leaseExpires 02-22-2026
SPECIAL: Select Units starting at $1395 Contact our Leasing Office for Details!Expires 02-22-2026
$99 App/Admin Fee if move in by 2/28! Newly renovated units at a great price in highly sought after Winter Park area! Call or stop by today!! *Restrictions Apply*Expires 02-22-2026
Get 1 month FREE on 1 beds & 2 months FREE on 2 & 3 beds! *Offers subject to change. Some restrictions apply. Contact office for detailsExpires 02-22-2026
Two Months Free on Select Units! Waived App and Admin fees on All Units! *Terms may apply. Contact the office for details.Expires 02-22-2026
Save $300 When You Move In by February 28th! - Apply TodayExpires 02-22-2026
One Month Free & Reduced Deposit Plus Waived App and Pet Fees! Move in by Feb 28th Subject to change. Optional: Trendy Living & Dining Room Furniture Available! Ask Us How!Expires 02-22-2026
Save up to $400 off move-in costs - Apply today to save!Expires 02-22-2026
Enjoy up to six weeks free. Restrictions apply. Talk to a leasing agent for details.Expires 02-22-2026
Move in Special: Reduced Rates on Select Apartment Homes & $300 Look & Lease- HURRY IN FOR A TOUR!Expires 02-22-2026
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.
Move in special: Up to a full month off the 2nd full month! *Restricted units only* App and Admin special for only $175! Honoring Heroes: $35 Monthly Discount for Military, Police, Teachers, and Nurses!Expires 02-28-2026
We are offering 1 MONTH FREE! Call the Leasing Office for more details!Expires 02-28-2026
Up To 6 Weeks Free!Expires 02-23-2026
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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Read ArticleThe 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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Currently the most affordable Rent Specials Apartment in Winter Park is at Kingswood Apartments listed at $900.
The average rent for a Rent Specials Apartment in Winter Park is $2,314.
Today's Rent Specials apartment with the most square footage in Winter Park is a 3,513 square feet unit starting from $1,969 at Lake House.
The average size for a Rent Specials rental in Winter Park is currently at 640 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.
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.
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.
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.
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.
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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