close
View Me
Rent Specials
Special Offer
1 Month Free Enjoy One Month Free on Select Homes ! Contact us for details.
See More
Alexan Mills 50
1647 E Colonial DrOrlando, FL 32803
Apartments for Rent with Specials in the Winter Park Neighborhood of Orlando, FL (19 Rentals)
Rental Listings with Specials.
close
View Me
Rent Specials
Special Offer
Specials Lease now and save $700! Certain exclusions may apply.
See More
MAA Baldwin Park
4688 New Broad StOrlando, FL 32814
close
View Me
Rent Specials
Special Offer
Specials MOVE IN DEPOSIT-FREE! We offer a Deposit-Free alternative move in option where no upfront security deposit is required saving you h
See More
Azul Baldwin Park
4460 Lower Park RdOrlando, FL 32814
close
View Me
Rent Specials
Special Offer
Specials Reduced 1 & 2 Bed Rates! App Fee 1/2 Off! - Call TODAY For Details & To Schedule Your Tour!
See More
Adele Place
7595 Sun Tree CirOrlando, FL 32807
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.
close
View Me
Rent Specials
Special Offer
1 Month Free *Lease Today and Receive Up To SIX WEEKS FREE! Save $4550 in Rent! Call Today *Limited time. Exclusions Apply - Ask Us For Deta
See More
The Baldwin
800 Lombard StOrlando, FL 32807
close
View Me
Rent Specials
Special Offer
Specials Lease Now & Win Big!
See More
Aurora on the Trail
825 McCullough AveOrlando, FL 32803
close
View Me
Rent Specials
Special Offer
Specials Spring Savings for a limited time! Reduced Pricing and $1000 off May Rent if Move-in by 05/15. Call your Leasing and LIVE IT Specia
See More
The Avenues of Baldwin Park
5800 Auvers BlvdOrlando, FL 32807
close
View Me
Rent Specials
Special Offer
1 Month Free Move in Special one month FREE; Application and Adm fee just $99
See More
District On Baldwin Park
5590 Baldwin Park StOrlando, FL 32807
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.
close
View Me
Rent Specials
Special Offer
Specials One Month Free on select units!
See More
The Gallery at Mills Park
1650 N Mills AveOrlando, FL 32803
close
View Me
Rent Specials
Special Offer
Specials Rent Specials Happening Now!! Call or Email us Today Before Offer Ends!!
See More
Oasis Club
7451 Gatehouse CirOrlando, FL 32807
close
View Me
Rent Specials
Special Offer
Specials We are Currently Available for In-person and Virtual Interactions - Schedule Your Tour Today!
See More
Paseo at Winter Park Village
940 W Canton AveWinter Park, FL 32789
close
View Me
Rent Specials
Special Offer
Specials SPECIAL: Select nits starting at $1295 Contact our Leasing Office for Details!
See More
Oak Reserve at Winter Park
541 Oak Reserve LnWinter Park, FL 32792
Winter Park - One of the Best Affordable Neighborhoods in Orlando
Named as one of the Best Affordable Areas to rent in Orlando by our , Local Expert Darla F. See how it ranks!
close
View Me
Rent Specials
Special Offer
Specials Free Rent Through May 31st on Select Apartments!
See More
Indigo Winter Park
220 S Semoran BlvdWinter Park, FL 32792
close
View Me
Rent Specials
Special Offer
Discounts Save $500 off June 2025 rent. Must move in within 72 hours of approval. *Select apartments
See More
Seabrook
3114 Terry Brook DrWinter Park, FL 32792
close
View Me
Rent Specials
Special Offer
Specials Reduced Rent on Select Units + $200 OFF When You Look & Lease!
See More
Central Place At Winter Park
7000 University BlvdWinter Park, FL 32792
close
View Me
Rent Specials
Special Offer
Discounts $500 OFF MOVE IN Plus Optional Trendy Living Room & Dining Furniture Move In by 5/15/25
See More
Summerlin at Winter Park Apartments
3207 Rosebud LnWinter Park, FL 32792
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla F
close
View Me
Rent Specials
Special Offer
Discounts Limited-Time Offer Receive $500 Off Select Homes at Move-In Terms may apply. Contact the leasing office for details.
See More
The Taylor at Winter Park
2000 Village LnWinter Park, FL 32792
close
View Me
Rent Specials
Special Offer
Specials Reduced Rates on 1 & 2 Bedrooms - Schedule a Tour Today! Preferred Employer and Student Specials! *select units
See More
POSTE Winter Park
800 Semoran Park DrWinter Park, FL 32792
close
View Me
Rent Specials
Special Offer
Specials Get up to %50 off - **Divided evenly over 12 months** Honoring Heroes: $35 Monthly Discount for Military, Police, Teachers, and Nur
See More
The Vista at Winter Park
4704 Lucier CtWinter Park, FL 32792
Showing Results 1-19, 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 | $1,852 | $1,032 | $4,668 |
| Winter Park 1 Bedroom Apartments | $2,072 | $1,067 | $4,061 |
| Winter Park 2 Bedroom Apartments | $2,602 | $1,246 | $5,214 |
| Winter Park 3 Bedroom Apartments | $3,197 | $1,261 | $9,543 |
| Winter Park 4 Bedroom Apartments | $5,835 | $3,936 | $7,735 |
Browse Apartments in this Neighborhood
There are currently 19 rentals with your search options within a 2 mile radius of the Winter Park Neighborhood of Orlando, FL.
See all Apartments in OrlandoExplore Orlando
Winter Park, Orlando, FL Local Guide
- Nearby Orlando neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
Top Orlando Apartments in the Winter Park Area with Move-In Specials Ending Soon
Specials updated: 05-02-2025Take 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!
Paseo at Winter Park Village
We are Currently Available for In-person and Virtual Interactions - Schedule Your Tour Today!Expires 05-03-2025
Aurora on the Trail
Lease Now & Win Big!Expires 05-03-2025
Alexan Mills 50
Enjoy One Month Free on Select Homes ! Contact us for details.Expires 05-03-2025
The Baldwin
*Lease Today and Receive Up To SIX WEEKS FREE! Save $4550 in Rent! Call Today *Limited time. Exclusions Apply - Ask Us For DetailsExpires 05-03-2025
Oak Reserve at Winter Park
SPECIAL: Select nits starting at $1295 Contact our Leasing Office for Details!Expires 05-03-2025
MAA Baldwin Park
Lease now and save $700! Certain exclusions may apply.Expires 05-03-2025
The Taylor at Winter Park
Limited-Time Offer Receive $500 Off Select Homes at Move-In Terms may apply. Contact the leasing office for details.Expires 05-03-2025
The Gallery at Mills Park
One Month Free on select units!Expires 05-03-2025
Summerlin at Winter Park Apartments
$500 OFF MOVE IN Plus Optional Trendy Living Room & Dining Furniture Move In by 5/15/25Expires 05-03-2025
The Avenues of Baldwin Park
Spring Savings for a limited time! Reduced Pricing and $1000 off May Rent if Move-in by 05/15. Call your Leasing and LIVE IT Specialist for more details!Expires 05-03-2025
Newly Listed Move-In Specials offers for Apartments in Winter Park, FL
Specials updated: 05-02-2025Here 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
Get up to %50 off - **Divided evenly over 12 months** Honoring Heroes: $35 Monthly Discount for Military, Police, Teachers, and Nurses! Take advantage of exclusive offers available! Valid until 05/05/2025 on specific units only!Expires 05-05-2025
The Avenues of Baldwin Park
Spring Savings for a limited time! Reduced Pricing and $1000 off May Rent if Move-in by 05/15. Call your Leasing and LIVE IT Specialist for more details!Expires 05-03-2025
Seabrook
Save $500 off June 2025 rent. Must move in within 72 hours of approval. *Select apartmentsExpires 05-03-2025
Oasis Club
Rent Specials Happening Now!! Call or Email us Today Before Offer Ends!!Expires 05-03-2025
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 05-03-2025
Summerlin at Winter Park Apartments
$500 OFF MOVE IN Plus Optional Trendy Living Room & Dining Furniture Move In by 5/15/25Expires 05-03-2025
Central Place At Winter Park
Reduced Rent on Select Units + $200 OFF When You Look & Lease!Expires 05-03-2025
Paseo at Winter Park Village
We are Currently Available for In-person and Virtual Interactions - Schedule Your Tour Today!Expires 05-03-2025
Aurora on the Trail
Lease Now & Win Big!Expires 05-03-2025
Alexan Mills 50
Enjoy One Month Free on Select Homes ! Contact us for details.Expires 05-03-2025
Quick Rent Budget Calculator
How much rent can you afford?
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.
Let everyone know!
Do you know the Winter Park area?
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.
Write a Review
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 The Taylor at Winter Park listed at $1,081.
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 $2,133.
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 1,958 square feet unit starting from $1,647 at Aurora on the Trail.
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 643 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.
Navigating the Rental Market: Tips for First-Time Renters
Written by: Sandy Baker
Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.
Rise of Digital Nomads: Remote Work Tips for Apartment Renters
Written by: Brandie Parton
As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.