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Special Offer
1 Month Free Enjoy One Month Free on Select Homes + Move-In by 7/13 to Receive a $500 Gift Card (Contact Us for Details)
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Alexan Mills 50
1647 E Colonial DrOrlando, FL 32803
Apartments for Rent with Specials in the Winter Park Neighborhood of Orlando, FL (21 Rentals)
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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Special Offer
Specials Limited Time Special: 2 Weeks Free on Select Apartment Homes!
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Gables Baldwin Park
2050 Jake StOrlando, FL 32814
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Special Offer
Discounts $200 Off!* Reduced 1 & 2 Bed Rates! App Fee 1/2 Off! - Call TODAY To Schedule Your Tour! *select units.
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Adele Place
7595 Sun Tree CirOrlando, FL 32807
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Specials MOVE IN DEPOSIT-FREE! We offer a Deposit-Free alternative move in option where no upfront security deposit is required saving you h
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Azul Baldwin Park
4460 Lower Park RdOrlando, FL 32814
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.
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Rent Specials
Special Offer
Specials Move in by 8/31 and receive a $1,500 gift card! + Waived application/administrative fees if you apply within 24-hours of touring!
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Shoreview at Baldwin Park
1001-1009 Shoreview DrOrlando, FL 32807
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Specials Spring/Summer Savings for a limited time! Reduced Pricing and up to 6 Weeks Free on Select Units!!! Call your Leasing and LIVE IT S
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The Avenues of Baldwin Park
5800 Auvers BlvdOrlando, FL 32807
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Specials Move in Special Reduced Rent and Application and Admin fee reduced to $99
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District On Baldwin Park
5590 Baldwin Park StOrlando, FL 32807
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Specials One Month Free on select units!
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The Gallery at Mills Park
1650 N Mills AveOrlando, FL 32803
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Specials Rent Specials Happening Now!! Call or Email us Today Before Offer Ends!!
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Oasis Club
7451 Gatehouse CirOrlando, FL 32807
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Specials We are Currently Available for In-person and Virtual Interactions - Schedule Your Tour Today!
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Paseo at Winter Park Village
940 W Canton AveWinter Park, FL 32789
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Specials Free Rent Through June 15th on Select Apartments!
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Indigo Winter Park
220 S Semoran BlvdWinter Park, FL 32792
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Specials SPECIAL: Select nits starting at $1295 Contact our Leasing Office for Details!
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Oak Reserve at Winter Park
541 Oak Reserve LnWinter Park, FL 32792
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Specials Save $800 off July 2025 rent. Must move in within 72 hours of approval. *Select apartments
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Seabrook
3114 Terry Brook DrWinter Park, FL 32792
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
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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Rent Specials
Special Offer
1 Month Free Spin-the-Wheel Special: Apply for an apartment and spin the wheel for a chance to win up to one month free rent. Act Now: This
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Vintage Winter Park Apartments
7490 Dwell Well WayWinter Park, FL 32792
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Specials Reduced Rent on Select Units + $200 OFF When You Look & Lease!
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Central Place At Winter Park
7000 University BlvdWinter Park, FL 32792
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Special Offer
Discounts $500 OFF MOVE IN Plus Optional Trendy Living Room & Dining Furniture Move In by 7/14/25
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Summerlin at Winter Park Apartments
3207 Rosebud LnWinter Park, FL 32792
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1 Month Free Limited-Time Offer: Enjoy One Month Free plus Waived Application & Administration Fees! Terms may apply. Contact the leasing of
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The Taylor at Winter Park
2000 Village LnWinter Park, FL 32792
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.
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1 Month Free Receive your first full months rent for free!
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Rosalia Winter Park
3045 Aloma AveWinter Park, FL 32792
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Specials Save Up to $300 On Move In! - Preferred Employer and Student Specials! *select units
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POSTE Winter Park
800 Semoran Park DrWinter Park, FL 32792
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Specials Move in special- $300 on move in!
*Restricted units only*
Honoring Heroes: $35 Monthly Discount for Military, Police, Teachers, and
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The Vista at Winter Park
4704 Lucier CtWinter Park, FL 32792
Showing Results 1-21, Page 1 of 1
Winter Park, Orlando, FL Local Guide
How much does it cost to rent an apartment in Winter Park?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winter Park Studio Apartments | $1,794 | $1,032 | $4,007 |
| Winter Park 1 Bedroom Apartments | $2,066 | $1,067 | $4,350 |
| Winter Park 2 Bedroom Apartments | $2,523 | $1,213 | $5,451 |
| Winter Park 3 Bedroom Apartments | $2,983 | $1,261 | $9,543 |
| Winter Park 4 Bedroom Apartments | $5,929 | $3,992 | $7,866 |
Browse Apartments in this Neighborhood
There are currently 21 rentals with your search options within a 2 mile radius of the Winter Park Neighborhood of Orlando, FL.
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Winter Park, Orlando, FL Local Guide
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Top Orlando Apartments in the Winter Park Area with Move-In Specials Ending Soon
Specials updated: 06-27-2025Take 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!
La Aloma
Upgrade your lifestyle in our spacious Deluxe 2 Bed, 2 Bath apartment! For a limited time, get ONE MONTH FREE when you lease a deluxe 2x2 unit. Modern finishes shared patio/balcony Pet-friendly community Hurry — this offer won’t last long! Contact us today to schedule a tour and secure your new home.Expires 06-26-2025
Alexan Mills 50
Enjoy One Month Free on Select Homes + Move-In by 7/13 to Receive a $500 Gift Card (Contact Us for Details)Expires 06-27-2025
Gables Baldwin Park
Limited Time Special: 2 Weeks Free on Select Apartment Homes!Expires 06-27-2025
The Gallery at Mills Park
One Month Free on select units!Expires 06-27-2025
Central Place At Winter Park
Reduced Rent on Select Units + $200 OFF When You Look & Lease!Expires 06-27-2025
The Avenues of Baldwin Park
Spring/Summer Savings for a limited time! Reduced Pricing and up to 6 Weeks Free on Select Units!!! Call your Leasing and LIVE IT Specialist for more details!Expires 06-27-2025
Rosalia Winter Park
Receive your first full months rent for free!Expires 06-27-2025
Oasis Club
Rent Specials Happening Now!! Call or Email us Today Before Offer Ends!!Expires 06-27-2025
The Taylor at Winter Park
Limited-Time Offer: Enjoy One Month Free plus Waived Application & Administration Fees! Terms may apply. Contact the leasing office for details.Expires 06-27-2025
Paseo at Winter Park Village
We are Currently Available for In-person and Virtual Interactions - Schedule Your Tour Today!Expires 06-27-2025
Newly Listed Move-In Specials offers for Apartments in Winter Park, FL
Specials updated: 06-27-2025Here 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.
The Vista at Winter Park
Move in special- $300 on move in! *Restricted units only* Honoring Heroes: $35 Monthly Discount for Military, Police, Teachers, and Nurses!Expires 06-30-2025
The Avenues of Baldwin Park
Spring/Summer Savings for a limited time! Reduced Pricing and up to 6 Weeks Free on Select Units!!! Call your Leasing and LIVE IT Specialist for more details!Expires 06-27-2025
Rosalia Winter Park
Receive your first full months rent for free!Expires 06-27-2025
Oasis Club
Rent Specials Happening Now!! Call or Email us Today Before Offer Ends!!Expires 06-27-2025
The Taylor at Winter Park
Limited-Time Offer: Enjoy One Month Free plus Waived Application & Administration Fees! Terms may apply. Contact the leasing office for details.Expires 06-27-2025
Paseo at Winter Park Village
We are Currently Available for In-person and Virtual Interactions - Schedule Your Tour Today!Expires 06-27-2025
Azul Baldwin Park
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 06-27-2025
Summerlin at Winter Park Apartments
$500 OFF MOVE IN Plus Optional Trendy Living Room & Dining Furniture Move In by 6/30/25Expires 06-27-2025
Oak Reserve at Winter Park
SPECIAL: Select nits starting at $1295 Contact our Leasing Office for Details!Expires 06-27-2025
Vintage Winter Park Apartments
Spin-the-Wheel Special: Apply for an apartment and spin the wheel for a chance to win up to one month free rent. Act Now: This offer are subject to change at any time. To secure your special, you must sign a 12-15 month lease and move in by July 31. Call us on how to receive this special offer. *Restrictions applyExpires 06-27-2025
Quick Rent Budget Calculator
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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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Getting Around the Winter Park Neighborhood in Orlando, FL
Walk Score®
75 / 100
Very Walkable
Most errands can be accomplished on foot
Bike Score®
62 / 100
Bikeable
Some bike infrastructure
Transit Score®
26 / 100
Some Transit
A few nearby public transportation options
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about Rent Specials Winter Park Apartments
What is the Cheapest Rent Specials apartment in Winter Park?
Currently the most affordable Rent Specials Apartment in Winter Park is at District On Baldwin Park listed at $1,110.
How much is the average rent for a Rent Specials Winter Park Apartment?
The average rent for a Rent Specials Apartment in Winter Park is $2,102.
What is the largest Rent Specials Winter Park Apartment for rent?
Today's Rent Specials apartment with the most square footage in Winter Park is a 1,978 square feet unit starting from $2,082 at Gables Baldwin Park.
What is the average size for Winter Park Rent Specials Apartments for rent?
The average size for a Rent Specials rental in Winter Park is currently at 622 sq ft.
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.
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.
The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.
Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.